Location: Winter Springs , 32708
Do Not Show Listings
214 CHESTNUT RIDGE ST, WINTER SPRINGS, FL 32708
$625,00098 Days on yellowkey MLS ID: O6372400
REDUCED by $19,900 (3.1%) on 05/17/2026
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2474 Built: 2001Monthly Fee: $42 Tax: $5,539 (2024)Community: Chestnut Ridge In TuscawillaSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$5,539
Elementary School: Rainbow Elementary
High School: Winter Springs High
Tax Year: 2024
Middle School: Indian Trails Middle
Remarks: Here is your future DREAM HOME! Best price DIRECT GOLF FRONT HOME IN ORLANDO! Did you ever dream of drinking your Coffee daily while looking at a pristine GOLF course and Conservation view? CUSTOM HOME that sits DIRECTLY on the 16th hole of the Tuscawilla Golf Course. Builder of this neighborhood built this One of a kind home for himself and it has a one of a kind view. VIEW VIDEO WALK THROUGH TOUR. Energy Efficient SOLAR that is PAID FOR! Chestnut Ridge is a serene Winter Springs community in Seminole County This exquisite property, situated on .24 acres of loads of landscaping, with amazing azaleas with many colors, is the epitome of luxury living, perfect for executive families seeking a harmonious blend of comfort and elegance. Boasting an impressive 4 bedrooms and 3 bathrooms, this custom-built home offers a spacious upstairs private en suite featuring 1 bedroom and 1 bath, ideal for guests, playroom or a secluded home office. The interior is nothing short of breathtaking with soaring 10’ ceilings and solid red oak flooring that greets you in the foyer and extends through the kitchen and breakfast nook. The heart of the home, a chef's kitchen, is adorned with quality chestnut wood cabinets, sleek granite countertops, and a wet bar island, perfect for entertaining. Hallway complete with bright skylights that lead to bedroom 2 and 3 that actually both have access to the hall Jack n Jill bath. Three way split floor-plan offers loads of lifestyle options. Attention to detail is evident with 5 1/4” baseboards, recessed lighting, and a luxurious custom built-in entertainment center. Cozy up by the gas-burning fireplace or enjoy the oversized 860 SF 3-car garage/workshop, equipped with an insulated ceiling and reinforced garage doors, offering ample space for vehicles and projects alike. Custom Built pergola off the garage offers additional charm. So Many options. Complete with a direct wire for a generator access. The master suite is a sanctuary with a generous 8' x 12' walk-in closet featuring custom solid walnut cabinets. Bask in the Florida sunshine on your awning-covered rear deck with a view of the golf course and conservation area. Built in 2001 with a new roof in 2020, this move-in ready home benefits from top-of-the-line “Low E” windows, R-30 attic insulation. Yard is LOW MAINTENANCE! Location is paramount, with proximity to quality schools, shopping, dining, and major employment hubs. This property, fronting the 16th hole of the Tuscawilla Country Club, is not just a home—it's a lifestyle waiting for you at Chestnut Ridge. HIGHLIGHTED EXTRAS Throughout. Along with the purchase this home comes with 20 solar panels, that are PAID FOR, which can provide 7.8 kWh are connected with the Duke power grid. The electric bill reflects how much power you use and how much you push back to the grid. You are credited equally for power pushed back in the final monthly amount due. Additionally, there is a backup battery which in the event of power outage will provide 6 dedicated circuits for the house with standby power during brief power outages."A" Rated schools, all three! A MUST SEE!
