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, where picturesque landscapes meet vibrant community living. Known for its rich history and friendly atmosphere, Leesburg offers a delightful blend of small-town charm and modern amenities. With its stunning lakes, lush parks, and a variety of recreational opportunities, it’s no wonder that families and retirees alike are drawn to this beautiful area.

One of the standout features of Leesburg is its commitment to community living, particularly in neighborhoods designed with sidewalks. These homes with sidewalks create a welcoming environment, perfect for evening strolls, morning jogs, or leisurely bike rides. Imagine stepping outside your door and being greeted by tree-lined streets where neighbors greet each other with a smile. Sidewalks encourage a sense of connection and promote an active lifestyle, making it easy to explore local shops, parks, and schools.

In addition to its scenic streets, Leesburg boasts a thriving arts scene, numerous festivals, and a rich selection of dining options. Whether you’re looking to enjoy a peaceful day by the water at Lake Harris or indulge in the vibrant local culture, there’s something for everyone in this inviting community.

With a range of homes available, many featuring modern designs and family-friendly layouts, Leesburg is the perfect place to plant roots and create lasting memories. Experience the charm of Leesburg and discover why it’s not just a place to live, but a place to thrive. Come and explore your future home in this delightful city!

Newest Leesburg Homes with Sidewalks Community Features

301 Ashton Woods Lane, Leesburg
$360,000
4 Beds ⋅ 2 Baths ⋅ Ashton Woods SubDv. ⋅ 34748 Zip Code
Spacious, stylish and filled with beautiful architectural details! This spacious 4-bedroom, 2-bath home offers approximately 2,420 square feet of living space and is situated on a desirable corner lot with a wonderfully private backyard. Step inside to an impressive open and inviting floor plan featuring beautiful wood flooring, high ceilings, crown molding, architectural details, tray and coffered ceilings, and abundant natural light. The home offers flexible living spaces perfect for entertaining, working from home, or simply spreading out and enjoying everyday living. The kitchen opens to the main living areas and features granite countertops, rich wood cabinetry, stainless steel appliances, a breakfast bar, and adjoining dining space. The spacious primary suite offers an impressive tray ceiling and plenty of room to create your own private retreat. One of the home's standout features is the large screened-in rear porch, perfect for relaxing, entertaining, enjoying morning coffee, or unwinding at the end of the day while overlooking the very private backyard. Additional highlights include a 2-car garage, inside laundry, attractive landscaping, brick-paver accents, and a spacious .27-acre lot. Location is another wonderful advantage! Enjoy convenient access to Downtown Leesburg, Tavares and charming Downtown Mount Dora, with their restaurants, shopping, waterfront activities, festivals and year-round events. The home is also within easy reach of The Villages and major Central Florida roadways including US-441, US-27 and SR-44, providing convenient connections toward Florida's Turnpike and the greater Orlando area. Spacious, distinctive, private and centrally located—this beautiful home is ready for its next owner!

301 Ashton Woods Lane, Leesburg
26233 Newcombe Circle, Leesburg
$243,900
2 Beds ⋅ 2 Baths ⋅ Highland Lakes Ph 01b SubDv. ⋅ 34748 Zip Code
Partially RENOVATED 2-bedroom POOL home featuring 2 full baths in sought after GATED community of Highland Lakes. Ready for new owners and PRICED TO MOVE! GRANITE countertops | BRAND NEW Luxury Vinyl Plank flooring in living, dining, hallway and both bedrooms (Oct. 2026) | freshly painted ENTIRE INTERIOR (Oct. 2026) | Enclosed covered front entry | covered lanai off the pool deck | ROOF 2014 | HVAC 2026 | Water Heater newer, seller unsure of age | UPDATED electrical panels (Siemens). 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!

