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 vibrant community living. Just a stone's throw from the bustling city of Orlando, Longwood offers a perfect blend of tranquility and accessibility. With its lush landscapes, scenic parks, and family-friendly atmosphere, it’s no wonder that Longwood is a sought-after destination for homebuyers looking to enjoy the best of Florida living.

One of the standout features of homes in Longwood is the availability of properties with tennis court amenities. Imagine waking up to the sun-drenched Florida mornings and stepping out into your own backyard oasis, complete with a private tennis court. Whether you’re a seasoned player or just looking for a fun way to stay active, these homes provide the perfect setting for both relaxation and recreation.

The tennis courts are not just a luxury; they serve as a hub for family gatherings, friendly matches, and social events. Picture yourself hosting weekend barbecues, where friends and family can enjoy a friendly game before indulging in delicious food and laughter.

Beyond the courts, Longwood boasts a rich tapestry of community events, top-rated schools, and convenient shopping options, making it an ideal place to plant roots. From the beautiful Wekiva Springs State Park to the charming downtown area, there’s always something to explore.

Discover your dream home in Longwood, where tennis courts are just the beginning of a lifestyle filled with joy, activity, and community spirit!

Newest Longwood Homes with Tennis Court(s) Amenities

$1,300,000
5 Beds ⋅ 5 Baths ⋅ Wingfield North 2 SubDv. ⋅ 32779 Zip Code
Welcome to an exceptional estate in the prestigious guard gated community of Wingfield North, ideally positioned along Lake Mary’s renowned Markham Woods Corridor. Set on a private cul-de-sac surrounded by distinguished one-acre homes, this custom residence offers an extraordinary combination of privacy, sophistication, and natural beauty. A circular driveway welcomes you to the home, framed by mature landscaping and towering trees, with a private pond and the Wekiva Springs Conservation Area creating a serene backdrop with no rear neighbors—only peaceful views and the occasional passing deer. Step through the stately covered entry and leaded-glass front door into a dramatic, light-filled interior where soaring 20-foot ceilings and expansive windows immediately set the tone. The first floor is beautifully finished with ceramic tile designed to replicate the warmth and character of wood, offering an elegant look with exceptional durability. At the heart of the home is the stunning kitchen, completely renovated in 2025, featuring sophisticated quartz countertops, generous workspace, and a seamless connection to the expansive great room. Designed for effortless entertaining, the indoor living spaces open through hidden sliding glass doors to the screened lanai, enclosed pool, and summer kitchen, creating a true indoor-outdoor Florida lifestyle. The private primary suite encompasses the entire left wing of the first floor and opens directly to the lanai. Its spacious spa-inspired bath features a double vanity and walk-in closet, creating a tranquil retreat separate from the home’s additional bedrooms. A grand staircase leads to the second level, where a spacious bonus loft provides an additional gathering or entertainment space alongside two bedrooms and a full bath. Beyond its impressive design, the home has been thoughtfully enhanced with significant recent improvements, including a 2025 kitchen renovation, exterior paint in 2025, all three A/C systems replaced in 2025, and a new water heater installed in 2026. Surrounded by conservation views, mature landscaping, and remarkable privacy, this Wingfield North residence offers the rare opportunity to enjoy gracious luxury living in one of Lake Mary’s most desirable settings—where elegant interiors, expansive entertaining spaces, and the beauty of nature come together seamlessly.

