Winter Springs Homes with Clubhouse Community Features

Winter Springs Homes with Clubhouse Community Features

Welcome to Winter Springs, a charming city located in Seminole County, Florida. Known for its picturesque landscapes and friendly community, Winter Springs offers a perfect blend of suburban tranquility and urban convenience.

If you're looking for a home in Winter Springs with clubhouse community features, you're in luck! The city boasts a variety of neighborhoods that offer residents access to exclusive clubhouse amenities. Imagine spending your weekends lounging by the pool, hosting gatherings in the clubhouse, or staying active on the tennis courts - all within steps of your front door.

Living in a community with clubhouse features not only enhances your lifestyle but also provides opportunities to connect with neighbors and build lasting friendships. Whether you're a social butterfly who enjoys community events or someone who appreciates the convenience of onsite recreational facilities, clubhouse living in Winter Springs has something for everyone.

Explore the real estate options in Winter Springs today and discover the perfect home that combines comfort, convenience, and community living. With a range of properties available, you're sure to find your dream home in this vibrant city. Experience the best of Florida living in Winter Springs - where every day feels like a vacation!

Newest Winter Springs Homes with Clubhouse Community Features

1519 Woodsglen Drive, Winter Springs
$440,000
3 Beds ⋅ 2 Baths ⋅ Fox Glen At Chelsea Parc Tuscawilla SubDv. ⋅ 32708 Zip Code
Welcome to this charming 3-bedroom, 2-bath home in the sought-after Fox Glen neighborhood at Chelsea Parc in Tuscawilla. With 1,701 square feet, a split floor plan, and low monthly dues that cover lawn maintenance plus access to a community pool, fitness area, and clubhouse, it offers easy living in a well-kept Seminole County setting close to parks, highly regarded schools, and major highways. A paved driveway and walkway lead to a new glass front door. Inside, tile runs through the main living areas, while the bedrooms feature engineered wood floors. High ceilings, a transom window, and views to the backyard keep the living and dining space light, bright, and open. Built-in shelves add practical storage, and French doors with built-in blinds open to a screened, covered porch with a ceiling fan. The updated kitchen includes refreshed cabinets, Corian counters, and stainless steel appliances. A small breakfast bar with pendant lighting sits beside an eat-in area with plantation shutters and windows overlooking the backyard. The primary suite has a large walk-in closet with built-in shelving and an updated en-suite bath with a walk-in shower finished in attractive tile, a dual-sink vanity with a makeup desk area, quartz counters, updated lighting and mirrors, and a separate linen cabinet. Both secondary bedrooms are comfortably sized, with ceiling fans and engineered wood floors. One has a standard closet; the other has French doors and a small walk-in closet and could easily serve as a den. The second full bath offers a tub/shower combination, granite vanity counters, and updated mirror and lighting. The private backyard is enclosed by a white picket fence. An indoor laundry room includes a closet, built-in cabinets, and a washer and dryer. The two-car garage has pull-down stairs to the attic, and the roof was replaced this year. Move-in ready and low-maintenance, this home blends updated finishes with the convenience of a cared-for Tuscawilla community.

