Winter Springs Real Estate

Winter Springs Real Estate

Welcome to Winter Springs, Florida – a hidden gem nestled in the heart of Seminole County. Known for its picturesque landscapes and vibrant community spirit, Winter Springs offers a unique blend of suburban tranquility and convenient access to the bustling city life of nearby Orlando.

With its lush parks, scenic lakes, and a network of walking trails, Winter Springs is an outdoor enthusiast's paradise. Residents can enjoy a leisurely stroll or a bike ride along the beautiful trails of the Cross Seminole Trail, or spend a sunny afternoon at Central Winds Park, where families gather for picnics, sports, and community events. The city is also home to several nature preserves, providing a serene escape into Florida’s natural beauty.

Winter Springs boasts a rich history and a strong sense of community. The local government actively promotes community engagement through various events and festivals, fostering a warm and welcoming atmosphere. Families will appreciate the highly-rated schools and safe neighborhoods, making it an ideal place to raise children.

Culturally, Winter Springs is vibrant, with a variety of dining and shopping options that cater to diverse tastes. From cozy cafes to family-owned restaurants, there’s something for everyone. Plus, with Orlando just a short drive away, residents can easily access world-class entertainment, shopping, and dining.

In Winter Springs, you’ll find not just a place to live, but a community to thrive in. Whether you’re looking for a home with a backyard oasis or a cozy condo with modern amenities, Winter Springs offers a range of real estate options that cater to all lifestyles. Come discover the charm of Winter Springs – where community and nature come together in perfect harmony!

Newest Listings in Winter Springs

2 Beds ⋅ 2 Baths ⋅ Highland Village 1 SubDv. ⋅ 32708 Zip Code

Great Opportunity in Winter Springs! This single family home has 2 bedrooms, 2 bathrooms, and a large upstairs bonus room - great for an office (or used as another bedroom!). Upon entry you'll be impressed with the high vaulted ceilings and wide open view to the living and dining room. The Primary Bedroom is well sized, and the bathroom features a large walk-in closet, dual sinks, and a shower garden tub. The kitchen has newer appliances and solid wood cabinets. Check out the back yard - it's one of the largest lots in the community - with beautiful grass and a new fence! There's also a screened-in back porch and a large shed - great for storage. 2021 ROOF! Amazing Seminole County Schools!

321 Kirkcaldy Drive, Winter Springs

3 Beds ⋅ 3 Baths ⋅ Harbor Winds SubDv. ⋅ 32708 Zip Code

Delightful 2 story townhouse - backs up to pond. New appliances, Granite counters, New Carpet - MOVE-IN READY.

472 Harbor Winds Court, Winter Springs

3 Beds ⋅ 4 Baths ⋅ Jesups Reserve Twnhms Rep SubDv. ⋅ 32708 Zip Code

Experience maintenance-free living in the heart of Winter Springs at Jesup's Reserve, where charming streetscapes, walkability, and everyday convenience come together. Perfectly positioned with peaceful pond views from the front porch and both upper-level balconies, this three-story townhome offers over three levels of thoughtfully designed living space just steps from Winter Springs Town Center. The versatile floor plan begins with a private first-floor bedroom and full bath—ideal for guests, multigenerational living, or a home office. Upstairs, the expansive main living level is designed for entertaining, featuring an open-concept living and dining area that flows seamlessly into the spacious kitchen. Complete with stone countertops, abundant 42” cabinetry, stainless steel appliances, a large center island, and generous prep space, it's a layout equally suited for everyday living and hosting friends and family. The third floor is home to two spacious bedroom suites, including a generous primary retreat with its own private balcony overlooking the water. The en-suite bath features dual vanities, a soaking tub, separate walk-in shower, and large walk-in closet, creating a true owner's sanctuary. Additional highlights include: Roof (2023), AC (2026) with transferrable warranty, fresh interior paint (2026), a convenient second-floor laundry room, powder bath, and attached two-car garage. Beyond your front door, enjoy resort-style amenities including a community pool, spa, and beautifully maintained grounds. Located directly across from Winter Springs Town Center, you'll have Publix, Aldi, restaurants, coffee shops, fitness centers, boutiques, and everyday conveniences just a short walk away. Outdoor enthusiasts will appreciate being minutes from Central Winds Park and the Cross Seminole Trail, while commuters enjoy quick access to SR-417, US-17/92, and top-rated Seminole County schools. Whether you're searching for a low-maintenance primary residence or a lock-and-leave lifestyle without sacrificing space or location, this Jesup's Reserve home delivers the perfect combination of comfort, convenience, and scenic surroundings. Easy to see. Call/Text for your private showing today!

