Displaying: For Sale
Location: Longwood
Property Type(s): Single Family
Living Area Square Feet: 2500 to 2999
Do Not Show Listings
Longwood - 32 properties found
401 BLUE LAKE DR, LONGWOOD, FL 32779
$580,00048 Days on yellowkey MLS ID: O6390986
0 Days Off yellowkey (back on 4/22/2026)
Bed: 4 Bath: 2.5 Gar: 3 Liv Area Sq Ft: 2564 Built: 1978Monthly Fee: $54 Tax: $6,950 (2024)Community: Sweetwater OaksSpa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$6,950
Elementary School: Sabal Point Elementary
High School: Lake Brantley High
Tax Year: 2024
Middle School: Rock Lake Middle
Remarks: Welcome to 401 Blue Lake Drive, this is an amazing Sweetwater Oaks home that has a great location, great floorplan and tons of potential! - - This home has a very functional 4 bedroom, 2-and-a-half-bathroom split bedroom floorplan! The kitchen is large with a huge center island and stainless-steel appliances. The great room has a nice and vaulted ceiling with wonderful beams and a unique stone wood burning fireplace for those cooler days! Wood floors, french doors, huge property, privacy, this full half acre property offers many opportunities, the private fenced backyard is shaded and ready for relaxing, the giant 897 square foot side entry garage is ready for your projects/toys/cars and garage fun!! The screened pool is inviting, the 747 square foot back porch is one of the largest you will see, this is perfect for multiple televisions, game tables and football season and more!! The roof is from 2023, nearly new! The AC is a year old!! Come home and enjoy all the unique and wonderful Sweetwater Oaks amenities all with low annual HOA dues!! These amenities include access to Sweetwater Beach at Lake Brantley which offers a beautiful park and beach as well as a covered pavilion for gatherings, boating, water skiing, fishing, sailing, kayaking and fun! Eight tennis courts, 8 pickle ball courts, sand volleyball at Sweetwater Beach (right around the corner), many parks, multiple playgrounds, a beautiful community center and many community events for everyone!! Access to the Wekiva River is right down the street at Riverbend Park, enjoy soccer, baseball, kayaking, canoeing, fishing, the picnic and party pavilion, or nature walks and much more! The schools are the best in the area; Sabal Point Elementary School, Rock Lake Middle School and nationally ranked and highly regarded Lake Brantley High School!! The location, quality and condition are right, call today to see this great home!!
Listing is courtesy of: RE/MAX ASSURED (800-393-8600)
Listing Agent: Mark Humphreys (407-310-5765)
3322 CANYON GRAND PT, LONGWOOD, FL 32779
$725,00067 Days on yellowkey MLS ID: O6385555
REDUCED by $44,000 (5.7%) on 04/20/2026
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2707 Built: 2021Monthly Fee: $197 Tax: $8,263 (2024)Community: Retreat At Lake BrantleySpa: NoSingle Family
Taxes:$8,263
Elementary School: Wekiva Elementary
Middle School: Teague Middle
Remarks: One or more photo(s) has been virtually staged. Picture this… You’re driving through the gates, and it just feels different. Neighbors wave as they pass. Kids are riding bikes, laughter carrying through the air. There’s a group playing a homerun derby game down the street, and it’s the kind of place where people actually know each other - where weekends turn into impromptu get-togethers and evenings slow down just enough to enjoy them. Welcome to the kind of neighborhood people hope to land in - and rarely leave. Now imagine pulling into your own driveway. This 4-bedroom, 4-bath retreat in the highly sought-after Retreat at Lake Brantley isn’t just a home - it’s your place within it all. You walk inside and immediately feel the space open up - natural light pouring in, high ceilings, and a layout that just works. Everything flows effortlessly, whether it’s a quiet morning coffee or hosting friends on a Friday night. The kitchen is where everyone ends up - designed to be both beautiful and functional, with plenty of room to gather, cook, and connect. The primary suite becomes your reset button - a calm, private space to unwind at the end of the day. And every bathroom? Finished with the kind of detail that makes daily life feel just a little more elevated. Out back, the possibilities open up even more. Picture summer dinners outside, kids playing until the sun goes down, or finally building that dream pool you’ve been thinking about. And beyond your front door - you’ve got private access to Lake Brantley, a gated sense of security, top-rated Seminole County schools, and everything you need just minutes away. This isn’t just about the home itself. It’s about the life that comes with it. The kind people wait for. The kind people talk about. And the kind that doesn’t come available often.
