Winter Springs Homes For Sale & Real Estate - 216 homes

Remarks: Sweet 3 bed, 2 bath, 1368 sq ft, home on a corner lot in the heart of Winter Springs. Recently remodeled! Fresh Paint, New Kitchen, SS appliances, Tile flooring throughout, Dining area, Living and Family Room, inside laundry room. Big, open, wrap-around porch in back is pre-plumbed & trussed for possible expansion of Primary Bedroom. Fenced in backyard, with mature oaks and landscaping. Single car garage can be used as office/storage. Additional Family Room has been added on. Lovely home, terrific area, great schools! This one is a gem, perfect for first-time buyers!

Listing is courtesy of: HAMILTON REALTY (407-344-2011)

Listing Agent: Adrien Love (407-477-5407)

Remarks: Virtually Staged. Do not miss out on this opportunity for a spacious, tastefully updated, move-in ready townhome in the heart of Winter Springs! This is a low maintenance 3-bed, 3.5 bath end unit with quaint landscaping leading you up the stairs to your classy entry. The interior boasts recent vinyl flooring and no carpet anywhere, perfect for all season in FL. The kitchen and living room are on the main level creating a seamless relaxing or entertaining experience with the ability for residents and guests to have privacy in bedrooms. All modern stainless steel appliances convey! The spacious primary bed/bath is on the 3rd floor and provides a large walk-in closet and dual sinks. Enjoy paradise from your key west style balcony above the 2-car garage. The community amenities include a fitness center and pool overlooking the neighborhood pond. Enjoy quick and easy access to shopping, dining, outdoor activities and entertainment, many of these steps from your front door.

Listing is courtesy of: TAH FLORIDA LLC (844-874-2661)

Listing Agent: Joshua Nogowski (754-234-9626)

Remarks: Under contract-accepting backup offers. Welcome to this beautifully maintained 4-bedroom, 2.5-bath home nestled on a quiet cul-de-sac in the highly desirable gated community of Parkstone. From the moment you arrive, you'll appreciate the inviting curb appeal, fresh exterior paint, and the pride of ownership throughout. Step inside to discover a light and bright interior filled with airy, spacious living areas designed for both everyday comfort and effortless entertaining. Gorgeous luxury vinyl plank flooring flows throughout the main living spaces, while brand-new carpet adds warmth and comfort to the upstairs bedrooms. Entertaining is a breeze in the large dining room with easy access to the kitchen and family room. The heart of the home opens seamlessly to your private backyard retreat, featuring a sparkling saltwater pool, new sod, and a fully fenced yard that offers both privacy and space to relax, play, or entertain. Whether enjoying a morning coffee poolside or hosting weekend gatherings, this outdoor space is sure to impress. Soaring ceilings on the first floor add to the spacious feeling throughout. Step into the pristine primary suite located on the first floor as an added bonus! Primary bath with separate soaking tub, glass enclosed shower and dual sink vanity make this an owner's dream. Major updates provide peace of mind, including ROOF 2019, AC 2024, FRESHLY PAINTED INTERIOR 2021, HOT WATER HEATER 2021,transferable TERMITE BOND, NEW CARPETS in all bedrooms, NEWLY PAINTED POOL DECK and Taexx, an inovative built-in "tubes in the wall" pest control system .....what more could you ask for? One of the many perks of living in Parkstone is that the HOA takes care of lawn maintenance, giving you more time to enjoy the community and everything the area has to offer. Located just minutes from the popular Central Winds Park, you'll have easy access to festivals, sporting events, walking trails, and community activities year-round. You'll also love being close to Winter Springs Town Center, where shopping, dining, and everyday conveniences are just around the corner. This welcoming home offers the perfect blend of comfort, convenience, and lifestyle in one of Winter Springs' most sought-after gated communities.

Listing is courtesy of: RE/MAX TOWN & COUNTRY REALTY (407-695-2066)

Listing Agent: Colleen Kahl (407-630-0027)

Remarks: Virtually Staged. Beautifully remodeled golf course home in the highly desirable Tuscawilla community! This move-in ready residence has been extensively updated with a fresh modern design throughout, including all new flooring, new interior paint, new granite countertops, custom designer backsplash, stainless steel appliances, and an updated interior lighting package. The spacious primary suite features a fully renovated bath with a new granite vanity, updated hardware and lighting, and a completely redesigned custom glass-enclosed walk-in shower. The guest bath has also been tastefully updated with a new vanity. Enjoy peaceful golf course living with scenic surroundings and a spacious screened patio perfect for relaxing or entertaining. The roof has been recently inspected and is reported to be in fantastic condition, providing added peace of mind for the next owner. Conveniently located near top-rated Seminole County schools, parks, shopping, dining, and major roadways, this is an exceptional opportunity to own a beautifully updated home in one of Tuscawilla’s most sought-after golf course communities.

