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

206 Harrogate Place, Longwood
$475,000
4 Beds ⋅ 2 Baths ⋅ Wekiva Hills Sec 01 SubDv. ⋅ 32779 Zip Code
Welcome to Wekiva Hills, an established Longwood community known for its mature trees, neighborhood amenities, and convenient location! Situated on a spacious .27 ACRE ~ CORNER LOT, this 4-bedroom, 2-bath POOL HOME offers a versatile single-story floor plan, a large SCREENED LANAI, and a fully FENCED BACKYARD. Notable updates include a BOSCH DISHWASHER (2023), DUAL CONVENTION OVEN/RANGE (2022), UPDATED A/C (2020), HYBRID WATER HEATER (2020), and electrical updates (2018). Inside, PLANTATION SHUTTERS, TILE & WOOD FLOORING, and CALIFORNIA CLOSET SYSTEMS add comfort and functionality throughout. Formal living and dining spaces welcome you at the front of the home, offering flexibility for entertaining, a home office, or additional living space. At the heart of the home, the family room features a cozy WOOD BURNING FIREPLACE and flows naturally into the kitchen and casual breakfast nook. The kitchen is equipped with STAINLESS STEEL APPLIANCES, including the updated dual convection oven and Bosch dishwasher. Step outside to enjoy your own private retreat! The screened lanai overlooks the open-air pool and fenced backyard, with plenty of room to relax, entertain, or enjoy Florida's year-round sunshine. The generous corner lot provides additional outdoor space, while the OVERSIZED 2-CAR GARAGE offers extra room for parking and storage. Beyond the property, Wekiva Hills delivers a fantastic neighborhood lifestyle with a LOW HOA that includes access to tennis and pickleball courts, miles of nearby biking trails, and two parks within a 10-minute walk. Golf enthusiasts will appreciate the proximity to Wekiva Golf Course, and the home is conveniently located near TOP-RATED SCHOOLS - Wekiva Elementary, Teague Middle, and Lake Brantley High School. With easy access to SR 436, SR 434, US 441, and I-4, shopping, dining, parks, lakes, and everything Central Florida has to offer are within easy reach. A private pool, spacious corner lot, and an established Longwood community – come discover everything this Wekiva Hills home has to offer!

206 Harrogate Place, Longwood
282 Haverclub Court, Longwood
$565,000
4 Beds ⋅ 2 Baths ⋅ Wekiva Club Estates Sec 05 SubDv. ⋅ 32779 Zip Code
METICULOUSLY MAINTAINED, MOVE-IN READY, 4-BEDROOM POOL HOME ON AN OVERSIZED CUL-DE-SAC LOT! Welcome to 282 Haverclub Court, a beautifully maintained, brick-accented traditional home offering comfort, character, thoughtful updates, and exceptional indoor and outdoor living spaces. Situated on an approximately one-third-acre lot with pristine landscaping and a spacious, fully fenced backyard, this home is sure to impress! From the moment you arrive, you'll appreciate the outstanding curb appeal, lush landscaping, colorful flowers, and attractive brick-paver driveway. Inside, discover a spacious floor plan featuring four bedrooms, two bathrooms, a desirable split-bedroom layout, and multiple living spaces. Updated flooring includes cherry-tone laminate and oversized 20-inch ceramic tile. The formal living room offers flexibility as a home office, study, additional television room, or playroom with the addition of French doors. The spacious formal dining room is ideal for entertaining. The beautifully appointed kitchen features 42-inch raised-panel maple cabinetry with a warm honey finish, granite countertops, glass-top cooktop, convection oven, deep sink, newer LED lighting, generous breakfast bar, and charming breakfast nook. The kitchen opens to the inviting family room, highlighted by soaring cathedral ceilings, skylights, and a stunning floor-to-ceiling brick fireplace with raised hearth and mantel. Two sets of French doors provide beautiful views and access to the outdoor living area. The spacious primary suite is a private retreat with French doors leading to the lanai and pool, a large walk-in closet, and separate dressing area with vanity and sink. The primary bathroom features an additional vanity and sink, generous walk-in shower, and door opening to a private garden area. The remodeled guest bathroom (2022) features a modern adult-height vanity with dual sinks and quartz countertops. Three additional bedrooms provide room for family, guests, or flexible living arrangements. Step outside to your private backyard oasis! The covered lanai features a tongue-and-groove ceiling and opens to an expansive screened pool enclosure with handsome brick-paver decking, PebbleTec-finish pool, and generous space for lounging, dining, and entertaining. The pool features a gravity-fed overflow system and a pump approximately five years old. Beyond the screened enclosure, enjoy a spacious, fully fenced, park-like backyard with mature landscaping, colorful flowers, and lush greenery. A full-yard irrigation system maintains the beautiful grounds. Major updates include a replaced air-conditioning system (2024), architectural-shingle roof (2009), whole-house replumbing, replacement double-pane windows throughout, remodeled guest bathroom (2022), and LiftMaster garage door opener (2023). Additional conveniences include a programmable thermostat and interior laundry room. The garage offers a Shark Coating/polyurea garage floor, utility sink, storage cabinets, pull-down attic access, and separate side-entry door. Located in a desirable Longwood community with recreational amenities including parks, playgrounds, tennis courts, softball and soccer fields, miles of biking and walking paths, and community facilities. Located in the sought-after Lake Brantley High School area with convenient access to shopping, dining, and major roadways.

