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, just a stone's throw away from the vibrant city of Orlando. Known for its picturesque landscapes and friendly atmosphere, Winter Springs is the perfect blend of suburban tranquility and urban convenience. With its lush parks, scenic trails, and an array of recreational activities, this community is designed for those who cherish an active lifestyle.

One of the standout features of Winter Springs is its beautiful homes, many of which come with private pools, making them ideal for enjoying the warm Florida sunshine. Imagine stepping into your backyard oasis, where you can unwind with a refreshing swim or host memorable gatherings with family and friends. The homes in this area not only offer luxurious amenities but also boast spacious layouts and modern designs that cater to the needs of today’s homeowners.

In addition to its stunning residences, Winter Springs is rich in community features. Residents can take advantage of the numerous parks, playgrounds, and sports facilities that dot the landscape, ensuring that there's always something to do. The city also hosts various community events throughout the year, fostering a strong sense of belonging among its residents.

With its excellent schools, convenient shopping options, and close-knit community vibe, Winter Springs is more than just a place to live; it's a place to thrive. Whether you're looking for a family home or a tranquil retreat, Winter Springs offers the ideal backdrop for your next chapter. Dive into the lifestyle you've always dreamed of in this beautiful Florida city!

Newest Winter Springs Homes with Pool Community Features

$179,900
2 Beds ⋅ 2 Baths ⋅ Bay Tree Sec 09 SubDv. ⋅ 32708 Zip Code
If you’ve been dreaming of a MOVE-IN READY home where you can enjoy scenic parks, peaceful walking trails, and beautiful green spaces, welcome to Baytree 9, one of the charming communities within the Highlands of Winter Springs. This WELL-MAINTAINED two-story, 2-bedroom, 1½-bath condo offers the perfect blend of comfort, convenience, and carefree Florida living. Ideally located near highly rated schools, top medical facilities, shopping, dining, and major roadways, you’ll enjoy easy access to everything you need while coming home to a peaceful, nature-filled setting. Inside, the thoughtfully designed open floor plan creates an inviting space for everyday living. The kitchen flows into the dining and living areas, while oversized sliding glass doors fill the home with natural light and lead to your private patio – an ideal spot to sip your morning coffee, unwind after a long day, or simply enjoy the tranquil surroundings. The updated kitchen features granite countertops, a breakfast bar, pantry, neutral tile flooring, and all appliances convey. Upstairs, you’ll find a spacious primary suite, a comfortable second bedroom, a shared bath with direct access from the primary suite, and a conveniently located laundry closet designed for everyday ease. Enjoy peace of mind with numerous recent updates, including a NEW A/C in 2023 and, in 2024, a NEW ROOF, WATER HEATER, stainless steel kitchen APPLIANCES, full-size WASHER and DRYER, carpet, blinds, and chair-height toilets. One of the greatest benefits of this home is its low-maintenance lifestyle. The HOA covers exterior and grounds maintenance, giving you more time to enjoy the community’s OUTSTANDING AMENITIES. Spend sunny afternoons at the clubhouse and pool, gather with friends at the picnic areas with grills, explore the scenic nature trails, or enjoy the playgrounds, volleyball, basketball, and tennis courts. Conveniently located just off SR 434 with easy access to SR 436, Highway 17-92, SR 417, and I-4, you can enjoy Cranes Roost Park, Altamonte Mall, Winter Park Village, and the boutiques and restaurants along charming Park Avenue. Whether you’re looking for your first home, an investment, downsizing, or searching for a low-maintenance lifestyle surrounded by nature, this exceptional condo is ready to welcome you home. Schedule your private showing today and discover why so many love calling the Highlands of Winter Springs home! This home may be under audio or video surveillance.

70 Moree Loop Unit 61, Winter Springs
$375,000
2 Beds ⋅ 2 Baths ⋅ Greenbriar Sub Ph 2 SubDv. ⋅ 32708 Zip Code
Rare opportunity to own in one of Winter Springs' most sought-after communities! Located in the heart of Tuscawilla, this home offers an exceptional combination of location, lifestyle, and potential. Enjoy a spacious layout, mature landscaping, and a private setting just minutes from top-rated Seminole County schools, Tuscawilla Country Club, parks, trails, shopping, and dining. Whether you're looking for your forever home or your next investment, opportunities like this don't come along often.

