Winter Springs Homes with Pool Amenities

Winter Springs Homes with Pool 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 modern conveniences.

One of the most sought-after features in Winter Springs real estate is homes with pool amenities. Imagine coming home after a long day and unwinding by taking a refreshing dip in your own private pool. Whether you're looking to entertain guests, stay active, or simply relax under the sun, having a pool at home adds a touch of luxury to everyday life.

Living in a home with a pool in Winter Springs allows you to enjoy the beautiful Florida weather to the fullest. It provides a perfect setting for hosting poolside gatherings, enjoying quality time with family, or simply basking in the sunshine on lazy weekends.

If you're in the market for a home with pool amenities in Winter Springs, you're in for a treat. With a variety of properties to choose from, you can find the perfect home that not only meets your needs but also exceeds your expectations.

Discover the joy of owning a home with pool amenities in Winter Springs and make the most of the Florida lifestyle. Dive into the serene waters, soak up the sun, and create lasting memories in your own private oasis. Live the life you deserve in Winter Springs, where every day feels like a vacation.

Newest Winter Springs Homes with Pool Amenities

$550,000
3 Beds ⋅ 2 Baths ⋅ Georgetowne Unit 3 SubDv. ⋅ 32708 Zip Code
Private Oasis Meets Smart Luxury in Georgetown. Welcome home to high-end design, smart living, and effortless comfort. Nestled in the heart of one of Georgetown’s most coveted neighborhoods, this fully remodeled, single-story 3-bedroom, 2-bath sanctuary showcases the sought-after Tuskawilla floor plan - offering 1,735 square feet of light-filled open living space, where every detail has been thoughtfully redesigned for effortless Florida living. Step inside to gorgeous wood flooring that spans every single room, beautifully highlighting the home's open layout. The centerpiece of the interior is the custom-remodeled kitchen, complete with new cabinetry, smart Samsung appliances you can control from your phone, and a massive quartz island designed to keep family and friends gathered right at the heart of the home. The spacious split-bedroom layout ensures maximum privacy, featuring generously sized bedrooms and a primary suite retreat. The primary bedroom showcases an oversized, custom-built California closet that makes moving in effortless, alongside an en-suite bath with dual vanities, quartz countertops, a deep soaking tub, and a separate shower. Premium fixtures and finishes continue seamlessly throughout the entire home. Beyond the main living space, step out into your private outdoor sanctuary: a screened pool and covered lanai framed by peaceful, lush views with no rear neighbors. Designed for ultimate convenience, this intelligent home lets you control climate settings, open or close the garage door, and manage automation right from your smartphone. Convenience extends to the garage with an electric vehicle charger ready for plug-and-play use. Security is top-tier, backed by a hardwired system featuring seven exterior and one interior audio-visual cameras for complete, 24/7 peace of mind whether you are relaxing inside or traveling away from home. The property pairs modern tech with reliable mechanicals, including a Roof, A/C, and water heater replaced in 2019; an energy-efficient RadiantGUARD® Radiant Barrier Xtreme insulation system in the attic; a hybrid energy-efficient pool pump (2019); and new smart Samsung stainless steel kitchen appliances (2024), plus a matching Samsung washer and dryer. With the HOA handling front lawn care, this home is truly 100% move-in ready. Enjoy mornings at Tuscawilla Country Club, afternoons at Trotwood Park, and weekends on the Seminole Trail - all paired with top-rated Seminole County schools and swift access to SR-417. Don't miss this opportunity; schedule your showing today. For tech-focused buyers, the complete network infrastructure - including the server rack, 48-port Netgear PoE switch, pfSense router, UniFi Access Points, Synology RS822+ (4x8TB drives), and Synology DiskStation DS923+ can also be included via a separate bill of sale.

766 Andover Circle, Winter Springs
$285,000
3 Beds ⋅ 2 Baths ⋅ Seasons The SubDv. ⋅ 32708 Zip Code
Welcome to 526 Seasons Court, where low-maintenance living meets comfort, convenience and a great community setting! This beautifully updated home is tucked away on a fantastic lot with a peaceful pond view in the backyard, offering a relaxing backdrop and a little extra privacy. Inside, the remodeled kitchen shines with modern white shaker cabinetry, quartz countertops and luxury vinyl plank flooring, creating a bright and inviting space that feels fresh and move-in ready. Major updates include a 2022 roof and 2021 HVAC, giving you peace of mind for years to come. The home also features a 1-car garage, one assigned parking space and plenty of guest parking. The low monthly HOA includes lawn maintenance, so you can spend less time on yard work and more time enjoying the community's impressive amenities, including a sparkling pool, playground, tennis courts and basketball courts. Located in desirable Winter Springs, this is an easy-to-love home offering the perfect combination of updates, amenities and low-maintenance living. Come see why this one is worth calling home!

