Leesburg Homes with Maintenance Free Community Extras

Leesburg Homes with Maintenance Free Community Extras

Welcome to Leesburg, Florida—a charming city nestled in the heart of Lake County that perfectly blends small-town warmth with modern conveniences. Known for its picturesque lakes and lush greenery, Leesburg offers a relaxed lifestyle that appeals to families, retirees, and everyone in between. With a rich history dating back to the late 1800s, this vibrant community boasts a variety of parks, recreational facilities, and cultural attractions, making it an ideal place to call home.

One of the standout features of Leesburg is its diverse real estate market, particularly the homes within maintenance-free communities. Imagine living in a beautifully designed home where the burdens of yard work and exterior upkeep are a thing of the past! These maintenance-free communities offer a unique lifestyle, allowing residents to enjoy their leisure time without the hassle of home maintenance. Whether you prefer a cozy villa or a spacious single-family home, you'll find a range of options that cater to your needs.

In addition to the convenience of maintenance-free living, these communities often come equipped with fantastic amenities, such as sparkling swimming pools, fitness centers, walking trails, and clubhouses. This fosters a strong sense of community, encouraging neighbors to connect and enjoy a vibrant social life.

Experience the perfect blend of relaxation and recreation in Leesburg, where your dream home awaits in a maintenance-free community designed for your lifestyle. Embrace the ease of living and discover all that this delightful city has to offer!

Newest Leesburg Homes with Maintenance Free Community Extras

$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

$269,000
2 Beds 2 Baths Pennbrooke Phase 1k, Unit Iii SubDv. 34748 Zip Code
LOOKING FOR THE PERFECT FLORIDA RETIREMENT HOME? Welcome to 32901 Enchanted Oaks Lane, located in the desirable 55+ community of Pennbrooke Fairways in Leesburg! This well-maintained 2-bedroom, 2-bath home with a den/study and open Florida/sitting room offers an open, comfortable floor plan and is ready for its next owner to move right in and start enjoying the Florida lifestyle. Step inside and you will immediately notice the fresh, neutral interior, vaulted ceilings, abundant natural light and NO CARPET! The open living and dining areas provide plenty of room for entertaining family and friends, while the den/study offers additional flexible space for a home office, hobby room or guest space. The kitchen features an abundance of wood cabinetry, generous counter space, tiled backsplash, stainless steel appliances, breakfast bar and adjoining dining area surrounded by windows that bring in plenty of Florida sunshine. The spacious primary suite includes a private en-suite bath with barn doors and large walk-in closet, while the second bedroom and guest bath with no tub provide comfortable accommodations for visiting family and friends. One of the home's great features is the enclosed Florida room, providing additional space to relax, read a book, entertain or simply enjoy your morning coffee. Outside, the home's attractive landscaping, decorative edging, irrigation, gutters and spacious driveway contribute to its clean and welcoming curb appeal. ROOF 2021, A/C 2018, HOTWATER HEATER 2022 new ceiling fans throughout along with many other upgrades (see the attached list) add to the home's list of valuable features. And did we mention NO MORE MOWING? Lawn mowing is included through the HOA! Pennbrooke Fairways offers the active Florida lifestyle so many buyers are searching for, with golf, swimming pools, clubhouse, fitness and activity facilities, tennis, softball and numerous recreational and social activities. The community is conveniently located near The Villages, shopping, dining, medical facilities and entertainment, while its Central Florida location provides convenient access to Orlando-area attractions, airports and both Florida coasts. Whether you are looking for a full-time Florida residence or the perfect place to enjoy your retirement years, 32901 Enchanted Oaks Lane is ready to welcome you home. Schedule your private showing today! WHO YOU WORK WITH TRULY MATTERS — LET US SHOW YOU WHY.