923 Torrey Pine Drive, Winter Springs
$290,000
3 Beds ⋅ 3 Baths ⋅ Heritage Commons SubDv. ⋅ 32708 Zip Code
Built by Beazer Homes in 2010, this beautifully maintained townhome sits in a gated neighborhood and offers an unbeatable location. It is situated just 8 miles from the University of Central Florida & Siemens, 15 miles from downtown, with easy access to the 417 and just a stroll away from shopping, dining, and everyday conveniences. And let's not forget the highly desirable Seminole County schools nearby, making this an exceptional place to call home. Boasting the ideal floor plan, which features an open-concept living, dining, and kitchen area on the first floor, creating the perfect space for entertaining or everyday living. Upstairs, you'll find all three bedrooms thoughtfully tucked away for added privacy, along with a convenient upstairs laundry room. And an attached garage adds even more convenience with an updated smart opener - an app to open it from anywhere. Recent upgrades include a new roof (2020) and A/C (2023) and new oven/stove. Residents of Heritage Commons enjoy access to a community pool as well as a playground. Start enjoying the low maintenance living that townhome living offers, as the HOA handles all exterior maintenance & lawn care, providing the perfect lock-and-leave lifestyle. Don't delay, schedule your showing today!

1329 Heritage Commons Drive, Winter Springs
$549,900
4 Beds ⋅ 3 Baths ⋅ Parkstone Unit 3 SubDv. ⋅ 32708 Zip Code
THIS METICULOUSLY MAINTAINED POOL HOME IN THE LUXURIOUS GATED COMMUNITY OF PARKSTONE IS MOVE IN READY! THE SPACIOUS OPEN SPLIT BEDROOM FLOOR PLAN OFFERS ABUNDANT NATURAL LIGHT WITH A GENEROUS KITCHEN OPEN TO THE FAMILY ROOM, OFFERING VIEWS OF THE POOL. STEP OUTSIDE TO YOUR OWN PRIVATE BACKYARD OASIS FEATURING A SPARKLING SOLAR HEATED POOL, RELAXING PROPANE HEATED SPA, (POOL & SPA RESURFACED IN 202O) NEW POOL PUMP ( 2020), SPACIOUS SCREENED LANAI, AND A VINYL PRIVACY FENCED BACKYARD. THE LANAI IS IDEAL FOR ENTERTAINING AND INCLUDES A FLAT SCREEN TV AND BUILT IN SPEAKER SYSTEM AS WELL AS A BBQ GRILL & COVER THAT CONVEY WITH THE HOME. A CHARMING GAZEBO PROVIDES THE PERFECT SPOT TO RELAX AND ENJOY THE FLORIDA LIFESTYLE. THE 3RD FULL BATH CONVENIENTLY HAS ACCESS TO THE POOL. INSIDE, YOU'LL APPRECIATE THE MANY QUALITY UPGRADES, INCLUDING THERMO INSULATED FRENCH DOORS WITH INTEGRATED BLINDS, A BEAUTIFULLY REMODELED MASTER BATH AND SHOWER (2023), AN IN WALL PEST CONTROL SYSTEM, RING DOORBELL & SECURITY SYSTEM. ENJOY PEACE OF MIND WITH MAJOR UPDATES INCLUDING A NEW ROOF (2020), NEW LARGER WATER HEATER (2021), AND NEW A/C (2016). HURRICANE SHUTTERS ON BOTH FRONT & REAR WINDOWS PROVIDE ADDED STORM PROTECTION, WHILE THE GARAGE OFFERS A WORKSTATION AND AMPLE STORAGE. THE PARKSTONE LIFESTYLE IS SECOND TO NONE, FEATURING A COMMUNITY POOL, TENNIS COURTS, PLAYGROUND, PARK, FISHING PIER, BEAUTIFUL WALKING TRAILS AND ACCESS TO LAKE JESSUP. EVEN BETTER, LAWN CARE IS INCLUDED IN THE HOA DUES, GIVING YOU MORE TIME TO ENJOY EVERYTHING THIS COMMUNITY HAS TO OFFER. PRIDE OF OWNERSHIP SHINES THROUGHOUT THIS EXCEPTIONAL HOME. CONVENIENTLY LOCATED NEAR TOP RATED SEMINOLE COUNTY SCHOOLS, PLENTY OF SHOPPING & DINING OPTIONS, PARKS AND MAJOR ROADS, THIS HOME TRULY HAS IT ALL. DON'T MISS YOUR OPPORTUNITY TO OWN THIS OUTSTANDING FLORIDA RETREAT-SCHEDULE YOUR PRIVATE SHOWING TODAY!

