Winter Springs Homes with Gated Amenities

Winter Springs Homes with Gated Amenities

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

If you are looking for a secure and exclusive living experience, Winter Springs has a variety of homes with gated amenities to choose from. Whether you are seeking a cozy townhouse or a spacious single-family home, these gated communities provide an added layer of privacy and security for you and your loved ones.

Imagine coming home to a peaceful oasis where you can relax and unwind without any worries. From well-maintained grounds to top-notch recreational facilities, homes with gated amenities in Winter Springs offer a luxurious lifestyle that caters to your every need.

In addition to the gated amenities, Winter Springs boasts a vibrant community with top-rated schools, shopping centers, dining options, and outdoor recreational activities. With easy access to major highways, you are never far from the excitement of Orlando and the stunning beaches of Florida's east coast.

Don't miss the opportunity to make Winter Springs your new home. Explore the available properties with gated amenities and experience the best that this city has to offer. Live securely and luxuriously in Winter Springs – where every day feels like a vacation.

Newest Winter Springs Homes with Gated Amenities

149 Cherry Creek Circle, Winter Springs
$1,080,000
5 Beds ⋅ 5 Baths ⋅ Reserve At Tuscawilla Ph 1 The SubDv. ⋅ 32708 Zip Code
Virtually Staged. Exceptional curb appeal welcomes you to this beautiful custom pool home in the gated Tuscawilla Reserve community of Winter Springs. Surrounded by mature landscaping and stately palms, this spacious residence offers over 4,000 square feet of living space with five bedrooms, five full bathrooms, a private office or bonus room, and a three-car side-entry garage. One of the home’s standout features is its thoughtfully designed four-way split floor plan, providing exceptional privacy and separation for family members and guests. The bedroom suites are positioned throughout the home with convenient access to private bathrooms, making the layout ideal for guests, extended family, multigenerational living, or anyone who appreciates having their own private space. Inside, soaring ceilings, abundant natural light, beautiful wood flooring, and spacious living areas create an impressive yet comfortable atmosphere. The kitchen is designed for both everyday living and entertaining with JennAir appliances, double ovens, a convection oven and microwave combination, an oversized quartz island, built-in buffet with wine refrigerator, generous cabinetry, and a large walk-in pantry. The kitchen opens to the dramatic family room, creating a wonderful gathering space with views of the pool and backyard. French doors invite you outside to your private backyard oasis featuring a screened pool and spa, covered lanai, and spacious pool deck. Surrounded by mature landscaping and lush greenery, the backyard offers exceptional privacy, creating a peaceful setting for entertaining, relaxing, and enjoying the Florida lifestyle year-round. The upstairs retreat provides even more flexibility with an additional bedroom, full bathroom, and expansive bonus space ideal for a media room, game room, home gym, second office, or private guest area. Additional features include a whole-house water softener, generous storage, and a three-car side-entry garage. Located in desirable Tuscawilla Reserve, this home is convenient to the Seminole Trail, Tuscawilla Country Club, parks, shopping, dining, and highly regarded Seminole County schools. With its impressive curb appeal, private four-way split design, spacious bedroom suites, flexible living areas, private backyard, and resort-style pool setting, 149 Cherry Creek Circle offers an exceptional combination of space, privacy, and Florida living.

149 Cherry Creek Circle, Winter Springs
1013 Walnut Creek Cove, Winter Springs
$499,900
3 Beds ⋅ 2 Baths ⋅ Parkstone Unit 4 SubDv. ⋅ 32708 Zip Code
Beautiful 4-bedroom POOL home with awesome pond front in the exclusive gated community of Parkstone! Formal Living, Dining, and Family rooms. Spacious eat-in kitchen with stainless steel appliances. Large owner's suite with huge closet and elegant garden tub and separate shower. High ceilings and tile flooring throughout house. One story home. New AC. Laundry room. Covered screened-in back porch with POOL and stunning view of the pond. 2 car garage. Roof about 5 years old. HOA mows yard. House is on a CUL-DE-ac so very quiet. Enjoy the community pool, splash pad, tennis courts, playground, and fishing pier. Near the Seminole Trail for biking and walking as well as Central Winds Park/dog park. Good schools. Great location. Must See!

