Leesburg Homes with Tennis Court(s) Community Features

Leesburg Homes with Tennis Court(s) Community Features

Welcome to Leesburg, Florida – a charming city nestled in the heart of Lake County that perfectly blends small-town warmth with vibrant community spirit. Known for its picturesque lakes, serene parks, and friendly neighborhoods, Leesburg offers a delightful escape for those seeking a tranquil lifestyle without sacrificing convenience. With a rich history and a plethora of outdoor activities, this city is ideal for families, retirees, and anyone in between.

One of the standout features of Leesburg is its thriving real estate market, particularly homes with tennis court amenities. Imagine living in a community where you can enjoy your favorite sport right in your backyard! These homes not only provide a private space for tennis enthusiasts but also foster a sense of camaraderie among neighbors who share a passion for the game. The tennis courts serve as a gathering spot for friendly matches, social events, and fitness activities, enhancing the community's lively atmosphere.

In addition to tennis, Leesburg boasts a variety of recreational opportunities, from boating and fishing on the stunning Harris Chain of Lakes to exploring the scenic trails of local parks. The downtown area features charming shops, delightful eateries, and cultural events that bring the community together throughout the year.

Whether you're drawn to the allure of tennis or the inviting lifestyle that Leesburg offers, you'll find a home that perfectly suits your needs in this vibrant city. Come experience the charm of Leesburg and discover a community where you can live, play, and thrive!

Newest Leesburg Homes with Tennis Court(s) Community Features

$300,000
3 Beds ⋅ 2 Baths ⋅ Highland Lakes Ph 02a SubDv. ⋅ 34748 Zip Code
Custom built - upgrades throughout, 2 walk-in closets in primary bedroom, inside Florida room, screened porch and outside area. Rear pond front - no rear neighbors! Main bath has separate shower and tub, double sinks. New roof 2025, new A/C in 2019.

26616 Wimbledon Street, Leesburg
$90,000
2 Beds ⋅ 2 Baths ⋅ Hawthorne At Leesburg A Coop SubDv. ⋅ 34748 Zip Code
Enjoy the best of Florida living in this inviting 2-bedroom, 2-bath home situated in the sought-after 55+ gated community of Hawthorne at Leesburg. Well cared for and thoughtfully updated, this home features new double-pane insulated windows, a recently seal-coated roof, and new vinyl plank flooring throughout much of the interior. The spacious primary suite provides plenty of room to relax and includes a private en suite bathroom with a tiled step-in shower. A generous Florida Room extends the living space and creates the perfect spot for morning coffee, visiting with friends, or simply enjoying the laid-back Florida lifestyle. Life in Hawthorne is designed to be both active and carefree. The $397 monthly maintenance fee includes water, sewer, lawn care, emergency services, and access to an impressive array of community amenities, along with secure RV and boat storage. At the heart of the community is a spacious clubhouse where residents can gather, socialize, and enjoy more than 100 organized activities. Amenities include a hospitality lounge, card rooms, billiards, fitness center, library, and fine arts studio, with a program coordinator helping keep the calendar filled with activities and events. Boating enthusiasts will appreciate the private marina with more than 120 boat slips and access to the Harris Chain of Lakes. The community also offers scenic walking paths, beautiful lake surroundings, fishing opportunities, swimming, and plenty of recreational activities. Golf-cart-friendly streets make getting around the community—and reaching nearby shopping, restaurants, and medical services—easy and convenient. Peace of mind is another part of the Hawthorne lifestyle, with a 24/7 on-site team of state-certified firefighter/EMTs, emergency vehicles, and in-home emergency response buttons. Whether you're looking for a full-time Florida residence or a comfortable seasonal getaway, this home offers the opportunity to enjoy a welcoming community, wonderful amenities, and a relaxed maintenance-free lifestyle. Come see what makes Hawthorne at Leesburg such a special place to call home!

