Location: Longwood
Do Not Show Listings
300 NEW WATERFORD PL #202, LONGWOOD, FL 32779
$269,90037 Days on yellowkey MLS ID: O6404367
0 Days Off yellowkey (back on 5/27/2026)
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1176 Built: 1986 Tax: $1,203 (2025)Community: Lakeview Gardens At Wekiva Cove 1 A CondoCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$1,203
Elementary School: Wekiva Elementary
High School: Lake Brantley High
Tax Year: 2025
Middle School: Teague Middle
Remarks: Perfect for First-Time Buyers or Those Ready to Downsize! Don’t miss this rare opportunity to own a beautifully updated condo in the highly sought-after Wekiva Cove community. Wake up every day to stunning lake views and enjoy a move-in-ready home featuring a remodeled kitchen and bathrooms, plus luxury vinyl flooring throughout. This inviting layout offers 2 spacious bedrooms and 2 full baths, designed for comfort and easy living. Enjoy added convenience with a storage unit and separate one-car garage. Step outside and take advantage of resort-style amenities, including a community pool, fishing dock, baseball field, tennis courts, and pickleball courts—something for everyone to enjoy. Even better, the HOA covers all exterior maintenance and the roof, giving you peace of mind and low-maintenance living. Opportunities like this don’t come often—schedule your showing today!
Listing is courtesy of: FLORIDA REALTY INVESTMENTS (407-207-2220)
Listing Agent: Donna Krumwiede (321-363-6974)
3540 LEGACY HILLS CT, LONGWOOD, FL 32779
$4,499,00019 Days on yellowkey MLS ID: O6408704
Bed: 7 Bath: 8.5 Gar: 4 Liv Area Sq Ft: 12006 Built: 2005Monthly Fee: $885 Tax: $30,230 (2025)Community: Alaqua Lakes Ph 5BSpa: YesSingle Family
Taxes:$30,230
Elementary School: None
High School: None
Middle School: None
Remarks: A rare opportunity to own one of the most extraordinary estate residences in Alaqua Lakes. Privately positioned behind the exclusive gates of The Enclave at Alaqua Lakes on a 1.2 acre double lot, this exceptional 12,000-square-foot custom Dave Brewer estate offers unparalleled privacy, luxury, and time-honored craftsmanship throughout. A rare achievement for any builder is when their name becomes synonymous with exceptional quality, timeless design, and uncompromising integrity. In Central Florida, the Dave Brewer name on a custom residence represents exactly that distinction, and this estate is a flagship property of his vast portfolio. An astonishing 7 bedrooms(6 on the main level), and 7 full baths with 3 half baths, this residence is designed for both grand-scale entertaining and everyday living, and showcases an extensive list of high-end upgrades. Discover elegant travertine flooring, a professionally designed chef’s kitchen with double ovens, dual Sub-Zero built-in refrigerators, two dishwashers, a six-burner Dacor gas cooktop, an oversized center island with freezer drawers, and an expansive walk-in pantry/prep kitchen complete with additional refrigeration and prep space. The thoughtfully designed floor plan features a dedicated children’s wing with a private play area, an upstairs nanny or guest suite, and a luxurious owner’s retreat with a beverage center, spa-inspired bath, and extraordinary custom walk-in closets. A richly appointed executive office with dual custom workstations and adjoining storage rooms enhances the home’s functionality. Exceptional custom details continue throughout the residence, including extensive built-in cabinetry and a spectacular 1,000-gallon saltwater double-sided aquarium serving as a dramatic focal point within the family room and game room. The outdoor living experience is equally impressive, featuring a gated motor court leadng to an oversized 5 car garage, while the rear boasts a resort-style saltwater pool and spa, expansive pavered lanai and entertaining areas, custom summer kitchen, and lush professionally designed landscaping creating a truly private resort atmosphere. This is a one-of-a-kind luxury offering in one of Central Florida’s most sought-after golf and country club communities. Located just steps from the community’s exceptional amenities, residents of Alaqua Lakes enjoy access to a pavilion, 7-acre park, junior Olympic pool, Har-Tru tennis courts, beach volleyball, basketball courts, multipurpose fields, playground, and social events all within a natural gas community known for its exclusivity and lifestyle. All this and more with incredible proximity to major highways, world-class shopping, dining, attractions, and great schools. This property may be under audio/visual surveillance.
