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 sunshine and Southern hospitality come together to create an inviting atmosphere. Known for its vibrant community and picturesque landscapes, Leesburg offers a unique blend of small-town charm and modern conveniences. With its rich history, scenic lakes, and abundant recreational opportunities, it's no wonder that residents enjoy a high quality of life in this delightful city.

One of the standout features of homes in Leesburg is the growing trend of properties equipped with pickleball courts. This exciting sport, which combines elements of tennis, badminton, and ping-pong, has captured the hearts of many and is perfect for all ages. Imagine stepping out of your beautifully designed home and onto your very own pickleball court, ready to enjoy a friendly match with family and friends. These amenities not only promote an active lifestyle but also foster a sense of community among neighbors.

In addition to the pickleball courts, homes in Leesburg often boast spacious layouts, modern finishes, and lush outdoor spaces that are perfect for entertaining. Whether you’re looking for a cozy retreat or a larger family home, the real estate options here cater to a variety of lifestyles and budgets.

With its warm climate, thriving community, and recreational amenities like pickleball courts, Leesburg is an ideal place to call home. Come discover the charm of this vibrant city and find the perfect property that suits your lifestyle!

Newest Leesburg Homes with Pickleball Court(s) Amenities

26949 Racquet Circle, Leesburg
$329,900
3 Beds ⋅ 2 Baths ⋅ Highland Lakes Ph 03 Tr A-G SubDv. ⋅ 34748 Zip Code
IMMACULATELY MAINTAINED 3-bedroom home in the sought-after GATED community of Highland Lakes. Beautifully UPDATED KITCHEN with dinette space OVER-LOOKING GREENSPACE/CONSERVATION area beyond. NO REAR NEIGHBORS and a peaceful setting with privacy. GRANITE countertops | Island | Subway tile backsplash | Stainless Steel appliances including natural gas range | re-faced cabinetry | NEW Luxury Vinyl Plank flooring (2026). INTERIOR LAUNDRY ROOM with tile flooring and ample cabinetry for additional storage space, includes NEW washer and gas dryer | SPLIT FLOORPLAN | Living and Dining combination | Family Room | Double Florida Room with heat and air wall unit, over-looks serene backyard and conservation land | Whole-house water purification system through Kinetico | ROOF 2016 | HVAC 2016 | Water Heater 2019 | UPDATED electrical (Siemens). Highland Lakes is a gated 55+ community situated in Central Florida just south of Leesburg & offers residents the following amenities: Recreational Clubhouse with two swimming pools; indoor (heated) & outdoor, a softball field complete with concession stand, an indoor arena with a stage for comm. events, complete kitchen, billiard/ping pong rm., 4 tennis courts (2 courts are lighted), 1 indoor tennis court, 8 lighted shuffle board courts, bocce ball courts, 2 outdoor and 4 indoor pickleball courts, 7 horseshoe pits, covered picnic pavilion with picnic tables & grills to barbeque, library, meeting/card room, exercise room/fitness, craft room, golf driving range, RV/boat storage (included in HOA) & has 260 spaces on a secured lot (fenced & lockable), a Craftsmen building/woodworking shop (homeowners can join the club for only $12 annually and use any/all tools available), there's also a Nature Trail within the community & seven lakes scattered throughout Highland Lakes; 4 are used by residents for catch & release fishing! Don't wait............. call now to schedule your private tour!

