Displaying: For Sale
Location: Longwood
Property Type(s): Single Family
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Longwood - 194 properties found
2151 JUDITH PL, LONGWOOD, FL 32779
$799,000233 Days on yellowkey MLS ID: FC313733
1 Days Off yellowkey (back on 2/1/2026)
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2800 Built: 1988 Tax: $2,499 (2024)Community: Mandarin Sec 8Single Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,499
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: Under contract-accepting backup offers. Your dream home just hit the market! Tucked away at the end of a quiet cul-de-sac, this stunning 5-bedroom, 3-bath retreat sits on an incredible 1.5+ acre lot—one of the most unique in the area! With a new roof and gutters (2025), HVAC (2023), and fully paid-off solar panels, this home blends comfort, efficiency, and peace of mind. Step inside to a freshly painted exterior, a cozy wood-burning fireplace, and a recently renovated owner's suite designed for pure relaxation. The open, light-filled layout invites connection and comfort, while the sprawling lot offers endless possibilities—build a second home, garden, or create your private backyard paradise. Plus, with no mandatory HOA, you have the freedom to make it truly yours. Enjoy the perfect blend of modern updates, space, and serenity—a one-of-a-kind Florida retreat ready to welcome you home.
Listing is courtesy of: WATSON REALTY CORP (386-246-9222)
Listing Agent: Sherron Skibo (301-526-1772)
104 STONEBROOK CT, LONGWOOD, FL 32779
$889,000110 Days on yellowkey MLS ID: O6386029
REDUCED by $6,000 (0.7%) on 05/31/2026
Bed: 5 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3575 Built: 1982Monthly Fee: $108 Tax: $9,000 (2025)Community: Sweetwater OaksSingle Family
Taxes:$9,000
Elementary School: Sabal Point Elementary
High School: Lake Brantley High
Tax Year: 2025
Middle School: Rock Lake Middle
Remarks: Recent contract fell through. Experience the ultimate Florida lifestyle in this stunning 5-bedroom, 3-bathroom contemporary split-level home in desirable Sweetwater Oaks. Spanning over 3,500 square feet on a quiet cul-de-sac, this residence perfectly blends modern design with functional family living. Entertainer's dream Kitchen & Great Room. The heart of the home is an impressive open-concept kitchen and family room combination featuring soaring vaulted ceilings. Beautiful granite countertops, a central island with a built-in sink and dishwasher, a versatile two-level countertop, and a sun-drenched breakfast nook. The great room showcases a custom stone fireplace with built-in shelving. Three-panel sliding glass pocket doors disappear into the walls, seamlessly merging the interior with the screened-in pool area. Formal Dining & Living. Enjoy vaulted ceilings and multiple expansive windows to enjoy peaceful views of the private pool. The primary suite is privately tucked away on the first level. A versatile 5th bedroom flex space on the main floor serves perfectly as a home office or den. Three additional bedrooms, a full bathroom, and a spacious loft are located on the second floor, providing a dedicated space for family, playroom, or guests. Rest easy with smart outdoor controlled lighting designed for security, holidays, and special events. Beyond your front door, Sweetwater Oaks offers a premier lifestyle with exclusive resident-only access to Lake Brantley at Sweetwater Beach with a beautiful sandy beach for swimming, basketball court, beach volleyball, playground, boat dock, and boat ramp for skiing and fishing. Additionally, residents of Sweetwater Oaks community can enjoy another private access at Riverbend Park. This beautiful expansive park features tennis and basketball courts, baseball and soccer fields, canoeing, and kayaking with access to Wekiva River. Don't miss this rare opportunity to own a piece of paradise in one of Longwood’s most sought-after communities. Schedule your private tour today!
Listing is courtesy of: JERRY MCGEE REALTY, LLC (407-765-9147)
Listing Agent: Jerry Mcgee, Jr (407-765-9147)
521 GRANADA WAY, LONGWOOD, FL 32750
$579,00075 Days on yellowkey MLS ID: O6397339
REDUCED by $20,000 (3.3%) on 06/18/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2117 Built: 1980Monthly Fee: $25 Tax: $6,550 (2025)Community: Columbus HarborSingle Family
Taxes:$6,550
Elementary School: Longwood Elementary
High School: Lyman High
Middle School: Milwee Middle
Remarks: Recent contract fell through. Lakeview Chateau Charm Meets Modern Luxury in Columbus Harbor. Discover the perfect blend of architectural character and modern peace of mind in this gorgeous 2000+ square foot, custom-designed 3-bedroom, 2.5-bathroom split-plan home. Tucked away on a quiet cul-de-sac, this lakeview retreat offers breathtaking views of Lake Fairy from nearly every corner of the house. Step through the sizeable foyer into a space defined by craftsmanship can be used as an extra sitting area. The "A-frame" great room serves as a true showstopper, featuring soaring vaulted ceilings, exposed cedar beams, and a floor-to-ceiling wood-burning stone fireplace. Professional custom wood trim and elegant wainscoting flow through the great room, dining area, and hallways, creating a warm, sophisticated atmosphere. For a unique touch, ascend the beautiful wood spiral staircase to a versatile loft. With its large picture window overlooking the grounds, it’s the ideal spot for a home office, playroom, or cozy reading nook. This home has been well maintained and updated for its next owner. Freshly Transformed (2025-2026). Full interior and exterior paint, plus professional new landscaping for instant curb appeal. The secondary bath was a total 2026 remodel (new tub, vanity, tile, and flooring), while the primary suite received a stylish 2026 refresh. The kitchen features premium stainless-steel appliances (2024) and durable luxury vinyl flooring (2022). New roof (2025) updated electrical with recessed lighting (2025), and a brand-new 2.5-ton HVAC unit (2024). Whether you’re enjoying the lake views from the secondary and primary bedrooms or hosting a dinner in the dining room, the water is always in sight. Relax on the large screened-in back porch or head out to the yard to soak in the Florida sunsets. As a resident of Columbus Harbor, you’ll enjoy private access to Lake Fairy for swimming, boating, and fishing, along with a community dock and boat ramp. Active living is easy with on-site tennis, pickleball, and basketball court. Plus, join in the fun with the neighborhood’s legendary annual Halloween and Christmas events! Schedule your private tour today to experience this one-of-a-kind lakeside lifestyle.
