Leesburg Homes with Pickleball Court(s) Amenities

Leesburg Homes with Pickleball Court(s) Amenities

Welcome to Leesburg, Florida, a charming city nestled in the heart of Lake County, where Southern hospitality meets vibrant community spirit! Known for its picturesque landscapes and rich history, Leesburg offers a delightful blend of small-town charm and modern conveniences. With its scenic lakes, lush parks, and friendly neighborhoods, this city is perfect for families, retirees, and everyone in between.

One of the standout features of Leesburg is its commitment to an active lifestyle, exemplified by the growing popularity of homes equipped with pickleball courts. This exciting sport, which combines elements of tennis, badminton, and ping-pong, is a fantastic way to stay fit and socialize with neighbors. Imagine stepping into your backyard to enjoy a game with friends or family, all while basking in the beautiful Florida sunshine. Homes with pickleball court amenities are becoming increasingly sought after, making them a perfect choice for those who love to engage in friendly competition and embrace a healthy, active lifestyle.

In addition to pickleball, Leesburg boasts a variety of recreational activities, including boating, fishing, and hiking, thanks to its proximity to stunning lakes and nature trails. The city is also home to a vibrant arts scene, delicious dining options, and numerous festivals throughout the year, ensuring there’s always something to do.

Whether you’re looking for a cozy family home or a spacious retreat, Leesburg offers a diverse range of properties that cater to all lifestyles. Discover the joy of living in a community that values both relaxation and recreation—come explore Leesburg today!

Newest Leesburg Homes with Pickleball Court(s) Amenities

307 Hawthorne Boulevard, Leesburg
$145,000
2 Beds ⋅ 2 Baths ⋅ Hawthorne At Leesburg A Coop SubDv. ⋅ 34748 Zip Code
A Warm, Welcoming Retreat with Character & Comfort. Discover this beautifully cared-for, fully furnished 2-bedroom, 2-bath home on Hawthorne Blvd, where charm, comfort, and livability come together effortlessly. Set across from a generous, open median, this inviting home has a welcoming presence and plenty of room to relax, entertain, and enjoy everyday life. Step inside and discover a home that feels comfortable and inviting from the moment you arrive. The spacious living room offers an easygoing gathering place, while the bright Florida room, fully heated and cooled, adds a wonderful bonus space for morning coffee, reading, entertaining, or overnight guests. Both the living room and Florida room feature sleeper sofas, making hosting family and friends a breeze. The spacious, fully equipped kitchen is ready for everything from a quick breakfast to a leisurely home-cooked meal. A charming eating bar provides the perfect spot for morning coffee, casual meals, or keeping the conversation going while preparing dinner. The home features vinyl siding, a membrane roof installed in 2015, HVAC installed in 2010, upgraded windows, and a blend of carpet and laminate flooring. New subfloors were installed in 2021 in the master bedroom, guest bedroom, and dining room. The cozy primary bedroom offers a walk-in closet and a private bath with a walk-in shower. The guest bedroom provides a comfortable guest bed with clever under-bed storage and an easy-lift design. The guest bathroom includes a classic bathtub. A separate utility and laundry room adds everyday convenience, while the outdoor space is beautifully uncomplicated with low-maintenance landscaping and a charming flower or herb bed. Charming and wonderfully adaptable, this home is a delightful place to settle in, slow down, and make yourself at home..............Hawthorne at Leesburg is an active, resident owned, 55+ cooperative, waterfront, gated community, with beautifully landscaped grounds, lakes with illuminated fountains and a relaxing and comfortable gazebo. The affordable monthly maintenance fee of $397 includes water, sewer, lawn mowing, private emergency services and storage space for recreational vehicles, boats, trailers and much more! The beautiful clubhouse is complete with a full-time program coordinator, more than 100 different activities and seating for 550. It has a hospitality lounge, card rooms, craft rooms, billiard room, fitness center, library, fine arts room and many more. There is excellent fishing, outdoor geo-thermally heated pool and two enclosed therapeutic pools. Hawthorne boasts a private marina monitored by an electronic security system with over 120 boat slips and access to the Harris Chain of Lakes and beyond.

