Location: Winter Springs
Do Not Show Listings
149 CHERRY CREEK CIR, WINTER SPRINGS, FL 32708
$1,130,0005 Days on yellowkey MLS ID: O6414847
Bed: 5 Bath: 5.0 Gar: 3 Liv Area Sq Ft: 4001 Built: 1996Monthly Fee: $123 Tax: $12,825 (2025)Community: Reserve At Tuscawilla Ph 1 TheSpa: YesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$12,825
Elementary School: Keeth Elementary
High School: Winter Springs High
Tax Year: 2025
Middle School: Indian Trails Middle
Remarks: Virtually Staged. Privately set within the exclusive gated community of Tuscawilla Reserve, this stunning custom estate delivers over 4,000 square feet of light-filled, designer-inspired living centered around a spectacular kitchen and family room that truly defines the home. With 5 bedrooms, 5 full baths, plus a private office/bonus room, this residence offers exceptional versatility for today’s lifestyle. Sleek wood flooring flows seamlessly throughout the main living areas, complementing the home’s open, modern design. The impressive kitchen and family room feature soaring two-story ceilings and expansive windows, framing views of the outdoors and pool area while filling the space with natural light—creating an inviting setting for both everyday living and elevated entertaining.The chef’s kitchen is a true centerpiece, anchored by JennAir appliances, including double ovens, convection oven, and microwave combo, along with a massive granite-topped island—all coming together to create a stunning focal point that anchors the kitchen and family room. Custom details further enhance the design, including a built-in buffet with integrated wine refrigerator and an oversized walk-in pantry. The thoughtfully designed floor plan offers incredible flexibility, including an upstairs retreat featuring an additional bedroom, full bath, and expansive flex space that can easily function as a media room, playroom, or second private office.Step outside to your private backyard oasis featuring a sparkling pool and spa with a new heater, surrounded by mature landscaping and a fully fenced yard, offering both openness and privacy. Additional highlights include a 3-car side-entry garage, whole house water softener and expansive living areas that support a variety of lifestyle needs. Ideally located near the Seminole Trail and just minutes from Tuscawilla Country Club, residents enjoy golf, tennis, swimming, and vibrant social amenities. Zoned for highly regarded Seminole County schools, this home offers both lifestyle and long-term value. Golf carts are a popular mode of transportation within the community, adding to the charm and convenience. A seamless blend of modern design, natural light, and elevated living—this is Tuscawilla Reserve at its finest. Schedule your private showing today and experience this exceptional home in person.
Listing is courtesy of: COLDWELL BANKER REALTY (407-696-8000)
Listing Agent: Susan Williams (407-696-8000)
1107 WINTER SPRINGS BLVD, WINTER SPRINGS, FL 32708
$570,00012 Days on yellowkey MLS ID: O6417844
0 Days Off yellowkey (back on 6/24/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2345 Built: 1973Monthly Fee: $3 Tax: $2,525 (2025)Community: Winter Spgs Unit 4Single Family
Taxes:$2,525
Remarks: Under contract-accepting backup offers. Welcome to this beautifully maintained, freshly painted 4-bedroom, 3-bathroom home situated on a picturesque wooded lot in the heart of Tuscawilla, one of Winter Springs' most sought-after communities. Built with quality craftsmanship and designed for comfortable living, this spacious residence features brand-new engineered wood flooring, generously sized bedrooms, multiple living areas, and a layout ideal for both everyday life and entertaining. For added peace of mind, the roof was replaced in August 2021. The expansive backyard provides endless opportunities to enjoy the Florida lifestyle. Whether you dream of creating a garden, playing ball with family and friends, hosting outdoor gatherings, or simply relaxing beneath the shade of mature trees, you'll appreciate the privacy and space this property offers. Located within the highly rated Seminole County School District, this home is also part of Tuscawilla's unique golf cart-friendly community. Enjoy the convenience of taking your golf cart to Tuscawilla Country Club for golf, tennis, dining, and social events. The club is also home to the renowned Tiger Sharks Swim Team, one of the area's most respected youth swim programs and a source of pride for the community. Outdoor enthusiasts will love being just moments from the Cross Seminole Trail, offering miles of scenic pathways for biking, walking, jogging, and enjoying the natural beauty of Central Florida. Conveniently located near SR 417, this home provides easy access to Orlando, area employers, shopping, dining, healthcare, Florida's beautiful beaches, and world-famous attractions. Restaurants, retail centers, and everyday conveniences are all just minutes away. If you're searching for a spacious home on a beautiful wooded lot with top-rated schools, outstanding recreational amenities, and the unmatched lifestyle that Tuscawilla offers, this is an opportunity you won't want to miss.
