Leesburg Homes with Gated Amenities

Leesburg Homes with Gated Amenities

Welcome to Leesburg, Florida – a hidden gem nestled in the heart of Lake County, where Southern charm meets modern living. Known for its picturesque lakes, lush landscapes, and friendly community, Leesburg offers residents a tranquil lifestyle with all the conveniences of a vibrant city. With a rich history that dates back to the late 1800s, this charming town boasts a delightful blend of historic architecture and contemporary amenities, making it an ideal place to call home.

One of the standout features of Leesburg is its selection of homes with gated amenities. These exclusive communities provide a sense of security and privacy, allowing residents to enjoy their homes and surroundings without the hustle and bustle of the outside world. Imagine coming home to a beautifully designed property surrounded by manicured landscapes, where you can unwind by the pool or take a leisurely stroll along the scenic walking trails.

Gated communities in Leesburg often offer a range of luxurious amenities, including clubhouses, fitness centers, and recreational facilities, ensuring that residents have everything they need right at their fingertips. Whether you’re looking for a cozy single-family home or a spacious estate, Leesburg’s gated neighborhoods cater to a variety of lifestyles and preferences.

As you explore Leesburg, you'll find a vibrant downtown area filled with charming shops, delicious dining options, and a calendar brimming with community events. With its warm climate, welcoming atmosphere, and beautiful surroundings, Leesburg is more than just a place to live; it’s a place to thrive. Discover your dream home in this enchanting city today!

Newest Leesburg Homes with Gated Amenities

2 Beds ⋅ 2 Baths ⋅ Hawthorne At Leesburg A Coop SubDv. ⋅ 34748 Zip Code

Virtually Staged. FURNISHED 2-BEDROOM HOME IN HAWTHORNE AT LEESBURG! Looking for a spacious Florida home in an active, award-winning 55+ community? This 1,1350 sq. ft., 2-bedroom, 2-bath manufactured home in Hawthorne at Leesburg is being sold furnished and has several important improvements already completed! HOME FEATURES & UPDATES New windows, roof-over, and new exterior vinyl siding in 2011. New water heater in 2024. Newer sprinkler system. Shrubs were removed, and landscape rock was installed for easier maintenance. Laminate flooring in the kitchen, living room, and dining room. Carpet in bedrooms, vinyl flooring in the bathroom. Being offered furnished, the owner will provide an inventory list. This home offers plenty of space for comfortable year-round or seasonal Florida living. With many of the exterior improvements already completed and furnishings included, you can move in and start making it your own. Hawthorne at Leesburg is a private, gated 55+ community offering an exceptional variety of amenities, activities, and services in a relaxed setting. Whether you prefer an active social calendar, recreation with friends, or a quiet afternoon by the pool, Hawthorne offers something for everyone. Community amenities include: Outdoor geothermal-heated swimming pool and two enclosed therapeutic pools Fitness room, saunas, library, clubhouse with Wi-Fi, card rooms, and billiard room Tennis, pickleball, bocce, croquet, and 24 lighted tournament-class shuffleboard courts Softball field, putting area, and 18-hole pitch & putt course Two dragon boats for recreational and competitive use Garden plots and RV, boat, and trailer storage Courtesy bus service with door-to-door transportation for scheduled shopping and errands Annual concert series and a wide variety of clubs, games, and social activities Hawthorne also offers additional amenities for a separate fee, including a 120+ slip marina with an on-site boat launch, a fully equipped 1,500+ sq. ft. woodcrafters’ shop, and an on-site laundromat. Contact the HOA for current availability and fees. A standout feature of Hawthorne is its private, community-dedicated emergency response services. State-certified firefighter/EMTs are on duty 24/7, with emergency response vehicles located within the community. Homes are equipped with emergency alarm buttons, and remote necklace alarms are available for an additional fee. The community also features a staffed gatehouse, controlled-access entrances, and routine community patrols. Hawthorne at Leesburg combines recreation, convenience, security, and an active lifestyle, all within one established 55+ community.

