Location: Winter Springs
Do Not Show Listings
1186 OAK CREEK CT, WINTER SPRINGS, FL 32708
$725,0005 Days on yellowkey MLS ID: O6420094
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3186 Built: 1999Monthly Fee: $50 Tax: $5,597 (2025)Community: Eagles Point Ph 5Spa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$5,597
Elementary School: Rainbow Elementary
High School: Winter Springs High
Tax Year: 2025
Middle School: Indian Trails Middle
Remarks: Virtually Staged. Welcome to your private retreat at the end of a quiet cul-de-sac in the highly desirable Eagles Point community of Winter Springs. Situated on an oversized homesite overlooking a tranquil pond, this exceptional 5-bedroom, 4-bath pool home with a three-car garage offers over 3,000 square feet of thoughtfully designed living space blending elegance, flexibility, and everyday comfort. From the brick paver driveway and lush landscaping to the covered entry, every detail makes a lasting first impression. Double glass front doors open to a grand foyer with soaring ceilings and abundant natural light. Just off the entry, a private office with wood flooring easily serves as a fifth bedroom, nursery, library, or work-from-home space. Designed for entertaining and daily living, the spacious floor plan offers formal living and dining rooms, while the expansive family room flows seamlessly into the kitchen and outdoor living areas. The oversized kitchen features abundant cabinetry, granite countertops, updated tile backsplash, new microwave, upgraded corner cabinet with dedicated wine refrigerator space, breakfast bar, generous pantry, built-in beverage station, and a bright breakfast nook overlooking the pool. The private primary suite offers tray ceilings, lanai access, and generous space. The fully remodeled spa-inspired bath features dual vanities, a freestanding soaking tub, oversized seamless glass shower, designer tile, and dual walk-in closets. The split-bedroom layout provides exceptional flexibility. Two secondary bedrooms are connected by a pocket door, creating an ideal multigenerational wing, in-law suite, caregiver quarters, children's retreat, or guest space while allowing easy conversion back to separate rooms. Additional bathrooms have been beautifully updated. Upstairs, the oversized bonus room with a full bath and walk-in closet is perfect as a media room, game room, guest suite, teen retreat, fitness room, or second living area. Sliding glass doors lead to a resort-style screened lanai with a resurfaced pool, updated tile, and expanded enclosure offering ample space to entertain or relax while enjoying peaceful pond views. Beyond the lanai, winding paver walkways lead to pergolas, butterfly gardens, mature citrus trees, terraced landscaping, and a professionally engineered retaining wall for improved drainage. The deck is pre-wired for a future hot tub, and the attached storage room provides space for lawn equipment, seasonal décor, or a workshop. Eagles Point is one of Winter Springs' most established communities with mature oak-lined streets and a peaceful atmosphere. Residents enjoy nearby Central Winds Park, Trotwood Park, Cross Seminole Trail, pickleball, tennis, golf, playgrounds, sports fields, and endless outdoor recreation. Conveniently located near Winter Springs Town Center, Oviedo on the Park, Historic Longwood, and downtown Sanford with abundant shopping, dining, entertainment, breweries, farmers markets, and community events. Easy access to SR 417, SR 434, Red Bug Lake Road, I-4, Orlando International Airport, Downtown Orlando, Research Park, Siemens, Lockheed Martin, Deloitte, AdventHealth, Orlando Health, UCF, Seminole State College, Full Sail University, and Valencia College. Florida's beaches, natural springs, and world-famous attractions are all within an easy drive.
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE REALTY (407-977-7600)
Listing Agent: Stacie Brown Kelly (407-221-4954)
140 N. FAIRFAX, WINTER SPRINGS, FL 32708
$315,000216 Days on yellowkey MLS ID: O6364352
REDUCED by $10,000 (3.1%) on 07/06/2026
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 1188 Built: 1959 Tax: $2,426 (2024)Community: North OrlandoSingle Family
Taxes:$2,426
Elementary School: Highlands Elementary
Tax Year: 2024
Remarks: Fully Renovated Winter Springs Home with No HOA – Move-In Ready in Seminole County Welcome to 140 N. Fairfax Avenue in Winter Springs, Florida, a beautifully renovated home that blends classic Florida charm with modern upgrades in one of Seminole County’s most desirable and convenient locations. This extensively updated 3-bedroom, 1-bath home sits on a generous 8,900-square-foot lot and offers a turnkey opportunity for first-time buyers, downsizers, or investors seeking a move-in ready property in the Orlando metro area. Inside, the home has been thoughtfully remodeled from top to bottom. The interior features new flooring, fresh paint, modern lighting, and a completely updated kitchen and bathroom, along with new appliances and updated mechanical systems. A brand-new HVAC system installed in late 2025 and new energy-efficient windows add comfort and efficiency, allowing the next owner to enjoy years of low-maintenance living. The open and functional layout provides comfortable everyday living while maximizing natural light throughout the home. Outside, the spacious yard offers plenty of room to create your ideal outdoor living space. With no HOA restrictions, homeowners have the flexibility to add a garage or workshop, store a boat or trailer, or design additional outdoor entertaining areas. The property’s generous lot size offers rare freedom and versatility that is increasingly hard to find in Central Florida. For outdoor recreation, the home is located just a short walk to Torcaso Park, featuring a playground, splash pad, soccer fields, and a fishing pier. Residents also enjoy close proximity to Lake Jesup, Spring Hammock Preserve, and the Cross Seminole Trail, one of the region’s most popular trails for biking, jogging, and scenic walks. Families benefit from access to highly regarded Seminole County Public Schools, including Highlands Elementary School, Indian Trails Middle School, and Winter Springs High School, all located within a short drive of the home. Convenience is another major highlight of this location. The home is just minutes from Winter Springs Town Center, Oviedo on the Park, and Winter Park, providing easy access to shopping, dining, entertainment, and everyday services. Healthcare facilities such as Orlando Health South Seminole Hospital and AdventHealth Altamonte Springs are also nearby, offering quick access to medical care. Public transportation options are available throughout the area via the LYNX regional bus system, which serves Seminole County and connects residents to destinations across the greater Orlando area. Commuters can also access nearby SunRail stations in Longwood and Altamonte Springs for convenient rail service into downtown Orlando and surrounding employment centers. Safety and emergency services are close by as well, including Seminole County Fire Department stations serving the Winter Springs area, providing quick response coverage for local residents. Winter Springs itself is consistently recognized as one of the best places to live in Central Florida, known for its community feel, parks, trails, and easy access to major employers throughout Orlando, Lake Mary, and the Seminole County tech corridor. Whether you’re searching for a move-in ready home, an investment property, or an affordable Central Florida residence close to parks, schools, and commuter routes, 140 N. Fairfax Avenue delivers comfort, flexibility, and location in one exceptional package.