526 Seasons Court, Winter Springs
$325,000
3 Beds ⋅ 2 Baths ⋅ Wildwood SubDv. ⋅ 32708 Zip Code
Welcome to 654 Cypress Lane, a move-in-ready 3-bedroom, 2-bathroom home featuring fresh interior paint throughout. The main entry opens into a bright living room that connects seamlessly to the kitchen, complete with quartz countertops and stainless steel appliances. Designed with a practical split floor plan, the primary bedroom sits on one side of the home with its own en-suite bathroom, while two secondary bedrooms share a second full bath on the opposite side. A dedicated laundry room adds extra convenience. Out back, a screened-in back porch offers a quiet spot to relax, leading to a private, fenced yard framed by mature shade trees. Homeowners will also appreciate the benefit of a low HOA fee, with amenities such as a pool, basketball and tennis court, playground, dog park, and much more! Located in Winter Springs, this home puts you near top-rated Seminole County schools, local parks, and the Cross Seminole Trail. Enjoy easy access to shopping and dining at the Winter Springs Town Center, with quick routes to SR 417 for a smooth commute to UCF, Oviedo, and Orlando.

654 Cypress Lane, Winter Springs
$505,000
3 Beds ⋅ 3 Baths ⋅ Hickory Grove Twnhms SubDv. ⋅ 32708 Zip Code
Beautifully Upgraded Sofia Model Townhome on a Premium Conservation Lot! Welcome home to this exceptional Sofia Model townhome, featuring one of the community’s most desirable floorplans—with the primary suite conveniently located on the first floor and two additional bedrooms upstairs. This thoughtfully designed layout is ideal for families, first-time buyers, those looking to downsize, or anyone seeking comfortable living with flexibility for guests, a home office, or additional living space. Situated on a premium lot backing to a peaceful conservation/green area, this home offers a wonderful sense of privacy and a tranquil natural backdrop. Inside, numerous builder upgrades and thoughtful custom enhancements create a beautiful blend of modern style, classic elegance, and everyday functionality. Upgrades include enhanced tile, bathrooms, and kitchen finishes, complemented by a custom-designed stair railing that adds a distinctive touch of sophistication. The spacious primary suite features a custom-built walk-in closet, maximizing storage and organization. An Ecobee Smart Thermostat system with Smart Sensors provides efficient, convenient control of the home's comfort while helping manage energy usage. Premium professionally installed ceiling fans in every room provide excellent air circulation and year-round comfort. The home is also professionally wired for rear surround-sound speakers, making it ready for an enhanced entertainment experience. All the rooms have plenty of natural lights! The garage is equally practical, featuring large custom-built ceiling-hung storage, providing valuable additional space while keeping vehicles and everyday belongings organized. Enjoy an outstanding location within Hickory Grove. The community pool and dog park are just down the street, while the Cross Seminole Trail can be easily accessed just outside the community—perfect for walking, jogging, or biking. The Magnolia Square Fountain and Park and The Winter Springs Town Center are both approximately a five-minute walk away, with roughly a dozen food-and-beverage places within walking distance or a short drive away. Central Winds Park is only about a 10-minute drive away. Access to 417 is about 7-minute drive away. With its highly sought-after first-floor primary suite, premium conservation lot, extensive upgrades, custom touches, and exceptional walkable location, this townhome offers a rare combination of comfort, style, privacy, and convenience.

1378 Tarflower Drive, Winter Springs
$499,900
4 Beds ⋅ 3 Baths ⋅ Parkstone SubDv. ⋅ 32708 Zip Code
Virtually Staged. Live the Florida lifestyle in the beautiful gated community of Parkstone! This 4-bedroom, 3-bath pool home offers the perfect combination of comfort, convenience, and resort-style living. Spend sunny afternoons relaxing by your own private screened pool, enjoy morning walks or bike rides along the nearby Cross Seminole Trail, or take advantage of Parkstone’s community pool, tennis and volleyball courts, playgrounds, and lakefront dock on Lake Jesup. Even better, lawn care is included through the HOA, giving you more time to enjoy everything the community has to offer. Inside, the open and inviting layout is designed for both everyday living and entertaining, with spacious gathering areas and easy access to the covered outdoor living and pool area. A downstairs bedroom and full bath provide flexibility for guests, a home office, or multigenerational living, while the spacious primary suite upstairs creates a comfortable private retreat. The home has also been thoughtfully cared for with approximately $5,000 invested in new gutters and an extensive underground drainage system, including underground downspouts and dual French drains. Approximately two tons of river rock, a side-yard walkway, refreshed landscaping in 2026, and refreshed tile grout in all three bathrooms add to the home’s move-in-ready appeal. Whether it’s coffee by the pool, an evening walk through the neighborhood, a bike ride on the trail, or a day enjoying the community amenities, 909 Devon Creek offers more than a home—it offers an easy, active Florida lifestyle.