428 Palo Verde Drive, Leesburg
$307,500
3 Beds ⋅ 2 Baths ⋅ Highland Lakes Ph 01 SubDv. ⋅ 34748 Zip Code
EASY WALKING DISTANCE TO THE CLUBHOUSE! This 3 bed / 2 bath home is a unique Pringle built floor plan for Highland Lakes. It offers over 2,000 sq ft of living space with a split plan bedroom design for privacy. NO CARPET, with easily maintained luxury vinyl plank throughout the whole house. The kitchen is updated and the maple cabinets all have soft close drawers & doors, there are granite counters and newer appliances. The primary bathroom is also updated with soft close cabinetry & comfort height granite counters and also a solar powered Velux skylight. Solar tubes in the living room and laundry room brighten the home with natural light and in the evening close the Plantation Shutters in the living room and bedrooms for privacy. A brand new water heater, a 4 year old roof, replacement double pane windows and the Challenger electric panels & breakers replaced with Siemens units show the sellers attention to detail in maintaining the home. Your outside Florida living is taken care of with a Florida Room and large lanai. Yes, the hot tub stays and conveys with the sale. Located in the highly active Highland Lakes community, residents enjoy a low monthly HOA fee with exceptional amenities including a driving range, walking and biking trails, catch-and-release fishing lakes, library, indoor and outdoor pools, fitness center, tennis and pickleball courts, as well as metal and woodworking shops and much more. Highland Lakes is located in South Leesburg, you’ll be close to grocery stores, pharmacies, medical facilities, and restaurants. Plus, you’re less than an hour from Orlando’s world-famous attractions and international airport, with both the East and West Coast beaches under two hours away. Come and check out this delightful home for yourself before someone else makes it theirs!

5606 Rosewall Circle, Leesburg
$284,900
2 Beds ⋅ 2 Baths ⋅ Royal Highlands Ph 1 SubDv. ⋅ 34748 Zip Code
Virtually Staged. Meticulously maintained and beautifully updated, this move-in-ready Onyx Model floor plan in Royal Highlands offers exceptional pride of ownership, thoughtful upgrades, and a desirable gated 55+ golf-community lifestyle. From the paver driveway and sidewalks to the updated interior finishes, this home has been cared for with attention to detail inside and out. Major improvements include a 2025 roof and gutters, 2026 water heater, whole-house electric surge protector, updated smoke detectors, exterior paint, microwave, garage door sensors, solar lamp post, exterior solar lighting, and refreshed landscaping with sophisticated gray rock. Additional updates include crown molding, wainscoting, updated chandeliers and lighting throughout, a new kitchen box light, skylights, solar tubes, slightly vaulted ceilings, and a smart thermostat. Also, the home offers quality Shaw luxury vinyl flooring, soft-close kitchen cabinets, under-cabinet kitchen lighting, stainless appliances, granite countertops, updated sinks and waterfall faucets, plantation shutters, all LED lighting, knockdown ceiling texture, and privacy blinds in the Florida room. The Florida room features a marble floor and mindful consideration should you want to bring a/c into the space, adding flexible square footage for relaxing or entertaining. Every detail has been carefully considered, with just enough sparkle and personality to make the home feel special while remaining practical and comfortable. This home is meticulously maintained and truly move-in ready. There are no nail holes to fill or patch! We have extra paint available, and extra flooring is stored in the attic. The HVAC system is serviced twice yearly, and the irrigation was recently checked for efficiency with new heads installed. The garage includes a utility sink, updated sliding screen doors, a 2.5-car layout, and golf cart parking. Exterior features include the paver driveway and sidewalks, solar lighting, refreshed landscaping, easy access to the water shut-off, and a clean, well-kept presentation that reflects the current owners’ pride and attention to detail. Royal Highlands offers an active lifestyle with sidewalks, two pools, courts, a softball field and concession area, driving range, full-service restaurant, theater stage and dance floor, library, fitness center, clubs, and activities. The community is conveniently located near MCO, amusement parks, the Florida Turnpike, shopping, and more than 1,500 named lakes in the area. It is a water lover’s paradise with access to nearby lakes and is also within reach of both Gulf Coast and East Coast beaches. With motivated sellers, extensive updates, thoughtful finishes, and true move-in-ready condition, this home is ready for its next owner. Call today to schedule your private tour and experience the care, comfort, and lifestyle this property has to offer.

