Winter Springs Homes For Sale & Real Estate - 174 homes

Remarks: Under contract-accepting backup offers. Step through grand double doors into this beautifully updated 4 bedroom, 3 bath pool home filled with natural light and thoughtful design. The bright, open living space features a cozy wood burning fireplace and panoramic views of the screened pool and deck, creating the perfect setting for everyday living and entertaining. The fully renovated kitchen shines with brand new quartz California style countertops, new 42 inch white shaker cabinets, double sinks, and a convenient indoor laundry room just steps away. Fresh interior paint gives the entire home a crisp, modern feel. Designed with a split floor plan for privacy, the spacious primary suite offers dual walk in closets, a relaxing garden tub, and a glass walk in shower. Bedrooms two and three share a full bath, while the fourth bedroom and third bath at the rear of the home serve perfectly as a private in law suite or guest retreat with easy pool access. Multiple sliding glass doors open to a covered, screened pool area with space for outdoor dining and grilling, ideal for enjoying Florida living year round. Roof 2014, AC 2012, and a new 40 gallon electric water heater in 2025. Located in desirable Winding Hollow, you are just minutes from the Cross Seminole Trail, Central Winds Park with new pickleball courts, dog park, sports fields, playgrounds, and year round community events. Easy access to UCF, Seminole State College, 417, 419, east coast beaches, and Orlando attractions makes this home both convenient and connected. Move in ready and designed for comfort, this one checks all the boxes.

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

Listing Agent: Sanjeev Malik (321-297-3009)

Remarks: Short Sale. Short Sale and new price approved by the bank! Welcome to Barclay Reserve, a private and gated community in Winter Springs! This beautifully maintained townhome is located in the highly sought-after “A” rated Seminole County school district. Inside, you’ll find gorgeous laminate flooring throughout the main living areas, with ceramic tile in the wet areas for easy care. The open floor plan allows you to entertain seamlessly in the family and dining rooms while staying connected in the kitchen. A convenient half bath on the first floor is perfect for guests. Tucked under the staircase, a cozy reading nook—offers a fun retreat or additional storage. Step outside to your relaxing patio, which backs up to a peaceful conservation area with no rear neighbors. The lush greenery and vinyl fencing on both sides create a sense of privacy, making it the ideal spot for your morning coffee. Upstairs, a versatile landing area provides space for a home office or workout corner. The laundry room is conveniently located on the second floor along with two spacious bedrooms, each featuring a private bath and walk-in closet. The sunlit master suite offers a true sanctuary with a large walk-in closet and private bath. The second bedroom also includes its own bath, making it perfect for a child, guest, or roommate. This home combines comfort, privacy, and location—ready for its new owner to move in and enjoy!

Listing is courtesy of: LA ROSA REALTY CW PROPERTIES L (407-910-2168)

Listing Agent: Lucilma Roman Llc (407-687-6682)

Remarks: Welcome to 1096 Dyson Drive, a truly one-of-a-kind pool home in the heart of Winter Springs, FL! This spacious and well-maintained property is packed with unique features and thoughtful upgrades, offering the ideal Florida lifestyle—both inside and out. Step inside and you’ll immediately notice the charm and craftsmanship, including solid wood interior doors in a timeless Craftsman style. The home features 3 bedrooms and 2 bathrooms, a flowing layout, and plenty of natural light throughout. The screened porch offers a relaxing space to unwind while overlooking the huge in-ground pool—perfect for entertaining or cooling off on warm Florida days. And that’s just the beginning! Your A/C-equipped pool house adds comfort and convenience for guests, a home office, or creative space. Outside, you’ll also find three storage sheds, giving you ample room for tools, hobbies, or even a workshop. Plus, the property includes an RV 50-amp hook-up, making it ideal for RV owners or travelers looking for flexibility at home. Located in a peaceful, well-established neighborhood with no HOA, this home is just minutes from top-rated schools, local parks, shopping, dining, and major roadways—making it as convenient as it is charming. Don't miss your chance to own a property with space, character, and endless possibilities in beautiful Winter Springs! Situated in a well-established neighborhood with no HOA, this property is conveniently located near top-rated schools, parks, shopping, and dining, with easy access to major highways for commuting or exploring all that Central Florida has to offer. Don’t miss this rare opportunity to own a home with character, space, and all the extras in one of Winter Springs’ most desirable areas!

