Longwood Homes with Tennis Court(s) Amenities

Longwood Homes with Tennis Court(s) Amenities

Welcome to Longwood, Florida—a hidden gem nestled in the heart of Seminole County, where suburban charm meets modern convenience. Known for its lush landscapes and friendly neighborhoods, Longwood offers a serene lifestyle just a stone's throw away from the vibrant city of Orlando. With its rich history, beautiful parks, and a strong sense of community, Longwood is the perfect place for families, retirees, and everyone in between to call home.

One of the standout features of Longwood is its stunning real estate options, particularly homes that come with tennis court amenities. Imagine stepping out of your back door onto your very own private court, where you can enjoy a friendly match with family or friends, or simply practice your serve while soaking up the Florida sun. These homes not only provide a unique recreational opportunity but also foster an active lifestyle that promotes health and well-being.

In addition to tennis courts, many of these properties boast spacious layouts, modern interiors, and beautifully landscaped yards, making them perfect for entertaining or relaxing after a long day. Longwood’s close-knit community vibe means you’ll find plenty of opportunities to connect with neighbors, whether at local events or nearby parks.

With easy access to major highways, shopping, and dining, Longwood presents the ideal balance of tranquility and convenience. Explore the charm of this delightful city and discover your dream home with a tennis court today—where every match is a step towards a vibrant, fulfilling lifestyle!

Newest Longwood Homes with Tennis Court(s) Amenities

$539,900
4 Beds 3 Baths Wekiva Club Estates Sec 06 SubDv. 32779 Zip Code
LOCATION, LOCATION!!!  Welcome to this Beautiful, Meticulously Maintained Split 4-Bedroom, 2-and-a-half-Bathroom, with an upstairs Bonus Loft and walk-out deck, in desirable Wekiva Club Estates!  Situated on one of the largest premium lots in the community, sitting adjacent to the 15th Green on The Wekiva Golf Course.  The mature landscaping and newer paint on the home with side entry garages and parking pad give this home an exceptional WOW appeal! This spacious residence offers the perfect blend of comfort, privacy, and functionality.  Enter the foyer, then turn right into the large Great Room, which features a two-story wooden vaulted ceiling and a stately stone, wood-burning fireplace. Enjoy a warm fire on those cooler evenings.  This room is full of natural light with picture windows and Transom windows at the ceiling.  A spiral staircase leads you to the Bonus Open Loft, which has glass sliders opening onto the upstairs deck with views of the Golf Course.  There are two sets of glass door sliders that open from the Great Room and the Kitchenette into the oversized, covered, screened-in patio.  This room feature doubles your living and entertaining space.  You will love living in this room, watching sunrises, drinking your morning coffee, and in the cooler evening months, savor your private backyard and golf course views.  This property lives like you have no neighbors.  A bay window enhances the Dining Room.  The Kitchen is open with an eat-in dining area, has lots of cabinet and storage space, a big pantry, and a built-in desk.  There are newer (2022) premium stainless steel GE Appliances for the cook of the family.   An oversized pass-through window with sliders opens onto the bar on the patio.  This beautiful window brings the lush outside indoors!  The sought-after split bedroom floorplan is appealing for families and guests.  The Primary Bedroom is oversized with glass door sliders leading to a private patio.  The En-Suite Bathroom has so much natural light with Transom windows over the double sink cabinets and make-up area.  There is an extra-large walk-in closet, and the bathroom boasts a  private Garden Shower.   On the opposite side of the home, there are three generous-sized bedrooms with double closets.  These rooms share the Hall Bathroom with a tub/shower combination.  There is a Powder Half Bathroom in the middle of the home.  The 2-car garage is oversized (552 sq feet) with plenty of space for a workbench.  It also has pull-down stairs leading to attic storage.  This property's 4 Point features have all been updated.  New Hot Water Heater 2026, Newer (2) HVAC, Newer Mechanical EL, Newer re-roof.  Also, New Garage Door Opener 2026, Premium Stainless Steal Appliances 2022, Newer exterior paint.  Wekiva residents can enjoy 145 acres of common areas, seven parks, scenic walking and biking trails, tennis and pickleball courts, baseball fields, and a nearby library.  Choose to golf on the Wekiva Golf Course and swim or canoe at Wekiva Springs State Park!  This property is conveniently located near shopping, dining, hospitals, major highways, and zoned for top-rated Seminole County Schools.  This well-maintained home awaits your viewing.  Let's work together!