375 BRENTWOOD CLUB CV, LONGWOOD, FL 32750
$668,00080 Days on yellowkey MLS ID: O6396065
1 Days Off yellowkey (back on 6/18/2026)
INCREASED by $19,000 (2.9%) on 06/17/2026
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2997 Built: 2006Monthly Fee: $148 Tax: $4,171 (2024)Community: Brentwood ClubSingle Family
Taxes:$4,171
High School: Lake Mary High
Middle School: Greenwood Lakes Middle
Remarks: Under contract-accepting backup offers. Price REDUCED for a quick sale! Welcome to 375 Brentwood Club Cove, a beautifully maintained residence tucked within the gated community of Brentwood Cove in desirable Longwood. This immaculate five-bedroom (one is an ideal office), three-bath home offers 3,000 square feet of thoughtfully designed living space, blending comfort, style, and true move in readiness. From the moment you arrive, the home makes a striking impression with its brick paver driveway and pristine presentation. Every detail has been meticulously cared for, with the exterior freshly pressure washed and the carpets professionally cleaned, the space is spotless and inviting. Inside, expansive living areas flow effortlessly, offering both functionality and elegance for everyday living and entertaining. Outside is your private outdoor retreat, where a sparkling blue pool is surrounded by a beautiful brick paver deck and enclosed within a screened lanai, delivering the ultimate Florida lifestyle. The large yard with perimeter vinyl fencing provides exceptional space for recreation, pets and outdoor enjoyment. Additional highlights include a spacious two car garage, a newer roof installed in 2019, kitchen exhaust to exterior behind microwave, fans and light fixtures in all rooms including garage, blinds for all windows and sliding doors, separate irrigation line and faucets in front and rear, plus a termite bond already paid for the year, offering valuable peace of mind. Ideally located, Brentwood Cove places you just moments from major highways, premier shopping, dining and leading regional hospitals. The property is also zoned for some of the most sought-after schools serving both Longwood and nearby Lake Mary, adding exceptional long-term value and appeal. This is a turnkey opportunity to enjoy refined Florida living in a home that is as impressive as it is welcoming.
Listing is courtesy of: PREMIER SOTHEBYS INT'L REALTY (407-333-1900)
Listing Agent: Mel Bernstein (407-810-4726)
1715 SUNSET DR, LONGWOOD, FL 32750
$329,9007 Days on yellowkey MLS ID: O6412253
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1344 Built: 1957 Tax: $2,814 (2025)Community: Pine ViewSingle Family
Taxes:$2,814
Remarks: Virtually Staged. Welcome to this inviting single-story home in Longwood, offering a bright layout, spacious rooms, and a large yard surrounded by mature trees. The HVAC was replaced in 2020 and the water heater was replaced in 2021, adding practical updates for peace of mind. From the moment you arrive, the fresh exterior, extended driveway, and peaceful setting create a sense of privacy and possibility. Inside, the home features tile flooring throughout the main living areas, neutral finishes, updated baseboards, arched entryways, ceiling fans, and abundant natural light. The living room offers a comfortable gathering space with large windows and an easy flow into the kitchen and bedroom areas. The kitchen features shaker-style cabinetry, granite countertops, generous storage, a built-in microwave, range, refrigerator, and a window over the sink that brings in natural light. The primary bedroom offers excellent space, a private bath, closet, ceiling fan, and flexible layout, while the additional bedrooms provide natural light, closet space, and options for guests, family, or a home office. Both bathrooms feature tiled finishes, with the primary bath offering a walk-in shower and the secondary bath offering a clean, functional layout. A standout feature is the oversized laundry room, offering impressive bonus space for storage, hobbies, utility needs, or future customization. Step outside and imagine the potential of the expansive backyard, with plenty of room to relax, entertain, garden, or create the outdoor space you have been wanting. Mature trees provide shade and character, while the large lot gives the home a sense of openness that is hard to find. Conveniently located near shopping, dining, schools, parks, and major roadways, this home offers comfort, flexibility, and everyday convenience in an established Longwood setting. Once you walk through it, you can easily see how this home could fit the way you want to live.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Carlos German (888-883-8509)
1351 N CLASSIC CT, LONGWOOD, FL 32779
$3,400,00061 Days on yellowkey MLS ID: O6399898
REDUCED by $100,000 (2.9%) on 06/17/2026
Bed: 5 Bath: 5.5 Gar: 3 Liv Area Sq Ft: 5012 Built: 1989Monthly Fee: $167 Tax: $11,952 (2024)Community: Brantley Cove NorthSpa: YesSingle Family
Taxes:$11,952