Listing is courtesy of: RE/MAX TOWN & COUNTRY REALTY (407-695-2066)
Listing Agent: Laura Leigh Wood (407-310-4908)
819 DUNDEE DR, WINTER SPRINGS, FL 32708
$419,00026 Days on yellowkey MLS ID: O6412585
REDUCED by $10,000 (2.3%) on 06/16/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1701 Built: 1978Monthly Fee: $40 Tax: $1,558 (2025)Community: Highlands Sec 1Single Family
Taxes:$1,558
Elementary School: Highlands Elementary
Middle School: South Seminole Middle
Remarks: Under contract-accepting backup offers. Welcome home to this charming 4-bedroom, 2-bath residence nestled on a spacious corner lot in the highly desirable Highlands community of Winter Springs. From the moment you arrive, you'll appreciate the inviting curb appeal, mature surroundings, and move-in ready condition that make this home truly special. Inside, vaulted ceilings and abundant natural light create an open and airy atmosphere, while updated flooring adds a fresh, modern touch throughout. The heart of the home features a cozy wood-burning fireplace, perfect for gathering with family and friends. The kitchen is both stylish and functional, offering beautiful wood cabinetry, granite countertops, and stainless steel appliances. The thoughtfully updated bathrooms provide comfort and convenience, while sliding glass doors from the living room lead to an expansive covered and screened patio—an ideal space for morning coffee, weekend barbecues, or simply relaxing and enjoying Florida's beautiful weather. The partially fenced backyard offers plenty of outdoor space, complete with a storage shed for tools, hobbies, or seasonal items. Located within The Highlands, residents enjoy access to exceptional community amenities including a swimming pool, playground, and tennis courts. Conveniently situated near shopping, dining, parks, and major highways, this home offers the perfect blend of comfort, convenience, and community. Don't miss your opportunity to make this wonderful Winter Springs home your own!
Listing is courtesy of: KGV REALTY GROUP (407-474-0844)
Listing Agent: Kristin Vogt Pllc (407-417-7206)
1389 PONCE DE LEON BLVD, WINTER SPRINGS, FL 32708
$535,0006 Days on yellowkey MLS ID: O6413725
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2056 Built: 1980Monthly Fee: $32 Tax: $2,474 (2025)Community: Sunrise Unit 2-ASpa: NoSingle Family
Taxes:$2,474
Elementary School: Rainbow Elementary
High School: Oviedo High
Remarks: LOCATION, LOCATION, LOCATION! Beautifully remodeled home in the heart of Winter Springs, conveniently located near shopping, dining, banking, fresh market , Publix, Oviedo Mall, YMCA, and major roadways (417 & 408). This spacious residence features 4 bedrooms, 2 full bathrooms, 2 car garage and an open functional floor plan ideal for family living and entertaining, two large separate rooms :a dining room and a living room Recent updates include a water heater (2026)new porch (2026), A/C (2017), and roof (2017). The oversized backyard is shaded by magnificent historic oak trees and includes a utility/workshop, building gym, offering endless possibilities. The community features a playground, basketball court, and park, with an additional neighborhood park conveniently located right next door and the HOA fee is paid anually and is exceptionally affordable.