190 Canterclub Trail Nw, Longwood

$579,000
4 Beds 3 Baths Wekiva Hills Sec 08 SubDv. 32779 Zip Code
Welcome to this spacious and beautifully maintained family home in the highly desirable Wekiva Hills community, where comfort, functionality, and location come together. Offering 4 bedrooms, 3 full bathrooms, and an abundance of versatile living space, this home is designed to accommodate today's busy lifestyle. Roof (2022), new windows (2022), Water Heater (2023), Pool re-surfaced and tiled (2022), fence (2023). Freshly painted inside and featuring hard-surface flooring throughout with no carpet, the interior offers a clean, modern feel that's both stylish and easy to maintain. Multiple living areas include formal living and dining rooms, wood-burning fireplace, a generous bonus space, and an oversized family room centered around a classic wood-burning fireplace. The formal dining room is currently used as a home office, showcasing the flexibility of the floor plan to fit your needs. The spacious family room opens to a covered lanai and private screened swimming pool, creating the perfect setting for entertaining or relaxing year-round. The large fenced backyard is beautifully landscaped with mature fruit and flowering trees, providing plenty of room for outdoor activities and gardening. Additional features include an inside laundry/utility room, updated bathrooms, tile flooring in all wet areas, a whole-home water filtration system, AC system (2015), and all major appliances convey with the home, making it truly move-in ready. Located in the heart of Wekiva, residents enjoy miles of scenic walking and biking trails, parks, playgrounds, sports courts, and a vibrant community atmosphere. Zoned for highly sought-after Brantley High School and conveniently located near shopping, dining, Wekiva Springs State Park, and major roadways, this home offers the perfect balance of peaceful living and everyday convenience. This is a wonderful opportunity to own a spacious pool home in one of Central Florida's most established and sought-after communities. Schedule your private showing today.

165 Duncan Trail, Longwood

$511,900
4 Beds 2 Baths Wekiva Cove Ph 1 SubDv. 32779 Zip Code
Rare opportunity to own a 4 bdr/2 bath pool home located on a desirable CUL DE SAC location in sought after Wekiva Cove in Longwood! Your family will fall in love w/ this CUSTOM BUILT home & all the NEIGHBORHOOD AMENITIES & GREAT SCHOOLS nearby. Residents enjoy RESORT STYLE AMENITIES including WALKING TRAILS that meander thru-out the community, LAKEFRONT CLUBHOUSE, COMMUNITY POOL, TENNIS & BASKETBALL, FISHING PIER & PLAYGROUND & BALL FIELD. Located within TOP-RATED SEMINOLE COUNTY SCHOOLS and just minutes from SR 434, SR 436, I-4, shopping, dining, and entertainment, the location simply can’t be beat. This MOVE-IN READY home has been updated over the past year, including fresh exterior paint, Energy Star double-pane windows, radiant barrier in the attic, remodeled primary bath, resurfaced pool with new paver deck and equipment, new poolside BBQ pavilion, new ceilings (popcorn removed), new refrigerator and dishwasher, updated lighting, custom cabinetry in Dining room & utility room, and a new membrane roof over the screened lanai & front entry. Additional features include an irrigation well, Massey termite protection system, and durable concrete block construction. Inside, the thoughtfully designed floor plan offers formal living and dining rooms plus a spacious family room with vaulted wood-beamed ceilings, a cozy fireplace, and seamless access to the kitchen and breakfast bar. Sliding glass doors open to the expansive screened lanai and sparkling pool, creating the perfect Florida indoor-outdoor lifestyle. The custom FLOOR PLAN offers three spacious secondary bedrooms and an updated hall bath that also serves as a convenient pool bath. The generous primary suite features direct lanai access and a beautifully renovated ensuite bath with a new walk-in shower. The oversized detached garage includes a workshop area, while the fenced backyard offers PRIVATE GATED ACCESS TO THE COMMUNITY WALKING TRAIL. For added peace of mind, the relocation company that will be buying out the corporate transferee & selling the home has already completed it's own home inspections and appraisals, with reports available to the buyer. Hurry & take a look before this gem gets snapped up in one of Longwood’s most sought-after communities. Welcome Home!

