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

3 Beds ⋅ 2 Baths ⋅ Royal Highlands Ph 02 Lt 992 Orb 1976 Pg 173 SubDv. ⋅ 34748 Zip Code

Grab your phone and call your real estate agent! It’s time to get serious about that Central Florida home purchase! Offering a nearly 2000 square foot, three-bedroom, two-bathroom Scarsborough Model with both enclosed Florida Room and large screened lanai in the sought-after gated, golf community of Royal Highlands! Conservation views, stunning landscaping, new paint on the exterior (and interior!), plus updates GALORE! Upon entry, your senses will be drawn in all directions! Vibrant, Florida tones, new flooring (2024 Mohawk laminate & updated carpets), converted Butler’s Pantry, 2025 Roof, 2020 HVAC, and 2023 gas water heater! The cook’s kitchen is the heart of this exceptional home. Newly renovated in 2024, with updated cabinetry, under cabinet lighting, granite counters, tiled backsplash, all stainless appliance package, touch faucet, and ten- foot large island with sink. This split bedroom floor plan has high ceilings, TONS of natural light, casual and formal dining areas, a formal living room and a spacious family room so that you don’t miss a thing! Family gatherings, parties with friends, hosting visitors are what this home is all about! Peace of mind with a transferable termite bond, new gutters & downspouts, clean air ducts, whole-house generator, BBQ gas line, new sliders and screens, newer washer & dryer, brand new toilets, and newly sealed brick pavers all around! You asked for MOVE-IN ready and we delivered! All carpets and the entire home have been professionally cleaned. Additional features worth mentioning include the chair rail, gas range, screened entry, tray & vaulted ceilings, dual vanities, jetted tub, Roman Shower in the master, updated fans, oversized garage, updated hardware, soft-close cabinets, and access to Florida Room from all main living areas! This darling property can be yours! 55+, golf community with two pools, fitness center, driving range, on-campus restaurant, courts, library, event center and billiards! Tons of clubs and activities to join, friends to make, and a retirement like you’ve worked so hard for! Come see us today!

5602 Squires Drive, Leesburg

3 Beds ⋅ 3 Baths ⋅ Royal Highlands Ph 01a SubDv. ⋅ 34748 Zip Code

Virtually Staged. Elegant Majestic Model on a desirable ¼-acre corner lot in Royal Highlands! This beautifully maintained 3-bedroom, 3-bath block and stucco home offers 2,070 square feet under air, an expanded garage, and a 2026 roof. Located in Central Florida’s Lake County, known for its abundance of lakes, this sought-after gated golf community places you close to MCO, The Villages squares, shopping, dining, and medical facilities. Designed for comfort, flexibility, and everyday living, the home features poly-steel construction, an updated Trane HVAC system, a split-bedroom floor plan, abundant closet storage, and a rare double-primary-suite setup ideal for guests or multi-generational living. Formal and casual dining areas provide easy entertaining options, while the four-season Florida Room adds inviting additional living space filled with natural light. The kitchen is both stylish and functional with granite countertops, generous cabinetry, a built-in pantry, and stainless steel appliances. Skylights bring in an abundance of natural light, while plantation shutters, smooth ceilings with no popcorn texture, and polished finishes give the home a clean, timeless feel. The primary suite offers a comfortable retreat with walk-in closets and a well-appointed bath featuring a quartz dual vanity, jetted tub, and separate shower with glass enclosure. Outdoor living is just as appealing with an open patio, beautiful floral gardens, mature landscaping, a paver driveway and walkway, irrigation, and a transferable termite bond for added peace of mind. Best of all, this home is within walking distance to Royal Highlands’ on-campus restaurant, pro shop, driving range, Great Hall, and Recreation Center. Residents enjoy a low HOA fee that includes cable and internet, plus access to two pools, a fitness center, courts, clubs, activities, and more. This must-see home combines quality construction, thoughtful upgrades, and an active Central Florida lifestyle—call today to schedule your private tour!

