Legacy of Leesburg Homes

The Legacy of Leesburg community in Leesburg, FL, is a popular destination for active adults aged 55 and above. This community offers a wide range of real estate options, including well-designed homes that cater to the needs and preferences of its residents. With a variety of floor plans and styles available, individuals can choose from single-family homes that suit their lifestyle and requirements.

Legacy of Leesburg provides a host of amenities that enhance the residents' quality of life. The community features a clubhouse, where residents can socialize and participate in various activities and events. There is also a fitness center, swimming pools, walking trails, tennis courts, and much more, offering ample opportunities for recreational pursuits and staying active.

Overall, the Legacy of Leesburg community offers a vibrant and engaging environment for individuals looking for a 55+ community in Leesburg, FL. Its real estate options, coupled with the numerous amenities available, create an appealing living experience for residents, fostering a sense of community and well-being.

Available Legacy of Leesburg Homes For Sale

$465,000
3 Beds ⋅ 2 Baths ⋅ G5115208 MLS
ORIGINAL OWNER OF THIS MAGNIFICENT STERLING MODEL BUILT THIS HOME WITH ENERGY EFFICIENCY, DETAILS, AND STORAGE IN MIND. THE OVERSIZED COVERED ENTRY, CERAMIC TILE ON THE DIAGONAL THROUGHOUT, AND CROWN MOLDING ARE THE FIRST THINGS THAT WILL CATCH YOUR EYE. THE GREAT ROOM IS EQUIPPED WITH SURROUND SOUND, LOW E ANDERSON WINDOWS THROUGHOUT, A CHEF KITCHEN WITH UPGRADED CABINETS, BACKSPLASH, AND COUNTERSPACE TO PREPARE A FEAST WITH AN INTERCOM SYSTEM TO CALL EVERYONE TO DINNER. JUST OFF THE KITCHEN IS A BREAKFAST AREA BIG ENOUGH FOR FAMILY AND FRIENDS TO GATHER. PRIMARY BEDROOM AND BATH OFFERS NATURE LIGHTING, WALK IN CERAMIC SHOWER, DUAL WALK IN CLOSETS WITH AN ABUNDANCE OF STORAGE AND A LINEN CLOSET. LOOK FOR THE HIDDEN IRONING BOARD. THE DEN/MAN CAVE HAS A BUILT IN DESK WITH CABINETS AND HAS SPEAKERS TO LISTEN TO YOUR FAVORITE MUSIC. JUST DOWN THE HALL IS TWO GUEST ROOMS AND A GUEST BATH BIG ENOUGH TO BE THE PRIMARY BATH.FOR THE ONES THAT LOVE A LAUNDRY ROOM YOU WILL NOT BE DISAPPOINTED. CONVENTION SINK, COUNTER SPACE, LOTS OF CABINETS AND A PANTRY THAT WILL BE HARD TO FILL. THE GARAGE HAS BEEN BUILT WITH TWO SEPARATE GARAGE DOORS AND ROOM FOR A GOLF CART. TAKE A LOOK IN THE ATTIC WHERE YOU WILL FIND A 12X8 FLOORING PLUS SHELVING FOR MORE STORAGE. R38 INSULATION INCLUDING OVER THE GARAGE BLOWN INSULATION IN THE CONCRETE BLOCK CAVITIES, RADIANT BARRIER AND 2 SOLAR ATTIC FANS. EXTERIOR HOME PAINTED 2026. THE OUTDOOR SPACE IS ANOTHER SPECIAL FEATURE. THE SLIDING GLASS DOORS ARE POCKET SLIDERS SO THEY OPEN THE ENTIRE LENGTH OF THE LIVING AREA. WITH A NORTHWEST EXPOSURE YOU WILL BE ABLE TO ENJOY YOUR UNDER ROOF AREA AND BIRDCAGE ANYTIME DAY OR NIGHT. THERE IS A NATURAL GAS HOOKUP FOR YOUR GRILL, SO NO MORE RUNNING OUT OF GAS. LOOK FOR THE PALM TREE. THERE IS A WHOLE HOUSE GENERATOR JUST IN CASE YOU LOSE POWER, AND HURRICANE SHUTTERS ON BOTH ENTRY WAYS OF THE HOME. ALL OF THIS IN ONE OF CENTRAL FLORIDA'S PREMIER 55+ COMMUNITIES, LEGACY OF LEESBURG. MILLION DOLLAR FACILITIES, RESORT STYLE POOL, BOCCE, SHUFFLEBOARD, TENNIS, PICKLEBALL, WALKING TRAILS, ACRES OF CONSERVATION, RV AND BOAT STORAGE ON SITE.THE AFFORDABLE HOA INCLUDES GRASS CUTTING SO SELL YOUR LAWNMOWER. ROOF 2019 ORIGINAL BUT WELL MAINTAINED HVAC. COME SEE WHY SO MANY CALL LEGACY HOME.

