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, where vibrant community life meets the allure of serene landscapes. Known for its picturesque lakes and lush greenery, Leesburg offers a delightful blend of small-town charm and modern conveniences. With its rich history, diverse culture, and a host of recreational opportunities, this city is the perfect place to call home.

One of the standout features of Leesburg is its welcoming communities, particularly those that boast homes with tennis courts. Imagine waking up to the sound of birds chirping, stepping out into your backyard, and enjoying a game of tennis just steps from your door. These homes not only provide a luxurious lifestyle but also foster a sense of community among residents who share a passion for the sport.

In addition to tennis, Leesburg is home to numerous parks, lakes, and outdoor activities, making it an ideal spot for families and nature enthusiasts alike. The city's vibrant downtown area offers a variety of shops, restaurants, and cultural events, ensuring that there's always something to do. Whether you’re exploring the scenic Venetian Gardens or enjoying a leisurely stroll along Lake Harris, Leesburg is brimming with opportunities to create lasting memories.

With a strong sense of community and an abundance of amenities, homes with tennis courts in Leesburg provide the perfect backdrop for an active, fulfilling lifestyle. Discover your dream home in this enchanting city, where every day feels like a vacation!

Newest Leesburg Homes with Tennis Court(s) Community Features

$239,000
2 Beds ⋅ 2 Baths ⋅ Hawthorne At Leesburg A Coop SubDv. ⋅ 34748 Zip Code
A Masterfully Upgraded Florida Retreat. Welcome to a home that truly stands apart and thoughtfully upgraded to deliver exceptional comfort, craftsmanship, modern functionality, security, and peace of mind. This beautifully enhanced Florida retreat seamlessly blends contemporary sophistication with timeless warmth, creating a home that is as inviting as it is impressive. The expanded Florida room, completed in 2022, is a beautiful coastal-inspired space designed to warmly welcome guests and create an inviting atmosphere for gathering and relaxation. Thoughtful custom window treatments enhance the room’s character while allowing natural light to fill the space. Whether hosting friends, enjoying a quiet afternoon, or simply taking in the relaxed Florida ambiance, this versatile room adds a distinctive layer of charm and comfort to the home. At the heart of the home is a stunning, thoughtfully designed kitchen that makes the most of every inch. A smart, efficient open layout, with an expansive center island, abundant storage drawers, a walk-in pantry, sleek quartz countertops, high-end cabinetry, and luxurious finishes combine style and functionality, making this kitchen equally ideal for everyday living and entertaining. Throughout the interior, from the living room, dining room and bedrooms, luxurious vinyl flooring, upgraded windows, and custom interior doors create a refined and cohesive feel. The inviting bedrooms provide comfortable spaces to relax and unwind, while the beautifully updated bathrooms bring a spa-inspired experience with contemporary vanities and spacious walk-in showers accented by sleek sliding glass doors. The primary suite is a true standout, featuring an extra-large walk-in closet and a certified safe room, providing an added layer of security and protection during severe weather and other natural hazards. The extensive list of improvements provides both beauty and long-term peace of mind, including a new roof and vinyl siding in 2021, a new HVAC system in 2026, and completely updated electrical and plumbing systems. In 2026, the crawlspace was further enhanced with brand-new insulation, a vapor barrier, and ventilation fans to promote improved airflow and moisture management. Step outside and discover even more spaces designed for the Florida lifestyle. The beautiful front porch creates an inviting setting for morning coffee, evening relaxation, or entertaining friends and family. Just steps away, the heated and air-conditioned summer kitchen extends the living and entertaining space, making outdoor gatherings comfortable year-round. A versatile utility room and laundry room with ample storage add even more everyday convenience and functionality. This is more than a home, it’s a masterfully upgraded Florida retreat where beautiful design, coastal-inspired charm, smart functionality, thoughtful improvements, and genuine peace of mind come together. A home designed not only to impress, but to welcome, entertain, relax, and be cherished for years to come.

