Leesburg Homes with Gated Community - Guard Community Features

Leesburg Homes with Gated Community - Guard Community Features

Welcome to Leesburg, Florida – a charming city nestled in the heart of Lake County, where Southern hospitality meets modern living. Known for its picturesque lakes, lush landscapes, and vibrant community spirit, Leesburg offers a unique blend of small-town charm and convenient access to urban amenities. With a rich history, diverse recreational opportunities, and a welcoming atmosphere, it’s no wonder that so many choose to call this delightful city home.

One of the standout features of living in Leesburg is the availability of homes within gated communities. These exclusive neighborhoods not only provide an added layer of security with guarded entrances but also foster a sense of camaraderie among residents. Imagine waking up each day in a beautifully designed home surrounded by meticulously landscaped grounds and serene views.

Gated communities in Leesburg offer an array of amenities that cater to a luxurious lifestyle. Residents can enjoy access to sparkling swimming pools, well-equipped fitness centers, and scenic walking trails, all within a secure environment. Many of these communities also host social events, creating opportunities to forge lasting friendships with neighbors who share similar interests.

Whether you’re seeking a peaceful retreat or an active lifestyle, the gated communities in Leesburg provide the perfect backdrop for your next chapter. With a range of housing options from cozy single-family homes to spacious estates, you’re sure to find a residence that perfectly suits your needs. Discover the charm of Leesburg and experience the benefits of living in a gated community – where comfort, security, and community come together in perfect harmony.

Newest Leesburg Homes with Gated Community - Guard Community Features

108 Mango Cove, Leesburg
$135,000
2 Beds ⋅ 2 Baths ⋅ Hawthorne At Leesburg A Coop SubDv. ⋅ 34748 Zip Code
A Distinctive Find at Mango Cove. Tucked away on a private cul-de-sac, this fully furnished 1,342-square-foot home offers an inviting blend of comfort, versatility, and peaceful surroundings. One of the home’s exceptional features is its nearly 300-square-foot heated and air-conditioned bonus space, thoughtfully connected to the guest bedroom and flowing into the laundry room and an additional bonus room. This unusual and versatile arrangement opens the door to countless possibilities. The additional room could become a quiet art studio, creative craft space, home office, or receiving room, a place to pursue passions, work on projects, or simply create a space that feels uniquely yours. The guest bedroom also offers access to a back porch and deck overlooking the backyard, where mature trees and surrounding greenery create a tranquil natural backdrop. It is the kind of setting that invites you to linger a little longer, whether enjoying your morning coffee, reading a book, or simply listening to the sounds of nature. Inside, the home feels bright and welcoming, with laminate flooring throughout, a spacious living room, and a wonderful Florida room under heat and air conditioning that expands the living space and brings the outdoors closer. The fully equipped kitchen is ready for everyday moments and gatherings alike. The primary bedroom features a walk-in shower, while the Jack-and-Jill guest bath offers a comfortable tub. Vinyl siding adds to the home’s easy-care appeal, while the roof dates to 2003 and the HVAC system to 2010. A home with uncommon flexibility, peaceful views, and spaces that can evolve with your imagination, this is a special Mango Cove find waiting for someone to make it their own....................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.

