Location: Winter Springs
Do Not Show Listings
661 ANDOVER CIR, WINTER SPRINGS, FL 32708
$435,00010 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
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$5,042
Elementary School: Keeth Elementary
High School: Winter Springs High
Tax Year: 2025
Middle School: Indian Trails Middle
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)
947 GLEN ABBEY CIR, WINTER SPRINGS, FL 32708
$525,0005 Days on yellowkey MLS ID: O6418792
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2416 Built: 1997Monthly Fee: $126 Tax: $2,980 (2025)Community: Greenbriar Sub Ph 2Spa: NoSingle Family
Taxes:$2,980
Elementary School: Rainbow Elementary
Remarks: Welcome to 947 Glen Abbey Circle in the sought-after Greenbriar Country Club and Golf Course community of Winter Springs. This impeccably maintained 4-bedroom, 3-bathroom home with a spacious loft offers thoughtfully designed living space with beautiful conservation views and a flexible floor plan perfect for everyday living and entertaining. The bright and open layout features soaring ceilings in the formal living and dining areas, creating an impressive first impression. The spacious kitchen is equipped with wood cabinetry, ceramic tile flooring, and overlooks the family room, where sliding glass doors lead to a screened porch overlooking the peaceful conservation area. The first-floor primary suite provides a private retreat with a large walk-in closet, garden tub, separate shower, and dual vanity. An interior laundry room and convenient half bath complete the main level. Upstairs, you'll find three additional bedrooms, a full bathroom, and a versatile loft that overlooks the living and dining areas below, enhancing the home's open and airy feel. Whether used as a game room, home office, media space, or play area, the loft adds flexibility to meet a variety of lifestyle needs. Recent updates and meticulous care throughout make this property truly move-in ready. Enjoy the lifestyle that Greenbriar offers, with access to golf, country club amenities, top-rated Seminole County schools, shopping, dining, and major roadways just minutes away. This is a rare opportunity to own a beautifully maintained home in one of Winter Springs' most desirable communities. Schedule your private showing today.
Listing is courtesy of: RE/MAX TOWN & COUNTRY REALTY (407-695-2066)
Listing Agent: Denise Mckinley (407-625-0635)
358 BRUSHWOOD LN, WINTER SPRINGS, FL 32708
$468,00023 Days on yellowkey MLS ID: O6412915
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1922 Built: 1986Monthly Fee: $29 Tax: $3,177 (2025)Community: Deer Run Unit 23CSingle Family
Taxes:$3,177
Elementary School: Red Bug Elementary
High School: Lake Howell High
Middle School: Tuskawilla Middle
Remarks: Welcome to 358 Brushwood Lane, a beautifully maintained 4-bedroom, 2-bathroom home located in the highly sought-after Tuscawilla Forest community of Deer Run in Winter Springs. Offering nearly 2,000 square feet of living space, this spacious single-story home combines timeless character with thoughtful updates throughout. From the moment you step inside, you'll appreciate the soaring vaulted ceilings, abundant natural light, and open-concept layout designed for comfortable everyday living and entertaining. The inviting living room features a cozy wood-burning fireplace, skylights, and French doors to connect the indoor and outdoor living spaces. The kitchen serves as the heart of the home with granite countertops, stainless steel appliances, ample cabinetry, and a functional layout that flows effortlessly into the living and dining areas. Plantation shutters throughout the home add both style and privacy. The spacious primary suite offers a large walk-in closet and an ensuite bathroom with dual sinks. The guest bedrooms are all generous in size and share the guest bathroom, which has been tastefully updated, while additional features include a large laundry room with utility sink, generous storage throughout, and a two-car garage. Additional improvements include an updated hot water heater and updated flooring. Step outside to enjoy the oversized screened porch, paver patio, fenced backyard, and mature landscaping, creating the perfect setting for relaxing evenings or weekend gatherings. Located in one of Winter Springs' most desirable neighborhoods, residents enjoy low HOA fees, top-rated Seminole County schools, nearby parks, golf, shopping, dining, and convenient access to major roadways. This move-in ready home offers the perfect combination of comfort, functionality, and location.