359 Vista Oak Drive, Longwood
$220,900
2 Beds ⋅ 2 Baths ⋅ Danbury Mill Unit 4 SubDv. ⋅ 32750 Zip Code
Welcome! This 2-bedroom, 2-bathroom townhouse sits on a quiet dead-end street in the heart of Longwood, offering privacy and convenience in equal measure. Inside, a soaring cathedral ceiling greets you and extends throughout the main space, creating an open, airy feel that flows naturally throughout the home. Luxury vinyl plank flooring covers the main areas and bedrooms, while ceramic tile in the kitchen and bathroom provides durability and easy maintenance. The primary suite boasts a modern bathroom, spacious closet with built-in storage, and a vaulted ceiling that draws the eye upward and enhances the sense of openness. Its fenced backyard adds a layer of seclusion from neighbors, with a screened deck providing a cozy outdoor retreat, perfect for morning coffee or evening relaxation. Lastly, the two-car garage offers secure parking and storage. Location is another major advantage here. Publix is less than one minute away, making grocery runs quick and convenient. Historic Downtown Longwood, Downtown Lake Mary, Altamonte Mall, and the Shoppes of Lake Mary are also nearby, placing shopping, dining, and all your daily needs within reach. Outdoor enthusiasts will appreciate proximity to Big Tree Park and the Cross Seminole Trailhead, as well as access to Wekiva Springs State Park, Spring Hammock Preserve, and many other parks and trails. Major roadways and highways are nearby, providing swift access throughout the region. Just a few streets away is the Longwood SunRail Station, adding to this home’s regional connectivity. AdventHealth, Seminole State College, and grade schools are all easily accessible, rounding out the main highlights of the area. The combination of private outdoor space, quiet street setting, functional floor plan, and prime location creates an attractive package for those wanting both comfort and modern convenience. Schedule your private showing today and experience the privacy and accessibility of this property firsthand.

824 Hillary Court, Longwood
$798,000
4 Beds ⋅ 2 Baths ⋅ Sweetwater Oaks Sec 18 SubDv. ⋅ 32779 Zip Code
A RARE WATERFRONT GEM IN SWEETWATER! Completely renovated and beautifully appointed, this exceptional canal-front residence offers a rare combination of luxury, privacy, recreation and an enviable waterfront lifestyle. Nestled in one of Longwood’s most highly sought-after neighborhoods and zoned for A-rated schools, this remarkable corner-lot home is truly one of those special properties that rarely comes to market. From the moment you enter, the home’s architectural character is unmistakable. Soaring cathedral/vaulted ceilings, beautiful wood beams, a brick fireplace and skylights throughout create an inviting sense of volume and fill the living spaces with natural light. Expansive sliding glass doors from both the living room and primary suite open to the pool and tranquil canal beyond, creating effortless indoor-outdoor living and beautiful water views. The completely renovated interior showcases a sophisticated blend of quality finishes and timeless design. The gourmet kitchen features quartz countertops, upgraded cabinetry with detailed molding and glass-front accents, complemented by beautiful wood-look tile flooring and crown molding throughout the home. The luxurious primary suite features a beautifully renovated bathroom with granite double vanities, a tasteful glass-enclosed shower with a rain showerhead, and a separate jacuzzi-style garden tub, creating a relaxing private retreat. The lifestyle extends well beyond the property. Residents enjoy private, neighborhood access to Riverbend Park, the Wekiva River, offering opportunities for kayaking, fishing and other outdoor recreation, along with access to Sweetwater Beach and Lake Brantley for boating, fishing, swimming and water activities. Completely renovated. Canal front. Private pool. Exceptional architectural character. Luxury finishes. A-rated schools. Unparalleled recreational access. This is far more than a home—it is a rare opportunity to experience an exceptional waterfront lifestyle in one of Longwood’s most desirable communities. Schedule a private showing!

807 Riverbend Boulevard, Longwood
$675,000
4 Beds ⋅ 2 Baths ⋅ Sweetwater Oaks SubDv. ⋅ 32779 Zip Code
Welcome to 215 Palmetto Concourse in the beautiful and amenity full Sweetwater Oaks community!! The home is in a fantastic location, just a few doors away from the lake park and the incredible Sweetwater Beach, how fun and relaxing??? This great 2868 square foot 4 bedroom, 2 bathroom split bedroom home has a great floor plan and has been redone very nicely, this home is ready to move in!! The long lasting roof was replaced in 2021, the two full size heating and air conditioning systems were installed in 2023!! The beautiful flooring is timeless and durable, new 5 inch baseboards, updated bathrooms, the popcorn ceilings have been removed, new interior paint, new pool pump and filter and more! The floorplan is split bedroom, the nice and bright bonus room is full air conditioned and ready for fun and excitement, the utility room is enormous and will serve you well as a pantry/craft space/butler's pantry/storage room! The home is also in close proximity to the local and highly rated and regarded Sabal Point Elementary School!! Come home and enjoy all the unique and wonderful Sweetwater Oaks amenities!! These amenities include access to Sweetwater Beach at Lake Brantley which offers a beautiful park and beach as well as a covered pavilion for gatherings, boating, water skiing, fishing, sailing, kayaking and fun! Eight tennis courts, 8 pickle ball courts, sand volleyball at Sweetwater Beach (right down the street), many parks, multiple playgrounds, a beautiful community center and many community events for everyone!! Access to the Wekiva River is right down the street at Riverbend Park, enjoy soccer, baseball, kayaking, canoeing, fishing, the picnic and party pavilion, or nature walks and much more! The schools are the best in the area; Sabal Point Elementary School, Rock Lake Middle School and nationally ranked and highly regarded Lake Brantley High School!! The location, quality and condition are right, call today to see this great home!!

