Location: Winter Springs
Keyword(s): Indian Trails Middle
Keyword(s) Middle School: Indian Trails Middle
Do Not Show Listings
140 N. FAIRFAX, WINTER SPRINGS, FL 32708
$325,000167 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
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,426
Elementary School: Highlands Elementary
High School: Winter Springs High
Tax Year: 2024
Middle School: Indian Trails Middle
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
$199,00053 Days on yellowkey MLS ID: O6389987
0 Days Off yellowkey (back on 4/24/2026)
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
Elementary School: Keeth Elementary
Tax Year: 2025
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)
118 BROOKSHIRE CT, WINTER SPRINGS, FL 32708
$599,00033 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
$910,00042 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
$350,00064 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 is courtesy of: RE/MAX TOWN & COUNTRY REALTY (407-695-2066)
Listing Agent: Kristine Mckinley (407-415-2412)
130 DEER SONG DR, WINTER SPRINGS, FL 32708
$310,00046 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)
1421 HAPPY BIRD LN, WINTER SPRINGS, FL 32708
$573,448188 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)
1011 W PEBBLE BEACH CIR, WINTER SPRINGS, FL 32708
$439,00061 Days on yellowkey MLS ID: O6391562
0 Days Off yellowkey (back on 4/10/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1804 Built: 1980Monthly Fee: $117 Tax: $2,390 (2024)Community: Country Club Village Unit 1Single Family
Taxes:$2,390
Remarks: Under contract-accepting backup offers. Welcome to effortless living in the highly sought-after Tuscawilla golf community in Winter Springs, Florida, where comfort meets convenience and lifestyle takes center stage. This beautifully maintained 3-bedroom home offers a bright, open layout with soaring vaulted ceilings and stylish laminate flooring that flows seamlessly throughout. Natural light pours in, creating a warm and inviting atmosphere perfect for both everyday living and entertaining. One of the standout features is the spacious heated and cooled Florida room, adding valuable flex space for a home office, lounge, or year-round entertaining, all while overlooking your private outdoor setting. Enjoy peace of mind with major updates already completed, including updated plumbing, a water softener system, fresh interior paint, new exterior lighting, and newly installed sod that enhances curb appeal. Step outside your front door and into a lifestyle many buyers are searching for. Located just moments from the Tuscawilla Country Club, residents have the option to enjoy golf, tennis, dining, and social events for a low fee, making it easy to embrace an active, resort-style lifestyle without the high commitment. Even better, the HOA handles exterior yard maintenance, giving you more time to relax, travel, and enjoy everything the community has to offer. This is true low-maintenance living in one of Seminole County’s most established neighborhoods. Positioned in the heart of Winter Springs, you’re surrounded by scenic parks, walking and biking trails, top-rated Seminole County schools, and a wide variety of shopping and dining options just minutes away. Whether you're downsizing, relocating, or simply looking for a home that offers both lifestyle and ease, this property delivers a rare opportunity to live in one of Central Florida’s most desirable golf communities.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Brittany Pride (888-883-8509)
116 PHILADELPHIA WAY, WINTER SPRINGS, FL 32708
$325,000106 Days on yellowkey MLS ID: O6379053
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1468 Built: 2005Monthly Fee: $300 Tax: $4,182 (2024)Community: Heritage Park TwnhmsTownhouse
Taxes:$4,182
Remarks: Well-appointed 3-bedroom, 2.5-bath townhome for sale in a gated community, offering a great combination of functionality, privacy, and location. Designed for comfortable living, this home includes energy-efficient double-pane windows that enhance interior comfort and help reduce outside noise. The primary suite features a spacious walk-in closet with natural light, creating a bright and welcoming retreat. The kitchen is fully outfitted with appliances and provides ample workspace and storage. The second-floor laundry area adds everyday convenience with washer and dryer included. Residents enjoy access to community amenities such as a swimming pool and playground, all within a controlled-access neighborhood. Zoned for Layer Elementary, Indian Trails Middle School, and Winter Springs High School. Conveniently located near shopping centers, restaurants, parks, and major roadways, with an easy drive to UCF and Orlando International Airport. A great opportunity for a primary residence or investment property — schedule your private showing today.