Listing is courtesy of: COLDWELL BANKER REALTY (407-333-8088)
Listing Agent: Frank Benevento (407-492-5153)
127 SPRINGWOOD CIR #A, LONGWOOD, FL 32750
$100,000515 Days on yellowkey MLS ID: O6271210
REDUCED by $11,900 (10.6%) on 05/26/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 665 Built: 1973 Tax: $979 (2023)Community: Springwood VillageCondo
Taxes:$979
Elementary School: Altamonte Elementary
High School: Lyman High
Tax Year: 2023
Middle School: Rock Lake Middle
Remarks: One or more photo(s) has been virtually staged. Discover the perfect downstairs one bedroom, one bath condo conveniently located in Longwood, Florida. Just a short stroll from your favorite dining spots like Starbucks, Bonefish Grill, Pickles Authentic, Chianti's Pizza and near Longwood Farmers Market and quick access to Altamonte Mall, Uptown Altamonte, hospital, beaches, attractions and I-4. This charming condo with new AC 5/25 & a new electric panel 10/25, new water heater 11/25 & offers a spacious living room, dining area, kitchen with refrigerator, dishwasher, range, a back splash & pantry. The large master bedroom has a large walk-in closet. The building sits on the east side of the complex, has a newer roof and there’s lots of parking for guest. Association dues pay for water, sewer, garbage, security, along with exterior maintenance of the building and grounds all for only $370 per month. The condominium has night-time security on premises, you can have peace of mind while enjoying the amenities, including two sparkling pools, tennis and basketball courts, a fitness room, a clubhouse, on-site laundry, and a car wash station with vacuum. Springwood Village offers sturdy all block and stucco construction. Property may be under video/audio surveillance.
Listing Agent: John Herndon (407-252-5736)
811 GREENSHIRE CT, LONGWOOD, FL 32779
$1,349,00058 Days on yellowkey MLS ID: O6399384
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 4293 Built: 1989Monthly Fee: $367 Tax: $7,316 (2025)Community: Sweetwater Club Unit 7Spa: YesSingle Family
Taxes:$7,316
Elementary School: Sabal Point Elementary
Remarks: Welcome to 811 Greenshire Ct, a rare opportunity to own a fully renovated private estate in the heart of Longwood, FL, where luxury, space, and multigenerational living come together on nearly 2 acres. Ideally located just minutes from Wekiva Island, Publix at Shoppes of Sweetwater, and top-rated Seminole County schools, this exceptional 5-bedroom, 4-bath residence offers 4,293 square feet of thoughtfully designed living space with no carpet throughout and a true move-in-ready feel. Designed for today’s lifestyle, this home delivers exactly what buyers are searching for—privacy, flexibility, and high-end upgrades—making it ideal for multigenerational living, extended stays, or long-term value. The standout feature is the approximately 800-square-foot attached multigenerational suite built in 2022, offering complete independence with its own full kitchen, living area, spacious bedroom, additional enclosed flex space with Murphy bed, ADA-compliant bathroom, wheelchair-accessible doors, separate septic system, private propane generator, and a dedicated washer and dryer—perfect for in-laws, guests, or private living quarters. Inside the main home, refinished travertine floors and new wood flooring in every bedroom create a seamless blend of elegance and warmth, complemented by an updated kitchen with refinished cabinetry and newer appliances, a luxurious primary suite with a spa-inspired bath and Roman tub, and a beautifully remodeled guest bath featuring a custom stained-glass window, new tile shower, and updated cabinetry. Hunter Douglas Roman shades are installed throughout, and all windows and doors were replaced between 2021 and 2022, adding both efficiency and peace of mind. The outdoor living experience is equally impressive, featuring a saltwater pool with a variable speed pump and computer-controlled lighting, an enclosed courtyard for added privacy, and an expansive fenced backyard with an additional cleared half-acre—ideal for entertaining, future expansion, or simply enjoying the space. A whole-home audio system extends to the pool, deck, and porch, creating a seamless indoor-outdoor lifestyle. Additional highlights include a heated and air-conditioned garage with epoxy flooring, smart sprinkler system, newer roof, dual-zone HVAC, and a full alarm system. Homes offering this level of land, upgrades, and true multigenerational flexibility in Longwood are rare, making this a standout opportunity for buyers seeking space, luxury, and long-term value. Schedule your private showing today.
