Location: Longwood
Do Not Show Listings
302 NEEDLES TRL, LONGWOOD, FL 32779
$499,00045 Days on yellowkey MLS ID: O6386794
REDUCED by $15,000 (2.9%) on 04/09/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2147 Built: 1981Monthly Fee: $23 Tax: $2,619 (2024)Community: Wekiva Club Estates Sec 08Spa: YesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,619
Elementary School: Wekiva Elementary
High School: Lake Brantley High
Tax Year: 2024
Middle School: Teague Middle
Remarks: Welcome to your private pool retreat in Wekiva Club Estates, one of the most sought-after communities in Longwood. This 4-bedroom, 2-bath home offers over 2,100 square feet of well-designed living space, combining comfort, functionality, and the Florida lifestyle buyers are searching for. From the moment you walk in, you’re greeted with natural light, a spacious layout, and multiple living areas that create the perfect balance between everyday living and entertaining. The split-bedroom floor plan provides privacy, with the primary suite tucked away and featuring direct access to the pool, dual vanities, a walk-in shower, and a generous walk-in closet, while the additional bedrooms are positioned on the opposite side with convenient access to a full pool bath. Step outside and experience where this home truly stands out—a screened-in pool with paver decking and a fully fenced backyard that creates your own private outdoor oasis, ideal for relaxing evenings, weekend gatherings, or enjoying Florida living year-round. The kitchen is equipped with stainless steel appliances, a breakfast nook, and easy flow into the main living spaces, making it both functional and inviting. Beyond the home itself, the location delivers a lifestyle that’s hard to match, with close proximity to Wekiva Springs State Park, Wekiva Island, and Wekiva Golf Club, along with access to miles of walking and biking trails, parks, and community amenities. You’re also conveniently located just minutes from shopping, dining, and major roadways, with easy access to Downtown Orlando and the airport. Homes in Wekiva offering this combination of space, outdoor living, and location are always in demand, especially for buyers looking to enjoy both privacy and community in one of Central Florida’s most established neighborhoods. If you’ve been searching for a pool home in Longwood that delivers lifestyle, value, and long-term appeal, this is one you won’t want to miss
Listing is courtesy of: EXP REALTY LLC (407-641-2808)
Listing Agent: Todd Schroth, Pa (407-641-2808)
115 RED BAY DR, LONGWOOD, FL 32779
$659,0002 Days on yellowkey MLS ID: O6399635
1 Days Off yellowkey (back on 4/18/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2683 Built: 1978Monthly Fee: $229 Tax: $4,734 (2025)Community: Springs TheSingle Family
Taxes:$4,734
Elementary School: Sabal Point Elementary
High School: Lyman High
Tax Year: 2025
Middle School: Rock Lake Middle
Remarks: Experience the pinnacle of "at home with nature" living in this spacious and updated residence within The Springs, Longwood’s premier guard-gated enclave. Known for its private crystal-clear natural spring, sandy beach, and equestrian stables, this community offers a resort lifestyle nestled under a canopy of ancient oaks. PRICED TO SELL, meticulously maintained, and MOVE-IN Ready, this beautiful home offers the rare combination of timeless style, thoughtful updates, and an inviting indoor-outdoor lifestyle. A spacious split floor plan unfolds with natural light, hardwood floors, crown molding, vaulted ceilings, and elegant living, family, and dining spaces designed for both everyday comfort and effortless entertaining. The kitchen features a prep area and coffee/wet bar, while two fireplaces, a sunroom, a courtyard, and an open patio with pergola create warm, memorable gathering spaces throughout the home. The private primary suite includes a walk-in closet and walk-in shower, and the fenced backyard with no rear neighbors enhances the sense of peace and privacy. Double driveways, a side-entry garage, mature landscaping, and a recently painted interior complete the home’s polished presentation. Major 2023 improvements include a new roof, new appliances, new water heater, and water purification system, offering confidence and value from day one. This is a rare opportunity to own a pristine, updated home in one of Longwood’s most desirable gated communities. CALL TODAY to schedule your private Showing.
