Location: Longwood
Do Not Show Listings
1000 CROOKED OAK COURT, LONGWOOD, FL 32779
$599,900154 Days on yellowkey MLS ID: O6378220
0 Days Off yellowkey (back on 7/7/2026)
REDUCED by $20,000 (3.2%) on 04/30/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2808 Built: 1974Monthly Fee: $54 Tax: $6,597 (2024)Community: Sweetwater OaksSpa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$6,597
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: Virtually Staged. Updated Sweetwater Oaks! 4-bedroom, 3-bath retreat, 2,808 sq ft **open tropical pool**, **screened lanai**comfortable living on an expansive Thoughtfully modernized this. Set on a Cul-de-sac street, the property enjoys a unique presence with 2 front entrances, enhancing both convenience and curb appeal. Open-concept single story with a lot natural light. Superb family room with a cozy fireplace, Large, Bright, & Beautiful Kitchen with Stainless steel appliances and an eat-in nook. **oversized living room** and a **spacious dining room** ideal for hosting. Recent upgrades elevate the home’s **to "new flooring in 3 bedrooms, and new porcelain tile flooring in Florida room". (2026)**, a **new roof (Dec 2025)**, **new AC compressor (2024)**, **new pool pump (2024)**, and a **pool resurfacing (2019)**. Throughout the home, **laminate and tile flooring** offers durability and style., **fenced yard**, and **sun-splashed patio** serene backdrop for relaxation, play, and outdoor entertaining. Sought-after community amenities, enjoy access to a **playground, tennis courts, basketball court, volleyball court, covered picnic area**, and exclusive **lake access to Lake Brantley**, complete with a sandy beach area. **Wekiva River access** Move in ready! Hurry! Won't last!
Listing is courtesy of: KELLER WILLIAMS HERITAGE REALTY (407-862-9700)
Listing Agent: Caroline Moffitt Lawton (407-670-9797)
1833 CROWLEY CIR, LONGWOOD, FL 32779
$550,000181 Days on yellowkey MLS ID: O6369834
REDUCED by $10,000 (1.8%) on 06/15/2026
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2742 Built: 1985 Tax: $5,474 (2024)Community: Mandarin Sec 5Single Family
Taxes:$5,474
Elementary School: Woodlands Elementary
High School: Lake Mary High
Middle School: Markham Woods Middle
Remarks: Under contract-accepting backup offers. Virtually Staged. Welcome to 1833 Crowley Circle, a beautifully maintained POOL home offering comfort, freedom, and an unbeatable location — with NO HOA! This inviting property features a private backyard oasis with a lovely pool, perfect for Florida living and entertaining year-round. Enjoy peace of mind knowing the home has been thoughtfully updated, including a full replumb completed 4 years ago, new breaker boxes 4 years, a new pool pump 4 years, and an AC compressor replaced approximately 5 years ago. Stunning fireplace featured in living room to keep the whole family cozy. Enjoy the amazing kitchen in the heart of the home with serving window, breakfast bar area, and extra pull out pantry space! Ideally situated just one mile from the Seminole Wekiva Trail, this home is perfect for outdoor enthusiasts who love biking, walking, and nature, while still being close to everyday conveniences. Near major roadways including I4 making commute to theme parks, downtown, Orlando or Sandford International airports, beaches, and so much more! Whether you’re relaxing poolside, hosting friends, or enjoying nearby trails, 1833 Crowley Circle delivers the perfect blend of lifestyle, location, and long-term value. Don’t miss this opportunity to own a move-in-ready pool home! Easy to show so come see today!
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE 2 REALTY (407-393-5901)
Listing Agent: Christina Rampersad (407-995-6788)
1930 LONG POND DR, LONGWOOD, FL 32779
$1,199,00013 Days on yellowkey MLS ID: O6419038
Bed: 5 Bath: 3.0 Gar: 18 Liv Area Sq Ft: 2704 Built: 1986 Tax: $6,535 (2025)Community: Mandarin Sec 7Single Family
Taxes:$6,535
Tax Year: 2025
Remarks: Situated on more than 1 ACRE in Longwood's desirable Mandarin community with no HOA, this 5-bedroom, 3-bath pool home offers approximately 2,700 square feet of living space along with a detached 16 CAR air-conditioned garage, perfect for any automotive enthusiast. Inside, you'll find a spacious floor plan designed for comfortable everyday living. Tile flooring flows throughout the main living areas, while the kitchen serves as the heart of the home with granite countertops, upgraded wood cabinetry, abundant workspace, and generous bar seating. The kitchen opens seamlessly to the family room, where a wood-burning brick fireplace creates a warm gathering space for family and friends. The primary suite provides direct access to the patio through glass doors and features dual walk-in closets, dual vanities, and a spacious en-suite bath. Four additional bedrooms providing flexibility for guests, a home office, fitness space, or multi-generational living. Step outside and enjoy your own private retreat featuring an oversized recently resurfaced swimming pool surrounded by an expansive paver deck. The property also includes a storage shed with a newer roof and a well for irrigation, helping maintain the grounds efficiently. What truly sets this property apart is the incredible detached, air-conditioned garage capable of accommodating up to 16 vehicles. Built for serious collectors, hobbyists, RV owners, or business owners, the structure features 12-foot ceilings, 8-inch reinforced concrete with rebar, and exceptional versatility. The driveway and RV pad were also completely rebuilt with 6-inch reinforced concrete and rebar for long-term durability. The detached garage also provides unique opportunity to generate supplemental income by renting storage space to other vehicle collectors in need of secure, covered storage. A newer 2022 roof adds peace of mind, Solar Shield throughout the Attic to assist with energy efficiency. This home is within easy reach of everything Central Florida has to offer. Enjoy a short drive to the Lake Mary business corridor, Downtown Orlando, world-renowned theme parks, and the area's beautiful Atlantic coast beaches, along with access to Seminole County's top-rated schools. Whether you're searching for room to grow, space for a vehicle collection, income-producing potential, or simply the freedom that comes with owning over an acre without HOA restrictions, this is a property that offers possibilities rarely found in today's market.