Listing Agent: Kristine Mckinley (407-415-2412)
4967 COURTLAND LOOP, WINTER SPRINGS, FL 32708
$790,0001 Day 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 cozy fireplace creating the perfect ambiance. 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. 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)
4901 PETRA CT, WINTER SPRINGS, FL 32708
$674,90029 Days on yellowkey MLS ID: O6412001
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2644 Built: 1986Monthly Fee: $40 Tax: $2,783 (2024)Community: TuskabaySingle Family
Taxes:$2,783
Tax Year: 2024
Remarks: Make yourself at home in this spacious, beautifully undated residence located in one of the most desirable and sophisticated neighborhoods in Winter Springs, in the heart of Central Florida. This spacious four bedroom, two bath split-plan home offers comfort and versatility throughout . Features include a formal dining room; inviting Florida room, private den, and a generously sized master suite designed for relaxation. With a thoughtful layout and plenty of space, this home is perfect for both everyday living and entertaining. All kitchen appliances are included featuring 42" custom, cabinetry, carpet in the living room and all bedrooms. Bamboo flooring in the sunroom and office with ceramic tile in the kitchen, bathrooms and laundry room (with pull-down ironing board). The living room features an electric fireplace, built in bookshelves, vaulted ceiling, that creates a warm and inviting atmosphere in the heart of the home. Move in ready. Roof; 2016, AC/heat pump; 12/24, microwave; 2026, electric box; 1/2025, replumbed entire house; 2023.
Listing is courtesy of: FLORIDA HOME TEAM REALTY LLC (407-774-8100)
Listing Agent: Pat Long (407-406-6733)
363 TWELVE OAKS DR, WINTER SPRINGS, FL 32708
$537,00091 Days on yellowkey MLS ID: O6394390
1 Days Off yellowkey (back on 6/26/2026)
REDUCED by $42,000 (7.3%) on 06/23/2026
Bed: 5 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3408 Built: 2000Monthly Fee: $48 Tax: $4,927 (2025)Community: Winding HollowSingle Family
Taxes:$4,927
Elementary School: None
High School: None
Middle School: None
Remarks: Outstanding 5-bedroom, 3-bathroom home with a Screened Pool and a beautiful Water view. New roof installed on 10/5/2018.Whole house exterior was repainted (including pool deck) in February/March 2020.Open concept, 2 story with a lot of natural light. Large kitchen overlooks the Spacious Family room. Spacious Great room, Living & Dining combo! Plus a Grand-sized Bonus room upstairs for the family to all enjoy! Tall Ceilings. 3-car garage! Ready for quick occupancy! Great Schools! Hurry! Won't Last!
Listing is courtesy of: KELLER WILLIAMS HERITAGE REALTY (407-862-9700)
Listing Agent: Caroline Moffitt Lawton (407-670-9797)
622 ANHINGA RD, WINTER SPRINGS, FL 32708
$374,900185 Days on yellowkey MLS ID: O6369225
REDUCED by $10,000 (2.6%) on 06/26/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1721 Built: 1988Monthly Fee: $106 Tax: $4,083 (2024)Community: GreenspointeSingle Family
Taxes:$4,083
Elementary School: Highlands Elementary
Middle School: South Seminole Middle
Remarks: $374,900 NEW TILE ROOF INSTALLED APRIL 2026 + TRANSFERABLE 4-POINT INSPECTION + APPROXIMATELY 5-MINUTE WALK TO HIGHLANDS ELEMENTARY! Welcome to 622 Anhinga Road, a move-in-ready home located in the highly desirable Greenspointe community of Winter Springs. One of the most expensive updates a homeowner can face has already been completed with a BRAND-NEW TILE ROOF installed in April 2026, providing long-term value, durability, and peace of mind for years to come. To make the buying process even easier, the seller has already completed a transferable 4-Point Inspection available to the new owner. This beautiful 3-bedroom, 2.5-bathroom home offers over 1,700 square feet of living space and a highly desirable floor plan with the primary suite conveniently located on the first floor. The spacious owner's retreat features a large walk-in closet and a private bathroom with dual vanities, a soaking tub, separate shower, and private water closet. As you enter the home, you'll immediately notice the soaring ceilings, abundant natural light, and open-concept layout that creates a bright and welcoming atmosphere. The main living areas feature tile flooring throughout, while the kitchen offers granite countertops, stainless steel appliances, light cabinetry, a breakfast bar, and views of the living and dining areas—perfect for everyday living and entertaining. Sliding glass doors lead to a shaded backyard, creating the perfect space for relaxing, grilling, entertaining guests, or simply enjoying Florida evenings. Upstairs, you'll find a spacious loft that can easily serve as a home office, media room, playroom, gym, or second living area, along with two additional bedrooms and a full bathroom. Families will love the location within the highly rated Seminole County School District. Highlands Elementary School is just a short walk from the home, allowing many residents to enjoy the convenience of walking their little ones n to school in approximately 5 minutes. South Seminole Middle School and Winter Springs High School are also nearby. Residents enjoy access to The Highlands community amenities, including a community pool, tennis courts, pickleball courts, basketball courts, playgrounds, parks, clubhouse, walking trails, and recreational facilities designed for an active Florida lifestyle. Conveniently located near Winter Springs Town Center, UCF, Valencia College, shopping, dining, SR-417, SR-434, I-4, Downtown Orlando, and Central Florida attractions, this home offers both comfort and convenience in one of Seminole County's most sought-after communities. Vacant and easy to show. Major updates already completed, including a NEW TILE ROOF (April 2026), HVAC (2017–2018), WATER HEATER (2022), and a TRANSFERABLE 4-POINT INSPECTION. A rare opportunity to own a move-in-ready home in Winter Springs with top-rated schools, outstanding community amenities, and important updates already taken care of.
