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 rich history, this city is an ideal place for families, retirees, and anyone seeking a peaceful yet engaging lifestyle.

One of the standout features of Longwood is its commitment to recreational activities, particularly for those who love to stay active. The city is home to several beautiful neighborhoods that boast homes with pickleball court amenities. Pickleball, a sport that has surged in popularity, combines elements of tennis, badminton, and ping-pong, making it a fun and engaging way to stay fit and socialize with neighbors. Imagine stepping out your back door to enjoy a friendly game or hosting weekend tournaments with friends and family right in your own backyard!

In addition to pickleball courts, Longwood offers a variety of other recreational facilities, parks, and community events that foster a strong sense of belonging. The city’s proximity to major highways makes commuting to nearby Orlando a breeze, while still providing a serene escape from the hustle and bustle of city life.

Whether you’re looking for a cozy family home or a luxurious retreat, Longwood’s real estate market has something for everyone. Discover the joys of living in a community that values both leisure and lifestyle, and find your dream home with a pickleball court today!

Newest Longwood Homes with Pickleball Court(s) Amenities

$280,000
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

$798,911
4 Beds 2 Baths Sweetwater Oaks Sec 05 SubDv. 32779 Zip Code
BRAVO! Welcome to Wayland Fields, a beautifully reimagined residence in Sweetwater Oaks—one of the area’s most desirable enclaves, known for custom homes, mature surroundings, and refined Florida living. Situated on an oversized 1.56-acre lot, this single-story split-plan residence offers 4 bedrooms, 2.1 bathrooms, a 2-car garage, and 2,300 square feet of thoughtfully redesigned living space. Elevated finishes, elegant design, and all-new tempered custom energy-efficient windows and doors create a bright, open atmosphere while framing serene views of the expansive outdoor setting. At the heart of the home, the D’Nook Bespoke kitchen serves as a true focal point. Designed for both everyday living and entertaining, it features a statement island, custom soft-close cabinetry, quartz countertops, real wood finishes, integrated pantry storage, premium appliances, a dedicated breakfast bar, and a discreet appliance garage. The custom cooking area overlooks the brand-new saltwater pool, creating a seamless connection between indoor living and outdoor entertaining. The main living area is anchored by a tailored fireplace finished in hand-troweled brick veneer, complemented by custom built-in cabinetry and architectural lighting that add warmth, texture, and dimension. The approximately 500-square-foot owner’s suite provides a private retreat, complete with direct pool access, a spacious walk-in closet, a custom dual vanity with dedicated USB and electrical connections, and a marble-detailed shower with spa-inspired finishes. Three additional bedrooms provide flexible space for guests, a home office, fitness room, or creative studio. Recent upgrades include a new roof (2026), new custom saltwater pool and deck (2026), custom upgraded tempered windows (2026) , with all new major systems completed in 2026 and more! Residents of Sweetwater Oaks enjoy private Lake Brantley access with boating, tennis, pickleball, volleyball, basketball courts, two playgrounds, an exclusive beach, and clubhouse access. Centrally located just 20 minutes from Downtown Orlando and approximately 40 minutes from Disney and the coast, Wayland Fields delivers a refined Florida lifestyle on a rare oversized homesite.

