Longwood Homes with Playground Amenities

Longwood Homes with Playground Amenities

Welcome to Longwood, Florida, a charming city nestled in the heart of Seminole County. Known for its picturesque landscapes and friendly neighborhoods, Longwood offers a perfect blend of suburban tranquility and urban convenience. With its rich history, vibrant community, and an array of recreational opportunities, it’s no wonder that families and individuals alike are drawn to this thriving locale.

Longwood is home to a variety of beautiful neighborhoods, many of which feature homes with playground amenities. Imagine living in a community where your children can enjoy safe, well-maintained playgrounds just steps from your front door! These family-friendly homes provide easy access to outdoor spaces designed for fun and social interaction, making it easy for kids to play and make lifelong friends.

The city boasts parks and recreational facilities that cater to all ages, ensuring that there’s always something to do. From picnics and sports to leisurely walks along scenic trails, Longwood encourages an active and engaged lifestyle. Additionally, the proximity to top-rated schools and shopping centers makes Longwood not only a great place to live but also a smart investment for your family's future.

Whether you’re sipping coffee on your porch while watching the kids play or enjoying a weekend barbecue with neighbors, Longwood’s warm community spirit and beautiful homes with playground amenities create a nurturing environment for families. Discover your dream home in Longwood today, and experience the perfect blend of comfort, convenience, and community!

Newest Longwood Homes with Playground Amenities

103 Bilsdale Court, Longwood
$399,900
3 Beds ⋅ 2 Baths ⋅ Wekiva Hunt Club 1 Fox Hunt Sec 1 SubDv. ⋅ 32779 Zip Code
Welcome home to the highly desirable Wekiva Hunt Club! Nestled on a quiet, peaceful cul-de-sac, this charming 3-bedroom, 2-bathroom single-story residence offers 1655 square feet of well maintained living space. Along with curb-appeal, the home has been freshly painted inside and out, showcasing a bright, move-in ready aesthetic. The home is highlighted by a spacious family room complete with a cozy wood-burning fireplace and sliding glass doors that frame your view of the private fenced-in backyard. The fully equipped kitchen includes an eat-in space and an adjacent dining area. An attached, extra-deep 2-car garage delivers premium storage and convenient laundry hook-ups. Enjoy neighborhood amenities including a golf course, tennis courts, pickleball and basketball courts, playgrounds and miles of walking trails. Perfectly positioned within walking distance of Wekiva Elementary School, this home is zoned for the highly regarded Seminole County schools. Don't miss the opportunity to plant your roots in one of Longwood's premier communities!

103 Bilsdale Court, Longwood
2124 Woodbridge Road, Longwood
$169,000
1 Beds ⋅ 1 Baths ⋅ Palm Spgs Condo At The Spgs SubDv. ⋅ 32779 Zip Code
Welcome Home! This updated one-bedroom, one-bath condo features high ceilings and an open-concept layout that feels warm and spacious for relaxing or entertaining. The property features recent updates throughout, including a new HVAC, new kitchen appliances, new carpet in the bedroom, and fresh interior paint. The living room is large and includes a wood-burning fireplace for cozy evenings, with sliding glass doors that open onto a private patio. Interior features include a spacious closet in the bedroom, a separate dining area, and inside laundry. You will also have a private garage for your car and additional storage. Enjoy living in The Springs with a 24-hour guard gate and top-tier amenities. Features include nearby tennis courts, a swimming pool, basketball and Pickleball courts, horse stables, a playground, a clubhouse, RV and boat storage, nearby jogging trails, nature trails along the Little Wekiva River, picnic and barbecue areas, and the natural spring. Shopping, restaurants, and public transportation are all nearby with access to Interstate 4. This is a Fannie Mae HomePath Property. Contact us today before this is gone.

2124 Woodbridge Road, Longwood
2040 E Triangle Drive, Longwood
$325,000
3 Beds ⋅ 2 Baths ⋅ Lake Brantley Isles 2nd Add SubDv. ⋅ 32779 Zip Code
LAKE ACCESS LIFESTYLE FOR UNDER $330K! Discover this hidden gem in Longwood, perfectly positioned just minutes from Lake Brantley. This 3-bedroom, 2-bath home offers the ultimate Florida lifestyle with private community boat ramp access, fishing, and a lakeside pavilion via a low-cost optional HOA. Step inside to find a modern kitchen featuring granite countertops and stainless steel appliances, a cozy wood-burning fireplace, and a 5-year-old roof for total peace of mind. Move in ready with a washer and dryer and 2 car garage! The property backs directly onto a serene conservation area, ensuring permanent privacy with no rear neighbors. Located in the top-rated Seminole County School District, and minutes from shopping, dining, SR 434 and I-4. This home is a rare find for first-time buyers or savvy investors. Note: Professional insurance quotes are available showing total coverage is surprisingly affordable at approximately $232/month. Sellers’ current homeowners-plus-flood premium is $2,790/yr. Enjoy the peace of a private retreat with all the perks of lakefront living! Schedule your showing today.