227 Mcleods Way, Winter Springs

3 Beds ⋅ 2 Baths ⋅ North Orlando Ranches Sec 02 SubDv. ⋅ 32708 Zip Code

Welcome to this charming 3-bedroom, 2-bathroom home in the desirable North Orlando Ranches neighborhood. This home features a classic, traditional floor plan that provides distinct and comfortable living spaces. The heart of the home is a cozy living room anchored by a beautiful fireplace, perfect for relaxing evenings. The kitchen has been thoughtfully updated, boasting durable countertops and modern stainless-steel appliances. The primary bedroom offers plenty of storage with a large walk-in closet. Step outside to discover your own private pool, creating a wonderful outdoor retreat for cooling off and unwinding. The location is exceptionally convenient, situated near top-rated schools, shopping, dining, and major highways for an easy commute to local essentials and employment hubs. Schedule your private showing today!

629 Alton Road, Winter Springs

3 Beds ⋅ 2 Baths ⋅ Oak Forest Unit 8 SubDv. ⋅ 32708 Zip Code

Paradise found, and a gardener's dream! This one owner home has been meticulously maintained! The first thing you will see when you walk in the front door is the amazing screened pool surrounded by lush and colorful mature landscaping. If you're looking for a bright "happy" house, then look no further...it is so bright that you may need to wear sunglasses inside! This is a split bedroom floorplan, with walk-in closets in 2 bedrooms, and even an inside laundry with the washer and dryer included. The garage is oversized and comes with a double wash tub and workbench. The back yard is partially fenced, and there's enough room for play areas AND all of your gardening needs. Recent updates include a new roof (2025) and exterior paint (2025). Located in one of the most desirable Seminole County school districts, so don't delay because this beautiful house is ready for you!

1134 Seafarer Lane, Winter Springs

3 Beds ⋅ 3 Baths ⋅ Heritage Commons SubDv. ⋅ 32708 Zip Code

Welcome to Heritage Commons, a gated community in the heart of Winter Springs, where comfort, convenience, and low-maintenance living come together. This 3-bedroom, 2.5-bathroom townhome with a one-car garage offers an excellent opportunity to make it your own and add your personal touches. Step inside to a bright, open floor plan filled with natural light. The spacious living and dining areas flow seamlessly into the well-appointed kitchen, featuring ample cabinetry, generous counter space, a breakfast bar, and a closet pantry — ideal for everyday living and entertaining. Upstairs, you’ll find all three generously sized bedrooms, including a spacious primary suite with a private en-suite bathroom. Two additional bedrooms share a well-appointed full bathroom, providing flexibility for guests, a home office, or additional living space. Enjoy the convenience of an interior laundry area, plenty of storage, and a private outdoor space perfect for relaxing after a long day. Heritage Commons offers a community pool and a convenient location close to shopping, dining, parks, top-rated Seminole County schools, and major roadways. Experience the best of Winter Springs living with easy access to Central Winds Park, the Cross Seminole Trail, and everything the area has to offer. Don’t miss the opportunity to make this wonderful townhome your own!

3880 White Birch Run, Winter Springs

2 Beds ⋅ 3 Baths ⋅ Greens At Tuscawilla SubDv. ⋅ 32708 Zip Code

Welcome to the exclusive gated enclave know as The Greens of Tuscawilla. This luxury townhome delivers a rare combination of superior construction, premium finishes, prime location, and a maintenance-free lifestyle. Nestled amongst the trees in the heart of Tuscawilla is The Portofino II Model with Golf, Water and Conservation Views. Level One offers Open Concept Living with the ability for a future Elevator. (Elevator closets are located on both floors and are currently used as walk in storage closets). Level Two allows for privacy with all bedrooms located on this floor. Throughout the unit you will find soaring volume ceilings, crown molding, tall doors, recessed lighting, wood or tiled floors, fresh paint, granite countertops, 42 inch cabinets, designer lighting, fans, fire safety sprinkler system and much more. Start and end each day on your private screened porch where the views are unparralleled. The Greens consists of 15 buildings and 60 units. Residents enjoy lush landscaping, manicured lawns and a private dog park. Partake in the Country Club lifestyle with the private Golf Cart path that leads to Tuscawilla Country Club. Membership provides access to championship golf, Har-Tru clay tennis courts, pickleball court, Jr. Olympic-sized pool, fitness center, private restaurant/bar, and social calendar. The Tuscawilla Community has parks, sports courts and fields, playgrounds, hiking trails and splash pads. Walk, run, or ride while taking in the many natural areas throughout the 3500 acre community.