Listing is courtesy of: KELLER WILLIAMS HERITAGE REALTY (407-862-9700)
Listing Agent: Danielle Pensala (407-529-5752)
375 BRENTWOOD CLUB CV, LONGWOOD, FL 32750
$705,00030 Days on yellowkey MLS ID: O6396065
REDUCED by $29,900 (4.1%) on 04/18/2026
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2997 Built: 2006Monthly Fee: $148 Tax: $4,171 (2024)Community: Brentwood ClubSingle Family
Taxes:$4,171
Elementary School: Longwood Elementary
High School: Lake Mary High
Middle School: Greenwood Lakes Middle
Remarks: Welcome to 375 Brentwood Club Cove, a beautifully maintained residence tucked within the gated community of Brentwood Cove in desirable Longwood. This immaculate five-bedroom (one is an ideal office), three-bath home offers 3,000 square feet of thoughtfully designed living space, blending comfort, style, and true move in readiness. From the moment you arrive, the home makes a striking impression with its brick paver driveway and pristine presentation. Every detail has been meticulously cared for, with the exterior freshly pressure washed and the carpets professionally cleaned, the space is spotless and inviting. Inside, expansive living areas flow effortlessly, offering both functionality and elegance for everyday living and entertaining. Outside is your private outdoor retreat, where a sparkling blue pool is surrounded by a beautiful brick paver deck and enclosed within a screened lanai, delivering the ultimate Florida lifestyle. The large yard with perimeter vinyl fencing provides exceptional space for recreation, pets and outdoor enjoyment. Additional highlights include a spacious two car garage, a newer roof installed in 2019, kitchen exhaust to exterior behind microwave, fans and light fixtures in all rooms including garage, blinds for all windows and sliding doors, separate irrigation line and faucets in front and rear, plus a termite bond already paid for the year, offering valuable peace of mind. Ideally located, Brentwood Cove places you just moments from major highways, premier shopping, dining and leading regional hospitals. The property is also zoned for some of the most sought-after schools serving both Longwood and nearby Lake Mary, adding exceptional long-term value and appeal. This is a turnkey opportunity to enjoy refined Florida living in a home that is as impressive as it is welcoming.
Listing is courtesy of: PREMIER SOTHEBYS INT'L REALTY (407-333-1900)
Listing Agent: Mel Bernstein (407-810-4726)
208 ORANGE RIDGE CIR, LONGWOOD, FL 32779
$759,90022 Days on yellowkey MLS ID: O6394394
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2847 Built: 1984 Tax: $4,035 (2024)Community: Orange Ridge FarmsSpa: YesSingle Family
Taxes:$4,035
Elementary School: None
High School: None
Middle School: None
Remarks: Tucked away on over 1.3 acres beneath a canopy of majestic trees, this exceptional residence offers a rare blend of refined living, privacy, and timeless elegance—without the constraints of HOA living. Ideally located off Long Pond Road and Markham Woods Road, this is Central Florida luxury at its most serene The property offers a 4-bedroom, 2.5-bath split floor plan, an oversized two-car garage, and an additional detached garage/workshop. The spacious kitchen features modern wood cabinetry and granite countertops. Amenities include a heated saltwater pool with spa, a Florida room adjacent to the family area complete with custom built-in bookcases (currently serving as a large office with panoramic backyard views), cathedral ceilings with recessed lighting throughout, and a brick wood-burning fireplace in the great room. A separate stand-alone building with water access and partial electrical infrastructure provides potential for conversion into in-law quarters or income property. Additional upgrades comprise a new roof (2019), solar panels-fully paid (2019), Tesla Power Wall (2025) for continuous electricity supply, double-pane storm-rated windows and doors (2020), new A/C unit (2014), upgraded flooring (2024), Hardy Plank siding (2026), and other enhancements. The grounds feature mature oak trees on a generous 1.3+ acre lot. No HOA dues. Perfectly positioned just minutes from the Seminole/Wekiva Trail and zoned for top-rated Heathrow/Lake Mary schools, this residence offers both exclusivity and convenience. A rare offering where space, sophistication, and lifestyle converge.
