Longwood Homes with Playground Community Features

Longwood Homes with Playground Community Features

Welcome to Longwood, Florida—a charming city nestled in the heart of Seminole County that beautifully combines suburban tranquility with vibrant community life. Known for its lush landscapes and friendly atmosphere, Longwood offers residents a perfect blend of outdoor recreation and urban convenience. With its picturesque parks, scenic lakes, and rich history, this city is an ideal place for families, young professionals, and retirees alike.

One of the standout features of Longwood is its welcoming neighborhoods, particularly those with community amenities that cater to families. Homes within these Playground Community features are designed with families in mind, providing safe and engaging environments for children to play and thrive. Imagine your little ones laughing and running freely in well-maintained playgrounds, while you enjoy the peace of mind that comes with living in a family-friendly community.

Longwood boasts excellent schools, a variety of shopping and dining options, and easy access to major highways, making it a convenient hub for commuting and exploring Central Florida. Whether you're taking a leisurely stroll through the historic downtown area or enjoying a weekend picnic at one of the local parks, Longwood offers a lifestyle that is both relaxed and engaging.

Discover the perfect home in Longwood, where community spirit and the joys of childhood are cherished. With playgrounds just a stone's throw away, your family's next adventure awaits right at your doorstep! Come experience the warmth and charm of Longwood, where you can create lasting memories in a community that feels like home.

Newest Longwood Homes with Playground Community Features

179 Golf Club Drive, Longwood
$297,000
2 Beds ⋅ 2 Baths ⋅ Wekiva Country Club Villas SubDv. ⋅ 32779 Zip Code
Discover the easygoing Wekiva lifestyle in this inviting 2-bedroom, 2-bath plus bonus room condo in desirable Wekiva Country Club Villas, ready for its new owners to make it their own! Step inside to a welcoming entry with laminate flooring that flows into a spacious great room, where a handsome brick fireplace creates a warm and inviting focal point for cozy fall evenings, while a spacious dining area offers plenty of room for entertaining. The beautifully updated eat-in kitchen features neutral granite countertops, stainless steel appliances, abundant cabinetry with convenient rolling pull-out shelves, laminate flooring, and a pass-through to the dining area that makes serving family and guests a breeze. Retreat to the generously sized primary suite open to its own en-suite bathroom featuring a large double vanity and a walk-in shower, while the secondary bedroom and bonus room give plenty of room for guests, a home office, or flex space. The oversized one-car garage has been retrofitted with wood paneling, giving you the flexibility to use it for parking, additional storage, a workshop, or hobby space. Major updates add even more value and peace of mind, including a NEW ROOF (2024), WATER HEATER (2026), EXTERIOR PAINT (2026), PLUS A ONE-YEAR 2-10 HOME BUYERS WARRANTY PAID FOR BY THE SELLER! Enjoy low-maintenance living with the Wekiva Country Club Villas HOA providing exterior maintenance, lawn and grounds care, irrigation including water, termite bond, basic cable, and access to a sparkling community pool overlooking the beautiful Wekiva golf course. You’ll also enjoy Wekiva’s tennis and pickleball courts, playgrounds, parks, ball field and more. Ideally situated near shopping, dining, major roadways, Wekiva Golf Club, Wekiva Island, and spectacular Wekiwa Springs State Park, where you can swim, canoe, kayak, explore scenic trails and enjoy some of Central Florida’s most beautiful natural surroundings. With its spacious floor plan, updated kitchen, valuable improvements, flexible garage space, and sought-after Wekiva location, this condo offers a wonderful opportunity to create a home that’s truly your own. SCHEDULE YOUR PRIVATE SHOWING TODAY AND EXPERIENCE THE WEKIVA LIFESTYLE FOR YOURSELF!