120 Trafalgar Place, Longwood

$429,000
3 Beds 2 Baths Springs Glenwood Village Sec 1 Rev The SubDv. 32779 Zip Code
Beautiful 3 Bedroom, 2 Bath End Unit Town Home in the Glenwood Village area of the Springs (Once a Public Park) This Guard Gated Community is a Wildlife Lovers Paradise Where You Will Have the Opportunity to Enjoy Mother Nature at Her Finest Living Amongst the Peacocks, Deer, Raccoons, Opossums, Bears, Squirrels and Many Species of Birds. The Home Features Fresh Paint, Newer Roof and Window Treatments, Upgraded Kitchen, Hardie Board Siding, Double Courtyards, Front and Back, Privacy Fenced for Little Ones and Pets, Extended Paver Driveway, Huge Laundry Room, Oversized Two Car Garage With Lots of Storage. It is Light, Bright, and Open With Floor to Ceiling Windows, Natural Light, 20 Foot Ceilings in the Primary Suite and Great Room, Fantastic Floor to Ceiling Fireplace. Glenwood Village has it's Own Large Pool and Bathhouse Which Has Recently Been Renovated. Tennis and Pickleball Courts Have Been Renovated. The Springs Pool, Clubhouse and Bathhouses Will Be Renovated Next, And All Assessments Have Already Been Paid For By the Seller! There Are Also Horse Stables and RV Parking Available for Residents. You have Access to a Private Natural Spring With a Sandy Beach, Walking and Biking Trails. Truly a Nature Lover's Paradise Offering Privacy, Yet Conveniently Located Minutes From I-4, Shopping, Restaurants, Schools, Hospitals. Call Today To See This Exceptional Home! The Home May be Under Audio/Video Surveillance. All Information Believed Correct but Not Guaranteed, Buyer and Buyer's Agent to Verify.

111 Juniper Lane, Longwood

$3,600,000
6 Beds 9 Baths Sweetwater Club Estates SubDv. 32779 Zip Code
Virtually Staged. Welcome to one of Central Florida's most extraordinary private estates. Nestled behind wrought-iron privacy gates on 2.89 fenced acres in the prestigious Sweetwater Club Estates, this magnificent 10,623-square-foot residence offers an unparalleled blend of timeless architecture, grand-scale entertaining, and resort-inspired living. A sweeping circular driveway leads to a breathtaking arrival framed by soaring cathedral ceilings, dramatic sandstone feature walls, and handcrafted wood details throughout. Designed for both elegant entertaining and multi-generational living, this six-bedroom estate offers seven full bathrooms and two half bathrooms with exceptional privacy for family and guests alike. The home's spectacular great room is nothing short of impressive, showcasing two-story wood-clad ceilings, a magnificent stone fireplace, a full entertaining bar, and dramatic sandstone accents that create an unforgettable gathering space. From intimate evenings to grand celebrations, this home was designed to host life's most memorable moments. Movie nights become an experience in the dedicated theater room, while the richly appointed wood-clad parlor offers the perfect setting for a game room, bourbon lounge, or sophisticated retreat complete with its own stone fireplace. Executives and entrepreneurs will appreciate the expansive private office featuring custom wood finishes, a cedar-lined walk-in closet, and its own full bath—ideal as an executive suite, private study, or additional guest accommodations. Five luxurious bedroom suites are conveniently located downstairs, each offering cedar-lined walk-in closets and private en-suite baths. The secondary primary suite on the main level is thoughtfully positioned, providing exceptional flexibility for multi-generational living or long-term guests. Ascending the grand wooden staircase—worthy of a Scarlett O'Hara entrance—you'll discover the home's most exclusive retreat. Occupying the entire second floor, the primary owner's sanctuary features a stunning stone fireplace, spacious sitting room currently utilized as an additional bedroom, a private office, and an extraordinary sense of privacy seldom found in luxury homes. Step outside to your private resort where sandstone patios surround the sparkling pool, spa, and cascading waterfall. The gazebo provides the perfect backdrop for outdoor entertaining, while the expansive grounds offer ample space to build your own basketball court, tennis court, putting green, or other recreational amenities. Car enthusiasts will appreciate the detached six-car garage and generous parking, while boat owners will love the private neighborhood access to Lake Brantley, with available boat parking at the clubhouse. Recent improvements include a newer roof and six recently replaced air conditioning systems, offering peace of mind for years to come. Residents of Sweetwater Club Estates enjoy exclusive access to Sweetwater Beach and Lake Brantley's private boat ramp, picnic facilities, basketball and tennis courts, creating an exceptional Florida lifestyle just minutes from home. Conveniently located only minutes from Wekiva Springs State Park, major thoroughfares including I-4, SR 434, and SR 436, this remarkable estate offers both privacy and accessibility in one of Central Florida's most sought-after luxury communities. This is more than a home—it is a legacy estate designed to be enjoyed for generations.