26233 Newcombe Circle, Leesburg
4632 Nottoway Drive, Leesburg
$399,900
3 Beds ⋅ 3 Baths ⋅ Plantation At Leesburg Nottoway Village SubDv. ⋅ 34748 Zip Code
Welcome home to resort-style living in The Plantation at Leesburg, a premier 55+ golf course community offering an exceptional blend of comfort, space, and an active Florida lifestyle! Nestled on a generous .36-acre cul-de-sac lot, this impressive 3-bedroom, 2.5-bath home offers over 2,800 square feet of thoughtfully designed living space, complete with a rare dual-primary suite layout, ideal for multi-generational living, or accommodating guests by providing added privacy and flexibility. Step inside to discover high ceilings, an inviting split floor plan, and beautiful hard-surface flooring throughout — no carpet anywhere! Ceiling fans in every bedroom and living area enhance comfort, while newer interior and exterior paint give the home a fresh, welcoming feel. Both spacious primary suites feature private en-suite bathrooms with split vanities, dual sinks, and generous walk-in closets, while one offers a relaxing garden soaking tub for an added touch of luxury. One of the home's standout features is the oversized, fully enclosed and air-conditioned Florida Room, providing an incredible extension of the living space for enjoyment in every season. Whether entertaining friends, hosting family gatherings, or simply relaxing with a good book, this versatile space offers endless possibilities. An additional screened lanai provides the perfect setting to enjoy Florida's beautiful weather year-round with no rear neighbors. For those seeking ample parking and storage, this property truly delivers! The oversized 3-car garage includes dedicated golf cart parking, while the expansive driveway can accommodate up to six additional vehicles — a rare and valuable feature! Additional highlights include a roof and solar panels installed in 2020, offering modern improvements and potential energy savings. Beyond the home, discover everything that makes The Plantation at Leesburg such a desirable destination for active adult living. This 24/7 guard-gated golf course community offers an onsite restaurant and an impressive array of recreational opportunities, social activities, and resort-style amenities, all with a remarkably affordable monthly HOA fee. Whether you're enjoying a round of golf, connecting with neighbors on the courts or in activity halls, or taking advantage of any of the community's many offerings, there's something for everyone. With its spacious dual-primary design, expansive indoor and outdoor living areas, exceptional parking capacity, and desirable cul-de-sac setting, this home offers a unique opportunity to enjoy the very best of Florida's 55+ lifestyle. ***PRICED to SELL, DON'T MISS OUT ON THIS OPPORTUNITY! Schedule your private showing today and discover why so many love calling The Plantation at Leesburg home!***

4632 Nottoway Drive, Leesburg
9525 Starling Loop, Leesburg
$329,490
4 Beds ⋅ 3 Baths ⋅ Silver Lake Pointe SubDv. ⋅ 34788 Zip Code
Virtually Staged. Pre-Construction. To be built. The Seaton II is the perfect single-family home for growing families and first-time buyers. Step from your front door or two car garage into a light, airy living area with an open kitchen overlooking the great room- complete with access to private patio or large covered lanai for those who enjoy outdoor activities or entertaining guests alike! On the other side of this ideal setup lie three bedrooms, two bathrooms, a walk-in laundry room and more! The secluded primary suite has all you need in privacy; dual sinks, spacious closet plus extra linen storage make it feel like nothing else matters but restful comfort! Get ready to settle down somewhere special – come see why this 2,001 square foot new construction could be just what you've been looking for! *Photos are from a similar home.

9525 Starling Loop, Leesburg
3749 Arlington Ridge Boulevard, Leesburg
$469,900
3 Beds ⋅ 2 Baths ⋅ Arlington Rdg Ph 3a SubDv. ⋅ 34748 Zip Code
Golf Front Elegance & Unmatched Upgrades | Premium Calla II Model | Gated 55+ Resort Lifestyle Welcome home to 3749 Arlington Ridge Blvd, a pristine, original-owner, smoke-free residence positioned on a premium lot with NO REAR neighbors and exceptional GOLF COURSE VIEWS of the 13th green. Offering 3 bedrooms, 2 bathrooms, and 2,031 sq. ft. of refined living space, this expanded Calla II model has been thoughtfully upgraded from top to bottom with high-end finishes and major mechanical peace of mind. Major Upgrades & Mechanical Highlights: • Roof & Generator: NEW roof installed in Dec 2024 featuring a full-roof leak-prevention water membrane (10-yr transferable warranty thru Dec 2034) paired with a 24 kWh Generac whole-house generator (10-yr warranty through 2035). • HVAC & Efficiency: 16 SEER Carrier A/C system, R38 roof insulation with radiant barrier • Tankless Water Heater • Security & Peace of Mind: Hardwired 8-camera CCTV NVR security system and Eufy double-view doorbell. • Flooring & Trim: Wood-look porcelain tile with ultra-tight 1/8" grout lines throughout, 9' ceilings, 5 1/4" baseboards, 5 1/2" crown molding, and smooth glazed doors. • Chef's Kitchen & Dining: • Upgraded 42" wall cabinets with crown molding, 15" deep upper cabinets, soft-close doors, pull-out shelving, and built-in wall/microwave ovens with countertop smooth stove. • Quartz countertops with an extended island, stylish mosaic backsplash, kidney-shaped sink, tilt-out sponge trays, concealed dual trash cans, and a Samsung Bespoke stainless steel refrigerator. • Relocated extended pantry with added base and 15" wall cabinets in the dedicated laundry room. • Primary Retreat & Accommodations: • Stretched Primary Suite: Expanded layout featuring a bay window extension (+98 sq. ft. combined extra space), wall-mount TV setup, and custom Elfa designer closet system. • Spa-Inspired Bathrooms: Roman walk-in shower (no squeegeeing required!), floor-to-ceiling tile, grab bars, shower bench, multiple shower niches, medicine cabinets, and ADA toilets. • Dryer is plumbed for both gas and electric. Outdoo Living & Garage: • Lanai & BBQ Area: Smooth-gliding extra-large sliders lead to a private lanai with epoxy flooring, roll-down sun/bug screens, privacy wall, and a dedicated exterior BBQ pad with epoxy coating. • Front Entry: Screened front porch with tight bug mesh and out-swing wind mitigation entry door. • Garage & Storage: Epoxy-finished garage and front porch with a dedicated golf cart parking space, My-Q Wi-Fi door opener, utility sink, salt-free whole-house water filtration system, screened overhead garage door and a functional attic with fold-down stairs and extended floored storage. • WiFi controlled sprinkler system module. Located in the gated Arlington Ridge community featuring an 18-hole golf course, resort style pool, clubhouse, tennis/pickleball courts, movie theater, many daily activities/clubs, Restaurant and Pub! and on-site RV/boat parking lot. Minutes from the Florida Turnpike to Orlando, Ocala and Tampa! 50 Minutes to MCO Airport! Schedule your private showing today!