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Laurie Cain (407-484-9944)
603 CASA PARK CT #G, WINTER SPRINGS, FL 32708
$249,9001 Day on yellowkey MLS ID: O6411934
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1156 Built: 1984Monthly Fee: $207 Tax: $3,463 (2025)Community: Casa Park Villas Ph 1Townhouse
Taxes:$3,463
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Step inside and this townhome in Casa Park Villas that feels nothing like its neighbors. Completely renovated with designer finishes throughout, NEW AC system (2026), NEW hot water heater, luxury vinyl plank flooring throughout, doors, trim, kitchen, and all three bathrooms renovated. The kitchen sets the tone immediately with white shaker cabinets with matte black hardware, quartz countertops and full quartz backsplash, all-new stainless appliances, under mount sink with matte black faucet, and a breakfast bar pass-through that opens to the bright living and dining areas. Large windows flood the main level with natural light, and a slider leads to the screened rear porch overlooking open green space with pond views and no rear neighbors. Upstairs, both bedrooms are true primary suites with private en-suite baths - each one fully custom. The first features floor-to-ceiling dramatic black vertical tile in the tub/shower with a tiled niche and rain shower head, quartz vanity, and black-framed mirror. The second is an equally polished contrast: white vertical tile tub/shower, quartz vanity, glass pendant vanity light, and the same refined matte black hardware. Dark penny tile floors tie both bathrooms together. The powder bath downstairs features bold black-and-white geometric tile - a finishing touch that shows this renovation was done with intention, not budget cuts. Two assigned parking spaces sit directly in front. The community pool is steps away. Directly across the street: Trotwood Park with pickleball and tennis courts, a splash pad, basketball, playgrounds, pavilions, BBQ grills, and a scenic boardwalk over Lake Maria. Zoned for the A+ rated Seminole County School District, with Keeth Elementary and Indian Trails Middle School within walking distance. Minutes to Winter Springs Town Center, Oviedo Mall, SR 417, UCF, and downtown Orlando. Buyers have been waiting for the one that's actually been done right - this is it.
Listing is courtesy of: PROPERTY LOGIC RE (407-909-3436)
Listing Agent: Alex Quezada (407-404-3225)
4901 PETRA CT, WINTER SPRINGS, FL 32708
$674,9001 Day 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
Elementary School: Keeth Elementary
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)
1360 VIA VILLA NOVA WAY, WINTER SPRINGS, FL 32708
$539,999Listed 05/30/2026 12:19AM MLS ID: S5150838
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2064 Built: 1980Monthly Fee: $28 Tax: $2,836 (2024)Community: Sunrise Unit 2-ASpa: NoSingle Family
Taxes:$2,836
Remarks: Location, Location, Location... Don't miss out this opportunity to own a turn-key home in a sought-after Winter springs location close to schools, shopping, dining, and major roadways access. Welcome to this beautifully updated 4-bedroom,2-bathroom single-family home...perfectly maintained and thoughtfully remodeled, this residence offers modern upgrades throughout while retaining a warm and inviting feel. Step inside to find a bright and open floor plan featuring high-quality luxury vinyl plank flooring installed within the last three years, with the living room floor completed just one year ago. the spacious living area is anchored by the updated wood-burning fireplace, creating a cozy centerpiece for family gatherings. The remodeled kitchen is a chef's delight with newer appliances (installed just four years ago). The owner's suit boats a fully remodeled bathroom with contemporary upgrades, while the second bathroom has also been beautiful redone. Major systems have been thoughtfully updated for peace of mind, including the roof, exterior paint, and A/C system (all replaced within the past 3-4 years), along with a hybrid water heater installed two years ago. A new garage door was just added last year. Step outside to your private backyard retreat featuring a gorgeous pool with resurfaced decking completed two years ago. A durable vinyl fence, installed three years ago, ensures privacy and secure space for family and pets. THIS IS THE ONE you've been waiting for... Located in a non-flood zone with low HOA and no rental restrictions...Located near top-rated Seminole County Schools and major highways with easy access to Orlando. Opportunities like this are rare and move FAST...Schedule your private showing TODAY before it's GONE.
Listing is courtesy of: LOKATION (954-545-5583)
Listing Agent: Tori Nguyen (407-739-4773)
339 INGLENOOK CIR, WINTER SPRINGS, FL 32708
$359,900Listed 05/29/2026 6:12PM MLS ID: O6411718
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1437 Built: 1992Monthly Fee: $22 Tax: $4,816 (2025)Community: Mount Greenwood Unit 1Single Family
Taxes:$4,816
Remarks: BRAND NEW ROOF BEING INSTALLED BY SELLER! Welcome to this fantastic opportunity in the heart of Winter Springs! This 3-bedroom, 2-bathroom single-family home features a highly desirable split-floor plan, providing the perfect layout for privacy and everyday living. Priced to sell, this property serves as a wonderful blank canvas ready for your personal design touch and imagination. The main living area features open sightlines to the kitchen, making the space feel connected and absolutely great for entertaining. From the main living area, sliding glass doors lead you right out to a spacious, covered and screened-in lanai—ideal for enjoying the beautiful Florida weather. Situated on a wonderful, private lot, the backyard offers plenty of space for pets, play, or creating your own outdoor oasis. Complete with a 2-car garage and great curb appeal on a quiet circle, this home checks all the major boxes and is just waiting for you to make it your own. Excellent location with easy access to local dining, shopping, and major roadways. Schedule your private tour today!
