Location: Winter Springs
Keyword(s): Winter Springs High
Keyword(s) High School: Winter Springs High
Do Not Show Listings
161 BEAR SPRINGS DR, WINTER SPRINGS, FL 32708
$484,99044 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
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$1,457
Elementary School: Layer Elementary
High School: Winter Springs High
Tax Year: 2025
Middle School: Indian Trails Middle
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.
Listing is courtesy of: MATTAMY REAL ESTATE SERVICES (407-440-1760)
Listing Agent: Amanda Warren (321-662-0779)
173 BEAR SPRINGS DR, WINTER SPRINGS, FL 32708
$484,99044 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.
1276 CRAB APPLE LN, WINTER SPRINGS, FL 32708
$381,99087 Days on yellowkey MLS ID: O6375116
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1476 Built: 2025Monthly Fee: $356 Tax: $1,457 (2025)Community: Hickory GroveTownhouse
Remarks: As you step inside the Aurora, you are greeted by an inviting open-concept gathering room, seamlessly connecting the dining room and kitchen. The flowing layout creates an expansive and airy atmosphere, perfect for both entertaining guests and enjoying everyday life. The owner's suite is a true retreat, offering a sanctuary of relaxation and tranquility. The spacious bedroom is complemented by a large walk-in closet, providing plenty of storage for your wardrobe and personal items. With two additional bedrooms, this townhome provides flexibility for a growing family, a home office, or a guest room.
189 BEAR SPRINGS DR, WINTER SPRINGS, FL 32708
$491,99098 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.
1272 CRAB APPLE LN, WINTER SPRINGS, FL 32708
$397,99098 Days on yellowkey MLS ID: O6371853
0 Days Off yellowkey (back on 4/12/2026)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1678 Built: 2025Monthly Fee: $356 Tax: $1,457 (2025)Community: Hickory GroveTownhouse
Remarks: The Catalina I is a harmonious blend of style, functionality, and comfort, offering a lifestyle that caters to your every need. As you step inside you are greeted by an open-concept design that seamlessly integrates the gathering room, dining room, and kitchen, creating an inviting space for both everyday living and entertaining. This townhome features 3 bedrooms, providing flexible living options for families, professionals, or those in need of a dedicated home office space. The loft adds an additional dimension, allowing you to customize this versatile area to suit your lifestyle.
403 MURPHY RD, WINTER SPRINGS, FL 32708
$408,50073 Days on yellowkey MLS ID: O6379099
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1520 Built: 1973 Tax: $5,275 (2024)Community: North Orlando Terrace Unit 2 Sec 8Single Family
Taxes:$5,275
Elementary School: Winter Springs Elementary
Tax Year: 2024
Remarks: Welcome home to this beautiful 3 bedrooms, 2 bathrooms house with a pool. Come and enjoy the large pool, modern and updated kitchen with granite countertop and stainless-steel appliances. The spacious interior along with the bonus room will give your family enough space to grow. In the last 4 years the roof, air conditioning unit and water heater have all been replaced. The solar panels will allow you to save on your monthly expenses. This property is conveniently located within close proximity to stores, supermarkets, A rated public school system. Everything welcomes you to make this house your next home. Come see this property today!
Listing is courtesy of: FLORIDA REALTY INVESTMENTS (407-207-2220)
Listing Agent: Celeste Baez (407-697-6309)
1340 DELANEY DR, WINTER SPRINGS, FL 32708
$265,000204 Days on yellowkey MLS ID: O6346776
0 Days Off yellowkey (back on 2/2/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1422 Built: 1952 Tax: $2,954 (2024)Community: Flamingo SpgsSingle Family
Taxes:$2,954
Middle School: South Seminole Middle
Remarks: Under contract-accepting backup offers. Welcome to 1340 Delaney Drive, a move-in-ready home nestled in the heart of Winter Springs, FL. This beautifully maintained 3-bedroom, 2-bath residence offers 1,420 square feet of smartly designed living space, featuring a desirable split-bedroom floor plan that perfectly balances privacy and function. Step inside to discover a bright and neutral interior complemented by stunning laminate floors that flow seamlessly throughout the main living areas. The spacious kitchen is a modern delight with sleek stainless steel appliances, providing both style and practicality for your culinary adventures. The primary suite is tucked away for privacy and includes a private ensuite bathroom, offering a perfect retreat at the end of the day. Bedrooms two and three are generously sized and share a well-appointed full bathroom complete with a double vanity—ideal for guests or family members. You'll love the convenience of the in-home laundry closet, adding to the overall functionality of this thoughtfully designed home. Located just minutes from top-rated schools, shopping, dining, and local entertainment, this home offers both comfort and convenience in one of Central Florida’s most desirable communities. Whether you're a first-time homebuyer, downsizing, or looking for an ideal investment, 1340 Delaney Drive checks all the boxes. Don't miss your opportunity to call this lovely Winter Springs home your own!