3749 Arlington Ridge Boulevard, Leesburg
26949 Racquet Circle, Leesburg
$329,900
3 Beds ⋅ 2 Baths ⋅ Highland Lakes Ph 03 Tr A-G SubDv. ⋅ 34748 Zip Code
IMMACULATELY MAINTAINED 3-bedroom home in the sought-after GATED community of Highland Lakes. Beautifully UPDATED KITCHEN with dinette space OVER-LOOKING GREENSPACE/CONSERVATION area beyond. NO REAR NEIGHBORS and a peaceful setting with privacy. GRANITE countertops | Island | Subway tile backsplash | Stainless Steel appliances including natural gas range | re-faced cabinetry | NEW Luxury Vinyl Plank flooring (2026). INTERIOR LAUNDRY ROOM with tile flooring and ample cabinetry for additional storage space, includes NEW washer and gas dryer | SPLIT FLOORPLAN | Living and Dining combination | Family Room | Double Florida Room with heat and air wall unit, over-looks serene backyard and conservation land | Whole-house water purification system through Kinetico | ROOF 2016 | HVAC 2016 | Water Heater 2019 | UPDATED electrical (Siemens). 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!

26949 Racquet Circle, Leesburg
4812 Heron Run Circle, Leesburg
$159,900
2 Beds ⋅ 2 Baths ⋅ Plantation At Leesburg Heron Run SubDv. ⋅ 34748 Zip Code
AFFORDABLE SITE-BUILT HOME! Needs TLC! Discover an excellent opportunity for affordable Florida living at 4812 Heron Run Circle! This site-built home offers comfortable living spaces, desirable improvements, and a spacious 19' x 12' screened birdcage, perfect for relaxing or enjoying Florida's beautiful weather. A skylight fills the living room with natural light, creating a bright and inviting atmosphere. Notable updates include an air conditioning system installed in 2022 and replacement windows installed in 2014. Whether you're looking for a year-round residence, seasonal retreat, or a place to call your own without breaking the bank, this home deserves a closer look. Don't miss this opportunity to own an affordable site-built home in the Leesburg area. Located in one of Central Florida’s premier 55+ active adult communities. The Plantation at Leesburg boasts 2,820 homes surrounded by manicured lawns, cascading waterfalls, and lush palm trees. Enjoy peace of mind with 24-hour staffed security and a wealth of amenities designed for every interest and budget. Residents have access to three multi-purpose clubhouses, three swimming pools, spring-fed fishing ponds, scenic walking and biking trails, and much more. The community features championship golf courses, tennis, equity memberships, large clubhouses, heated pools, full-time activity directors, over 100 weekly activities, state-of-the-art fitness centers, and is just a short drive to Orlando’s world-class attractions. Please note: property taxes are subject to reassessment after the sale. Schedule your tour today—this home is truly a must-see!