Listing is courtesy of: ERA GRIZZARD REAL ESTATE (407-203-5800)
Listing Agent: Shawn Mccormick (321-439-4277)
270 SAN GABRIEL ST, WINTER SPRINGS, FL 32708
$249,900237 Days on yellowkey MLS ID: O6359666
REDUCED by $9,100 (3.5%) on 06/16/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1089 Built: 1994Monthly Fee: $121 Tax: $327 (2024)Community: Deersong 2Spa: NoSingle Family
Taxes:$327
Elementary School: Layer Elementary
Remarks: Quick Closing Available. Welcome to 270 San Gabriel Street in Winter Springs—now offered at an updated price and ready for its next owner. This well-maintained, single-story home features vaulted ceilings and a bright, open layout that creates a comfortable and inviting living space. With neutral finishes and ceramic tile flooring throughout, the home is truly move-in ready. All appliances are included for added convenience. Enjoy morning coffee or unwind in the evening on the oversized screened patio, offering a private outdoor retreat. Additional exterior storage provides practical space for bikes, tools, and seasonal items. Located just minutes from the scenic Cross Seminole Trail, the Deersong community also offers access to a pool and cabana for residents to enjoy. Nearby parks, shopping, dining, and top-rated Seminole County schools add to the home’s appeal. Considering making a move to downsize? First-time homebuyer? investor? or seeking a low-maintenance second home in Central Florida? Schedule your private showing today. With a newly reduced price and quick closing available, this is an excellent opportunity to own a well-cared-for home in a desirable location..
Listing is courtesy of: MAINFRAME REAL ESTATE (407-513-4257)
Listing Agent: Alie Gattis (407-760-1488)
737 TIMBERWILDE AVE, WINTER SPRINGS, FL 32708
$635,0006 Days on yellowkey MLS ID: O6421314
0 Days Off yellowkey (back on 7/4/2026)
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2574 Built: 1999Monthly Fee: $48 Tax: $3,961 (2025)Community: Winding HollowSpa: YesSingle Family
Taxes:$3,961
Remarks: Under contract-accepting backup offers. Experience Florida living at its finest in this beautifully renovated 5-bedroom, 3-bath pool home in Winter Springs' desirable Winding Hollow community. Situated on a tranquil POND FRONT HOMESITE, this spacious home features a REMODELED SALTWATER POOL AND SPA, a flexible three-way split floor plan, and fresh exterior paint (2026) for exceptional curb appeal. Pool and water views welcome you from the moment you enter the foyer. The versatile front office with closet can easily serve as a fifth bedroom and offers convenient access to the primary bath. Privately located on one side of the home, the owner's suite features direct pool access, DUAL WALK-IN CLOSETS WITH BUILT IN ORGANIZERS, and an en-suite bathroom with dual vanity, tiled shower, and relaxing whirlpool tub. Designed for both everyday living and entertaining, the open floor plan seamlessly connects the formal living and dining rooms with the spacious family room and STUNNING REMODELED KITCHEN. The kitchen is the heart of the home, showcasing an OVERSIZED GRANITE ISLAND with counter height seating, 42-inch rich wood cabinetry with crown molding, stainless steel appliances, under-cabinet lighting, tiled backsplash, glass-front accents, abundant pot drawer storage, an impressive BUTLER'S PANTRY with rollout storage, and a beverage refrigerator. The indoor laundry is conveniently located behind the kitchen with included washer and dryer, storage cabinetry and it's already pre-plumbed for a sink. Newer wood-look plank style ceramic tile flows throughout the main living areas, with carpet only in two secondary bedrooms. A private guest suite with an adjacent full bath and walk-in shower provides an ideal space for visitors or multigenerational living. This third bathroom has direct pool access. The backyard is your own private retreat. The remodeled, SCREENED saltwater pool and spa were extensively updated in 2021 with a new quartz finish, tile, spillways, brick paver deck, coping, propane spa heater, and improved drainage. Enjoy peaceful pond views and Florida's beautiful weather from the expansive 31' x 12' COVERED LANAI, accessible from the primary suite, living room, and family room. Additional highlights include a 2017 roof, 2016 water heater, TESLA CHARGER, new garage door springs, metered irrigation, low-maintenance St. Augustine lawn, and a two-car garage with overhead storage racks. Surrounded by mature trees, Winding Hollow offers two city maintained parks with playgrounds, while nearby Central Winds Park features sports fields, pickleball and basketball courts, playgrounds, walking trails, picnic pavilions, and a dog park. The 23 mile Cross Seminole Trail is accessible from the entrance of Winding Hollow too. Conveniently located just 20 minutes from Downtown Orlando, this exceptional home combines peaceful suburban living with easy access to shopping, dining, and major commuter routes.
