Winter Springs Homes for Sale

Winter Springs Homes for Sale

Welcome to Winter Springs, Florida – a charming gem nestled in the heart of Seminole County. Known for its picturesque landscapes and family-friendly atmosphere, Winter Springs offers a perfect blend of suburban tranquility and vibrant community life. With its lush parks, scenic lakes, and miles of walking trails, this city is a haven for outdoor enthusiasts and nature lovers alike.

Winter Springs boasts a rich history and a diverse cultural scene, making it an ideal place to call home. Residents enjoy a variety of local events throughout the year, from farmers' markets to seasonal festivals that bring the community together. The city is also home to top-rated schools and a strong sense of community spirit, making it a great choice for families.

For those looking to settle in this beautiful area, Winter Springs offers an array of homes for sale that cater to various lifestyles and budgets. From charming single-family homes to modern townhouses, the real estate market here is thriving. Many properties feature spacious yards, updated interiors, and proximity to local amenities, ensuring you find the perfect fit for your needs.

Whether you're drawn to the area's natural beauty, its welcoming community, or the variety of housing options, Winter Springs is a place where you can truly feel at home. Explore the homes for sale in this delightful city and discover the lifestyle you've been dreaming of!

Newest Winter Springs Homes for Sale

4 Beds ⋅ 2 Baths ⋅ Oak Forest Unit 6 SubDv. ⋅ 32708 Zip Code

Welcome home to this spacious 4-bedroom, 2-bath pool home located in the highly desirable Winter Springs community! Designed with a functional split-bedroom floor plan, this home offers the perfect balance of privacy, space, and comfortable everyday living. Step inside to soaring vaulted ceilings, abundant natural light, and separate formal living and dining rooms that provide plenty of flexibility for entertaining, working from home, or gathering with family. The heart of the home opens to a large screened lanai and sparkling pool, creating the perfect setting for Florida living year-round. Whether you’re enjoying a quiet morning outside, hosting friends for a weekend barbecue, or cooling off on a summer afternoon, the expansive outdoor living space is sure to become a favorite part of the home. The generously sized lot offers plenty of room to enjoy the outdoors and also features a storage shed with electricity—ideal for a workshop, hobby space, or additional storage. Major improvements offer added peace of mind, including a NEW ROOF, NEW PLUMBING, and NEW WATER HEATER. Best of all, the home is ideally situated in sought-after Winter Springs within walking distance of the area’s schools, making everyday routines incredibly convenient. With its spacious floor plan, beautiful natural light, private pool, large lot, and valuable recent updates, this home offers an incredible opportunity to enjoy everything Winter Springs has to offer!

699 N Endeavour Drive, Winter Springs

3 Beds ⋅ 2 Baths ⋅ Georgetowne Unit 1 SubDv. ⋅ 32708 Zip Code

Welcome to 744 Barrington Circle, a beautifully maintained home nestled in the heart of the sought-after Tuskawilla community of Winter Springs. Tucked away in the desirable Georgetown neighborhood, this 3-bedroom, 2-bath home offers a thoughtful split-bedroom floor plan, soaring vaulted ceilings, abundant natural light, and an inviting blend of indoor and outdoor living. A private courtyard welcomes you into the home, creating a charming space for gardening and enjoying the outdoors. Inside, the open living and dining areas feature beautiful wood floors and vaulted ceilings, creating an airy and spacious feel. The living room flows seamlessly into the Florida room, where three sets of updated sliding glass doors bring the surrounding greenery indoors and open to the tranquil backyard. With a beautiful greenbelt directly behind the property, there are no rear neighbors, offering exceptional privacy. The spacious eat-in kitchen features white cabinetry and stainless steel appliances, while the generously sized primary suite offers double-door entry, plenty of room for a king-size bed, a walk-in closet, built-in vanity, and an ensuite bath with a separate garden tub and shower. The split-bedroom layout provides privacy for everyone, with two additional bedrooms located separately from the primary suite and sharing a full bathroom. Another unique feature is the air-conditioned bonus room within the garage, providing endless possibilities as a home office, gym, workshop, playroom, hobby space, or additional hangout area. Additional updates include new windows and doors, a new garage door, epoxy garage flooring, and fresh exterior paint. Residents of Georgetown enjoy a community pool, while the HOA includes front-yard lawn maintenance, making it easy to enjoy the neighborhood without the added upkeep. The home is also located in a highly desirable school zone, especially Keeth Elementary, and just minutes from Tuskawilla Country Club (membership separate) and Trotwood Park, one of the area's favorite recreational destinations with a splash pad, playground, tennis and pickleball courts, baseball fields, fishing, open green space, pavilions, and picnic areas. Private, peaceful, and perfectly positioned in the heart of Tuskawilla, 744 Barrington Circle offers the space, flexibility, and lifestyle that make this one of Winter Springs' most desirable places to call home.