4812 Heron Run Circle, Leesburg
5729 King James Avenue, Leesburg
$339,900
3 Beds ⋅ 3 Baths ⋅ Royal Highlands Ph 01b SubDv. ⋅ 34748 Zip Code
Extensively renovated and move-in ready, this Majestic Model offers over 2,400 square feet of thoughtfully updated living space in the sought-after 55+ golf community of Royal Highlands. Pride of ownership and attention to detail are evident throughout. Inside, the spacious floor plan has been enhanced with luxury vinyl plank flooring, updated lighting and fixtures, custom design elements, and beautifully renovated living spaces. The heart of the home is the redesigned kitchen featuring shaker-style cabinetry, quartz countertops, stainless steel appliances, a center island, custom pantry, abundant counter space, and extensive storage. Open to the main living and dining areas, the kitchen creates the perfect setting for daily living, entertaining guests, or enjoying family gatherings. One of the home's most unique features is the expansive flex room designed for versatility and functionality. Complete with a utility sink, extensive cabinetry, generous counter space, deep storage closets, and abundant natural light, this space is ideal for hobbies, crafts, quilting, sewing, painting, a home office, fitness room, library, game room, or studio. The space easily adapts to a variety of lifestyles. The spacious primary suite serves as a private retreat featuring a large walk-in closet with custom organization and a stunning renovated en-suite bath. Highlighted by a dramatic floor-to-ceiling designer tile feature wall, the space also includes dual vanities, quartz countertops, custom tile work, an oversized walk-in shower, and a freestanding soaking tub, creating a spa-inspired atmosphere. Guest bedrooms and the updated guest bath continue the home's quality finishes and modern design. Additional upgrades include a 2019 roof, 2019 water heater, custom storage solutions, updated finishes throughout, an oversized laundry room with extensive cabinetry, countertop workspace, and utility sink, plus an expanded oversized garage offering room for vehicles, golf carts, tools, hobbies, and additional storage. The large screened lanai provides a comfortable outdoor living space perfect for morning coffee, evening relaxation, entertaining guests, or simply enjoying Florida's beautiful weather year-round. Constructed of block and stucco, this home combines durability with low-maintenance living. Located near Royal Lake, residents enjoy convenient access to scenic walking paths, dock access, gazebos, and the extensive amenities that make Royal Highlands one of Central Florida's premier active adult communities. Community amenities include golf, pickleball, tennis, indoor and outdoor pools, a fitness center, clubhouse, restaurant, arts and crafts activities, social clubs, and a full calendar of community events. HOA fees include cable and internet. While enjoying the active lifestyle Royal Highlands is known for, residents are also conveniently located just over 20 minutes from The Villages and within easy reach of Orlando, Crystal River, and Daytona Beach, providing easy access to shopping, dining, entertainment, healthcare, and outdoor recreation. With extensive renovations already completed, exceptional storage, flexible living spaces, a premium oversized garage, and one of Royal Highlands' most desirable floor plans, this home offers a rare opportunity to enjoy upgraded, move-in-ready living in a community designed for an active Florida lifestyle.

5729 King James Avenue, Leesburg
1208 Bonaire Drive, Leesburg
$259,500
3 Beds ⋅ 3 Baths ⋅ Leesburg Bonaire Heights 02 SubDv. ⋅ 34748 Zip Code
Discover this charming 1926 home in downtown Leesburg, just a short walk from shopping! Situated on nearly half an acre with no HOA, this spacious home offers 3 bedrooms, 2.5 bathrooms, and a versatile bonus room. Large rooms feature updated luxury vinyl flooring, while the kitchen offers newer cabinetry, quartz countertops, and a subway tile backsplash. The dining area welcomes plenty of natural light, and the living room features recessed lighting, ceiling fans, and a mini-split A/C system. The primary bedroom has its own deck and bathroom and the two bedrooms at the front of the home share an updated bathroom located between them. Just off the living room, the bonus room makes an ideal office or computer room. Outside, a three-car carport and storage shed provide added convenience. Enjoy vintage charm, modern updates, and a convenient downtown location! All information recorded in the MLS is intended to be acurate however, it should be independently verified by buyer and their agent.

