Location: Longwood
Do Not Show Listings
208 ORANGE RIDGE CIR, LONGWOOD, FL 32779
$759,90046 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
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$4,035
Elementary School: None
High School: None
Tax Year: 2024
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)
262 OAKMONT RESERVE DR, LONGWOOD, FL 32750
$764,900102 Days on yellowkey MLS ID: O6382404
REDUCED by $5,000 (0.6%) on 05/11/2026
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3430 Built: 2018Monthly Fee: $120 Tax: $7,565 (2025)Community: Oakmont ReserveSpa: YesSingle Family
Taxes:$7,565
Elementary School: Longwood Elementary
High School: Lyman High
Tax Year: 2025
Middle School: Greenwood Lakes Middle
Remarks: SELLER'S MOTIVATED! Welcome to Oakmont Reserve, a gated community in the heart of Longwood. This spacious five-bedroom, 3.5-bath home offers a flexible, light-filled floor plan designed for everyday living and entertaining. The primary suite is conveniently on the first floor, while additional bedrooms provide ample space for family or guests. Kitchen boasts 42-inch cabinetry, oversized quartz island and stainless steel appliances and two walk-in pantries. Upstairs features four bedrooms plus dedicated office with double doors, and a dedicated theatre room with built-in surround sound speakers! Enjoy entertaining via the Florida lifestyle with a 40-foot covered lanai overlooking a screened-in Holland saltwater, heated pool and Jacuzzi with waterfall feature and LED light system. Enjoy a 2.5-car garage with extra storage space and custom overhead shelving. As a bonus, this home is upgraded with a solar panel system that makes the electric bill almost obsolete. Zoned for desirable Seminole County Schools, close to shopping, entertainment and world-renowned healthcare providers, and less than a one-hour drive to airports, beaches and Orlando's theme parks, this is your forever home!
Listing is courtesy of: PREMIER SOTHEBYS INT'L REALTY (407-333-1900)
Listing Agent: Kristen Wenderfer (973-868-9745)
2878 MARKHAM WOODS RD, LONGWOOD, FL 32779
$6,999,99928 Days on yellowkey MLS ID: O6403834
Bed: 10 Bath: 15.0 Gar: 17 Liv Area Sq Ft: 25706 Built: 2003 Tax: $70,734 (2025)Community: N/ASpa: YesSingle Family
Taxes:$70,734
Elementary School: Woodlands Elementary
High School: Lake Mary High
Middle School: Markham Woods Middle
Remarks: One or more photo(s) has been virtually staged. The Estate at Markham Woods. Set behind private electronic gates and a guarded entry, a rare sense of arrival unfolds across more than seven acres of secluded, high and dry landscape in the heart of Markham Woods. Here, architecture, land, and infrastructure converge to create something far beyond a residence, a fully realized, multi generational compound designed for those who value ultimate security, complete privacy, and a deeply personal expression of luxury living. This is not simply a home. It is a sanctuary. The main residence, spanning nearly 18,000 total square feet with over 11,000 square feet under air, is a study in European inspired elegance and enduring craftsmanship. Six bedrooms and ten baths are thoughtfully arranged to balance grand scale entertaining with intimate, everyday living. A sweeping staircase, private elevator, and curated architectural moments create a sense of quiet sophistication, while spaces like the library, gym, spa retreat, and hidden garden offer a more personal rhythm of life. Beyond the main residence, the estate reveals itself as a true compound. A fully independent guest house, a private cottage ideal for staff or extended family, and a climate controlled car barn with soaring ceilings create a layered environment where generations can gather, yet remain entirely self contained. Whether hosting, retreating, or simply living, every structure has been designed with purpose and discretion. Security here is not an afterthought, it is foundational. A guard house with full amenities, integrated systems, data infrastructure, multiple generators, this offers a sense of confidence and continuity. This is a property built not only for comfort, but for resilience. A private helipad further elevates both security and accessibility, offering a seamless connection to business, leisure, and global travel. Outdoors, the estate transforms into a private resort environment. Multiple pools, spa experiences, expansive lawns, and curated gathering spaces create an atmosphere equally suited for large scale entertaining or quiet family moments. Even the youngest members of the household are considered, with playful elements woven seamlessly into the landscape, reinforcing the estate’s identity as a true family legacy property. And yet, despite its complete seclusion, the estate remains remarkably connected. Within minutes, you are positioned at the center of everything that defines Central Florida living. Downtown Orlando, the region’s top private and public schools, and the area’s most important roadways including the I-4 express lanes are all easily accessible. Orlando International Airport, Orlando Executive Airport, and Sanford International Airport provide effortless travel options, while world class golf, the Dr. Phillips Performing Arts Center, Kia Center, Camping World Stadium, and Inter and Co Stadium place culture and entertainment within immediate reach. The beaches and theme parks are equally within your orbit, close enough for spontaneity, yet far enough to preserve the estate’s sense of calm. This is the rare balance. A property where one can live completely private, completely secure, and completely immersed in luxury, while remaining connected to everything that matters. For those seeking not just a home, but a generational legacy compound defined by discretion, scale, and intention, this is a singular opportunity in Central Florida.