21738 King Richards Way, Leesburg
$410,000
3 Beds ⋅ 2 Baths ⋅ Royal Highlands Ph 02-B Lt 1317 Pb 50 Pg SubDv. ⋅ 34748 Zip Code
Exceptionally expanded and modified Stirling model in Royal Highlands, a gated 55+ golf community offering space, comfort, and impressive upgrades throughout. With 2,692 square feet under air plus an enclosed Florida room adding nearly 300 additional square feet of living space, this home delivers large, spacious rooms and a flexible layout designed for everyday living and entertaining. Recent major updates include a 2021 HVAC and 2015 roof. Curb appeal shines with stunning surrounding landscaping, privacy landscaping in the rear, a paver entry and walkway, and an executive-style entry. Inside, you will find tall ceilings, crown molding, architectural accents, tray and cathedral ceilings, abundant closet space, casual and formal living and dining areas, with an impressive gas fireplace. The cook’s kitchen overlooks the main living areas and features wood cabinetry, Quartz counters, pull-outs, stainless steel appliances, a 6-burner gas range, pantry, and glass tile backsplash. The spacious primary suite includes an en-suite bath with vanity, soaking tub, and step-in shower. The third bedroom is currently used as a library/office and can easily be returned to a large bedroom. Additional highlights include inside laundry, all appliances conveying, water softener, central vacuum, workshop space, BBQ gas line on the back patio, and a full three-car garage with “Magic Stairs” attic access for added safety and convenience. The attic has ample shelving for storing additional household items and decorations. Royal Highlands offers golf, two pools, a fitness center, courts, a great hall with dance floor and theater stage for live performances, a full-service restaurant, putting green, driving range, and many clubs and activities. Conveniently located near the Florida Turnpike, Orlando International Airport, area attractions, shopping, dining, and everything Central Florida has to offer. Buyer to verify all association rules, fees, amenities, golf availability, and age-restriction requirements.

20651 Prince Ranier Place, Leesburg
$309,900
3 Beds ⋅ 2 Baths ⋅ Highland Lakes Ph 2-C SubDv. ⋅ 34748 Zip Code
Meticulously maintained single family BLOCK & STUCCO home is ready for new owners! Landscaped CORNER LOT | PAVER DRIVE AND WALK | 3-bedrooms | 2 bath | DOUBLE PANE WINDOWS | GENERAC GENERATOR | Luxury Vinyl Plank flooring throughout | Living and dining room combination | vaulted ceiling | eat-in kitchen featuring Cambria QUARTZ countertop, Bay Window, REFACED CABINETS and all appliances convey | INTERIOR LAUNDRY ROOM | FOUR-SEASON SUNROOM for year round comfort and enjoyment | KNOCK-DOWN ceiling texture | Primary Retreat boasts His & Her walk-in closets, UPDATED ensuite bath, SEAMLESS GLASS shower enclosure, new vanity with DUAL SINKS and QUARTZ countertop, PLANTATION SHUTTERS | split bedroom layout with two additional bedrooms share the guest bath with tub-shower combination. OVER-SIZED garage features 528sf | ROOF 2022 | HVAC 2020 | Water Heater 2017 | UPDATED electrical panel 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!