Listing is courtesy of: COLDWELL BANKER REALTY (407-647-1211)
Listing Agent: Doug Woehr, Pa (407-647-1211)
130 LEMON LN, LONGWOOD, FL 32750
$394,9003 Days on yellowkey MLS ID: O6399585
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1628 Built: 1977 Tax: $2,670 (2025)Community: Lake Searcy ShoresSingle Family
Taxes:$2,670
Elementary School: Longwood Elementary
Middle School: Greenwood Lakes Middle
Remarks: Under contract-accepting backup offers. SUNLIT COMFORT & STYLE! Step inside this beautifully updated 3-bedroom, 2-bath home in Longwood Groves with no HOA and instantly feel the warmth of natural light streaming through full-length double-pane windows. The open layout seamlessly connects the living, dining, and kitchen spaces, all enhanced by wood-style plank flooring and upgraded finishes throughout. The enclosed Florida room, complete with its own new mini split AC (2026), offers the perfect year-round retreat overlooking the fenced backyard and mature landscaping. Additional features include a newer roof (2021), newer windows and slider, granite countertops, wood laminate flooring, renovated baths, extra closet space, and MORE! This home is as functional as it is inviting. Conveniently located just minutes from Historic Downtown Longwood, Reiter Park, shopping, dining, and major roads to all area attractions. This lovely home offers the perfect blend of comfort, convenience, and character. Great opportunity! Come see how easily it feels like home. Call today to schedule your private showing.
107 PINEAPPLE CT, LONGWOOD, FL 32750
$432,90037 Days on yellowkey MLS ID: O6390238
REDUCED by $10,000 (2.3%) on 04/01/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1996 Built: 1975 Tax: $6,434 (2024)Community: Lake Searcy ShoresSingle Family
Taxes:$6,434
Elementary School: None
High School: None
Middle School: None
Remarks: One or more photo(s) has been virtually staged. This well-maintained property features three comfortable bedrooms and two full bathrooms, providing ample space for daily living. Recent major updates include a new HVAC system installed in 2024 and a complete roof replacement in 2023, ensuring reliable comfort and protection. Two expansive screen porches extend the living area, creating protected spaces for relaxation and entertainment throughout the seasons. These covered areas provide comfortable spots for dining or simply enjoying the surroundings. The backyard includes a swimming area fo recreation and exercise, while the outdoor firepit creates a natural gathering spot for evening conversations and warmth during cooler months. With no homeowners association restrictions, residents enjoy complete freedom in personalizing and maintaining the property according to their preferences. The established neighborhood setting creates a peaceful environment while maintaining easy access to local conveniences. Schedule your private showing today and experience all the comfort and convenience.
Listing is courtesy of: ELITE REAL ESTATE & FINANCE LLC (904-510-1608)
Listing Agent: Brice Gill (904-510-1608)
1319 SUMMERTREE CT, LONGWOOD, FL 32750
$489,9998 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
Elementary School: Woodlands Elementary
High School: Lake Mary High
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)
2 HUDSON CV, LONGWOOD, FL 32750
$544,00017 Days on yellowkey MLS ID: O6395131
REDUCED by $5,000 (0.9%) on 04/15/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1913 Built: 1974Monthly Fee: $25 Tax: $2,399 (2024)Community: Sleepy Hollow 1St AddSpa: NoSingle Family
Taxes:$2,399
Elementary School: Altamonte Elementary
Remarks: Tucked at the end of a quiet cul-de-sac in the established Sleepy Hollow community, this fully renovated 4-bedroom, 2-bath home sits on an oversized ~0.40 acre lot in the heart of Longwood. With mature surroundings and a little extra breathing room between homes, it offers a setting that’s getting harder to find—while still being just minutes from I-4 and SR 434 for an easy commute. Inside, the home has been completely refreshed with new LVP flooring throughout and a beautifully updated kitchen featuring quartz countertops, a tiled backsplash, brand-new appliances, and brass-toned hardware for a clean, modern finish. The layout offers both living and dining spaces, with French doors from the dining room opening out to a spacious screened porch. The primary suite is filled with natural light, has its own access to the porch, and features a fully remodeled ensuite with a large tiled shower. A separate family room with a wood-burning fireplace provides a second living area and also connects to the porch, creating an easy flow for everyday living or entertaining. The screened porch (approx. 36x10) overlooks a private open-air pool and backyard, with a convenient pool bath that also serves the additional bedrooms—all of which have been updated. Additional highlights include a new roof (in progress) and fresh exterior paint on the stucco, while the original brick has been preserved for added character.