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

Listing Agent: James Clark (407-575-7011)

Remarks: Located within the gated community of Eagle’s Watch in Seminole County, this well-maintained residence offers a functional layout, quality features, and a highly convenient location. Situated on a quiet cul-de-sac and backing to a greenbelt, the property provides added privacy along with direct access to the Florida National Scenic Trail system for outdoor recreation. The home features a modern open-concept floor plan with high ceilings and abundant natural light throughout the main living areas. A covered front porch enhances curb appeal, while the interior layout is designed for both everyday living and entertaining. The fenced backyard includes mature trees and usable space, creating a comfortable outdoor setting. Eagle’s Watch is a gated, tree-lined, golf cart-friendly community offering amenities such as a pool, basketball courts, and playground, with front yard maintenance included through the HOA. Conveniently located near Highway 417 and Winter Springs Town Center, the home provides easy access to shopping, dining, and everyday essentials, along with zoning for top-rated Seminole County schools. This property combines a desirable setting, thoughtful design, and low-maintenance living within one of Seminole County’s most sought-after communities.

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

Listing Agent: Dianne Moore (407-494-7575)

Remarks: Step inside and this townhome in Casa Park Villas that feels nothing like its neighbors. Completely renovated with designer finishes throughout, NEW AC system (2026), NEW hot water heater, luxury vinyl plank flooring throughout, doors, trim, kitchen, and all three bathrooms renovated. The kitchen sets the tone immediately with white shaker cabinets with matte black hardware, quartz countertops and full quartz backsplash, all-new stainless appliances, under mount sink with matte black faucet, and a breakfast bar pass-through that opens to the bright living and dining areas. Large windows flood the main level with natural light, and a slider leads to the screened rear porch overlooking open green space with pond views and no rear neighbors. Upstairs, both bedrooms are true primary suites with private en-suite baths - each one fully custom. The first features floor-to-ceiling dramatic black vertical tile in the tub/shower with a tiled niche and rain shower head, quartz vanity, and black-framed mirror. The second is an equally polished contrast: white vertical tile tub/shower, quartz vanity, glass pendant vanity light, and the same refined matte black hardware. Dark penny tile floors tie both bathrooms together. The powder bath downstairs features bold black-and-white geometric tile - a finishing touch that shows this renovation was done with intention, not budget cuts. Two assigned parking spaces sit directly in front. The community pool is steps away. Directly across the street: Trotwood Park with pickleball and tennis courts, a splash pad, basketball, playgrounds, pavilions, BBQ grills, and a scenic boardwalk over Lake Maria. Zoned for the A+ rated Seminole County School District, with Keeth Elementary and Indian Trails Middle School within walking distance. Minutes to Winter Springs Town Center, Oviedo Mall, SR 417, UCF, and downtown Orlando. Buyers have been waiting for the one that's actually been done right - this is it.

Listing is courtesy of: PROPERTY LOGIC RE (407-909-3436)

Listing Agent: Alex Quezada (407-404-3225)

Remarks: Beautiful fully renovated property featuring 4 spacious bedrooms, 2 modern bathrooms, and an additional room perfect for an office or play room. The home has been completely updated, including a new roof and new windows, providing improved energy efficiency and peace of mind. Open layout with excellent natural light and modern finishes throughout. Move-in ready, ideal for a family home or investment opportunity. Conveniently located with easy access to schools, shopping, and major roads.

Listing is courtesy of: LA ROSA REALTY ORLANDO LLC (407-288-8201)

Listing Agent: Rodrigo Chavez (407-652-8430)

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: 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: 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: Pride of ownership is evident throughout this beautifully updated, move-in perfect, one-owner home in highly sought after Winding Hollow in Winter Springs. The ideal 2 story floorplan offers 4 bedrooms & 3 full baths plus a bonus room & 3 car garage. This home showcases timeless style, thoughtful updates and versatility w/ tile floors throughout the downstairs & laminate wood up. The open concept, bright & modern floorplan, has great flow & is perfect for entertaining with open formal living & dining rooms w/ high ceilings, creating an inviting sense of space. Continuing on you enter the heart of the home, open & perfectly positioned to the kitchen, breakfast nook & impressive family room w/ 18' soaring ceilings & high glass windows; ideally suited for preparing meals & entertaining while staying connected w/ family & guests. The kitchen features beautiful granite countertops, plentiful wood cabinet space w/ pull out drawers, pantry, modern s/s appliances & access to the garage & utility room, which features a large storage closet. The spacious 1st floor primary suite offers a sitting area, 2 walk-in closets & an updated en-suite bath featuring a relaxing & modern soaking tub, glass shower, & double quartz vanities w/ sinks; completing your luxurious private retreat. The 1st floor, split plan bedroom 2 & full bath, are off the rear of the family room & set up as a private suite; perfect for guests or for multi-generational living. The upstairs access from the family room is provided by a beautifully upgraded stairway feature w/ laminate wood flooring, leading to bedrooms 3 & 4, hallway full bath, & a balcony bonus room / flex space w/ a walk in closet that could be converted to a 5th bedroom, media room, playroom, office, or home gym & overlooks the downstairs kitchen & family room. More features include the expansive tile floored screened lanai for enjoying Florida living year-round & overlooks the private & lushly treed back yard & is accessible from the formal living room, primary suite & the family room. Additional highlights include a spacious 3 car garage w/ overhead storage & expanded brick pavered driveway to accommodate more cars; newer roof, 2 zoned A/C, & plantation shutters thru-out the home. Ideally located with-in walking distance of the Cross Seminole trail & Central Winds Park & offering convenient proximity to wonderful Winter Springs schools, shopping, dining and SR 417 and 17-92; this exceptional home will exceed your expectations...welcome home!