Listing is courtesy of: PARKER REALTY GROUP (407-845-0333)
Listing Agent: Ed Parker (407-617-0356)
115 RED BAY DR, LONGWOOD, FL 32779
$659,00019 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
High School: Lyman High
Tax Year: 2025
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)
941 BEARDED OAKS TER, LONGWOOD, FL 32779
$689,000287 Days on yellowkey MLS ID: O6323408
3 Days Off yellowkey (back on 4/13/2026)
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2573 Built: 1992Monthly Fee: $200 Tax: $5,374 (2024)Community: Sweetwater SpgsSpa: YesSingle Family
Taxes:$5,374
Remarks: Under contract-accepting backup offers. Welcome home to your very own personal sanctuary located in the gated community of Sweetwater Springs. Recently updated with new exterior and interior paint, new water heater, new Goodman 5 Ton AC system, new recess lighting throughout, and a newly painted pool deck and screened enclosure, this stunning four-bedroom, two-and-a-half-bathroom POOL home features a multi-level floor plan that contributes to its unique design encompassing over 2,500 square feet of living area with tons of natural light. The formal living and dining rooms create an ideal setting for entertaining guests. Cozy up by the inviting fireplace in the family room, which also includes built-in features. The kitchen is well-equipped with stainless steel appliances, built-in oven, cooktop range, exhaust fan, pantry, and a dinette area perfect for casual meals. Retreat to the primary bedroom, complete with new carpet and an ensuite bathroom that boasts a walk-in closet, dual sinks, separate shower, and a large garden tub—perfect for unwinding after a long day. The additional three bedrooms offer ample space for all your needs. This home showcases numerous designer upgrades, including crown molding, chair rails, built-in features, arched windows, plant shelving, plantation shutters, modern stair railing and California closets. Step outside to your backyard oasis, featuring a spacious screened patio, with a covered section ideal for lounging. Dive into the inviting pool or relax in the spa, all within a fenced yard that ensures privacy. Situated in a gated community, this home is conveniently located near the Wekiva River and offers deeded access to Lake Brantley with private boat launch, and tennis courts. Additionally, nearby state parks such as Wekiva Springs State Park, Wekiva Island and Kelly Park provide opportunities to explore Florida’s natural beauty, complete with trails and crystal-clear springs. The area is known for its A rated public school system. Plenty of shopping and dining nearby . Don’t miss the chance to own this rare gem. Truly a must see. Some photos have been virtually staged.
Listing Agent: Jason Buelow (407-450-6193)
1321 S RIDGE LAKE CIR, LONGWOOD, FL 32750
$625,00033 Days on yellowkey MLS ID: O6395630
0 Days Off yellowkey (back on 4/5/2026)
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2614 Built: 1985Monthly Fee: $46 Tax: $3,171 (2025)Community: NorthridgeSingle Family
Taxes:$3,171
Elementary School: Woodlands Elementary
Remarks: It’s all about location! Welcome to Northridge, a charming and highly sought-after community in the heart of Central Florida. This spacious two-story, 4-bedroom, 2.5-bath Pool home is ideally situated on an oversized .36-acre Corner Lot. Bonus! The Primary Suite is conveniently located on the FIRST FLOOR LEVEL and features a beautiful Tray Ceiling that adds architectural elegance and dimension. The recently remodeled custom ensuite is truly stunning—complete with a Frameless Glass Shower, Spa-inspired Rainfall Shower, Dual Vanities, and a Private Water Closet, all complemented by an expansive walk-in closet to create a luxurious private retreat. Newer Double-Pane Sliding Glass Door provides direct access to the patio while filling the space with natural light. Upstairs, you’ll find three additional bedrooms offering comfort and flexibility for family or guests. Recent updates include luxury vinyl flooring and new carpet in Bedroom 3 and the upstairs hallway. Step through the double front doors into a welcoming foyer, where soaring Vaulted Ceilings and abundant natural light enhance the formal living and dining areas, creating an immediate “WOW” factor. The home features a generous Open-Concept Kitchen