Location: Winter Springs
Keyword(s): Indian Trails Middle
Keyword(s) Middle School: Indian Trails Middle
Do Not Show Listings
724 BARRINGTON CIR, WINTER SPRINGS, FL 32708
$399,900339 Days on yellowkey MLS ID: O6312092
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1450 Built: 1987Monthly Fee: $100 Tax: $1,771 (2024)Community: Georgetowne Unit 1Single Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$1,771
Elementary School: Keeth Elementary
High School: Winter Springs High
Tax Year: 2024
Middle School: Indian Trails Middle
Remarks: Very well maintained home in Tuskawilla! Updated kitchen with Granite countertops, Elegant mirrored wall, Ceramic Tile throughout. Double sinks in beautiful master bathroom with garden shower tub! Owners have access to the neighborhood clubhouse and Community pool, HOA takes care of front yard lawn maintenance. Two parks and a nature trail are walking distance from the home. Walk to Trotwood Park and to Tuskawilla Country Club for a round of golf or tennis or to just socialize at the café and bar. This is a great opportunity to own an adorable low maintenance single-family home in the most affordable sought-after Country Club community in Seminole county. A rated school district! Short drive to Oviedo Marketplace and restaurants! Seller willing to contribute $8000 towards closing costs!! Don't miss this opportunity!! --
Listing is courtesy of: DIAMOND 2000 REALTY, INC (321-231-4195)
Listing Agent: Ramon Ortiz Cruz (321-231-4195)
1686 EAGLE NEST CIR, WINTER SPRINGS, FL 32708
$714,9004 Days on yellowkey MLS ID: O6401291
0 Days Off yellowkey (back on 4/24/2026)
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2233 Built: 1989Monthly Fee: $48 Tax: $4,456 (2025)Community: Glen Eagle Unit 2Spa: YesSingle Family
Taxes:$4,456
Elementary School: Rainbow Elementary
High School: Oviedo High
Tax Year: 2025
Remarks: Nestled in the desirable Glen Eagle part of Tuscawilla, this executive-style custom single-story home offers an exceptional blend of space, privacy, and location. Set along a picturesque tree-lined street, this 4-bedroom, 2.5-bath residence features a desirable split floor plan and a 2-car side-entry garage with additional parking, ideal for a boat or extra vehicles. Designed for both everyday living and entertaining, the home showcases a spacious, open layout complemented by a beautifully updated kitchen with quartz countertops. Over the past five years, the home has been thoughtfully enhanced with hardwood flooring throughout, fully renovated bathrooms, and upgraded kitchen appliances, creating a move-in-ready experience with modern finishes. Step outside to your private backyard retreat, complete with a fully fenced yard and a sparkling pool resurfaced in 2024, a new pool pump (2025), and a recently installed and fully paid solar pool heating system. New patio pavers further elevate the outdoor living space, making it perfect for relaxing or entertaining. A newer roof (2022) adds additional peace of mind. Located in the heart of Tuscawilla, this home is zoned for top-rated Seminole County schools and offers convenient access to SR 417, 426, and 434, just minutes from Downtown Orlando, Orlando International Airport, UCF, Siemens, and Research Park. Enjoy nearby parks, the Cross Seminole Trail, Oviedo on the Park, Oviedo Mall, YMCA, dining, shopping, and more. Optional membership to Tuscawilla Country Club offers golf, tennis, swimming, and a vibrant social lifestyle. Glen Eagle is known for its established homes, larger lots, and quiet residential charm. With major upgrades already completed and a prime location, this is a home you don’t want to miss!