Remarks: CRUISING THE WATERWAYS of the MAJESTIC SPRING FED LAKE BRANTLEY await you. Stroll around your sculptured & manicured gardens. Elegant entry features include PORTE-COCHERE. Biltmore GAS LANTERNS, SHUTTERS, BALCONIES & TOWERING tree canopies as you approach this MEDITERRANEAN-RIVIERA style estate. The cultivated beauty of this "one-owner home". Impressive CUSTOM-BUILT SHOWPLACE is nestled back on a LUSH, PRIVATE ENCLAVE, oversized *4-Acre lot. *Over 1+ acre for residence. WATERFRONT LIVING at its' finest. 4/5 Bedrooms, 5.5 baths, pool home, 3 car garage, porte-cochere, pool/ spa, and dock with BONUS/FLEX space in the basement, perfect for a workout room. Over $380,000+ in updates & renovations. Majestic MAHOGANY entry doors welcome you, and once inside the seamless floor plan is OPEN w/ VOLUMINOUS ceilings (10-foot ceiling throughout, Primary bedroom 12 ft, other rooms 20 ft.). EXPANSIVE living/dining/kitchen/ family rm w/ PANORAMIC, BREATHTAKING WATER, VIEWS that engulf most rooms. SUN DRENCHED lighting pours in as it illuminates the CUSTOM-BUILT with HIGH-QUALITY finishes and fixtures that enhance the architectural elegance. Tongue & Groove Cedar ceilings in fam & breakfast rm, & porch. Interior solid core 4 panel wood doors throughout. Generous use of ST. LOUIS BRICK, WOOD flooring, WROUGHT IRON accents and 2 palatial wood burning fireplaces. EXCITE the CHEF with this dream kitchen while overlooking expansive water views! Create culinary masterpieces in style. An abundance of cabinetry, storage, island, massive dinette and a snack bar. STAINLESS STEEL appliances, GRANITE prep space & HIGH-END fixtures make this functional & impressive. Wet bar w/ GRANITE snack bar/cabinets sit under the upstairs LOFT area. 3-way split bedrooms with private baths, are perfectly situated around the living / family rm and dining space. All the bedrooms are roomy with large closet space; one even has a window seat. All bathrooms are situated near bedrooms which make it perfect for privacy and versatility. Library/ office with solid CHERRY WOOD finishes line the walls & solid wood beamed ceiling can be used for the 5th bedroom or nursery. Regal Master bedroom DOWNSTAIRS, with 12' ceilings, sitting room space & ensuite bath SPA like retreat. MARBLE galore! Step into the Roman tub, or roomy walk-in shower with private atrium. Dual sink cabinets, MARBLE counters & a BIDET and don't forget the enormous walk-in closet. Spiral wood and wrought iron staircase lead to LOFT with additional flex space & bathroom. Peak into the basement for additional BONUS space, with its own bathroom. So many possibles for this area. OPULENT OUTDOOR RESORT living OASIS w/ OUTDOOR KITCHEN, and your own private SANDY BEACH to build your own sand sculptures on. This is the perfect space for entertaining and making memories. Ride the waves, ski or boating & relax & watch the incredible SUNSETS over the lake. Wood dock leads to your private lift & covered space. Brand new Kohler Generator too! Relax and enjoy the ambiance. the sights and sounds of the rippling waters lapping around you and the tranquility of this one-of-a-kind residence. Spend a LAZY afternoon fishing/skiing the 288-acre Lk. with its PRISTINE waters & SANDY BEACH bottom. RELAX with a glass of wine, as you have reserved SUNSET seating as you watch the MOONLIGHT dance the night away. Desirable location that is close to all shopping, major roadways, restaurants and top schools.
Listing is courtesy of: COLDWELL BANKER REALTY (407-647-1211)
Listing Agent: Suzanne Crudo (407-489-8953)
1890 LONG POND DR, LONGWOOD, FL 32779
$615,00013 Days on yellowkey MLS ID: O6415503
0 Days Off yellowkey (back on 6/17/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2448 Built: 1987 Tax: $6,777 (2025)Community: Mandarin Sec 7Spa: NoSingle Family
Taxes:$6,777
Elementary School: Woodlands Elementary
Middle School: Markham Woods Middle
Remarks: Move-In Ready 4 Bedroom 3 Bathroom Pool Home Located on an Oversized 1 Acre Corner Lot in the Quiet Mandarin Community with NO HOA. Home has a wonderful open floorplan with a formal living room, a separate dining room plus a family room with a wood burning fireplace as the centerpiece. The kitchen has plenty of countertop and cabinet space with a full set of stainless-steel appliances and features a breakfast room. Primary bedroom suite features a walk-in closet with a private bathroom. Home also features 3 additional bedrooms, a 2-car side entry garage, an interior laundry room w/washer & dryer, ceiling fans, blinds, plenty of storage, and pool views throughout the home. Exterior has a screened in pool with baby safety fence, covered lanai area perfect for cookouts or entertaining family and friends while the backyard is fenced perfect for the pets to play. Location is excellent just minutes from all daily necessities including shopping, grocery, restaurants, entertainment, excellent schools, SR-436, I-4 and 429. Please call to schedule a showing today!
