Winter Springs Townhomes For Sale - 35 townhouses

Remarks: "VA ASSUMABLE LOAN" Imagine a home that doesn't just house your life but elevates every chapter of it. At this stunning tri-level townhouse, the story begins the moment you step across the covered front porch and through the front door. Your day begins on the third level, where light pours through the expansive windows of your primary retreat. You wake up in a sanctuary defined by a sense of total calm. The morning routine feels like a spa visit as you step into the frameless glass shower of your ensuite bath. Choosing your outfit is an experience in itself within the "HUGE" walk-in closet, where custom shelving keeps your world perfectly organized. As the workday begins, you descend to the first level. Here, tucked away from the main living areas, lies your dedicated office. It is a quiet, professional haven where you can focus on remote work, though its attached full bath makes it an equally welcoming guest suite for visiting family or In -Law Suite. By midday, the heart of the home calls you to the second level. This is the social hub—an open-concept masterpiece where warm wood-look tile floors glow under fashionable lighting. You find yourself in the chef’s kitchen of your dreams, pulling ingredients from a walk-in pantry so VAST it feels like a secret room. You prep lunch on the oversized quartz island, perhaps glancing toward the conservation view as the sun hits the trees. When the laptops close, the adventure starts just steps from your Front door. You don’t just have a backyard; you have direct access to the Cross Seminole Trail. Whether it’s a sunset bike ride or a peaceful walk through the preserved green space, nature is your constant neighbor. As night falls, you might walk—not drive—over to the Winter Springs Town Center. Perhaps a coffee at Foxtail, a quick stop at Publix, or a relaxed dinner with friends. You return home to a community that feels like a resort, passing the sparkling pool and pet-friendly pathways that make this neighborhood feel like a true collective. This is more than a "Like New" property; it is a lifestyle of effortless transitions. With top-rated schools for the kids, easy access to the SR-417 for the commute, and the luxury of three distinct levels of privacy, the story of your life fits perfectly here. Is this the next chapter you’ve been waiting to write? Schedule Your Private Tour To experience the flow of this home in person.

Listing is courtesy of: ROI AVE LLC (321-663-7276)

Listing Agent: Mark Anthony Buot (407-925-1716)

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: Live luxuriously in almost New Townhouse! Immaculate 3-story townhouse (built 2023) boasts $20,000 in builder upgrades and offers a modern living experience! Unwind while sipping your morning coffee or taking a break on the front porch overlooking serene conservation. Inside, a flexible space on the first floor can be your home office, den, or 4th bedroom with a full en-suite bathroom (including a tub!). Park with ease in the epoxy-floored garage featuring overhead storage racks and extra space for storage. The open-concept second floor features high ceilings and a perfectly sized dining area convenient for family and friends meal time. Unleash your inner chef in the gourmet kitchen with built-in oven, HUGE expansive pantry, granite countertops, soft-close drawers, upgraded cabinets (42" with crown molding), designer fixtures, and updated lighting fixtures. A convenient half bath completes this level. Relax in the spacious living room with room for a desk or play area. The third floor features a well-sized primary bedroom with a HUGE walk-in closet. Upgrades galore: Level 5 textured carpeting provides durability with a touch of luxury. Home is prewired for whole house security including camera hook up. The upgraded laundry room boasts additional storage cabinets and designer tile flooring. Two more bedrooms and a full bath with tub round out the top floor. Enjoy the Florida lifestyle! Take a dip in the community pool just 20 steps away, explore the nearby town center, or hop on the scenic 23-mile Cross Seminole bike trail directly accessible from your doorstep. Conveniently accessible to the 417 highway, local restaurants, shopping, playgrounds and parks, a splash pad, and more just minutes away!

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

Listing Agent: Sylvana Minnetto (321-946-9876)

Remarks: One or more photo(s) has been virtually staged. This stunning 3-bedroom, 2.5-bathroom townhouse offers the perfect blend of modern luxury and serene living, complete with a two-car garage and an unbeatable location. Step inside to a home that feels brand new, featuring a freshly repainted interior and an open, airy layout designed for both comfort and style. The heart of the home is a chef-inspired kitchen boasting elegant granite countertops and a full suite of brand-new stainless steel appliances, perfectly positioned between a spacious family room and a separate formal dining room for effortless entertaining. The upper level serves as a private sanctuary, where all three bedrooms feature plush, new carpeting underfoot. The master suite is a true retreat, offering a spa-like bathroom with granite vanities, a separate walk-in shower, and a deep garden tub made for relaxation. Consistency in quality is found throughout, with granite finishes extending to the secondary bathroom as well. Perhaps the most captivating feature of this residence is its backyard, which backs up to a lush, peaceful greenspace, providing a quiet and scenic backdrop rarely found in townhome living. Beyond its aesthetic appeal, this home provides ultimate peace of mind with significant mechanical upgrades, including a brand-new AC system and a new water heater. Residents also enjoy access to a sparkling community pool area, perfect for cooling off on warm afternoons. Combining high-end finishes with a tranquil natural setting, this turn-key property is ready for you to move in and enjoy from day one.

