Winter Springs Homes For Sale & Real Estate - 141 homes

Remarks: Welcome to a beautifully updated patio home tucked away on a quiet, tree-lined cul-de-sac in the desirable Pebble Creek community of The Highlands in Winter Springs. Enjoy Villa-style living with a two-story layout. Offering 4 bedrooms, 2.5 bathrooms, and a thoughtfully designed layout with the primary suite conveniently located on the first floor, this home blends comfort, functionality, and low-maintenance living. From the moment you arrive, you’ll appreciate the private courtyard entry—perfect for morning coffee or relaxing evenings, along with multiple outdoor spaces, including a screened-in porch and two fenced areas ideal for pets or gardening. Inside, the home features warm wood accents, soaring ceilings, and an abundance of natural light throughout. The updated kitchen is equipped with a gas double oven, modern appliances, pantry storage, and flows seamlessly into the main living areas. An interior laundry/utility room adds everyday convenience. Bathrooms have been tastefully renovated with updated vanities, tilework, and glass shower enclosures. Recent upgrades provide peace of mind, including re-piping, updated HVAC system, water heater, garage door, and energy-efficient windows and doors. Additional improvements include updated flooring, custom closet shelving, and enhanced finishes throughout the home. Located within The Highlands, residents enjoy a wide range of amenities, including a community pool, clubhouse, tennis courts, playgrounds, and miles of scenic walking trails and boardwalks. The HOA maintains exterior elements such as the roof, paint, and landscaping, allowing for easy, low-maintenance living

Listing is courtesy of: SHAWFIELD REALTY GROUP (407-963-7749)

Listing Agent: Carrie Sue Shawfield (407-963-7749)

Remarks: One owner Vintage home. 66 years old. VIEW SHORT VIRTUAL TOUR! So much potential. Needs full remodel but a nice piece of land with lots of living options. NO HOA with an amazing location. Multifamily Multi-generational potential. Was added onto many years ago. Originally built as a 2/1. Had another room with a second bath many years ago. Fireplace and family room was added on years ago. Also has a screened porch added onto the back. No idea how many square feet the home actually is. Electrical has been updated Natural Gas for you, even the HWH is gas. Several sheds on property. roof is 2018, A/C 2011. Owner has moved out of state so looking for a sale. Winter Springs has AMAZING Seminole County A+ rated Schools. Worth a look if you need some space in a great area. Someone has lived in this home for many years. Buy it and remodel down the road. Starter home for the right family. Live in it while you remodel. Won't last.

Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)

Listing Agent: Laurie Cain (407-484-9944)

Remarks: One or more photo(s) has been virtually staged. 2 Bedrooms / 2 Bath Condo located on 2nd floor in Tuscawillow. Move in condition. Eat-in Kitchen, tiled floor, pantry, includes all appliances, washer, dryer, pass thru to dining area. Spacious great room/dining area, glass slider opens to screen porch, private rear yard. Master Bedroom has glass slider opening to screen porch, walk -in shower, dressing area. Split Bedroom plan has newer carpet, tub in 2nd bathroom.. Gated community and pool. Walking distance to park includes ball park, tennis courts, basketball, splash pool, lake, covered picnic areas and great Seminole County schools. Community offers Golf Course and Country Club.

Listing is courtesy of: COLDWELL BANKER REALTY (407-696-8000)

Listing Agent: Barbara Mills (407-616-2961)

Remarks: Welcome home to this maintained 3-bedroom, 2-bathroom ground-floor condominium offering 1,425 square feet of comfortable, low-maintenance living in a desirable gated community in the heart of Tuscawilla — perfect for investors or those seeking a primary residence. Step inside to an inviting open floor plan highlighted by tile flooring throughout the main living areas, creating a seamless space for both everyday living and entertaining. The kitchen is thoughtfully designed with stone countertops, an eat-in dining area, and a convenient laundry closet nearby for added functionality. Privately situated at the rear of the home, the spacious primary suite offers a peaceful retreat complete with a walk-in closet, dual vanity sinks, and a standalone shower. Sliding glass doors provide direct access to your own private patio — the perfect spot to enjoy your morning coffee. Down a separate hallway, you’ll find two additional bedrooms and a guest bathroom featuring an updated vanity and a tub/shower combination, offering comfort and privacy for family or guests. The living area also opens through sliding doors to a covered rear lanai overlooking tranquil green space, creating an ideal setting for relaxing or entertaining outdoors. Residents enjoy access to a beautiful community pool and cabana, enhancing the ease of Florida living. Conveniently located by Trotwood Park, featuring a pavilion, playground, splash pad, tennis courts, and sports fields. The nearby Seminole County Cross Trail offers miles of scenic biking and walking paths. This exceptional condo combines comfort, convenience, and an unbeatable location — a wonderful opportunity to enjoy everything Tuscawilla has to offer.