26920 Racquet Circle, Leesburg
$275,000
3 Beds ⋅ 2 Baths ⋅ Legacy Of Leesburg Unit 02 Lt 163 SubDv. ⋅ 34748 Zip Code
Virtually Staged. Welcome to the gated and secure 55+ community of Legacy of Leesburg! This beautiful, established neighborhood offers a peaceful Central Florida setting with numerous lakes, nature trails, mature trees, conservation areas, and larger homesites. This move-in-ready Colchester model has been freshly painted inside and out and features brand-new appliances. The desirable split-bedroom floor plan provides privacy and functionality, while the open-concept design showcases attractive laminate flooring, crown molding, and a spacious kitchen that flows seamlessly into the family room. A separate dinette area provides additional space for casual dining. Legacy of Leesburg offers an impressive array of amenities with low monthly fees that include landscaping, cable, and Wi-Fi. Residents enjoy an active lifestyle with a resort-style pool and hot tub, fitness center, bocce ball, pickleball, billiards, shuffleboard, library, craft room, card room, tennis, and a newly renovated social hall. There is also a baseball field, walking trails, mature trees, and numerous peaceful areas for nature and bird watching. Legacy is a mature, well-established community with its own conservation areas and convenient access to Central Florida's many lakes and rivers. The community's builders have received numerous awards, adding to the appeal and quality of this neighborhood. The location is convenient to shopping, dining, and major roadways, including the Florida Turnpike. Disney attractions and the Orlando International Airport are also within an easy drive. Just outside the community, you'll find Rodello's Italian Restaurant and a nearby dog park. Publix Super Market at Lake Harris is conveniently located for everyday grocery shopping, and ALDI is coming soon to the area. Located in the heart of Leesburg, this home offers the perfect combination of comfort, convenience, amenities, and an active 55+ lifestyle. If you're looking for a move-in-ready home in a beautiful, safe, and secure community, this property is an excellent opportunity!

5325 Fantasy Way, Leesburg
$169,000
2 Beds ⋅ 2 Baths ⋅ Hawthorne At Leesburg A Coop SubDv. ⋅ 34748 Zip Code
A RARE FIND ON HAWTHORNE BLVD! Priced to sell, tastefully furnished, and ready for its next chapter. This is one you’ll want to see before someone else calls it home! From the curb, this home makes an immediate impression with its striking curb appeal, generous frontage, inviting front patio, and convenient daytime median parking for guests. Step through the welcoming entryway and discover a home filled with warmth, natural light, and character. Built in 1993 and offering 1,372 sq. ft., this 2-bedroom, 2-bath residence features vaulted ceilings, warm laminate flooring, fresh interior paint, stylish light fixtures, ceiling fans, and newer windows and doors. The kitchen is a true focal point, featuring large windows overlooking Hawthorne Blvd, expansive countertops, plentiful cabinetry, complete appliances, and a wine cooler. It’s an inviting space for morning coffee, casual meals, or entertaining guests. Refined built-in cabinetry in the dining room and hallway adds character while providing exceptional storage. The spacious and cozy guest bedroom offers a comfortable retreat for family, friends, or a home office. The generous primary suite provides a welcome sense of privacy, featuring deep dual closets and a private bath with ample vanity space, a walk-in shower, and skylight. The guest bath adds another touch of luxury with a jet soaking tub under a natural lit skylight, creating a bright and relaxing atmosphere. Outside, the home continues to impress with a double carport, oversized utility/storage room, and spacious screened room, a versatile extension of the home perfect for morning coffee, afternoon relaxation, or entertaining. Notable improvements include a 2017 shingle roof, vinyl siding, decoratively coated driveway, 2011 HVAC, newer washer and dryer, newer windows and doors, fresh interior paint, and updated lighting. Warm. Inviting. Character-rich. Exceptionally versatile. And wonderfully different from the ordinary. Opportunities like this don’t come around often. If you’ve been waiting for a home with space, charm, and distinctive character, this may be the one. Come experience it for yourself before it’s gone!...............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.

