Leesburg Homes with Sidewalks Community Features

Leesburg Homes with Sidewalks Community Features

Welcome to Leesburg, Florida, a charming city nestled in the heart of Lake County. Known for its picturesque lakes and lush landscapes, Leesburg offers a perfect blend of small-town charm and modern conveniences. With a rich history dating back to the 1800s, this vibrant community is filled with friendly faces and a welcoming atmosphere that makes it an ideal place to call home.

One of the standout features of Leesburg is its commitment to creating a walkable community. Homes with sidewalks are a hallmark of this area, fostering a sense of connection among residents and encouraging an active lifestyle. Picture yourself taking leisurely strolls down tree-lined streets, where neighbors greet each other with a smile and children ride their bikes safely along the sidewalks. This pedestrian-friendly environment not only enhances community engagement but also promotes outdoor activities, making it easy to enjoy the beautiful Florida weather year-round.

In addition to its charming neighborhoods, Leesburg boasts a variety of parks, recreational facilities, and local events that bring the community together. From farmers' markets to arts and crafts festivals, there's always something happening in this lively city. Whether you're exploring the scenic shores of Lake Harris or enjoying a picnic at one of the many parks, Leesburg offers countless opportunities for leisure and recreation.

If you're looking for a place that combines the warmth of a close-knit community with the conveniences of modern living, Leesburg is the perfect choice. Discover your dream home in this delightful city and experience the joys of sidewalk living in Florida!

Newest Leesburg Homes with Sidewalks Community Features

$325,000
3 Beds 2 Baths Plantation At Leesburg Oak Tree Village SubDv. 34748 Zip Code
Virtually Staged. “LOCATION LOCATION LOCATION NO CDD's! NO REAR OR FRONT NEIGHBORS!! BEYOND THE LOT, A CREEK! This BEST-LOVED HOME IS FAR from the noise of traffic. Through the canopy of oak trees rests this charming home. Situated behind hole 3 of the Otto Creek Par 72 course, the story of the construction of this home is recounted in a photo album as the original owners have lovingly built it from the ground up. From start to finish PRIDE OF OWNERSHIP MAKES THIS HOME SPECIAL from nail #1, throughout the years, to today. Note the expansive landscaping; gutters and private screened entrance. Even the sprinkler system has been overhauled complete with a new timer (2023/24). NEW ROOF IN 2025. NEW 50 GALLON WATER HEATER IN 2025! New/er appliances include: MICROWAVE in 2026; AC in 2020; Bosch dishwasher in 2021 (5 year warranty); LG refrigerator in 2025 (5 year warranty); Whirlpool stove in 2022 (5 year warranty); washer/dryer in 2022; garbage disposal in 2023. WDO BOND has been maintained with Florida Pest Control. When you enter, you will be confronted by warm ambiance graced with VAULTED CEILINGS of the large Great Room and Dining Combination which foreshadowed the OPEN PLAN that has come in vogue today. Beyond this space, venture into the spacious OFFICE/DEN which makes the LIVING SPACE SO MUCH BIGGER. Journey through the FRENCH DOOR onto the WOODEN DECKED GAZEBO – listen to the hush of the private rear garden. GAZE THROUGH THE GREEN EXPANSE, THIS LOT HAS ABOUT 1/4 ACRE OF REAR GARDEN!! Behind the lot is the Palatlakaha Creek, so the hush is going to be your daily peace! FEEL RIGHT AT HOME in the Kitchen and in the BREAKFAST NOOK, look through the bay window to see how your garden is growing and bask in the gleaming southwest sun. Notice the continuation of the VAULTED ceilings, the 18” tile floors, the beveled countertops and the solid wood cabinets. Continue your tour into the roomy PRIMARY SUITE which offers TWO WALK-IN CLOSETS. This private suite includes a RENOVATED ENSUITE complete with GROUT FREE SHOWER; BENCH SEAT; COMFORT HEIGHT TOILET which can be accessed through a WIDENED PRIVY DOOR; A DRESSING AREA (converted from a garden tub – don’t worry the plumbing is still there); and DIVIDED, RAISED VANITIES. You will enjoy the SPLIT PLAN privacy of MONTEGO model floor plan. Bedrooms 2 and 3 are very spacious. and bedroom 3 is larger and features a DOUBLE DOOR ENTRY (take a look at the floorplan included in the attachments). Bathroom 2 has a new vanity, comfort height toilet, and GROUT FREE tub/shower for easy breeeezzy maintenance. These owners were proud to build this home and had added $$$$$ of upgrades from the builder, and ever since this home has been well maintained in every area including the RECENTLY TREATED FLOORING IN THE OVERSIZED GARAGE and the fresh paint inside. Some Furniture could convey. Plantation is a 55+ community with 24-hour guard gate; two 18-hole golf courses, restaurant, 3 activity centers EACH with pools, fitness facilities, tennis and pickle courts, catch and release fishing, bocce and offers many events and clubs that will keep you very active. MAKE THIS BELOVED HOME YOUR BEST LOVED FOREVER HOME! GOLF CART with new batteries CONVEYS with accepted offer!