Listing is courtesy of: EXP REALTY LLC (888-883-8509)

Listing Agent: Veronica Figueroa (407-519-3980)

Remarks: Under contract-accepting backup offers. Welcome to this incredible opportunity to create your own paradise on 1.8 acres in the Estate Section of Tuskawilla Country Club! This 5 bedroom home sits on a prime lot in the premier neighborhood of Winter Springs. The home is ready for a complete renovation to bring it up to modern standards. You are working with a solid floor plan and a property that has had some of the major items addressed: Roof replaced 2017, HVAC 2014, Septic serviced 2024. If your goal is to build your dream home, then this beautiful, majestic area of Tuskawilla is perfect for you! Professional photos to follow next week after the estate sale process is complete. Please forgive the current condition, listing still being prepared for public viewing. Limited access granted this week to accommodate interest prior to the official launch. Call for early access. This property will be sold AS-IS only. No repairs will be offered or systems warranted. This rare find will be gone soon!

Listing is courtesy of: KELLER WILLIAMS WINTER PARK (407-545-6430)

Listing Agent: Claudia Davidson (850-294-0199)

Remarks: Under Construction. A standout feature of this end-unit home is the owner’s suite, conveniently located on the first floor, providing privacy and ease of access. This inviting retreat includes abundant natural light, a generous walk-in closet, and a well-appointed private bath. The open-concept main floor features expansive living and dining areas that flow seamlessly into a thoughtfully designed kitchen—complete with stainless steel appliances, including a refrigerator, a walk-in pantry, and a spacious breakfast bar—ideal for entertaining or everyday living. Laundry room, complete with washer and dryer is conveniently located on the main floor. Upstairs, you’ll find two additional bedrooms, a versatile loft perfect for a home office or media space, along with ample storage and a dedicated laundry area. A rear-loading 2-car garage adds both functionality and curb appeal. Located in desirable Winter Springs near the vibrant Town Center, residents enjoy a highly sought-after lifestyle with walkable access to shopping, dining, and community events. Known for its top-rated schools, scenic parks, and extensive trail system, Winter Springs offers a perfect balance of small-town charm and modern convenience—just a short drive from Orlando. Discover low-maintenance townhome living in one of Central Florida’s most connected and livable communities.

Listing is courtesy of: MATTAMY REAL ESTATE SERVICES (407-440-1760)

Listing Agent: Amanda Warren (321-662-0779)

Remarks: Under Construction. With an open concept ground floor and spacious living areas, the Sofia is ideal for entertaining and everyday life. Dedicated as an end unit, this floorplan features 3 bedrooms, 2.5 bathrooms and a rear-loading 2-car garage. The 2nd floor features a loft, abundant storage, and laundry space. Located on the 1st floor, the owner's suite that has it all - a spacious walk-in closet, great natural light, and private bath. Stainless steel appliances, a walk-in pantry and a breakfast bar are all featured in this floorplan's thoughtfully designed kitchen.

Listing is courtesy of: MATTAMY REAL ESTATE SERVICES (407-440-1760)

Listing Agent: Amanda Warren (321-662-0779)

Remarks: Under Construction. As you step inside the Aurora, you are greeted by an inviting open-concept gathering room, seamlessly connecting the dining room and kitchen. The flowing layout creates an expansive and airy atmosphere, perfect for both entertaining guests and enjoying everyday life. The owner's suite is a true retreat, offering a sanctuary of relaxation and tranquility. The spacious bedroom is complemented by a large walk-in closet, providing plenty of storage for your wardrobe and personal items. With two additional bedrooms, this townhome provides flexibility for a growing family, a home office, or a guest room.

Listing is courtesy of: MATTAMY REAL ESTATE SERVICES (407-440-1760)

Listing Agent: Amanda Warren (321-662-0779)

Remarks: Under Construction. With a spacious open concept ground floor, the Catalina II has plenty of room for entertaining. This floorplan features 4 bedrooms, 2.5 bathrooms and a rear-loading 2-car garage. The owner’s suite features an ensuite owner's bath and a walk-in closet. This chef-worthy kitchen features stainless steel appliances, a walk-in pantry, and a breakfast bar.

