Winter Springs Homes with Pool Community Features

Winter Springs Homes with Pool Community Features

Welcome to Winter Springs, Florida—a vibrant gem nestled in the heart of Seminole County. Known for its picturesque landscapes and a strong sense of community, Winter Springs offers a perfect blend of suburban tranquility and urban convenience. With its lush parks, scenic trails, and a variety of recreational activities, this charming city is ideal for families, retirees, and anyone seeking a peaceful yet active lifestyle.

One of the standout features of Winter Springs is its diverse selection of homes, particularly those within communities that boast refreshing swimming pools. Imagine stepping into your backyard oasis, where you can unwind under the Florida sun or host lively gatherings with friends and family. These homes with pool community features not only enhance your living experience but also promote a healthy, active lifestyle. Whether you're taking a morning dip, enjoying a weekend barbecue by the poolside, or simply lounging with a good book, the joys of poolside living are at your fingertips.

In addition to the luxurious amenities, Winter Springs is conveniently located near major highways, making it easy to access nearby attractions, shopping centers, and dining options. The city is also home to top-rated schools and a variety of community events throughout the year, fostering a tight-knit atmosphere that welcomes newcomers with open arms.

If you're looking for a place that offers both comfort and a sense of belonging, Winter Springs is the perfect destination. Explore our listings today and discover the ideal home with a pool that suits your lifestyle!

Newest Winter Springs Homes with Pool Community Features

2 Beds ⋅ 2 Baths ⋅ O6439433 MLS ⋅ 284 BLDG.

INVESTOR SPECIAL! RENOVATION OPPORTUNITY IN WINTER SPRINGS! Bring your vision and transform this 2-bedroom, 1.5-bath townhouse into something special. This property is being sold AS-IS and is in need of a full renovation, offering an excellent opportunity for investors, renovators, or buyers looking to create a home tailored to their own style. The two-story layout features a spacious living room, first-floor kitchen, and two bedrooms upstairs, including a generously sized primary bedroom. A rear porch with storage provides additional outdoor space, while the community offers a pool, playground, and tennis courts for residents to enjoy. The property also includes assigned parking with a spot right out front. Located in Winter Springs with convenient access to major roads, shopping, dining, parks, and area schools, this property has the potential to become a fantastic primary residence, rental, or investment project. Bring your contractor, bring your vision, and unlock the potential! Cash financing only. Buyer to independently verify all information, measurements, restrictions, and renovation requirements.

284 Woodgreen Lane, Winter Springs

3 Beds ⋅ 2 Baths ⋅ O6439470 MLS

Welcome to 744 Barrington Circle, a beautifully maintained home nestled in the heart of the sought-after Tuskawilla community of Winter Springs. Tucked away in the desirable Georgetown neighborhood, this 3-bedroom, 2-bath home offers a thoughtful split-bedroom floor plan, soaring vaulted ceilings, abundant natural light, and an inviting blend of indoor and outdoor living. A private courtyard welcomes you into the home, creating a charming space for gardening and enjoying the outdoors. Inside, the open living and dining areas feature beautiful wood floors and vaulted ceilings, creating an airy and spacious feel. The living room flows seamlessly into the Florida room, where three sets of updated sliding glass doors bring the surrounding greenery indoors and open to the tranquil backyard. With a beautiful greenbelt directly behind the property, there are no rear neighbors, offering exceptional privacy. The spacious eat-in kitchen features white cabinetry and stainless steel appliances, while the generously sized primary suite offers double-door entry, plenty of room for a king-size bed, a walk-in closet, built-in vanity, and an ensuite bath with a separate garden tub and shower. The split-bedroom layout provides privacy for everyone, with two additional bedrooms located separately from the primary suite and sharing a full bathroom. Another unique feature is the air-conditioned bonus room within the garage, providing endless possibilities as a home office, gym, workshop, playroom, hobby space, or additional hangout area. Additional updates include new windows and doors, a new garage door, epoxy garage flooring, and fresh exterior paint. Residents of Georgetown enjoy a community pool, while the HOA includes front-yard lawn maintenance, making it easy to enjoy the neighborhood without the added upkeep. The home is also located in a highly desirable school zone, especially Keeth Elementary, and just minutes from Tuskawilla Country Club (membership separate) and Trotwood Park, one of the area's favorite recreational destinations with a splash pad, playground, tennis and pickleball courts, baseball fields, fishing, open green space, pavilions, and picnic areas. Private, peaceful, and perfectly positioned in the heart of Tuskawilla, 744 Barrington Circle offers the space, flexibility, and lifestyle that make this one of Winter Springs' most desirable places to call home.

