Longwood/Wekiva Springs Homes with Tennis Court(s) Community Features

Longwood/Wekiva Springs Homes with Tennis Court(s) Community Features

Welcome to the enchanting region of Longwood and Wekiva Springs, nestled in the heart of Seminole County, Florida. This vibrant community is renowned for its picturesque landscapes, lush greenery, and a warm, welcoming atmosphere that makes it a perfect place to call home. With its proximity to Orlando, residents enjoy easy access to urban amenities while being surrounded by nature’s beauty, including the stunning Wekiva River and its pristine springs.

Longwood boasts a variety of recreational opportunities, from scenic parks and nature trails to charming shops and eateries. The area is perfect for those who appreciate an active lifestyle, with numerous options for outdoor activities such as hiking, kayaking, and cycling. Families will also find excellent schools and community resources, making Longwood and Wekiva Springs an ideal choice for raising children.

For those who enjoy tennis, Longwood's homes with tennis court community features provide a unique and luxurious living experience. Imagine stepping out of your backyard onto a private court, ready to engage in a friendly match or hone your skills. These communities often offer additional amenities such as clubhouses, swimming pools, and fitness centers, creating a vibrant social atmosphere where neighbors become friends.

Whether you're a tennis enthusiast or simply seeking a serene environment with a strong sense of community, Longwood and Wekiva Springs have everything you need. Discover your dream home in this idyllic region and embrace a lifestyle that balances leisure, recreation, and the joys of nature. Welcome home!

Newest Longwood/Wekiva Springs Homes with Tennis Court(s) Community Features

4 Beds ⋅ 2 Baths ⋅ Sweetwater Oaks Sec 11 SubDv. ⋅ 32779 Zip Code

Welcome to Sweetwater Oaks—one of Central Florida’s most sought-after communities, where beautiful natural surroundings, outstanding amenities and highly desirable schools come together. Situated on a gorgeous .49-acre conservation-front lot with mature live oaks and a private nature preserve behind the home, this 4-bedroom, 2-bath pool home offers an exceptional opportunity to create something truly special. Inside, the spacious family room immediately draws you in with its soaring ceiling, beautiful wood beams and striking rock fireplace with hearth—a true focal point and wonderful gathering space. The home offers 2,084 square feet under air, a two-car garage and a functional floor plan with plenty of room to make it your own. For buyers looking beyond cosmetic updates, the big-ticket items have already been addressed. The roof was replaced in 2019, along with the A/C and water heater. Plumbing was updated in the early 2000s, the electrical panel and all outlets were replaced in 2023, and the main water supply was replaced in 2024. These improvements provide an excellent foundation for someone ready to add their own personal style and cosmetic touches. Step outside and the setting is what truly sets this property apart. Enjoy the screened-in pool and expansive backyard while taking in the peaceful views of the nature preserve behind you. The mature live oaks in the front yard add to the character and timeless appeal that makes Sweetwater Oaks so special. And then there’s the lifestyle. Sweetwater Oaks residents enjoy deeded access to beautiful Lake Brantley and the Wekiva River, along with tennis and pickleball courts, clubhouse, parks, playgrounds and other community amenities. Add in the highly sought-after schools—Sabal Point Elementary, Rock Lake Middle and Lake Brantley High—and it’s easy to see why this neighborhood remains so desirable. The interior is ready for cosmetic updating, making this an exciting opportunity for a buyer looking for an entry point into Sweetwater Oaks, an investor seeking a strong location, or anyone ready to transform a home and make it their own. Homes with this combination of acreage, conservation, pool, location and amenities are not easy to find. Come see the possibilities!

