Longwood Real Estate


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Newest Longwood Properties

  • 612 ROGUE DR, LONGWOOD, FL - MLS# O6404320

    O6404320 - 612 ROGUE DR, LONGWOOD, FL 32779
    2 Days on yellowkey

    $349,000 | Townhouse | 3 beds | 3.5 baths | 2 gar

    Welcome to refined, low maintenance living in one of Longwood’s most desirable gated communities, just moments from the natural beauty of Wekiva Springs. This beautifully appointed 3 bedroom, 2.5 bath residence offers 1,438 square feet of thoughtfully designed living space, where an open concept layout creates a seamless flow between living, dining, and kitchen areas ideal for both relaxed living and effortless entertaining. The home features a spacious two car garage and a well planned upstairs retreat, where the primary suite and secondary bedrooms are positioned for comfort and privacy. Perfectly situated near upscale dining, boutique shopping, and scenic outdoor trails, this property delivers a rare blend of location, lifestyle, and convenience. An exceptional opportunity at this price

    Contact Yellowkey Agent

    Listing is courtesy of: EXP REALTY LLC (888-883-8509)
    Listing Agent: Monte Mohr (888-883-8509)

  • 110 COLYER DR, LONGWOOD, FL - MLS# O6403654

    O6403654 - 110 COLYER DR, LONGWOOD, FL 32779
    2 Days on yellowkey

    $415,000 | Single Family Home | 3 beds | 2.0 baths | 2 gar

    Wonderful Wekiva Pool home! Light and bright three bedroom, two bath home offering a wonderful blend of comfort and funcionality. Step inside to find brand-new carpeting, freshly painted and a spcious layout featuring a formal living room, separate dining room and an invting family room thay is adjacent to the kitchen, perfect for eveyday living and entertaining. Outside enjoy your own private pool with a fenced backyard. Located in the highly desirable community with A rated schools and amenities including bike trails, parks and playgrounds, community center, tennis and pickleball courts-providing something for everyone to enjoy. This is Florida living at its best, call today for your private showing and don't miss this opportunity to make it Yours!

    Contact Yellowkey Agent

    Listing is courtesy of: KELLER WILLIAMS HERITAGE REALTY (407-862-9700)
    Listing Agent: Katie Morrison (407-421-5025)

  • 575 TIBERON COVE RD, LONGWOOD, FL - MLS# O6404289

    O6404289 - 575 TIBERON COVE RD, LONGWOOD, FL 32750
    2 Days on yellowkey

    $425,000 | Single Family Home | 3 beds | 2.0 baths | 1 gar

    Welcome to this beautifully maintained home nestled in the desirable Tiberon Cove community in Longwood. This inviting residence offers a perfect combination of comfort, space, and a prime location in a quiet, established neighborhood. Step inside to discover a bright and functional floor plan featuring spacious living and dining areas filled with natural light. The kitchen offers ample cabinetry and counter space, making it ideal for everyday living and entertaining. The home’s layout provides comfortable bedrooms with generous closet space, while the primary suite offers a private retreat with its own en-suite bath. Enjoy outdoor living with a private yard perfect for relaxing, entertaining, or creating your own outdoor oasis. The peaceful setting and well-maintained surroundings make this home an excellent choice for those seeking both tranquility and convenience. Conveniently located near shopping, dining, parks, and major roadways, this home provides easy access to everything Longwood and the surrounding Central Florida area have to offer. Don’t miss this opportunity to own a wonderful home in the sought-after Tiberon Cove community—schedule your private showing today!

    Contact Yellowkey Agent

    Listing is courtesy of: TRUDEALS REALTY CORP (833-878-3325)
    Listing Agent: Candace Garber (224-489-4435)

  • 4304 CLUBSIDE DR #4304, LONGWOOD, FL - MLS# O6404207

    O6404207 - 4304 CLUBSIDE DR #4304, LONGWOOD, FL 32779
    3 Days on yellowkey

    $1,700 | Condo | 2 beds | 2.5 baths

    Live surrounded by mature trees, lakes, and the sound of birds singing in Clubside at Sabal Point in Longwood - Experience the perfect blend of comfort and convenience in this top-floor condo with a gorgeous view of a dry retention pond. Enjoy a hassle-free lifestyle. The property features an updated kitchen and bathrooms and all hard surface flooring (no carpet whatsoever). The kitchen offers granite countertops, wood cabinets, and stainless steel appliances. There are TWO primary bedrooms, each with ensuite bathrooms and walk-in closets, ensuring privacy, comfort, and functionality. The living room is open to a large screened-in balcony, creating a seamless indoor-outdoor living space, perfect for entertaining friends and family. A newer HVAC system provides years of worry-free comfort. The kitchen offers plenty of space for a dining area and includes a pantry for storage, along with granite countertops, solid wood cabinets, and a view of the pool. The pool, gym, and clubhouse are just steps away. Prime Location: Located in Longwood, this community offers over 145 acres of parks, walking and biking trails, lakes, the Sabal Point Country Club, the Wekiva Golf Club, and much more to explore. Conveniently located near shopping, hospitals, restaurants, I-4, and major highways, with top-rated Seminole County Schools, this condo provides easy access to all essentials while being nestled in the tranquil Clubside at Sabal Point community. This property is available for rent now.

    Contact Yellowkey Agent

    Listing is courtesy of: ALVES AND HOWELL REALTY (407-750-2171)
    Listing Agent: Renato Alves (407-808-1878)

  • 212 TOLLGATE TRL, LONGWOOD, FL - MLS# O6404009

    O6404009 - 212 TOLLGATE TRL, LONGWOOD, FL 32750
    3 Days on yellowkey

    $490,000 | Single Family Home | 4 beds | 2.0 baths | 2 gar

    Welcome to The Woodlands! This beautifully maintained 4 bedroom, 2 bathroom, POOL home checks all the boxes, and is move-in ready! There's also a BRAND NEW ROOF! The living room, dining room, family room, and primary bedroom all feature beautiful hardwood floors, and the remaining bedrooms are carpeted. All bedrooms have ceiling fans with lights, and generous closet space. Both bathrooms are nicely updated with designer vanities and granite countertops. The kitchen features solid wood cabinets, granite countertops, a beautifully tasteful backsplash, and updated appliances. Off the kitchen you will find the large utility room with lots of storage. Peak around the corner in the garage to find a hidden bonus/storage room with a wall-unit AC - perfect for extra storage or even a private office! Head out back to enjoy the screened-in lanai and large saltwater swimming pool. This HUGE back yard is a dream - and fully fenced! Additional remarkable features of this property include a natural gas grill, a whole house generator on natural gas, and a natural gas tankless water heater. This home is zoned for AMAZING Seminole County Schools - Woodlands Elementary, Rock Lake Middle, and Lyman High! Do not miss this fantastic opportunity!

    Contact Yellowkey Agent

    Listing is courtesy of: COLDWELL BANKER REALTY (407-333-8088)
    Listing Agent: Emily Halpern (407-625-9246)

  • 2878 MARKHAM WOODS RD, LONGWOOD, FL - MLS# O6403834

    O6403834 - 2878 MARKHAM WOODS RD, LONGWOOD, FL 32779
    3 Days on yellowkey

    $6,999,999 | Single Family Home | 10 beds | 15.0 baths | 17 gar

    One or more photo(s) has been virtually staged. The Estate at Markham Woods. Set behind private electronic gates and a guarded entry, a rare sense of arrival unfolds across more than seven acres of secluded, high and dry landscape in the heart of Markham Woods. Here, architecture, land, and infrastructure converge to create something far beyond a residence, a fully realized, multi generational compound designed for those who value ultimate security, complete privacy, and a deeply personal expression of luxury living. This is not simply a home. It is a sanctuary. The main residence, spanning nearly 18,000 total square feet with over 11,000 square feet under air, is a study in European inspired elegance and enduring craftsmanship. Six bedrooms and ten baths are thoughtfully arranged to balance grand scale entertaining with intimate, everyday living. A sweeping staircase, private elevator, and curated architectural moments create a sense of quiet sophistication, while spaces like the library, gym, spa retreat, and hidden garden offer a more personal rhythm of life. Beyond the main residence, the estate reveals itself as a true compound. A fully independent guest house, a private cottage ideal for staff or extended family, and a climate controlled car barn with soaring ceilings create a layered environment where generations can gather, yet remain entirely self contained. Whether hosting, retreating, or simply living, every structure has been designed with purpose and discretion. Security here is not an afterthought, it is foundational. A guard house with full amenities, integrated systems, data infrastructure, multiple generators, this offers a sense of confidence and continuity. This is a property built not only for comfort, but for resilience. A private helipad further elevates both security and accessibility, offering a seamless connection to business, leisure, and global travel. Outdoors, the estate transforms into a private resort environment. Multiple pools, spa experiences, expansive lawns, and curated gathering spaces create an atmosphere equally suited for large scale entertaining or quiet family moments. Even the youngest members of the household are considered, with playful elements woven seamlessly into the landscape, reinforcing the estate’s identity as a true family legacy property. And yet, despite its complete seclusion, the estate remains remarkably connected. Within minutes, you are positioned at the center of everything that defines Central Florida living. Downtown Orlando, the region’s top private and public schools, and the area’s most important roadways including the I-4 express lanes are all easily accessible. Orlando International Airport, Orlando Executive Airport, and Sanford International Airport provide effortless travel options, while world class golf, the Dr. Phillips Performing Arts Center, Kia Center, Camping World Stadium, and Inter and Co Stadium place culture and entertainment within immediate reach. The beaches and theme parks are equally within your orbit, close enough for spontaneity, yet far enough to preserve the estate’s sense of calm. This is the rare balance. A property where one can live completely private, completely secure, and completely immersed in luxury, while remaining connected to everything that matters. For those seeking not just a home, but a generational legacy compound defined by discretion, scale, and intention, this is a singular opportunity in Central Florida.

    Contact Yellowkey Agent

    Listing is courtesy of: COMPASS FLORIDA LLC (407-203-9441)
    Listing Agent: Matthew Mckee (407-948-0658)

  • 105 E COTTESMORE CIR, LONGWOOD, FL - MLS# O6403980

    O6403980 - 105 E COTTESMORE CIR, LONGWOOD, FL 32779
    3 Days on yellowkey

    $550,000 | Single Family Home | 4 beds | 2.0 baths | 2 gar

    Sought after Wekiva home located off Hunt Club. This is a 4 bedroom, 2 bath home with an extra bonus room right off the prime bedroom. Spacious house that is well maintained, all stainless steel appliances, working fireplace, shutters in windows. Back yard has access to the wekiva trail for walking and running. Paved pool patio, pool. Two parks with in walking distance. This house comes with an electrical disconnect for a generator in case a power outage.

    Contact Yellowkey Agent

    Listing is courtesy of: PRIMAC GROUP, INC (407-889-7075)
    Listing Agent: Andre Diaz (407-252-8533)

  • 262 W SABAL PALM PL, LONGWOOD, FL - MLS# O6403737

    O6403737 - 262 W SABAL PALM PL, LONGWOOD, FL 32779
    3 Days on yellowkey

    $200,000 | Condo | 2 beds | 2.0 baths

    One or more photo(s) has been virtually staged. Located in the highly desirable SABAL POINT, this charming SINGLE STORY villa-style condo offers easy living in a peaceful and well-maintained community. This 2-bedroom, split-style layout provides privacy and comfort, featuring a cozy fireplace in the living room and a spacious screened-in lanai—perfect for relaxing or entertaining. Enjoy the convenience of two assigned parking spaces, one of which is covered and includes a private outdoor storage closet. The HOA maintains the yard and includes water and trash service, making this home an ideal low maintenance option in one of the area’s most sought-after neighborhoods. Live near one of Central Florida’s best-kept secrets—Wekiwa Springs State Park. This 7,000-acre natural oasis offers year-round recreation, from hiking scenic trails to swimming in crystal-clear emerald springs. Outdoor enthusiasts will also appreciate the nearby Cross Seminole Trail, offering 23 miles of scenic pathways winding through the beautiful landscapes of Seminole County. Enjoy evening strolls through Sabal Point, surrounded by peaceful nature views. Plus, you're just minutes from excellent shopping, top-rated restaurants, and major highways for easy access to Orlando and beyond. You’ll love living in this beautiful part of Longwood! Mortgage savings may be available for buyers of this listing.