25845 Glen Eagle Dr, Leesburg

$344,900
3 Beds 2 Baths Highland Lakes Ph 03 Tr A-G SubDv. 34748 Zip Code
RENOVATED and ready for new owners | BLOCK and STUCCO exterior construction | 3-bedrooms | 2 full bathrooms | OVER-SIZED garage features 675sf | BRAND NEW Luxury Vinyl Plank flooring throughout | NEW BASEBOARDS and TRIM | Freshly painted interior | NEW fixtures and hardware | Kitchen boasts refaced cabinets, Stainless Steel appliances, including natural gas range, breakfast bar and bench seat | DOUBLE PANE Windows | The Primary Retreat comes with His & Her walk-in closets, fully renovated master bath with tall vanity and cultured marble top, undermount dual sinks and new hardware. Shower (no tub) | French doors lead from the Primary retreat to the Family Room-Sunroom, with loads of natural lighting. | Recessed lighting | Screen enclosed patio located off the family room, with private views of natural Florida. This CONSERVATION LOT with NO REAR NEIGHBOR also has water view of the pond | Washer and dryer convey | Golf cart MAY convey with an accepted offer | SPLIT BEDROOM layout offers two additional bedrooms that share the UPDATED bath | NEW TALL VANITY with undermount sink. | ROOF 2024 | HVAC 2014 | natural gas WATER HEATER 2019 | Electrical panels to be updated PRIOR to sale. Don't wait until it's gone. 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!

27138 Racquet Circle, Leesburg

$234,900
2 Beds 2 Baths Highland Lakes Ph 01 SubDv. 34748 Zip Code
WATER VIEWS of Lake Egret; one of four catch and release fishing lakes within the community of Highland Lakes. A sought after GATED Active Adult community offering a wealth of amenities. This single-family home awaits new owners and features a screen enclosed front entry that leads to the foyer with ample closet space. | Living and dining room combination | UPDATED KITCHEN with GRANITE countertops, NEW SHAKER style cabinets, stainless appliances less than 4 years old, including a natural gas range, one of three solar tubes for natural lighting throughout the home. | Widened driveway | Gutters | New ceiling fans and fixtures | garage door screens replaced less than one year ago | all new window screens | ROOF 2022 | HVAC with additional filtration system | WATER HEATER 2022 | UPDATED electrical panels | Sunroom over-looking Lake Egret and an open patio beyond. 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!