5530 Celebration Way, Leesburg

Courtesy of DOUBLE MM DEVELOPMENT, LLC

$335,000
3 Beds ⋅ 2 Baths ⋅ G5114419 MLS
Under contract-accepting backup offers. **WELCOME TO THE LIFESTYLE YOU'VE BEEN DREAMING OF!** Perfectly positioned on a premium waterfront homesite in the highly sought-after 55+ community of **Legacy of Leesburg**, this spacious 3-bedroom, 2-bath residence offers over 2,000 square feet of comfortable living designed for enjoying everything Central Florida has to offer. From the moment you step inside, you'll appreciate the bright, open floor plan, generous room sizes, and abundant storage throughout. Large windows frame peaceful water views while filling the home with natural light, creating the perfect backdrop for everyday living and entertaining. The well-designed kitchen opens seamlessly to the living and dining areas, while the indoor laundry room and oversized garage provide exceptional functionality with plenty of room for a workbench, golf cart, and vehicle. Major updates including a **2019 roof** and **2017 HVAC system** provide added peace of mind, allowing you to focus on making this home your own. Step outside to your screened lanai and unwind as spectacular Florida sunsets reflect across the tranquil water. With no rear neighbors, you'll enjoy privacy, beautiful wildlife, and the relaxing sights and sounds that make waterfront living so special. Whether you're sipping your morning coffee or entertaining friends in the evening, this backyard setting is sure to become your favorite place. Legacy of Leesburg is renowned for its resort-style amenities and vibrant lifestyle, offering a beautifully appointed clubhouse, swimming pool, fitness center, tennis and pickleball courts, bocce, softball, walking trails, scenic lakes, and an endless calendar of clubs, activities, and social events. Conveniently located near shopping, restaurants, medical facilities, and the Florida Turnpike, you'll enjoy easy access to Orlando attractions while coming home to the peaceful charm of one of Lake County's premier active adult communities. Whether you envision updating with today's finishes or simply enjoying its comfortable design as it is, this home offers the perfect opportunity to create your own waterfront retreat while embracing the exceptional Legacy lifestyle.

27131 Nostalgia Drive, Leesburg

Courtesy of ERA GRIZZARD REAL ESTATE

$330,000
3 Beds ⋅ 2 Baths ⋅ G5113723 MLS
Enjoy comfortable Florida living in this thoughtfully updated Balmoral model located in the highly sought-after 55+ community of Legacy of Leesburg. Offering a desirable split-bedroom floor plan and additional living space created by the bonus room, this home provides flexibility for everyday living, entertaining, hobbies, or a relaxing sitting area overlooking the backyard. The open-concept design features a spacious living area, abundant natural light, and plantation shutters that add both style and privacy. Since 2019, the home has been enhanced with numerous improvements, including a 2021 roof, updated kitchen appliances, water heater, all new windows and one sliding glass door, updated lighting fixtures, new toilets, smoke alarms, and newer carpet in the bedrooms. The spacious primary suite offers a comfortable retreat with dual sinks, a walk-in shower with safety grab bars, a built-in seat, and a linen closet. Guests will appreciate the privacy of the split-bedroom layout and nearby full bath. Beyond the home, Legacy of Leesburg offers an exceptional active-adult lifestyle surrounded by beautiful conservation areas and mature landscaping. Residents enjoy a resort-style clubhouse, heated pool and spa, fitness center, tennis and pickleball courts, walking and biking trails, social clubs, planned activities, and a full calendar of events designed to help neighbors connect and enjoy the best of Central Florida living. Conveniently located near shopping, dining, medical facilities, and major roadways, this home offers the perfect combination of comfort, convenience, and community.