Listing is courtesy of: COMPASS FLORIDA LLC (407-203-9441)
Listing Agent: Matthew Mckee (407-948-0658)
105 SWEET BAY LN, LONGWOOD, FL 32779
$785,00028 Days on yellowkey MLS ID: O6401023
2 Days Off yellowkey (back on 5/10/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2853 Built: 1978Monthly Fee: $229 Tax: $7,454 (2025)Community: Springs The Deerwood EstatesSpa: YesSingle Family
Taxes:$7,454
Elementary School: Sabal Point Elementary
Middle School: Rock Lake Middle
Remarks: Under contract-accepting backup offers. Set on a private, tree-canopied lot with a courtyard-style layout, pool, spa, waterfall, and preserve views, this custom home offers one of the most distinctive living experiences in the community. The Springs is a guard gated community located within Central Florida's original tourist attraction, the pristine Sanlando Springs. Residents enjoy access to a host of amenities including this private spring with crystal clear water, numerous rivers, hiking trails, tennis and pickleball courts, private community, large clubhouse and community venue, horse stables, and more, all located within 15 minutes of Downtown Orlando and 30 minutes to the theme parks! As you approach the home you’ll find a canopied driveway lined with towering trees that leads to a home dressed in warm cream siding with stone accents and a distinctive architectural roofline that speaks to the home’s custom architectural character. Step onto the brick-paved covered front patio with cedar ceiling, coach lighting, and a double front door with sidelights, and you already feel the warmth of this home before you've crossed the threshold. Inside, you’re greeted by one of the home's most captivating features, the private interior courtyard. This skylit stone-paved atrium is wrapped on all sides by the home itself, lush with tropical plantings and accessible from multiple rooms, it functions as an outdoor sanctuary that is completely your own. The formal living room is a beautiful place to gather with friends and family, enjoy quiet conversation, or settle in with a good book and cup of coffee beneath exposed timber beams and natural wood-look flooring. Adjacent, the light-filled dining room elevates holidays and celebrations with space for up to 12 guests, walls with panel molding, custom built-ins, crown molding, and a designer chandelier. The kitchen delivers in both form and function: white shaker cabinetry, granite countertops, an extra large center island, stainless steel appliances, two pantries, and subway tile backsplash with ribbon tile inlay, all sit beneath a continuation of the signature vaulted ceiling, soaring to incredible heights with panoramic sliders and large transom windows offering stunning views of the backyard patio, pool, and nature preserve. Deer and other stunning Florida wildlife can regularly be seen grazing or traversing outside the fence making this home a truly unique escape. The primary suite is resort-caliber: a spa bath featuring a freestanding soaking tub, oversized glass walk-in shower with designer tile banding, double vanity with marble tops, and direct access to a custom walk-in closet with full built-in shelving, shoe storage, and hardwood floors, all with direct access to a remarkably private outdoor balcony with covered seating and sprawling backyard views. Secondary bedrooms are generously sized with hardwood floors, natural light, and extraordinary closet space. A dedicated laundry room and multiple well-appointed bathrooms round out the interior. Out back, the property fully delivers on its promise of offering a relaxed Florida lifestyle with a resort-style freeform pool, an integrated spa, a dramatic natural stone waterfall feature, and multiple sun steps, all wrapped in a fully fenced, tree-canopied backyard that feels miles away from everything. This is Florida living at its finest.