Listing is courtesy of: LEGACY REALTY & BROKERS LLC (407-887-7779)
Listing Agent: Skip Juma (206-349-7547)
454 SPRINGWOOD CT, LONGWOOD, FL 32750
$349,9992 Days on yellowkey MLS ID: O6399680
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1175 Built: 1980 Tax: $333 (2024)Community: SpringwoodSingle Family
Taxes:$333
High School: Winter Springs High
Middle School: Milwee Middle
Remarks: Charming Renovated 3-Bedroom Home with Spacious Yard — Move-In Ready! Welcome home to this beautifully updated 3-bedroom, 2-bath residence full of charm and modern touches! Perfectly situated in a friendly, working-class neighborhood, this home offers the perfect blend of comfort, style, and everyday practicality. Step inside to find a bright, open layout featuring fresh paint, updated flooring, and a thoughtfully renovated kitchen and bathrooms. Every detail has been designed to make daily living easy and enjoyable — from the comfortable living spaces to the convenient single-car garage for parking or extra storage. Outside, you’ll love the .24-acre lot with no trees and a huge shed INCLUDED, offering a wide-open yard that’s perfect for pets, play, or creating your dream outdoor space. There’s plenty of room to add a patio, garden, the possibilities are endless! Whether you’re a first-time buyer, small family, or someone looking to downsize, this home offers an affordable and move-in-ready opportunity to put down roots and make it your own. Don’t miss your chance to own this charming, renovated gem — schedule your showing today!
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Uwem Akpan (689-837-2197)
308 SMOKERISE BLVD, LONGWOOD, FL 32779
$650,00043 Days on yellowkey MLS ID: O6387465
REDUCED by $39,000 (5.7%) on 03/31/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2352 Built: 1979Monthly Fee: $108 Tax: $5,564 (2025)Community: Sweetwater Oaks Sec 12Spa: NoSingle Family
Taxes:$5,564
Remarks: Welcome to 308 Smokerise Blvd., tucked away on a quiet corner lot within a cul-de-sac in the highly sought-after Sweetwater Oaks community of Longwood. Situated on an expansive .40-acre homesite framed by majestic oak trees and mature landscaping, this 4-bedroom, 2-bath residence offers 2,352 heated square feet of inviting, thoughtfully designed living space. From the moment you step inside, the home feels warm and welcoming. Skylights fill the space with natural light, and the split floor plan provides both privacy and comfortable gathering areas. At the heart of the home is the den — a cozy yet spacious retreat featuring a wood-burning fireplace and adjoining entertaining bar area. This inviting space is what originally captured the current owners’ hearts. It’s easy to imagine evenings gathered around the fire, hosting friends at the bar, or simply unwinding at the end of the day. It’s a room designed for connection. The primary suite offers its own private escape. The ensuite bath feels like a boutique resort spa, highlighted by distinctive, whimsical wallpaper that adds personality and charm — an unexpected and delightful design statement. Step outside to your screened pool oasis surrounded by brick pavers and lush greenery. With plenty of yard space on this oversized corner lot, outdoor living comes naturally here. The Blackstone grill conveys, making the backyard perfectly set up for sunset dinners and weekend gatherings. Major updates provide valuable peace of mind: • Brand new roof • A/C replaced in 2022 • Variable-speed pool pump (2025) • Water treatment system (2021) • Three updated electrical panels (2021) Sweetwater Oaks residents enjoy private lake access and boat ramps to Lake Brantley, along with multiple parks, tennis courts, pickleball courts, a clubhouse, and scenic community spaces. Located near Wekiva Springs State Park, major highways and toll roads, Orlando attractions, beaches, shopping, and dining, the community offers both tranquility and convenience. It is also golf cart friendly :-) This is more than just a home — it’s a place where memories are made, gatherings feel effortless, and everyday living feels just a little bit special...Property has a ASSUMMABLE VA mortgage in place at 2.25%!