5304 Treasure View Way, Leesburg

Courtesy of VANGIE BERRY SIGNATURE REALTY

$319,000
3 Beds ⋅ 2 Baths ⋅ G5113402 MLS
CALL THE FAMILY!!!!!! TELL THEM WE FOUND THE PERFECT HOME IN FLORIDA. OPEN CONCEPT, WELL APPOINTED KITCHEN WITH GRANITE, STAINLESS STEEL, BACKSPLASH, 42" CABINETS AND A DOUBLE PANTRY FOR MOM, A BREAKFAST ROOM THAT IS BIG ENOUGH FOR ALL THE KID'S TO EAT, AND WATCH GRANDMA COOK. A GARAGE WITH ROOM FOR MY GOLF CART, AND TOOLS. PRIMARY BATH HAS A TILED WALK IN SHOWER, WALK IN CLOSET, AND DUAL SINKS. A SOLAR TUBE IN THE LIVING ROOM WILL BRING IN ALL THE FLORIDA SUNSHINE. DOUBLE PANE WINDOWS, MUD SINK IN THE LAUNDRY, EVEN THE GUEST BATH SHOWER IS TILED. THE HOME HAS A NORTHWEST EXPOSURE SO WE CAN ENJOY THE OUTDOOR SPACE WITH OUR MORNING COFFEE. NO REAR NEIGHBORS. ALL OF THIS IN ONE OF CENTRAL FLORIDA'S PREMIER 55+ COMMUNITIES, LEGACY OF LEESBURG. MILES OF TRAILS, ACRES OF CONSERVATION, RESORT STYLE POOL AND ACTIVITIES FOR THE YOUNG AT HEART. FOOD TRUCKS, TENNIS, PICKLEBALL, BOCCE, NEWLY RENOVATED COMMON AREAS. INTERNET, CABLE, GRASS CUTTING ARE ALL INCLUDED IN OUR AFFORDABLE HOA. COME SEE WHY SO MANY CALL LEGACY HOME.

27116 Stoney Brook Drive, Leesburg

Courtesy of DOUBLE MM DEVELOPMENT, LLC

$300,000
3 Beds ⋅ 2 Baths ⋅ G5113356 MLS
Roof 2019, HVAC 2021, HWH 2025. This is the one you have been waiting for and it checks all the boxes. Be sure to click through all of the photos and community images as well as viewing the home through the Zillow 3D tour and our YouTube video walkthrough. While the home itself is beautiful, what you're truly investing in is the lifestyle. From resort-style amenities and active clubs to scenic walking trails and opportunities to connect with neighbors, Legacy offers a way of life that's just as appealing as the home itself. Open floor plan, laminate flooring, eat in kitchen, freshly painted inside and out, newer roof, tankless hot water heater, water filtration system, electric garage screen, updated baths, interlocking garage floor, washer and dryer - 3 bedrooms with 2 full baths. Infrared sauna and outdoor hot tub designed for your own spa-like wellness retreat. If you have always wanted outdoor space to entertain, room enough for the grandkids or enjoy watching Florida sunsets then look no further. All of this in one of central Florida's premier 55+ communities. Legacy of Leesburg is a nature-themed community with 275 acres of conservation areas including 19 ponds and 13 separate trails offering miles of walking for active adults to enjoy. Activities available are pickleball, tennis, bocce, horseshoes, fitness center, shuffle board, softball field and a resort style pool and clubhouse. Come see why so many call this gated community home. HOA fee includes: internet, cable TV, mowing, grounds maintenance, and RV/boat storage on-site. Consider paying a separate monthly bills for RV/Boat storage, Mowing, Internet + and your saving money with this HOA!

27144 Stoney Brook Drive, Leesburg

Courtesy of LPT REALTY, LLC

$379,900
4 Beds ⋅ 4 Baths ⋅ O6414429 MLS
This is a one of a kind home at THE LEGACY of Leesburg on an oversized lot and over 3,100 sq ft of living space on an oversized lot with stunning mature landscaping. The well-designed floor plan is ideal for multigenerational living and entertaining. Key features include: - Primary Suite: A unique layout offering separate "his and hers" bathrooms and closets. - Versatile Spaces: A beautiful loft perfect for an office or guests, and an oversized flex-room with a closet and powder room. - Additional Bedrooms: A second bedroom featuring a walk-in closet, full bath, and a separate entry, plus a third bedroom located at the front of the house. - Living Areas: A spacious living area with LVP flooring and a formal dining room. French doors open to an air-conditioned porch that transitions seamlessly to a screened-in lanai. - Chef’s Kitchen: Features ample prep space, a pantry, a breakfast nook, new quartz countertops, and a new stainless steel sink. - Convenience: Includes a laundry room, storage, a safe, and an oversized two-car garage, with an additional work area 11 x 19! The Legacy is a nature-themed active adult community offering miles of walking trails and a recently updated clubhouse with a resort-style heated pool, spa, gym, library, craft room, pickleball, softball, bocce and much more! HOA includes cable, internet, lawn service, RV/boat storage. All these close to the Turnpike making access to Orlando International Airport just a 45 minutes drive.