104 Caladium Street, Leesburg

2 Beds ⋅ 2 Baths ⋅ Hawthorne At Leesburg A Coop SubDv. ⋅ 34748 Zip Code

Welcome to easy Florida living on peaceful Aspen Circle! This well-maintained 2-bedroom, 2-bath home offers 1,168 square feet of comfortable living space and features numerous updates that make it truly move-in ready. The home has a permitted metal roof recover installed in 2014 over the existing shingle roof, along with a 2014 single-package HVAC system. A paved concrete driveway and upgraded windows add to the home's convenience and appeal, while blinds and drapery are already in place. Inside, laminate wood flooring flows throughout the home, creating a warm and inviting feel. The kitchen features updated appliances, and both bathrooms have been beautifully updated with new vanities, fixtures, and walk-in showers. The spacious primary bedroom includes a walk-in closet for added storage. Perfectly suited for year-round living or a seasonal escape, this inviting home offers the comfort, updates, and simplicity today's buyers are looking for. With its convenient features and move-in-ready condition, it’s a wonderful place to enjoy the Florida lifestyle. Hawthorne at Leesburg is a vibrant 55+ community that blends comfort, convenience, and affordability. For just $397 a month, residents enjoy a maintenance-free lifestyle that includes water, sewer, lawn care, emergency services, and access to a wealth of resort-style amenities plus secure RV and boat storage. The expansive clubhouse is the social hub of the community, offering over 100 organized activities, a welcoming lounge, card rooms, billiards, a fitness center, a library, and a fine arts studio. A dedicated program coordinator ensures there’s always something fun and engaging on the calendar. For those who love the water, the private marina offers 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.

139 Aspen Circle, Leesburg

2 Beds ⋅ 2 Baths ⋅ Hawthorne At Leesburg A Coop SubDv. ⋅ 34748 Zip Code

Virtually Staged. A Stunning Transformation in Hawthorne at Leesburg! Prepare to fall in love with this completely reimagined home, where every detail has been thoughtfully designed to deliver the perfect blend of modern luxury, timeless elegance, and everyday comfort. Nestled in the sought-after Hawthorne at Leesburg community, this exceptional residence offers the carefree lifestyle you’ve been waiting for. From the moment you arrive, you’ll be captivated by the fresh curb appeal featuring all-new exterior siding, energy-efficient double-pane windows, fresh paint, a newly textured and painted driveway, and professionally refreshed landscaping that create a warm and welcoming first impression. Step inside to discover a light-filled, open-concept floor plan designed for effortless living and unforgettable entertaining. Rich wood-inspired flooring, designer finishes, recessed lighting, and carefully curated details create an inviting atmosphere. The living room makes a lasting impression with its striking custom accent wall and open, airy design that invites relaxation and conversation. At the heart of the home is a spectacular chef-inspired kitchen that’s sure to impress. Featuring custom 36-inch shaker cabinetry, luxurious quartz countertops, a stunning workstation island with seating, designer tile backsplash, pantry, recessed lighting, and brand-new stainless-steel appliances, this space is as functional as it is beautiful, a true gathering place for family and friends. Retreat to the luxurious primary suite, your own private sanctuary featuring a spa-inspired bathroom with a beautifully tiled walk-in shower, sleek glass enclosure, and a stylish sliding barn door that adds both charm and functionality. The guest bathroom has also been completely transformed with elegant finishes, expanded shower and tub designs, custom linen storage, new vanities, and updated fixtures, creating beautiful spaces for family and guests alike. No detail has been overlooked. Enjoy peace of mind with luxury vinyl plank flooring throughout, new tile, interior doors, vents, ceiling fans, designer lighting, plumbing fixtures, a new hot water heater, a new whole-house A/C system with additional venting for the bonus room, a freshly sealed roof, and an upgraded irrigation system complete with a French drain for enhanced drainage. This isn’t simply a renovation; it’s a complete transformation. Every room has been reimagined, every finish carefully selected, and every upgrade completed so you can simply move in, relax, and start enjoying the incredible Florida lifestyle.............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.

205 Palo Verde Drive, Leesburg

2 Beds ⋅ 2 Baths ⋅ Plantation At Leesburg SubDv. ⋅ 34748 Zip Code

* MUST SEE**MANY UPDATES**CONVENIENT TO CLUBHOUSE* You must come and see this nice big home. When you walk in the front door, you'll be wowed by the large, light-filled family room with beautiful windows. Then you'll step into the good-sized living and dining rooms with nice tall ceilings. A built-in buffet in the dining room is great for serving and storage. Entering the kitchen you'll find updated cabinets, granite counter tops, stainless appliances, pantry and eating area. The inside laundry room is just off of the kitchen and leads out to the lanai. One bedroom is a good size with a walk-in closet and updated bath just across the hall. The large primary bedroom features a walk-in closet and updated ensuite bath. All flooring is laminate for easy care. On the outside of the home you'll find covered parking, a large lanai and a separate storage area, with storage closets that remain with the home. This home has a newer roof, newer windows, sinks, lights, appliances etc. all done in 2020. It is truly move-in ready! Buy now so you'll be all set for resort-style living in this wonderful home and community. Plantation is a 55+, gated community golf courses, pools, tennis and pickleball courts, beautiful clubhouse, restaurant and lots of amenities and activities for everyone. There is also boat and RV storage available. Come and see this home today!!!