Listing is courtesy of: KARDOSH REALTY (407-499-4466)
Listing Agent: Ana Semmel (407-314-5636)
1356 VIA VILLA NOVA, WINTER SPRINGS, FL 32708
$499,99933 Days on yellowkey MLS ID: S5146395
3 Days Off yellowkey (back on 4/24/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1864 Built: 1980Monthly Fee: $28 Tax: $4,380 (2024)Community: Sunrise Unit 2-ASingle Family
Taxes:$4,380
Elementary School: Eastbrook Elementary
Remarks: Under contract-accepting backup offers. Your private oasis awaits on a PREMIUM WATERFRONT LOT. Forget the stress... MOVE-IN READY to this completely stunning fully remodeled home with luxury finishes throughout! *** Welcome to your 3 Bedroom 2 full Bathroom, split plan Saltwater pool home. This home is also fully wheelchair accessible. The interior is elevated by curated designer upgrades, freshly redone walls and stylish new flooring throughout. Updates include: Roof (2018), both bathrooms' fully renovated (2025), pool finish & pool light (2023), Microwave & dishwasher (2021), KitchenAid double oven electric range (2025), HVAC (2023), repiped with PEX, dual pane windows and sliders (2018), vinyl fence (2024). This home has been completely leveled up with PREMIUM UPGRADES you won't find anywhere else. This home perfectly located just minutes from Top-Rated Oviedo High and easy SR417 access. The true showstopper is unrivaled SUNSET VIEWS over the tranquil pond---ideal for family living and unforgettable gatherings. Schedule your private showing today!
Listing is courtesy of: LOKATION (954-545-5583)
Listing Agent: Tori Nguyen (407-739-4773)
140 N. FAIRFAX, WINTER SPRINGS, FL 32708
$325,000145 Days on yellowkey MLS ID: O6364352
REDUCED by $6,000 (1.8%) on 04/24/2026
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 1188 Built: 1959 Tax: $2,426 (2024)Community: North OrlandoSingle Family
Taxes:$2,426
Elementary School: Highlands Elementary
Remarks: Fully Renovated Winter Springs Home with No HOA – Move-In Ready in Seminole County Welcome to 140 N. Fairfax Avenue in Winter Springs, Florida, a beautifully renovated home that blends classic Florida charm with modern upgrades in one of Seminole County’s most desirable and convenient locations. This extensively updated 3-bedroom, 1-bath home sits on a generous 8,900-square-foot lot and offers a turnkey opportunity for first-time buyers, downsizers, or investors seeking a move-in ready property in the Orlando metro area. Inside, the home has been thoughtfully remodeled from top to bottom. The interior features new flooring, fresh paint, modern lighting, and a completely updated kitchen and bathroom, along with new appliances and updated mechanical systems. A brand-new HVAC system installed in late 2025 and new energy-efficient windows add comfort and efficiency, allowing the next owner to enjoy years of low-maintenance living. The open and functional layout provides comfortable everyday living while maximizing natural light throughout the home. Outside, the spacious yard offers plenty of room to create your ideal outdoor living space. With no HOA restrictions, homeowners have the flexibility to add a garage or workshop, store a boat or trailer, or design additional outdoor entertaining areas. The property’s generous lot size offers rare freedom and versatility that is increasingly hard to find in Central Florida. For outdoor recreation, the home is located just a short walk to Torcaso Park, featuring a playground, splash pad, soccer fields, and a fishing pier. Residents also enjoy close proximity to Lake Jesup, Spring Hammock Preserve, and the Cross Seminole Trail, one of the region’s most popular trails for biking, jogging, and scenic walks. Families benefit from access to highly regarded Seminole County Public Schools, including Highlands Elementary School, Indian Trails Middle School, and Winter Springs High School, all located within a short drive of the home. Convenience is another major highlight of this location. The home is just minutes from Winter Springs Town Center, Oviedo on the Park, and Winter Park, providing easy access to shopping, dining, entertainment, and everyday services. Healthcare facilities such as Orlando Health South Seminole Hospital and AdventHealth Altamonte Springs are also nearby, offering quick access to medical care. Public transportation options are available throughout the area via the LYNX regional bus system, which serves Seminole County and connects residents to destinations across the greater Orlando area. Commuters can also access nearby SunRail stations in Longwood and Altamonte Springs for convenient rail service into downtown Orlando and surrounding employment centers. Safety and emergency services are close by as well, including Seminole County Fire Department stations serving the Winter Springs area, providing quick response coverage for local residents. Winter Springs itself is consistently recognized as one of the best places to live in Central Florida, known for its community feel, parks, trails, and easy access to major employers throughout Orlando, Lake Mary, and the Seminole County tech corridor. Whether you’re searching for a move-in ready home, an investment property, or an affordable Central Florida residence close to parks, schools, and commuter routes, 140 N. Fairfax Avenue delivers comfort, flexibility, and location in one exceptional package.
