Winter Springs Homes For Sale & Real Estate - 202 homes

Remarks: Move Right In this Updated Highlands Home! Desirable Gas Stove in Kitchen along with newer Appliances & Granite Countertops, New Bathroom Vanities New Roof 2024. Large Fenced Yard, Fireplace & Inside Laundry Room. The Highlands has a Large Community Pool, Playgrounds, Clubhouse with BBQ Area, Audibon Park, Tennis & Pickleball Courts & Nature Walking Trails. Highly rated Seminole County Schools.

Listing is courtesy of: FLORIDA HOME TEAM REALTY LLC (407-774-8100)

Listing Agent: Paul Buscemi (407-716-2874)

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: Price Improvement to $259,000 * Quick Closing Available. Welcome to 270 San Gabriel Street in Winter Springs—now offered at an updated price and ready for its next owner. This well-maintained, single-story home features vaulted ceilings and a bright, open layout that creates a comfortable and inviting living space. With neutral finishes and ceramic tile flooring throughout, the home is truly move-in ready. All appliances are included for added convenience. Enjoy morning coffee or unwind in the evening on the oversized screened patio, offering a private outdoor retreat. Additional exterior storage provides practical space for bikes, tools, and seasonal items. Located just minutes from the scenic Cross Seminole Trail, the Deersong community also offers access to a pool and cabana for residents to enjoy. Nearby parks, shopping, dining, and top-rated Seminole County schools add to the home’s appeal. Considering making a move to downsize? First-time homebuyer? investor? or seeking a low-maintenance second home in Central Florida? Schedule your private showing today. With a newly reduced price and quick closing available, this is an excellent opportunity to own a well-cared-for home in a desirable location..

Listing is courtesy of: MAINFRAME REAL ESTATE (407-513-4257)

Listing Agent: Alie Gattis (407-760-1488)

Remarks: Warm and inviting home located in the highly sought-after Highland Village community of Winter Springs—where residents love to live and rarely want to leave. This 2-bedroom, 2-bath home features an open floor plan, abundant natural light, and no carpet throughout. The spacious living and dining areas open a comfortable layout, perfect for everyday living or entertaining. The primary bedroom is generously sized with a large walk-in closet, and the primary bathroom has been updated with a sink, faucet and mirror. The secondary bedroom is also well-sized and versatile. The guest bathroom has been updated with a new vanity and mirror. The kitchen offers ample storage, includes all appliances, and opens directly to the private backyard—complete with a covered patio and ceiling fan, ideal for relaxing outdoors. Seller has recently updated the following: replace all interior doors, all new faux window blinds for all windows and crown molding in living areas. All appliances will stay including the washer and dryer! Enjoy living in a vibrant, well-maintained community with top-rated schools and fantastic amenities including a pool, tennis and pickleball courts, volleyball court, playground, and scenic walking trails and low HOA costs. Conveniently located near SR 434 and Tuskawilla Road, just minutes from Winter Springs Town Center, shopping, dining, and a short walk to Torcaso Park. Schedule your private showing today.

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

Listing Agent: Dan Goodman (407-212-1012)

Remarks: Under contract-accepting backup offers. RECENTLY PRICE REDUCED! Luxury Living Meets Trailside Adventure — with Everything Close By! WELCOME TO THE GATED COMMUNITY OF EAGLE WATCH! This beautifully presented property is a 3-bedroom, 2-bath home where comfort, style, and location come together effortlessly. It is located in the cherished well-maintained community in Winter Springs. Enjoy peace of mind with a newer roof and HVAC system, luxury engineered wood flooring throughout the home, plus fresh interior paint that gives the home a clean, modern feel. Low HOA fees also include common area landscaping maintenance and pristine curb appeal throughout the community! Eagle Watch shares a gated entrance community pool with Howell Creek Reserve to enjoy with friends and family! The home's inviting layout is perfect for everyday living and entertaining, filled with natural light and an easy, modern flow. Step outside and relax with your covered screened in porch and level up your lifestyle with direct access to the Cross Seminole Trail—a dream for avid bicyclists, hikers, and walkers who love the outdoors. Now let's talk about the location being so convenient! You’re just minutes from malls, dining, and shopping, close to SR 417, University of Central Florida, and an easy ride to the world-class parks Orlando is famous for. Adventure, entertainment, and everyday essentials are all right at your fingertips. Move-in ready, perfectly located, and packed with lifestyle perks—this one is fun, functional, and full of possibilities! DONT WAIT TOO LONG! Schedule your showing today!