Listing is courtesy of: DON HARKINS REALTY LLC (321-377-0341)
Listing Agent: Scott Major (407-697-9301)
110 HOLDERNESS DR, LONGWOOD, FL 32779
$449,50020 Days on yellowkey MLS ID: O6406494
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1775 Built: 1978Monthly Fee: $23 Tax: $4,880 (2024)Community: WekivaSingle Family
Taxes:$4,880
Elementary School: Wekiva Elementary
High School: Lake Brantley High
Remarks: Wonderful Wekiva home! Light and bright three bedroom, two bath home offering a wonderful blend of comfort and functionality. Step inside to find brand new luxury vinyl flooring throughout, freshly painted inside and out, a new garage door, with a spacious layout. Featuring a formal living room, separate dining room and kitchen that opens to the family room which is perfect for every day living and entertaining. The back yard overlooks a greenbelt area and has a walking path that is through out the Wekiva neighborhood . This highly desirable community has A rated schools and amenities including bike trails, parks and playgrounds, community center, tennis and pickleball courts-providing something for everyone to enjoy. Call today for your private showing and don't miss this opportunity to make it Yours!
Listing is courtesy of: KELLER WILLIAMS HERITAGE REALTY (407-862-9700)
Listing Agent: Katie Morrison (407-421-5025)
204 BLUE LAKE DR, LONGWOOD, FL 32779
$719,000165 Days on yellowkey MLS ID: S5140226
REDUCED by $10,000 (1.4%) on 05/09/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2914 Built: 1973Monthly Fee: $56 Tax: $3,204 (2024)Community: Sweetwater Oaks Sec 04Spa: NoSingle Family
Taxes:$3,204
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)
910 PARSON BROWN WAY, LONGWOOD, FL 32750
$364,900108 Days on yellowkey MLS ID: O6380478
0 Days Off yellowkey (back on 5/8/2026)
REDUCED by $13,100 (3.5%) on 05/01/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1407 Built: 1977 Tax: $4,167 (2025)Community: Lake Searcy ShoresSingle Family
Taxes:$4,167
Remarks: Under contract-accepting backup offers. Welcome home to this beautifully maintained 3-bedroom split floorplan residence offering privacy, space, and modern comfort—all with NO HOA. Situated on a nearly ¼-acre fully fenced lot, this property is a rare find both inside and out. Step inside to discover all solid-surface flooring throughout—no carpet, complemented by fresh, updated interior paint and two fully renovated bathrooms. The galley-style kitchen features granite countertops, stainless steel appliance package, and efficient design, perfect for everyday living and entertaining alike. Outdoors is where this home truly shines. The gorgeous backyard oasis includes a gazebo, fire pit, pavered walkways, storage shed, and even a chicken run, offering endless possibilities for relaxation, hobbies, or entertaining guests. Ideally located near historic Longwood, Orlando Health, shopping, and dining, this home blends convenience with charm. Reiter Park—with its splash pad, playground, food trucks, and vibrant community events—is just a pleasant walk or bike ride away. This move-in-ready home delivers space, upgrades, and a lifestyle you’ll love—schedule your showing today.