Listing is courtesy of: LA ROSA REALTY PREMIER LLC (407-401-9076)
Listing Agent: Gloria Florez (407-561-3046)
1441 FOREST HILLS DR, WINTER SPRINGS, FL 32708
$420,00013 Days on yellowkey MLS ID: O6413957
1 Days Off yellowkey (back on 6/24/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1731 Built: 1985Monthly Fee: $90 Tax: $2,546 (2025)Community: Wedgewood Tennis VillasSingle Family
Taxes:$2,546
Remarks: Welcome to this beautifully maintained and updated 3 bedroom, 2 bath home with a 2-car garage, ideally situated in the highly desirable Tuscawilla community of Winter Springs. Offering a combination of modern updates, timeless character and serene waterfront views, this move in ready home is a rear find. Step inside to discover an inviting floor plan, featuring ceramic tile and laminate flooring throughout, providing both style and easy maintenance. The updated kitchen is designed for everyday living and entertaining, complete with modern cabinetry, stainless steel appliances, granite countertops, with a black side by side refrigerator, skylight that fills the space with natural light and a built-in wine rack for added charm. The spacious family room serves as the heart of the home, highlighted by a striking brick wood burning fireplace and elegant exposed wood beams that adds warmth and architectural character. Sliding glass doors create a seamless connection between the indoor living spaces and the outdoors while framing beautiful views of the pond. Relax and unwind in the screened in porch overlooking the tranquil water, where you can enjoy peaceful mornings, evening sunsets and the beauty of Florida's natural surroundings. The primary suite and additional bedrooms offer comfortable living spaces, with sliding glass door access providing abundant natural light and picturesque views. The home also offers valuable peace of mind with major updates already completed, including a new roof installed in 2022 and a new HVAC system installed in 2021. Located in the sought after Tuscawilla community, residents enjoy convenient access to parks, walking trails, golf, tennis facilities, shopping, dining, and top rated Seminole County schools. Whether you are looking for your forever home or a peaceful retreat, this waterfront gem delivers comfort, convenience and lasting value. Don't miss your opportunity to own this beautifully updated pond-view home in one of Winter Springs' most desirable neighborhood.
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE III (407-207-0825)
Listing Agent: Karen Khairullah-Wallace (407-256-3465)
717 ADIDAS RD, WINTER SPRINGS, FL 32708
$439,90010 Days on yellowkey MLS ID: V4949727
REDUCED by $5,100 (1.1%) on 06/24/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1812 Built: 1986Monthly Fee: $95 Tax: $5,844 (2025)Community: Wedgewood Tennis VillasSingle Family
Taxes:$5,844
Elementary School: None
High School: None
Middle School: None
Remarks: Virtually Staged. Welcome home to this absolutely charming and move-in-ready 2-bedroom, 2-bathroom home nestled in one of the most desirable areas of Winter Springs! From the moment you arrive, you'll appreciate the countless updates, beautiful wood beams and inviting curb appeal that make this home truly special. Major improvements provide peace of mind, including a 4-year-old roof, brand-new water heater, new flooring throughout, fresh interior and exterior paint, new appliances, and all-new light fixtures and ceiling fans. The beautifully updated kitchen offers modern style and functionality, while both bathrooms have been thoughtfully remodeled with today's buyer in mind. The spacious and light-filled bonus room overlooks the picturesque backyard and tranquil pond, creating the perfect space for a home office, reading room, playroom, or additional living area. Step outside and enjoy your backyard retreat featuring stunning water views and majestic oak trees that provide natural shade and beauty year-round while enjoying your morning coffee and watching the family of ducks swim by daily to greet you. Located in a great walking neighborhood, you'll love being just minutes from Tuscawilla Country Club and its renowned golf course, with olympic size pool and dining. Near top-rated schools and parks. Conveniently close to everything you need such as shopping, restaurants, medical facilities and your only a short drive to Florida's famous Theme Parks and about a 45 min drive to the best Beaches around. This adorable home offers the perfect blend of comfort, style, and location. Completely move-in ready and waiting for its new owners to fall in love—don't miss this incredible opportunity to own a piece of Winter Springs paradise!
