Location: Longwood
Do Not Show Listings
1130 BROWNSHIRE CT, LONGWOOD, FL 32779
$1,600,00021 Days on yellowkey MLS ID: O6408467
0 Days Off yellowkey (back on 5/24/2026)
Bed: 4 Bath: 5.0 Gar: 4 Liv Area Sq Ft: 7451 Built: 1984Monthly Fee: $367 Tax: $18,909 (2025)Community: Sweetwater Club Unit 3Single Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$18,909
Elementary School: Wekiva Elementary
High School: Lake Brantley High
Tax Year: 2025
Middle School: Markham Woods Middle
Remarks: Under contract-accepting backup offers. Located within the exclusive Sweetwater Club Estates, this custom home sits at the head of a private cul-de-sac with sprawling grounds, circular driveway, and rear-entry garage. Step through the front doors to bright, open views of the private pool and outdoor entertaining area. The gourmet kitchen features a Viking six-burner range, multiple Sub-Zero refrigerators, center island, granite counters, and custom cabinetry. A butler’s pantry leads to the formal dining room, perfect for entertaining, along with a dedicated wine storage area. A second full kitchen with pass-through access to the outdoor patio overlooks the pool area. The split-bedroom floor plan offers privacy throughout the home. Upstairs, a spiral staircase leads to a loft ideal for a game room or library. The owner’s retreat includes a spacious primary bedroom, media room, spa-style bath with Jacuzzi tub, separate shower, bidet, and dual walk-in closet. Every detail of this one-of-a-kind property has been thoughtfully designed, creating a truly unforgettable home.
Listing is courtesy of: WATSON REALTY CORP (407-323-3200)
Listing Agent: Joshua Hofle (407-637-6951)
1889 RANCHLAND TRL, LONGWOOD, FL 32750
$998,90038 Days on yellowkey MLS ID: V4948599
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2333 Built: 1998 Tax: $6,016 (2024)Community: MeadowlandsSingle Family
Taxes:$6,016
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: Welcome to this beautifully renovated 4-bedroom, 3-bathroom pool home, perfectly situated on 2 acres of agricultural land in Longwood with Lake Mary city limits. Originally designed as an equestrian estate, this unique property offers the perfect blend of modern living and rural charm. The home was completely updated in 2022 and features a stylish kitchen with newer cabinetry, granite countertops, and ample space for entertaining. All bathrooms have been thoughtfully renovated with elegant ceramic tile, glass-enclosed showers, and LED mirrors, creating a sleek, contemporary feel. The spacious primary suite offers a comfortable retreat with a large walk-in closet, while the additional three bedrooms are generously sized and include built-in closets. Step outside to enjoy your private oasis—featuring a fully resurfaced pool and freshly painted pool deck, ideal for relaxing or hosting gatherings. The expansive property also includes approximately 8,000 square feet of installed pavers throughout the driveway and surrounding areas, adding both functionality and curb appeal. Equestrian enthusiasts will appreciate the well-equipped barn with 4 stalls, a feed room, and 4 shower poles—ready for your horses or farm animals. Additional upgrades include a new roof (2022), new well system and pump, tankless water heater, and an electric gated entrance for added privacy and security. This one-of-a-kind property offers space, upgrades, and versatility—don’t miss your opportunity to own a truly special estate. Schedule your private showing today!
Listing is courtesy of: HOME WISE REALTY GROUP, INC. (407-712-2000)
Listing Agent: Yanet Garcia, Pllc (214-574-0785)
1700 ALVARADO CT, LONGWOOD, FL 32779
$1,400,000101 Days on yellowkey MLS ID: O6385125
REDUCED by $50,000 (3.4%) on 05/15/2026
Bed: 5 Bath: 5.5 Gar: 3 Liv Area Sq Ft: 6348 Built: 2002Monthly Fee: $85 Tax: $13,583 (2025)Community: Wingfield Reserve Ph 1Spa: YesSingle Family
Taxes:$13,583
Elementary School: Woodlands Elementary
High School: Lake Mary High
Remarks: Motivated Seller. Welcome to this EXQUISITE, one-of-a-kind estate nestled within the highly regarded community of WINGFIELD RESERVE. Set on a sprawling 1.4-ACRE LOT in one of Longwood’s most sought-after enclaves, this STELLAR 6,300+ SQ. FT. home offers unparalleled grandeur and privacy. The journey begins as you traverse a FULLY PAVED CIRCULAR DRIVEWAY, framed by towering mature trees and meticulously manicured landscaping that creates a STUNNING approach to the home’s entryway. With a NEW ROOF INSTALLED IN 2019, this property seamlessly blends timeless elegance with modern peace of mind. **The wonderful property has been recently improved with a RAPID ELECTRIC CAR CHARGER, NEW POOL HEATER, NEW BURIED PROPANE TANK, and LANDSCAPE IMPROVEMENTS!