Winter Springs Homes with Pool Community Features

Winter Springs Homes with Pool Community Features

Welcome to Winter Springs, Florida—a charming city nestled in the heart of Seminole County that perfectly blends suburban tranquility with vibrant community living. Known for its scenic parks, top-rated schools, and a welcoming atmosphere, Winter Springs offers a lifestyle that is both relaxed and engaging. With easy access to major highways, residents can enjoy the best of both worlds—peaceful living and the bustling attractions of nearby Orlando.

One of the standout features of Winter Springs is its diverse array of homes, many of which boast fabulous pool community amenities. Imagine stepping out of your back door to a refreshing oasis, where you can unwind by the poolside or host summer barbecues with friends and family. The homes here are designed not just for comfort, but for an enriched lifestyle, offering spacious layouts, modern finishes, and, of course, the luxury of private or community pools.

The neighborhoods in Winter Springs are known for their strong sense of community. With friendly neighbors and family-oriented activities, you’ll find plenty of opportunities to connect with others. The city also hosts various events throughout the year, including farmers' markets and seasonal festivals, making it easy to meet new friends and enjoy the local culture.

Whether you’re looking to make a splash in your own backyard or enjoy the communal vibe of a neighborhood pool, Winter Springs is the perfect place to call home. Dive into the enchanting lifestyle this city has to offer, and discover your dream home today!

Newest Winter Springs Homes with Pool Community Features

250 Moree Loop Unit 2, Winter Springs
$169,900
2 Beds ⋅ 2 Baths ⋅ Baytree Village SubDv. ⋅ 32708 Zip Code
Virtually Staged. Updated and Move-In Ready Condo in Baytree Village – Winter SpringsBeautiful 2-bedroom, 1.5-bathroom condominium with approximately 1,080 square feet, recently updated and presented in excellent condition. The property features fresh paint throughout the interior, a repaired ceiling on the first floor, and newly renovated stairs with LVP flooring (replacing the previous carpet). The kitchen stands out with quartz countertops that perfectly match the two bathrooms, creating a cohesive and modern look.The layout includes an open living/dining area, a private patio ideal for enjoying Florida’s climate, and bedrooms on the second floor. Located in the Baytree Village community (part of Highlands), residents enjoy excellent shared amenities: community pool, tennis and pickleball courts, clubhouse, playground, basketball court, picnic areas, and walking trails.Ideal for first-time buyers, investors, or anyone seeking a low-maintenance lifestyle. Close to Seminole County schools, shopping centers, restaurants, and with easy access to SR 434 and SR 417. Don’t miss this opportunity to own an updated condo in a convenient Winter Springs location!

250 Moree Loop Unit 2, Winter Springs
111 Mcleods Way, Winter Springs
$395,000
3 Beds ⋅ 4 Baths ⋅ Jesups Reserve Twnhms Rep SubDv. ⋅ 32708 Zip Code
Gorgeous 3 bedroom 3 and 1/2 bath townhouse in Winter Springs FL. Town home is located near the front of this very desirable area across from the Winter Springs Town Center, offering a huge number of shops and amenities. The home was a builders model so you will find high end finishes and fixtures through out. Upgrades include: crown moulding, trim work, granite counter tops, custom windows treatments throughout, intercom with music, high end plumbing and light fixtures, kitchen island and breakfast bar- everything you could want! The kitchen has cherry cabinets with an exotic black granite finish as well as ample cabinets and a pantry for extra storage. A Large open floor plan on the second floor awaits with access to the first of 2 balconies, great for enjoying our beautiful Florida weather. The third story contains a large master suite with a private balcony, walk-in closet and large master bath with shower, garden tub and dual sink. Including another well appointed guest bedroom with a full bath. Roof new in 2022 & paint new in 2023. Furnished and decorated.

