Leesburg Homes with Gated Community - No Guard Community Features

Leesburg Homes with Gated Community - No Guard Community Features

Welcome to Leesburg, Florida, a charming city nestled in the heart of Lake County. Known for its picturesque landscapes and vibrant community, Leesburg offers a delightful blend of small-town charm and modern amenities. With its stunning lakes, lush parks, and a rich history, this area is perfect for those seeking a tranquil lifestyle while still enjoying easy access to urban conveniences.

One of the standout features of Leesburg is its variety of housing options, particularly the attractive homes located within gated communities. These communities provide an added layer of privacy and security, making them an ideal choice for families and individuals alike. In Leesburg, you’ll find several gated neighborhoods that boast an inviting atmosphere without the presence of a guard, allowing residents to enjoy a sense of freedom and community spirit.

Living in a gated community in Leesburg means you can relish in the peace of mind that comes with restricted access, while still fostering connections with your neighbors. Many of these homes feature modern designs, spacious floor plans, and beautifully landscaped yards, perfect for outdoor gatherings or quiet evenings under the stars.

In addition to the community's amenities, residents can take advantage of Leesburg's vibrant local culture, with festivals, farmers’ markets, and recreational activities that keep the spirit of community alive. Whether you’re seeking a serene retreat or an active lifestyle, Leesburg's gated communities offer an exceptional living experience that truly feels like home. Come and discover the beauty of Leesburg, where comfort meets convenience in a picturesque setting!

Newest Leesburg Homes with Gated Community - No Guard Community Features

$307,500
3 Beds ⋅ 2 Baths ⋅ Highland Lakes Ph 01 SubDv. ⋅ 34748 Zip Code
EASY WALKING DISTANCE TO THE CLUBHOUSE! This 3 bed / 2 bath home is a unique Pringle built floor plan for Highland Lakes. It offers over 2,000 sq ft of living space with a split plan bedroom design for privacy. NO CARPET, with easily maintained luxury vinyl plank throughout the whole house. The kitchen is updated and the maple cabinets all have soft close drawers & doors, there are granite counters and newer appliances. The primary bathroom is also updated with soft close cabinetry & comfort height granite counters and also a solar powered Velux skylight. Solar tubes in the living room and laundry room brighten the home with natural light and in the evening close the Plantation Shutters in the living room and bedrooms for privacy. A brand new water heater, a 4 year old roof, replacement double pane windows and the Challenger electric panels & breakers replaced with Siemens units show the sellers attention to detail in maintaining the home. Your outside Florida living is taken care of with a Florida Room and large lanai. Yes, the hot tub stays and conveys with the sale. Located in the highly active Highland Lakes community, residents enjoy a low monthly HOA fee with exceptional amenities including a driving range, walking and biking trails, catch-and-release fishing lakes, library, indoor and outdoor pools, fitness center, tennis and pickleball courts, as well as metal and woodworking shops and much more. Highland Lakes is located in South Leesburg, you’ll be close to grocery stores, pharmacies, medical facilities, and restaurants. Plus, you’re less than an hour from Orlando’s world-famous attractions and international airport, with both the East and West Coast beaches under two hours away. Come and check out this delightful home for yourself before someone else makes it theirs!