** You’ll also love the PICTURESQUE WATER VIEWS from your backyard! Upon entering through the grand DOUBLE GLASS DOORS, you are greeted by an OVERSIZED FOYER that showcases PRISTINE MARBLE AND TRAVERTINE flooring. The WINDOWS HAVE BEEN REPLACED WITH ENERGY-SAVING VINYL FRAMED WINDOWS. A magnificent HARDWOOD STAIRCASE, accented by BLACK WROUGHT IRON BALUSTERS, leads you to the sanctuary of the PRIMARY BEDROOM SUITE. This private retreat is a masterclass in luxury, featuring HARDWOOD FLOORS, HIGH CEILINGS with CRISP RECESSED LIGHTING, and a cozy GAS FIREPLACE for quiet evenings. The PRIMARY BATH offers a true spa experience with a SPA SOAKING TUB and an OVERSIZED STEAM SHOWER with FRAMELESS GLASS DOORS, leading to a LARGE WALK-IN CLOSET with CUSTOM CABINETRY and a convenient LAUNDRY CHUTE. The heart of the home is a GOURMET KITCHEN designed for the culinary enthusiast. It features a massive 8-FOOT GRANITE KITCHEN ISLAND with integrated storage, CUSTOM CABINETS WITH GLASS INSERTS, and a suite of professional-grade STAINLESS STEEL APPLIANCES, including a SUB-ZERO REFRIGERATOR, 2 BOSCH DISHWASHERS, and a 5-BURNER GAS STOVE. Adjacent to the kitchen, a substantial WALK-IN PANTRY provides a STAND-UP FREEZER and additional granite workspace. For entertaining, the opposite wing of the house boasts a SUBSTANTIAL GAME AND ENTERTAINING ROOM complete with a WET BAR, BAR FRIDGE, and fireplace, while the upstairs offers a LARGE EXERCISE ROOM and an OVERSIZED MULTI-PURPOSE ROOM featuring a VERY INTERESTING FEATURE that must be seen in person to be fully appreciated. The luxury extends to the outdoor oasis, where a SALTWATER POOL AND SPA serve as the centerpiece of a LARGE AREA LANAI. Hosting is made effortless by the INCREDIBLE RUSTIC STONED OUTDOOR GOURMET KITCHEN, equipped with a high-performance SOLAIRE INFRARED GRILL. Residents of WINGFIELD RESERVE also benefit from the community's reputation for privacy and its proximity to the natural beauty of the WEKIVA RIVER buffer and TOP-RATED SEMINOLE COUNTY SCHOOLS. 1700 ALVARADO is an EXCEPTIONAL property and a true must-see. Call today to schedule a visit!
Listing is courtesy of: EXP REALTY LLC (407-706-5000)
Listing Agent: Daniel Betancourt (407-375-9142)
1833 CROWLEY CIR, LONGWOOD, FL 32779
$560,000141 Days on yellowkey MLS ID: O6369834
REDUCED by $14,900 (2.6%) on 05/22/2026
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: One or more photo(s) has been 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)
1446 VIVALDI PL, LONGWOOD, FL 32779
$825,000140 Days on yellowkey MLS ID: A4678437
0 Days Off yellowkey (back on 5/22/2026)
REDUCED by $24,900 (2.9%) on 04/28/2026
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3310 Built: 2011Monthly Fee: $122 Tax: $7,442 (2025)Community: Bella VistaSpa: NoSingle Family
Taxes:$7,442
Remarks: *** MOTIVATED SELLER *** Gated Bella Vista elegant move in perfect 4bdr, 3ba, Pool Home + 3 car gar + Bonus Room. Gourmet Chef’s Kitchen and 3 Bathrooms completely remodeled in 2025 including soft close cabinets & drawers, quartz counter-tops throughout with large waterfall island with pendant lighting, and new tile backsplash. All new tile floor installed in 2025 as well. In addition, home features include extensive stone front elevation, tile roof, and brick pavers on driveway, both porches, and pool deck. Designed to impress & great for entertaining w/formal living, dining, and family rooms, extensive custom millwork including crown molding, chair rail, wainscoting, & custom wood trimmed windows, front door, and master entry. Open floor plan w/10’ ceilings and lots of natural light. Chef’s delight kitchen is open to the family room for large entertaining space. 120gallon propane tank, gas stove, and plumbed and wired for full house generator. Split bedroom layout features roomy master retreat w/ luxurious bath & custom closet; split side bedrooms are larger than normal w/oversized closets & features a custom workspace nook for hobbies or homework. Enormous bonus room / flex space game room / media room perfect for family entertaining. High-end Pool Table Included. Home is extremely energy efficient w/nest system thermostat and newer A/C system & hybrid hot water heater. Spray foam attic insulation & concrete block insulated voids & low E Thermal double pane hurricane glass windows. Sprinkler on metered grey water system for lower water bills. Great fenced completely private outdoor tropical oasis w/covered lanai, brick pavers, & inviting sparkling pool w/stone scape aggregate long life pool finish, new saltwater system, waterfall. Zoned for top rated Seminole County schools & nestled in desirable cul-de-sac / corner lot location adjacent to expansive community park w/abundant greenspaces… is like an extension of your yard! Convenient to all South Seminole County has to offer. This Home has it all.