26616 Evert Street, Leesburg

$388,790
3 Beds 3 Baths Leesburg Legacy Leesburg Unit 06 SubDv. 34748 Zip Code
Welcome Home to Legacy of Leesburg! Looking for that perfect low-maintenance lifestyle in one of Leesburg's favorite 55+ communities? This 3-bedroom, 2.5-bath gem sits on a great corner lot and is ready for its next owner! Step inside and you'll immediately notice the vaulted and tray ceilings that give the home such an open, comfortable feel. The primary suite doesn't disappoint, it comes with its own private bath featuring a garden tub, a separate step-in shower, and a water closet for extra privacy. Love the look of wood but want easy upkeep? You'll appreciate the LVP flooring running through the main living areas, plus ceramic tile in all the right spots. The kitchen is a real highlight with gorgeous granite countertops, plenty of space to entertain, bake, or just spread out for a project. There's also a two-car garage and mature landscaping that gives the whole place a settled, established feel (no waiting years for trees to grow here!). Best of all, the HOA fee takes care of lawn mowing, edging, cable, and internet, so you can spend less time on chores and more time enjoying life. Of course, you can't beat what Legacy of Leesburg offers as a community — a pool, hot tub, billiards room, card room, RV/boat storage (at no additional charge) and plenty more ways to stay active and meet your neighbors. A couple of things to note: the home was updated in 2025, HVAC was replaced in 2025, plumbing was pressure tested and passed inspection, irrigation was given a full update, garage spring was replaced and roof (2012) was recently inspected and reported to be in great condition. This one's got it all — come see it for yourself!

27303 Gingerbread Place, Leesburg

$294,900
2 Beds 2 Baths Arlington Ridge Ph 1-C SubDv. 34748 Zip Code
Perfect home for downsizing or snow birds retreat. Monthly rentals allowed. Exterior maintenance provided by HOA includes LAWN CARE, ROOF REPLACEMENT,EXTERIOR PAINT,IRRAGATION,AND CABLE AND INTERNET FOR $303 monthly. Interior is bright and open; painted in Florida friendly colors. No carpet, all ceramic tile floors. Dining room provides sunset views and view of the golf course. Large breakfast island with granite countertop combines with great room. Upgraded kitchen cabinetry with pull our drawers, and a double door pantry closet make for a great entertaining area. The utility room is large enough to hold washer, dryer, freezer , sewing machine and shelving for those suitcases and Christmas decorations. 2 master bedroom closets, double sink vanity with granite countertops, walk in tiled shower. Main bathroom has granite countertops, and tiled bathtub wall. There is a small office off the second bedroom that could be used for hobby room, extra storage. Double sliding doors lead to the screened porch where you can enjoy the great Florida weather. Remote controlled blinds control privacy and shade. Arlington Ridge is a 55 plus golf community offering amenities such as movie theatre, restaurant bar, large entertainment venue, and numerous sports, clubs and activities., rv storage lot. Golf is optional and course is open to public as well as the restaurant. You can reach either coast in an hour, close to Orlando attractions, without the traffic, hop-skip and a jump to the Villages and the Villages town squares, entertainment and shopping. Enjoy low insurance rates, low taxes, low hurricane chance and high satisfaction here in Arlington Ridge.