32901 Enchanted Oaks Lane, Leesburg

$294,900
3 Beds 2 Baths Plantation At Leesburg Oak Tree Village SubDv. 34748 Zip Code
The expensive work is already done. Low-E double-pane windows (2023), HVAC (2021), water heater (2021), and a 2017 architectural shingle roof — the costly years are behind you. Move in, unpack, go play. Behind the 24-hour manned gate of The Plantation at Leesburg, this 3-bedroom, 2-bath ranch in Oak Tree Village lives larger than its 1,652 square feet. Vaulted ceilings and fresh neutral paint keep it bright, with laminate through the main living areas and ceramic tile in the wet spaces. The kitchen has been reworked — quartz counters, crisp white cabinetry with updated hardware, stainless appliances including a 2024 refrigerator — and opens to the dining area with built-in shelving, so no one is ever cooking alone. There is a separate formal living room and an electric fireplace for the handful of cool Florida evenings. The split plan puts the primary suite on its own side of the house: generous walk-in closet, private bath with garden tub, separate shower stall, dual sinks, and a freshly painted vanity. Two guest bedrooms and a second full bath sit opposite. Sliders open to the Florida room, where the windows crank open and the breeze does the rest — morning coffee, evening glass of wine. Also here: inside laundry room, water softener, 22x21 two-car garage, ceiling fan in every room, updated landscaping on a working irrigation system, a clear-sealed driveway, fresh paint on the front and garage doors, and a new storm door. At $180 a month, the HOA covers high-speed internet, lawn maintenance, private roads, and the 24-hour guard — plus two 18-hole golf courses, three clubhouses, three pools, sauna, fitness center, tennis, pickleball, racquetball, shuffleboard, and an on-site restaurant. Fenced RV and boat storage is available on site, which is genuinely hard to find. 2025 taxes: $1,872. Minutes from shopping, dining, and medical, with fast access to US-27 and public ramps to the famous Harris Chain of Lakes. The Plantation at Leesburg is a guard-gated 55+ community. Call today for a private tour.

25735 Glen Eagle Drive, Leesburg

$264,900
2 Beds 2 Baths Plantation At Leesburg Greentree SubDv. 34748 Zip Code
Welcome to 5350 Astor Street, a charming 2-bedroom, 2-bath home nestled on a desirable corner lot in the gated 55+ community of The Plantation at Leesburg. With 1,665 square feet of living space, this home offers a comfortable layout, inviting spaces, and plenty of natural light throughout. The AC was replaced in 2026 and comes with a 10-year transferable warranty, offering added peace of mind to the next owner. Step inside to the formal living and dining rooms, where bamboo flooring and abundant windows create a warm and welcoming first impression. The home features windows throughout, bringing in plenty of natural light. The kitchen is truly at the center of the home, featuring white appliances, ample cabinetry with convenient pull-outs, a breakfast nook, and a breakfast bar that opens to the family room. There’s a decorative backsplash in the kitchen and the open design makes it easy to stay connected with family and guests while preparing meals. The family room continues the bamboo flooring and opens through sliding glass doors to the screened-in lanai. With carpet flooring, the lanai offers a comfortable space to enjoy your morning coffee, unwind at the end of the day, or spend time with friends. Just beyond the lanai is a paver area overlooking the backyard, where a tall community-maintained hedge provides added privacy. The split-bedroom floor plan offers a comfortable sense of separation. The guest bedroom is located near the guest bath, which includes a tub/shower combination. The spacious primary bedroom features a large walk-in closet, while the primary bath offers a large shower, garden tub, double vanity, and comfort-height toilet. An interior laundry room is conveniently located near the center of the home for easy access. Beyond the home, enjoy everything The Plantation at Leesburg has to offer. This gated 55+ community provides an active Florida lifestyle with three activity centers, three pools, fitness facilities, tennis and pickleball courts, bocce, softball, fishing, and more. Golf lovers can enjoy two 18-hole golf courses, while the on-site restaurant and numerous clubs, groups, and activities provide plenty of opportunities to socialize, stay active, and enjoy the community. Whether you’re looking for a comfortable full-time residence or a place to enjoy your Florida lifestyle, 5350 Astor Street offers a wonderful combination of space, privacy, and community. Come take a look and imagine yourself calling The Plantation at Leesburg home.