307 Hawthorne Boulevard, Leesburg

803 Dundee Circle Unit 803, Leesburg
$229,900
2 Beds ⋅ 2 Baths ⋅ Scottish Highlands SubDv. ⋅ 34788 Zip Code
Welcome to this beautifully upgraded 2-bedroom, 2-bath home with a dedicated office, located in Scottish Highlands, one of the premier Pringle communities in Lake County. Extensive remodeling includes a new roof, 2 new electrical panels, RELATIVELY new refrigerator, new washer and dryer, new gas heated hot water tank with circulation valve; luxury vinyl flooring throughout. Additional upgrades include new ceiling fans and light fixtures, carriage lights added to the garage, a new alarm system, and a convenient new exterior water tap at the front of the home, along with a surface-level water main shut-off valve; new toliets and new kitchen sink. The guest bath has a spa-like walk-in tub with jets along with a new sink, counter, toliet and ceramic floor tiles. On the exterior, a new concrete pad was installed for a stand-by gas generator, along with dedicated electrical power and an automatic transwer switch. The back porch has been upgraded to include steel footers and poly-resin, along with new flooring in this inviting outdoor living area. Step outside onto the back porch and enjoy tremendous views overlooking one of the community's small ponds—a peaceful setting for morning coffee, entertaining, or simply relaxing and enjoying the Florida lifestyle. Location is another highlight. The home is just a short distance from the clubhouse, where residents enjoy indoor and outdoor swimming pools, tennis and pickleball courts, and a wide variety of activities and social opportunities. With extensive recent improvements, beautiful water views, a versatile office, and an excellent location within Scottish Highlands, this home offers an exceptional opportunity to enjoy a move-in-ready Florida lifestyle in one of Lake County's sought-after Pringle communities.

803 Dundee Circle Unit 803, Leesburg

512 Palo Verde Drive, Leesburg
$79,000
2 Beds ⋅ 2 Baths ⋅ Hawthorne At Leesburg SubDv. ⋅ 34748 Zip Code
Enjoy the best of Florida living in this charming 2-bedroom, 2-bath home located in the highly desirable 55+ community of Hawthorne at Leesburg! Offering resort-style amenities, a convenient Central Florida location, and a low-maintenance lifestyle, this home is an excellent opportunity for full-time residents or those seeking the perfect seasonal retreat. Ideally situated between The Villages and Orlando, you’ll enjoy easy access to shopping, restaurants, entertainment, medical facilities, and the Florida Turnpike. Inside, the home features a bright and functional kitchen with ample cabinet storage, an adjoining dining area, and a spacious living room that opens to an enclosed Florida Room. This additional living space is perfect for enjoying your morning coffee, relaxing with a good book, or entertaining friends and family year-round. The home offers two primary bedroom suites, each with its own full bathroom, providing comfort, privacy, and flexibility for visiting guests. Outside, the covered carport provides convenient sheltered parking, while the attached storage shed offers additional space for tools, seasonal décor, and other belongings. Hawthorne at Leesburg offers an exceptional resort-style lifestyle with an impressive array of amenities! Residents can enjoy a clubhouse, fitness center, sauna, tennis courts, pickleball, shuffleboard, bocce ball, card rooms, a softball field, and an 18-hole grass putting course. For boating and outdoor enthusiasts, the community also offers access to the Lake Harris Chain of Lakes, featuring boat slips and a private boat launch, along with boat and RV storage. Enjoy boating, fishing, water sports, and a variety of outdoor recreational activities, all adding to the appeal of this vibrant community. An active social calendar, clubs, and community events provide plenty of opportunities to meet neighbors and make lasting friendships. Whether you’re looking for a full-time Florida home, a seasonal escape from colder weather, or a place to enjoy an active and social retirement lifestyle, this home offers a wonderful opportunity to experience the Florida lifestyle you’ve been dreaming of!