Listing is courtesy of: ERA GRIZZARD REAL ESTATE (407-203-5800)
Listing Agent: Shawn Mccormick (321-439-4277)
600 NORTHERN WAY #204, WINTER SPRINGS, FL 32708
$199,00031 Days on yellowkey MLS ID: O6389987
REDUCED by $20,900 (9.5%) on 04/15/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1132 Built: 1981 Tax: $3,150 (2025)Community: Tuscany PlaceSpa: NoCondo
Taxes:$3,150
Remarks: One or more photo(s) has been virtually staged. 2 Bedrooms / 2 Bath Condo located on 2nd floor in Tuscawillow. Move in condition. Eat-in Kitchen, tiled floor, pantry, includes all appliances, washer, dryer, pass thru to dining area. Spacious great room/dining area, glass slider opens to screen porch, private rear yard. Master Bedroom has glass slider opening to screen porch, walk -in shower, dressing area. Split Bedroom plan has newer carpet, tub in 2nd bathroom.. Gated community and pool. Walking distance to park includes ball park, tennis courts, basketball, splash pool, lake, covered picnic areas and great Seminole County schools. Community offers Golf Course and Country Club.
Listing is courtesy of: COLDWELL BANKER REALTY (407-696-8000)
Listing Agent: Barbara Mills (407-616-2961)
30 S EDGEMON AVE, WINTER SPRINGS, FL 32708
$250,00026 Days on yellowkey MLS ID: O6394469
0 Days Off yellowkey (back on 4/18/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1545 Built: 1960 Tax: $318 (2024)Community: North Orlando 2Nd AddSingle Family
Taxes:$318
Elementary School: Winter Springs Elementary
Remarks: Under contract-accepting backup offers. One owner Vintage home. 66 years old. VIEW SHORT VIRTUAL TOUR! So much potential. Needs full remodel but a nice piece of land with lots of living options. NO HOA with an amazing location. Multifamily Multi-generational potential. Was added onto many years ago. Originally built as a 2/1. Had another room with a second bath many years ago. Fireplace and family room was added on years ago. Also has a screened porch added onto the back. No idea how many square feet the home actually is. Electrical has been updated Natural Gas for you, even the HWH is gas. Several sheds on property. roof is 2018, A/C 2011. Owner has moved out of state so looking for a sale. Winter Springs has AMAZING Seminole County A+ rated Schools. Worth a look if you need some space in a great area. Someone has lived in this home for many years. Buy it and remodel down the road. Starter home for the right family. Live in it while you remodel. Won't last.
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Laurie Cain (407-484-9944)
1825 SENECA BLVD, WINTER SPRINGS, FL 32708
$700,00020 Days on yellowkey MLS ID: O6396955
REDUCED by $35,000 (4.8%) on 04/24/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2711 Built: 1989Monthly Fee: $8 Tax: $1,171 (2025)Community: Tuscawilla Unit 14BSpa: NoSingle Family
Taxes:$1,171
Elementary School: Lawton Elementary
Remarks: One or more photo(s) has been virtually staged. Welcome to 1825 Seneca Blvd in the heart of Tuskawilla, a rare opportunity to own a spacious one-story pool home on an almost half-acre lot in one of Seminole County’s most sought-after locations. Owned by the same family for 37 years, this 4-bedroom, 3 full bathroom block home offers 2,711 square feet of living space, a 2-car garage, soaring ceilings, skylights, abundant natural light, and an ideal layout with multiple living areas all on one level. Priced at its March 2026 appraised value of $735,000, this is a chance to secure a prime piece of real estate in a location where long-term ownership is the norm and opportunities like this do not come up often. Inside, the home offers impressive volume and flexibility. The main living room feels bright and open thanks to soaring ceilings and skylights, while the wood-burning fireplace adds warmth and character. The floor plan offers a great everyday flow with separate living and family spaces, formal and casual dining areas, and a split-bedroom style layout that gives the home both functionality and privacy. The home is move-in ready as it sits, but also presents an excellent opportunity for a new owner to update the cosmetics over time and make it their own. One of the standout features here is the outdoor space. The screened pool and patio area spans much of the rear of the home, creating a true extension of the living space and an ideal setup for relaxing or entertaining. The oversized lot is a major value driver, and because of the mature trees and natural setting, the property feels even more private than many homes nearby. It is the kind of yard that offers both space and seclusion, which is becoming harder and harder to find in this area. Major updates include a roof installed in June 2008, AC replaced in 2011, and water heater replaced in 2011. Optional HOA is another bonus. Zoned for Lawton Elementary, Indian Trails Middle, and Oviedo High School, this home is also close to Oviedo Mall, Trotwood Park, Tuskawilla Country Club, shopping, dining, and recreational amenities. If you have been searching for a well-maintained home with great bones, a large private lot, a screened pool, soaring ceilings, and an unbeatable Seminole County location, 1825 Seneca Blvd deserves your attention.