1519 Woodsglen Drive, Winter Springs
154 Wooded Vine Drive, Winter Springs
$489,000
3 Beds ⋅ 3 Baths ⋅ Tuskawilla Crossings 34'S SubDv. ⋅ 32708 Zip Code
Welcome to Tuskawilla Crossings! Discover the perfect blend of comfort, style, and convenience in the heart of Winter Springs. Built by Lennar Homes in 2019, this beautifully maintained home offers modern finishes, thoughtful upgrades, and an exceptional location within the desirable Tuskawilla Crossings community. Step inside to a bright, welcoming interior featuring luxury vinyl plank flooring throughout and an open-concept main living area designed for both everyday living and entertaining. The spacious living and dining areas flow seamlessly into the modern kitchen, complete with a large quartz island, upgraded cabinetry, and plenty of workspace for cooking and gathering. A convenient guest half-bath completes the first floor. Upstairs, a spacious hallway leads to a generously sized primary suite featuring a walk-in closet, along with two additional well-appointed bedrooms and a convenient laundry room. Natural light fills the home, enhanced by custom retractable window shades that provide both style and privacy. Step outside and enjoy one of the home's standout features—a private backyard with no rear neighbors! The fully fenced yard offers plenty of room for outdoor entertaining and relaxation, while the covered patio creates the perfect space for enjoying your morning coffee or hosting friends and family. A covered walkway leads directly to the oversized rear-entry garage, adding both convenience and functionality. Life at Tuskawilla Crossings offers an impressive array of community amenities, including a community pool, dog park, playground, clubhouse, and covered pavilions with cookout areas. Nature lovers will appreciate being within walking distance of the nearby nature trail, making it easy to enjoy the outdoors right from home. And the location is hard to beat! With quick and convenient access to the 417, you'll have an easy commute and be just minutes from an abundance of shopping, dining, entertainment, and everyday conveniences—many within a 10-minute drive. Beautifully maintained, move-in ready, private, and ideally located—this Tuskawilla Crossings home offers the lifestyle you've been looking for. Come see it for yourself!

154 Wooded Vine Drive, Winter Springs
499 Club Drive, Winter Springs
$205,000
2 Beds ⋅ 2 Baths ⋅ Cypress Club SubDv. ⋅ 32708 Zip Code
Virtually Staged. As you arrive at this beautiful 2 bedroom + loft, 2 bath residence in a serene townhome community within The Highlands in Winter Springs, you’ll note a feeling of privacy, relaxation, and tranquility among the lush landscaping, fantastic amenities, and peaceful walking trails. TOUR THE HOUSE WITH THE VIRTUAL TOUR AND WALK THRU VIDEO LINKS. Step inside to a spacious open floorplan where light bathes the soaring vaulted ceilings and tile flooring runs throughout the main living areas. The family cook will enjoy preparing meals among the new appliances (2022) in the functional kitchen layout, while overlooking the great room and exterior nature views. Step out to the screened patio to enjoy your morning coffee, where you’ll also find an outside storage closet offering a convenient place for your bikes, tools, or gardening supplies. The layout of this home offers double suites, thoughtfully split between the two levels, each with a full bath with shower/tub combo. Upstairs, a bonus loft provides an ideal flex space for a home office, reading nook, or more! Life here is stress-free with a new roof (2026) and A/C (2023), and 2 reserved parking spaces, side-by-side, right outside your front door. Beyond the home itself, this community provides you a carefree lifestyle with the HOA taking care of exterior maintenance and landscaping, leaving you plenty of time to meet up with friendly neighbors to enjoy the private community pool within the neighborhood, as well as the Highlands’ exceptional amenities -- including a junior Olympic-size lap pool, tennis/pickleball courts, clubhouse, playground, and picnic areas, perfect for relaxing moments or social gatherings. Conveniently located with easy access to main thoroughfares, everyday conveniences are close by -- groceries, restaurants, shopping, banks, fitness centers, etc. – as well as top-rated Seminole County schools. Come see why your new neighbors already love to call the area home and are enjoying the care-free lifestyle you deserve!!