Listing is courtesy of: CENTURY 21 ALTON CLARK (407-636-4637)
Listing Agent: Ginny Peters (407-443-3965)
330 MARJORIE BLVD, LONGWOOD, FL 32750
$357,0008 Days on yellowkey MLS ID: O6398106
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1375 Built: 1972 Tax: $984 (2024)Community: Longwood ParkSingle Family
Taxes:$984
Remarks: One or more photo(s) has been virtually staged. Introducing 330 Marjorie Boulevard in Longwood — a stunning, fully renovated home that is truly a gem! This beautiful 3-bedroom, 2-bathroom property offers modern upgrades, thoughtful design, and a warm, inviting atmosphere in one of Longwood’s most desirable, nature-filled communities. As you step inside, you’re welcomed by a spacious open floor plan enhanced by recessed lighting and abundant natural light. The brand-new kitchen is a chef’s dream, featuring sparkling quartz countertops, sleek cabinetry, and new stainless steel appliances—perfect for both everyday living and entertaining. Luxury vinyl flooring runs seamlessly throughout the entire home, adding a modern and elegant touch. The primary suite is a private retreat, complete with sliding glass doors leading to the backyard, two spacious built-in closets, and a beautifully appointed en-suite bathroom. This home offers true peace of mind with major upgrades including a new roof, water heater, AC system, and electrical panel & a new well pump. Every room is also equipped with energy-efficient, remote-control ceiling fans for added comfort. The oversized garage is a rare find, with space for up to three vehicles and additional storage. Outside, enjoy a generously sized backyard featuring a fully cemented, covered gazebo with a finished ceiling—perfect for entertaining, relaxing, or enjoying Florida’s outdoor lifestyle. Surrounded by lush greenery, this property is located in a quiet, forest-like community rich in natural beauty. The home has been freshly painted inside and out, showcasing its modern appeal, and features a long driveway for ample parking. Conveniently located near top-rated Seminole County schools, including Longwood Elementary School, Milwee Middle School, and Lyman High School this home is ideal for families. It also offers excellent accessibility—just minutes from I-4, making commuting a breeze. You’re approximately 10 minutes from historic downtown Longwood, where you can enjoy local dining, shopping, and community events. Major highways and roadways are easily accessible, providing quick connections throughout Central Florida. With no HOA restrictions and a prime location near schools, shopping, and major routes, this home offers the perfect blend of comfort, style, and convenience. Don’t miss your opportunity to own this exceptional property—schedule your showing today!
Listing is courtesy of: NETWORTH REALTY OF ORLANDO, LLC (321-329-3127)
Listing Agent: Wendy Aldana Llc (510-316-6968)
147 SANDALWOOD WAY, LONGWOOD, FL 32750
$349,00020 Days on yellowkey MLS ID: O6388990
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1558 Built: 1978 Tax: $3,982 (2024)Community: SandalwoodSingle Family
Taxes:$3,982
Remarks: SELLER WILL CONSIDER CONCESSIONS!! Discover the possibilities at 147 Sandalwood Way with a unique opportunity to own a 3-bedroom, 2-bath home plus a garage efficiency, all with NO HOA. **This house qualifies for a REDUCED RATE through the seller’s preferred lender. This is a lender-paid rate buydown to help reduce your monthly payment and/or closing costs.** Situated on a fully fenced 1/4-acre lot, this property is priced with its future potential in mind and is ready for your personal vision to truly make it shine. Inside, the home offers a split floor plan with cozy, functional living spaces. The family room flows directly into the kitchen, where you’ll find granite countertops, a small island, and ample cabinet space. The dining area was converted from the original porch, and an additional enclosed porch was added to create extra living space and flexibility. A portion of the garage has been converted into an efficiency with it's own entry access, giving you space to use as an additional room, office, or income potential. It includes a bathroom with a shower stall and a small kitchenette, all under central air. While it is not counted in heated square footage, it brings the total usable space to just under 2,000 square feet. If you’d prefer a traditional garage, the space can very easily be converted back. Major systems have already been addressed, with the roof and HVAC updated in 2013, and the plumbing and electrical systems up to code. A pre-inspection has been completed, and the home is expected to pass a 4-point inspection, adding peace of mind. Step outside to an oversized lot with no rear neighbors, backing up to a serene conservation area for added privacy. Located adjacent to Sandalwood Park, with a playground and basketball courts, you’ll enjoy easy access to recreation while still having a quiet, low-traffic setting. Built with durable concrete block construction and located in a highly rated Seminole County school district, this property offers solid bones in a prime location. Enjoy quick access to shopping, dining, and major highways, all while living in a neighborhood known for its charm and convenience. Bring your vision and cosmetic updates to make this home your own!