Listing is courtesy of: KROLL REALTY GROUP (407-339-6930)
Listing Agent: Holly Kroll (407-716-7429)
952 MOSS TREE PL, LONGWOOD, FL 32750
$570,00055 Days on yellowkey MLS ID: O6409376
1 Days Off yellowkey (back on 7/7/2026)
REDUCED by $10,000 (1.7%) on 06/08/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2578 Built: 1998Monthly Fee: $112 Tax: $4,172 (2025)Community: Longwood ClubSpa: NoSingle Family
Taxes:$4,172
Remarks: Under contract-accepting backup offers. Back on the market due to a change in the buyer’s circumstances. No inspections were conducted. Welcome home to this beautifully maintained 4-bedroom, 3-bathroom pool home located in the highly desirable gated community of Longwood Club! Perfectly positioned on a quiet cul-de-sac next to a vacant HOA-owned lot, this property offers added privacy and a peaceful setting. From the moment you enter through the stunning large double doors, you are greeted by views of the solar-heated saltwater pool through the expansive living room windows, truly capturing Florida living. Laminate and tile flooring run throughout the home with no carpet in sight. The spacious kitchen features appliances updated in 2020, 42-inch wood cabinetry, a breakfast bar, center island, and abundant counter space, all opening to the family room with a built-in entertainment center. Triple stacking sliding glass doors lead to the spacious covered patio and pool area, creating the perfect indoor-outdoor entertaining space. The primary suite offers a relaxing sitting area along with an updated en suite bath featuring dual vanities, a garden tub, walk-in shower, and two large walk-in closets. Two additional bedrooms are tucked away down their own private hallway. A separate en suite with a bedroom and bathroom is off the living area with both space and privacy for guests, multigenerational living, or even potential rental opportunities, complete with its own access door to the patio and pool. Additional highlights include surround sound speakers throughout the home and patio ready to be wired and re-activated, a newly rebuilt pool pump, freshly installed garage door springs, AC less than 2 years old, water heater replaced in November 2020, and a storage shed, ideal for storing pool and lawn equipment. Conveniently located with easy access to I-4, nearby hospitals, shopping, dining, and just minutes from Reiter Park, this home has comfort, functionality, and an unbeatable location wrapped in one exceptional package.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Veronica Figueroa (407-519-3980)
450 LONGMEADOW LN, LONGWOOD, FL 32779
$509,900124 Days on yellowkey MLS ID: O6390534
REDUCED by $15,100 (2.9%) on 06/26/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2623 Built: 1987Monthly Fee: $77 Tax: $3,398 (2024)Community: Sabal Point Sabal View AtSingle Family
Taxes:$3,398
Remarks: Excellent opportunity in Sabal Point. POOL house with two NEW HVACs. 4 bedrooms, 3.5 bathrooms with office. Master on first floor.
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Laura Hilton, Pa (407-718-2291)
849 LOGAN DR, LONGWOOD, FL 32750
$439,0009 Days on yellowkey MLS ID: O6422103
Bed: 5 Bath: 3.0 Liv Area Sq Ft: 1707 Built: 1960 Tax: $3,048 (2025)Community: LongdaleSingle Family
Taxes:$3,048
Remarks: Welcome to this beautifully renovated 5 bedroom, 3 bathroom home offering the perfect combination of space, style, and convenience. Renovated within the last 3 years, this move in ready property features a modern kitchen, updated bathrooms, newer flooring, water heater, central AC, light fixtures, and many additional upgrades throughout. Fresh interior paint gives the home a bright and inviting feel. The spacious floor plan provides plenty of room for family living, entertaining, or working from home. Step outside to enjoy the large backyard, perfect for gatherings, pets, or future outdoor projects, along with a generously sized storage shed for all of your tools and equipment. Conveniently located just minutes from Highway 17-92 and SR 434, this home offers easy access to shopping, restaurants, schools, parks, and major commuter routs. Don't miss this opportunity to own a beautifully updated home in the heart of Longwood!