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE 2 REALTY (407-393-5901)
Listing Agent: Alexa Monasterio Flores (786-915-9294)
1035 N ELK CT, WINTER SPRINGS, FL 32708
$900,00019 Days on yellowkey MLS ID: O6414324
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3360 Built: 1978 Tax: $10,432 (2025)Community: Winter Spgs Unit 2Spa: YesSingle Family
Taxes:$10,432
Remarks: Seller may consider buyer concessions if made in an offer ~ Over 1.3 PRIVATE ACRES, a DREAM BACKYARD, and a home filled with character – this is the kind of property that rarely comes to market in the heart of Winter Springs! Set on a secluded 1.32 ACRE CUL-DE-SAC LOT with an optional HOA, this beautifully UPDATED SINGLE STORY POOL HOME offers more than 3,000 square feet of versatile living space with 4 bedrooms, 3.5 baths, a dedicated FLEX/DEN, BONUS ROOM, and a flowing floor plan designed for everyday living and unforgettable entertaining. Major updates include A/C systems updated (2022/2023), septic service in (2022), and a 2016 roof, giving peace of mind for years to come. The GATED COURTYARD ENTRY welcomes you home, while the circular driveway provides abundant parking for family and guests. Inside, you will find no carpet – just WOOD LOOK TILE, wood laminate flooring, and new SLATE TILE in the chef's kitchen. Thoughtfully updated with rich cabinetry topped with crown molding, sleek stone countertops, a striking herringbone backsplash, breakfast bar seating, upgraded STAINLESS STEEL APPLIANCES including a built-in wall oven, and a layout that opens seamlessly to the living spaces, this kitchen was made for gathering. Crown molding, custom accent details, a cozy WOOD BURNING FIREPLACE, updated bathrooms, and charming architectural touches throughout give this home a warmth, style, and personality you simply can't recreate. Designed to embrace Florida living, three sets of FRENCH DOORS and windows from the main living areas and oversized sliding glass doors from the PRIMARY SUITE open to an incredible COVERED LANAI featuring a beautiful WOOD SLAT CEILING, generous spaces for outdoor dining and relaxing, and views of the SCREENED HEATED POOL and separate SPA with a PERGOLA/BAR. Beyond the lanai, discover your own private retreat complete with mature trees, winding garden paths, a FIRE PIT, fenced dog run, lush landscaping, and endless green space that feels worlds away from the city. Located in one of Winter Springs' most desirable areas with TOP-RATED SCHOOLS and easy access to Tuskawilla Road, Red Bug Lake Road, SR 417, shopping, dining, parks, golf, the Tuscawilla Country Club, Trotwood Park, Bear Creek Nature Trail, the Oviedo Mall and a variety of everyday conveniences, this is a rare opportunity to enjoy unmatched privacy, space, and timeless charm without sacrificing location. Homes offering this much land, versatility, and outdoor living in the heart of Winter Springs are few and far between – schedule your private showing today and fall in love with this exceptional property!
