Location: Winter Springs
Keyword(s): Indian Trails Middle
Keyword(s) Middle School: Indian Trails Middle
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173 BEAR SPRINGS DR, WINTER SPRINGS, FL 32708
$484,99076 Days on yellowkey MLS ID: O6386437
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. 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.
Listing is courtesy of: MATTAMY REAL ESTATE SERVICES (407-440-1760)
Listing Agent: Amanda Warren (321-662-0779)
189 BEAR SPRINGS DR, WINTER SPRINGS, FL 32708
$491,990130 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.
859 BENCHWOOD DR, WINTER SPRINGS, FL 32708
$454,90040 Days on yellowkey MLS ID: O6397781
1 Days Off yellowkey (back on 5/14/2026)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1632 Built: 1984 Tax: $1,787 (2025)Community: Oak Forest Unit 3Single Family
Taxes:$1,787
Elementary School: Keeth Elementary
Remarks: Under contract-accepting backup offers. Welcome to this beautifully updated 4-bedroom, 2-bath home nestled in one of Winter Springs’ most sought-after neighborhoods! Perfectly positioned next to a quiet dead-end street, this move-in ready property offers both privacy and convenience—ideal for hosting guests with extra parking or enjoying peaceful, low-traffic surroundings. Step inside to discover a thoughtfully upgraded interior featuring brand-new luxury vinyl plank (LVP) flooring installed in 2025 and elegant 5½-inch baseboards throughout. The heart of the home is the STUNNING, FULLY REMODELED KITCHEN (2022), designed for both everyday living and entertaining. It boasts STAINLESS STEEL APPLIANCES, a LARGE QUARTZ ISLAND WITH BUILT-IN CABINETRY, 42-inch maple wood cabinets in a rich cashew finish with cabinet molding, SOFT CLOSE DRAWERS, and abundant horizontal storage with convenient pull-outs. A double oven, eat-in kitchen space, and open flow into the family room make this layout as functional as it is inviting. Both bathrooms were tastefully updated in 2025, featuring custom lighting and soft-close cabinetry, creating a modern feel in both the primary and secondary baths. Major system upgrades provide peace of mind, including a roof replaced in 2016, ANDERSON DOUBLE PANE LOW-E WINDOWS, Andersen French sliding patio door added in 2021, enhancing energy efficiency and natural light throughout the home. Step outside to your expansive 27’ x 10’ covered and screened lanai—perfect for relaxing or entertaining—with no rear neighbors for added privacy. The backyard also includes a storage shed on a durable 4-inch concrete slab, installed in 2018. With its extensive upgrades, prime location, and turnkey condition, this home truly checks every box. Don’t miss your opportunity to own a beautifully maintained property in the heart of Winter Springs!
Listing is courtesy of: VALENCE REALTY GROUP (407-797-5034)
Listing Agent: Chuck Valence (407-797-5034)
1262 SPOTTED SANDPIPER LOOP, WINTER SPRINGS, FL 32708
$479,999102 Days on yellowkey MLS ID: O6380617
REDUCED by $6,996 (1.4%) on 05/07/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2353 Built: 2023Monthly Fee: $236 Tax: $5,937 (2024)Community: Seminole Crossing TwnhmsTownhouse
Taxes:$5,937
Tax Year: 2024
Remarks: NEW PRICE!! "VA ASSUMABLE LOAN" Imagine a home that doesn't just house your life but elevates every chapter of it. At this stunning tri-level townhouse, the story begins the moment you step across the covered front porch and through the front door. Your day begins on the third level, where light pours through the expansive windows of your primary retreat. You wake up in a sanctuary defined by a sense of total calm. The morning routine feels like a spa visit as you step into the frameless glass shower of your ensuite bath. Choosing your outfit is an experience in itself within the "HUGE" walk-in closet, where custom shelving keeps your world perfectly organized. As the workday begins, you descend to the first level. Here, tucked away from the main living areas, lies your dedicated office. It is a quiet, professional haven where you can focus on remote work, though its attached full bath makes it an equally welcoming guest suite for visiting family or In -Law Suite. By midday, the heart of the home calls you to the second level. This is the social hub—an open-concept masterpiece where warm wood-look tile floors glow under fashionable lighting. You find yourself in the chef’s kitchen of your dreams, pulling ingredients from a walk-in pantry so VAST it feels like a secret room. You prep lunch on the oversized quartz island, perhaps glancing toward the conservation view as the sun hits the trees. When the laptops close, the adventure starts just steps from your Front door. You don’t just have a backyard; you have direct access to the Cross Seminole Trail. Whether it’s a sunset bike ride or a peaceful walk through the preserved green space, nature is your constant neighbor. As night falls, you might walk—not drive—over to the Winter Springs Town Center. Perhaps a coffee at Foxtail, a quick stop at Publix, or a relaxed dinner with friends. You return home to a community that feels like a resort, passing the sparkling pool and pet-friendly pathways that make this neighborhood feel like a true collective. This is more than a "Like New" property; it is a lifestyle of effortless transitions. With top-rated schools for the kids, easy access to the SR-417 for the commute, and the luxury of three distinct levels of privacy, the story of your life fits perfectly here. Is this the next chapter you’ve been waiting to write? Schedule Your Private Tour To experience the flow of this home in person.