5351 Aurora Drive, Leesburg

Courtesy of BLUE LIGHTHOUSE REALTY INC

$299,999
3 Beds ⋅ 2 Baths ⋅ O6405542 MLS
NEW ROOF!!!! This 3 bedroom and 2 bathroom home in the gated Legacy of Leesburg gated 55+ community. This lovely home has a screened front front porch. The eat-in kitchen sits just off to the left, featuring a bay window. You have a great room dinning and living room combo with a four panel sliding glass door out to the rear screened patio. On the left side of the great room are the two bedrooms with the secondary bathroom. The master on suit has sliding glass doors to the screened in patio. A nice nice size walk in closet and a master bath with a garden tub and walk in shower. There are amazing amenities Legacy offers to it's residence is a heated swimming pool, tennis courts, soft ball, billiards, horseshoes, updated fitness center, aerobic, walking trails, etc. and plenty of social activities. Free RV and boat storage. Your HOA fees "include" the mowing of your lot and internet and basic cable! You are just minutes away from shopping. To see more photos and details go to the community website legacy neighbors. Owner is realtor.

27326 Orchid Glade Street, Leesburg

Courtesy of AAA GLOBAL VENTURES PA

$269,900
2 Beds ⋅ 2 Baths ⋅ G5111437 MLS
Welcome home to your nature soaked community at 'Legacy of Leesburg'. With 14 nature trails and plenty of ponds along with the Palatlakaha River, Legacy is an active adult community with a very relaxing feel! There are dozens of amenities including a beautiful pool, tennis courts, shuffleboard, a gym, Bocce Ball, Baseball field, and plenty of neighborhood clubs! Pulling up, you will notice this lovely Verna model on a sun soaked corner lot! Walking in you will be greeted by newer vinyl plank, pet proof / water proof flooring throughout the living areas, den and primary bedroom. The layout hosts 2 bedrooms with an office in the middle, but that could easily be used as a third or guest bedroom. The primary bedroom has a walk in closet and walk in shower, while the guest bathroom offers a tiled tub / shower combo. The kitchen is quite large and open with plenty of cabinetry, all appliances and a large eat in Dinette area. A formal laundry room sits to the rear of the kitchen and comes with an almost brand new washer and dryer matching set. A 2 car garage, large driveway and a New Roof in 2021 are a plus! Legacy is a perfect location just East of the newer Villages, close to the Turnpike and I-75 and a close drive to everything Leesburg, Howey iin the Hills, Yalaha, the Villages and Clermont have to offer. Come take a look today!

27545 Discover Court, Leesburg

Courtesy of CARLINO REAL ESTATE GROUP INC

$299,000
3 Beds ⋅ 2 Baths ⋅ O6400899 MLS ⋅ Na BLDG.
Welcome home to carefree living in one of Leesburg’s most desirable 55+ gated communities! This beautifully maintained three bedroom, two bath residence boasts fantastic curb appeal and a two car garage. New roof in 2025 and Carpet in bedrooms and appliances in 2026 A small enclosed front porch provides a secure space for receiving packages. Step inside to discover an open, light-filled main living area where the dining room seamlessly flows into the living room with tile floors. Sliding glass doors open from the living room to an enclosed patio, perfect for relaxing or entertaining guests for a barbecue. Cook family favorites in the kitchen featuring brand new stainless steel appliances, recessed lighting, a pantry closet, and a breakfast nook with plantation shutters. The spacious primary suite offers private access to the lanai, a generous walk in closet, and an en suite bath with dual sinks and a glass door shower. Two additional guest bedrooms are bright and inviting, one of which provides a walk-in closet, while the guest bath provides a tub/shower combo and ample counter space. The laundry room is equipped with a washer and dryer, complete with cabinetry for storage. Step out back to enjoy the screened patio and relax. As part of the Legacy of Leesburg community, residents enjoy resort style amenities, including a clubhouse, tennis and pickleball courts, games of shuffleboard and horseshoe, a zero entry swimming pool, walking trails, RV and boat storage, and more. You’ll also have convenient access to Publix, shopping and dining, and highway 27. Check out the 3D tour and schedule your private showing today!