744 Barrington Circle, Winter Springs

3 Beds ⋅ 2 Baths ⋅ Fox Glen At Chelsea Parc Tuscawilla Ph 2 SubDv. ⋅ 32708 Zip Code

Welcome to this charming 3-bedroom, 2-bathroom single-family home in desirable Winter Springs, Florida! Freshly painted and move-in ready, this inviting home features beautiful granite countertops in the kitchen and a comfortable, functional layout with ceramic tile flooring throughout the house. The enclosed porch and private backyard provide the perfect setting to relax, unwind, and enjoy your evenings and weekends. Best of all, lawn maintenance is taken care of by the HOA, giving you more time to enjoy your home and community. Residents also have access to wonderful community amenities, including a beautiful clubhouse, swimming pool, jacuzzi, and fitness room. Conveniently located short distance to Sam Smith Park and just a short drive from shopping, dining, and Oviedo Mall, this home offers an excellent combination of comfort and convenience. The property is also located in an area known for highly rated Seminole County schools. Don't miss the opportunity to make this beautiful Winter Springs home your next home!

1714 Fox Glen Court, Winter Springs

3 Beds ⋅ 2 Baths ⋅ Tusca Oaks SubDv. ⋅ 32708 Zip Code

Discover the comfort and convenience of Tusca Oaks, located within the sought-after Tuscawilla Community in Winter Springs and zoned for highly regarded Seminole County schools. This 3-bedroom, 2-bath home offers over 1,600 square feet of inviting living space, featuring a welcoming foyer, open-concept design, and vaulted ceilings that create a bright, spacious feel throughout the main living areas. The kitchen features Formica countertops, matching appliances, generous cabinet storage, and a convenient flow into the dinette, making it ideal for both everyday living and entertaining. The home features a combination of tile and laminate flooring, with carpet in one guest bedroom. The primary suite offers a walk-in closet and an ensuite bathroom with a separate shower and garden tub. The interior laundry room includes a window for natural light, along with a bumped-out space across from the washer and dryer that offers a great opportunity for a future built-in. Recent updates include a re-roof in 2021, a water heater approximately three years old, and brand-new interior and exterior paint completed in August 2026. The A/C is approximately 20 years old. A screened-in back porch overlooks the backyard, offering a comfortable space for outdoor dining, entertaining, pets, play, or simply enjoying the Florida sunshine. The backyard provides additional space to enjoy the outdoors. Tusca Oaks residents enjoy a low HOA fee and access to a community pool, while the home’s location within Tuscawilla puts you close to Trotwood Park, Tuscawilla Country Club, Tuscawilla Square, Bear Creek Nature Trail, Cross Seminole Trail for biking and recreation, and Sam Smith Park. Shopping, dining, major roadways, and highly regarded Seminole County schools are also conveniently nearby.

519 Pleasant Grove Drive, Winter Springs

4 Beds ⋅ 2 Baths ⋅ Avery Park SubDv. ⋅ 32708 Zip Code

Welcome to this beautifully upgraded 4-bedroom, 2-bathroom home in Avery Park, where modern finishes, impressive architectural details, and incredible indoor-outdoor living come together. A generous front porch overlooks the community’s large pond, creating a peaceful setting to enjoy your morning coffee or unwind at the end of the day. Inside, the formal entry hall immediately makes an impression with Venetian plaster niches, soaring 10-foot ceilings, crown molding, and artist-painted raised tray ceilings. The thoughtful details continue throughout the home, including a private office with crown molding and recessed lighting, along with formal living and dining rooms featuring beautiful tray ceilings. The kitchen is designed for both everyday living and entertaining, featuring a large island with seating, stainless steel appliances, a walk-in pantry, and a beautiful backsplash. A spacious interior laundry room provides additional storage and convenience. The primary suite offers its own retreat with beautiful tray ceilings, his-and-hers closets, and an updated ensuite bath featuring a spacious walk-in shower with frameless glass, floor-to-ceiling tile, and built-in niches. French doors open directly to the wood-ceilinged rear porch and private garden beyond. Another bedroom also features its own ensuite bathroom, offering added privacy and convenience for guests or family. Upstairs, a large private bonus room offers endless possibilities as an additional bedroom, art studio, hobby space, media room, home gym, or whatever best fits your lifestyle. Step outside to a lush backyard oasis surrounded by mature vegetation, complete with your own private pond and spa/hot tub. Whether entertaining, relaxing on the porch, or simply enjoying the peaceful surroundings, this outdoor space feels tucked away from it all. A rear-entry three-car garage adds even more functionality while maintaining the home’s inviting curb appeal. Located within Avery Park, a premier gated community offering resort-style amenities including a neighborhood pool, playground, basketball court, and stocked fishing pond. The home is also zoned for highly rated Seminole County schools and conveniently located near Winter Springs Town Center, the Cross Seminole Trail, Central Winds Park, SR 417, shopping, dining, and more. With upgraded interiors, flexible living spaces, a three-car garage, and a private backyard retreat, this home offers something special both inside and out.

