Location: Longwood
Keyword(s): Lake Mary High
Keyword(s) High School: Lake Mary High
Do Not Show Listings
1707 GRANGE CIR, LONGWOOD, FL 32750
$476,00030 Days on yellowkey MLS ID: O6392182
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1981 Built: 1987 Tax: $2,283 (2024)Community: Tiberon Hills Ph 3Spa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,283
Elementary School: Longwood Elementary
High School: Lake Mary High
Tax Year: 2024
Middle School: Greenwood Lakes Middle
Remarks: Welcome to this beautifully maintained 4-bedroom, 2-bath pool home Located in a desirable no-HOA community, this property offers the freedom and flexibility today’s homeowners are looking for. Sellers will put a Brand NEW roof (2026) with acceptable contract. This home has been lovingly cared for over the past 30 years and is now ready for its next chapter with a new family. Inside, you’ll find an updated kitchen with modern finishes, along with a well-maintained interior that reflects true pride of ownership. The newer roof and gutters provide added peace of mind, while the private pool creates the perfect setting for relaxing or entertaining in true Florida style. Conveniently situated, the home offers easy access to shopping, dining, entertainment, and major roadways, as well as nearby parks and scenic nature trails. This prime Longwood location combines everyday convenience with a peaceful neighborhood feel. Don’t miss your chance to own this incredible home—schedule your private showing today. You won’t be disappointed!
Listing is courtesy of: WEICHERT REALTORS HALLMARK PROPERTIES (407-644-5385)
Listing Agent: Keith Brauman (407-421-8611)
1498 MARKHAM WOODS RD, LONGWOOD, FL 32779
$1,870,0001 Day on yellowkey MLS ID: O6399260
Bed: 7 Bath: 8.0 Gar: 3 Liv Area Sq Ft: 7675 Built: 1991Community: Markham Woods CorridorSingle Family
Taxes:$0
Elementary School: Woodlands Elementary
Tax Year: 2026
Middle School: Markham Woods Middle
Remarks: One or more photo(s) has been virtually staged. Looking for a private, multi-acre estate with the flexibility to expand, entertain, or create a true multi-generational compound? Welcome to the prestigious Markham Woods Corridor. Set on a cleared, high-and-dry 5+ acre homesite with no HOA restrictions, this property offers rare freedom and tranquility, feeling like your own private park complete with gorgeous mature oak trees, lush living privacy walls, and a dual-gated entrance. The beautifully renovated main residence spans nearly 5,600 square feet and has been meticulously updated within the last year to offer ultimate peace of mind. Major recent upgrades include completely brand-new plumbing throughout the entire home, four new HVAC units, and fully modernized bathrooms featuring pristine new tile, hardware, lighting, and vanities. Luxurious Main Residence Features include a Flexible Layout with up to 7 bedrooms (including 5 en-suites) and 8 bathrooms. Three spacious primary suites feature private baths and walk-in closets, plus a separate in-law suite with its own entrance, living area, kitchenette, and full bath. The Gourmet Kitchen is The heart of the home and boasts granite countertops, a massive center island, and premium appliances, including a Samsung 3-door refrigerator, Samsung dishwasher, and an Electrolux Icon dual oven/freezer stack. With Smart Home Technology; Enjoy automated luxury blinds on the main floor, smart-controlled exterior fountains, and customizable, color-changing boundary wall lighting. With Unrivaled Entertainment & Outdoor Living features include a separate Ballroom / Theater with a $30,000 state-of-the-art automated LED lighting system that transforms this exceptional space. Featuring smart-controlled curtains, an LG mini-beam short-throw projector, a dedicated stage, and eight surrounding screens, it is perfect for hosting large-scale events, weddings, yoga retreats, or epic movie nights. Outdoor Entertaining doesn't get any better than this. Step out onto +/- 4,000 square feet of luxury brick pavers. The outdoor summer kitchen area is a chef's dream, featuring a commercial Vulcan convection oven complete with a full-sized pizza stone for authentic, restaurant-quality entertaining. *BONUS*- Exclusive Custom Pool Opportunity: While the expansive grounds offer a blank canvas, the seller—a commercial pool contractor—is offering an exclusive buyer incentive to build a custom pool to your exact specifications at their direct cost, allowing you to design your dream oasis without the retail markup! The Detached Guest Quarters is Connected to the main home by a beautiful red-tiled covered breezeway. The massive two-story detached building offers a fully climate-controlled space. Upstairs features a 3-bedroom, 1-bath apartment with a spacious lounge. Downstairs boasts a beautiful stainless steel kitchen, a storage room, and a garage—ideal for guests, staff, or incredible income-producing potential. Zoned for horses and offering ample space for boats, RVs, and recreational vehicles, this estate is perfectly suited for a variety of uses. Conveniently located near Heathrow shopping, top-rated schools, area golf courses, and just 30 minutes from Orlando and the East Coast beaches. This is more than a home; it’s an investment in endless possibilities. Properties with this level of versatility, luxury, and land in this corridor rarely hit the market, and they never stay long. Call Today!