204 Riverbend Boulevard, Longwood

2 Beds ⋅ 3 Baths ⋅ Clubside At Sabal Point A Condo SubDv. ⋅ 32779 Zip Code

Beautifully updated first-floor 2-bedroom, 2.5-bath condo in the desirable Clubside at Sabal Point community, ideally located in the Wekiva Springs area of Longwood! This spacious split-bedroom floor plan features TWO oversized primary suites, each offering a private bath, large walk-in closet, additional vanity, and linen closet—perfect for comfortable living, roommates, guests, or a home office arrangement. The open-concept living and dining area provides an abundance of living space and flows seamlessly to a large screened-in patio, creating the perfect spot to relax or entertain. The spacious kitchen offers plenty of cabinet and counter space, an eat-in area, pantry, additional storage shelving, and convenient storage near the entry. Recent updates include beautiful hardwood-style flooring in both bedrooms, new bathroom vanities, and tile flooring in the bathrooms. The main living areas feature easy-care tile flooring, and there is no carpet in the home. A convenient half bath is located near the entry for guests, while the oversized utility room provides additional storage and laundry space. Clubside at Sabal Point offers an excellent array of amenities, including a community pool, clubhouse, fitness center, tennis courts, and car wash area. Enjoy an unbeatable Longwood location just off Wekiva Springs Road and close to Wekiva Springs, Publix, shopping, restaurants, entertainment, and major roadways including I-4. Located in the sought-after Sabal Point area, this condo combines spacious living, desirable updates, and a fantastic location. A great opportunity for a homeowner or investor looking for a spacious, move-in-ready condo in one of Longwood's most convenient areas. Schedule your showing today!

8105 Olympia Ct, Longwood

3 Beds ⋅ 2 Baths ⋅ Wekiva Hunt Club 1 Fox Hunt Sec 1 SubDv. ⋅ 32779 Zip Code

Welcome to 105 E Wyndham Ct, Longwood, FL 32779, a 3-bedroom, 2-bath pool home in Wekiva offering comfortable living, flexible space, and outstanding access to some of the community’s best amenities. A standout feature is the Premium PAC-CLAD Standing Seam Aluminum Metal Roof, replaced in 2021 and built for durability and Florida weather. This premium roofing system features reinforced perimeter and corner fastening with double-lock pressure clips for added strength in critical roof areas. Aluminum also offers excellent corrosion resistance, low maintenance, and long-term durability. Inside, the versatile floor plan offers multiple living and gathering spaces filled with natural light. The kitchen features abundant wood cabinetry, generous counter space, stainless steel appliances, tile backsplash, and easy access to the surrounding dining and living areas. Additional flex space creates options for a home office, den, hobby room, or secondary sitting area. Step outside and enjoy the Florida lifestyle with an expansive outdoor entertaining area overlooking the screen-enclosed swimming pool. Multiple covered spaces provide room for dining, relaxing, and entertaining, while the patio is also set up with a large projection screen and projector—perfect for movie nights, sports, and outdoor gatherings. Beyond the pool enclosure, the fully fenced backyard offers additional green space and a dedicated firepit area. The location is just as appealing. Enjoy direct access to approximately 26 miles of walking trails throughout Wekiva, including trails surrounding the Wekiva Golf Course. The community also offers two parks and a community center, plus outstanding proximity to Wekiva Golf Club, Wekiva Island, and Wekiwa Springs State Park. Publix, local parks, dining, shopping, and major roadways are also conveniently nearby. With its 2021 PAC-CLAD aluminum standing seam roof, private screened pool, outdoor theater setup, spacious covered patio, fenced backyard, flexible interior layout, and incredible Wekiva location, this home brings together the features Florida buyers are looking for.

105 E Wyndham Court, Longwood

3 Beds ⋅ 2 Baths ⋅ Wekiva Hunt Club 2 Fox Hunt Sec 2 SubDv. ⋅ 32779 Zip Code

Wonderful Wekiva home! Light and bright three bedroom, two bath home offering a wonderful blend of comfort and functionality. Step inside to find new wood look tile throughout the home, freshly painted and a spacious layout featuring a formal living room, separate dining room and an inviting family room that is adjacent to the kitchen, perfect for everyday living and entertaining. The kitchen is finished with granite counter tops, stainless steel appliances and an island with eating space. Open the sliding doors from the Family room and you can expand your entertaining area to the extended screened enclosed paver lanai. Back yard is fenced for your pets and privacy! Upgrades in 2024 include new roof , re-plumb, all new faucets, door handles/hinges, wood look tile throughout , new garbage disposal, new plantation shutters and ceiling fans replaced. The primary bathroom was also updated in 2024. Move in ready and A rated Seminole County schools! The community offers bike trails, playgrounds and parks, tennis/pickleball courts, ball field and a Community building. Location is in close proximity to Hwy 436 and shopping, restaurants , schools and minutes away from Wekiva Springs State Park. Call for your private showing today.