Listing is courtesy of: HOMEVEST REALTY (407-897-5400)
Listing Agent: Kim Blaylock (407-497-9321)
170 WOODED VINE DR, WINTER SPRINGS, FL 32708
$639,90019 Days on yellowkey MLS ID: O6418077
REDUCED by $10,000 (1.5%) on 07/06/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2470 Built: 2019Monthly Fee: $137 Tax: $8,571 (2025)Community: Tuskawilla Crossings Ph 1Single Family
Taxes:$8,571
Elementary School: None
Remarks: Built in 2019, this thoughtfully designed floor plan is ideal for multigenerational living, extended stays for guests, remote professionals, or anyone seeking additional privacy and versatility. The main residence encompasses 3 bedrooms, 2.5 bathrooms, and a dedicated office/flex room, while a separate 1 bedroom, 1 bath suite above the garage creates a private retreat complete with its own entrance. The main level showcases an open concept design where the family room flows seamlessly into the spacious eat in kitchen. The kitchen is beautifully appointed with 42" cabinetry, quartz countertops, upgraded stainless steel appliances, and a generous walk in pantry. A versatile office/flex room offers endless possibilities as a home office, playroom, fitness area, study space, or hobby room. Upstairs, the primary bedroom serves as a comfortable escape, featuring a walk-in closet, French doors that lead to a private balcony and a spacious en suite bath with dual vanities, a garden tub, and separate walk-in shower. Two additional bedrooms and a full bath with dual sinks complete the second floor of the main residence. One of the home's most desirable and unique features is the private in-law suite above the garage. Measuring approximately 19' x 16', this separate living space includes its own full bathroom, dedicated HVAC system, built-in cabinetry and private entrance, making it ideal for in-laws, guests, college aged children, a home business, or additional flex space. The remainder of the home highlights a front porch, a covered rear porch, a brick paved driveway, oversized parking area, two car garage, whole home Gigabit Wi Fi, fiber internet, smart locks, smart lighting and a 60 amp outlet ready for electric vehicle charging. Residents of Tuskawilla Crossings enjoy resort style amenities including a community pool with cabanas, playground, walking trails, multiple dog parks, and direct access to the Seminole County Trail. Ideally located just minutes from Winter Springs Town Center, shopping, dining, top rated Seminole County schools, and SR 417.
Listing is courtesy of: DIBS REALTY, LLC (407-537-2232)
Listing Agent: Ashley Swindell (407-687-5481)
702 GOLFPOINT DR, WINTER SPRINGS, FL 32708
$879,90089 Days on yellowkey MLS ID: O6397566
REDUCED by $20,000 (2.2%) on 07/06/2026
Bed: 5 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 3660 Built: 1994Monthly Fee: $48 Tax: $11,586 (2025)Community: Glen Eagle Unit 3Spa: YesSingle Family
Taxes:$11,586
High School: Oviedo High
Remarks: *SELLER MOTIVATED* RARE OPPORTUNITY IN GLEN EAGLE/TUSCAWILLA! Set on a PROMINENT CORNER LOT in one of Winter Springs’ most sought-after golf communities, this spacious pool home offers an INCREDIBLE OPPORTUNITY for buyers looking to personalize a home with outstanding bones, flexible living space, and major system upgrades already completed. Major recent improvements including a NEW ROOF, FULL HOUSE REPLUMB, WHOLE-HOUSE ELECTRICAL UPGRADE, TWO NEW HVAC SYSTEMS, NEW POOL EQUIPMENT, and UPSTAIRS HARDWOOD FLOORS. Surrounded by mature oak trees, lush landscaping, and timeless curb appeal, the property offers a rare combination of space, flexibility, character, and long-term value in the heart of Tuscawilla. Inside, soaring ceilings, skylights, and custom white painted built-ins create a bright, open great room that feels both inviting and impressive. The open-concept layout flows easily for everyday living and entertaining, while the chef’s kitchen is designed to impress with 42-INCH WHITE CABINETRY, GRANITE COUNTERTOPS, a breakfast bar, a 36-inch GE Profile induction cooktop, GE Profile double ovens, microwave, and dishwasher, and a CUSTOM BUILT-IN LIEBHERR STAINLESS FRENCH DOOR REFRIGERATOR with dual bottom freezer drawers. Just off the foyer, the office is framed by gorgeous VINTAGE BEVELED GLASS DOORS, while the formal dining room with tray ceilings offers an elegant setting for hosting. The primary suite is filled with NATURAL LIGHT and OPENS DIRECTLY TO THE POOL and patio through FRENCH DOORS. The en suite bath features dual sinks, separate walk-in closets, a soaking tub, and a walk-in shower. The split floor plan continues on the opposite side of the home, where three additional bedrooms are positioned off the great room. One includes a private bath, another offers direct access to the pool and patio. One of the home’s most compelling features is the INCREDIBLE UPSTAIRS RETREAT. Beautifully updated with NEW HARDWOOD FLOORS, this expansive level offers a MASSIVE BONUS SPACE, an additional full bath, and an OVERSIZED 5th BEDROOM. Whether used for MULTIGENERATIONAL LIVING, a private guest retreat, POTENTIAL MOTHER IN-LAW SUITE, game room, media lounge, home gym, yoga studio, or separate family living area, the scale and versatility of this space truly set the home apart. Outdoor living is just as appealing, with a SCREENED POOL & PATIO designed for entertaining, relaxing, and making the most of FLORIDA LIVING. The side and backyard offer mature shade, privacy, and a fire pit area. PERFECTLY POSITIONED in sought-after Tuscawilla, 702 Golfpoint Drive offers the best of Winter Springs with EASY ACCESS to SR 417, Downtown Orlando, ORLANDO INTERNATIONAL AIRPORT, UNIVERSAL & DISNEY. Zoned for top-rated Seminole County schools and just moments from the Tuscawilla Country Club, local dining, fitness options, and the Cross Seminole Trail, this location makes it easy to enjoy weekend bike rides and morning runs to shopping, restaurants, and everyday convenience. Major recent improvements include: A new roof in 2021, full house replumbing in 2021, a whole-house electrical upgrade in 2021, all-new kitchen appliances in 2021, all new water faucets in 2021, two new HVAC systems in 2022, a new pool pump and spa/pool heater in 2023, new upstairs hardwood floors in 2024, a refinished pool deck in 2024, new garage door openers in 2026.