5350 Astor Street, Leesburg

$279,000
3 Beds 2 Baths Highland Lakes SubDv. 34748 Zip Code
Virtually Staged. WELCOME to 26744 Racquet Circle where your next chapter begins. Once through the welcoming screened entry way, you’ll be greeted by a spacious view of the living space with lots of natural light. The move-in ready, recently professionally painted 2,017 square foot home features luxury vinyl plank and tile flooring throughout, a 3-bedroom 2-bathroom split floor plan and an oversized 2-car garage with screen sliders. The bright and spacious kitchen with its stainless-steel package and gas range, Corian countertops, breakfast nook and bar with generous storage with pull-out cabinets and an abundance of countertops. The open concept of the kitchen overlooks the family room which is designed for both everyday living and entertainment. On the other side of the family room is a Florida room – a tranquil retreat with a wet bar to relax in or step outside to the adjoining screened patio which is perfect for outdoor living. The primary bedroom offers an ensuite bathroom with dual sinks, a jetted and relaxing soaker tub, a walk-in shower with a Rain showerhead, and a large walk-in closet. On the other side of the home, the spacious 2nd and 3rd bedrooms have oversized closets. This flexible floor plan is perfect for guests, hobbies or an office. Upgrades include a 2019 ROOF, a 2022 WATER HEATER, and recently installed REVERSE KITCHEN OSMOSIS and WATER SOFTNER SYSTEMS. The convenient indoor laundry room with a gas dryer adds to the home's convenience while the transferable termite bond brings peace of mind. The Carrier 2014 HVAC system has been maintained semi-annually. Highland Lakes is one of Lake County’s most established and rich amenity 55+ communities offering an impressive array of amenities for only $135- a month. Residents enjoy the sparkling indoor and outdoor pools along with a spacious clubhouse with a fitness center, game and meeting rooms, billiards and ping pong, a craft room with a kiln, an extensive library, a catering kitchen, an indoor arena with a stage for live entertainment and community events. Outdoor amenities include walking trails, fishing ponds, lighted tennis and pickleball courts, shuffleboard, bocce ball, horseshoe pits, a softball field with concession stand, a covered picnic pavilion with grills, a Craftsmen Club / Wood Working Shop (join for just $12 annually), an RV and boat storage (included in HOA), a golf driving range and catch and release fishing lakes. Enjoy the peaceful surroundings of Highland Lakes which are designed for an engaging lifestyle. Schedule a showing today!

26744 Racquet Circle, Leesburg

$125,000
2 Beds 2 Baths Hawthorne At Leesburg A Coop SubDv. 34748 Zip Code
A Warm, Turnkey Retreat in Hibiscus Way. Come home to a place that feels settled, welcoming, and effortlessly comfortable. This beautifully maintained, fully furnished home in Hibiscus Way has been thoughtfully cared for and lovingly refreshed, creating a space where you can simply arrive, unpack, and begin enjoying life. Built in 1980 and offering approximately 1,100 sq. ft., this home blends character with meaningful modern improvements. Step inside to a comfortable, inviting living room that flows beautifully into the front Florida room, creating a versatile extension of the living space. Whether imagined as an extended living room, home office, reading nook, or quiet retreat, this flexible space can easily adapt to your lifestyle. The beautifully refreshed kitchen flows naturally into the dining room, creating an open, easy-access layout that makes everyday meals and entertaining feel wonderfully effortless. The kitchen features upgraded cabinetry, a new sink and faucet, updated light fixtures, and stainless-steel appliances, a warm and inviting space made for morning coffee, shared meals, and the everyday moments that become treasured memories. The home offers beautifully spacious bedrooms designed with comfort and privacy in mind. The primary bedroom features a walk-in closet, providing abundant storage and a welcome sense of space. The Jack-and-Jill guest bathroom offers direct access to the guest bedroom, creating exceptional convenience for family and visitors. The primary bath features a walk-in shower, while the guest bath includes a tub, giving everyone their own comfortable retreat. Throughout the home, thoughtful updates provide peace of mind, including an HVAC system installed in 2018, upgraded windows in 2018 and 2022, and new doors and window treatments in 2023. The flooring was refreshed with laminate over 3/4-inch plywood subflooring at the living room, hallway and guest bath, with new vapor barriers added in 2023. Outside, the home makes a fresh first impression with new exterior paint, complemented by durable vinyl siding, and a shingle roof replaced in 2017. Furnished, turnkey, and exceptionally well maintained, this is more than a home that checks the boxes. It is a place with a sense of ease, warmth, and belonging—where so many of the important improvements have already been thoughtfully completed, leaving you free to enjoy the life waiting inside.................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.

151 Hibiscus Way, 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

$119,000
2 Beds 2 Baths Hawthorne At Leesburg A Coop SubDv. 34748 Zip Code
River Views, Space & Endless Potential! Bring your vision and make this river-view home your own! This furnished fixer-upper offers plenty of potential, unique features, and a gorgeous view of the Palatlakaha River from both the primary bedroom and the spacious Florida room, which is under heat and air. Inside, you’ll find a spacious primary suite with a large bathroom featuring double sinks, a garden tub, and a separate shower. Just off the kitchen is a convenient wet bar, perfect for entertaining or enjoying a relaxing evening at home. The separate laundry room includes a clever secret door leading directly into the primary bedroom closet. Two separate entrances provide added convenience and flexibility. Outside, you’ll find a large carport and an oversized workshop/storage room with plenty of space for hobbies, projects, or additional storage. A golf cart is included with the sale, making it easy to enjoy all that the community has to offer. The flooring was replaced approximately two years ago. The home has two A/C units, although one is currently not working. With its beautiful river views, spacious layout, generous storage, and unique features, this home is ready for someone with a vision to bring it back to life and make it their own! 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 more than 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.

144 Palo Verde Drive, Leesburg

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