Listing is courtesy of: MIGHTY REALTY INC (407-403-6540)
Listing Agent: Joann Bonilla (317-435-5235)
207 LONESOME PINE DR, LONGWOOD, FL 32779
$559,90012 Days on yellowkey MLS ID: O6416580
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1908 Built: 1977Monthly Fee: $54 Tax: $5,568 (2025)Community: Sweetwater Oaks Sec 08Spa: NoSingle Family
Taxes:$5,568
Remarks: FANTASTIC OPPORTUNITY IN SWEETWATER OAKS! Nestled under a canopy of mature trees in one of Longwood’s premier neighborhoods, this pristine 4-bedroom, 2-bathroom pool residence flawlessly showcases true pride of ownership! Exceptionally maintained: ROOF 2016, REPIPED w/PEX, NEWER ELECTRICAL PANEL & OUTLETS, REMODELED KITCHEN AND BATHS, NEWER GARAGE DOOR and Freshly Painted Pool Decking! PERFECT for both everyday living and grand-scale entertaining, the traditional floor plan offers a seamless flow, featuring spacious living areas, neutral decor throughout, soaring ceilings, a welcoming atmosphere, inviting wood burning fireplace and beautiful architectural touches! GOURMET kitchen with granite counters, convenient pass through window to patio, ample cabinets and SS appliance package (3 yrs new!). The heart of the home effortlessly transitions to a private backyard oasis with spacious covered patio and sparkling screen-enclosed pool serving as your personal Florida retreat. Enjoy the fenced in dog run/pet area with your 4 leg best friend(s). Home boasts a generous size corner lot at .32 acres with definite curb appeal along with convenient side facing garage and utility door access to garage! Beyond the property line lies the unparalleled lifestyle of Sweetwater Oaks, giving you exclusive access to the private Sweetwater Beach on Lake Brantley (for boating and skiing), tennis, playground/picnic area and Riverbend Park’s kayak launches onto the Wekiva River. Complete with top-tier Seminole County schools including Sabal Point Elementary, Rock Lake Middle, and Lake Brantley High, this MOVE-IN-READY gem offers the ultimate blend of timeless comfort and luxury community living. Incredible Longwood location with easy access to 434, 436, I4 plus close to multiple Publix, schools, shopping, dining, Wekiva Island, Wekiwa Springs Park, Uptown Altamonte, Orlando Health, Advent Health and so MUCH MORE!
Listing is courtesy of: FLORIDA HOME TEAM REALTY LLC (407-774-8100)
Listing Agent: Laura Toppin (407-489-0415)
1833 CROWLEY CIR, LONGWOOD, FL 32779
$550,000160 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
Remarks: 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)
820 GEORGIA AVE, LONGWOOD, FL 32750
$300,00083 Days on yellowkey MLS ID: O6395730
0 Days Off yellowkey (back on 6/16/2026)
Bed: 4 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1422 Built: 1972 Tax: $2,000 (2024)Community: Lake Wayman Heights Lake AddSingle Family
Taxes:$2,000
Remarks: Under contract-accepting backup offers. Perfect for first-time home buyers, this charming Longwood home offers the ideal blend of comfort, convenience, and lifestyle. More than just a place to live, it's a place where memories are made, neighbors become friends, and every day feels a little more enjoyable. Imagine starting your mornings with a cup of coffee overlooking the peaceful lake view across the street before taking a stroll along the sidewalk-lined neighborhood. Inside, you'll find bright, open living spaces designed for gathering, relaxing, and creating lasting memories. Beautiful new flooring flows throughout the home, while the updated kitchen featuring granite countertops and stainless steel appliances serves as the heart of the home—perfect for everything from busy weekday mornings to hosting family and friends. One of the home's standout features is the spacious bonus room, offering the flexibility today's buyers are looking for. Whether you envision a playroom for the kids, a home office, media room, game room, library, fitness space, or the ultimate spot to watch the big game, this room can grow and change with your lifestyle. The thoughtfully designed split floor plan creates the perfect balance of privacy and connection, with the primary suite tucked away from the additional bedrooms. Whether you're starting a family, working from home, or simply enjoying extra space, this layout offers comfort and functionality for years to come. Step outside and embrace the Florida lifestyle. Situated on a generous quarter-acre lot, there's plenty of room for backyard barbecues, outdoor games, gardening, entertaining, or simply soaking up the sunshine. When the afternoon heat sets in, relax under the covered patio and enjoy your own private outdoor retreat. Location is where this home truly shines. Take a quick bike ride to the nearby SunRail station for an easy commute, or hop on I-4 and be just minutes from Orlando's attractions, major employers, shopping, dining, and Florida's beautiful beaches. On weekends, experience the charm of Historic Downtown Longwood, where you'll enjoy farmers markets, live music, local restaurants, seasonal festivals, and community events that make this area such a special place to call home. For buyers looking to put down roots in a welcoming community while enjoying everything Central Florida has to offer, this home delivers the lifestyle you've been searching for. Schedule your showing today!