    Contact Yellowkey Agent

    Listing is courtesy of: REDFIN CORPORATION (407-708-9747)
    Listing Agent: Nicole Dege (443-404-9293)

  • 145 STENHOUSE LN, LONGWOOD, FL - MLS# O6403064

    O6403064 - 145 STENHOUSE LN, LONGWOOD, FL 32779
    3 Days on yellowkey

    $339,500 | Townhouse | 3 beds | 2.5 baths | 2 gar

    Welcome to this gorgeous 3-bedroom, 2.5-bath townhome located in the desirable Wekiva Landings community, overlooking the 16th green of the Wekiva Golf Club. This beautifully maintained two-story home offers 1,472 sq ft of comfortable living space with soaring vaulted ceilings on the main floor. The fully equipped kitchen features stainless steel appliances and granite countertops, and flows into a bright dining and living area with wood flooring. A convenient half bath is also located on the main floor. Bedrooms are carpeted for comfort. The en suite master bath boasts a walk-in shower and granite countertops, and the full hall bath on the second floor also features granite countertops. Step outside to your screened-in patio and soak in the peaceful, manicured golf course views. Additional highlights include a washer and dryer in a dedicated inside laundry room, and a two-car garage. Ideally situated in the heart of the Wekiva/Sweetwater Corridor, Wekiva Landings offers the perfect blend of nature and convenience. The Wekiva Golf Club, a public course, is right in your backyard, and the breathtaking Wekiva Springs State Park is just minutes away — perfect for hiking, kayaking, and enjoying Florida's natural beauty. Shopping, dining, and everyday conveniences are all within a couple of miles, making this location as practical as it is picturesque. Schedule your showing today-this one won't last long!

    Contact Yellowkey Agent

    Listing is courtesy of: KELLER WILLIAMS HERITAGE REALTY (407-862-9700)
    Listing Agent: Thomas Siciliano (321-303-3401)

  • 106 LONESOME PINE DR, LONGWOOD, FL - MLS# O6403779

    O6403779 - 106 LONESOME PINE DR, LONGWOOD, FL 32779
    3 Days on yellowkey

    $655,000 | Single Family Home | 4 beds | 2.0 baths | 2 gar

    One or more photo(s) has been virtually staged. Welcome to 106 Lonesome Pine Drive, where everyday living feels a little more like getting away! Nestled in Longwood’s treasured Sweetwater Oaks community and set on an extra deep .69 acre lot, this home offers something rare: room to breathe. Room to entertain. Room to live the way you’ve always pictured — with nature as your backdrop and comfort woven into every corner. *NEW: Electric pool heater 2025, exterior paint 2024, All light switches and receptacles 2024, pool saltwater system 2023, outdoor fireplace 2022, pool renovation, screen enclosure & Shellock pavers 2022, 200amp Leviton smart electrical panel, LED energy efficient lights throughout house & interior paint 2021!* From the moment you arrive you’re greeted with a sense of privacy that’s hard to find in a neighborhood setting. Once inside this home opens up with warm, welcoming spaces designed for real life showcasing thoughtful updates and well-kept finishes reflecting a true pride of ownership. You’ll find casual dining and living rooms with custom wood floors made of oak, walnut and mahogany plus a spacious family room enhanced by tile floor, vaulted ceiling with beautiful wood beams and dual skylights, a floor-to-ceiling stone fireplace and sliding glass door to the patio. Upgraded kitchen is loaded with personality boasting wood panel cabinets galore with bar area, granite counter with double bevel edge, working island with breakfast bar, decorative backsplash, complete stainless steel appliance package plus a large picture window offering pool and yard views. But it’s the outdoor living that truly sets this home apart! The backyard unfolds like a private resort, offering multiple places to unwind, dine, and enjoy the Florida lifestyle year round. This space offers several covered patio spaces, tongue and groove ceiling, cool slate floor, mounted TVs, hot tub right off primary, sparkling renovated pool has pebble tech bottom, shelf with two Adirondak chairs & pretty blue tile, modern pavers, outdoor wood burning fireplace & lots of market lights! Whether you’re hosting a lively poolside afternoon, relaxing fireside at dusk, or simply taking in the peaceful view of the deep lot stretching behind you, this space invites you to slow down and stay awhile. Step out back into huge fully fenced yard plus lot goes back behind fence, offering endless possibilities! As if that isn't enough, you'll have peace of mind year round with a whole house generator! If you’ve been waiting for a home that offers privacy without isolation, style without pretense, and outdoor living that feels like a true extension of the home, this home is the one that delivers! Incredible Longwood location with easy access to 434, 436, I4 plus close to multiple Publix, schools, lots of dining, Wekiva Island, Wekiwa Springs Park, Uptown Altamonte, Orlando Health, Advent Health and so MUCH MORE!! <>

    Contact Yellowkey Agent

    Listing is courtesy of: FLORIDA HOME TEAM REALTY LLC (407-774-8100)
    Listing Agent: Stacy Wayne (407-415-9484)

  • 116 SPRINGWOOD CIR #D, LONGWOOD, FL - MLS# O6403702

    O6403702 - 116 SPRINGWOOD CIR #D, LONGWOOD, FL 32750
    3 Days on yellowkey

    $169,999 | Condo | 2 beds | 1.0 baths

    Welcome to this beautifully updated 2-bedroom, 1-bath condo tucked away in a quiet, well-maintained community—perfect for both homeowners and investors. This move-in-ready unit features brand new vinyl flooring throughout, a fully renovated kitchen with modern cabinetry, sleek granite countertops, and a clean, contemporary design that truly stands out. The bathroom has been tastefully remodeled, offering a fresh and modern feel. What makes this unit truly unique is its private in-unit washer and dryer room—a rare feature in this community where most units rely on shared laundry. Enjoy peaceful mornings and relaxing evenings on your screened-in patio, the perfect space to unwind with coffee, tea, or a glass of wine in a quiet setting. The community offers an affordable HOA that includes water, garbage pickup, on-site management, maintenance, and security, providing both value and peace of mind. Residents also enjoy access to two swimming pools, a clubhouse with fitness center and party room, a lighted tennis court, basketball half court, multiple laundry facilities, and bike storage. With low property taxes and strong rental potential, this property is an excellent opportunity for both end-users and investors. Opportunities like this don’t last—schedule your showing today before it’s gone.

    Contact Yellowkey Agent

    Listing is courtesy of: MARKET CONNECT REALTY LLC (407-250-4708)
    Listing Agent: Ayoub Seffari (407-497-4015)

  • 1508 CANARY ST, LONGWOOD, FL - MLS# O6402841

    O6402841 - 1508 CANARY ST, LONGWOOD, FL 32750
    3 Days on yellowkey

    $345,000 | Single Family Home | 4 beds | 2.0 baths | 2 gar

    One or more photo(s) has been virtually staged. Welcome to 1508 Canary Street in Longwood! This charming 4-bedroom, 2-bath home features a desirable split floorplan, offering both privacy and functionality for everyday living. With no HOA, you’ll enjoy the freedom to truly make this property your own. Step outside to a spacious, fully fenced backyard with mature trees, perfect for relaxing, entertaining, or letting pets roam freely. Whether you're hosting gatherings or simply enjoying a quiet evening at home, this outdoor space offers endless possibilities. Air conditioning, water heater, electric and plumbing have been updated. Conveniently located near shopping, dining, and major roadways, this home is a great opportunity to enjoy comfortable living in the heart of Longwood.

    Contact Yellowkey Agent

    Listing is courtesy of: EXP REALTY LLC (888-883-8509)
    Listing Agent: Dawn Grigsby (407-970-9051)

  • 105 SWEET BAY LN, LONGWOOD, FL - MLS# O6401023

    O6401023 - 105 SWEET BAY LN, LONGWOOD, FL 32779
    3 Days on yellowkey

    $785,000 | Single Family Home | 4 beds | 3.0 baths | 2 gar

    Set on a private, tree-canopied lot with a courtyard-style layout, pool, spa, waterfall, and preserve views, this custom home offers one of the most distinctive living experiences in the community. The Springs is a guard gated community located within Central Florida's original tourist attraction, the pristine Sanlando Springs. Residents enjoy access to a host of amenities including this private spring with crystal clear water, numerous rivers, hiking trails, tennis and pickleball courts, private community, large clubhouse and community venue, horse stables, and more, all located within 15 minutes of Downtown Orlando and 30 minutes to the theme parks! As you approach the home you’ll find a canopied driveway lined with towering trees that leads to a home dressed in warm cream siding with stone accents and a distinctive architectural roofline that speaks to the home’s custom architectural character. Step onto the brick-paved covered front patio with cedar ceiling, coach lighting, and a double front door with sidelights, and you already feel the warmth of this home before you've crossed the threshold. Inside, you’re greeted by one of the home's most captivating features, the private interior courtyard. This skylit stone-paved atrium is wrapped on all sides by the home itself, lush with tropical plantings and accessible from multiple rooms, it functions as an outdoor sanctuary that is completely your own. The formal living room is a beautiful place to gather with friends and family, enjoy quiet conversation, or settle in with a good book and cup of coffee beneath exposed timber beams and natural wood-look flooring. Adjacent, the light-filled dining room elevates holidays and celebrations with space for up to 12 guests, walls with panel molding, custom built-ins, crown molding, and a designer chandelier. The kitchen delivers in both form and function: white shaker cabinetry, granite countertops, an extra large center island, stainless steel appliances, two pantries, and subway tile backsplash with ribbon tile inlay, all sit beneath a continuation of the signature vaulted ceiling, soaring to incredible heights with panoramic sliders and large transom windows offering stunning views of the backyard patio, pool, and nature preserve. Deer and other stunning Florida wildlife can regularly be seen grazing or traversing outside the fence making this home a truly unique escape. The primary suite is resort-caliber: a spa bath featuring a freestanding soaking tub, oversized glass walk-in shower with designer tile banding, double vanity with marble tops, and direct access to a custom walk-in closet with full built-in shelving, shoe storage, and hardwood floors, all with direct access to a remarkably private outdoor balcony with covered seating and sprawling backyard views. Secondary bedrooms are generously sized with hardwood floors, natural light, and extraordinary closet space. A dedicated laundry room and multiple well-appointed bathrooms round out the interior. Out back, the property fully delivers on its promise of offering a relaxed Florida lifestyle with a resort-style freeform pool, an integrated spa, a dramatic natural stone waterfall feature, and multiple sun steps, all wrapped in a fully fenced, tree-canopied backyard that feels miles away from everything. This is Florida living at its finest.

    Contact Yellowkey Agent

    Listing is courtesy of: DON HARKINS REALTY LLC (321-377-0341)
    Listing Agent: Scott Major (407-697-9301)

  • 470 FREEMAN ST, LONGWOOD, FL - MLS# O6403714

    O6403714 - 470 FREEMAN ST, LONGWOOD, FL 32750
    4 Days on yellowkey

    $490,000 | Single Family Home | 4 beds | 2.0 baths | 2 gar

    Set on an oversized lot with Water VIEWS in the desirable Longwood Plantation community, 470 Freeman Street offers a rare combination of privacy, functionality, and scenic backyard views with no rear neighbors, a peaceful conservation backdrop, and a pond just beyond your fence line. This single-story 4-bedroom, 2-bath home features an open, light-filled layout with high ceilings and seamless flow between the main living spaces, creating an ideal setup for both everyday living and entertaining. The kitchen is well-appointed with granite countertops, wood cabinetry, stainless steel appliances, and an island with additional seating, all overlooking the main living areas and backyard. The spacious primary suite includes dual vanities, a soaking tub, and a separate shower, while the additional bedrooms offer flexibility for guests, family, or a home office. Step outside to a large covered and screened lanai that extends your living space year-round, opening to a fully fenced backyard with plenty of room to add a pool, a storage shed for added convenience, and unobstructed views that are hard to find at this price point. With a 2017 roof, 2020 HVAC system, and an updated electrical panel already in place, this home delivers both comfort and long-term peace of mind, all within a well-maintained neighborhood with low HOA fees and access to top-rated Seminole County schools, shopping, dining, and major roadways.