Listing Agent: Tracy Phillips, Llc (386-747-4914)
568 BUCKHORN DR, WINTER SPRINGS, FL 32708
$475,00021 Days on yellowkey MLS ID: O6413584
REDUCED by $10,000 (2.1%) on 06/22/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2076 Built: 2012Monthly Fee: $167 Tax: $3,280 (2025)Community: Winter Spgs Village Ph 1Single Family
Taxes:$3,280
Remarks: Under contract-accepting backup offers. This is one of the few 4 bedroom Bungalows built in sought after Winter Springs Village and it is situated on a premium lot with a manicured greenspace in front and a pond view with a lighted fountain in the rear. Enjoy sitting on the front porch in this quiet and serene setting with no through traffic. Recently painted interior and trim along with brand new carpet upstairs. This turn key property has lower utility bills due to many energy efficient features & design with Low E Vinyl dual pane double tint windows, foam insulated attic, energy star appliances & AC replaced in 2019. This 4 bedroom floor plan has a spacious loft area & 2.5 bathrooms, separate dining room, living room that is open to the kitchen & a full 2 car garage with extra ceiling racks for additional storage. The HOA includes lawn & irrigation maintenance, community pool/clubhouse, playground & secure mailboxes. In walking distance to the Seminole Trail, Winter Springs Town Center, restaurants & Publix. Easy access to 417 for a commute downtown, University of Central Florida, Orlando International Airport or the beaches. Highly rated Seminole County Schools. Bring your most discriminating buyers as this home will not disappoint!
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE REALTY (407-977-7600)
Listing Agent: P. Darlene Brown, Pa (407-719-4420)
440 BUCKSKIN CT, WINTER SPRINGS, FL 32708
$525,00094 Days on yellowkey MLS ID: O6394274
REDUCED by $9,900 (1.9%) on 06/24/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1922 Built: 1986Monthly Fee: $30 Tax: $5,731 (2025)Community: Deer Run Unit 20Single Family
Taxes:$5,731
Elementary School: Red Bug Elementary
High School: Lake Howell High
Middle School: Tuskawilla Middle
Remarks: **This house comes with a REDUCED RATE through the seller's preferred lender. This is a lender-paid rate buydown that reduces the buyer's interest rate and monthly payment.** PAID-OFF 15kW SOLAR + 10Gb whole-home Ethernet — corner lot in the heart of Winter Springs! This 4BR/2.5BA Deer Run home blends colonial charm and fresh curb appeal with smart upgrades new construction can't touch. Whole-home fiber terminal & wired Ethernet in every room. Smart thermostat w/ 3 remote sensors (app-enabled). New master shower & custom closet w/ multiple bars & abundant shelving. Re-piped 6-zone irrigation w/ modular manifold & smart rain/soil-aware controller. Hardwired smoke detectors, GFIs in all wet areas & shower vent fans throughout. Open floor plan, engineered hardwood & wood-burning fireplace. Outside, enjoy fresh landscaping, a brand-new fence & a corner lot your neighbors will envy — all minutes from the 417, Red Bug Lake Rd, Tuskawilla Rd, top-rated Seminole County schools, parks & shopping. Updated the right way — come see it today!
