Leesburg Homes with Association Recreation - Owned Community Features

Leesburg Homes with Association Recreation - Owned Community Features

Welcome to Leesburg, Florida, a charming city nestled in the heart of Lake County, where the warmth of Southern hospitality meets the beauty of nature. Known for its picturesque landscapes and vibrant community, Leesburg offers a perfect blend of small-town charm and modern conveniences. With its rich history, diverse culture, and an array of recreational opportunities, it’s no wonder that this delightful city is a sought-after destination for families, retirees, and everyone in between.

One of the standout features of Leesburg is its array of homes within association-controlled communities. These neighborhoods boast a wealth of amenities designed to enhance your lifestyle. Imagine waking up to the serene surroundings of meticulously maintained landscapes, where you can enjoy leisurely strolls along scenic pathways or engage in friendly gatherings at community centers. The association recreation facilities often include sparkling swimming pools, tennis courts, fitness centers, and spacious clubhouses, providing ample opportunities for socializing and staying active.

Living in a community with association recreation means you can enjoy a hassle-free lifestyle, as the maintenance of common areas is taken care of, allowing you to focus on what truly matters—creating lasting memories with family and friends. Plus, you’ll find that the sense of camaraderie among neighbors fosters a welcoming atmosphere, making it easy to forge new friendships.

Whether you’re drawn to the tranquil lakes, the vibrant downtown area, or the abundance of outdoor activities, Leesburg has something for everyone. Discover your dream home in this idyllic city and embrace a lifestyle defined by comfort, community, and endless possibilities.

Newest Leesburg Homes with Association Recreation - Owned 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

$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

$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

$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

$359,900
3 Beds 2 Baths Highland Lakes Ph 2-A SubDv. 34748 Zip Code
COMPLETE INTERIOR RENOVATION of this BLOCK and STUCCO 3-bedroom home is ready for immediate occupancy! Screen enclosed front entry leads to the open and airy floor plan. ALL NEW fixtures and hardware |KNOCK-DOWN ceiling texture | 6-inch baseboards throughout |DOUBLE PANE WINDOWS | Kitchen features QUARTZ countertops and backsplash, NEW Shaker Style CABINETS with 42-inch upper's, complete with crown molding for a finished look, stainless hardware, soft-close hinges, deep undermount stainless steel sink, stainless appliances, including natural gas range for the chef in the family, and an island with breakfast bar, quartz countertop and more cabinet storage. | Luxury Vinyl Plank flooring throughout the home | freshly painted | Primary Retreat with sliding glass door accessible to the covered lanai, vaulted ceiling, His & Her walk-in closets and an en suite bath featuring seamless tile flooring that flows right into the shower. Updated hardware, bench seat, lighted niche and seamless glass shower door. His and Her separate tall vanities include QUARTZ countertop, Shaker Style cabinetry, and touch mirrors that dim the lighting to create that special ambiance. Soft-close hinges on all cabinets, including medicine cabinets. And let's not forget to mention the Primary bathroom also features His and Her private commodes. Fit for a Queen and her King! | An interior laundry room boasts ample closet storage space, washer and dryer hookup and laundry tub. | Split bedroom layout offers two additional bedrooms that share the guest bath, featuring QUARTZ countertop, tall Shaker cabinet, tile flooring, large linen closet, tub and shower combination and direct access to the enclosed lanai. | Covered screen enclosed lanai has new screens, tile flooring and dual ceiling fans. | ROOF 2026 | HVAC 2021 | WATER HEATER 2019 | Siemens 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!