Listing is courtesy of: SAVVY AVENUE, LLC (888-490-1268)
Listing Agent: Moe Mossa (888-490-1268)
495 HOWARD AVE, LONGWOOD, FL 32750
$409,999271 Days on yellowkey MLS ID: O6342206
3 Days Off yellowkey (back on 5/22/2026)
REDUCED by $10,000 (2.4%) on 05/11/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1855 Built: 1979 Tax: $2,439 (2024)Community: Sanlando SpgsSingle Family
Taxes:$2,439
Elementary School: Altamonte Elementary
High School: Lyman High
Middle School: Milwee Middle
Remarks: Under contract-accepting backup offers. Back on market! Welcome home! This stunning 4-bedroom, 2-bathroom residence has been completely renovated from top to bottom. Step inside to discover porcelain tile flooring throughout, offering a sleek, modern look with easy maintenance. The open floor plan creates a spacious and inviting atmosphere, perfect for both entertaining and everyday living. The heart of the home is the beautifully updated chef’s kitchen, featuring quartz countertops, a massive island, and brand-new cabinetry – ideal for gatherings, meal prep, and casual dining. Both bathrooms have been thoughtfully updated with stylish fixtures and finishes, giving you a spa-like experience at home. Outside, enjoy a large yard with endless potential for outdoor living. For peace of mind a new drainfiel has been installed and all upgrades have passed county insepections! Located in a desirable Longwood neighborhood with convenient access to shopping, dining, top-rated schools, and major highways. Don’t miss your chance to make this house your home!
Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)
Listing Agent: Nelson Folchini (617-775-3581)
2351 WESTWOOD DR, LONGWOOD, FL 32779
$840,00041 Days on yellowkey MLS ID: S5148634
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2983 Built: 1973 Tax: $11,202 (2025)Community: Lake Brantley Isles 2Nd AddSingle Family
Taxes:$11,202
Middle School: Teague Middle
Remarks: Discover the charm of this uniquely designed home in the sought-after Lake Brantley Isles community! Blending the best of two-story and split-level living, this home offers a versatile layout ideal for modern lifestyles. Upon entering, step up into a spacious formal dining area highlighted by a cozy brick wood-burning fireplace. The open-concept kitchen features a breakfast nook, center island, and flows seamlessly into the family room, where large windows frame picturesque views of the canal. To the right of the family room, step down into an L-shaped bonus room, complete with sliding glass doors leading to a screened patio with dual ceiling fans—perfect for indoor-outdoor entertaining. A full bathroom and an oversized fourth bedroom with a private entrance are conveniently located off the bonus room, offering additional flexibility. Upstairs, the second level boasts two bedrooms and a guest bathroom to the right, with the primary suite to the left. The primary retreat includes a luxurious, fully renovated ensuite with a stand-alone tub, a spacious two-person shower with dual controls and a bench, dual sinks, and abundant storage. Recessed LED lighting with a secondary night light feature enhances the upstairs hallway and bedrooms. The property sits on nearly an acre of land with two private docks and canal access to Lake Brantley, making it perfect for outdoor enthusiasts. The oversized detached garage includes workbenches, electricity, and an automatic door with a deadbolt feature for added convenience and security. The home has a new roof (April 2026) and has been freshly painted on the exterior (April 2026). Located near several major roadways, shopping, dining, and entertainment options, this home offers both privacy and accessibility. With its exceptional features and prime location, this home is a must-see! Located in the vibrant community of Longwood, Florida, this home offers access to a rich array of amenities and attractions within a 50-mile radius. Enjoy retail therapy at the nearby Altamonte Mall, featuring popular brands and entertainment options. For outdoor enthusiasts, Lake Brantley provides opportunities for water activities and scenic picnics. The locale boasts a diverse dining scene with destinations like Tibby's New Orleans Kitchen and The Melting Pot. Quick access to major highways, including Interstate 4, SR-434, and SR-436, ensures seamless commutes to major employers such as AdventHealth and the University of Central Florida. For family fun, visit the Central Florida Zoo or take a short drive to explore the attractions in Orlando, including Walt Disney World Resort and Universal Studios. This area offers a balanced lifestyle, combining convenience, leisure, and a sense of community.
Listing is courtesy of: CENTURY 21 EDGE (321-351-2121)
Listing Agent: Kevin Johnson (321-351-2121)
604 E CHURCH AVE, LONGWOOD, FL 32750
$210,000120 Days on yellowkey MLS ID: O6379948
1 Days Off yellowkey (back on 5/22/2026)
REDUCED by $10,000 (4.5%) on 04/03/2026
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 836 Built: 1959 Tax: $3,054 (2024)Community: WildmereSingle Family
Taxes:$3,054
Remarks: Under contract-accepting backup offers. *GO AND SHOW!* Huge Corner lot with NO HOA! Perfect opportunity for a first-time homebuyer! This charming 3-bedroom, 1-bath home is affordably priced and move-in ready with major updates already completed. Recent improvements include a brand-new roof (2023), new hot water heater, septic pumped and inspected 2026, and a newly installed fence for added privacy. The home features a functional layout with a dedicated private laundry room and no HOA restrictions. Conveniently located near major highways, shopping, and great dining options, this property offers both comfort and accessibility. Assistance programs may be available through local lenders, making homeownership more attainable than ever.