Listing is courtesy of: KELLER WILLIAMS HERITAGE REALTY (407-862-9700)
Listing Agent: Melissa Maggio (407-592-5352)
427 BRENTWOOD CLUB CV, LONGWOOD, FL 32750
$775,00089 Days on yellowkey MLS ID: O6373846
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: 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)
1040 ARDEN ST, LONGWOOD, FL 32750
$444,995198 Days on yellowkey MLS ID: O6349085
REDUCED by $4,905 (1.1%) on 04/17/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2374 Built: 1967 Tax: $1,954 (2024)Community: Sanlando SpgsSingle Family
Taxes:$1,954
Remarks: One or more photo(s) has been virtually staged. If no HOA and outdoor space is what you are looking for, look no further! This spacious ranch-style home is located on a large lot with plenty of room for all of your toys. Inside, this home has 4 bedrooms (potential for 5) and 2 bathrooms. The main living room leads to a large dining area, an updated, bright and airy kitchen, and a large family room with a brick fireplace overlooking the expansive back yard. The interior laundry room leads to a two-car garage, a secluded 4th bedroom, and an additional flex room that would be perfect for a secluded home office or home gym. Outside, there is room for cars, boats, rv's, or whatever you need. The asphalt parking pad/sport court behind the double-gate privacy fence has a metal carport canopy for vehicles or a covered entertainment space. This home has a country feel right in the city, with no HOA. Come see it today!
Listing is courtesy of: CARLISLE REALTY, LLC (407-557-4024)
Listing Agent: James Rouadi (407-557-4024)
307 COBLE DR, LONGWOOD, FL 32779
$475,00059 Days on yellowkey MLS ID: O6380947
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1987 Built: 1978Monthly Fee: $23 Tax: $5,763 (2024)Community: Wekiva Hills Sec 04Single Family
Taxes:$5,763
Remarks: Some homes just feel right the moment you walk in… and 307 Coble Drive is one of them. Natural light pours through the living spaces, creating a warm and inviting atmosphere that instantly feels like home. The layout flows effortlessly—giving you the perfect balance of open gathering areas and private spaces to unwind. At the heart of the home, the kitchen connects seamlessly to the main living area, making everyday living easy and entertaining even better. Whether it’s a quiet morning coffee or hosting friends and family, this space was designed for real life. The primary suite offers a comfortable retreat—ideal for recharging at the end of the day—while the additional bedrooms provide flexibility for guests, a home office, or growing needs. Step outside and you’ll find a backyard with room to relax, entertain, or simply enjoy the Florida lifestyle. It’s the kind of space where weekends feel slower and evenings last a little longer. Located in the heart of Longwood, you’re surrounded by established neighborhoods, mature trees, and convenient access to everything Central Florida has to offer—from daily essentials to major roadways that make commuting simple. Enjoy unbeatable proximity to Wekiva Golf Club, Wekiva Island, and Wekiva Springs State Park, ideal for outdoor enthusiasts. Zoned for top rated Seminole County schools and conveniently close to Publix, local parks, dining, and shopping, this home offers an exceptional balance of lifestyle and location. As part of the Wekiva community, residents enjoy access to two parks, a community center, and 26 miles of walking trails surrounding the private Wekiva Golf Course. This home is ready for its next chapter. This home presents a unique opportunity to move into a desirable area and make it your own! If you’ve been waiting for a home that offers comfort, location, and potential… this is one you don’t want to miss.