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: David Warren (407-928-3760)
1037 WENTWORTH CT, LONGWOOD, FL 32750
$300,000102 Days on yellowkey MLS ID: O6365052
2 Days Off yellowkey (back on 4/21/2026)
REDUCED by $15,000 (4.8%) on 04/03/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1284 Built: 1983Monthly Fee: $82 Tax: $838 (2024)Community: Westlake Manor Unit 1Townhouse
Taxes:$838
Middle School: Rock Lake Middle
Remarks: Under contract-accepting backup offers. Back on the market due to buyer financing, offering a second chance to secure this exceptional property. VA buyers take note: the VA appraisal is already complete, paving the way for a seamless and rapid closing! This significantly renovated townhome offers low-maintenance living, modern comfort, and truly move-in-ready appeal. Located in the highly desirable Coventry subdivision, this 2-bedroom, 2-bathroom residence features an inviting open layout anchored by a spacious family room and a cozy wood-burning fireplace. The home provides exceptional functional value with a comprehensive list of recent mechanical and interior upgrades, including a Brand-New AC (2024), New Kitchen Appliances, and a New Hot Water Heater (2024). The interior was meticulously detailed just weeks ago with a complete paint refresh covering all walls, baseboards, and doors—extending through the entire 2-car garage. Energy-efficient Argon gas-filled windows (2022) and an insulated garage door help manage utility costs, while the split-bedroom plan offers a second bedroom with its own private exterior entry. Step outside to your private, fully fenced backyard (2022) and rear patio, or enjoy the community pool and courts just a short stroll away. Complete with a transferable termite warranty and zoned for top-rated Lake Mary High School, this home is an ideal choice for those seeking a turnkey lifestyle.
Listing is courtesy of: MAINFRAME REAL ESTATE (407-513-4257)
Listing Agent: Dan Samatulski (407-493-5772)
682 JOYFUL BLOSSOM PL, LONGWOOD, FL 32750
$309,50020 Days on yellowkey MLS ID: O6395303
Bed: 2 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1284 Built: 2014Monthly Fee: $194 Tax: $3,718 (2025)Community: Hanover Pointe Replat - ReplatTownhouse
Taxes:$3,718
Tax Year: 2025
Remarks: Welcome to this 2-bedroom, 2½-bath townhome in the gated community of Hanover Pointe. This townhome offers a light and bright open floor with elevated finishes throughout. Upstairs you’ll find a generous sized guest bedrooms, guest bathrooms and laundry closet for ultimate convenience. The Primary Suite offers a beautiful trey ceiling, walk-in closet, and ensuite bathroom featuring dual vanities and an oversized tub/shower combo. Downstairs, the kitchen anchors the living space with a breakfast bar overlooking the living room, 36-inch cabinets, and stainless-steel appliances. Neutral ceramic tile flows through the kitchen, foyer, baths and laundry, while a spacious living room and open floor plan works seamlessly for entertaining. Step outside to an open-air patio overlooking a lush green space and brick privacy wall—no rear neighbors! The property also boasts a stone-paver driveway, stone exterior accents and a vibrant color palette that adds to the curb appeal. This townhome is in an unbeatable location near downtown Longwood’s restaurants and shops, the Sun Rail station, major hospitals and I-4 access, and top-rated Seminole County schools.
Listing is courtesy of: WEICHERT REALTORS HALLMARK PRO (407-585-0500)
Listing Agent: Tiffany Vazquez (407-720-7490)
3545 LEGACY HILLS CT, LONGWOOD, FL 32779
$5,200,00011 Days on yellowkey MLS ID: O6396829
Bed: 7 Bath: 8.0 Gar: 6 Liv Area Sq Ft: 10684 Built: 2002Monthly Fee: $885 Tax: $43,088 (2024)Community: Alaqua LakesSpa: YesSingle Family
Taxes:$43,088
Elementary School: Heathrow Elementary
Remarks: Behind three private gates, this extraordinary home offers a rare opportunity to own one of Central Florida’s most impressive luxury residences located in the gated Enclave within the guard-gated community of Alaqua Lakes! This compound is sited on 1.55 acres overlooking the 8th hole of the Legacy Club golf course and no neighbors on three sides is truly a buyer’s dream come true. The property includes a 3114 sq ft separate guest house complete with a kitchen and living space on the main level and a bedroom, bonus room/game room & massage room upstairs making it perfect for multigenerational families or hosting visitors. The main residence boasts elegant living featuring soaring ceilings, refined architectural details and thoughtfully designed living spaces. The first floor highlights an unrivaled owner’s retreat privately situated and complete with a marble-surround gas fireplace, sitting area, spa-like bathroom and expansive walk-in closets. A secondary en suite bedroom, formal living and dining spaces and an elevated office complete the main level of this home. The updated gourmet kitchen is a true showpiece featuring stainless steel appliances, custom cabinetry, a stunning marble island and a large walk-in pantry all opening seamlessly to the family room. Unique features such as a saltwater aquarium and a private side porch with remote-operated screens overlooking the koi pond and putting green add to the home’s distinctive charm. Upstairs you’ll find 4 bedrooms and two expansive entertaining areas. The game room and bar make entertaining effortless as this entire level feels like its own private lounge with a beautiful bar and custom cabinetry through out. The adjacent second entertaining area is a fully loaded home theater complete with a bar to take movie nights to a new level designed for an immersive experience right at home. The outdoor living experience is nothing short of spectacular! Designed as a private resort, the grounds feature an extensive covered lanai, a summer kitchen, an outdoor cabana bar, adjacent pool bath & outdoor shower and a tropical heated pool and spa with a grotto with built-in bench seating and fountains all overlooking the sweeping golf course views. Enjoy tranquil moments by the koi pond, practice on the private putting green or entertain effortlessly in this one-of-a-kind setting. A basketball/sport court and whole home generator adds to the estate’s exceptional lifestyle offerings. A 6-car garage, 4 in the main residence and 2 in the guest house plus an add'l golf cart bay, and fully fenced property completes this remarkable property. With its prime golf course setting, extensive upgrades and unparalleled amenities, this estate represents the pinnacle of luxury living in one of Central Florida’s most sought after communities. Alaqua Lakes is set within a premier golf course community where residents enjoy world-class amenities including clay tennis courts, a resort-style pool, playground and sports field, a 24-hour guard-gated entrance and enhanced community security. Located near A-rated schools, Central Florida’s best attractions, upscale shopping and dining, major highways and international airports.