744 Barrington Circle, Winter Springs

3 Beds ⋅ 2 Baths ⋅ O6438464 MLS

Discover the comfort and convenience of Tusca Oaks, located within the sought-after Tuscawilla Community in Winter Springs and zoned for highly regarded Seminole County schools. This 3-bedroom, 2-bath home offers over 1,600 square feet of inviting living space, featuring a welcoming foyer, open-concept design, and vaulted ceilings that create a bright, spacious feel throughout the main living areas. The kitchen features Formica countertops, matching appliances, generous cabinet storage, and a convenient flow into the dinette, making it ideal for both everyday living and entertaining. The home features a combination of tile and laminate flooring, with carpet in one guest bedroom. The primary suite offers a walk-in closet and an ensuite bathroom with a separate shower and garden tub. The interior laundry room includes a window for natural light, along with a bumped-out space across from the washer and dryer that offers a great opportunity for a future built-in. Recent updates include a re-roof in 2021, a water heater approximately three years old, and brand-new interior and exterior paint completed in August 2026. The A/C is approximately 20 years old. A screened-in back porch overlooks the backyard, offering a comfortable space for outdoor dining, entertaining, pets, play, or simply enjoying the Florida sunshine. The backyard provides additional space to enjoy the outdoors. Tusca Oaks residents enjoy a low HOA fee and access to a community pool, while the home’s location within Tuscawilla puts you close to Trotwood Park, Tuscawilla Country Club, Tuscawilla Square, Bear Creek Nature Trail, Cross Seminole Trail for biking and recreation, and Sam Smith Park. Shopping, dining, major roadways, and highly regarded Seminole County schools are also conveniently nearby.

519 Pleasant Grove Drive, Winter Springs

1 Beds ⋅ 1 Baths ⋅ O6438570 MLS ⋅ 220 BLDG.

Move-In Ready First Floor 1 Bed/1 Bath Condo located in desirable Seminole County, Florida. Situated in the highly sought after "The Highlands" community, this condo offers effortless living. No stairs or elevator needed! Inside, you will find a spacious living room/kitchen combo. The generous sized primary bedroom has a walk in closet with the primary bathroom attached. The washer/dryer are conveniently located in a laundry closet right off of the bathroom. This condo is awaiting a new owner! Come see all this property has to offer! Call Today to schedule your private showing!

220 Moree Loop Unit 1, Winter Springs

3 Beds ⋅ 4 Baths ⋅ O6433821 MLS ⋅ X BLDG.

Welcome to 412 Blue Bayou, your beautifully refreshed oasis in Jessups Reserve in Winter Springs! This exceptional home stands out with 3 fully en-suite bedrooms and a carpet-free interior featuring laminate flooring throughout and a brand-new stair railing. The downstairs bedroom can be used as a guest bedroom, office or flex space. Complete peace of mind comes standard thanks to major recent capital upgrades, including a ROOF replacement (2022), a brand-new A/C system (2023), and professional garage door maintenance (2024). The primary suite, situated on the third floor for added privacy, features a large walk-in closet, a soaking tub and separate shower, offering a peaceful retreat away from the home's common areas Enjoy effortless Florida living while cooling off in the community pool and soak away the stress of life in the spa. Unwind at the end of the day in three distinct outdoor spaces: a welcoming front porch, a renovated second-floor patio, and a private third-floor balcony. Convenient location is a bonus: walk across the street to Publix when you run out of sugar, check out the live music at Wine Lounge or hit your fitness goals at Crunch Fitness. The main level boasts a bright, open-concept living and dining area, along with a spacious kitchen equipped with stainless steel appliances in excellent condition and a generous breakfast bar; a convenient laundry area is also located on this floor. A spacious two-car garage comes fully equipped with additional smart storage solutions to keep your life organized and functional. Additional bonuses can be found at the Winter Springs Town Center (Aldi, Hiking/Biking Trails and more). Perfectly priced at $369,500, this turn-key property is ready for its next chapter!