Listing is courtesy of: BING REALTY CO. (407-906-8886)
Listing Agent: Jasilyn Bing (407-906-8886)
530 GEORGIA AVE, LONGWOOD, FL 32750
$250,00017 Days on yellowkey MLS ID: O6404873
0 Days Off yellowkey (back on 5/21/2026)
Bed: 4 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1420 Built: 1973 Tax: $3,427 (2025)Community: Longwood PineSingle Family
Taxes:$3,427
Elementary School: Longwood Elementary
High School: Winter Springs High
Remarks: Welcome! This three-bedroom, two-bathroom home sits in one of Longwood's most connected neighborhoods, offering genuine potential for buyers ready to personalize and update. The functional layout provides ample living space, anchored by solid bones and a location that delivers exceptional convenience and lifestyle access. What truly sets this property apart is its proximity to Longwood's vibrant amenities and transit options. Within a few blocks, you will find the Longwood SunRail station, connecting you with much of Central Florida without the need to drive, the Candyland sports facility and park, offering recreation activities within easy reach, and the Arbor Dog Park, perfect for pet owners. Healthcare facilities are conveniently located, while minutes to Downtown Longwood put shops, dining, and entertainment at your doorstep. Moments to major throughfares and highways ensure seamless commuting and regional connectivity without sacrificing the neighborhood feel. This is the perfect opportunity to reimagine a home where access to transit, recreation, healthcare, and local amenities all converge. Schedule your showing today and discover the charm of this connected neighborhood.
Listing is courtesy of: BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY (407-203-0007)
Listing Agent: Joseph Doher (407-203-0007)
102 HATFIELD CT, LONGWOOD, FL 32779
$359,90018 Days on yellowkey MLS ID: V4949155
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1508 Built: 1974Monthly Fee: $23 Tax: $4,296 (2025)Community: Wekiva Hunt Club 1 Fox Hunt Sec 1Single Family
Taxes:$4,296
Remarks: Under contract-accepting backup offers. Welcome to Wekiva Hunt Club --- a well-established community in the heart of Longwood, conveniently located near shopping, dining, top-rated schools and golf courses. This 3-bedroom, 2-bathroom home sits on a spacious lot and offers incredible potential to make it your own. With a little updating, this charming property could easily become your forever home. The functional floor plan features low-maintenance tile flooring throughout, a combined living and dining area and a large family room with views of the fenced backyard - perfect for entertaining or relaxing with family and friends. Major updates have already been completed, including a new AC system installed in 2024, newer electrical panel, hot water heater and garage door - providing added value and peace of mind for the next owner. Residents of Wekiva Hunt Club enjoy an abundance of community amenities, including walking rails, parks, tennis courts, basketball courts, golf and more. Don't miss this opportunity to own a home in one of Longwood's most desirable neighborhoods - schedule a showing today.
Listing is courtesy of: SWANN REAL ESTATE INC (386-738-3688)
Listing Agent: J. Todd Swann (386-717-6479)
313 BAHIA CIR, LONGWOOD, FL 32750
$475,00025 Days on yellowkey MLS ID: O6406674
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1812 Built: 1988Monthly Fee: $36 Tax: $2,468 (2024)Community: Longwood Green RepSpa: NoSingle Family
Taxes:$2,468
Middle School: Greenwood Lakes Middle
Remarks: One or more photo(s) has been virtually staged. Welcome to this beautifully updated home in the charming neighborhood of Longwood Green, zoned for the highly rated Lake Mary High School. This property perfectly blends comfort, modern design, and Florida living with its screen-enclosed pool, covered lanai, and fully fenced backyard, creating a private outdoor retreat ideal for relaxation and entertaining. Inside, you’ll find a completely remodeled kitchen showcasing solid wood, soft-close cabinets, quartz countertops, a stylish tiled backsplash, new sink & faucet, and sleek stainless and black appliances. The kitchen also features a breakfast bar, dinette space, and recessed lighting, making it both functional and inviting. The open living and dining area is warm and welcoming with engineered hardwood flooring, updated lighting and fans, and a brick wood-burning fireplace as the centerpiece. Triple sliding doors lead to the covered lanai and pool area, while skylights and a large fixed window fill the room with natural light. The split-floor plan provides privacy, with the primary suite located at the back of the home and direct access to the pool. The remodeled primary bathroom impresses with a dual-sink vanity topped with granite counters, a large tiled shower with a glass enclosure, and a luxury automatic toilet. The walk-in closet, lined with aromatic cedar, adds a touch of character and practicality. Three spacious secondary bedrooms each feature large built-in closets and share a beautiful full bath with a tub/shower combo, newer toilet, wainscoting, and painted cabinets. A sizable hallway closet offers ample storage and there's a door close by with convenient access to the pool area. The inside laundry room has built-in cabinetry, a countertop for folding, and comes complete with washer and dryer. Additional updates include fresh interior and exterior paint, new lighting and ceiling fans throughout, Water Heater (2026) and a brand-new roof (2024) for peace of mind. This home combines modern updates with timeless charm, all in a well-established community close to parks, dining, shopping, and top-rated schools. It’s the perfect place to call home.