with a Breakfast Nook, Quartz countertops, newer appliances, and updated Recessed and Pendant Lighting—all seamlessly connected to the family room. This inviting space is highlighted by a Tray Ceiling, new ceiling fan, and BOSE surround sound system. During cooler months, enjoy the warmth of the cozy wood-burning fireplace. Newer double-pane sliding glass door opens from the family room to a large Screened-In Patio overlooking the sparkling Pool and expansive backyard—perfect for entertaining or relaxing. The tiled, screened patio creates an ideal indoor-outdoor living experience, while the fully fenced backyard—with a combination of 6-ft vinyl fencing and block wall—offers privacy and beautifully landscaped surroundings. Additional highlights include an oversized 506 sq ft two-car garage and an indoor full-size laundry room. Northridge offers tree-lined streets, sidewalks, mature landscaping, and community amenities including a playground, basketball court, tennis and pickleball courts—exclusively for residents. Enjoy the convenience of a private back entrance to Woodlands Elementary School, located within the community. Ideally positioned near shopping, dining, and entertainment, with easy access to major highways and zoned for top-rated schools including Lake Mary High, Rock Lake Middle, and Woodlands Elementary—this neighborhood truly has it all. This meticulously maintained, move-in-ready home showcases numerous upgrades and exceptional features—ready for its next owner to enjoy.
Listing is courtesy of: WATSON REALTY CORP (407-332-6000)
Listing Agent: Deborah Perry, Pa (407-310-3015)
450 LONGMEADOW LN, LONGWOOD, FL 32779
$559,00053 Days on yellowkey MLS ID: O6390534
REDUCED by $16,000 (2.8%) on 04/02/2026
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)
458 LONGMEADOW LN, LONGWOOD, FL 32779
$725,00038 Days on yellowkey MLS ID: O6394547
0 Days Off yellowkey (back on 4/1/2026)
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2619 Built: 1987Monthly Fee: $88 Tax: $4,951 (2025)Community: Sabal Point Sabal View AtSingle Family
Taxes:$4,951
Remarks: Under contract-accepting backup offers. Welcome to this beautifully reimagined 4-bedroom, 3.1-bath pool home with a dedicated office, tucked inside the highly sought-after Sabal Point community. With its light, airy feel, designer finishes, and thoughtful upgrades throughout, this home effortlessly blends modern farmhouse charm with everyday luxury. From the moment you step inside, you’re greeted by soaring ceilings, fresh interior paint, and rich engineered hardwood flooring that flows throughout the main living areas. The heart of the home is the stunning open-concept kitchen and living space—designed for gathering and making memories—featuring a massive granite island, abundant cabinetry, and seamless flow into the spacious family room anchored by a cozy wood-burning fireplace. The primary suite is a true retreat, offering a spa-like experience with a beautiful freestanding soaking tub, dual walk-in closets, and a serene, modern aesthetic that feels straight out of a designer magazine. Every detail has been thoughtfully updated, including a new roof (2022), brand new A/C (2026), new water heater, updated plumbing and electrical, and a freshly painted exterior (March 2026). Custom millwork and shiplap accent walls add warmth and character, while all bathrooms have been fully remodeled with granite counters and elevated finishes. The split-bedroom floorplan offers both functionality and privacy, with new carpet in two secondary bedrooms and a spacious laundry room complete with built-ins and a utility sink. Step outside and enjoy true Florida living with a screened-in pool, pavered lanai, and convenient pool access bath—perfect for entertaining or relaxing year-round. The fully irrigated yard has been freshly landscaped, and the home includes a termite bond for added peace of mind. A paver driveway and walkway, along with striking modern front doors, complete the home’s impressive curb appeal. Located just minutes from Wekiwa Springs State Park, as well as shopping and dining, Sabal Point offers beautiful parks, walking trails, and access to top-rated Seminole County schools. This is the kind of home that just feels right the moment you walk in—stylish, inviting, and completely move-in ready.