26949 Racquet Circle, Leesburg
109 Camellia Trail, Leesburg
$129,900
2 Beds ⋅ 2 Baths ⋅ Hawthorne At Leesburg A Coop SubDv. ⋅ 34748 Zip Code
Tucked near the Hawthorne Clubhouse, this charming two-bedroom, two-bath retreat offers a welcoming blend of comfort, style, and relaxed Florida living. With attractive vinyl siding, stone-accented landscaping, a long-paved driveway, and a charming picket fence, the home welcomes you with warmth and curb appeal from the very first glance. Step inside to discover a light-filled, coastal-inspired interior that captures the relaxed spirit of the Florida lifestyle. Soft, soothing colors and light-toned vinyl plank flooring create a seamless flow throughout, while reinforced subfloors provide added peace of mind. The atmosphere is bright, comfortable, and effortlessly inviting. The Florida room is a standout feature, offering a sunlit space to savor morning coffee, enjoy a good book, or unwind at the end of the day. Updated windows fill the room with natural light, making it a favorite place to relax and enjoy the easygoing pace of home. Thoughtful updates throughout reflect a true sense of care and pride of ownership. The 2023 HVAC system features a smart touchscreen thermostat for convenient climate control. The 2008 metal roof has been consistently serviced by the same trusted professional, while a 2022 interior electrical panel, the completely re-piped plumbing system, a newer water heater 2018, and new ceiling fans and light fixtures add comfort and convenience. Much of the important work has already been taken care of, allowing you to settle in and enjoy. The kitchen blends style and function with new quartz countertops and a tiled backsplash that adds timeless appeal. Both bathrooms have been refreshed with new quartz countertops, vanities, and medicine cabinets, creating a clean, updated look. The primary suite offers a modern touch with a sliding barn door leading to a walk-in shower, while the guest bathroom features a relaxing tub, ideal for everyday comfort and visiting friends or family. Additional thoughtful details include new cabinet and closet doors, dual storage spaces, a practical utility area, and a separate laundry room. Best of all, this home comes fully furnished, making your transition easy and giving you more time to enjoy the lifestyle you've been looking forward to. Warm, welcoming, and thoughtfully updated, this charming retreat is ready for its next chapter, and ready for you to feel right 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.

109 Camellia Trail, Leesburg
4812 Heron Run Circle, Leesburg
$159,900
2 Beds ⋅ 2 Baths ⋅ Plantation At Leesburg Heron Run SubDv. ⋅ 34748 Zip Code
AFFORDABLE SITE-BUILT HOME! Needs TLC! Discover an excellent opportunity for affordable Florida living at 4812 Heron Run Circle! This site-built home offers comfortable living spaces, desirable improvements, and a spacious 19' x 12' screened birdcage, perfect for relaxing or enjoying Florida's beautiful weather. A skylight fills the living room with natural light, creating a bright and inviting atmosphere. Notable updates include an air conditioning system installed in 2022 and replacement windows installed in 2014. Whether you're looking for a year-round residence, seasonal retreat, or a place to call your own without breaking the bank, this home deserves a closer look. Don't miss this opportunity to own an affordable site-built home in the Leesburg area. Located in one of Central Florida’s premier 55+ active adult communities. The Plantation at Leesburg boasts 2,820 homes surrounded by manicured lawns, cascading waterfalls, and lush palm trees. Enjoy peace of mind with 24-hour staffed security and a wealth of amenities designed for every interest and budget. Residents have access to three multi-purpose clubhouses, three swimming pools, spring-fed fishing ponds, scenic walking and biking trails, and much more. The community features championship golf courses, tennis, equity memberships, large clubhouses, heated pools, full-time activity directors, over 100 weekly activities, state-of-the-art fitness centers, and is just a short drive to Orlando’s world-class attractions. Please note: property taxes are subject to reassessment after the sale. Schedule your tour today—this home is truly a must-see!

