Location: Winter Springs
Keyword(s): Indian Trails Middle
Keyword(s) Middle School: Indian Trails Middle
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984 TURKEY HOLLOW CIR, WINTER SPRINGS, FL 32708
$410,00019 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
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$3,100
Elementary School: Keeth Elementary
High School: Winter Springs High
Tax Year: 2025
Middle School: Indian Trails Middle
Remarks: 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)
214 CHESTNUT RIDGE ST, WINTER SPRINGS, FL 32708
$600,000114 Days on yellowkey MLS ID: O6372400
REDUCED by $25,000 (4.0%) on 06/03/2026
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2474 Built: 2001Monthly Fee: $42 Tax: $5,539 (2024)Community: Chestnut Ridge In TuscawillaSpa: NoSingle Family
Taxes:$5,539
Elementary School: Rainbow Elementary
Tax Year: 2024
Remarks: WOW, BEST PRICE IN Winter Springs inside Executive TUSCAWILLA! Incredible opportunity. Here is your future DREAM HOME! Best price DIRECT GOLF FRONT HOME IN ORLANDO! Why wait to build on a 50 ft lot when you can live in a custom home Did you ever dream of drinking your Coffee daily while looking at a pristine GOLF course and Conservation view? Maintenance free yard that is 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. A true Gardeners Paradise. 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.You are upgrading your LIFESTYLE in this neighborhood. 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)
4901 PETRA CT, WINTER SPRINGS, FL 32708
$674,90017 Days on yellowkey MLS ID: O6412001
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2644 Built: 1986Monthly Fee: $40 Tax: $2,783 (2024)Community: TuskabaySingle Family
Taxes:$2,783
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)
1115 ARBOR GLEN CIR, WINTER SPRINGS, FL 32708
$750,0003 Days on yellowkey MLS ID: O6416243
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2608 Built: 1993Monthly Fee: $58 Tax: $5,397 (2025)Community: Tuscawilla Parcel 90Spa: NoSingle Family
Taxes:$5,397
Remarks: A perfect blend of comfort, style, and location. This beautifully maintained, custom 4-bedroom, 3-bath POOL home in the Tuscawilla community of Arbor Glen checks all the boxes. Spanning 2,620 square feet, this one-story, 3-car side-entry garage home offers the privacy of a fully fenced backyard with screened-in pool and no rear neighbors. After a refreshing swim in the NEWLY RESURFACED POOL (5/26), you can rinse off in the outdoor shower or step into the cabana bath with direct access from the patio. This split floor plan includes vaulted ceilings that create an airy atmosphere throughout, and the primary suite offers private lanai and pool access, perfect for morning coffee. The 4th bedroom is both functional and versatile, with a built-in desk/workstation and a queen-size Murphy bed. The large kitchen boasts stainless steel appliances, granite countertops, and a bright breakfast nook with a frameless bay window overlooking the pool. All the main living areas and bedrooms feature rich wood flooring. Other noted features: BRAND NEW POOL PUMP (5/26), freshly painted pool deck, washer/dryer included, gas fireplace, and newer roof (2020) & A/C (2019). Nestled in the desirable Seminole County school zone, with easy access to shopping, dining, parks, golfing at Tuscawilla Country Club, and pickleball at Central Winds Sports complex. This home has it all!
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Ericka Stephens (407-468-0510)
161 BEAR SPRINGS DR, WINTER SPRINGS, FL 32708
$444,990103 Days on yellowkey MLS ID: O6386458
REDUCED by $40,000 (8.2%) on 06/01/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1704 Built: 2026Monthly Fee: $356 Tax: $1,457 (2025)Community: Hickory GroveTownhouse
Taxes:$1,457
Elementary School: Layer Elementary
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
$439,990103 Days on yellowkey MLS ID: O6386437
REDUCED by $45,000 (9.3%) on 06/01/2026
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
$443,990157 Days on yellowkey MLS ID: O6372546
0 Days Off yellowkey (back on 6/8/2026)
REDUCED by $48,000 (9.8%) on 06/01/2026
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.