Listing is courtesy of: RE/MAX 200 REALTY (407-629-6330)
Listing Agent: Blake Murphey (407-637-7882)
717 ADIDAS RD, WINTER SPRINGS, FL 32708
$434,90018 Days on yellowkey MLS ID: V4949727
REDUCED by $5,000 (1.1%) on 07/05/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1812 Built: 1986Monthly Fee: $95 Tax: $5,844 (2025)Community: Wedgewood Tennis VillasSingle Family
Taxes:$5,844
High School: None
Middle School: None
Remarks: Virtually Staged. Welcome home to this absolutely charming and move-in-ready 2-bedroom, 2-bathroom home nestled in one of the most desirable areas of Winter Springs! From the moment you arrive, you'll appreciate the countless updates, beautiful wood beams and inviting curb appeal that make this home truly special. Major improvements provide peace of mind, including a 4-year-old roof, brand-new water heater, new flooring throughout, fresh interior and exterior paint, new appliances, and all-new light fixtures and ceiling fans. The beautifully updated kitchen offers modern style and functionality, while both bathrooms have been thoughtfully remodeled with today's buyer in mind. The spacious and light-filled bonus room overlooks the picturesque backyard and tranquil pond, creating the perfect space for a home office, reading room, playroom, or additional living area. Step outside and enjoy your backyard retreat featuring stunning water views and majestic oak trees that provide natural shade and beauty year-round while enjoying your morning coffee and watching the family of ducks swim by daily to greet you. Located in a great walking neighborhood, you'll love being just minutes from Tuscawilla Country Club and its renowned golf course, with olympic size pool and dining. Near top-rated schools and parks. Conveniently close to everything you need such as shopping, restaurants, medical facilities and your only a short drive to Florida's famous Theme Parks and about a 45 min drive to the best Beaches around. This adorable home offers the perfect blend of comfort, style, and location. Completely move-in ready and waiting for its new owners to fall in love—don't miss this incredible opportunity to own a piece of Winter Springs paradise!
Listing is courtesy of: COLDWELL BANKER REALTY (407-696-8000)
Listing Agent: Tracy Phillips, Llc (386-747-4914)
998 EL LAGO TER, WINTER SPRINGS, FL 32708
$649,90053 Days on yellowkey MLS ID: O6408037
0 Days Off yellowkey (back on 7/5/2026)
REDUCED by $100 (0.0%) on 06/10/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2126 Built: 1989Monthly Fee: $28 Tax: $1,516 (2024)Community: Sunrise Estates Unit 5Spa: YesSingle Family
Taxes:$1,516
Remarks: Under contract-accepting backup offers. PAID-OFF SOLAR! Welcome to Sunrise Estates and your opportunity to own a truly unique property in the heart of Winter Springs! Sitting on just **OVER AN ACRE** at the end of a quiet **CUL-DE-SAC**, this single story **POOL HOME** combines privacy, upgrades, and location in a way that is hard to find. Major improvements bring peace of mind, starting with a NEWER ROOF (2021), UPDATED A/C (2022), NEW WATER HEATER (2022), WATER SOFTENER SYSTEM (2022) and DOUBLE PANE WINDOWS (2022). Fresh EXTERIOR PAINT and a PAID OFF SOLAR SYSTEM keep the home looking great and your utility bills low. Inside you will be delighted to find many updates, along with vaulted ceilings, and HARDWOOD, wood laminate and tile floors that flow throughout the functional layout. The foyer is framed by the living and dining areas, with the living room offering a cozy fireplace and direct access to the lanai. The UPDATED KITCHEN features sleek BOSCH STAINLESS STEEL APPLIANCES, granite countertops, complementary tiled backsplash, abundant storage, and glass inset doors that open directly to the lanai – making INDOOR/OUTDOOR LIVING a breeze! On one side of the home three guest bedrooms share a fully updated bath complete with exterior access, and on the opposite side your expansive PRIMARY SUITE feels like a retreat that delivers custom blinds, a WALK-IN CLOSET and a private en-suite bath with a dual sink vanity, SOAKING TUB and separate tiled shower. A flexible bonus space connects to your suite – ideal for a sitting room, home office, home gym or nursery, with direct access to the backyard for plenty of natural light. Step outside and into your own private oasis – a COVERED LANAI and expansive deck overlooks the sparkling POOL and SPA, all SCREENED and surrounded by mature trees that create a private, tranquil setting. With all the space you could ask for and a fully FENCED YARD, there is plenty of room for play, gardening, or simply enjoying the outdoors! Irrigation is handled by a private well, while the home connects to public water for convenience. Residents will appreciate the LOW HOA, easy access to Sunrise Community Park and the location couldn't be better. You are just minutes from TOP-RATED SCHOOLS, shopping, dining, neighboring Oviedo and major roadways like SR 417, Red Bug Lake Rd, Tuskawilla Rd and 426. Don’t miss the rare chance to own over an acre in Winter Springs with an updated pool home at the center of it all. The private setting, thoughtful upgrades, and unbeatable location make this one a MUST-SEE! Call today to schedule a tour!
