Location: Longwood
Do Not Show Listings
374 WINCHESTER PL, LONGWOOD, FL 32779
$290,000Listed 06/24/2026 3:14PM MLS ID: O6419030
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1303 Built: 1983Monthly Fee: $510 Tax: $1,156 (2025)Community: Governors Point Ph 2Townhouse
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$1,156
Elementary School: Wekiva Elementary
High School: Lake Brantley High
Tax Year: 2025
Middle School: Teague Middle
Remarks: Virtually Staged. Welcome to 374 Winchester Place, a charming 2-bedroom, 2-bath townhome in Governors Point, located within the highly desirable Wekiva community of Longwood. This well-designed home offers a functional split-bedroom layout, comfortable living spaces, and the convenience of low-maintenance townhome living. The spacious living room features soaring vaulted ceilings, neutral tones, plush carpeting, and sliding glass doors that flood the space with natural light and provide direct access to the screened patio. The kitchen offers rich dark wood cabinetry, light countertops, stainless steel appliances, tile flooring, generous storage, and a pass-through opening that keeps the space connected to the main living area. The primary suite includes vaulted ceilings, soft carpeting, a large window, a ceiling fan, ensuite bathroom, and a walk-in closet. The second bedroom also features vaulted ceilings, soft carpeting, a ceiling fan, its own ensuite bathroom, and a walk-in closet, making it ideal for guests, family, or a private secondary suite. Enjoy relaxing outdoors on the screened patio, surrounded by mature trees and greenery for added privacy and a peaceful setting. Nestled in one of Longwood’s most established communities, this home offers easy access to the Wekiva lifestyle, including tree-lined streets, nearby parks, walking trails, golf, shopping, dining, and major roadways. Zoned for the sought-after Wekiva Elementary School and Lake Brantley High School, this townhome is a great opportunity in a sought-after location. Schedule your private showing today.
Listing is courtesy of: EXP REALTY LLC (407-641-2808)
Listing Agent: Todd Schroth, Pa (407-641-2808)
1319 SUMMERTREE CT, LONGWOOD, FL 32750
$479,9006 Days on yellowkey MLS ID: O6408309
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2133 Built: 1984Monthly Fee: $14 Tax: $4,883 (2025)Community: Bay Lagoon Unit 1Single Family
Taxes:$4,883
Elementary School: Woodlands Elementary
High School: Lake Mary High
Middle School: Rock Lake Middle
Remarks: Welcome to 1319 Summertree Ct, a move-in ready home tucked away on a cul-de-sac in the desirable Bay Lagoon community of Longwood. Offering 2,133 square feet of living space under A/C, this versatile property combines flexible indoor living, exceptional outdoor entertaining, smart-home conveniences, and a large private backyard rarely found in today's market. Major updates provide tremendous value and peace of mind, including a new roof (2022), replaced and sealed exterior siding (2022), Low-E hurricane-rated impact windows and doors with transferable warranty (2024), three multi-zone mini-split A/C systems (2024), a 6-foot vinyl privacy fence (2024), new gutters with LeafBlaster Pro aluminum gutter guards (2024), updated PEX and PVC plumbing. The split-bedroom floor plan provides both privacy and functionality, while the open living areas create a comfortable setting for everyday living and memorable gatherings. Designed for entertaining, the kitchen opens to the Sunroom and adjoining bar area, creating a bright and welcoming space where family and friends naturally gather. The spacious living room seamlessly transitions into the climate-controlled, versatile 432-square-foot Florida/Sunroom, creating an expansive indoor-outdoor living experience rarely found in this price range. Filled with natural light, this exceptional space features its own dedicated mini-split A/C system, energy-efficient hurricane-rated impact windows, and smartphone-controlled custom shades. These features provide comfort, storm protection, energy efficiency, and smart-home convenience while allowing you to enjoy the Florida lifestyle year-round. Sliding glass doors provide easy access to the backyard. Step outside and experience another standout feature: the fully fenced, nearly 10,000-square-foot backyard offers exceptional outdoor living and privacy rarely found in today's market. With three separate outdoor entertaining areas, there is plenty of room for hosting family and friends, creating a future pool oasis, adding an outdoor kitchen, or simply enjoying the tranquility of your own backyard retreat. Pet lovers will appreciate the expansive fenced yard with plenty of room for four-legged family members to run and enjoy endless "zoomies." The property also provides space for RV parking, boat storage, jet skis, and recreational vehicles. Located within walking distance of Woodland Elementary School and zoned for highly rated Seminole County schools, this home offers an exceptional combination of comfort, convenience, and lifestyle. Outdoor enthusiasts will love being just minutes from Wekiwa Springs State Park, where crystal-clear natural springs, kayaking, and hiking. Explore the nearby Cross Seminole Trail, a 28-mile paved trail perfect for cycling, running, and walking. Visit Longwood Nature Park, discover the historic Senator Tree at Big Tree Park, spend the day at the Longwood Sports Complex, or tee off at several nearby golf courses. Conveniently located near shopping, dining, entertainment, and major highways, with easy access to Lake Mary, Winter Park, Downtown Orlando, Central Florida's world-famous theme parks, Atlantic Coast beaches, and Florida's Gulf Coast. Be sure to view the 3D tour and floor plan, better yet, schedule your private showing.