Listing is courtesy of: KELLER WILLIAMS HERITAGE REALTY (407-862-9700)
Listing Agent: Tara Haefner (407-416-6077)
1261 BELLA VISTA CIR, LONGWOOD, FL 32779
$849,500182 Days on yellowkey MLS ID: O6365488
1 Days Off yellowkey (back on 5/13/2026)
REDUCED by $15,400 (1.8%) on 04/15/2026
Bed: 4 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3142 Built: 2011Monthly Fee: $122 Tax: $5,552 (2025)Community: Bella VistaSpa: YesSingle Family
Taxes:$5,552
Remarks: Under contract-accepting backup offers. A Grand Residence in the gated Bella Vista community with 4 bedrooms and 4 full bathrooms. This home exudes elegance, space & unmatched privacy! Welcome to a home that truly stands apart- an impressive two-story estate with tile roof, in the coveted Bella Vista community of Longwood, where luxury finishes, thoughtful upgrades, and timeless architecture come together effortlessly. From the moment you step inside, you’ll feel the scale, quality, and craftsmanship that set this home above the rest. 2 BRAND NEW Trane AC Units (Multi-Speed, 2-Stage), Low-Profile Ecobee Thermostats, BRAND NEW Carpet and NEW Appliances (2024 and 2025), NEW Pool pump 2024! Beautiful wood flooring, crown molding, and tray ceilings define the open main level, creating a warm and high-end atmosphere. The gourmet kitchen is designed for both everyday living and memorable hosting, featuring granite countertops, a large breakfast bar, double built-in ovens, stainless steel appliances, and abundant cabinet space. The first-floor primary suite is a private retreat, complete with an expansive spa-inspired bathroom offering dual split vanities, a makeup station, soaking tub, oversized walk-in shower, and private water closet. Bedrooms 2 and 3 are also conveniently located downstairs, along with a dedicated office/den framed by elegant French doors—perfect for working remotely or creating a quiet reading room. Upstairs, you’ll find a massive bonus room ideal for a media lounge, game room, or gym, along with a spacious 4th bedroom equipped with two closets, making it perfect for guests or multigenerational living. Step outside to your personal oasis: a large private pool and spa, enveloped by manicured hedges for ultimate privacy. Whether hosting weekend gatherings or enjoying peaceful evenings by the water, this backyard feels truly secluded and serene. Located in the desirable Bella Vista community, residents enjoy gated entry, community park, scenic ponds, tree-lined streets, and close proximity to walkable top-rated schools, Wekiva Springs, upscale dining, shopping, and major commuter routes. It’s one of Longwood’s most admired communities—and this home is one of its finest offerings. This is more than a place to live—it’s a statement of style, space, and sophistication. Homes of this caliber rarely come to market.
Listing is courtesy of: COLDWELL BANKER REALTY (407-333-8088)
Listing Agent: Miranda Earnest (321-624-0287)
812 SWEETWATER CLUB BLVD, LONGWOOD, FL 32779
$9,950,000155 Days on yellowkey MLS ID: O6370385
Bed: 9 Bath: 12.5 Gar: 8 Liv Area Sq Ft: 14623 Built: 1979Monthly Fee: $367 Tax: $33,128 (2024)Community: Sweetwater Club Un 1-ASpa: YesSingle Family
Taxes:$33,128
Elementary School: Sabal Point Elementary
Middle School: Rock Lake Middle
Remarks: One or more photo(s) has been virtually staged. Presenting The Fortress, SET ON NEARLY 12 ACRES, a one of a kind architectural masterpiece created for those who understand that true luxury is not styled but built to endure and remain irreplaceable. Designed and constructed over 7 years by the world renowned architectural firm HHCP for Harold Mertz, billionaire founder of Publishers Clearing House, this nearly 20000 square foot private compound has hosted presidents, global dignitaries, private concerts, and philanthropic gatherings of the highest caliber. Approached by a quarter mile tree lined driveway, the fully walled estate centers around a 5 acre private lake spring fed by the Wekiva Springs State Park, surrounded by museum quality grounds featuring imported European fountains, life size bronze sculptures, curated statuary all across the gardens, and ornamental ponds suitable for koi fish. The main residence spans 14623 square feet and offers 7 bedrooms each with its own full bathroom, along with an elegant powder room by the main entrance, formal living and dining rooms, a breakfast room, a main kitchen, and a separate staff kitchen. Constructed of solid poured concrete, the home reflects permanence and security with bulletproof glass, hand plastered walls, soaring 25 foot ceilings, graceful arches, and signature fluted architectural textures expressed through curved nonlinear walls. A massive custom bronze door opens to interiors finished in polished marble and terrazzo flooring, including brand new floors in the main living room and kitchen, which features panoramic lake views, an oversized island, oversized pantry, private service entrance, and a fully equipped staff kitchen with its own dining area. Four bedrooms are located upstairs with the most impressive lake views and three bedrooms downstairs, while a monumental round atrium crowns the sculptural marble staircase that took 2 full years to complete. Additional highlights include a dramatic 2 story library that converts into a home theater, a glass conservatory with a Murano chandelier designed for a grand piano, an elevator near the foyer, 2 authentic wood burning fireplaces, custom Sherle Wagner bathrooms, hidden closets throughout, and a bar near the piano room. The West wing principal suite features a private Italian inspired alfresco patio and an adjacent private gym with a full bathroom, sauna, and walk in closet, creating a self contained wellness retreat, while the East wing suite enjoys its own Italian inspired patio. The estate is completed by an approximately 2500 square foot guest and pool house with 2 bedrooms and 2 full bathrooms, staff quarters of approximately 1000 square feet, a 2300 square feet 8 car garage with full bath, laundry, and storage, along with resort style amenities including a pool and spa, a professional court lined for tennis and pickleball, a Hot Tub, sandy beach access, and multiple alfresco entertaining areas, this home has countless custom invaluable features, making The Fortress a true legacy estate built to stand for the next century and beyond. Conveniently located near top rated schools, 2 miles away from Wekiva Springs Park, leading hospitals, Golf Courses and an array of elevated dining experiences, offering effortless access to education, healthcare, and refined lifestyle amenities while preserving privacy and exclusivity. Private showings are offered by appointment only.