Listing is courtesy of: WATSON REALTY CORP (407-359-2300)
Listing Agent: Virginia Bellhorn (407-580-7235)
450 LONGMEADOW LN, LONGWOOD, FL 32779
$539,00077 Days on yellowkey MLS ID: O6390534
REDUCED by $20,000 (3.6%) on 05/08/2026
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)
147 SANDALWOOD WAY, LONGWOOD, FL 32750
$349,00061 Days on yellowkey MLS ID: O6388990
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1558 Built: 1978 Tax: $3,982 (2024)Community: SandalwoodSingle Family
Taxes:$3,982
Remarks: Under contract-accepting backup offers. SELLER WILL CONSIDER CONCESSIONS!! Discover the possibilities at 147 Sandalwood Way with a unique opportunity to own a 3-bedroom, 2-bath home plus a garage efficiency, all with NO HOA. **This house qualifies for a REDUCED RATE through the seller’s preferred lender. This is a lender-paid rate buydown to help reduce your monthly payment and/or closing costs.** Situated on a fully fenced 1/4-acre lot, this property is priced with its future potential in mind and is ready for your personal vision to truly make it shine. Inside, the home offers a split floor plan with cozy, functional living spaces. The family room flows directly into the kitchen, where you’ll find granite countertops, a small island, and ample cabinet space. The dining area was converted from the original porch, and an additional enclosed porch was added to create extra living space and flexibility. A portion of the garage has been converted into an efficiency with it's own entry access, giving you space to use as an additional room, office, or income potential. It includes a bathroom with a shower stall and a small kitchenette, all under central air. While it is not counted in heated square footage, it brings the total usable space to just under 2,000 square feet. If you’d prefer a traditional garage, the space can very easily be converted back. Major systems have already been addressed, with the roof and HVAC updated in 2013, and the plumbing and electrical systems up to code. A pre-inspection has been completed, and the home is expected to pass a 4-point inspection, adding peace of mind. Step outside to an oversized lot with no rear neighbors, backing up to a serene conservation area for added privacy. Located adjacent to Sandalwood Park, with a playground and basketball courts, you’ll enjoy easy access to recreation while still having a quiet, low-traffic setting. Built with durable concrete block construction and located in a highly rated Seminole County school district, this property offers solid bones in a prime location. Enjoy quick access to shopping, dining, and major highways, all while living in a neighborhood known for its charm and convenience. Bring your vision and cosmetic updates to make this home your own!
Listing Agent: Melissa Maggio (407-592-5352)
786 E WARREN AVE, LONGWOOD, FL 32750
$329,90035 Days on yellowkey MLS ID: O6402162
REDUCED by $2,100 (0.6%) on 05/08/2026
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
High School: Winter Springs High
Middle School: Milwee Middle
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)
3322 CANYON GRAND PT, LONGWOOD, FL 32779
$725,00091 Days on yellowkey MLS ID: O6385555
1 Days Off yellowkey (back on 5/8/2026)
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
Middle School: Teague Middle
Remarks: Under contract-accepting backup offers. 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 Agent: Danielle Pensala (407-529-5752)
236 DUNCAN TRL, LONGWOOD, FL 32779
$395,00056 Days on yellowkey MLS ID: C7524258
REDUCED by $5,000 (1.3%) on 05/07/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1853 Built: 1979Monthly Fee: $23 Tax: $5,495 (2025)Community: Wekiva Hills Sec 08Single Family
Taxes:$5,495
Remarks: Discover this spacious 3 bedroom, 2 bathroom home offering 1,853 sq ft of comfortable living space. The well-designed layout features generous living and dining areas that flow seamlessly into the kitchen, creating a great space for everyday living and entertaining. The primary suite includes a private bathroom and ample closet space, while the additional bedrooms provide flexibility for family, guests, or a home office. Outside, enjoy a nicely sized yard with room to relax or personalize. Located in a quiet residential neighborhood, this move-in ready home is easy to show and ready for its next owner.