Listing is courtesy of: ROI AVE LLC (321-663-7276)
Listing Agent: Mark Anthony Buot (407-925-1716)
114 SUNDANCE CT, WINTER SPRINGS, FL 32708
$305,500186 Days on yellowkey MLS ID: O6359275
REDUCED by $10,000 (3.2%) on 04/23/2026
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1356 Built: 1997Monthly Fee: $120 Tax: $4,059 (2024)Community: Seasons TheSpa: NoSingle Family
Taxes:$4,059
Elementary School: Winter Springs Elementary
Remarks: One or more photo(s) has been virtually staged. If you’ve been searching for space, location, and opportunity without overpaying, this cul-de-sac home delivers. Tucked away on a quiet cul-de-sac and backing to a peaceful conservation area with no rear neighbors, this 4-bedroom home offers a rare combination of privacy and value in one of Winter Springs’ most desirable locations. Inside, you’ll find a functional split-bedroom layout, vaulted ceilings, and an open living and dining space designed for everyday comfort. The kitchen flows into a bright dining nook and screened patio, creating an ideal setup for indoor-outdoor living. With major updates already completed, including a 2022 roof, and 2026 water heater, buyers can move in with confidence while still having the flexibility to personalize finishes over time. Additional highlights include dedicated driveway parking for two vehicles, low HOA, and access to community amenities such as a pool, tennis courts, and playground. Located within top-rated Seminole County school zones and just minutes from parks, trails, shopping, and major roadways, this home is perfectly suited for buyers looking to maximize space, location, and long-term value. Back on market due to buyer financing — no inspection concerns.
Listing is courtesy of: WEICHERT REALTORS HALLMARK PRO (407-841-0888)
Listing Agent: Nora Rios (407-274-1174)
214 CHESTNUT RIDGE ST, WINTER SPRINGS, FL 32708
$644,90087 Days on yellowkey MLS ID: O6372400
REDUCED by $5,000 (0.8%) on 05/08/2026
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
Elementary School: Rainbow Elementary
Remarks: Owners are offering a $10k Seller rate buy down for your loan! 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 site 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)
1331 AUGUSTA NATIONAL BLVD, WINTER SPRINGS, FL 32708
$450,00068 Days on yellowkey MLS ID: O6389425
2 Days Off yellowkey (back on 5/12/2026)
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: Under contract-accepting backup offers. 3 BED + OFFICE | BRAND NEW ROOF | WOODED LOT | TUSCAWILLA GOLF COMMUNITY - Experience modern, low-maintenance living in the heart of Winter Springs. This fully updated residence in Tuscawilla combines high-efficiency upgrades with a flexible, open-concept floor plan. MAJOR UPGRADES & EFFICIENCY: Brand New Tile Barrel Roof (2026), Carrier HVAC (2016), Whole House Re-pipe, and New Energy-Efficient Water Heater (2024). This home also features Dual Pane Energy-Efficient Windows throughout and an oversized 2-car garage with Epoxy Floors, a utility sink, and decked attic storage. INTERIOR HIGHLIGHTS: The bright, open layout features Vaulted Ceilings, Ceramic Tile + Luxury Vinyl Plank (LVP) flooring (no carpet in sight!) and beautiful updates throughout. You will love the remodeled kitchen that is not only beautiful- but functional! Boasting custom cabinetry, granite countertops, and stainless steel appliances; plus slide-out drawers, a water-filter system and breakfast nook. The spacious great room/dining combo provides a perfect blend of comfort and design, while the dedicated Den/Office provides a private workspace separate from the main bedrooms. OUTDOOR & MORE: Enjoy the all-season Enclosed Florida Room with dedicated A/C overlooking a private wooded lot, plus a paver driveway, rear paver patio, and a kitchen water filtration system. LOCATION & LIFESTYLE: Zoned for top-rated Seminole County Schools and located minutes from TCC (Tuscawilla Country Club) (Golf, Tennis, Olympic Pool), Cross Seminole Trail, and local dining. This home offers the perfect blend of location, lifestyle, and smart updates. Bring your golf cart and move right in!
