Longwood Homes with Tennis Court(s) Community Features

Longwood Homes with Tennis Court(s) Community Features

Welcome to Longwood, Florida – a hidden gem nestled in the heart of Seminole County! Known for its picturesque landscapes and vibrant community, Longwood offers a perfect blend of suburban tranquility and urban convenience. With its charming tree-lined streets, abundant parks, and a plethora of shopping and dining options, this city is a haven for families, retirees, and everyone in between.

One of the standout features of Longwood is its exceptional homes with tennis court amenities. Imagine stepping out of your beautifully designed residence and onto your private tennis court, where you can enjoy friendly matches with neighbors or practice your serve in the comfort of your own backyard. These homes are not just about luxury; they are about fostering an active lifestyle and creating lasting memories with friends and family.

The tennis court community in Longwood is more than just a feature; it's a lifestyle. Residents enjoy access to well-maintained courts, often accompanied by clubhouses and social events that bring neighbors together. Whether you're a seasoned player or just starting, the welcoming atmosphere encourages everyone to join in the fun.

Longwood’s prime location means you’re just a short drive away from Orlando’s world-famous attractions, while still enjoying the peaceful charm of a smaller community. With excellent schools, diverse recreational opportunities, and a strong sense of community, Longwood is the perfect place to call home. Experience the best of Florida living in a home that suits your active lifestyle, complete with your very own tennis court!

Newest Longwood Homes with Tennis Court(s) Community Features

104 Crown Oaks Way Unit 104, Longwood
$140,000
2 Beds ⋅ 2 Baths ⋅ Crown Oaks SubDv. ⋅ 32779 Zip Code
WELCOME TO THE SPRINGS | FULLY REMODELED FIRST-FLOOR CONDO | PRIVATE DECK | GUARDED-GATED COMMUNITY | NATURAL SPRING Imagine coming home to a beautifully remodeled retreat surrounded by towering trees, lush landscaping, and the natural beauty of one of Longwood's most treasured communities. Nestled within the sought-after, guarded-gated community of The Springs, this exceptional first-floor, 2-bedroom, 2-bath condominium combines designer finishes, effortless living, and resort-style amenities that make every day feel like a getaway. Beautifully renovated with style and functionality in mind, this light-filled home showcases luxury wood-plank vinyl flooring throughout with no carpet, elegant plantation shutters, custom lighting, and thoughtfully selected finishes. The inviting living and dining spaces offer a comfortable setting for everyday living and entertaining. The stunning remodeled kitchen steals the show, featuring granite countertops, custom cabinetry and hardware, stainless steel appliances, a farmhouse sink, and generous workspace. The spacious owner's suite offers a peaceful escape with a custom-built closet organization system, beautifully remodeled en-suite bathroom, and charming sitting area overlooking a private patio. Both bathrooms have been completely renovated with updated cabinetry, fixtures, and lighting. Additional improvements include updated plumbing, and an upgraded electrical panel. Interior laundry adds everyday convenience and storage. Step outside to your expansive private deck, an inviting extension of your living space perfect for morning coffee, outdoor dining, entertaining, or relaxing beneath the surrounding greenery. Ground-floor living means easy access without stairs. Additional highlights include a dedicated lighted carport with lockable storage, low electric bills, and water and trash included in the HOA dues. But the real magic of this home extends far beyond its walls. The Springs offers a lifestyle unlike any ordinary condominium community. At its heart lies a breathtaking, crystal-clear natural spring with a private sandy beach, surrounded by lush tropical beauty. Swim in the spring, explore scenic trails along the Little Wekiva River, or enjoy the community pool, sauna, fitness center, tennis courts, pickle-ball courts, basketball court, playgrounds, picnic areas, clubhouse, horse stables, and RV storage. An active social calendar featuring food trucks, outdoor movie nights, and holiday celebrations creates a wonderful sense of community. Enjoy the privacy and peace of mind of 24-hour guard-gated security, all just minutes from shopping, dining, I-4, SR 434, and everything greater Orlando has to offer. It's the rare combination of a peaceful natural sanctuary and exceptional everyday convenience. Beautifully remodeled. Effortlessly livable. Surrounded by nature. At 104 Crown Oaks Way, you're not simply buying a condominium—you're embracing a lifestyle where every day offers something extraordinary. Come experience the magic of The Springs. Schedule your private showing today!

