Casselberrry/Winter Springs / Tuscawilla Homes for Sale

Casselberrry/Winter Springs / Tuscawilla Homes for Sale

Welcome to the enchanting region of Casselberry, Winter Springs, and Tuscawilla, nestled in the heart of Seminole County, Florida. This vibrant area is a hidden gem that perfectly blends suburban charm with the natural beauty of Central Florida. Known for its picturesque landscapes, lush greenery, and friendly neighborhoods, Winter Springs offers a serene lifestyle while being just a stone's throw away from the bustling city of Orlando.

The community is rich in recreational opportunities, featuring numerous parks, hiking trails, and scenic lakes that invite outdoor enthusiasts to explore. The popular Tuscawilla area is particularly known for its stunning golf courses and family-friendly atmosphere, making it an ideal choice for both growing families and retirees alike. With a strong sense of community and a variety of local events, residents here enjoy a warm and welcoming environment.

If you’re considering making this beautiful region your home, you’ll be delighted to discover a diverse selection of homes for sale. From charming single-family residences to modern townhouses, there’s something to suit every taste and budget. Many properties boast spacious yards, contemporary designs, and proximity to excellent schools, shopping, and dining options. Whether you're looking for a cozy retreat or a luxurious estate, the real estate market in Winter Springs and Tuscawilla has you covered.

Embark on your journey to find the perfect home in this idyllic region today, and embrace a lifestyle filled with warmth, community, and endless possibilities. Welcome home to Casselberry, Winter Springs, and Tuscawilla!

Newest Casselberrry/Winter Springs / Tuscawilla Homes for Sale

$439,000
3 Beds ⋅ 2 Baths ⋅ Country Club Village Unit 2 SubDv. ⋅ 32708 Zip Code
Welcome to this beautifully maintained 3-bedroom, 2-bath POOL home nestled on a quiet, tree-lined street in the highly sought-after Country Club Village of Tuscawilla. This inviting home offers a versatile floor plan ideal for both everyday living and entertaining, with volume ceilings, abundant natural light, and attractive, low-maintenance tile and luxury vinyl plank flooring throughout. The spacious living and dining areas provide wonderful flexibility and can easily be arranged to complement your lifestyle. At the heart of the home, the kitchen overlooks the dinette and family room and features stainless steel appliances, ample prep and storage space, pull-out drawers, a built-in pantry and built-in wine rack. Its thoughtful location also offers possibilities to open or expand the kitchen toward the rear of the home, creating an even greater connection to the outdoor living and pool area. A charming greenhouse window in the dinette is perfect for growing fresh herbs or displaying your favorite plants. The spacious owner's suite provides a relaxing retreat with direct access to the back porch, a beautifully updated shower and vanity with granite countertop, an oversized window overlooking the atrium, and generous closet space. Two sizable secondary bedrooms are located toward the front of the home, with one offering direct access to the charming atrium. Step outside and enjoy your morning coffee or unwind at the end of the day on the private back patio overlooking the sparkling pool and hot tub, all tucked behind a privacy wall to create your own peaceful outdoor retreat. The pool screen was replaced in 2022 for added peace of mind. The OVERSIZED two-car garage is another standout feature, offering an extended workshop area with ample room for a golf cart, along with built-in shelving, attic stair access and a convenient rear-exit door. Country Club Village offers the perfect combination of a peaceful neighborhood setting and exceptional convenience. Located adjacent to Tuscawilla Country Club, optional memberships provide access to golf, tennis, fitness facilities, social activities, clubhouse amenities and more. Enjoy nearby parks and nature trails, highly rated Seminole County schools, shopping and dining, along with convenient access to UCF, Seminole State College, Orlando Sanford International Airport, Orlando International Airport and major roadways 417, 408, 528 and I-4. Don't miss the opportunity to make this exceptional Tuscawilla pool home your own—schedule your private showing today!

1162 E Winged Foot Circle, Winter Springs
$300,000
3 Beds ⋅ 3 Baths ⋅ Seasons The SubDv. ⋅ 32708 Zip Code
Welcome to 412 Horizon Drive, a beautifully maintained home in the desirable Winter Springs community. The inviting kitchen features granite countertops, stylish cabinetry, and stainless-steel appliances, while ceramic tile and wood-laminate flooring provide a cohesive flow throughout the home. The primary suite is highlighted by a spa-inspired bathroom with a barn-door entry, an expansive tiled shower, and a rainfall-style multifunction shower system with a handheld wand. Additional features include generous living spaces, ceiling fans, updated windows, a 2018 roof, a 2018 A/C system, and new exterior paint completed in 8/2026. The spacious yard is ready for outdoor entertaining. Conveniently located near shopping, dining, parks, and everyday amenities. This is a home you will not want to miss!