Listing is courtesy of: RE/MAX TOWN & COUNTRY REALTY (407-695-2066)
Listing Agent: Allison Day (407-617-2881)
1272 CRAB APPLE LN, WINTER SPRINGS, FL 32708
$397,990130 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.
1109 DUNCAN DR, WINTER SPRINGS, FL 32708
$639,90010 Days on yellowkey MLS ID: O6405524
1 Days Off yellowkey (back on 5/13/2026)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2118 Built: 1980 Tax: $6,857 (2025)Community: Tuscawilla Unit 07Spa: YesSingle Family
Taxes:$6,857
High School: Oviedo High
Remarks: Under contract-accepting backup offers. Tucked into the highly sought-after Tuscawilla Golf Community, 1109 Duncan Dr showcases an updated pool home on more than one-third of an acre. This 4-bedroom, 2-bath split floorplan home offers over 2,100 sq ft of bright, inviting living space with abundant natural light, and an open, flowing layout that feels spacious from the moment you enter. Recent updates include new windows, luxury tile flooring, new designer kitchen, stainless appliances, fresh interior paint, renovated bathrooms, and MORE! Separate living and dining rooms provide flexible gathering space, while the heart of the home unfolds in the new spacious kitchen and family room—designed for easy everyday living and entertaining. The chef's kitchen features 42-inch cabinetry, solid surface countertops, an island with generous prep space, and an innovative InvisiCook cooktop. Both bathrooms have been thoughtfully redesigned with clean, modern finishes. Step outside to enjoy true Florida living with an oversized pool, screened lanai, and expansive backyard offering exceptional privacy and room to relax or entertain. With NO HOA this is a rare opportunity in this established community. Conveniently located near shopping, dining, parks, the Cross Seminole Trail, top-rated schools, Winter Springs, Oviedo, and Tuscawilla Country Club. Homes with this much space, privacy, and thoughtful updating in Tuscawilla are becoming increasingly hard to find. CALL TODAY to schedule your private viewing.
Listing is courtesy of: COLDWELL BANKER REALTY (407-647-1211)
Listing Agent: Doug Woehr, Pa (407-647-1211)
1327 AUGUSTA NATIONAL BLVD, WINTER SPRINGS, FL 32708
$448,00033 Days on yellowkey MLS ID: O6399111
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2128 Built: 1994Monthly Fee: $117 Tax: $2,755 (2024)Community: Country Club Village Unit 3Single Family
Taxes:$2,755
Remarks: Under contract-accepting backup offers. Welcome to Country Club Village, one of Tuscawilla’s most sought-after communities. This light and bright 3-bedroom, 2-bath home is one of the largest one-story floor plans in CCV and one of the most popular, with no step downs. It offers a seamless layout, an eat-in kitchen, a separate indoor laundry, and a spacious primary suite with a sitting area. Come check out the spacious primary bedroom and the remodeled primary bath, featuring a soaking tub and a separate shower. Designed for both comfort and entertaining, the home features a generous living space with a fireplace, an inviting open porch, and an easy indoor-outdoor flow. The HOA-maintained lawn allows for low-maintenance living, while the location places you just moments from the private Tuscawilla Country Club & home of the award-winning, Tiger Sharks Swmin Team, Trotwood Park, where you can play pickleball and enjoy the splash pad, Bear Creek Nature Trail, and the Cross Seminole Trail, with convenient access to top-rated Seminole County schools, dining, SR 417, and both beaches and attractions within about an hour.