25047 Bellevue, Leesburg

3 Beds ⋅ 2 Baths ⋅ Leesburg Legacy SubDv. ⋅ 34748 Zip Code

Welcome to this beautifully maintained 3-bedroom, 2-bath pool home located in the gated 55+ community of Legacy of Leesburg. Offering approximately 2,152 square feet of comfortable living space, this custom Scarsboro model features a desirable split-bedroom floor plan, high ceilings, abundant natural light, and no carpet throughout. The spacious kitchen is designed for both everyday living and entertaining, featuring stone countertops, stainless-steel appliances, a large breakfast bar, center island, built-in desk, GAS cooktop, built-in oven, and a separate dining area overlooking the family room. Formal living and dining spaces provide additional room for hosting family and friends. The generous primary suite is privately positioned on one side of the home and includes direct access to the screened lanai and pool, dual walk-in closets, and a REMODELED en-suite bathroom with a large walk-in shower, updated vanities, stone countertops, tile flooring, mirrors, lighting, sinks, and fixtures. Two additional bedrooms and a guest bathroom are located on the opposite side of the home. Step outside to an expansive screened outdoor living area featuring a private heat controlled SALTWATER pool—the perfect setting for relaxing or entertaining. The backyard offers peaceful water and nature views with no rear neighbors, along with mature fruit trees. The home’s SOLAR system will be paid in full at closing, allowing the new owner to enjoy the benefits without assuming a solar loan or lease. Additional highlights include a 2021 AIR-CONDITIONING system, a 2019 ROOF, an oversized two-car garage, inside laundry room, sliding-glass doors from multiple living areas, and durable hard-surface flooring throughout. Legacy of Leesburg offers an active lifestyle surrounded by scenic wetlands, conservation areas, and miles of walking and biking trails. Community amenities include a resort-style pool and spa, clubhouse, fitness center, aerobics studio, ballroom, billiards, pickleball, tennis, softball, horseshoes, RV and boat storage, and numerous clubs and social activities. HOA services include lawn maintenance, cable, internet, and access to the community recreational facilities. This move-in-ready pool home combines privacy, spacious living, valuable upgrades, and an exceptional community lifestyle.

5519 Aurora Drive, Leesburg

3 Beds ⋅ 2 Baths ⋅ Leesburg Legacy Of Leesburg Unit 07 SubDv. ⋅ 34748 Zip Code

Virtually Staged. Welcome to this beautifully updated 3-bedroom, 2-bath pool home in the sought-after 55+ gated community of Legacy of Leesburg! Offering 2,245 sq. ft., this home features an open floor plan, new luxury vinyl plank flooring, and a new A/C. The spacious kitchen includes a gas range and opens to the main living areas, making it ideal for entertaining. Step outside to your private screen-enclosed, solar-heated saltwater pool overlooking a peaceful pond with no rear neighbors. Additional features include plantation shutters, a gas dryer, and a screened garage door. Rare opportunity to assume the seller's low INTEREST mortgage (subject to lender approval and qualification). Enjoy resort-style amenities including a clubhouse, pool, tennis, fitness center, and a full calendar of activities—all conveniently located near shopping, dining, and medical facilities.

27127 Stoney Brook Drive, Leesburg

3 Beds ⋅ 2 Baths ⋅ Plantation At Leesburg Rosedown Village Lt SubDv. ⋅ 34748 Zip Code

Welcome to your dream home, located at The Plantation at Leesburg! This stunning updated home boasts serene golf course views and BRAND NEW APPLIANCES; which include Refrigerator, Dishwasher and Range in July 2026. As you walk through this beautifully maintained 3 bedroom/2 bathroom home which includes all the furniture, you will enjoy 1,897 sq ft of comfortable living space, while knowing the ROOF was replaced in October 2022, the HVAC in June 2024 and WATER HEATER in June 2024. This home offers an open floor plan with-in the living room/dining room and also has a family room located off of the kitchen; both great spaces for entertaining. The primary suite offers ample space, a walk in closet complete with a private en-suite bath complete with a walk-in shower along with a garden tub. The Plantation at Leesburg is an active 55+ community, with several amenities including 3 club houses, two 18 hole golf courses, 2 fitness centers, pickle ball, bocce ball, shuffleboard, softball/baseball fields, horseshoes, fishing and so much more; along with multiple clubs for you to join. This home truly has it all - style, space and the Florida lifestyle you have been dreaming of. Call for a private showing today.