Listing is courtesy of: KELLER WILLIAMS HERITAGE REALTY (407-862-9700)
Listing Agent: David Miller (407-323-4210)
1498 GRACE LAKE CIR, LONGWOOD, FL 32750
$649,990148 Days on yellowkey MLS ID: O6377495
1 Days Off yellowkey (back on 6/17/2026)
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2066 Built: 1982Monthly Fee: $42 Tax: $2,531 (2024)Community: North CoveSpa: NoSingle Family
Taxes:$2,531
Remarks: Under contract-accepting backup offers. PRICE IMPROVEMENT! BRING YOUR OFFERS. 4 Bedrooms | Pool | Fully Renovated | Low HOA - Only $500/Year. Completely Renovated Pool Home! Welcome to this beautifully renovated four-bedroom, pool home located in desirable Seminole County with a low HOA of just $500 per year. This home has been completely renovated from top to bottom, offering a modern, open layout designed for both everyday living and entertaining. The kitchen has been opened up and finished with high-quality materials, seamlessly flowing into the main living areas. Enjoy tile flooring throughout, a stunning brick fireplace, and timeless curb appeal with a classic brick exterior. Major systems have all been updated, providing peace of mind for years to come, including a brand-new roof, brand-new air conditioner, and brand-new pool screen enclosure. Step outside to your private backyard retreat featuring a sparkling pool, perfect for Florida living year-round. This home is truly move-in ready and offers an exceptional combination of quality, upgrades, and value in a sought-after Seminole County community. Schedule your private showing today—this is an absolute gem.
Listing is courtesy of: REALTY ONE GROUP MVP (800-896-8790)
Listing Agent: Chris Soucy (407-435-6491)
280 HUNTERS POINT TRL, LONGWOOD, FL 32779
$445,0008 Days on yellowkey MLS ID: O6416712
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1905 Built: 1978Monthly Fee: $23 Tax: $1,928 (2025)Community: Hunters PointSingle Family
Taxes:$1,928
Elementary School: Wekiva Elementary
Remarks: Welcome to 280 Hunters Point Trail, a beautifully situated residence in the highly desirable Wekiva area of Seminole County, Florida. This home offers an exceptional opportunity to enjoy a peaceful residential setting while staying close to everything Central Florida has to offer. Architectursl Facts: Dramatic vaulted tongue and groove cedar ceilings with exposed beams, Large, open living area with excellent natural light; Updated tile flooring throughout; Renovated primary bath with contemporary finishes. Located within a well-established and sought-after neighborhood, this property benefits from a quiet, family-friendly atmosphere with tree-lined surroundings and a strong sense of community. Residents in this area appreciate the balance of suburban comfort with convenient access to major roadways, making commutes to downtown Orlando, Lake Mary, and surrounding employment hubs both simple and efficient. One of the standout advantages of this location is its access to Seminole County’s highly regarded school district, known for its strong academic programs, extracurricular opportunities, and commitment to student success. Families are drawn to this area for its educational reputation and long-term value. Everyday convenience is unmatched, with a wide selection of shopping centers, grocery stores, restaurants, and retail options just minutes away. Whether you’re running errands or enjoying a night out, everything you need is close by. In addition, residents benefit from proximity to top-tier medical care, including nearby hospitals and specialty physician offices, providing peace of mind and easy access to healthcare services. Outdoor enthusiasts will especially appreciate the close proximity to the stunning Wekiwa Springs area and surrounding parks, where residents can enjoy kayaking, canoeing, swimming, hiking, and exploring Florida’s natural springs and river systems. The nearby Wekiwa Springs State Park offers crystal-clear waters, scenic trails, and abundant wildlife, making it a true local treasure. A variety of waterfront dining and casual restaurants in the area also provide the perfect setting to unwind after a day on the water or exploring the outdoors. The Wekiva area is also known for its beautiful Golf Court and parks, nature trails, lakes, and recreational opportunities, offering an ideal Florida lifestyle. From weekend adventures to everyday relaxation, the surrounding environment supports an active and enjoyable way of life. Overall, 280 Hunters Point Trail presents a compelling blend of location, lifestyle, and livability—making it an excellent choice for buyers seeking comfort, convenience, and long-term value in one of Central Florida’s most established and desirable communities.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Ben Alonso (407-335-3434)
320 FERDINAND DR, LONGWOOD, FL 32750
$445,00099 Days on yellowkey MLS ID: O6391269
1 Days Off yellowkey (back on 6/16/2026)
REDUCED by $5,000 (1.1%) on 05/29/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1852 Built: 1979Monthly Fee: $25 Tax: $3,988 (2025)Community: Columbus HarborSpa: NoSingle Family
Taxes:$3,988
Remarks: Under contract-accepting backup offers. Virtually Staged. Welcome to this charming 3-bedroom, 2-bathroom home located in the highly desirable Columbus Harbor community in Longwood. Known for its friendly atmosphere and vibrant neighborhood events, residents enjoy access to pickleball courts, a private boat ramp, and unforgettable holiday gatherings that make this community truly special. Inside, the home features beautiful tile flooring throughout and a spacious open-concept living and dining area that is perfect for entertaining or relaxing with family. The kitchen offers an inviting eat-in space, granite countertops, and elegant crown molding, creating both style and functionality. A dedicated laundry room adds convenience to everyday living. The generous primary suite provides a peaceful retreat and features French doors that open directly to the large back patio. Step outside to enjoy the screened-in pool—perfect for year-round Florida living. The expansive backyard offers plenty of space for pets, play, or even a future playground. With its welcoming layout, wonderful outdoor space, and location in a sought-after community, this Longwood home is a fantastic opportunity to enjoy comfort, convenience, and neighborhood charm.