Listing Agent: Laura Leigh Wood (407-310-4908)
328 SAN MIGUEL ST #328, WINTER SPRINGS, FL 32708
$224,900119 Days on yellowkey MLS ID: O6375171
1 Days Off yellowkey (back on 4/29/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1032 Built: 1980Monthly Fee: $135 Tax: $2,102 (2025)Community: Indian RidgeCondo
Taxes:$2,102
Remarks: Under contract-accepting backup offers. Welcome home to this charming 3-bedroom, 2-bathroom home, which offers 1,032 square feet of beautifully updated living space. This property features a newly painted interior and a fully remodeled eat-in kitchen equipped with brand-new stainless steel appliances, shaker cabinets with modern hardware, a trendy backsplash, and granite countertops. The home is designed with a functional split-floor plan for added privacy. The master suite includes a private bathroom with a new vanity, lighted mirror, and updated lighting. On the opposite side of the home, you will find two additional bedrooms and a second bathroom, which also features a new vanity and modern lighting fixtures. The layout includes separate living and dining rooms, with brand-new ceiling fans installed in the living area and all bedrooms. Major high-ticket maintenance items have been recently addressed, including a new roof installed in 2025, a new hot water heater in 2023, and an HVAC system from 2018 with air ducts replaced in 2020. Exterior features include a private patio with a storage shed, and residents can enjoy a low monthly HOA fee that provides access to a community pool and tennis courts. Located conveniently near schools, major highways, medical centers, and prime shopping and dining, this home is an ideal choice for a growing family or a strategic investment opportunity.
Listing is courtesy of: REALTY TECH INC (407-332-9757)
Listing Agent: Carmen Vazquez (407-617-9045)
1128 SPOTTED SANDPIPER LOOP, WINTER SPRINGS, FL 32708
$478,50047 Days on yellowkey MLS ID: O6395600
REDUCED by $10,500 (2.1%) on 05/12/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2344 Built: 2021Monthly Fee: $236 Tax: $2,985 (2025)Community: Seminole Crossing TwnhmsTownhouse
Taxes:$2,985
Remarks: One or more photo(s) has been virtually staged. Welcome to an exceptional opportunity in the heart of Winter Springs, where lifestyle, location and luxury converge at 1128 Spotted Sandpiper Loop. Positioned in a thoughtfully planned community, this residence offers the ideal balance of elegance and everyday convenience. From moment you arrive, you are embraced by a neighborhood designed for connection and ease, tree-lined streets, inviting trails and a sense of community that makes this address desirable. Ideally just moments from Winter Springs Town Center, this residence offers an accessible lifestyle. Natural light fills the interiors, creating a warm and welcoming ambiance suited for relaxed living and stylish entertaining. Thoughtfully designed across three levels, the first floor offers a private retreat ideal for guests, complete with its own en suite. The second level unfolds into the heart of the home, featuring an open concept living space with a well-appointed kitchen, dining area and inviting family room. The third floor is dedicated to restful living, showcasing three bedrooms, two full baths and a convenient laundry area. Updates include new carpeting throughout with transferable warranty and fresh interior paint reflecting the home's meticulous maintenance. Beyond your doorstep, accessibility becomes a defining feature of this lifestyle. Enjoy proximity to local shops, dining, parks and top-rated Seminole County schools, all just moments away. With easy access to major roadways, commuting to downtown Orlando, nearby business hubs, or weekend destinations is simple and efficient. Amenities include community pool, trails and accessibility to area favorites.