724 LAKESIDE DR, WINTER SPRINGS, FL 32708
$264,90012 Days on yellowkey MLS ID: O6412679
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1168 Built: 1985Monthly Fee: $95 Tax: $2,675 (2025)Community: WildwoodSingle Family
Taxes:$2,675
Elementary School: Highlands Elementary
Remarks: Virtually Staged. Welcome to 724 Lakeside Dr, nestled in the highly sought-after Wildwood community. This beautifully maintained 2-bedroom, 2-bathroom home offers 1,168 square feet of comfortable living space and presents an excellent opportunity for first-time homebuyers, downsizers, or anyone seeking a move-in-ready home in one of Winter Springs' most established neighborhoods. As you step inside, you'll immediately notice the fresh updates throughout, including brand-new carpet that adds warmth and comfort to every room. The functional floor plan offers a spacious living and dining area filled with natural light, creating an inviting atmosphere for both everyday living and entertaining guests. The kitchen provides ample cabinet and countertop space with easy access to the main living areas, making meal preparation and gatherings effortless. The primary suite offers a private retreat complete with an en-suite bathroom and generous closet space. A well-sized secondary bedroom and full guest bathroom provide flexibility for family members, guests, or a home office setup. The guest bathroom has been enhanced with a newly installed backsplash, adding a stylish and modern touch. Step outside and enjoy all that the Wildwood community has to offer. Residents have access to a community swimming pool, tennis courts, playground, and a community clubhouse, providing plenty of opportunities for recreation and social gatherings. The neighborhood's mature landscaping, tree-lined streets, and established character create a welcoming environment that homeowners have enjoyed for years. Conveniently located in the heart of Winter Springs, this home is just minutes from the Cross Seminole Trail, Central Winds Park, Winter Springs Town Center, shopping, dining, and top-rated Seminole County schools. Easy access to major roadways makes commuting throughout Central Florida a breeze while still allowing you to enjoy the charm and tranquility of this sought-after community. Whether you're searching for your first home, looking to downsize, or seeking a low-maintenance lifestyle in a prime location, this property offers the perfect combination of comfort, convenience, and community. Schedule your private showing today and discover everything 724 Lakeside Dr has to offer.
Listing Agent: Eric Campbell (321-279-8941)
538 CRIMSON LN, WINTER SPRINGS, FL 32708
$374,90025 Days on yellowkey MLS ID: O6409571
REDUCED by $5,000 (1.3%) on 06/10/2026
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 1854 Built: 2007Monthly Fee: $300 Tax: $5,370 (2025)Community: Jesups Reserve Twnhms RepTownhouse
Taxes:$5,370
Remarks: Motivated Seller. Welcome to 538 Crimson Lane, a beautifully designed townhome located in the highly desirable community of Jesup’s Reserve. Meticulously maintained, this 3-bedroom, 3.5-bathroom home with a 2-car garage showcases numerous upgrades and distinctive features throughout. Ideally situated in the heart of Winter Springs, this property offers the perfect blend of comfort, style, and convenience. From the moment you arrive, the manicured landscaping and spacious front porch create inviting curb appeal. Inside, the first floor features a generously sized bedroom complete with a private bathroom and walk-in closet, making it ideal for guests, a home office, or a quiet retreat. The second floor serves as the main living space, offering an open and airy layout filled with natural light from an abundance of windows. The spacious living and dining areas flow seamlessly into the kitchen, which features granite countertops, a center island, closet pantry, breakfast bar, and ample room for entertaining family and friends. The kitchen is further enhanced with beautiful maple cabinetry. On the third floor, you’ll find the private primary suite, designed for relaxation and comfort. The oversized bedroom includes a large walk-in closet, while the ensuite bathroom features a separate shower and a luxurious oversized soaking tub. This home also includes several valuable updates and bonus features, including a new AC unit installed in 2025, a roof replaced in 2023, and fresh interior paint completed in 2026. The HOA provides added peace of mind by covering exterior maintenance, including grounds care, roof maintenance, and exterior painting. Residents of Jesup’s Reserve also enjoy access to a resort-style pool and hot tub. Conveniently located directly across from Winter Springs Town Center, you’ll have easy access to shopping, dining, fitness centers, and entertainment. The area is also known for its top-rated public and private schools, scenic parks, and walking trails, with quick access to major roadways and State Road 417. This exceptional property truly offers everything you need to feel right at home. Schedule your private showing today!