Listing is courtesy of: SUNNY 365 REALTY GROUP (407-574-7048)
Listing Agent: Isabel Sirizzotti (407-361-8236)
431 S HAWTHORN CIR, WINTER SPRINGS, FL 32708
$450,000264 Days on yellowkey MLS ID: O6330022
1 Days Off yellowkey (back on 4/18/2026)
REDUCED by $15,000 (3.2%) on 04/06/2026
Bed: 5 Bath: 2.5 Liv Area Sq Ft: 2092 Built: 1975 Tax: $5,400 (2024)Community: North Orlando Terrace Unit 2 Sec 9Single Family
Taxes:$5,400
Elementary School: Winter Springs Elementary
Remarks: Under contract-accepting backup offers. **Single-Family Home with Detached ADU & Pool** Tucked away in a quiet cul-de-sac, this over 2,000 sq. ft. home with a detached Accessory Dwelling Unit (ADU) is a rare find in the highly desirable, non-HOA community of North Orlando Terrace! NEWER ROOF (2022), as well as a massive remodel in 2023 that consisted of NEW kitchen, bathrooms, plumbing, electrical panel, interior/exterior paint, light fixtures and luxury vinyl plank flooring throughout. WOW! Inside, modern design and timeless comfort blend seamlessly. The open-concept kitchen flows effortlessly into the dining and living spaces, creating the perfect setting for both family life and entertaining. A spacious family room, complete with a cozy fireplace, invites you to unwind, while the expansive primary suite offers a private retreat with a spa-like bath. Generously sized guest bedrooms and beautifully updated bathrooms make the home truly move in ready. Step outside and discover your own Florida oasis, a sparkling pool with elegant pavers and a screened porch designed for year-round enjoyment. And then there’s the showpiece: the detached ADU. With its open concept living/sleeping space, sleek kitchen, and full bath, it’s ideal for multi-generational living, private guests, or generating rental income to offset your mortgage. All of this comes with a central location just minutes from shopping, dining, and major roadways including SR-434 and US-17. This is more than a home, it’s a lifestyle. Don’t miss your chance to own it. Schedule your private showing today!
Listing is courtesy of: THE SHUGAN GROUP INC (407-755-7588)
Listing Agent: Elliot Shugan (407-755-7588)
1379 TARFLOWER DR, WINTER SPRINGS, FL 32708
$485,00061 Days on yellowkey MLS ID: O6390913
0 Days Off yellowkey (back on 4/18/2026)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1704 Built: 2024Monthly Fee: $356 Tax: $4,485 (2025)Community: Hickory GroveTownhouse
Taxes:$4,485
Remarks: Under contract-accepting backup offers. RARE END UNIT MOVE IN READY townhome with the PRIMARY BEDROOM DOWNSTAIRS in the heart of the Winter Springs Town Center! This beautifully maintained 3-bedroom, 2.5-bath home features a screened porch, custom California Closets in the primary suite, a rear-entry 2-car garage, and a bright open floor plan just steps from the Cross Seminole Trail, community includes community pool and dog park. Welcome to 1379 Tarflower Drive, located in the desirable Hickory Grove community in the heart of Winter Springs Town Center. This end-unit townhome offers additional privacy, extra windows, and abundant natural light, creating a bright and inviting living space. The open-concept floor plan is ideal for modern living and entertaining, featuring a spacious kitchen with stainless steel appliances, ample cabinetry, a walk-in pantry, and a breakfast bar overlooking the dining and living areas. Just off the living space, the screened-in porch provides the perfect spot to enjoy quiet mornings or relaxing Florida evenings. One of the most desirable features of this home is the first-floor primary suite, offering convenience and privacy. The suite includes a custom California Closet system in the walk-in closet, providing exceptional storage and organization, along with a spacious en-suite bathroom. Upstairs, you’ll find two additional bedrooms and flexible living space, ideal for guests, a home office, or additional family living. Residents of Hickory Grove enjoy low-maintenance living and a charming neighborhood atmosphere located just steps from the Cross Seminole Trail, a nearly 23-mile scenic trail system popular for biking, jogging, and outdoor recreation. The home is located in the highly rated Seminole County Public School District, ranked #1 in Florida, and is conveniently close to Winter Springs High School. Winter Springs itself has earned national recognition as one of Central Florida’s most desirable communities and was ranked among Money Magazine’s Top 100 Best Places to Live in America. Known for its beautiful parks, scenic trails, community events, and strong sense of community, the city offers an exceptional quality of life. With convenient access to SR-434, SR-417, Lake Mary, Oviedo, and downtown Orlando, this location provides the perfect balance of suburban charm and commuter convenience. End units with first-floor primary suites in this location are rarely available—schedule your private showing today.