Listing is courtesy of: PREMIER SOTHEBY'S INTL. REALTY (407-644-3295)
Listing Agent: Jackie Hughes (407-247-0030)
986 TURKEY HOLLOW CIR, WINTER SPRINGS, FL 32708
$498,900123 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)
702 GOLFPOINT DR, WINTER SPRINGS, FL 32708
$925,00040 Days on yellowkey MLS ID: O6397566
REDUCED by $20,000 (2.1%) on 05/10/2026
Bed: 5 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 3660 Built: 1994Monthly Fee: $48 Tax: $11,586 (2025)Community: Glen Eagle Unit 3Spa: YesSingle Family
Taxes:$11,586
Remarks: *SELLER MOTIVATED* SPACIOUS TUSCAWILLA POOL HOME WITH MAJOR SYSTEM UPGRADES ALREADY COMPLETED. Set on a PROMINENT CORNER LOT in Glen Eagle, this spacious pool home offers an INCREDIBLE OPPORTUNITY for buyers looking to personalize a well-maintained home with outstanding bones in one of Winter Springs’ most sought-after golf communities. Major recent improvements including a NEW ROOF, FULL HOUSE REPLUMB, WHOLE-HOUSE ELECTRICAL UPGRADE, TWO NEW HVAC SYSTEMS, NEW POOL EQUIPMENT, and NEW UPSTAIRS HARDWOOD FLOORS provide peace of mind while leaving room for a new owner to bring their own cosmetic vision and style. Surrounded by mature oak trees, lush landscaping, and timeless curb appeal, the property offers a rare combination of space, flexibility, character, and long-term value in the heart of Tuscawilla. Inside, soaring ceilings, skylights, and custom white painted built-ins create a bright, open great room that feels both inviting and impressive. The open-concept layout flows easily for everyday living and entertaining, while the chef’s kitchen is designed to impress with 42-INCH WHITE CABINETRY, GRANITE COUNTERTOPS, a breakfast bar, a 36-inch GE Profile induction cooktop, GE Profile double ovens, microwave, and dishwasher, and a CUSTOM BUILT-IN LIEBHERR STAINLESS FRENCH DOOR REFRIGERATOR with dual bottom freezer drawers. Just off the foyer, the office is framed by gorgeous VINTAGE BEVELED GLASS DOORS, while the formal dining room with tray ceilings offers an elegant setting for hosting. The primary suite is filled with NATURAL LIGHT and OPENS DIRECTLY TO THE POOL and patio through FRENCH DOORS. The en suite bath features dual sinks, separate walk-in closets, a soaking tub, and a walk-in shower. The split floor plan continues on the opposite side of the home, where three additional bedrooms are positioned off the great room. One includes a private bath, another offers direct access to the pool and patio. One of the home’s most compelling features is the INCREDIBLE UPSTAIRS RETREAT. Beautifully updated with NEW HARDWOOD FLOORS, this expansive level offers a MASSIVE BONUS SPACE, an additional full bath, and an OVERSIZED 5th BEDROOM. Whether used for MULTIGENERATIONAL LIVING, a private guest retreat, POTENTIAL MOTHER IN-LAW SUITE, game room, media lounge, home gym, yoga studio, or separate family living area, the scale and versatility of this space truly set the home apart. Outdoor living is just as appealing, with a SCREENED POOL & PATIO designed for entertaining, relaxing, and making the most of FLORIDA LIVING. The side and backyard offer mature shade, privacy, and a fire pit area. PERFECTLY POSITIONED in sought-after Tuscawilla, 702 Golfpoint Drive offers the best of Winter Springs with EASY ACCESS to SR 417, Downtown Orlando, ORLANDO INTERNATIONAL AIRPORT, UNIVERSAL & DISNEY. Zoned for top-rated Seminole County schools and just moments from the Tuscawilla Country Club, local dining, fitness options, and the Cross Seminole Trail, this location makes it easy to enjoy weekend bike rides and morning runs to shopping, restaurants, and everyday convenience. Major recent improvements include: A new roof in 2021, full house replumbing in 2021, a whole-house electrical upgrade in 2021, all-new kitchen appliances in 2021, all new water faucets in 2021, two new HVAC systems in 2022, a new pool pump and spa/pool heater in 2023, new upstairs hardwood floors in 2024, a refinished pool deck in 2024, new garage door openers in 2026.