Listing is courtesy of: WEMERT GROUP REALTY LLC (407-743-8356)
Listing Agent: Jenny Wemert (407-809-1193)
1838 SENECA BLVD, WINTER SPRINGS, FL 32708
$699,90030 Days on yellowkey MLS ID: O6411007
REDUCED by $25,000 (3.4%) on 06/26/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3195 Built: 1993Monthly Fee: $8 Tax: $5,731 (2025)Community: Tuscawilla Unit 14BSingle Family
Taxes:$5,731
Elementary School: Lawton Elementary
High School: Oviedo High
Remarks: Rare opportunity to own a spacious pool home on a private 2.1-acre conservation homesite in the highly desirable Chelsea Woods section of Tuscawilla. Offering 4 bedrooms, 3 bathrooms and over 3,100 square feet of living space, this home features a dedicated office with custom built-ins, formal living and dining areas, a wood-burning fireplace, and a large upstairs loft that provides flexible space for a media room, game room, home gym, or additional living area. The kitchen overlooks the main living spaces and pool area, while French doors open to an expansive covered lanai and screened pool enclosure designed for year-round Florida living. Step outside and enjoy your own backyard retreat featuring a large pool and spa with waterfall features, outdoor grilling area, generous deck space, mature landscaping, and peaceful conservation views with no rear neighbors. Major improvements include a roof replaced approximately 3 years ago and HVAC systems replaced approximately 3 years ago, providing peace of mind for years to come. Conveniently located near top-rated Seminole County schools, parks, golf, shopping, dining, and major commuter routes. Optional HOA membership available. Homes offering this combination of acreage, privacy, pool, location, and living space rarely become available.
Listing is courtesy of: HOPKEY REALTY (407-454-1217)
Listing Agent: Uno Sorlie (407-454-1217)
203 SWEETGUM, WINTER SPRINGS, FL 32708
$420,0008 Days on yellowkey MLS ID: O6417974
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1218 Built: 1973 Tax: $925 (2025)Community: North Orlando Terrace Unit 2 Sec 8Spa: NoSingle Family
Taxes:$925
Remarks: This meticulously maintained home offers an impressive combination of recent upgrades, thoughtful features, and exceptional outdoor living. The curb appeal is enhanced by professional landscape lighting, while 10-foot access gates on both sides of the property provide convenience and flexibility. A three-zone irrigation system helps maintain the beautifully landscaped grounds year-round. The backyard is designed for relaxation and enjoyment, featuring a sparkling pool with a removable safety fence, a LED pool light replaced in 2025, and a new pool pump and filter installed in 2026. For additional storage, workshop space, or hobby use, the property also includes a substantial 12’ x 20’ steel accessory building. No HOA, so bring your toys, Rv, camper etc! Inside, the garage has been refreshed with newly painted floors and walls and is illuminated by six custom LED light fixtures, creating a bright and functional space. Major system updates provide peace of mind, including a new roof installed in March 2026, a new central air conditioning system installed in March 2025, and a new hot water heater installed in May 2026. Additional recent improvements include a refrigerator replaced in 2024, a dishwasher installed in 2024, a garbage disposal added in 2025, a Google Nest smart thermostat installed in 2026, and an updated master bathroom toilet. With extensive recent improvements, modern conveniences, and pride of ownership evident throughout, this move-in-ready home offers outstanding value and is ready for its next owner to enjoy.
Listing is courtesy of: CENTURY 21 ALTON CLARK (407-636-4637)
Listing Agent: Joseph Connolly (631-365-6085)
4209 LORI LOOP, WINTER SPRINGS, FL 32708
$625,00049 Days on yellowkey MLS ID: O6406486
0 Days Off yellowkey (back on 6/25/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2428 Built: 1986Monthly Fee: $17 Tax: $6,046 (2024)Community: Willow RunSingle Family
Taxes:$6,046
Remarks: Under contract-accepting backup offers. A home this loved is hard to find. Lovingly maintained and thoughtfully improved over the years, this traditional 4-bedroom, 3-bath heated saltwater pool home in the desirable Willow Run community of Winter Springs showcases true pride of ownership throughout. The desirable three-way split floor plan offers exceptional privacy and flexibility for families, guests, multi-generational living, or a home office setup. Surrounded by lush, mature landscaping cultivated with care, this Seminole County pool home blends timeless character with thoughtful updates designed for comfortable everyday living and effortless entertaining. Freshly painted throughout, the interior offers a bright, clean backdrop ready for your personal style. Newer windows fill the home with natural light, while solid wood bedroom doors add warmth and quality craftsmanship throughout. The spacious family room is anchored by a classic wood-burning fireplace, creating an inviting gathering space for family and friends. ROOF 6/2026 Major updates provide valuable peace of mind, including a newer HVAC system (2020) with Blue Light air purification and service contract, Water Heater (2026), and a brand-new roof being installed June 17, 2026. Florida outdoor living takes center stage with a heated saltwater pool, safety fence, expansive stone-finished pool deck, oversized rear porch, widened driveway, charming front porch, and decorative wrought iron fencing. Whether hosting gatherings, tending the garden, relaxing poolside, or enjoying year-round outdoor living, this property offers the lifestyle many Central Florida buyers are seeking. Located in the heart of Winter Springs, this home offers exceptional convenience with quick access to SR-417, making commuting throughout Central Florida a breeze. Residents enjoy proximity to Winter Springs Town Center, Tuscawilla Country Club, Central Winds Park, the Cross Seminole Trail, shopping, dining, and highly regarded Seminole County schools. Winter Park is approximately 20 minutes away, while Orlando's major theme parks and Florida's east coast beaches can be reached in about 55 minutes, providing easy access to some of the region's most popular destinations. If you're searching for a meticulously maintained pool home in Winter Springs with major updates already completed, exceptional outdoor living spaces, and a location that combines convenience with community, this Willow Run gem deserves your attention. Schedule your private showing today.
