Casselberrry/Winter Springs / Tuscawilla Homes with Playground Community Features

Casselberrry/Winter Springs / Tuscawilla Homes with Playground Community Features

Welcome to the enchanting region of Casselberry, Winter Springs, and Tuscawilla, nestled in the heart of Seminole County, Florida. This vibrant community is renowned for its picturesque landscapes, family-friendly atmosphere, and a rich tapestry of recreational opportunities that make it an ideal place to call home.

Winter Springs is a charming city that boasts a perfect blend of suburban tranquility and urban convenience. With its lush parks, scenic trails, and numerous lakes, residents enjoy an active lifestyle surrounded by nature. The community is also home to top-rated schools, making it a great choice for families looking to settle down.

Tuscawilla, a sought-after neighborhood within Winter Springs, offers a unique blend of luxury and comfort. Known for its beautiful homes and meticulously manicured lawns, Tuscawilla is perfect for those seeking a serene environment with easy access to modern amenities. The area is dotted with golf courses, shopping centers, and dining options, ensuring that everything you need is just a stone's throw away.

One of the standout features of this region is its welcoming homes with playground community features. Many neighborhoods are designed with families in mind, providing safe and engaging spaces for children to play and thrive. These playgrounds foster a sense of community, encouraging neighbors to connect and create lasting friendships.

Whether you're looking for a cozy home, a vibrant community, or a place where your family can grow, Casselberry, Winter Springs, and Tuscawilla offer the perfect backdrop for your next chapter. Come explore the charm and warmth of this exceptional area—your dream home awaits!

Newest Casselberrry/Winter Springs / Tuscawilla Homes with Playground Community Features

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

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

4 Beds ⋅ 2 Baths ⋅ Oak Forest SubDv. ⋅ 32708 Zip Code

Beautiful pool home in Oak Forest. NEW ROOF, NEW SOD Coming soon.. NEW INTERIOR PAINT and VINYL FLOORS. Gorgeous 42" kitchen cabinets with granite counters and large Island with seating and tiled backsplash. Both bathrooms have beautiful vanities and glass tiles and granite counters. Fourth bedroom has been turned into an office but could be converted back into a bedroom by adding a closet. Tall ceilings, tile and Vinyl floors throughout, open floorplan and neutral colors complete the interior package but there's more! Brick paver front entry and large screened pool area make this a home you won't want to miss. New SOD and landscaping will be done soon.

1114 Seafarer Lane, Winter Springs

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

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

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

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.

233 Spindle Palm Cove, Winter Springs

3 Beds ⋅ 3 Baths ⋅ Heritage Park Twnhms SubDv. ⋅ 32708 Zip Code

Welcome to 162 Constitution Way, a well-maintained 3-bedroom, 2.5-bath townhome in the highly desired gated Heritage Park community of Winter Springs. This home features an open-concept floor plan with a kitchen overlooking the living and dining areas, 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, while two additional bedrooms, a full bath, and an upstairs laundry room complete the second level. Additional highlights include an attached one-car garage and low-maintenance living with access to community amenities, including a pool and playground. Conveniently located near Winter Springs Town Center, Central Winds Park, shopping, dining, major roadways, and highly rated Seminole County schools, this property is an excellent opportunity for first-time buyers, young families, or investors.

162 Constitution Way, Winter Springs

1 Beds ⋅ 1 Baths ⋅ Baytree Village SubDv. ⋅ 32708 Zip Code

Virtually Staged. Price improvement for the perfect starter home, investment opportunity or downsizing. Excellent condition! Not every condo feels like HOME the moment you walk in—but this one does. EXCELLENT CONDITION! Tucked beneath the canopy of mature oaks in The Highlands of Winter Springs, this beautifully UPDATED FIRST FLOOR ONE BEDROOM/ONE BATH condominium offers the perfect blend of comfort, convenience, and carefree Florida living. Forget carrying groceries upstairs or tackling weekend projects. This move-in ready home has ceramic tile flooring throughout the main living areas, new luxury vinyl in the bedroom, new appliances, updated lighting, modern ceiling fans, a new water heater - A/C system replaced in 2019. The bedroom features custom-built closet organizers that maximize storage, while two additional exterior storage closets provide room for bicycles, holiday décor, tools, and outdoor gear. In 2010 all interior elements of the building were replaced with new electric, plumbing, doors, windows and all drywall and studs. One of the home's best features is the oversized screened porch—a private outdoor living space where you can sip your morning coffee, read a book, or unwind at the end of the day while enjoying the peaceful, tree-lined setting that has made The Highlands one of Winter Springs' most beloved communities. Life here extends well beyond your front door. Residents enjoy miles of scenic walking and nature trails, a community pool, tennis courts, pickleball courts, clubhouse, playground, and beautifully landscaped common areas that encourage an active outdoor lifestyle. Whether you're taking an evening stroll beneath the oak trees, meeting neighbors for a game of pickleball, or spending the afternoon poolside, you'll quickly see why so many people love calling The Highlands home. Located in the heart of Winter Springs, you'll be just minutes from top-rated Seminole County schools, shopping, dining, medical facilities, parks, and major roadways including SR 434, SR 417, and US 17-92, making commuting to Orlando, Winter Park, Lake Mary, and the surrounding area simple and convenient. Whether you're searching for your first home, a winter retreat, an investment property, or an easy, low-maintenance lifestyle, this updated Winter Springs condo delivers exceptional value in a location that continues to be one of Central Florida's most desirable places to live.

220 Moree Loop Unit 2, Winter Springs

4 Beds ⋅ 3 Baths ⋅ Hickory Grove SubDv. ⋅ 32708 Zip Code

Under Construction. Final opportunity! Don't miss your chance to make this beautiful property yours! With a spacious open concept ground floor, the Catalina II has plenty of room for entertaining. This floorplan features 4 bedrooms, 2.5 bathrooms and a rear-loading 2-car garage. The owner’s suite features an ensuite owner's bath and a walk-in closet. This chef-worthy kitchen features stainless steel appliances, a walk-in pantry, and a breakfast bar.

221 Spindle Palm Cove, Winter Springs

5 Beds ⋅ 2 Baths ⋅ Parkstone SubDv. ⋅ 32708 Zip Code

Welcome to this beautifully maintained 5-bedroom, 2-bath pool home in the highly sought-after gated community of Parkstone in Winter Springs. Perfectly positioned with tranquil pond views, this spacious 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, and a whole-house water filtration system, two mini-split air conditioning systems (2025) —providing enhanced comfort and energy efficiency year-round. The backyard has 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

5 Beds ⋅ 3 Baths ⋅ Winter Spgs Unit 4 SubDv. ⋅ 32708 Zip Code

Beautiful 5 bedroom, 3 full bath home, in highly sought after Tuscawilla golf community, on a large lot with desirable side entry 2-car garage. The home boast neutral paint and flooring décor, abundant natural light with views of the lake. The primary bedroom sits on one side of the house and has an adjoining room that can be used as an office or gym area. The remodeled kitchen is a chef’s dream, which includes granite countertops, an oversized pantry, a pot filler and two ovens, plus a large island with a prep sink along with an eating area to entertain. You can sit by your pool overlooking a large backyard with a lake view. The home was recently updated with a new roof, gutters, exterior paint and new fencing in 2026. There are 2 central heat and air systems and a whole house water filtration system. Volunteer HOA with no HOA restrictions. Zoned for Seminole county A-rated school system.

1209 Deer Run Drive, Winter Springs

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