108 Mango Cove, Leesburg

4952 Heron Run Circle, Leesburg
$240,000
2 Beds ⋅ 2 Baths ⋅ Plantation At Leesburg Heron Run SubDv. ⋅ 34748 Zip Code
Welcome to 4952 Heron Run, located in The Plantation at Leesburg, one of Central Florida’s premier 55+ gated communities! This inviting 2-bedroom, 2-bath home offers 1,286 square feet of comfortable living space, a NEW ROOF in 2026, a fenced backyard, beautiful open rear views, and multiple outdoor living spaces. Step inside to a bright, open floor plan featuring vaulted ceilings and attractive flooring throughout the main living areas. The spacious living and dining areas provide plenty of room for entertaining, while the kitchen offers stainless steel appliances, ample cabinetry and counter space, and a convenient pass-through to the dining area. The generously sized primary suite features a walk-in closet and private bath with a dual-sink vanity. One of the unique features of this home is its three separate outdoor living areas. Enjoy your morning coffee from the welcoming front porch, create your own private retreat in the side atrium, or step through the sliding glass doors to an additional side patio that's perfect for a grill and outdoor dining. At the rear of the home, the enclosed Florida room is surrounded by windows and takes full advantage of the peaceful, wide-open views beyond the backyard. Just outside is a fenced yard—a particularly desirable and hard-to-find feature in many 55+ communities—providing added privacy and a convenient outdoor space for pets. With no home immediately behind you, the setting feels open and relaxing. Major updates include a NEW ROOF IN 2026 and a 2024 WATER HEATER, offering added peace of mind for the next owner. The Plantation at Leesburg offers an active 55+ lifestyle with an impressive array of amenities, including clubhouses, swimming pools, fitness centers, walking trails, tennis and pickleball, softball, golf, and a variety of clubs, activities and social opportunities. With three outdoor living spaces, a fenced yard, enclosed Florida room, open rear views and a brand-new roof, 4952 Heron Run offers a combination of features that can be difficult to find. Come see what makes this home—and The Plantation lifestyle—so special!

4952 Heron Run Circle, Leesburg

32802 Crooked Oaks Lane, Leesburg
$250,000
3 Beds ⋅ 2 Baths ⋅ Pennbrooke Ph 01k Units 01 & 02 SubDv. ⋅ 34748 Zip Code
WELCOME TO PENNBROOKE FAIRWAYS! This beautiful 3-bedroom, 2-bath home sits on a desirable corner lot and offers a comfortable layout with plenty of space for everyday living and entertaining. A welcoming foyer with a convenient coat closet opens to the spacious living and dinning area. ROOF 2018 | AC 2026. The kitchen flows naturally into a generous breakfast nook, creating an inviting gathering space. Two well-sized guest bedrooms provide comfortable accommodations, while sliding glass doors lead to the screened-in lanai—an ideal spot to enjoy your morning coffee or unwind in the Florida sunshine. The spacious primary suite features dual vanity sinks, a linen closet, and TWO LARGE WALK-IN CLOSETS for exceptional storage. An interior laundry room offers additional storage space, while the water softener adds convenience. The home also includes a TWO-CAR GARAGE PLUS A SEPARATE GOLF CART GARAGE, making it easy to take advantage of all the community has to offer. PENNBROOKE FAIRWAYS is a 24-HOUR GUARD-GATED, BEAUTIFULLY MAINTAINED COMMUNITY with an impressive array of amenities and activities. Enjoy TWO HEATED POOLS, water aerobics, volleyball, two community centers offering parties, bingo and trivia, and 3-9 HOLES OF GOLF. Residents can also enjoy the on-site RESTAURANT AND BAR, pickleball, tennis, shuffleboard, horseshoes, baseball, and a fitness center. Whether you prefer staying active, socializing with neighbors, or simply relaxing by the pool, there is always something to enjoy. Wait there's more, just a short drive to The vIllages for dinning, shopping and nightly entertainment without the fees. WHAT MORE COULD YOU ASK FOR? Call today for a private showing.

32802 Crooked Oaks Lane, Leesburg

307 Hawthorne Boulevard, Leesburg
$145,000
2 Beds ⋅ 2 Baths ⋅ Hawthorne At Leesburg A Coop SubDv. ⋅ 34748 Zip Code
A Warm, Welcoming Retreat with Character & Comfort. Discover this beautifully cared-for, fully furnished 2-bedroom, 2-bath home on Hawthorne Blvd, where charm, comfort, and livability come together effortlessly. Set across from a generous, open median, this inviting home has a welcoming presence and plenty of room to relax, entertain, and enjoy everyday life. Step inside and discover a home that feels comfortable and inviting from the moment you arrive. The spacious living room offers an easygoing gathering place, while the bright Florida room, fully heated and cooled, adds a wonderful bonus space for morning coffee, reading, entertaining, or overnight guests. Both the living room and Florida room feature sleeper sofas, making hosting family and friends a breeze. The spacious, fully equipped kitchen is ready for everything from a quick breakfast to a leisurely home-cooked meal. A charming eating bar provides the perfect spot for morning coffee, casual meals, or keeping the conversation going while preparing dinner. The home features vinyl siding, a membrane roof installed in 2015, HVAC installed in 2010, upgraded windows, and a blend of carpet and laminate flooring. New subfloors were installed in 2021 in the master bedroom, guest bedroom, and dining room. The cozy primary bedroom offers a walk-in closet and a private bath with a walk-in shower. The guest bedroom provides a comfortable guest bed with clever under-bed storage and an easy-lift design. The guest bathroom includes a classic bathtub. A separate utility and laundry room adds everyday convenience, while the outdoor space is beautifully uncomplicated with low-maintenance landscaping and a charming flower or herb bed. Charming and wonderfully adaptable, this home is a delightful place to settle in, slow down, and make yourself at home..............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.