Listing is courtesy of: FANNIE HILLMAN & ASSOCIATES (407-644-1234)
Listing Agent: Kelly Hildebrand (407-310-5035)
2151 JUDITH PL, LONGWOOD, FL 32779
$799,000183 Days on yellowkey MLS ID: FC313733
1 Days Off yellowkey (back on 2/1/2026)
Bed: 5 Bath: 3.5 Liv Area Sq Ft: 2800 Built: 1988Community: Mandarin Sec 8Single Family
Taxes:
Tax Year:
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 (904-285-6300)
Listing Agent: Sherron Skibo (301-526-1772)
204 BLUE LAKE DR, LONGWOOD, FL 32779
$729,000141 Days on yellowkey MLS ID: S5140226
Bed: 4 Bath: 3.5 Liv Area Sq Ft: 2914 Built: 1973Community: Sweetwater Oaks Sec 04Single Family
Remarks: One or more photo(s) has been virtually staged. This 4 bedroom, 3.5 bathroom pool home is the kind of home that makes outdoor lovers feel like they finally found their place. Set on over half an acre with peaceful pond frontage and wide-open water views, this property delivers the serenity of lake living with the convenience of Seminole County’s most coveted amenities. Whether your ideal afternoon is launching a boat, paddling the Wekiva River, or unwinding while deer stroll through the yard, this address puts nature at your doorstep. The home has been thoughtfully updated to support a low-maintenance lifestyle. Fresh 2025 interior and exterior paint, a newer roof 2022, upgraded windows and doors installed in 2024, and a paver driveway and pool deck added in 2020 create a clean, modern feel. Inside, newer appliances and a 2019 AC system support comfort year-round. Two master suites provide flexibility, including the option for a mother-in-law suite or multi-generational living. A massive picture window frames the water perfectly, giving the living spaces a tranquil, postcard-worthy backdrop. Your oversized pool comes heated, with a pool heater installed 2024. The neighborhood is a rare gem for active residents. Enjoy three community parks, private Wekiva River access, members-only Lake Brantley beach and boat ramp, and more than ten tennis and pickleball courts. With Wekiva Springs State Park just moments away, adventure comes standard. For buyers who crave space, privacy, and a lifestyle built around the outdoors, this home is the invitation you have been waiting for.
Listing is courtesy of: KELLER WILLIAMS LEGACY REALTY (407-855-2222)
Listing Agent: Simone Wickham (407-283-5275)
110 STONE POST RD, LONGWOOD, FL 32779
$860,00076 Days on yellowkey MLS ID: O6381909
2 Days Off yellowkey (back on 2/27/2026)
Bed: 4 Bath: 2.5 Liv Area Sq Ft: 2791 Built: 1983Community: Stonewood FarmSingle Family
Remarks: Under contract-accepting backup offers. This is a one-of-a-kind serene, beautifully landscaped property in a gated community situated off Markham Woods Road in the exclusive Longwood-Lake Mary area. The community is comprised of only eight residents with each having 1 to 3 acres enjoying much privacy. Owned by the original owners, custom built with many upgrades. This home is immaculate, no pets or kids over the years, and very diligently maintained. There is a new roof (installed within the last two years.) There is a whole house generator. The property is next to the community tennis court, that has two parking spaces. The photos shown do not portray what incredible landscaping is here, because of the recent freeze. Many details such as built in medicine cabinets to 5 skylights, etc. The 2nd bedroom is an office with beautiful built-in bookshelves with sweeping wrap windows. Security system is hardwired and very sophisticated. Garage is 34x24 can be considered as a 3 car garage. There is also a free standing building called the "boathouse" that could house a trailer with boat, concrete floor with electric. The pool porch has 2 fans.
Listing is courtesy of: LRC REALTY (407-733-4424)
Listing Agent: Lisa Corkery (407-733-4424)
Please select an email frequency other than None since you have chosen for us to email you with changes that match your search.