21142 Edinborough Place, Leesburg

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

Welcome to easy Florida living in this beautifully updated home, ideally tucked near the end of a cul-de-sac! Enjoy the peaceful setting from the screen-enclosed lanai or the generous windows of the Florida room, where natural light fills the space and creates the perfect spot to relax and enjoy the surrounding landscape. With minimal drive-by traffic and a location just a short walk from the community’s popular pool and pickleball courts, this home offers both tranquility and convenience. This well-maintained concrete block and stucco home features 2 bedrooms, an Office/Den, 2 baths, and a tall garage with excellent storage. Since 2024, the home has received numerous thoughtful improvements, including fresh interior paint, updated laminate flooring throughout most of the living areas, and new carpeting in all three bedrooms.The primary bathroom has been beautifully reimagined, with the jetted garden tub removed to create space for attractive cabinetry and a new vanity with expanded storage. The bathroom also offers a comfortable, easy-access shower and a spacious walk-in closet. The oversized garage is just as impressive, featuring a new gray epoxy floor accented with black and blue flakes, giving the space a clean, polished finish. Additional updates include a new water heater in 2025 and a new irrigation backflow valve in 2026. The roof was replaced in 2018, while the A/C was installed in 2009 and has been well maintained.Located in Plantation at Leesburg, a gated 55+ community, residents enjoy an exceptional array of amenities, including two 18-hole championship golf courses, three pools, community centers, clubs, social activities, and countless opportunities to stay active and connected. Come see the peaceful setting, thoughtful updates, wonderful amenities, and all the reasons this home is ready to welcome you to your next chapter in Florida!

5024 Long Meadow Drive, Leesburg

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

AN ACTIVE 55+ LIFESTYLE! Welcome to this 3-bed, 2-bath home in the gated golf community of Plantation at Leesburg. The split-bedroom floor plan offers comfortable living, privacy and functionality. The kitchen features abundant cabinetry, generous counter space, and a dining area ideal for meals or entertaining. A convenient laundry room provides access to the two-car garage. The inviting living room opens to an enclosed lanai, creating a relaxing space to enjoy the peaceful surroundings. A separate dining area adds versatility for entertaining. The primary suite offers a walk-in closet and an en-suite bath with dual vanities, soaking tub, and walk-in shower. Two guest bedrooms share a full bath with a walk-in shower. Plantation at Leesburg offers an active 55+ lifestyle with two golf courses, clubhouses, pools, fitness centers, tennis, softball, pickleball, walking areas, and numerous social activities, Enjoy a golf-cart-friendly community, restaurant, entertainment, and more. Schedule your private showing today!

25042 Riverwalk Drive, Leesburg

2 Beds ⋅ 2 Baths ⋅ Leesburg Arlington Ridge Ph 02 SubDv. ⋅ 34748 Zip Code

Welcome to a life that feels like vacation every day. Nestled in one of Central Florida’s most desirable resort-styled, guard-gated, active-adult golf communities, this beautiful, Low-maintenance 2 bedroom 2 bath w/Flex room and 2 car garage w/Heavy Duty Block & Stucco construction built in 2018 is priced to sell. Home has luxury vinyl plank flooring & tile in all areas except front bedroom has carpet. The home delivers the comfort, quality, and freedom you’ve been dreaming of all without the resort price tag. Every detail has been thoughtfully cared for giving you peace of mind and more time to enjoy the things you love. Step inside open-concept home and feel the spacious flow of the 27x16 great room with high ceiling to enhance your sense of space is perfect for relaxed evenings or lively gatherings with friends. The kitchen is equipped with plenty of cabinets, quartz counters, closet pantry, stainless steel appliances , (THEY STAY WITH THE HOME) The split-bedroom layout offers privacy for you and your guests, while the owner’s suite with ensuite bath w/ walk-in shower, private toilet and his & hers walk-in closets. The split bedroom floor plan provides the privacy you need guest bath, step out on to your 24x9 covered & screened golf-front lanai and breathe in the tranquility of surrounding greenery while sipping your morning coffee or afternoon margarita, the indoor laundry room has room for a beverage fridge or utility sink. It's energy efficient foam-filled insulated block and stucco construction, high elevation, and substantial insurance savings for wind and flood protection, this home offers strength and serenity in equal measure. But what truly sets this home apart is the lifestyle. Arlington Ridge is more than a community it’s a way of living. Spend your mornings on the championship 18-hole golf course, your afternoons at the heated pools or fitness center, and your evenings with neighbors at the on-site restaurant, tavern, or free movie theater. Enjoy tennis, pickleball, billiards, or a peaceful stroll along golf cart-friendly streets lined with sidewalks and manicured landscapes. And with a remarkably low HOA of just $126/month, you’ll enjoy community provided lawn care, high-speed internet, Wi-Fi, and over 200 cable channels included. With hardly any yardwork to worry about, What will you do with all your free time? 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. Don’t just buy a home, embrace the lifestyle you worked hard for and deserve. Schedule your private showing today and start living your best Florida life at Arlington Ridge. Retirement is not the end, it’s a new chapter just beginning. NO MANDATORY GOLF NOR SOCIAL MEMEBRSHIPS REQUIRED TO PURCHASE IN THE COMMUNITY OR TO USE RECREATIONAL FACILITIES!