Listing is courtesy of: KELLER WILLIAMS WINTER PARK (407-545-6430)
Listing Agent: Gina Hutchinson (386-793-4262)
278 CASTLEFORD CT, LONGWOOD, FL 32779
$599,00024 Days on yellowkey MLS ID: O6407179
2 Days Off yellowkey (back on 5/26/2026)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2637 Built: 1984Monthly Fee: $23 Tax: $3,705 (2024)Community: Wekiva Club Estates Sec 05Spa: NoSingle Family
Taxes:$3,705
Tax Year: 2024
Remarks: Welcome to this beautifully maintained 4-bedroom, 2-bathroom home tucked away on a quiet cul-de-sac in one of the area’s most desirable neighborhoods. Surrounded by mature trees and offering serene views of the 18th green of Wekiva Golf Club, this property combines comfort, privacy, and timeless appeal. Inside, you’ll find a spacious split floor plan designed for both comfort and functionality, complete with a wet bar and seamless flow to the outdoor living spaces. The large kitchen features stainless steel appliances, quartz countertops, and an abundance of cabinet space, making it ideal for both everyday living and hosting guests. The oversized screened pool and covered porch create the perfect setting for relaxing or entertaining year round. This home has been thoughtfully updated for peace of mind, including a full home re-pipe in 2022, hurricane-rated windows across the front of the home and all bedroom windows installed in 2024, and a new water heater added in late 2025. Dual central heat and air systems provide efficient climate control throughout the home, while the roof is only 8 years old. Conveniently located close to shopping, dining, major highways, and highly rated schools, this home offers the perfect balance of tranquility and accessibility. A rare opportunity to own a golf course view pool home located in a prime location.
Listing is courtesy of: SOUTHERN REALTY ENTERPRISES (407-869-0033)
Listing Agent: Kathy Hlinka (407-252-3385)
1040 ARDEN ST, LONGWOOD, FL 32750
$464,995255 Days on yellowkey MLS ID: O6349085
0 Days Off yellowkey (back on 5/26/2026)
INCREASED by $20,000 (4.5%) on 05/25/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2374 Built: 1967 Tax: $1,954 (2024)Community: Sanlando SpgsSingle Family
Taxes:$1,954
Middle School: Milwee Middle
Remarks: One or more photo(s) has been virtually staged. If no HOA and outdoor space is what you are looking for, look no further! This spacious ranch-style home is located on a large lot with plenty of room for all of your toys. Inside, this home has 4 bedrooms (potential for 5) and 2 bathrooms. The main living room leads to a large dining area, an updated, bright and airy kitchen, and a large family room with a brick fireplace overlooking the expansive back yard. The interior laundry room leads to a two-car garage, a secluded 4th bedroom, and an additional flex room that would be perfect for a secluded home office or home gym. Outside, there is room for cars, boats, rv's, or whatever you need. The asphalt parking pad/sport court behind the double-gate privacy fence has a metal carport canopy for vehicles or a covered entertainment space. This home has a country feel right in the city, with no HOA. Come see it today!