Listing Agent: Hang Kendall (407-929-8664)
1110 SHADOWBROOK TRL, WINTER SPRINGS, FL 32708
$575,00011 Days on yellowkey MLS ID: O6413323
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2214 Built: 1998Monthly Fee: $50 Tax: $3,542 (2025)Community: Winding Hollow Unit 4Single Family
Taxes:$3,542
Remarks: Nestled within the DESIRABLE Winding Hollow community, this residence presents a CHARMING front exterior, highlighted by a meticulously maintained lawn and lush landscaping. An inviting entryway, featuring distinctive double doors, sets a welcoming tone upon arrival. The interior unfolds into an OPEN CONCEPT living, dining, and kitchen area, designed for both comfort and connectivity. The spacious living room offers ample space for various arrangements, and overlooks the lanai & pool. Perfectly positioned adjacent to the living room, the DINING area is bathed in NATURAL LIGHT from the large window enhancing the home's OPEN and airy feel. Culinary endeavors are elevated in the well appointed GORGEOUS kitchen, boasting GRANITE countertops, SS appliances, and abundant wooden cabinet space for storage. The KITCHEN is the heart of the home with a LARGE ISLAND offering a vantage point into the family and dining areas, fostering a sense of togetherness. An additional eat-in kitchen area provides flexibility for casual dining. This home encompasses 4 well-proportioned bedrooms and 3 FULL bathrooms, spanning 2,214 square feet. The PRIMARY suite offers a private retreat, featuring a double vanity, a LUXURIOUS soaking tub, and a separate walk-in shower, creating a spa-like experience. The additional bathrooms are thoughtfully designed with contemporary fixtures and tiled showers, ensuring comfort and style. Practical amenities include a dedicated laundry room, equipped with a stacked washer and dryer and ample storage cabinets, enhancing daily convenience. A 3-car garage provides extensive parking and storage solutions, catering to diverse needs. OUTDOOR LIVING is seamlessly integrated with a screened-in patio, offering a comfortable space to relax and enjoy the surroundings. Beyond the patio, a sparkling POOL invites recreation and leisure, and is the perfect oasis for unwinding. The property's location offers exceptional convenience to a wealth of local amenities. Proximate to the vibrant Winter Springs Town Center, an array of shopping and dining options are readily available. Award-winning CENTRAL WINDS PARK provides expansive green spaces with a DOG PARK and 14 PICKLEBALL COURTS, and the CROSS SEMINOLE TRAIL is right outside the neighborhood. Top Rated Seminole County Schools and easy access to the 417. This home has it ALL. Make YOUR showing appointment today.