Listing Agent: Fredy Aucaquizhpi (407-489-3990)
3711 N RONALD REAGAN BLVD, LONGWOOD, FL 32750
$360,00022 Days on yellowkey MLS ID: O6419002
REDUCED by $15,000 (4.0%) on 07/06/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 960 Built: 1969 Tax: $2,043 (2024)Community: NaSpa: NoSingle Family
Taxes:$2,043
Elementary School: Highlands Elementary
Middle School: Greenwood Lakes Middle
Remarks: Prime Investment Opportunity – 3711 N Ronald Reagan Blvd, Longwood, FL 32750! This versatile .65-acre property (including an adjacent parcel) offers outstanding potential for residential use, commercial redevelopment, or a developer seeking to build or operate a business in a rapidly growing Central Florida location. Featuring a solid 960 sqft block-construction building (built 1969) with a strong foundation that can be renovated for immediate use or easily torn down for new construction, the site is high and dry with electricity and water already connected. Tucked behind a thick layer of trees for natural privacy yet enjoying excellent frontage on highly trafficked N Ronald Reagan Blvd (CR 427), the property sits just minutes from Seminole State College, approximately 10 minutes from SR 417, and centrally located with quick access to I-4, US 17-92, and abundant local amenities including shopping, dining, and parks. Currently zoned R-1 and positioned in an area of strong growth and infrastructure improvements, this ready-to-go infill site delivers flexibility for rental income, owner-occupied use, or mixed-use development in one of Seminole County's most convenient corridors. Don't miss this high-potential opportunity—contact us today for details or to discuss redevelopment possibilities!
Listing is courtesy of: AGILE GROUP REALTY (813-569-6294)
Listing Agent: Christopher Lyons (407-230-2210)
175 SHERIDAN AVE, LONGWOOD, FL 32750
$425,00097 Days on yellowkey MLS ID: O6397490
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1947 Built: 1976Monthly Fee: $6 Tax: $6,928 (2025)Community: Winsor Manor 1St AddSpa: NoSingle Family
Taxes:$6,928
High School: Lyman High
Middle School: Rock Lake Middle
Remarks: A Thoughtfully maintained 4-bedroom, 2-bath home in the heart of Longwood offering approximately 1,947 sq ft on a spacious quarter-acre lot. Designed for both comfort and entertaining, the home features open living areas and a private backyard retreat with a 10-ft deep pool. Enjoy added peace of mind with a security system and the flexibility of no mandatory HOA—participation optional. Located within a highly regarded Seminole County school district , walking distance to rock lake middle school and just minutes to shopping, dining, and major roadways. A rare opportunity combining space, lifestyle, and freedom.
Listing is courtesy of: SET HOMES REALTY LLC (407-690-3314)
Listing Agent: Dejahne Johnson (914-843-0771)
431 BRENTWOOD CLUB CV, LONGWOOD, FL 32750
$565,00012 Days on yellowkey MLS ID: S5153002
3 Days Off yellowkey (back on 7/6/2026)
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2640 Built: 2006Monthly Fee: $155 Tax: $8,271 (2025)Community: Brentwood ClubSingle Family
Taxes:$8,271
Remarks: Welcome to this beautifully maintained 4-bedroom, 3-bathroom home located in the highly desirable gated community of Brentwood Club in Longwood. Offering a spacious and functional floor plan, this home is filled with natural light and provides the perfect blend of comfort and style for everyday living and entertaining. The well-appointed kitchen features ample cabinetry, generous counter space, and a breakfast area that opens to the main living spaces. The spacious primary suite serves as a private retreat with an en-suite bathroom and walk-in closet. Three additional bedrooms and two full bathrooms provide plenty of space for family, guests, or a home office. Step outside to enjoy the private backyard, ideal for relaxing, outdoor dining, or weekend gatherings. Located in the heart of Longwood, this home is just minutes from top-rated Seminole County schools, shopping, dining, parks, golf courses, and major highways, providing easy access throughout Central Florida. Don't miss the opportunity to own this exceptional home in one of Longwood's most sought-after gated communities. Schedule your private showing today!