5606 Rosewall Circle, Leesburg
$309,900
3 Beds ⋅ 2 Baths ⋅ Highland Lakes Ph 2-C SubDv. ⋅ 34748 Zip Code
Meticulously maintained single family BLOCK & STUCCO home is ready for new owners! Landscaped CORNER LOT | PAVER DRIVE AND WALK | 3-bedrooms | 2 bath | DOUBLE PANE WINDOWS | GENERAC GENERATOR | Luxury Vinyl Plank flooring throughout | Living and dining room combination | vaulted ceiling | eat-in kitchen featuring Cambria QUARTZ countertop, Bay Window, REFACED CABINETS and all appliances convey | INTERIOR LAUNDRY ROOM | FOUR-SEASON SUNROOM for year round comfort and enjoyment | KNOCK-DOWN ceiling texture | Primary Retreat boasts His & Her walk-in closets, UPDATED ensuite bath, SEAMLESS GLASS shower enclosure, new vanity with DUAL SINKS and QUARTZ countertop, PLANTATION SHUTTERS | split bedroom layout with two additional bedrooms share the guest bath with tub-shower combination. OVER-SIZED garage features 528sf | ROOF 2022 | HVAC 2020 | Water Heater 2017 | UPDATED electrical panel Highland Lakes is a gated 55+ community situated in Central Florida just south of Leesburg & offers residents the following amenities: Recreational Clubhouse with two swimming pools; indoor (heated) & outdoor, a softball field complete with concession stand, an indoor arena with a stage for comm. events, complete kitchen, billiard/ping pong rm., 4 tennis courts (2 courts are lighted), 1 indoor tennis court, 8 lighted shuffle board courts, bocce ball courts, 2 outdoor and 4 indoor pickleball courts, 7 horseshoe pits, covered picnic pavilion with picnic tables & grills to barbeque, library, meeting/card room, exercise room/fitness, craft room, golf driving range, RV/boat storage (included in HOA) & has 260 spaces on a secured lot (fenced & lockable), a Craftsmen building/woodworking shop (homeowners can join the club for only $12 annually and use any/all tools available), there's also a Nature Trail within the community & seven lakes scattered throughout Highland Lakes; 4 are used by residents for catch & release fishing! Don't wait............. call now to schedule your private tour!

26920 Racquet Circle, Leesburg
$299,999
3 Beds ⋅ 2 Baths ⋅ Leesburg Legacy Leesburg Unit 06 SubDv. ⋅ 34748 Zip Code
THIS POPULAR CARLISLE MODEL HOME HAS 1765 SQUARE FEET WITH 3 BEDROOMS 2 BATHROOMS. THE KITCHEN HAS UPGRADED CABINETS, CORIAN COUNTERS, STAINLESS STEEL APPLIANCES. JUST OFF THE KITCHEN IS THE BREAKFAST NOOK WHERE YOU CAN ENJOY THAT FIRST CUP OF COFFEE. 2 GUEST ROOMS AND A GUEST BATH THAT HAS BEEN TRANSFORMED INTO A WALK IN SHOWER. CLOSETS BY DESIGN HAS UNIQUELY CONFIGURED ALL THE CLOSETS TO MAXIMIZE SPACE AND STORAGE. PLANTATION SHUTTERS, DOUBLE PANE WINDOWS. THE EXTERIOR OF THE HOME WAS PAINTED 2026. THE HOME WAS CONVERTED TO TOTAL ELECTRIC IN 2024 WHICH INCLUDED THE WATER HEATER AND HVAC SYSTEM. ROOF WAS REPLACED IN 2019. THE AIR CONDITIONED LANAI WAS CONVERTED TO A FORMAL DINING AND OUTDOOR SPACE WAS ADDED. THIS IS A PERFECT WINTER HOME IN A PERFECT COMMUNITY, LEGACY OF LEESBURG IS A NATURE THEMED COMMUNITY OFFERING WALKING TRAILS, MILES OF CONSERVATION. MILLION DOLLAR RENOVATION IN 2025, A RESORT STYLE POOL, PICKLEBALL, TENNIS, BOCCE, SOFTBALL FIELD, ON SITE RV AND BOAT STORAGE, AND A ACTIVITIES DIRECTOR THAT WILL KEEP YOU BUSY ALL DAY. CABLE AND INTERNET ARE INCLUDED IN THE AFFORDABLE HOA AS WELL AS GRASS CUTTING AND TRIMMING. SELL ALL YOUR LAWN EQUIPMENT, AND COME AND RELAX, YOU HAVE EARNED IT. COME SEE WHY SO MANY CALL LEGACY HOME.