Listing is courtesy of: SERHANT (646-480-7665)
Listing Agent: Lisell Melo (407-690-4973)
1 STONE GATE S, LONGWOOD, FL 32779
$1,635,00037 Days on yellowkey MLS ID: O6403185
REDUCED by $40,000 (2.4%) on 05/20/2026
Bed: 5 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 4659 Built: 2022Monthly Fee: $17 Tax: $17,211 (2024)Community: RavensbrookSpa: YesSingle Family
Taxes:$17,211
Remarks: Welcome to 1 Stone Gate South! This is a once in a lifetime opportunity to own one of the most spectacular custom luxury estates in the prestigious Ravensbrook community, nestled inside the coveted Markham Woods Corridor in Longwood, Florida! Ravensbrook is one of Markham Woods most sought-after communities, featuring approximately 80 custom home sites averaging one acre a piece, offering privacy, space, and an exclusive lifestyle that is hard to beat. Built in 2022, this stunning single-story executive home offers 4,659 heated square feet of pure luxury living - all on one floor! With soaring 12-foot ceilings throughout the living areas and an abundance of natural light pouring in from every direction, the open and airy atmosphere is nothing short of breathtaking. Large Porcelian Tile floors flow throughout the living areas, setting an unmistakable tone of elegance and sophistication from the moment you arrive. The residence features 5 oversized bedrooms, each with its own walk-in closet, 4 full bathrooms and 1 half bath, 2 office spaces and a bonus room! The primary suite is in a class of its own, spanning an extraordinary approximately 1,300 square feet and featuring direct access to the pool and outdoor living area. The spa-inspired primary bathroom includes a freestanding soaking tub, dual vanities with quartz countertops, and a truly showstopping oversized shower featuring dual shower heads, a rain shower head, and an opposing body sprayer — a private retreat you will never want to leave! A second bedroom with its own en-suite bathroom functions as a dual primary suite, making this home ideal for multigenerational living or hosting guests in absolute comfort. The gourmet kitchen is a chef’s dream, featuring quartz countertops, stainless steel appliances, a gas range, built-in oven, and a walk-in custom cabinetry pantry that has to be seen to be believed. Two dedicated office spaces and a large bonus room currently used as a private workout room add incredible versatility and functionality to this already exceptional floor plan. The oversized 3-car garage gives you plenty of space to park your vehicles and store belongings! Step out back and prepare to be absolutely wowed! The approximately 2,500 square foot screened outdoor entertainment area is nothing short of a private resort. The saltwater heated pool features an upgraded pebble tech style pool surface, upgraded tiles, stunning LED color lighting, and is fully app-controlled for your convenience. The 360-degree infinity spa boasts two water features, creating an atmosphere of pure relaxation and comfort. The covered lanai and fully equipped summer kitchen- complete with a built-in grill, exhaust hood, and sink, make this the ultimate entertainer’s dream home! Additional features include a whole home standby Generac Generator, whole home water filtration & softener system, a concrete flat tile roof, & all major mechanicals from 2022, offering the peace of mind and reliability of essentially new construction. The optional HOA provides access to Ravensbrook’s private non-motorized boat ramp, perfect for kayaking and enjoying Florida’s incredible outdoor lifestyle! Zoned for top-rated Seminole County schools: Woodlands Elementary, Markham Woods Middle, and Lake Mary High School. 1 Stone Gate South is not just a home it is the ultimate lifestyle. A rare opportunity to own a custom luxury estate of this caliber, at this size, on this corridor, simply does not come along often!