27131 Roanoke Drive, Leesburg

3 Beds ⋅ 2 Baths ⋅ Royal Highlands Ph 01 Tr B Less Pt Lying W Fol SubDv. ⋅ 34748 Zip Code

Welcome to 21526 King Henry Avenue, beautifully situated on a premium conservation in the sought-after Royal Highlands 55+ golf community. This spacious 3-bedroom, 2-bath home offers a thoughtfully designed split-bedroom floor plan with generous living spaces, a bonus/family room, screened lanai, and an oversized garage. The floor plan provides excellent separation between the primary suite and guest bedrooms, making it ideal for both everyday living and visiting family and friends. One of the home's biggest highlights is the NEW ROOF, GUTTERS & DOWNSPOUTS installed in June 2025. Inside, the expansive kitchen offers abundant cabinet and counter space, a bay window overlooking the private backyard, wall oven with convection and conventional settings, an additional microwave/convection oven above the gas cooktop, refrigerator, dishwasher, disposal and a convenient built-in chopping block. The adjoining living and dining areas feature wood flooring, architectural drop-wall details with lighting, and a fireplace that creates a welcoming focal point. The spacious primary suite includes two walk-in closets, including an exceptionally large deep closet, while the primary bath features dual sinks, a separate soaking tub and shower, plus a newer comfort-height toilet with bidet attachment installed in March 2026. Two guest bedrooms are privately situated on the opposite side of the home with a privacy door separating the guest wing from the main living areas, along with a guest bath featuring a large shower with built-in tile seat. Sliding doors from the bonus/family room lead to the screened, rain-protected lanai, extending the living space outdoors and providing a peaceful place to enjoy Florida's year-round lifestyle. The oversized garage adds even more versatility with a washer and dryer with cabinetry, second refrigerator, window A/C, electric garage screen, plus plenty of room for storage and hobbies. The garage door was also reconditioned in March 2026. Outside, pavers enhance the double driveway and walkway for attractive curb appeal. All of this is located in Royal Highlands, a resident-owned 55+ community known for its active lifestyle, golf, recreation and extensive amenities. Come see how much space, privacy and Florida lifestyle this home has to offer!

21526 King Henry Avenue, Leesburg

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

Welcome to this beautifully updated and well-maintained Islander model home! Major updates include a 2025 roof, 2024 water heater, 2024 HVAC system, and a 2022 screened front porch. Plantation shutters throughout add timeless style and functionality. The open floor plan is ideal for entertaining, with a spacious family room just off the kitchen and a formal living room providing additional gathering space. The split-bedroom layout offers privacy and is perfect for welcoming guests. A versatile den/office/craft room can easily be converted into a third bedroom to suit your needs. Enjoy Florida outdoor living in the 12' x 22' screened birdcage with concrete flooring, creating a wonderful space for relaxing, dining, or entertaining. The two-car garage provides plenty of room for vehicles and storage. Located in The Plantation, this home offers an incredible lifestyle with three swimming pools, three clubhouses, tennis, popular pickleball, fitness rooms, billiards, and much more. When it’s time to relax and socialize, hop in your golf cart and head over to the community’s own restaurant, The Oaks, for cold drinks, great food, and live entertainment. This is the Florida lifestyle you’ve been waiting for! Put this wonderful home on your list and come see everything it has to offer. If you’d like, I can also make this more upscale/luxury, more emotional and buyer-focused, or tighter to fit typical MLS character limits.