27210 Stoney Brook Drive, Leesburg

Courtesy of FRONT PORCH REALTIES

$319,900
3 Beds ⋅ 2 Baths ⋅ G5110968 MLS
Under contract-accepting backup offers. PRICE REDUCED! NEW ROOF & NO REAR NEIGHBORS! This beautifully maintained 3-bedroom, 2-bath home offers the perfect balance of comfort, style, and peaceful surroundings. The spacious primary suite serves as a private retreat, complete with an en-suite bathroom featuring a step in shower and a separate soaking tub, ideal for unwinding at the end of the day. The main living areas showcase a tasteful combination of tile and laminate flooring, while the bedrooms provide cozy comfort with plush carpeting. Step outside to your own private oasis. An enclosed lanai and elegant stone patio create the perfect setting for relaxing, entertaining, or simply enjoying tranquil pond views with no rear neighbors. Additional highlights include a 2-car garage with ample storage and a widened driveway that offers extra space and convenience. With its inviting layout, thoughtful upgrades, and serene setting, this home delivers everyday comfort with a touch of refined living. Schedule your showing today and experience the view for yourself!

5659 Celebration Way, Leesburg

Courtesy of ERA GRIZZARD REAL ESTATE

$289,900
3 Beds ⋅ 2 Baths ⋅ G5109654 MLS
Perfect Price, Perfect Place to Call Home If you've been searching for the perfect home at the right price, your search ends here! This popular Balmoral model located in the desirable 55+ community of Legacy of Leesburg has been freshly painted and features beautiful tile flooring throughout the home. The roof was replace in 2021! The spacious kitchen offers light cabinetry, a gas range, new dishwasher and a charming breakfast nook with three windows that bring in abundant natural light. The open living room features tile flooring, tall ceilings, and French doors that lead to the screened lanai. Relax and enjoy peaceful views from the lanai overlooking the beautifully landscaped yard and surrounding nature. The front of the home welcomes you with a lovely porch that overlooks the front walkway, the perfect spot for morning coffee. The primary bedroom is bright and inviting with multiple windows that fill the space with natural light. The primary bath includes a walk-in shower and bidet. Two additional bedrooms provide flexible space for guests, a home office, or your favorite hobbies. Residents of Legacy of Leesburg enjoy a quiet, beautifully maintained community with outstanding amenities, including a gorgeous clubhouse, resort-style pool, fitness center, billiards room, arts and crafts studios, tennis courts, pickleball, bocce ball, horseshoes, and more. The community is surrounded by hundreds of acres of conservation land with scenic walking and hiking trails, and even features a private riverfront park along the Palatlakaha River. Come experience the peaceful lifestyle and active community that make Legacy of Leesburg such a wonderful place to live.

27106 Greenfly Orchid Lane, Leesburg

Courtesy of ERA GRIZZARD REAL ESTATE

$340,000
3 Beds ⋅ 2 Baths ⋅ O6339748 MLS
Short Sale. **SHORT SALE** Prepare to be impressed by this beautiful 3-bedroom, 2-bath home located in the highly desirable Legacy of Leesburg community! From the moment you arrive, you’ll notice the extended driveway, lush landscaping, and the convenience of a 2-car garage plus a separate golf cart garage. A charming front courtyard welcomes you inside, where you’re greeted by a formal living room and a versatile flex space perfect for a home office or reading nook. The kitchen, truly the heart of the home, is a chef’s delight with stainless steel appliances, quartz countertops, a farmhouse sink, handsome backsplash, breakfast bar seating, and a cozy breakfast nook with sliding glass doors leading out to the screened lanai. The spacious primary suite features walk-in closets, dual sinks, a glass enclosed shower, and a linen closet. On the opposite side of the home, two additional bedrooms share a full bath one of which is currently set up as a custom home office with built-in desk and cabinetry. Step through the laundry room into the garage, where you’ll find not only two full size parking spaces and a golf cart garage, but also a large workshop with abundant storage for tools and equipment. The central vacuum system is also conveniently located here. Additional highlights include an oversized lot of more than half an acre and energy savings with a solar power system under an affordable, transferable lease. Legacy of Leesburg is a gated, active-adult community offering an incredible lifestyle with walking trails, clubhouse, library, billiards, resort-style heated pool, social events, RV & boat storage, cable, internet, and lawn maintenance including. Conveniently located near major highways, shopping, and dining.

27437 Desert Rose Court, Leesburg

Courtesy of COLDWELL BANKER RESIDENTIAL RE

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