Listing is courtesy of: EXP REALTY LLC (407-641-2808)
Listing Agent: Todd Schroth, Pa (407-641-2808)
1513 BLACK BEAR CT, WINTER SPRINGS, FL 32708
$1,479,50043 Days on yellowkey MLS ID: O6385058
REDUCED by $69,500 (4.5%) on 04/16/2026
Bed: 4 Bath: 5.0 Gar: 3 Liv Area Sq Ft: 6175 Built: 1989Monthly Fee: $142 Tax: $23,523 (2025)Community: Bear Creek EstatesSingle Family
Taxes:$23,523
Elementary School: Keeth Elementary
Remarks: Welcome to this exceptional home in the exclusive gated community of Bear Creek Estates, set on over an acre of lush wooded greenbelt with beautiful landscaping and a circular driveway that creates outstanding curb appeal. The over 6,000 sq. ft. (includes 1 car garage/hobby room of approx. 280 sq.ft.) home features a new architectural tile roof (less than one year old) and 10-foot ceilings throughout the first floor, creating a bright and spacious feel. Inside, you’ll find elegant formal living and dining spaces, a private home office, and a comfortable family room overlooking the sparkling pool and lanai. The home offers oversized secondary bedrooms with seating areas, plus a large additional bedroom that can serve as an office, art studio or flex space. Entertainment is exceptional with two theater spaces, The main floor home theater is projector-ready, with acoustic panels, granite snack counter, an electronic masking screen and wiring for 7.1 sound. The upstairs primary bedroom is massive in size and the ideal retreat to unwind at end of the day! Complete with its sitting area and outdoor deck with stunning panoramic views of lush nature. The upstairs primary suite in this home also includes a projector drop-down screen and wiring for 5.1 sound. The private backyard retreat features a beautiful pool with LED lighting, waterfall feature, and updated pump and filter (2023), along with panoramic views of lush green space. Additional highlights include a smart audio system controlled by smartphone app, extensive network wiring, pre-wiring for security cameras, well-fed irrigation, and a backyard telescope pier with power and ethernet. In Winter Springs, this home offers peaceful luxury living while being close to shopping, dining and major commuting routes.
Listing is courtesy of: PREMIER SOTHEBYS INT'L REALTY (407-333-1900)
Listing Agent: Lynda Miller (407-620-2924)
240 MOREE LOOP #3, WINTER SPRINGS, FL 32708
$193,0001 Day on yellowkey MLS ID: O6399451
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1187 Built: 1978Monthly Fee: $425 Tax: $2,103 (2024)Community: Baytree VillageCondo
Taxes:$2,103
Elementary School: Highlands Elementary
Remarks: One or more photo(s) has been virtually staged. Welcome to Baytree Village in the heart of Winter Springs—where beautifully landscaped grounds and a welcoming atmosphere create the perfect place to call home. This MOVE-IN READY second-floor condo offers 3 bedrooms, 2 full baths, and added privacy, all in a prime location close to top-rated schools, parks, shopping, dining, and major roadways for an easy commute. Step inside to a bright, open-concept living and dining area featuring a wall of windows and two sets of triple sliding glass doors, filling the space with natural light and providing seamless access to a large screened balcony with peaceful garden views—perfect for relaxing or entertaining. The kitchen is well-equipped with stainless steel appliances, ample cabinet and countertop space, and easy-care tile flooring. The spacious primary suite offers a comfortable retreat, while two additional bedrooms provide flexibility for guests, a home office, or additional living space. Additional highlights include in-unit laundry and extra storage off the balcony. Residents of Baytree Village enjoy well-maintained amenities and close proximity to local parks, including Audubon Park just minutes away. Whether you're a first-time buyer, downsizing, or investing, this is an opportunity you won’t want to miss. Schedule your private showing today!