282 Haverclub Court, Longwood
400 Blue Lake Drive, Longwood
$650,000
4 Beds ⋅ 3 Baths ⋅ Sweetwater Oaks SubDv. ⋅ 32779 Zip Code
Welcome to fabulous 400 Blue Lake Drive! This fantastic and spacious nearly 2700 square foot 4 bedroom, 3 full bathroom home is move in ready!! The front room has new cozy carpet and one of the best windows in this community, a true gem! The great split bedroom floorplan is ready for all, one of the bedrooms has a great built in home office with a murphy style bed and a very nice en-suite bathroom, the other spacious bedrooms are light and bright and share a very nice bathroom!! The family room has a warm and inviting wood burning fireplace and opens to the very large back porch and private pool area, the porch and pool are super for relaxing, entertaining and creating lasting memories! The home sits on a very private almost half acre property, the huge driveway leads to an oversized(575 square foot) side entry garage with the correct length for many boats to fit!! This home has had a ton of work done, all the heavy work has been completed! The long lasting roof is from 2020, the home was replumbed in 2025 with a new water heater, the new heating and cooling system was installed in 2025 with new ducts, new interior paint in 2026, new carpet in 2026, new insulation, newer windows, a new garage door opener and more!! The 3 full bathrooms and the wonderful kitchen were redone and are classy and clean, the home has very nice ceramic tile and wood flooring! 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!!

400 Blue Lake Drive, Longwood
103 Bilsdale Court, Longwood
$399,900
3 Beds ⋅ 2 Baths ⋅ Wekiva Hunt Club 1 Fox Hunt Sec 1 SubDv. ⋅ 32779 Zip Code
Welcome home to the highly desirable Wekiva Hunt Club! Nestled on a quiet, peaceful cul-de-sac, this charming 3-bedroom, 2-bathroom single-story residence offers 1655 square feet of well maintained living space. Along with curb-appeal, the home has been freshly painted inside and out, showcasing a bright, move-in ready aesthetic. The home is highlighted by a spacious family room complete with a cozy wood-burning fireplace and sliding glass doors that frame your view of the private fenced-in backyard. The fully equipped kitchen includes an eat-in space and an adjacent dining area. An attached, extra-deep 2-car garage delivers premium storage and convenient laundry hook-ups. Enjoy neighborhood amenities including a golf course, tennis courts, pickleball and basketball courts, playgrounds and miles of walking trails. Perfectly positioned within walking distance of Wekiva Elementary School, this home is zoned for the highly regarded Seminole County schools. Don't miss the opportunity to plant your roots in one of Longwood's premier communities!

103 Bilsdale Court, Longwood
2124 Woodbridge Road, Longwood
$169,000
1 Beds ⋅ 1 Baths ⋅ Palm Spgs Condo At The Spgs SubDv. ⋅ 32779 Zip Code
Welcome Home! This updated one-bedroom, one-bath condo features high ceilings and an open-concept layout that feels warm and spacious for relaxing or entertaining. The property features recent updates throughout, including a new HVAC, new kitchen appliances, new carpet in the bedroom, and fresh interior paint. The living room is large and includes a wood-burning fireplace for cozy evenings, with sliding glass doors that open onto a private patio. Interior features include a spacious closet in the bedroom, a separate dining area, and inside laundry. You will also have a private garage for your car and additional storage. Enjoy living in The Springs with a 24-hour guard gate and top-tier amenities. Features include nearby tennis courts, a swimming pool, basketball and Pickleball courts, horse stables, a playground, a clubhouse, RV and boat storage, nearby jogging trails, nature trails along the Little Wekiva River, picnic and barbecue areas, and the natural spring. Shopping, restaurants, and public transportation are all nearby with access to Interstate 4. This is a Fannie Mae HomePath Property. Contact us today before this is gone.