Listing is courtesy of: SOVEREIGN REAL ESTATE GROUP (305-662-1502)
Listing Agent: Raul Pino (305-662-1502)
803 SWEETWATER CLUB BLVD, LONGWOOD, FL 32779
$1,575,000158 Days on yellowkey MLS ID: O6369072
0 Days Off yellowkey (back on 5/7/2026)
Bed: 4 Bath: 5.5 Gar: 3 Liv Area Sq Ft: 5344 Built: 1979Monthly Fee: $367 Tax: $13,791 (2024)Community: Sweetwater Club Unit 1-ASingle Family
Taxes:$13,791
Remarks: One or more photo(s) has been virtually staged. In the heart of the coveted, gated Sweetwater Club an executive enclave long associated with legacy ownership and understated wealth rests this architecturally distinguished estate on a quiet, tree-lined street. Set on an extraordinary 1.45-acre homesite, the property unfolds like a private park, with mature canopy trees and a natural setting that feels both secluded and timeless. This custom-built residence offers a generous split-bedroom floor plan with 4 bedrooms and 5.1 baths, thoughtfully designed for both grand entertaining and everyday living encompassing over 6,200 sq. ft. Lovingly maintained by its owners, the home presents a rare opportunity for the discerning buyer who values space, architectural character, and the freedom to curate interiors to suit a modern lifestyle. A dramatic arrival begins through Old-World mahogany entry doors, opening to stately columns and a floating ceiling that sets an immediate tone of elegance. The formal living room is anchored by a wood-burning fireplace, a beverage bar, and four graceful arched doors that flood the space with natural light. Adjacent, the formal dining room is framed by marble flooring, wood-trimmed doorways and columns and a soft, neutral palette, offering a refined setting for memorable gatherings. The kitchen is richly appointed with natural wood-toned cabinetry, expansive preparation space, a center island, and stone countertops providing both functionality and a strong foundation for future enhancement. Overlooking the kitchen, the family room makes a striking impression with soaring ceilings, paneled walls, and an intimate stone-etched wood-burning fireplace that serves as a focal point of warmth and character. The primary suite is a true retreat, featuring vaulted ceilings, decorative stained-glass accent windows above the bed, laminate flooring, an oversized custom-fitted closet, a sunken soaking tub, and even a dedicated fitness area—an indulgent sanctuary within the home. Each of the four additional bedrooms is generously sized and privately appointed, offering en-suite baths and walk-in closets, ideal for family or guests. Outdoors, the property transforms into a private Florida oasis. The pool and lanai are surrounded by lush greenery, offering serene views beneath a canopy of mature trees and exceptional privacy. Adjacent to the pool is a secondary dwelling, 200 Sq Ft, complete with a living area, kitchenette, and bath perfect for guests, multigenerational living, or a private retreat. Recent improvements provide peace of mind while preserving the home’s character, including a new tile roof 2025, newer plumbing fixtures, tamper-proof outlets, updated switches, new bedroom flooring, and a refreshed interior palette. Completing the outdoor experience is a private pickleball court, an unexpected and coveted amenity rarely found in estates of this caliber. Residents of Sweetwater Club enjoy exclusive access to 285-acre, spring-fed Lake Brantley, nestled within the Wekiva watershed, along with an impressive array of amenities: 10 tennis courts, basketball courts, playgrounds, a fishing dock, boat ramp, and a sandy beach overlooking unspoiled waters and endless skies. This is not simply a home it is a canvas of enduring architecture, land, and location, awaiting thoughtful personalization.
Listing is courtesy of: RE/MAX CENTRAL REALTY (407-333-4400)
Listing Agent: Karen Arbutine (407-928-3788)
280 SPRINGSIDE RD S, LONGWOOD, FL 32779
$626,640139 Days on yellowkey MLS ID: O6372736
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2436 Built: 1987Monthly Fee: $180 Tax: $6,507 (2024)Community: The SpringsSingle Family
Taxes:$6,507
Remarks: **** Price Reduction*** Floor Plan: Excellent layout with the master bedroom downstairs and a large upstairs loft that can serve as a second master suite. Amenities: Screened private swimming pool with convenient access from three rooms (living room, master bath, guest bath). Interior Highlights: Vaulted ceilings, abundant natural light via skylights and transom windows, ceramic tile throughout, grand living room with fireplace, and a large dining room. Updates & Maintenance: Features a brand new AC (2020) and a replumbed system. The home also includes an inside laundry room, a 2-car garage with a generator hookup panel, and workbench space. Community Amenities (The Springs): Enjoy exclusive access to Seminole County's "best kept secret," which includes: 100 acres on the Little Wekiva River Sandy beach and crystal clear swimming area Clubhouse and community pool Sports courts (basketball, tennis, pickleball) Playground, nature trails, and horse stables