Listing is courtesy of: MARK SPAIN REAL ESTATE (855-299-7653)
Listing Agent: Christine Landrau (407-949-1421)
471 HARBOR WINDS CT, WINTER SPRINGS, FL 32708
$330,00043 Days on yellowkey MLS ID: O6387316
REDUCED by $5,000 (1.5%) on 04/16/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1680 Built: 2008Monthly Fee: $298 Tax: $4,552 (2024)Community: Harbor WindsTownhouse
Taxes:$4,552
Remarks: Experience the perfect blend of location and low-maintenance living at 471 Harbor Winds Court. Located in a secure, gated Winter Springs community, this move-in ready home offers ultimate peace of mind with a NEW ROOF (2024). The functional interior features a rare and highly desired Large Primary Suite on the Main Floor, complete with dual closets for abundant storage. The open, inviting layout flows seamlessly to your private, screened-in patio—ideal for year-round relaxation or entertaining. Enjoy the convenience of a spacious 2-car garage and plenty of guest parking throughout the community. Harbor Winds residents enjoy amenities, including a refreshing community pool and meticulously maintained grounds. Conveniently located near top-rated Seminole County schools, shopping, and dining, this home is a great find. This is your chance to own a meticulously maintained townhome in a premier gated community!***BUYER INCENTIVE: Closing cost a concern? The seller is offering a 1% Lender Credit toward the buyer's closing costs or rate buy-down when using the seller's preferred lender!***
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE III (407-207-0825)
Listing Agent: Terrica Francois (407-680-8268)
408 AVONDALE CT, WINTER SPRINGS, FL 32708
$1,250,0002 Days on yellowkey MLS ID: O6398566
Bed: 5 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 3850 Built: 2003Monthly Fee: $167 Tax: $9,316 (2025)Community: Wicklow Greens At TuscawillaSpa: YesSingle Family
Taxes:$9,316
Elementary School: Rainbow Elementary
Remarks: Welcome to 408 Avondale Court, a custom estate built by Von Jacobs in 2003 & located in the highly desirable, gated Wicklow Greens community in Winter Springs. Set among just 48 custom homes, this stunning residence sits on arguably one of the best lots in Tuscawilla. This .48 acre property is situated in the rear of the neighborhood, on a quiet cul-de-sac where you can enjoy serene views of conservation & Howell Creek in the back. This home features 5 bedrooms, 4.5 bathrooms, and 3,850 square feet of thoughtfully designed living space. From the moment you enter, you’ll appreciate the elegance of wood flooring throughout the first floor, soaring ceilings, and the ideal layout for both everyday living and entertaining. The generously sized kitchen features wood cabinetry, a long center island that offers plenty of countertop space for meal prep, a wet bar, and ample seating space. All 5 bedrooms are conveniently situated on the lower level, with an oversized 650 sq ft loft & 4th full bathroom upstairs. This layout is ideal, offering several options no matter your stage of life. Step outside to your private backyard retreat, which features pavers, a pool and a gas-heated spa, surrounded by peaceful conservation views—the perfect place for relaxing evenings or weekend gatherings.This home has been meticulously maintained by its original owner and updated with major improvements including a new roof (2022), exterior paint (2022), and newer mechanical systems such as A/C units (2015 & 2016) and water heaters (2022 & 2016). A 3-car side-entry garage completes the picture, offering both convenience and curb appeal. Ideally located just minutes from the Tuscawilla Country Club, residents can enjoy convenient access to golf, dining, and social membership opportunities, making this home perfect for those seeking an elevated Central Florida lifestyle. The community is zoned for top-rated schools including Winter Springs High, Indian Trails Middle, and Rainbow Elementary, with additional private school options nearby, such as The Geneva School, Masters Academy, St. Luke’s, Trinity Prep, and Choices in Learning charter school. This is a rare opportunity to own a luxury home in one of Winter Springs’ most coveted gated neighborhoods. So hop onto your golf cart, and zip on by to see this beauty before it's too late!