24403 Amberleaf Court, Leesburg

2 Beds ⋅ 2 Baths ⋅ Plantation At Leesburg Ashland Village SubDv. ⋅ 34748 Zip Code

Virtually Staged. Welcome to the vibrant lifestyle of The Plantation at Leesburg. This immaculate, move-in ready home offers two bedrooms, two bathrooms, and a generous bonus room ideal for an office, craft space, or den. The kitchen is a true chef’s delight, featuring real wood cabinetry, Corian countertops, stainless steel appliances, and a convenient breakfast bar. The primary suite includes an oversized walk-in closet, dual sinks, a large shower, and direct lanai access. The garage is a hobbyist’s dream — complete with a large workbench, durable epoxy flooring, and space for two vehicles plus a golf cart. Step outside to a spacious covered and screened rear lanai, perfect for relaxed Florida outdoor living. Situated on a roomy, manicured 0.27-acre corner lot with mature landscaping, the home also includes thoughtful updates: attic radiant barrier and foam insulation, a new roof (2022), electric water heater (2023), and HVAC (2017). Life at The Plantation is designed for staying active and engaged. Enjoy two professionally designed 18-hole golf courses, three clubhouses (including the stunning Manor Clubhouse, home to dances and special events), three heated pools, a restaurant and lounge with entertainment, fitness centers, scenic walking trails, fishing, pickleball, bocce ball, shuffleboard, horseshoes, and more than 100 activities and clubs to suit every interest. Conveniently located just minutes from The Villages’ world-class shopping, dining, entertainment, and medical facilities, as well as the 75,000-acre Harris Chain of Lakes for boating and fishing. Orlando’s attractions, international airport, and coastal beaches are approximately one hour away. Schedule your private showing today and experience the lifestyle that makes every day feel like a celebration!

25509 Laurel Valley Road, Leesburg

3 Beds ⋅ 2 Baths ⋅ Pennbrooke Ph Q Sub SubDv. ⋅ 34748 Zip Code

Welcome to 842 Old Oaks Lane, a beautifully maintained custom home situated on a private lot in Pennbrooke Fairways, one of Central Florida’s premier gated 55+ communities. With peaceful conservation views and no rear neighbors, this inviting residence offers privacy, generous living spaces, and the relaxed Florida lifestyle. Step through the elegant leaded-glass front door into a bright, open floor plan featuring beautiful hardwood flooring, vaulted ceilings, plantation shutters in all of the bedrooms and expansive views toward the rear of the home. The spacious family room flows into the Florida room, creating an ideal setting for everyday living, entertaining, and enjoying the surrounding natural beauty. Chef inspired kitchen featuring abundant cabinetry, granite countertops, custom backsplash, stainless steel gas appliances, generous storage, and ample workspace. The thoughtfully designed floor plan includes a spacious primary suite with walk-in custom closets, vanity and shower, the second bedroom and custom full bath and shower that can easily function as a second primary suite, plus a separate den or home office with French doors. The expansive Florida room overlooking the conservation area is a true highlight, offering a peaceful setting to enjoy morning coffee, entertain friends, or simply appreciate the privacy and wildlife afforded by having no rear neighbors. Additional features include a 2018 roof, 2012 HVAC system, gas water heater, gas stove, interior laundry room, utility sink and cabinetry, oversized two-car garage, paver driveway and walkway, and mature landscaping. Pennbrooke Fairways offers three golf courses, recreation centers, swimming pools, fitness facilities, tennis and pickleball, clubs, social activities, and on-site dining, all conveniently located near The Villages. 842 Old Oaks Lane offers the space, privacy, and lifestyle that make Pennbrooke Fairways such a special place to call home.