Listing is courtesy of: RE/MAX 200 REALTY (407-629-6330)
Listing Agent: Blake Murphey (407-637-7882)
1835 SENECA BLVD, WINTER SPRINGS, FL 32708
$975,00012 Days on yellowkey MLS ID: O6405243
Bed: 6 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3742 Built: 1988Monthly Fee: $8 Tax: $5,740 (2024)Community: Tuscawilla Unit 14BSpa: NoSingle Family
Taxes:$5,740
Elementary School: Lawton Elementary
Remarks: BEAUTIFUL, UPDATED Six-Bedroom, Four and one-half Bath Executive Pool home in Tuscawilla’s sought-after Chelsea Woods community with its tree-canopy lined streets! This unique home has no back neighbors, no required HOA & offers TWO PRIMARY BEDROOMS (one on each level) & a third bedroom with ensuite bath access! This fabulous home sits on an oversized lot with a wooded green space behind it & is zoned for Top-Rated schools including Oviedo High. This home features a REMODELED KITCHEN, REMODELED PRIMARY BATHS, & boasts numerous updates: NEWER ROOF (2021); LOW-E DOUBLE PANE WINDOWS (2022); TWO NEWER HVAC SYSTEMS (2021); Two NEWER WATER HEATERS (2024 & 2025); RESURFACED POOL with FULLY PAVED DECKING & Newer variable speed pool pump; Freshly painted exterior (2023); PLANTATION SHUTTERS; CROWN MOLDING; KNOCK DOWN CEILINGS; upgraded Security System; and a whole-house WATER SOFTENER. The Kitchen is a chef's dream, showcasing elegant two-tone cabinetry, granite counters, a stylish stone backsplash and soft-close doors & drawers. Enjoy casual meals at the island's breakfast bar & dine in style under crown molding in the spacious Dining Rm, complemented by Plantation Shutters here and in several other rooms. First Floor flooring is upgraded with large porcelain tile throughout, with the exception of the rich engineered hardwood floors in the Primary Bedroom. The first floor Primary Bedroom remodeled bath features a zero-entry shower with newer tile, tall cabinets with granite counters & dual sinks. Beautiful hardwood stairs lead the way to the upper floor, where the Primary Bedroom here also features a remodeled bath with a generous sized shower with dual showerheads, a separate bath & tall cabinetry with granite counters. The other 4 Bedrooms upstairs are generously sized, with one having direct access from the Primary Bedroom, making it perfect as a nursery, office or gym. With 14 closets in this home there’s no shortage of storage! This home offers warmth as well as charm with TWO FIREPLACES—one in the Living Rm and one in the Family Rm. The Family Rm is open to the kitchen & features sliding glass doors that open to the spacious lanai & pool. Step outside to a beautifully resurfaced pool area with brick paver decking, a screen enclosure & a large covered patio—perfect for outdoor gatherings! The fully-fenced backyard sits on over a 1/3 acre lot & backs up to a peaceful wooded green space. You will appreciate the interior Laundry Rm with its utility sink, the large pantry closet, the extra room in the 2-1/2 Car Side-Entry Garage, pull down attic stairs, the stylish landscape curbing and the EXTENDED DRIVEWAY – perfect for keeping extra vehicles. This fabulous home is located close to 417/426/434, UCF, Siemens, Research Park, Oviedo Hospital & Oviedo Mall for easy commuting. It is centrally located in highly desirable Tuscawilla and is close to several parks, the 29-mile Cross-Seminole Trail & is within a mile of the Tuscawilla Country Club, where Golf, Tennis & Social memberships are available at this beautiful, recently renovated private course. In addition to golf & tennis, there’s a Jr. Olympic sized pool, clubhouse, pro shop, fitness center & restaurant. This is truly a perfect place to call home. Don’t delay in calling for your PRIVATE SHOWING of this beautiful, executive home, perfect for a large or multi-generational family!
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE REALTY (407-977-7600)
Listing Agent: Diane Sterling (407-761-0512)
109 CHERRY CREEK CIR, WINTER SPRINGS, FL 32708
$1,150,00014 Days on yellowkey MLS ID: O6404923
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3440 Built: 1996Monthly Fee: $123 Tax: $7,388 (2024)Community: Reserve At Tuscawilla Ph 1 TheSpa: YesSingle Family
Taxes:$7,388
Remarks: LUXURY ESTATE IN GATED RESERVE AT TUSCAWILLA WITH RESORT-STYLE OUTDOOR OASIS DESIGNED FOR ENTERTAINING. Designed for entertaining, this over half-acre estate in gated Reserve at Tuscawilla features a resort-style outdoor oasis with pool, spa, fire pit, and fully equipped summer kitchen, creating a private setting ideal for hosting guests and enjoying everyday living. Welcome to 109 Cherry Creek Circle in Winter Springs, a 5-bedroom, 4-bath residence offering 3,440 sq.ft. with timeless design and a layout that lives beautifully day to day and shines when you have a house full of friends. High ceilings and a classic columned entry lead to a light-filled family room with a gas fireplace and marble surround, perfectly positioned to take in views of the backyard. The screened lanai with updated pavers (2023) opens to an oversized 9-foot deep pool and propane-heated spa framed by custom Tennessee River Rock, with matching stone extending to a dedicated fire pit lounge area that creates multiple spaces to gather and unwind. A covered bar and outdoor kitchen with Viking grill and Texas smoker complete the experience, making indoor-outdoor entertaining effortless. The gourmet kitchen continues the flow with a gas cooktop, built-in double ovens, beverage station, and a breakfast nook highlighted by a signature Von Jacobs ceiling detail, connecting seamlessly to the main living areas. Formal living and dining rooms add flexibility, with the dining room anchored by a Tiffany-style chandelier. The private first-floor primary suite features a remodeled spa-style bathroom (2025) and a large walk-in closet with custom organization, while three additional bedrooms on the main level include a Jack and Jill bath; upstairs, an oversized private suite with new wood-look tile offers flexible space for guests or a retreat. Additional highlights include a 100-bottle temperature-controlled wine cellar, tile and hardwood flooring, and a 3-car side-load garage with professionally finished floor. Major updates include roof (2017), HVAC (2017), whole-house replumb (2024), water heater (2026), and updated driveway and lanai pavers (2023). Located within one of Winter Springs’ most sought-after gated communities, with access to top-rated schools, Tuscawilla Country Club, the Cross Seminole Trail, SR-434, and 417; homes in Reserve at Tuscawilla are seldom available, offering a rare opportunity within this established enclave. This is more than a home, it’s a setting designed for gathering, entertaining, and creating lasting memories.