Listing is courtesy of: MATTAMY REAL ESTATE SERVICES (407-440-1760)

Listing Agent: Amanda Warren (321-662-0779)

Remarks: As you step inside the Aurora, you are greeted by an inviting open-concept gathering room, seamlessly connecting the dining room and kitchen. The flowing layout creates an expansive and airy atmosphere, perfect for both entertaining guests and enjoying everyday life. The owner's suite is a true retreat, offering a sanctuary of relaxation and tranquility. The spacious bedroom is complemented by a large walk-in closet, providing plenty of storage for your wardrobe and personal items. With two additional bedrooms, this townhome provides flexibility for a growing family, a home office, or a guest room.

Listing is courtesy of: MATTAMY REAL ESTATE SERVICES (407-440-1760)

Listing Agent: Amanda Warren (321-662-0779)

Remarks: Experience luxurious living in the Sofia floorplan, where the spotlight shines on the exquisite first-floor owner's suite that exudes sophistication with a spacious walk-in closet, abundant natural light, and a private bath. This end unit boasts an open-concept ground floor, perfect for entertaining and daily life. With 3 bedrooms, 2.5 bathrooms, and a rear-loading 2-car garage, this residence offers both style and functionality. Enjoy the convenience of first-floor laundry, while the 2nd floor features a loft and two generous-sized bedrooms. The thoughtfully designed kitchen showcases stainless steel appliances, a walk-in pantry, and a breakfast bar for a truly elevated living experience. Located in desirable Winter Springs near the vibrant Town Center, residents enjoy a highly sought-after lifestyle with walkable access to shopping, dining, and community events. Known for its top-rated schools, scenic parks, and extensive trail system, Winter Springs offers a perfect balance of small-town charm and modern convenience—just a short drive from Orlando. Discover low-maintenance townhome living in one of Central Florida’s most connected and livable communities.

Listing is courtesy of: MATTAMY REAL ESTATE SERVICES (407-440-1760)

Listing Agent: Amanda Warren (321-662-0779)

Remarks: The Catalina I is a harmonious blend of style, functionality, and comfort, offering a lifestyle that caters to your every need. As you step inside you are greeted by an open-concept design that seamlessly integrates the gathering room, dining room, and kitchen, creating an inviting space for both everyday living and entertaining. This townhome features 3 bedrooms, providing flexible living options for families, professionals, or those in need of a dedicated home office space. The loft adds an additional dimension, allowing you to customize this versatile area to suit your lifestyle.

Listing is courtesy of: MATTAMY REAL ESTATE SERVICES (407-440-1760)

Listing Agent: Amanda Warren (321-662-0779)

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, including: Community pool Tennis courts Playground Dog park Lawn care included through HOA 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)

Remarks: Welcome to Seville Chase, a quiet gated neighborhood in Winter Springs with tree-lined streets and access to great schools like South Seminole Middle and Winter Springs High Schools.This 5-bedroom, 4-bath home sits on a large 0.41-acre lot and offers over 3,000 square feet of living space, mostly on one level, with a practical 3-way split floor plan that gives everyone their own space.As you walk in through the double front doors, you’ll notice the natural light, high ceilings, and nice touches like crown molding and archways. There’s a formal living and dining area up front, and a big family room that opens right into the kitchen—great for everyday living and hanging out.The kitchen has plenty of counter space, an island with bar seating, and a bright breakfast nook that looks out over the backyard and trees.Out back, you’ve got a covered lanai and a big yard with tons of potential. It’s already set up with electric, gas, and plumbing hookups—making it easy to add a pool or build out your dream outdoor space.The primary suite is set off to one side of the home for privacy and includes two walk-in closets, a spacious bathroom, and an attached flex room that works well as an office, nursery, or quiet retreat.On the other side of the home, there are three more bedrooms and two bathrooms, giving plenty of room for family or guests. Upstairs, there’s a fifth bedroom with its own bathroom plus an air-conditioned bonus/storage room—perfect for a game room, gym, or hobby space.The home has been well taken care of, with regular A/C duct and carpet cleanings, updated lighting, fresh exterior paint, and a painted garage floor. The extra-long, wide driveway gives you plenty of parking and leads to your three car garage.You’re also in a great location—close to shopping, restaurants, Oviedo Mall and the Winter Springs Town Center, with easy access to major roads and nearby employers like University of Central Florida.If you’re looking for space, a solid layout, and the chance to make a backyard your own, this home is definitely worth a look. Come check it out and see if it feels like home. Not local? No worries, please click on the two attached links,one being a video walk through and the other is your own personal 360 degree tour of the whole house, walk through it like you are in the home! Looking forward to seeing you!