Listing is courtesy of: STARLINK REALTY (239-693-7263)
Listing Agent: Dr April Joh Johnson (813-545-9218)
490 WEKIVA COVE RD, LONGWOOD, FL 32779
$579,00031 Days on yellowkey MLS ID: O6401936
1 Days Off yellowkey (back on 5/6/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2335 Built: 1985Monthly Fee: $125 Tax: $3,045 (2025)Community: Wekiva Cove Ph 3Spa: NoSingle Family
Taxes:$3,045
Remarks: Under contract-accepting backup offers. Welcome home to this BEAUTIFULLY UPDATED 3-bedroom, 2-bath residence with a spacious office/den, thoughtfully remodeled with a tasteful design that blends comfort and style throughout. From the moment you step inside, you’ll notice the bright, open floor plan filled with natural light, enhanced by soaring vaulted ceilings and skylights that create an airy, inviting atmosphere. The living area features a real wood-burning fireplace with a charming brick detail, adding warmth and character, while sliding glass doors in both the living room and kitchen seamlessly connect indoor and outdoor living. The living room showcases TRIFOLD SLIDERS that open fully, and the primary suite features BIFOLD SLIDERS, creating a true indoor-outdoor experience. The home showcases stunning tile flooring that looks like real wood, offering both durability and modern appeal. At the heart of the home, the COMPLETELY REMODELED KITCHEN shines with real wood cabinetry, elegant QUARTZ COUNTERTOPS, stainless steel appliances, a DOUBLE OVEN, and a classic subway tile backsplash—perfect for everyday living and entertaining. A dedicated formal dining room provides the ideal space for gatherings, and the spacious interior laundry room with custom cabinetry adds both convenience and functionality. The guest bathroom has been fully remodeled, while the primary suite offers a relaxing retreat complete with a soaking tub and separate shower. Step outside to your private backyard oasis featuring a SPARKLING SALTWATER POOL, along with a covered back patio and deck—perfect for relaxing or hosting year-round. The fully fenced yard offers privacy and plenty of space to enjoy outdoor living, beautifully complemented by spacious front and back patios. An oversized two-car garage provides ample storage and convenience. This home has been meticulously maintained with major upgrades including a 2018 roof and skylights, 2018 fence, 2019 exterior repaint, full home replumbing in 2022, 2022 updates to flooring, guest bedrooms, bathroom, and ceilings, and a 2023 kitchen and laundry remodel, along with a new AC unit, Hot water heater, and alarm system for added peace of mind. Located in a highly desirable community, residents enjoy access to a clubhouse, dock overlooking the scenic Wekiva Cove pond, playground, community pool, and TENNIS & PICKLEBALL COURTS, and more. With its prime location in top-rated school zones and close proximity to major roadways, shopping, and dining, this home truly has it all—MODERN UPGRADES, a spacious layout, and an incredible community. Don’t miss your opportunity to make it yours!
Listing is courtesy of: RE/MAX ASSURED (800-393-8600)
Listing Agent: Amber Zinno Adams (407-696-7908)
106 LONESOME PINE DR, LONGWOOD, FL 32779
$655,00028 Days on yellowkey MLS ID: O6403779
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2379 Built: 1976Monthly Fee: $54 Tax: $2,761 (2025)Community: Sweetwater Oaks Sec 08Single Family
Taxes:$2,761
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Welcome to 106 Lonesome Pine Drive, where everyday living feels a little more like getting away! Nestled in Longwood’s treasured Sweetwater Oaks community and set on an extra deep .69 acre lot, this home offers something rare: room to breathe. Room to entertain. Room to live the way you’ve always pictured — with nature as your backdrop and comfort woven into every corner. *NEW: Electric pool heater 2025, exterior paint 2024, All light switches and receptacles 2024, pool saltwater system 2023, outdoor fireplace 2022, pool renovation, screen enclosure & Shellock pavers 2022, 200amp Leviton smart electrical panel, LED energy efficient lights throughout house & interior paint 2021!