Listing is courtesy of: UNITED REAL ESTATE PREFERRED (407-243-8840)
Listing Agent: Nadja Mcmillan, Pa (407-538-6275)
1566 REBECCA PL, LONGWOOD, FL 32779
$915,0006 Days on yellowkey MLS ID: O6417307
1 Days Off yellowkey (back on 6/24/2026)
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3365 Built: 2000Monthly Fee: $98 Tax: $6,682 (2025)Community: Cedar CoveSpa: YesSingle Family
Taxes:$6,682
Middle School: Markham Woods Middle
Remarks: Under contract-accepting backup offers. Rare opportunity in Cedar Cove! Homes in this sought-after enclave of custom homes on one-acre lots rarely become available, with very limited turnover over the past several years. This well-maintained pool home reflects years of thoughtful ownership and care, with updates and improvements that provide peace of mind for the next owner. The spacious floor plan offers soaring ceilings, generous living areas, a private office, bonus room (optional 4th bedroom with closet space on 2nd level) and a desirable split-bedroom layout. Enjoy Florida living from the screened pool, covered lanai, summer kitchen, and expansive backyard. The three-car side-entry garage, circular drive, and beautiful homesite add to the property's appeal. Significant recent improvements include a remodeled kitchen, updated flooring and bath enhancements, a living room renovation, new carpet, LED recessed lighting throughout, attic sanitization and sealing improvements, and a recent pool leak inspection and repair. Major system updates include a 2023 downstairs HVAC system, 2026 upstairs HVAC system, 2015 roof, updated pool and spa heaters, and a variable-speed pool pump with automation system. Technology-minded buyers will appreciate the smart home features, including Google Nest security cameras, WiFi-enabled door locks and switches and GE Profile smart appliances, including an induction cooktop and smart oven with air fry capabilities. Additional highlights include public water service, irrigation system, owned propane tank, and the confidence that comes from years of proactive maintenance and investment by the current owners. Zoned for top-rated Seminole County schools and conveniently located near shopping, dining, trails, major highways, and Orlando attractions, this is a unique opportunity to own in one of Longwood's most desirable custom home communities.
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Kara Grebler (321-696-9943)
148 WISTERIA DR, LONGWOOD, FL 32779
$725,0001 Day on yellowkey MLS ID: O6417383
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2662 Built: 1995Monthly Fee: $229 Tax: $4,978 (2025)Community: Springs The Deerwood EstatesSingle Family
Taxes:$4,978
Elementary School: Sabal Point Elementary
High School: Lyman High
Remarks: Pro pics coming but dont wait to see this incredible home...Welcome to The Springs, one of Central Florida’s most sought-after guard-gated communities, where towering oak canopies, winding roads, and unmatched natural beauty create a lifestyle unlike anything else in Seminole County. With 24/7 guarded entry and an extraordinary park-like setting, The Springs offers a rare blend of privacy, serenity, and convenience. Situated on a premium oversized homesite with no rear neighbors, this beautifully maintained one-story home enjoys exceptional curb appeal enhanced by mature landscaping that seamlessly blends into the surrounding natural environment. The private backyard and expansive screened lanai provide the perfect setting for relaxing, entertaining, or simply enjoying peaceful Florida living. Inside, the timeless floor plan features soaring ceilings, abundant natural light, and generous living spaces designed for both everyday comfort and entertaining. A rare and highly desirable feature, the home offers two primary suites, making it ideal for multigenerational living, guests, or anyone seeking additional flexibility. Steam shower in 2nd primary is great feature as well. Spacious formal living and dining rooms complement the inviting family room and bright open kitchen, creating a layout that lives beautifully. Ample storage throughout this well designed floor plan is another huge plus. Major updates have already been completed, offering peace of mind for years to come. A new roof and HVAC system were installed in 2020, while the home was completely replumbed and received a new water heater in 2019, providing true move-in-ready convenience and low-maintenance ownership. Residents of The Springs enjoy an unmatched lifestyle centered around nature and community. Century-old live oaks, scenic walking and jogging trails, horse stables, a clubhouse, community pool, THE ONLY PRIVATELY OWNED SPRING IN FLORIDA and year-round events create an atmosphere that feels more like a private retreat than a neighborhood. Native Florida woodlands and abundant wildlife are part of everyday life. Families appreciate access to highly rated Seminole County schools, while commuters enjoy exceptional convenience with I-4 less than one mile away. Downtown Lake Mary, Altamonte Springs, Winter Park, Cranes Roost Park, farmers markets, shopping, dining, and entertainment are all within easy reach. Orlando’s world-famous attractions and Florida’s east coast beaches are also just a short drive away. Rarely does an opportunity present itself to own a spacious one-story home with two primary suites, no rear neighbors, major system updates, and the unmatched lifestyle offered by The Springs. Experience the privacy, beauty, and timeless charm that make this exceptional Longwood community one of Central Florida’s hidden gems.