3550 Huntsville Lane, Leesburg

3 Beds ⋅ 3 Baths ⋅ Royal Highlands Ph 01b SubDv. ⋅ 34748 Zip Code

Welcome home to one of Royal Highlands' most desirable waterfront settings. Nestled on a premium ¼-acre+ lot along scenic Royal Lake, this tastefully updated custom home offers an owned dock, beautiful water views, and front-row seats to spectacular sunrises, sunsets, and even rocket launches. Adorned with mature shade trees, colorful landscaping, and a charming open porch entry, you’ll discover a home that has been meticulously maintained and thoughtfully improved. Recent upgrades include a new 2025 roof, new 2026 HVAC system & gas water heater, freshly painted exterior stucco, trim and doors, updated three-season Florida Room windows and screens, and enhanced garage sliding screens. The garage also includes a utility sink for easy clean up, water softener, and the new Central Air system is a Lennox multi-stage HVAC with heat pump and gas furnace. Step inside the welcoming foyer and immediately appreciate the light-filled, open layout. High ceilings and expansive lake views create an airy feel throughout nearly 2,300 square feet of living space. The heart of the home is the beautifully updated kitchen, featuring granite countertops, refreshed cabinetry, stainless steel appliances, updated lighting, and a spacious dinette overlooking the water. The living areas flow seamlessly into the Florida Room through French doors, creating the perfect space to relax, entertain guests, or simply enjoy the peaceful lake views. Whether you're sipping your morning coffee as the sun rises or unwinding at the end of the day, the setting is truly special. The split-bedroom floor plan provides privacy for both owners and guests. Quartz counters and updated vanities in the bathrooms allow the new owners to bring only the necessities and move right in! The primary suite is a peaceful retreat, while the additional bedrooms offer comfortable accommodations for family and friends. Updated shower glass, ceiling fans, fresh interior paint, and thoughtful finishes throughout make this home move-in ready. Outside, open front and rear porches expand your living space and invite you to enjoy Florida's year-round sunshine. Combined with the waterfront location and owned dock, this property offers a lifestyle that is difficult to duplicate. Located in the gated, golf community of Royal Highlands, residents enjoy low HOA fees and exceptional amenities including golf, a fitness center, pools, tennis and pickleball courts, library, billiards, driving range, restaurant, and endless clubs and activities. Conveniently located in Lake County near shopping, historic downtown districts, the Florida Turnpike, area attractions, and Orlando International Airport. This is more than a home. It's the Florida lifestyle you've been waiting for. Schedule your private tour today.

21824 Tartan Street, Leesburg

3 Beds ⋅ 3 Baths ⋅ Highland Lakes Ph 01b SubDv. ⋅ 34748 Zip Code

BEAUTIFULLY RENOVATED HOME IN HIGHLAND LAKES, A GATED 55+ ACTIVE-ADULT COMMUNITY! Move right in and enjoy Florida living without the hassle of taking on a renovation. This refreshed home features a NEW KITCHEN, NEW BATHROOMS, NEW FLOORING, fresh interior and exterior paint, quartz countertops, updated stainless-steel appliances, new ceiling fans, and refreshed landscaping. The bright, open floor plan provides generous living and dining areas with plenty of natural light and flexibility for everyday living and entertaining. The renovated kitchen is a standout, featuring white shaker-style cabinetry, beautiful quartz countertops, stainless-steel appliances, modern fixtures, and ample workspace. Contemporary flooring and neutral finishes flow throughout the home, creating a clean, cohesive look ready for the new owner's personal touches. Adding even more value and peace of mind is a 2023 ROOF, along with a quiet standby power generator equipped with an automatic transfer switch, providing backup power automatically in the event of an electrical outage. Beyond the home, Highland Lakes offers the active Florida lifestyle many 55+ buyers are looking for. Community amenities include a clubhouse, heated indoor and outdoor pools, fitness facilities, tennis and pickleball, shuffleboard, bocce, softball, horseshoes, a golf driving range, nature trails, picnic areas, billiards, library, craft and woodworking facilities, plus RV and boat storage. With numerous clubs, activities and social opportunities, there is always something to enjoy—or simply relax and enjoy the peaceful surroundings. Golf enthusiasts will appreciate several golf courses nearby, while the Leesburg location provides convenient access to shopping, dining, healthcare and everyday services, with easy access to the Florida Turnpike and the greater Central Florida area. Renovated, move-in ready, gated 55+ living and an amenity-rich Florida lifestyle—come see what makes this Highland Lakes home special!