Listing is courtesy of: WEMERT GROUP REALTY LLC (407-743-8356)
Listing Agent: Jenny Wemert (407-809-1193)
740 GALLOWAY CT, WINTER SPRINGS, FL 32708
$415,0005 Days on yellowkey MLS ID: O6421127
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1692 Built: 1977Monthly Fee: $38 Tax: $4,346 (2025)Community: Highlands Sec 4Single Family
Taxes:$4,346
Middle School: Sanford Middle
Remarks: Beautifully updated turn-key ranch home on a prime corner cul-de-sac lot in the desirable Highlands community! This 3-bedroom, 2-bathroom split-plan home features extensive recent updates throughout. Inside, vaulted ceilings open up the main living spaces, highlighted by brand-new wood laminate flooring, crisp new baseboards, and a strikingly updated fireplace facade. The nicely updated kitchen boasts a newly added wall pass-through for an open-concept feel, and a large pantry. Every detail has been refreshed, including new fixtures, door knobs, hinges, and wall outlet faceplates throughout the entire home. The master suite features a walk-in closet and a beautifully updated shower with new lighting, while the guest bath includes a jetted tub, newer vanity, and refreshed finishes. Step through the sliding doors to an expansive covered portico, newly elevated with a shiplap ceiling, new fans, and replaced pillars. The outdoor space includes a fully fenced backyard with professionally leveled concrete (polyrenewal), new gutters, and mature landscaping. This home offers complete peace of mind with major mechanical updates, including a brand-new HVAC system installed in 2023, a new architectural 25-year roof from 2020, and updated interior and exterior electrical panels. The property also benefits from fresh exterior paint and updated wood trim. The location is unbeatable, allowing you to Seminole county schools and the ability to walk directly to Highlands Elementary. The vibrant community features a pool, clubhouse, tennis and basketball courts, playgrounds, and miles of walking trails. Enjoy the ultimate convenience of a short drive to the Town Center for Publix, dining, and fitness, along with effortless commuting via quick access to SR 417.
Listing is courtesy of: UNITED REAL ESTATE PREFERRED (407-243-8840)
Listing Agent: Rochelle Warriner (407-376-1281)
807 BUCKIE DR, WINTER SPRINGS, FL 32708
$375,00069 Days on yellowkey MLS ID: O6386108
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1574 Built: 1978Monthly Fee: $35 Tax: $4,487 (2025)Community: Highlands Sec 1Single Family
Taxes:$4,487
Remarks: Move Right In this Updated Highlands Home! Desirable Gas Stove in Kitchen along with newer Appliances & Granite Countertops, New Bathroom Vanities New Roof 2024. Large Fenced Yard, Fireplace & Inside Laundry Room. The Highlands has a Large Community Pool, Playgrounds, Clubhouse with BBQ Area, Audibon Park, Tennis & Pickleball Courts & Nature Walking Trails. Highly rated Seminole County Schools.
Listing is courtesy of: FLORIDA HOME TEAM REALTY LLC (407-774-8100)
Listing Agent: Paul Buscemi (407-716-2874)
665 MURPHY RD, WINTER SPRINGS, FL 32708
$380,00012 Days on yellowkey MLS ID: O6420170
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1460 Built: 1981 Tax: $1,738 (2025)Community: Foxmoor Unit 3Spa: NoSingle Family
Taxes:$1,738
Remarks: Virtually Staged. Seller has received multiple offers and is asking for Highest and Best by Monday, July 6 at 5PM. This well-maintained 3-bedroom, 2-bath Winter Springs home delivers the Florida lifestyle you've been looking for — and with no HOA fees. Inside, you will find tile flooring throughout the living spaces and carpet in the bedrooms. The primary bedroom features vaulted ceilings with plenty of room for a king size bed. The bathrooms have been renovated, with a walk-in shower in the primary bath. The third bedroom is currently used as a home office and includes a Murphy bed, making it an easy conversion for guests when needed. The backyard has something for everyone. The covered lanai and screened pool area flow together as one expansive open space — large enough to entertain a crowd — complete with a wet bar, sink, and refrigerator for casual dining and refreshments. Cool off in the pool or simply relax in the shade while everyone enjoys the space. Outside the enclosure you will find even more — a dog run, a fire pit, a raised garden bed, and a workshop for those who like to create or tinker. Pool pump is variable speed and helps reduce power bill. Recent updates include fresh paint, a new roof and lanai roof (2025), and a new hot water heater (June 2026), so the big items are already done. Centrally located in Winter Springs with shopping, dining, and entertainment nearby and easy access to all major highways. Just move in and enjoy.