27336 Pine Straw Road, Leesburg
$149,000
2 Beds ⋅ 2 Baths ⋅ Hawthorne At Leesburg A Coop SubDv. ⋅ 34748 Zip Code
RARE LAKEFRONT GEM ON LAKE SERENITY. Opportunities like this don’t come along often! Welcome to a truly special 2-bedroom, 2-bath lakefront home where peaceful Florida living meets breathtaking natural beauty. Nestled along the tranquil shores of Lake Serenity, this unique property offers the chance to wake up to beautiful, tree-lined water views and unwind in your own private lakeside retreat. From the moment you arrive, the lush greenery and charming setting create an inviting sense of peace, privacy, and possibility. Follow the pathways toward the lake, relax on the back patio sitting area with a wheelchair platform lift and retractable patio shade awning, and take in the ever-changing views of the water and surrounding landscape. Inside, the living room flows seamlessly into the Florida room, creating a wonderful gathering space filled with natural light and spectacular views of the lake. Imagine your morning coffee, afternoon reading, or evening conversations surrounded by the beauty of nature. The home features laminate flooring throughout the main living areas and new carpet in the bedrooms, along with new 3/4-inch plywood subfloors installed in 2026 throughout the home. The HVAC system was also installed in 2026, offering an important modern update. Both bedrooms feature built-in cabinetry, providing character and convenient storage. The bathrooms feature a walk-in tiled shower in the primary bathroom and a walk-in shower with glass sliding doors in the guest bathroom. Upgraded windows add comfort and natural light throughout the home. Outside, enjoy an enclosed screened porch beside the carport, a pea-gravel driveway, durable vinyl siding, and an extended shed providing additional storage. The lush landscaping and walking paths toward the lake complete this beautiful natural setting. Come experience the serenity of Lake Serenity for yourself. This is more than a home, it’s a lifestyle, a retreat, and a rare opportunity to enjoy beautiful waterfront surroundings with meaningful 2026 updates.............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.

320 Palo Verde Drive, Leesburg
$79,900
Majestic Oaks Shores SubDv. ⋅ 34748 Zip Code
Don’t miss this opportunity to build your Florida dream home in this gated, waterfront community complete with access to Lake Griffin and the Harris Chain of Lakes! This quarter acre lot has been completely cleared and fortified with fill-dirt making it the perfect canvas for your new home. Majestic Oaks Shores offers sizeable, utility-ready lots just minutes from the heart of Leesburg. Lake County is known for it’s numerous lakes, clear natural springs, and rolling hills – a rarity in Florida. Bring your boat, paddleboard and fishing gear. You can do it all here! This lovely rural setting will provide the backdrop to the Florida lifestyle you’ve been dreaming of. Explore the possibilities!

817 Oaks Shores Road, Leesburg
$485,000
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
$399,999
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
$350,000
3 Beds ⋅ 2 Baths ⋅ Leesburg Legacy Leesburg Unit 05 SubDv. ⋅ 34748 Zip Code
WELCOME TO OUR HOME. WE HAVE ENJOYED THIS HOME FOR MANY YEARS AND WE HOPE YOU ENJOY IT AS MUCH. WE HAVE A UNDER ROOF ENTRY WAY THAT LEADS TO OUR GREAT ROOM. THE MAIN LIVING AREA HAS LAMINATE FLOORING, SOLAR TUB, ELECTRIC FIREPLACE AND FRENCH DOORS THAT LEAD TO THE ALL SEASON ROOM. THE KITCHEN HAS STAINLESS STEEL APPLIANCES, UPGRADED CABINETS, GRANITE COUNTERS AND DECORATE BACKSPLASH. ONE OF OUR FAVORITE PLACES IS THE BREAKFAST AREA OFF THE KITCHEN, IT ALSO HAS FRENCH DOORS THAT LEAD TO THE ALL SEASON ROOM. PRIMARY SUITE HAS ROOM ENOUGH FOR A KING SIZE BED. DOUBLE CLOSETS, A WALK IN SHOWER, AND GRANITE COUNTERTOPS. THERE ARE 2 GUEST ROOMS, ONE HAS A MURPHY BED. THE GUEST BATH HAS A TUB/SHOWER WITH SLIDING GLASS DOORS. THE ALL SEASON ROOM HAS CERAMIC TILE FLOORING AND ACRYLIC WINDOWS, AND A SPLIT A/C SYSTEM. JUST OFF THE ALL SEASON ROOM WE HAD PAVERS INSTALLED TO CREATE OUTDOOR SPACE. NO REAR NEIGHBORS, IT HAS A GREAT VIEW WITH AN EAST EXPOSURE WE GET TO ENJOY WATCHING THE FLORIDA SUNSETS. OUR ROOF WAS REPLACE IN 2019 AND WE INSTALLED A NEW HVAC SYSTEM IN 2022. THERE IS A TRANSFERABLE HOME WARRANTY AND TERMITE BOND. ALL OF THIS IN ONE OF CENTRAL FLORIDA PREMIER 55+COMMUNITIES, LEGACY OF LEESBURG. RESORT STYLE POOL, MILLION DOLLAR RENOVATIONS TO OUR RECREATIONAL FACILITIES, WALKING TRAIL, RV AND BOAT STORAGE ON SITE, PICKLEBALL, TENNIS, SHUFFLEBOARD, BOCCE, AND LOTS OF CLUBS TO JOIN AND BE A PART OF THE COMMUNITY. COME SEE WHY SO MANY CALL LEGACY HOME.