Listing is courtesy of: KELLER WILLIAMS REALTY AT THE PARKS (407-629-4420)
Listing Agent: Thomas Nickley, Jr (407-629-4420)
448 MACGREGOR RD, WINTER SPRINGS, FL 32708
$350,00082 Days on yellowkey MLS ID: O6397231
0 Days Off yellowkey (back on 6/17/2026)
REDUCED by $10,000 (2.8%) on 05/27/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1477 Built: 1993Monthly Fee: $6 Tax: $1,141 (2024)Community: Highland Village 2Spa: NoSingle Family
Taxes:$1,141
Tax Year: 2024
Remarks: Explore 448 MacGregor Rd, a individual residence with a straightforward design and integrated features. The interior includes a fireplace, and the primary bedroom features a walk in closet; the primary bathroom provides double sinks and a Jacuzzi. The exterior includes a covered patio and a fenced in backyard, providing an enclosed outdoor area. This property contains practical elements for daily living. Included 100-Day Home Warranty with buyer activation
Listing is courtesy of: OPENDOOR BROKERAGE LLC (480-462-5392)
Listing Agent: Karen Albright (480-462-5392)
109 CHERRY CREEK CIR, WINTER SPRINGS, FL 32708
$1,090,00055 Days on yellowkey MLS ID: O6404923
0 Days Off yellowkey (back on 6/23/2026)
REDUCED by $60,000 (5.2%) on 05/28/2026
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: Under contract-accepting backup offers. Virtually Staged. Welcome to 109 Cherry Creek Circle, a custom Von Jacobs-built residence located in the gated Reserve at Tuscawilla. Set on a beautifully landscaped 0.59-acre homesite, this 5-bedroom, 4-bath pool home offers the space, craftsmanship, and outdoor lifestyle that are increasingly hard to find in Winter Springs. Designed with the character and quality of a custom-built estate, the home features generous room sizes, volume ceilings, wood flooring, crown molding, detailed millwork, a gas fireplace, and a thoughtful floor plan that offers both comfortable everyday living and excellent entertaining space. The main-level primary suite provides privacy and convenience, while the additional bedrooms offer flexibility for guests, office space, fitness, hobbies, or multigenerational needs. The heart of the home is the outdoor living area. A screened, heated pool and spa, covered lanai, summer kitchen with Viking grill and Texas smoker, and a fire pit lounge accented with Tennessee River Rock create a true resort-style setting for relaxing, gathering, and enjoying the Florida lifestyle year-round. This home has been lovingly maintained and offers an incredible opportunity for a buyer who appreciates custom construction, a premier gated Tuscawilla location, and the chance to make thoughtful cosmetic updates over time. With over half an acre, a 3-car side-entry garage, mature landscaping, and a private outdoor retreat, 109 Cherry Creek Circle delivers the foundation, setting, and lifestyle buyers are searching for. Conveniently located near Tuscawilla Country Club, parks, trails, shopping, dining, Seminole County schools, and major Central Florida roadways, this property combines privacy, space, and everyday convenience in one of Winter Springs’ most established communities.
Listing Agent: Kara Lushear (321-663-5550)
339 INGLENOOK CIR, WINTER SPRINGS, FL 32708
$359,90031 Days on yellowkey MLS ID: O6411718
1 Days Off yellowkey (back on 6/5/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1437 Built: 1992Monthly Fee: $22 Tax: $4,816 (2025)Community: Mount Greenwood Unit 1Single Family
Taxes:$4,816
Remarks: Under contract-accepting backup offers. ACCEPTING BACK-UP OFFERS! New Roof Being Installed 06/24/26! Welcome to this fantastic opportunity in the heart of Winter Springs! This 3-bedroom, 2-bathroom single-family home features a highly desirable split-floor plan, providing the perfect layout for privacy and everyday living. Priced to sell, this property serves as a wonderful blank canvas ready for your personal design touch and imagination. The main living area features open sightlines to the kitchen, making the space feel connected and absolutely great for entertaining. From the main living area, sliding glass doors lead you right out to a spacious, covered and screened-in lanai—ideal for enjoying the beautiful Florida weather. Situated on a wonderful, private lot, the backyard offers plenty of space for pets, play, or creating your own outdoor oasis. Complete with a 2-car garage and great curb appeal on a quiet circle, this home checks all the major boxes and is just waiting for you to make it your own. Excellent location with easy access to local dining, shopping, and major roadways. Schedule your private tour today!