    Contact Yellowkey Agent

    Listing is courtesy of: COMPASS FLORIDA LLC (407-203-9441)
    Listing Agent: Chase Tate, Pllc (217-899-2619)

  • 129 HIDDEN OAK DR, LONGWOOD, FL - MLS# O6403496

    O6403496 - 129 HIDDEN OAK DR, LONGWOOD, FL 32779
    4 Days on yellowkey

    $489,900 | Townhouse | 4 beds | 2.0 baths | 2 gar

    One or more photo(s) has been virtually staged. The Springs Beautifully renovated single-story 4-bedroom, 2-bath corner townhome located behind the 24-hour guarded gates of The Springs community in Longwood. This turnkey property has been freshly painted inside and out and combines quality updates with timeless style, featuring high ceilings, oversized rooms, abundant closet space, brand-new flooring, a new roof, stunning renovated kitchen, and updated bathrooms. The sunken living area with built-in seating and a double-sided fireplace creates a striking focal point, while the spacious primary suite offers a huge master bath, walk-in closet, and private access to the backyard with serene open green views and no rear neighbors. Additional highlights include a two-car garage and premium corner location. Conveniently located near I-4, shopping, and dining, residents enjoy resort-style amenities including a natural spring, waterfront complex, community pool, clubhouse, horse stables, RV/boat storage, and more.

    Contact Yellowkey Agent

    Listing is courtesy of: FLORIDA REALTY OF MIAMI CORP (305-598-5488)
    Listing Agent: Janet Garay (786-355-7514)

  • 216 TOLLGATE TRL, LONGWOOD, FL - MLS# NS1088092

    NS1088092 - 216 TOLLGATE TRL, LONGWOOD, FL 32750
    4 Days on yellowkey

    $399,000 | Single Family Home | 4 beds | 2.0 baths | 2 gar

    Welcome to a home full of opportunity in one of the area’s most charming and active neighborhoods! This 4-bedroom, 2-bath home offers over 2,000 sq. ft. of living space and sits on a spacious oversized lot in the tranquil Woodlands neighborhood. With quiet streets and friendly neighbors often seen out walking and enjoying the Florida lifestyle, this property offers the perfect blend of community, comfort, and potential. The major updates have already been taken care of, giving buyers peace of mind and a strong foundation for future improvements. The home features a new roof (2024), full-house generator (2019), updated windows, whole-house replumbing, and a Lennox Smart Hub A/C system (2021) for modern efficiency and reliability. An alarm system is also in place for added security. Inside, you’ll find a newly updated kitchen with a gas range and beautiful granite countertops, along with a spacious layout and a cozy wood-burning fireplace. The living areas offer great bones and are ready for your personal updates and design vision. Step outside to your private backyard retreat, complete with a pool, fully fenced yard, large shed, and plenty of space to create the outdoor oasis of your dreams. Located in a wonderful neighborhood with an optional HOA, and top-rated Seminole County schools, this home offers an incredible opportunity to add value with cosmetic updates, and giving the landscaping a little TLC. Don’t miss your chance to own a well-maintained home with major upgrades already complete—all it needs is your finishing touch to make it your own! Schedule your private showing today!

    Contact Yellowkey Agent

    Listing is courtesy of: WHITE WHALE REAL ESTATE (388-689-5171)
    Listing Agent: Rebecca Henry (407-341-3355)

  • 2048 PRAIRIE SAGE LN, LONGWOOD, FL - MLS# O6403491

    O6403491 - 2048 PRAIRIE SAGE LN, LONGWOOD, FL 32750
    4 Days on yellowkey

    $485,000 | Single Family Home | 3 beds | 2.0 baths | 2 gar

    Some homes feel lived in. This one feels looked after. Tucked behind the gates of Bay Meadow Farms on a corner lot with no rear neighbors, this three-bedroom split plan has had one owner since the day it was built, and the pride of ownership is unmistakable. Step inside and the home opens up the way it should. Two guest bedrooms and a full bath sit quietly at the front, giving family or visitors their own wing. The hallway carries you past a true laundry room and into the heart of the house, where the kitchen, dining area, and living room share one easy, light-filled space. White cabinetry. Granite counters. Stainless appliances. A center island built for spreading out, gathering around, early morning coffee, late night pizza, those afternoon homework sessions, and the conversations that linger longer than you planned. The primary suite hides at the back corner of the home with windows on two sides, a deluxe bath featuring dual vanities, a soaking tub, separate shower, and a walk-in closet that earns the name. Privacy is the whole point. Step outside and the upgrades start telling the story. Sliding glass doors lead from the living room straight onto the covered lanai. A new vinyl fence wraps the yard. An oversized paver patio replaces builder-grade concrete. And anchoring the back is the hot tub, large and deep and ready for whatever a Florida evening throws at it. Bay Meadow Farms keeps the gate locked and the playground close. Beyond it, the best of Seminole County is within reach. SR-434, Ronald Reagan Boulevard, and I-4 are minutes away, putting Lake Mary's shops and restaurants, Altamonte Springs, and downtown Orlando all within an easy drive. Spend Saturday mornings on the Seminole Wekiva Trail, weekends paddling Wekiwa Springs, and evenings catching food trucks and live music at Reiter Park or wandering the historic Longwood district. Move-in ready, meticulously kept, and waiting for its second chapter.

    Contact Yellowkey Agent

    Listing is courtesy of: EXP REALTY LLC (407-305-4300)
    Listing Agent: Tony Ubaldini (407-242-6781)

  • 3508 VESTAVIA WAY, LONGWOOD, FL - MLS# V4948800

    V4948800 - 3508 VESTAVIA WAY, LONGWOOD, FL 32779
    4 Days on yellowkey

    $509,000 | Single Family Home | 4 beds | 3.0 baths | 2 gar

    LOCATION, LAYOUT, AND FLEXIBILITY. THIS ONE STANDS OUT. Welcome to this well-designed split-level home located in one of Longwood’s most desirable areas, zoned for top-rated Seminole County schools and surrounded by a quiet, established neighborhood with mature trees and low HOA. As you enter, you’re welcomed into the center of the home with a true split-level layout that creates both flow and privacy. Head upstairs to find 3 bedrooms and 2 bathrooms, along with comfortable living space for everyday life. The main level features a private primary suite, giving separation from the rest of the home. Downstairs offers incredible flexibility with an additional living area, bedroom, and a full bathroom with shower, perfect for a mother-in-law setup, guests, or a private retreat. This level also features its own separate A/C system, providing added comfort, privacy, and energy efficiency. With multiple rooms downstairs, there is also potential for additional bedroom space, making this an excellent option for larger households or multi-generational living. Step outside and enjoy a spacious backyard and deck, perfect for relaxing or entertaining, all set within a peaceful residential setting with minimal through traffic. Location is a major advantage. You are just minutes to Wekiva Springs State Park, parks, trails, shopping, and dining. Easy access to I-4, 417, and 429 makes commuting simple, with quick drives to Lake Mary, Altamonte Springs, and Downtown Orlando. You are also within reach of Disney, Universal, and the East Coast beaches. Homes offering this kind of layout, flexibility, and location do not come up often. Schedule your private showing today.

    Contact Yellowkey Agent

    Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
    Listing Agent: Seth L Rowlands, Llc (407-796-1932)

  • 105 CEDAR OAK TRL, LONGWOOD, FL - MLS# O6403317

    O6403317 - 105 CEDAR OAK TRL, LONGWOOD, FL 32750
    5 Days on yellowkey

    $625,000 | Single Family Home | 4 beds | 3.0 baths | 2 gar

    Absolutely Everything You’ve Been Looking For — in the Sought-After Woodlands Community of Longwood! This lovingly maintained home has been cherished by the same owners for 39 years and is now ready to welcome new memories. With an ideal multigenerational floor plan, in-law suite, sparkling pool, and huge yard, this home truly has it all. Key Features Spacious Layout: Bright, open floor plan with flexible living spaces — perfect for entertaining or quiet family living. Gourmet Kitchen: A chef’s dream with an abundance of rich wood cabinetry featuring soft-close drawers, granite countertops, double oven, cooktop, microwave, and tons of counter space. A large window overlooks the pool, and the breakfast bar is ideal for casual meals. Comfortable Gathering Spaces: The kitchen opens to a large family room with French doors leading to a massive 30-foot screened lanai with gorgeous wood ceiling and huge paddle fans, perfect for summer barbecues and poolside relaxation. A separate dining area features elegant built-in cabinetry. Versatile Living Room: A huge formal living room (or flex space) features a gorgeous gas fireplace surrounded by beautiful stone and framed by custom shelving—ideal for a game room, home theater, or play area. Private Primary Suite: The spacious primary retreat includes French doors overlooking the pool, dual closets, and an ensuite bath with double sinks and walk-in shower. Large Bedrooms: Spacious secondary bedrooms with large closets and conveniently located near full bath with pool access. In-Law Suite: Thoughtfully designed addition with its own private entrance, full bath, dual sinks, walk-in shower, and a generous 23’ x 12’ living space—perfect for guests or multigenerational living. Outdoor Oasis: Enjoy the 8-foot-deep screened pool with gas heater for year-round swimming. The 30’ x 17’ lanai has a natural gas hookup for grilling and entertaining. Despite the large pool, there’s still ample green space on your .29-acre yard for gardening. separate Well for Irrigation System keeps your plants lush and green. Bonus size indoor laundry rom, exta storage closets throughout and large two car garage. Updates include: Brand-new plumbing, new electrical panels, 2020 roof, replaced windows, exterior paint and freshly painted living areas. Four-point inspection will be available. Location & Lifestyle In the heart of Seminole County, zoned for top-rated schools and just minutes from I-4, world-famous attractions, dining, and shopping. This home blends classic character with modern comfort in one of Longwood’s most desirable neighborhoods. Come see why this home truly has everything you’ve been searching for—and more!

    Contact Yellowkey Agent

    Listing is courtesy of: KELLER WILLIAMS REALTY AT THE PARKS (407-629-4420)
    Listing Agent: Mindy Machock (407-461-1866)

  • 3322 CANYON GRAND PT, LONGWOOD, FL - MLS# O6403442

    O6403442 - 3322 CANYON GRAND PT, LONGWOOD, FL 32779
    5 Days on yellowkey

    $4,200 | Single Family Home | 4 beds | 4.0 baths | 3 gar

    One or more photo(s) has been virtually staged. This 4-bedroom, 4-bath home in the highly desirable Retreat at Lake Brantley offers more than just a place to live - it gives you space to truly settle in and enjoy your everyday life. From the moment you walk in, you’ll notice the open feel, natural light, and high ceilings that make the home feel both spacious and welcoming. The layout is easy and functional, perfect whether you're enjoying a quiet night in or having friends over. The kitchen naturally becomes the heart of the home, with plenty of room to cook, gather, and stay connected. The primary suite offers a private, relaxing space to unwind at the end of the day, and each bathroom is thoughtfully finished to add a touch of comfort to your routine. Out back, you’ll have room to enjoy Florida living - whether that’s outdoor dining, playtime, or simply relaxing in your own space. Living here also means enjoying a gated community, access to Lake Brantley, top-rated Seminole County schools, and a location that keeps you close to everything you need. If you’re looking for a rental that feels like home the moment you walk in, this one stands out.

