Location: Winter Springs
Do Not Show Listings
118 BROOKSHIRE CT, WINTER SPRINGS, FL 32708
$599,0007 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
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$3,067
Elementary School: Layer Elementary
High School: Winter Springs High
Tax Year: 2024
Middle School: Indian Trails Middle
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
$910,00016 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
Elementary School: Keeth Elementary
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
$350,00038 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)
156 SEVILLE CHASE DR, WINTER SPRINGS, FL 32708
$699,9002 Days on yellowkey MLS ID: O6394958
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2509 Built: 1999Monthly Fee: $187Community: Seville ChaseSingle Family
Taxes:$0
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: One or more photo(s) has been virtually staged. Welcome to refined Florida living in the exclusive gated community of Seville Chase, a hidden gem in desirable Winter Springs. With just 110 homes, this intimate community offers a rare blend of privacy, charm, and timeless appeal. As you enter, you’re greeted by the picturesque, tree-lined Seville Chase Drive, where mature landscaping and a serene community pond set the tone for a tranquil, elegant lifestyle. This beautifully designed one-owner, four-bedroom, three-bath residence features a highly sought-after three-way split floor plan, offering both comfort and privacy for family and guests alike. Thoughtfully laid out, the home flows effortlessly from one space to the next, creating an inviting atmosphere ideal for both everyday living and entertaining. From the moment you step inside, you’ll appreciate the sense of quiet sophistication—where natural light, spacious living areas, open concept kitchen, and well-appointed finishes come together in perfect harmony. The primary suite serves as a private retreat with ensuite bath that features a jacuzzi tub, separate shower, and walk-in closet, while secondary bedrooms are tucked away in separate wings, providing flexibility for guests, a home office, or multigenerational living. Whether enjoying peaceful mornings overlooking the surrounding greenery in your private screened lanai, or hosting gatherings in the generous living spaces, this home captures the essence of Florida living at its finest—where elegance meets ease in a setting that feels both luxurious and welcoming. Experience the beauty, privacy, and understated grandeur of Seville Chase—where every day feels like a retreat. This lovingly cared for home awaits your personal touches: ROOF (2023), HVAC (2022), 6 front impact WINDOWS and French PATIO DOORS (2024), water heater (2009), hurricane shutters, paver driveway, paver screened lanai.
Listing is courtesy of: VALENCE REALTY GROUP (407-797-5034)
Listing Agent: Cyndy Valence (407-810-3434)
1331 AUGUSTA NATIONAL BLVD, WINTER SPRINGS, FL 32708
$450,00042 Days on yellowkey MLS ID: O6389425
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1657 Built: 1988Monthly Fee: $125 Tax: $4,965 (2025)Community: Country Club Village Unit 3Single Family
Taxes:$4,965
Remarks: This beautifully updated home offers easy-maintenance living in the highly desirable golf community of Tuscawilla! Offering peace of mind with major upgrades and improvements such as a BRAND NEW tile barrel roof, NEW energy-efficient water heater, Dual Pane Windows, and top of the line Carrier HVAC system. In addition to providing a fabulous, open layout and vaulted ceilings, this 3-bedroom home includes a separate bonus room that is perfect for an office, sitting area, craft room, and more! Other terrific features include: remodeled kitchen with custom cabinets, granite counters and stainless appliances, both bathrooms have been beautifully updated and include decorative tile and design, and there's no carpet in sight! The updated eat-in kitchen offers a breakfast nook, breakfast bar and modern finishes flows seamlessly into the main living and dining spaces, while updated bathrooms, inside laundry room, and a 2-car garage with epoxy floors add everyday comfort and convenience. Both bathrooms have modern finishes and well-appointed upgrades; and plenty of storage. Additional major updates include dual pane/energy-efficient windows, epoxy garage floors, attic with deck flooring, water filtration system(kitchen), NEW water heater (2024), Carrier HVAC (2016), and whole house re-piped. The flexible floor plan also includes a dedicated office/den, ideal for working from home, hobbies, or additional living space. Enjoy year-round comfort in the all-season enclosed patio with dedicated A/C, all overlooking a peaceful wooded lot that creates a private and relaxing setting. Additional features include paver driveway & patio, and low-maintenance appeal in one of Winter Springs’ most established and sought-after communities. Located near Tuscawilla Country Club offering golf, tennis, and an Olympic-sized pool, as well as parks, walking trails, shopping, dining, and top-rated Seminole County schools, this home offers the perfect blend of location, lifestyle, and smart updates. A rare opportunity to enjoy updated, easy living with a convenient Winter Springs location and zoned for top-rated Seminole County schools.