215 Palmetto Concourse, Longwood
$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
$410,000
4 Beds ⋅ 2 Baths ⋅ Wekiva Hills Sec 02 SubDv. ⋅ 32779 Zip Code
Back on the Market. New Improved Price!! Your new pool home in the desirable Wekiva Hills community is waiting for you. This 4 bedroom, 2 bathroom home sits on a spacious corner lot with a fenced backyard. The Kitchen recently updated with granite countertops, stainless steel appliances, ample cabinetry, and a breakfast. Inviting Family room with cozy fireplace, vaulted ceilings, and expansive windows fill the space with natural light. Primary Suite is generously sized with walk-in customized closet. This property requires repairs and is being sold As Is. Location is perfect just minutes from everything including shopping, entertainment, schools, major streets and expressways. This property may qualify for Seller Financing (Vendee). Call today for your private showing.

210 Banbury Court, 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
$189,000
2 Beds ⋅ 2 Baths ⋅ Springwood Village SubDv. ⋅ 32750 Zip Code
Welcome to easy Condo living in Springwood Village! This Condo has it ALL AND MORE! As soon as you enter you'll be wowed by how open the Kitchen & Living Room areas are. The Kitchen is a SHOW STOPPER featuring a LARGE ISLAND, Real Wood Cabinets that Soft Close with Granite Countertops, Stainless Steel Appliances including Fridge, Stove and Built-In Microwave. The Bedroons are both a Great Size and the Primary Bedroom Features an En-Suite Bathroom with an updated Shower. The AC and Water Heater are NEWER from 2025 and the Windows are NEWER. The community has Two Pools, Tennis Courts, Clubhouse with Fitness Center, Billiards Room and Kitchen. This location is very close to I-4 and SR 434 as well as Sanlando Park if you like nature and bike trails or go a short drive up the road to Wekiwa Springs. If you're a foodie, there are LOTS of spots close by to check out including Starbucks, 4 Rivers Smokehouse BBQ, Bonefish Grill, Kobe's Japanese Steakhouse and more! Scheudle your private showing today!

163 Springwood Circle Unit B, 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
Nestled behind wrought-iron privacy gates on 2.89 acres in 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 and 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
$3,000,000
8 Beds ⋅ 10 Baths ⋅ Sweetwater Club Unit 4 SubDv. ⋅ 32779 Zip Code
Welcome to this exceptional executive estate located within the 24-hour manned, gated community of Sweetwater Club. Privately positioned on an elevated 1.27-acre corner lot, this impressive residence offers a four-car garage, circular driveway, and striking curb appeal. Step through the oversized front entry into a thoughtfully designed open-concept floor plan where spacious living areas blend seamlessly for everyday living and entertaining. The foyer flows into the formal dining room, living room, sitting area, wet bar, and den, all overlooking the stunning courtyard-style pool to create exceptional indoor-outdoor living. The chef's kitchen is beautifully appointed with solid wood cabinetry, premium granite countertops, pendant lighting, dual dishwashers, double convection ovens, a spacious walk-in pantry, and recently updated appliances, including a refrigerator, freezer, double ovens, and built-in microwave.Conveniently located just minutes from Wekiva Springs State Park, Sweetwater Golf & Country Club, shopping, dining, and everyday conveniences, this extraordinary property combines luxury, privacy, and convenience in one exceptional offering. Schedule your private showing today.

1040 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
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