Listing is courtesy of: HOMESMART (407-476-0451)
Listing Agent: Christine Bouchard (904-907-5440)
1262 TARFLOWER DR, WINTER SPRINGS, FL 32708
$389,99017 Days on yellowkey MLS ID: O6407223
0 Days Off yellowkey (back on 5/29/2026)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1678 Built: 2026Monthly Fee: $356 Tax: $1,457 (2025)Community: Hickory GroveTownhouse
Taxes:$1,457
Elementary School: Layer Elementary
Remarks: Under Construction. Welcome to the Catalina I, a thoughtfully designed townhome in the heart of Winter Springs, FL, where style, comfort, and functionality come together seamlessly. This modern residence features an open-concept layout that connects the gathering room, dining area, and kitchen—creating a bright, airy space perfect for both everyday living and effortless entertaining. Offering 3 spacious bedrooms, this home provides flexible options ideal for families, remote professionals, or those needing a dedicated home office. The versatile loft adds even more living space, perfect for a media room, play area, or additional workspace tailored to your lifestyle. Designed with livability in mind, the Catalina I delivers a balance of comfort and convenience in one of Central Florida’s most desirable suburban communities.
Listing is courtesy of: MATTAMY REAL ESTATE SERVICES (407-440-1760)
Listing Agent: Amanda Warren (321-662-0779)
600 NORTHERN WAY #1804, WINTER SPRINGS, FL 32708
$310,00013 Days on yellowkey MLS ID: O6402233
Bed: 4 Bath: 2.5 Liv Area Sq Ft: 1726 Built: 2007 Tax: $4,110 (2024)Community: Tuscany Place Ph 1Spa: NoCondo
Taxes:$4,110
Remarks: Welcome to Tuscany Place in the heart of sought after Tuscawilla! This well-maintained townhouse style condo offers a spacious floor plan with abundant natural light, generous living and dining areas, and a well-appointed kitchen perfect for everyday living and entertaining. Enjoy spacious bedrooms, ample storage and an outdoor patio ideal for relaxing after a long day. Located in a gated community with amenities including a community pool and beautifully maintained grounds. Conveniently situated near Trotwood Park, shopping, dining, schools, golf course and major roadways for an easy commute. A fantastic opportunity to enjoy the Winter Springs lifestyle!
Listing is courtesy of: BHHS FLORIDA REALTY (407-406-5300)
Listing Agent: Sandra Moshir (407-765-5272)
100 CORY LN, WINTER SPRINGS, FL 32708
$850,0008 Days on yellowkey MLS ID: O6410025
Bed: 8 Bath: 0.0 Liv Area Sq Ft: 3752 Built: 1985 Tax: $10,532 (2025)Community: Dougs Unit 1Apartment
Taxes:$10,532
Remarks: BEST QUADPLEX IN THE NEIGHBORHOOD — PRIME LOCATION DIRECTLY ACROSS FROM Torcaso Park! Exceptional investment opportunity in a high-demand rental area with strong income potential and low maintenance. This well-kept quadplex features key upgrades, stable tenants, and excellent upside in rents. Major improvements include a roof replacement in 2018 and three of four exterior A/C units replaced within the last seven years. Water heaters were updated (2018, 2019, 2020, and 2007). All stackable washer/dryers have been replaced within the last four years. Units 100, 104, and 106 feature updated Agreeable Gray paint, and Units 102 and 106 include newer energy-efficient windows installed approximately two years ago. Estimated market rents are conservatively around $1,550 per unit, with continued rental growth in the area. Each unit is separately metered, with tenants responsible for water, electricity, and cable/internet—offering a very investor-friendly setup. Current leases expire in September (Unit 102), October (Unit 100), and December (Units 104 & 106). Several tenants are open to converting to month-to-month upon sale, providing flexibility for new ownership. A strong, turn-key income property in a prime location with solid updates and upside potential.