3311 HORSESHOE BEND CT, LONGWOOD, FL 32779
$1,725,000105 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
Elementary School: Heathrow Elementary
Middle School: Markham Woods Middle
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 FOX VALLEY DR, LONGWOOD, FL 32779
$554,80022 Days on yellowkey MLS ID: O6394368
0 Days Off yellowkey (back on 4/18/2026)
REDUCED by $13,200 (2.3%) on 04/13/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2113 Built: 1974Monthly Fee: $54 Tax: $2,374 (2025)Community: Sweetwater Oaks Sec 06Single Family
Taxes:$2,374
Remarks: Under contract-accepting backup offers. Welcome to 601 Fox Valley Drive & & PLEASE VIEW THE DIGITAL WALK THRU VIDEO. This much loved home is ideally situated on a wide, tree-lined street in the highly sought-after Sweetwater Oaks community. Nestled on a lush, oversized fenced corner homesite with abundant native landscaping, this .41 acre property offers exceptional privacy and curb appeal. This handsome 4-bedroom, 2-bath pool home features an oversized garage and a wide brick-paver driveway, providing ample parking and storage. Designed with both comfort and functionality in mind, the home offers two inviting front entrances connected by charming brick-paver walkways. A covered front porch entry leads directly to the utility room and kitchen, while the formal entry opens to a tiled foyer that flows seamlessly into the living room, complete with vaulted ceilings and French doors leading to the pool and covered lanai. The foyer also connects to a cozy family room with a corner wood-burning fireplace w/ sliders accessing the porch the rear porch. The beautiful dining room has crown molding & wood floors.—each space features rich wood flooring and elegant plantation shutters. The thoughtfully designed floorplan provides a natural flow ideal for both everyday living and entertaining. The updated island kitchen is a standout, showcasing granite countertops, abundant cabinetry, tile backsplash, under-cabinet lighting, and stainless steel appliances. Enjoy flexible dining options with breakfast nook, formal dining room, or the expansive screened lanai accessible thru glass sliders from kitchen—perfect for morning coffee while overlooking the pool & serene natural views. Step outside to your private backyard retreat, featuring a pool with long lasting Pebble Tec finish + a deep end for diving invites endless fun and relaxation. The bedroom wing is conveniently located off the kitchen, offering four spacious bedrooms and a large hall bath that also serves as a pool bath. The primary suite features an ensuite bath with a stunning oversized shower and a unique atrium-style design with a glass wall and private planting area, creating a spa-like outdoor ambiance. Additional highlights include energy-efficient windows and doors, electric service panel & breaker boxes replaced in 2026, roof replaced in Dec. 2017 & Trane A/C replaced in 2016, all baths & the rear covered porch have tile floors, and the home has plantation shutters throughout on all windows & kitchen & family room sliders. Enjoy the Low HOA dues offering the unmatched lifestyle of Sweetwater Oaks with exclusive resort style resident amenities including tennis and pickleball courts, basketball courts, playgrounds, covered pavilions, a sandy beach on Lake Brantley, sand volleyball, fishing dock, soccer and baseball fields, canoeing & kayaking on the Wekiva River, and a private boat ramp to large & skiable Lake Brantley. Conveniently located near top-rated Seminole County schools and just minutes from Altamonte Mall, hospitals, restaurants, and Wekiva Springs State Park—this home truly has it all. WELCOME HOME!!!