1041 Sweetwater Club Boulevard, Longwood

$500,000
4 Beds 2 Baths Sweetwater Oaks Sec 06 SubDv. 32779 Zip Code
Virtually Staged. Welcome Home to Sweetwater Oaks – Where Family Memories Are Made. Nestled in the heart of Longwood's beloved Sweetwater Oaks community, this 4-bedroom, 2-bathroom home gives your family 2,033 square feet of comfortable living space. With no rear neighbors and a peaceful conservation area just beyond the fence line, you'll enjoy privacy and quiet mornings. The screened-in pool means safe, bug-free fun all year long — perfect for weekend swim days, birthday parties, or just cooling off after school. And with a functional 4-bedroom floor plan, there's room for everyone to spread out. What truly makes this neighborhood special is the lifestyle it offers growing families: A private boat ramp on Lake Brantley – perfect for family boat days, fishing trips, or teaching the kids to water ski Canoe and kayak access to the Wekiva River – explore one of Florida's most beautiful natural waterways together as a family Community parks – close by for playdates, picnics, and evening walks Tennis courts – get the whole family active without leaving the neighborhood Sweetwater Oaks isn't just a place to live — it's a community where kids grow up making memories on the water, in the parks, and in each other's backyards. It's the kind of neighborhood families put down roots in for good. Come see for yourself why so many Sweetwater Oaks families never leave. Schedule your private showing today.

211 Hickory Drive, Longwood

$670,000
4 Beds 4 Baths Sweetwater Spgs SubDv. 32779 Zip Code
Beautifully updated pool home located in the gated Sweetwater Springs community within the highly desirable Sweetwater Oaks area, offering exclusive access to Lake Brantley and the Wekiva River. Zoned for highly rated Seminole County schools, this move-in ready home combines major recent upgrades, soaring ceilings, exceptional privacy, and an unmatched Central Florida lifestyle. This spacious 4-bedroom, 3.5-bath residence features soaring high ceilings, abundant natural light, and a thoughtfully designed split floor plan that provides both open living spaces and privacy. The upstairs loft includes a separate bedroom and full bathroom, making it ideal for guests, extended family, a private home office, or an in-law suite. Recent improvements include: Architectural shingle roof (2018) Three full bathrooms remodeled (2018) Pool resurfaced with new tile (2020) Two-zone HVAC system with the main-level unit replaced (2021) Water heater replaced (2022) New backyard fence (2023) Andersen front entry door (2024) New walk-in shower in the pool bathroom (2026) Fresh interior paint (2026) Acrylic-resurfaced garage floor, freshly painted garage, and refreshed landscaping Step outside to your private backyard retreat featuring a sparkling pool, fenced yard, and peaceful surroundings—perfect for relaxing, entertaining, and enjoying Florida's year-round outdoor lifestyle. Sweetwater Springs is an exclusive gated community of just 79 homes bordering Wekiwa Springs State Park. Residents enjoy private access to beautiful 285-acre Lake Brantley for boating, water skiing, fishing, paddleboarding, and swimming, along with private access to the Wekiva River through a community kayak launch. Community amenities also include parks, playgrounds, tennis and pickleball courts, offering endless opportunities for outdoor recreation. Conveniently located just minutes from Publix, shopping, restaurants, and major roadways, this home offers the perfect balance of privacy and everyday convenience. Whether you're spending the day on the lake, kayaking the Wekiva River, hiking nearby nature trails, or simply relaxing by your own pool, you'll enjoy a lifestyle that is truly unique to Sweetwater Springs. Homes offering this combination of extensive updates, soaring ceilings, top-rated schools, gated privacy, exclusive lake and river access, and resort-style amenities rarely become available. Schedule your private showing today and experience everything this exceptional home has to offer.