5615 Celebration Way, Leesburg
$545,000
3 Beds ⋅ 2 Baths ⋅ Acreage SubDv. ⋅ 34748 Zip Code
Welcome to this beautiful 3 bedroom 2 bath, 2356 square foot executive style home on 1+ gorgeous acre - come see what this executive home has to offer, located in a small private gated community in the heart of Leesburg.. NO HOA. Centrally located within minutes of downtown Leesburg .The lot is wonderfully landscaped with large mature trees, with plenty of room for storage of all of your recreational vehicles, boats or RV's. The home features a large open space featuring a large bonus Florida Room, extra large added screened areas off the back of the home to enjoy your morning coffee or evening wine with a wonderfully large spa cage with a recessed hot tub for plenty of space for relaxing anytime of the day. The chef style kitchen features plenty of custom real wood cabinets with newly updated appliances as well as a new washer/dryer in the laundry room. New windows throughout the home, for added efficiency as well as gutters with leaf guards, and downspouts around the exterior of the home. Desirably located in between The Villages and Mount Dora, with short drives to both and only a 10-15 minute walk to downtown Leesburg restaurants and shops - all while staying private and providing an oasis feeling. Come see what this home has to offer, call for your private showing today!

400 Carman Drive, Leesburg
$318,499
3 Beds ⋅ 2 Baths ⋅ Highland Lakes Ph 03 Tr A-G SubDv. ⋅ 34748 Zip Code
PARK-LIKE BACKYARD with NO Rear Neighbors | NEW ROOF & 2 Skylights (2023) | RESORT-STYLE 55+ Living - THIS WILL SELL FAST! Enjoy peaceful Florida living with a private, park-like backyard overlooking beautiful trees and nature—with no rear neighbors. Tucked away on a quiet cul-de-sac, this beautifully maintained home offers both tranquility and convenience in the highly desirable Highland Lakes 55+ community. From the moment you arrive, you'll appreciate the manicured landscaping, paver driveway, and inviting walkway framed by mature palms. Step inside and your eyes are immediately drawn through the home to the lush backyard views. The spacious split-bedroom floor plan offers abundant closet space, soaring ceilings, and two skylights that fill the living and dining areas with natural Florida sunshine. The bright Florida room provides the perfect place to relax while enjoying serene nature views year-round. Just beyond, the screened sunroom with ceiling fans creates an ideal indoor-outdoor retreat, while the open patio offers plenty of space for grilling, entertaining, or simply unwinding. The kitchen features GRANITE countertops, abundant cabinetry, decorative vinyl flooring, a closet pantry, and a cozy breakfast nook. The oversized primary suite is a true retreat, offering two walk-in closets and a spacious ensuite bath with dual vanities, a relaxing corner soaking tub, a large walk-in shower, and generous storage. Two comfortable guest bedrooms and a full guest bath provide plenty of room for family and friends. Recent updates and additional features include: NEW Roof & Skylights (2023) Newer appliances (2018) Oversized garage LeafGuard gutters Whole-house water filtration system Ample storage throughout Life in Highland Lakes feels like living at a resort. Residents enjoy heated indoor and outdoor pools, pickleball, tennis, bocce, shuffleboard, horseshoes, fitness center, library, craft room, billiards, ping pong, softball, fishing, scenic trails, social events, a covered pavilion with grills, and even a fenced RV and boat storage area. Homes with this combination of privacy, updates, and outstanding community amenities are in high demand. Schedule your private showing today!