Listing is courtesy of: KELLER WILLIAMS WINTER PARK (407-545-6430)
Listing Agent: Dawn Tinder (407-733-6846)
600 NORTHERN WAY #1804, WINTER SPRINGS, FL 32708
$299,90029 Days on yellowkey MLS ID: O6402233
REDUCED by $10,100 (3.3%) on 06/04/2026
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)
65 S DEVON AVE, WINTER SPRINGS, FL 32708
$314,90035 Days on yellowkey MLS ID: O6404319
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1075 Built: 1960 Tax: $2,218 (2024)Community: North Orlando 2Nd AddSpa: NoSingle Family
Taxes:$2,218
Elementary School: Winter Springs Elementary
Remarks: Discover the charm and convenience of life in Winter Springs at 65 S Devon Avenue — a move-in-ready 3 bedroom, 2 bath block-construction home with a fantastic yard and no HOA. Perfect for first-time buyers, downsizers, or anyone looking for an affordable single-family home in a top-rated school district. Step inside to a bright, welcoming layout filled with natural light and comfortable living spaces. The solid block construction offers peace of mind, while the home’s thoughtful design makes everyday living easy and enjoyable. Outdoor living shines here. The large, fully fenced backyard is ideal for pets, play, gardening, or future enhancements. Relax on your screened and covered lanai, or make the most of the additional concrete patio pad — the perfect spot for a firepit, grilling station, or weekend gatherings. A two-car driveway adds extra convenience for guests or multiple vehicles. Located in the highly sought-after Winter Springs school district, zoned for: • Winter Springs Elementary • Indian Trails Middle School • Winter Springs High School You’ll love the central location — just minutes to shopping, dining, parks, SR-434, the 417 Expressway, and all the everyday essentials that make Winter Springs one of Central Florida’s most desirable communities. Affordable, well-located, and full of potential — this home is a standout opportunity to own in Winter Springs.
Listing is courtesy of: RE/MAX PRIME PROPERTIES (407-347-4512)
Listing Agent: Tina Bircher (321-228-4267)
702 GOLFPOINT DR, WINTER SPRINGS, FL 32708
$899,90067 Days on yellowkey MLS ID: O6397566
REDUCED by $25,100 (2.7%) on 05/26/2026
Bed: 5 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 3660 Built: 1994Monthly Fee: $48 Tax: $11,586 (2025)Community: Glen Eagle Unit 3Spa: YesSingle Family
Taxes:$11,586
High School: Oviedo High
Remarks: Virtually Staged. *SELLER MOTIVATED* RARE OPPORTUNITY IN GLEN EAGLE/TUSCAWILLA! Set on a PROMINENT CORNER LOT in one of Winter Springs’ most sought-after golf communities, this spacious pool home offers an INCREDIBLE OPPORTUNITY for buyers looking to personalize a home with outstanding bones, flexible living space, and major system upgrades already completed. Major recent improvements including a NEW ROOF, FULL HOUSE REPLUMB, WHOLE-HOUSE ELECTRICAL UPGRADE, TWO NEW HVAC SYSTEMS, NEW POOL EQUIPMENT, and UPSTAIRS HARDWOOD FLOORS. Surrounded by mature oak trees, lush landscaping, and timeless curb appeal, the property offers a rare combination of space, flexibility, character, and long-term value in the heart of Tuscawilla. Inside, soaring ceilings, skylights, and custom white painted built-ins create a bright, open great room that feels both inviting and impressive. The open-concept layout flows easily for everyday living and entertaining, while the chef’s kitchen is designed to impress with 42-INCH WHITE CABINETRY, GRANITE COUNTERTOPS, a breakfast bar, a 36-inch GE Profile induction cooktop, GE Profile double ovens, microwave, and dishwasher, and a CUSTOM BUILT-IN LIEBHERR STAINLESS FRENCH DOOR REFRIGERATOR with dual bottom freezer drawers. Just off the foyer, the office is framed by gorgeous VINTAGE BEVELED GLASS DOORS, while the formal dining room with tray ceilings offers an elegant setting for hosting. The primary suite is filled with NATURAL LIGHT and OPENS DIRECTLY TO THE POOL and patio through FRENCH DOORS. The en suite bath features dual sinks, separate walk-in closets, a soaking tub, and a walk-in shower. The split floor plan continues on the opposite side of the home, where three additional bedrooms are positioned off the great room. One includes a private bath, another offers direct access to the pool and patio. One of the home’s most compelling features is the INCREDIBLE UPSTAIRS RETREAT. Beautifully updated with NEW HARDWOOD FLOORS, this expansive level offers a MASSIVE BONUS SPACE, an additional full bath, and an OVERSIZED 5th BEDROOM. Whether used for MULTIGENERATIONAL LIVING, a private guest retreat, POTENTIAL MOTHER IN-LAW SUITE, game room, media lounge, home gym, yoga studio, or separate family living area, the scale and versatility of this space truly set the home apart. Outdoor living is