Listing is courtesy of: KELLER WILLIAMS ADVANTAGE REALTY (407-977-7600)

Listing Agent: Robert Johnson (407-920-4920)

Remarks: Welcome home to Georgetowne in the heart of Tuscawilla — where lifestyle, location, and top-rated schools come together to create one of the most desirable places to call home in Seminole County. Living here means being surrounded by the very best the area has to offer. Spend your mornings walking or biking along the scenic Seminole Trail, or head over to Trotwood Park for tennis, pickleball, playgrounds, and open green space the whole family can enjoy. On warm Florida afternoons, the community pool provides the perfect place to relax and cool off close to home. Golf enthusiasts will appreciate being just a golf cart ride away from the private Tuscawilla Country Club, offering championship golf, dining, and social events. Families are drawn to Georgetowne not only for its charm but also for access to highly rated Seminole County schools — a major highlight of this established and well-loved community. Conveniently located near SR 417, commuting is effortless whether you’re heading to the airport, the beaches, or Central Florida’s world-famous theme parks. Plus, you’ll enjoy an abundance of nearby shopping and dining options, giving you everything you need just minutes from your doorstep. Georgetowne in Tuscawilla isn’t just a neighborhood — it’s a lifestyle defined by community, convenience, and everyday enjoyment.

Listing is courtesy of: SHORES REAL ESTATE (407-353-0106)

Listing Agent: Phil Herman (407-587-6049)

Remarks: Welcome to this exceptional home in the exclusive gated community of Bear Creek Estates, set on over an acre of lush wooded greenbelt with beautiful landscaping and a circular driveway that creates outstanding curb appeal. The over 6,000 sq. ft. (includes 1 car garage/hobby room of approx. 280 sq.ft.) home features a new architectural tile roof (less than one year old) and 10-foot ceilings throughout the first floor, creating a bright and spacious feel. Inside, you’ll find elegant formal living and dining spaces, a private home office, and a comfortable family room overlooking the sparkling pool and lanai. The home offers oversized secondary bedrooms with seating areas, plus a large additional bedroom that can serve as an office, art studio or flex space. Entertainment is exceptional with two theater spaces, The main floor home theater is projector-ready, with acoustic panels, granite snack counter, an electronic masking screen and wiring for 7.1 sound. The upstairs primary bedroom is massive in size and the ideal retreat to unwind at end of the day! Complete with its sitting area and outdoor deck with stunning panoramic views of lush nature. The upstairs primary suite in this home also includes a projector drop-down screen and wiring for 5.1 sound. The private backyard retreat features a beautiful pool with LED lighting, waterfall feature, and updated pump and filter (2023), along with panoramic views of lush green space. Additional highlights include a smart audio system controlled by smartphone app, extensive network wiring, pre-wiring for security cameras, well-fed irrigation, and a backyard telescope pier with power and ethernet. In Winter Springs, this home offers peaceful luxury living while being close to shopping, dining and major commuting routes.

Listing is courtesy of: PREMIER SOTHEBYS INT'L REALTY (407-333-1900)

Listing Agent: Lynda Miller (407-620-2924)

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)

Remarks: One or more photo(s) has been virtually staged. Welcome to your new home at 1300 Swift Creek Way! This charming 4-bedroom residence in Winter Springs offers the perfect balance of private comfort and community fun. The interior features a spacious primary suite with a large walk-in closet and a private ensuite shower. Enjoy a versatile loft/office space complete with a built-in desk, perfect for remote work or study. Step outside to enjoy the fantastic community amenities, including a sparkling community pool and playground, all while living in a home designed for easy maintenance with elegant ceramic tile and double-paned windows.The kitchen flows seamlessly into the dining area, making it ideal for gatherings.This energy-efficient home includes double-paned windows and a central cooling system.Residents enjoy access to the community pool and playground, with ground maintenance included in the HOA. Freshly painted interior, new carpet upstairs and downstairs bedroom. Move-in ready and perfectly situated near street lights and local amenities!