207 Hawthorne Boulevard, Leesburg
$369,900
3 Beds ⋅ 2 Baths ⋅ Royal Highlands Ph 01d SubDv. ⋅ 34748 Zip Code
EXPANDED DUCHESS MODEL WITH BEAUTIFUL GOLF COURSE & WETLAND VIEWS! Situated above the first fairway in the sought-after 55+ community of Royal Highlands, this spacious home offers 2,147 sq. ft. of living space with an expanded floor plan designed to take advantage of its scenic setting. The Duchess model features 2 bedrooms, 2 baths, plus a versatile third bedroom/den, study or office. The kitchen, primary bedroom, guest bedroom, and utility room have all been expanded, providing generous living and storage space throughout. A 9x22 glass-enclosed lanai creates the perfect place to relax and enjoy the peaceful golf course and wetland views year-round. Additional highlights include Window World windows, a 2016 roof, and an oversized garage with workshop space. Located in resident-owned Royal Highlands, where residents enjoy an active lifestyle with extensive amenities, clubs, activities, golf, pools, fitness facilities, and more. This spacious golf course home offers a wonderful combination of views, versatility, and room to make it your own!

5049 St Andrews Arcade, Leesburg
$336,000
3 Beds ⋅ 2 Baths ⋅ Plantation At Leesburg Tara View SubDv. ⋅ 34748 Zip Code
Enjoy the Florida lifestyle in The Plantation at Leesburg, a gated community offering an impressive array of amenities and activities. Step inside and discover a home designed for comfortable living, with generous living spaces, a practical floorplan, a Florida room, and a screened lanai that gives you room to relax and enjoy the outdoors. The open living and dining areas feature high-vaulted ceilings, wood and tile flooring, and plenty of natural light, while the kitchen offers solid wood cabinetry, solid surface countertops, and a convenient eating space. The oversized primary suite provides dual walk-in closets, a dedicated makeup vanity area, an ensuite bath with dual vanity sinks and a garden tub. Two additional bedrooms offer comfortable space for guests, an office, or whatever best fits your needs. One of the home's most inviting spaces is the expansive Florida room, offering approximately 32 feet of additional living space. From there, step into the screened rear porch and take in the beautifully landscaped surroundings while irrigation and rain gutters add convenience. Situated on a cul-de-sac near two golf courses, this home offers a desirable setting within Plantation at Leesburg Tara View. Residents enjoy an extensive selection of community amenities, including a clubhouse, community pool, fitness center, tennis courts, dog park, restaurant, fishing, sidewalks, golf cart accessibility, and gated entry with 24-hour guard service. The monthly association fee also includes cable TV, sewer, trash, pool maintenance, common areas, and private roads. Explore all the possibilities that this beautiful home and established community has to offer!

25121 Meriweather Road, Leesburg
$99,000
2 Beds ⋅ 2 Baths ⋅ Hawthorne At Leesburg A Coop SubDv. ⋅ 34748 Zip Code
Come discover the charm of 106 Jasmine Trail! Tucked onto a generous corner lot, this well-cared-for 2-bedroom, 2-bath home offers a warm and inviting setting with a lovely neighborhood view from the Florida room. It’s the kind of space where you can slow down, enjoy a quiet morning, and feel at home. The sunlit, open living room features laminate flooring throughout, giving the home a fresh and easygoing feel. The kitchen is fully equipped, with tile flooring and a cheerful touch of natural light. Both bedrooms are spacious, offering comfortable retreats at the end of the day. The primary bath includes a walk-in shower with sliding glass doors, tile flooring, and a roomy countertop. The guest bath offers a tub with sliding glass doors, tile flooring, and generous counter space. Partially furnished and move-in ready, this home has been lovingly maintained and is ready for its next chapter. The membrane roof was installed in 2019, the HVAC system in 2020, and the water heater in 2014. With its bright interiors, roomy layout, corner-lot setting, and peaceful outlook, 106 Jasmine Trail is more than a house, t’s a place to make your own memories..............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.