just as appealing, with a SCREENED POOL & PATIO designed for entertaining, relaxing, and making the most of FLORIDA LIVING. The side and backyard offer mature shade, privacy, and a fire pit area. PERFECTLY POSITIONED in sought-after Tuscawilla, 702 Golfpoint Drive offers the best of Winter Springs with EASY ACCESS to SR 417, Downtown Orlando, ORLANDO INTERNATIONAL AIRPORT, UNIVERSAL & DISNEY. Zoned for top-rated Seminole County schools and just moments from the Tuscawilla Country Club, local dining, fitness options, and the Cross Seminole Trail, this location makes it easy to enjoy weekend bike rides and morning runs to shopping, restaurants, and everyday convenience. Major recent improvements include: A new roof in 2021, full house replumbing in 2021, a whole-house electrical upgrade in 2021, all-new kitchen appliances in 2021, all new water faucets in 2021, two new HVAC systems in 2022, a new pool pump and spa/pool heater in 2023, new upstairs hardwood floors in 2024, a refinished pool deck in 2024, new garage door openers in 2026.
Listing is courtesy of: RE/MAX 200 REALTY (407-629-6330)
Listing Agent: Blake Murphey (407-637-7882)
1307 ORTEGA ST, WINTER SPRINGS, FL 32708
$430,00088 Days on yellowkey MLS ID: O6391915
REDUCED by $8,000 (1.8%) on 06/09/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1881 Built: 1984Monthly Fee: $29 Tax: $4,874 (2026)Community: Sunrise Unit 2-BSingle Family
Taxes:$4,874
Tax Year: 2026
Remarks: A home with its very own private oasis. This home boasts a 2019 AC UNIT and a 2021 ROOF REPLACEMENT. Enjoy the simple living that Seminole County offers. An updated kitchen centers the floorplan of 1307 Ortega St with an adjoining living room, dining room, and fully enclosed Florida room with attractive cedar plank built in storage. The true showstopper of the home sits in the backyard though. Escape through French doors off the Florida room into a backyard that presents itself immediately with a majestic and well loved Oak Tree that towers over the backyard. Enjoy a quiet morning coffee as you contemplate life over your fish holding pond or decide to stay at the small seating area that resides in the far corner of the backyard. Sunrise in Winter Springs is a well established neighborhood with a community park within a short walk of this home! Rainbow Elementary, the zoned school, is an A-Rated school! 1307 Ortega St has been owned by the same family since construction and is now available on the market for the first time ever! Other enjoyable features of 1307 Ortega include a bonus storage room, a garage with AMPLE built in storage, and cheaper sprinkler bills thanks to the environmental meter attached to the home. Come see this well maintained home, just minutes to schools, food, grocery, and more, today!
Listing is courtesy of: CENTURY 21 ALTON CLARK (407-636-4637)
Listing Agent: James Evans (407-462-1348)
101 PARTRIDGE CIR, WINTER SPRINGS, FL 32708
$625,00032 Days on yellowkey MLS ID: O6407799
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2181 Built: 1974 Tax: $2,635 (2025)Community: Winter Springs Unit 4Spa: NoSingle Family
Taxes:$2,635
Remarks: Situated on a spacious 0.38-acre lot in the highly sought-after Tuscawilla community of Winter Springs, this beautifully updated pool home combines thoughtful upgrades, flexible living space, and inviting outdoor areas with the added benefit of NO HOA. Inside, the remodeled kitchen opens to the main living spaces and showcases updated cabinetry, stone countertops, tile backsplash, stainless steel appliances, recessed lighting, and a custom range hood. A newly added pantry and bar area complement the open kitchen design. The split-bedroom layout offers added privacy, with the primary suite tucked away on one side of the home and the secondary bedrooms positioned on the opposite side. The primary suite also features a walk-in closet and versatile bonus space ideal for a home office, nursery, gym, or sitting area. Multiple living and flex spaces provide endless options for entertaining, working from home, or creating additional lounge and dining areas. Major updates include new Luxury Vinyl Plank flooring throughout, fresh interior and exterior paint, upgraded bathrooms, full home replumb and complete rewire (2026), new roof (2024), HVAC (2019), and water heater (2018). Step outside to enjoy an oversized resurfaced and retiled screened pool, expansive lanai and deck space, fully fenced backyard, and a newly paved private front courtyard designed for relaxing and gathering outdoors. Located near Tuscawilla Country Club, Central Winds Park, shopping, dining, Publix, Winter Springs High School, and SR-417, this home offers the perfect balance of privacy, convenience, and the established charm Tuscawilla is known for.