512 Palo Verde Drive, Leesburg

5336 Tidewater Street, Leesburg
$325,000
2 Beds ⋅ 2 Baths ⋅ Plantation At Leesburg Riverside Village Lt SubDv. ⋅ 34748 Zip Code
Looking for a spectacular 2 bed + den home in the premier 55+ gated golf community of Plantation at Leesburg? Well, look no further! This exceptional property is striking from the moment you pull into the driveway, greeting you with updated landscaping, fresh exterior lighting, and a crisp, newly painted exterior. Open the front door and WOW—this home shows like an absolute model. The expansive layout features soaring ceilings and brand-new luxury vinyl plank flooring that flows seamlessly through the main living spaces. Every inch of the interior has been refreshed, including a STUNNING, brand-new custom Kitchen that belongs on the cover of a design magazine. This unique culinary space boasts: • Custom solid wood cabinetry in a sophisticated, trending sage green tone. • Striking pattern-tile backsplash that adds incredible character and designer flair. • Premium quartz countertops paired with a massive, commercial-grade stainless steel farmhouse sink and handsome modern hardware. • Brand-new 2026 appliances complete the ultimate chef's setup. The kitchen transitions beautifully into a sunlit breakfast nook accented by handsome rustic ceiling beams and stylish modern lighting fixtures. Slip away to the expansive primary suite, featuring a massive, completely updated bathroom that offers a true spa-like escape. Solidly built in 2004, the home also features an oversized garage. A spacious covered lanai—the perfect private oasis to enjoy your morning coffee or unwind in the beautiful Florida weather. With major components entirely updated, you can move in with total peace of mind: Roof (2023), A/C (2020), and a brand-new Garage Door Opener, Kitchen Appliances, and Disposal all new for 2026. Enjoy resort-style living at THE PLANTATION AT LEESBURG, A 55+ GATED COMMUNITY, with TWO GOLF COURSES, pools, tennis, pickleball, softball, clubs, and endless activities in one of Central Florida’s premier active adult communities. The life you have waited your whole life for is conveniently located near major hospitals, shopping, parks, and the airport. Don't miss this opportunity to own a move-in-ready home that offers comfort, quality updates, and exceptional outdoor living!

5336 Tidewater Street, Leesburg

21212 Royal St Georges Lane, Leesburg
$249,000
2 Beds ⋅ 2 Baths ⋅ Royal Highlands Ph 01ca SubDv. ⋅ 34748 Zip Code
Virtually Staged. Welcome to easy Florida living in the SOUGHT-AFTER 55+ ROYAL HIGHLANDS community, where comfort, recreation and an ACTIVE LIFESTYLE come together in a GUARD-GATED GOLF COMMUNITY. Tucked away in a QUIET AREA of the neighborhood, this charming 2-bedroom, 2-bath single-story home offers GREAT CURB APPEAL, beautiful landscaping and FRESH EXTERIOR PAINT (2026). Inside, NEW WOOD-LOOK LVP FLOORING (2026) flows throughout the home, creating a fresh, cohesive look from room to room. The generous LIVING ROOM features a vaulted ceiling and sliding doors that open to a bright, FULLY ENCLOSED FLORIDA ROOM with glass windows. Whether used as a home office, reading room or simply a peaceful place to relax, this VERSATILE SPACE adds valuable living area and leads directly to the SCREENED PATIO, where you can enjoy the backyard from a comfortable outdoor setting. The Living Room flows naturally into the spacious DINING ROOM, which offers enough room for a COZY FLEX SPACE—perfect for a desk, reading nook or hobby area.Just off the Dining Room, the KITCHEN delivers plenty of QUALITY CABINETRY STORAGE and GRANITE COUNTERTOPS (2017), a closet pantry and stainless steel appliances including a gas range, NEW REFRIGERATOR (2026), and NEW MICROWAVE (2024). A sunny, spacious BREAKFAST NOOK provides the perfect spot for morning coffee or casual meals. The SPLIT-BEDROOM FLOOR PLAN offers privacy with the two bedrooms positioned on opposite sides of the home. The PRIMARY SUITE features a vaulted ceiling, WALK-IN CLOSET and en suite Bath REMODELED IN 2024 with dual sinks, GRANITE COUNTERTOPS, a step-in shower, NEW MIRRORS and UPDATED LIGHTING. On the opposite side of the home, the SECOND BEDROOM offers abundant NATURAL LIGHT and a built-in closet, with the SECOND FULL BATH conveniently nearby. The TWO-CAR GARAGE provides additional storage and houses the laundry area, complete with a gas dryer. Recent updates include a NEW ROOF (2025) and NEW WATER HEATER (2025), while the HVAC was replaced in 2016. And then there is the Royal Highlands lifestyle! Residents enjoy an IMPRESSIVE ARRAY OF AMENITIES including a GUARD-GATED ENTRANCE, sparkling outdoor pool, nearby Clubhouse with RENOVATED INDOOR POOL WITH JET SPA (2025), tennis, pickleball, racquetball, FITNESS FACILITIES, shuffleboard, bocce, billiards, arts and crafts, a library and more. The ACTIVITY HALL features a full stage and dance floor, while a THRIVING CALENDAR of clubs, activities and recreation provides plenty of opportunities to stay active and connected. CABLE AND INTERNET are also included.Golf enthusiasts will appreciate having the 18-HOLE MONARCH GOLF COURSE winding through the community, with an OPTIONAL GOLF MEMBERSHIP available. The course also features a pro shop and restaurant, making it easy to enjoy a round of golf and a meal close to home. Beyond the community, enjoy the natural beauty and SMALL-TOWN CHARM of the Leesburg area. VENETIAN GARDENS along Lake Harris offers scenic walking paths, bridges, waterfront views and opportunities for fishing and picnicking, while HISTORIC DOWNTOWN LEESBURG provides local shops, restaurants and community events. AFFORDABLE, updated and wonderfully positioned within one of Leesburg’s established 55+ communities, this home provides the perfect combination of comfortable living, LOW-MAINTENANCE CONVENIENCE, and an AMENITY-RICH Florida lifestyle. Come discover HOME SWEET HOME in Royal Highlands!