Listing Agent: Laura Leigh Wood (407-310-4908)
156 SEVILLE CHASE DR, WINTER SPRINGS, FL 32708
$665,00067 Days on yellowkey MLS ID: O6394958
REDUCED by $7,500 (1.1%) on 06/25/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2509 Built: 1999Monthly Fee: $187Community: Seville ChaseSingle Family
Taxes:$0
Remarks: Virtually Staged. Welcome to refined Florida living in the exclusive gated community of Seville Chase, a hidden gem in desirable Winter Springs. With just 110 homes, this intimate community offers a rare blend of privacy, charm, and timeless appeal. As you enter, you’re greeted by the picturesque, tree-lined Seville Chase Drive, where mature landscaping and a serene community pond set the tone for a tranquil, elegant lifestyle. This beautifully designed one-owner, four-bedroom, three-bath residence features a highly sought-after three-way split floor plan, offering both comfort and privacy for family and guests alike. Thoughtfully laid out, the home flows effortlessly from one space to the next, creating an inviting atmosphere ideal for both everyday living and entertaining. From the moment you step inside, you’ll appreciate the sense of quiet sophistication—where natural light, spacious living areas, open concept kitchen, and well-appointed finishes come together in perfect harmony. The primary suite serves as a private retreat with ensuite bath that features a jacuzzi tub, separate shower, and walk-in closet, while secondary bedrooms are tucked away in separate wings, providing flexibility for guests, a home office, or multigenerational living. Whether enjoying peaceful mornings overlooking the surrounding greenery in your private screened lanai, or hosting gatherings in the generous living spaces, this home captures the essence of Florida living at its finest—where elegance meets ease in a setting that feels both luxurious and welcoming. Experience the beauty, privacy, and understated grandeur of Seville Chase—where every day feels like a retreat. This lovingly cared for home awaits your personal touches: ROOF (2023), HVAC (2022), 6 front impact WINDOWS and French PATIO DOORS (2024), water heater (2009), hurricane shutters, paver driveway, paver screened lanai.
Listing is courtesy of: VALENCE REALTY GROUP (407-797-5034)
Listing Agent: Cyndy Valence (407-810-3434)
143 HAYES RD, WINTER SPRINGS, FL 32708
$479,00043 Days on yellowkey MLS ID: O6407546
REDUCED by $10,000 (2.0%) on 05/27/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1649 Built: 1983 Tax: $1,782 (2024)Community: North Orlando Ranches Sec 02ASingle Family
Taxes:$1,782
Remarks: Welcome to 143 Hayes Rd, Winter Springs a rare opportunity to own a beautifully renovated home in one of the area’s most exclusive and sought-after locations. Situated on a huge corner lot surrounded by mature trees, this property offers privacy, space, and the freedom of no HOA with low property taxes. This home has been recently updated and is truly move-in ready, featuring a 2017 roof, brand-new AC system, fresh interior and exterior paint, new carpet, and a newly finished driveway. Every detail has been thoughtfully refreshed to provide comfort and peace of mind for the next owner. Step outside and imagine yourself enjoying your own private pool while being surrounded by peaceful natural scenery — the perfect setting for relaxing weekends, entertaining guests, or simply enjoying Florida living at its best. Conveniently located near top-rated schools, shopping, dining, and major highways while still offering the tranquility of a private retreat. Homes like this in Winter Springs rarely hit the market!