Listing is courtesy of: JASON MITCHELL REAL ESTATE FLO (754-307-0607)

Listing Agent: Cathy Norman (407-247-7180)

Remarks: Welcome home to 4431 Brook Hollow Circle, where clean design meets comfortable living. This light-filled residence offers an open, airy layout that feels both spacious and welcoming, with neutral finishes that create a fresh, move-in-ready atmosphere. The living and dining areas flow seamlessly, making everyday living and entertaining effortless. One of the home’s standout features is the enclosed back porch, providing a versatile extension of the living space—perfect for morning coffee and relaxing evenings. The porch overlooks a peaceful outdoor area, offering privacy and a sense of calm rarely found. is ideal for those seeking a clean, uncluttered space that feels comfortable and functional. Conveniently located in Winter Springs, this property combines easy living with a tranquil setting. Nearby Attractions: Central Winds Park & Lake Jesup – Large park with trails, sports fields, and lake views Cross Seminole Trail – Popular walking and biking trail nearby Torcaso Cove Park – Playground, splash pad, and family-friendly amenities Overlook Park (Oviedo) – Boardwalks, fishing pier, and scenic lake views Central Florida Zoo & Botanical Gardens (Sanford) – Easy family day trip Winter Springs Town Center – Community events, dining, and festivals Winter Park (20–25 min drive) – Scenic Boat Tour, museums, shopping, and dining With its open interior, thoughtful layout, and inviting indoor-outdoor connection, this home

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

Listing Agent: Nicolas Merino (954-226-4314)

Remarks: Welcome to this charming townhome in the highly desirable Jesup Reserve community located in beautiful Winter Springs. This 2-bedroom, 2-bath home offers comfort, convenience, and excellent potential for both homeowners and savvy investors. Step inside to find a spacious layout featuring a modern kitchen equipped with stainless steel appliances and a newer Carrier A/C system for year-round comfort. The home includes a 2-car garage plus additional street parking, making it perfect for families or guests. While the property does need new flooring, it presents a fantastic opportunity to add value and customize the space to your style. Residents of Jesup Reserve enjoy access to a beautiful community pool, ideal for relaxing and enjoying the Florida lifestyle. The home is also conveniently located near top schools, shopping, dining, and major retailers including Publix, making every day errands quick and easy. Whether you're a family looking for a welcoming community or an investor seeking a strong rental opportunity, this townhome offers location, amenities, and upside potential. Seller is very motivated to sell!!!!!!

Listing is courtesy of: WEICHERT REALTORS HALLMARK PRO (407-841-0888)

Listing Agent: James Rice (321-247-0583)

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. 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 this 5 bedroom, 3 bathroom pool home in the highly desirable Tuskawilla neighborhood of Chestnut Estates. This home offers open-concept living with pool access from the primary bedroom, living room, and family room. As you walk through the front door, the dining room and spacious living room open to the lanai and screened-in pool area. The master bedroom and 5th bedroom are located on one side of the home, while the remaining bedrooms and baths are off the family room, offering a functional split floor plan. The kitchen comes equipped with all appliances, granite countertops, extra storage, and a large breakfast bar, and is open to the family room. The master bedroom measures approximately 29’ x 15’ and features a large walk-in closet plus a linen closet, double vanities, a separate shower, and a jetted tub. There is a Jack-and-Jill bathroom between two of the bedrooms, and the third bathroom opens directly to the pool area. All bathrooms and the kitchen have been updated. All five bedrooms are carpeted, and the main living areas are tiled. The backyard features mature landscaping with fruit trees and is fully fenced for privacy. Additional features include an alarm system and keypad near the garage entry. This home is available for immediate move-in.