Listing is courtesy of: RE/MAX PRIME PROPERTIES (407-347-4512)
Listing Agent: Ronald Ziolkowski (407-592-7653)
700 BLUE LAKE DR, LONGWOOD, FL 32779
$550,00016 Days on yellowkey MLS ID: O6411965
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1768 Built: 1975Monthly Fee: $54 Tax: $3,522 (2025)Community: Sweetwater OaksSpa: NoSingle Family
Taxes:$3,522
Remarks: Stunning WATERFONT POOL home on a premium .51-ACRE CORNER LOT located in one of Seminole County’s highly sought after communities – Sweetwater Oaks. This meticulously maintained and beautifully renovated 4 BEDROOM, 2 BATH HOME offers 1,768 square feet of refined living space and an EXTRAORDINARY BACKYARD, combining thoughtful design, modern comfort, & resort style living. The home features a semi-open floorplan with volume ceilings and an abundance of natural light, generous sized bedrooms, a timeless floor-to-ceiling STACKED STONE FIREPLACE, and these remarkable UPDATES in 2026: NEW ROOF, POOL RESURFACING and NEW POOL LIGHT, NEW SOFFITTS and GUTTERS, NEW FENCE, INTERIOR AND EXTERIOR PAINTING, NEW CROWN MOLDING, NEW CEILING TEXTURE, NEW CEILING FANS AND INTERIOR LIGHT FIXTURES, NEW BATHROOM VANITIES, NEW FLOORING in 2 BEDROOMS, NEW GARAGE DOOR, UPDATED IRRIGATION and LANDSCAPING. Step outside to a true BACKYARD OASIS with a screen-enclosed EXTENDED PATIO and an oversized backyard with a pool, mature landscaping and SERENE POND VIEWS—creating the perfect setting for relaxation, outdoor living, and entertaining. Located in the highly sought-after Sweetwater Oaks community, residents enjoy exclusive access to Lake Brantley, including a private beach, boat ramp, and fishing pier, as well as access to the Wekiva River for kayaking and outdoor adventures. Community amenities also include tennis courts, pickleball courts, basketball courts, parks, and playgrounds. Zoned for highly rated Seminole County schools—Sabal Point Elementary, Rock Lake Middle, and Lake Brantley High School—and conveniently located near shopping, dining, entertainment, and major Central Florida attractions, this home offers an exceptional combination of lifestyle and location. Experience the very best of Seminole County living—schedule your private showing today! **This house comes with a REDUCED RATE through the seller's preferred lender. This is a lender-paid rate buydown that reduces the buyer's interest rate and monthly payment.**
Listing is courtesy of: KELLER WILLIAMS REALTY AT THE PARKS (407-629-4420)
Listing Agent: Thomas Nickley, Jr (407-629-4420)
200 FAIRWAY DR #200, LONGWOOD, FL 32779
$165,000Listed 06/24/2026 10:53AM MLS ID: O6417559
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 1140 Built: 1973 Tax: $2,849 (2025)Community: Fairway VillasCondo
Taxes:$2,849
Remarks: Enjoy The Springs lifestyle at a great value. The perfect blend of comfort, character, and convenience in this second-floor end-unit condo located in the highly sought-after gated community of Fairway Villas in Longwood. More than just a place to live, this home offers a lifestyle defined by privacy, security, and resort-style amenities. Inside, the open-concept layout is highlighted by soaring wood-beamed ceilings that bring warmth and architectural charm, blending rustic character with modern appeal. A versatile loft overlooks the main living area, providing the perfect space for a home office, additional storage, hobby room, or play area. Thoughtful updates include refreshed counters, solid-surface finishes, and the convenience of a primary suite located on the main floor. As an end unit, the home enjoys abundant natural light and a greater sense of privacy than many other units. Living in The Springs means enjoying 24-hour gated security along with access to an impressive collection of amenities, including a private clubhouse, fitness center, tennis courts, community stables, and a natural spring for swimming. With all-inclusive maintenance fees covering water, exterior upkeep, 24/7 security, and recreational facilities, this property delivers outstanding value in one of Longwood’s most desirable communities. Opportunities like this in The Springs are rare—schedule your private showing today!