Listing is courtesy of: CARLISLE REALTY, LLC (407-557-4024)
Listing Agent: James Rouadi (407-557-4024)
136 WISTERIA DR, LONGWOOD, FL 32779
$799,00024 Days on yellowkey MLS ID: O6406374
1 Days Off yellowkey (back on 5/25/2026)
Bed: 5 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 3381 Built: 1980 Tax: $4,686 (2025)Community: Springs Willow Run Sec The SpringsSingle Family
Taxes:$4,686
Remarks: Under contract-accepting backup offers. Set on nearly an acre of mature landscaping and expansive outdoor living spaces, this distinctive custom ONE STORY pool home with a loft, offers a rare blend of architectural character, warmth, and functionality. Tucked back from the road behind a long circular driveway, this home provides a wonderful sense of privacy and intimacy within the premier guard gated community of The Springs. Inside, soaring ceilings, approximately 20 feet high, cedar beams, skylights, and walls of glass fill the home with natural light and character. The ONE-STORY layout features five bedrooms along with a unique upstairs LOFT connected to the primary suite and also accessible from the flex space below, an ideal retreat for a private office, studio, or additional lounge. A newer METAL ROOF (2025) adds peace of mind and timeless curb appeal. Expansive living spaces are anchored by a beautiful wood-burning fireplace and elevated by rich architectural details and exceptional craftsmanship. The backyard is a private retreat designed for both entertaining and relaxed everyday living. A stunning 20x40 PebbleTec pool is surrounded by expansive paver decking, lush landscaping, orange trees, and inviting gathering areas that create a tranquil, secluded setting. A covered screened lanai with seamless indoor-outdoor flow makes it easy to enjoy the best of Florida living year-round. The Springs is a community like no other, an immersive natural sanctuary where residents stroll beneath century old Live Oaks, walking and jogging paths, horse stables, a clubhouse, pool, and a full calendar of community events. Wildlife and native Florida woodlands are part of daily life here. The Springs is also prized for its highly desired top-rated schools, and is conveniently located less than 1 mile from I-4, with easy access to Altamonte Springs, Lake Mary, Winter Park, farmer’s markets, Crane's roost, shopping, dining, vibrant restaurants, the beaches and attractions. Longwood offers a small-town vibe while being just a short drive from all that Orlando is known for. A rare opportunity to enjoy space, privacy, and true Florida living.
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Lisa Ratanasirintrawoot (407-448-0995)
1130 BROWNSHIRE CT, LONGWOOD, FL 32779
$1,600,00030 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
Taxes:$18,909
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
$998,90047 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
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
$1,400,000110 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)
1446 VIVALDI PL, LONGWOOD, FL 32779
$825,000149 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
$409,999280 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
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)
8201 OLYMPIA CT #8201, LONGWOOD, FL 32779
$195,000102 Days on yellowkey MLS ID: O6385064
REDUCED by $5,000 (2.5%) on 05/22/2026
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1365 Built: 1984Monthly Fee: $488 Tax: $2,537 (2025)Community: Clubside At Sabal Point A CondoCondo
Taxes:$2,537
Remarks: Incredible opportunity to own in Clubside at Sabal Point in the Longwood Wekiva area. This gorgeous corner unit condo is located on the second floor with calming views of natural Florida from every window. This move in ready home features a split bedroom floor plan providing privacy and peace and quiet for everyone. Your kitchen has ample room for an island or a bistro table perfect for coffee, breakfast and catching up on the latest news of the day with your family. Your new living and dining rooms are open and bright, perfect for entertaining over the holidays or just hosting movie night on the couch. This home is not only beautiful but also easy to clean- all tile and luxury vinyl flooring throughout. And of course, the location simply can't be beat. Clubside at Sabal Point is in the heart of Longwood and just around the corner from Wekiva Island, Publix, Starbucks and so much more! Hop on 1-4 or 434 and be anywhere you want to be quickly- including Daytona and New Smyrna beaches and Downtown Orlando for an Orlando Magic game or show at the Dr.Phillips Center for the performing Arts. Seminole county really is the ideal blend of natural Florida and convenience to all things commerce. You don't have to settle- schedule your private viewing of this stunning condo today!
Listing Agent: Christina Rordam (407-928-8294)
2351 WESTWOOD DR, LONGWOOD, FL 32779
$840,00050 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
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
$210,000129 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)
102 HATFIELD CT, LONGWOOD, FL 32779
$359,90027 Days on yellowkey MLS ID: V4949155
0 Days Off yellowkey (back on 5/21/2026)
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)
1261 BELLA VISTA CIR, LONGWOOD, FL 32779
$849,500191 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 Agent: Miranda Earnest (321-624-0287)
1 STONE GATE S, LONGWOOD, FL 32779
$1,635,00046 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)
607 WREN AVE, LONGWOOD, FL 32750
$359,90060 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
$530,00031 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
Elementary School: Longwood Elementary
Middle School: Greenwood Lakes Middle
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)
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