726 Seneca Meadows Road, Winter Springs
$406,990
3 Beds ⋅ 3 Baths ⋅ Hickory Grove SubDv. ⋅ 32708 Zip Code
Under Construction. Final opportunity! Don't miss your chance to make this beautiful property yours! As you step inside the Aurora, you are greeted by an inviting open-concept gathering room, seamlessly connecting the dining room and kitchen. The flowing layout creates an expansive and airy atmosphere, perfect for both entertaining guests and enjoying everyday life. The owner's suite is a true retreat, offering a sanctuary of relaxation and tranquility. The spacious bedroom is complemented by a large walk-in closet, providing plenty of storage for your wardrobe and personal items. With two additional bedrooms, this townhome provides flexibility for a growing family, a home office, or a guest room.

225 Spindle Palm Cove, Winter Springs
$425,000
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
$279,900
3 Beds ⋅ 2 Baths ⋅ Seasons The SubDv. ⋅ 32708 Zip Code
Beautifully remodeled 3-bedroom, 2-bath home with a 1-car garage. This charming home features: Brand-new kitchen cabinets with elegant quartz countertops. Updated bathrooms with new vanities and modern lighted mirrors. New lighting fixtures throughout. Stylish tile flooring and waterproof luxury vinyl plank flooring. Low HOA. Enjoy all the amenities this wonderful community has including a community pool, tennis courts, pickleball courts, and basketball courts. Conveniently located near highly rated schools, shopping, dining, and more. Don't miss this opportunity—this one won't last long! Schedule your showing today!

236 Panorama Dr, Winter Springs
$350,000
2 Beds ⋅ 2 Baths ⋅ Highland Village 1 SubDv. ⋅ 32708 Zip Code
Great Opportunity in Winter Springs! This single family home has 2 bedrooms, 2 bathrooms, and a large upstairs bonus room - great for an office (or used as another bedroom!). Upon entry you'll be impressed with the high vaulted ceilings and wide open view to the living and dining room. The Primary Bedroom is well sized, and the bathroom features a large walk-in closet, dual sinks, and a shower garden tub. The kitchen has newer appliances and solid wood cabinets. Check out the back yard - it's one of the largest lots in the community - with beautiful grass and a new fence! There's also a screened-in back porch and a large shed - great for storage. 2021 ROOF! Amazing Seminole County Schools!

321 Kirkcaldy Drive, Winter Springs
$329,000
3 Beds ⋅ 3 Baths ⋅ Harbor Winds SubDv. ⋅ 32708 Zip Code
Delightful 2 story townhouse - backs up to pond. New appliances, Granite counters, New Carpet - MOVE-IN READY.

472 Harbor Winds Court, Winter Springs
$395,000
3 Beds ⋅ 4 Baths ⋅ Jesups Reserve Twnhms Rep SubDv. ⋅ 32708 Zip Code
Experience maintenance-free living in the heart of Winter Springs at Jesup's Reserve, where charming streetscapes, walkability, and everyday convenience come together. Perfectly positioned with peaceful pond views from the front porch and both upper-level balconies, this three-story townhome offers over three levels of thoughtfully designed living space just steps from Winter Springs Town Center. The versatile floor plan begins with a private first-floor bedroom and full bath—ideal for guests, multigenerational living, or a home office. Upstairs, the expansive main living level is designed for entertaining, featuring an open-concept living and dining area that flows seamlessly into the spacious kitchen. Complete with stone countertops, abundant 42” cabinetry, stainless steel appliances, a large center island, and generous prep space, it's a layout equally suited for everyday living and hosting friends and family. The third floor is home to two spacious bedroom suites, including a generous primary retreat with its own private balcony overlooking the water. The en-suite bath features dual vanities, a soaking tub, separate walk-in shower, and large walk-in closet, creating a true owner's sanctuary. Additional highlights include: Roof (2023), AC (2026) with transferrable warranty, fresh interior paint (2026), a convenient second-floor laundry room, powder bath, and attached two-car garage. Beyond your front door, enjoy resort-style amenities including a community pool, spa, and beautifully maintained grounds. Located directly across from Winter Springs Town Center, you'll have Publix, Aldi, restaurants, coffee shops, fitness centers, boutiques, and everyday conveniences just a short walk away. Outdoor enthusiasts will appreciate being minutes from Central Winds Park and the Cross Seminole Trail, while commuters enjoy quick access to SR-417, US-17/92, and top-rated Seminole County schools. Whether you're searching for a low-maintenance primary residence or a lock-and-leave lifestyle without sacrificing space or location, this Jesup's Reserve home delivers the perfect combination of comfort, convenience, and scenic surroundings. Easy to see. Call/Text for your private showing today!