909 Devon Creek Road, Winter Springs
$175,000
2 Beds ⋅ 2 Baths ⋅ Mount Greenwood Unit 4 Of SubDv. ⋅ 32708 Zip Code
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
$425,000
3 Beds ⋅ 2 Baths ⋅ Georgetowne Unit 1 SubDv. ⋅ 32708 Zip Code
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
$369,500
3 Beds ⋅ 4 Baths ⋅ Jesups Reserve Twnhms Rep SubDv. ⋅ 32708 Zip Code
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
$344,900
3 Beds ⋅ 3 Baths ⋅ Tuscawilla Braewick At Ph 1 SubDv. ⋅ 32708 Zip Code
Welcome to 1482 Creekside Circle — a MOVE-IN READY 3-bedroom, 2.5-bath townhome offering thoughtful updates, private outdoor space, and community amenities. This UPDATED Winter Springs townhome features ALL NEW APPLIANCES, UPDATED BATHROOMS, and has been completely replumbed. Major improvements are already taken care of, including a NEW AC IN 2026, WATER HEATER REPLACED IN 2023, and a NEW GARAGE DOOR IN 2026. Upstairs, BRAND-NEW CARPET throughout the bedrooms adds to the fresh, move-in-ready feel. Enjoy Florida living from the PRIVATE SCREENED-IN PATIO overlooking your own small BACKYARD — perfect for morning coffee, pets, or relaxing outdoors. A ONE-CAR GARAGE provides additional parking and storage, while the HOA has recently repainted the exterior for a fresh, well-maintained appearance. The community offers a POOL and FITNESS CENTER, adding to the ease of low-maintenance townhome living. With so many recent updates already completed, 1482 Creekside Circle is a great opportunity for buyers looking to just move in and enjoy!

1482 Creekside Circle, Winter Springs
$284,000
3 Beds ⋅ 2 Baths ⋅ Seasons The SubDv. ⋅ 32708 Zip Code
Welcome to 412 Horizon Drive, a well maintained home in the heart of Winter Springs with the updates already taken care of. Inside, you’ll find a welcoming kitchen with granite countertops, stylish cabinetry, stainless steel appliances, and ceramic tile and wood laminate flooring throughout. The primary bathroom is a standout, featuring a barn door entry, large tiled shower, rainfall shower system, and handheld wand. Recent improvements include a 2018 roof, 2019 HVAC and refrigerator, stove and microwave replaced in 2024, updated windows, and fresh exterior paint completed in August 2026. The backyard offers plenty of room to entertain, relax, or create your own outdoor retreat. Conveniently located near shopping, dining, parks, and everyday conveniences, this Winter Springs home is ready for its next owner.

412 Horizon Drive, Winter Springs
$267,500
3 Beds ⋅ 3 Baths ⋅ Tuscany Place Ph 1 SubDv. ⋅ 32708 Zip Code
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
$295,900
3 Beds ⋅ 2 Baths ⋅ Wildwood SubDv. ⋅ 32708 Zip Code
WINTER SPRINGS 3-BEDROOM HOME UNDER $300K — PAID-OFF SOLAR, 2022 ROOF AND MOVE-IN READY! If you're comparing homes under $300,000, take a closer look at what 736 Summerland Drive offers: a renovated 3-bedroom, 2-bath single-family home with approximately 1,298 square feet, paid-off solar panels, a newer roof and access to community amenities. Inside, the updating has already been completed. The refreshed kitchen features modern cabinetry, stone countertops, stainless steel appliances and updated finishes, complemented by renovated bathrooms, flooring, lighting and a clean, contemporary feel throughout the home. But the value here goes beyond cosmetic updates. The roof was replaced in 2022, and the solar system is paid off—meaning there is no solar loan for the buyer to assume. These are meaningful improvements already in place rather than projects or expenses waiting for the next owner. The 3-bedroom, 2-bath layout provides flexibility for everyday living, working from home, guests or hobbies, while the home's manageable footprint offers comfortable living without unnecessary upkeep. The community also offers amenities including a swimming pool, tennis courts and playground, providing additional recreational options without the maintenance of a private pool. Conveniently located in Winter Springs with access to shopping, dining, recreation and major Central Florida roadways. If your search is focused on getting the most for your money under $300,000, compare the entire package at Summerland: 3 bedrooms | 2 bathrooms | Approximately 1,298 sq. ft. | Renovated interior | 2022 roof | Paid-off solar | Community amenities | Winter Springs location The renovation gets your attention. The roof, paid-off solar, location and price are what make the value worth a closer look. Schedule your private showing today.

736 Summerland Drive, Winter Springs
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