Listing Agent: Allison Day (407-617-2881)
130 DEER SONG DR, WINTER SPRINGS, FL 32708
$310,00020 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)
709 WINDWILLOW CIR, WINTER SPRINGS, FL 32708
$839,0002 Days on yellowkey MLS ID: O6399823
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3407 Built: 1988Monthly Fee: $20 Tax: $368 (2024)Community: Lake Tuskawilla Ph 1Spa: NoSingle Family
Taxes:$368
Remarks: Located in a small, low-traffic community with minimal turnover, this beautifully updated corner-lot home offers an exceptional blend of space, privacy, and functionality. Featuring a highly desirable four-way split bedroom floor plan, the layout is perfect for large families, multi-generational living, or those who love to entertain. The private in-law suite includes a spacious bedroom, living area, walk-in closet, and full bath—ideal for guests or extended family. The home’s open yet flexible design allows for both comfortable everyday living and seamless entertaining. Step inside to vaulted ceilings, new flooring, updated lighting and fans, and a stunning living room with a shiplap feature wall and triple-panel sliding glass doors overlooking the pool. The family room features a wood-burning fireplace with a stone front and granite hearth, plus updated LED lighting and pool views. The fully renovated kitchen is a showstopper, featuring 42-inch farmhouse-style cabinets, quartz countertops, stainless steel appliances, a vent hood, built-in microwave, coffee bar/dry bar, double trash pull-outs, specialty cabinetry, and a massive 10x4 island with seating for six. Dual pantries—including a walk-in—provide ample storage. The primary suite is a true retreat with private patio access, a dressing room, walk-in closet with barn door, and a completely updated bath with vaulted ceilings, dual sinks, oversized walk-in shower, private water closet, and a French door leading to a secluded garden area. Enjoy Florida living at its finest with a screened-in pool featuring a fountain, two covered patios, a private pool bath, and a separate pool storage room—all within a fully fenced, private backyard. Additional highlights include a mudroom entry with built-in seating and storage, a large interior laundry room with utility sink and cabinetry, generous closet space throughout, new garage door with an opener, and attic storage access. Major updates include a 2020 roof, 2022 AC units, and recently renovated kitchen and bathrooms. Zoned for top-rated Seminole County schools. This move-in ready home truly has it all—space, style, and an unbeatable layout in a prime location.
Listing is courtesy of: COLDWELL BANKER REALTY (407-696-8000)
Listing Agent: Brad Merrell (407-920-7800)
1327 AUGUSTA NATIONAL BLVD, WINTER SPRINGS, FL 32708
$448,0007 Days on yellowkey MLS ID: O6399111
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2128 Built: 1994Monthly Fee: $117 Tax: $2,755 (2024)Community: Country Club Village Unit 3Single Family
Taxes:$2,755
Remarks: Welcome to Country Club Village, one of Tuscawilla’s most desirable neighborhoods. This 3-bedroom, 2-bath home is one of the largest and most popular models, with no step-downs. Just a hop, skip, and a jump from Tuscawilla Country Club, this light and bright home offers an eat-in kitchen, a well-designed floor plan, a separate inside laundry room, and a spacious primary suite with a bumped-out sitting or reading area. The upgraded primary bath is designed to impress, featuring a soaking tub and separate shower, your own private retreat at the end of the day. The living room offers ample space for a dinner party or casual gathering, making this a wonderful home for entertaining. The fireplace adds a touch of elegance and warmth, perfect for those occasional chilly Florida nights. The open porch creates an inviting space to relax, whether enjoying a quiet morning or a peaceful evening at home. The HOA handles the lawn, giving you more time to enjoy the lifestyle this neighborhood offers. Take advantage of nearby Trotwood Park, Bear Creek Nature Trail, and direct access to the Cross Seminole Trail, perfect for walking, biking, and enjoying the outdoors. Conveniently located near restaurants, within the highly regarded Seminole County school district, with easy access to SR 417, and approximately 50 minutes from both the beaches and the amusement parks, this is a wonderful opportunity to enjoy comfort, convenience, and a premier Tuscawilla location.