111 Mcleods Way, Winter Springs
1732 Fox Glen Court, Winter Springs
$469,000
4 Beds ⋅ 3 Baths ⋅ Fox Glen At Chelsea Parc Tuscawilla Ph 2 SubDv. ⋅ 32708 Zip Code
A Fantastic Opportunity in the Heart of Tuscawilla - Four Bedrooms, Three Full Baths and a Desirable Split-Bedroom Floor Plan! Welcome to 1732 Fox Glen Court, located in the desirable Fox Glen at Chelsea Parc Community! This inviting single-story home offers a versatile floor plan designed to accommodate a variety of lifestyles. One of the home's most appealing features is its three-way split-bedroom layout, providing excellent privacy and flexibility. With two spacious bedroom suites positioned to accommodate a variety of living arrangements, this home is ideal for multi-generational living, guests, or those looking for additional space and versatility. The interior features soaring ceilings, a spacious kitchen with NEW stainless steel appliances, and a comfortable family space with generous built-in shelves that create an inviting atmosphere for everyday living and entertaining. Step outside and enjoy the Florida lifestyle from the screened-in, covered porch, providing a wonderful area to relax, enjoy your morning coffee, or unwind at the end of the day. Residents of Chelsea Parc enjoy access to amazing community amenities including a swimming pool, spa, and clubhouse with gym! The Tuscawilla neighborhood offers an abundance of recreational opportunities, including parks, playgrounds, golf, tennis, basketball, and access to the Cross Seminole Trail. It is conveniently located near Winter Springs Town Center, Oviedo, UCF Research Park, shopping, fine dining, and major roadways. This home offers an appealing combination of location, functionality, and lifestyle. Schedule your private showing today!

1732 Fox Glen Court, Winter Springs
585 Green Spring Circle, Winter Springs
$230,000
2 Beds ⋅ 2 Baths ⋅ Mount Greenwood Unit 2 Of SubDv. ⋅ 32708 Zip Code
Move-in ready 2-bedroom, 1.5-bath townhome in the established Mount Greenwood community of Winter Springs. This two-story home offers 1,136 square feet with a combined living and dining area, an eat-in kitchen, tile flooring downstairs, and two bedrooms upstairs. A screened rear porch provides additional space to relax, and two assigned parking spaces add convenience. Residents enjoy a community pool, with community grounds maintenance included in the HOA fees. Convenient to shopping, restaurants, and everyday services along SR 434, with access to US 17-92 and SR 417. Central Winds Park and the Cross Seminole Trail offer recreation options in the surrounding area. Zoned for Winter Springs Elementary, Indian Trails Middle, and Winter Springs High School. A practical home with room to add your own personal touches.

585 Green Spring Circle, Winter Springs
732 Woodhaven Drive, Winter Springs
$300,000
3 Beds ⋅ 2 Baths ⋅ Wildwood SubDv. ⋅ 32708 Zip Code
732 Woodhaven Dr is a single-story Winter Springs home with three bedrooms, two bathrooms and over 1,300 square feet of living space. Sliding doors connect an additional living room to the rear patio, while the main living and dining areas share an open layout. The galley kitchen has counters and cabinets on both sides, a window above the sink and a separate laundry room at one end. The primary bedroom includes a wide closet and an attached bathroom with a tub-shower combination. Two secondary bedrooms sit near the hall bathroom, and an attached one-car garage provides covered parking. Included 100-Day Home Warranty

732 Woodhaven Drive, Winter Springs
138 Peregrine Court, Winter Springs
$535,000
3 Beds ⋅ 2 Baths ⋅ Eagles Watch Ph 2 SubDv. ⋅ 32708 Zip Code
Welcome to this stunning, completely transformed 3-bedroom, 2-bathroom home located in the sought-after gated community of Eagles Watch in Winter Springs. Every inch of this residence has been thoughtfully modernized, offering the ultimate blend of style, peace of mind, and carefree living. The path to easy living begins along the charming garden-like walkway to the front door, inviting you inside to an abundant, light-filled family room featuring vaulted ceilings and a large sliding glass door that opens to your spacious, screened-in lanai. Enjoy the sounds of nature as you sip your morning coffee, or step out onto the brand-new porcelain tile floors that flow seamlessly throughout both the interior and the patio. Comfort and efficiency are top-tier with a brand-new HVAC system and a new water heater, paired with a desirable split floor plan and plantation shutters. The refreshed kitchen is a chef’s dream, showcasing gleaming quartz countertops, a brand-new high-end appliance package, solid wood cabinetry, a built-in buffet for extra storage, kitchen counter bar seating, and an expansive casual dining or secondary living space. The primary suite is a true private oasis, accessible through elegant double doors and customized with a new modular master closet system. Bring your king-size bed and full furniture suite—there is room for everything. The fully remodeled primary en-suite bathroom exudes luxury with its striking quartz countertops and high-end finishes. On the opposite side of the home, two additional bedrooms provide comfort and privacy for guests or family, accompanied by a second bathroom that has also been fully remodeled to match the home's contemporary aesthetic. Every detail has been addressed, including fresh paint throughout and all-new light fixtures that illuminate the home's crisp, modern look. Outside, enjoy true low-maintenance living with HOA-covered front and side lawn care—meaning you can officially throw away the lawnmower—alongside a beautifully landscaped backyard ready for relaxing or entertaining. Kick back and utilize community amenities including a sparkling pool and a playground, ideal for that laid-back lifestyle you deserve. Located close to top-rated schools, shopping, and dining, this home offers the ultimate location. Enjoying golf? You're in luck! Tuscawilla Golf Course is just a golf cart drive away, ready for you to show off your swing. Convenient to the 417 and with direct access to Cross Seminole Trail—what more could you ask for? Don't miss this exceptional, move-in-ready opportunity in one of Winter Springs’ premier communities!