1208 Bonaire Drive, Leesburg
565 Tammi Drive, Leesburg
$99,900
2 Beds ⋅ 2 Baths ⋅ Bonfire Mobile Home Village Sub SubDv. ⋅ 34788 Zip Code
Absolutely adorable and completely renovated, this 2-bedroom 2-bath single wide in the highly sought-after 55+ resident owned community of Bonfire Village is ready for you to move right in. NO Leased land! Major upgrades gives you total peace of mind, including a NEW roof in 2022, NEW A/C in 2025, new interior and trim paint, new luxury vinyl flooring, a quaint new kitchen with new counter tops, new flooring and new appliances. The home has an attached screened-in porch for outdoor entertaining with a partial water view. A spacious carport can easily accommodate multiple vehicles. Oversized workshop with a separate utility shed for laundry. First come first serve boat dock availability with access to the Chain of Lakes. This neighborhood has a friendly atmosphere, clubhouse, swimming pool, kitchen and billards. Nearby you will find shopping, dining and medical facilities. Nothing to do in this home except upack, relax and start enjoying the Florida lifestyle. Furniture is negotiable.

565 Tammi Drive, Leesburg
5853 Princess Caroline Place, Leesburg
$284,999
2 Beds ⋅ 2 Baths ⋅ Royal Highlands Ph 01b SubDv. ⋅ 34748 Zip Code
Welcome to one of Royal Highlands’ most darling homes! Perfectly sized at 1,409 square feet under air, this two-bedroom, two-bath Onyx model offers effortless Florida living with a warm, inviting feel. Set on a gorgeous conservation lot, the home provides a front-row seat to native birds and peaceful natural views. Step through the sliding doors to the outdoor paver patio—an ideal place to relax, entertain, or enjoy your morning coffee. New living-room shades add comfort and style. This wonderfully move-in ready property with an optional nearly furnished consideration, this home feels as though it came straight from a Tommy Bahama catalog. Major improvements include a 2018 HVAC system and roof, 2019 windows, and a 2023 water heater. Inside, you’ll appreciate newly installed laminate wood flooring, fresh paint, plantation shutters, an updated primary bath with a glass-enclosed shower, and an updated guest-bath vanity. Additional features include a new garbage disposal, hurricane-tinted protection and privacy glass, as well as an updated backflow and irrigation. The immaculate garage is clean as a whistle and features a new epoxy floor, a newly finished driveway, new washer and dryer appliances, attic storage, a utility sink, and convenient side-yard access. Fresh exterior paint, block-and-stucco construction, and thoughtful updates throughout make this Pringle-built home an exceptional find. The kitchen features granite countertops, Shaker cabinets, and stainless appliances, including a gas range! Royal Highlands is a gated 55+ golf community featuring an 18-hole senior course, a full-service restaurant, courts, clubs, activities, and a large event center for entertainment, dances, and community functions. Residents also enjoy a fitness center, two pools, a library, billiards, and craft rooms. Located approximately 40 minutes from Orlando International Airport, Disney, and Orlando attractions, the community is also convenient to The Villages town squares, historic districts, shopping, restaurants, and both Florida coasts. Come tour this charming home today and discover the Royal Highlands lifestyle!

5853 Princess Caroline Place, Leesburg
27322 Orchid Glade Street, Leesburg
$275,000
3 Beds ⋅ 2 Baths ⋅ Leesburg Legacy Unit 03 Lt 259 SubDv. ⋅ 34748 Zip Code
LOCATED IN ONE OF CENTRAL FLORIDA'S PREMIER 55+ COMMUNITIES, LEGACY OF LEESBURG, THIS SPACIOUS CARLISLE MODEL IS PRICED TO SELL. NEW KITCHEN, QUARTZ COUNTERTOPS WITH MATCHING BACKSPLASH, STAINLESS STEEL APPLIANCES. PARKAY FLOORING IN THE GREAT ROOM. PRIMARY BATH HAS A WALK IN SHOWER. SLIDING GLASS DOORS IN THE GREAT ROOM AND PRIMARY THAT LEAD TO THE OUTDOOR SPACE. WHOLE HOUSE GENERAC GENERATOR OFFERS PEACE 0F MIND. LEGACY OF LEESBURG IS A NATURE THEMED COMMUNITY WITH MILES OF WALKING TRAILS ACRES OF CONSERVATION AREA, AND AN ACTIVE LIFESTYLE FOR THOSE WHO ENJOY BEING PART OF A COMMUNITY WHERE FRIENDS MEET FRIENDS. SELL THE LAWN MOWER, THEY CUT THE GRASS WHILE YOUR PLAYING PICKLEBALL, TENNIS, BOCCE OR JUST RELAXING AROUND THE RESORT STYLE POOL.COME SEE WHY SO MANY CALL LEGACY HOME.

27322 Orchid Glade Street, Leesburg
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