303 Hawthorne Boulevard, Leesburg
$229,900
3 Beds ⋅ 2 Baths ⋅ Plantation At Leesburg Glen Eagle Village Tr A-E SubDv. ⋅ 34748 Zip Code
Welcome to easy Florida living in The Plantation at Leesburg! This clean and well-maintained 2-bedroom, 2-bath home offers 1,556 square feet of comfortable living space in a sought-after 55+ gated community. Inside, you’ll find a functional floor plan with spacious living and dining areas and plenty of natural light. The enclosed porch provides additional space to relax, entertain or simply enjoy your morning coffee, while two comfortable bedrooms and two full baths offer plenty of room for everyday living and visiting guests. Thoughtfully cared for over the years, this home is move-in ready while also offering the opportunity to make it your own over time. The Plantation at Leesburg is known for its active, resort-style lifestyle, with two 18-hole golf courses, clubhouses, swimming pools, fitness centers, pickleball, tennis, walking and biking trails, on-site dining and an impressive variety of clubs, activities and social events. The community also offers 24-hour gated security and convenient access to shopping, dining, medical facilities and major roadways. Whether you're looking for a full-time Florida home or a seasonal retreat, 4443 River Ridge Drive offers a wonderful opportunity to enjoy all that The Plantation lifestyle has to offer!

4443 River Ridge Drive, Leesburg
$285,000
2 Beds ⋅ 3 Baths ⋅ Plantation At Leesburg Tara View SubDv. ⋅ 34748 Zip Code
Your next chapter starts here! Welcome to this amazing custom Nassau Model, perfectly situated on a secluded cul-de-sac with a private backyard and fantastic views of The Plantation Golf Course. The extensive driveway provides plenty of parking for multiple vehicles, while the screened front porch creates a welcoming entrance. Double doors open to a beautifully designed, open and serene floor plan filled with natural light.Recently freshly painted, this home features 2 bedrooms, 2½ baths, and an oversized garage. The spacious kitchen is designed for both everyday living and entertaining, offering abundant counter space, an incredible pantry, a generous breakfast nook, and an open view into the family room—perfect for baking, entertaining, or enjoying happy hour with friends.The primary suite is exceptionally spacious and even offers enough room for a home office or sitting area. The upgraded primary bath features dual vanities, a walk-in shower, soaking tub, and linen closet. The guest bedroom is generously sized, privately located, and offers wonderful comfort for family or overnight guests. Additional features include Engineered Hard Wood Flooring, double-pane windows, a new roof in 2024, new HVAC in 2024, and a new water heater in 2025. The indoor laundry room adds convenience and functionality. And then there is the spectacular lanai—a wonderful private retreat where you can relax, entertain, enjoy the peaceful surroundings, and truly embrace the Florida lifestyle. With golf course views, privacy, generous living spaces, and numerous major updates, this custom Nassau is more than a home—it’s the perfect place to enjoy your next chapter in paradise! The Plantation at Leesburg is a Premier 55+ Active Lifestyle Community. Enjoy leisurely rounds of golf on two beautifully maintained 18-hole championship courses, or stay active on lighted tennis courts perfect for evening matches. Unwind by one of three sparkling pools and Jacuzzis, or embrace a healthy lifestyle with access to world-class fitness centers, volleyball, and pickleball courts. With over 100 planned activities each week, there’s always something exciting to look forward to—whether it’s social gatherings, fitness classes, or hobby clubs. The community is set against a backdrop of scenic, landscaped boulevards and tranquil lakes, offering the perfect setting for fishing, walking, or simply relaxing in nature.Three expansive clubhouses serve as hubs of activity and connection, while an on-site restaurant offers delicious dining just steps from your door. At The Plantation at Leesburg, everything you need to enjoy a vibrant, fulfilling lifestyle and so much more !