Listing is courtesy of: RE/MAX TOWN & COUNTRY REALTY (407-695-2066)
Listing Agent: Rob Breese, Iii (321-436-8813)
2228 EARLEAF CT, LONGWOOD, FL 32779
$2,785,0001 Day 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: Set 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 within the coveted 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 introduces 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 five-foot by eight-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 both 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 the kitchen and family room. The chef’s kitchen is a true 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 own 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 perfectly paired with Seminole County’s most 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)
420 W WEKIVA TRL, LONGWOOD, FL 32779
$448,000Listed 04/18/2026 6:45AM MLS ID: O6398480
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1787 Built: 1978Monthly Fee: $21 Tax: $4,216 (2025)Community: Wekiva Hills Sec 06Single Family
Taxes:$4,216
Remarks: A RARE opportunity in Wekiva awaits! Every major update has already been thoughtfully completed—offering a level of ease, confidence, and comfort that’s increasingly hard to find. Ideally positioned directly across from the Wekiva Golf Club, this light-filled three-bedroom, two-bath residence pairs meaningful upgrades with a warm, functional layout designed for modern living. Inside, an open and airy floor plan creates effortless flow between living spaces, with natural light pouring in and highlighting the striking stone fireplace—a true centerpiece that brings both character and comfort. Soft, neutral tones throughout provide a refined and versatile backdrop, ready to complement any style. The primary suite offers a standout feature: a private office just off the bathroom. Whether working remotely, creating, or simply seeking a quiet retreat, this flexible space adds a layer of intentional living that today’s buyers value. Major system updates include a 2023 roof, 2023 hurricane-impact windows. The HVAC system is scheduled for replacement, with installation pending by a licensed Florida contractor and expected to be completed in April—offering added peace of mind. Additional improvements continue throughout, including a brand-new kitchen refrigerator (2025), a second newer garage refrigerator (within the past two years), updated washer and dryer, and a newer garage door enhancing both convenience and curb appeal. For added confidence, a recent four-point inspection has already been completed. Outdoors, a fully fenced backyard invites year-round enjoyment, complete with a screened-in porch and spacious patio—ideal for relaxing, entertaining, or embracing the Florida lifestyle with ease. Set within the established and highly desirable Wekiva Springs community, just moments from parks, trails, and everyday conveniences, this home offers a rare combination of thoughtful upgrades, flexible living, and true move-in-ready appeal. This opportunity will not last!
Listing is courtesy of: COMPASS FLORIDA LLC (407-203-9441)
Listing Agent: Sarah Tomlinson (407-721-7823)
411 N WAYMAN ST, LONGWOOD, FL 32750
$375,0001 Day on yellowkey MLS ID: O6399983
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1699 Built: 2005 Tax: $1,649 (2024)Community: Kincaid SubSingle Family
Taxes:$1,649
Remarks: One or more photo(s) has been virtually staged. Welcome to this beautifully designed split floor plan home situated on an oversized 1/3-acre waterfront lot in the heart of Longwood, Florida. Built in 2005, this residence offers the feel of newer construction with the space and flexibility today’s buyers are looking for. Step inside to discover an open-concept layout featuring volume and vaulted ceilings throughout, creating a bright and airy atmosphere. The spacious living areas flow seamlessly, perfect for both everyday living and entertaining. Tile flooring runs throughout the entire home—no carpet anywhere—offering durability and easy maintenance. The kitchen is designed for gathering, complete with a breakfast bar, bay window, and dedicated dining area that fills the space with natural light. Ample cabinetry and storage throughout the home ensure everything has its place. The split-bedroom layout provides privacy and functionality, while the two-car garage adds convenience and additional storage options. Out back, the expansive waterfront yard offers endless potential. Whether you envision a pool, outdoor kitchen, garden retreat, or custom entertaining space, this property is ready for the next owner’s vision to bring it to life. Located just 0.5 miles from Reiter Park—known for weekend farmers markets, holiday events, and community gatherings—this home also enjoys proximity to excellent schools, shopping, and dining. Best of all, there are no HOA payments. Don’t miss this opportunity to own a spacious waterfront property in one of Longwood’s most desirable areas.