Listing Agent: Ellen Bessette (407-496-0076)
1856 ALAQUA DR, LONGWOOD, FL 32779
$1,450,00028 Days on yellowkey MLS ID: O6392922
Bed: 5 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 4007 Built: 1988Monthly Fee: $347 Tax: $8,385 (2025)Community: Alaqua Ph 1Spa: YesSingle Family
Taxes:$8,385
Remarks: Welcome to Alaqua Drive, Luxurious Upgraded Excutive Home Reflects Timeless Appeal **Sprawling Over An Acre of Tropical Green & Fresh Landscape**Enclaved in the Estate Gates of Alaqua- the Areas Most Respected Gold Gated Communities**Features Include:Sun-filled Home**Natural Stone &Hardwood Floors on a spectacular Open Space that Boasts **5 Bedrooms* & *a Family Lounge. Large cathedral ceilings** Expansive Gourment Chef Kitchen w/ Large Island & State of the Art Applliances**Walk-in Pantry **Three-Car Garage**Large sparkling Heated Pool w/ Screen Enclosure**Oversized Lanai Built In-Stainless Steel Summer Kitchen Grill**Abundant Storager & Large Closets to be Found Everywhere** Make this well-maintained Spectacular Home Your Own. Located just North of Downtown Orlando**Very Desirable Lake Mary School District**This Residence is 50 minutes from Both Attractions and Beaches**Convenient to Fine Dining**Shopping & All of the Amenities Seminole County Has to Offer*- call for more information**TANKLESS water heater**Solar heated Pool**Both Air Conditiong Units 5 Years Old**Water Heater 5 Years Old**Generator 5 Years Old**All Bathrooms And Kitchen Fully renovated.**House has been updated with newer pipes and so on.
Listing is courtesy of: DOVER INTERNATIONAL CO., INC. (407-333-0711)
Listing Agent: Louis Joachim (407-333-0711)
427 BRENTWOOD CLUB CV, LONGWOOD, FL 32750
$775,00092 Days on yellowkey MLS ID: O6373846
1 Days Off yellowkey (back on 4/21/2026)
REDUCED by $24,999 (3.1%) on 04/16/2026
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3510 Built: 2006Monthly Fee: $148 Tax: $6,401 (2025)Community: Brentwood ClubSpa: NoSingle Family
Taxes:$6,401
Remarks: Under contract-accepting backup offers. Updated and fully renovated four-bedroom, three-bathroom home has a three-car garage, large paver driveway, and 3,510 square feet of living space. 427 Brentwood Club Cove is located in a small gated community off Lake Emma Road in Longwood, FL. This unique home features multiple flex spaces: a private office with French doors, a large private loft upstairs, a home gym, a living room, a formal dining room, AND a great room. The office and loft could easily be modified to create bedrooms five and six, and the gym room could double as a nursery, attached to the primary bedroom! All bedrooms are on the first floor. The thoughtfully designed split-bedroom floor plan places the primary suite in its own private wing, creating a true retreat with new wood flooring, double closets, a spa-style bathroom with soaking tub and separate shower, and a dedicated workout room featuring a Tonal wall fitness system. The heart of the home is the beautifully renovated kitchen with new cabinetry, countertops, ambient cabinet lighting, and new appliances. The kitchen has a large dining space and overlooks the great room—perfect for entertaining and everyday living. A hallway off the main living area leads to three additional bedrooms and two large bathrooms. Step outside to enjoy Florida living at its best with a newly built 15×32 custom pool, hot tub, and screened enclosure, plus a covered patio. There is plenty of parking, including a three-car garage and a large paver driveway that accommodates up to six vehicles. Recent improvements provide peace of mind, including a roof replacement in October 2021, both HVAC systems replaced less than five years ago, a new water heater, a fully renovated kitchen, new whole-house flooring, a new pool/pool deck/screen enclosure, a fenced backyard, and a beautiful paver patio in the backyard for cookouts and stargazing. This move-in-ready home combines space, modern updates, a convenient location, and top-rated Seminole County schools. Schedule your viewing today!