106 Jasmine Trail, Leesburg
$129,000
2 Beds ⋅ 2 Baths ⋅ Hawthorne/Leesburg SubDv. ⋅ 34748 Zip Code
Be among the first to discover this beautifully refreshed and fully furnished residence offering a surprisingly thoughtful blend of comfort, updates, and everyday livability. While county records reflect an original 1978 build date, the current double-wide manufactured home was replaced in 2004, along with a new carport roof, offering a much different story than the original record may suggest. Step inside to an inviting open-concept layout, where the kitchen flows naturally into the dining, living room and the Florida Room under heat and air, creating an easy setting for both relaxed evenings and entertaining. The kitchen is a standout with a center island and bar seating, stainless-steel appliances, attractive countertops, tiled backsplash, and updated cabinetry. The dining area adds an appealing touch with built-in display cabinetry, perfect for showcasing treasured pieces or creating a distinctive focal point. Throughout the home, beautiful laminate flooring provides a cohesive, contemporary feel, complemented by tile in the kitchen and bathrooms. New subflooring was installed in the living room, dining room, and hallway in 2023. Both bedrooms are generously proportioned and feature dual closets, offering an abundance of storage. The primary bath includes a tiled, enclosed walk-in shower, while the guest bath offers an equally spacious tiled walk-in shower with a sliding glass door. A particularly convenient feature is the guest bedroom’s direct access to the laundry room. The improvements continue beyond the cosmetic. Enjoy exterior vinyl siding, an aluminum roof coated/sealed in 2026, HVAC replaced in fall 2025, an upgraded electrical panel, and a new water heater in 2026. Additional enhancements include double-pane windows installed in 2017 and new awnings in 2025. The utility and laundry room are both under heat and air conditioning, adding valuable year-round functionality. This is a home where the major updates have already been thoughtfully addressed, leaving you free to enjoy the spacious floor plan, comfortable interiors, and inviting outdoor setting. A distinctive opportunity for buyers seeking more than the typical Hawthorne home. Come see the difference for yourself!...........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.

186 Hibiscus Way, Leesburg
$229,900
2 Beds ⋅ 2 Baths ⋅ Pennbrooke Ph 01h SubDv. ⋅ 34748 Zip Code
Welcome to this beautifully maintained one-owner 2-bedroom, 2-bath home in desirable Pennbrooke Fairways, offering a peaceful water view and an impressive list of recent updates. From the moment you arrive, you’ll appreciate the pride of ownership and thoughtful improvements throughout The spacious open layout features high ceilings, newer lighting fixtures, and newer ceiling fans, creating a bright and inviting atmosphere. The home also features Window World windows with a lifetime warranty, providing added comfort and peace of mind. Major updates include a NEWER ROOF 2025 newer HVAC system, and WATER SOFTNER, making this home move-in ready with many of the big-ticket items already taken care of. The newer lanai windows extend the living space and allow you to enjoy the beautiful water view in comfort. The spacious primary suite features dual vanities in the ensuite bath and a large walk-in closet, offering both convenience and plenty of storage. With its desirable water view, high ceilings, and exceptional one-owner care, this home offers the perfect combination of comfort, value, and Florida lifestyle living. 55+ community with pools, Clubhouse, 3 golf courses, restaurant, walking trails, pickleball, shuffleboard and much more! Conveniently located just minutes to The Villages ... enjoy all the shopping, dining, and nightly entertainment. Don’t miss the opportunity to make this well-cared-for Pennbrooke Fairways home your own!

32732 Timberwood Drive, Leesburg
$215,000
2 Beds ⋅ 2 Baths ⋅ Scottish Highlands SubDv. ⋅ 34788 Zip Code
FRESH LOOK! If you took a peak at this gem before, it's time to take a second look in this popular 55+ community. We've completely transformed the interior by removing every last inch of carpet. The entire home now features brand new luxuary vinyl plank flooring-giving it a clean, modern and completely refreshed feel from the moment you step through the front door. NEW ROOF IN 2020, NEW ELECTRICAL PANEL IN 2023 along with fresh paint which makes this home move-in ready. You'll love the low maintenance yard--giving you back your weekends to enjoy everything this incredible active community offers. Friendly neighborhood known for top-notch amenities to include, indoor and outdoor community pools, shuffleboard, tennis, pickleball and community mailboxs, all in a golf cart friendly community. Best of all, you are just minutes away from medical facilities, fantastic shopping and a short drive to the HISTORIC downtown Mount Dora. Don't let this one slip away, schedule your appointment today.