Listing is courtesy of: RE/MAX TOWN & COUNTRY REALTY (407-695-2066)

Listing Agent: Rob Breese, Iii (321-436-8813)

Remarks: Under contract-accepting backup offers. Welcome to this beautifully updated 4-bedroom pool home located in sought- after Winter Springs. Featuring an open yet cozy floor plan, this home offers the perfect blend of comfort, functionality, and style. The spacious kitchen provides ample cabinet storage and overlooks the main living and dining areas, creating an inviting space for everyday living and entertaining. Updated finishes throughout and no carpet make for a clean, modern feel that's both stylish and low maintenance. The generously sized bedrooms offer flexibility for families, guests, or a home office. Step outside to enjoy your own backyard oasis, complete with an oversized enclosed pool and expansive yard with plenty of room to relax, entertain, and enjoy Florida living. Conveniently located near top-rated schools, parks, shopping, dining, and major roadways.

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

Listing Agent: Kristin Duncan (407-274-5911)

Remarks: Price Improvements. This 3-bedroom, 2-bathroom home in Deersong-2 is a fantastic opportunity for anyone looking for a move-in-ready property in Winter Springs. With its newly updated kitchen, Modern faucet, granite countertops, and indoor laundry. High ceilings at living room, the home feels both modern and spacious. The community offers excellent amenities, including a gated pool and tennis courts, all for a low HOA fee. It is zoned A+ Seminole county public schools, . Its prime location near top-rated Seminole County schools and the popular Torcaso Cove park makes it ideal for daily living. will not last long, Schedule your private showing today!!

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

Listing Agent: Mariam Sherkawy (407-272-4234)

Remarks: Welcome to this stunning 4-bedroom executive residence nestled in the highly sought-after Tuscawilla Country Club golf community, where charm, comfort, and convenience come together with NO HOA restrictions. Showcasing a distinctive Mediterranean-inspired design, this home features elegant wrought iron accents and a welcoming private courtyard that creates exceptional curb appeal. Inside, you’ll find spacious living areas and generously sized bedrooms throughout. The expansive owner’s suite serves as a relaxing retreat, complete with a walk-in closet and an updated en-suite bath. An inside laundry room adds everyday convenience, while the thoughtful floor plan provides plenty of room for both entertaining and daily living. Step outside to your own backyard oasis featuring a large sparkling pool, perfect for enjoying Florida’s year-round sunshine, hosting gatherings, or simply unwinding in a private setting. Ideally located in Winter Springs, this home offers easy access to the University of Central Florida, Central Winds Park, Oviedo Mall, top-rated shopping and dining, and major roadways including SR 434 and SR 417. Enjoy the tranquility of a golf community setting while remaining close to everything Central Florida has to explore. Don’t miss this rare opportunity to own a beautiful pool home in one of Winter Springs’ most desirable communities!

Listing is courtesy of: CHERRY'S FOCUSED IN REALTY LLC (386-205-9438)

Listing Agent: Patrick Cherry (386-205-9438)

Remarks: WOW, can you believe it??? A fantastic home in Winter Springs....with a pool...for under $500,000. You'll fall in love with this home the minute you puii into the driveway. It's a great example of Florida contemporary architecture. This home sits on an over-sized cul-de-sac lot. Both the primary en suite and guest baths have been remodeled. The floor plan features a two way bedroom split plan that offers both flexibility and privacy. The back of the home opens to or views the pool area which has a screen enclosure and large lanai. Willow run has no through streets so it feels like a private, tucked away enclave. but is only seconds away from shopping, downtown Orlando, the airport and the beaches.