Listing is courtesy of: LA ROSA REALTY CW PROPERTIES L (407-910-2168)
Listing Agent: Anthony Rodriguez, Pa (689-288-8200)
622 ANHINGA RD, WINTER SPRINGS, FL 32708
$384,900157 Days on yellowkey MLS ID: O6369225
REDUCED by $13,600 (3.4%) on 05/18/2026
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: 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)
1054 WINDING WATERS CIR, WINTER SPRINGS, FL 32708
$549,90045 Days on yellowkey MLS ID: O6398229
REDUCED by $10,000 (1.8%) on 05/29/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2321 Built: 1998Monthly Fee: $42 Tax: $4,167 (2025)Community: Winding HollowSpa: YesSingle Family
Taxes:$4,167
Remarks: This beautiful 4-bedroom, 3-bath, one-story pool home offers over 2,300 sqft of living space on a premium conservation lot with no rear neighbors, providing privacy and a peaceful setting. Major updates already completed: roof 2019, AC updated 2020–2021, pool resurfaced 2022, and kitchen updated 2022. Solar panels will be paid off at closing, giving the new owner added value and energy efficiency. The home features a spacious split floor plan with high ceilings and abundant natural light. Formal living and dining areas flow into a large family room with a wood-burning fireplace, connecting seamlessly to the kitchen and outdoor space. The kitchen offers ample cabinet space, updated finishes, and includes stainless steel appliances: range, refrigerator, dishwasher, and microwave. Washer and dryer are also included. The primary suite is oversized with a large en-suite bathroom featuring dual sinks, soaking tub, separate shower, and a spacious walk-in closet. Secondary bathrooms are well maintained with potential for future personalization. Flooring includes tile, laminate/engineered flooring, and carpet in select areas. Additional features include an indoor laundry room and a 2-car garage with extra storage. Step outside to a screened-in pool and covered patio, ideal for Florida living year-round. The backyard backs to conservation, offering privacy and no rear neighbors. Situated on one of the larger lots in the neighborhood and directly across from a park and schools, this is a prime location close to shopping, dining, and major highways. Approximately 25–30 minutes to Downtown Orlando, 20–25 minutes to UCF, and about 45–60 minutes to the beaches. Zoned for top-rated Seminole County schools. Homes in this area with similar features and updates have sold in higher ranges, making this a strong opportunity.
499 CLUB DR, WINTER SPRINGS, FL 32708
$235,00071 Days on yellowkey MLS ID: O6391855
REDUCED by $12,500 (5.1%) on 05/12/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1224 Built: 1987Monthly Fee: $520 Tax: $1,987 (2025)Community: Cypress ClubTownhouse
Taxes:$1,987
Remarks: Beautiful 2 bedroom 2 bathroom townhome within The Highlands Community. The 20ft high ceiling in the Great Room gives this home a very open design with lots of natural light. Sliding doors lead out to a screened porch with separate locked storage space. Guest/2nd bedroom on the first floor with direct access to the 2nd bathroom. All appliances purchased New in 2022 and are included with sale. New A/C 2023. Upstairs flexible loft space makes for a nice home office. Large primary bedroom has beautiful laminate floors and plenty of closet space and updated bathroom. Two assigned parking spaces directly in front of your townhome makes coming home convenient. Cypress Club residents enjoy their own private community pool in addition to All Highlands amenities. They include Audibon Park with BBQ/Picnic Area, Playgrounds, Olympic Size Pool, Kiddie Pool, Nature Walking Trails & Tennis & Pickleball Courts and a Clubhouse. Zoned for highly rated Seminole County Schools with The Highlands elementary school located within the community. Nearby Cross Seminole Trail and Central Winds Park. Located close to 17-92, SR417, grocery stores, fitness clubs.
Listing Agent: Paul Buscemi (407-716-2874)
161 BEAR SPRINGS DR, WINTER SPRINGS, FL 32708
$484,99087 Days on yellowkey MLS ID: O6386458
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1704 Built: 2026Monthly Fee: $356 Tax: $1,457 (2025)Community: Hickory GroveTownhouse
Remarks: Under Construction. A standout feature of this end-unit home is the owner’s suite, conveniently located on the first floor, providing privacy and ease of access. This inviting retreat includes abundant natural light, a generous walk-in closet, and a well-appointed private bath. The open-concept main floor features expansive living and dining areas that flow seamlessly into a thoughtfully designed kitchen—complete with stainless steel appliances, including a refrigerator, a walk-in pantry, and a spacious breakfast bar—ideal for entertaining or everyday living. Laundry room, complete with washer and dryer is conveniently located on the main floor. Upstairs, you’ll find two additional bedrooms, a versatile loft perfect for a home office or media space, along with ample storage and a dedicated laundry area. A rear-loading 2-car garage adds both functionality and curb appeal. Located in desirable Winter Springs near the vibrant Town Center, residents enjoy a highly sought-after lifestyle with walkable access to shopping, dining, and community events. Known for its top-rated schools, scenic parks, and extensive trail system, Winter Springs offers a perfect balance of small-town charm and modern convenience—just a short drive from Orlando. Discover low-maintenance townhome living in one of Central Florida’s most connected and livable communities.