Listing is courtesy of: COLDWELL BANKER REALTY (407-696-8000)
Listing Agent: Kara Lushear (321-663-5550)
118 PARTRIDGE CIR, WINTER SPRINGS, FL 32708
$560,00013 Days on yellowkey MLS ID: O6405183
0 Days Off yellowkey (back on 5/9/2026)
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2456 Built: 1973 Tax: $2,913 (2024)Community: Winter Spgs Unit 4Spa: NoSingle Family
Taxes:$2,913
Remarks: Under contract-accepting backup offers. Traditional Two-Story 4 Bedroom, 2.5 Bath Pool Home in Tuscawilla offering plenty of room to spread out with an oversized backyard and mature landscaping. Nestled along a beautiful tree-lined street, this home is just minutes from the private Tuscawilla Country Club, home of the champion Tiger Sharks swim team, and everything the Tuscawilla community has to offer. Recent upgrades include new windows, a B-hyve smart irrigation system with remote access connected to a well-fed irrigation system, camera/security system, and a 2026 HVAC system featuring separate upstairs and downstairs compressors for enhanced efficiency and comfort control. Brand new interior and exterior electrical panels have also been installed. Inside, you’ll find elegant details including judges paneling in the dining and living rooms, crown molding in the entry hall, dining room, and living room, along with custom upgraded kitchen lighting. Tuscawilla offers an exceptional lifestyle with top-rated Seminole County schools and nearby Trotwood Park featuring pickleball courts, playgrounds, swings, slides, and a splash pad for the kids. Conveniently located approximately 50 minutes from both Central Florida beaches and the theme parks. Inside, you’ll find elegant details including judges paneling in the dining and living rooms, crown molding in the entry hall, dining room, and living room, along with custom upgraded kitchen lighting. Tuscawilla offers an exceptional lifestyle with top-rated Seminole County schools and nearby Trotwood Park featuring pickleball courts, playgrounds, swings, slides, and a splash pad for the kids. Conveniently located approximately 50 minutes from both Central Florida beaches and the theme parks.
709 WINDWILLOW CIR, WINTER SPRINGS, FL 32708
$819,00028 Days on yellowkey MLS ID: O6399823
REDUCED by $20,000 (2.4%) on 05/09/2026
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3407 Built: 1988Monthly Fee: $20 Tax: $368 (2024)Community: Lake Tuskawilla Ph 1Spa: NoSingle Family
Taxes:$368
Remarks: Located in a small, low-traffic community with minimal turnover, this beautifully updated corner-lot home offers an exceptional blend of space, privacy, and functionality. Featuring a highly desirable four-way split bedroom floor plan, the layout is perfect for large families, multi-generational living, or those who love to entertain. The private in-law suite includes a spacious bedroom, living area, walk-in closet, and full bath—ideal for guests or extended family. The home’s open yet flexible design allows for both comfortable everyday living and seamless entertaining. Step inside to vaulted ceilings, new flooring, updated lighting and fans, and a stunning living room with a shiplap feature wall and triple-panel sliding glass doors overlooking the pool. The family room features a wood-burning fireplace with a stone front and granite hearth, plus updated LED lighting and pool views. The fully renovated kitchen is a showstopper, featuring 42-inch farmhouse-style cabinets, quartz countertops, stainless steel appliances, a vent hood, built-in microwave, coffee bar/dry bar, double trash pull-outs, specialty cabinetry, and a massive 10x4 island with seating for six. Dual pantries—including a walk-in—provide ample storage. The primary suite is a true retreat with private patio access, a dressing room, walk-in closet with barn door, and a completely updated bath with vaulted ceilings, dual sinks, oversized walk-in shower, private water closet, and a French door leading to a secluded garden area. Enjoy Florida living at its finest with a screened-in pool featuring a fountain, two covered patios, a private pool bath, and a separate pool storage room—all within a fully fenced, private backyard. Additional highlights include a mudroom entry with built-in seating and storage, a large interior laundry room with utility sink and cabinetry, generous closet space throughout, new garage door with an opener, and attic storage access. Major updates include a 2020 roof, 2022 AC units, and recently renovated kitchen and bathrooms. Zoned for top-rated Seminole County schools. This move-in ready home truly has it all—space, style, and an unbeatable layout in a prime location.