4812 Heron Run Circle, Leesburg
5853 Princess Caroline Place, Leesburg
$284,999
2 Beds ⋅ 2 Baths ⋅ Royal Highlands Ph 01b SubDv. ⋅ 34748 Zip Code
Welcome to one of Royal Highlands’ most darling homes! Perfectly sized at 1,409 square feet under air, this two-bedroom, two-bath Onyx model offers effortless Florida living with a warm, inviting feel. Set on a gorgeous conservation lot, the home provides a front-row seat to native birds and peaceful natural views. Step through the sliding doors to the outdoor paver patio—an ideal place to relax, entertain, or enjoy your morning coffee. New living-room shades add comfort and style. This wonderfully move-in ready property with an optional nearly furnished consideration, this home feels as though it came straight from a Tommy Bahama catalog. Major improvements include a 2018 HVAC system and roof, 2019 windows, and a 2023 water heater. Inside, you’ll appreciate newly installed laminate wood flooring, fresh paint, plantation shutters, an updated primary bath with a glass-enclosed shower, and an updated guest-bath vanity. Additional features include a new garbage disposal, hurricane-tinted protection and privacy glass, as well as an updated backflow and irrigation. The immaculate garage is clean as a whistle and features a new epoxy floor, a newly finished driveway, new washer and dryer appliances, attic storage, a utility sink, and convenient side-yard access. Fresh exterior paint, block-and-stucco construction, and thoughtful updates throughout make this Pringle-built home an exceptional find. The kitchen features granite countertops, Shaker cabinets, and stainless appliances, including a gas range! Royal Highlands is a gated 55+ golf community featuring an 18-hole senior course, a full-service restaurant, courts, clubs, activities, and a large event center for entertainment, dances, and community functions. Residents also enjoy a fitness center, two pools, a library, billiards, and craft rooms. Located approximately 40 minutes from Orlando International Airport, Disney, and Orlando attractions, the community is also convenient to The Villages town squares, historic districts, shopping, restaurants, and both Florida coasts. Come tour this charming home today and discover the Royal Highlands lifestyle!

5853 Princess Caroline Place, Leesburg
27322 Orchid Glade Street, Leesburg
$275,000
3 Beds ⋅ 2 Baths ⋅ Leesburg Legacy Unit 03 Lt 259 SubDv. ⋅ 34748 Zip Code
LOCATED IN ONE OF CENTRAL FLORIDA'S PREMIER 55+ COMMUNITIES, LEGACY OF LEESBURG, THIS SPACIOUS CARLISLE MODEL IS PRICED TO SELL. NEW KITCHEN, QUARTZ COUNTERTOPS WITH MATCHING BACKSPLASH, STAINLESS STEEL APPLIANCES. PARKAY FLOORING IN THE GREAT ROOM. PRIMARY BATH HAS A WALK IN SHOWER. SLIDING GLASS DOORS IN THE GREAT ROOM AND PRIMARY THAT LEAD TO THE OUTDOOR SPACE. WHOLE HOUSE GENERAC GENERATOR OFFERS PEACE 0F MIND. LEGACY OF LEESBURG IS A NATURE THEMED COMMUNITY WITH MILES OF WALKING TRAILS ACRES OF CONSERVATION AREA, AND AN ACTIVE LIFESTYLE FOR THOSE WHO ENJOY BEING PART OF A COMMUNITY WHERE FRIENDS MEET FRIENDS. SELL THE LAWN MOWER, THEY CUT THE GRASS WHILE YOUR PLAYING PICKLEBALL, TENNIS, BOCCE OR JUST RELAXING AROUND THE RESORT STYLE POOL.COME SEE WHY SO MANY CALL LEGACY HOME.

27322 Orchid Glade Street, Leesburg
25247 Cranes Roost Circle, Leesburg
$244,900
2 Beds ⋅ 2 Baths ⋅ Plantation At Leesburg Golfview SubDv. ⋅ 34748 Zip Code
Come and join in the fun in this snowbird friendly neighborhood. Yards are maintained by Golfview HOA. They also powers wash your house twice a year. This community also enjoys their private pool only available to Golfview residents. 2 bedrooms, plus den 2 car garage, front screened porch and back screened porch for relaxing on those warm Florida days. Don't relax too much because there is so much to do in this community. Driveway parties are especially popular. 36 holes of golf and friendly golfers to team up with. On site restaurant is a short golf cart drive away. Enjoy live music on the patio of the Oaks Grille or sing along to karaoke. 3 amenity centers await you with everything from bingo to craft fairs to fitness center, library, dances and 3 heated pools. It is time to join in the lifestyle of the Plantation at Leesburg, a premiere 55 plus guard gated community.