21212 Royal St Georges Lane, Leesburg

37 Gordon Court, Leesburg
$189,900
2 Beds ⋅ 2 Baths ⋅ Scottish Highlands Condo Ph B SubDv. ⋅ 34788 Zip Code
Virtually Staged. Welcome to easy Florida living in the desirable 55+ community of Scottish Highlands! Nestled beneath majestic oak trees on a quiet street, this well-maintained 2-bedroom, 2-bath home offers a comfortable split floor plan, peaceful wildlife and pond views. The home features vaulted ceilings that create an open, airy feel in the main living area, while the adjoining dining space provides a welcoming setting for everyday meals and entertaining. The kitchen features abundant cabinet and countertop space, a gas range, and a breakfast area, offering a practical layout with room to prepare meals and gather. The enclosed Florida room is a highlight of the home. Featuring vinyl windows, this versatile space is ideal for morning coffee, reading, hobbies, or simply unwinding. Enjoy views of the nearby pond and visiting wildlife from the Florida room and backyard—a peaceful backdrop to your daily routine. The primary suite includes a walk-in closet and private en-suite bathroom, while the guest bedroom and second bathroom provide comfortable accommodations for visitors or flexibility for your needs. An oversized one-car garage and ample storage complete the home's practical design. Lovingly maintained over the years, this home presents an excellent opportunity to settle in comfortably while updating and personalizing at your own pace. Scottish Highlands offers a variety of amenities and opportunities to stay active and connect with neighbors. Swim in the beautiful heated indoor 25-meter pool, equipped with an access lift, relax in the indoor hot tub, or enjoy the outdoor pool and sunbathing area overlooking a community pond. Tennis, pickleball, bocce, and shuffleboard courts provide options for recreation, with lighting at the shuffleboard and outdoor pool areas for evening enjoyment. The spacious recreation hall features a kitchen, stage, sound system, and extensive seating for community events. A separate clubhouse provides space for smaller gatherings, along with a movie and game library and kiln area. Residents can enjoy community breakfasts, dinners, dances, and other planned social activities. Additional amenities include a library, billiard room, and meeting rooms. RV and boat storage is available for an additional $18/25 monthly fee. Conveniently located near shopping, dining, and medical facilities, with historic downtown Leesburg and Mount Dora within easy reach, 37 Gordon Court combines everyday comfort with a welcoming golf cart friendly community lifestyle. Come discover the peaceful setting and possibilities waiting for you!

37 Gordon Court, Leesburg

113 Pyracantha Lane, Leesburg
$64,000
2 Beds ⋅ 2 Baths ⋅ Hawthorne At Leesburg A Coop SubDv. ⋅ 34748 Zip Code
Welcoming 2-Bedroom, 2-Bath Retreat with Serene Wooded Setting. From the moment you arrive, this charming 2-bedroom, 2-bath home makes a delightful first impression with its beautiful curb appeal and inviting presence. Offering 1,152 sq. ft., the home has been lovingly maintained and retains its original systems, which have been well cared for over the years. A sun-drenched Florida room adds a wonderful spot to unwind, enjoy your morning coffee, or simply take in the peaceful surroundings. Beyond the home, the private backyard borders a wooded area, creating a tranquil backdrop with a sense of seclusion. Low-maintenance landscaping keeps outdoor care pleasantly simple. Inside, the generous living room and dining area provide comfortable spaces for everyday living and entertaining. The kitchen is fully equipped, while the oversized walk-in pantry offers exceptional storage. The primary suite features a walk-in closet and private bath with a walk-in shower. The guest bath offers a traditional tub. The home is ready for select flooring updates and subfloor care, presenting an opportunity to bring your own vision and finishes to the space. With its inviting curb appeal, cheerful Florida room, wooded privacy, abundant storage, and relaxed Florida lifestyle, this is a home with plenty of charm and promise................Hawthorne at Leesburg is an active, resident owned, 55+ cooperative, waterfront, gated community, with beautifully landscaped grounds, lakes with illuminated fountains and a relaxing and comfortable gazebo. The affordable monthly maintenance fee of $397 includes water, sewer, lawn mowing, private emergency services and storage space for recreational vehicles, boats, trailers and much more! The beautiful clubhouse is complete with a full-time program coordinator, more than 100 different activities and seating for 550. It has a hospitality lounge, card rooms, craft rooms, billiard room, fitness center, library, fine arts room and many more. There is excellent fishing, outdoor geo-thermally heated pool and two enclosed therapeutic pools. Hawthorne boasts a private marina monitored by an electronic security system with over 120 boat slips and access to the Harris Chain of Lakes and beyond.