4400 Bedford Way, Leesburg

$360,000
3 Beds 2 Baths Royal Highlands Ph 01ca SubDv. 34748 Zip Code
Embrace the Florida Lifestyle in a Premier 55+ Community Discover a home where everyday living feels like a getaway. Located in a desirable guard-gated 55+ community, this spacious pool home combines a peaceful cul-de-sac setting with an incredible selection of amenities, social opportunities, and outdoor recreation designed for an active Florida lifestyle. Set on an oversized lot with beautiful mature oak trees, the home welcomes you with vaulted ceilings, an open split-bedroom floor plan, and tile flooring throughout the main living areas. From the moment you enter, sliding glass doors provide a beautiful view of the pool and create a seamless connection between the indoor and outdoor living spaces. The kitchen is designed for both everyday living and entertaining, featuring granite countertops, stainless steel appliances, a walk-in pantry, stacked-stone backsplash, and convenient bar seating. The spacious primary suite offers two walk-in closets and a well-appointed bath with a garden tub, large walk-in shower, and dual-sink vanity. Outside, enjoy your own private retreat with a screened pool enclosure, large covered lanai, open sitting area, and a waterfall flowing into the pool. The lanai also provides convenient access to a bathroom—perfect for pool days and entertaining. A spacious two-car garage includes a screened sliding door and separate storage room, while the 2021 roof provides added peace of mind. And then there’s the lifestyle. Residents enjoy guard-gated security and an impressive collection of amenities including indoor and outdoor swimming pools, fitness center, tennis and pickleball courts, softball field, billiards, library, recreation spaces, and golf-cart-friendly streets. The Monarch Golf Club is right within the community, offering an 18-hole course, pro shop, and restaurant. Beyond the amenities, miles of beautiful greenspace, lakes, and ponds provide scenic places to walk, relax, or fish. Centrally located between Leesburg and the Minneola/Clermont area with convenient access to the Florida Turnpike, this is an opportunity to enjoy the next chapter of life in a community designed to make it easy to stay active, connected, and engaged.

5308 Cornwall Court, Leesburg

$336,000
3 Beds 2 Baths Plantation At Leesburg Tara View SubDv. 34748 Zip Code
FULLY FURNISHED, MOVE-IN READY & READY FOR THE FLORIDA 55+ LIFESTYLE! Welcome home to The Plantation at Leesburg, a sought-after 55+ ACTIVE ADULT GOLF COURSE COMMUNITY in sunny Central Florida. Freshly painted throughout and offering 3 bedrooms and 2 baths, this spacious home combines comfortable indoor living, wonderful outdoor spaces, and the resort-style lifestyle so many buyers are searching for. Step inside to high vaulted ceilings, abundant natural light, generous living and dining areas, wood and tile flooring, plus NEW CARPETING IN THE BEDROOMS. The kitchen features solid wood cabinetry, solid-surface countertops, and a convenient eat-in area, providing plenty of room for casual meals and entertaining. The OVERSIZED PRIMARY SUITE offers plenty of room to relax, with dual walk-in closets, a dedicated makeup vanity area, and a private ensuite featuring dual sinks and a garden tub. Two additional bedrooms provide comfortable accommodations for guests with flexibility for a home office, hobby room, or den. One of the home's standout features is the expansive FLORIDA ROOM, offering approximately 32 feet of additional space for entertaining or simply relaxing. Continue outside to the COVERED SCREENED PORCH WITH PAVERS, surrounded by attractive landscaping and designed for enjoying Florida's beautiful weather. PAVERS continue along the driveway and front entry, adding wonderful curb appeal. The garage features an ELECTRIC RETRACTABLE SCREEN, creating another versatile space to enjoy fresh air, work on hobbies, or visit with neighbors while still having the convenience of a traditional garage. Located on a CUL-DE-SAC in The Plantation at Leesburg, you'll enjoy more than just a home—you'll enjoy an ACTIVE ADULT LIFESTYLE. This established gated 55+ community features TWO 18-HOLE GOLF COURSES, three activity centers, swimming pools, fitness facilities, pickleball, tennis, bocce, softball, fishing, a restaurant, golf-cart-friendly streets, and more than 100 clubs, groups and activities. Whether your ideal Florida retirement includes GOLF, PICKLEBALL, FITNESS, SOCIAL ACTIVITIES, or simply relaxing in the sunshine, you can be as active as you choose. FULLY FURNISHED + MOVE-IN READY + GATED 55+ GOLF COMMUNITY + INDOOR/OUTDOOR FLORIDA LIVING! Bring your suitcase and start enjoying the active adult lifestyle you've been waiting for. Schedule your private showing today and discover why so many call The Plantation at Leesburg home!