167 Holderness Drive, Longwood

4 Beds ⋅ 3 Baths ⋅ Wekiva Club Estates Sec 04 SubDv. ⋅ 32779 Zip Code

LIVE WHERE LIFE FEELS A LITTLE BETTER! Welcome to 1111 W Wekiva Trail, nestled in the desirable Wekiva Hunt Club, where space, comfort, and the easygoing Florida lifestyle come together. Step through the welcoming foyer and into a bright, light-filled home featuring four sliding glass doors that bring the outdoors in. This well-loved home is ready for its next chapter! And the possibilities are exciting! The thoughtful split-bedroom floor plan offers privacy, with a spacious primary suite featuring a large accessible shower, while three additional bedrooms are located on the opposite side of the home. Enjoy a separate dining room, separate living room, and inviting family room with a fireplace, perfect for cozy evenings or gathering with friends. The kitchen features a charming sit-in dinette, ideal for morning coffee and casual meals. Step outside to the enclosed screened patio and oversized lot, offering plenty of room to create your dream outdoor retreat. The existing pool is ready for restoration, and the seller is willing to provide a credit toward pool restoration, giving the next owner the opportunity to bring this outdoor space back to life. And then there’s the Wekiva Hunt Club lifestyle! With a low HOA of approximately $20/month, residents enjoy an abundance of community amenities, including multiple neighborhood parks, lighted tennis and pickleball courts, basketball courts, soccer fields, playgrounds, walking and biking trails, lake areas, picnic spaces, a community center, and community events. Enjoy the tranquility of an established, tree-lined community while staying conveniently close to shopping, dining, nature, and everything Central Florida has to offer. Don’t just dream about the Florida lifestyle, come experience it! Schedule your private showing today, explore the possibilities, and see why 1111 W Wekiva Trail could be the perfect place for your next chapter. Your Wekiva adventure starts here!

1111 W Wekiva Trail, Longwood

3 Beds ⋅ 2 Baths ⋅ Wekiva Hunt Club 3 Fox Hunt Sec 3 SubDv. ⋅ 32779 Zip Code

SELLER MOTIVATED!!!Discover this 3-bedroom, 2-bath pool home offering 2,061 square feet of cooled living space in the highly desirable Wekiva Hunt Club community. Lovingly maintained for over three decades, this home offers timeless character, thoughtful updates, and the peace of mind that comes from exceptional care. At the heart of the home, the updated kitchen features granite countertops, stainless steel appliances, and a generous breakfast bar overlooking the family room, air-conditioned Florida room, pool, and backyard—creating the perfect setting for everyday living and entertaining. Filled with natural light, the air-conditioned Florida room is the perfect place to begin your morning with coffee or unwind at the end of the day while overlooking the tropical backyard and sparkling pool. The inviting family room features a classic brick wood-burning fireplace, while formal living and dining rooms provide flexible space for family gatherings, celebrations, or quiet evenings at home. Beyond the Florida room, your private backyard retreat features a sparkling pool, mature tropical landscaping, fruit trees, and a newer privacy fence—creating an inviting space to relax, entertain, and enjoy Florida living year-round. One of this home's greatest values is what you won't have to replace. Recent improvements include a 2023 roof, 2025 HVAC, updated electrical, re-piping, 2023 water heater, newer windows and blinds, 2025 smart irrigation system, 2026 water backflow prevention system, resurfaced pool, newer refrigerator, washer, garage door, and more. Overlooking a large neighborhood green space with miles of walking paths, tennis & PB courts, baseball field, play area and conveniently located near golf course, shopping, dining, indoor pickleball and top-rated Seminole County schools. This home offers an exceptional lifestyle in one of Central Florida's most established communities. Move right in and enjoy it today while making it uniquely your own over time. Some homes simply feel cared for the moment you walk through the front door. This is one of them.