Listing is courtesy of: Q BOUTIQUE SPECIALTY REALTY INC (407-863-7965)
Listing Agent: Laura Diss (407-388-4103)
1550 DOWNY BIRCH LN, LONGWOOD, FL 32750
$290,00030 Days on yellowkey MLS ID: O6392438
REDUCED by $9,000 (3.0%) on 04/20/2026
Bed: 2 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1284 Built: 2013Monthly Fee: $194 Tax: $2,018 (2025)Community: Hanover Pointe ReplatTownhouse
Taxes:$2,018
Remarks: PRICE IMPROVEMENT - $290,000! Seller offering $2,000 toward buyer closing costs/prepaids PLUS additional $1,000 credit for closing within 30 days. Vacant and easy to show—please schedule via ShowingTime. Welcome to this 2/2.1 gated townhome community in Hanover Pointe, a Prime Longwood Location! With multiple homes available in the community, this one stands out for its unmatched privacy, upgrades, and move-in ready condition! This spacious and well-maintained townhome offers the perfect blend of privacy, comfort, and convenience. Featuring 2 master suites, 2.5 bathrooms, and thoughtful upgrades throughout. This home is move-in ready and located within top-rated Seminole County schools. The kitchen is beautifully appointed with granite countertops, a custom backsplash, upgraded cabinetry, and stainless steel appliances, including refrigerator, microwave, range, and dishwasher, along with a WASHER & DRYER for added convenience. The entire first floor showcases durable ceramic tile flooring, ideal for easy maintenance and everyday living. Enjoy outdoor relaxation on the screened-in back patio overlooking a peaceful conservation area with NO REAR NEIGHBORS—perfect for added privacy. Inside, oversized sliding glass doors flood the living space with natural light, creating a bright and inviting atmosphere. The home also features a one-car garage and paver driveway. The second floor boasts TWO MASTER SUITES! The community HOA enhances low-maintenance living by coordinating roof replacement, exterior painting, and full landscaping services. Residents also enjoy access to a community pool and common areas. Conveniently located near I-4, 17-92, SR 434, Ronald Reagan Blvd, Lake Mary Blvd, the Cross Seminole Trail, SunRail stations, and an abundance of shopping, dining, and medical facilities. This home offers low-maintenance living, privacy, and an unbeatable location. BEST COMBINATION OF PRICE, CONDITION AND INCENTIVES in the community. Schedule your private showing today!
Listing Agent: Renee Holt (407-474-5552)
1443 CROCUS CT, LONGWOOD, FL 32750
$779,0005 Days on yellowkey MLS ID: O6399421
0 Days Off yellowkey (back on 4/20/2026)
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3359 Built: 1995Monthly Fee: $64 Tax: $385 (2024)Community: Bolling FarmsSpa: YesSingle Family
Taxes:$385
Remarks: Your Longwood Dream Home Awaits! This beautifully maintained, custom built 5-bedroom, 3-bath pool home was freshly painted and is set on a one-third acre cul-de-sac lot offering peaceful conservation views and a seamless blend of elegance, modern upgrades, and resort-style living. From the moment you arrive, the striking curb appeal, mature landscaping, and quiet setting create a warm welcome that continues throughout the home. Inside, you are greeted by soaring ceilings and brand new luxury vinyl plank flooring throughout the living areas of this inviting open layout. You are bathed in natural light from the wall of windows in the spacious living room, flowing effortlessly into the dining area, making it ideal for gatherings and entertaining. The updated chef’s kitchen showcases custom cabinetry and sleek quartz countertops and opens directly to the family room featuring a cozy fireplace, creating a comfortable and connected space for everyday living. There is also a bedroom and full bathroom downstairs making the perfect in-law suite! Upstairs, the expansive primary suite provides a true retreat with tranquil views, generous space, and a beautifully updated en-suite bath with modern fixtures and oversized custom walk-in closet. All additional bedrooms are bright and generously sized, offering flexibility for family, guests, or work-from-home needs. Step outside to your private backyard oasis, where the screened-in pool area is pristine and ready for year-round enjoyment. Surrounded by lush greenery and serene conservation views, it’s the perfect place to relax or entertain. This home is served by top A-rated Seminole County schools. Major updates include a roof replacement (2015), downstairs A/C (2025), upstairs A/C (2022), exterior paint (2025) and luxury vinyl plank flooring (2026). Located in Bolling Farms, one of Longwood’s most desirable established neighborhoods, the community is known for its spacious custom homes, mature landscaping, and strong sense of community. Its convenient location offers easy access to boutique shopping, dining, hospitals, major highways, downtown Orlando, world-renowned attractions, and even the beaches. A rare opportunity to own a beautifully cared-for home in a highly sought-after Longwood setting. **Multiple offers have been received. Highest and best offer deadline is Sunday at 6 pm.**
Listing is courtesy of: COLDWELL BANKER REALTY (407-647-1211)
Listing Agent: Ken Dalton (407-928-8587)
1319 SUMMERTREE CT, LONGWOOD, FL 32750
$489,99911 Days on yellowkey MLS ID: O6397689
REDUCED by $10,000 (2.0%) on 04/18/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2133 Built: 1984Monthly Fee: $14 Tax: $4,883 (2025)Community: Bay Lagoon Unit 1Single Family
Taxes:$4,883
Remarks: “!! New Price Improvement !!” Welcome to 1319 Summertree Ct, one of the larger homes in the highly desirable Bay Lagoon community in Longwood, FL. This beautifully updated home offers approximately 2,133 sq ft under air incl. an incredible 432 sq ft enclosed Florida/Sunroom, creating a truly unique and versatile living space. Over the past two years, the current owner—an interior designer—has thoughtfully transformed this home with stylish, modern upgrades throughout. You will immediately notice the attention to detail, including custom accent walls with designer mural wallpaper, creating an elevated aesthetic. The home features all new Low-E, double-pane solar windows and sliders, enhancing both energy efficiency and comfort. Additional upgrades include plantation shutters and programmable motorized custom shades, offering convenience, privacy, and a true smart-home feel. One of the standout features is the fully enclosed Florida/Sunroom (432 sq ft under air)—a true extension of the home. This space showcases beautiful tile flooring, all new Low-E windows, custom shades, and a smartphone-controlled mini-split A/C system, allowing for year-round comfort while helping reduce energy costs. Whether used as a second living area, office, fitness space, or entertainment room, this is the space everyone will fall in love with. The split bedroom layout provides optimal privacy—ideal for families, guests, or a home office setup—while the open living areas create a natural flow for everyday living and entertaining. Step outside to enjoy a private, fully fenced backyard with a new 6-foot vinyl privacy fence, perfect for relaxing, entertaining, or pets. The home also features new gutters with leaf guards for added durability and low maintenance. Located in top-rated Seminole County schools and within walking distance to Woodland Elementary, this home offers both lifestyle and convenience. Easy access to major highways, shopping, dining, and nearby parks completes the package. Be sure to view the 3D walkthrough and floor plan to fully experience the layout, flow, and upgrades this home has to offer. Even better—stop by this weekend and experience it in person.