Listing is courtesy of: HOLDING GOLDEN REAL ESTATE INC (407-850-0067)
Listing Agent: Alberto Tse (407-850-0067)
2271 SPRINGS LANDING BLVD, LONGWOOD, FL 32779
$895,00061 Days on yellowkey MLS ID: O6408106
4 Days Off yellowkey (back on 7/6/2026)
REDUCED by $30,000 (3.2%) on 06/18/2026
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2702 Built: 1982Monthly Fee: $50 Tax: $3,798 (2024)Community: Springs Landing Unit 3Single Family
Taxes:$3,798
Remarks: Under contract-accepting backup offers. Welcome to 2271 Springs Landing Boulevard, a stunningly reimagined modern residence in the highly sought-after Springs Landing community of Longwood. This fully renovated 5-bedroom, 3-bathroom pool home spans 2,702 square feet, blending elevated contemporary design with timeless luxury finishes throughout. From the moment you arrive, the home’s striking curb appeal makes a lasting impression with all-new paver driveways, lush landscaping, and a completely updated sprinkler system. Inside, the home has been thoughtfully redesigned from top to bottom with porcelain tile flooring throughout, contemporary baseboards and doors, and recessed can lighting added throughout the home to create a bright, sophisticated atmosphere. The heart of the home is the breathtaking kitchen, featuring custom shaker cabinetry, Taj Mahal granite and quartz countertops, designer tile backsplash, under-cabinet lighting, a wine refrigerator, and a massive walk-in custom pantry. The layout flows seamlessly into the living areas, centered around a custom stacked-stone fireplace with Taj Mahal granite hearth, creating the perfect blend of warmth and modern elegance. This thoughtfully designed floorplan includes two luxurious primary suites, ideal for multigenerational living or hosting guests. The main primary retreat features a custom luxury walk-in closet, individual vanities, and a spa-inspired bathroom complete with a soaking tub and designer-level finishes. An additional bedroom offers flexibility as a home office, gym, or flex space. Indoor and outdoor living merge effortlessly through all-new sliding glass doors leading to the screened-in pool and outdoor entertaining spaces. The resurfaced pool, updated tile border, and expansive screened deck create a private backyard retreat perfect for entertaining year-round. Every space throughout inside and out has been beautifully renovated with elevated finishes, including a pool bath featuring a double vanity and custom storage shelving. Major system updates provide complete peace of mind, including a new roof (2024), new windows, new water heater (2026), new HVAC system (2026), electrical panel updates (2025), and plumbing updates (2025). Located in the desirable Springs Landing community off Markham Woods Road, residents enjoy proximity to Wekiwa Springs State Park, the Seminole Wekiva Trail, and top-rated Seminole County schools. If you're looking for that "Old Florida" feel while still being centrally located, then this is the home for you! Don't blink - this home is a rare opportunity to own a truly turnkey luxury home with resort-style amenities in the heart of Longwood.
Listing is courtesy of: COMPASS FLORIDA LLC (407-203-9441)
Listing Agent: Abby Greenberg (407-484-2689)
1540 TRACY DEE WAY, LONGWOOD, FL 32779
$550,00012 Days on yellowkey MLS ID: O6420051
0 Days Off yellowkey (back on 7/6/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2224 Built: 1978Monthly Fee: $58 Tax: $2,254 (2025)Community: Jennifer EstatesSingle Family
Taxes:$2,254
Elementary School: Wekiva Elementary
High School: Lake Brantley High
Middle School: Teague Middle
Remarks: Under contract-accepting backup offers. Welcome to 1540 Tracy Dee Way, a 4-bedroom, 3-bathroom pool home located in the popular Jennifer Estates community of Longwood. Beautiful curb appeal welcomes you with a wide front lawn, mature landscaping, lush palms, manicured hedges, a spacious driveway, a 2-car garage, stone accent details, and a warm exterior with a red front door and shutters that add character. Inside, the welcoming entryway features a wood front door, side glass panel, coat closet, and tiled foyer that opens into the main living areas. The spacious family room offers warm wood flooring, a striking fireplace with custom wood built-in shelving and cabinetry, and French doors leading directly to the outdoor living area and pool. Additional living and dining spaces feature large front-facing windows, neutral wall tones, and a flexible open layout filled with natural light. The kitchen offers abundant bright cabinetry, generous counter space, recessed lighting, tray ceiling detail, tile backsplash with warmth and texture, a breakfast bar with a double sink, and easy flow to the dining area and breakfast nook. The spacious primary bedroom features soft carpet, neutral tones, generous closet storage, an ensuite bathroom, natural light, and direct access to the outdoor patio area. Bedroom 2 offers its own ensuite bathroom, while bedrooms 3 and 4 share the third bathroom, creating a functional layout with added flexibility for family, guests, or a home office. The backyard offers a true Florida retreat with a sparkling private pool, expansive paver deck, fully fenced yard, beautiful landscaping, and plenty of green space to relax, entertain, and enjoy your own private backyard oasis. Jennifer Estates offers a community boat ramp to popular Lake Brantley and is just minutes to Wekiva Springs State Park, major roadways, shopping, dining, and popular Central Florida attractions. Recent updates include roof 2024, HVAC 2025, pool pump 2026, fence 2024, and fireplace roof hood 2026. Zoned for Wekiva Elementary and Lake Brantley High School, this home offers a wonderful opportunity in one of Longwood’s most established and desirable areas.