179 Golf Club Drive, Longwood

1260 Bella Vista Circle, Longwood
$900,000
6 Beds ⋅ 5 Baths ⋅ Bella Vista SubDv. ⋅ 32779 Zip Code
Welcome to a home that truly stands apart. This impressive 6-bedroom, 5-bathroom Centerline built home in the gated Bella Vista community of Longwood, combines timeless architecture, generous proportions, and thoughtful upgrades to create an exceptional place to call home. From its striking curb appeal to the moment you step inside, the scale and craftsmanship are immediately apparent. Expansive 10-foot ceilings, beautiful hardwood flooring, custom crown molding, tray ceilings, and abundant natural light create a warm yet elevated atmosphere throughout the main level. Designed to offer both togetherness and privacy, the floor plan is exceptionally well suited for large households, multigenerational living, or anyone simply wanting room to spread out. Formal living and dining spaces transition effortlessly into the main gathering areas, while the spacious family room and oversized breakfast bar create a natural hub for everyday living and entertaining. At the heart of the home, the kitchen is beautifully appointed with cherry cabinetry, stainless steel appliances, and double ovens. The private primary suite is thoughtfully positioned on one side of the first floor, while a separate first-floor guest suite with its own bath provides tremendous flexibility for guests or extended family. A beautiful hardwood staircase leads upstairs, where you'll find four additional bedrooms, three bathrooms, and a generous loft space, providing exceptional flexibility for a media room, game room, or study space. The home's thoughtful upgrades continue with stone windowsills, built-in surround sound in, and extensive storage solutions including custom garage cabinetry and hanging racks. Three sets of French doors create a seamless connection to the home's private tropical outdoor retreat. Step outside to a saltwater pool surrounded by lush landscaping, creating an inviting backdrop for entertaining or unwinding at the end of the day. Smart-home conveniences include a Nest system controlling the thermostat, irrigation, and extensive landscape lighting which can be controlled right from your phone. Beyond the home, Bella Vista offers gated entry along with neighborhood recreation including a playground, basketball court, sand volleyball court, gazebo, and picnic area. The location places you in the heart of the desirable Longwood/Wekiva Springs corridor, with Wekiva Elementary, Lake Brantley High School, Wekiva-area parks, SR-434 shopping and dining, and everyday conveniences just minutes away. Nearby Springs Plaza and the Shoppes of Sweetwater add convenient grocery, dining, and retail options, with SR-434 providing easy connectivity throughout Longwood and toward I-4. With six bedrooms, multiple gathering spaces, two private primary suites, and a resort-style pool, 1260 Bella Vista Circle offers something increasingly difficult to find: a home with enough space to bring everyone together while still giving everyone a place of their own. Luxury, flexibility, privacy, and location come together beautifully in one of Longwood's most desirable gated communities.

1260 Bella Vista Circle, Longwood

221 Pine Cone Lane, Longwood
$560,000
3 Beds ⋅ 3 Baths ⋅ Springs Whispering Pines Sec 2 SubDv. ⋅ 32779 Zip Code
Virtually Staged. A rare detached brick townhome on a private, quiet cul de sac in Longwood's guard gated Springs community. Step through 9 foot custom European style double doors into a foyer opening to the great room, where dramatic 14 foot ceilings and walls of transom windows bathe the space in natural light. Recessed lighting keeps it glowing after dark, and a wood burning fireplace anchors the living area. The kitchen has a gas range and two large pantries, secluded yet connected to the main living space. The main floor primary suite is a true highlight, with automated blackout shades, a large 10x10 walk in closet, and an adjoining private room designed with an executive office in mind, equally perfect as a nursery or study, closed off by French doors. The ensuite bath features a steam shower and separate water closet. The three way split floor plan places a second main floor bedroom, ideal as a guest room or office, on the opposite side of the home for privacy, with a full bath featuring a cleverly hidden shower. Upstairs is its own private retreat with a bonus flex space, game closet with additional storage, and a second primary suite with full bath, ideal for multigenerational living. A lovely screened lanai with courtyard extends your living space outdoors. Designed with distinction, this home has incredible bones and awaits your personal updates. Recent updates: full replumb December 2025 and brand new AC May 2026. Exclusive to the Whispering Pines village: community pool and clay tennis courts. The Springs is a community like no other, an immersive natural sanctuary where residents stroll beneath century old Live Oaks, walking and jogging paths, horse stables, a clubhouse, pool, and a full calendar of community events. Wildlife and native Florida woodlands are part of daily life here. The Springs is also prized for its highly desired top rated schools, and is conveniently located less than 1 mile from I-4, with easy access to Altamonte Springs, Lake Mary, Winter Park, farmer's markets, Crane's Roost, shopping, dining, vibrant restaurants, the beaches and attractions. Longwood offers a small town vibe while being just a short drive from all that Orlando is known for. A rare opportunity to enjoy space, privacy, and true Florida living. Schedule your private showing today!