    Contact Yellowkey Agent

    Listing is courtesy of: KELLER WILLIAMS HERITAGE REALTY (407-862-9700)
    Listing Agent: Danielle Pensala (407-529-5752)

  • 3 OLD POST RD, LONGWOOD, FL - MLS# O6401472

    O6401472 - 3 OLD POST RD, LONGWOOD, FL 32779
    5 Days on yellowkey

    $869,000 | Single Family Home | 4 beds | 2.5 baths | 2 gar

    Nestled within the highly sought-after Markham Woods corridor, this exceptional suburban estate is gracefully positioned on a quiet, tree-lined street in the serene enclave of Trilby Bend. Set on an expansive 2.6-acre home site, the property offers a private, park-like setting surrounded by mature trees and the natural beauty of Florida’s landscape where deer, fox, owls, and native wildlife are often part of the view. This two-owner residence reflects impeccable care and pride of ownership, with timeless curb appeal enhanced by lush landscaping, a circular drive, classic shutters, and a stately brick façade accented by four cedar columns. From the moment you arrive, the home exudes warmth, charm, and enduring Southern elegance. Enter through the striking decorative-glass double doors into a welcoming formal living and dining space, where rich wood flooring and a cozy brick fireplace create an inviting atmosphere for both everyday living and refined entertaining. At the heart of the home lies a beautifully appointed chef’s kitchen, thoughtfully designed to balance style and function. Outfitted with new appliances, a serving bar, and a center island, the space is highlighted by exotic Persian Treasure granite countertops, custom Cinnamon cabinetry, pendant lighting, a tiled backsplash, and a fully equipped butler’s pantry ideal for hosting with ease. The spacious owner’s retreat offers a tranquil escape, filled with natural light from shuttered windows and designed for comfort and relaxation. The beautifully remodeled bath showcases a furniture-style vanity with granite countertops, an expansive walk-in shower with artistic tilework, and generously designed walk-in closets. Throughout the home, thoughtful design elements enhance livability and flow, offering a layout that is both functional and accommodating for a variety of lifestyles. Step outside to experience true Florida living. French doors lead to an inviting lanai, while the Florida room featuring walls of glass and a warm wood-lined ceiling provides the perfect vantage point to take in sunset views over the pool and grounds. The sparkling pool is complemented by a charming gazebo and a relaxed, island-inspired cabana ideal for entertaining or unwinding in your own private retreat. The beautifully maintained grounds extend the living experience outdoors, complete with a utility shed for added storage. Ideally located, the Markham Woods corridor is renowned for its proximity to the Wekiva River, scenic bike trails, pristine golf courses, top-rated schools, and the Seminole Sports Complex offering a rare blend of natural beauty and everyday convenience. Significant updates provide peace of mind, including a roof (2018), AC (2019), siding (2019), pool enclosure (2015), whole-home generator (2024), new attic insulation (2024) and new windows (2016). This is a rare opportunity to own a private sanctuary estate where timeless design, modern updates, and natural surroundings come together in perfect harmony. Begin your next chapter here.

    Contact Yellowkey Agent

    Listing is courtesy of: RE/MAX CENTRAL REALTY (407-333-4400)
    Listing Agent: Karen Arbutine (407-928-3788)

  • 109 CROWN OAKS WAY #109, LONGWOOD, FL - MLS# O6402860

    O6402860 - 109 CROWN OAKS WAY #109, LONGWOOD, FL 32779
    5 Days on yellowkey

    $104,000 | Condo | 1 beds | 1.0 baths | 1 car

    Experience unparalleled privacy and modern luxury in this fully renovated 1BR/1BA sanctuary. This is one of the only units in the entire community featuring a fully enclosed backyard that opens up directly to the community pool. The interior boasts a chic open floor plan highlighted by a chef-inspired kitchen with gray shaker cabinetry, quartz countertops, and a brand-new appliance package (fridge, stove, microwave, and water heater). There is a washer and dryer in a separate laundry room. In the bedroom, sliding doors allow plenty of natural light, and open to a fenced courtyard. Open the big sliding doors in the living room to step through your private fenced in oasis to the community pool, which is located directly behind the unit for ultimate convenience. The unit comes with two outdoor storage areas and a one car covered carport right in front of the building. Enjoy the world-class amenities of The Springs neighborhood such as horse stables, parks, playgrounds, two pools, a tennis court, and a manned security gate. About 15 minutes from Wekiva Island, less than 10 minutes to Historic Downtown Longwood and the Altamonte Mall. Turnkey and move-in ready... truly one-of-a-kind!

    Contact Yellowkey Agent

    Listing is courtesy of: MARK SPAIN REAL ESTATE (855-299-7653)
    Listing Agent: Nicholas Feinsod (407-607-7485)

  • 7308 OLYMPIA CT #7308, LONGWOOD, FL - MLS# O6398821

    O6398821 - 7308 OLYMPIA CT #7308, LONGWOOD, FL 32779
    5 Days on yellowkey

    $1,700 | Condo | 2 beds | 2.0 baths

    Competitively priced! Two master suites on the top floor with no neighbors behind or above you, this Sabal Point Subdivision is a rare find and will not last. Enjoy the panoramic views from the peace and quiet of your sanctuary in the sky. Nearly 1400 square feet of optimum living. Rent includes water, garbage and grounds maintenance. Nice Amenities in this Development including a great Pool. Property is professionally managed! so hurry, this won't last long. HOA application fee $75.00. Please contact your realtor or listing agent for showing. You will not want to miss seeing this one before you commit to something else.

    Contact Yellowkey Agent

    Listing is courtesy of: BHHS FLORIDA REALTY (407-876-2090)
    Listing Agent: Charles Woolley (407-733-8665)

  • 1 STONE GATE S, LONGWOOD, FL - MLS# O6403185

    O6403185 - 1 STONE GATE S, LONGWOOD, FL 32779
    5 Days on yellowkey

    $1,675,000 | Single Family Home | 5 beds | 4.5 baths | 3 gar

    Welcome to 1 Stone Gate South! This is a once in a lifetime opportunity to own one of the most spectacular custom luxury estates in the prestigious Ravensbrook community, nestled inside the coveted Markham Woods Corridor in Longwood, Florida! Ravensbrook is one of Markham Woods most sought-after communities, featuring approximately 80 custom home sites averaging one acre a piece, offering privacy, space, and an exclusive lifestyle that is hard to beat. Built in 2022, this stunning single-story executive home offers 4,659 heated square feet of pure luxury living - all on one floor! With soaring 12-foot ceilings throughout the living areas and an abundance of natural light pouring in from every direction, the open and airy atmosphere is nothing short of breathtaking. Large Porcelian Tile floors flow throughout the living areas, setting an unmistakable tone of elegance and sophistication from the moment you arrive. The residence features 5 oversized bedrooms, each with its own walk-in closet, 4 full bathrooms and 1 half bath, 2 office spaces and a bonus room! The primary suite is in a class of its own, spanning an extraordinary approximately 1,300 square feet and featuring direct access to the pool and outdoor living area. The spa-inspired primary bathroom includes a freestanding soaking tub, dual vanities with quartz countertops, and a truly showstopping oversized shower featuring dual shower heads, a rain shower head, and an opposing body sprayer — a private retreat you will never want to leave! A second bedroom with its own en-suite bathroom functions as a dual primary suite, making this home ideal for multigenerational living or hosting guests in absolute comfort. The gourmet kitchen is a chef’s dream, featuring quartz countertops, stainless steel appliances, a gas range, built-in oven, and a walk-in custom cabinetry pantry that has to be seen to be believed. Two dedicated office spaces and a large bonus room currently used as a private workout room add incredible versatility and functionality to this already exceptional floor plan. The oversized 3-car garage gives you plenty of space to park your vehicles and store belongings! Step out back and prepare to be absolutely wowed! The approximately 2,500 square foot screened outdoor entertainment area is nothing short of a private resort. The saltwater heated pool features an upgraded pebble tech style pool surface, upgraded tiles, stunning LED color lighting, and is fully app-controlled for your convenience. The 360-degree infinity spa boasts two water features, creating an atmosphere of pure relaxation and comfort. The covered lanai and fully equipped summer kitchen- complete with a built-in grill, exhaust hood, and sink, make this the ultimate entertainer’s dream home! Additional features include a whole home standby Generac Generator, whole home water filtration & softener system, a concrete flat tile roof, & all major mechanicals from 2022, offering the peace of mind and reliability of essentially new construction. The optional HOA provides access to Ravensbrook’s private non-motorized boat ramp, perfect for kayaking and enjoying Florida’s incredible outdoor lifestyle! Zoned for top-rated Seminole County schools: Woodlands Elementary, Markham Woods Middle, and Lake Mary High School. 1 Stone Gate South is not just a home it is the ultimate lifestyle. A rare opportunity to own a custom luxury estate of this caliber, at this size, on this corridor, simply does not come along often!

    Contact Yellowkey Agent

    Listing is courtesy of: CREEGAN GROUP (407-622-1111)
    Listing Agent: Chris Creegan (407-622-1111)

  • 880 BRANTLEY DR, LONGWOOD, FL - MLS# O6402900

    O6402900 - 880 BRANTLEY DR, LONGWOOD, FL 32779
    5 Days on yellowkey

    $2,800,000 | Single Family Home | 5 beds | 5.5 baths | 3 gar

    Once-in-a-lifetime opportunity to own a privately gated estate on acreage along the pristine shores of Lake Brantley. This astounding 5-bedroom, 5.5-bath estate welcomes you through a striking private gated entrance, featuring a grand circular driveway, lush landscaping, and a tranquil fountain. Enjoy the pinnacle of true privacy with seemingly endless land. Thoughtfully designed, the home showcases elegant formal living and dining rooms, along with a private office complete with custom built-ins. Upon arrival, the soaring ceilings showcase an open and airy floor plan with loads of natural light throughout. The spacious primary suite, located on the west wing, offers a luxurious retreat with a jetted tub, while two additional bedrooms—each with en-suite baths—are positioned on the east wing for added privacy. Upstairs, a secluded guest suite provides its own bedroom, bathroom, and living area. At the heart of the home, the expansive kitchen overlooks the family room and opens seamlessly to the pool and covered patio, creating an ideal space for everyday living and entertaining, all with incredible views of Lake Brantley. Additional highlights include an oversized game room, a secondary living room, and a dedicated private guest bedroom with an en-suite bath. The outdoor living space is meticulously crafted for both privacy and entertaining, featuring a resort-style cabana with granite countertops, a commercial-grade grill, fireplace, ice maker, beer tap, refrigerator, and built-in TV; all with breathtaking vistas and the privacy only acreage can offer. An exceptional setting designed for refined entertaining and unforgettable moments. Embrace the lakefront lifestyle—whether boating, skiing, or simply unwinding as breathtaking sunsets paint the horizon. A charming wood dock extends to your second private dock, complete with a lift and covered space, offering both convenience and elegance. Indulge in the serene ambiance as gentle waters ripple along the shoreline, creating a sense of tranquility unique to this one-of-a-kind residence. Enjoy leisurely afternoons on the pristine 288-acre lake, known for its crystal-clear waters and rare sandy-bottom shoreline—ideal for fishing, skiing, or peaceful relaxation. As evening falls, savor a glass of wine from your reserved sunset vantage point, where the golden hues give way to moonlit reflections dancing across the water. Perfectly positioned in a highly desirable location, this residence offers effortless access to premier shopping, fine dining, major thoroughfares, and top-rated schools. Must be seen to be believed. This property may be under audio/visual surveillance.

    Contact Yellowkey Agent

    Listing is courtesy of: COLDWELL BANKER REALTY (407-333-8088)
    Listing Agent: Frank Benevento (407-492-5153)

  • 478 SABAL TRAIL CIR, LONGWOOD, FL - MLS# O6403175

    O6403175 - 478 SABAL TRAIL CIR, LONGWOOD, FL 32779
    6 Days on yellowkey

    $645,000 | Single Family Home | 4 beds | 2.5 baths | 2 gar

    Welcome to the desirable Sabal Point community! Located at 478 Sabal Trail Circle in Longwood, this well-maintained home sits on a nearly one-third acre lot, offering a spacious front yard and one of the larger rear yards in the neighborhood. The home features a split-bedroom floor plan and an open layout with both a large living room and separate family room, providing flexibility for everyday living or entertaining. The living room can easily be utilized as a spacious home office. The expansive covered rear porch overlooks a screened-in pool and deck, along with a large open patio area—ideal for enjoying Florida outdoor living. Interior features include solid wood cabinetry in the kitchen and bathrooms, solid surface countertops, and quality laminate flooring throughout the main living areas and bedrooms. Major updates include a full re-plumb with PEX piping, an upgraded HVAC system, a new roof installed in 2024, and a new pool heat pump added in 2022. Electric vehicle charging hookup in garage. Conveniently located near major roadways, shopping, dining, and zoned for great schools, this property offers space, functionality, and key upgrades within an established Longwood community.