412 Blue Bayou Lane, Winter Springs

3 Beds ⋅ 3 Baths ⋅ O6435732 MLS ⋅ 1406 BLDG.

Built in 2024 and located in the desirable Hickory Grove community of Winter Springs, this move-in-ready home offers modern style, low-maintenance living, and everyday convenience. Featuring 3 bedrooms, 2.5 bathrooms, and a 2-car garage, the home welcomes you with an open-concept layout filled with natural light. The modern kitchen is designed for both entertaining and everyday living with stainless steel appliances, quartz countertops, and a large center island overlooking the main living area. Upstairs, the spacious primary suite provides a private retreat with an en-suite bathroom and generous closet space, while two additional bedrooms offer plenty of flexibility for family, guests, or a home office. Enjoy maintenance-free living with an impressive list of community amenities just steps from your front door, including a resort-style pool and cabana, playground, dog park, serene green spaces, fountains, and walking paths. Monthly HOA dues include landscaping, irrigation, weed control, exterior paint, roof maintenance, 1GB high-speed internet, and a premium cable package. Conveniently located across the street from Winter Springs Town Center, you’ll have shopping, dining, and everyday conveniences just steps away, all while being near top-rated schools and everything Winter Springs has to offer. With its like-new condition, remaining builder warranty, and sought-after location, this home is ready for its next owner!

1406 Blumberg Boulevard, Winter Springs

4 Beds ⋅ 2 Baths ⋅ O6438183 MLS

Welcome to this beautifully upgraded 4-bedroom, 2-bathroom home in Avery Park, where modern finishes, impressive architectural details, and incredible indoor-outdoor living come together. A generous front porch overlooks the community’s large pond, creating a peaceful setting to enjoy your morning coffee or unwind at the end of the day. Inside, the formal entry hall immediately makes an impression with Venetian plaster niches, soaring 10-foot ceilings, crown molding, and artist-painted raised tray ceilings. The thoughtful details continue throughout the home, including a private office with crown molding and recessed lighting, along with formal living and dining rooms featuring beautiful tray ceilings. The kitchen is designed for both everyday living and entertaining, featuring a large island with seating, stainless steel appliances, a walk-in pantry, and a beautiful backsplash. A spacious interior laundry room provides additional storage and convenience. The primary suite offers its own retreat with beautiful tray ceilings, his-and-hers closets, and an updated ensuite bath featuring a spacious walk-in shower with frameless glass, floor-to-ceiling tile, and built-in niches. French doors open directly to the wood-ceilinged rear porch and private garden beyond. Another bedroom also features its own ensuite bathroom, offering added privacy and convenience for guests or family. Upstairs, a large private bonus room offers endless possibilities as an additional bedroom, art studio, hobby space, media room, home gym, or whatever best fits your lifestyle. Step outside to a lush backyard oasis surrounded by mature vegetation, complete with your own private pond and spa/hot tub. Whether entertaining, relaxing on the porch, or simply enjoying the peaceful surroundings, this outdoor space feels tucked away from it all. A rear-entry three-car garage adds even more functionality while maintaining the home’s inviting curb appeal. Located within Avery Park, a premier gated community offering resort-style amenities including a neighborhood pool, playground, basketball court, and stocked fishing pond. The home is also zoned for highly rated Seminole County schools and conveniently located near Winter Springs Town Center, the Cross Seminole Trail, Central Winds Park, SR 417, shopping, dining, and more. With upgraded interiors, flexible living spaces, a three-car garage, and a private backyard retreat, this home offers something special both inside and out.

116 Avery Lake Drive, Winter Springs

3 Beds ⋅ 3 Baths ⋅ O6434875 MLS ⋅ 518 BLDG.

Welcome to 518 Harbor Winds Ct! A beautifully maintained and move-in-ready townhome nestled within a very desirable gated community. Featuring 3 bedrooms, 2.5 bathrooms, an attached 2-car garage, primary suite on the first floor, and backs up to a GORGEOUS POND VIEW! The home features soaring ceilings and a bright open-concept! The kitchen features granite countertops, 42-inch wood cabinets, stainless steel appliances, a pantry, and breakfast bar. The view from the living room and kitchen of the serene conservation and pond from your patio area is soothing! The primary suite has plenty of room for a king-size bedroom set features a large walk-in closet and private ensuite bathroom with dual vanities, a jetted tub, and separate shower. The townhome community has a newer roof and gutters, a resort-style community pool, and beautifully maintained surroundings. Easy access to shopping, dining, parks, nature trails, major highways, and highly regarded Seminole County schools. Look forward to your visit soon!