116 Avery Lake Drive, Winter Springs

4 Beds ⋅ 3 Baths ⋅ Tuscawilla Unit 12a SubDv. ⋅ 32708 Zip Code

A rare opportunity awaits in the heart of Tuscawilla. Welcome to 992 Sleeping Rock Court, a distinctive 4 bedroom, 2.5 bath Parade of Homes model pool home offering approximately 2,701 square feet of beautifully updated living space on an oversized .38 acre cul de sac homesite with the exceptional freedom of NO HOA. Designed with character, warmth and impressive architectural detail, this custom Parade of Homes model home immediately stands apart. Striking vaulted tongue and groove cedar ceilings in both the family room and primary suite create a rich, inviting atmosphere, while the beautifully updated wood burning fireplace serves as a dramatic centerpiece to the main living area. The spacious split bedroom floor plan provides privacy and functionality for both everyday living and entertaining. The primary suite feels like a private retreat, showcasing vaulted tongue and groove cedar ceilings, smart LED lighting, a remote controlled smart ceiling fan, custom closet shelving and an ensuite bath overlooking a private atrium. Throughout the home, thoughtful improvements include updated flooring, crown molding, baseboards, interior doors, electrical outlets, faucets and new ceiling fans. The kitchen features 36 inch cabinetry and updated black stainless steel appliances, including a 2025 dishwasher, along with a generous walk in pantry offering excellent storage. A dedicated laundry room, updated hall and half baths, custom closet systems and numerous smart home upgrades add convenience throughout. Step outside and discover an exceptional setting designed for the Florida lifestyle. The expansive covered lanai creates an impressive outdoor living and entertaining space overlooking the private pool with a beautiful natural rock waterfall, mature landscaping and oversized yard. Whether hosting friends, enjoying a quiet evening or relaxing poolside to the sound of the waterfall, this backyard offers the space, privacy and atmosphere that are increasingly difficult to find. The exterior has also received extensive improvements, including new brick pavers, updated fencing, cedar fascia, updated gutters and soffits, refreshed pool equipment with a Pentair pool pump, updated irrigation with a smart WiFi controller and a new mailbox. Major improvements have already been completed, providing tremendous value for the next owner. Updates include a 2019 roof and skylights, 2020 A/C, electrical panel, ductwork repairs and partial replacement, 2023 windows and three sliding glass doors with a Home Depot lifetime warranty, a new front door and a 2024 water heater. Technology and security have also been thoughtfully incorporated throughout the home with fiber internet, CAT8 wiring, a Nest thermostat, Ring doorbell, Nest Yale keypad front entry, keypad garage entry and Ring spotlight video cameras positioned at the front of the property. This home offers the rare combination buyers are searching for: a substantial homesite, a private pool with natural rock waterfall, mature landscaping, architectural character, extensive updates, impressive outdoor living space, Parade of Homes distinction and NO HOA restrictions or monthly HOA dues. It is a distinctive, non cookie cutter property filled with character, thoughtful upgrades and exceptional indoor and outdoor living spaces. Homes offering this combination of size, privacy, improvements, architectural personality and freedom from an HOA are increasingly difficult to find.