Listing Agent: Brad Merrell (407-920-7800)
445 GEE HAMMOCK LN, WINTER SPRINGS, FL 32708
$404,00015 Days on yellowkey MLS ID: O6404500
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1682 Built: 2016Monthly Fee: $233 Tax: $3,714 (2025)Community: Jesups LandingTownhouse
Taxes:$3,714
Remarks: Immaculately maintained end-unit townhome, ready for you to make it yours! Bright and airy with plenty of windows, this home offers newly installed luxury vinyl on the stairs and second level, providing a modern, seamless look from top to bottom. The kitchen features stainless steel appliances, quartz countertops, and 42" cabinets, with plenty of counter space and an open floorplan that’s perfect for entertaining. Upstairs, you’ll find 3 bedrooms plus a versatile loft and a private balcony where you can enjoy both sunrises and sunsets over the water. The spacious primary suite includes a tray ceiling and a stylish en-suite bath with a large walk-in shower. The secondary bath offers dual sinks, a convenient feature for busy households. Designer lighting and crown molding throughout the home add an extra touch of elegance. Major systems have been thoughtfully updated, including a brand-new A/C unit installed within the last year and community roofs replaced in 2025 for added peace of mind. No neighbors directly in front—just a calming water view to enjoy from your home. The community pool is just a short walk away, as is the Cross Seminole Trail—perfect for morning and evening walks just steps from your door. The community clubhouse also offers a fitness center and flexible gathering space for working, parties, or events. Follow Orange Avenue for a short walk to Central Winds Park, with sprawling green space, baseball and soccer fields, playgrounds, and year-round community events. You’re also close to top-rated Seminole County schools and Winter Springs Town Center, with easy access to the expressway for commuting. Don’t miss your chance to see this beautiful townhome.
Listing is courtesy of: SERHANT (786-296-8626)
Listing Agent: John Harbuck (407-538-2841)
1411 BORG LN, WINTER SPRINGS, FL 32708
$399,000108 Days on yellowkey MLS ID: O6378665
REDUCED by $6,000 (1.5%) on 05/09/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1368 Built: 1981Monthly Fee: $90 Tax: $1,871 (2024)Community: Wedgewood Tennis VillasSingle Family
Taxes:$1,871
Remarks: Price Reduced!! Your wait is over! Welcome to your new home! This beautiful 3 bedroom, 2 bath home delivers 1,368 sq. ft. of peaceful living area in a quiet corner lot. Located in the gorgeous Tuskawilla Country Club community, this home features luxury vinyl flooring throughout the house. Entertain effortlessly with a spacious kitchen featuring stainless steel appliances, recessed lighting, and 42” upgraded cabinets. The main floor master bedroom has walk in closet and access to the covered patio. House has been updated with a new roof in 2023, A/C unit in 2018, Water Heater in 2020, luxury vinyl floors and vinyl fencing. Enjoy the Florida outdoors with a covered and screened in porch to entertain and gaze out over the huge fenced in backyard. Winter Springs is an established community know for its A-Rated schools, "Tree lined streets", golf courses, tennis, and with easy access to shopping at Oviedo Marketplace, Trotwood park and the 417. Schedule a showing today and come experience Winter Springs living.
Listing is courtesy of: SOLID OAK REAL ESTATE LLC (321-888-9232)
Listing Agent: Trevor Laug (321-888-9232)
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