1541 Corkery Court Unit 1541, Winter Springs

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

A bright and welcoming Winter Springs gem tucked into the charming community of Georgetowne. This 3-bedroom, 2-bathroom home features a split floor plan that maximizes privacy and flow. The main living areas are finished in upgraded tile, while the Primary bedroom offers soft carpeting for a cozy retreat. The Primary bathroom includes double sinks and an expanded walk-in shower, creating a spacious and functional suite. The kitchen is a standout with natural lighting thru the window, gorgeous backsplash, granite countertops, ample cabinetry, and a layout perfect for everyday cooking or entertaining. Throughout the home, plantation shutters add timeless style and excellent light control. Two other secondary bedrooms both have privacy and space. Step outside to enjoy multiple outdoor living spaces: a screened-in patio ideal for morning coffee or evening relaxation, plus a pavered courtyard that feels like your own private oasis and a private trellised area outside of the dining area. Practical updates include a newer AC system and newer Hot Water Heater, offering peace of mind. The HOA covers front yard maintenance, making life a little easier. And with top-rated schools nearby and Trotwood Park that includes Pickle Ball, Tennis Courts, Playgrounds and lots of Green areas for free play, all of this is just around the corner. The Winter Springs Town Center, 417, shops, restaurants and more are also close making the location hard to beat. With its unbeatable location, thoughtful layout, and inviting features, this home truly offers the best of TUSCAWILLA LIVING.

711 Andover Circle, Winter Springs

4 Beds ⋅ 4 Baths ⋅ Glen Eagle Unit 2 SubDv. ⋅ 32708 Zip Code

Welcome to this beautifully updated Florida executive pool home in sought-after Glen Eagle community of Winter Springs. On a spacious lot with a private fenced backyard, this exceptional residence blends timeless architecture with modern luxury, thoughtful renovations and the ideal Florida indoor-outdoor lifestyle. From the moment you enter through the welcoming foyer with a stunning crystal chandelier, you will appreciate the attention to detail throughout. The flexible floor plan features a front office (or optional formal living space), elegant formal dining room with designer lighting, a spacious family room with a stone fireplace, and seamless views of the outdoor living area through expansive disappearing sliding glass doors. The completely remodeled kitchen is the heart of the home and showcases custom cabinetry with abundant storage, glass display cabinets, white shaker cabinets with designer hardware, quartz countertops with a sophisticated marble swirl finish, stainless steel hood with glass accents, walk-in pantry, custom lighting, and high-end Cafe by GE appliances (2023) including a built-in style refrigerator and professional-inspired finishes. The adjoining breakfast nook features a custom built-in bench creating the ideal casual dining space. The split-bedroom floor plan offers privacy with three spacious guest bedrooms and two full baths on one side of the home, including a pool bath with direct access to the outdoor living area. A pocket door provides additional separation between the guest wing and main living spaces. The primary suite is privately at the rear of the home and features double doors opening to the pool area, two walk-in closets, dual vanities, spa soaking tub, separate shower, linen storage and a beautifully updated bath. Additional interior highlights include remodeled laundry room with new cabinetry, quartz counters, and LG front-loading washer and dryer, remodeled primary bath and powder room (2017), remodeled guest bath (2025) with designer finishes including gray slate tile and black accents, hardwood flooring throughout bedrooms and halls, tile flooring throughout main living areas, crown molding in main living spaces, ceiling fans throughout, plantation-style white wood blinds throughout, built-in office cabinetry and custom desk/bookcases. The outdoor living experience is exceptional. The tiled front entry and expansive screened lanai were designed to flow seamlessly with the interior living space, creating the ultimate Florida outdoor room. Enjoy the recently resurfaced pool deck, sparkling chlorine pool, garden areas, potting station, swing area, wildflower garden and a private fenced backyard with secure lockable gates. Major improvements provide peace of mind including new roof (2026), high-end Lennox HVAC system (2024), updated kitchen, laundry room and living areas. Easy generator hookup capability with portable generator connection is included. The oversized three-car garage includes additional storage and a refrigerator, while the large driveway provides ample guest parking. In the established Glen Eagle community of Winter Springs, this home offers mature landscaping, spacious lots and convenient access to shopping, dining, top-rated Seminole County schools, parks and major roadways. A rare opportunity to own a beautifully renovated Florida pool home where luxury, comfort and functionality come together.