Listing is courtesy of: EXP REALTY LLC (407-641-2808)
Listing Agent: Todd Schroth, Pa (407-641-2808)
351 NEEDLES TRL, LONGWOOD, FL 32779
$599,90028 Days on yellowkey MLS ID: O6417026
1 Days Off yellowkey (back on 7/6/2026)
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2477 Built: 1981Monthly Fee: $23 Tax: $2,483 (2025)Community: Wekiva Club Estates Sec 08Single Family
Taxes:$2,483
Remarks: Under contract-accepting backup offers. Virtually Staged. Welcome to this beautifully updated 4-bedroom, 2.5-bath pool home in the highly sought-after Wekiva Club Estates! Offering 2,477 square feet of living space on a spacious .32-acre lot, this home blends comfort, style, and functionality in one of Seminole County's most desirable communities. Step inside to discover soaring ceilings, an open and inviting floor plan, wood and tile flooring throughout, and a stunning floor-to-ceiling stone fireplace that serves as the centerpiece of the living space. The updated kitchen opens seamlessly to the main living and dining areas, creating the perfect setting for everyday living and entertaining. The spacious primary suite features a beautifully renovated NEW PRIMARY BATH, walk-in closet, and private en-suite retreat, while three additional bedrooms provide plenty of room for family, guests, or a home office. Major updates provide peace of mind, including NEW WINDOWS and a NEW FENCE. Outside, your private backyard oasis awaits. Enjoy Florida living year-round with a sparkling in-ground pool, above-ground spa, lush landscaping, and a cozy fire pit area. Whether you're hosting gatherings, relaxing with family, or enjoying a quiet evening outdoors, this backyard was designed for making memories. Additional features include a two-car garage, wood fencing, public utilities, and low HOA dues. Residents of Wekiva enjoy access to community amenities including parks, playgrounds, tennis courts, sidewalks, and a golf course. Located within the highly rated Wekiva Elementary, Teague Middle, and Lake Brantley High School districts, this home offers convenience, recreation, and an exceptional lifestyle. Don't miss the opportunity to make this move-in-ready Wekiva gem your own!
Listing is courtesy of: RE/MAX 200 REALTY (407-629-6330)
Listing Agent: Abby Nelson (407-571-1445)
1319 SUMMERTREE CT, LONGWOOD, FL 32750
$479,90027 Days on yellowkey MLS ID: O6408309
4 Days Off yellowkey (back on 7/5/2026)
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: Under contract-accepting backup offers. Welcome to 1319 Summertree Ct, a move-in ready home tucked away on a cul-de-sac in the desirable Bay Lagoon community of Longwood. Offering 2,133 square feet of living space under A/C, this versatile property combines flexible indoor living, exceptional outdoor entertaining, smart-home conveniences, and a large private backyard rarely found in today's market. Major updates provide tremendous value and peace of mind, including a NEW ROOF (2022), replaced and sealed EXTERIOR SIDING (2022), LOW E & HURRICANE-RATED impact windows and doors with transferable WARRANTY (2024), THREE multi-zone MINI-SPLIT A/C systems (2024), a 6-FOOT VINYL privacy FENCE (2024), NEW GUTTERS with LeafBlaster Pro aluminum gutter GUARDS (2024), PEX and PVC plumbing. The split-bedroom floor plan provides both privacy and functionality, while the open living areas create a comfortable setting for everyday living and memorable gatherings. Designed for entertaining, the kitchen opens to the Sunroom and adjoining bar area, creating a bright and welcoming space where family and friends naturally gather. The spacious living room seamlessly transitions into the climate-controlled, versatile 432-square-foot Florida/Sunroom, creating an expansive indoor-outdoor living experience rarely found in this price range. Filled with natural light, this exceptional space features its own dedicated mini-split A/C system, energy-efficient hurricane-rated impact windows, and SMART PHONE-controlled CUSTOM SHADES. These features provide comfort, storm protection, energy efficiency, and smart-home convenience while allowing you to enjoy the Florida lifestyle year-round. Sliding glass doors provide easy access to the backyard. Step outside and experience another standout feature: the fully fenced, nearly 10,000-square-foot backyard offers exceptional outdoor living and privacy rarely found in today's market. With three separate outdoor entertaining areas, there is plenty of room for hosting family and friends, creating a future pool oasis, adding an outdoor kitchen, or simply enjoying the tranquility of your own backyard retreat. Pet lovers will appreciate the expansive fenced yard with plenty of room for four-legged family members to run and enjoy endless "zoomies." The property also provides space for boat storage, jet skis, and recreational vehicles. Located within walking distance of Woodland Elementary School and zoned for highly rated Seminole County schools, this home offers an exceptional combination of comfort, convenience, and lifestyle. Outdoor enthusiasts will love being just minutes from Wekiwa Springs State Park, where crystal-clear natural springs, kayaking, and hiking. Explore the nearby Cross Seminole Trail, a 28-mile paved trail perfect for cycling, running, and walking. Visit Longwood Nature Park, discover the historic Senator Tree at Big Tree Park, spend the day at the Longwood Sports Complex, or tee off at several nearby golf courses. Conveniently located near shopping, dining, entertainment, and major highways, with easy access to Lake Mary, Winter Park, Downtown Orlando, Central Florida's world-famous theme parks, Atlantic Coast beaches, and Florida's Gulf Coast. Be sure to view the 3D tour and floor plan, better yet, schedule your private showing.