Listing is courtesy of: DON HARKINS REALTY LLC (321-377-0341)
Listing Agent: Scott Major (407-697-9301)
575 TIBERON COVE RD, LONGWOOD, FL 32750
$420,00053 Days on yellowkey MLS ID: O6404289
REDUCED by $5,000 (1.2%) on 06/01/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1657 Built: 1982 Tax: $2,063 (2024)Community: Tiberon CoveSingle Family
Taxes:$2,063
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: Welcome to this beautifully upgraded 3-bedroom, 2-bathroom home offering 1,657 square feet under air in the desirable Tiberon Cove community of Longwood. This meticulously maintained residence combines modern upgrades, quality craftsmanship, and stylish finishes throughout. Step inside to discover a fully renovated interior featuring a front door with decorative iron between the glass and Selva ash wood-look porcelain flooring throughout the main living areas and bedrooms—durable, anti-slip, and antimicrobial. The home is enhanced with 5-inch baseboards and crown molding throughout, along with new interior 6-panel doors and updated hardware, creating a clean and cohesive design. Window treatments include plantation shutters throughout. The stunning kitchen has been completely upgraded with: White shaker cabinetry Quartz countertops with full-height backsplash Deep double stainless steel sink with racks Frigidaire Professional microwave/convection oven Frigidaire Gallery 5-burner glass-top electric stove with convection/self-cleaning oven with air fry capability. Frigidaire Gallery stainless dishwasher (natural gas) Frigidaire 27.5 cu ft refrigerator with ice & water in door New garbage disposal Both bathrooms have been tastefully updated with new cabinetry, medicine cabinets, Moen fixtures, and one-piece dual flush toilets, while the primary bath features a Bath Fitter shower system. Major system upgrades provide peace of mind, including: New Rheem 15 SEER electric heat pump (2021) New gas water heater (2022) 140 MPH wind-rated architectural roof (installed 1/2023) Full home repipe with PEX-A (2025) by Repipe Specialists with transferable warranty Impact windows (2021) by Window World with transferable warranty New Genie garage door opener (2025) with 3-day battery backup 140 MPH-rated metal garage door with windows Enjoy outdoor living in the spacious 10x30 screened aluminum patio with tile flooring, overlooking a fully fenced yard with white vinyl fencing and enhanced landscaping for added privacy. Additional exterior highlights include a mahogany fiberglass front door with decorative privacy glass, brick mailbox with locked mail slot, and a recently serviced fireplace chimney. The 2-car garage includes built-in wood cabinetry for extra storage, making this home as functional as it is beautiful. Conveniently located near shopping, dining, parks, and major roadways, this move-in-ready home offers easy access to everything Longwood and Central Florida have to offer. This is a rare opportunity to own a fully upgraded, turnkey home with high-end features and major system updates—schedule your private showing today!
Listing is courtesy of: TRUDEALS REALTY CORP (833-878-3325)
Listing Agent: Candace Garber (224-489-4435)
2201 COVE CT, LONGWOOD, FL 32779
$1,695,0008 Days on yellowkey MLS ID: O6417257
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3805 Built: 1959 Tax: $15,741 (2025)Community: Lake Brantley Isles AmdSingle Family
Taxes:$15,741
Remarks: Set behind a private gated entrance on over four acres along the shores of Lake Brantley, this exceptional waterfront estate offers a lifestyle that few properties in Central Florida can replicate. Here, mornings begin with coffee overlooking the water as paddleboarders glide across the lake, afternoons are spent boating, waterskiing, kayaking or fishing from your shoreline, and evenings conclude with breathtaking sunsets reflected across one of the region's most sought-after lakes. Encompassing over 3,800 square feet of living space, the residence is designed to keep the lake at the center of daily life. From the moment of entry, sweeping water views immediately capture attention, drawing the eye through the great room and beyond to the shoreline. Vaulted ceilings and expansive windows fill the home with natural light while creating a constant connection to the outdoors. The open-concept floor plan brings family and guests together with effortless flow between the living spaces, dining area and a beautifully appointed kitchen featuring Sub-Zero refrigeration, Wolf gas cooking and generous gathering space. Two primary suites, additional guest bedrooms, three-and-a-half baths and a dedicated game room provide flexibility for everyday living and extended stays with family and friends. Outdoor living is where this property shines. A sprawling brick-paver terrace surrounds the pool, creating multiple spaces for entertaining, relaxing and enjoying panoramic lake views. Beyond, an expansive wooden deck stretches toward the water and private boathouse, inviting spontaneous afternoons on the lake and sunset cruises just moments from home. Designed for serious lake enthusiasts, the boathouse features a 15,000-pound lift capable of accommodating a 24-foot boat along with three dedicated Jet Ski lifts. With over 190 feet of direct Lake Brantley frontage and a side canal, the property offers a level of privacy and waterfront access rarely found. A private beach and summer kitchen centered around a handcrafted tiled pizza oven create the perfect setting for lakeside gatherings long after the sun goes down. Adding to the appeal is a level of freedom increasingly difficult to find. Private well and septic systems, no HOA, a metal roof, double-insulated windows and doors and a whole-house standby generator provide independence, efficiency and peace of mind. Despite its secluded atmosphere, the property remains just minutes from Orlando, major airports, world-renowned attractions and Florida's beaches. Combining acreage, privacy and one of Central Florida's premier lakefront settings, this is more than a home. It is a waterfront lifestyle built around recreation, connection and unforgettable days on the water.