Listing is courtesy of: FLORIDA REALTY INVESTMENTS (407-207-2220)

Listing Agent: Ryan Langley (407-802-6462)

Remarks: Well-appointed 3-bedroom, 2.5-bath townhome for sale in a gated community, offering a great combination of functionality, privacy, and location. Designed for comfortable living, this home includes energy-efficient double-pane windows that enhance interior comfort and help reduce outside noise. The primary suite features a spacious walk-in closet with natural light, creating a bright and welcoming retreat. The kitchen is fully outfitted with appliances and provides ample workspace and storage. The second-floor laundry area adds everyday convenience with washer and dryer included. Residents enjoy access to community amenities such as a swimming pool and playground, all within a controlled-access neighborhood. Zoned for Layer Elementary, Indian Trails Middle School, and Winter Springs High School. Conveniently located near shopping centers, restaurants, parks, and major roadways, with an easy drive to UCF and Orlando International Airport. A great opportunity for a primary residence or investment property — schedule your private showing today.

Listing is courtesy of: SUNNY 365 REALTY GROUP (407-574-7048)

Listing Agent: Isabel Sirizzotti (407-361-8236)

Remarks: Under contract-accepting backup offers. **Seller may consider buyer concessions if made in an offer**Welcome to this BEAUTIFULLY UPDATED 2-bedroom, 1.5-bath condo in The Highlands of Winter Springs, offering the feel of a townhome with NO REAR NEIGHBORS and peaceful green space views. Thoughtfully maintained and MOVE-IN READY, this home combines comfort, style, and a desirable location. A SCREENED FRONT PORCH welcomes you in—perfect for enjoying your morning coffee. Step inside to an OPEN-CONCEPT LAYOUT where the Living Room, Dining area, and Kitchen flow seamlessly together, all enhanced by BEAUTIFUL WOOD LAMINATE FLOORING throughout for a warm, cohesive look. The Living Room is filled with NATURAL LIGHT and features sliding glass doors that lead to a REAR SCREENED PORCH, creating an ideal indoor-outdoor living space. Just beyond, a small patio overlooks lush greenery and mature trees, offering a TRANQUIL SETTING with added privacy. The Kitchen is truly a SHOWSTOPPER, beautifully updated with white cabinetry, stone countertops, a FARMHOUSE SINK, stylish range hood, sleek backsplash, and matching appliances, making it both functional and visually striking. A convenient half bath with a SLIDING BARN DOOR completes the main floor. Upstairs, the SPACIOUS Primary Bedroom features tall windows that fill the room with NATURAL LIGHT and includes PRIVATE ACCESS to the full bath. A second generously sized bedroom and an upstairs laundry closet add to the home’s practical layout. RECENT UPDATES include a NEW AC with added insulation (2024) and a NEW WATER HEATER (2024), providing comfort and efficiency. Residents of The Highlands enjoy an AMENITY-RICH LIFESTYLE, with access to a SPARKLING COMMUNITY POOL, clubhouse, tennis and sports courts, playgrounds, and scenic nature trails, along with HOA coverage that includes cable, internet, trash, exterior maintenance, and grounds care. IDEALLY LOCATED in Winter Springs, this home is close to OUTDOOR RECREATION at Central Winds Park and the popular Cross Seminole Trail, perfect for biking, walking, and enjoying nature. You’re also just a SHORT DRIVE from shopping, dining, and entertainment in Oviedo and Altamonte Springs, as well as the UNIVERSITY OF CENTRAL FLORIDA, making this location ideal for a variety of lifestyles. With CONVENIENT ACCESS to State Road 417, commuting throughout Central Florida is simple and efficient. The STYLISH UPDATES, private setting, and exceptional community amenities make this Highlands home a perfect blend of comfort, convenience, and LOW-MAINTENANCE LIVING. Call and schedule your tour today!