Listing is courtesy of: WEICHERT REALTORS HALLMARK PROPERTIES (407-644-5385)

Listing Agent: Kenneth Teixeira (407-697-4946)

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: Turnkey townhouse in Tuscany Place is totally move-in ready. The townhouse style is limited to only a few homes in the new phase of this wonderful, gated community. Built in 2016 and much newer than many competing condos/townhomes. All 3 bedrooms have their own private full bathrooms. The first-floor bedroom with en-suite bath is great for guests, home office, or multigenerational living. Brand new roof (2026). Newer HVAC (2020). Low maintenance townhouse-style living. Spacious open-concept kitchen and overall excellent layout. This home's natural focal point is the kitchen with granite countertops, and there's an extra-large kitchen island, which provides essential counter space and storage, cabinets and drawers, and room for a breakfast bar. The kitchen leads to the rest of the living and family room combination, which features glass sliding doors to the patio and a staircase to a great split plan layout for the bedrooms upstairs. This home has all the features you’re looking for including a laundry room with large-size appliances, walk-in closets, a huge refrigerator, dedicated trash drawer in the kitchen, blinds and window treatments, and modern fixtures throughout the home. See yourself living in the heart of beautiful Winter Springs. Low monthly fee covers access to the community pool, exterior maintenance and landscaping, sewer, and trash services. Very close to all the shopping and restaurants at Winter Springs Town Center, and Trotwood Park is right at your doorstep. Contact us today to schedule a private tour!

Listing is courtesy of: JR REALTY GROUP LLC (407-920-4624)

Listing Agent: John Vincent (407-534-9764)

Remarks: Under contract-accepting backup offers. Virtually Staged. ***MARCH 2026 Appraisal at $735,000***Welcome to 1825 Seneca Blvd in the heart of Tuskawilla, a rare opportunity to own a spacious one-story pool home on an almost half-acre lot in one of Seminole County’s most sought-after locations. Owned by the same family for 37 years, this 4-bedroom, 3 full bathroom block home offers 2,711 square feet of living space, a 2-car garage, soaring ceilings, skylights, abundant natural light, and an ideal layout with multiple living areas all on one level. Priced at its March 2026 appraised value of $735,000, this is a chance to secure a prime piece of real estate in a location where long-term ownership is the norm and opportunities like this do not come up often. Inside, the home offers impressive volume and flexibility. The main living room feels bright and open thanks to soaring ceilings and skylights, while the wood-burning fireplace adds warmth and character. The floor plan offers a great everyday flow with separate living and family spaces, formal and casual dining areas, and a split-bedroom style layout that gives the home both functionality and privacy. The home is move-in ready as it sits, but also presents an excellent opportunity for a new owner to update the cosmetics over time and make it their own. One of the standout features here is the outdoor space. The screened pool and patio area spans much of the rear of the home, creating a true extension of the living space and an ideal setup for relaxing or entertaining. The oversized lot is a major value driver, and because of the mature trees and natural setting, the property feels even more private than many homes nearby. It is the kind of yard that offers both space and seclusion, which is becoming harder and harder to find in this area. Major updates include a roof installed in June 2008, AC replaced in 2011, and water heater replaced in 2011. Optional HOA is another bonus. Zoned for Lawton Elementary, Indian Trails Middle, and Oviedo High School, this home is also close to Oviedo Mall, Trotwood Park, Tuskawilla Country Club, shopping, dining, and recreational amenities. If you have been searching for a well-maintained home with great bones, a large private lot, a screened pool, soaring ceilings, and an unbeatable Seminole County location, 1825 Seneca Blvd deserves your attention.

Listing is courtesy of: CREEGAN GROUP (407-622-1111)

Listing Agent: Chris Creegan (407-622-1111)

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: PRICE IMPROVED + SELLER CONTRIBUTES TO CLOSING COSTS!, BACK ON THE MARKET DUE TO BUYERS FINANCING FALL TROUGH!! Updated Pool Home in Winter Springs | Seminole County | Move-In Ready Welcome to this beautifully maintained 3-bedroom, 2-bath home featuring a private screened pool in an established Winter Springs neighborhood. The updated kitchen and updated bathroom deliver a fresh, modern feel, complemented by a bright, open layout that flows seamlessly for both everyday living and entertaining. Step outside to your screened pool and fully fenced backyard — a private retreat for year-round Florida living and weekend gatherings. A 2-car garage and a tree-lined, established community complete the package. Zoned for the Seminole County school district (buyer to verify assigned schools with the district). Surrounded by scenic walking and biking trails and just minutes from shopping, dining, and major roadways for an easy commute. A versatile opportunity whether you're buying a home to live in or adding a pool home to your rental portfolio — updated, low-maintenance, and in a high-demand location. Seller will contribute toward buyer's closing costs with an acceptable FHA | VA | Conventional | Cash all financing welcome. Schedule your showing today!

Listing is courtesy of: CAISSA REALTY INVESTMENT INC (407-364-3056)

Listing Agent: Elizabeth Rodriguez (407-480-8829)