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE III (407-207-0825)
Listing Agent: Joanne Otero (407-310-0856)
212 SOLDIERS CREEK PL, LONGWOOD, FL 32750
$475,00014 Days on yellowkey MLS ID: O6414805
2 Days Off yellowkey (back on 6/15/2026)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1893 Built: 1993Monthly Fee: $33 Tax: $4,834 (2025)Community: Crystal Creek Unit 1Single Family
Taxes:$4,834
Elementary School: Highlands Elementary
Remarks: Under contract-accepting backup offers. **This house comes with a REDUCED RATE through the seller's preferred lender. This is a lender-paid rate buydown that reduces the buyer's interest rate and monthly payment.** Welcome to 212 Soldiers Creek Place in Longwood, a 4-bedroom, 2-bath home offering 1,893 sq ft of living space, a functional single-story layout, and a long list of thoughtful updates. Built in 1993 and well maintained over time, this home blends everyday comfort with practical improvements throughout the interior and exterior. Inside, the home features wood-laminate waterproof flooring installed in 2023, updated interior doors, hardware, and trim, along with new base trim for a clean, refreshed look. The living room includes a custom cabinet added in 2025, while plantation shutters in the dining room and den, plus custom blinds in the living room, add privacy and style. The layout offers flexible living areas for gathering, dining, working from home, or creating additional lifestyle spaces. The kitchen has been updated with a new backsplash, resealed granite countertops, custom cabinet organizers, a custom pantry organizer, and painted cabinetry with new hardware. Appliances include a Bosch induction range with convection oven, Bosch microwave, new refrigerator, and new dishwasher. The laundry area also benefits from painted cabinetry, updated hardware, and a new washer and dryer. The 4-bedroom, 2-bath layout provides room for residents, guests, a home office, or hobby space. The primary bedroom includes a Wi-Fi enabled ceiling fan and custom closet organizers, while the second bedroom also includes custom closet organization. The primary bathroom features a fully updated vanity, while the secondary bathroom includes painted cabinetry and updated hardware, contributing to the home's cohesive interior updates. Major system improvements add to the home's value and peace of mind, including a full replumb completed in November 2023, new water heater in 2024, Ecobee thermostat, portable generator transfer switch, roof from 2015, and a Wi-Fi enabled garage door opener installed in 2024. Exterior updates include full exterior paint in 2025, added rock border, French drains in the lawn, and irrigation/sprinkler replacement on the left side of the home in 2026. Lawn care is also prepaid through late 2026. Outdoor living is supported by a patio area with a patio TV installed in 2025, offering a comfortable setup for relaxing or entertaining. The yard provides usable outdoor space with low-maintenance improvements already in place, while still offering room for the next owner to personalize the setting over time. Located in Longwood, the home is set in an established Central Florida community with convenient access to parks, schools, shopping, dining, medical services, and major roadways. The location offers easy connections to Lake Mary, Altamonte Springs, Sanford, Winter Springs, and Orlando, making it a practical choice for buyers looking for a residential setting with everyday conveniences nearby.
Listing is courtesy of: KELLER WILLIAMS REALTY AT THE PARKS (407-629-4420)
Listing Agent: Thomas Nickley, Jr (407-629-4420)
1781 OAKBROOK DR, LONGWOOD, FL 32779
$2,050,0009 Days on yellowkey MLS ID: O6415988
0 Days Off yellowkey (back on 6/15/2026)
Bed: 4 Bath: 5.0 Gar: 4 Liv Area Sq Ft: 5160 Built: 2001Monthly Fee: $353 Tax: $14,738 (2025)Community: Alaqua LakesSpa: YesSingle Family
Taxes:$14,738
Elementary School: Heathrow Elementary
Remarks: Under contract-accepting backup offers. Welcome to an extraordinary custom estate in sought-after Alaqua Lakes, masterfully built by renowned luxury builder Dave Brewer and extensively renovated in 2013. Ideally on a fully fenced, over half-acre homesite, this exceptional residence showcases breathtaking golf course and pond views, along with spectacular sunset vistas. Designed for luxurious everyday living and effortless entertaining, the home features four spacious bedrooms, a private office, and two versatile bonus rooms, providing incredible flexibility for work, recreation, fitness, media or guest accommodations. The gourmet kitchen is appointed with premium Wolf and Sub-Zero appliances, while a dedicated bar area includes a Sub-Zero wine refrigerator for the discerning collector. The expansive bonus room elevates entertaining with its full-service bar, complete with an ice machine, dual tap kegerator, dishwasher and refrigerator. Throughout the home, thoughtful upgrades and high-end finishes create a seamless blend of elegance and comfort. Major system improvements provide peace of mind, including HVAC replacements in 2017, 2022 and 2023, a new tank water heater in 2021, a tankless water heater serving the primary suite, a whole-home generator installed in 2022 and a whole-home water filtration system. Triple reverse osmosis drinking water systems serve the kitchen and bar areas. Outdoor living is equally impressive, featuring a signature Dave Brewer outdoor shower, expansive outdoor spaces, and stunning views of the golf course and tranquil pond beyond. Residents of Alaqua Lakes enjoy a premier gated lifestyle with a seven-acre community park, resort-style swimming pool, tennis and basketball courts, sand volleyball, playground and scenic recreational paths. The community surrounds a championship golf course, creating a beautiful setting throughout the neighborhood. This home is also zoned for highly regarded Seminole County schools, making it an exceptional choice for those seeking luxury living and access to top-rated educational opportunities. This rare offering combines timeless craftsmanship, extensive modern updates, exceptional entertaining amenities and one of Central Florida's desirable locations. A remarkable opportunity in Alaqua Lakes.