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

Listing Agent: Lorena Cabal Ospina (321-348-7315)

Remarks: Now offered at an ADJUSTED price of $764,900 for this stunning six-bedroom, four-bath home in a gated community, perfectly positioned with a view of a conservation lot without rear neighbors. Winter Springs address, with top-rated Oviedo Schools! Soak up the Florida lifestyle in this stunning backyard retreat with a sparkling pool and spa. Brand new pool heater plus a spacious outdoor kitchen, complete with a dedicated gas grill area, seating space, and brand new refrigerator. It is the ideal place to enjoy warm Florida days and breezy nights. Inside, the home offers a highly desirable layout, with both the primary suite and an additional bedroom on the first floor, perfect for a mother-in-law suite, guests, or a home office. The open living areas feature tile flooring throughout the main level, while the kitchen is finished with granite countertops and ample workspace for everyday living and hosting. Upstairs, you’ll find generously sized secondary bedrooms and baths, providing flexibility for large families, multigenerational living, or vacation use. The peaceful conservation views create a private, serene backdrop both indoors and out. Located in a gated community, this home combines space, privacy, and resort-style amenities in one exceptional property.

Listing is courtesy of: PALMANO GROUP RE BROKERAGE LLC (321-214-1211)

Listing Agent: Denise Pohlmann (407-701-3346)

Remarks: Welcome home to this charming 3-bedroom, 2-bathroom home, which offers 1,032 square feet of beautifully updated living space. This property features a newly painted interior and a fully remodeled eat-in kitchen equipped with brand-new stainless steel appliances, shaker cabinets with modern hardware, a trendy backsplash, and granite countertops. The home is designed with a functional split-floor plan for added privacy. The master suite includes a private bathroom with a new vanity, lighted mirror, and updated lighting. On the opposite side of the home, you will find two additional bedrooms and a second bathroom, which also features a new vanity and modern lighting fixtures. The layout includes separate living and dining rooms, with brand-new ceiling fans installed in the living area and all bedrooms. Major high-ticket maintenance items have been recently addressed, including a new roof installed in 2025, a new hot water heater in 2023, and an HVAC system from 2018 with air ducts replaced in 2020. Exterior features include a private patio with a storage shed, and residents can enjoy a low monthly HOA fee that provides access to a community pool and tennis courts. Located conveniently near schools, major highways, medical centers, and prime shopping and dining, this home is an ideal choice for a growing family or a strategic investment opportunity.

Listing is courtesy of: REALTY TECH INC (407-332-9757)

Listing Agent: Carmen Vazquez (407-617-9045)

Remarks: Check out this spacious 4-bedroom, 2.5 bath home in Winter Springs, located in the highly sought-after Seminole County school district! Discover comfort and space in this corner lot home in The Oaks at the Highlands Subdivision. This well-designed home offers more than 2,300 square feet of living space with a functional layout that features the primary suite on the first floor along with a flex space used as an office or guest room plus 2 additional bedrooms upstairs. Inside, you’ll find a bright, open floor plan that seamlessly connects the main living areas. The kitchen is equipped with stainless steel appliances (new double door fridge) and a convenient breakfast bar overlooking the great room, making it perfect for both casual mornings and entertaining guests. Step outside through French doors to a screened patio and cozy fire pit area, creating an inviting space to unwind year-round. The spacious primary suite includes a walk-in closet and an en-suite bath with dual vanities, a soaking tub, and separate shower. Updates include a 2018 roof, energy-efficient windows, water softener, rain gutters, and irrigation system. Residents enjoy access to community amenities including a pool, clubhouse, park, and scenic walking trails, all just minutes from major roadways, shopping, and dining. Schedule your private tour today!

Listing is courtesy of: BAILEY CAMPBELL PROPERTIES (321-228-7985)

Listing Agent: Nate Bailey (321-331-8658)

Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Winter Springs POOL HOME Immediately Available! Voluntary HOA!! Bonus RV Accessible Pad w/ New 50-amp Outlet!!! This 4 bedroom, 3 bathroom property offers a split plan bedroom arrangement with 3 bedrooms & 2 bathrooms on one side of the home and the primary bedroom & bathroom far away on the other side. In between are multiple areas for gathering and entertaining: formal living room, formal dining room w/ pocket door access to the kitchen, dinette area w/ built-in desk, and family room with wood-burning fireplace & passthrough window for the wet bar. The family room, dinette and two bathrooms all have exits that lead out to the lanai for pool access. The L-shaped lanai highlights the pool and features an outdoor kitchen area & breezy ceiling fans, allowing the whole space to become a welcomed extension of the home. Situated on over half an acre, this home offers generous space both indoors and out, with added storage provided by a 10' x 12' shed. Add your very own vision to this well-loved home.

