Longwood/Wekiva Springs Homes with Pickleball Court(s) Amenities

Longwood/Wekiva Springs Homes with Pickleball Court(s) Amenities

Welcome to the enchanting region of Longwood/Wekiva Springs, nestled in the heart of Seminole County, Florida. This vibrant community is a perfect blend of suburban charm and natural beauty, offering residents a serene lifestyle surrounded by lush greenery and sparkling springs. Longwood is known for its rich history, friendly neighborhoods, and convenient access to the bustling city of Orlando, making it an ideal location for families, retirees, and everyone in between.

One of the standout features of homes in this area is the inclusion of pickleball courts, a fantastic amenity that reflects the active lifestyle embraced by the community. Pickleball, a sport that combines elements of tennis, badminton, and ping-pong, has taken the nation by storm, and Longwood is no exception. Imagine stepping out of your beautifully designed home and onto your private pickleball court, ready to challenge friends or enjoy a leisurely game with family. These courts provide not only a space for physical activity but also foster a sense of community, encouraging social interactions and healthy competition among neighbors.

In addition to the allure of pickleball, Longwood/Wekiva Springs offers stunning homes that cater to a variety of tastes and preferences. From charming single-family residences to modern estates, there’s something for everyone. Residents can enjoy nearby parks, nature trails, and an array of shopping and dining options, ensuring that life in Longwood is both fulfilling and exciting. Discover the perfect home here, where an active lifestyle awaits amidst the beauty of Florida’s nature!

Newest Longwood/Wekiva Springs Homes with Pickleball Court(s) Amenities

$1,490,000
4 Beds 4 Baths Sweetwater Club Unit 7 SubDv. 32779 Zip Code
Virtually Staged. Stunning Contemporary Estate Home in Guard Gated Sweetwater Club situated on 1.25 acres of lushly landscaped grounds! Welcome to this spectacular home featuring 4 Bedrooms, 3.5 Baths with tropical pool and spa, its a two story architectural masterpiece with 5636 square feet of living area, Circular Driveway and oversized 3 Car Garage! Nature greets from you from every room with soaring ceilings and expansive windows throughout. METICULOUSLY MAINTAINED and move in ready for new owners. RECENT IMPROVEMENTS include NEW EAGLE TILE Roof 2025, Complete Re-pipe of House 2024, Re-Sod of Front and Back Yards 2025, NEW PROVIA Double Front Doors 2022, Two NEW 5 Ton CARRIER A/C Heat PUMP Systems 2025, Two NEW 50 Gallon Water Heaters 2024, NEW Garage Door Openers (3) 2026, NEW 3M UV Tinting of All First Floor Windows 2025, and more. As you enter the welcoming Foyer you'll see the tropical views of treed back yard and fabulous Dining Room Chandelier. To your left will be the voluminous Living Room with breathtaking views from the expansive windows and soaring ceilings featuring two main seating areas. The Dining Room features a UNIQUE Maitland Smith Chandelier and exquisite burlwood maple table and chairs for 10 guests, the windows invite nature's beauty to the table. There is a Powder Room Bathroom off Entry for your guests. Onto the Gourmet Kitchen with separate Eat- In Nook Area, Double Islands for Gracious Entertaining, Many New Appliances and Solid Wood Cabinets and Granite Counters. You'll enjoy JennAir Double Ovens for holiday celebrations and a Sub-Zero Refrigerator, NEW CAFE Cooktop with downdraft Vent, NEW Kitchen Sink, NEW GROHE Faucet, NEW InSinkErator Garbage Disposal, NEW GE Trash Compactor, NEW BOSCH Dishwasher, NEW GE PROFILE Microwave Oven and there is a HUGE WALK IN PANTRY! Adjacent Family Room is ideal for entertaining or relaxing with views of the sparkling Pool and Spa. There is also an outdoor Kitchen for Pool Parties! The 4th Bedroom on the first floor has an ensuite pool bathroom and large walk in closet. This area can be used as an office or in-law suite. Upstairs is the generous Primary Suite with scenic sitting area and adjacent spacious bedroom suite. The Primary Bath is elegant and functional with double vanities, soaking tub, separate shower, water closet and extensive and organized walk in closet! Down the long hall are the other two bedrooms upstairs, each with their own access to the picturesque balcony and walk in closets! These two Bedrooms share a stylish bathroom. Laundry Room is also upstairs and includes the Washer and Dryer as are all appliances in the home. There is also an Mechanical Equipment/Storage Room off the Oversized 3 Car Garage. There are numerous extra storage cabinets in the Garage too. Sweetwater Club is Seminole's County Premier Guards Gated Community with minimum 1 acres home sites, wide tree lined streets, magnificent Estate homes at every turn, tennis/pickle ball courts and Deeded Lake Access to Lake Brantley for water sports and boating. Sweetwater Club is across from the WEKIWA STATE PARK with over 7000 acres! Excellent LAKE BRANTLEY Schools too! For your piece of mind, Seller is offering a One Year Assurant Premium Plan Home Warranty. Complete Improvements List available. Schedule your appointment today. Premises may be under audio visual surveillance.