Listing is courtesy of: CREEGAN GROUP (407-622-1111)
Listing Agent: Chris Creegan (407-622-1111)
114 SUNDANCE CT, WINTER SPRINGS, FL 32708
$305,500164 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
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, 2025 dishwasher, 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)
1204 SWAN ST, WINTER SPRINGS, FL 32708
$750,000375 Days on yellowkey MLS ID: O6294504
3 Days Off yellowkey (back on 4/23/2026)
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 3334 Built: 1973 Tax: $3,677 (2024)Community: Winter Spgs Unit 4Spa: YesSingle Family
Taxes:$3,677
Remarks: Under contract-accepting backup offers. Great location, No HOA..69 acres , 4 bedrooms,2 bathrooms, one half bathroom out door shower, kitchen, living room, family room, huge Florida room, huge enclosed pool, 2 car garage, enclosed out door kitchen, game room, storage. Close to major Roads, sipping centers, , schools, hospitals, 17 minutes to Sanford Airport, 11 minutes to Oviedo mall, 20 minutes to UCF. 20 minutes to Orlando Health South Seminole Hospital. 11 minutes to Ovido Medical Center.
Listing is courtesy of: STIRLING INTERNATIONAL REAL ES (407-250-1000)
Listing Agent: Rosa Rodriguez (407-832-1185)
905 TORREY PINE DR, WINTER SPRINGS, FL 32708
$455,00053 Days on yellowkey MLS ID: O6388252
0 Days Off yellowkey (back on 3/25/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1934 Built: 1996Monthly Fee: $126 Tax: $2,379 (2024)Community: Greenbriar Sub Ph 2Single Family
Taxes:$2,379
Remarks: Under contract-accepting backup offers. Greenbriar of Tuscawilla offers a spacious, Light & Bright, open-concept 3-bedroom, 2-bath layout with peaceful views and an easy, connected flow for everyday living and entertaining. The kitchen opens directly to the living area, so you’re always part of the conversation—whether it’s morning coffee or game day. Gas fireplace in the living room for those cozy winter nights. Bedroom 3 is currently used as a home office and includes a Murphy bed, making it perfect for guests without giving up your work space. You’ll love the low-maintenance lifestyle here—the HOA handles the lawn care—and you’re also close to the Cross Seminole Trail, ideal for biking, walking, and getting outside whenever you feel like it. And here’s the big bonus: an enclosed Florida room (approx. 693 sq ft) that is NOT included in the recorded/MLS square footage—a huge flex space for entertaining, a playroom, hobby zone, home gym, or just spreading out and enjoying life. Tuscawilla is a Golfcart community, so bring your golfcart and meet at the park. ~Located conveniently 55 minutes from the beach and amusement parks.