221 Pine Cone Lane, Longwood

201 E Sweetwater Creek Drive, Longwood
$650,000
4 Beds ⋅ 2 Baths ⋅ Sweetwater Oaks Sec 03 SubDv. ⋅ 32779 Zip Code
On a charming street with a swoon-worthy canopy of mature live oaks in beloved Sweetwater Oaks, this cheerful 4-bedroom, 2-bath pool home sits on a generous .41-acre lot and offers a sprawling floor plan with plenty of room to live, work, gather and play. Step inside to fresh interior paint and a home filled with personality. The remodeled kitchen keeps things light and bright with quartz countertops, crisp cabinetry, a colorful glass tile backsplash, stainless appliances and a gorgeous tongue-and-groove wood ceiling that adds just the right touch of warmth. Nearby, a charming office nook overlooks the yard through a brand-new window—the perfect spot for homework, morning coffee, or your work-from-home headquarters. The family room centers around a wood-burning fireplace accented with colorful tile, while dedicated living and dining rooms provide even more space to spread out and entertain. And then there is the PRIMARY SUITE! Thoughtfully expanded and wonderfully oversized, this retreat offers something rarely found in Sweetwater Oaks—TWO walk-in closets! The spacious primary bath completes the suite with a soaking tub, separate shower, double-sink vanity and dedicated makeup station. Bedroom #2 brings its own little bit of charm with another tongue-and-groove ceiling and French doors opening directly to the lanai and pool. And don’t overlook the doors! Upgraded raw solid-hardwood interior doors showcase gorgeous natural woodgrain, adding warmth, texture and an unexpected dose of character throughout the home. Outside, Florida living takes center stage with a screened pool featuring two playful water sprayers and a covered lanai ready for alfresco dinners, weekend lounging and afternoons spent poolside. The .41-acre yard offers plenty of breathing room, raised garden beds and a backyard that is ready for its next chapter—bring your gardening gloves and imagination and turn this generous outdoor space into your own private oasis. Practical features haven't been forgotten either, including a large laundry room with beadboard wainscoting, 2-car garage, fresh exterior paint, 2025 water heater, 2024 hurricane-rated front door, newer kitchen and laundry room windows, and a transferable termite bond with Massey. AND HERE'S A BIG ONE: the home currently has an assumable VA loan with an incredible 2.265% interest rate—and the buyer does NOT have to be a veteran to potentially assume it, subject to lender/servicer approval and qualification. Of course, living in Sweetwater Oaks is about so much more than the house. Residents enjoy deeded access to spring-fed Lake Brantley with a private community waterfront park and boat ramp, access to the Wekiva River with a private kayak launch, tennis and pickleball courts, parks, playgrounds, clubhouse amenities and miles of beautiful tree-lined streets—all just minutes from Wekiwa Springs State Park. Big lot, beautiful trees, a pool, a fabulous primary suite and one seriously attention-grabbing interest rate…this one has a lot to smile about.

201 E Sweetwater Creek Drive, Longwood

206 Duncan Trail, Longwood
$479,900
4 Beds ⋅ 3 Baths ⋅ Wekiva Hills Sec 08 SubDv. ⋅ 32779 Zip Code
Virtually Staged. Wekiva Hills — Well-Maintained 4-Bedroom Home Near Duncan Park. Located in the heart of the highly desirable Wekiva Hills community, just steps from Duncan Park, this beautifully maintained 4-bedroom, 2-bath residence offers a wonderful combination of comfort, functionality, and location.The thoughtfully designed split-bedroom floor plan features four bedrooms, two full bathrooms, a well-appointed kitchen, separate living and family rooms, and a convenient interior laundry area. A standout feature of the home is the spacious 30' x 15' covered and screened porch, overlooking the private, fenced backyard. The generous outdoor space provides an ideal setting for entertaining, relaxing, and enjoying Florida's year-round lifestyle, with ample room to add a future pool. Additional highlights include: New roof installed in 2022. Excellent location within Wekiva Hills, one of Central Florida's established residential communities and offers an exceptional array of amenities and recreational opportunities. Residents enjoy miles of scenic walking and biking trails, parks, playgrounds, tennis courts, sports facilities, a community library, and nearby golf. The property is conveniently located near Lake Brantley High School, local shopping and dining, and major roadways. Outdoor enthusiasts will appreciate the close proximity to Wekiwa Springs State Park, Wekiva Island, and Rock Springs Run. With its desirable location, spacious floor plan, private outdoor setting, and access to an outstanding array of community amenities, this home presents an excellent opportunity to become part of the Wekiva Hills community.