25106 Meriweather Road, Leesburg
$299,999
3 Beds ⋅ 2 Baths ⋅ Leesburg Legacy Leesburg Unit 06 SubDv. ⋅ 34748 Zip Code
THIS POPULAR CARLISLE MODEL HOME HAS 1765 SQUARE FEET WITH 3 BEDROOMS 2 BATHROOMS. THE KITCHEN HAS UPGRADED CABINETS, CORIAN COUNTERS, STAINLESS STEEL APPLIANCES. JUST OFF THE KITCHEN IS THE BREAKFAST NOOK WHERE YOU CAN ENJOY THAT FIRST CUP OF COFFEE. 2 GUEST ROOMS AND A GUEST BATH THAT HAS BEEN TRANSFORMED INTO A WALK IN SHOWER. CLOSETS BY DESIGN HAS UNIQUELY CONFIGURED ALL THE CLOSETS TO MAXIMIZE SPACE AND STORAGE. PLANTATION SHUTTERS, DOUBLE PANE WINDOWS. THE EXTERIOR OF THE HOME WAS PAINTED 2026. THE HOME WAS CONVERTED TO TOTAL ELECTRIC IN 2024 WHICH INCLUDED THE WATER HEATER AND HVAC SYSTEM. ROOF WAS REPLACED IN 2019. THE AIR CONDITIONED LANAI WAS CONVERTED TO A FORMAL DINING AND OUTDOOR SPACE WAS ADDED. THIS IS A PERFECT WINTER HOME IN A PERFECT COMMUNITY, LEGACY OF LEESBURG IS A NATURE THEMED COMMUNITY OFFERING WALKING TRAILS, MILES OF CONSERVATION. MILLION DOLLAR RENOVATION IN 2025, A RESORT STYLE POOL, PICKLEBALL, TENNIS, BOCCE, SOFTBALL FIELD, ON SITE RV AND BOAT STORAGE, AND A ACTIVITIES DIRECTOR THAT WILL KEEP YOU BUSY ALL DAY. CABLE AND INTERNET ARE INCLUDED IN THE AFFORDABLE HOA AS WELL AS GRASS CUTTING AND TRIMMING. SELL ALL YOUR LAWN EQUIPMENT, AND COME AND RELAX, YOU HAVE EARNED IT. COME SEE WHY SO MANY CALL LEGACY HOME.

27336 Pine Straw Road, Leesburg
$345,000
3 Beds ⋅ 2 Baths ⋅ Royal Highlands Ph 02-B Lt 1317 Pb 50 Pg SubDv. ⋅ 34748 Zip Code
Beautifully updated Edinburgh model in the sought-after 55+ community of Royal Highlands, offering 3 bedrooms, 2 baths, an oversized 2-car plus golf cart garage, and a spacious screened lanai for enjoying the Florida lifestyle. Thoughtfully maintained and improved, this home features a NEW ROOF AND GUTTERS IN 2025, along with a 2026 HVAC inspection and NEW CONDENSER, providing valuable updates where they matter most. A covered and screened front entry welcomes you into a bright, comfortable floor plan with ceramic tile throughout the main living areas, new bedroom flooring, updated ceiling fans, and new LED lighting. The spacious great room features a cathedral ceiling and large picture window, while the formal dining area provides plenty of room for entertaining. The kitchen offers granite countertops, abundant cabinetry with convenient pull-outs, a breakfast nook, and newer appliances including oven, dishwasher, microwave, and exhaust fan. The generous primary suite includes an additional sitting area and a beautifully designed custom closet. The primary bath features a double-sink vanity and walk-in shower. Two additional bedrooms provide flexibility for guests, a home office, hobby room, or den. Other improvements include a NEW WATER HEATER WITH RECIRCULATOR, refreshed garage floor, and new screens on the large lanai. An additional patio extends the outdoor living space even further. The exterior has also received thoughtful attention with the front and side yards resodded and attractive stone landscaping added along the front yard wall, creating welcoming curb appeal. Royal Highlands is a resident-owned 55+ community offering an impressive array of amenities, including a professionally staffed gated entrance, indoor and outdoor pools, tennis and pickleball, fitness center, recreation facilities, softball, billiards, library, clubs and activities, and a grand hall for community events and entertainment. The community is also home to an 18-hole golf course, restaurant and pro shop, with golf available separately. HOA services include cable and high-speed internet along with secure RV and boat storage. Conveniently located near shopping, dining, medical facilities, and all that Central Florida has to offer, this move-in-ready Edinburgh is ready for its next chapter.

20512 Queen Alexandra Drive, Leesburg
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