992 Sleeping Rock Court, Winter Springs

3 Beds ⋅ 2 Baths ⋅ Foxmoor Unit 2 SubDv. ⋅ 32708 Zip Code

Welcome to this beautifully updated 3-bedroom, 2-bath home situated on a spacious 0.27-acre lot with NO HOA in Winter Springs! This inviting home features a bright and functional layout, a beautifully kitchen, modern bathrooms, and a cozy living area with a wood-burning fireplace. The home also features a roof installed in 2021, along with newer windows and sliding doors throughout. The spacious primary bedroom offers direct access to the backyard, while the third bedroom includes a built-in desk and shelving, making it ideal for a home office or flexible workspace. Enjoy indoor and outdoor living with a spacious screened patio, perfect for relaxing or entertaining. Step outside to your private backyard retreat featuring a large deck, gazebo, hot tub, and plenty of space to enjoy the Florida lifestyle. The home also offers a 2-car garage and established landscaping. Conveniently located between SR 17/92 and Tuskawilla Rd., near shopping, dining, parks, and major roadways. Don’t miss the opportunity to make this beautiful property your next home!

200 W Panama Road, Winter Springs

4 Beds ⋅ 3 Baths ⋅ Huntridge SubDv. ⋅ 32708 Zip Code

There’s something about a home that makes everyday life feel a little more like vacation and this Winter Springs pool home delivers just that. Set on a spacious lot in the established Huntridge community, this 4-bedroom, 3-bath home offers nearly 2,850 square feet with room to gather, work, entertain and unwind. Soaring ceilings and abundant natural light create an open, airy feel, while the family room with wood-burning fireplace gives the home a warm, inviting center. A separate office/bonus space adds flexibility for working from home, hobbies or a quiet retreat. Out back, bring vacation home with your own private pool, covered lanai and summer kitchen, an ideal setup for long Florida afternoons, weekend cookouts and evenings spent lingering outside. The primary suite opens directly to the pool area and features a generous walk-in closet and spacious bath. Beyond the house, Winter Springs offers an easygoing, outdoor-focused lifestyle with nearby Trotwood Park, miles of walking and biking along the Cross Seminole Trail, Tuscawilla Country Club, and shopping and dining around Winter Springs Town Center and Tuskawilla Road.

248 Huntridge Way, Winter Springs

3 Beds ⋅ 2 Baths ⋅ Foxmoor Unit 1 SubDv. ⋅ 32708 Zip Code

ADORABLE and MOVE-IN READY! Whether you're a FIRST-TIME HOMEBUYER or looking to "RIGHT-SIZE" into a more manageable home without sacrificing comfort. This charming 3-Bedroom, 2-Bath WATER-FRONT HOME will meet your needs and more. Paddleboard or canoe on the Water out back! Step inside to discover a bright and inviting open floor plan featuring soaring vaulted ceilings, abundant natural light, and a desirable split-bedroom layout that offers both privacy and functionality. The private OWNER'S SUITE serves as a relaxing retreat with a Vaulted Ceiling, a generous WALK-IN CLOSET and an ENSUITE BATH with a LARGE SHOWER. Nice size Secondary Bedrooms and Hall Bath with Tub/Shower on the opposite side of the home. Double Pane Windows and Sliding Glass Doors to the Back Patio which includes a Pergola with Covering, Fully Fenced Backyard and a variety of Fruit plants and trees; such as Pineapples and Bananas. New WATER HEATER just installed and permitted, ROOF 2021, with a partial reroof 2024, permitted; A/C 2013. New Frigidaire Range and Newer Washer and Dryer. NO HOA! Zoned for Winter Springs top-rated Schools. **Professional Photos Coming Soon!**

203 Cottonwood Drive, Winter Springs

4 Beds ⋅ 3 Baths ⋅ Oak Forest Unit 8 SubDv. ⋅ 32708 Zip Code

Spacious 4 bedroom, 3 bathroom pool home off of Tuskawilla Rd! This home features two story ceiling in the formal living and dining room. The staircase and second story walkway over look the entrance and formal areas. The family room has a fireplace and is joined with the kitchen. On the first floor are also three large bedrooms, two of the bedrooms have attached baths. The primary bedroom is upstairs and has double walk in closets, and an oversized en suite bathroom. The pool has a screen enclosure and the yard is fenced. Roof replaced in 2022, complete Replumb ins 2023.

1142 Oday Drive, Winter Springs

3 Beds ⋅ 2 Baths ⋅ Eagles Watch Ph 2 SubDv. ⋅ 32708 Zip Code

Welcome Home to Your Winter Springs Garden Oasis! Step into the warmth and charm of this lovingly maintained 3-bedroom, 2-bathroom home, perfectly situated in the heart of Winter Springs, Florida. From the moment you arrive, it’s clear this home has been cared for with pride, offering a welcoming atmosphere both inside and out. One of the true highlights is the beautifully manicured, fully landscaped grounds that surround the entire home. Thoughtfully selected plantings, mature greenery, and carefully maintained gardens create a sense of privacy and tranquility at every turn. Every detail has been thoughtfully considered to create an inviting outdoor retreat. Step out back and discover your own garden oasis! The extended screened porch provides the perfect setting for morning coffee, afternoon relaxation, or gathering with friends and family while enjoying the peaceful beauty of the surrounding landscape. The lush landscaping creates a wonderful backdrop and makes this outdoor space feel like a private retreat. Located in the heart of desirable Winter Springs, this charming home offers the perfect blend of comfort, character, and Florida outdoor living. If you’ve been looking for a home that feels welcoming, cared for, and truly special, this garden retreat is ready to welcome you home.