Listing Agent: Laura Leigh Wood (407-310-4908)
1503 GRACEFUL DOE LOOP, WINTER SPRINGS, FL 32708
$719,000104 Days on yellowkey MLS ID: S5141335
1 Days Off yellowkey (back on 4/21/2026)
Bed: 5 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3287 Built: 2020Monthly Fee: $135 Tax: $9,164 (2024)Community: Tuskawilla Crossings Ph 2Single Family
Taxes:$9,164
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. This stunning 5-bedroom, 3-bathroom home with a three-car garage offers a perfect blend of style, comfort, and functionality. As you step inside, you are greeted by a spacious floor plan. One bedroom and a full bathroom are conveniently located downstairs, providing privacy and flexibility for guests. The main level features an open and versatile layout, including a spacious dining room that can also be used as a TV room or bonus room, a modern kitchen with sleek quartz countertops, stainless steel appliances, and ample cabinetry for all your culinary needs. The kitchen flows seamlessly into the elegant living room, creating a cohesive space ideal for gatherings, along with a dedicated office area. You will also find a covered lanai and your own backyard. Upstairs, a loft offers endless possibilities for relaxation or entertainment, along with four additional spacious bedrooms, all of them with walk-in closets, including a luxurious primary ensuite with a generous layout—perfect for creating your own private sanctuary and two walk-in closets. An additional bathroom upstairs ensures plenty of space to accommodate everyone’s needs. This home also includes an attached three-car garage, thoughtful finishes, and a layout designed to suit your lifestyle. Located in the Tuskawilla Crossings community, residents enjoy a range of amenities, including a community pool, playground, dog park, and more—offering endless opportunities for recreation. Situated in the Winter Springs area, this home provides easy access to a variety of conveniences and activities. Don’t miss the opportunity to make this extraordinary house your new home. Schedule a showing today!
Listing is courtesy of: FLORIDA SPIRIT HOMES (407-396-4441)
Listing Agent: Gabriel Silva Andrada (321-666-0301)
107 GOLDEN CREST CT, WINTER SPRINGS, FL 32708
$519,00028 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
Elementary School: Lawton Elementary
High School: Oviedo High
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)
630 FALCON CT, WINTER SPRINGS, FL 32708
$425,0007 Days on yellowkey MLS ID: O6396134
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1360 Built: 1986Monthly Fee: $64 Tax: $1,454 (2024)Community: GreenspointeSingle Family
Taxes:$1,454
Elementary School: Highlands Elementary
Middle School: South Seminole Middle
Remarks: Welcome to 630 Falcon Ct in the Greenspointe section of The Highlands community in Winter Springs. Located just north of Orlando, this beautiful three-bedroom, two-bathroom home is now available. It features an open layout with abundant natural light, a cozy fireplace, and a custom chef’s kitchen designed for entertaining. One of the property's standout features is the screened-in back porch, which provides a peaceful setting to enjoy sunsets and nature within the large, partially fenced-in backyard. For added peace of mind, the home includes a brand-new tile roof and a clean four-point inspection completed in February 2026. As a resident of The Highlands, you will enjoy access to a private clubhouse, pool, pickleball and tennis courts, and a nature trail. For outdoor enthusiasts, there is also a public mountain bike trail located directly behind the clubhouse. The location is ideally situated for a well-connected lifestyle, offering easy access to the 417, I-4, 17-92, and 434, and is just minutes from the Winter Springs Town Center. Don’t Miss This Exceptional Opportunity - Schedule Your Private Showing Today!
Listing is courtesy of: KELLER WILLIAMS HERITAGE REALTY (407-862-9700)
Listing Agent: Lisa Eichenblatt (407-595-2592)
421 RINGWOOD CIR, WINTER SPRINGS, FL 32708
$507,00021 Days on yellowkey MLS ID: V4948285
REDUCED by $13,000 (2.5%) on 04/21/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2029 Built: 1984Monthly Fee: $23 Tax: $5,298 (2024)Community: Deer Run Unit 21BSingle Family
Taxes:$5,298
Remarks: Welcome to this spacious and inviting 4-bedroom, 2-bath pool home in the heart of Winter Springs. Thoughtfully designed for both everyday living and entertaining, this home offers a comfortable layout with generous living spaces and plenty of room for a growing family. The backyard is a true highlight, featuring a private pool and brand-new sod that creates a fresh, vibrant outdoor setting perfect for relaxing, hosting gatherings, or enjoying Florida sunshine year-round. Inside, you will find a well-maintained home with important updates already completed, including a roof replaced in 2017, A/C replaced in 2021, and plumbing updated in 2021, offering peace of mind for the next owner. Conveniently located near shopping, dining, parks, and top-rated schools, this property combines comfort, function, and lifestyle in one desirable package.