632 E Club Circle, Longwood

$629,900
4 Beds 2 Baths Jennifer Estates SubDv. 32779 Zip Code
(Assumable VA LOAN! @ 2.6%! Balance 291k , and finance new balance) Location, Location, Location! Welcome to this beautifully maintained 4-bedroom, 2-bath home with a versatile flex room that can be used as a home office, den, playroom, or gym. Located in one of the area's most sought-after communities, residents enjoy private access to Lake Brantley with a community boat ramp and dock—perfect for boating, kayaking, paddleboarding, and fishing. Situated on an oversized corner lot with mature landscaping, this home features a side-entry garage, a fully fenced backyard, and a large in-ground pool with plenty of room to entertain, relax, and enjoy the Florida lifestyle. Inside, you'll love the open floor plan with an oversized great room featuring a cozy wood-burning fireplace. The spacious primary suite is privately situated away from the generously sized secondary bedrooms, providing comfort and privacy. The home has also been freshly painted inside and features new closet doors and ceiling vents. Major updates have already been completed, including a new roof, new A/C system, and new windows, giving the next owner peace of mind and years of worry-free living. The location is truly unbeatable! Zoned for top-rated Seminole County Public Schools, one of the best school districts in Central Florida, you're also just minutes from Wekiwa Springs State Park, Costco, shopping, dining, and major roadways, making everyday living incredibly convenient. This move-in-ready home offers the perfect blend of location, updates, lifestyle, and value. Schedule your private showing today!

2670 Jennifer Hope Boulevard, Longwood

$160,000
2 Beds 1 Baths Fairway Villas SubDv. 32779 Zip Code
Enjoy The Springs lifestyle at a great value. The perfect blend of comfort, character, and convenience in this second-floor end-unit condo located in the highly sought-after gated community of Fairway Villas in Longwood. More than just a place to live, this home offers a lifestyle defined by privacy, security, and resort-style amenities. Inside, the open-concept layout is highlighted by soaring wood-beamed ceilings that bring warmth and architectural charm, blending rustic character with modern appeal. A versatile loft overlooks the main living area, providing the perfect space for a home office, additional storage, hobby room, or play area. Thoughtful updates include refreshed counters, solid-surface finishes, and the convenience of a primary suite located on the main floor. As an end unit, the home enjoys abundant natural light and a greater sense of privacy than many other units. Living in The Springs means enjoying 24-hour gated security along with access to an impressive collection of amenities, including a private clubhouse, fitness center, tennis courts, community stables, and a natural spring for swimming. With all-inclusive maintenance fees covering water, exterior upkeep, 24/7 security, and recreational facilities, this property delivers outstanding value in one of Longwood’s most desirable communities. Opportunities like this in The Springs are rare—schedule your private showing today!

200 Fairway Drive Unit 200, 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

$155,000
2 Beds 1 Baths Fairway Villas SubDv. 32779 Zip Code
The Springs lifestyle at an exceptional value. Discover the perfect blend of comfort, character, and convenience in this ground-floor end-unit condo located in the highly sought-after gated community of Fairway Villas in Longwood. More than just a place to live, this home offers a lifestyle defined by privacy, security, and resort-style amenities. Inside, the open-concept layout is highlighted by soaring wood-beamed ceilings that bring warmth and architectural charm, blending rustic character with modern appeal. Sliding glass doors open to an expansive private deck surrounded by mature trees - an ideal setting for morning coffee, quiet evenings, or entertaining guests. Thoughtful updates include refreshed counters, solid-surface finishes, and the ease of a primary suite conveniently located on the main floor. As an end unit, the home enjoys extra natural light and a greater sense of privacy than many other units. Living in The Springs means enjoying 24-hour gated security along with access to an impressive collection of amenities, including a private clubhouse, fitness center, tennis courts, community stables, and a natural spring for swimming. With all-inclusive maintenance fees covering water, exterior upkeep, 24/7 security, and recreational facilities, this property delivers outstanding value in one of Longwood’s most desirable communities. Opportunities like this in The Springs are rare - schedule your private showing and experience it for yourself.