116 Beaufort Drive, Longwood

4 Beds ⋅ 2 Baths ⋅ Sweetwater Oaks Sec 18 SubDv. ⋅ 32779 Zip Code

Welcome to Riverbend Boulevard, where spacious living, thoughtful updates, and the sought-after Sweetwater Oaks lifestyle come together. Residents enjoy private access to skiable Lake Brantley, including the community’s private beach and boat ramp—perfect for boating, paddleboarding, fishing, or simply enjoying life by the water. Inside, this four-bedroom, two-bath home offers a versatile split-bedroom floor plan with generously sized living spaces and vaulted ceilings. Updated luxury vinyl plank flooring flows throughout all four bedrooms and the formal living and dining rooms, creating a fresh, cohesive feel. The expansive living room provides the flexibility to serve as an office, playroom, or additional gathering space, while the dining room offers plenty of room for entertaining. At the heart of the home, the inviting family room features soaring vaulted ceilings and a striking stone fireplace that brings warmth and character to the space. The kitchen offers abundant cabinetry, casual dining space, and all-new stainless steel appliances. The spacious primary suite easily accommodates a king-size bed, while three additional bedrooms are conveniently located near the beautifully remodeled guest bathroom. A generous sunroom extends the home’s living space and opens to the private backyard, where an oversized pool creates the perfect setting for swimming, entertaining, and enjoying Florida’s year-round sunshine. The pool was resurfaced in 2022. Major improvements provide added confidence and convenience, including a 2022 roof, 2024 air-conditioning system, updated electrical panels, Pella replacement windows throughout, and a new garage door and opener. Sweetwater Oaks is known for its tree-lined streets, established natural beauty, sought-after schools, and exceptional private amenities. In addition to Lake Brantley access, residents enjoy tennis and pickleball courts, basketball courts, playgrounds, covered pavilions, volleyball, a fishing dock, soccer and baseball fields, community center, and private access to the Wekiva River for canoeing, kayaking, and paddleboarding. With its flexible floor plan, oversized pool, extensive improvements, and exceptional community lifestyle, Riverbend Boulevard is ready to welcome its next owners home.

734 Riverbend Boulevard, Longwood

4 Beds ⋅ 2 Baths ⋅ Wekiva Hills Sec 08 SubDv. ⋅ 32779 Zip Code

Virtually Staged. Welcome to 169 Duncan Trail, tucked on a tranquil 1/3-acre lot — one of the largest in the community.This amazing Wekiva-area pool home backs right up to Duncan Trail Park, a great place for an evening stroll, run, or bike ride — with basketball and handball courts just steps from your rear yard.As you enter the spacious tiled foyer, a formal living room/dining room sits to the right. In the rear of the home, a large family room with sliders leads to a huge screened pool area stretching the entire width of the home, plus a separate deck area for entertaining and a raised, covered lanai.This split-bedroom home has been extensively updated: (2024)water heater, fully paid-off (2016) solar system, updated windows/doors(2016), and (2005 ) reroof. Inside, enjoy soft-close cabinetry, a reverse osmosis water filtration system in the kitchen, a walk-in pantry, custom barn doors, and hard-surface flooring throughout with no carpet — LVP and laminate, plus brand-new luxury vinyl in the master bedroom (2026). Fresh interior paint (2026).All popcorn ceilings have been removed and redone. Both bathrooms are updated and feature Bath Fitter enclosures (updated 2016 & 2019). All appliances stay (2022). Pool re-surfaced and tiled (2018),new pool pump (2025). Located in the heart of Wekiva, enjoy miles of walking/biking trails, parks, playgrounds, sports courts, and a vibrant community near shopping, dining, Wekiva Springs State Park, and major roadways. Don't miss this move-in ready gem!Schedule your private showing today.