Listing is courtesy of: WEMERT GROUP REALTY LLC (407-743-8356)

Listing Agent: Jenny Wemert (407-809-1193)

Remarks: Welcome home to this beautiful 3 bedrooms, 2 bathrooms house with a pool. Come and enjoy the large pool, modern and updated kitchen with granite countertop and stainless-steel appliances. The spacious interior along with the bonus room will give your family enough space to grow. In the last 4 years the roof, air conditioning unit and water heater have all been replaced. The solar panels will allow you to save on your monthly expenses. This property is conveniently located within close proximity to stores, supermarkets, A rated public school system. Everything welcomes you to make this house your next home. Come see this property today!

Listing is courtesy of: FLORIDA REALTY INVESTMENTS (407-207-2220)

Listing Agent: Celeste Baez (407-697-6309)

Remarks: Experience the perfect blend of location and low-maintenance living at 471 Harbor Winds Court. Located in a secure, gated Winter Springs community, this move-in ready home offers ultimate peace of mind with a NEW ROOF (2024). The functional interior features a rare and highly desired Large Primary Suite on the Main Floor, complete with dual closets for abundant storage. The open, inviting layout flows seamlessly to your private, screened-in patio—ideal for year-round relaxation or entertaining. Enjoy the convenience of a spacious 2-car garage and plenty of guest parking throughout the community. Harbor Winds residents enjoy amenities, including a refreshing community pool and meticulously maintained grounds. Conveniently located near top-rated Seminole County schools, shopping, and dining, this home is a great find. This is your chance to own a meticulously maintained townhome in a premier gated community!***BUYER INCENTIVE: Closing cost a concern? The seller is offering a 1% Lender Credit toward the buyer's closing costs or rate buy-down when using the seller's preferred lender!***

Listing is courtesy of: KELLER WILLIAMS ADVANTAGE III (407-207-0825)

Listing Agent: Terrica Francois (407-680-8268)

Remarks: Under contract-accepting backup offers. Welcome to 1113 Citrus Oaks Run, a beautifully maintained home offering timeless style, functional space, and a private backyard retreat. This spacious 3-way split floor plan features wood flooring throughout, 8-foot doors, high ceilings, and elegant beams in the dining room, creating a warm and inviting atmosphere from the moment you enter. The living room/den showcases added French doors, while the updated kitchen overlooks the family room and features refinished cabinetry with soft-close features, updated countertops, pantry storage, and a cozy dinette area. The primary suite opens to the pool through sliding doors and includes a walk-in closet and an en-suite bath with updated counters, while the secondary wing offers two bedrooms with a beautifully remodeled bathroom and linen storage, plus a third bedroom and another fully renovated bath. Plantation shutters throughout add charm and privacy, and the laundry room is conveniently located just off the garage. Outside, enjoy a fully fenced wrought-iron yard and a screened pool area with a recently redone pool cage, perfect for relaxing or entertaining. Additional highlights include a 3-car garage with shelving and attic storage, water softener, A/C approximately 3 years old, and roof approximately 6 years old—making this move-in-ready home an exceptional opportunity in a desirable Winter Springs location.

Listing is courtesy of: RE/MAX 200 REALTY (407-629-6330)

Listing Agent: Abby Nelson (407-571-1445)

Remarks: Welcome to this beautifully maintained townhome located in the desirable gated community of Heritage Park in Winter Springs. Perfectly positioned directly across from the community pool with ample guest parking nearby, this move-in ready home offers both comfort and convenience. Step inside to find attractive laminate flooring flowing throughout the first floor, complemented by neutral paint and upgraded lighting that create a warm and inviting atmosphere. The open-concept layout seamlessly connects the kitchen, dining, and living areas—ideal for both everyday living and entertaining. The well-appointed kitchen features 42" cabinetry, granite countertops, stainless steel appliances, a closet pantry, and a convenient peninsula with breakfast bar seating. Just beyond the living space, enjoy peaceful outdoor living on the open patio overlooking a serene pond backed by conservation—perfect for relaxing mornings or unwinding at the end of the day. Upstairs, all three bedrooms provide privacy and comfort. The spacious primary suite offers tranquil pond views, a walk-in closet, and an en-suite bathroom complete with an oversized single-sink vanity and a large tiled shower. Two additional bedrooms are generously sized with ample closet space, ceiling fans, and plenty of natural light. A full guest bathroom with a shower/tub combination on the second floor and a convenient half bath on the first floor complete the home. Additional highlights include a one-car garage, prime location within the community, and fully furnished option for no additional cost! This is a wonderful opportunity to enjoy low-maintenance living in a sought-after location—schedule your private showing today!

