Leesburg Homes with Golf Carts OK Community Features

Leesburg Homes with Golf Carts OK Community Features

Welcome to Leesburg, Florida, a charming city nestled in the heart of Lake County, where the sun-drenched landscapes and friendly atmosphere create an ideal setting for your next home. Known for its rich history and vibrant community, Leesburg offers a delightful blend of small-town charm and modern conveniences. With its picturesque lakes, lush parks, and a plethora of outdoor activities, residents are never short of adventure.

One of the standout features of living in Leesburg is the unique opportunity to embrace a lifestyle that welcomes golf carts. In this community, golf carts are not just a mode of transportation; they are a way to connect with neighbors and explore the scenic surroundings. Imagine cruising through tree-lined streets, heading to local shops, or enjoying a sunny afternoon at one of the nearby golf courses—all from the comfort of your golf cart!

The homes in Leesburg are designed with community living in mind, featuring spacious layouts, modern amenities, and beautifully landscaped yards. Many neighborhoods are thoughtfully planned to foster interaction among residents, making it easy to build lasting friendships. Additionally, the community amenities often include clubhouses, swimming pools, and recreational facilities, ensuring that there’s always something to do.

Whether you’re a retiree seeking tranquility, a family looking for a welcoming environment, or an adventurous spirit eager to explore, Leesburg has something for everyone. Discover the charm of this thriving city and find your perfect home where golf carts are not just allowed—they're celebrated!

Newest Leesburg Homes with Golf Carts OK Community Features

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 dining 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

27033 White Plains Way, Leesburg
$240,000
2 Beds ⋅ 2 Baths ⋅ Leesburg Arlington Ridge Ph 1-C SubDv. ⋅ 34748 Zip Code
QUICK MOVE-IN POSSIBLE! Less than 1 block to the amenities, golf course, restaurant & pub, 2 bedroom, 2 bath with low maintenance concrete block & stucco villa with 1 1/2 car garage w/epoxy floor, 8 foot glass entry door for more natural light and lanai & birdcage with no homes behind it for added privacy. Enjoy the luxury feel of wood cabinetry, quartz countertops, waterproof LVP flooring, open kitchen perfect for entertaining, 4 seat bar-top, stainless kitchen appliances that stay, indoor laundry room with washer & dryer that stay, Low HOA of $303/month includes full lawn care, irrigation water & system, new roof when needed, exterior painting, high-speed internet, Wi-Fi, and over 200 cable channels. Community has On-site RV and boat parking available, . Safe & Secure gated community With hardly no yardwork to worry about, What will you do with all your free time? Arlington Ridge is more than a community it’s a way of living. Spend your mornings on the championship 18-hole golf course (no Membership Required. Pay only when you play as well as numerous amenities at no extra charge, Spend your afternoons at the heated pools or well-equipped fitness center with a pool view..., and your evenings with friends and neighbors at the on-site restaurant, tavern, or free movie theater. Enjoy tennis, pickleball, bocce, billiards, all just a 1 block walk or quick golf cart ride away. Take a peaceful stroll, walk the dog or bike ride along sidewalk lined streets. Conveniently located near shopping, dining, medical services, and a short drive to Orlando’s attractions and both coasts’ beaches, this home blends resort-style living with everyday practicality. Home includes gutters with lifetime leaf guard, power awning in bird cage, garage shelving, water softener & generator for the very rare times the power has been off. One of the most affordable communities to purchase homeowner's insurance in.

27033 White Plains Way, 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

803 Dundee Circle Unit 803, Leesburg
$229,900
2 Beds ⋅ 2 Baths ⋅ Scottish Highlands SubDv. ⋅ 34788 Zip Code
Welcome to this beautifully upgraded 2-bedroom, 2-bath home with a dedicated office, located in Scottish Highlands, one of the premier Pringle communities in Lake County. Extensive remodeling includes a new roof, 2 new electrical panels, RELATIVELY new refrigerator, new washer and dryer, new gas heated hot water tank with circulation valve; luxury vinyl flooring throughout. Additional upgrades include new ceiling fans and light fixtures, carriage lights added to the garage, a new alarm system, and a convenient new exterior water tap at the front of the home, along with a surface-level water main shut-off valve; new toliets and new kitchen sink. The guest bath has a spa-like walk-in tub with jets along with a new sink, counter, toliet and ceramic floor tiles. On the exterior, a new concrete pad was installed for a stand-by gas generator, along with dedicated electrical power and an automatic transwer switch. The back porch has been upgraded to include steel footers and poly-resin, along with new flooring in this inviting outdoor living area. Step outside onto the back porch and enjoy tremendous views overlooking one of the community's small ponds—a peaceful setting for morning coffee, entertaining, or simply relaxing and enjoying the Florida lifestyle. Location is another highlight. The home is just a short distance from the clubhouse, where residents enjoy indoor and outdoor swimming pools, tennis and pickleball courts, and a wide variety of activities and social opportunities. With extensive recent improvements, beautiful water views, a versatile office, and an excellent location within Scottish Highlands, this home offers an exceptional opportunity to enjoy a move-in-ready Florida lifestyle in one of Lake County's sought-after Pringle communities.

803 Dundee Circle Unit 803, 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

37 Gordon Court, Leesburg
$189,900
2 Beds ⋅ 2 Baths ⋅ Scottish Highlands Condo Ph B SubDv. ⋅ 34788 Zip Code
Virtually Staged. Welcome to easy Florida living in the desirable 55+ community of Scottish Highlands! Nestled beneath majestic oak trees on a quiet street, this well-maintained 2-bedroom, 2-bath home offers a comfortable split floor plan, peaceful wildlife and pond views. The home features vaulted ceilings that create an open, airy feel in the main living area, while the adjoining dining space provides a welcoming setting for everyday meals and entertaining. The kitchen features abundant cabinet and countertop space, a gas range, and a breakfast area, offering a practical layout with room to prepare meals and gather. The enclosed Florida room is a highlight of the home. Featuring vinyl windows, this versatile space is ideal for morning coffee, reading, hobbies, or simply unwinding. Enjoy views of the nearby pond and visiting wildlife from the Florida room and backyard—a peaceful backdrop to your daily routine. The primary suite includes a walk-in closet and private en-suite bathroom, while the guest bedroom and second bathroom provide comfortable accommodations for visitors or flexibility for your needs. An oversized one-car garage and ample storage complete the home's practical design. Lovingly maintained over the years, this home presents an excellent opportunity to settle in comfortably while updating and personalizing at your own pace. Scottish Highlands offers a variety of amenities and opportunities to stay active and connect with neighbors. Swim in the beautiful heated indoor 25-meter pool, equipped with an access lift, relax in the indoor hot tub, or enjoy the outdoor pool and sunbathing area overlooking a community pond. Tennis, pickleball, bocce, and shuffleboard courts provide options for recreation, with lighting at the shuffleboard and outdoor pool areas for evening enjoyment. The spacious recreation hall features a kitchen, stage, sound system, and extensive seating for community events. A separate clubhouse provides space for smaller gatherings, along with a movie and game library and kiln area. Residents can enjoy community breakfasts, dinners, dances, and other planned social activities. Additional amenities include a library, billiard room, and meeting rooms. RV and boat storage is available for an additional $18/25 monthly fee. Conveniently located near shopping, dining, and medical facilities, with historic downtown Leesburg and Mount Dora within easy reach, 37 Gordon Court combines everyday comfort with a welcoming golf cart friendly community lifestyle. Come discover the peaceful setting and possibilities waiting for you!

37 Gordon Court, Leesburg

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