Listing is courtesy of: RE/MAX TOWN & COUNTRY REALTY (407-695-2066)
Listing Agent: Belinda Gonzales (321-277-8994)
1815 SENECA BLVD, WINTER SPRINGS, FL 32708
$999,000179 Days on yellowkey MLS ID: O6368232
REDUCED by $30,000 (2.9%) on 05/20/2026
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3885 Built: 1989 Tax: $5,558 (2024)Community: Tuscawilla Unit 14BSpa: YesSingle Family
Taxes:$5,558
Elementary School: Lawton Elementary
Remarks: Welcome to this beautifully reimagined 5-bedroom, 3 full bath, 2 half bath pool home located in the highly sought-after Chelsea Woods community of Tuscawilla. Blending timeless architectural character with extensive modern updates, this move-in ready home offers exceptional space, style, and functionality throughout. Step inside to discover expansive living areas designed for both everyday living and entertaining, including a large formal living room with a stunning brick fireplace, a spacious family room with a second fireplace, formal dining room, and an oversized bonus space ideal for a home office, playroom, media room, or flex living area. The completely remodeled kitchen is a true centerpiece, featuring quartz countertops, brand-new appliances, custom two-tone cabinetry, open shelving, designer finishes, and a stylish bar area perfect for hosting. A spacious laundry room with a convenient butler’s pantry area adds additional storage and functionality. Downstairs also includes two beautifully updated half bathrooms. Upstairs, all five bedrooms offer generous space and natural light, along with three fully renovated bathrooms, including a Jack-and-Jill layout. The expansive primary suite serves as a private retreat with soaring ceilings, a luxurious freestanding soaking tub, oversized walk-in shower, dual vanities, and elevated designer finishes throughout. Additional updates include a newer roof in 2023, both A/C units replaced 12/2025, wood-look tile flooring throughout the lower level, and luxury vinyl plank flooring upstairs. Outside, enjoy Florida living at its best with a covered and screened lanai overlooking the sparkling pool and spacious patio area—perfect for relaxing or entertaining year-round. Located in one of Tuscawilla’s most desirable neighborhoods and zoned for top-rated Seminole County schools, this rare fully updated home combines architectural charm, modern design, and an unbeatable location. Homes with this level of renovation, space, and character rarely become available in Chelsea Woods. Call today to schedule your private showing.