25247 Cranes Roost Circle, Leesburg
4408 Bedford Way, Leesburg
$269,900
2 Beds ⋅ 2 Baths ⋅ Arlington Ridge Ph 1-C SubDv. ⋅ 34748 Zip Code
ASSUMABLE 3.5% FHA MORTGAGE!! MAINTENCE FREE Built in 2022 this home is extensively upgraded Custom Plantation shutters thru out, custom closet organization thru out including laundry room, 6 solar tubes electronically control for daylight, whole home water treatment system, under the sink 5 stage osmosis water treatment system, luxury vinyl flooring thru out, security system, gutters,14x5 extended rear patio, screened lanai, front entry storm door, upgraded landscaping,10 year parts and labor HVAC warranty, white shaker cabinetry, primary suite has custom walk in closet with built in drawers and shoe storage, walk in tiled shower with glass shower door. This home was thoughtfully upgraded and beautifully maintained. Every improvement, from custom closets to specialty lighting to premium outdoor enhancements have been completed so you can enjoy your retirement lifestyle. Arlington Ridge is a 55 plus golf course community rich in amenities to include, movie theater, on site restaurant, library, fitness center, heated pools, craft center and many clubs and organizations. HOA fee includes lawn and landscape maintenance, yard irrigation, roof replacement, exterior painting, cable tv and internet. FHA loan is assumable thru FHA qualification guidelines.

4408 Bedford Way, Leesburg
353 Hawthorne Boulevard, Leesburg
$95,000
2 Beds ⋅ 2 Baths ⋅ Hawthorne At Leesburg A Coop SubDv. ⋅ 34748 Zip Code
Welcome to this furnished 2-bedroom, 2-bath home located on Hawthorne Boulevard in the desirable 55+ community of Hawthorne at Leesburg! Nicely landscaped and well-maintained, this home features numerous updates, including new laminate flooring, updated windows, a new front door, updated electrical panel, and a roof-over. The kitchen offers new countertops and a newer stove, while the primary bedroom features a new ceiling fan. Additional improvements include a three-year-old HVAC system and all-new ductwork. Enjoy the Florida room under heat and air, providing comfortable year-round living space. A convenient laundry room/workshop offers additional storage and workspace. Move right in and start enjoying Hawthorne's fantastic amenities and active lifestyle! Hawthorne at Leesburg is a vibrant 55+ community that blends comfort, convenience, and affordability. For just $397 a month, residents enjoy a maintenance-free lifestyle that includes water, sewer, lawn care, emergency services, and access to a wealth of resort-style amenities plus secure RV and boat storage. The expansive clubhouse is the social hub of the community, offering over 100 organized activities, a welcoming lounge, card rooms, billiards, a fitness center, a library, and a fine arts studio. A dedicated program coordinator ensures there’s always something fun and engaging on the calendar. For those who love the water, the private marina offers 120 boat slips with direct access to the beautiful Harris Chain of Lakes. Safety and peace of mind come standard, thanks to a 24/7 on-site team of state-certified firefighter/EMTs, emergency vehicles, and in-home emergency response buttons. Surrounded by natural beauty, the community features scenic walking trails, serene lake views, and plenty of opportunities for fishing and boating. The golf cart-friendly streets make it easy to explore nearby shopping, dining, and medical facilities. With a sparkling pool, endless recreational options, and a warm, welcoming atmosphere, Hawthorne at Leesburg isn’t just a place to live it’s a lifestyle. Schedule your showing today and discover the perfect blend of comfort, community, and convenience.