499 Club Drive, Winter Springs
627 Clearn Court, Winter Springs
$485,000
5 Beds ⋅ 4 Baths ⋅ The Highlands Sec Four Tracts A & B Rep SubDv. ⋅ 32708 Zip Code
Welcome to this beautifully updated home, with it's own IN-LAW SUITE, tucked away on a quiet cul-de-sac in Winter Springs! The first floor offers plenty of room to spread out, featuring a sunken living room, cozy fireplace, and formal dining area. This living space opens to the large fully fenced backyard. The kitchen has been updated with bright & light cabinets, countertops, stainless steel appliances, and right off the kitchen is a screened covered porch with access to the backyard. Through the laundry room, is the garage which has been thoughtfully converted into a private 1 bedroom, 1 bathroom in-law suite with its OWN ENTRANCE. This space has been beautifully done and features its own kitchen with a stove, microwave, and refrigerator, and it's own AC unit. You can access the in-law suite from inside or outside the home, depending on how you'd like to use the space. Whether used as an in-law setup, guest space, home office, or additional flex space, it gives the home versatility that is hard to find. Upstairs, is the primary suite with an en-suite bathroom and generous closet. Off the primary suite is a spacious balcony, just in time for Florida's great fall weather! Three additional bedrooms and a full guest bathroom provide plenty of space for family, guests, or working from home. Conveniently located in Seminole County with easy access to Winter Springs Town Center, Longwood, Lake Mary, Altamonte Springs, SR 434, US 17-92, and I-4, making getting around Central Florida easy. If you've been looking for a home with extra space and possibilities beyond the traditional floor plan, this one deserves a look! The Highlands neighborhood features a great community pool and tennis courts/pickleball courts, as well as beautiful nature trails and stately historic trees.

627 Clearn Court, Winter Springs
725 Adidas Road, Winter Springs
$365,000
2 Beds ⋅ 2 Baths ⋅ Wedgewood Tennis Villas SubDv. ⋅ 32708 Zip Code
Enjoy peaceful pond views from this 2-bedroom, 2-bath Winter Springs home that blends thoughtful updates with genuine character. Exposed wood beams and a fireplace anchor the living room, while the kitchen was renovated in 2021 with butcher block counters and new wood cabinetry. New exterior paint in September 2026! The home was fully repiped in 2024, and the primary bath features an updated shower. The enclosed porch, cooled by its own mini-split AC, adds flexible space for a home office, reading nook, or entertaining. Step outside to a 14' x 14' brick paver patio overlooking the pond. Conveniently located near Trotwood Park, Seminole County schools, and SR 417, making it easy to get anywhere in Central Florida. Schedule your showing today!

725 Adidas Road, Winter Springs
1010 W Pebble Beach Circle, Winter Springs
$499,999
3 Beds ⋅ 3 Baths ⋅ Country Club Village Unit 1 SubDv. ⋅ 32708 Zip Code
Here it is all together with clear paragraph breaks. No extra chatter. Welcome to 1010 W. Pebble Beach Circle, tucked away in the desirable Country Club Village of Tuscawilla. From the moment you step inside, the home feels bright, open, and full of character, with soaring vaulted ceilings, exposed wood beams, skylights, and a striking stone fireplace anchoring the main living space. Updated laminate flooring flows through the spacious living and dining areas, while the kitchen features granite countertops and stainless appliances. A major highlight of the home is the first-floor primary suite, complete with a private bath and walk-in closet, offering added convenience and privacy. Upstairs, secondary bedrooms each enjoy their own balcony, creating little retreats for family or guests. The oversized screened and covered rear lanai feels like a true extension of the home, perfect for relaxing or entertaining year-round. Multiple private courtyards and mature landscaping add to the overall sense of privacy and charm. And With a 2022 AC, updated plumbing, water softener, and low-maintenance HOA care, this home offers comfort today and peace of mind for the future. All just minutes from Tuscawilla Country Club, Trotwood Park, trails, and great local dining.