138 Peregrine Court, Winter Springs
652 Seven Oaks Boulevard, Winter Springs
$660,000
5 Beds ⋅ 4 Baths ⋅ Seven Oaks Two SubDv. ⋅ 32708 Zip Code
Virtually Staged. Welcome to this stunning 5-bedroom, 3.5-bathroom pool home in the heart of Winter Springs! Beautifully maintained and move-in ready, this spacious home offers elegant finishes, soaring archways, and a thoughtfully designed floor plan perfect for everyday living and entertaining. The main level features tile flooring, a formal dining room, and a versatile front flex space with beautiful bay windows, ideal for a home office. The kitchen boasts granite countertops, ample cabinetry, and an oversized pantry. The expansive downstairs primary suite features hardwood flooring, a custom walk-in closet, and a spacious en-suite bathroom with a relaxing garden soaking tub. Upstairs, enjoy durable 30-mil luxury vinyl plank flooring, a spacious loft, and an oversized media room perfect for a home theater, game room, or playroom. Step outside to your private screened-in pool oasis, complete with brick pavers and an extended covered lanai, ideal for enjoying Florida living year-round. Additional highlights include a 2022 roof, 2025 A/C, new water heater, abundant storage, and access to Boat Lake with riparian rights. Residents also enjoy a beautiful community pool with cabanas. With its beautiful upgrades, flexible living spaces, and desirable Winter Springs location, this home truly has it all. Schedule your private showing today!

652 Seven Oaks Boulevard, Winter Springs
428 Blue Bayou Lane, Winter Springs
$321,000
2 Beds ⋅ 2 Baths ⋅ Jesups Reserve Twnhms Rep SubDv. ⋅ 32708 Zip Code
Welcome to effortless living in the heart of Winter Springs. This stunning end-unit townhome in the highly sought-after Jesups Reserve community offers a perfect blend of style and convenience. The thoughtful layout features a private first-floor bedroom complete with an en-suite bath, offering a versatile space for guests or a home office. Head upstairs to the main living area, where an open concept layout connects the living and dining rooms to a beautiful kitchen. Home chefs will love the granite countertops, 42" cabinetry, stainless steel appliances, and custom backsplash, all complemented by easy-to-maintain tile flooring. Storage is never an issue with the rear facing two car garage, providing plenty of room for vehicles and gear. Located just steps away from the community pool, and super close to convenient shopping and dining options at the Winter Springs Town Center. Great location near SR-434, Tuskawilla Road, and the 417! Roof replaced by the community HOA in 2023, water heater replaced in 2023, washer/dryer unit does convey and was replaced in 2024, Don't let this one slip away—schedule your showing today and see why this is the perfect place to call home.

428 Blue Bayou Lane, Winter Springs
1481 Casa Park Circle, Winter Springs
$234,000
2 Beds ⋅ 3 Baths ⋅ Casa Park Villas Ph 2 SubDv. ⋅ 32708 Zip Code
Move-in condition in the prestigious Tuscawilla country club golf community area! Top-rated schools! New paint, baseboards, water heater, toilet, lighting, granite, tile backsplash, carpet and laminate! All Stainless Steel kitchen appliances and washer/dryer (included) closet next to the kitchen. Nest thermostat. This unit has 2 Primary bedroom suites with full bathrooms. One has a tub/shower combo and the other has a new, tiled shower. New bathroom flooring, vanities and faucets. Recently updated Trotwood Park is across the street and includes basketball, tennis and pickleball courts, playground, splash pad, picnic pavilions with BBQ, boardwalk over Lake Maria, and ample parking! Community Pool! Close to Winter Springs Town Center, Cross Seminole Trail, UCF, and 417. There is also a paved path to the elementary school to keep the children off the main roads!