518 Harbor Winds Court, Winter Springs

3 Beds ⋅ 3 Baths ⋅ O6435344 MLS ⋅ 00 BLDG.

Welcome to this beautifully maintained 3-bedroom, 2.5-bath townhome located in the desirable gated community of Heritage Park in Winter Springs. Designed for comfortable, low-maintenance living, this home features an open-concept floor plan with wood flooring throughout—no carpet! The kitchen overlooks the living and dining areas and features stainless steel appliances, a tile backsplash, 42-inch crown-topped cabinetry, a closet pantry, and breakfast bar, creating a functional layout for everyday living and entertaining. Upstairs, the spacious primary suite offers a walk-in closet and en-suite bath with dual sinks. Two additional bedrooms, a remodeled full bath, and a conveniently located second-floor laundry room with washer and dryer included complete the upper level. Additional highlights include a 2023 roof, attached one-car garage, and screen-enclosed porch perfect for enjoying the Florida lifestyle. Heritage Park residents enjoy access to a community pool and playground, all within a gated setting. Conveniently located near Winter Springs Town Center, shopping, dining, and major roadways, and zoned for A-rated Seminole County schools.

476 Tradition Lane, Winter Springs

3 Beds ⋅ 3 Baths ⋅ O6431829 MLS ⋅ Unit 11 BLDG.

Welcome to Tuscany Place in the heart of sought after Tuscawilla! This townhouse styles 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 within walking distance to 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! Great opportunity to enjoy this community & put your personal touches to this home. Priced to sell Motivated seller, bring your offers!

600 Northern Way Unit 1108, Winter Springs

3 Beds ⋅ 2 Baths ⋅ O6433718 MLS

SINGLE FAMILY HOME. Stunningly Renovated Gem in Winter Springs. Looking for the perfect blend of modern comfort and community living? Look no further! This spectacular, Renovated home in the desirable Wildwood community is ready for its new owners. Brand New Solar Panel System, Green energy. Paid off. This almost 1,300 sq. ft. residence has been thoughtfully updated with high-end finishes throughout. Offers New roof in 2022. New cabinets and stunning granite countertops. Modern Baths with Porcelain wall tiles, new vanities, and upgraded faucets. Fresh paint inside and out, new baseboards, and elegant tile flooring. Resently replace water heater, A/C unit 2018 . 3 Bedrooms, 2 Bathrooms, spacious living and dining areas, plus a garage and carport. Community & Location Benefits: Enjoy the active Wildwood lifestyle with access to a pool, playground, tennis court, and volleyball court. You will be perfectly positioned in a top-rated school district with easy access to major highways (434, 17-92, I-4, 417, 436) and minutes away from the Altamonte Mall, Lake Mary, premier shopping, dining, and healthcare.

736 Summerland Drive, Winter Springs

2 Beds ⋅ 2 Baths ⋅ V4950741 MLS ⋅ 311 BLDG.

Virtually Staged. Enjoy life in this beautiful, recently renovated 2 bedroom, 2 bathroom patio home located in the beautiful Indian River community in Winter Springs. Welcome to a low maintenance lifestyle with the Condo Assn maintaining the lawn, sparkling community pool and clubhouse, tennis courts. This Central Florida location, near roads 434, 419 and 17/92, provides convenient access to the Winter Park restaurant and shopping district, other restaurants, shopping such as Publix, plus the Oviedo Mall and Advent Hospital. It is also only a 25 minute drive to the University of Central Florida and, so, is perfect for Faculty or Students! There are multiple parks in the area, such as Mount Greenwood Park and Big Tree Park, which host many activities throughout the year. The newly installed kitchen and freshly painted interior looks beautiful. One of the standout features of this home is the private outdoor space. The fenced patio area creates a comfortable spot for morning coffee....... ......container gardening, pets, outdoor dining, or relaxing at the end of the day. The included storage shed at 6 ft by 4 ft adds valuable functionality, offering extra space for tools, bikes, surfboards, or outdoor equipment. Indian River offers a peaceful residential setting known for its convenient access to parks, trails, shopping and dining. With its newly renovated interior, efficient 2-bedroom layout, private fenced outdoor space, storage shed, and desirable Winter Springs location, this condominium patio home offers comfort, convenience, and low-maintenance living in one of Seminole County's most appealing areas.

311 San Miguel Street Unit 311, Winter Springs

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