Longwood Homes with Pickleball Court(s) Amenities

Longwood Homes with Pickleball Court(s) Amenities

Welcome to Longwood, Florida, a charming city nestled in the heart of Seminole County. Known for its picturesque landscapes and vibrant community, Longwood offers a perfect blend of suburban tranquility and urban convenience. With its lush parks, scenic lakes, and a variety of shopping and dining options, Longwood is an ideal place for families, retirees, and everyone in between.

One of the standout features of Longwood is its commitment to an active lifestyle, particularly with the growing popularity of pickleball. This exciting sport has taken the community by storm, and many homes in the area are equipped with private pickleball courts, allowing residents to enjoy friendly matches right in their backyards. Imagine waking up each morning to the sound of laughter and the rhythmic thud of pickleballs as you step outside to engage in a game with friends or family.

The homes in Longwood are as diverse as its residents, ranging from charming single-family residences to modern townhomes, many of which boast top-notch amenities including state-of-the-art pickleball courts. These properties not only offer a unique recreational opportunity but also foster a sense of community among neighbors who share a passion for the game.

Living in Longwood means embracing a lifestyle filled with outdoor activities, social gatherings, and a vibrant community spirit. Whether you’re a seasoned player or new to the sport, having a home with a pickleball court is a fantastic way to stay active and connect with others. Come discover the allure of Longwood, where your dream home awaits!

Newest Longwood Homes with Pickleball Court(s) Amenities

$800,000
5 Beds ⋅ 2 Baths ⋅ Sweetwater Oaks SubDv. ⋅ 32779 Zip Code
SWEETWATER OAKS — this is the kind of home that makes you want to stay awhile. Beautifully updated, warm and inviting, it combines an easy one-story floor plan with exceptional outdoor living and the lifestyle that makes this neighborhood so special. Rich wood flooring flows through the main living areas, while walls of glass fill the home with natural light and create a seamless connection to the pool and lanai. The heart of the home is the DESIGNER KITCHEN WITH OVERSIZED CONTRASTING ISLAND, where everyone will naturally gather. Crisp white cabinetry, abundant seating, stainless steel appliances, beautiful stone countertops, generous prep space and extensive storage make it as functional as it is beautiful. The kitchen opens effortlessly to the dining and family rooms, where custom built-ins, a painted brick fireplace and dry bar create a comfortable space for everything from quiet evenings to a house full of friends. The spacious PRIMARY SUITE feels like a true retreat, with a tray ceiling, plantation shutters and an updated bath featuring dual vanities, a soaking tub and oversized walk-in shower. Additional bedrooms offer flexibility for family and guests, while a separate office provides a dedicated work-from-home space. Even the OVERSIZED LAUNDRY/UTILITY ROOM impresses, with extensive cabinetry, long counters, a utility sink, built-in shelving, hanging space and abundant storage — one of those practical luxuries you quickly wonder how you ever lived without. Then step outside, because this is where the Florida lifestyle really comes alive. Multiple sliding doors open to an EXPANSIVE SCREENED LANAI with separate dining and conversation areas, ceiling fans, built-in cabinetry and sink. Morning coffee, weekend dinners, football games with friends or simply relaxing at the end of the day — there is room for it all. Beyond the lanai, a freeform pool and expansive paver deck create your own backyard retreat, with additional fenced green space and mature landscaping. And then there is SWEETWATER OAKS itself. Enjoy a lakefront beach on Lake Brantley, river access with canoe and kayak storage, tennis courts, basketball courts, playgrounds, athletic fields, picnic areas and recreation spaces — all surrounded by the mature trees and natural beauty that give this neighborhood its unmistakable character. Additional improvements include ROOF 2020, updated windows and sliding doors, and FENCE 2024. Beautiful inside, fun outside and surrounded by amenities you will actually use, this is more than a home — it is a place to settle in, gather together and enjoy the Central Florida lifestyle. More pictures and floor plan are coming tomorrow. Check out the Matterport tour!!!

718 Fox Valley Drive, Longwood
$358,000
3 Beds ⋅ 2 Baths ⋅ Governors Point Ph 1 SubDv. ⋅ 32779 Zip Code
Location, Location, Location! Discover this stunning 3-bedroom, 2-bath, single-story townhome featuring a desirable 3-way split floor plan, an oversized end-unit homesite, truly serene conservation views, and a location just steps from the community pool and tennis courts! Nestled within highly sought-after Governors Point East in Longwood’s coveted Wekiva golf community, this exceptional home offers 1,484 square feet of comfortable living space. Step inside to a lovely, updated kitchen accented by a stunning stained-glass room divider, while soaring vaulted and cathedral ceilings enhance the spacious feel of the great room and primary suite. The inviting great room features a gracious wood burning fireplace, beautiful real wood shutters on all the windows and French doors, and wonderful views of the natural surroundings. The handsome primary suite is a true retreat with a large walk-in closet, French doors opening to the screened porch, and a beautifully updated en-suite bath complete with a large double-vanity area and stunning step-in shower with built-in bench. Two additional generously sized bedrooms and a second full bath are conveniently located on the opposite side of the home, along with exceptional storage that includes an oversized hall closet, linen and broom closet, plus an additional front hall closet. At the end of a long day, step through the French doors from either the primary suite or great room and unwind on the screened-in back porch overlooking the beautifully tranquil conservation area—an ideal setting for morning coffee, quiet evenings, or simply enjoying the peaceful natural surroundings. Recent Updates Include: HOA PAINTING FULL EXTERIOR OF HOME AND PORCH INTERIOR VERY SOON! Roof (04/27/21); Ruud/Rheem A/C (03/2024); A.O. Smith water heater (08/2026); Whirlpool washer (approx. 6 months); and GE dryer (approx. 1 year). Enjoy the ease of low maintenance living with an HOA that covers exterior maintenance, lawn and grounds care, irrigation including water, termite bond, Spectrum TV and internet package, plus access to a community pool, tennis and pickleball courts, playgrounds, parks and more. Ideally located near top-rated schools, shopping, dining, major roadways, Wekiva Golf Club, Wekiva Island, and spectacular Wekiwa Springs State Park, where you can swim, canoe, kayak, explore scenic walking trails and enjoy the natural beauty for which this area is known. With its oversized end-unit setting, peaceful conservation views, spacious split-bedroom design, numerous updates and outstanding community amenities, this is an exceptional opportunity to create your dream home in one of Central Florida’s most beloved communities. SCHEDULE YOUR PRIVATE SHOWING TODAY AND EXPERIENCE IT FOR YOURSELF!

437 Stanton Place, 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
$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
$399,900
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
Start Your Search