Listing is courtesy of: RE/MAX TOWN & COUNTRY REALTY (407-695-2066)
Listing Agent: Laura Leigh Wood (407-310-4908)
223 BLUE CREEK DR, WINTER SPRINGS, FL 32708
$725,00044 Days on yellowkey MLS ID: O6388044
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2724 Built: 1996Monthly Fee: $70 Tax: $188 (2025)Community: Chestnut Estates Ph 2Single Family
Taxes:$188
Remarks: Situated within an exclusive one-street enclave in highly desirable Tuscawilla, this impeccably maintained home presents a harmonious blend of privacy, comfort, and convenience. Backing to a peaceful conservation area with no rear neighbors, the property enjoys a tranquil setting framed by mature landscaping and scenic natural views. Inside, the thoughtfully designed floor plan lends itself to both relaxed daily living and effortless entertaining. The spacious kitchen anchors the main living areas and features a center island, generous closet pantry, built-in workspace, and an open connection to the family room and breakfast area. An oversized enclosed Florida/bonus room with warm wood flooring extends the living space beautifully. A mini-split installed in 2025 enhances year-round comfort, creating an inviting setting for hosting guests or enjoying quiet evenings overlooking the conservation backdrop. This home has been meticulously cared for, with notable updates that add both value and peace of mind, including a new roof in 2023 with a secondary water barrier, new A/C system in 2025, plumbing updates, and a newer water heater. Ideally located just moments from Oviedo, residents enjoy quick access to the 417 and 408, UCF, Seminole State College, major employers, premier shopping, dining, and top-rated Seminole County schools. Discover the comfort, privacy, and convenience this exceptional Tuscawilla home provides. Schedule your private showing today. Save Big: Receive a 1% lender credit toward closing costs or rate buy-down. Ask for details!
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Aida Rico-Arango (689-276-4466)
421 HORIZON DR, WINTER SPRINGS, FL 32708
$315,00059 Days on yellowkey MLS ID: O6384932
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1069 Built: 1998Monthly Fee: $142 Tax: $3,681 (2025)Community: Seasons TheSingle Family
Taxes:$3,681
Remarks: Welcome to 421 Horizon Drive in Winter Springs, located in The Seasons community. This beautifully maintained one story home offers 3 bedrooms, 2 bathrooms, and 1,069 square feet of thoughtfully updated living space. Major improvements provide peace of mind, including a 50 year Rhino shingle roof installed in 2019, a 3.5 ton 14 SEER A C unit with heat pump and updated ductwork, a new electric panel, and a 2019 water heater. Inside, you’ll find newer Mohawk laminate flooring in the main living areas and bedrooms, tile in the kitchen and baths, updated light fixtures, newer ceiling fans, upgraded baseboards, and modernized doors and hardware throughout. The primary suite features a fully renovated bathroom with a walk in shower, glass enclosure, rain shower head, and updated vanity. The guest bathroom has also been extensively renovated. High and vaulted ceilings enhance the open great room and dining space, while the sliding glass doors lead to an extended and stamped concrete patio within a private vinyl fenced yard, ideal for relaxing or entertaining. Located on a quiet cul de sac with assigned parking and curb parking available, this home is just a short walk to the community pool and directly across from the park, playground, and tennis courts. The HOA covers lawn maintenance, making for easy, low maintenance living in a prime Seminole County location zoned for Winter Springs schools.
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Peter Luu (321-917-7864)
600 NORTHERN WAY #906, WINTER SPRINGS, FL 32708
$299,00088 Days on yellowkey MLS ID: O6375918
REDUCED by $999 (0.3%) on 04/21/2026
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1609 Built: 2016 Tax: $4,259 (2024)Community: Tuscany Place Ph 1Condo
Taxes:$4,259
Remarks: Turnkey townhouse with entry on ground level and so much living space inside and upstairs. An exceptional open floor plan at over 1,600 square feet with flexibility for multi-generation living. All bedrooms have their own private bathroom—one of the bedrooms with full bath is on the ground level—so it’s perfect for a mother-in-law suite. Check out the extra-large sized rooms, updated bathrooms, and all the features you are looking for. The kitchen has stainless steel appliances, granite countertops, and a large pantry closet. Large living room - family room combination with glass sliding doors leading out to the patio. Additional conveniences include a dedicated laundry room with shelves, walk-in closets, ceiling fans, and modern fixtures throughout the home. New roof as of March 2026. Hvac 2020. Wh 2017. Low monthly fee covers access to the community pool, exterior maintenance and landscaping, sewer, and trash services. Excellent location and zoned for Keeth Elementary School, Grades Served: PK and K-5. Very close to Winter Springs Town Center and shopping along Tuskawilla and Red Bug Lake Road, and Trotwood Park is right at your doorstep. Contact us today to tour!