Listing is courtesy of: PREMIUM PROPERTIES R.E SERVICE (407-380-2800)
Listing Agent: Melanie Miller (407-745-8317)
276 SAN GABRIEL ST, WINTER SPRINGS, FL 32708
$290,00032 Days on yellowkey MLS ID: O6399623
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1089 Built: 1994Monthly Fee: $127 Tax: $3,719 (2025)Community: Deersong 2Single Family
Taxes:$3,719
Remarks: Don't Wait!! Seller offers $5,000 Towards buyer's closing costs. This 3-bedroom, 2-bathroom home in Deersong-2 is a fantastic opportunity for anyone looking for a move-in-ready property in Winter Springs. With its newly updated kitchen, Modern faucet, granite countertops, and indoor laundry. High living room ceilings, the home feels both modern and spacious. The community offers excellent amenities, including a gated pool and tennis courts, all for a low HOA fee. Its prime location near top-rated Seminole County schools and the popular Torcaso Cove park makes it ideal for daily living. will not last long, Schedule your private showing today!!
Listing is courtesy of: KELLER WILLIAMS WINTER PARK (407-545-6430)
Listing Agent: Mariam Sherkawy (407-272-4234)
1352 AUGUSTA NATIONAL BLVD, WINTER SPRINGS, FL 32708
$399,00079 Days on yellowkey MLS ID: O6386661
0 Days Off yellowkey (back on 4/17/2026)
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1831 Built: 1993Monthly Fee: $39 Tax: $2,158 (2024)Community: Country Club Village Unit 3Single Family
Taxes:$2,158
Remarks: Under contract-accepting backup offers. One of the most affordable homes in Tuscawilla! Welcome to your new home in the highly sought after community of Tuscawilla, nestled in beautiful Winter Springs! This move-in ready residence offers comfort, convenience and exceptional value-one of the best prices in the entire community! Featuring a newer (2020) barrel tile roof, brand new plumbing though out (2025), and a spacious double garage, this home is perfect for buyers seeking low maintenance living without sacrificing location and quality. Enjoy minimal upkeep with low HOA fees that include lawn maintenance, giving you more time to take advantage of everything this vibrant community has to offer! Just a short walk or golf cart ride away, you'll find the championship 18 hole golf course and clubhouse at Tuscawilla Country Club, along with a sparkling resort-style pool and clay tennis courts-ideal for an active Florida lifestyle! There is also a welcoming restaurant and bar which hosts many fun social events for members! Whether you're purchasing your first home, downsizing, or investing, this property offers unbeatable value in a prime location. Don't miss your opportunity to own in one of the area's most desirable communities!
Listing is courtesy of: URBAN PALM REAL ESTATE COMPANY (321-231-2094)
Listing Agent: Andrea Rusch (321-231-2094)
60 SHEOAH BLVD #38A, WINTER SPRINGS, FL 32708
$185,00048 Days on yellowkey MLS ID: O6394692
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 1080 Built: 1973 Tax: $1,873 (2025)Community: Sheoah Sec 1Condo
Taxes:$1,873
Remarks: Under contract-accepting backup offers. **Seller may consider buyer concessions if made in an offer**Welcome to this BEAUTIFULLY UPDATED 2-bedroom, 1.5-bath condo in The Highlands of Winter Springs, offering the feel of a townhome with NO REAR NEIGHBORS and peaceful green space views. Thoughtfully maintained and MOVE-IN READY, this home combines comfort, style, and a desirable location. A SCREENED FRONT PORCH welcomes you in—perfect for enjoying your morning coffee. Step inside to an OPEN-CONCEPT LAYOUT where the Living Room, Dining area, and Kitchen flow seamlessly together, all enhanced by BEAUTIFUL WOOD LAMINATE FLOORING throughout