Listing is courtesy of: LPT REALTY LLC (386-388-7877)
Listing Agent: Farrah Thacker (386-216-7099)
1421 HAPPY BIRD LN, WINTER SPRINGS, FL 32708
$573,448162 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)
314 SAN GABRIEL ST, WINTER SPRINGS, FL 32708
$279,990195 Days on yellowkey MLS ID: O6350799
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1091 Built: 1992Monthly Fee: $127 Tax: $2,209 (2024)Community: DeersongSpa: NoSingle Family
Taxes:$2,209
Remarks: Seller offering $2,500.00 toward Buyers Closing costs with an acceptable offer. Welcome to your dream home, perfectly positioned for easy commuting in Central Florida. This 3 bedroom, 2 full baths, split bedroom plan and screen enclosed side porch home boasts upgrades that make it shine brighter than most — capturing attention with these enhancements: Water Heater (Installed 03/2026), Roof (installed 2021) replaced in recent years for added peace of mind, insurance savings, and easier loan approval, Air Conditioning (2022) allowing you to stay comfortable year-round with a modern, energy-efficient system,Total Re-piping (2021) ensures smooth water flow and reduces future maintenance needs, Dishwasher (2021) for easy clean up. Stove & Refrigerator (2022) updated appliances for a sleek, functional kitchen, ready for your culinary adventures, Extra Kitchen Cabinets (2022) for extra space for all your kitchen storage needs, Luxury Vinyl in Bedrooms 2 & 3 provide a stylish, durable flooring that’s easy to maintain, Interior Paint (2021) fresh and neutral color walls throughout the home, Water-softener allows you to enjoy softer water for bathing, reduced hard water scale buildup, extended appliance life, and easier cleaning. This home is ideal for efficient daily living. Recent improvements mean less upkeep and more relaxation for you as well as the low HOA fees cover front and right side mowing, maintenance on the fence and shed, and a sparkling community pool — giving you more time to enjoy life! Newer systems and structural elements help lower insurance premiums and provide added security of your home. Close to local parks, Seminole County "A" Rated Schools, main shopping areas, major roadways for easy commuting. and exciting attractions and destinations for all ages. Perfect for every kind of buyer: seasonal residents can enjoy locking up and leaving, not having to worry about maintenance, collegiate students, checks all the boxes for first time home-buyers, empty-nesters downsizing, or anyone looking for comfortable carefree living.
Listing is courtesy of: WEICHERT REALTORS HALLMARK PRO (407-585-0500)
Listing Agent: Linda Bain (407-474-5269)
762 SHEOAH BLVD, WINTER SPRINGS, FL 32708
$360,00061 Days on yellowkey MLS ID: O6384572
REDUCED by $10,000 (2.7%) on 04/03/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1686 Built: 1977Monthly Fee: $40 Tax: $1,514 (2024)Community: Highlands Sec 4Single Family
Taxes:$1,514
Remarks: PRICE REDUCTION. SOLD “AS IS”. This home is located in one of the most desired communities in the Winter Springs area. The home offers 3 bedrooms and 2 bathrooms, an open floor plan, a Florida Room, split bedrooms, high ceiling, crown molding and much more. It is located close to all major highways making easy access to shopping centers and restaurants offering convenient travel to all areas of Central Florida. All kitchen appliances will convey, along with the refrigerator in the garage. New beautiful bamboo wood flooring in secondary bedrooms.
Listing is courtesy of: ABSOLUTE REALTY GROUP, LLC (407-673-1400)
Listing Agent: Beverly Curry (407-493-0673)
348 MICHAEL BLAKE BLVD, WINTER SPRINGS, FL 32708
$485,00063 Days on yellowkey MLS ID: O6383553
2 Days Off yellowkey (back on 4/21/2026)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1988 Built: 2013Monthly Fee: $167 Tax: $4,643 (2024)Community: Winter Spgs Village Ph 2Single Family
Taxes:$4,643
Remarks: Under contract-accepting backup offers. Move-in ready home in highly desirable Winter Springs Village with over $75,000 in recent improvements. Features include updated kitchen with modern cabinetry, countertops, and stainless steel appliances, plus luxury vinyl plank flooring throughout. Energy-efficient solar system designed to help reduce utility costs. Additional upgrades include fresh exterior paint, updated landscaping, and overhead garage storage. Located on a quiet street across from conservation, offering added privacy and natural views. The primary suite features a private screened balcony. HOA includes lawn maintenance, community pool, clubhouse, and playground. Conveniently located near shopping, dining, the Cross Seminole Trail, and Central Winds Park.