Listing is courtesy of: CREEGAN GROUP (407-622-1111)
Listing Agent: Chris Creegan (407-622-1111)
116 WINDMILL WAY, LONGWOOD, FL 32750
$596,00063 Days on yellowkey MLS ID: O6396045
REDUCED by $17,000 (2.8%) on 05/20/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 3077 Built: 1973Monthly Fee: $25 Tax: $5,427 (2025)Community: Sleepy Hollow 1St AddSpa: YesSingle Family
Taxes:$5,427
Remarks: Reduced price! Best value in the area! Beautiful, charming and spacious pool home on a nearly half-acre corner lot in the desirable Sleepy Hollow community of Longwood. This 4-bedroom residence offers over 3,000 square feet of living space with a functional split floor plan and generous living areas throughout. The ROOf IS NEW, only 2 years old, AC is 6 months old, and brand new insulation as well! The home features a beatiful pool with spa, and expansive outdoor space, perfect for entertaining, along with a large Florida room that provides additional flexible living space. Inside, you’ll find ceramic tile throughout, a welcoming family room with a stone fireplace, and a layout designed for both comfort and privacy. The primary suite includes dual closets, double vanities, and a walk-in shower. Additional highlights include a 2-car garage with extra storage and a fully fenced backyard with room for a boat or RV. Conveniently located near I-4, shopping, dining, and top-rated Seminole County schools.
Listing is courtesy of: URBAN CITY REALTY LLC (321-948-3411)
Listing Agent: Sandra Montano (321-948-3411)
607 WREN AVE, LONGWOOD, FL 32750
$359,90051 Days on yellowkey MLS ID: O6399015
REDUCED by $10,000 (2.7%) on 05/20/2026
Bed: 4 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1270 Built: 1976 Tax: $3,606 (2024)Community: Sky Lark Unit 2 RepSingle Family
Taxes:$3,606
Remarks: Exquisitely renovated 4-bedroom residence in the desirable Longwood area, where modern elegance meets everyday comfort—with the added benefit of no HOA. This turnkey home has been thoughtfully redesigned with high-end finishes and refined details throughout, offering a truly elevated living experience. Step inside to discover fresh designer paint, rich crown molding adorning the main living spaces, and sophisticated white-oak-inspired luxury vinyl plank flooring that creates a seamless and inviting flow. The chef’s kitchen is a stunning centerpiece, appointed with sleek granite countertops, classic shaker-style cabinetry, and a full suite of new stainless-steel appliances—perfectly blending style and functionality.
Listing is courtesy of: SAND DOLLAR REALTY GROUP INC (407-389-7318)
Listing Agent: Robert Arnold, Jr (407-389-7318)
965 BUCKSAW PL, LONGWOOD, FL 32750
$530,00022 Days on yellowkey MLS ID: O6406984
0 Days Off yellowkey (back on 5/19/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2361 Built: 1988Monthly Fee: $43 Tax: $6,699 (2024)Community: Hidden Oak EstatesSingle Family
Taxes:$6,699
Remarks: Under contract-accepting backup offers. Welcome to this spacious 4-bedroom, 3-bath home in Hidden Oak Estates, offering 2,361 square feet of well-designed living space. Built in 1988, this home features a beautiful chef’s kitchen, updated LVP flooring, tile in the bathrooms, indoor laundry, and an oversized sunroom that adds even more flexible living space. The layout includes a formal living room, formal dining room, and a large family room with a wood-burning fireplace. All bedrooms are generously sized, and the community dock adds to the neighborhood appeal. Conveniently located near shopping, dining, major roadways, and top-rated Seminole County schools, this home combines space, comfort, and location in one exceptional package.
Listing is courtesy of: EXIT GLOBAL REALTY (407-725-7180)
Listing Agent: Wendy Wagner (407-947-6879)
3545 LEGACY HILLS CT, LONGWOOD, FL 32779
$4,800,00056 Days on yellowkey MLS ID: O6396829
REDUCED by $400,000 (7.7%) on 05/12/2026
Bed: 7 Bath: 8.0 Gar: 6 Liv Area Sq Ft: 10684 Built: 2002Monthly Fee: $885 Tax: $43,088 (2024)Community: Alaqua LakesSpa: YesSingle Family
Taxes:$43,088
Elementary School: Heathrow Elementary
Remarks: Behind three private gates, this extraordinary home offers a rare opportunity to own one of Central Florida’s most impressive luxury residences located in the gated Enclave within the guard-gated community of Alaqua Lakes! This compound is sited on 1.55 acres overlooking the 8th hole of the Legacy Club golf course and no neighbors on three sides is truly a buyer’s dream come true. The property includes a 3114 sq ft separate guest house complete with a kitchen and living space on the main level and a bedroom, bonus room/game room & massage room upstairs making it perfect for multigenerational families or hosting visitors. The main residence boasts elegant living featuring soaring ceilings, refined architectural details and thoughtfully designed living spaces. The first floor highlights an unrivaled owner’s retreat privately situated and complete with a marble-surround gas fireplace, sitting area, spa-like bathroom and expansive walk-in closets. A secondary en suite bedroom, formal living and dining spaces and an elevated office complete the main level of this home. The updated gourmet kitchen is a true showpiece featuring stainless steel appliances, custom cabinetry, a stunning marble island and a large walk-in pantry all opening seamlessly to the family room. Unique features such as a saltwater aquarium and a private side porch with remote-operated screens overlooking the koi pond and putting green add to the home’s distinctive charm. Upstairs you’ll find 4 bedrooms and two