307 Hawthorne Boulevard, Leesburg

512 Palo Verde Drive, Leesburg
$79,000
2 Beds ⋅ 2 Baths ⋅ Hawthorne At Leesburg SubDv. ⋅ 34748 Zip Code
Enjoy the best of Florida living in this charming 2-bedroom, 2-bath home located in the highly desirable 55+ community of Hawthorne at Leesburg! Offering resort-style amenities, a convenient Central Florida location, and a low-maintenance lifestyle, this home is an excellent opportunity for full-time residents or those seeking the perfect seasonal retreat. Ideally situated between The Villages and Orlando, you’ll enjoy easy access to shopping, restaurants, entertainment, medical facilities, and the Florida Turnpike. Inside, the home features a bright and functional kitchen with ample cabinet storage, an adjoining dining area, and a spacious living room that opens to an enclosed Florida Room. This additional living space is perfect for enjoying your morning coffee, relaxing with a good book, or entertaining friends and family year-round. The home offers two primary bedroom suites, each with its own full bathroom, providing comfort, privacy, and flexibility for visiting guests. Outside, the covered carport provides convenient sheltered parking, while the attached storage shed offers additional space for tools, seasonal décor, and other belongings. Hawthorne at Leesburg offers an exceptional resort-style lifestyle with an impressive array of amenities! Residents can enjoy a clubhouse, fitness center, sauna, tennis courts, pickleball, shuffleboard, bocce ball, card rooms, a softball field, and an 18-hole grass putting course. For boating and outdoor enthusiasts, the community also offers access to the Lake Harris Chain of Lakes, featuring boat slips and a private boat launch, along with boat and RV storage. Enjoy boating, fishing, water sports, and a variety of outdoor recreational activities, all adding to the appeal of this vibrant community. An active social calendar, clubs, and community events provide plenty of opportunities to meet neighbors and make lasting friendships. Whether you’re looking for a full-time Florida home, a seasonal escape from colder weather, or a place to enjoy an active and social retirement lifestyle, this home offers a wonderful opportunity to experience the Florida lifestyle you’ve been dreaming of!

512 Palo Verde Drive, Leesburg

5336 Tidewater Street, Leesburg
$325,000
2 Beds ⋅ 2 Baths ⋅ Plantation At Leesburg Riverside Village Lt SubDv. ⋅ 34748 Zip Code
Looking for a spectacular 2 bed + den home in the premier 55+ gated golf community of Plantation at Leesburg? Well, look no further! This exceptional property is striking from the moment you pull into the driveway, greeting you with updated landscaping, fresh exterior lighting, and a crisp, newly painted exterior. Open the front door and WOW—this home shows like an absolute model. The expansive layout features soaring ceilings and brand-new luxury vinyl plank flooring that flows seamlessly through the main living spaces. Every inch of the interior has been refreshed, including a STUNNING, brand-new custom Kitchen that belongs on the cover of a design magazine. This unique culinary space boasts: • Custom solid wood cabinetry in a sophisticated, trending sage green tone. • Striking pattern-tile backsplash that adds incredible character and designer flair. • Premium quartz countertops paired with a massive, commercial-grade stainless steel farmhouse sink and handsome modern hardware. • Brand-new 2026 appliances complete the ultimate chef's setup. The kitchen transitions beautifully into a sunlit breakfast nook accented by handsome rustic ceiling beams and stylish modern lighting fixtures. Slip away to the expansive primary suite, featuring a massive, completely updated bathroom that offers a true spa-like escape. Solidly built in 2004, the home also features an oversized garage. A spacious covered lanai—the perfect private oasis to enjoy your morning coffee or unwind in the beautiful Florida weather. With major components entirely updated, you can move in with total peace of mind: Roof (2023), A/C (2020), and a brand-new Garage Door Opener, Kitchen Appliances, and Disposal all new for 2026. Enjoy resort-style living at THE PLANTATION AT LEESBURG, A 55+ GATED COMMUNITY, with TWO GOLF COURSES, pools, tennis, pickleball, softball, clubs, and endless activities in one of Central Florida’s premier active adult communities. The life you have waited your whole life for is conveniently located near major hospitals, shopping, parks, and the airport. Don't miss this opportunity to own a move-in-ready home that offers comfort, quality updates, and exceptional outdoor living!