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

Listing Agent: Jean Scott (407-759-5320)

Remarks: If you are looking for a Gated Community with the most desirable location in the community you know you have found it! This home boosts an open floorplan that includes a breakfast bar and open to the family and dining area on the main floor, with high ceilings and lots of natural light. Upgraded appliances, kitchen countertops, and flooring. This floor plan offers two spacious master suites upstairs both with walk in closets, divided by a large laundry room complete with storage and large washer and dryer that are staying! No more carrying laundry up the stairs. Beautiful hardwood floors including the stairs with well-appointed finishes throughout. A MUST SEE! Conveniently located near UCF, shopping, roadways, restaurants and the TOP RATED SCHOOLS in the area.

Listing is courtesy of: A+ REALTY PROFESSIONALS, INC (407-702-5243)

Listing Agent: Susan Pinnock (407-435-9125)

Remarks: Under contract-accepting backup offers. Experience the ultimate Florida lifestyle at this stunning 4-bedroom (plus home office) or 5-bedroom, 3.5-bathroom retreat nestled in the exclusive gated community of Parkstone. Come home to soaring, high ceilings and a bright, open floorplan that’s an entertainers dream. The Chef’s kitchen features stainless steel appliances, and a breakfast bar as well as a window enjoying views of the screen patio and beautiful backyard. You will love the oversized primary suite that features stunning conservation views, and connects to a private, flexible room perfect for an office or nursery, or even a fifth bedroom. One of the additional bedrooms has an on suite bathroom and walk in closet as well. Wake up to breathtaking sunrises and spend your evenings watching wildlife. This exceptional property features a private 300ft boardwalk that winds through Florida Hammock vegetation and leads to your own personal boathouse. This incredible, covered boat dock features both electric and water access, plus a boat lift for effortless access to the scenic, expansive Lake Jesup. Enjoy relaxing on the screened lanai or the open paver patio while enjoying the sounds of nature. NEW ROOF IN 2024 (House and Boat Dock), NEW PORCH ROOF 2025, NEW WATER HEATER 2025, NEW A/C 2021, FRESHLEY PAINTED 2021, RAIN GUTTERS 2020. Relish your time at the private community fishing pier, tennis court, take a dip in the gorgeous community pool or enjoy the splash pad. Lawn Maintenance is even included in your HOA (Lawncare includes mowing of lawn, trimming of bushes and fertilizer). Parkstone is a gated community with walking trails, scenic ponds, tennis court, community dock, two playgrounds, a splash pad and community pool to enjoy. The Cross Seminole Trail borders Parkstone and you are just a short walk from Central Winds Park, the Dog park and the Newly opened Pickleball Facility! Minutes from grocery stores, The Town Center, shopping and dining, this home has it all! Welcome home!

Listing is courtesy of: SHORESTONE PROPERTY GROUP (407-452-9818)

Listing Agent: Tania Crandall (407-452-9818)

Remarks: Welcome to Cypress Club, a townhome community located in The Highlands within Winter Springs. Two bedrooms/two bath home is two stories offering split bedrooms. The living room/dining room combo provides high lofty ceilings with celestial windows providing natural sunlight to the home. Sliding glass doors open to a screen enclosed patio to the rear of the property that overlooks Winter Springs peaceful conservation area. Open stairwell that leads to the loft where you will find a spacious laundry arrangement set up. The master bedroom and bath are on the second floor. The home has been freshly painted. The Highlands offers many amenities to include tennis/pickle ball courts, basketball and volleyball, park with BBQ areas and a covered pavilion and boasts it's Junior Olympic size swimming pool. Playgrounds throughout the community. Cypress Club also provides a community pool. The roof is new 2026.

Listing is courtesy of: PAINE-ANDERSON PROPERTIES, INC (407-695-7898)

Listing Agent: Joyce Gary (407-782-3276)

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: 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)