Listing Agent: Deborah Morris (321-348-0014)
221 SHERRY AVE, WINTER SPRINGS, FL 32708
$359,90061 Days on yellowkey MLS ID: O6404854
REDUCED by $7,000 (1.9%) on 06/17/2026
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1700 Built: 1971 Tax: $523 (2025)Community: North Orlando Townsite Fourth Add ReplatSingle Family
Taxes:$523
Remarks: Beautiful fully renovated property featuring 4 spacious bedrooms, 2 modern bathrooms, and an additional room perfect for an office or play room. The home has been completely updated, including a new roof and new windows, providing improved energy efficiency and peace of mind. Open layout with excellent natural light and modern finishes throughout. Move-in ready, ideal for a family home or investment opportunity. Conveniently located with easy access to schools, shopping, and major roads.
Listing is courtesy of: LA ROSA REALTY ORLANDO LLC (407-288-8201)
Listing Agent: Rodrigo Chavez (407-652-8430)
872 FALKIRK DR, WINTER SPRINGS, FL 32708
$424,997138 Days on yellowkey MLS ID: O6383538
REDUCED by $14,000 (3.2%) on 06/30/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1554 Built: 1978Monthly Fee: $35 Tax: $2,381 (2024)Community: Highlands Sec 1Spa: NoSingle Family
Taxes:$2,381
Middle School: South Seminole Middle
Remarks: PRICE IMPROVED + SELLER CONTRIBUTES TO CLOSING COSTS!, BACK ON THE MARKET DUE TO BUYERS FINANCING FALL TROUGH!! Updated Pool Home in Winter Springs | Seminole County | Move-In Ready Welcome to this beautifully maintained 3-bedroom, 2-bath home featuring a private screened pool in an established Winter Springs neighborhood. The updated kitchen and updated bathroom deliver a fresh, modern feel, complemented by a bright, open layout that flows seamlessly for both everyday living and entertaining. Step outside to your screened pool and fully fenced backyard — a private retreat for year-round Florida living and weekend gatherings. A 2-car garage and a tree-lined, established community complete the package. Zoned for the Seminole County school district (buyer to verify assigned schools with the district). Surrounded by scenic walking and biking trails and just minutes from shopping, dining, and major roadways for an easy commute. A versatile opportunity whether you're buying a home to live in or adding a pool home to your rental portfolio — updated, low-maintenance, and in a high-demand location. Seller will contribute toward buyer's closing costs with an acceptable FHA | VA | Conventional | Cash all financing welcome. Schedule your showing today!
Listing is courtesy of: CAISSA REALTY INVESTMENT INC (407-364-3056)
Listing Agent: Elizabeth Rodriguez (407-480-8829)
101 PARTRIDGE CIR, WINTER SPRINGS, FL 32708
$625,00054 Days on yellowkey MLS ID: O6407799
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2181 Built: 1974 Tax: $2,635 (2025)Community: Winter Springs Unit 4Spa: NoSingle Family
Taxes:$2,635
Elementary School: Keeth Elementary
Remarks: Situated on a spacious 0.38-acre lot in the highly sought-after Tuscawilla community of Winter Springs, this beautifully updated pool home combines thoughtful upgrades, flexible living space, and inviting outdoor areas with the added benefit of NO HOA. Inside, the remodeled kitchen opens to the main living spaces and showcases updated cabinetry, stone countertops, tile backsplash, stainless steel appliances, recessed lighting, and a custom range hood. A newly added pantry and bar area complement the open kitchen design. The split-bedroom layout offers added privacy, with the primary suite tucked away on one side of the home and the secondary bedrooms positioned on the opposite side. The primary suite also features a walk-in closet and versatile bonus space ideal for a home office, nursery, gym, or sitting area. Multiple living and flex spaces provide endless options for entertaining, working from home, or creating additional lounge and dining areas. Major updates include new Luxury Vinyl Plank flooring throughout, fresh interior and exterior paint, upgraded bathrooms, full home replumb and complete rewire (2026), new roof (2024), HVAC (2019), and water heater (2018). Step outside to enjoy an oversized resurfaced and retiled screened pool, expansive lanai and deck space, fully fenced backyard, and a newly paved private front courtyard designed for relaxing and gathering outdoors. Located near Tuscawilla Country Club, Central Winds Park, shopping, dining, Publix, Winter Springs High School, and SR-417, this home offers the perfect balance of privacy, convenience, and the established charm Tuscawilla is known for.