353 Hawthorne Boulevard, Leesburg
131 Bougainvillea Drive, Leesburg
$152,000
2 Beds ⋅ 2 Baths ⋅ Hawthorne At Leesburg A Coop SubDv. ⋅ 34748 Zip Code
Private Nature Retreat with Beautiful Landscaping & Extensive Updates! Enjoy peaceful living on a private, beautifully landscaped lot backing up to mature trees and tranquil wooded views. Relax on the back porch deck with retractable awning, entertain outdoors, or admire the long, decoratively painted driveway. Exterior features include vinyl siding, an aluminum roof, and a carport with Florida roof (2007). Inside, discover spacious bedrooms, seamless luxury vinyl tile flooring with no transitions, and numerous thoughtful updates. Subfloors have been repaired and verified sound, with new vapor barriers and insulation in 2025. Upgraded single-pane windows add to the improvements. The inviting kitchen features beautiful countertops, solid wood cabinetry (2021), backsplash, deep sink, and convenient pull-out shelving. Stainless steel appliances were installed in 2021, including a convection range with air-fryer capability, and the refrigerator was replaced in 2022. Both bathrooms have appealing upgrades. The primary bath features a walk-in shower, while the guest bath boasts granite countertops, new cabinetry, and a beautiful tiled, enclosed walk-in shower. Raised toilets and new ventilation fans (2025) add comfort and convenience. Additional interior updates include new interior doors, ceiling fans, light fixtures, upgraded wooden closet doors, and new dressers in the guest bedroom. Major improvements include HVAC (2020), water heater (2022), vapor barriers and insulation (2025), underground irrigation and underground ventilation fans (2025), and a tie-down system inspected in 2021. The carport and Florida roof date to 2007. With its beautiful landscaping, private wooded setting, spacious bedrooms, inviting outdoor living area, and extensive updates, this home offers a wonderful opportunity to enjoy comfort, privacy, and the beauty of nature!.............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.

131 Bougainvillea Drive, Leesburg
4704 River Ridge Drive, Leesburg
$389,000
3 Beds ⋅ 2 Baths ⋅ Plantation At Leesburg Glen Eagle Village Tr A-E SubDv. ⋅ 34748 Zip Code
WELCOME HOME TO THE PLANTATION AT LEESBURG! This exceptional golf course home was thoughtfully upgraded by owners who intended it to be their forever home, and it shows in every detail. Perfectly situated overlooking the 6th hole with no rear neighbors, this beautifully updated residence offers the ideal combination of comfort, efficiency, and resort-style living in one of Central Florida's most desirable 55+ communities. The heart of the home is a stunning renovated kitchen featuring updated cabinetry, granite countertops, modern fixtures, and newer appliances. Both bathrooms have been beautifully remodeled with granite countertops, updated fixtures, and walk-in showers, while the spacious primary suite offers dual closets, a garden tub, and a relaxing retreat at the end of the day. Major upgrades provide peace of mind for years to come, including a 2015 roof, new double-pane double-hung tilt-in windows, new sliding glass doors, replaced HVAC ductwork (2020), whole-house water softener system, recessed lighting throughout, and luxury vinyl flooring throughout the home. Step outside to the screened lanai featuring an insulated roof rated for winds up to 125 mph and enjoy picturesque golf course views. The oversized garage has been extended by approximately 2 feet and houses a Tesla Powerwall battery system. Combined with the solar panel system and assumable home warranty, you'll enjoy energy savings, electric bill credits, and up to 5 days of whole-home backup power during outages. If you've been searching for a home that combines modern updates, energy efficiency, golf course views, and an active lifestyle community, this one truly checks every box. Residents of The Plantation enjoy two championship golf courses, swimming pools, fitness centers, pickleball, tennis, walking trails, clubhouses, endless activities, and a low HOA with no CDD fees. Move-in ready, loaded with upgrades, and designed for worry-free Florida living. Schedule your private showing today before this incredible home is gone!