107 Peregrine Court, Winter Springs

4 Beds ⋅ 3 Baths ⋅ Tuskabay Ph 1 SubDv. ⋅ 32708 Zip Code

UPDATED WINTER SPRINGS POOL HOME IN THE HIGHLY DESIRABLE TUSKAWILLA AREA! Welcome to 4951 Courtland Loop, where timeless character, extensive upgrades and the Florida lifestyle come together. This impressive .38-acre homesite is surrounded by beautiful mature oaks. TUSKABAY is located in the heart of TUSCAWILLA, one of ORLANDO's Best COMMUNITIES. Offering 4 bedrooms, 3 full baths and 2,562 square feet, this is the MOVE-IN READY Winter Springs home you've been waiting for. Top features include a desirable FIRST-FLOOR PRIMARY & Sec.Bedrooms, Gourmet KITCHEN, SIDE-ENTRY GARAGE, spacious living areas and impressive indoor-outdoor layout designed for entertaining. Main entry offers view of large living area with cozy, BRICK WOOD BURNING FIREPLACE with POOL & YARD VIEWS. OPEN CONCEPT DINING- LIVING ROOM COMBO flanking the kitchen, primary and secondary downstairs' bedrooms flows.The PRIMARY BEDROOM boasts CATHEDRAL CEILINGS, DOUBLE CLOSETS, TRANSOM/FULL LENGTH WINDOWS, immersing the room in natural light. Warm, wood style flooring contrasts the lighter finishes exquisitely and leads to the ENSUITE, LUXURY BATHROOM. The remodeled primary bath adds another touch of luxury with QUARTZ COUNTERTOPS, GOLD FINISHES, FARMHOUSE-STYLE SINK and GLASS ENCLOSED SHOWER with SUBWAY TILE. At the heart of the home is a beautifully RENOVATED KITCHEN offering a timeless look,appealing to discriminating buyers. Crisp, LIGHT CABINETRY with clean lines offers abundant storage, complemented by EXPANSIVE QUARTZ COUNTERTOPS and a classic backsplash. The butcher-block island compliments the STAINLESS STEEL APPLIANCES package including the JennAir range, low maintenance KitchenAid appliances with double oven, dishwasher, wine and beverage cooler. This kitchen was created for everyday living and entertaining, blending style and practicality. Upstairs you'll find two large, private bedrooms with a bathroom and loft view of the downstairs. Through the FRENCH DOORS to the outside you'll discover your own backyard retreat. Enjoy the swaying oak trees from your private lanai, in-ground POOL, expansive PAVER PATIO, extended walkways, over .38 ACRE FENCED YARD and mature landscaping provide an incredible setting for weekend gatherings, quiet mornings and year-round outdoor living. Enjoy the parklike feel from the comfort of home. Even more impressive is the investment already made in the home's major systems available to a buyer without having to assume the payment or finance a new roof or solar system. Buy HASSLE FREE, no insurance issues here with a 2021 installed roof, seller-owned 11.745 kW solar system, TESLA POWERWALL BATTERY, DOUBLE PANE WINDOWS, high-efficiency heat-pump water heater, WHOLE-HOME WATER FILTRATION AND SOFTENER, Nest thermostats and EV CHARGING combine modern technology with energy-conscious living. The sellers' transfer offers an incredible opportunity for a savvy buyer to buy an outstanding home at an even better VALUE. Too many improvements like upgraded irrigation, newer gutters and additional improvements to mention that make this home truly stand apart. If you've been searching for a WINTER SPRINGS POOL HOME, Tuskawilla home, updated 4-bedroom home, energy-efficient home or move-in-ready home in Seminole County, 4951 Courtland Loop deserves to be at the top of your list. Space. Pool. Upgrades. Energy efficiency. Exceptional Winter Springs LIFESTYLE. This is the home buyers have been waiting for—schedule your private showing today.

4951 Courtland Loop, Winter Springs

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