Listing is courtesy of: HOMESMART (407-476-0451)
Listing Agent: Christine Bouchard (904-907-5440)
1530 BRAEWICK ST, WINTER SPRINGS, FL 32708
$449,90014 Days on yellowkey MLS ID: TB8518340
0 Days Off yellowkey (back on 6/19/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1889 Built: 1999Monthly Fee: $115 Tax: $2,255 (2025)Community: Fox Glen At Chelsea Parc TuscawillaSingle Family
Taxes:$2,255
Remarks: Located in Winter Springs, FL, this beautifully updated single-story home offers 3 bedrooms and 2 bathrooms with a long list of brand-new upgrades that make it truly move-in ready. Major systems have been replaced — including a new AC and water heater — while fresh interior paint, new carpet, and new LVP flooring give the home a clean, modern feel throughout. The kitchen shines with new quartz countertops and all-new appliances, including a range, microwave, and dishwasher, and the bathrooms have been refreshed for a polished, updated look. New light fixtures tie it all together, creating a bright, cohesive space that's ready for its next owner. Schedule your showing today.
Listing is courtesy of: OFFERPAD BROKERAGE FL, LLC (813-534-6326)
Listing Agent: Rob Jones (844-448-0749)
504 GREEN SPRING CIR, WINTER SPRINGS, FL 32708
$250,00025 Days on yellowkey MLS ID: O6413016
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1363 Built: 1987Monthly Fee: $190 Tax: $4,030 (2025)Community: Mount Greenwood Unit 2 OfTownhouse
Taxes:$4,030
Elementary School: Winter Springs Elementary
Remarks: Welcome to 504 Green Spring Circle, a beautifully maintained 2 bedroom 2.5 bath townhome nestled in the heart of Winter Springs, where comfort, charm, and everyday functionality come together effortlessly. Inside, the UPDATED KITCHEN features modern finishes, GRANITE countertops, ample prep space, and room for a dine-in table. The home has been thoughtfully maintained, offering peace of mind and move-in-ready convenience. Step outside to one of this home’s standout features a SERENE BACKYARD retreat complete with a screened in porch perfect for morning coffee, evening unwinding, or hosting friends and family. Surrounded by mature landscaping and a peaceful setting, this outdoor space offers the privacy and tranquility you've been searching for. Located in an established community with a LOW HOA FEE, residents enjoy affordability without sacrificing location or lifestyle. A community playground, tennis courts and pool to use as you wish. Conveniently situated near shopping, dining, parks, and top-rated Seminole County amenities, this Winter Springs gem is one you won’t want to miss.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Riki Cantelli (919-757-8551)
662 SARANAC DR, WINTER SPRINGS, FL 32708
$643,10024 Days on yellowkey MLS ID: O6413437
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2180 Built: 1986Monthly Fee: $6 Tax: $3,686 (2025)Community: Tuscawilla Unit 14ASingle Family
Taxes:$3,686
Remarks: Under contract-accepting backup offers. Welcome to this beautiful 4-bedroom, 2-bath pool home nestled in the highly sought-after Tuscawilla community of Winter Springs. Situated on an oversized .34-acre lot, this well-maintained residence offers more than 2,180 square feet of comfortable living space with a spacious, open floor plan designed for both everyday living and entertaining. Enjoy cozy evenings by the fireplace, relax by the private pool, and appreciate the convenience of a two-car garage. The property is surrounded by mature trees and lush landscaping, creating a peaceful and inviting setting. Ideally located near top-rated Seminole County schools, parks, shopping, dining, and major roadways, this home also offers close proximity to Trotwood Park and Tuscawilla Country Club, with easy access to Oviedo, Winter Park, and downtown Orlando.