4704 River Ridge Drive, Leesburg
25233 Lost Oak Circle, Leesburg
$320,000
3 Beds ⋅ 2 Baths ⋅ Plantation At Leesburg Hidden Oak Village SubDv. ⋅ 34748 Zip Code
Welcome to refined Florida living in the Plantation at Leesburg, a guard-gated community with 24/7 security where an active lifestyle, golf course scenery, and thoughtful home upgrades come together. Ideally positioned within the community—close to activities yet quietly set back—this well-cared-for 3-bedroom, 2-bath home offers peaceful golf course views and a private outdoor setting designed for year-round enjoyment. Inside, the home features a bright, open living and dining layout complemented by recent improvements throughout. The kitchen features custom cabinets, a custom backsplash, newer stainless steel appliances, a breakfast bar, and a dinette overlooking the golf course. The primary living areas and bedrooms are comfortably carpeted, while the kitchen, laundry room, and front entry feature luxury vinyl plank flooring. The spacious primary suite offers backyard views and an updated ensuite with a refreshed walk in shower, fixtures, and dual vanities. Step outside to the enclosed lanai, enhanced with new vertical blinds, window and frame repairs, thresholds, and its own air conditioning, allowing you to enjoy sunsets, wildlife, and golf course views in comfort. Additional updates include plantation shutters, a Bryant HVAC system installed in 2022, refreshed landscaping with sod, plants, edging, and brickwork, and a whole-house water filtration system. Residents of the Plantation at Leesburg enjoy a vibrant 55+ lifestyle with two championship golf courses, three clubhouses, heated pools, tennis and pickleball courts, walking trails, and a full calendar of clubs and social events, all conveniently located near shopping, dining, medical facilities, and major roadways—offering the lifestyle you’ve been waiting for in a move-in-ready home.

25233 Lost Oak Circle, Leesburg
101 Mandarin Cove, Leesburg
$129,900
2 Beds ⋅ 2 Baths ⋅ Hawthorne At Leesburg A Coop SubDv. ⋅ 34748 Zip Code
Welcome to this charming, furnished 2-bedroom, 2-bath home nestled on a quiet cul-de-sac in the desirable 55+ community of Hawthorne at Leesburg! This well-maintained home features tile and laminate flooring, six-panel doors, some updated double-pane windows, and a convenient Jack-and-Jill guest bathroom. The Florida room is equipped with heat and air, providing additional space to relax or entertain year-round. A standout feature is the whole-home generator, just three years old, offering added peace of mind. Additional highlights include a rubber roof-over, a 2012 HVAC system reported to be running great, a laundry area with utility sink, and a separate workshop/storage room. Outside, enjoy attractive landscaping and an extra-long golf cart parking pad with awning. Located in a resident-owned, gated community offering a private marina with access to the Harris Chain of Lakes, swimming pools, clubhouse, fitness center, and numerous social activities. This furnished home is ready for you to move in and start enjoying the Florida lifestyle! Hawthorne at Leesburg is a vibrant 55+ community that blends comfort, convenience, and affordability. For just $397 a month, residents enjoy a maintenance-free lifestyle that includes water, sewer, lawn care, emergency services, and access to a wealth of resort-style amenities plus secure RV and boat storage. The expansive clubhouse is the social hub of the community, offering over 100 organized activities, a welcoming lounge, card rooms, billiards, a fitness center, a library, and a fine arts studio. A dedicated program coordinator ensures there’s always something fun and engaging on the calendar. For those who love the water, the private marina offers 120 boat slips with direct access to the beautiful Harris Chain of Lakes. Safety and peace of mind come standard, thanks to a 24/7 on-site team of state-certified firefighter/EMTs, emergency vehicles, and in-home emergency response buttons. Surrounded by natural beauty, the community features scenic walking trails, serene lake views, and plenty of opportunities for fishing and boating. The golf cart-friendly streets make it easy to explore nearby shopping, dining, and medical facilities. With a sparkling pool, endless recreational options, and a warm, welcoming atmosphere, Hawthorne at Leesburg isn’t just a place to live it’s a lifestyle. Schedule your showing today and discover the perfect blend of comfort, community, and convenience.

101 Mandarin Cove, Leesburg
Start Your Search

How much is your home worth?

Get instant property value now!