Listing is courtesy of: PREMIER SOTHEBYS INT'L REALTY (407-333-1900)
Listing Agent: Mel Bernstein (407-810-4726)
305 SWEETWATER CLUB CIR, LONGWOOD, FL 32779
$1,400,000Listed 06/24/2026 11:41AM MLS ID: TB8522474
Bed: 5 Bath: 5.0 Gar: 3 Liv Area Sq Ft: 4975 Built: 1979Monthly Fee: $367 Tax: $10,447 (2025)Community: Sweetwater Club Unit 1Spa: YesSingle Family
Taxes:$10,447
Remarks: Welcome home to this stunning, fully renovated renovated home sitting on 1.51 acres in the coveted Sweetwater Club neighborhood. The home has been professionally remodeled from top to bottom with marble tile flooring and walls throughout most of the first floor. Pull into the lot by way of the massive wrap around driveway that leads to a massive three car garage, with extra exterior parking space as well. Upon entry, you'll be greet by a gorgeous LVP staircase with luxury glass railings. To your left is the show-stopping kitchen with brushed-gold accents throughout, and new high-end appliances to match. You'll be amazed by the honeycomb-inspired mosaic backsplash and the gorgeous premium light fixtures above the island and in the attached dining room. The kitchen also features a massive walk-in pantry, a smaller bonus closet, a convenient half bath, and a hidden protracting charging station for all of your wireless needs. From the dining room, step down into the family room with a gorgeous built in electronic fireplace that also connects to the expansive living room, both with massive ceiling fans. Also conveniently located on the first floor is a bonus room with an exterior door that's perfect for an office. From there, step into the massive 3 car garage that has also been finished with marble tiling. Connected to the garage is the 5th bedroom with exterior access and a full ensuite bathroom, perfect to convert to an in-law suite, or even a gym or tool room. From the living room, step out to the back patio area that is made for entertaining. It has been set up with a bar, wine cooler, built in grill, and a large fan that is just begging to watch your favorite sports team with friends and family. Then of course is the pool and built in hot tub, a convenient half bath, and also includes a sauna that comfortably accommodates three guests. Upstairs you'll find the four bedrooms, with two of the guest rooms having full ensuite baths with exterior access to the upstairs patio overlooking the pond. The laundry room is perfectly located upstairs as well, so no worrying about running back and forth downstairs for your laundry needs. The primary bedroom is massive, and includes a built in vanity desk with built in shelving, additional built in shelving, a massive walk in closet, and exterior access to a covered outdoor hallway that connects to the second bedroom. The primary bathroom is truly show-stopping with a massive frameless shower, floating custom vanities, brushed gold hardware, and an architectural wood-slat feature wall creating a true resort-style ambiance. EVERY major system (roof, HVAC, electrical, and plumbing) has been updated and is less than two years old, and the home also features a tankless hot water heater. The septic tank was also cleaned/inspected in September of 2025. Every window and sliding door has been upgraded to double-pane, giving you energy efficient peace of mind that is a need in the Florida heat. With designer finishes, luxurious living spaces, and attention to detail throughout, the only thing missing is you. Schedule your private showing today before someone else calls it home.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Keegan Siegfried (813-670-7226)
108 S TIMBERCOVE, LONGWOOD, FL 32779
$565,0002 Days on yellowkey MLS ID: O6418714
0 Days Off yellowkey (back on 6/23/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2831 Built: 1971Monthly Fee: $104 Tax: $3,011 (2025)Community: Sweetwater OaksSpa: NoSingle Family
Taxes:$3,011
Remarks: Fantastic investor opportunity in desirable Sweetwater Oaks! This concrete block 4-bedroom, 3-bath screened pool home offers endless potential for investors, flippers, or buyers looking to remodel and create their dream home. HVAC 2025! Located in a top-rated Seminole County school district, the community features private access to Lake Brantley, pickleball and tennis courts, playgrounds, parks, and picnic areas. Conveniently located near I-4 with easy access to Downtown Orlando, Lake Mary, Historic Sanford, Mount Dora, two international airports, shopping, dining, and world-famous attractions. Bring your vision and unlock the potential of this exceptional property. Opportunity awaits!
Listing is courtesy of: KELLER WILLIAMS HERITAGE REALTY (407-862-9700)
Listing Agent: Joseph Pacholski (407-761-5901)
200 CROOKED OAK CT, LONGWOOD, FL 32779
$790,00021 Days on yellowkey MLS ID: O6412046
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3007 Built: 1974Monthly Fee: $54 Tax: $4,878 (2025)Community: Sweetwater Oaks Sec 03Single Family
Taxes:$4,878
Remarks: Are you looking for an affordable Multi-Generational home? This beautiful pool home offers the flexibility to have up to 5 bedrooms and 3 living spaces. There is a main living space and 3 bedrooms upstairs, a flex space in the basement with a living room and separate room that can be used as an office/bedroom, and a detached Guest House with 1 bedroom and 1 bath. The detached guest house has its own private entrance and full kitchen, ideal for multigenerational living, a private office, or potential income-producing use. You will love the size of the property, where you can enjoy the private pool and have plenty of green space for entertaining. Plenty of upgrades including Brazilian wood flooring & Butcher block countertops. Located close to Wekiwa Springs State Park in one of Longwood's most sought-after neighborhoods, this home has the beauty and flexibility that is rare to find. * POOL * BOAT/RV PARKING * MUSIC STUDIO * LOW HOA * 3 CAR GARAGE * OUTDOOR ACTIVITIES * All information is intended to be accurate but is not guaranteed.