Listing is courtesy of: WATSON REALTY CORP (407-332-6000)
Listing Agent: Jim Ruddy (407-718-0984)
240 N DEVON AVE, WINTER SPRINGS, FL 32708
$375,00017 Days on yellowkey MLS ID: O6416300
REDUCED by $9,900 (2.6%) on 06/23/2026
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)
1335 SAN FELIPE CT, WINTER SPRINGS, FL 32708
$450,00012 Days on yellowkey MLS ID: O6417601
1 Days Off yellowkey (back on 6/23/2026)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1571 Built: 1987 Tax: $5,051 (2025)Community: Sunrise Village Unit 6Spa: YesSingle Family
Taxes:$5,051
Remarks: Under contract-accepting backup offers. Welcome home to this move-in-ready 4-bedroom, 2-bathroom pool home with a 2-car garage, situated on a quiet cul-de-sac with no through traffic. This solid-block-construction home offers an open floor plan and exceptional curb appeal, featuring fresh exterior paint, updated stucco, professional landscaping, and a brand-new roof installed in June 2026. Inside, you'll find fresh interior paint, updated lighting and ceiling fans throughout, and a beautifully renovated kitchen and bathrooms. The spacious kitchen opens to the main living areas and features new stainless steel appliances, making it ideal for both everyday living and entertaining. The living room is anchored by a stunning fireplace that has been transformed with a custom stucco finish, elegant marble accents, and a floating mantel. Major mechanical updates include a 2022 AC system, a brand-new 2026 water heater, and updated plumbing with the home fully repiped, providing added value and peace of mind for years to come. Step outside to enjoy your private screened pool area and fully fenced backyard with no rear neighbors, offering exceptional privacy and the perfect space for relaxation, pets, and outdoor gatherings. With block construction, a brand-new roof, and a location outside of a flood zone, this home offers the potential for lower insurance costs and added peace of mind. For additional buyer confidence, a 4-Point Inspection, Wind Mitigation Report, Wood Destroying Organism (WDO) Report, and Energy Report are attached to the MLS for review. Conveniently located with a low HOA of just $345 per year, this home combines style, comfort, and value in one complete package.
Listing is courtesy of: NEXTDWELL (855-432-1123)
Listing Agent: Austin Cummings (407-242-8891)
629 RYAN CT, WINTER SPRINGS, FL 32708
$475,00052 Days on yellowkey MLS ID: O6396980
REDUCED by $4,000 (0.8%) on 06/23/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1857 Built: 2004Monthly Fee: $35 Tax: $1,899 (2024)Community: The Highlands Sections Seven & EightSingle Family
Taxes:$1,899
Remarks: Beautifully maintained 3-bedroom, 2-bathroom home located in the highly sought-after Highlands community in Winter Springs, FL. Real hardwood floors flow through the main living areas, adding warmth and timeless appeal. The spacious kitchen features elegant stone countertops, ample cabinetry, and plenty of room for cooking and entertaining. The primary suite serves as a relaxing retreat with an en suite bathroom that includes a dual sink vanity, a large soaking tub, and a walk-in closet. The split-bedroom layout offers added privacy, while the two additional bedrooms provide flexibility for guests, family, or a home office. Step outside to enjoy the oversized lot, offering plenty of space for outdoor living and activities. The screened-in lanai is perfect for enjoying Florida’s weather year-round, whether you're relaxing or hosting guests. A 2-car garage adds convenience and extra storage. Residents also enjoy access to a community pool, as well as tennis courts, pickleball courts, and scenic nature trails, perfect for an active and social lifestyle. Ideally located in Winter Springs, this home is close to top-rated Seminole County schools, beautiful parks and trails, shopping and dining options, and provides easy access to major roadways for commuting to Orlando and surrounding areas. Enjoy a balance of peaceful suburban living with everyday conveniences just minutes away.