1669 Eagle Nest Circle, Winter Springs

4 Beds ⋅ 3 Baths ⋅ Chestnut Estates Ph 2 SubDv. ⋅ 32708 Zip Code

Elegant conservation retreat in prestigious Chestnut Estates-Tuscawilla. On a quiet cul-de-sac, this impeccably maintained four-bedroom, three-bath residence offers a rare combination of privacy, timeless comfort and everyday luxury. Backing to a serene conservation area with no rear neighbors, the home is surrounded by mature landscaping and picturesque natural views, creating a peaceful retreat, and rear patio has new pavers. Thoughtfully designed with a desirable split-bedroom floor plan, the spacious interior offers functionality and elegance. Generous closet space, large pantry and built-in workspace provide everyday convenience, while the open concept kitchen flows seamlessly into the family room and casual dining area, creating a warm and welcoming atmosphere that's ideal for gathering with family and friends. An oversized bonus room/enclosed Florida room with rich wood flooring expands the living space and offers endless possibilities, including a game room, music room and fitness studio. Enhanced with a mini-split system installed in 2025, this versatile space provides year-round comfort and is the ideal setting for entertaining or enjoying quiet evenings while overlooking the tranquil conservation backdrop. Roof (2023) with secondary barrier, HVAC (2025), plumbing updates and newer water heater. Schedule your private showing today!

223 Blue Creek Drive, Winter Springs

5 Beds ⋅ 3 Baths ⋅ Winter Spgs Unit 4 SubDv. ⋅ 32708 Zip Code

Welcome home to this thoughtfully updated 5-bedroom, 3-bath residence nestled on an oversized lot beneath a canopy of mature trees in the highly sought-after Tuskawilla community of Winter Springs. Offering over 2,500 square feet of thoughtfully designed living space, this home features a desirable split floor plan with the primary suite tucked away in its own private wing, creating a peaceful retreat from the secondary bedrooms. At the heart of the home is the beautifully remodeled kitchen, featuring quartz countertops, updated cabinetry, modern fixtures, updated appliances, and plenty of space for gathering with family and friends. The spacious living and dining areas provide an inviting setting for everyday living and entertaining, while the fully enclosed Florida room serves as a true extension of the home, making it the perfect place to host movie nights, enjoy your morning coffee, or unwind while overlooking the spacious backyard shaded by mature trees. Recent improvements include luxury vinyl plank flooring and baseboards throughout, fresh interior and exterior paint, refreshed landscaping, an updated sprinkler system, a whole-house water softener and filtration system, and two beautifully renovated bathrooms featuring updated vanities, flooring, fixtures, toilets, and shower tile. Additional major updates include a roof replaced in 2018, HVAC replaced in 2020, updated plumbing, and an electrical panel replaced in 2023, providing added peace of mind for years to come. Located in one of Winter Springs' most established communities, residents enjoy a voluntary HOA, optional memberships to Tuskawilla Country Club with golf, swimming, fitness, tennis, and social amenities, nearby Trotwood Park, golf cart-friendly streets, and access to Seminole County's top-rated schools. Conveniently located near shopping, dining, and SR-417, this home offers the perfect combination of modern updates, timeless character, and an exceptional location.

1015 Antelope Trail, Winter Springs

4 Beds ⋅ 2 Baths ⋅ Lake Tuskawilla Ph 2 SubDv. ⋅ 32708 Zip Code

Welcome to this beautifully updated 4-bedroom, 2-bath home in the highly desirable Tuskawilla area of Winter Springs, offering picturesque views of Lake Skittles. Nestled along a charming oak tree-lined street, this home makes a lasting first impression with beautiful, mature landscaping that greets you as you arrive. Thoughtfully maintained and upgraded, the home features new laminate flooring installed in 2023 and offers an ideal layout with separate living and dining rooms, a spacious family room, and an eat-in kitchen—perfect for both everyday living and entertaining. Architectural details throughout add character and visual interest. The remodeled kitchen is a standout feature, showcasing custom maple cabinetry with pull-out drawers, granite countertops, and an eye-catching backsplash. Enjoy serene lake views from the kitchen, dining area, and even the primary bedroom, creating a truly unique everyday living experience. The spacious primary suite offers dual walk-in closets with custom cabinetry and is filled with natural light from a transom window. The secondary bathroom has been fully renovated with matching custom maple cabinetry, granite counters, and an upgraded tub. Step outside to a large screened-in porch, the perfect place to unwind and take in breathtaking sunset views over the lake. Additional highlights include an oversized 2-car garage with built-in storage, an interior laundry room with cabinetry, and major system updates including a roof (2015), HVAC (2023), and water heater (2023). Located in a sought-after community known for top-rated schools, this home is also just minutes from shopping, dining, and everyday conveniences. A rare opportunity to enjoy lake views, thoughtful upgrades, and an unbeatable location all in one.

696 Wyckliffe Place, Winter Springs

Start Your Search