173 BEAR SPRINGS DR, WINTER SPRINGS, FL 32708
$484,99087 Days on yellowkey MLS ID: O6386437
Remarks: Under Construction. With an open concept ground floor and spacious living areas, the Sofia is ideal for entertaining and everyday life. Dedicated as an end unit, this floorplan features 3 bedrooms, 2.5 bathrooms and a rear-loading 2-car garage. The 2nd floor features a loft, abundant storage, and laundry space. Located on the 1st floor, the owner's suite that has it all - a spacious walk-in closet, great natural light, and private bath. Stainless steel appliances, a walk-in pantry and a breakfast bar are all featured in this floorplan's thoughtfully designed kitchen.
189 BEAR SPRINGS DR, WINTER SPRINGS, FL 32708
$491,990141 Days on yellowkey MLS ID: O6372546
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1704 Built: 2025Monthly Fee: $356 Tax: $1,457 (2025)Community: Hickory GroveTownhouse
Remarks: Experience luxurious living in the Sofia floorplan, where the spotlight shines on the exquisite first-floor owner's suite that exudes sophistication with a spacious walk-in closet, abundant natural light, and a private bath. This end unit boasts an open-concept ground floor, perfect for entertaining and daily life. With 3 bedrooms, 2.5 bathrooms, and a rear-loading 2-car garage, this residence offers both style and functionality. Enjoy the convenience of first-floor laundry, while the 2nd floor features a loft and two generous-sized bedrooms. The thoughtfully designed kitchen showcases stainless steel appliances, a walk-in pantry, and a breakfast bar for a truly elevated living experience. Located in desirable Winter Springs near the vibrant Town Center, residents enjoy a highly sought-after lifestyle with walkable access to shopping, dining, and community events. Known for its top-rated schools, scenic parks, and extensive trail system, Winter Springs offers a perfect balance of small-town charm and modern convenience—just a short drive from Orlando. Discover low-maintenance townhome living in one of Central Florida’s most connected and livable communities.
717 WILSON RD, WINTER SPRINGS, FL 32708
$340,000138 Days on yellowkey MLS ID: O6372938
REDUCED by $35,000 (9.3%) on 05/29/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1368 Built: 1981Monthly Fee: $90 Tax: $164 (2024)Community: Wedgewood Tennis VillasSingle Family
Taxes:$164
Remarks: Back on the market due to buyer's financing falling through. ADORABLE home located in DESIRABLE TUSCAWILLA Wedgewood Tennis Villas known for its' CHARMING TREE-LINED STREETS!! Walk to clubhouse, tennis games, and fitness center! BEAUTIFUL CURB APPEAL! Home is OPEN, LIGHT, BRIGHT, and SPACIOUS!! With BRICK FIREPLACE and VOLUME CEILINGS!! NEWER laminate wood FLOORING throughout living and bedroom area installed 2018! Kitchen features LIGHT MAPLE WOOD CABINETRY w/pullout drawers for easy reach! and GRANITE COUNTERTOPS!!And EAT-IN SPACE in kitchen! Master bedroom features LARGE WALK-IN CLOSET!! Very spacious COVERED SCREENED-IN PATIO and FENCED-IN BACKYARD!! NEWER ROOF 2018! NEWER A/C 2020!! NEW AC DUCTWORK 2024!! FRESH EXTERIOR PAINT 2024!! NEW WATER HEATER 2023!! NEW ELECTRIC PANEL 2020! NEWER ENERGY EFFICIENT WINDOWS AND DOORS!! Solar panels w/ monthly pmt of only $98, saving owner 100's of dollars monthly!! Water treatment system!! Termite Bond for protection! Vivint Security System in place.Seminole County 2025 ALL "A" SCHOOLS!!!!!