Listing Agent: Jeremy Mazza (407-574-9859)
102 N SILVER CLUSTER CT, LONGWOOD, FL 32750
$395,0001 Day on yellowkey MLS ID: O6399945
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1166 Built: 1975 Tax: $4,071 (2024)Community: Lake Searcy ShoresSpa: NoSingle Family
Taxes:$4,071
Remarks: Welcome to 102 Silver Cluster Ct N in Longwood, a beautifully maintained pool home under $400K offering comfort, value, and an unbeatable opportunity for first-time buyers or anyone looking for a great starter home in a desirable Seminole County location. Tucked away on a quiet dead-end street with no through traffic, this home provides both privacy and peace of mind. This solid concrete block home features a functional split floor plan with bright, open living spaces filled with natural light. The interior flows seamlessly, with French doors leading out to a screened-in patio that overlooks your private pool — perfect for relaxing weekends, entertaining friends, or enjoying Florida living year-round. The kitchen is updated with white shaker cabinets and offers a clean, modern feel, while the home’s layout makes everyday living easy and comfortable. Step outside to a fully fenced, oversized backyard complete with an irrigation system, providing plenty of space for pets, play, gardening, or future outdoor enhancements. Major updates include a new roof (2023), double-pane windows, and an HVAC system (2017), offering confidence and efficiency for years to come. The screened patio and pool area create a true backyard retreat, making this Longwood home absolutely stand out at this price point. Located in the heart of Longwood, you’re just minutes from Historic Downtown Longwood, Reiter Park, and the SunRail station, along with easy access to shopping, dining, and major roadways. Outdoor enthusiasts will enjoy nearby parks, trails, and recreational areas, while the home’s central location makes commuting throughout Central Florida simple and convenient. With its affordable price, thoughtful updates, private setting, and inviting pool, 102 Silver Cluster Ct N is a rare find and the perfect place to start your next chapter.
Listing Agent: Abby Greenberg (407-484-2689)
811 GREENSHIRE CT, LONGWOOD, FL 32779
$1,349,0001 Day on yellowkey MLS ID: O6399384
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 4293 Built: 1989Monthly Fee: $367 Tax: $7,316 (2025)Community: Sweetwater Club Unit 7Spa: YesSingle Family
Taxes:$7,316
Remarks: Welcome to 811 Greenshire Ct, a rare opportunity to own a fully renovated private estate in the heart of Longwood, FL, where luxury, space, and multigenerational living come together on nearly 2 acres. Ideally located just minutes from Wekiva Island, Publix at Shoppes of Sweetwater, and top-rated Seminole County schools, this exceptional 5-bedroom, 4-bath residence offers 4,293 square feet of thoughtfully designed living space with no carpet throughout and a true move-in-ready feel. Designed for today’s lifestyle, this home delivers exactly what buyers are searching for—privacy, flexibility, and high-end upgrades—making it ideal for multigenerational living, extended stays, or long-term value. The standout feature is the approximately 800-square-foot attached multigenerational suite built in 2022, offering complete independence with its own full kitchen, living area, spacious bedroom, additional enclosed flex space with Murphy bed, ADA-compliant bathroom, wheelchair-accessible doors, separate septic system, private propane generator, and a dedicated washer and dryer—perfect for in-laws, guests, or private living quarters. Inside the main home, refinished travertine floors and new wood flooring in every bedroom create a seamless blend of elegance and warmth, complemented by an updated kitchen with refinished cabinetry and newer appliances, a luxurious primary suite with a spa-inspired bath and Roman tub, and a beautifully remodeled guest bath featuring a custom stained-glass window, new tile shower, and updated cabinetry. Hunter Douglas Roman shades are installed throughout, and all windows and doors were replaced between 2021 and 2022, adding both efficiency and peace of mind. The outdoor living experience is equally impressive, featuring a saltwater pool with a variable speed pump and computer-controlled lighting, an enclosed courtyard for added privacy, and an expansive fenced backyard with an additional cleared half-acre—ideal for entertaining, future expansion, or simply enjoying the space. A whole-home audio system extends to the pool, deck, and porch, creating a seamless indoor-outdoor lifestyle. Additional highlights include a heated and air-conditioned garage with epoxy flooring, smart sprinkler system, newer roof, dual-zone HVAC, and a full alarm system. Homes offering this level of land, upgrades, and true multigenerational flexibility in Longwood are rare, making this a standout opportunity for buyers seeking space, luxury, and long-term value. Schedule your private showing today.
Listing is courtesy of: KELLER WILLIAMS WINTER PARK (407-545-6430)
Listing Agent: Gina Hutchinson (386-793-4262)
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