Listing is courtesy of: KELLER WILLIAMS HERITAGE REALTY (407-862-9700)

Listing Agent: Deborah Miller (407-617-8587)

Remarks: Located in the highly coveted gated Avery Park neighborhood and zoned for TOP RATED Seminole County Schools. If you have been searching for an updated, move in ready home with the potential of an INCOME producing GARAGE APARTMENT, your time has come! From the minute you pull up you will appreciate the location of this home sitting on a conservation lot and offers a rear entry over sized three car garage. Freshly painted exterior in 2025, New Energy Efficient Windows 2024! ROOF was replaced in 2020! This Morrison built home offers you a large covered front porch which is lovely to sit and enjoy evenings with neighbors or morning cups of coffee. As you enter the home you are welcomed with a gorgeous foyer, you have a dedicated living and dining room. The living room could easily be used as an additional office space if needed as well. As you enter the heart of the home, THE KITCHEN, you will fall in love with the beautiful Quartzite countertops, modern backsplash accent and Wi-fi enabled smart appliances! The stove is a double oven and with the center island, this offers the chef a fantastic layout for holiday's or parties! Speaking of gathering, the family room is open concept and flows seamlessly so you are never out of reach and can easily watch the weekend games or interact while prepping in the kitchen. The primary suite is very spacious and features an electric fireplace with shiplap accent for a modern coastal feel. The ensuite offers separate Quartz counters and room for a makeup seat. Walk in shower with recessed shampoo shelf and a wonderful corner soaking tub! The office is tucked away for privacy and can be used as a guest room. Upstairs you will find your spacious bonus room with built in granite shelving and cabinets. Great for study space or for gaming! The Secondary rooms are very spacious and offer great natural lighting. If you desire an EXTRA INCOME or need an INLAW APARTMENT or STUDENT SUITE or EXERCISE SPACE, or a fun GAME ROOM, ZEN ROOM, YOU NAME IT ROOM.. This dedicated garage apartment is it! Offering full bed room with walk in closet and full bath, washer/dryer and kitchen, with private alley access! (this does run on the same meter as the main house). The owners of this home have taken such care and pride with their renovations. Freshly painted exterior 2025, 2025 new whole home water softener, All new light fixtures and fans, 2 new HVAC's in the main house in 2021, Kitchen remodel 2021. LVP 2021, Primary bedroom fireplace 2023. All bathrooms updated 2023 and tubs refinished upstairs in 2024. Laundry room updated 2023. Apartment LVP, granite counters and appliances, kitchen/bath 2021. Garage, new door openers, springs 2022; new utility sink and hot water nozzle 2023. Exterior, new landscaping and irrigation updated with new timer and lighting 2023. Privacy fence 2021. The owners have pretty much done it all for you. You should have NO 4POINT issues! You are zoned for great schools. The community offers a pool, basketball court, stocked pond, playground and gazebo. You are minutes to the 417, Oviedo, Winter Park and approximately 25 minutes to downtown Orlando. Winter Springs is known for easy access to the Seminole Cross Trail, the famous Fourth of July Fireworks and countless recreation and festivals at Central Winds Park. Please click the link for the walk through tour and call for your private tour. Please click the link to watch the video walk through tour. Please see attachment for full list of improvements.

Listing is courtesy of: CORCORAN PREMIER REALTY (407-965-1155)

Listing Agent: Crystal Grohowski, Llc (407-462-7736)

Remarks: New to market. Seller offering $5,000 toward buyer closing costs and concessions! This newly remodeled unit is a two-bedroom, 2.5 bath with converted office/flex room in the wonderful community of Bay Tree. Bay Tree is part of a diverse set of communities in the community of Highlands, offering an array of amenities including tennis, lake, community park, gazebos, playground, community pool, and clubhouse to rent for events. This home has new paint, linoleum and carpet flooring, updated baths, new stainless steel appliances and ceiling fans. Home has updated air conditioner with new compressor. Great location! You are 15 minutes to major highway Interstate 4, and less than 10 minutes from all major shopping and dining such as Winn-Dixie, Publix, Starbucks, Crunch Fitness and Walgreens. Home is in an A-rated school district, short distance to Highland's Elementary and 10 minutes to Winter Springs High School. HOA fee includes community pool, exterior and grounds maintenance, manager, pool maintenance, recreational facilities and trash service. Schedule your private showing today before it's too late.

Listing is courtesy of: PREMIER SOTHEBYS INT'L REALTY (407-333-1900)

Listing Agent: Brett Womack (954-422-2908)