Listing is courtesy of: EMPIRE NETWORK REALTY (407-440-3798)
Listing Agent: Karla De La Cruz (407-775-0268)
830 DUNBAR TER, WINTER SPRINGS, FL 32708
$361,0008 Days on yellowkey MLS ID: O6418603
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1792 Built: 1978Monthly Fee: $35 Tax: $2,088 (2025)Community: Highlands Sec 1Spa: NoSingle Family
Taxes:$2,088
Remarks: Welcome to 830 Dunbar Ter, a residence arranged for everyday comfort and practical living. The interior features a fireplace, serving as a central point, while the kitchen contains an accent backsplash that provides a subtle design element. Exterior amenities include a substantial deck that connects directly to a fully fenced in backyard, suitable for various outdoor activities. Move right into comfort and refined outdoor living.
Listing is courtesy of: OPENDOOR BROKERAGE LLC (480-462-5392)
Listing Agent: Karen Albright (480-462-5392)
986 TURKEY HOLLOW CIR, WINTER SPRINGS, FL 32708
$494,000162 Days on yellowkey MLS ID: O6374288
REDUCED by $4,900 (1.0%) on 06/24/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1864 Built: 1985Monthly Fee: $3 Tax: $3,119 (2024)Community: Oak Forest Unit 4Spa: YesSingle Family
Taxes:$3,119
Remarks: 986 Turkey Hollow Circle—where comfort, style, and Florida living come together beautifully. Nestled in one of Winter Springs’ most desirable neighborhoods, this 4-bedroom, 2-bath pool home offers the perfect blend of warmth, functionality, and thoughtful updates—just minutes from Tuskawilla Road, SR-434, shopping, dining, and top-rated schools. Step inside to an open, light-filled great room where the kitchen, dining, and living spaces flow effortlessly—ideal for both everyday living and entertaining. The heart of the home is the kitchen, featuring rich cabinetry, custom backsplash, farmhouse sink, and a spacious island with cooktop and bar seating—perfect for gathering and connection. Just beyond, the inviting living room showcases vaulted ceilings, recessed lighting, tile flooring, and a stunning brick fireplace, creating a cozy yet open atmosphere. Sliding glass doors lead to your private outdoor retreat. Enjoy true Florida living outdoors with a sparkling pool, heated spa, and expansive covered lanai (10’ x 48’)—perfect for relaxing evenings, entertaining guests, or weekend poolside fun. Wood-tone decking, a fire pit area, gazebo dining space, and dedicated grill area complete this backyard oasis. The primary suite is a peaceful escape, offering private lanai access, a spacious bath, and walk-in closet. A split floor plan provides three additional bedrooms and an updated guest bath with convenient pool access—ideal for family or guests. Recent updates include: • POOL & DECK RESURFACED (2024) + new heater & pump • ROOF (2020) • Updated bedroom WINDOWS (2024) • Renovated GUEST BATH (2024) • New recessed lighting (2024) • New stainless steel refrigerator (2023) • Lanai flooring, spa lighting, gazebo & paver grill area Warm, welcoming, and move-in ready—this is the kind of home where memories are made. (All information intended to be accurate, but not guaranteed.)