for a warm, cohesive look. The Living Room is filled with NATURAL LIGHT and features sliding glass doors that lead to a REAR SCREENED PORCH, creating an ideal indoor-outdoor living space. Just beyond, a small patio overlooks lush greenery and mature trees, offering a TRANQUIL SETTING with added privacy. The Kitchen is truly a SHOWSTOPPER, beautifully updated with white cabinetry, stone countertops, a FARMHOUSE SINK, stylish range hood, sleek backsplash, and matching appliances, making it both functional and visually striking. A convenient half bath with a SLIDING BARN DOOR completes the main floor. Upstairs, the SPACIOUS Primary Bedroom features tall windows that fill the room with NATURAL LIGHT and includes PRIVATE ACCESS to the full bath. A second generously sized bedroom and an upstairs laundry closet add to the home’s practical layout. RECENT UPDATES include a NEW AC with added insulation (2024) and a NEW WATER HEATER (2024), providing comfort and efficiency. Residents of The Highlands enjoy an AMENITY-RICH LIFESTYLE, with access to a SPARKLING COMMUNITY POOL, clubhouse, tennis and sports courts, playgrounds, and scenic nature trails, along with HOA coverage that includes cable, internet, trash, exterior maintenance, and grounds care. IDEALLY LOCATED in Winter Springs, this home is close to OUTDOOR RECREATION at Central Winds Park and the popular Cross Seminole Trail, perfect for biking, walking, and enjoying nature. You’re also just a SHORT DRIVE from shopping, dining, and entertainment in Oviedo and Altamonte Springs, as well as the UNIVERSITY OF CENTRAL FLORIDA, making this location ideal for a variety of lifestyles. With CONVENIENT ACCESS to State Road 417, commuting throughout Central Florida is simple and efficient. The STYLISH UPDATES, private setting, and exceptional community amenities make this Highlands home a perfect blend of comfort, convenience, and LOW-MAINTENANCE LIVING. Call and schedule your tour today!
Listing is courtesy of: WEMERT GROUP REALTY LLC (407-743-8356)
Listing Agent: Jenny Wemert (407-809-1193)
1250 STONE HARBOUR RD, WINTER SPRINGS, FL 32708
$540,00042 Days on yellowkey MLS ID: O6394987
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2113 Built: 2002Monthly Fee: $150 Tax: $6,288 (2024)Community: Parkstone Unit 3Single Family
Taxes:$6,288
Remarks: Under contract-accepting backup offers. IMMACULATE 4 bedroom, 2 bathroom home in the beautiful GATED community of Parkstone! Located on a CUL-DE-SAC, fully FENCED backyard, NO REAR NEIGHBORS with a small POND for watching the amazing wildlife. COMPLETELY REMODELED! LAMINATE flooring throughout with TILE in the wet areas. As you enter, notice the natural light that shines through the home. A SEPARATE dining room, flex space and a SPLIT bedroom plan. The kitchen features QUARTZ countertops, TILE backsplash, breakfast bar and a kitchen nook with FRENCH doors. Refrigerator 2025 and the other appliances are newer too. The primary bedroom has FRENCH doors to the large SCREENED PATIO. The primary bathroom boasts QUARTZ countertops, his-and-hers sinks, a GARDEN tub and walk-in shower with a GLASS door enclosure. The other bedrooms are large enough for queen beds! The secondary bathroom also includes QUARTZ countertops with a TILED shower and GLASS door enclosure. LAWN MAINTENANCE, community POOL, fishing dock, tennis courts, and a playground are included with the low HOA fees. Roof, water heater, and water softener are newer. Fabulous Seminole County Schools, 10 minutes to shopping and restaurants. 30 minutes to downtown Orlando and within 10 minutes of major highways. Come and get this home before it's gone, as this one has it all!!