Listing is courtesy of: SOTERA LIVING (407-725-9660)
Listing Agent: Lisa D'Orazio Llc (813-493-5383)
71 TARPON CIR, WINTER SPRINGS, FL 32708
$525,0009 Days on yellowkey MLS ID: O6418735
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2637 Built: 1973Monthly Fee: $3 Tax: $2,415 (2025)Community: Winter Spgs Unit 4Single Family
Taxes:$2,415
Remarks: Welcome to this stunning 4-bedroom executive residence nestled in the highly sought-after Tuscawilla Country Club golf community, where charm, comfort, and convenience come together with NO HOA restrictions. Showcasing a distinctive Mediterranean-inspired design, this home features elegant wrought iron accents and a welcoming private courtyard that creates exceptional curb appeal. Inside, you’ll find spacious living areas and generously sized bedrooms throughout. The expansive owner’s suite serves as a relaxing retreat, complete with a walk-in closet and an updated en-suite bath. An inside laundry room adds everyday convenience, while the thoughtful floor plan provides plenty of room for both entertaining and daily living. Step outside to your own backyard oasis featuring a large sparkling pool, perfect for enjoying Florida’s year-round sunshine, hosting gatherings, or simply unwinding in a private setting. Ideally located in Winter Springs, this home offers easy access to the University of Central Florida, Central Winds Park, Oviedo Mall, top-rated shopping and dining, and major roadways including SR 434 and SR 417. Enjoy the tranquility of a golf community setting while remaining close to everything Central Florida has to explore. Don’t miss this rare opportunity to own a beautiful pool home in one of Winter Springs’ most desirable communities!
Listing is courtesy of: CHERRY'S FOCUSED IN REALTY LLC (386-205-9438)
Listing Agent: Patrick Cherry (386-205-9438)
335 LANSBROOK LN, WINTER SPRINGS, FL 32708
$335,00045 Days on yellowkey MLS ID: O6407329
REDUCED by $10,000 (2.9%) on 06/22/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1129 Built: 2007Monthly Fee: $300 Tax: $3,595 (2024)Community: Jesups Reserve Twnhms RepTownhouse
Taxes:$3,595
Remarks: Welcome Home to 335 Lansbrook Lane! This move-in ready 2 Bed/2 Bath townhouse is ready for its new owner. Enjoy the ultimate Florida lifestyle with peaceful water views right from your front porch. Inside, you’ll find a functional and inviting layout featuring a downstairs bedroom and full bath, while upstairs offers the primary suite, kitchen, and spacious living area. Conveniently located in highly sought-after Seminole County, you’ll be just minutes from shopping, dining, entertainment, and everyday conveniences. Recent updates include a (2023) Roof and (2025) Appliances, making this home truly move-in ready. Come see all this home has to offer! Call Today to schedule your private showing!
Listing is courtesy of: COLDWELL BANKER REALTY (407-333-8088)
Listing Agent: Trace Christian, Iii (407-202-8135)
498 CLUB DR, WINTER SPRINGS, FL 32708
$225,000325 Days on yellowkey MLS ID: O6332792
REDUCED by $10,000 (4.3%) on 06/22/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1224 Built: 1987Monthly Fee: $524 Tax: $2,970 (2024)Community: Cypress ClubTownhouse
Taxes:$2,970
Remarks: Welcome to Cypress Club, a townhome community located in The Highlands within Winter Springs. New shingle roofing installed within the past months. Freshly painted and new luxury vinyl flooring throughout the unit. Two bedrooms/two bath home is two stories offering split bedrooms. The living room/dining room combo provides high lofty ceilings with celestial windows providing natural sunlight to the home. Sliding glass doors open to a screen enclosed patio to the rear of the property that overlooks Winter Springs peaceful conservation area. Open stairwell that leads to the loft where you will find a spacious laundry arrangement set up. The master bedroom and bath are on the second floor. The home has been freshly painted. The Highlands offers many amenities to include tennis/pickle ball courts, basketball and volleyball, park with BBQ areas and a covered pavilion and boasts its Junior Olympic size swimming pool. Playgrounds throughout the community. Cypress Club also provides a community pool.
Listing is courtesy of: PAINE-ANDERSON PROPERTIES, INC (407-695-7898)
Listing Agent: Joyce Gary (407-782-3276)
Please select an email frequency other than None since you have chosen for us to email you with changes that match your search.