169 Duncan Trail, Longwood

3 Beds ⋅ 3 Baths ⋅ Wekiva Hills Sec 01 SubDv. ⋅ 32779 Zip Code

Welcome to 214 Pembrook Place, a spacious 3-bedroom, 2.5-bath plus den, two-story pool home in the popular Wekiva Hills community of Longwood. Situated on a .35-acre lot, this inviting home offers attractive curb appeal, a covered entry, 2-car garage, mature trees, landscaping, and a private fenced yard. Architectural details, upper-level windows, and a broad roofline add character and a warm first impression. Inside, the spacious living room features soaring vaulted ceilings, warm wood-look flooring, abundant natural light, distinctive wood accent walls, and staircase details that add warmth and personality. The open layout is ideal for everyday living and entertaining. The kitchen offers abundant wood cabinetry, generous counter space, tile flooring, and a large window over the sink. A peninsula-style layout provides additional prep and serving space while connecting to the adjoining breakfast nook. Sliding glass doors lead directly to the backyard deck for easy indoor-outdoor living. The spacious family room features neutral finishes, soft carpeting, and distinctive wood accent details. Large sliding glass doors bring in abundant natural light and provide direct access to the backyard deck. A convenient half bath features a spacious vanity, neutral finishes, rustic wood accents, a large mirror, and overhead natural light. A gorgeous wood staircase leads to the second floor and is highlighted by rich natural tones, distinctive diagonal wood detailing, tall windows, and an upper transom. The spacious primary bedroom features warm wood flooring, neutral finishes, a modern ceiling fan, and expansive sliding glass doors leading to a private upper-level deck. A rustic barn-style door adds character and charm. The primary bathroom offers a dual-sink vanity with warm wood cabinetry, large framed mirror, tile flooring, natural light, and a separate tiled walk-in shower with sliding glass enclosure. Bedrooms two and three feature warm wood-look flooring, neutral finishes, ceiling fans, and natural light, providing flexible spaces for family, guests, or a home office. The nearby guest bathroom includes a stylish vanity with stone-look countertop, framed mirror, modern lighting, and a tub/shower combination. Step outside to a spacious fenced backyard with a private swimming pool and large deck, offering plenty of room for grilling, outdoor dining, entertaining, pets, play, or relaxing beneath the mature trees. The generous yard creates a peaceful setting to enjoy the Florida lifestyle. Extensive recent updates include a 2024 roof, 2024 hot water heater, 2023 plumbing, 2025 flooring, 2023 windows, 2022 fence, 2026 decking, 2026 interior and exterior paint, pool resurfacing and new pool equipment in 2026, a new garage door in 2023, and a new front door in 2023. Enjoy outstanding proximity to Wekiva Golf Club, Wekiva Island, and Wekiwa Springs State Park, along with convenient access to Publix, local parks, dining, shopping, and major roadways. The Wekiva community also offers two parks, a community center, and approximately 26 miles of walking trails surrounding the Wekiva Golf Course. With its desirable Longwood location, oversized homesite, private pool, flexible two-story layout, extensive recent improvements, and access to the Wekiva lifestyle, 214 Pembrook Place is ready for its next chapter.

214 Pembrook Place, Longwood

3 Beds ⋅ 3 Baths ⋅ Palm Spgs Condo At The Spgs SubDv. ⋅ 32779 Zip Code

Welcome to The Springs! This beautiful 3-bedroom, 3-bathroom condo is ideally located in one of the community’s most desirable areas. Surrounded by nature and nestled among the trees, this home has a true treehouse feel, offering a peaceful and private setting with beautiful views of the surrounding greenery, tennis courts, and The Springs from the living room and porch. Meticulously maintained, this home is bright, inviting, and thoughtfully designed, with an abundance of natural light throughout. High ceilings and an open-concept floor plan create a warm and spacious atmosphere, perfect for relaxing or entertaining. There is plenty of storage space throughout the home, making it easy to keep everything organized. A wood-burning fireplace adds a cozy touch during the cooler months. The oversized primary suite is tucked away in a private loft on the second floor and features beautiful wooded views, creating a peaceful and serene retreat. The spacious bathroom includes a walk-in closet, separate shower and soaking tub, and dual vanities. The second bedroom is also located upstairs and has its own private bathroom with a shower/tub combination. The third bedroom is conveniently located on the first floor and includes its own private bathroom with a shower. Additional features include plantation shutters, a convenient laundry area just off the kitchen, a one-car garage, and additional storage space conveniently located next to the garage. The home also features a newer A/C system installed in July 2024, new plumbing in April 2026, and a new water heater in April 2026. Enjoy the best of The Springs lifestyle with the river, community pool, tennis and pickleball courts, playground, and basketball courts all just steps from your door. With its elevated setting among the trees, peaceful surroundings, meticulous upkeep, and incredible location, this home truly feels like your own private treehouse retreat—while still being close to all the amenities of The Springs. Residents of The Springs enjoy exclusive access to the community's natural crystal-clear spring and river, along with an impressive collection of resort-style amenities. The Springs is a spectacular 24-hour guard-gated community with hourly patrols and resort-style amenities, including tennis courts, pickleball courts, a swimming pool, basketball court, horse stables, playground, clubhouse, RV and boat storage, walking and jogging trails, nature trails along the Little Wekiva River, picnic and barbecue areas, and the stunning natural spring. This vibrant community hosts year-round events and activities, including movie nights under the stars, holiday celebrations, food truck nights, and more. Located within a top-rated school district and offering convenient access to I-4, shopping, dining, major highways, amusement parks, outlet malls, and Florida's beautiful beaches, this home combines comfort, convenience, and an exceptional lifestyle. Schedule your private tour today!