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE REALTY (407-977-7600)
Listing Agent: Heather Pryor (321-303-5393)
702 GLASGOW CT, WINTER SPRINGS, FL 32708
$317,70046 Days on yellowkey MLS ID: O6394959
Bed: 4 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1878 Built: 1974Monthly Fee: $450 Tax: $3,285 (2024)Community: Highland Patio Homes Amended PlatSpa: YesCondo
Taxes:$3,285
Remarks: Welcome to a beautifully updated patio home tucked away on a quiet, tree-lined cul-de-sac in the desirable Pebble Creek community of The Highlands in Winter Springs. Enjoy Villa-style living with a two-story layout. Offering 4 bedrooms, 2.5 bathrooms, and a thoughtfully designed layout with the primary suite conveniently located on the first floor, this home blends comfort, functionality, and low-maintenance living. From the moment you arrive, you’ll appreciate the private courtyard entry—perfect for morning coffee or relaxing evenings, along with multiple outdoor spaces, including a screened-in porch and two fenced areas ideal for pets or gardening. Inside, the home features warm wood accents, soaring ceilings, and an abundance of natural light throughout. The updated kitchen is equipped with a gas double oven, modern appliances, pantry storage, and flows seamlessly into the main living areas. An interior laundry/utility room adds everyday convenience. Bathrooms have been tastefully renovated with updated vanities, tilework, and glass shower enclosures. Recent upgrades provide peace of mind, including re-piping, updated HVAC system, water heater, garage door, and energy-efficient windows and doors. Additional improvements include updated flooring, custom closet shelving, and enhanced finishes throughout the home. Located within The Highlands, residents enjoy a wide range of amenities, including a community pool, clubhouse, tennis courts, playgrounds, and miles of scenic walking trails and boardwalks. The HOA maintains exterior elements such as the roof, paint, and landscaping, allowing for easy, low-maintenance living
Listing is courtesy of: SHAWFIELD REALTY GROUP (407-963-7749)
Listing Agent: Carrie Sue Shawfield (407-963-7749)
403 MURPHY RD, WINTER SPRINGS, FL 32708
$408,500105 Days on yellowkey MLS ID: O6379099
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1520 Built: 1973 Tax: $5,275 (2024)Community: North Orlando Terrace Unit 2 Sec 8Single Family
Taxes:$5,275
Remarks: Welcome home to this beautiful 3 bedrooms, 2 bathrooms house with a pool. Come and enjoy the large pool, modern and updated kitchen with granite countertop and stainless-steel appliances. The spacious interior along with the bonus room will give your family enough space to grow. In the last 4 years the roof, air conditioning unit and water heater have all been replaced. The solar panels will allow you to save on your monthly expenses. This property is conveniently located within close proximity to stores, supermarkets, A rated public school system. Everything welcomes you to make this house your next home. Come see this property today!
Listing is courtesy of: FLORIDA REALTY INVESTMENTS (407-207-2220)
Listing Agent: Celeste Baez (407-697-6309)
1113 CITRUS OAKS RUN, WINTER SPRINGS, FL 32708
$685,00041 Days on yellowkey MLS ID: O6397034
0 Days Off yellowkey (back on 4/13/2026)
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2353 Built: 2001Monthly Fee: $127 Tax: $3,886 (2024)Community: Citrus OaksSpa: NoSingle Family
Taxes:$3,886
Elementary School: Rainbow Elementary
Remarks: Under contract-accepting backup offers. Welcome to 1113 Citrus Oaks Run, a beautifully maintained home offering timeless style, functional space, and a private backyard retreat. This spacious 3-way split floor plan features wood flooring throughout, 8-foot doors, high ceilings, and elegant beams in the dining room, creating a warm and inviting atmosphere from the moment you enter. The living room/den showcases added French doors, while the updated kitchen overlooks the family room and features refinished cabinetry with soft-close features, updated countertops, pantry storage, and a cozy dinette area. The primary suite opens to the pool through sliding doors and includes a walk-in closet and an en-suite bath with updated counters, while the secondary wing offers two bedrooms with a beautifully remodeled bathroom and linen storage, plus a third bedroom and another fully renovated bath. Plantation shutters throughout add charm and privacy, and the laundry room is conveniently located just off the garage. Outside, enjoy a fully fenced wrought-iron yard and a screened pool area with a recently redone pool cage, perfect for relaxing or entertaining. Additional highlights include a 3-car garage with shelving and attic storage, water softener, A/C approximately 3 years old, and roof approximately 6 years old—making this move-in-ready home an exceptional opportunity in a desirable Winter Springs location.
Listing is courtesy of: RE/MAX 200 REALTY (407-629-6330)
Listing Agent: Abby Nelson (407-571-1445)
171 CONSTITUTION WAY, WINTER SPRINGS, FL 32708
$325,00040 Days on yellowkey MLS ID: O6396871
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1468 Built: 2005Monthly Fee: $300 Tax: $2,346 (2024)Community: Heritage Park TwnhmsTownhouse
Taxes:$2,346
Remarks: Welcome to this beautifully maintained townhome located in the desirable gated community of Heritage Park in Winter Springs. Perfectly positioned directly across from the community pool with ample guest parking nearby, this move-in ready home offers both comfort and convenience. Step inside to find attractive laminate flooring flowing throughout the first floor, complemented by neutral paint and upgraded lighting that create a warm and inviting atmosphere. The open-concept layout seamlessly connects the kitchen, dining, and living areas—ideal for both everyday living and entertaining. The well-appointed kitchen features 42" cabinetry, granite countertops, stainless steel appliances, a closet pantry, and a convenient peninsula with breakfast bar seating. Just beyond the living space, enjoy peaceful outdoor living on the open patio overlooking a serene pond backed by conservation—perfect for relaxing mornings or unwinding at the end of the day. Upstairs, all three bedrooms provide privacy and comfort. The spacious primary suite offers tranquil pond views, a walk-in closet, and an en-suite bathroom complete with an oversized single-sink vanity and a large tiled shower. Two additional bedrooms are generously sized with ample closet space, ceiling fans, and plenty of natural light. A full guest bathroom with a shower/tub combination on the second floor and a convenient half bath on the first floor complete the home. Additional highlights include a one-car garage, prime location within the community, and fully furnished option for no additional cost! This is a wonderful opportunity to enjoy low-maintenance living in a sought-after location—schedule your private showing today!