* From the moment you arrive you’re greeted with a sense of privacy that’s hard to find in a neighborhood setting. Once inside this home opens up with warm, welcoming spaces designed for real life showcasing thoughtful updates and well-kept finishes reflecting a true pride of ownership. You’ll find casual dining and living rooms with custom wood floors made of oak, walnut and mahogany plus a spacious family room enhanced by tile floor, vaulted ceiling with beautiful wood beams and dual skylights, a floor-to-ceiling stone fireplace and sliding glass door to the patio. Upgraded kitchen is loaded with personality boasting wood panel cabinets galore with bar area, granite counter with double bevel edge, working island with breakfast bar, decorative backsplash, complete stainless steel appliance package plus a large picture window offering pool and yard views. But it’s the outdoor living that truly sets this home apart! The backyard unfolds like a private resort, offering multiple places to unwind, dine, and enjoy the Florida lifestyle year round. This space offers several covered patio spaces, tongue and groove ceiling, cool slate floor, mounted TVs, hot tub right off primary, sparkling renovated pool has pebble tech bottom, shelf with two Adirondak chairs & pretty blue tile, modern pavers, outdoor wood burning fireplace & lots of market lights! Whether you’re hosting a lively poolside afternoon, relaxing fireside at dusk, or simply taking in the peaceful view of the deep lot stretching behind you, this space invites you to slow down and stay awhile. Step out back into huge fully fenced yard plus lot goes back behind fence, offering endless possibilities! As if that isn't enough, you'll have peace of mind year round with a whole house generator! If you’ve been waiting for a home that offers privacy without isolation, style without pretense, and outdoor living that feels like a true extension of the home, this home is the one that delivers! Incredible Longwood location with easy access to 434, 436, I4 plus close to multiple Publix, schools, lots of 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: Stacy Wayne (407-415-9484)
884 CUTLER RD, LONGWOOD, FL 32779
$615,00056 Days on yellowkey MLS ID: O6396152
REDUCED by $10,000 (1.6%) on 05/06/2026
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2601 Built: 1973 Tax: $5,101 (2025)Community: Cutler CoveSpa: NoSingle Family
Taxes:$5,101
Remarks: One or more photo(s) has been virtually staged. Welcome to this beautifully updated 5-bedroom, 3-bathroom home nestled on a quiet street in Longwood's sought-after 32779 zip code, just steps from the top-rated Sabal Point Elementary and minutes from everything the Lake Brantley area has to offer. With 2,601 square feet of thoughtfully designed living space on a generous 0.30-acre corner lot, this home delivers the space, style, and location today's buyers are searching for, with no HOA and the freedom to make it truly your own. A large private driveway leads you home, complemented by an oversized 2-car garage with ample storage. Step inside and you're greeted by an expansive open floor plan filled with natural light from large front windows, creating a bright and inviting atmosphere throughout. At the heart of the home, the kitchen is built for both everyday living and effortless entertaining. White shaker cabinets, a large island with stunning quartz countertops and waterfall edges, and stainless steel appliances. The open floor plan flows seamlessly into the living and dining areas — a layout that brings people together naturally. Peace of mind comes built in with major updates already done for you — a new roof in 2021, new AC in 2021, water heater in 2022, upgraded double-pane windows, and new LVP flooring throughout installed in 2021. The large primary suite offers a comfortable retreat complete with a double vanity and walk-in shower, while the additional bedrooms and bathrooms provide all the flexibility a modern family needs. Outside, a large covered and screened patio overlooks a fully fenced backyard with beautiful pavers — perfect for morning coffee, weekend entertaining, or simply unwinding. A 7-zone irrigation system keeps everything green with ease, and with plenty of room to add the pool of your dreams, the backyard is a blank canvas ready for your vision. Located in one of Seminole County's most desirable family-friendly communities with easy access to parks, nature, shopping, dining, and major commuter routes — this move-in-ready home is an exceptional opportunity. Corner lot. No HOA. Top-rated schools. Come see it before it’s gone.