Listing is courtesy of: RE/MAX TOWN & COUNTRY REALTY (407-695-2066)
Listing Agent: Jennifer Christ (407-474-7823)
1054 WINDING WATERS CIR, WINTER SPRINGS, FL 32708
$569,9002 Days on yellowkey MLS ID: O6398229
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 features over 2,300 square feet of living space on a premium conservation lot with no rear neighbors, providing exceptional privacy. Important updates include roof replaced in 2019, AC updated in 2020–2021, pool resurfaced in 2022, and kitchen updated in 2022. The home offers a spacious split floor plan with high ceilings, abundant natural light, formal living and dining areas, and a large family room with a wood-burning fireplace that connects seamlessly to the kitchen and outdoor space. The kitchen includes ample cabinet space, updated finishes, and comes equipped with stainless steel appliances including range, refrigerator, dishwasher, and microwave, plus 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. Bathrooms throughout the home are well maintained and provide flexibility for future updates. Flooring includes a mix of tile, laminate/engineered flooring, and carpet in select areas. Additional features include a dedicated indoor laundry room and a 2-car garage with extra storage space. Step outside to a screened-in pool and covered patio, perfect for enjoying Florida living year-round, with a private backyard backing to conservation for added peace and privacy. Situated on one of the larger lots in the neighborhood and directly across from a park and schools, this property provides both space and a prime location close to shopping, dining, and major highways. Conveniently located approximately 25–30 minutes to Downtown Orlando, 35–45 minutes to Disney theme parks, 30–40 minutes to Universal Studios, 20–25 minutes to UCF and Seminole State College, and about 45–60 minutes to the East Coast beaches. Zoned for top-rated Seminole County schools. Similar homes in the area have sold in higher ranges depending on updates and condition.
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE 2 REALTY (407-393-5901)
Listing Agent: Alexa Monasterio Flores (786-915-9294)
600 NORTHERN WAY #302, WINTER SPRINGS, FL 32708
$275,0009 Days on yellowkey MLS ID: O6396912
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1425 Built: 1981 Tax: $4,268 (2025)Community: Tuscany Place Ph 1Condo
Taxes:$4,268
Remarks: One or more photo(s) has been virtually staged. Seller may consider buyer concessions if made in an offer ~ Welcome to Tuscany Place, a GATED COMMUNITY in the heart of Tuskawilla – one of Winter Springs’ most desirable and established areas! This UPDATED second-floor condo delivers the perfect blend of modern style, LOW MAINTENANCE LIVING, and an unbeatable Central Florida location. Major updates are already done for you, including the kitchen and both bathrooms, plus a NEWER A/C (2020), giving peace of mind from day one. Inside, the home has been tastefully updated with modern finishes and fixtures, creating a clean, MOVE-IN READY space that feels both fresh and inviting. WOOD LAMINATE FLOORING flows throughout the entire unit, enhancing the seamless, low-maintenance lifestyle. The OPEN CONCEPT living and dining area is filled with NATURAL LIGHT thanks to a wall of SLIDING GLASS DOORS that lead to a SCREENED BALCONY overlooking peaceful green space – perfect for morning coffee or winding down in the evening. The UPDATED KITCHEN stands out with a fresh, modern color palette and a pop of personality, featuring sleek countertops, STAINLESS STEEL APPLIANCES, ample cabinet storage, a breakfast bar, and a window that brings in even more natural light. The SPLIT BEDROOM layout offers both comfort and privacy with the primary suite tucked away at the back of the home, complete with a WALK-IN CLOSET, updated en-suite bath, and its own private access to a SECOND BALCONY. Two additional bedrooms are positioned at the front of the unit and share a beautifully updated full bath, ideal for guests, family, or a home office setup. Tuscany Place residents enjoy a gated entrance along with added conveniences like lawn care and pest control, making this a truly low-maintenance option. The location is hard to beat – just minutes from Tuskawilla Road, SR 434, and 417, with easy access to TROTWOOD PARK, Central Winds Park, Tuscawilla Country Club, and all the shopping and dining options in Winter Springs and nearby Oviedo. Whether you are looking for your next home or a smart investment, this updated condo is priced to sell and ready for its next owner. Call today to schedule a tour!