1010 W Pebble Beach Circle, Winter Springs
1714 Fox Glen Court, Winter Springs
$429,000
3 Beds ⋅ 2 Baths ⋅ Fox Glen At Chelsea Parc Tuscawilla Ph 2 SubDv. ⋅ 32708 Zip Code
Welcome to this charming 3-bedroom, 2-bathroom single-family home in desirable Winter Springs, Florida! Freshly painted and move-in ready, this inviting home features beautiful granite countertops in the kitchen and a comfortable, functional layout with ceramic tile flooring throughout the house. The enclosed porch and private backyard provide the perfect setting to relax, unwind, and enjoy your evenings and weekends. Best of all, lawn maintenance is taken care of by the HOA, giving you more time to enjoy your home and community. Residents also have access to wonderful community amenities, including a beautiful clubhouse, swimming pool, jacuzzi, and fitness room. Conveniently located short distance to Sam Smith Park and just a short drive from shopping, dining, and Oviedo Mall, this home offers an excellent combination of comfort and convenience. The property is also located in an area known for highly rated Seminole County schools. Don't miss the opportunity to make this beautiful Winter Springs home your next home!

1714 Fox Glen Court, Winter Springs
600 Northern Way Unit 1108, Winter Springs
$245,000
3 Beds ⋅ 3 Baths ⋅ Tuscany Place Ph 1 SubDv. ⋅ 32708 Zip Code
WOW! OPPORTUNITY to live in Tuscany Place-in the heart of sought after Tuscawilla! This townhouse style condo offers a open floor plan with abundant natural light, generous living and dining areas, peaceful green back yard and spacious kitchen perfect for everyday living and entertaining. All bedrooms are upstairs with 2 full bathrooms and laundry. Enjoy the greenery, calmness of the shaded outdoor patio; ideal for relaxing after a long day or lounging. This popular gated community offers many amenities including a community pool, beautifully maintained grounds, located across the street from Trotwood Park & little shops AND close to all major roads, amenities, schools, medical facilities, shopping, dining, schools, golf course and parks. A fantastic opportunity to enjoy the Winter Springs lifestyle & this community. Pricing reflects owner's motivation. Property being sold AS IS, as it needs your personal touches to make it home. Great OPPORTUNITY for first time buyers, investors and empty nesters! PRICED TO SELL. Motivated seller, bring your offers!

600 Northern Way Unit 1108, Winter Springs
1380 Mill Stream Lane, Winter Springs
$416,000
3 Beds ⋅ 4 Baths ⋅ Jesups Landing SubDv. ⋅ 32708 Zip Code
Discover refined living in the sought-after Jesup's Landing community of Winter Springs. This elegant 3-bedroom, 3.5-bathroom split-level townhome offers exceptional privacy, with thoughtfully designed living spaces that maximize comfort and separation. Beautiful new wood laminate flooring enhances the home's modern appeal, while the spacious layout is ideal for both everyday living and entertaining. Outside is a freshly painted exterior and new roof! Perfectly situated near Central Winds Park, premier shopping, SR 417, Sanford International Airport, the University of Central Florida, and Seminole State College, this residence combines luxury with convenience. Residents also enjoy resort-style amenities, including a clubhouse, state-of-the-art fitness center, and sparkling community pool. Experience low-maintenance living in one of Winter Springs' most desirable communities.

1380 Mill Stream Lane, Winter Springs
457 Gee Hammock Lane, Winter Springs
$365,000
3 Beds ⋅ 3 Baths ⋅ Jesups Landing SubDv. ⋅ 32708 Zip Code
Virtually Staged. Welcome home to this beautifully maintained townhome in desirable Jesup’s Landing, offering an exceptional combination of style, comfort, convenience, and community amenities. The open-concept main level features a bright and inviting living area, gourmet kitchen with an oversized walk-in pantry equipped for a kegerator, half bath, and attached two-car garage. Upstairs, the spacious primary suite offers a custom walk-in closet, private balcony, and ensuite bath with dual vanities, along with two additional bedrooms and a dedicated built-in office space, ideal for working from home. Recent improvements include a brand-new roof, freshly painted exterior, freshly painted interior, and new baseboards throughout, providing a fresh, updated appearance and added peace of mind. Crown molding, custom window treatments, designer lighting, and extensive smart-home technology further enhance the home's appeal. Smart features include Brilliant Home Control, Nest thermostat, Philips Hue lighting, August Smart Locks, Ring doorbell, myQ garage control, Alexa integration, and pre-wired surround sound and security. Jesup’s Landing residents enjoy a resort-style pool, fitness center, clubhouse with full kitchen, and game room. Conveniently located near SR 417, with easy access to shopping, dining, parks, and scenic walking and biking trails.