227 Mcleods Way, Winter Springs
$689,900
4 Beds ⋅ 3 Baths ⋅ Howell Creek Reserve Ph 3 SubDv. ⋅ 32708 Zip Code
THERE ARE HOMES YOU SEE...and HOMES YOU FEEL! Privacy, space, and a peaceful conservation setting come together in this 4-bedroom, 3-bath pool home in the gated community of Howell Creek Reserve. Backing to conservation with no rear neighbors, the backyard feels like your own private retreat—perfect for relaxing by the pool or entertaining family and friends. Inside, the thoughtfully designed triple-split floor plan offers exceptional privacy, while soaring ceilings, crown molding, and updated lighting create an inviting, open atmosphere. The spacious primary suite features a tray ceiling, sitting area, walk-in closet, and an additional closet for extra storage. The kitchen offers granite countertops, a newer refrigerator and dishwasher, and opens seamlessly to the living spaces. Two bathrooms were renovated in 2020, and major updates include newer roof (2019), new HVAC (2026), newer water heater (2024), and a newer pool pump. Located just minutes from the Cross Seminole Trail, parks, shopping, dining, and top-rated Seminole County schools, this home offers the perfect balance of comfort, convenience, and Florida outdoor living. CALL TODAY to schedule your private Showing.

197 Nandina Terrace, Winter Springs
$370,000
2 Beds ⋅ 2 Baths ⋅ Greenspointe SubDv. ⋅ 32708 Zip Code
Welcome home to this impeccably maintained 2-bedroom, 2-bath home in the highly desirable area of Winter Springs, Florida! From the moment you step inside, you'll appreciate the open floor plan, soaring vaulted ceilings, and spacious living area centered around a stunning wood-burning fireplace—creating the perfect setting for both relaxing evenings and entertaining guests. The heart of the home is the completely remodeled kitchen (2024), featuring timeless Shaker cabinetry, beautiful butcher-block countertops, an oversized undermount sink, under-cabinet LED accent lighting, and a full suite of high-end stainless-steel appliances. The adjacent pass-through adds both convenience and connectivity, making entertaining effortless. Both bedrooms are generously sized, offering comfortable retreats with ample flexibility to suit your lifestyle. Whether you're hosting overnight guests, creating a dedicated home office, or simply enjoying extra space to unwind, these well-appointed rooms provide endless possibilities. The impressive updates continue with a fully remodeled bathroom (2024), new flooring throughout (2023), a new 40-year clay tile roof (2023), and a new garage door (2022), providing peace of mind for years to come. Outside is a well-kept backyard featuring a generously sized patio with a partially covered seating area—ideal for year-round outdoor dining, entertaining, or simply relaxing with your morning coffee or evening beverage. The low-maintenance outdoor space offers plenty of room to enjoy as-is while still providing endless possibilities for personalization and for creating your own backyard retreat. Ideally located near shopping, dining, parks, and recreation, this home also offers easy access to SR 417 and I-4 for a convenient commute. Situated within an A-rated school district and a community with fantastic amenities, this exceptional home offers the perfect combination of style, comfort, convenience, and pride of ownership. Don't miss your opportunity to make this beautifully updated, truly turnkey home your own! Schedule your showing today as this wont last long.

655 Nighthawk Circle, Winter Springs
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