    Contact Yellowkey Agent

    Listing is courtesy of: KELLER WILLIAMS LEGACY REALTY (407-855-2222)
    Listing Agent: Daniel Araque (321-276-0747)

  • 284 ISLAND SOUND CT, LONGWOOD, FL - MLS# O6401810

    O6401810 - 284 ISLAND SOUND CT, LONGWOOD, FL 32779
    6 Days on yellowkey

    $799,999 | Single Family Home | 4 beds | 3.0 baths | 3 gar

    Step into refined elegance and effortless sophistication in this nearly new Dockside masterpiece located within the exclusive, gated community of The Retreat at Lake Brantley. Offering 4 bedrooms, 3 bathrooms, and 3,755 total square feet, this expansive single-story estate is thoughtfully designed for the discerning buyer who values both luxury and livability. From the moment you arrive, the home makes a striking first impression with its upgraded designer front door and spacious 3-car garage—perfect for luxury vehicles and additional storage. Inside, a seamless open-concept floor plan unfolds, anchored by oversized designer tile flooring that flows throughout the main living spaces. At the heart of the home, the gourmet kitchen is a true showpiece—featuring gleaming granite countertops, custom cabinetry, premium stainless steel appliances, and an oversized island that invites both intimate gatherings and grand entertaining. Every detail has been curated to elevate both form and function. The owner’s suite is a private retreat, offering a serene escape with a spacious custom walk-in closet, spa-inspired walk-in shower with full-height tile, and dual vanities designed for everyday luxury. Secondary bedrooms are generously sized, including a private en-suite ideal for guests or multigenerational living. Expansive pocket sliding glass doors create a seamless indoor-outdoor experience, opening to a sunlit entertaining space perfect for hosting or relaxing in style. This home is enhanced with modern smart home features, delivering convenience and control at your fingertips. Beyond the home, residents enjoy exclusive access to a private community boat ramp on Lake Brantley, offering a lifestyle centered around recreation, relaxation, and waterfront living. Ideally located near top-rated Seminole County schools, including Lake Brantley High School, and with easy access to major highways, this residence perfectly balances tranquility and accessibility. This is more than a home—it’s a statement of lifestyle, comfort, and elevated living. Experience the pinnacle of luxury in The Retreat at Lake Brantley—your private lakeside sanctuary awaits.

    Contact Yellowkey Agent

    Listing is courtesy of: UNITED REAL ESTATE PREFERRED (407-243-8840)
    Listing Agent: Verdelle Lambert Rice (407-242-3757)

  • 490 WEKIVA COVE RD, LONGWOOD, FL - MLS# O6401936

    O6401936 - 490 WEKIVA COVE RD, LONGWOOD, FL 32779
    6 Days on yellowkey

    $579,000 | Single Family Home | 3 beds | 2.0 baths | 2 gar

    Welcome home to this BEAUTIFULLY UPDATED 3-bedroom, 2-bath residence with a spacious office/den, thoughtfully remodeled with a tasteful design that blends comfort and style throughout. From the moment you step inside, you’ll notice the bright, open floor plan filled with natural light, enhanced by soaring vaulted ceilings and skylights that create an airy, inviting atmosphere. The living area features a real wood-burning fireplace with a charming brick detail, adding warmth and character, while sliding glass doors in both the living room and kitchen seamlessly connect indoor and outdoor living. The living room showcases TRIFOLD SLIDERS that open fully, and the primary suite features BIFOLD SLIDERS, creating a true indoor-outdoor experience. The home showcases stunning tile flooring that looks like real wood, offering both durability and modern appeal. At the heart of the home, the COMPLETELY REMODELED KITCHEN shines with real wood cabinetry, elegant QUARTZ COUNTERTOPS, stainless steel appliances, a DOUBLE OVEN, and a classic subway tile backsplash—perfect for everyday living and entertaining. A dedicated formal dining room provides the ideal space for gatherings, and the spacious interior laundry room with custom cabinetry adds both convenience and functionality. The guest bathroom has been fully remodeled, while the primary suite offers a relaxing retreat complete with a soaking tub and separate shower. Step outside to your private backyard oasis featuring a SPARKLING SALTWATER POOL, along with a covered back patio and deck—perfect for relaxing or hosting year-round. The fully fenced yard offers privacy and plenty of space to enjoy outdoor living, beautifully complemented by spacious front and back patios. An oversized two-car garage provides ample storage and convenience. This home has been meticulously maintained with major upgrades including a 2018 roof and skylights, 2018 fence, 2019 exterior repaint, full home replumbing in 2022, 2022 updates to flooring, guest bedrooms, bathroom, and ceilings, and a 2023 kitchen and laundry remodel, along with a new AC unit, Hot water heater, and alarm system for added peace of mind. Located in a highly desirable community, residents enjoy access to a clubhouse, dock overlooking the scenic Wekiva Cove pond, playground, community pool, and TENNIS & PICKLEBALL COURTS, and more. With its prime location in top-rated school zones and close proximity to major roadways, shopping, and dining, this home truly has it all—MODERN UPGRADES, a spacious layout, and an incredible community. Don’t miss your opportunity to make it yours!

    Contact Yellowkey Agent

    Listing is courtesy of: RE/MAX ASSURED (800-393-8600)
    Listing Agent: Amber Zinno Adams (407-696-7908)

  • 961 BRYAN CT, LONGWOOD, FL - MLS# R4911162

    R4911162 - 961 BRYAN CT, LONGWOOD, FL 32750
    6 Days on yellowkey

    $1,800 | Half Duplex | 2 beds | 2.0 baths | 2 gar

    Charming 2-bedroom, 2-bathroom home located in a quiet cul-de-sac in Longwood. This well-maintained property features a functional layout with comfortable living spaces, natural light throughout, and a private outdoor area ideal for relaxation. Conveniently located near major highways, shopping centers, dining, and top-rated schools. A great opportunity to enjoy comfort and convenience in a desirable location. Schedule your showing today!

    Contact Yellowkey Agent

    Listing is courtesy of: PROPIUS MAGNA REALTY & MANAGEMENT LLC (786-320-4334)
    Listing Agent: Maria Quiroz (786-320-4334)

  • 744 E CHURCH AVE, LONGWOOD, FL - MLS# O6402848

    O6402848 - 744 E CHURCH AVE, LONGWOOD, FL 32750
    6 Days on yellowkey

    $1,600 | Half Duplex | 2 beds | 1.0 baths

    Affordable 2 Bed / 1 Bath 1/2 Duplex with Large Fenced Yard – Great Longwood Location! If you're looking for a budget-friendly home in a fantastic location, this is it! This no-frills 2 bedroom, 1 bathroom 1/2 duplex may not be fancy, but it offers the essentials, privacy, and a large fenced yard – all in the heart of Longwood with no HOA to worry about. 2 Bedrooms – simple and functional, with ceiling fans in every room. 1 Full Bathroom. Spacious Fenced-In Backyard. Central A/C to keep you cool year-round. Private Driveway with off-street parking.Pet-Friendly! Small pets under 40 lbs welcome with a $350 deposit ($150 refundable) $10 monthly fee each pet. Quick access to major roads and I-4. Minutes from Historic Downtown Longwood, local parks, shopping, and top-rated Seminole County Schools. Income requirements are 2.5 X monthly rent. NO PREVIOUS EVICTIONS!

    Contact Yellowkey Agent

    Listing is courtesy of: KELLER WILLIAMS HERITAGE REALTY (407-862-9700)
    Listing Agent: Lisa Eichenblatt (407-595-2592)

  • 1889 RANCHLAND TRL, LONGWOOD, FL - MLS# V4948599

    V4948599 - 1889 RANCHLAND TRL, LONGWOOD, FL 32750
    6 Days on yellowkey

    $998,900 | Single Family Home | 4 beds | 3.0 baths | 2 gar

    Welcome to this beautifully renovated 4-bedroom, 3-bathroom pool home, perfectly situated on 2 acres of agricultural land in Longwood with Lake Mary city limits. Originally designed as an equestrian estate, this unique property offers the perfect blend of modern living and rural charm. The home was completely updated in 2022 and features a stylish kitchen with newer cabinetry, granite countertops, and ample space for entertaining. All bathrooms have been thoughtfully renovated with elegant ceramic tile, glass-enclosed showers, and LED mirrors, creating a sleek, contemporary feel. The spacious primary suite offers a comfortable retreat with a large walk-in closet, while the additional three bedrooms are generously sized and include built-in closets. Step outside to enjoy your private oasis—featuring a fully resurfaced pool and freshly painted pool deck, ideal for relaxing or hosting gatherings. The expansive property also includes approximately 8,000 square feet of installed pavers throughout the driveway and surrounding areas, adding both functionality and curb appeal. Equestrian enthusiasts will appreciate the well-equipped barn with 4 stalls, a feed room, and 4 shower poles—ready for your horses or farm animals. Additional upgrades include a new roof (2022), new well system and pump, tankless water heater, and an electric gated entrance for added privacy and security. This one-of-a-kind property offers space, upgrades, and versatility—don’t miss your opportunity to own a truly special estate. Schedule your private showing today!

    Contact Yellowkey Agent

    Listing is courtesy of: HOME WISE REALTY GROUP, INC. (407-712-2000)
    Listing Agent: Yanet Garcia, Pllc (214-574-0785)

  • 603 PHEASANT AVE, LONGWOOD, FL - MLS# O6402507

    O6402507 - 603 PHEASANT AVE, LONGWOOD, FL 32750
    7 Days on yellowkey

    $2,200 | Single Family Home | 3 beds | 2.0 baths | 1 gar

    Longwood Home 4/2 ready to move in is a four-bedroom, two-bath residence in Longwood, FL. The property includes a garage and a separate shed for storage, and a fenced backyard that offers privacy and usable outdoor space. A screened patio provides a covered area for relaxing or entertaining while keeping insects at bay. Ready for immediate occupancy, this home combines practical storage and outdoor amenities in a convenient location. Pets are welcome with approval and non refundable fees.

    Contact Yellowkey Agent

    Listing is courtesy of: TRUSTHOME PROPERTIES INC (407-250-4800)
    Listing Agent: Dawn Slaughter (407-920-0175)

  • 480 RAYMOND AVE, LONGWOOD, FL - MLS# O6402148

    O6402148 - 480 RAYMOND AVE, LONGWOOD, FL 32750
    7 Days on yellowkey

    $550,000 | Single Family Home | 4 beds | 3.0 baths | 2 gar

    Set on a spacious 1/3-acre corner lot, this beautifully maintained Longwood home offers serene park views along with an ideal balance of space and functionality. Featuring 4 bedrooms, 3 full baths, and over 2,300 square feet of living space, plus a private pool, the home blends comfort with thoughtful design. A charming brick exterior and covered entry welcome you into a bright foyer that flows into an open living and dining area, highlighted by a large bay window that fills the space with natural light. Rich hand-scraped engineered hickory wood flooring runs throughout much of the home, adding warmth and character. The popular split-bedroom layout provides privacy, with a spacious primary suite tucked away and featuring a walk-in closet and a fully renovated en-suite bath (2020) with dual sinks, updated lighting and mirrors, a new toilet, and modern tile finishes. The kitchen has been tastefully updated with KraftMaid white cabinetry, soft-close drawers, quartz countertops, a glass subway tile backsplash, and stainless steel appliances. A breakfast bar opens to the inviting family room, where a wood-burning brick fireplace creates a cozy centerpiece. Sliding glass doors lead to a screened and covered porch (2019) with a vaulted ceiling, overlooking the pool, paver patio, and expansive backyard—perfect for entertaining or relaxing. On the opposite side of the home, you’ll find three additional bedrooms and two updated bathrooms, including a convenient pool bath. A large indoor laundry room with a utility sink and built-in storage adds everyday convenience. Additional highlights include an oversized side-entry two-car garage and generous storage throughout. Major updates include a new roof and garage door (2018) and HVAC system (2015). Ideally located near the revitalized Rolling Hills area—now a 99-acre Seminole County park with scenic trails and bike paths—and just minutes from shopping, dining, and I-4. With no HOA restrictions, there’s plenty of room to park your boat or RV. This home offers exceptional space, flexibility, and a setting that’s perfect for both everyday living and entertaining.