457 Gee Hammock Lane, Winter Springs
220 Moree Loop Unit 2, Winter Springs
$140,000
1 Beds ⋅ 1 Baths ⋅ Baytree Village SubDv. ⋅ 32708 Zip Code
Virtually Staged. UPDATED FIRST-FLOOR CONDO IN THE HIGHLANDS OF WINTER SPRINGS! This move-in ready 1-bedroom, 1-bath condominium offers 710 square feet of comfortable living, an oversized screened porch, and convenient ground-floor access, no stairs to navigate. Set beneath mature oak trees, it combines an inviting interior with access to the outdoor amenities that make The Highlands a distinctive Seminole County community. The interior features ceramic tile flooring in the main living areas, new luxury vinyl flooring in the bedroom, new appliances, updated lighting & ceiling fans. A new water heater and an A/C system replaced in 2019 add value. In 2010, the building’s interior components were replaced, including electrical wiring, plumbing, doors, windows, drywall, and studs. Custom bedroom closet organizers help maximize storage, while two additional exterior storage closets provide space for bicycles, seasonal decorations, tools, and outdoor gear. The oversized screened porch extends your living space outdoors, offering a peaceful spot for morning coffee, reading, or relaxing with views of the tree-lined surroundings. The Highlands amenities include scenic walking and nature trails, a community pool, tennis and pickleball courts, a clubhouse, and a playground. Enjoy opportunities to walk, swim, play, and spend time outdoors close to home. Conveniently located near shopping, dining, medical facilities, and parks, with access to SR 434, SR 417, and US 17-92 for travel throughout Winter Springs, Lake Mary, Winter Park, and Orlando. Looking for a first home, a seasonal retreat, or a smaller home with less upkeep? This updated Winter Springs condo offers first-floor convenience, useful storage, and inviting outdoor space.

220 Moree Loop Unit 2, Winter Springs
717 Adidas Road, Winter Springs
$399,900
2 Beds ⋅ 2 Baths ⋅ Wedgewood Tennis Villas SubDv. ⋅ 32708 Zip Code
Virtually Staged. Welcome home to this absolutely charming and move-in-ready 2-bedroom, 2-bathroom home nestled in one of the most desirable areas of Winter Springs! From the moment you arrive, you'll appreciate the countless updates, beautiful wood beams and inviting curb appeal that make this home truly special. Major improvements provide peace of mind, including a 4-year-old roof, brand-new water heater, new flooring throughout, fresh interior and exterior paint, new appliances, and all-new light fixtures and ceiling fans. The beautifully updated kitchen offers modern style and functionality, while both bathrooms have been thoughtfully remodeled with today's buyer in mind. The spacious and light-filled bonus room overlooks the picturesque backyard and tranquil pond, creating the perfect space for a home office, reading room, playroom, or additional living area. Step outside and enjoy your backyard retreat featuring stunning water views and majestic oak trees that provide natural shade and beauty year-round while enjoying your morning coffee and watching the family of ducks swim by daily to greet you. Located in a great walking neighborhood, you'll love being just minutes from Tuscawilla Country Club and its renowned golf course, with olympic size pool and dining. Near top-rated schools and parks. Conveniently close to everything you need such as shopping, restaurants, medical facilities and your only a short drive to Florida's famous Theme Parks and about a 45 min drive to the best Beaches around. This adorable home offers the perfect blend of comfort, style, and location. Completely move-in ready and waiting for its new owners to fall in love—don't miss this incredible opportunity to own a piece of Winter Springs paradise!

717 Adidas Road, Winter Springs
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