998 EL LAGO TER, WINTER SPRINGS, FL 32708
$649,90031 Days on yellowkey MLS ID: O6408037
REDUCED by $100 (0.0%) on 06/10/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2126 Built: 1989Monthly Fee: $28 Tax: $1,516 (2024)Community: Sunrise Estates Unit 5Spa: YesSingle Family
Taxes:$1,516
Remarks: PAID-OFF SOLAR! Welcome to Sunrise Estates and your opportunity to own a truly unique property in the heart of Winter Springs! Sitting on just **OVER AN ACRE** at the end of a quiet **CUL-DE-SAC**, this single story **POOL HOME** combines privacy, upgrades, and location in a way that is hard to find. Major improvements bring peace of mind, starting with a NEWER ROOF (2021), UPDATED A/C (2022), NEW WATER HEATER (2022), WATER SOFTENER SYSTEM (2022) and DOUBLE PANE WINDOWS (2022). Fresh EXTERIOR PAINT and a PAID OFF SOLAR SYSTEM keep the home looking great and your utility bills low. Inside you will be delighted to find many updates, along with vaulted ceilings, and HARDWOOD, wood laminate and tile floors that flow throughout the functional layout. The foyer is framed by the living and dining areas, with the living room offering a cozy fireplace and direct access to the lanai. The UPDATED KITCHEN features sleek BOSCH STAINLESS STEEL APPLIANCES, granite countertops, complementary tiled backsplash, abundant storage, and glass inset doors that open directly to the lanai – making INDOOR/OUTDOOR LIVING a breeze! On one side of the home three guest bedrooms share a fully updated bath complete with exterior access, and on the opposite side your expansive PRIMARY SUITE feels like a retreat that delivers custom blinds, a WALK-IN CLOSET and a private en-suite bath with a dual sink vanity, SOAKING TUB and separate tiled shower. A flexible bonus space connects to your suite – ideal for a sitting room, home office, home gym or nursery, with direct access to the backyard for plenty of natural light. Step outside and into your own private oasis – a COVERED LANAI and expansive deck overlooks the sparkling POOL and SPA, all SCREENED and surrounded by mature trees that create a private, tranquil setting. With all the space you could ask for and a fully FENCED YARD, there is plenty of room for play, gardening, or simply enjoying the outdoors! Irrigation is handled by a private well, while the home connects to public water for convenience. Residents will appreciate the LOW HOA, easy access to Sunrise Community Park and the location couldn't be better. You are just minutes from TOP-RATED SCHOOLS, shopping, dining, neighboring Oviedo and major roadways like SR 417, Red Bug Lake Rd, Tuskawilla Rd and 426. Don’t miss the rare chance to own over an acre in Winter Springs with an updated pool home at the center of it all. The private setting, thoughtful upgrades, and unbeatable location make this one a MUST-SEE! Call today to schedule a tour!
Listing is courtesy of: WEMERT GROUP REALTY LLC (407-743-8356)
Listing Agent: Jenny Wemert (407-809-1193)
167 CONSTITUTION WAY, WINTER SPRINGS, FL 32708
$294,0003 Days on yellowkey MLS ID: O6416491
Bed: 2 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1275 Built: 2005Monthly Fee: $300 Tax: $2,571 (2025)Community: Heritage ParkTownhouse
Taxes:$2,571
Remarks: Welcome to easy, low maintenance living in the gated Heritage Park community of Winter Springs! This move in ready Townhome offers comfort and convenience! Inside, you'll find a bright and inviting open floor plan featuring tile and luxury vinyl flooring throughout. The spacious living and dining areas provide plenty of room to gather, while the kitchen features stainless steel appliances, 42' dark wood cabinets and plenty of counter space for your everyday use. Step outside to the screened lanai, where peaceful pond views and mature landscaping create a relaxing outdoor retreat, perfect for enjoying your morning coffee or unwinding at the end of your day! Heading upstairs, the laminate flooring on the staircase adds a nice updated touch as you transition to the private living space. Both bedrooms are located on the second floor and each includes a private suite bath, creating comfort and privacy. Recent major updates include a new roof (2022) and A/C system (2023), offering added value, efficiency and peace of mind. One of the standout features of this home is its exceptional location, situated directly across from the community pool with plenty of additional guest parking available, and conveniently located just off 434! You'll be minutes from shopping, dining and major roads throughout Central Florida. Residents also benefit from Seminole County's highly acclaimed public school system, consistently recognized among Florida's top performing districts! Whether you're a first time buyer, looking to downsize or seeking a strong investment opportunity, this well maintained Townhome delivers exceptional value, location and the Florida lifestyle you are looking for. Schedule your private showing today and discover everything this Winter Springs gem has to offer!