    Contact Yellowkey Agent

    Listing is courtesy of: CORCORAN PREMIER REALTY (407-965-1155)
    Listing Agent: Kim Lam, Llc (407-716-3858)

  • 3301 SUNSET RIDGE CT, LONGWOOD, FL - MLS# O6402005

    O6402005 - 3301 SUNSET RIDGE CT, LONGWOOD, FL 32779
    7 Days on yellowkey

    $1,990,000 | Single Family Home | 4 beds | 4.5 baths | 3 gar

    Situated on a privately fenced .50-acre corner homesite within Sandy Lane Reserve, an enclave of 24 custom-built homes, this one-owner, METICULOUSLY DETAILED estate offers just under 6,000 sf of highly refined LUXURY LIVING, distinguished by its level of finishes, scale & completeness. VOLUME CEILINGS are enhanced by miles of LAYERED ARCHITECTURAL DETAILS including COFFERED & tray designs, while rich, warm cabinetry, WOOD FLOORING & select STONE FLOORING carried throughout the main living areas establish a cohesive & elevated interior. Multiple RETRACTABLE SLIDERS & French doors extend the primary living spaces to a lanai spanning the entire rear elevation, creating a SEAMLESS INDOOR/OUTDOOR experience. DESIGNER LIGHTING from Buster & Punch of England & Hubbardton Forge introduces a refined presence. Upon entry through ARCHITECTURALLY CRAFTED WOOD DOORS, a masterpiece unfolds, beginning w/ the formal living room, anchored by a gas fireplace w/ custom tile surround & built-in cabinetry, while adjoining gathering spaces transition effortlessly into the stately dining room & grand kitchen. A dual-sided butler’s pantry welcomes you w/ glass-accented cabinetry & built-in Sub-Zero wine refrigeration. A well-appointed kitchen is centered around an expansive island, supported by a hidden walk-in pantry & extensively refined cabinetry. High-end appliance package including WOLF convection & steam ovens w/ built-in steamer, THERMADOR refrigerator, DACOR 6-burner gas cooktop, pot filler, BOSCH dishwasher, warming drawer, dual sinks & eat-in bar, complimented w/ striking stone countertops. The primary wing, outfitted w/ a generous sitting area overlooks the meticulously landscaped grounds & stunning pool. A spa bath features statement chandelier, travertine flooring, custom cabinetry, dual vanities, jetted tub & expansive walk-in travertine shower. His/hers CALIFORNIA CLOSET systems are of the highest standards. A secondary MAIN-LEVEL GUEST SUITE offers comparable scale, including walk-in travertine shower, oversized closet w/ sauna, gun safe & direct access to the limitless lanai. Beyond a wood & wrought iron staircase, upstairs are 2 generously sized bedrooms featuring full baths & walk-in California closets, a SPACIOUS LOFT & 2 ample storage/tech custom closets. The main-level THEATRE ROOM experience is unmatched, offering automated seating & movie-quality surround sound. CRESTRON AUTOMATION provides ONE-TOUCH lighting, audio, alarm & security control while pool & MOTORIZED window treatments are also smart-controlled. The outdoor living component is showstopping w/ a FULL-WIDTH LANAI featuring TRAVERTINE flooring, double-sided GAS FIREPLACE, 6 RETRACTABLE SCREENS, hand-painted mural & multiple seating areas. The SUMMER KITCHEN includes commercial-grade grill, sink, beverage refrigeration, custom cabinetry & media. A travertine pool deck surrounds a resort-style pool w/ sun shelf, spillover fountains, fire bowls, spa & fire pit all set within newly landscaped grounds. Addt'l features include WHOLE-HOUSE GENERATOR, SALTLESS WATER FILTRATION, 2 tankless water heaters, 4 HVAC systems, oversized 3-car garage w/ epoxy flooring, extensive cabinetry & attic storage. Ideally located w/ convenient access to top-rated Seminole County schools, dining, shopping & major thoroughfares—offering a well-connected and effortless lifestyle. With the level of finishes and IMPECCABLE execution, this MASTERPIECE reflects a standard of living rarely found!

    Contact Yellowkey Agent

    Listing is courtesy of: COLDWELL BANKER REALTY (407-333-8088)
    Listing Agent: Penney Lawrence (407-353-7019)

  • 210 E SWEETWATER CREEK DR, LONGWOOD, FL - MLS# O6402314

    O6402314 - 210 E SWEETWATER CREEK DR, LONGWOOD, FL 32779
    8 Days on yellowkey

    $715,000 | Single Family Home | 4 beds | 2.0 baths | 2 gar

    Beautifully maintained 4-bedroom, 2-bath pool home in the highly desirable Sweetwater Oaks community of Longwood. This home showcases pride of ownership throughout, starting with light-toned engineered hardwood flooring covering all living areas and bedrooms for a seamless, updated look. The home features a formal living room with custom built-in cabinetry and shelving, complemented by large windows that frame peaceful views of the tree-lined street. A separate formal dining room with chair rail detailing provides an elegant space for hosting gatherings. The remodeled kitchen is thoughtfully designed with white cabinetry (including glass-front accents), custom backsplash, granite countertops, stainless steel appliances, and a convenient breakfast bar. The adjacent family room impresses with vaulted ceilings, skylights, and a striking stone fireplace, creating a warm and inviting atmosphere. A bright sunroom and breakfast nook with built-in cabinetry overlook the private backyard oasis, complete with a sparkling pool and lush landscaping—ideal for indoor-outdoor living and entertaining. The primary suite serves as a true retreat, featuring a walk-in closet and a beautifully renovated en-suite bath with granite countertops, elevated vanities, and an oversized walk-in shower. The split floor plan offers added privacy, with three additional spacious bedrooms. The fourth bedroom includes a versatile bonus area perfect for a home office, nursery, storage, or potential third bath conversion. Additional highlights include an indoor utility room with washer and dryer, leading to a 2-car garage equipped with a custom workshop and built-in cabinetry. Situated on just under half an acre, the property also features energy-efficient windows and a new A/C system installed in 2021. Residents of Sweetwater Oaks enjoy exclusive access to Sweetwater Beach on Lake Brantley, to enjoy swimming, boating, fishing, a pavilion, playground, basketball court, sand volleyball, boat dock and a boat ramp. Riverbend Park provides direct access to the Wekiva River with canoe and kayak launches, along with tennis courts, sports fields, playground, hiking trails and picnic areas. The community also features a clubhouse and pickleball courts. Zoned for top-rated Seminole County schools and conveniently located near Wekiva Springs State Park, Wekiva Island, shopping, dining, and major roadways. This home offers a rare opportunity to enjoy a serene, established neighborhood with exceptional leisure amenities in one of Longwood’s premier communities. Schedule your private showing today!

    Contact Yellowkey Agent

    Listing is courtesy of: DON ASHER & ASSOCIATES, INC. (407-425-4561)
    Listing Agent: Elizabeth Petters (407-683-3941)

  • 306 HICKORY DR, LONGWOOD, FL - MLS# O6402271

    O6402271 - 306 HICKORY DR, LONGWOOD, FL 32779
    9 Days on yellowkey

    $549,000 | Single Family Home | 4 beds | 2.0 baths | 2 gar

    Under contract-accepting backup offers. Welcome to 306 Hickory Dr. in Longwood, Florida, nestled within the charming Sweetwater Oaks community. This inviting home is situated on an oversized corner lot, surrounded by mature landscaping and beautiful trees. Offering four bedrooms and two bathrooms, this well-maintained pool home exudes warmth and charm. As you enter, you are greeted by stunning views of the backyard pool area, creating a serene atmosphere. The master bedroom features two closets, along with a sunken tub and shower for added luxury. Throughout the living areas and bedrooms, you'll find stylish vinyl plank flooring. The family room is enhanced by a cozy wood-burning fireplace, and the indoor laundry room conveniently includes a washer and dryer. The kitchen seamlessly opens to the family room and boasts a refrigerator that is less than a year old. The roof was recently installed in 2024, ensuring durability for years to come. Residents of Sweetwater Oaks enjoy exclusive access to Lake Bradley, a large ski lake complete with a private boat dock, beach, and playground. The community also offers numerous tennis and pickleball courts, along with several parks and playgrounds. Additionally, this property is conveniently located near restaurants and the scenic Wekiva Springs State Park, alongside the picturesque Wekiva River. Situated on .41 acres, this home is sure to impress from the moment you step inside.

    Contact Yellowkey Agent

    Listing is courtesy of: RE/MAX ASSURED (800-393-8600)
    Listing Agent: Bianca Botelho, Pa (407-709-4975)

  • 2351 WESTWOOD DR, LONGWOOD, FL - MLS# S5148634

    S5148634 - 2351 WESTWOOD DR, LONGWOOD, FL 32779
    9 Days on yellowkey

    $840,000 | Single Family Home | 4 beds | 3.0 baths | 2 gar

    Discover the charm of this uniquely designed home in the sought-after Lake Brantley Isles community! Blending the best of two-story and split-level living, this home offers a versatile layout ideal for modern lifestyles. Upon entering, step up into a spacious formal dining area highlighted by a cozy brick wood-burning fireplace. The open-concept kitchen features a breakfast nook, center island, and flows seamlessly into the family room, where large windows frame picturesque views of the canal. To the right of the family room, step down into an L-shaped bonus room, complete with sliding glass doors leading to a screened patio with dual ceiling fans—perfect for indoor-outdoor entertaining. A full bathroom and an oversized fourth bedroom with a private entrance are conveniently located off the bonus room, offering additional flexibility. Upstairs, the second level boasts two bedrooms and a guest bathroom to the right, with the primary suite to the left. The primary retreat includes a luxurious, fully renovated ensuite with a stand-alone tub, a spacious two-person shower with dual controls and a bench, dual sinks, and abundant storage. Recessed LED lighting with a secondary night light feature enhances the upstairs hallway and bedrooms. The property sits on nearly an acre of land with two private docks and canal access to Lake Brantley, making it perfect for outdoor enthusiasts. The oversized detached garage includes workbenches, electricity, and an automatic door with a deadbolt feature for added convenience and security. The home has a new roof (April 2026) and has been freshly painted on the exterior (April 2026). Located near several major roadways, shopping, dining, and entertainment options, this home offers both privacy and accessibility. With its exceptional features and prime location, this home is a must-see! Located in the vibrant community of Longwood, Florida, this home offers access to a rich array of amenities and attractions within a 50-mile radius. Enjoy retail therapy at the nearby Altamonte Mall, featuring popular brands and entertainment options. For outdoor enthusiasts, Lake Brantley provides opportunities for water activities and scenic picnics. The locale boasts a diverse dining scene with destinations like Tibby's New Orleans Kitchen and The Melting Pot. Quick access to major highways, including Interstate 4, SR-434, and SR-436, ensures seamless commutes to major employers such as AdventHealth and the University of Central Florida. For family fun, visit the Central Florida Zoo or take a short drive to explore the attractions in Orlando, including Walt Disney World Resort and Universal Studios. This area offers a balanced lifestyle, combining convenience, leisure, and a sense of community.

    Contact Yellowkey Agent

    Listing is courtesy of: CENTURY 21 EDGE (321-351-2121)
    Listing Agent: Kevin Johnson (321-351-2121)

  • 1652 RUTLEDGE RD, LONGWOOD, FL - MLS# V4948735

    V4948735 - 1652 RUTLEDGE RD, LONGWOOD, FL 32779
    9 Days on yellowkey

    $709,000 | Single Family Home | 5 beds | 3.0 baths | 2 gar

    Making its debut on the market in the sought-after Markham Woods area, 1652 Rutledge Road in Longwood is a charming one-owner home with much to offer. Sitting on one full acre, this spacious 5-bedroom, 3-bath pool home welcomes you with gorgeous pool views as you step through the front double doors. Sunlight fills the rooms and the family room’s stone-front wood-burning fireplace offers a cozy touch. It also overlooks the kitchen which is ideal for entertaining. The kitchen features stainless steel appliances, generous counter space, and a closet pantry. Large sliders in both the family room and living room lead to the fully fenced yard, a screen-enclosed porch, and a paver-lined pool area. Other perks include an indoor laundry room with washer and dryer, a storage shed, and a freshly paved driveway with ample parking. Roof replaced in April 2026. AC (Del-Air) replaced in 2021. No HOA. Horses welcome, and the property borders the Seminole Wekiva Bike Trail. Another bonus feature is that there is a whole house generator offering additional peace of mind during those Florida storms. Zoned for Lake Mary High School—Go Rams!