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
$2,785,00089 Days on yellowkey MLS ID: O6399964
0 Days Off yellowkey (back on 7/4/2026)
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: Under contract-accepting backup offers. 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)
1310 RIDGE RD, LONGWOOD, FL 32750
$465,000107 Days on yellowkey MLS ID: S5146759
REDUCED by $10,000 (2.1%) on 07/04/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1520 Built: 1978 Tax: $4,506 (2024)Community: Myrtle Lake HillsSingle Family
Taxes:$4,506
Remarks: Welcome to your own private oasis in the highly desirable Longwood area! This beautifully maintained home is nestled in a great neighborhood and offers the perfect blend of comfort, style, and outdoor living. Step outside to a backyard designed for entertaining and relaxation. Enjoy the sparkling pool, ideal for cooling off on warm Florida days, or unwind at the charming tiki bar that brings a true resort-style feel to your home. Gather with family and friends around the cozy fire pit, creating the perfect setting for evening conversations and lasting memories. The fully equipped outdoor kitchen makes hosting effortless, providing the perfect space for grilling, dining, and enjoying the Florida lifestyle year-round. With its inviting atmosphere and exceptional outdoor features, this home is perfect for those who love to entertain or simply relax in their own private retreat. Don’t miss the opportunity to own a slice of paradise in one of Longwood’s most sought-after communities!
Listing is courtesy of: VYLLA HOME (407-377-5900)
Listing Agent: Amanda Lindsey (407-617-0067)
3358 HORSESHOE BEND CT, LONGWOOD, FL 32779
$1,415,00029 Days on yellowkey MLS ID: O6417480
0 Days Off yellowkey (back on 6/25/2026)
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3870 Built: 2002Monthly Fee: $353 Tax: $9,571 (2025)Community: Alaqua Lakes Ph 3Spa: YesSingle Family
Taxes:$9,571
Elementary School: Heathrow Elementary
Remarks: Under contract-accepting backup offers. Professional Photos Coming! Welcome to the coveted gated community of Alaqua Lakes, one of Central Florida's most sought-after luxury neighborhoods, perfectly positioned within the highly acclaimed Lake Mary school district. This home is situated on an oversized homesite backing to serene conservation and cul-de-sac street, this exceptional residence offers the privacy, tranquility, and outdoor entertaining that is Florida Living. Inside, you'll find a thoughtfully designed floor plan featuring four bedrooms, a dedicated office, and a spacious bonus room, providing flexibility for work, play, and entertaining. Elegant plantation shutters throughout and wide-plank wood flooring in the primary suite and two secondary bedrooms add warmth and timeless appeal. The kitchen is designed for both everyday living and entertaining, featuring granite countertops, a gas cooktop, abundant cabinetry, and a convenient built-in desk area. Open living spaces flow seamlessly to the outdoor oasis, where a stunning saltwater pool and spa with PebbleTec finish (2009), paver deck, and expansive views of the private backyard create the perfect setting for relaxation and gatherings year-round. Major updates provide peace of mind, including a NEW ROOF (2020) and WATER HEATER (2021). Residents of Alaqua Lakes enjoy an unparalleled lifestyle with a 24-hour manned gated entrance, championship golf course setting, community pool, playground, multipurpose athletic fields, and five lighted Har-Tru tennis courts with a full-time tennis professional, along with pickleball courts for active living. Easy access to I4, the 417, 429 and the Orlando Sanford International Airport (SFB). You are minutes away from the Heathrow Business District and approximately 30 minutes to Downtown Orlando. Cyclist will enjoy the access to Seminole Cross Trail and there are plenty of parks and recreation nearby. This is a rare opportunity to own a beautifully maintained home in one of the premier communities in the Markham Woods Corridor. Schedule your private showing today.