2184 Woodbridge Road Unit 2184, Longwood

5 Beds ⋅ 6 Baths ⋅ Alaqua Lakes Ph 1 SubDv. ⋅ 32779 Zip Code

Virtually Staged. A bespoke Dave Brewer masterpiece in Alaqua lakes — where exceptional architecture, refined craftsmanship and extraordinary indoor-outdoor living converge. This distinguished custom residence offers five ensuite bedrooms, six baths and a dedicated office that can easily transition to a sixth bedroom, creating an exceptional blend of elegance, comfort and versatility. A brand-new roof further enhances the home's appeal and peace of mind. Created with sophisticated entertaining in mind, the residence unfolds into an extraordinary outdoor retreat. The custom architectural screened lanai is a true extension of the home, featuring a resort-style pool and spa, a full summer kitchen, generous gathering spaces and surrounding misting fans for effortless comfort. A private putting green adds a distinctive touch, framed by natural-gas tiki torches that create an unforgettable ambiance after sunset. At the edge of the lanai, a beautifully positioned fire pit invites intimate evenings while overlooking sweeping golf course vistas and tranquil water views. Inside, the gourmet kitchen was completely reimagined in 2021 and showcases a gas range with professional exhaust, a built-in oven, a steam oven, a microwave and a dedicated ice maker. The expansive family room is enhanced by automated shades programmed on timers, seamlessly combining convenience with sophisticated design. Thoughtfully engineered for efficiency and comfort, the home features two zoned HVAC systems, allowing individual areas to be conditioned according to daily use. Set within the prestigious guard-gated community of Alaqua Lakes, residents enjoy an exceptional collection of amenities, including a resort-style pool, a wading pool, five clay Har-Tru tennis courts with two full-time pros available for lessons, a basketball court, a playground, a sand volleyball court and a multi-purpose field. The community's lush natural surroundings and picturesque lakes provide a serene backdrop, while the Tom Fazio-designed golf course creates a coveted setting for this exceptional residence. A truly remarkable custom home offering elevated Florida living, extraordinary entertaining spaces and a level of privacy, craftsmanship and design rarely found in Alaqua Lakes.

3355 Lakeview Oaks Drive, Longwood

2 Beds ⋅ 2 Baths ⋅ Springs The Live Oak Village SubDv. ⋅ 32779 Zip Code

Behind the guarded gates of The Springs in Longwood, this 2-bedroom, 2-bath townhouse backs onto a private, spring-fed nature preserve most buyers only see in brochures. The 1,872-square-foot single-story home sits on a cul-de-sac lot and includes an oversized 2-car garage with epoxy flooring, built in 1974, with a brand-new 2026 roof. Skylights bring natural light into the kitchen, finished with granite counters, newer cabinets, a stainless range hood, and a new microwave. The great room stretches 30x16 under a vaulted ceiling, anchored by a double-sided stone wood-burning fireplace shared with the separate dining room, and French doors open straight to the fenced rear yard. The primary suite was expanded from its original 18x11 footprint to an 18x16 flex layout, with its own vaulted ceiling and a private walk-out to the enclosed yard. Hardwood flooring runs throughout. The Springs itself is the draw: 24-hour gated and guarded, with a private beach, natural spring, walking trails, tennis courts, a clubhouse, RV/boat storage, and horse stables. I-4 and downtown Orlando are minutes away, in the Seminole County school district.

304 Fox Squirrel Lane, Longwood

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