412 Horizon Drive, Winter Springs
$304,987
2 Beds ⋅ 2 Baths ⋅ Sunrise Village Unit 3 SubDv. ⋅ 32708 Zip Code
The perfect starter home is Officially on the market…this move-in ready GEM in the heart of Winter Springs delivers the perfect blend of solid construction, key big-ticket updates, and unbeatable everyday convenience. Inside you’ll discover a bright, thoughtful layout featuring a beautifully updated primary bathroom plus ceramic tile flooring throughout the whole home for low maintenance living. Rest easy knowing the major mechanical systems have been taken care of for years of peace of mind. The roof was replaced in 2021, both HVAC and water heater in 2020, plus the home has been re-piped. Beautiful granite counter tops and stainless steel appliances truly enhance the kitchen area. The expansive, fully fenced backyard is a true highlight—an open canvas with endless possibilities! Whether you dream of adding a private pool, setting up a playground, hosting weekend gatherings, or building the ultimate outdoor entertainment space, there is room for it all. Centrally located with easy access to top-rated Seminole county schools, local parks, dining, shopping, and major roadways, this turnkey home offers solid bones and peace of mind. Tell your agent to add 1411 La Paloma Circle to the list and see it Today!

1411 La Paloma Circle, Winter Springs
$449,700
3 Beds ⋅ 2 Baths ⋅ Oak Forest Unit 3 SubDv. ⋅ 32708 Zip Code
Welcome to 806 Big Buck Circle, a charming 3-bedroom, 2-bath home offering 1,887 square feet of living space in the established Oak Forest community of Winter Springs. This single-story home offers a comfortable, functional layout with plenty of opportunity to make it your own. Step outside to the screened-in back porch, a wonderful spot for morning coffee, outdoor dining, or relaxing while overlooking the spacious, grassy backyard. Enjoy all that Winter Springs has to offer with nearby parks, trails, shopping, dining, and recreation. Trotwood Park is just minutes away, with additional outdoor destinations including Central Winds Park and the Cross Seminole Trail. Winter Springs Town Center, Oviedo Mall, grocery stores, restaurants, and everyday conveniences are also within easy reach. Convenient access to SR-434 and SR-417 makes it easy to reach Oviedo, Winter Park, Lake Mary, UCF, and the greater Orlando area. With three bedrooms, a two-car garage, generous backyard space, and a screened outdoor living area, this well-loved home is ready for its next chapter. Come see the possibilities at 806 Big Buck Circle!

806 Big Buck Circle, Winter Springs
$569,000
4 Beds ⋅ 2 Baths ⋅ Winter Spgs Unit 4 SubDv. ⋅ 32708 Zip Code
Welcome to 1017 Antelope Trail, a beautifully reimagined home situated on an oversized 0.39-acre lot in the heart of Tuscawilla, one of Winter Springs’ most established and sought-after communities. Surrounded by mature trees and offering an incredible combination of space, privacy, and modern finishes, this home has been thoughtfully renovated from top to bottom. Step inside to a bright, open-concept floor plan featuring luxury vinyl plank flooring throughout, abundant natural light, and spacious living areas designed for both everyday living and entertaining. At the heart of the home is the beautifully updated kitchen, complete with an oversized island with seating, quartz countertops, shaker-style cabinetry, stainless steel appliances, and a beautifully designed butler’s pantry offering additional storage and prep space. The split-bedroom floor plan provides added privacy, while the renovated bathrooms feature modern vanities, sleek black fixtures, frameless glass showers, and stylish tilework. Multiple living and dining spaces give the home tremendous flexibility, whether you're entertaining, working from home, or simply looking for room to spread out. The renovation goes well beyond the finishes. Major improvements include a new roof, new septic tank and drain field, new windows, new doors, and updated finishes throughout, offering the peace of mind that comes with a truly comprehensive renovation. Outside is where this property becomes even more special. Set on nearly four-tenths of an acre, the fully fenced backyard offers an impressive amount of usable space beneath a canopy of mature trees. Whether you envision a future pool, outdoor kitchen, play area, space for pets, or simply a private backyard retreat, there is plenty of room to make it your own. A large rear patio and multiple sliding doors create an effortless connection between the home's indoor and outdoor living spaces. And then there’s the location. Tuscawilla is known for its tree-lined streets, established neighborhoods, parks, trails, and strong sense of community. Enjoy nearby recreational options including Trotwood Park and the Cross Seminole Trail, along with convenient access to shopping, dining, Winter Springs Town Center, SR 434, and SR 417. The community is also home to Tuscawilla Country Club, offering golf, tennis, swimming, dining, and social amenities through optional club memberships. Beautifully renovated, sitting on an oversized lot, and located in the heart of one of Winter Springs’ most recognizable communities, 1017 Antelope Trail offers the space and character of an established Tuscawilla home with the finishes and updates of something new.