1481 Casa Park Circle, Winter Springs
1354 Casa Park Circle, Winter Springs
$229,900
2 Beds ⋅ 3 Baths ⋅ Casa Park Villas Ph 1 SubDv. ⋅ 32708 Zip Code
?? MAJOR PRICE REDUCTION – $15,000 OFF! ?? Incredible opportunity! Newly reduced and priced to sell! Don't miss your chance—schedule your private showing TODAY! Welcome to this beautifully remodeled, move-in-ready townhome in the desirable Casa Park Villas community of Winter Springs! Perfectly situated directly across from Trotwood Park and conveniently located near highly regarded Seminole County schools, this charming 2-bedroom, 2.5-bath home offers the perfect combination of modern elegance, comfort, and convenience! Step inside and fall in love with the beautifully updated interior, featuring a remodeled kitchen with stylish finishes and newer appliances (2025), perfect for everyday living and entertaining. The entire first floor showcases beautiful tile flooring, while the second floor features gorgeous luxury vinyl plank flooring installed in 2025, creating a seamless blend of style and functionality. Both upstairs bathrooms were beautifully remodeled in 2025 with modern finishes, offering a fresh and contemporary feel. Additional improvements include four new front windows (2025), a new sliding glass door (2025), a water heater (2023), and a newly installed backyard fence (2025), creating a private outdoor space perfect for relaxing or entertaining. Enjoy the benefits of living in Casa Park Villas, where the HOA covers pool maintenance and lawn maintenance, allowing you to spend less time on upkeep and more time enjoying your home! Community amenities include a pool, spa, and sauna. Outdoor enthusiasts will love having Trotwood Park just across the street, offering wonderful opportunities for recreation and relaxation. Ideally located near Winter Springs Town Center, SR-417, UCF, shopping, restaurants, and entertainment, this home provides convenient access to everything Central Florida has to offer. Beautifully remodeled, thoughtfully updated, and ready for its next owner! Why spend time and money renovating when you can move right into a home where the work has already been done? Schedule your private showing today and discover the beauty, convenience, and low-maintenance lifestyle of Casa Park Villas!

1354 Casa Park Circle, Winter Springs
604 Casa Park Court G, Winter Springs
$235,000
2 Beds ⋅ 2 Baths ⋅ Casa Park Villas Ph 1 SubDv. ⋅ 32708 Zip Code
Move-In Ready 2-Bedroom Townhouse in Winter Springs! This beautifully refreshed 2-bedroom, 1.5-bath townhouse features fresh interior paint, new baseboards, new laminate flooring upstairs, and refreshed tile grout downstairs. The kitchen has been refreshed with freshly painted cabinets, a new countertop, faucet, and oven. Additional improvements include new ceiling fans, a new bedroom light fixture, new blinds throughout, and a new smoke detector. The bathroom features a brand-new bathtub, new toilet seats, and updated fixtures. The unit also includes two assigned parking spaces and access to a community pool. Just nearby, enjoy a community park with tennis courts, barbecue pavilions, and a playground. Available for immediate occupancy. Don’t miss this opportunity to enjoy a freshly refreshed home in a convenient Winter Springs location!

604 Casa Park Court G, Winter Springs
270 Moree Loop Unit 4, Winter Springs
$225,000
3 Beds ⋅ 3 Baths ⋅ Baytree Village SubDv. ⋅ 32708 Zip Code
Welcome to this beautifully updated 3-bedroom, 2.5-bath townhome in desirable Winter Springs! This spacious, move-in-ready home features a recently remodeled kitchen, bathrooms, and flooring throughout! The updated kitchen boasts sleek countertops, dark wood cabinetry, and stainless steel appliances. Enjoy the Florida lifestyle with covered, screened-in front and rear porches, perfect for relaxing or entertaining. The HOA maintains the building exteriors, roofs, and common areas, with basic cable included. Residents can also enjoy the community pool and a convenient location near parks, shopping, and dining. Low-maintenance living in a great location?don't miss this opportunity!

270 Moree Loop Unit 4, Winter Springs
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