Listing is courtesy of: WEMERT GROUP REALTY LLC (407-743-8356)
Listing Agent: Jenny Wemert (407-809-1193)
214 CHESTNUT RIDGE ST, WINTER SPRINGS, FL 32708
$649,90055 Days on yellowkey MLS ID: O6372400
REDUCED by $25,100 (3.7%) on 04/15/2026
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2474 Built: 2001Monthly Fee: $42 Tax: $5,539 (2024)Community: Chestnut RidgeSingle Family
Taxes:$5,539
Remarks: Owner is Motivated! Exceptionally amazing price for a GOLF FRONT LIFESTYLE that sits DIRECTLY on the 16th hole of the Tuscawilla Golf Course! Welcome home to 214 Chestnut Ridge, a custom-built single-family residence that has a one of a kind view. VIEW VIDEO WALK THROUGH TOUR. 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. 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 EXTRA. 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 MUST SEE!
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Laurie Cain (407-484-9944)
1163 BALTIC LN, WINTER SPRINGS, FL 32708
$510,00079 Days on yellowkey MLS ID: O6377901
0 Days Off yellowkey (back on 1/28/2026)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2066 Built: 1987 Tax: $6,194 (2024)Community: Oak Forest Unit 6Single Family
Taxes:$6,194
Remarks: This lovingly maintained 4-bedroom, 2-bath home in a quiet neighborhood of sought-after Winter Springs is now available. Lush landscaping welcomes you as you step inside to a bright, open, and airy floor plan designed for both comfort and functionality. The tiled front family room features a stunning gas fireplace and flows seamlessly into the gourmet kitchen, complete with gleaming granite countertops, rich cappuccino cabinetry, a classic subway tile backsplash, and stainless-steel appliances. Luxury wood-plank vinyl flooring extends throughout the main living areas and all four bedrooms, including the combined living and dining space. The spacious primary suite offers a large walk-in closet and an en-suite bath with dual vanities and an impressive floor-to-ceiling tiled walk-in shower. Three additional bedrooms share a generously sized bathroom with dual sinks and a shower/tub combination. Step outside to enjoy the expansive covered and screened patio overlooking a large backyard—ideal for outdoor relaxation or entertaining. This beautiful home is a must see. Schedule your private showing today!
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Asia Kendall (407-970-8887)
739 ANDOVER CIR, WINTER SPRINGS, FL 32708
$449,00037 Days on yellowkey MLS ID: O6386780
0 Days Off yellowkey (back on 3/12/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1712 Built: 1994Monthly Fee: $124 Tax: $1,893 (2024)Community: GeorgetowneSingle Family
Taxes:$1,893
Remarks: Under contract-accepting backup offers. Welcome home to this beautifully updated 3-bedroom, 2-bath residence in the desirable Georgetowne community of Tuscawilla. Featuring a split-floor plan, this home offers both privacy and comfort, making it ideal for everyday living and entertaining. Seller paying for new roof to be installed prior to closing, new hot water heater (2026) and entire house has been re-plumbed. Step inside to discover new flooring, fresh interior paint, and updated fans and lighting that give the home a bright, modern feel. The open-concept layout creates a welcoming space that feels cozy for quiet evenings but is also perfect for hosting larger gatherings with family and friends. Large windows throughout the home allow for abundant natural light, creating a warm and inviting atmosphere. Outside, enjoy the beauty of mature landscaping and relax in the screened lanai, an ideal spot for morning coffee or unwinding in the evening. Living in Georgetown means low-maintenance living, with HOA dues cover font lawn maintenance, allowing you more time to enjoy the things you love. Residents also have access to a private neighborhood pool. The home is conveniently located near Trotwood Park, offering easy access to pickleball/tennis courts, playground, covered pavilions, sports fields and so much more. Just around the corner is Tuscawilla County Club featuring tennis courts and a beautiful 18- hole golf course, perfect for those who enjoy an active lifestyle.