100 Fairway Drive Unit 100, Longwood

$410,000
3 Beds 3 Baths Springs Whispering Pines Sec 2 SubDv. 32779 Zip Code
Welcome to THE SPRINGS! This beautiful 3-bedroom, 2.5-bathroom townhouse is located in the highly desirable Whispering Pines Village. Step inside this bright and inviting two-story home featuring beautiful wood flooring throughout the living room, dining room, and primary bedroom. The spacious living room features a cozy wood-burning fireplace and opens to a private enclosed patio. The beautifully paved outdoor living space includes a fire pit and fenced backyard, creating the perfect setting for entertaining or unwinding. Beyond the backyard fence, you'll find Whispering Pines Village's private tennis court and community pool, offering a rare backyard-adjacent amenity experience that feels like an extension of your own outdoor space. The dining room has been thoughtfully converted into a private office, creating an ideal workspace for remote professionals or anyone needing a dedicated home office. The oversized primary suite is conveniently located on the first floor and features a walk-in closet. The primary bathroom offers dual vanities and a walk-in shower. Upstairs, you'll find two additional bedrooms and a full bathroom with a shower/tub combination. This home also provides abundant storage, including a large storage area beneath the stairs, as well as a separate indoor laundry room. The interior has been freshly repainted and NEW carpet, and major updates provide peace of mind, including a roof installed in November 2020, AC replaced in 2021, and a newer water heater. 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!

125 Raintree Drive, Longwood

$229,900
2 Beds 2 Baths Crown Oaks 1st Add SubDv. 32779 Zip Code
This LIKE NEW 2 bedroom 2 bathroom condo is the hidden gem you've been looking for! It's been rewired, repiped, 2025 AC with Reme Halo air purifier & so much more! With a low-maintenance lifestyle, all new major systems and finishes plus amenities galore all behind a manned-guard gate, what more could you want? Living in The Springs feels like stepping into a hidden nature preserve tucked right into the heart of Longwood. This gated community is known for its winding, tree-canopied roads, peaceful walking trails, and the rare natural spring that becomes the backdrop for everyday life. Step inside and you'll find lots of sunny spaces, a foyer entry with drop station, luxury vinyl floors throughout and a gorgeous kitchen that will want to spend time in with lots of cabinets for storage, ample quartz countertop for cooking and prep, stylish open wood shelving, stainless steel appliance package with matching hood and window over sink offering nature views! Off kitchen is a utility room/bonus space with pantry storage, washer/dryer and more counter space! Enjoy meals in the separate dining room that flaunts a charming light fixture and picture window! With a refined yet cozy feel, the living room has 13ft soaring ceilings with wood details and beam plus transom windows for all of the natural light lovers anda large sliding glass door making the room feel more open! Primary retreat includes a wall of built-in closets and an en-suite designer-style bath making the everyday routine feel fun with hex tile floor, sleek tiled shower stall with frameless barn-style door & chic vanity with stone! Stylish secondary bath has a classic black and white color scheme with subway tiled tub/shower combo and lots of modern touches! This property is just steps from the newly refurbished community pool, has a 1 car carport and several guest parking spots nearby. In addition to the natural Spring, this community offers a beach like area to hang out and spend your weekends, clubhouse available for private parties, brand new pickelball/tennis courts, basketball courts, horse stables, lots of walking trails, a community pool and lots of community events. The Springs offers a retreat-like way of living while still being just minutes from shopping, dining and top-rated Seminole County schools. It’s one of those places where life naturally slows down and coming home truly feels like an escape. You owe it to yourself to see this one!