822 Dundee Circle, Leesburg
$180,000
2 Beds ⋅ 2 Baths ⋅ The Plantation At Leesburg SubDv. ⋅ 34748 Zip Code
Welcome to an incredible opportunity in The Plantation at Leesburg! This 2-bedroom, 2-bath manufactured home offers a great foundation and plenty of potential for its next owner. Situated on a desirable corner lot, this home is ready for someone with a vision to add their personal touches and make it their own. With good bones and light updating needed, this property is an excellent option for a buyer looking to create a comfortable Florida retreat without taking on a major renovation. The two-bedroom, two-bath layout offers comfortable living space and the opportunity to make the home truly reflect your style. Recent upgrades to include roof, gutters and siding in 2019, AC replaced in 2026. Located in The Plantation at Leesburg, is a 55+ gated active community offering an exceptional Central Florida lifestyle, residents enjoy access to two 18-hole golf courses, three pools, three activity centers, fitness facilities, tennis, pickleball, bocce, walking and biking opportunities, fishing, social clubs, and more than 100 clubs and activities. An on-site restaurant adds even more convenience and enjoyment. The location is hard to beat, with convenient access to Florida's Turnpike, shopping, restaurants, medical services, lakes, parks, and everything Leesburg has to offer. Downtown Leesburg is just minutes away, while Walt Disney World, Universal Orlando, and SeaWorld are all less than an hour from the community. Whether you're looking for a full-time Florida residence, seasonal getaway, or an opportunity to put your own finishing touches on a home in a sought-after community, 25606 Belle Alliance offers the chance to enjoy the Plantation lifestyle while adding value through thoughtful updates. Bring your vision and make this home your own!

25606 Belle Alliance Drive, Leesburg
$254,900
2 Beds ⋅ 2 Baths ⋅ Royal Highlands SubDv. ⋅ 34748 Zip Code
Set against a peaceful conservation backdrop with no rear neighbors, this beautifully maintained home offers privacy, comfort and an easy resort-style lifestyle. A new roof installed in 2025 adds tremendous value and peace of mind, while select furnishings and all appliances are included, making your move refreshingly simple. The bright and inviting interior features two bedrooms, two full baths and an additional 15-by-11-foot enclosed, air-conditioned Florida room that is not included in the listed living square footage with tile flooring and a ceiling fan. Volume ceilings enhance the open feeling of the living room, where a sliding glass door extends the view into the Florida room. On opposite side, the living space flows naturally into the dining area, creating a comfortable layout for everyday living and entertaining. Laminate and tile flooring provide durability and easy maintenance throughout the home, complemented by knockdown ceilings, bullnose corners, ceiling fans and window treatments. The kitchen is light, crisp and exceptionally functional, with granite countertops, upgraded cabinetry and a convenient dinette for casual meals. The electric range and remaining kitchen appliances are included, allowing the new owner to settle in with ease. The spacious primary bedroom offers a large walk-in closet and a private en-suite bath accessed through a pocket door. The bath includes dual sinks and a walk-in shower with a built-in seat. The guest bedroom is conveniently near the second full bath, which features a tub and shower combination. A linen closet and an additional large hallway closet provide valuable storage. The oversized two-car garage is designed for more than parking. A full screened garage door allows fresh air and natural light to enter while you work at the built-in workbench or take advantage of the generous storage space. The washer, dryer and utility sink are also in the garage and remain with the home. Additional features include a gas water heater, heat pump and an in-ground irrigation system that helps keep the mature landscaping lush and attractive. Beyond the home itself, residents enjoy the exceptional amenities of an active, 24-hour guard-gated community designed to feel like a year-round resort. Enjoy an 18-hole golf course, indoor and outdoor swimming pools, an on-site restaurant, fitness center, tennis and pickleball courts, softball field, library, billiards room and multiple recreation buildings. The impressive Great Hall includes a large dance floor and stage, while an extensive calendar of clubs, activities and social events makes it easy to stay active, meet neighbors and enjoy every day to the fullest. Partially furnished, impeccably maintained and positioned on a private conservation lot, this welcoming home offers the space, convenience and lifestyle you have been waiting for.

21709 King Richards Way, Leesburg
$225,000
2 Beds ⋅ 2 Baths ⋅ Highland Lakes Ph 01 SubDv. ⋅ 34748 Zip Code
Enjoy easy Florida living in this charming 2-bedroom, 2-bath villa in Highland Lakes, a 55+ community where an impressive array of amenities makes it easy to stay active, social and entertained. Inside, the home features an eat-in kitchen with a breakfast nook and convenient pass-through with counter space connecting to the dining room. The recently remodeled Florida Room provides a versatile bonus space currently used as an office, while the two bedrooms and two full baths provide comfortable accommodations for everyday living and guests. Recent improvements include a 2023 roof, 2026 water heater and electrical panels, plus kitchen appliances all updated within the past five years. The real highlight is the Highland Lakes lifestyle. The community clubhouse provides an extensive selection of indoor and outdoor recreation, including indoor and outdoor pools, tennis and pickleball courts, outdoor bocce ball, shuffleboard and horseshoes. Golf enthusiasts can practice their swing at the driving range, while nature lovers can enjoy the community nature trail and catch-and-release fishing in four of the seven lakes. Inside the clubhouse, residents can enjoy billiards, ping pong, a woodworking shop, craft room, library and meeting spaces supporting more than 50 resident activity groups. An on-site RV parking facility adds another layer of convenience. Located in Leesburg, Highland Lakes is close to State Road 27, providing convenient access to the Florida Turnpike and destinations throughout Central Florida. Lake Harris, part of the Harris Chain of Lakes, is also nearby, with several public boat ramps providing easy access to boating and fishing. If you’re looking for a comfortable villa in a community where there is always something to do and someone to do it with, schedule your private tour today.