Listing is courtesy of: COLDWELL BANKER REALTY (407-647-1211)
Listing Agent: Ryan Minadie (407-765-9990)
486 N PIN OAK PL #112, LONGWOOD, FL 32779
$187,900121 Days on yellowkey MLS ID: O6383397
REDUCED by $2,000 (1.1%) on 04/15/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 959 Built: 1991 Tax: $2,259 (2025)Community: Windsor At Sabal Walk A CondoCondo
Taxes:$2,259
Remarks: Virtually Staged. **Seller may consider buyer concessions if made in an offer**Welcome to this beautifully UPDATED and MOVE-IN READY 2-bedroom, 1-bath GROUND-FLOOR CONDO in the desirable Windsor at Sabal Walk community in Longwood. Offering comfort, style, and convenience, this charming home is perfect for those seeking low-maintenance living in a PRIME LOCATION. Step inside to discover a bright, OPEN FLOOR PLAN where the Kitchen, Dining, and Living areas flow seamlessly together—ideal for both everyday living and entertaining. Recent 2024 UPGRADES include a BRAND-NEW AC system, stunning WOOD-LOOK VINYL PLANK FLOORING throughout, UPDATED HARDWARE, and MODERN LIGHTING FIXTURES, creating a fresh and contemporary feel from the moment you enter. The spacious Living Room features sliding glass doors that open to a private screened rear patio overlooking PEACEFUL GREEN SPACE—an inviting spot for morning coffee or unwinding in the evenings. The patio also includes a CONVENIENT STORAGE CLOSET for added functionality. The Kitchen is both stylish and practical, showcasing GRANITE COUNTERTOPS, stainless steel appliances, a sleek tile backsplash, closet pantry, and a breakfast bar for casual dining. The UNIQUELY-SHAPED Primary Bedroom offers character and comfort, complete with a generous walk-in closet featuring a CUSTOM CLOSET SYSTEM and private access to the full bathroom that includes a granite vanity and a tub/shower combination. The second Bedroom is equally inviting and features its own SLIDING DOORS leading directly to the screened patio, allowing for natural light and easy outdoor access. A hallway laundry closet with WASHER AND DRYER INCLUDED, adds everyday convenience. The HOA has recently enhanced the community by REPAIRING AND REPAINTING the exterior of all buildings, REPAVING the entire community, and REPLACING the pool deck—adding to the already well-maintained appeal. HOA FEES cover water, trash, lawn care, exterior maintenance, and access to the SPARKLING COMMUNITY POOL, making for truly carefree living. Located within a TOP-RATED school district and JUST MINUTES from Altamonte Mall, Cranes Roost Park, Wekiva Island, and Wekiwa Springs State Park, this condo offers EASY ACCESS to shopping, dining, entertainment, outdoor recreation, and YEAR-ROUND COMMUNITY EVENTS. Nearby hospitals, grocery stores, and local restaurants add everyday convenience, while QUICK ACCESS to I-4 makes commuting to Orlando, Lake Mary, or the beaches simple and efficient. This is an EXCEPTIONAL OPPORTUNITY to own an updated, ground-floor condo in a beautifully refreshed community in one of Longwood’s most convenient locations. Schedule your showing today!
Listing is courtesy of: WEMERT GROUP REALTY LLC (407-743-8356)
Listing Agent: Jenny Wemert (407-809-1193)
381 CREEKSTONE CT, LONGWOOD, FL 32779
$745,00019 Days on yellowkey MLS ID: O6387817
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3289 Built: 1988Monthly Fee: $85 Tax: $4,458 (2025)Community: Sabal Point Sabal Creek AtSpa: YesSingle Family
Taxes:$4,458
Remarks: One or more photo(s) has been virtually staged. Tucked away on a quiet cul-de-sac in desirable Longwood, this beautifully maintained pool home offers a private, tree-lined setting on almost a half-acre. Designed for both comfort and entertaining, the home features a screened-in pool and expansive outdoor living space—ideal for enjoying Florida’s year-round lifestyle. Inside, a thoughtfully designed split floor plan showcases spacious living and dining areas, complemented by beautiful spanish tile flooring throughout. The heart of the home opens to an impressive Florida room filled with natural light and double sliders, complete with custom built-ins, a wet bar, and a fireplace, creating an inviting space for gatherings The kitchen offers both casual and functional dining with an eat-in area and bar seating, along with a built-in oven and microwave. Architectural details such as pocket doors, solid wood doors and transom windows add character and timeless appeal. The generously sized primary suite provides a relaxing retreat with a large walk-in closet, while one of the secondary baths features a walk-in shower and convenient access for pool use. Additional highlights include a new roof (2023), indoor laundry room with sink, newer washer and dryer, new plumbing (2023) New exterior doors and a spacious 3-car side-entry garage with extensive storage. A long driveway offers ample parking for guests. With its blend of space, privacy, and refined features, this home presents a rare opportunity in a sought-after Longwood location. Minutes from Wekiva Springs State Park, walking trails, dining, shopping and access to top-rated Seminole County schools.