1013 Walnut Creek Cove, 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
617 Pinebranch Circle, Winter Springs
$339,900
3 Beds ⋅ 3 Baths ⋅ Barclay Reserve Twnhms SubDv. ⋅ 32708 Zip Code
Welcome to the beautiful, tree-lined, gated community of Barclay Reserve. This 3 bedroom, 2.5 bathroom, end unit townhome is offered fully furnished and move in ready. Brand new A/C July 2025, new refrigerator April 2025 and new washer & dryer May of 2023. Enjoy a waterfront view with the soothing fountain sound from the living space and two bedrooms. Both the original owner and current owner used the property as a second home which means less wear and tear. The property is less than 10 minutes away from Ovideo on the Park and 15 minutes away from UCF, making the home a perfect purchase for parents needing student housing. It’s only 2 minutes from SR-417 for easy access to the airport, 408 and I-4. 33 guest parking spaces are distributed around the circle so you don’t have to worry about dodging street parking. Peace, security and a prime location seeking its next owner.

617 Pinebranch Circle, Winter Springs
1541 Corkery Court Unit 1541, Winter Springs
$489,900
2 Beds ⋅ 3 Baths ⋅ Greens At Tuscawilla SubDv. ⋅ 32708 Zip Code
Welcome to the exclusive gated enclave know as The Greens of Tuscawilla. This luxury townhome delivers a rare combination of superior construction, premium finishes, prime location, and a maintenance-free lifestyle. Nestled amongst the trees in the heart of Tuscawilla is The Portofino II Model with Golf, Water and Conservation Views. Level One offers Open Concept Living with the ability for a future Elevator. (Elevator closets are located on both floors and are currently used as walk in storage closets). Level Two allows for privacy with all bedrooms located on this floor. Throughout the unit you will find soaring volume ceilings, crown molding, tall doors, recessed lighting, wood or tiled floors, fresh paint, granite countertops, 42 inch cabinets, designer lighting, fans, fire safety sprinkler system and much more. Start and end each day on your private screened porch where the views are unparralleled. The Greens consists of 15 buildings and 60 units. Residents enjoy lush landscaping, manicured lawns and a private dog park. Partake in the Country Club lifestyle with the private Golf Cart path that leads to Tuscawilla Country Club. Membership provides access to championship golf, Har-Tru clay tennis courts, pickleball court, Jr. Olympic-sized pool, fitness center, private restaurant/bar, and social calendar. The Tuscawilla Community has parks, sports courts and fields, playgrounds, hiking trails and splash pads. Walk, run, or ride while taking in the many natural areas throughout the 3500 acre community.

1541 Corkery Court Unit 1541, Winter Springs
216 Tavestock Loop, Winter Springs
$605,000
5 Beds ⋅ 2 Baths ⋅ Parkstone SubDv. ⋅ 32708 Zip Code
Enjoy waterfront views and your own private pool in this spacious 5-bedroom, 2-bath home located in the highly sought-after gated community of Parkstone in Winter Springs. Perfectly positioned with tranquil pond views, this home offers a desirable three-way split floor plan, open living spaces, and an ideal blend of comfort, functionality, and outdoor living. Inside, you’ll find luxury vinyl plank flooring throughout the main living areas, a beautifully updated kitchen featuring granite countertops, refinished cabinetry, and a stylish backsplash, along with tastefully remodeled bathrooms showcasing shaker-style vanities, updated fixtures, and wood-look tile flooring. Energy-efficient upgrades include Low-E double-hung windows, an updated roof (2021), Carrier HVAC system, LED lighting, a whole-house water filtration system, two mini-split air conditioning systems (2025), and an energy-efficient year-round. The backyard is also been fully fenced, creating a private space for pets, play, and outdoor enjoyment. Step outside to your own backyard retreat featuring a sparkling pool, relaxing spa, and picturesque water views. Whether you’re entertaining guests or enjoying a quiet evening watching the sunset over the pond, this outdoor space is sure to impress. Additional features include pool deck speaker pre-wiring and a 220-volt outlet ready for an electric vehicle charger. Parkstone residents enjoy an exceptional lifestyle with lawn maintenance included in the HOA, a community pool, fishing pier, tennis courts, playgrounds, walking trails, scenic ponds, and gated security. The community borders the Cross Seminole Trail and is just a short walk to Central Winds Park and the dog park. Located in Seminole County with highly rated A-rated schools and convenient access to shopping, dining, and major roadways, this home truly offers the best of Florida living. Don’t miss your opportunity to own this exceptional waterfront home in one of Winter Springs’ most desirable communities!