Listing is courtesy of: REDFIN CORPORATION (407-708-9747)

Listing Agent: Sheri Malin (407-603-5221)

Remarks: A home with its very own private oasis. This home boasts a 2019 AC UNIT and a 2021 ROOF REPLACEMENT. Enjoy the simple living that Seminole County offers. An updated kitchen centers the floorplan of 1307 Ortega St with an adjoining living room, dining room, and fully enclosed Florida room with attractive cedar plank built in storage. The true showstopper of the home sits in the backyard. A majestic and well loved Oak Tree towers over the backyard. Enjoy a quiet morning coffee as you contemplate life over your reflection pond. A small seating area resides in the far corner of the backyard. Sunrise in Winter Springs is a well established neighborhood with a community park within a short walk of this home! Rainbow Elementary, the zoned school, is an A-Rated school! 1307 Ortega St has been owned by the same family since construction and is now available on the market for the first time ever! Come see this well maintained home today!

Listing is courtesy of: CENTURY 21 ALTON CLARK (407-636-4637)

Listing Agent: James Evans (407-462-1348)

Remarks: Very motivated sellers! Condo in Tuskawilla’s Tuscany Place •Discover comfort and convenience in Winter Springs’ Tuskawilla neighborhood. Tuscany Place is a gated community with a private pool, near Trotwood Park, Cross Seminole Trail, and top-rated schools. •Double Balcony (length of condo) •Corner unit with pool view •Updated kitchen w/stainless steel appliances •New water heater (2023) •New roof (2023) •New AC (2016) •Washer/dryer (2026) •Primary bedroom with walk-in closet, en-suite, and balcony access •Split floor plan for privacy. Seize this opportunity to own a beautifully updated condo in a prime location! FHA Approved Condo complex.

Listing is courtesy of: WORTH CLARK REALTY (352-988-7777)

Listing Agent: Kelly Boulton (407-906-8348)

Remarks: Under contract-accepting backup offers. Located in the highly desirable Tuscawilla community, this home offers an open floor plan with a blend of tile and wood flooring throughout. The spacious kitchen features striking black galaxy granite countertops and ample cabinet space. Enjoy the outdoors in your fully fenced backyard retreat, complete with mature landscaping, a cozy fire pit area, and plenty of room to relax or entertain. The oversized driveway provides additional parking for guests or recreational vehicles. Rest assured, knowing that the roof was replaced in 2017. This home combines comfort, style, and function in a prime Winter Springs location close to parks, trails, golf, and top-rated schools.

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

Listing Agent: Derek Cole (407-733-1061)

Remarks: One or more photo(s) has been virtually staged. Top-Rated Schools! Beautiful and well-maintained 4-bedroom, 2-bath home located in desirable Winter Springs. This home features ceramic tile flooring throughout for easy maintenance and a spacious layout perfect for comfortable living. Enjoy a huge patio—ideal for family gatherings and entertaining guests. Brand new roof (2025) provides peace of mind for years to come. Prime location close to shopping, restaurants, and supermarkets, offering both convenience and lifestyle.

Listing is courtesy of: JOY ESTATE ENTERPRISE INC (321-754-9131)

Listing Agent: Joyce Tang (407-666-9388)

Remarks: BEAUTIFUL HOME! TOTALLY UPGRADED 3 BEDROOMS 2 BATHS!! & IN-LAW SUITE 1 BEDROOM 1 BATHROOM AND LAUNDRY. Priced to Sell! This home is not like no other home in this area, Nice Kitchen Cabinets and Granite counter tops, modern tile floors, Stain Steel appliances, Refrigerator, Range & microwave. This home is clean, immaculate and a pleasure to show.

Listing is courtesy of: ESG INVESTMENT ENTERPRISE INC (407-376-3896)

Listing Agent: Everardo Santos (407-376-3896)

Remarks: Welcome to this charming 3-bedroom, 2-bath home nestled on a spacious cul-de-sac lot in the heart of Winter Springs. Offering added privacy and room to spread out, the oversized homesite provides a peaceful setting while still being close to everything you need. Inside, you’ll find a warm and inviting interior with tile and wood flooring throughout, complemented by neutral tones that make it easy to personalize. The kitchen features solid wood cabinetry and updated appliances, blending functionality with classic style. Conveniently located near local shopping, dining, and everyday amenities in Winter Springs, this home offers the perfect balance of comfort, privacy, and accessibility. Don’t miss the opportunity to make it your own!

Listing is courtesy of: THE AGENCY FL (407-335-4119)

Listing Agent: Amanda Brown (386-248-5754)

Remarks: Under contract-accepting backup offers. Looking for a move in ready & affordable home in Winter Springs? This home features new paint and updated LPV flooring, with block construction, 2 Car Garage and an updated roof. You will enjoy a large backyard with no rear neighbors, a pond view, and Boat / RV Parking. With No HOA restrictions, you have the freedom to customize and personalize your space. Perfect for the family looking for the local Winter Springs / Seminole County Schools. *All information is intended to be accurate but is not guaranteed.

Listing is courtesy of: COLDWELL BANKER REALTY (407-647-1211)

Listing Agent: Ryan Minadie (407-765-9990)