Listing is courtesy of: KNIGHTS REALTY (407-252-7411)
Listing Agent: Frank Mediavilla (407-252-7411)
717 ADIDAS RD, WINTER SPRINGS, FL 32708
$375,00025 Days on yellowkey MLS ID: O6391891
1 Days Off yellowkey (back on 4/15/2026)
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1812 Built: 1986Monthly Fee: $95 Tax: $5,176 (2024)Community: Wedgewood Tennis VillasSingle Family
Taxes:$5,176
Remarks: Under contract-accepting backup offers. Welcome to your serene waterfront retreat in the highly desirable Wedgewood Tennis Villas, nestled within the prestigious Tuscawilla Country Club community in Winter Springs, Florida. This charming 2-bedroom, 2-bathroom single-family home offers 1,812 square feet of comfortable living space, perfectly positioned on a peaceful pond-front lot with tranquil water views from the home and backyard. Step inside to discover an updated kitchen featuring warm maple cabinets, sleek granite countertops, a convenient breakfast bar, and an eat-in area ideal for casual meals. The inviting living spaces include a cozy fireplace, while the expansive Florida/family room at the rear is surrounded by windows, flooding the space with natural light and showcasing the serene pond views - perfect for relaxing or entertaining. Both spacious bedrooms boast ensuite bathrooms and generous walk-in closets with custom built-in shelving for ample storage. Additional highlights include a screened porch for enjoying Florida's beautiful weather year-round, a 2-car garage, and a roof replaced in 2022 for added peace of mind. Wedgewood Tennis Villas provides low-maintenance living with included lawn care, plus access to community tennis courts and a clubhouse. Residents can opt to join the renowned Tuscawilla Country Club (just moments away) for world-class amenities including an 18-hole golf course, Jr. Olympic-sized pool, additional Har-Tru clay tennis courts, dining options, and more. Golf carts are welcome in the community, adding to the relaxed, resort-like lifestyle. Conveniently located with quick access to major highways, this home is centrally positioned near parks and trails, top-rated restaurants, shopping, theme parks, beaches, and the University of Central Florida (UCF). While the interior offers opportunity for personal updates to make it truly your own, it's priced right for savvy buyers seeking value in this sought-after area. Don't miss this rare pond-front gem in a prime Winter Springs location! Schedule your private showing today!
Listing Agent: Karen Bagwell (407-702-4521)
1275 MARLEY LN, WINTER SPRINGS, FL 32708
$355,00030 Days on yellowkey MLS ID: O6391943
REDUCED by $5,000 (1.4%) on 04/13/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1425 Built: 2015Monthly Fee: $233 Tax: $2,895 (2025)Community: Jesups LandingTownhouse
Taxes:$2,895
Remarks: Welcome to Jesup’s Landing, where style, convenience, and community come together in the heart of Winter Springs—one of Central Florida’s most charming and sought-after towns. This beautifully maintained two-story townhome offers peaceful Seminole Trail views and a lifestyle that feels both relaxed and connected. Inside, the open layout is designed for real life and effortless entertaining. The kitchen steals the show with granite countertops, stunning 42” cabinets with crown molding, an extended double sink, pull-out garbage, and a huge pantry—all flowing seamlessly into the main living space. Upgrades like the Taexx built-in pest control system and keypad garage entry add ease and peace of mind. The best part is this home has a brand new roof! Upstairs, the primary suite feels elevated with a 10-foot vaulted ceiling, spacious walk-in closet, and en-suite bath with dual sinks. Step outside and take in serene Seminole Trail views—perfect for morning walks, bike rides, or unwinding at sunset. Residents enjoy access to a community pool and clubhouse, all just minutes from everything that matters. The location is a standout—close to UCF, Research Park, Lockheed Martin, Siemens, with quick access to the beltway for an easy commute to downtown Orlando, area airports, and beyond. Plus, you’re moments from Central Winds Park, top-rated trails, shopping, dining, and the Winter Springs Town Center. Homes in Jesup’s Landing don’t last—especially ones like this. Come see it before someone else does.