Listing is courtesy of: RE/MAX TOWN & COUNTRY REALTY (407-695-2066)
Listing Agent: Belinda Gonzales (321-277-8994)
724 BARRINGTON CIR, WINTER SPRINGS, FL 32708
$399,900410 Days on yellowkey MLS ID: O6312092
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1450 Built: 1987Monthly Fee: $120 Tax: $1,771 (2024)Community: Georgetowne Unit 1Single Family
Taxes:$1,771
Remarks: Very well maintained home in Tuscawilla! Updated kitchen with Granite countertops, Elegant mirrored wall, Ceramic Tile throughout. Double sinks in beautiful master bathroom with garden shower tub! Owners. Replace all appliance, the roof was replaced last year, house been re-plombe, have access to the neighborhood clubhouse and Community pool, HOA takes care of front yard lawn maintenance. Two parks and a nature, trail are walking distance from the home. Walk to Trotwood Park and to Tuscawilla Country Club for a round of golf or tennis or to just socialize at the café and bar. This is a great opportunity to own an adorable low maintenance single-family home in the most affordable sought-after Country Club community in Seminole county. A rated school district! Short drive to Oviedo Marketplace and restaurants! Seller willing to contribute $2000 towards closing costs!! Don't miss this opportunity!! --
Listing is courtesy of: DIAMOND 2000 REALTY, INC (321-231-4195)
Listing Agent: Ramon Ortiz Cruz (321-231-4195)
1329 AUGUSTA NATIONAL BLVD, WINTER SPRINGS, FL 32708
$559,0004 Days on yellowkey MLS ID: O6422133
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1616 Built: 1990Monthly Fee: $125 Tax: $5,355 (2025)Community: Country Club Village Unit 3Single Family
Taxes:$5,355
Remarks: Renovated, remodeled, and reimagined in the highly sought-after Country Club Village at Tuskawilla. This beautifully renovated residence has been thoughtfully transformed with an extraordinary level of quality and attention to detail, delivering a truly turnkey opportunity for today’s discerning buyer - NO EXPENSE SPARED! Extensive recent improvements include a NEW TILE ROOF (July 2025), new gutters, all-new plumbing throughout (2026), fresh interior and exterior paint, and newly textured ceilings throughout, creating a clean, modern aesthetic from top to bottom. Inside, elegance meets functionality with stunning European white oak wood flooring throughout the main living areas, complemented by new carpet in the secondary bedrooms for added comfort. The heart of the home is the beautifully reimagined kitchen, featuring new 42-inch cabinetry, quartz countertops, all-new appliances, and a designer backsplash that adds both sophistication and visual appeal. Entertain effortlessly with a stylish wet bar complete with a beverage refrigerator and matching designer backsplash. Every bathroom has been completely remodeled, showcasing luxurious finishes and quartz surfaces throughout. Additional upgrades include new lighting fixtures inside and out, new door handles and hinges, new plugs and switches, custom roller shades throughout, and a custom closet system in the primary suite. Outside, refreshed landscaping enhances curb appeal and completes this impressive renovation, making this home a rare blend of timeless design, modern luxury, and move-in-ready convenience. The HOA-maintained lawn allows for low-maintenance living, while the location places you just moments from the private Tuscawilla Country Club. Zoned for some of the highest-rated public schools in the state and offers exceptional convenience—just 25 minutes from downtown Orlando, 30 minutes to Orlando International Airport, and less than an hour from Florida’s beautiful beaches and world-renowned theme parks. 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)
4967 COURTLAND LOOP, WINTER SPRINGS, FL 32708
$790,00011 Days on yellowkey MLS ID: O6419028
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2339 Built: 1989Monthly Fee: $40 Tax: $6,933 (2025)Community: TuskabaySingle Family
Taxes:$6,933
Remarks: Welcome to this beautifully upgraded 4 bedroom, 3 bath pool home in the desirable Tuskabay community located in Winter Springs. Designed for both comfortable living and effortless entertaining, this light-filled home features an open living area, inviting floor plan with abundant natural light and crown molding throughout. The spacious family room features a wood burning fireplace creating the perfect ambiance on those cool nights. The heart of the home is the impressive chef's kitchen, boasting extensive 42" cabinetry, ample counter space, premium finishes and a built in wine refrigerator that adds a touch of sophistication. The luxurious primary ensuite bathroom features dual sinks, an exquisite shower and walk-in closet. The spacious living areas flow seamlessly to the oversized covered lanai, ideal for morning coffee, outdoor dining, or relaxing while overlooking the sparkling pool and spa. The expansive fenced in backyard with plenty of room to play, garden or simply enjoy the extra space creating the perfect indoor-outdoor Florida lifestyle. With generous bedrooms, three full baths, laundry/mud room and exceptional outdoor living spaces, this Tuskabay gem offers the perfect combination of style, comfort, and functionality. Home has a 22 KW whole house generator and was re-plumbed in 2022. Don't miss the opportunity to make this exceptional home yours! Schedule your tour today.
Listing is courtesy of: FANNIE HILLMAN & ASSOCIATES (407-644-1234)
Listing Agent: Lou Diberardino (315-569-6900)
661 ANDOVER CIR, WINTER SPRINGS, FL 32708
$435,00020 Days on yellowkey MLS ID: O6417072
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1735 Built: 1994Monthly Fee: $125 Tax: $5,042 (2025)Community: Georgetowne Unit 3Spa: NoSingle Family
Taxes:$5,042
Remarks: Welcome to 661 Andover Circle, a beautifully updated home in the sought-after Tuscawilla community of Winter Springs. This move-in ready residence features ceramic tile flooring, fresh interior paint, and a spacious split-bedroom floor plan designed for comfortable living. The updated kitchen offers granite countertops, newly painted cabinetry, a brand-new range, ample storage, and a functional layout perfect for everyday living and entertaining. The spacious primary suite provides a private retreat, while a brand-new HVAC system offers peace of mind for years to come. Enjoy Florida living year-round from the screened rear patio, perfect for relaxing with your morning coffee or entertaining family and friends. Conveniently located near Trotwood Park, you'll have easy access to pickleball and tennis courts, playgrounds, sports fields, covered pavilions, and more. Just around the corner, Tuscawilla Country Club features tennis facilities and a beautiful 18-hole golf course for those who enjoy an active lifestyle. The HOA covers front lawn maintenance, providing low-maintenance living. Located near top-rated Seminole County schools, shopping, dining, the Seminole Trail, and SR-417, this home offers the perfect combination of comfort, convenience, and community. Don't miss your opportunity to own this beautifully updated Tuscawilla home. Schedule your private showing today! Please note that the home does not have a backyard sprinkler system. All information pertaining to the property is deemed reliable, but not guaranteed. Information to be verified by the Buyer. Be advised that cameras may exist recording audio and video inside/outside the property, such as ring doorbells. Photos are digitally enhanced and could be altered, please verify.