Listing is courtesy of: CORCORAN PREMIER REALTY (407-965-1155)
Listing Agent: Crystal Grohowski, Llc (407-462-7736)
1209 ROXBORO RD, LONGWOOD, FL 32750
$775,000184 Days on yellowkey MLS ID: O6373160
1 Days Off yellowkey (back on 6/30/2026)
REDUCED by $24,999 (3.1%) on 05/29/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 3332 Built: 1969Monthly Fee: $13 Tax: $4,384 (2024)Community: Knollwood 1St AddSpa: NoSingle Family
Taxes:$4,384
Elementary School: Altamonte Elementary
Middle School: Milwee Middle
Remarks: Under contract-accepting backup offers. Fully Renovated Knollwood Estate | Over $315K in Upgrades | 0.70 Acre Lot Welcome to Roxboro Road—an extensively reimagined 4-bedroom, 2.5-bath estate in Longwood’s sought-after Knollwood community, offering 3,332 sq ft of upgraded living space on a spacious 0.70-acre lot. With over $315,000 in renovations, this is not a cosmetic update—it’s a comprehensive, high-quality transformation designed for long-term comfort, efficiency, and peace of mind. The redesigned open floor plan features engineered hardwood flooring, a split-bedroom layout, abundant natural light, and a wood-burning fireplace. At the center of the home, the gourmet kitchen showcases quartzite countertops, shaker cabinetry, a 48” eight-burner gas range with double ovens, farmhouse sink, pot filler, oversized island with seating, and a walk-in pantry—ideal for entertaining and everyday living. Major system upgrades include a new roof, full interior replumbing, all-new electrical, updated HVAC ductwork, two additional mini-split systems, tankless gas water heater, and spray foam insulation—delivering exceptional energy efficiency and reliability. The newly constructed private primary suite offers vaulted ceilings, a walk-in closet, and a spa-style bath with clawfoot soaking tub, dual rain showerheads, dressing area, and separate water closet. Two bonus rooms provide flexible space for an office, nursery, or gym. Three additional bedrooms share a beautifully renovated full bath. Enjoy added living space with an enclosed lanai, plus a covered patio and fully fenced backyard. Outdoor features include a powered workshop with an additional bathroom and a finished she shed with A/C—perfect for a studio, workspace, or private retreat. Additional highlights include double-pane windows, updated lighting, a dedicated laundry room, and optional HOA. Conveniently located near top-rated schools, shopping, dining, and major roadways. Not all renovations are created equal. Some homes have surface updates—this one delivers a true, full-scale renovation. The kind of transformation buyers often spend years and hundreds of thousands trying to complete after purchase… here, it’s already done. Move in with confidence, not a to-do list.
Listing is courtesy of: STOCKWORTH REALTY GROUP (407-909-5900)
Listing Agent: Alison Forbes (407-766-5243)
131 COUNTRYSIDE DR, LONGWOOD, FL 32779
$749,00019 Days on yellowkey MLS ID: O6419828
Bed: 5 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2289 Built: 1972Monthly Fee: $54 Tax: $6,097 (2025)Community: Sweetwater Oaks Sec 02Single Family
Taxes:$6,097
Elementary School: Sabal Point Elementary
Remarks: Welcome to 131 Countryside Drive, where timeless architecture meets sophisticated modern living in the highly sought-after Sweetwater community. If you've been searching for a home that perfectly blends traditional charm with today's designer finishes, your search ends here. Situated on a beautifully landscaped homesite, this extensively renovated custom residence offers 5 bedrooms, 3 full bathrooms, and over 2,200 square feet of thoughtfully designed living space. From the moment you arrive, you'll appreciate the exceptional curb appeal featuring a stunning one-of-a-kind custom front door, an updated front porch, lush landscaping, and a brand-new roof installed in 2023. Step inside to an expansive open-concept floor plan showcasing premium LVP flooring, custom solid maple cabinetry throughout, designer quartz countertops with dramatic waterfall edges, recessed LED lighting, new baseboards, and high-end finishes at every turn. The impressive chef's kitchen is truly the heart of the home, complete with premium white glass appliances, abundant custom cabinetry, oversized entertaining space, and seamless flow into the living and dining areas—perfect for everyday living and hosting family and friends. The oversized primary suite serves as a private retreat, offering enough space for a sitting area, home office, or makeup vanity. The spa-inspired primary bathroom features a luxurious European-style walk-in shower with dual rain shower heads and body sprayers, a freestanding soaking tub beneath a dimmable chandelier, dual vanities, and designer finishes that create a true resort-like experience. Designed for Florida living, the outdoor spaces are every bit as impressive as the interior. A fully refinished 36-foot covered lanai overlooks the expansive backyard, where you'll find a custom outdoor kitchen ready for year-round entertaining, a dedicated fire pit gathering area perfect for relaxing under the stars creating the ideal setting for family and friends. Additional upgrades include Pella dual-pane Low-E argon-filled windows with built-in blinds, all-new interior doors, a water softener system, all PEX plumbing, all copper electrical wiring, a spacious three-car garage, extensive interior and exterior LED lighting, and quality craftsmanship throughout. Living in Sweetwater means more than just owning a beautiful home. Residents enjoy private access to Lake Brantley for boating, fishing, swimming, and paddleboarding, along with parks, tennis courts, playgrounds, and recreational amenities—all included with a remarkably low HOA. Top-rated Seminole County schools are just minutes away, along with shopping, dining, and convenient access to major highways. Located outside of a flood zone, this move-in-ready home combines luxury, functionality, and an unbeatable lifestyle in one of Central Florida's most desirable neighborhoods. Opportunities like this are rare—schedule your private showing today before it's gone.