5336 Tidewater Street, Leesburg

21212 Royal St Georges Lane, Leesburg
$249,000
2 Beds ⋅ 2 Baths ⋅ Royal Highlands Ph 01ca SubDv. ⋅ 34748 Zip Code
Virtually Staged. Welcome to easy Florida living in the SOUGHT-AFTER 55+ ROYAL HIGHLANDS community, where comfort, recreation and an ACTIVE LIFESTYLE come together in a GUARD-GATED GOLF COMMUNITY. Tucked away in a QUIET AREA of the neighborhood, this charming 2-bedroom, 2-bath single-story home offers GREAT CURB APPEAL, beautiful landscaping and FRESH EXTERIOR PAINT (2026). Inside, NEW WOOD-LOOK LVP FLOORING (2026) flows throughout the home, creating a fresh, cohesive look from room to room. The generous LIVING ROOM features a vaulted ceiling and sliding doors that open to a bright, FULLY ENCLOSED FLORIDA ROOM with glass windows. Whether used as a home office, reading room or simply a peaceful place to relax, this VERSATILE SPACE adds valuable living area and leads directly to the SCREENED PATIO, where you can enjoy the backyard from a comfortable outdoor setting. The Living Room flows naturally into the spacious DINING ROOM, which offers enough room for a COZY FLEX SPACE—perfect for a desk, reading nook or hobby area.Just off the Dining Room, the KITCHEN delivers plenty of QUALITY CABINETRY STORAGE and GRANITE COUNTERTOPS (2017), a closet pantry and stainless steel appliances including a gas range, NEW REFRIGERATOR (2026), and NEW MICROWAVE (2024). A sunny, spacious BREAKFAST NOOK provides the perfect spot for morning coffee or casual meals. The SPLIT-BEDROOM FLOOR PLAN offers privacy with the two bedrooms positioned on opposite sides of the home. The PRIMARY SUITE features a vaulted ceiling, WALK-IN CLOSET and en suite Bath REMODELED IN 2024 with dual sinks, GRANITE COUNTERTOPS, a step-in shower, NEW MIRRORS and UPDATED LIGHTING. On the opposite side of the home, the SECOND BEDROOM offers abundant NATURAL LIGHT and a built-in closet, with the SECOND FULL BATH conveniently nearby. The TWO-CAR GARAGE provides additional storage and houses the laundry area, complete with a gas dryer. Recent updates include a NEW ROOF (2025) and NEW WATER HEATER (2025), while the HVAC was replaced in 2016. And then there is the Royal Highlands lifestyle! Residents enjoy an IMPRESSIVE ARRAY OF AMENITIES including a GUARD-GATED ENTRANCE, sparkling outdoor pool, nearby Clubhouse with RENOVATED INDOOR POOL WITH JET SPA (2025), tennis, pickleball, racquetball, FITNESS FACILITIES, shuffleboard, bocce, billiards, arts and crafts, a library and more. The ACTIVITY HALL features a full stage and dance floor, while a THRIVING CALENDAR of clubs, activities and recreation provides plenty of opportunities to stay active and connected. CABLE AND INTERNET are also included.Golf enthusiasts will appreciate having the 18-HOLE MONARCH GOLF COURSE winding through the community, with an OPTIONAL GOLF MEMBERSHIP available. The course also features a pro shop and restaurant, making it easy to enjoy a round of golf and a meal close to home. Beyond the community, enjoy the natural beauty and SMALL-TOWN CHARM of the Leesburg area. VENETIAN GARDENS along Lake Harris offers scenic walking paths, bridges, waterfront views and opportunities for fishing and picnicking, while HISTORIC DOWNTOWN LEESBURG provides local shops, restaurants and community events. AFFORDABLE, updated and wonderfully positioned within one of Leesburg’s established 55+ communities, this home provides the perfect combination of comfortable living, LOW-MAINTENANCE CONVENIENCE, and an AMENITY-RICH Florida lifestyle. Come discover HOME SWEET HOME in Royal Highlands!