Listing is courtesy of: CT HOMES REALTY CORPORATION (407-578-6545)
Listing Agent: Fernando Orsini (407-383-5575)
240 N DEVON AVE, WINTER SPRINGS, FL 32708
$384,9003 Days on yellowkey MLS ID: O6416300
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1238 Built: 1958 Tax: $476 (2025)Community: North OrlandoSingle Family
Taxes:$476
Remarks: Welcome to 240 N Devon Avenue, a fully updated three-bedroom, two-bath home in the heart of Winter Springs, where the renovation has been done for you and the only thing left to do is move in. Inside, the open-concept main living area is anchored by a stunning stone fireplace with built-in shelving and crown molding throughout. The kitchen has been beautifully upgraded with custom wood cabinetry, quartz countertops, tile backsplash, and stainless steel appliances. Both bathrooms are finished with custom tile showers and the same level of detail you'll find throughout the home. Light, bright, and timeless. Beyond the finishes, the major systems have all been addressed: metal roof installed 2024, full HVAC replacement in 2022 (inside and outside units), whole-home repipe in 2022, updated electrical, and a gas tankless water heater. Nothing left to update or worry about! A 16x16 sunroom with AC extends the living space year-round, opening to a backyard built for play and entertaining. A putting green, paver patio, and pergola sit behind an eight-foot privacy fence, surrounded by low-maintenance xeriscaping that means weekends free from mowing. A detached 20x20 garage and workshop offers serious storage, project space, or whatever your hobby calls for. Ample off-street parking handles guests, trailers, RVs, or boats. Step out the front door and you are one block from the community park with its ocean-inspired playground, splash pad, pond, and walking trails. The Cross Seminole Trail is also nearby, putting miles of paved trail at your fingertips. Quick access to both I-4 and the 417 makes commuting a breeze, and you are surrounded by top-rated Seminole County schools. 240 N Devon is a rare combination of move-in-ready renovation, generous outdoor living, freedom from HOA restrictions, and a central Winter Springs location with parks and trails just steps from your door. Call today for your private showing!
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Lindsey Hudson (865-712-8452)
1160 CITRUS OAKS RUN, WINTER SPRINGS, FL 32708
$825,00028 Days on yellowkey MLS ID: O6408959
0 Days Off yellowkey (back on 6/12/2026)
REDUCED by $25,000 (2.9%) on 06/04/2026
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3118 Built: 2001Monthly Fee: $127 Tax: $8,339 (2025)Community: Citrus OaksSingle Family
Taxes:$8,339
Remarks: Under contract-accepting backup offers. Exceptional luxury living awaits in this beautifully reimagined 5-bedroom, 3.5-bath residence located within an exclusive gated community. Offering over 3,100 square feet of refined living space, this impressive home showcases luxury finishes and thoughtful upgrades throughout, including elegant travertine flooring, rich oil-rubbed plank floors, and a stunning updated kitchen appointed with stainless steel appliances. Designed for both elevated entertaining and everyday comfort, the floorplan of his home is designed to be a “forever home” and serve you through all stages of life. The 5th bedroom/flex space is conveniently located adjacent to the Primary Bathroom, making it the perfect spot for a nursery or a home office. There are 2 bedrooms connected by a “Jack and Jill” bathroom on the opposite side of the residence, and a spacious, secluded guest suite tucked away on the back of the home; providing guests with a quiet space away from the hustle and bustle of daily life. The spacious interior flows seamlessly to a private screen-enclosed pool retreat featuring a resurfaced finish, travertine pavers, and a fully fenced backyard oasis. The luxurious primary and guest baths have been tastefully updated, while major improvements such as a 2019 roof, hurricane impact slider doors, and fresh exterior paint provide peace of mind and timeless appeal. Perfectly positioned near top-rated schools, upscale shopping, dining, and convenient 417 access, this exceptional residence delivers the ideal blend of luxury, comfort, and location.
Listing is courtesy of: JULIAN PROPERTIES, INC. (407-291-4900)
Listing Agent: Bo Julian (407-694-5843)
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