    Contact Yellowkey Agent

    Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
    Listing Agent: Melissa Stalzer (386-405-3457)

  • 417 SUMMIT RIDGE PL #213, LONGWOOD, FL - MLS# V4948454

    V4948454 - 417 SUMMIT RIDGE PL #213, LONGWOOD, FL 32779
    10 Days on yellowkey

    $239,000 | Condo | 2 beds | 2.0 baths

    Welcome to this beautifully updated condo located in the desirable community, Residences at Sabal Point. This spacious unit features an open-concept layout with abundant natural light, creating a bright and inviting atmosphere throughout. The modern kitchen is equipped with sleek countertops, ample cabinet space, and a breakfast bar that opens to the main living area—perfect for entertaining or everyday living. The living room flows seamlessly to a private balcony, offering a peaceful outdoor space to relax and unwind. The first primary bedroom is generously sized, complete with a large closet and easy access to a well-appointed bathroom, which is also accessible from the common spaces. The additional primary bedroom provides flexibility for a guest room, home office, or personal retreat - attached is a larger primary bathroom equipped with a double sink, vanity and a large bathtub/shower combo. Enjoy stylish finishes, updated flooring, and neutral tones throughout, making this home truly move-in ready. The community offers well-maintained grounds and convenient access to shopping, dining, major highways, and top-rated Seminole County schools. Whether you’re a first-time buyer, downsizing, or looking for a great investment opportunity, this property checks all the boxes. Schedule your private showing today and experience everything this Longwood gem has!

    Contact Yellowkey Agent

    Listing is courtesy of: CENTURY 21 MCBRIDE REALTY GROUP (386-866-1007)
    Listing Agent: Amanda Broughton (689-808-5270)

  • 318 VALLEY DR, LONGWOOD, FL - MLS# O6401622

    O6401622 - 318 VALLEY DR, LONGWOOD, FL 32779
    10 Days on yellowkey

    $715,000 | Single Family Home | 4 beds | 2.5 baths | 2 gar

    Welcome to 318 Valley Drive! This must see home has been meticulously cared for, the improvements are very nice, this home is a must see!! This great 4 bedroom, 2 and a half bath home boasts 2424 square feet of living space, a large back porch and pool area as well as an oversized side entry garage! This amazing home has had so many extremely nice improvements! Beautiful wide plank Brazilian Cherry floors, fantastic and updated bathrooms, the high end kitchen is ready for entertaining, there are fantastic shutters at most windows of this great home! The kitchen features beautiful cabinets(as does the entire home), granite counter tops, upgraded Viking and Bosch appliances, a beautiful backsplash and just a warm and graceful feeling! The main bedroom suite feels very relaxing and welcoming, the main bathroom feels like it is from a great spa hotel! The three other cozy bedrooms are well appointed, one has wood floors that match the rest of the home, another has a convenient Murphy style bed!! This home has a 24KW Generac generator that is almost new, this system is powered by on site propane tanks and will last for many days to take away any worry of the infrequent power outages! There is a super convenient EV outlet in the garage! This home has been replumbed, the roof was installed in 2021, all of the systems are in great condition and nearly new! The back of the home is very private and has a very large and cozy back porch, a relaxing tropical screened pool, a separate spa, and more! This home is on an almost half acre(.47 acre) well landscaped property and is on a quiet side street! The lawn and landscaping are irrigated with a deep well providing clean and inexpensive water to keep everything very fresh looking! Come home and enjoy all the unique and wonderful Sweetwater Oaks amenities all with low annual HOA dues!! These amenities include access to Sweetwater Beach at Lake Brantley which offers a beautiful park and beach as well as a covered pavilion for gatherings, boating, water skiing, fishing, sailing, kayaking and fun! Eight tennis courts, 8 pickle ball courts, sand volleyball at Sweetwater Beach (right around the corner), many parks, multiple playgrounds, a beautiful community center and many community events for everyone!! Access to the Wekiva River is right down the street at Riverbend Park, enjoy soccer, baseball, kayaking, canoeing, fishing, the picnic and party pavilion, or nature walks and much more! The schools are the best in the area; Sabal Point Elementary School, Rock Lake Middle School and nationally ranked and highly regarded Lake Brantley High School!! The location, quality and condition are right, call today to see this great home!!

    Contact Yellowkey Agent

    Listing is courtesy of: RE/MAX ASSURED (800-393-8600)
    Listing Agent: Mark Humphreys (407-310-5765)

  • 1351 N CLASSIC CT, LONGWOOD, FL - MLS# O6399898

    O6399898 - 1351 N CLASSIC CT, LONGWOOD, FL 32779
    10 Days on yellowkey

    $3,550,000 | Single Family Home | 5 beds | 5.5 baths | 3 gar

    CRUISING THE WATERWAYS of the MAJESTIC SPRING FED LAKE BRANTLEY await you. Stroll around your sculptured & manicured gardens. Elegant entry features include PORTE-COCHERE. Biltmore GAS LANTERNS, SHUTTERS, BALCONIES & TOWERING tree canopies as you approach this MEDITERRANEAN-RIVIERA style estate.  The cultivated beauty of this "one-owner home". Impressive CUSTOM-BUILT SHOWPLACE is nestled back on a LUSH, PRIVATE ENCLAVE, oversized *4-Acre lot. *Over 1+ acre for residence. WATERFRONT LIVING at its' finest. 4/5 Bedrooms, 5.5 baths, pool home, 3 car garage, porte-cochere, pool/ spa, and dock with BONUS/FLEX space in the basement, perfect for a workout room. Over $380,000+ in updates & renovations. Majestic MAHOGANY entry doors welcome you, and once inside the seamless floor plan is OPEN w/ VOLUMINOUS ceilings (10-foot ceiling throughout, Primary bedroom 12 ft, other rooms 20 ft.). EXPANSIVE living/dining/kitchen/ family rm w/ PANORAMIC, BREATHTAKING WATER, VIEWS that engulf most rooms. SUN DRENCHED lighting pours in as it illuminates the CUSTOM-BUILT with HIGH-QUALITY finishes and fixtures that enhance the architectural elegance. Tongue & Groove Cedar ceilings in fam & breakfast rm, & porch. Interior solid core 4 panel wood doors throughout. Generous use of ST. LOUIS BRICK, WOOD flooring, WROUGHT IRON accents and 2 palatial wood burning fireplaces. EXCITE the CHEF with this dream kitchen while overlooking expansive water views! Create culinary masterpieces in style. An abundance of cabinetry, storage, island, massive dinette and a snack bar. STAINLESS STEEL appliances, GRANITE prep space & HIGH-END fixtures make this functional & impressive. Wet bar w/ GRANITE snack bar/cabinets sit under the upstairs LOFT area. 3-way split bedrooms with private baths, are perfectly situated around the living / family rm and dining space. All the bedrooms are roomy with large closet space; one even has a window seat. All bathrooms are situated near bedrooms which make it perfect for privacy and versatility. Library/ office with solid CHERRY WOOD finishes line the walls & solid wood beamed ceiling can be used for the 5th bedroom or nursery. Regal Master bedroom DOWNSTAIRS, with 12' ceilings, sitting room space & ensuite bath SPA like retreat. MARBLE galore! Step into the Roman tub, or roomy walk-in shower with private atrium. Dual sink cabinets, MARBLE counters & a BIDET and don't forget the enormous walk-in closet. Spiral wood and wrought iron staircase lead to LOFT with additional flex space & bathroom. Peak into the basement for additional BONUS space, with its own bathroom. So many possibles for this area. OPULENT OUTDOOR RESORT living OASIS w/ OUTDOOR KITCHEN, and your own private SANDY BEACH to build your own sand sculptures on. This is the perfect space for entertaining and making memories. Ride the waves, ski or boating & relax & watch the incredible SUNSETS over the lake. Wood dock leads to your private lift & covered space. Relax and enjoy the ambiance. the sights and sounds of the rippling waters lapping around you and the tranquility of this one-of-a-kind residence. Spend a LAZY afternoon fishing/skiing the 288-acre Lk. with its PRISTINE waters & SANDY BEACH bottom. RELAX with a glass of wine, as you have reserved SUNSET seating as you watch the MOONLIGHT dance the night away. Desirable location that is close to all shopping, major roadways, restaurants and top schools.

    Contact Yellowkey Agent

    Listing is courtesy of: COLDWELL BANKER REALTY (407-647-1211)
    Listing Agent: Suzanne Crudo (407-489-8953)

  • 786 E WARREN AVE, LONGWOOD, FL - MLS# O6402162

    O6402162 - 786 E WARREN AVE, LONGWOOD, FL 32750
    10 Days on yellowkey

    $332,000 | Single Family Home | 3 beds | 1.5 baths | 1 car

    Welcome home to the heart of Longwood! This charming 3-bedroom, 1.5-bath home features luxury plank tile throughout and an open, cozy living room perfect for everyday comfort. Enjoy peace of mind with major updates already completed, including a new roof in 2023, HVAC in 2019, an updated water heater, and electrical improvements. The spacious backyard offers plenty of room to relax, entertain, or create your own outdoor retreat. Centrally located near major highways and the SunRail system, commuting is a breeze with convenient access to Central Florida attractions. Nature lovers will appreciate being close to Wekiva Island and Big Tree Park, while downtown Longwood’s Reiter Park and weekly farmers market add local charm just minutes away.

    Contact Yellowkey Agent

    Listing is courtesy of: REGENCY REAL ESTATE LLC (407-469-5021)
    Listing Agent: Crystal Yovaish (407-496-8672)

  • 409 SUMMIT RIDGE PL #111, LONGWOOD, FL - MLS# O6402183

    O6402183 - 409 SUMMIT RIDGE PL #111, LONGWOOD, FL 32779
    10 Days on yellowkey

    $225,000 | Condo | 2 beds | 2.0 baths

    Gated Community! 1st Floor Unit! Outstanding Renovations! 2 Bd 2 Bt, Updated Kitchen. Open concept, single story with a lot of natural light. Laminate flooring. New AC (New 3 yrs) . New Compressor & Dishwasher 4/27/26 . New Refrigerator, Washer & Dryer (New 3 yrs). New Water Heater (New 2 yrs). Grand size Community Pool & Clubhouse, Playground and Swingset! Move in Ready. Hurry! Won't Last!

    Contact Yellowkey Agent

    Listing is courtesy of: KELLER WILLIAMS HERITAGE REALTY (407-862-9700)
    Listing Agent: Caroline Moffitt Lawton (407-670-9797)

  • 1861 CROWLEY CIR E, LONGWOOD, FL - MLS# O6401880

    O6401880 - 1861 CROWLEY CIR E, LONGWOOD, FL 32779
    10 Days on yellowkey

    $565,900 | Single Family Home | 3 beds | 2.0 baths | 2 gar

    Exceptional Opportunity to own a home off the celebrated Markham Woods Road, the area once recognized as the "Beverly Hills “of Central Florida. *** This premier location provides great versatility to owners who may wish to build an in-law quarters, multiple garages, a boat house, a recreational vehicle storage or just make future additions to the home. *** Home features: A one-acre lot, No HOA, recently installed metal roof, remodeled kitchen and bath, a split bedroom plan, a phenomenal oversized rear screened porch and plenty of room for a swimming pool. *** In addition, the location is minutes to Interstate 4, near shopping and hospital, a short drive to major attractions and beaches... all with the added benefits of Florida's top rated Seminole County Schools. ********** PRICED TO SELL, EASY TO SEE********** ROOM SIZE APPROXIMATE

    Contact Yellowkey Agent

    Listing is courtesy of: WEICHERT REALTORS HALLMARK PRO (407-862-9966)
    Listing Agent: Alberto Rodriguez (407-415-1988)

  • 457 VICTOR AVE, LONGWOOD, FL - MLS# O6401745

    O6401745 - 457 VICTOR AVE, LONGWOOD, FL 32750
    10 Days on yellowkey

    $529,900 | Single Family Home | 3 beds | 2.0 baths | 2 gar

    This is one of those homes that buyers wait for, a rare opportunity to own a one-of-a-kind mid-century gem where nature, land and character come together. Tucked into one of Longwood’s unique locations set along the former 10th hole of the historic Rolling Hills golf community, this home is among rolling green space, water views of Lake Jeanette and established mature landscaping. On over half an acre in a designated golf cart community with no HOA, this retreat offers privacy and connection to nature while being just minutes from Interstate 4, shopping, restaurants and everything you need in the heart of Longwood. A long driveway shaded by mature trees creates a welcoming arrival, while a private canopy of trees sets the peaceful setting found throughout. The outdoor lifestyle begins the moment you arrive. A garden-inspired landscape welcomes you with greenery, a fire pit gathering area and detached storage shed ideal for gardening or creative projects. Multiple outdoor spaces create a park-like setting designed for relaxing, entertaining and enjoying the outdoors. With a front garden retreat, private pool, backyard patio overlooking rolling hills, and side-yard screened-in patio space, you won't want to leave home! Made for easy Florida living, the screened-in saltwater pool offers a private sanctuary framed by distinctive mid-century arches. Relax in a hammock, feed the ducks or enjoy poolside gathering. Winding pathways connect seating areas, brick patios, covered spaces and quiet corners beneath mature trees, creating the ideal outdoor retreat. A breezeway connects the home to the oversized detached two-car garage, adding function and charm. The oversized garage includes a dedicated workshop space for hobbies, storage and projects. A separate dedicated golf cart garage adds convenience and reflects the neighborhood’s laid-back lifestyle. There's also a front parking area providing ample room for trailers, recreational equipment, work vehicles or additional storage needs, another advantage of living in a no HOA community. Inside, natural light pours through large windows, highlighting the residence’s mid-century charm and thoughtful updates. Arched openings, wood ceilings and built-in shelving enhance the home’s character, while wood flooring complements the timeless design. The living and dining spaces flow into a kitchen featuring rich cabinetry, exposed wood detail, brick accents and expansive windows that bring the surrounding greenery indoors. The layout includes three bedrooms, two baths (one is dual entry) and walk-in closets in every bedroom. The area is known for its open green space, walkable streets and being an active lifestyle neighborhood, including an annual holiday golf cart parade! The surrounding space creates a peaceful, almost country-like setting while remaining close to everything. Significant updates include new roof (2024), whole-home Generac propane generator (2020), new drain field (2022), new electric water heater (2023), new kitchen windows (2023) and new pool enclosure screens (2024). Additional improvements include waterproof laminate flooring (2022), paint/trim, baseboards, blinds/drapes, ceiling fans and garage door openers (2021), foyer tile (2026) and exterior garage lighting (2026). The home also includes an active transferable termite bond. With phase one of the Rolling Hills Community Park underway, this amazingly unique home offers lifestyle, location and lots of future potential.