5606 Laver Street, Leesburg

$310,000
3 Beds 2 Baths Legacy Leesburg Unit 06 SubDv. 34748 Zip Code
Welcome to 5322 Pond Crossing Place, located in the highly desirable Legacy of Leesburg, a gated 55+ community known for its beautiful natural surroundings, outstanding amenities and active lifestyle. Built in 2017, this home is one of the newer homes in this established community, offering the benefit of newer construction within a mature neighborhood featuring completed amenities, established landscaping and a welcoming community atmosphere. This popular Catalina floor plan offers 3 bedrooms, 2 baths. One of the home's standout features is the fully enclosed rear lanai, finished with windows and a door, creating a comfortable additional living area that can be enjoyed year-round and bringing the home to approximately 1,655 sq. ft. under air. Beyond the lanai, enjoy a private backyard, ideal for relaxing, entertaining or simply enjoying the peaceful Florida surroundings. Inside, the home has been thoughtfully updated with new carpet in both primary bedroom and second bedroom, attractive LVP flooring in the third bedroom, and durable tile flooring throughout the main living areas and kitchen. A whole-house Aquasana water filtration system adds another valuable upgrade, providing filtered water throughout the home. Legacy of Leesburg offers an impressive lifestyle centered around Clock Tower Hall, the social heart of the community. Residents enjoy a resort-style heated swimming pool with beach entry, spa/hot tub, fitness center, aerobics studio, billiards room, card room, craft room, library and media center, ping-pong, catering kitchens and spacious gathering areas for community events, dances, clubs, classes and social activities. Outdoor recreation is just as impressive, with pickleball, tennis, bocce, shuffleboard, horseshoes and a softball field. For those who love nature, Legacy is especially appealing, with approximately 275 acres of conservation areas, numerous ponds and miles of nature trails for walking and biking. The community also offers peaceful natural areas and access to River Park along the Palatlakaha River, along with boat and RV storage subject to availability. The HOA provides excellent value and includes access to the extensive recreational amenities along with services designed to make ownership easier. Community HOA benefits include gated entry, lawn mowing, edging and blowing, cable, internet and RV/boat storage (subject to availability) and NO CDD. The location is another major benefit. Legacy is conveniently located near US-27 with easy access to Florida's Turnpike, providing straightforward travel to Clermont, Orlando and destinations throughout Central Florida. Clermont's shopping, dining and medical facilities are an easy drive south, while Walt Disney World, Orlando attractions and Orlando International Airport are approximately 60–90 minutes away depending on traffic and destination. For those who enjoy the beach, Central Florida's location provides access to both coasts. The Gulf Coast is approximately 45 miles west, while Atlantic Coast beaches are approximately 90 miles east, making day trips and weekend getaways easy to enjoy. If you've been searching for a newer home in an established 55+ community, with a private backyard, enclosed year-round lanai, thoughtful flooring upgrades, whole-house water filtration, extensive amenities, nature trails and convenient access to Clermont, Disney, Orlando, MCO, Florida's Turnpike and both coasts, 5322 Pond Crossing Place is a must-see.

5322 Pond Crossing Place, Leesburg

$330,000
3 Beds 2 Baths Royal Highlands Ph 02-B Lt 1317 Pb 50 Pg SubDv. 34748 Zip Code
Welcome to 20743 Queen Alexandra Dr in the highly desirable gated 55+ community of Royal Highlands! This beautifully maintained, one-owner home has been lovingly cared for and offers approximately 1,863 sq. ft. of comfortable living space with 3 bedrooms and 2 baths. One of the standout features of this home is the beautiful open view from the rear of the property. Imagine ending your day relaxing outdoors while taking in the fantastic Florida sunsets—a peaceful and picturesque backdrop that makes this home truly special. The home has been thoughtfully maintained with several important updates already completed, including a roof replaced in 2015, HVAC in 2017, and water heater in 2019. The kitchen features a new dishwasher, range, disposal, and newer refrigerator, while gas hookups are available for both the range and dryer for added convenience and flexibility. The extended garage provides valuable additional space and is large enough to accommodate a golf cart along with your vehicles, storage, or hobby needs—perfect for enjoying the Royal Highlands lifestyle. Royal Highlands offers much more than just a home—it provides an active, resort-style lifestyle surrounded by beautiful open spaces. Residents enjoy indoor and outdoor swimming pools, fitness facilities, tennis, pickleball, bocce, shuffleboard, cornhole, softball, billiards, card rooms, arts and crafts, a community library, walking and nature areas, and an 18-hole golf course with pro shop and restaurant. The impressive Great Hall provides space for entertainment, dances, social events, and community gatherings, while numerous clubs and organized activities make it easy to stay active and connected. Whether you are looking for an active social lifestyle or simply a peaceful place to relax and enjoy the scenery, this beautifully maintained one-owner home offers the best of both. Come for the Royal Highlands amenities, enjoy the convenience of the extended golf-cart garage, and stay for the incredible sunsets and beautiful views from the back of the home!

20743 Queen Alexandra Drive, Leesburg

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