5536 Rosewall Circle, Leesburg
$254,900
2 Beds ⋅ 2 Baths ⋅ Highland Lakes Ph 01a SubDv. ⋅ 34748 Zip Code
Immaculately maintained 2-bedroom PLUS DEN awaits new owners! Back yard lends serene greenspace views and privacy from your neighbors. From the curb appeal to the covered front entry, you're sure to be pleased with the interior layout. Open kitchen and dining room | Luxury vinyl plank and tile flooring (NO CARPETING) | vaulted ceiling | Interior laundry room with wash tub, including washer and dryer | kitchen comes complete with all appliances, including natural gas range | Den/Study/Family Room with views over the backyard, with direct access to the Florida Room | The birdcage/screen enclosure beyond was added in 2020 | The Primary Retreat features Luxury Vinyl Flooring, PLANTATION SHUTTERS, an en suite bath with tile flooring, walk-in closet, shower (NO tub), private commode | SPLIT FLOOR PLAN | Guest Bedroom with walk-in closet | Guest Bath has shower-tub combination, tile flooring and linen closet | ROOF 2019 | HVAC 2012 (serviced regularly) | natural gas WATER HEATER 2021 | 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!

5614 Austin Street, Leesburg
$415,000
3 Beds ⋅ 2 Baths ⋅ Plantation At Leesburg Belle Terre Village L SubDv. ⋅ 34748 Zip Code
Welcome to this MOVE-IN READY Azelia floorplan (ROOF 2020, A/C 2016) featuring a GOLF CART GARAGE and a propane-heated spa/pool with a water feature overlooking PRIVATE preserve and tree views! This beautifully maintained and thoughtfully upgraded home offers the perfect combination of comfort and privacy for Florida living. Enjoy peaceful views with no rear neighbors from your own spa/pool and outdoor living area—the perfect place to relax and take in the natural surroundings. Inside, you’ll find an open and inviting floor plan featuring 10-foot ceilings, crown molding throughout the living areas, beautiful ceramic tile, and wood-look luxury vinyl flooring. Multiple sliding glass doors and abundant windows bring in natural light while showcasing the beautiful private views. The stunning kitchen is designed to impress with quartz countertops, custom cabinetry with crown molding, under-cabinet lighting, pull-out drawers, soft-close features, stainless steel appliances, a custom hood vented to the exterior, and a stylish backsplash. The spacious layout offers plenty of storage and functionality. The primary suite is a private retreat featuring direct access to the lanai and propane-heated spa/pool area, peaceful views, generous closet space, and a beautifully appointed ensuite bath with a zero-entry glass shower, custom tile work, and upgraded finishes. Additional highlights include double-pane windows, abundant storage, custom cabinetry, epoxy-finished garage flooring, and numerous thoughtful upgrades throughout the home. If you’ve been searching for a beautiful, MOVE-IN READY home with a propane-heated spa/pool with a water feature and truly private preserve and conservation views, this is the one you’ve been waiting for! Plantation at Leesburg offers an active 55+ lifestyle with 3 resort-style pools, 2 fitness centers, craft and art rooms, a billiards room, library, and so much more! Additional amenities include pickleball, tennis, basketball, horseshoes, bocce ball, and a wide variety of planned activities to keep you active and enjoying every day. Conveniently located less than 30 minutes from The Villages, approximately one hour from Orlando International Airport, Disney, and Universal, and less than two hours from the beaches on either coast. Discover the best of 55+ living at Plantation at Leesburg -where every day brings the opportunity to explore, relax, and enjoy the natural beauty that surrounds you! Call today for your private tour!

5524 Belle Terre Drive, Leesburg
Start Your Search