Listing is courtesy of: RED BIRD REALTY OF FLORIDA INC (407-222-8339)
Listing Agent: Renee Killiri (407-222-8339)
375 WOODSTEAD CIR, LONGWOOD, FL 32779
$700,000Listed 06/24/2026 10:16AM MLS ID: O6418926
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2248 Built: 1983Monthly Fee: $50 Tax: $5,977 (2025)Community: Springs Landing Unit 2Spa: NoSingle Family
Taxes:$5,977
Remarks: Virtually Staged. Modern sophistication meets turnkey convenience in Springs Landing. Perfectly positioned along the prestigious Markham Woods Corridor, this beautifully renovated residence presents a rare opportunity to own a truly turnkey home in one of Longwood's most sought-after communities. Situated on nearly half an acre of fully fenced property, the home offers 3 bedrooms, a dedicated office, 2 full bathrooms, and thoughtfully curated living spaces designed for modern living. Upon entering, soaring ceilings, abundant natural light, and refined finishes immediately set the tone. Triple-pane windows and skylights fill the home with sunshine, while wood-look tile flooring, modern millwork, designer interior doors, and a sophisticated neutral palette create a clean and timeless aesthetic throughout. The heart of the home is the stunning kitchen and family room, where 15-foot vaulted ceilings create an impressive sense of scale. A dramatic 6.5-foot waterfall-edge quartz island anchors the space, complemented by premium Bosch appliances, an induction cooktop, and a smart kitchen hood with gesture-control technology. Adjacent to the kitchen, the inviting family room features a wood-burning fireplace, adding warmth and character to the open-concept design. The private primary suite serves as a luxurious retreat, featuring a spa-inspired bath complete with a striking copper soaking tub, elegant walk-in shower, built-in closet system and carefully selected designer finishes. Generously sized secondary bedrooms provide flexibility for family or guests and additional space for your home office. Spacious laundry room located inside & an additional storage room for your wine, crafts, or kitchen accessory needs. Significant recent improvements provide exceptional peace of mind, including a brand-new roof, skylights, radiant barrier insulation, and gutters. Additional enhancements such as a whole-home Puronics water softener system, insulated garage door, Ring doorbell and floodlight cameras, and a climate-controlled garage with mini-split air conditioning further elevate the home's comfort, efficiency, and versatility. Beyond your private oasis, Springs Landing residents enjoy resort-style amenities including tennis courts, pickleball, basketball courts, playground, community clubhouse, community pool, and exclusive access to the Little Wekiva River. All of this just minutes from I-4, Top- Rated Seminole County schools, premier shopping and dining, scenic state parks, and everything Central Florida has to offer. Meticulously maintained and thoughtfully updated throughout, 375 Woodstead Circle offers a rare combination of style, comfort, and convenience within one of Longwood's premier neighborhoods.
Listing Agent: Rosie Reid (407-474-0600)
714 WEST CT, LONGWOOD, FL 32750
$323,90089 Days on yellowkey MLS ID: O6394329
REDUCED by $100 (0.0%) on 06/24/2026
Bed: 4 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 1413 Built: 1972 Tax: $3,448 (2024)Community: Longwood NorthSingle Family
Taxes:$3,448
Remarks: Just reduced!!! Charming and beautifully maintained 4-bedroom, 3-bath home offering both comfort and efficiency. Enjoy significant energy savings with a fully installed solar system, while major upgrades—including a complete home re-pipe and conversion from septic to city sewer—provide peace of mind for years to come. The property features a spacious corner lot with a partially fenced backyard, perfect for both privacy and outdoor enjoyment. A well-maintained irrigation system keeps the yard lush and green, and a large, high-quality shed offers excellent additional storage. Relax year-round on the inviting screened porch, ideal for entertaining or unwinding in comfort. This thoughtfully updated, move-in-ready home combines modern improvements with everyday convenience—an exceptional opportunity you won’t want to miss.
Listing is courtesy of: PARK PLACE REAL ESTATE (407-504-1110)
Listing Agent: Pat Glenn (407-504-1110)
105 E COTTESMORE CIR, LONGWOOD, FL 32779
$539,00054 Days on yellowkey MLS ID: O6403980
REDUCED by $11,000 (2.0%) on 05/29/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2244 Built: 1977Monthly Fee: $23 Tax: $3,894 (2024)Community: Wekiva Hunt Club 3 Fox Hunt Sec 3Single Family
Taxes:$3,894
Remarks: Sought after Wekiva home located off Hunt Club. This is a 4 bedroom, 2 bath home with an extra bonus room right off the prime bedroom. Spacious house that is well maintained, all stainless steel appliances, working fireplace, shutters in windows. Back yard has access to the wekiva trail for walking and running. Paved pool patio, pool. Two parks with in walking distance. This house comes with an electrical disconnect for a generator in case a power outage. Beautifully maintained home featuring ceramic tile throughout—no carpet anywhere. Elegant crown molding enhances the living room, dining room, and primary bedroom, while custom interior shutters add timeless style to every window. Enjoy the bright Florida room for additional living space and a large private bonus room directly off the primary suite, perfect for an office, nursery, fitness room, or retreat. Step outside to your own backyard oasis with a saltwater pool featuring a brand-new Hayward salt cell, a premium hardwired hot tub with newer cover and pressure switch, covered patio, and private cabana. The fully fenced yard is surrounded by mature landscaping and illuminated by hardwired outdoor lighting, creating the perfect setting for relaxing or entertaining. Direct access to scenic walking trails behind the home adds even more appeal. Additional upgrades include a new A/C condenser, complete irrigation system for easy lawn maintenance, and a generator inlet box for quick emergency power connection. This home offers the perfect combination of comfort, convenience, and resort-style outdoor living.