    Contact Yellowkey Agent

    Listing is courtesy of: PREMIER SOTHEBYS INT'L REALTY (407-333-1900)
    Listing Agent: Melissa Flores (407-399-2650)

  • 106 HIDDEN OAK DR, LONGWOOD, FL - MLS# O6401486

    O6401486 - 106 HIDDEN OAK DR, LONGWOOD, FL 32779
    10 Days on yellowkey

    $460,000 | Townhouse | 3 beds | 2.0 baths | 2 gar

    Tucked beneath a canopy of towering oaks on a quiet, tucked-away street, this 3-bedroom, 2-bath townhome in The Springs feels like a private retreat from the moment you arrive. A brick paver driveway and lush, mature landscaping set the tone, leading you through a gated entry courtyard that creates a sense of arrival—and just enough separation from the outside world. Inside, the home opens up in a way that immediately stands out. A sunken living room anchors the space, centered around a striking floor-to-ceiling stone fireplace that acts as both a focal point and a natural divider. It’s bold, warm, and unlike anything you’ll see in a typical townhome. The layout flows effortlessly from space to space, with a dedicated dining area and multiple living zones that give you flexibility to entertain, relax, or spread out. Natural light pours in from oversized sliders, drawing your eye out to a private patio space that feels more like an outdoor room—perfect for morning coffee or winding down at the end of the day. The kitchen offers generous counter space, solid wood cabinetry, stainless appliances, and a large window that keeps everything bright and connected. It’s functional, inviting, and positioned right where you want it—at the heart of the home. One of the standout features is the additional sunroom-style living space with vaulted ceilings and walls of glass. It’s the kind of room that adapts to you—lounge, office, plant haven, creative space—you decide. The primary suite is spacious and tucked away for privacy, while the additional bedrooms offer flexibility for guests, work-from-home setups, or whatever your lifestyle calls for. And then there’s The Springs. This guard-gated community is in a category of its own, offering access to a private natural spring with a sandy beach, miles of walking and biking trails, towering trees, and a setting that feels more like a nature preserve than a neighborhood. Add in tennis, pickleball, a community pool, horse stables, and a full calendar of events—and you start to understand why people move here and stay. All of this just minutes from I-4, shopping, dining, and everything you need—yet it feels completely removed from the noise. Unique. Private. Full of character. This isn’t just another townhome—it’s a space you actually feel.

    Contact Yellowkey Agent

    Listing is courtesy of: METROPOLIS R.E. SOLUTIONS, LLC (407-282-1600)
    Listing Agent: Melissa Hastings (407-408-7529)

  • 891 MARKHAM WOODS RD, LONGWOOD, FL - MLS# O6401694

    O6401694 - 891 MARKHAM WOODS RD, LONGWOOD, FL 32779
    10 Days on yellowkey

    $1,095,000 | Single Family Home | 6 beds | 4.5 baths | 2 gar

    Privately on 1.62 acres along one of the sought-after corridors of Markham Woods Road in Longwood, this exceptional property presents a rare opportunity to enjoy space, flexibility and modern upgrades without restrictions of an HOA. Tucked behind private entry gates at the front and rear of the property, the estate offers a unique sense of privacy and convenience while remaining just moments from the boutique shopping, dining and everyday conveniences of Longwood and Lake Mary. With immediate access to Interstate 4 and the 417/429 beltways, downtown Orlando, regional hospitals, area attractions and beaches are all within easy reach. Significantly renovated and thoughtfully improved since 2021, the property combines peace of mind with modern comfort. The main residence spans five bedrooms and three and a half baths and has been extensively updated with all new plumbing, new flooring throughout, fresh interior and exterior paint completed in 2025, and stylish new sinks, fixtures and lighting throughout. The kitchen is complemented by all new appliances, while two new high-efficiency HVAC systems installed in 2026, an irrigation well, and a 2022 roof further enhance the home’s long-term value and efficiency. Beyond the main residence is a detached, nearly 1,000-square-foot guest house that provides versatility for multigenerational living, visiting guests, a separate office for running a business or extended stay accommodations. Outdoors, the expansive grounds offer a remarkable amount of parking and storage potential, including room for recreational vehicles, boats, trailers, or car collections, complemented by a dedicated 30-amp RV outlet. The oversized property also provides ample room to create a future resort-style pool and outdoor entertaining environment tailored to your vision. Rarely does a property combine acreage, extensive renovations, gated privacy, guest accommodations and a premier Markham Woods Road address with such exceptional connectivity to Central Florida’s desirable destinations in one compelling offering.

    Contact Yellowkey Agent

    Listing is courtesy of: PREMIER SOTHEBYS INT'L REALTY (407-333-1900)
    Listing Agent: Mel Bernstein (407-810-4726)

  • 129 LAUREL OAK DR, LONGWOOD, FL - MLS# O6401346

    O6401346 - 129 LAUREL OAK DR, LONGWOOD, FL 32779
    11 Days on yellowkey

    $899,500 | Single Family Home | 4 beds | 3.5 baths | 2 gar

    WATERFRONT. PRIVATE DOCK. SUNSET VIEWS THAT STOP YOU IN YOUR TRACKS. Tucked along a quiet street in sought-after Sweetwater Oaks, this light-filled, single-story retreat delivers a vacation lifestyle every day. Step outside to a sprawling, terraced lanai designed for real Florida living, complete with a generous pool, spa, and panoramic water views that feel like they are straight out of a magazine. Cast a line, launch a kayak, or unwind as nature unfolds right in your own backyard. Inside, the home has been thoughtfully restored with a clean, functional layout that lives easy. The fully remodeled kitchen is built for gathering, featuring quartz countertops with seating, stainless steel appliances, a wine cooler, and a dedicated coffee bar. Sliding windows open directly to the patio, making indoor-outdoor entertaining seamless. The character-filled den sets the tone with soaring cathedral ceilings, original cedar beams and walls, and a striking stone wood-burning fireplace. A tucked-away library or music nook adds a quiet space to recharge. Located in a well-established community known for tree-lined streets, low HOA, and access to Lake Brantley’s private boat ramp, with highly rated schools nearby. Homes with this setting, privacy, and lifestyle rarely come available. Schedule your private showing.

    Contact Yellowkey Agent

    Listing is courtesy of: COLDWELL BANKER REALTY (407-647-1211)
    Listing Agent: David Plasencia, Llc (407-579-9369)

  • 108 TEMPLE DR, LONGWOOD, FL - MLS# O6399553

    O6399553 - 108 TEMPLE DR, LONGWOOD, FL 32750
    11 Days on yellowkey

    $489,000 | Single Family Home | 3 beds | 2.0 baths | 2 gar

    Under contract-accepting backup offers. Welcome to 108 Temple Dr, a beautifully updated 3-bedroom, 2-bathroom home in the sought-after Lake Searcy Shores community in Longwood. Designed for both comfort and functionality, this home features an open floor plan where the living area flows seamlessly into the kitchen and dining space, ideal for entertaining and everyday living. At the heart of the home is a spacious, well-appointed kitchen with stainless steel appliances, premium cabinetry with soft-close drawers, and an oversized island perfect for additional seating. A built-in desk area adds flexibility for work or extra prep space, while thoughtful upgrades like crown molding, plantation shutters, and double-pane windows elevate the home’s overall feel. The primary suite offers a private retreat, complete with a custom California Closet and ensuite bathroom, while an additional California Closet in the hallway provides even more storage. The two secondary bedrooms are generously sized, including one with a custom-built storage closet, and share a well-appointed bathroom with a shower/tub combination. Comfort is enhanced throughout the home with Minka-Aire ceiling fans in every bedroom, each equipped with handheld remotes. One of the standout features is the expansive Florida room, filled with natural light from walls of windows and offering serene views of the backyard. Step outside to your private oasis, where a saltwater pool with a brand-new salt cell is complemented by a convenient control panel that manages the pool pump, fountains, lighting, and outdoor features. The covered porch features low-maintenance Trex decking and a newer tin roof (2020). This home also offers rare and valuable features, including a city gas connection, one of only two homes in the neighborhood, with service to the stove, oven, outdoor fire pit, gas grill, and even a washer and dryer hookup. Smart switches are installed throughout the home, irrigation system with timer, and a pool pump timer for added convenience and efficiency. The fully fenced backyard includes a storage shed and two garden boxes, perfect for outdoor enthusiasts, and all TVs, and the gas grill will convey with the sale, making this home truly move-in ready. This is a rare opportunity to own a thoughtfully upgraded home with modern conveniences and timeless features in one of Longwood’s most desirable neighborhoods. Ideally situated near historic Longwood, Orlando Health, and a variety of shopping and dining options, this home offers the perfect blend of convenience and charm. Reiter Park, featuring a splash pad, playground, food trucks, and lively community events—is just a short, enjoyable walk or bike ride away. Schedule your showing today!

    Contact Yellowkey Agent

    Listing is courtesy of: COMPASS FLORIDA LLC (407-203-9441)
    Listing Agent: Ben Whidden (407-758-0578)

  • 421 E JESSUP AVE, LONGWOOD, FL - MLS# O6401685

    O6401685 - 421 E JESSUP AVE, LONGWOOD, FL 32750
    11 Days on yellowkey

    $444,990 | Townhouse | 3 beds | 2.5 baths | 2 gar

    Under Construction. Under Construction. nder Construction. Photos are virtually staged. Welcome to your dream home, where modern design meets everyday comfort. This brand new, custom built 3 bedroom, 2.5 bath townhome is thoughtfully crafted with exceptional attention to detail at every turn. From the moment you enter, soaring ceilings and an abundance of natural light create an inviting, open atmosphere that flows seamlessly into a spacious great room, perfect for both relaxing and entertaining. The open concept kitchen is designed to impress, featuring generous counter space and a layout that keeps you connected to the living and dining areas, ideal for hosting or enjoying daily life with ease. The primary suite offers a private retreat, complete with a spacious bedroom, dual walk-in closets, and a beautifully appointed en-suite bath. A split floor plan enhances privacy, while the additional bedrooms provide comfort for family or guests. A versatile den adds flexibility, making it perfect for a home office, media room, or additional living space. A 2-car garage ensures ample parking and storage, while the prime location places you just minutes from shopping, dining, entertainment, and close to the Longwood SunRail station Don’t miss your opportunity to own this stunning, custom townhome in the heart of Longwood, designed for the way you live today.

    Contact Yellowkey Agent

    Listing is courtesy of: LOKATION (954-545-5583)
    Listing Agent: Adela Monroy (321-696-1001)



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