842 Old Oaks Lane, Leesburg

2 Beds ⋅ 2 Baths ⋅ Highland Lakes Ph 01b SubDv. ⋅ 34748 Zip Code

DISCOUNTED INTEREST RATE OPTIONS AND NO LENDER FEE FUTURE REFINANCING MAY BE AVAILABLE FOR QUALIFIED BUYERS. SEE LISTING AGENT FOR DETAILS. Welcome to this inviting home in the sought-after gated 55+ community of Highland Lakes, where peaceful water and conservation views create the perfect backdrop for everyday living. A bright and spacious living room welcomes you inside, while the dining area flows into a sunroom, offering the perfect place to relax and enjoy the surrounding scenery year-round. The eat-in kitchen features a breakfast bar, closet pantry, natural gas range, and opens to a cozy den with direct access to the sunroom and views of the shaded backyard. The split-bedroom floor plan provides added privacy for the primary bedroom offering an en-suite bathroom with dual sinks, a walk-in closet, and a walk-in shower. A comfortable guest bedroom, full guest bath, and interior laundry area complete the home's functional layout. Updates include new roof 2024, a/c 2020, water heater 2025, fresh interior paint throughout 2025 and 2026, seamless Pergo flooring with large upgraded baseboards throughout 2025, new water treatment system 2024, new kitchen appliances and washer/dryer combo 2025, new toilets 2025, and new attic insulation installed in 2025, helping improve energy efficiency and reduce monthly power costs. Highland Lakes offers an exceptional lifestyle with indoor and outdoor pools, pickleball, tennis, bocce ball, shuffleboard, fitness center, clubhouse, pool, woodworking shop, library, walking trails, fishing lakes, RV and boat storage, and a full calendar of social activities. Conveniently located near shopping, dining, and everyday conveniences, this home is ready for you to add your personal touches and make it your own. Click the Virtual Tour link to view the 3D walkthrough.

26166 Newcombe Cir, Leesburg

3 Beds ⋅ 2 Baths ⋅ Plantation At Leesburg Tara View SubDv. ⋅ 34748 Zip Code

Affordable. Move-In Ready. Located in one of Central Florida's most sought-after 55+ golf communities. Welcome to The Plantation at Leesburg, where comfort, value, and an active Florida lifestyle come together. Offering just over 1,700 square feet, this home features a popular 3-bedroom, 2-bath split floor plan with the perfect amount of space—roomy enough to entertain, yet easy to maintain. Step inside to discover vaulted ceilings, an inviting open layout, and abundant natural light. The spacious kitchen offers a convenient eat-in dining area, making it the perfect place to gather for morning coffee or casual meals. The generous primary suite features a walk-in closet and private ensuite bath, while the split-bedroom design provides comfort and privacy for family and guests. An inside laundry room and 2-car garage add to the home's everyday convenience. Relax year-round in the enclosed lanai, an extension of your living space that's ideal for entertaining or simply enjoying the peaceful semi-private backyard and Florida's beautiful weather. Enjoy peace of mind with these major updates already completed for you; a NEW ROOF (2026), HVAC (2021), and lanai WINDOWS (2007)—making this home an exceptional value for buyers seeking affordability, and low-maintenance living. The Plantation at Leesburg is a premier guard-gated 55+ golf community offering two golf courses, three clubhouses, heated swimming pools, fitness centers, pickleball, tennis, softball, shuffleboard, bocce, horseshoes, billiards, an on-site restaurant, and a full calendar of clubs, activities, entertainment, and social events. Conveniently located near shopping, dining, medical facilities, and major highways, you'll enjoy easy access to everything Central Florida has to give. Whether you're searching for a full-time residence or the perfect seasonal retreat, this affordably priced, move-in ready home delivers outstanding value in one of Lake County's most desirable active adult communities. Schedule your private showing today and discover why so many love calling The Plantation at Leesburg home!

25111 Bonnie Blue Court, Leesburg

2 Beds ⋅ 2 Baths ⋅ Highland Lakes Ph 01b SubDv. ⋅ 34748 Zip Code

MOVE-IN READY! *FURNISHED WITH GOLF CART!* New $15,000 Goodman HVAC system with Nest Wi-Fi thermostat (2026), newer roof (2021), brand-new interior paint throughout (2026), new whole-home surge protector (2026), and being sold completely turn-key including the furniture and golf cart! This beautifully maintained end-unit villa offers 2 bedrooms, 2 full baths, a spacious open floor plan, soaring ceilings, a 2-car garage, custom garage screen, epoxy garage floor, workbench, attic storage, and an extended concrete driveway and side walkway. Natural light fills the home, creating a bright and inviting atmosphere. The spacious living and dining areas flow seamlessly into the kitchen, which features ample cabinetry, a breakfast nook, and all appliances included. Enjoy Florida living year-round from two lanais - one screened for enjoying the fresh air and one enclosed for additional living space. The generous primary suite features a walk-in closet, linen closet, and private ensuite bath with a walk-in shower. Guests will appreciate the comfortable second bedroom and adjacent full bath. Located in the highly sought-after 55+ community of Highland Lakes, residents enjoy an incredible array of amenities, including indoor and outdoor pools, a fitness center, clubhouse, ballroom, library, craft room, billiards, pickleball, tennis, bocce ball, shuffleboard, walking trails, fishing ponds, a golf driving range, woodworking shop, and countless clubs, social events, and activities. With thousands of dollars in recent upgrades already completed, this home offers exceptional value and true peace of mind. Simply bring your suitcase and start enjoying the Florida lifestyle! BRING ALL OFFERS!

26740 Cash Court, Leesburg

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