Listing is courtesy of: CALL IT CLOSED INTL REALTY (407-338-3339)
Listing Agent: Christopher Dunlop (321-223-0407)
122 STONE GABLE CIR, WINTER SPRINGS, FL 32708
$469,900297 Days on yellowkey MLS ID: O6340870
REDUCED by $15,100 (3.1%) on 06/25/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2147 Built: 1999Monthly Fee: $58 Tax: $6,186 (2024)Community: Stone GableSingle Family
Taxes:$6,186
Remarks: Virtually Staged. PRICED TO SELL AT 469,900!! *** A 4 BEDROOM-FOOTPRINT IS ALREADY RECORDED IN SEMINOLE COUNTY RECORDS, SO THIS 3 BEDROOM HOUSE CAN EASILY GIVE YOU THE ADDED VALUE AND OPPORTUNITY OVERLOOKING SERENE CONSERVATION & POND VIEW. *** WELCOME TO A BEAUTIFULLY MAINTAINED HOME OFFERING UNMATCHED LAYOUT FLEXIBILITY, AND PEACE OF MIND WITH A STRONG MECHANICAL FOUNDATION: FEATURING ROOF, A/C & WATER HEATER UPDATED IN 2017. STEP INSIDE TO AN INTERIOR THAT FEELS FRESH AND BRAND NEW WITH FRESH INTERIOR PAINT THROUGHOUT, GORGEOUS NEW WOOD FLOORING AND PRISTINE NEW CARPET UPSTAIRS. EVERY WINDOW IS ELEVATED WITH CLASSIC, HIGH-END WOOD SHUTTERS. THE SPACIOUS, LIGHT-FILLED KITCHEN IS A CHEF'S DELIGHT, BOASTING PREMIUM STONE COUNTERS, STONE BACKSPLASH AND SLEEK STAINLESS STEEL APPLIANCES THAT COMPLEMENT A GOURMET GAS RANGE AND ENOUGH ROOM FOR A KITCHEN TABLE. THE ADJACENT FAMILY ROOM OFFERS DURABLE, ELEGANT TRAVERTINE FLOORING, WHICH FLOWS TOWARD A STRIKING STAIRCASE ADORNED WITH CUSTOM IRON AND WOOD RAILING. STEP OUT THE SLIDING DOORS INTO A CUSTOM SANCTUARY FEATURING A PREMIUM ARCHITECTURAL TRELLIS SYSTEM THAT ALLOWS YOU TO SHIFT THE LOUVERED BLADES FOR INSTANT SHADE OR FULL FLORIDA SUN. THIS PRIVATE BACK YARD PERFECTLY FRAMES AN UNTOUCHED CONSERVATION AREA AND SCENIC NEIGHBORHOOD POND. THE 2ND FLOOR HOUSES A GRAND PRIMARY SUITE COMPLETE WITH VAULTED CEILINGS AND A PEACEFUL PRIVATE WINDOW VIEW OVERLOOKING THE BACKYARD OASIS. THE 2ND FLOOR LOFT/FLEX ROOM MAY BE MADE INTO A 4TH BEDROOM OR OFFICE. COMPLETE WITH CLEAN 2 CAR GARAGE. THIS MOVE-IN WINTER SPRINGS GEM OFFERS THE PERFECT BLEND OF MODERN COSMETIC UPDATES, SOLID MECHANICAL HISTORY AND SERENE PRIVACY. LOCATION OFFERS TOP-RATED SCHOOLS, DINNING AND SHOPPING. THIS PROPERTY IS A RARE FIND! SCHEDULE YOUR SHOWING BEFORE IT IS GONE!!
Listing is courtesy of: HOME WISE REALTY GROUP, INC. (407-712-2000)
Listing Agent: Connie Shepherd (407-227-8005)
1815 SENECA BLVD, WINTER SPRINGS, FL 32708
$998,000191 Days on yellowkey MLS ID: O6368232
REDUCED by $1,000 (0.1%) on 06/25/2026
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3885 Built: 1989 Tax: $5,558 (2024)Community: Tuscawilla Unit 14BSpa: YesSingle Family
Taxes:$5,558
Remarks: Welcome to this beautifully reimagined 5-bedroom, 3 full bath, 2 half bath pool home located in the highly sought-after Chelsea Woods community of Tuscawilla. Blending timeless architectural character with extensive modern updates, this move-in ready home offers exceptional space, style, and functionality throughout. Step inside to discover expansive living areas designed for both everyday living and entertaining, including a large formal living room with a stunning brick fireplace, a spacious family room with a second fireplace, formal dining room, and an oversized bonus space ideal for a home office, playroom, media room, or flex living area. The completely remodeled kitchen is a true centerpiece, featuring quartz countertops, brand-new appliances, custom two-tone cabinetry, open shelving, designer finishes, and a stylish bar area perfect for hosting. A spacious laundry room with a convenient butler’s pantry area adds additional storage and functionality. Downstairs also includes two beautifully updated half bathrooms. Upstairs, all five bedrooms offer generous space and natural light, along with three fully renovated bathrooms, including a Jack-and-Jill layout. The expansive primary suite serves as a private retreat with soaring ceilings, a luxurious freestanding soaking tub, oversized walk-in shower, dual vanities, and elevated designer finishes throughout. Additional updates include a newer roof in 2023, both A/C units replaced 12/2025, wood-look tile flooring throughout the lower level, and luxury vinyl plank flooring upstairs. Outside, enjoy Florida living at its best with a covered and screened lanai overlooking the sparkling pool and spacious patio area—perfect for relaxing or entertaining year-round. Located in one of Tuscawilla’s most desirable neighborhoods and zoned for top-rated Seminole County schools, this rare fully updated home combines architectural charm, modern design, and an unbeatable location. Homes with this level of renovation, space, and character rarely become available in Chelsea Woods. Call today to schedule your private showing.