216 Tavestock Loop, Winter Springs
268 Tavestock Loop, Winter Springs
$557,900
4 Beds ⋅ 3 Baths ⋅ Parkstone SubDv. ⋅ 32708 Zip Code
New Price **268 Tavestock Loop, Winter Springs, FL 32708** Perfectly situated in the heart of Winter Springs, this stunning 4-bedroom, 2.5-bathroom home offers the ideal location with easy access to shopping, dining, theme parks, major roads, and the airport. Nestled within a desirable gated community, you'll enjoy peace of mind along with fantastic amenities including a community Lake Jess Up, pool, park, and 2 playground walking path, community benches. Step inside this beautiful two-story home and immediately notice the high ceilings that create a bright, open atmosphere throughout. Hard flooring runs seamlessly from room to room, giving the entire 2,883 square feet a clean, modern feel that is both stylish and easy to maintain. The kitchen is equipped with sleek stainless steel appliances, making it the perfect space to prepare meals and gather with family and friends. With four spacious bedrooms, there is plenty of room for everyone. The primary bedroom offers a comfortable retreat after a long day, while the additional bedrooms provide flexible space for family, guests, or a home office. Two full and half bathroom ensure convenience for the entire household. This move-in ready home means no waiting and no hassle. Simply unpack and start enjoying everything this wonderful property and community have for you. Whether you are relaxing by the community pool, taking the family to the playground, walking trails, Lake Jess Up or exploring all that Central Florida has in store, this home puts it all within reach. Don't miss your chance to make 268 Tavestock Loop your new home. Schedule your private showing today!

268 Tavestock Loop, Winter Springs
156 Seville Chase Drive, Winter Springs
$647,500
4 Beds ⋅ 3 Baths ⋅ Seville Chase SubDv. ⋅ 32708 Zip Code
Virtually Staged. If you are looking for a QUIET, GATED COMMUNITY WITH BEAUTIFUL TREE-LINED STREETS, this is it. Welcome to refined Florida living in the exclusive gated community of Seville Chase. This tranquil neighborhood features access to a private fishing pond in the easement behind the neighborhood, and sidewalks from the front gate to the back gate which many residents walk (whole loop is approximately 2.4 miles, including the cul-de-sacs.) The home itself is a thoughtfully designed one-owner, 4/3 residence with a highly desirable three-way split floor plan, offering both comfort and privacy for family and guests alike, and a NEWER ROOF (2023) for peace of mind and more favorable insurance premiums. The heart of the home is the OPEN CONCEPT KITCHEN, featuring a large breakfast bar, and direct sight-lines into the family room — perfect for entertaining or keeping an eye on little ones while you cook. The primary suite serves as a private retreat with ensuite bath that features a jacuzzi tub, separate shower, and walk-in closet, while secondary bedrooms are tucked away in separate wings, providing flexibility for guests, a home office, or multigenerational living. Enjoy peaceful mornings on your LARGE SCREENED LANAI which overlooks green space (NO REAR NEIGHBORS!) or host day/nightime gatherings in this generous space. This home captures the essence of Florida living at its finest—where elegance meets ease in a setting that feels both luxurious and welcoming. Experience the beauty, privacy, and understated grandeur of Seville Chase—where every day feels like a retreat. ROOF (2023), HVAC (2022), 6 front impact WINDOWS and French PATIO DOORS (2024), water heater (2009), hurricane shutters, paver driveway, paver screened lanai. Call today to make this beautiful home yours!

156 Seville Chase Drive, Winter Springs
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