Longwood Homes with Pickleball Court(s) Amenities

Longwood Homes with Pickleball Court(s) Amenities

Welcome to Longwood, a charming city located in Seminole County, Florida. Known for its beautiful landscapes, friendly community, and convenient location, Longwood is a fantastic place to call home.

If you're a fan of staying active and enjoying outdoor activities, you'll be delighted to know that Longwood offers homes with pickleball court amenities. Whether you're a seasoned pro or looking to try something new, having a pickleball court right in your neighborhood provides endless opportunities for fun and fitness.

Imagine starting your day with a friendly game of pickleball, followed by a relaxing afternoon by the pool or a stroll through one of Longwood's picturesque parks. With homes featuring pickleball court amenities, staying active and enjoying the outdoors has never been easier.

Beyond the amenities, Longwood offers a diverse range of housing options to suit every lifestyle. From cozy townhomes to spacious single-family houses, there's something for everyone in this vibrant city. Plus, with top-rated schools, shopping centers, and dining options just a stone's throw away, Longwood truly has it all.

Whether you're a first-time homebuyer or looking to upgrade to a home with pickleball court amenities, Longwood is the perfect place to find your dream home. Come and experience the best of Florida living in this welcoming and vibrant city.

Newest Longwood Homes with Pickleball Court(s) Amenities

$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
$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
$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
$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
$500,000
3 Beds ⋅ 3 Baths ⋅ Palm Spgs Sub SubDv. ⋅ 32779 Zip Code
Updated Well Appointed Home, Gated Community, Walk to the Residents Only Park with a Spring Fed Lake, Community Pool, Clubhouse, Gazebo, Tennis Courts, Basketball Court and Playground. Beautiful Oak Trees are all over the Neighborhood, Truly a Special Place to Live. Engineered Hardwood Flooring throughout the downstairs, Kitchen has Shaker Cabinetry, Stainless Steel Appliances, The Floor Plan is Open Concept with the Great Room, Kitchen and Dining Room all Open. Great Room has a 20' Ceiling with a Balcony open from the upstairs. The Primary Suite is Spacious with a Whirlpool Tub, Separate Shower and Walk in Closet. Bed Room 2 and 3 have Large Windows and Generous Closets. The Inside Downstairs Laundry Room has built in Cabinets and Storage. Roof 6/2021. Equestrian Community Offering Horse Stables with Paddock, Tack Room, Feed Room, Exercise and Obstacle Course. Close Proximity to I-4, Shopping, Sanford, New Smyrna Beach, Theme Parks and Hospitals and Airports. A beautiful Home ready for a new family.

1931 Lost Spring Court, 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
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