113 Pyracantha Lane, Leesburg

5418 Barnwell Court, Leesburg
$349,000
2 Beds ⋅ 3 Baths ⋅ Plantation At Leesburg Riverside Village SubDv. ⋅ 34748 Zip Code
Welcome to this beautifully maintained, one-owner home located in the sought-after 55+ community of The Plantation at Leesburg. Situated on a desirable corner lot, this spacious home offers a versatile floor plan with two primary bedrooms, each featuring its own en-suite bathroom, plus a separate den that could easily serve as a third bedroom, office, or hobby room. An additional half bath provides convenience for guests. The home features a separate living room, dining room, and family room, providing plenty of space for entertaining or relaxing. The family room overlooks the beautifully landscaped backyard, creating a peaceful setting to enjoy the Florida lifestyle. A charming breakfast nook offers the perfect spot for casual morning meals. Step outside to the large, screened lanai, an ideal place to enjoy your morning coffee, entertain friends, or unwind while taking in the beautiful surroundings. Additional features include Corian countertops, an inside utility room, and an abundance of well-maintained living space. Major updates include a new roof installed in 2024 and a top-of-the-line 4-ton, two-stage HVAC system installed in 2023, providing added comfort and efficiency. This home has been lovingly cared for by its original owner and is truly move-in ready. Furniture is also negotiable, offering buyers the opportunity for a convenient, furnished transition into their new Florida home. Located in The Plantation at Leesburg, residents enjoy a vibrant 55+ lifestyle with an array of amenities, activities, and opportunities to enjoy everything Central Florida has to offer.

5418 Barnwell Court, Leesburg

4711 Heritage Trail, Leesburg
$535,000
2 Beds ⋅ 2 Baths ⋅ Arlington Ridge SubDv. ⋅ 34748 Zip Code
Love to travel? Then you will want to see where the RV parks when you get home. This turnkey home is one of the few in Arlington Ridge with an RV garage, so your RV or motorcoach stays right at home. The RV garage measures 47' long x 15' wide with a 12' wide x 14' high door. Use it for an RV, boat, classic car, motorcycles, storage, or a workshop. It is in addition to a separate two-car garage, so there is no choosing between the things you love and the room to keep them. The community RV clean-out station is just down the street. Inside, the kitchen opens to the living room. Between the home and the RV garage sits a Tuscan-inspired courtyard with a gas stone fireplace, gas-lit wall sconces, a wrought-iron gate, and potted lemon and lime trees. It is a private spot for morning coffee or winding down after a day on the road. No rear neighbors adds privacy in the backyard, and HOA-approved pool renderings are available from the seller for anyone considering a future pool. Recent improvements include a 2023 roof and a 2026 A/C unit. The 18-hole championship golf course flows through the entire community. The low HOA for this home is $134.91 per month. It covers lawn mowing, edging, and blowing, premium cable TV, high-speed internet, and 24/7 paid security guards at the front gate. It also covers the resort-style amenities: fitness center, aerobics room, lap pool, and a large community pool with a beach area and a secluded hot tub. There is plenty to do. Catch a film in the movie theater. Head to Fairfax Hall for events, dancing, shows, and plays staged by the resident Little Theater Group. Join arts and crafts, social groups, and charities. Play tennis, pickleball, bocce, or softball on a community team. Walk or bike the trails. Enjoy great food at both the Grill and the Tavern. Arlington Ridge is a 55+ community that allows a set percentage of residents under 55. The Florida Turnpike, grocery stores, restaurants, medical offices, and hospitals are minutes away. Schedule your private tour and see how well this home fits the lifestyle you have been looking forward to.

4711 Heritage Trail, Leesburg

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