Listing is courtesy of: SAND DOLLAR REALTY GROUP INC (407-389-7318)

Listing Agent: Robert Arnold, Jr (407-389-7318)

Remarks: Welcome to 476 Club Drive, a beautifully cared-for townhome nestled in the highly sought-after Cypress Club section of The Highlands in Winter Springs—a community known for its incredible amenities and natural surroundings. This spacious 3-bedroom, 2-bath residence blends comfort, functionality, and peace of mind with key updates already completed. Enjoy the benefits of a 2020 A/C system, a full repipe completed in 2016, a 2016 water softener, and an electric water heater approximately 9 years old. Even better, a brand-new roof is currently being installed and is fully covered by the HOA—adding long-term value and convenience. Inside, you’ll find an inviting layout with knockdown ceilings throughout the main level and an open living and dining area tucked toward the rear of the home for added privacy. Updated recessed lighting enhances the space, creating a warm and welcoming atmosphere. Just beyond, a step-down enclosed patio offers a serene retreat overlooking wooded views—perfect for relaxing or entertaining. The flexible floor plan includes a downstairs bedroom with an adjacent full bath, ideal for guests, a home office, or multi-generational living. Upstairs, two generously sized bedrooms feature soaring ceilings and abundant natural light. The primary suite offers ample closet space and tranquil views of the surrounding greenery, along with a spacious en-suite bath complete with a Jacuzzi tub and separate shower—perfect for unwinding after a long day. Cypress Club stands out as the only neighborhood within The Highlands with its own private pool, in addition to access to the community’s extensive amenities. Residents enjoy multiple pools, tennis courts, scenic walking trails, parks, pavilions, BBQ areas, a clubhouse, as well as volleyball and basketball courts—delivering a true Florida lifestyle right outside your door. Don’t miss this opportunity to own a move-in-ready home in one of Winter Springs’ most desirable communities!

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

Listing Agent: Jeff Singletary (407-383-1933)

Remarks: Under contract-accepting backup offers. PRICE REDUCED FOR FASTER SALE!!! EXCELLENT PRICE FOR THIS AMAZING WATERfRONT TOWNHOUSE! Welcome Home!!! This beautiful & Spacious townhome in Winter Springs offers 3 ample bedrooms and 2 and a Half baths, brand new floors throughout AC and Water heater were replaced in 2025. the 1st floor, as well as brand new interior painting.The primary suite includes a large walk-in closet, double sinks, & a combination of tub & Shower. Enjoy the peaceful water view from your private, screened porch. There is plenty of visitor parking right in front of the home. This desirable community is conveniently located just 1/2 mile east of the 417 Expressway, Disney world, Malls, State Colleges, University of Central Florida, Cape Canaveral, the great Orlando area and tourist attractions.

Listing is courtesy of: LA ROSA REALTY LLC (321-939-3748)

Listing Agent: Vicky Valdez, Llc (772-621-0121)

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: Beautiful three-story townhome offering 3 bedrooms and 3 full bathrooms, thoughtfully designed for comfort, privacy, and flexible living. A unique multi-level layout features one bedroom and full bathroom on each floor, making it ideal for guests, multi-generational living, or working from home. The second-floor bedroom with French doors creates a bright and inviting space, perfect as an office or lounge. The top level showcases a spacious primary suite complemented by a loft area, ideal for a home office or sitting space, along with two walk-in closets providing ample storage. Enjoy open and welcoming living areas, a well-appointed kitchen, and natural light throughout the home. Recent updates include A/C, washer and dryer, and a garage door opener (2025), offering added value and peace of mind. The home also features a modern all-in-one washer and dryer unit for added convenience. Conveniently located near shopping, dining, gyms, and major highways for easy commuting. Move-in ready and a fantastic opportunity to own a well-maintained home with a versatile layout in a desirable location.

Listing is courtesy of: PROPERTY OUTLET INTERNATIONAL (407-723-7000)

Listing Agent: Debbie Clavell (321-274-2024)

Remarks: Assumable VA Loan : 2.75%...in the heart of Winter Springs—where comfort, convenience, and lifestyle come together. This spacious 4-bedroom, 3.5-bath home offers a highly desirable layout with a private bedroom and full bath on the first floor, perfect for guests, multi-generational living, or a home office. Your second floor is for entertaining with a big open kitchen, dining space and livingroom close by.Upstairs, you’ll find generously sized secondary bedrooms and a primary suite designed for relaxation. Located just minutes from the vibrant dining and nightlife scene along State Road 434 and the popular Central Winds Park, you’ll enjoy easy access to community events, sports fields, and scenic walking trails. Outdoor enthusiasts will love being near the Cross Seminole Trail—ideal for biking, jogging, or evening strolls. Whether you're entertaining at home or exploring the best of Winter Springs, this property offers the perfect balance of space, flexibility, and location.