Listing is courtesy of: SHAHRAM SONDI + CO. (407-718-6160)
Listing Agent: Shahram Sondi (407-718-6160)
214 N ALDERWOOD ST, WINTER SPRINGS, FL 32708
$339,90023 Days on yellowkey MLS ID: O6394428
0 Days Off yellowkey (back on 4/20/2026)
REDUCED by $10,000 (2.9%) on 04/14/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1053 Built: 1972 Tax: $657 (2024)Community: North Orlando Terrace Unit 1 Sec 3Single Family
Taxes:$657
Remarks: Under contract-accepting backup offers. Completely remodeled 3-bedroom, 2 bathroom home located located in the heart of Winter Springs, offering convenience , comfort , and modern upgrades throughout. Situated on an oversized lot, this property features a large private pool, perfect for entertaining or relaxing in your own backyard oasis. Inside , you'll find a brand -new kitchen with modern finishes ,complemented by all-new appliances . The home also includes luxury vinyl flooring throughout, creating a stylish and durable living space . Additional upgrades include: new roof, brand new AC system , fully remodeled bathrooms with upgraded fixtures , gas water heater for added efficiency and flexibility . Ideally located near shopping , dining, and entertainment, this home offers the perfect blend of modern living and prime location
Listing is courtesy of: WORLD PROPERTIES GROUP (407-574-5920)
Listing Agent: Krasimira Kakarova (240-506-5959)
622 ANHINGA RD, WINTER SPRINGS, FL 32708
$398,500120 Days on yellowkey MLS ID: O6369225
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1721 Built: 1988Monthly Fee: $106 Tax: $4,083 (2024)Community: GreenspointeSingle Family
Taxes:$4,083
Remarks: NEW ROOF 2026, HVAC 2017–2018, and water heater 2022, giving buyers peace of mind from day one. This 3-bedroom, 2.5-bathroom home offers over 1,700 sqft of living space in a top-rated Seminole County school zone. The layout is highly desirable with the primary bedroom downstairs, featuring a spacious walk-in closet and a large private bathroom with dual vanities, separate shower, soaking tub, and private toilet space. The home offers a bright and open layout with high ceilings and tile flooring throughout the main living areas. The kitchen includes granite countertops, stainless steel appliances, light cabinetry, and a breakfast bar, with sliding glass doors leading to a cute shaded backyard — perfect to relax or entertain. Upstairs you’ll find a spacious loft along with two additional bedrooms and a full bathroom, offering flexibility for guests, family, or working from home. Additional features include a 2-car garage, interior laundry room, neutral finishes throughout, and the home is vacant and easy to show. Ideally located near UCF, Valencia College, SR-417, SR-434, and I-4, with easy access to shopping, dining, Downtown Orlando, and Central Florida beaches.
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE 2 REALTY (407-393-5901)
Listing Agent: Alexa Monasterio Flores (786-915-9294)
1011 W PEBBLE BEACH CIR, WINTER SPRINGS, FL 32708
$439,00035 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)
124 BLUE CREEK DR, WINTER SPRINGS, FL 32708
$750,000140 Days on yellowkey MLS ID: O6365177
REDUCED by $54,900 (6.8%) on 04/14/2026
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2762 Built: 1995Monthly Fee: $70 Tax: $8,440 (2024)Community: Chestnut Estates Ph 1Single Family
Taxes:$8,440
Remarks: Welcome to this 5 bedroom, 3 bathroom pool home in the highly desirable Tuskawilla neighborhood of Chestnut Estates. This home offers open-concept living with pool access from the primary bedroom, living room, and family room. As you walk through the front door, the dining room and spacious living room open to the lanai and screened-in pool area. The master bedroom and 5th bedroom are located on one side of the home, while the remaining bedrooms and baths are off the family room, offering a functional split floor plan. The kitchen comes equipped with all appliances, granite countertops, extra storage, and a large breakfast bar, and is open to the family room. The master bedroom measures approximately 29’ x 15’ and features a large walk-in closet plus a linen closet, double vanities, a separate shower, and a jetted tub. There is a Jack-and-Jill bathroom between two of the bedrooms, and the third bathroom opens directly to the pool area. All bathrooms and the kitchen have been updated. All five bedrooms are carpeted, and the main living areas are tiled. The backyard features mature landscaping with fruit trees and is fully fenced for privacy. Additional features include an alarm system and keypad near the garage entry. This home is available for immediate move-in.
Listing Agent: Ryan Langley (407-802-6462)
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