Listing is courtesy of: UNITED REAL ESTATE PREFERRED (407-243-8840)
Listing Agent: Nadja Mcmillan, Pa (407-538-6275)
2228 EARLEAF CT, LONGWOOD, FL 32779
$2,785,0004 Days on yellowkey MLS ID: O6399964
Bed: 5 Bath: 6.0 Gar: 3 Liv Area Sq Ft: 7696 Built: 1990Monthly Fee: $104 Tax: $11,667 (2024)Community: Wingfield Reserve Ph 3Spa: YesSingle Family
Taxes:$11,667
Remarks: At the end of a quiet cul-de-sac and backing to the protected beauty of Wekiwa Springs State Park, this extraordinary waterfront estate offers a rare blend of privacy, scale and natural serenity in the desired Markham Woods Corridor. Fully fenced and positioned to capture sweeping conservation and water views, the setting alone places this residence in a category few can match. Impressive private gates and a brick paver circular drive introduce a dramatic arrival, where a grand porte-cochere and expansive six-car motor court set the tone. Inside, the home has been completely reimagined through a comprehensive renovation, unveiling soaring ceilings, walls of glass and abundant natural light. A striking 5-by-8-foot pivot door opens to a refined foyer with porcelain tile and white oak flooring, immediately drawing the eye to the shimmering pool and tranquil pond beyond. Designed for grand entertaining and effortless living, the main areas unfold in a seamless open-concept layout. With 14-foot ceilings and expansive living, dining, family and kitchen spaces flowing together, the home offers impressive volume and connectivity. Anchoring the heart of the home, a dramatic double-sided wood-burning fireplace creates a warm focal point between kitchen and family room. The chef’s kitchen is a showpiece, featuring Wolf appliances, built-in refrigeration and an oversized island with seating for six, finished with elegant waterfall-edge countertops. Outdoor living is equally captivating. A vast travertine lanai transitions to an oversized resort-style pool, all set against a breathtaking backdrop of water and untouched conservation. Nearly every room is oriented to capture these remarkable views, creating a constant connection to the landscape. The primary suite is a sanctuary of grand scale, offering serene water and wooded vistas. Its bespoke bath features leather-finished stone countertops, dual vanities, a soaking tub, and picture windows framing the natural setting. A spa-inspired steam shower with multiple shower heads and a built-in bench completes the experience. Dual custom walk-in closets elevate functionality, one with a center island and scenic window, the other concealing a hidden safe room. Versatility defines the additional spaces. A dedicated office with walk-in closet and direct bath access can serve as an additional bedroom. A generously sized bonus room is ideal for a home theater, library or lounge, while a separate gym with luxury vinyl flooring can easily function as a second office. A thoughtfully positioned flex space between the main residence and guest quarters opens to the lanai and pool bath, ideal for a cabana lounge or wellness retreat. The guest quarters is a residence unto itself, featuring two bedrooms, two baths, a spacious great room, full kitchen with center island, separate motor court access, and its laundry, offering exceptional accommodations for guests or multigenerational living. Homes of this caliber rarely come to market. The extensive renovation, remarkable scale, and exceptional attention to detail are paired with Seminole County’s desirable locations. Zoned for top-rated schools and ideally positioned near Longwood and Lake Mary, with convenient access to major highways, regional hospitals, airports, beaches and Central Florida’s world-renowned attractions, this is a legacy property that defines elevated Florida living.