1017 Antelope Trail, Winter Springs
$298,900
3 Beds ⋅ 2 Baths ⋅ Wildwood SubDv. ⋅ 32708 Zip Code
SINGLE FAMILY HOME. Stunningly Renovated Gem in Winter Springs. Looking for the perfect blend of modern comfort and community living? Look no further! This spectacular, Renovated home in the desirable Wildwood community is ready for its new owners. Brand New Solar Panel System, Green energy. Paid off. This almost 1,300 sq. ft. residence has been thoughtfully updated with high-end finishes throughout. Offers New roof in 2022. New cabinets and stunning granite countertops. Modern Baths with Porcelain wall tiles, new vanities, and upgraded faucets. Fresh paint inside and out, new baseboards, and elegant tile flooring. Resently replace water heater, A/C unit 2018 . 3 Bedrooms, 2 Bathrooms, spacious living and dining areas, plus a garage and carport. Community & Location Benefits: Enjoy the active Wildwood lifestyle with access to a pool, playground, tennis court, and volleyball court. You will be perfectly positioned in a top-rated school district with easy access to major highways (434, 17-92, I-4, 417, 436) and minutes away from the Altamonte Mall, Lake Mary, premier shopping, dining, and healthcare.

736 Summerland Drive, Winter Springs
$510,000
3 Beds ⋅ 2 Baths ⋅ Eagles Watch Ph 1 SubDv. ⋅ 32708 Zip Code
Property is well maintained, had been owned by a former major league baseball prayer. Adjacent to a nice secluded pond. The pool and lanai area is wonderful for quiet sitting, meditation, reading and then jump into the pool for a refreshing dip. The subdivision is one minute from a convenience store and access to Rt 417 highway to all parts of Central Florida. Spacious master bedroom with very big walk-in closet. This is in move-in condition subject only to your color decorations. Part of the Tuscawilla Master Community !!

133 Redtail Place, Winter Springs
$797,500
3 Beds ⋅ 2 Baths ⋅ Watts Farms SubDv. ⋅ 32708 Zip Code
ONE OF A KIND! Stunning Renovated Lakefront Home on a Private 2 Acre Peninsula – Welcome to your fully reimagined lakefront retreat at 1450 Bird Road in the heart of Winter Springs. Nestled along the serene shores of Lake Tony, this highly detailed, professionally rehabbed home blends modern luxury with timeless Florida charm. From the moment you arrive, you’ll notice the thoughtful craftsmanship and attention to detail throughout. The home has been completely renovated from top to bottom, featuring a bright, open-concept layout with abundant natural light and stunning lake views from multiple living spaces. The designer kitchen is a true centerpiece, showcasing amazing cabinetry, premium quartz countertops, stainless steel appliances, and a spacious island perfect for entertaining. The living and dining areas flow seamlessly, creating an inviting space for gatherings or quiet evenings overlooking the water. Retreat to the primary suite, where you’ll find a spa-inspired bathroom with high-end finishes, elegant tile work, and a relaxing atmosphere designed for comfort. Most appealing is the OVER-SIZED FAMILY/ FLORIDA ROOM, multiple spaces with FULL LAKE VIEWS! Additional bedrooms offer flexibility for guests, family, or a home office. Step outside to your private backyard oasis, where you can enjoy peaceful mornings or breathtaking sunsets on Lake Tony. Whether you’re kayaking, fishing, or simply unwinding by the water, this property offers the ultimate lakefront lifestyle. Additional upgrades include updated systems, modern fixtures, and quality finishes throughout—providing peace of mind and move-in-ready convenience. Located in a desirable Winter Springs neighborhood with easy access to top-rated schools, parks, shopping, and dining, this home is a rare opportunity to own a turnkey lakefront property offering a Lot-Split Option where you could build another home. Don’t miss your chance to experience luxury living on Lake Tony—schedule your private showing today.