Listing is courtesy of: FLORIDA USA REALTY (407-493-1438)
Listing Agent: Cameron Hasan (407-493-1438)
986 TURKEY HOLLOW CIR, WINTER SPRINGS, FL 32708
$498,900134 Days on yellowkey MLS ID: O6374288
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)
984 TURKEY HOLLOW CIR, WINTER SPRINGS, FL 32708
$410,0003 Days on yellowkey MLS ID: O6410083
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1821 Built: 1985Monthly Fee: $3 Tax: $3,100 (2025)Community: Oak Forest Unit 4Single Family
Taxes:$3,100
Remarks: One or more photo(s) has been virtually staged. A spacious 3-bedroom, 2-bathroom home located in the highly sought-after community of Oak Forest in Winter Springs. Known for its beautiful tree-lined streets, mature oak trees, and quiet suburban charm, this family-friendly neighborhood also offers access to top-rated schools and is conveniently located near popular restaurants, shopping, and everyday conveniences. Inside, this home features a versatile and functional floor plan with a spacious family room, separate living room, dining room, large kitchen, dedicated office space, and an indoor laundry room. The detached shed provides the perfect opportunity for extra storage, a workshop, or hobby space. Step outside to enjoy the private backyard complete with a fire pit — ideal for relaxing or entertaining guests. The garage has been split into an office and storage space but can be converted back into a two car garage. Major upgrades and improvements include an updated roof (2018), gutters(2018), HVAC system(2022), windows(2020), garage door(2020), hot water heater(2021), electrical panels(2023), and added insulation(2019). Additional features include an indoor electric fireplace (2022), and numerous updates throughout, offering peace of mind and move-in-ready convenience. Call today to schedule your private tour!
Listing is courtesy of: ALL REAL ESTATE & INVESTMENTS (407-917-8206)
Listing Agent: Kelsey Payton (407-718-2967)
156 SEVILLE CHASE DR, WINTER SPRINGS, FL 32708
$672,50039 Days on yellowkey MLS ID: O6394958
REDUCED by $2,400 (0.4%) on 05/29/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2509 Built: 1999Monthly Fee: $187Community: Seville ChaseSingle Family
Taxes:$0
Remarks: One or more photo(s) has been 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)
120 E BAHAMA RD, WINTER SPRINGS, FL 32708
$1,249,000116 Days on yellowkey MLS ID: O6379165
REDUCED by $50,900 (3.9%) on 05/29/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 4464 Built: 1989 Tax: $12,488 (2025)Community: Bahama RanchesSpa: NoSingle Family
Taxes:$12,488
Elementary School: Winter Springs Elementary
Remarks: Mid Century Modern Paradise!! A Beautiful, well-designed home with spectacular architecture offering privacy, space, and long-term versatility on a rare 2.22-acre lot with RV/Toy parking—delivering exceptional value in this area. A separate in-law or guest suite features its own exterior entrance and full bathroom, ideal for multigenerational living, a private office, studio, or extended stays. The main living areas are sprawling, thoughtfully arranged with strong natural light and a functional flow for everyday living and a large Loft for entertaining, office or hobbies. The large primary suite includes a spacious en-suite bath and walk-in closet. Bedrooms two and three are oversized, each with walk-in closets; one includes a hidden play loft/ adventure nook accessible through the Narnia style closet access. The expansive property also includes a detached casita in the backyard, currently used as a workshop, with clear potential to be converted into a guest home, rental unit, or Airbnb. Located on a quiet street in an established Winter Springs neighborhood, with convenient access to top-rated schools, shopping, dining, and major commuter routes. Concessions considered with the right scenario. Buyer and buyer’s agent to verify all information. Both owners are licensed real estate agents.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Alma Merrill (801-613-8090)
1270 TARFLOWER DR, WINTER SPRINGS, FL 32708
$409,99017 Days on yellowkey MLS ID: O6407275
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1678 Built: 2026Monthly Fee: $356 Tax: $1,457 (2025)Community: Hickory GroveTownhouse
Remarks: Under Construction. The Catalina II offers a spacious and modern open-concept design on the main level, creating the perfect setting for entertaining, everyday living, and gathering with family and friends. This thoughtfully designed townhome features 4 bedrooms, 2.5 bathrooms, and a rear-loading 2-car garage, blending functionality with contemporary style in desirable Winter Springs, FL. The owner’s suite serves as a private retreat, complete with a well-appointed ensuite bathroom and a generous walk-in closet. The chef-inspired kitchen is designed for both beauty and performance, showcasing stainless steel appliances, a walk-in pantry, and a convenient breakfast bar ideal for casual dining and hosting.
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