Listing is courtesy of: JR REALTY GROUP LLC (407-920-4624)
Listing Agent: John Vincent (407-534-9764)
118 BROOKSHIRE CT, WINTER SPRINGS, FL 32708
$599,00011 Days on yellowkey MLS ID: O6394521
0 Days Off yellowkey (back on 4/22/2026)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2100 Built: 1996Monthly Fee: $48 Tax: $3,067 (2024)Community: Winding Hollow Unit 1Single Family
Taxes:$3,067
Elementary School: Layer Elementary
Remarks: Under contract-accepting backup offers. Welcome to this immaculate pool home located in the highly desirable Winding Hollow community of Winter Springs! Nestled on a quiet cul-de-sac with no rear neighbors, this home sits on an oversized, private lot—creating the perfect backyard retreat. Surrounded by mature landscaping and set within a peaceful neighborhood, this property makes a lasting impression from the moment you arrive. This home has been meticulously renovated with thoughtful attention to detail throughout. Step inside to discover brand-new tile flooring (2022) that flows seamlessly throughout the home. The spacious foyer offers the perfect place to drop off your belongings at the end of the day. To the right of the entry, you’ll find a versatile fourth bedroom—ideal as a home office, flex space, or guest room. The airy dining room provides an ideal setting for hosting dinner parties, while the beautifully renovated kitchen (2022) features granite countertops, upgraded cabinetry, under cabinet lighting, and new stainless steel appliances. The new kitchen is truly the heart of the home—whether you're a seasoned chef or just love to cook, this kitchen delivers. Overlooking the family room, the kitchen also includes a breakfast bar and cozy breakfast nook with views of the pool. The expansive family room showcases soaring ceilings and abundant natural light, creating a warm and inviting space to unwind while enjoying views of your private backyard oasis. The well-designed layout offers both functionality and an inviting atmosphere, perfect for everyday living and entertaining. The generous primary suite offers tranquil pool views and features a newly renovated ensuite bathroom (2023) complete with dual sinks, a jacuzzi tub, separate shower, and a spacious walk-in closet. The split floor plan provides added privacy, with additional bedrooms and a bright, updated full bathroom—ideal for family or guests. Step outside to your sparkling pool with fountains—perfect for relaxing or entertaining year-round. Enjoy the expansive, lush backyard—an oversized green space that offers endless possibilities for outdoor living. Recent upgrades include brand new energy-efficient Pella doors and windows (2019), new flooring (2022), a fully renovated kitchen (2022), updated appliances (2022), a renovated primary bathroom (2023), a new hot water heater (2023), re-screened lanai (2020), pool resurfaced (2023) and a new fence (2017). Ideally located in one of Seminole County’s most sought-after communities, this home is just minutes from top-rated schools, the Winter Springs Town Center, premier shopping and dining, with convenient access to I-4 and State Road 417. Outdoor enthusiasts will love being close to Central Winds Park, complete with sports fields, the AdventHealth pickleball complex, with restrooms, a dog park, and the Seminole Trail. Call for your showing today!
Listing is courtesy of: MAINFRAME REAL ESTATE (407-513-4257)
Listing Agent: Katie Bray (407-779-6677)
213 HEATHERWOOD CT, WINTER SPRINGS, FL 32708
$910,00020 Days on yellowkey MLS ID: O6395861
Bed: 4 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3499 Built: 1998Monthly Fee: $123 Tax: $12,885 (2024)Community: Reserve At Tuscawilla Ph 2Spa: YesSingle Family
Taxes:$12,885
Remarks: Under contract-accepting backup offers. Welcome home to 213 Heatherwood Circle, nestled within the highly sought-after gated community of Reserve at Tuscawilla, where lifestyle meets luxury. From the moment you arrive, you’re greeted by lush Florida landscaping, an oversized driveway, and a desirable side-entry three-car garage. Situated on a generous 0.34-acre pond-front lot, this exceptional property offers a private pool and spa, creating your own backyard retreat. Step inside to an impressive oversized foyer that sets the tone for the home’s spacious and elegant design. The expansive kitchen is a chef’s delight, featuring Corian countertops, 42” cabinetry, a large pantry, and a bright eat-in area with a stunning mitered glass window overlooking the pool. The kitchen opens seamlessly to the inviting family room, complete with soaring ceilings, a cozy fireplace, and abundant natural light. Perfect for entertaining, the home also offers formal living and dining rooms, along with a flexible office or fifth bedroom, all freshly updated with neutral paint and new carpeting. The oversized primary suite is a true retreat, featuring private access to the patio and pool, along with a luxurious en-suite bathroom, home office, two full bathrooms, and a conveniently located laundry room. Upstairs, a large bonus room with a full bathroom provides endless possibilities - ideal as a guest suite, media room, or additional bedroom. Outdoor living is where this home truly shines. Relax and unwind on the oversized lanai overlooking the sparkling pool and serene pond views. The outdoor oasis also includes a kitchenette and beautifully landscaped grounds—perfect for enjoying Florida living year-round. Additional upgrades include a new AC system (2025), new water heater (2025), roof replacement (2015), and fresh interior paint. Located within the Tuscawilla Community, residents enjoy access to the Tuscawilla Country Club, golf parks, biking and walking trails, including the Cross Seminole Trail, as well as top-rated Seminole County schools, shopping, dining, and more.