Listing is courtesy of: PRIMAC GROUP, INC (407-889-7075)
Listing Agent: Andre Diaz (407-252-8533)
884 CUTLER RD, LONGWOOD, FL 32779
$599,00082 Days on yellowkey MLS ID: O6396152
REDUCED by $16,000 (2.6%) on 06/03/2026
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. - Price Improvement - 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 on space, style, and location, 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)
377 N SHADOWBAY BLVD, LONGWOOD, FL 32779
$265,00016 Days on yellowkey MLS ID: O6414941
REDUCED by $34,000 (11.4%) on 06/09/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1396 Built: 1984Monthly Fee: $310 Tax: $2,885 (2025)Community: Shadowbay Unit 2 Ph 2Townhouse
Taxes:$2,885
Remarks: Short Sale. This charming 3-bedroom, 2-bathroom townhome in Longwood, FL, is a hidden gem that just needs a little TLC. Spanning 1,396 square feet across two stories, the home boasts impressive 15-foot ceilings that create a bright, airy environment filled with natural light from three spacious 8-foot windows and two sets of sliding glass doors. Nestled in the sought-after Seminole County, this residence is part of a community served by top-rated schools, including Sabal Point Elementary, Rock Lake Middle School, and Brantley High School—perfect for families prioritizing education. Picture yourself enjoying coffee on your private wooden deck or hosting family barbecues in the expansive backyard! Inside, the elegant porcelain tile and luxury vinyl plank flooring (updated in 2021) blend durability with style. Recent upgrades include new windows and pots, enhancing both aesthetics and energy efficiency. Outdoor enthusiasts will appreciate the proximity to Wekiva Springs State Park and Wekiva Island, offering nature trails, kayaking, and serene surroundings. The townhome is conveniently located near essential shopping, with two Publix supermarkets nearby, as well as Merrill Park and Westmonte Park, featuring an outdoor pool, playground, and sports courts. For commuters, easy access to a Sun Rail Station and Interstate 4 adds to the convenience of this well-rounded lifestyle. Don’t miss out on the opportunity to make this lovely townhouse your new home! Schedule your private tour today and start envisioning your future in this beautiful space. All offers are subject to third-party (lenders) approval. Property is being sold as a Short Sale. LIST PRICE NOT YET APPROVED.
Listing is courtesy of: RE/MAX ASSURED (800-393-8600)
Listing Agent: Bianca Botelho, Pa (407-709-4975)
417 SUMMIT RIDGE PL #213, LONGWOOD, FL 32779
$225,00061 Days on yellowkey MLS ID: V4948454
2 Days Off yellowkey (back on 6/24/2026)
REDUCED by $10,000 (4.3%) on 06/13/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1274 Built: 1996Monthly Fee: $508 Tax: $2,058 (2025)Community: Residences At Sabal Point A CondoCondo
Taxes:$2,058
Remarks: Under contract-accepting backup offers. Welcome to this beautifully updated condo located in the desirable community, Residences at Sabal Point. This spacious unit features an open-concept layout with abundant natural light, creating a bright and inviting atmosphere throughout. The modern kitchen is equipped with sleek quartz countertops, ample cabinet space, and a breakfast bar that opens to the main living area—perfect for entertaining or everyday living. The living room flows seamlessly to a private balcony, offering a peaceful outdoor space to relax and unwind. The first primary bedroom is generously sized, complete with a large closet and easy access to a well-appointed bathroom, which is also accessible from the common spaces. The additional primary bedroom provides flexibility for a guest room, home office, or personal retreat - attached is a larger primary bathroom equipped with a double sink, vanity and a large bathtub/shower combo. Enjoy stylish finishes, updated tile flooring, and neutral tones throughout, making this home truly move-in ready. The community offers well-maintained grounds and convenient access to shopping, dining, major highways, and top-rated Seminole County schools. Whether you’re a first-time buyer, downsizing, or looking for a great investment opportunity, this property checks all the boxes. Schedule your private showing today and experience everything this Longwood gem has!
Listing is courtesy of: CENTURY 21 MCBRIDE REALTY GROUP (386-866-1007)
Listing Agent: Amanda Broughton (689-808-5270)
612 ROGUE DR, LONGWOOD, FL 32779
$349,90053 Days on yellowkey MLS ID: O6404320
INCREASED by $900 (0.3%) on 05/04/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1438 Built: 2005Monthly Fee: $435 Tax: $3,127 (2024)Community: Highcroft Pointe TwnhmsTownhouse
Taxes:$3,127
Remarks: Under contract-accepting backup offers. Welcome to refined, low maintenance living in one of Longwood’s most desirable gated communities, just moments from the natural beauty of Wekiva Springs. This beautifully appointed 3 bedroom, 2.5 bath residence offers 1,438 square feet of thoughtfully designed living space, where an open concept layout creates a seamless flow between living, dining, and kitchen areas ideal for both relaxed living and effortless entertaining. The home features a spacious two car garage and a well planned upstairs retreat, where the primary suite and secondary bedrooms are positioned for comfort and privacy. Perfectly situated near upscale dining, boutique shopping, and scenic outdoor trails, this property delivers a rare blend of location, lifestyle, and convenience. An exceptional opportunity at this price
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Monte Mohr (888-883-8509)
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