Listing is courtesy of: COLDWELL BANKER REALTY (407-696-8000)
Listing Agent: David Weiss (407-765-9020)
1331 AUGUSTA NATIONAL BLVD, WINTER SPRINGS, FL 32708
$450,00036 Days on yellowkey MLS ID: O6389425
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1657 Built: 1988Monthly Fee: $125 Tax: $4,965 (2025)Community: Country Club Village Unit 3Single Family
Taxes:$4,965
Remarks: **BRAND NEW tile barrel roof just installed** Welcome to easy-maintenance living in the highly desirable golf community of Tuscawilla/Winter Springs! This beautifully maintained 3-bedroom home PLUS office/den offers a bright open layout with vaulted ceilings, ceramic tile flooring, and abundant natural light throughout. The updated eat-in kitchen with breakfast bar and modern finishes flows seamlessly into the main living and dining spaces, while updated bathrooms, inside laundry room, and a 2-car garage with epoxy floors add everyday comfort and convenience. Both bathrooms have modern finishes and well-appointed upgrades; and plenty of storage throughout. Additional major updates include dual pane/energy-efficient windows, epoxy garage floors, attic with deck flooring, water filtration system(kitchen), NEW water heater (2024), Carrier HVAC (2016), and whole house re-piped. The flexible floor plan also includes a dedicated office/den, ideal for working from home, hobbies, or additional living space. Enjoy year-round comfort in the all-season enclosed patio with dedicated A/C, all overlooking a peaceful wooded lot that creates a private and relaxing setting. Additional features include paver driveway & patio, and low-maintenance appeal in one of Winter Springs’ most established and sought-after communities. Located near Tuscawilla Country Club offering golf, tennis, and an Olympic-sized pool, as well as parks, walking trails, shopping, dining, and top-rated Seminole County schools, this home offers the perfect blend of location, lifestyle, and smart updates. A rare opportunity to enjoy updated, easy living with a convenient Winter Springs location and zoned for top-rated Seminole County schools.
Listing Agent: Allison Day (407-617-2881)
903 TORREY PINE DR, WINTER SPRINGS, FL 32708
$469,90070 Days on yellowkey MLS ID: O6377459
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1501 Built: 1998Monthly Fee: $126 Tax: $2,155 (2024)Community: Greenbriar Sub Ph 2Single Family
Taxes:$2,155
Remarks: **NEW ROOF TO BE INSTALLED IN APRIL!!** Paradise found in Tuscawilla! Come fall in love with this idyllic low maintenance waterfront villa on over 1/3 acre with lawn care and community pool included. Walk out the back door of this beautiful 3 bedroom home to your “high and dry” oasis backing up to serene Howell Creek. Inside the home, you will be greeted by a cozy yet open floor plan with abundant light, high ceilings and many upgrades. Some outstanding features include a beautifully remodeled eat in kitchen with sleek white cabinetry, solid surface counter top, tile backsplash, and handsome stainless appliances. In addition, easy-care tile flooring is found throughout the main living areas and plush carpeting in the bedrooms. A dreamy master suite offers ample space and an elegant bathroom with walk in shower, soaking tub, and double vanity. The two additional bedrooms are quite private and spacious and are convenient to the full guest bath with spacious vanity and decorative tile. A large open great room leads to the screened porch for entertaining or just relaxing. Create your own secret garden inside the privacy fenced side yard which is very suitable for pets. Leading to the spacious 2 car garage, the laundry room conveniently includes a high quality washer and dryer. Residents of Greenbriar enjoy low-maintenance living along with access to a community pool, making it perfect to enjoy an easy lifestyle right at home. Located near the Tuscawilla golf course, this home is also just minutes from shopping, dining, and everyday conveniences, with easy commuter access to major roadways. Whether you’re a first-time homebuyer, looking to downsize, or searching for a move-in-ready opportunity in an established community, this home checks all the boxes. Don’t miss out on this slice of heaven with beautiful views, simplicity, and community—all in one exceptional property. This is a once in a blue moon opportunity, so pick up your phone and jump in your car today!
Listing Agent: Colleen Kahl (407-630-0027)
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