Listing is courtesy of: WATSON REALTY CORP (407-323-3200)

Listing Agent: Carla Robles (407-462-2347)

Remarks: Under contract-accepting backup offers. Facade Grass is photoshopped green, due to Winter. This beautifully designed 3 bedroom, 2.5-bath townhome offers the perfect balance of space, comfort, and style. With over 1,800 square feet of living space, the open and airy floor plan features distinct living and dining areas, along with a versatile flex space upstairs—ideal for today’s modern lifestyle. The 42" Kitchen Cabinets are lovely and in very good condition. Two flex spaces on the first floor, too. Stunning PLANTATION SHUTTERS THROUGHOUT. One of the home’s most impressive features is the private rear patio, a rare find for a townhome. This serene outdoor retreat provides the perfect setting for relaxing, entertaining, or enjoying everyday moments in privacy. Upstairs, the thoughtfully planned second level is dedicated to rest and relaxation, featuring a spacious primary suite, two additional bedrooms, and two full bathrooms. A generous loft area adds even more flexibility and can easily serve as a home office, playroom, or additional living space. Newly painted interior, carpet and tile freshly cleaned and beautifully staged, too. Residents enjoy access to a community pool and the added peace of mind of gated access. Conveniently located near SR-434, Winter Springs Town Center, top-rated schools, shopping, and dining, this home presents an exceptional opportunity to enjoy modern living with privacy, space, and convenience. Roof replaced 2022, AC 2021, Appliances 2018, Washer 2022, Dryer 2023, Interior Paint 2026.

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

Listing Agent: Gale Milgrim (407-443-9832)

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!

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

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

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: Beautiful 2 bedroom, 2 bathroom townhome in Winter Springs, located in the sought-after Cypress Club at The Highlands community, known for its lush landscaping, fantastic amenities, and serene walking trails. Step inside to a spacious open floor plan with soaring vaulted ceilings and tile flooring throughout the main living areas. The living room features a cozy wood-burning fireplace, creating a warm and inviting focal point. The galley kitchen is fully equipped with all appliances, a glass tile backsplash, and a closet pantry for added storage. This home offers double suites, thoughtfully split between the two levels, each with its own private bathroom. The upstairs loft provides the perfect flex space for a home office, reading nook, or creative studio. Step out back to a lovely screened patio overlooking a private, park-like setting with no rear neighbors, creating a peaceful outdoor retreat. An exterior storage closet offers convenient space for bikes, tools, or gardening supplies. Recent updates include a full professional re-pipe (2026), new water heater (2025), new refrigerator (2024), new interior paint in modern greige tones (2023), and new carpet in bedrooms and stairs (2023). This townhome includes two reserved parking spaces, side-by-side, including one covered carport space. Cypress Club residents enjoy their own private community pool along with full access to The Highlands’ amenities, including a lap pool, tennis courts, playground, BBQ/picnic areas, and more. Ideally located with easy access to SR-434, 17-92, SR-417, and I-4, and zoned for top-rated Seminole County schools. Outdoor recreation and weekend adventure are just minutes away with convenient access to the Cross Seminole Trail and Central Winds Park, offering miles of scenic biking and walking paths, sports fields, and community events. Everyday conveniences are equally close by, with Winter Springs Town Center and other major shopping plazas just a short drive away, providing easy access to grocery stores, fitness centers, banks, restaurants, and all your daily essentials.

Listing is courtesy of: INFINITY REAL ESTATE GROUP (407-760-0835)

Listing Agent: Tamara Martin (407-760-0835)

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 this charming 2-bedroom, 2 1/2-bath home located in the heart of Winter Springs! This beautifully maintained residence offers an open and functional layout, perfect for both everyday living and entertaining. The bright kitchen features ample cabinet space and a breakfast bar that overlooks the spacious living and dining areas. Step outside to a large wood deck and fenced backyard—ideal for relaxing evenings, weekend gatherings, or letting pets roam freely. The primary suite boasts generous closet space and a private en-suite bath, while the additional bedroom provides flexibility for family, guests, or a home office. Nestled in a quiet community with mature landscaping, this home is just minutes from top-rated Seminole County schools, parks, shopping, dining, and major highways, making commuting a breeze. Highlights include: •2 bedrooms, 2 full bathrooms •Open-concept living and dining space •Large deck and fenced yard •Convenient Winter Springs location • Community features I would add the following 2 playgrounds. Nature trails throughout the community. Basketball and volleyball courts Don’t miss your chance to make this lovely home yours—schedule a private showing today!

Listing is courtesy of: LPT REALTY LLC (877-366-2213)

Listing Agent: Matt Magee (407-383-0852)