Listing is courtesy of: PREMIER SOTHEBYS INT'L REALTY (407-333-1900)
Listing Agent: Mel Bernstein (407-810-4726)
375 BRENTWOOD CLUB CV, LONGWOOD, FL 32750
$705,00016 Days on yellowkey MLS ID: O6396065
REDUCED by $29,900 (4.1%) on 04/18/2026
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2997 Built: 2006Monthly Fee: $148 Tax: $4,171 (2024)Community: Brentwood ClubSingle Family
Taxes:$4,171
Remarks: Welcome to 375 Brentwood Club Cove, a beautifully maintained residence tucked within the gated community of Brentwood Cove in desirable Longwood. This immaculate five-bedroom (one is an ideal office), three-bath home offers 3,000 square feet of thoughtfully designed living space, blending comfort, style, and true move in readiness. From the moment you arrive, the home makes a striking impression with its brick paver driveway and pristine presentation. Every detail has been meticulously cared for, with the exterior freshly pressure washed and the carpets professionally cleaned, the space is spotless and inviting. Inside, expansive living areas flow effortlessly, offering both functionality and elegance for everyday living and entertaining. Outside is your private outdoor retreat, where a sparkling blue pool is surrounded by a beautiful brick paver deck and enclosed within a screened lanai, delivering the ultimate Florida lifestyle. The large yard with perimeter vinyl fencing provides exceptional space for recreation, pets and outdoor enjoyment. Additional highlights include a spacious two car garage, a newer roof installed in 2019, kitchen exhaust to exterior behind microwave, fans and light fixtures in all rooms including garage, blinds for all windows and sliding doors, separate irrigation line and faucets in front and rear, plus a termite bond already paid for the year, offering valuable peace of mind. Ideally located, Brentwood Cove places you just moments from major highways, premier shopping, dining and leading regional hospitals. The property is also zoned for some of the most sought-after schools serving both Longwood and nearby Lake Mary, adding exceptional long-term value and appeal. This is a turnkey opportunity to enjoy refined Florida living in a home that is as impressive as it is welcoming.
3235 WINDING PINE TRL, LONGWOOD, FL 32779
$1,250,000159 Days on yellowkey MLS ID: O6359825
Bed: 4 Bath: 5.5 Gar: 3 Liv Area Sq Ft: 4262 Built: 1999Monthly Fee: $340 Tax: $11,773 (2024)Community: Alaqua Lakes Ph 2Spa: YesSingle Family
Taxes:$11,773
Remarks: Under contract-accepting backup offers. Life unfolds beautifully in this golf front estate in the desirable guard gated community of Alaqua Lakes. Framed by mature landscaping and views of the 12th fairway, this home blends timeless elegance with modern comfort. Soaring ceilings, expansive living areas, and designer finishes create an inviting flow for both grand entertaining and relaxed everyday living. The gourmet kitchen is the heart of the home, featuring stone counters, stainless steel appliances, a five burner gas range, and rich wood cabinetry. French doors open from the family room to a private outdoor retreat where a sparkling pool, spa, and outdoor kitchen invite long afternoons and sunset gatherings. The first floor primary suite offers a true escape with a gas-fireplace, spa inspired bath, and private views of the lush backyard. The second bedroom is situated on the first floor with a private en-suite bathroom. Upstairs, generous bedrooms, a study, and a flex space with balcony access provide room for work, play, and guests. Located on over half an acre within one of Seminole County’s premier golf and country club communities, residents enjoy world class amenities including tennis, fitness, and resort style pools. This is not just a home, it is a lifestyle of elegance, connection, and comfort in the heart of Longwood.
Listing is courtesy of: THE AGENCY FL (407-335-4119)
Listing Agent: Brian Hyser (407-951-2472)
1415 CROCUS CT, LONGWOOD, FL 32750
$705,00047 Days on yellowkey MLS ID: O6386369
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2645 Built: 1994Monthly Fee: $64 Tax: $6,921 (2024)Community: Bolling FarmsSingle Family
Taxes:$6,921
Remarks: PRICE IMPROVEMENT - SELLER MOTIVATED. Welcome to Your Dream Home – 1415 Crocus Court. Experience the perfect blend of elegance, thoughtful upgrades, and resort-style living in this stunning 4-bedroom, 3-bath residence with added bonus office space. From the moment you arrive, the exceptional curb appeal sets the tone — highlighted by lush landscaping and a striking new front door (2023) that makes a lasting first impression. Step inside to discover soaring ceilings, abundant natural light, and a warm, inviting living room with views of your pool that awaits. The seamless flow into the dining area creates an ideal setting for both intimate family dinners and lively gatherings. While in the great room enjoy a cozy fireplace on those cooler evenings or if you just want some ambience while relaxing with friends and family. The chef’s kitchen is truly the heart of the home, featuring quartz countertops, custom cabinetry, large walk-in pantry, a new refrigerator (2023), new microwave (2024), and under-cabinet lighting with adjustable tones (2024) — perfectly balancing beauty and functionality. The luxurious primary suite offers a serene retreat with custom-built closets (2022) and a beautifully updated en-suite bath with modern fixtures and a standalone soaker tub. The additional bedrooms are generously sized, filled with natural light, and provide peaceful views for family or guests. The fourth bedroom is conveniently separated by its own private hallway with a full bath, making it the perfect space for visitors or multi-generational living. The home also features an abundance of extra storage spaces throughout. Step outside to your private backyard oasis. The screened-in pool area is designed for year-round enjoyment, complete with solar pool heating (2022), a multi-color LED pool light (2022), a new pool pump (2025), and a new vanity in the pool bath (2026). Whether relaxing or entertaining, this space delivers true resort-style living. The freshly upgraded garage adds even more value with a resurfaced floor (2023), new garage door opener and lighting, fresh paint, and a replaced attic door (2023) newly installed hot water heater (2026). This home has also been wired (2025) to accommodate a portable generator. Meticulously maintained and ideally located near premier shopping, dining, entertainment, excellent schools and major highways, this move-in-ready home offers both luxury and convenience. Don’t miss your opportunity to own this exceptional property — schedule your private tour today.