21212 Royal St Georges Lane, Leesburg

198 Jacaranda Drive, Leesburg
$255,000
2 Beds ⋅ 2 Baths ⋅ Hawthorne At Leesburg A Coop SubDv. ⋅ 34748 Zip Code
A Fresh Start Awaits in This Beautiful 2023 Home at Hawthorne. Come discover a home that feels fresh, bright, and effortlessly inviting from the moment you arrive. Built in 2023, this distinctive Hawthorne home offers modern comfort, thoughtful upgrades, and the peace of mind that comes with newer systems. Step inside and enjoy luxury vinyl plank flooring throughout the home, creating a stylish, cohesive look that is both beautiful and easy to maintain. The open-concept floor plan flows naturally into the contemporary kitchen, featuring a generous center island, perfect for morning coffee, casual meals, or gathering with friends and family. Convenient in-home laundry adds to the home’s everyday ease. The spacious primary bedroom feels like a private retreat, complete with a walk-in shower and sleek sliding glass door. The inviting guest bedroom offers a walk-in closet, while the guest bathroom features a comfortable tub. Natural light fills the home through the new double-pane windows, adding to the bright and airy atmosphere while enhancing comfort and efficiency. One of the home’s standout spaces is the large, sun-filled Florida room, offering the perfect setting for relaxing, entertaining, or simply enjoying the view. Just outside, the breezy screened room by the carport provides another wonderful spot to savor Florida’s outdoor lifestyle. You’ll also appreciate the double carport, spacious storage shed, durable vinyl siding, and low-maintenance landscaping—giving you more time to enjoy your home and less time spent on upkeep. With 2023 plumbing, electrical, water heater, central heating, and central air-conditioning systems, plus beautiful modern finishes and new windows, this home brings together comfort, style, and peace of mind in one inviting package. Come take a look, you might just find the place you’ve been waiting to call home...............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.

198 Jacaranda Drive, Leesburg

113 Pyracantha Lane, Leesburg
$64,000
2 Beds ⋅ 2 Baths ⋅ Hawthorne At Leesburg A Coop SubDv. ⋅ 34748 Zip Code
Welcoming 2-Bedroom, 2-Bath Retreat with Serene Wooded Setting. From the moment you arrive, this charming 2-bedroom, 2-bath home makes a delightful first impression with its beautiful curb appeal and inviting presence. Offering 1,152 sq. ft., the home has been lovingly maintained and retains its original systems, which have been well cared for over the years. A sun-drenched Florida room adds a wonderful spot to unwind, enjoy your morning coffee, or simply take in the peaceful surroundings. Beyond the home, the private backyard borders a wooded area, creating a tranquil backdrop with a sense of seclusion. Low-maintenance landscaping keeps outdoor care pleasantly simple. Inside, the generous living room and dining area provide comfortable spaces for everyday living and entertaining. The kitchen is fully equipped, while the oversized walk-in pantry offers exceptional storage. The primary suite features a walk-in closet and private bath with a walk-in shower. The guest bath offers a traditional tub. The home is ready for select flooring updates and subfloor care, presenting an opportunity to bring your own vision and finishes to the space. With its inviting curb appeal, cheerful Florida room, wooded privacy, abundant storage, and relaxed Florida lifestyle, this is a home with plenty of charm and promise................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.

113 Pyracantha Lane, Leesburg

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