25121 Meriweather Road, Leesburg

$180,000
2 Beds 2 Baths The Plantation At Leesburg SubDv. 34748 Zip Code
Welcome to an incredible opportunity in The Plantation at Leesburg! This 2-bedroom, 2-bath manufactured home offers a great foundation and plenty of potential for its next owner. Situated on a desirable corner lot, this home is ready for someone with a vision to add their personal touches and make it their own. With good bones and light updating needed, this property is an excellent option for a buyer looking to create a comfortable Florida retreat without taking on a major renovation. The two-bedroom, two-bath layout offers comfortable living space and the opportunity to make the home truly reflect your style. Recent upgrades to include roof, gutters and siding in 2019, AC replaced in 2026. Located in The Plantation at Leesburg, is a 55+ gated active community offering an exceptional Central Florida lifestyle, residents enjoy access to two 18-hole golf courses, three pools, three activity centers, fitness facilities, tennis, pickleball, bocce, walking and biking opportunities, fishing, social clubs, and more than 100 clubs and activities. An on-site restaurant adds even more convenience and enjoyment. The location is hard to beat, with convenient access to Florida's Turnpike, shopping, restaurants, medical services, lakes, parks, and everything Leesburg has to offer. Downtown Leesburg is just minutes away, while Walt Disney World, Universal Orlando, and SeaWorld are all less than an hour from the community. Whether you're looking for a full-time Florida residence, seasonal getaway, or an opportunity to put your own finishing touches on a home in a sought-after community, 25606 Belle Alliance offers the chance to enjoy the Plantation lifestyle while adding value through thoughtful updates. Bring your vision and make this home your own!

25606 Belle Alliance Drive, Leesburg

$254,900
2 Beds 2 Baths Royal Highlands SubDv. 34748 Zip Code
Set against a peaceful conservation backdrop with no rear neighbors, this beautifully maintained home offers privacy, comfort and an easy resort-style lifestyle. A new roof installed in 2025 adds tremendous value and peace of mind, while select furnishings and all appliances are included, making your move refreshingly simple. The bright and inviting interior features two bedrooms, two full baths and an additional 15-by-11-foot enclosed, air-conditioned Florida room that is not included in the listed living square footage with tile flooring and a ceiling fan. Volume ceilings enhance the open feeling of the living room, where a sliding glass door extends the view into the Florida room. On opposite side, the living space flows naturally into the dining area, creating a comfortable layout for everyday living and entertaining. Laminate and tile flooring provide durability and easy maintenance throughout the home, complemented by knockdown ceilings, bullnose corners, ceiling fans and window treatments. The kitchen is light, crisp and exceptionally functional, with granite countertops, upgraded cabinetry and a convenient dinette for casual meals. The electric range and remaining kitchen appliances are included, allowing the new owner to settle in with ease. The spacious primary bedroom offers a large walk-in closet and a private en-suite bath accessed through a pocket door. The bath includes dual sinks and a walk-in shower with a built-in seat. The guest bedroom is conveniently near the second full bath, which features a tub and shower combination. A linen closet and an additional large hallway closet provide valuable storage. The oversized two-car garage is designed for more than parking. A full screened garage door allows fresh air and natural light to enter while you work at the built-in workbench or take advantage of the generous storage space. The washer, dryer and utility sink are also in the garage and remain with the home. Additional features include a gas water heater, heat pump and an in-ground irrigation system that helps keep the mature landscaping lush and attractive. Beyond the home itself, residents enjoy the exceptional amenities of an active, 24-hour guard-gated community designed to feel like a year-round resort. Enjoy an 18-hole golf course, indoor and outdoor swimming pools, an on-site restaurant, fitness center, tennis and pickleball courts, softball field, library, billiards room and multiple recreation buildings. The impressive Great Hall includes a large dance floor and stage, while an extensive calendar of clubs, activities and social events makes it easy to stay active, meet neighbors and enjoy every day to the fullest. Partially furnished, impeccably maintained and positioned on a private conservation lot, this welcoming home offers the space, convenience and lifestyle you have been waiting for.

21709 King Richards Way, Leesburg

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