Listing is courtesy of: A+ REALTY PROFESSIONALS, INC (407-702-5243)
Listing Agent: Susan Pinnock (407-435-9125)
1562 DOWNY BIRCH LN, LONGWOOD, FL 32750
$320,0006 Days on yellowkey MLS ID: O6396660
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1369 Built: 2013Monthly Fee: $194 Tax: $2,266 (2025)Community: Hanover PointeTownhouse
Taxes:$2,266
Remarks: This END-UNIT is a beautifully maintained 3-bedroom, 2.5-bath townhome in Longwood, ideally zoned for highly sought-after LAKE MARY HIGH SCHOOL. Tucked against a peaceful WOODED backdrop, this home offers added privacy along with a rare end-unit location that brings in extra natural light. Enjoy low-maintenance living with an HOA that covers lawn and shrub care, building exterior, roof, and community amenities—giving you more time to relax and enjoy your home. The GATED community also features a sparkling COMMUNITY POOL, perfect for unwinding on sunny Florida days. Inside, the kitchen is designed for both style and function, featuring GRANITE countertops, STAINLESS STEEL appliances, and a newer refrigerator (just 2 years old). The open layout flows comfortably into the living and dining spaces, making it ideal for everyday living and entertaining. Step out back to your screened porch overlooking the wooded area—a perfect spot to enjoy your morning coffee or wind down in the evenings without the Florida “flying wildlife” crashing the party. The backyard is fenced on both sides, adding even more privacy to your outdoor space. Additional features include GUTTERS, an in-wall pest control system and a fire sprinkler system for added peace of mind. If you’ve been looking for a move-in ready home with low maintenance, privacy, and a great location—this one checks all the boxes.
Listing is courtesy of: RE/MAX CENTRAL REALTY (407-333-4400)
Listing Agent: Susan Smith (352-745-9435)
3311 HORSESHOE BEND CT, LONGWOOD, FL 32779
$1,725,000108 Days on yellowkey MLS ID: O6370391
2 Days Off yellowkey (back on 4/18/2026)
Bed: 5 Bath: 6.0 Gar: 3 Liv Area Sq Ft: 6259 Built: 2002Monthly Fee: $353 Tax: $19,471 (2025)Community: Alaqua Lakes Ph 3Spa: YesSingle Family
Taxes:$19,471
Remarks: One or more photo(s) has been virtually staged. Experience the pinnacle of luxury living in the guard-gated community of Alaqua Lakes, one of Longwood’s most coveted enclaves, ideally situated between Heathrow and Lake Mary, where Central Florida’s elite reside, work, and thrive. This two-story estate offers 5 bedrooms, 7 bathrooms, over 6,300 square feet, and is set on more than half an acre with exceptional privacy and curb appeal. A circular paver driveway, oversized three-car garage, and fully fenced backyard frame the home’s timeless elegance and grand scale. Meticulously maintained and extensively upgraded, recent improvements include over $28,000 in roof enhancements, three brand-new HVAC systems (2024) plus a newer fourth unit, Google Nest thermostats, whole-home surge protection and an Orbi mesh WiFi system providing strong, seamless coverage throughout. Inside, fresh designer paint, upgraded luxury vinyl flooring, and energy-efficient LED lighting enhance the home’s refined interiors. Formal living and dining rooms create an elegant setting for entertaining, while a dedicated private office offers a quiet workspace. The inviting family room features a gas fireplace and flows effortlessly into the expansive chef’s kitchen, complete with a large island, walk-in pantry, stone countertops, glass tile backsplash and updated cooking appliances—perfect for gatherings of any size. The primary suite is a true retreat, offering dual walk-in closets, private pool access, and a spa-inspired bath with soaking tub, split vanities, separate makeup area, and modern finishes. Upstairs, a private home theater provides an exceptional space for entertainment and relaxation. Step outside to a resort-style backyard oasis featuring a sparkling pool and spa, new pump and heater, stainless steel LED fixtures, refreshed pavers, and a fully equipped outdoor kitchen—all accented by custom LED lighting that automatically illuminates at dusk. A beautifully updated front fountain with a new underground reservoir adds a serene finishing touch to the home’s impressive curb appeal. Residents of Alaqua Lakes enjoy 24-hour guarded security and access to a 7-acre private park, resort-style pool, tennis courts, basketball court, playground, and more—along with proximity to top-rated Seminole County schools, championship golf, fine dining, and major highways. This move-in-ready estate seamlessly blends timeless sophistication with modern upgrades—offering exceptional indoor-outdoor Florida living in one of Central Florida’s premier luxury communities.
Listing is courtesy of: COLDWELL BANKER REALTY (407-333-8088)
Listing Agent: Hussein Kermalli (914-661-9646)
601 JOYFUL BLOSSOM PL, LONGWOOD, FL 32750
$327,00064 Days on yellowkey MLS ID: O6382698
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1369 Built: 2013Monthly Fee: $163 Tax: $3,462 (2024)Community: Hanover Pointe Rep - RepTownhouse
Taxes:$3,462
Remarks: "Rare find! Premier corner lot location, last home on a dead end street with no rear neighbors. This home is uniquely positioned with a wooded buffer on the side and a completely clear, quiet park-like view behind you. A rare opportunity to enjoy nature's beauty from your own home! With an open-concept kitchen, dining and living space , this home offers the best of both worlds: a tranquil retreat and a top-notch location.The GATED Hanover Pointe community is ideally situated in Longwood, just minutes from Lake Mary. The interior has been meticulously maintained and features UPGRADED HERRINGBONE-PATTERN CARPET on the stairs and throughout the upper level. All three bedrooms are located upstairs, including the spacious primary suite. One secondary bedroom is currently used as an office and includes built-in shelving that will remain. Newer washer and dryer are included, surround sound wiring is installed (not currently in use), and the kitchen is enhanced with new LED light fixture and stainless steel appliances, granite countertops, an under mount sink, and a side-by-side refrigerator. The HOA provides exceptional peace of mind with termite bonds, roof replacement coordination, exterior painting, and full landscaping services, along with access to the community pool and common areas. Conveniently located near I-4, 17-92, SR 434, Ronald Reagan Blvd, Lake Mary Blvd, the Cross Seminole Trail, and both the Lake Mary and Longwood SunRail stations. Zoned for Greenwood Lakes Middle School and Lake Mary High School , all SEMINOLE COUNTY Schools!. This townhome combines low-maintenance living, privacy, and an unbeatable location—truly move-in ready.