Listing Agent: Kristen Wenderfer (973-868-9745)
96 HICKORY TREE RD, LONGWOOD, FL 32750
$450,00079 Days on yellowkey MLS ID: O6396626
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1668 Built: 1975Monthly Fee: $8 Tax: $4,535 (2024)Community: Woodlands Sec 5 Rep Of Blk DSpa: NoSingle Family
Taxes:$4,535
Remarks: Under contract-accepting backup offers. FANTASTIC OPPORTUNITY IN THE HEART OF LONGWOOD! THIS 3/2 IMPECCABLE UPDATED HOME IN THE WOODLANDS IS MOVE-IN-READY! NEW ROOF 2026, PATIO 2016, HVAC 2011, WATER HEATER 2011, ELECTRICAL PANEL 2011, AND UPDATED PLUMBING! Plenty of space to make this home your own with generous size bedrooms ALL with walk-in closets! Neutral decor throughout with a newer modern feel and fresh laminate floors! REMODELED KITCHEN with granite counters, breakfast bar, ample cabinets, and appliance package! Inviting family room off kitchen with a wood burning fireplace and glass sliders that access the patio area! Relax in the evenings after a long day or entertain on your oversized covered screened in patio! Enjoy the HUGE LUSH fenced in backyard including a separate dog run and/or utility vehicle storage area along with a shed for added convenience! This oversized lot has tremendous potential! Exterior extras include: Garden bed, large 2 car garage with utility room and side access door, exterior lighting, rain gutters, and a transferable Termite Bond serviced by Massey! This home has been meticulously maintained! OTHER NOTABLE MENTIONS INCLUDE: NEW BLINDS AND GARAGE FLOOR PAINTED. Expect to be Impressed! Excellent area close to major highways, shopping, dining and ONLY 30 min to most major attractions! Amazing mature established neighborhood currently zoned for Woodlands Elementary, Rock Lake Middle and Lyman High! The OPTIONAL HOA makes this lovely home very affordable! Don't miss out on the chance to own this special home!
808 SWEETWATER CLUB BLVD, LONGWOOD, FL 32779
$3,799,000271 Days on yellowkey MLS ID: O6339805
Bed: 7 Bath: 8.0 Gar: 6 Liv Area Sq Ft: 14801 Built: 1977Monthly Fee: $370 Tax: $29,413 (2024)Community: Sweetwater Club Unit 1-ASpa: NoSingle Family
Taxes:$29,413
Remarks: Behind the guarded gates of the prestigious Sweetwater Club, on over three acres of manicured grounds, lies an extraordinary fully remodeled 14,000+ square foot estate that redefines grandeur and sophistication. A sweeping double-entry driveway framed by mature, curated landscaping guides you to the stately façade, where timeless architecture meets meticulous design, including a new roof (2022) and freshly refined exterior finishes. At the heart of the home, the grand family room captivates with its soaring ceilings, bespoke millwork, and custom illuminated built-ins with LED underlighting. Expansive windows invite natural light while framing serene views of the pool courtyard, ensuring every moment feels cinematic. The chef’s kitchen is a true culinary masterpiece. Exquisite quartz countertops and professional-grade stainless appliances stand ready for both intimate family dinners and grand-scale entertaining. A generous island doubles as a culinary stage and social hub, while the adjoining formal dining room, finished with refined detailing and natural light, offers the perfect backdrop for soirées and celebratory dinners. The primary is truly a room of palatial scale; the suite is wrapped in floor-to-ceiling glass overlooking the shimmering courtyard pool. The spa-inspired bath rivals the finest resorts, featuring an expansive walk-in shower with multiple rain showerheads, a freestanding soaking tub, and a spacious dressing walk-in closet. Each secondary bedroom has been designed with equal attention to luxury, spacious in proportion, each with its own walk-in closet. This estate was created for living large and entertaining even larger. The bar and lounge area, complete with its own island, is perfect for entertaining. Outdoor living unfolds as a true resort with a screened courtyard pool, expansive travertine decking for grand entertaining, and a fully appointed summer kitchen pavilion complete with a pizza oven, built-in seating, and shaded dining space that create an atmosphere of Mediterranean resort living. Steps away, your newly resurfaced private tennis courts extend the estate’s leisure amenities, providing the perfect stage for recreation. For the automobile enthusiast, the five-car garage and sprawling motor court make a dramatic statement seamlessly integrated into the estate’s unrivaled design. Fully gated and meticulously upgraded, this estate is not just a home but an irreplaceable lifestyle, offering unparalleled privacy, scale, and elegance in one of Central Florida’s most distinguished communities. Beyond the estate, life in Sweetwater Club offers unparalleled exclusivity, you have access to tennis/pickleball courts, a basketball court, and your in a secure, guard-gated setting. Opportunities like this rarely come along, don’t miss the chance to make this estate yours.