26245 Newcombe Circle, Leesburg

1 Beds ⋅ 1 Baths ⋅ Pennbrooke Ph 01a SubDv. ⋅ 34748 Zip Code

BEAUTIFUL HOME NESTLED IN THE AMAZING PENNBROOKE FAIRWAYS HERE IN LEESBURG, FLORIDA! This beautiful home is a part of an amazing 55+ community that has ALL the amenities you could ever want! THIS PROPERTY HAS MATURE TREES ON A LARGE CORNER LOT, PROVIDING A SENSE OF PRIVACY AND A LITTLE BIT OF SHADE! The amenities include golf, recreation centers, a pub & grill IN THE COMMUNITY, 24-HOUR GATED SECURITY and so much more! This home has a BRAND NEW ROOF 2026 AND BRAND NEW EXTERIOR PAINT! THIS IS MOVE-IN READY! AS A PART OF THE LOW HOA PAYMENT, CABLE AND INTERNET/TV ARE INCLUDED! Cool off in one of two swimming pools, see the clubhouse, have a lunch at the restaurant and enjoy endless amount of social clubs here in the community! Also has golf cart parking available, a workshop/storage room and Laundry Room. NEWER LAMINATE FLOORS throughout the Living Room and Kitchen. The Living Room has a VAULTED CEILING, the Master Bath has a roomy WALK-IN SHOWER. There is an ENCLOSED LANAI which is perfect for enjoying a beautiful day. Located in Leesburg, Florida, The Club at Pennbrooke Fairways is just a few minutes south of The Villages and less than an hour drive from Orlando, Florida. The golf course offers two executive nines and one regulation nine to appeal to all skill levels while still offering a fun, challenging golf experience. Pennbrooke offers RV and Boat Storage with Dump and Wash Stations & 24 hour Gated Security. DO NOT MISS YOUR CHANCE TO OWN THIS GEM! GIVE US A CALL TODAY!

639 Ne Cottage Park Lane, Leesburg

3 Beds ⋅ 2 Baths ⋅ Leesburg Legacy Unit 03 Lt 259 SubDv. ⋅ 34748 Zip Code

FLORIDA LIVING STARTS HERE. BEAUTIFUL LANCASTER MODEL BY PRINGLE BUILDERS ON A CORNER LOT WITH NO REAR NEIGHBORS IN LEGACY OF LEESBURG, ONE OF CENTRAL FLORIDA'S PREMIER 55+ COMMUNITIES. THIS THREE BEDROOM TWO BATH HOME FEATURES A DESIRABLE SPLIT PLAN BEDROOM LAYOUT, GRANITE KITCHEN WITH UPGRADED PULL OUT CABINETRY, PANTRY, AND STAINLESS STEEL APPLIANCES. THE SPACIOUS PRIMARY SUITE OFFERS WALK IN CLOSET, JACUZZI TUB AND CERAMIC TILE WALK IN SHOWER. TWO ADDITIONAL BEDROOMS AND A GUEST BATH PROVIDE ACCOMMODATIONS FOR FAMILY AND GUESTS. ENJOY YOUR MORNING COFFEE IN THE BREAKFAST NOOK, RELAX IN THE ALL SEASON ROOM, OR HEAD OUTDOORS TO ENJOY THE FLORIDA SUNSHINE. THE NORTH FACING EXPOSURE ALLOWS YOU TO TAKE FULL ADVANTAGE OF THE OUTDOOR LIVING SPACES. 2019 ROOF, 2016 HVAC AND 2024 WATER HEATER. THE LIFESTYLE IS ALL HERE. LEGACY OFFERS WALKING TRAILS, A RESORT STYLE POOL, TENNIS, PICKLEBALL, AND A FULL CALENDAR OF ACTIVITIES TO KEEP THE YOUNG AT HEART ENGAGED. THE AFFORDABLE HOA INCLUDES CABLE, INTERNET, AND LAWN MOWING, GIVING YOU MORE TIME TO ENJOY YOUR NEW FLORIDA HOME. THERE IS ON SITE RV AND BOAT STORAGE. SO GO AHEAD AND SELL THAT LAWNMOWER, YOU WON'T BE NEEDING IT ANYMORE. COME SEE WHY SO MANY CALL LEGACY HOME.

5368 Butterfly Court, Leesburg

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

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