Listing is courtesy of: WATSON REALTY CORP (407-359-2300)
Listing Agent: Virginia Bellhorn (407-580-7235)
1219 SWAN ST, WINTER SPRINGS, FL 32708
$350,00042 Days on yellowkey MLS ID: O6391011
0 Days Off yellowkey (back on 3/21/2026)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1848 Built: 1978 Tax: $2,327 (2024)Community: Winter Spgs Unit 4Single Family
Taxes:$2,327
Remarks: Under contract-accepting backup offers. Build your dream home on this rare 0.47 acre corner lot located at 1219 Swan Street in the highly desirable Tuscawilla area of Winter Springs. This spacious homesite offers plenty of room to design a custom residence while enjoying the charm and established beauty of one of Seminole County’s most loved communities. The property is zoned for single family residential use, allowing for the construction of a custom single family home that fits your vision and lifestyle. Located in an optional HOA section of Tuscawilla, homeowners enjoy flexibility while still benefiting from the surrounding community amenities and pride of ownership. Just a short walk away is the Tuscawilla Country Club, a private club offering a full golf course with Diamond Zoysia greens surrounded by majestic Live Oak trees draped in Spanish moss. Members enjoy a well stocked Golf Pro Shop, fitness center, and The Oaks Restaurant which serves lunch, dinner, and brunch in a welcoming setting. The club also features six Har Tru clay tennis courts with LED lighting and a Jr Olympic sized swimming pool at the Aquatics Center along with numerous social activities throughout the year for both adults and children. Beyond the club, the Tuscawilla community is known for its beautiful parks, playgrounds, and scenic walking and biking trails that wind through the neighborhood, creating a peaceful and active outdoor lifestyle. With its large size, corner location, and unbeatable proximity to golf, tennis, dining, and recreation, this lot presents an exceptional opportunity to build a custom home in one of Winter Springs’ most sought after communities. Close to 417 highway which connects easily to I-4 to take you anywhere from Downtown Orlando, to Tampa or Daytona beach! Zoned for Keeth Elementary, Indian Trails Middle School, and Winter Springs High School in highly rated Seminole County Public Schools. Cash or hard-money only please.
Listing Agent: Kristine Mckinley (407-415-2412)
130 DEER SONG DR, WINTER SPRINGS, FL 32708
$310,00024 Days on yellowkey MLS ID: O6395309
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1105 Built: 1994Monthly Fee: $127 Tax: $3,102 (2025)Community: Deersong 2Single Family
Taxes:$3,102
Remarks: Welcome to 130 Deer Song Dr in the heart of Winter Springs an exceptional opportunity to own one of the most beautifully updated homes in the community! Positioned on a desirable corner lot with ample parking, this fully renovated 3-bedroom, 2-bathroom home stands out as a rare find offering both style and convenience. From the moment you step inside, you’ll notice the thoughtful upgrades throughout, including brand-new flooring, a completely redesigned kitchen, modernized bathrooms, updated plumbing, and new energy-efficient windows. all creating a truly move-in-ready experience. Major systems have already been taken care of for peace of mind, with the roof replaced in 2015 and AC updated in 2019. Step outside to your own private, fully fenced backyard oasis, featuring a paved outdoor space and covered patio perfect for entertaining, relaxing, or enjoying Florida living year-round. The property also includes a detached storage space, offering additional functionality and convenience. Located directly across from the community pool and amenities, you’ll enjoy easy access to everything this well-maintained neighborhood has to offer. The location is unbeatable just minutes from Winter Springs Town Center, Seminole County Bike Trail, Oviedo Mall, Publix, restaurants, and everyday essentials, along with nearby fire and police services for added peace of mind. This home checks all the boxes: location, upgrades, lifestyle, and value. Opportunities like this don’t come often, schedule your private showing today and see why this is truly one of the best homes in the neighborhood!