Listing is courtesy of: ONE LUXURY INTERNATIONAL LLC (407-312-8003)
Listing Agent: Christopher Christensen (407-312-8003)
102 EASTERN FRK, LONGWOOD, FL 32750
$389,00013 Days on yellowkey MLS ID: O6412608
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1666 Built: 1972 Tax: $4,433 (2025)Community: Woodlands Sec 3Single Family
Taxes:$4,433
Remarks: Under contract-accepting backup offers. WELCOME TO THE WOODLANDS, one of Longwood’s most established and desirable neighborhoods known for its mature trees, spacious homesites, and convenient Seminole County location. Offered for the first time since it was built, this original-owner home has been cared for by the same family for more than five decades and is ready for its next chapter. This 3-bedroom, 2-bath home offers 1,667 square feet of living space, a desirable single-story floor plan, and a spacious 2-car garage. Even better, the sellers will install a NEW ROOF prior to closing, helping provide peace of mind for years to come. Inside, you'll find a functional layout with generously sized rooms, including three bedrooms with walk-in closets and flexible living spaces that can accommodate everyday living, entertaining, hobbies, or a home office. The kitchen offers abundant cabinet and counter space and overlooks the main living areas, creating a comfortable flow throughout the home. Step outside to the covered and screened patio overlooking the fenced backyard. Whether you enjoy gardening, entertaining, spending time with pets, or simply relaxing outdoors, the backyard offers plenty of room to enjoy Florida living. A storage shed and additional utility area provide added convenience and functionality. For buyers looking to build equity through cosmetic improvements rather than paying a premium for someone else's renovations, this property presents a unique opportunity. With the roof being replaced prior to closing, one of the largest future expenses is already being addressed, allowing the next owner to focus on updates and personal touches that fit their own style and budget. Located just minutes from shopping, dining, parks, major highways, and everyday conveniences, this home offers the combination of location, space, and potential that is becoming increasingly difficult to find. Zoned for Woodlands Elementary, Rock Lake Middle School, and Lyman High School, and with an optional HOA, this is an outstanding opportunity to own a home in one of Longwood’s most sought-after established communities. Priced under $390,000, this is a rare chance to own an original-owner home in The Woodlands and create your own vision in a neighborhood where homes are often held for generations.
Listing is courtesy of: RE/MAX 200 REALTY (407-629-6330)
Listing Agent: Will Lavalle (407-620-7785)
2208 COVE CT, LONGWOOD, FL 32779
$1,500,000264 Days on yellowkey MLS ID: O6348378
2 Days Off yellowkey (back on 1/30/2026)
Bed: 5 Bath: 5.0 Gar: 3 Liv Area Sq Ft: 3404 Built: 2020 Tax: $11,004 (2024)Community: Lake Brantley Isles AmdSpa: YesSingle Family
Taxes:$11,004
Middle School: Teague Middle
Remarks: Under contract-accepting backup offers. This stunning Lake Brantley estate combines timeless design, cutting-edge systems, and a thoughtful layout ideal for both everyday living and entertaining. Built by Dakota Homes on nearly half an acre with 106 feet of private canal frontage, the residence offers seamless access to Lake Brantley, one of Central Florida’s most desirable private ski lakes. Inside, every detail reflects quality and craftsmanship. The home features two primary suites, one on the main level with spa-inspired bath and patio access, and a second upstairs with its own covered balcony and expansive rooftop terrace overlooking the water. The chef’s kitchen showcases solid maple cabinetry, GE Café appliances, granite countertops, and a large island that flows naturally into the open-concept living and dining areas. Upgraded systems include a Generac whole-house generator with 500-gallon buried propane tank, a private well with advanced filtration and softening, dual HVAC systems, and a natural gas tankless water heater. Thoughtful enhancements like motorized screens and shades, Closets by Design storage, and integrated smart home controls add modern convenience. Outdoor living shines with a resort-style pool and spa, travertine pavers, tropical landscaping, and permanent Gemstone LED lighting. The built-in outdoor kitchen, lighted patio, and upper-level terrace provide endless space to unwind or entertain. Zoned for top-rated Seminole County schools and minutes from Winter Park, Maitland, and Downtown Orlando, this property offers the perfect blend of privacy, luxury, and lakeside lifestyle.
Listing is courtesy of: COMPASS FLORIDA LLC (407-203-9441)
Listing Agent: Brandon Geers (941-928-5152)
289 WILMA ST, LONGWOOD, FL 32750
$274,9009 Days on yellowkey MLS ID: O6417204
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1277 Built: 1964 Tax: $4,247 (2025)Community: LongwoodSingle Family
Taxes:$4,247
Remarks: Property is zoned Urban for residential or commercial office space. In the heart of Downtown Longwood, this property is a clean slate for the potential vision you may have. Highly desirable area with plenty of parking for office space OR easily converted back to a Single Family Residence. Property is vacant and ready to be built out to your dreams. Roll down roof was replaced in 2021. Electrical Panel upgraded in 2024. Plumbing upgraded in 2025. Fully treated and Bonded termite treatment in 2025. Some interior drywall and painting in 2025. HVAC is 2010
Listing is courtesy of: KONA REALTY SERVICES LLC (407-960-6844)
Listing Agent: Alex Bogumil (407-616-0942)
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