Listing Agent: Belinda Gonzales (321-277-8994)
101 PARTRIDGE CIR, WINTER SPRINGS, FL 32708
$625,00044 Days on yellowkey MLS ID: O6407799
1 Days Off yellowkey (back on 6/25/2026)
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
Remarks: Under contract-accepting backup offers. 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.
809 BIG BUCK CIR, WINTER SPRINGS, FL 32708
$549,00013 Days on yellowkey MLS ID: O6416554
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2250 Built: 1984Monthly Fee: $3 Tax: $6,018 (2025)Community: Oak Forest Unit 3Single Family
Taxes:$6,018
Remarks: Welcome home to this beautifully renovated 4-bedroom, 2-bath residence offering approximately 2,250 square feet of thoughtfully designed living space in the highly desirable Oak Forest subdivision. From the moment you arrive, you'll appreciate the exceptional care and attention to detail that make this home truly move-in ready. The open-concept floor plan creates a bright and inviting atmosphere, perfect for both everyday living and entertaining. Luxury vinyl and tile flooring flow throughout the home, providing style, durability, and easy maintenance with no carpet to worry about. At the heart of the home is a stunning, fully renovated kitchen featuring quartz countertops, soft-close cabinetry, convenient pull-out drawers, and high-quality appliances that will delight any home chef. The spacious living and dining areas seamlessly connect to the Family Room, where vaulted ceilings, abundant windows, and natural light create a warm and welcoming gathering space. A wet bar complete with a bar refrigerator makes entertaining family and friends effortless. The spacious primary suite offers a beautifully updated bathroom with quartz countertops and a luxurious walk-in shower featuring a rainfall shower head. The secondary bedrooms are generously sized, and the guest bathroom has also been tastefully renovated with quality finishes. Step outside to your backyard retreat, thoughtfully designed for relaxation and entertaining while the cozy fire pit creates the perfect setting for enjoying cool Florida evenings. Major updates provide peace of mind for years to come, including a new roof installed in 2026, new soffits and gutters, new windows, a new water heater, complete repiping, and a new electrical breaker panel, AC installed in 2020. The garage floor has been freshly coated, adding to the home's clean and polished appearance. Ideally located near shopping, restaurants, medical facilities, and major roadways including SR 436, SR 434, and SR 417, this home offers exceptional convenience for commuting and daily living. Residents will also appreciate access to highly regarded schools. This meticulously maintained home combines modern upgrades, quality craftsmanship, exceptional outdoor living space, and an unbeatable location—making it a rare opportunity in Oak Forest.
Listing is courtesy of: COLDWELL BANKER REALTY (407-696-8000)
Listing Agent: Cheri Brandi (321-303-9456)
124 BLUE CREEK DR, WINTER SPRINGS, FL 32708
$725,000205 Days on yellowkey MLS ID: O6365177
REDUCED by $25,000 (3.3%) on 06/25/2026
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2762 Built: 1995Monthly Fee: $70 Tax: $8,440 (2024)Community: Chestnut Estates Ph 1Single Family
Taxes:$8,440
Remarks: Welcome to this 5 bedroom, 3 bathroom pool home in the highly desirable Tuskawilla neighborhood of Chestnut Estates. This home offers open-concept living with pool access from the primary bedroom, living room, and family room. As you walk through the front door, the dining room and spacious living room open to the lanai and screened-in pool area. The master bedroom and 5th bedroom are located on one side of the home, while the remaining bedrooms and baths are off the family room, offering a functional split floor plan. The kitchen comes equipped with all appliances, granite countertops, extra storage, and a large breakfast bar, and is open to the family room. The master bedroom measures approximately 29’ x 15’ and features a large walk-in closet plus a linen closet, double vanities, a separate shower, and a jetted tub. There is a Jack-and-Jill bathroom between two of the bedrooms, and the third bathroom opens directly to the pool area. All bathrooms and the kitchen have been updated. All five bedrooms are carpeted, and the main living areas are tiled. The backyard features mature landscaping with fruit trees and is fully fenced for privacy. Additional features include an alarm system and keypad near the garage entry. This home is available for immediate move-in.
Listing is courtesy of: FLORIDA REALTY INVESTMENTS (407-207-2220)
Listing Agent: Ryan Langley (407-802-6462)
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