104 Crown Oaks Way Unit 104, Longwood
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
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 2.625% 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
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
136 Springwood Circle Unit A, Longwood
$99,500
1 Beds ⋅ 1 Baths ⋅ Springwood Village SubDv. ⋅ 32750 Zip Code
Attention Homebuyers and Investors! This beautifully maintained studio is a fantastic opportunity in the heart of Longwood, FL! Ideally located with easy access to I-4, shopping, dining, and everyday conveniences, with several restaurants just steps away. This first-floor unit offers a spacious and functional layout with thoughtful updates, including a brand-new quartz kitchen countertop, kitchen sink, and range hood, ready for you to enjoy! The unit also features a convenient Murphy bed, allowing you to maximize the living space and easily transform the studio to fit your needs. The well-maintained community offers an impressive selection of amenities, including two swimming pools, basketball and tennis courts, a fitness center, bicycle storage, clubhouse, pool table, car wash area, and more. The community also offers two guest rooms available to reserve at an affordable nightly rate, providing a convenient option for visiting family and friends. Whether you're looking for a comfortable place to call home or an investment opportunity, this studio offers location, convenience, and amenities all in one. Don't miss the opportunity to make this charming Longwood studio yours!

136 Springwood Circle Unit A, Longwood
104 Wild Fern Drive, Longwood
$997,000
4 Beds ⋅ 3 Baths ⋅ Springs The Deerwood Estates SubDv. ⋅ 32779 Zip Code
Welcome to a home where iconic 1970s character, thoughtful modernization, and an extraordinary resort-style setting come together behind the guarded gates of The Springs. This distinctive 4-bedroom, 3-bathroom residence has been beautifully preserved while evolving for modern living. Soaring ceilings, walls of natural light, polished concrete slab floors, and an open-concept floor plan create an atmosphere that feels sophisticated, organic, and unmistakably unique. Even better, fully paid-off solar panels add energy efficiency without sacrificing style, and the garage features a Tesla auto charger and solar wall. The home unfolds with dramatic architectural character and effortless indoor-outdoor living. Upstairs, the private primary suite feels like its own retreat, complete with an ensuite bath featuring double vanities and a private balcony overlooking the spectacular backyard. Throughout the home, original design influences remain celebrated rather than erased, creating a rare combination of warmth, personality, and modern functionality. Outside is where this property becomes truly unforgettable. Designed for enjoying the Florida lifestyle year-round, the backyard is its own private resort featuring a large saltwater swimming pool, raised hot tub, putting green, fire pit, and outdoor sauna. The impressive outdoor kitchen is equipped with a wood-fire pizza oven, grill, bar seating, keg setup, and TVs. Tucked away from the main entertaining areas is an entirely separate private garden & koi pond, creating a quiet escape surrounded by lush greenery. With the smart irrigation and well system included, keeping up with the lawncare is a breeze. Whether hosting a crowd, watching the game from the outdoor bar, or enjoying an evening around the fire pit, this outdoor environment is exceptional. The lifestyle continues beyond the property in The Springs, one of Longwood's most distinctive 24-hour guard-gated communities. Surrounded by natural Florida beauty, residents enjoy exclusive access to historic Sanlando Springs, with its crystal-clear natural spring and sandy beach, along with tennis and pickleball courts, recreation facilities, clubhouse, trails, and private horse stables and equestrian facilities. Few Central Florida communities combine privacy, recreation, and nature quite like this. Ideally positioned in the sought-after Longwood/Wekiva Springs corridor, the home offers convenient access to SR-434 and I-4, connecting you quickly to the dining, shopping, and lifestyle destinations of Longwood, Altamonte Springs, and the Markham Woods corridor. This is not simply a beautifully updated home. It is a property with character, architecture, privacy, and an incredible sense of fun, set within a community unlike anything else in Central Florida. Welcome to 104 Wild Fern Drive and a lifestyle that feels like a getaway every day.

104 Wild Fern Drive, Longwood
102 Sweetwater Hills Drive, Longwood
$729,999
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
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