267 Crown Oaks Way Unit 267, Longwood

$449,500
3 Beds 2 Baths The Springs Glenwood Village Sec 2 SubDv. 32779 Zip Code
Tucked beneath a canopy of towering oaks on a quiet, tucked-away street, this 3-bedroom, 2-bath townhome in The Springs feels like a private retreat from the moment you arrive. A brick paver driveway and lush, mature landscaping set the tone, leading you through a gated entry courtyard that creates a sense of arrival—and just enough separation from the outside world. Inside, the home opens up in a way that immediately stands out. A sunken living room anchors the space, centered around a striking floor-to-ceiling stone fireplace that acts as both a focal point and a natural divider. It’s bold, warm, and unlike anything you’ll see in a typical townhome. The layout flows effortlessly from space to space, with a dedicated dining area and multiple living zones that give you flexibility to entertain, relax, or spread out. Natural light pours in from oversized sliders, drawing your eye out to a private patio space that feels more like an outdoor room—perfect for morning coffee or winding down at the end of the day. The kitchen offers generous counter space, solid wood cabinetry, stainless appliances, and a large window that keeps everything bright and connected. It’s functional, inviting, and positioned right where you want it—at the heart of the home. One of the standout features is the additional sunroom-style living space with vaulted ceilings and walls of glass. It’s the kind of room that adapts to you—lounge, office, plant haven, creative space—you decide. The primary suite is spacious and tucked away for privacy, while the additional bedrooms offer flexibility for guests, work-from-home setups, or whatever your lifestyle calls for. And then there’s The Springs. This guard-gated community is in a category of its own, offering access to a private natural spring with a sandy beach, miles of walking and biking trails, towering trees, and a setting that feels more like a nature preserve than a neighborhood. Add in tennis, pickleball, a community pool, horse stables, and a full calendar of events—and you start to understand why people move here and stay. All of this just minutes from I-4, shopping, dining, and everything you need—yet it feels completely removed from the noise. Unique. Private. Full of character. This isn’t just another townhome—it’s a space you actually feel.

106 Hidden Oak Drive, Longwood

$889,000
5 Beds 3 Baths Sweetwater Oaks Sec 13 SubDv. 32779 Zip Code
Recent contract fell through. Experience the ultimate Florida lifestyle in this stunning 5-bedroom, 3-bathroom contemporary split-level home in desirable Sweetwater Oaks. Spanning over 3,500 square feet on a quiet cul-de-sac, this residence perfectly blends modern design with functional family living. Entertainer's dream Kitchen & Great Room. The heart of the home is an impressive open-concept kitchen and family room combination featuring soaring vaulted ceilings. Beautiful granite countertops, a central island with a built-in sink and dishwasher, a versatile two-level countertop, and a sun-drenched breakfast nook. The great room showcases a custom stone fireplace with built-in shelving. Three-panel sliding glass pocket doors disappear into the walls, seamlessly merging the interior with the screened-in pool area. Formal Dining & Living. Enjoy vaulted ceilings and multiple expansive windows to enjoy peaceful views of the private pool. The primary suite is privately tucked away on the first level. A versatile 5th bedroom flex space on the main floor serves perfectly as a home office or den. Three additional bedrooms, a full bathroom, and a spacious loft are located on the second floor, providing a dedicated space for family, playroom, or guests. Rest easy with smart outdoor controlled lighting designed for security, holidays, and special events. Beyond your front door, Sweetwater Oaks offers a premier lifestyle with exclusive resident-only access to Lake Brantley at Sweetwater Beach with a beautiful sandy beach for swimming, basketball court, beach volleyball, playground, boat dock, and boat ramp for skiing and fishing. Additionally, residents of Sweetwater Oaks community can enjoy another private access at Riverbend Park. This beautiful expansive park features tennis and basketball courts, baseball and soccer fields, canoeing, and kayaking with access to Wekiva River. Don't miss this rare opportunity to own a piece of paradise in one of Longwood’s most sought-after communities. Roof 2010, HVAC units 2013 and 2016, Hot water heater 2011. Schedule your private tour today!

104 Stonebrook Court, Longwood

$709,000
4 Beds 4 Baths Sweetwater Oaks Sec 04 SubDv. 32779 Zip Code
Virtually Staged. This 4 bedroom, 3.5 bathroom pool home is the kind of home that makes outdoor lovers feel like they finally found their place. Set on over half an acre with peaceful pond frontage and wide-open water views, this property delivers the serenity of lake living with the convenience of Seminole County’s most coveted amenities. Whether your ideal afternoon is launching a boat, paddling the Wekiva River, or unwinding while deer stroll through the yard, this address puts nature at your doorstep. The home has been thoughtfully updated to support a low-maintenance lifestyle. Fresh 2025 interior and exterior paint, a newer roof 2022, upgraded windows and doors installed in 2024, and a paver driveway and pool deck added in 2020 create a clean, modern feel. Inside, newer appliances and a 2019 AC system support comfort year-round. Two master suites provide flexibility, including the option for a mother-in-law suite or multi-generational living. A massive picture window frames the water perfectly, giving the living spaces a tranquil, postcard-worthy backdrop. Your oversized pool comes heated, with a pool heater installed 2024. The neighborhood is a rare gem for active residents. Enjoy three community parks, private Wekiva River access, members-only Lake Brantley beach and boat ramp, and more than ten tennis and pickleball courts. With Wekiva Springs State Park just moments away, adventure comes standard. For buyers who crave space, privacy, and a lifestyle built around the outdoors, this home is the invitation you have been waiting for.

204 Blue Lake Drive, Longwood

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