114 Wayland Circle, Longwood

$1,899,000
5 Beds 6 Baths Wingfield North 2 SubDv. 32779 Zip Code
Welcome to an exceptional luxury estate in the prestigious, 24-hour guard-gated community of Wingfield North, ideally located along the highly sought-after Markham Woods Road corridor. Situated on a private 1.23-acre cul-de-sac lot, this remarkable residence offers an impressive combination of scale, luxury, privacy, and resort-style outdoor living. This five-bedroom, six-bathroom home features spacious bedrooms, each with its own en-suite bathroom and walk-in closet. The first-floor primary suite offers a private retreat with French doors opening directly to the patio and pool. Custom walk-in closet design, dual vanity & a walk in shower with multiple shower heads and features. One bedroom features French doors leading to its own private screened porch. Two bedrooms share a private study at the entrance of the dedicated space. Throughout the living areas and bedrooms, engineered hardwood flooring adds warmth and sophistication. Designed for both elegant entertaining and everyday living, the home includes a formal living room overlooking the pool and patio, a formal dining room ideal for large gatherings, and a private office complete with a walk-in closet. The brand-new chef's kitchen is a true centerpiece, with custom cabinetry, marble countertops, an oversized island with seating, gas cooktop, Thermador appliances, and a dedicated eating area overlooking the living room, pool, and outdoor living spaces. Upstairs, the loft provides flexible living space along with an additional bedroom, walk-in closet, and full bathroom. Abundant storage is thoughtfully incorporated throughout the home. The four-car garage offers ample room for a boat or other toys along with a dedicated golf simulation area and an approximately 8' x 17' air-conditioned room perfect for a workshop, hobby space, or additional storage. Outdoor living is equally impressive. The backyard features a screened in pool and spa, covered patio, pool house with storage, and space designed for a future summer kitchen. A creek runs along the rear of the property, while mature wooded areas along the perimeter provide exceptional privacy. A brick-paver circular driveway, covered front porch and cul-de-sac location further enhance the estate's curb appeal and setting. Extensive recent improvements include a recently inspected tile roof with substantial remaining life, whole-home sound system, Control4 smart-home technology, security system, two tankless gas water heaters, new filtration system, front landscaping and irrigation, interior painting, pool equipment, interior lighting and fixtures, garage door openers, screened enclosure upgrades, and exterior pressure washing. A 1,000-gallon propane tank serves the home. Great opportunity to own a substantial luxury estate in one of the Markham Woods area's most desirable guard-gated communities, offering privacy, generous indoor and outdoor spaces, amenities, and a location convenient to top-rated schools, shopping, dining, and major roadways.

334 Vista Oak Drive, Longwood

$800,000
5 Beds 2 Baths Sweetwater Oaks SubDv. 32779 Zip Code
SWEETWATER OAKS — this is the kind of home that feels good the moment you walk in. ONE STORY, 4 BEDROOMS + OFFICE, 3,037 SQ FT, PRIVATE POOL & WALKING DISTANCE TO SABAL POINT ELEMENTARY. Beautifully updated, warm & welcoming, it offers the space you have been looking for, the outdoor living that makes Florida life so enjoyable & the neighborhood lifestyle that makes Sweetwater Oaks so special. The ONE-STORY FLOOR PLAN gives everyone room to spread out, with the primary suite privately positioned away from the secondary bedrooms, a dedicated office & gathering spaces that flow naturally from one to the next. Rich wood flooring runs through the main living areas, while walls of glass fill the home with natural light & connect easily to the pool & screened lanai. At the center of it all is the DESIGNER KITCHEN WITH OVERSIZED CONTRASTING ISLAND — where mornings begin, homework gets done, friends gather & conversations linger after dinner. Crisp white cabinetry, abundant seating, stainless steel appliances, stone countertops, generous prep space, extensive cabinetry & a WALK-IN PANTRY make it as functional as it is beautiful. The kitchen opens to the dining & family rooms, where custom built-ins, a painted brick fireplace & dry bar create an inviting setting for quiet evenings or a house full of friends. Just outside the primary suite, a versatile FLEX SPACE offers even more possibilities — ideal for a nursery, exercise area, reading lounge, second office, yoga space or private sitting room. The spacious PRIMARY SUITE feels like a true retreat, with a tray ceiling, plantation shutters, TWO WALK-IN CLOSETS & an updated bath featuring dual vanities, a soaking tub & oversized walk-in shower. Three additional bedrooms offer flexibility for family & guests. Then step outside, where the Florida lifestyle really comes alive. The EXPANSIVE SCREENED LANAI spans the rear of the home with separate dining & conversation areas, ceiling fans, built-in cabinetry & sink — a space that quickly becomes a favorite part of the home. Imagine morning coffee overlooking the pool, weekend dinners, friends gathering for the big game or a quiet evening unwinding. Multiple sliding doors connect the indoor & outdoor spaces, while the PRIVATE POOL, fenced backyard & .30-ACRE HOMESITE provide breathing room & outdoor space that is increasingly hard to find. The OVERSIZED LAUNDRY/UTILITY ROOM offers extensive cabinetry, long counters, a utility sink, built-in shelving, hanging space & abundant storage — one more example of how thoughtfully this home works for everyday living. There is something special about SWEETWATER OAKS — an established community known for spacious lots, tree-lined streets, natural beauty & a relaxed neighborhood feel. It is the kind of place where people put down roots, make memories & stay for years. Enjoy parks, playgrounds, tennis & racquetball courts, athletic fields & picnic areas, plus Lake Brantley access with a lakefront beach, boat ramp, fishing pier & canoe/kayak storage. Additional highlights include ROOF 2020, updated windows & sliding doors, FENCE 2024 & a generously sized two-car garage. This is more than a house with great space & thoughtful updates. It is a home for gathering, relaxing, entertaining & enjoying the best of Florida living — with the room, outdoor lifestyle & sense of community that can make you want to stay awhile. 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 additional closets throughout. 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