expansive entertaining areas. The game room and bar make entertaining effortless as this entire level feels like its own private lounge with a beautiful bar and custom cabinetry through out. The adjacent second entertaining area is a fully loaded home theater complete with a bar to take movie nights to a new level designed for an immersive experience right at home. The outdoor living experience is nothing short of spectacular! Designed as a private resort, the grounds feature an extensive covered lanai, a summer kitchen, an outdoor cabana bar, adjacent pool bath & outdoor shower and a tropical heated pool and spa with a grotto with built-in bench seating and fountains all overlooking the sweeping golf course views. Enjoy tranquil moments by the koi pond, practice on the private putting green or entertain effortlessly in this one-of-a-kind setting. A basketball/sport court and whole home generator adds to the estate’s exceptional lifestyle offerings. A 6-car garage, 4 in the main residence and 2 in the guest house plus an add'l golf cart bay, and fully fenced property completes this remarkable property. With its prime golf course setting, extensive upgrades and unparalleled amenities, this estate represents the pinnacle of luxury living in one of Central Florida’s most sought after communities. Alaqua Lakes is set within a premier golf course community where residents enjoy world-class amenities including clay tennis courts, a resort-style pool, playground and sports field, a 24-hour guard-gated entrance and enhanced community security. Located near A-rated schools, Central Florida’s best attractions, upscale shopping and dining, major highways and international airports.
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Ellen Bessette (407-496-0076)
219 NOB HILL CIR, LONGWOOD, FL 32779
$589,75078 Days on yellowkey MLS ID: O6392082
REDUCED by $5,000 (0.8%) on 05/18/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2306 Built: 1963 Tax: $4,190 (2025)Community: Meredith Manor Nob Hill SecSingle Family
Taxes:$4,190
Elementary School: Forest City Elementary
Remarks: READ BEFORE SHOWING—- Wake up to serene lake views in this beautifully updated home nestled in the highly sought-after Lake Brantley community—perfect for new homeowners looking for comfort, style, and lifestyle all in one. With access to a private boat ramp and an incredibly low optional HOA of just $13/month, you can enjoy lake life without the high costs. ***This fully remodeled 3-bedroom with 4th bedroom turned into a loft/study area***, 3-bath residence has been thoughtfully upgraded for peace of mind, including full repiping, new electrical, and a brand-new roof. Step inside and you’ll immediately notice the abundance of natural light pouring through large windows, creating a warm and inviting atmosphere throughout the home. The layout is both functional and flexible, featuring a spacious upstairs loft that’s perfect for a home office, playroom, or additional living space. The kitchen offers a charming eat-in area ideal for casual meals and morning coffee, while the open living areas make entertaining effortless. Upstairs, enjoy your own private balcony—an ideal spot to unwind and take in the tranquil surroundings. Outside, the spacious backyard offers endless possibilities for gatherings, gardening, or simply relaxing in your own outdoor retreat. Currently staged to highlight its full potential, this move-in ready home is a rare opportunity to own a stylish, updated property in a fantastic location. Whether you're starting your homeownership journey or looking for a peaceful place to settle in, this home truly has it all.
Listing is courtesy of: BEST HOMES, LLC. (305-879-3707)
Listing Agent: Evelyn Otero (407-259-1789)
825 ARDEN ST, LONGWOOD, FL 32750
$480,000178 Days on yellowkey MLS ID: O6366005
REDUCED by $20,000 (4.0%) on 04/28/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2116 Built: 1985 Tax: $1,964 (2024)Community: Sanlando SpgsSpa: NoSingle Family
Taxes:$1,964
Remarks: One or more photo(s) has been virtually staged. Escape the ordinary and discover a truly unique piece of county living in this stunning log home nestled at the end of a very quiet street in the heart of Seminole County. This rare find delivers rustic charm and privacy without sacrificing convenience, offering four spacious bedrooms and two large living areas anchored by a cozy wood-burning fireplace. The welcoming kitchen thoughtfully overlooks the dining area and downstairs living space, creating a perfect environment for entertaining. The rear of the home is a true retreat; relax on the large covered porch that seamlessly transitions to the generously sized, screen-enclosed pool. This private haven offers ultimate tranquility with an oversized lot and the added benefit of no rear neighbors—if you are looking for elbow room and a peaceful setting, look no further. Peace of mind comes with a roof replaced in 2018 and a new electrical panel with generator connections, plus plenty of storage in the oversized two-car garage. This one-of-a-kind property is ideally located just minutes from public schools, the Altamonte Mall, major hospitals, and all primary highways, offering the best of both worlds. Schedule your private viewing today!There are total of 2 parcels being sold in this listing 01-21-29-5ck-730-0400 equals .28 of an acre, the second parcel is 01-21-29-5ck-730E-0110 equals .14 of an acre.
Listing is courtesy of: BHHS FLORIDA REALTY (407-406-5300)
Listing Agent: Troy Hensley (407-406-5300)
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