933 Bearded Oaks Terrace, Longwood

$1,350,000
5 Beds 6 Baths Sweetwater Cove SubDv. 32779 Zip Code
Welcome to an exceptional lakefront residence in the highly sought-after Sweetwater Oaks community of Longwood, where thoughtfully designed upgrades, resort-style outdoor living, and direct access to Lake Brantley create a distinctive Central Florida lifestyle. Extensively renovated with over $230,000 in luxury improvements, this impressive residence offers five bedrooms, four full bathrooms, two half bathrooms, a private screened pool and spa, an expansive outdoor kitchen, and a redesigned private dock—all thoughtfully designed for comfortable everyday living and effortless entertaining. At the heart of the home, the open-concept kitchen is surrounded by windows showcasing picturesque pool and lake views while filling the space with natural light. The kitchen features granite countertops, a stone backsplash, stainless steel appliances, a convection oven with glass cooktop, generous cabinetry, and flows seamlessly into the oversized family room highlighted by a classic brick wood-burning fireplace. The expansive primary suite serves as a private retreat with vaulted ceilings, tranquil lake views, French doors opening to the screened pool, and an impressive custom-built walk-in closet with premium organization. The beautifully renovated primary bath features granite countertops, a spacious walk-in shower with rainfall showerhead, and a stunning freestanding soaking tub that creates a true spa-inspired retreat. A private in-law suite offers exceptional flexibility for multigenerational living, extended guests, or a home office. Complete with its own entrance from the driveway, the suite now includes a beautifully finished full bathroom, providing added comfort and privacy. Designed for Florida living, the impressive 40-foot covered lanai overlooks the screened pool, spa, and peaceful lakefront setting. The fully equipped outdoor kitchen includes a built-in grill, vented hood, refrigerator, granite countertops, and serving bar, making it ideal for entertaining. The pool and spa were updated in 2019, and a dedicated pool bath offers convenient access from the outdoor living area. Beyond the lanai, enjoy a redesigned private dock, fire pit, dedicated garden, chicken coop, and enclosed storage for recreational equipment and water toys. Additional improvements include two new A/C systems, providing enhanced comfort and efficiency. Residents of Sweetwater Oaks enjoy private access to Lake Brantley, community parks, playgrounds, tennis and basketball courts, and top-rated Seminole County schools. Conveniently located near Wekiwa Springs State Park, Interstate 4, premier shopping, dining, and entertainment. Experience luxury lakefront living where thoughtful renovations, exceptional outdoor spaces, and timeless design come together in one of Longwood's most desirable communities.

306 N Sweetwater Cove Boulevard, Longwood

$698,800
4 Beds 3 Baths Springs The Deerwood Estates SubDv. 32779 Zip Code
Welcome to The Springs, one of Central Florida’s most sought-after guard-gated communities, where towering oak canopies, winding roads, and unmatched natural beauty create a lifestyle unlike anything else in Seminole County. With 24/7 guarded entry and an extraordinary park-like setting, The Springs offers a rare blend of privacy, serenity, and convenience. Situated on a premium oversized homesite with no rear neighbors, this beautifully maintained one-story home enjoys exceptional curb appeal enhanced by mature landscaping that seamlessly blends into the surrounding natural environment. The private backyard and expansive screened lanai provide the perfect setting for relaxing, entertaining, or simply enjoying peaceful Florida living. Inside, the timeless floor plan features soaring ceilings, abundant natural light, and generous living spaces designed for both everyday comfort and entertaining. A rare and highly desirable feature, the home offers two primary suites, making it ideal for multigenerational living, guests, or anyone seeking additional flexibility. Steam shower in 2nd primary is great feature as well. Spacious formal living and dining rooms complement the inviting family room and bright open kitchen, creating a layout that lives beautifully. Ample storage throughout this well designed floor plan is another huge plus. Major updates have already been completed, offering peace of mind for years to come. A new roof and HVAC system were installed in 2020, while the home was completely replumbed and received a new water heater in 2019, providing true move-in-ready convenience and low-maintenance ownership. Residents of The Springs enjoy an unmatched lifestyle centered around nature and community. Century-old live oaks, scenic walking and jogging trails, horse stables, a clubhouse, community pool, THE ONLY PRIVATELY OWNED SPRING IN FLORIDA and year-round events create an atmosphere that feels more like a private retreat than a neighborhood. Native Florida woodlands and abundant wildlife are part of everyday life. Families appreciate access to highly rated Seminole County schools, while commuters enjoy exceptional convenience with I-4 less than one mile away. Downtown Lake Mary, Altamonte Springs, Winter Park, Cranes Roost Park, farmers markets, shopping, dining, and entertainment are all within easy reach. Orlando’s world-famous attractions and Florida’s east coast beaches are also just a short drive away. Rarely does an opportunity present itself to own a spacious one-story home with two primary suites, no rear neighbors, major system updates, and the unmatched lifestyle offered by The Springs. Experience the privacy, beauty, and timeless charm that make this exceptional Longwood community one of Central Florida’s hidden gems.

148 Wisteria Drive, Longwood

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