Listing is courtesy of: DJ & LINDSEY REAL ESTATE (904-643-6199)
Listing Agent: Christopher Anuszewski (407-230-7921)
140 SEVILLE CHASE DR, WINTER SPRINGS, FL 32708
$769,90096 Days on yellowkey MLS ID: O6395594
REDUCED by $10,000 (1.3%) on 06/10/2026
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3129 Built: 1999Monthly Fee: $184 Tax: $5,857 (2024)Community: Seville ChaseSingle Family
Taxes:$5,857
Elementary School: Sterling Park Elementary
Remarks: Welcome to a residence that truly embodies the phrase "NEIGHBOR'S ENVY, OWNER'S PRIDE" - an exceptional opportunity to own a showpiece home in the gated enclave of Seville Chase where smart living meets timeless elegance. This impeccably maintained, Solar-Powered SMART home offers an unparalleled blend of luxury, comfort, and sustainability. With Fully Paid Solar Panels keeping monthly electric cost under $45. The property greets you with commanding curb appeal, an extra-wide driveway, and an oversized side-entry garage, setting the tone for what lies within. Step inside to discover a designer-inspired interior adorned with gleaming cherry hardwood floors, elegant French doors, soaring tray ceiling, gracefully rounded architectural walls, and refined crown molding- each detail curated for those with a taste for elevated living. The heart of the home, a chef's kitchen, showcases Granite countertops, luxurious 42" cherry cabinetry with crown molding, a built-in desk, ample storage, and sleek stainless-steel appliances-perfectly blending form and function. A thoughtful 3-way split floor plan ensures privacy and space for all, with the primary suite offering a serene retreat complete with his and her walk-in closet and shared linen cabinetry. The fifth bedroom, with its custom-built-in shelving, is ideally suited for a nursery, personal library, or a quiet study. At the Rear, a True Showstopper awaits - an Expansive 1,000+ sq ft screened and paved lanai, fully outfitted with a complete outdoor kitchen, with ADDITIONALD NEW FULL SIZE REFRIGERATOR, Gas hook-up with Range, Microwave, etc. ready to host unforgettable evenings under the stars. Surrounded by Fresh landscaping, New Sod, and vibrant plantings with a gazebo this home has been lovingly updated with a new roof in 2016, solar in 2021, and two high-efficiency A/C systems (5-ton in 2016 and 3-ton in 2014). Ideally located in the highly acclaimed Seminole County School District, and just minutes from premium shopping and places to worship, this is more than a home, it's a lifestyle. Experience the beauty, serenity, and elegance this exceptional property has to provide. Your home awaits. DO NOT FORGET TO CLICK THE LINK TO SEE THE VIDEO WALK-THROUGH.
Listing is courtesy of: WEICHERT REALTORS HALLMARK PROPERTIES (407-644-5385)
Listing Agent: Joji Jacob (407-747-3681)
525 SADDLEWOOD LN, WINTER SPRINGS, FL 32708
$685,00025 Days on yellowkey MLS ID: O6416232
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3246 Built: 1996Monthly Fee: $42 Tax: $4,016 (2025)Community: Winding Hollow Unit 2Single Family
Taxes:$4,016
Remarks: Pride of ownership is evident throughout this beautifully updated, move-in perfect, one-owner home located in highly sought after Winding Hollow in Winter Springs. This ideal 2 story floorplan offers 4 bedrooms & 3 full baths plus a bonus room, 3 car garage & large screened lanai. & showcases timeless style, thoughtful updates and versatility w/ tile floors throughout the downstairs & laminate wood up. The open concept, bright & modern floorplan, has great flow & is perfect for entertaining with open formal living & dining rooms & high ceilings, creating an inviting sense of space. Continuing on you enter the heart of the home, open & perfectly positioned to the kitchen, breakfast nook & impressive family room w/ 18' soaring ceilings & high glass windows; ideally suited for preparing meals & entertaining while staying connected w/ family & guests. The kitchen features beautiful granite countertops, plentiful wood cabinet space w/ pull out drawers, pantry, modern s/s appliances & access to the garage & utility room, which features a large storage closet. The spacious 1st floor primary suite offers a sitting area, 2 walk-in closets & an updated en-suite bath featuring a relaxing & modern soaking tub, glass shower, & double quartz vanities w/ sinks; completing your luxurious private retreat. The 1st floor, split plan bedroom 2 & full bath, are off the rear of the family room & set up as a private suite; perfect for guests or for multi-generational living. The upstairs access from the family room is provided by a beautifully upgraded stairway feature w/ laminate wood flooring, leading to bedrooms 3 & 4, hallway full bath, & a balcony bonus room / flex space w/ a walk in closet that could be converted to a 5th bedroom, media room, playroom, office, or home gym & overlooks the downstairs kitchen & family room. More features include the expansive tile floored screened lanai for enjoying Florida living year-round & overlooks the private & lushly treed back yard & is accessible from the formal living room, primary suite & the family room. Additional highlights include plantation shutters thru-out, a spacious 3 car garage w/ overhead storage & expanded brick pavered driveway to accommodate more cars; 2018 roof, 2 zoned A/C 2022 & 2019, hot water heater 2019 plumbing re-piped in 2025. Ideally located with-in walking distance of the Cross Seminole trail & Central Winds Park & offering convenient proximity to wonderful Winter Springs schools, shopping, dining and SR 417 and 17-92; this exceptional home will exceed your expectations...welcome home!
Listing Agent: Rob Breese, Iii (321-436-8813)
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