206 Duncan Trail, Longwood

228 S Fox Chase Point, Longwood
$475,000
3 Beds ⋅ 3 Baths ⋅ Hunters Glen SubDv. ⋅ 32779 Zip Code
**This house comes with a REDUCED RATE through the seller's preferred lender. This is a lender-paid rate buydown that reduces the buyer's interest rate and monthly payment.** Welcome to 228 S Fox Chase Point in Longwood, a spacious 3-bedroom, 2.5-bathroom home in the established Wekiva Hunt Club community. The two-story layout offers a comfortable balance of gathering spaces and private retreats, along with a dedicated office that can accommodate working from home, studying, or other flexible uses. Inside, the home features inviting living areas filled with natural light, complemented by vaulted ceilings and a fireplace that add character and warmth to the interior. Three bedrooms provide comfortable accommodations, while two full bathrooms and a convenient half bath offer functionality for both residents and guests. The outdoor setting is well suited for enjoying the Florida lifestyle. A private in-ground pool with a surrounding deck creates a relaxing centerpiece for the backyard, with plenty of room for lounging and entertaining. The covered and screened patio provides a shaded spot for outdoor dining or unwinding, while the private yard offers additional space to enjoy the outdoors. Set in Wekiva Hunt Club, the home is surrounded by mature landscaping and an established residential setting. The community offers access to parks, playgrounds, tennis courts, a clubhouse, and walking trails, with golf and additional outdoor recreation nearby. Shopping, dining, and everyday conveniences are also within easy reach, along with SR 434 and other major roadways connecting Longwood to Altamonte Springs and surrounding Seminole County destinations.

228 S Fox Chase Point, Longwood

872 Sweetwater Island Circle, Longwood
$1,100,000
6 Beds ⋅ 6 Baths ⋅ Sweetwater Island SubDv. ⋅ 32779 Zip Code
Welcome to Sweetwater Island Estates - one of Seminole County’s best kept secrets. Located in a gated community and surrounded by natural beauty. Situated on a conservation lot, this pool home features 6 bedrooms and 5.5 bathrooms, office/den, family room, two fireplaces and formal dining room. Neutral paint tones, crown molding and natural light abound in this home. The gourmet kitchen is ideal for the aspiring chef in your family – highlighted by 42” maple wood cabinets, stainless steel appliances, center island, double ovens and adjacent breakfast room. The primary retreat is located on the first floor with an extended sitting area and fireplace. The ensuite bathroom has dual sinks, a garden tub, separate shower and large walk-in closet. The focal point of this home is the Family room – ideal for creating special memories with friends and family. There is a spacious office on the first floor highlighted by a beautiful bay window. The second-floor features 5 bedrooms and 3 full bathrooms. The floor plan flows seamlessly and is excellent for the multi-generational family. Extend your living area outdoors with French doors leading to the covered lanai, screened pool and an extended patio – perfect for setting up a firepit and roasting marshmallows. The private back yard exudes serenity and is accentuated by lush landscaping. Upgrades include: Exterior paint (2026), Salt chlorine generator (2026), GE cooktop (2026), Pool pump (2024), GE Washer (2024), Interior faucets (2023), Ceiling fans (2020), Roof (2020), Mini split A/C (2020), Upstairs A/C unit (2020). Amenities: Tennis courts, playground, deeded access to Lake Brantley, private boat ramp, fishing, water skiing, private beach, volleyball, basketball and more. Explore the Wekiva River by canoe/kayak or take in all the natural beauty this community offers. Conveniently located to shopping, restaurants, medical and major roads. This home has been meticulously maintained.

872 Sweetwater Island Circle, Longwood

524 S Longview Place, Longwood
$675,000
5 Beds ⋅ 4 Baths ⋅ Sabal Point Sabal View At SubDv. ⋅ 32779 Zip Code
Picture a Saturday in the sought-after Sabal View community of Sabal Point that starts with coffee on the covered lanai, looking out over the water with no rear neighbors, just the view. By mid-morning a kickball game is underway on the quiet cul-de-sac out front, and by afternoon everyone has moved to the backyard, where the pool, spa, and large deck are waiting and the summer kitchen is ready for burgers. Inside, the three-way split floor plan and spacious bedrooms give everyone their own corner of quiet and room to spread out, while the updated kitchen, with granite countertops, custom cabinetry, and warm wood floors, becomes the natural gathering spot. Just off the kitchen, the family room opens up under soaring vaulted ceilings, and on those few crisp Florida evenings each winter, the wood-burning fireplace becomes the most popular seat in the house, with the crackle of a real fire, a warm blanket, and a good book. The bathrooms have been refreshed with granite, custom cabinets, and custom tile, and the primary suite offers a closet with room for every wardrobe and shoe collection. And with a newer roof, AC system, and water heater already in place, your weekends can go to the pool and the cul-de-sac instead of repair projects. Surrounded by beautiful landscaping, and overlooking the water, this home offers a rare sense of privacy and tranquility. Here, weekends like this aren’t something you have to plan, they are simply part of the lifestyle. Don’t hesitate because this lovely home won’t last long!

524 S Longview Place, Longwood

Start Your Search