2040 E Triangle Drive, Longwood
1447 Dunbrooke Loop, Longwood
$900,000
4 Beds ⋅ 4 Baths ⋅ Veramonte SubDv. ⋅ 32779 Zip Code
Elegant architectural details, soaring ceilings, and an expansive outdoor setting define this distinctive Longwood residence. Situated on approximately 0.70 acres, this four bedroom, three-and-a-half-bath home offers approximately 3,487 square feet of living space, complemented by a dedicated office and an upstairs loft. A paver driveway, tile roof, stone-accented entry, and mature landscaping create an inviting arrival. Inside, tray ceilings, crown molding, arched openings, and generous windows bring character and natural light to the formal living and dining areas. The dramatic two-story family room serves as the heart of the home, with an open staircase, upper-level overlook, and sliding glass doors connecting to the covered lanai. Designed for everyday living and entertaining, the kitchen features rich dark cabinetry, stone countertops, a center island, stainless steel appliances, a range hood, and a breakfast bar. An adjoining casual dining area overlooks the backyard, while the nearby office provides a dedicated setting for work or study. The spacious primary suite offers a tray ceiling, direct access to the lanai, and an en-suite bathroom with dual sinks, a seated vanity area, a soaking tub, and a separate glass enclosed shower. Additional bedrooms provide comfortable accommodations, while the upstairs loft adds flexible space for a media lounge, recreation area, or reading retreat. Outdoors, the generous covered lanai creates an inviting setting for alfresco dining and relaxed evenings overlooking the expansive lawn and established greenery. A gated community entrance and proximity to the Seminole Wekiva Trail further enhance the setting. With distinctive interior details, versatile gathering spaces, and abundant outdoor space, this home offers a compelling blend of elegance and everyday comfort. Private entry access to Seminole trail. 1 year Home Warranty included

1447 Dunbrooke Loop, 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
209 Jasmine Lane, Longwood
$399,900
The Springs SubDv. ⋅ 32779 Zip Code
HIGH AND DRY BUILDABLE LOT in THE SPRINGS! A true Hidden Gem! Located in a Col-de-sac, the pie-shaped lot fans out in rear, allowing fore a HUGE back yard. Geotechnical report completed, confirming the dirt is good to go! Survey available includes boundary, topo and trees. Preliminary site work should be minimal. A few trees may need to go for building, but otherwise the lot is mostly clear. Purchase the lot as-is or discuss a build-to-suit with the owner, who is a locally established, award-winning custom-home builder. Great fortunes come to those who TAKE IMMEDIATE ACTION when opportunity presents itself. Come

209 Jasmine Lane, 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
326 W Hornbeam Drive, Longwood
$557,000
4 Beds ⋅ 2 Baths ⋅ Sabal Point Amd SubDv. ⋅ 32779 Zip Code
Virtually Staged. Welcome to 326 W Hornbeam in the exclusive community of Sabal Point. Not many homes come up for sale in this beautiful neighborhood, don't miss your opportunity to take advantage of this property! Property features include a new roof (2026), newer A/C, updated electric panel, whole home re-pipe, and newer water heater. Upon arrival a round-about driveway with mature landscaping welcomes you to the front door, with additional parking in front of the garage. Inside you are greeted by an open concept living area with dining and private office or media room. This home has a split floorplan with oversized secondary bedrooms and a pool bathroom featuring double showers for large families. On the other side of the home is the primary suite with walk-in closet an en-suite bathroom. Enjoy an updated kitchen that has a great view of the pool and outdoor kitchen. The community features miles of walking trails, two playgrounds, basketball courts, and gorgeous trees that provide a beautiful view while you drive. Shopping and dining are only minutes away with quick access to I-4. This home is ready for its new owner, so book your appt today!

326 W Hornbeam Drive, 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
102 Sweetwater Hills Drive, Longwood
$699,999
4 Beds ⋅ 2 Baths ⋅ Sweetwater Oaks Sec 08 SubDv. ⋅ 32779 Zip Code
Situated on almost half an acre with lush landscape and soaring bamboo, this beautiful, well-maintained, and extensively updated 4-bedroom, 2-bath pool home offers the feeling of a private oasis. The open interior features vaulted ceilings, abundant natural light, a wood-burning fireplace, and multiple sliding glass doors connecting the living areas to the expansive screened-in oversized pool and patio, with plenty of space for outdoor dining and entertaining. The remodeled kitchen offers stainless steel appliances, soft-close cabinetry, an beautiful center stone island with seating, with additional custom kitchen seating area, and excellent storage. Some major improvements include renovated bathrooms, a permitted whole-house re-pipe, complete roof replacement, double-pane windows and exterior doors, updated attic insulation, pool heater, EV charging capability, and more. The home also features a combined laundry room and dedicated office workspace, plus an oversized garage with work bench. The property is located within Seminole County Public Schools, excellent public school options. Sweetwater Oaks residents enjoy Sweetwater Beach on Lake Brantley, tennis, pickleball, basketball, playgrounds, soccer and baseball fields, a fishing dock, covered pavilions, a residents-only boat ramp, and gated Wekiva River access. Please find the link to the amazing amenities: https://youtu.be/l1XiIp2BatM