Listing is courtesy of: RED BIRD REALTY OF FLORIDA INC (407-222-8339)
Listing Agent: Marion Thacker (321-662-7550)
148 SUNSET DR, LONGWOOD, FL 32750
$332,5005 Days on yellowkey MLS ID: O6399766
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2139 Built: 1975 Tax: $2,545 (2024)Community: Shadow HillSpa: NoSingle Family
Taxes:$2,545
Remarks: Investor Special in Seminole County – Solid Rental with High Upside. Welcome to this well-maintained concrete block single-family home offering a great blend of comfort, location, and long-term potential in one of Seminole County’s most desirable areas. This 3-bedroom, 3-bathroom home sits on a generous 0.23-acre lot and features a private pool with a tranquil lake view—perfect for enjoying Florida living year-round. Inside, you’ll find abundant natural light, ceiling fans throughout, and functional living spaces that flow seamlessly to the outdoors. Screen doors open to a covered patio and pool deck, creating an ideal setup for relaxing or entertaining. The outdoor space is thoughtfully enhanced with a backyard fireplace, a newer fence for added privacy, and a storage shed that provides additional space for tools and equipment—making it both functional and inviting. The home also includes a 2-car attached garage, a spacious yard, and a solid concrete block foundation, offering peace of mind and flexibility for future updates, if desired. Conveniently located near parks, trails, shopping centers, schools, and local attractions, with easy access to Lake Mary, Altamonte Springs, and the greater Orlando area. The surrounding market is known for strong rental demand and long-term stability, making this an excellent option for both homeowners and investors alike. Additionally, the property is just a short drive from Orlando Sanford International Airport and Orlando International Airport, adding convenience for commuters, travelers, and relocating buyers.
Listing is courtesy of: YOUR HOME SOLD GUARANTEED REALTY (407-566-2555)
Listing Agent: David Sheehan (321-945-1480)
1870 CROWLEY CIR E, LONGWOOD, FL 32779
$625,00070 Days on yellowkey MLS ID: O6381416
1 Days Off yellowkey (back on 4/16/2026)
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3258 Built: 1984 Tax: $9,076 (2024)Community: Mandarin Sec 5Single Family
Taxes:$9,076
Remarks: Short Sale. Welcome to your peacefull oasis located on a full acre. Spacious floor plan with generous living area and kitchen featuring built-in stove and oven. Additional bedrooms creates flexibility for family, guests, or a home office. Enjoy Florida living with your backyard pool and oversized yard—ideal for entertaining, pets, or future expansion. Conveniently located near schools, shopping, dining, and major highways. Rare opportunity for a one-acre pool home .
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Jesse Sutton, Jr (321-805-7530)
257 GARY BLVD, LONGWOOD, FL 32750
$375,00011 Days on yellowkey MLS ID: O6397966
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1267 Built: 1982 Tax: $2,973 (2024)Community: Longwood ParkSingle Family
Taxes:$2,973
Remarks: Under contract-accepting backup offers. Three bedrooms, two baths, a pool, and no HOA in one of Longwood's most convenient corridors. Walk in and the vaulted ceilings, skylights, and triple sliding doors do the talking. Open those doors up and the line between the family room and the screened lanai basically disappears. The wood-burning fireplace anchors the main living area with a custom indigenous stone mantle that has some real character to it. Ceramic tile runs through all the main living areas, and every bedroom has enough room to actually breathe with closet space to match. The primary suite has a walk-in closet and a remodeled en suite bath; the guest bath was redone at the same time in 2020. The kitchen was refreshed in 2021 with a new dishwasher, sink, and garbage disposal, and a new refrigerator was added in 2024. Out back, the fully fenced yard keeps the pool area private, and the covered lanai is built wide enough for a serious outdoor setup with multiple seating areas, a grill zone, and a pool bath. The pool cage was refreshed with new screens and hardware (March 2025) and the pool pump and filter housing were replaced (May 2025). Additional highlights include: new AC (2021), new water softener (September 2025), and septic tank serviced and fitted with a new cover in February 2025. Zoned for Lake Mary High and Greenwood Lakes Middle, with the YMCA and Seminole Trail walkable from your front door. Enzo's on the Lake, the Melting Pot, 4 Rivers Smokehouse, Bonefish Grill, and Wekiva Island are all within a short drive, along with everyday shopping and easy access to I-4.
Listing is courtesy of: HOMEVEST REALTY (407-897-5400)
Listing Agent: Brad Young (407-897-5400)
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