1450 Bird Road, Winter Springs
$275,000
3 Beds ⋅ 2 Baths ⋅ Deersong 2 SubDv. ⋅ 32708 Zip Code
Welcome to this beautifully updated 3-bedroom, 2-bath home in the desirable Deer Song community of Winter Springs! Offering 1,105 square feet of thoughtfully designed living space, this move-in-ready home combines modern updates, smart-home technology, energy efficiency, and comfortable Florida living. Step inside to a bright, welcoming interior featuring fresh paint throughout and an updated kitchen with stainless steel appliances and a Samsung Smart Refrigerator with Family Hub Touchscreen. Both bathrooms have been fully updated with modern finishes and smart mirrors, adding style and technology throughout the home. Major improvements include a complete whole-home re-pipe in 2023, and an HVAC UV light system designed to support indoor air quality. Step outside to the screened-in back porch with newly finished epoxy flooring—the perfect place to relax and enjoy the private backyard. A separate storage shed provides additional space for tools, outdoor equipment, and more. Enjoy the benefits of energy-efficient living with solar panels that help keep monthly electric costs low and best of all, the solar panels will be paid in full by the seller at closing Enjoy access to the community pool and a convenient Winter Springs location near shopping, dining, parks, recreation, A-Rated Seminole County Public schools, and more. Come see what makes 272 San Gabriel Street such a sweet place to call home!

272 San Gabriel Street, Winter Springs
$374,900
3 Beds ⋅ 3 Baths ⋅ Greenspointe SubDv. ⋅ 32708 Zip Code
Welcome to this beautifully updated 3 bedroom, 3 bath home nestled in an established Winter Springs community! Conveniently located near shopping, dining, parks, and major roadways, including SR 417 and I-4, this home combines comfort, style, and an incredibly versatile floor plan. Freshly painted inside and out, the home features new carpet, updated bathrooms, and spacious living areas filled with natural light. The beautifully updated kitchen showcases soft close cabinetry, quartz countertops, stainless steel appliances, and a modern tile backsplash. A unique kitchen opening overlooks the adjacent nook and provides views of the outdoors, creating an open and connected feel. The spacious living room is designed for both relaxing and entertaining, featuring a wood burning fireplace, ceiling fan, and large windows overlooking the lush backyard. The versatile bedroom layout is truly a standout feature. One bedroom and a full bathroom are located downstairs, while the two upstairs bedrooms each feature their own private en-suite bathroom, providing excellent privacy and flexibility for family, guests, or a dedicated home office or guest space. Sliding glass doors lead to an impressive elevated balcony, while the lower level provides additional patio space for enjoying the peaceful outdoor setting. Step outside and enjoy a private backyard surrounded by mature tropical landscaping and no rear neighbors, creating a peaceful Florida retreat. A two car garage and durable tile roof add even more appeal. With its stylish updates, unique floor plan, private outdoor spaces, and exceptional bedroom configuration, this Winter Springs home is a rare find that combines space, comfort, privacy, and functionality. Schedule your private showing today!

662 Nighthawk Circle, Winter Springs
$439,900
3 Beds ⋅ 2 Baths ⋅ Greenbriar SubDv. ⋅ 32708 Zip Code
Welcome home to this beautiful, move-in ready single-story residence situated in the highly desirable Greenbriar community in Winter Springs! Nestled along the manicured grounds near Tuscawilla Golf and Country Club, this updated 3-bedroom, 2-bathroom home features 1,587 sq. ft. of comfortable, functional living space with a 2-car attached garage. Major big-ticket improvements offer complete peace of mind, including a brand-new roof, new energy-efficient windows, a new water heater, and a 5-year-young HVAC system. Step inside to an inviting open layout filled with natural light and stylish upgrades throughout. The kitchen and bathrooms feature stunning quartz countertops, creating a fresh, modern aesthetic that makes daily living and entertaining a joy. The primary bedroom serves as a peaceful retreat complete with an updated private en-suite bathroom, while two additional spacious bedrooms offer perfect flexibility for guest quarters, a nursery, or a dedicated home office. Outside, enjoy a low-maintenance lot with mature landscaping and beautiful community surroundings. The Greenbriar neighborhood features tree-lined streets, a community park, and a sparkling pool—all zoned for top-rated Seminole County schools (Rainbow Elementary, Indian Trails Middle, and Winter Springs High). Conveniently located near shopping, dining, parks, and major roadways, this turn-key property is completely ready for its new owners—schedule your private showing today!

998 White Springs Lane, Winter Springs
$375,000
2 Beds ⋅ 2 Baths ⋅ Greenbriar Sub Ph 2 SubDv. ⋅ 32708 Zip Code
Rare opportunity to own in one of Winter Springs' most sought-after communities! Located in the heart of Tuscawilla, this home offers an exceptional combination of location, lifestyle, and potential. Enjoy a spacious layout, mature landscaping, and a private setting just minutes from top-rated Seminole County schools, Tuscawilla Country Club, parks, trails, shopping, and dining. Whether you're looking for your forever home or your next investment, opportunities like this don't come along often.

923 Torrey Pine Drive, Winter Springs
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