Listing is courtesy of: CREEGAN GROUP (407-622-1111)
Listing Agent: Tyler Deans (407-319-2493)
127 CLOVER LN, LONGWOOD, FL 32750
$419,50024 Days on yellowkey MLS ID: O6405028
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1589 Built: 1972 Tax: $1,641 (2024)Community: Meadows West TheSingle Family
Taxes:$1,641
Remarks: Welcome home to 127 Clover Ln in the heart of Longwood with no HOA!! This 4 bedroom 2 bath features a desirable split floorplan. The newer kitchen has plenty of storage for all those cooking essentials and a window over the sink looking out to beautiful backyard. Formal living and family room with huge windows letting in tons of natural light. New sliding glass doors in the living room. The dining area just off the kitchen ideal for entertaining. The master suite has a walk in closet and stand up shower. Crown molding through our the living areas giving an elevated feel to the home! The other three light and bright bedrooms are spacious too! Secondary bath has double sinks and a door conveniently leading out to the back patio. The HUGE back patio has plenty of room for outdoor furniture, entertaining space and a peaceful spot to enjoy a morning cup of coffee and listen to birds in the morning! A corner lot making for large backyard on over a quarter acre. Let your imagination go with creativity in this luscious backyard, ample space for a pool or space for outdoor games. Who doesn't love a big outdoor space? Schedule a showing today as this home won't last long! Located near major highways, restaurants, shopping and dining
Listing is courtesy of: HD REALTY LLC (407-260-8800)
Listing Agent: Nicole Anderson (407-461-4861)
1665 GRANGE CIR, LONGWOOD, FL 32750
$399,00054 Days on yellowkey MLS ID: O6396483
0 Days Off yellowkey (back on 5/4/2026)
REDUCED by $16,000 (3.9%) on 04/24/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2189 Built: 1986 Tax: $3,792 (2024)Community: Tiberon Hills Ph 3Spa: YesSingle Family
Taxes:$3,792
Remarks: Under contract-accepting backup offers. Expect to be impressed with this beautiful 3-bedroom, 2-bathroom home featuring stunning upgrades throughout. As soon as you walk in, you’re greeted by a spacious living and dining room combination, perfect for both entertaining and everyday living. The home boasts a gorgeous kitchen that opens to a cozy family room, complete with a stylish bar area that is ideal for hosting guests or relaxing at the end of the day. Step outside and discover your own backyard oasis, featuring an above-ground spa, perfect for unwinding and enjoying Florida living year-round. Conveniently located near major highways, shopping, and highly sought after schools, this home offers both comfort and convenience. This one won’t last long, so schedule your showing today!
Listing is courtesy of: LEGENDS REALTY (407-333-1010)
Listing Agent: Maria Stinson (407-802-7595)
480 RAYMOND AVE, LONGWOOD, FL 32750
$550,00032 Days on yellowkey MLS ID: O6402148
2 Days Off yellowkey (back on 5/4/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2305 Built: 1968 Tax: $5,648 (2024)Community: Sanlando SpgsSpa: NoSingle Family
Taxes:$5,648
Elementary School: Altamonte Elementary
Remarks: Set on a spacious 1/3-acre corner lot, this beautifully maintained Longwood home offers serene park views along with an ideal balance of space and functionality. Featuring 4 bedrooms, 3 full baths, and over 2,300 square feet of living space, plus a private pool, the home blends comfort with thoughtful design. A charming brick exterior and covered entry welcome you into a bright foyer that flows into an open living and dining area, highlighted by a large bay window that fills the space with natural light. Rich hand-scraped engineered hickory wood flooring runs throughout much of the home, adding warmth and character. The popular split-bedroom layout provides privacy, with a spacious primary suite tucked away and featuring a walk-in closet and a fully renovated en-suite bath (2020) with dual sinks, updated lighting and mirrors, a new toilet, and modern tile finishes. The kitchen has been tastefully updated with KraftMaid white cabinetry, soft-close drawers, quartz countertops, a glass subway tile backsplash, and stainless steel appliances. A breakfast bar opens to the inviting family room, where a wood-burning brick fireplace creates a cozy centerpiece. Sliding glass doors lead to a screened and covered porch (2019) with a vaulted ceiling, overlooking the pool, paver patio, and expansive backyard—perfect for entertaining or relaxing. On the opposite side of the home, you’ll find three additional bedrooms and two updated bathrooms, including a convenient pool bath. A large indoor laundry room with a utility sink and built-in storage adds everyday convenience. Additional highlights include an oversized side-entry two-car garage and generous storage throughout. Major updates include a new roof and garage door (2018) and HVAC system (2015). Ideally located near the revitalized Rolling Hills area—now a 99-acre Seminole County park with scenic trails and bike paths—and just minutes from shopping, dining, and I-4. With no HOA restrictions, there’s plenty of room to park your boat or RV. This home offers exceptional space, flexibility, and a setting that’s perfect for both everyday living and entertaining.
Listing is courtesy of: CORCORAN PREMIER REALTY (407-965-1155)
Listing Agent: Kim Lam, Llc (407-716-3858)
Please select an email frequency other than None since you have chosen for us to email you with changes that match your search.