$2,675,000
5 Beds 7 Baths Sweetwater Club Unit 6 SubDv. 32779 Zip Code
An Extraordinary Private Estate Where Luxury, Privacy & Resort-Style Living Come Together. Set on 1.6 beautifully landscaped acres within the desired Sweetwater Club, this exceptional estate offers a rare combination of privacy, sophistication, space, and resort-style living. Located within an exclusive 24-hour guard-gated community, the property is fully fenced and features its own private gated entrance, creating a secluded sanctuary surrounded by mature landscaping. Spanning approximately 6,470 square feet, the residence offers five bedrooms, a spacious bonus room, five full bathrooms, and two half baths. A thoughtfully designed split floor plan places nearly the entire home on one level, while soaring ceilings and light-filled living spaces create an atmosphere that feels both impressive and inviting. At the heart of the home, the chef-inspired kitchen is appointed with Viking appliances, dual gas ovens, and a gas cooktop, providing an exceptional setting for everyday meals and large-scale entertaining. Designed with entertaining in mind, the home also features an oversized billiard and game room with soaring ceilings, a full bar, and surround sound. Whether hosting cocktail evenings, gathering for game night, watching the big game, or spending time with family and friends, this space is made for memorable moments. Privately situated upstairs is a self-contained apartment featuring its own kitchenette, family room, bedroom, oversized walk-in closet, and remodeled full bathroom. Ideal for extended family, overnight guests, multigenerational living, or a private retreat, this versatile space adds tremendous flexibility to the estate. The outdoor living experience is equally impressive. An expansive screened lanai creates a seamless extension of the home and features a fully equipped outdoor kitchen overlooking the remodeled pool. Surrounded by lush landscaping and the privacy of the estate grounds, this resort-inspired setting is ideal for unforgettable gatherings, relaxed evenings, and year-round Florida entertaining. The home has also undergone numerous recent upgrades, offering the comfort and confidence of a beautifully updated estate. Improvements include two new AC units, whole-house replumbing, new flooring throughout, fresh interior and exterior paint, remodeled bathrooms, an updated kitchen, a remodeled pool, and a newer tile roof that remains under warranty, along with many additional updates throughout. An oversized three-car garage provides abundant room for vehicles, storage, and recreational equipment. The Sweetwater Club lifestyle extends well beyond the estate. Residents enjoy access to beautiful Lake Brantley, along with community amenities including tennis, pickleball, and basketball courts. Golf membership opportunities are also available, adding another dimension to the recreational lifestyle this sought-after community provides. For those who appreciate the outdoors, the community is located directly across from renowned Wekiwa Springs State Park, where crystal-clear springs, kayaking, scenic trails, and some of Central Florida’s most beautiful natural surroundings are just moments away.

950 Sweetwater Club Boulevard, Longwood

$157,500
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

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