2124 Woodbridge Road, Longwood
221 Pine Cone Lane, Longwood
$525,000
3 Beds ⋅ 3 Baths ⋅ The Springs Whispering Pines Sec 2 SubDv. ⋅ 32779 Zip Code
Virtually Staged. Outstanding opportunity to own a very large, detached townhome in The Springs, Longwood. Picture splashing at the community pool, racing to the playground, or strolling to the spring - all just a short walk from your door. With great schools and a vibrant, fun-filled community, it's the perfect lifestyle, and why so many who grew up here return to raise their families. Located on a quiet cul-de-sac in the 24-hour, guard-gated Springs community, this brick home features 3 generously sized bedrooms and 3 baths, including two primary suites - one on the main floor with attached OFFICE and another primary suite and loft space upstairs. It’s perfect for multi-generational living and offers plenty of room for everyone. With soaring ceilings and lots of windows, this home is filled with natural light, while the screened-in patio extends the living space to the outdoors. Surrounded by lush greenery, winding trails, and natural springs, living here feels like stepping into the country. Residents enjoy exclusive access to Whispering Pines’ community pool and tennis courts, along with The Springs’ amenities: a private spring, river, horse stables, walking and jogging paths, food trucks, movie nights, and a vibrant calendar of community events. With Longwood’s rich history, top-rated Seminole County schools, and an unbeatable location just under a mile from I-4, this home makes it so easy to get toPublix, schools, gyms, Altamonte Springs, Costco, Whole Foods, Lake Mary, Winter Park, downtown Orlando, the attractions, farmer’s markets, and the beach. Everything you need is close by! Scheduling a showing is easy, just reach out!

221 Pine Cone Lane, Longwood
209 Jasmine Lane, Longwood
$399,900
The Springs SubDv. ⋅ 32779 Zip Code
HIGH AND DRY BUILDABLE LOT in THE SPRINGS! A true Hidden Gem! Located in a Col-de-sac, the pie-shaped lot fans out in rear, allowing fore a HUGE back yard. Geotechnical report completed, confirming the dirt is good to go! Survey available includes boundary, topo and trees. Preliminary site work should be minimal. A few trees may need to go for building, but otherwise the lot is mostly clear. Purchase the lot as-is or discuss a build-to-suit with the owner, who is a locally established, award-winning custom-home builder. Great fortunes come to those who TAKE IMMEDIATE ACTION when opportunity presents itself. Come

209 Jasmine Lane, Longwood
872 Sweetwater Island Circle, Longwood
$995,000
6 Beds ⋅ 6 Baths ⋅ Sweetwater Island SubDv. ⋅ 32779 Zip Code
Welcome to Sweetwater Island Estates - one of Seminole County’s best kept secrets. Located in a gated community and surrounded by natural beauty. Situated on a conservation lot, this pool home features 6 bedrooms and 5.5 bathrooms, office/den, family room, two fireplaces and formal dining room. Neutral paint tones, crown molding and natural light abound in this home. The gourmet kitchen is ideal for the aspiring chef in your family – highlighted by 42” maple wood cabinets, stainless steel appliances, center island, double ovens and adjacent breakfast room. The primary retreat is located on the first floor with an extended sitting area and fireplace. The ensuite bathroom has dual sinks, a garden tub, separate shower and large walk-in closet. The focal point of this home is the Family room – ideal for creating special memories with friends and family. There is a spacious office on the first floor highlighted by a beautiful bay window. The second-floor features 5 bedrooms and 3 full bathrooms. The floor plan flows seamlessly and is excellent for the multi-generational family. Extend your living area outdoors with French doors leading to the covered lanai, screened pool and an extended patio – perfect for setting up a firepit and roasting marshmallows. The private back yard exudes serenity and is accentuated by lush landscaping. Upgrades include: Exterior paint (2026), Salt chlorine generator (2026), GE cooktop (2026), Pool pump (2024), GE Washer (2024), Interior faucets (2023), Ceiling fans (2020), Roof (2020), Mini split A/C (2020), Upstairs A/C unit (2020). Amenities: Tennis courts, playground, deeded access to Lake Brantley, private boat ramp, fishing, water skiing, private beach, volleyball, basketball and more. Explore the Wekiva River by canoe/kayak or take in all the natural beauty this community offers. Conveniently located to shopping, restaurants, medical and major roads. This home has been meticulously maintained.