6407 Tildon Court, Leesburg
$325,000
3 Beds ⋅ 2 Baths ⋅ Highland Lakes Sub SubDv. ⋅ 34748 Zip Code
Virtually Staged. SPACIOUS CUSTOM HOME WITH POND VIEWS! Discover nearly 2,900 square feet of comfortable Florida living in this beautifully maintained 3-bedroom, 2-bath custom home with a 2-car garage, tucked away on a quiet street in the sought-after, gated 55+ community of Highland Lakes. The spacious split-bedroom floor plan features soaring vaulted ceilings, abundant natural light, generous living and dining areas, and plenty of room for guests, hobbies, and working from home. One guest bedroom features a built-in desk and organized workspace, while an additional tiled office area provides even more flexibility. Relax or entertain in the expansive enclosed Florida room, then step outside to the screened lanai overlooking a peaceful pond and lush greenbelt—an ideal setting for morning coffee, wildlife watching, and beautiful Florida sunsets. Residents of this gated community enjoy an exceptional active lifestyle with indoor heated and outdoor pools, fitness facilities, tennis and pickleball courts, shuffleboard, bocce ball, a golf driving range and practice facilities, nature trails, seven lakes with catch-and-release fishing, clubhouse activities, billiards, crafts, clubs, social events, and secure RV and boat storage included with the HOA. Enjoy the space you want, the peaceful setting you'll love, and the security and active lifestyle of one of the Leesburg area's most amenity-rich gated 55+ communities. Schedule your private showing today!

27305 Racquet Circle, Leesburg
$164,900
2 Beds ⋅ 3 Baths ⋅ Leesburg Royal Oak Estates Sub SubDv. ⋅ 34748 Zip Code
Virtually Staged. DISCOVER THE SERENE BEAUTY OF THIS STUNNING LEESBURG HOME! GORGEOUS TWO-STORY 2-BEDROOM, 2.5-BATHROOM HOME nestled in the HIGHLY SOUGHT-AFTER Royal Oak Estates community, boasting a SPACIOUS FLOOR PLAN that effortlessly blends functionality with modern style. Upstairs, you'll find TWO SPACIOUS BEDROOMS and TWO FULL BATHROOMS, while a convenient GUEST HALF BATH is located downstairs. From the moment you step inside, you'll be greeted by an OPEN-CONCEPT LIVING AREA filled with NATURAL LIGHT, creating a warm and inviting atmosphere. Cook like a pro in the NEW KITCHEN featuring NEW QUARTZ COUNTERTOPS and SLEEK STAINLESS STEEL APPLIANCES—perfect for culinary enthusiasts. This home is LOADED WITH UPGRADES, including a NEW ROOF with 30-Year Shingles, NEW HVAC SYSTEM, RENOVATED BATHROOMS, FRESH INTERIOR & EXTERIOR PAINT, NEW LIGHT FIXTURES, FAUCETS, TOILETS and MUCH MORE. Step outside to a FULLY FENCED FRONT PATIO offering both privacy and low maintenance, making it the perfect space for relaxing, gardening, or HOSTING WEEKEND BBQs WITH FAMILY AND FRIENDS! Residents of Royal Oak Estates enjoy beautifully maintained grounds and fantastic community amenities, including lawn maintenance, a CLUBHOUSE with FITNESS CENTER, and a COMMUNITY POOL. Ideally located just minutes from DOWNTOWN LEESBURG and THE VILLAGES, with convenient access to shopping, medical facilities, restaurants, and entertainment. This MOVE-IN-READY HOME truly has it all! All measurements are approximate and should be verified by the buyer. Some photos may include virtual staging.

921 Royal Oak Boulevard, Leesburg
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