Listing is courtesy of: CENTRAL FLORIDA PRIME REAL ESTATE LLC (407-404-4041)
Listing Agent: Albin Hubscher (407-404-4041)
880 BRANTLEY DR, LONGWOOD, FL 32779
$2,725,00077 Days on yellowkey MLS ID: O6402900
0 Days Off yellowkey (back on 7/3/2026)
REDUCED by $75,000 (2.7%) on 06/14/2026
Bed: 5 Bath: 6.5 Gar: 3 Liv Area Sq Ft: 5435 Built: 1998 Tax: $21,736 (2024)Community: Acreage & UnrecSpa: YesSingle Family
Taxes:$21,736
Remarks: Under contract-accepting backup offers. Once-in-a-lifetime opportunity to own a privately gated estate on acreage(12 total acres, approx 3 dry) along the pristine shores of Lake Brantley. This astounding 5-bedroom, 5.5-bath estate welcomes you through a striking private gated entrance, featuring a grand circular driveway, lush landscaping, and a tranquil fountain. Enjoy the pinnacle of true privacy with seemingly endless land. Thoughtfully designed, the home showcases elegant formal living and dining rooms, along with a private office complete with custom built-ins. Upon arrival, the soaring ceilings showcase an open and airy floor plan with loads of natural light throughout. The spacious primary suite, located on the west wing, offers a luxurious retreat with a jetted tub, while two additional bedrooms—each with en-suite baths—are positioned on the east wing for added privacy. Upstairs, a secluded guest suite provides its own bedroom, bathroom, and living area. At the heart of the home, the expansive kitchen overlooks the family room and opens seamlessly to the pool and covered patio, creating an ideal space for everyday living and entertaining, all with incredible views of Lake Brantley. Additional highlights include an oversized game room, a secondary living room, and a dedicated private guest bedroom with an en-suite bath. The outdoor living space is meticulously crafted for both privacy and entertaining, featuring a resort-style cabana with granite countertops, a commercial-grade grill, fireplace, ice maker, beer tap, refrigerator, and built-in TV; all with breathtaking vistas and the privacy only acreage can offer. An exceptional setting designed for refined entertaining and unforgettable moments. Embrace the lakefront lifestyle—whether boating, skiing, or simply unwinding as breathtaking sunsets paint the horizon. A charming wood dock extends to your second private dock, complete with a lift and covered space, offering both convenience and elegance. Indulge in the serene ambiance as gentle waters ripple along the shoreline, creating a sense of tranquility unique to this one-of-a-kind residence. Enjoy leisurely afternoons on the pristine 288-acre lake, known for its crystal-clear waters and rare sandy-bottom shoreline—ideal for fishing, skiing, or peaceful relaxation. As evening falls, savor a glass of wine from your reserved sunset vantage point, where the golden hues give way to moonlit reflections dancing across the water. Perfectly positioned in a highly desirable location, this residence offers effortless access to premier shopping, fine dining, major thoroughfares, and top-rated schools. Must be seen to be believed. This property may be under audio/visual surveillance.
Listing is courtesy of: COLDWELL BANKER REALTY (407-333-8088)
Listing Agent: Frank Benevento (407-492-5153)
786 E WARREN AVE, LONGWOOD, FL 32750
$319,90082 Days on yellowkey MLS ID: O6402162
REDUCED by $100 (0.0%) on 07/03/2026
Bed: 3 Bath: 1.5 Liv Area Sq Ft: 1200 Built: 1971 Tax: $1,910 (2024)Community: Wildmere Resurvey Of Blk 4Single Family
Taxes:$1,910
Elementary School: Longwood Elementary
High School: Winter Springs High
Remarks: Welcome home to the heart of Longwood! This charming 3-bedroom, 1.5-bath home features luxury plank tile throughout and an open, cozy living room perfect for everyday comfort. Enjoy peace of mind with major updates already completed, including a new roof in 2023, HVAC in 2019, an updated water heater, and electrical improvements. The spacious backyard offers plenty of room to relax, entertain, or create your own outdoor retreat. Centrally located near major highways and the SunRail system, commuting is a breeze with convenient access to Central Florida attractions. Nature lovers will appreciate being close to Wekiva Island and Big Tree Park, while downtown Longwood’s Reiter Park and weekly farmers market add local charm just minutes away.
Listing is courtesy of: REGENCY REAL ESTATE LLC (407-469-5021)
Listing Agent: Crystal Yovaish (407-496-8672)
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