102 Sweetwater Hills Drive, Longwood
420 Summit Ridge Place Unit 314, Longwood
$200,000
2 Beds ⋅ 2 Baths ⋅ Residences At Sabal Point A Condo SubDv. ⋅ 32779 Zip Code
420 Summit Ridge Place, Unit 314, Longwood, FL 32779 is a 2-bedroom, 2-bathroom condominium on the third floor of The Residences at Sabal Point, a gated condo community located in Seminole County's Wekiva Springs area. Inside the unit: The kitchen has granite countertops, a newish stainless-steel stove, refrigerator and dishwasher, and cabinet updates.  The kitchen opens to a combined living/dining space with wood-look tile flooring. The dining area is conveniently close to the kitchen. The primary bedroom includes an ensuite bathroom with a dual-sink granite vanity with newly updated fixtures and step-in shower with rain shower style showerhead. The second bedroom can be used as a home office and includes its own closet and ensuite bathroom with new shower stall flooring with tasteful decor rounded stone style. The interior has recently received coat of paint. A private screened balcony off the living area overlooks mature landscaping and the nearby dog park. Community amenities at The Residences at Sabal Point include a resort-style swimming pool on a fountained lake, a clubhouse, a fitness center, tennis courts, a picnic pavilion with grills, a playground, and gated community entry. The HOA fee covers water, sewer, trash removal, pest control, exterior building maintenance, and fiber-optic internet. rain shower Location: The condo is located off Sabal Palm Place near Wekiva Springs Road, close to I-4 and SR 434, in the 32779-zip code of Longwood, Florida. It is zoned for Sabal Point Elementary School, Rock Lake Middle School, and Lake Brantley High School (Seminole County Public Schools self verification is strongly recommended). Nearby points of interest include Wekiwa Springs State Park and the Cross Seminole Trail, a 23-mile paved multi-use trail. Downtown Orlando is approximately 20–25 minutes away via I-4. Leasing: Per the condominium declaration, units may be leased with Board approval; leases must be for a minimum of 6 consecutive months, with no transient or short-term rental allowed. This makes the unit suitable both as a primary residence and as a long-term rental investment property.

420 Summit Ridge Place Unit 314, Longwood
3387 Regal Crest Drive, Longwood
$1,199,000
4 Beds ⋅ 3 Baths ⋅ Alaqua Lakes Ph 4 SubDv. ⋅ 32779 Zip Code
Welcome to 3387 Regal Crest Drive-an elegant golf front residence ideally positioned along the 7th fairway of the Legacy Club within the prestigious guard-gated community of Alaqua Lakes. Offering 3,038 square feet of beautifully designed living space, this home features 3 bedrooms, 3 full baths and a dedicated over-sized office that can easily be converted to a 4th bedroom. A refined interior showcases timeless architectural details including crown molding and coffered ceilings throughout. The formal living room is anchored by a fireplace and enhanced by a wet bar with a wine refrigerator creating a sophisticated setting for entertaining. A separate formal dining room provides an elegant space for hosting family and guests. At the heart of the home, the kitchen opens naturally to the spacious family room creating an inviting and functional layout for everyday living. Custom built-ins add both character and style to the family room while providing a beautiful focal point and additional display and storage space. Designed to embrace the Florida lifestyle, the living areas flow effortlessly to the expansive lanai, outdoor summer kitchen, screened sparkling pool and spa offering a private oasis for relaxing and entertaining. With its desirable golf-course setting, gracious formal spaces, custom architectural details, versatile floor plan and resort-style outdoor living, this residence offers an exceptional opportunity to enjoy the privacy, elegance and lifestyle of Alaqua Lakes. This home is covered by a whole home warranty to also cover the pool/spa and is transferable to the new owner. Alaqua Lakes is set within a premier golf course community where residents enjoy world-class amenities including clay tennis courts, a resort-style pool, playground and sports field, a 24-hour guard-gated entrance and enhanced community security. Located near A-rated schools, Central Florida’s best attractions, upscale shopping and dining, major highways and international airports.

3387 Regal Crest Drive, Longwood
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