Listing Agent: Jean Scott (407-759-5320)
202 ARROWHEAD CT, WINTER SPRINGS, FL 32708
$1,250,000270 Days on yellowkey MLS ID: O6337777
0 Days Off yellowkey (back on 4/8/2026)
Bed: 5 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 4078 Built: 1996Monthly Fee: $96 Tax: $14,910 (2024)Community: Arrowhead At Tuscawilla Unit 2Spa: YesSingle Family
Taxes:$14,910
Remarks: Under contract-accepting backup offers. BRAND NEW TILE ROOF! **Buyer backed out due to personal reasons**. Gorgeous custom-built home on one half acre in the prestigious gated community of Arrowhead, the jewel of Tuscawilla. This estate is surrounded by private residences with tile roofs and stunning elevations, offering unmatched curb appeal with a travertine-adorned front porch, decorative columns, and a brick-paver circular drive with a portico leading to a rear-facing oversized three-car garage. Inside, soaring ceilings with crown molding, decorative trays, transom windows, and custom wrought-iron entry doors create an impressive atmosphere. A magnificent double front door and separate “friends and family” entry welcome you into a thoughtfully designed floor plan. The primary suite features two walk-in closets, a luxurious bath with a one-of-a-kind bubbler tub, dual copper sinks, vanity area, abundant counter space, and handsome lighting. An adjacent study could serve as a sixth bedroom if desired. Additionally, the primary bedroom and secondary bedroom, the living room, family room, and study all encircle the pool and patio area for the ultimate entertaining layout. One guest suite even offers a private patio retreat. The gourmet kitchen is a chef’s dream with 42”+ wood cabinetry with crown molding, granite countertops, large pantry, and a spacious center island. Appliances include a Café built-in refrigerator/freezer, KitchenAid stainless steel double ovens and microwave, five-burner gas cooktop, KitchenAid trash compactor, and Miele dishwasher. The butler’s pantry, conveniently located off the kitchen and dining room, offers wine storage and abundant cabinetry. The family room features an electric fireplace with custom cabinetry, while the formal living and dining areas showcase beautiful cherry wood flooring. A giant updated laundry room includes Maytag washer and dryer, floor-to-ceiling cabinetry, quartz countertops, backsplash, and a utility sink. Upstairs, a gently curved stairwell leads to a large bonus room with en-suite bath, ideal as a fifth bedroom, guest suite, media/game room, or man cave. A massive air-conditioned storage room is also located upstairs. Highlights include: • 4 full and 1 half baths * Generac System • Two air-conditioning systems with UV filtration • Whole-house water filtration system • Dual hot water heaters, including one tankless • 9-foot interior doors with ceiling heights ranging from 10–20 feet • French doors across the back of the home, including mitered glass in the family room • New designer lighting fixtures • Recessed lighting and 8” baseboards throughout • NEW Tile Roof and Brand NEW Hot Water Heater • Dramatic exterior and landscape lighting * New Variable Speed Pool Pump installed The outdoor oasis features a huge saltwater pool and heated spa with cantilever edge, brick-paver patio, large covered porch, and outdoor bar with Lynx grill. Lush landscaping, privacy hedges, and a brick wall enclose the backyard, creating space for entertaining, fun, and pets to play. This one-of-a-kind estate combines timeless elegance, modern upgrades, and thoughtful details in one of Tuscawilla’s most sought-after neighborhoods.
Listing Agent: Kim Coburn (407-341-1324)
Please select an email frequency other than None since you have chosen for us to email you with changes that match your search.