872 Sweetwater Island Circle, Longwood
102 Sweetwater Hills Drive, Longwood
$699,999
4 Beds ⋅ 2 Baths ⋅ Sweetwater Oaks Sec 08 SubDv. ⋅ 32779 Zip Code
Situated on almost half an acre with lush landscape and soaring bamboo, this beautiful, well-maintained, and extensively updated 4-bedroom, 2-bath pool home offers the feeling of a private oasis. The open interior features vaulted ceilings, abundant natural light, a wood-burning fireplace, and multiple sliding glass doors connecting the living areas to the expansive screened-in oversized pool and patio, with plenty of space for outdoor dining and entertaining. The remodeled kitchen offers stainless steel appliances, soft-close cabinetry, an beautiful center stone island with seating, with additional custom kitchen seating area, and excellent storage. Some major improvements include renovated bathrooms, a permitted whole-house re-pipe, complete roof replacement, double-pane windows and exterior doors, updated attic insulation, pool heater, EV charging capability, and more. OVERSIZED pool, just don’t see pools this big. The home also features a combined laundry room and dedicated office workspace, plus an oversized garage with work bench. The property is located within Seminole County Public Schools, excellent public school options. Sweetwater Oaks residents enjoy Sweetwater Beach on Lake Brantley, tennis, pickleball, basketball, playgrounds, soccer and baseball fields, a fishing dock, covered pavilions, a residents-only boat ramp, and gated Wekiva River access. Please find the link to the amazing amenities: https://youtu.be/l1XiIp2BatM

102 Sweetwater Hills Drive, Longwood
322 N Shadowbay Boulevard, Longwood
$475,000
3 Beds ⋅ 2 Baths ⋅ Shadowbay, Lake Vista At SubDv. ⋅ 32779 Zip Code
Welcome Home to Lake Vista at Shadowbay! Discover this beautifully maintained 3-bedroom, 2-bathroom home with a spacious 2-car garage in a desirable lakefront community. The open, airy layout features abundant natural light, soaring vaulted ceilings, rich wood flooring, tile, and distinctive architectural details. Versatile living spaces include a formal dining room and inviting living room, perfect for everyday comfort and entertaining. The highlight is the oversized, screened-in lanai, featuring vaulted ceilings, two wood ceiling fans with remote controls and three lighting options, and ample space for outdoor dining or relaxation. Enjoy peaceful views of a serene pond and wooded conservation area, creating a private retreat year-round. Notable improvements and permits: September 21, 2022: Screen room, covered porch, and concrete addition. May 9, 2022: Residential fence/wall. June 23, 2021: Residential electrical. May 25, 2021: Residential plumbing. April 20, 2021: Residential mechanical. January 15, 2013: Electrical. January 11, 2013: Reroof. Enjoy private access to Ski Lake Brantley, plus community amenities including a boat ramp and tennis court. Conveniently located near top-rated Seminole County schools, shopping, dining, major roadways, and everything Longwood and Central Florida have to offer. No HOA and no restrictions! Enjoy the freedom and flexibility to make this home your own while embracing the best of Florida living. Don't miss this opportunity to enjoy comfortable living, exceptional outdoor space, and a sought-after location. Schedule your private showing today!

322 N Shadowbay Boulevard, Longwood
1111 W Wekiva Trail, Longwood
$429,900
4 Beds ⋅ 2 Baths ⋅ Wekiva Club Estates Sec 04 SubDv. ⋅ 32779 Zip Code
PRICE IMPROVEMENT! This new price reflects the home’s current condition and provides an excellent opportunity for buyers looking to make updates and create a home tailored to their vision. Welcome to 1111 W Wekiva Trail, nestled in the desirable Wekiva Hunt Club, where space, comfort, and the Florida lifestyle come together. This well-loved four-bedroom home features a thoughtful split-bedroom floor plan with a spacious primary suite, including a large accessible shower, while three additional bedrooms are located on the opposite side of the home. Four sliding glass doors provide an abundance of natural light and create a seamless connection to the outdoor living areas. The home offers a separate dining room, living room, and family room with a fireplace, providing plenty of space for everyday living and entertaining. The kitchen includes a convenient sit-in dinette for casual meals and morning coffee. Step outside to the enclosed screened patio and oversized lot, offering ample space to design your ideal outdoor retreat. The existing pool is ready for restoration, and the seller is willing to provide a credit toward pool restoration, subject to terms. Enjoy the established Wekiva Hunt Club community with a low HOA of approximately $20 per month and an extensive selection of amenities, including neighborhood parks, lighted tennis and pickleball courts, basketball courts, soccer fields, playgrounds, walking and biking trails, lake areas, picnic spaces, a community center, and community events. Surrounded by mature trees and convenient to shopping, dining, recreation, and Central Florida attractions, this property offers an opportunity to update and make it your own in a sought-after community. Schedule your private showing today and explore the possibilities at 1111 W Wekiva Trail.

1111 W Wekiva Trail, Longwood
2184 Woodbridge Road Unit 2184, Longwood
$260,000
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
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