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE III (407-207-0825)
Listing Agent: Yosseff Roman (407-394-5843)
107 GOLDEN CREST CT, WINTER SPRINGS, FL 32708
$519,00032 Days on yellowkey MLS ID: O6393850
0 Days Off yellowkey (back on 4/21/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1978 Built: 1995Monthly Fee: $162 Tax: $6,261 (2024)Community: Eagles Watch Ph 1Single Family
Taxes:$6,261
Remarks: Under contract-accepting backup offers. Located within the gated community of Eagle’s Watch in Seminole County, this well-maintained residence offers a functional layout, quality features, and a highly convenient location. Situated on a quiet cul-de-sac and backing to a greenbelt, the property provides added privacy along with direct access to the Florida National Scenic Trail system for outdoor recreation. The home features a modern open-concept floor plan with high ceilings and abundant natural light throughout the main living areas. A covered front porch enhances curb appeal, while the interior layout is designed for both everyday living and entertaining. The fenced backyard includes mature trees and usable space, creating a comfortable outdoor setting. Eagle’s Watch is a gated, tree-lined, golf cart-friendly community offering amenities such as a pool, basketball courts, and playground, with front yard maintenance included through the HOA. Conveniently located near Highway 417 and Winter Springs Town Center, the home provides easy access to shopping, dining, and everyday essentials, along with zoning for top-rated Seminole County schools. This property combines a desirable setting, thoughtful design, and low-maintenance living within one of Seminole County’s most sought-after communities.
Listing is courtesy of: FLORIDA REALTY INVESTMENTS (407-207-2220)
Listing Agent: Dianne Moore (407-494-7575)
1421 HAPPY BIRD LN, WINTER SPRINGS, FL 32708
$573,448166 Days on yellowkey MLS ID: O6359884
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2502 Built: 2019Monthly Fee: $130 Tax: $4,781 (2024)Community: Tuskawilla Crossings 34'SSingle Family
Taxes:$4,781
Remarks: Welcome home! Fall in love this welcoming two-story home that features 4 bedrooms and 3.5 bathrooms, perfectly positioned across from the Cross Seminole Trail. Start your day with a cup of coffee on the charming covered front porch, where you can take in the refreshing breeze and picturesque views of the 13-mile trail that winds through Seminole County and connects to other scenic trails. Step inside to discover an inviting open floor plan enhanced by beautiful wood-style tile flooring. Prepare your favorite meals in the gourmet kitchen with stainless steel appliances, pantry, modern fixtures, and breakfast bar ideal for casual dining. The open-concept living and dining areas create the perfect setting for effortless entertaining. The primary suite, conveniently located on the first floor, includes a walk-in closet and a private ensuite bathroom with dual sinks and a walk-in shower. Ascend to versatile loft area upstairs offering additional space for work, play, or relaxation. You will also appreciate the secondary primary suite on this level, complete with a walk-in closet, dual sinks, and shower. Additionally, two generously sized bedrooms await your use along with a full bathroom. Outside, unwind on the covered back patio, surrounded by vinyl fencing for added privacy. A rear-facing two-car garage with a paver driveway completes the property. This home is part of the Tuskawilla Crossing community, which includes a dog park, a sparkling community pool for leisurely fun, and a playground. The area is rich in dining and shopping options and provides easy access to the 417. Situated in Seminole County which is well known for its public school system. Don’t miss the chance to make this exceptional home yours—schedule a showing today!
Listing is courtesy of: RE/MAX ASSURED (800-393-8600)
Listing Agent: Brent Dehoop (407-448-8971)
1272 CRAB APPLE LN, WINTER SPRINGS, FL 32708
$397,990108 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
Taxes:$1,457
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.
Listing is courtesy of: MATTAMY REAL ESTATE SERVICES (407-440-1760)
Listing Agent: Amanda Warren (321-662-0779)
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