Leesburg Homes with Sidewalks Community Features

Leesburg Homes with Sidewalks Community Features

Welcome to Leesburg, Florida – a hidden gem nestled in the heart of Lake County, where charming small-town vibes meet modern conveniences. Known for its picturesque landscapes and vibrant community, Leesburg offers a unique blend of history and progress. With its quaint downtown area, rich cultural heritage, and stunning lakes, this city is perfect for those seeking a serene lifestyle amidst nature's beauty.

One of the standout features of Leesburg is its commitment to creating a welcoming environment for families and individuals alike. The city boasts a variety of homes with sidewalks, making it easy to enjoy leisurely strolls through the neighborhood or take an evening bike ride. These pedestrian-friendly communities encourage a sense of connection among residents, fostering friendships and a tight-knit atmosphere.

In addition to its beautiful homes, Leesburg offers an array of amenities to enhance your living experience. Residents can enjoy parks, recreational facilities, and local events that celebrate the community's spirit. The nearby lakes provide ample opportunities for fishing, boating, and enjoying the great outdoors, while the local shops and restaurants offer delightful options for dining and entertainment.

Whether you're a first-time homebuyer, a growing family, or looking to retire in a peaceful setting, Leesburg has something for everyone. Discover the charm of this vibrant city, where homes with sidewalks invite you to embrace an active lifestyle and connect with your neighbors. Come and experience the warmth of Leesburg, where community and comfort go hand in hand!

Newest Leesburg Homes with Sidewalks Community Features

$379,000
3 Beds 2 Baths Arlington Ridge SubDv. 34748 Zip Code
Virtually Staged. Welcome to a life that feels like vacation every day. Nestled in one of Central Florida’s most desirable resort-styled, active-adult golf communities, this beautiful, low-maintenance 1,862 s.f. conditioned Block & Stucco 3 Bedroom 2 bath home built in 2020 with luxury vinyl plank in all rooms except 1 bedroom, baths & indoor laundry room w/ utility sink has tile, over-sized 2 car stretched garage w/ pull down stairs and floored attic for additional storage. The home delivers the comfort, quality, and freedom you’ve been dreaming of on an over-sized lot big enough for a pool or bird-cage lanai all without the resort price tag. Every detail has been thoughtfully cared for giving you peace of mind and more time to enjoy the things you love. The columns on the porch and glass entry door and 2 sidelight panels welcome you to the modern open concept home. Step inside and feel the spacious flow of the great room with high ceilings through most of the home to enhance your sense of space is perfect for relaxed evenings or lively gatherings with friends. The kitchen is equipped with plenty of cabinets and high-level quartz counter-tops, side-by-side stainless steel fridge and gas range nearby closet pantry, soft close doors & drawers, 6-seat bar-top island that’s made for morning coffee and good conversation. ALL kitchen appliances stay. The owner’s suite has ensuite bath w/ his & her vanities, walk-in Roman shower, private toilet and walk-in closet. The split-bedroom layout offers privacy for you and your guests, Step out on to your covered & screened lanai overlooking the open area for extra privacy and breathe in the tranquility of surrounding greenery while sipping your morning coffee or afternoon margarita, lanai has motorized roll-down shades. the indoor laundry room has shelving & utility sink. With the home’s energy efficient design including low-E windows, foam-filled insulated block and stucco construction, extra attic insulation, high-efficiency A/C will save you money on your utility bill, The high construction standards and high elevation qualify this home for massive insurance savings , this home offers beauty, strength and serenity in equal measure. Upgrades include widened and decorative driveway, gutters around entire home, exterior painted 2026, motorized shades for sliders & lanai, premium plantation shutters throughout, all bedrooms have closets. But what truly sets this home apart is the lifestyle. Arlington Ridge is more than a community it’s a new way of living. Spend your mornings on the championship 18-hole golf course, your afternoons at the heated pools or fitness center, and your evenings with neighbors at the on-site restaurant, tavern, or free movie theater. Enjoy tennis, pickleball, billiards, or a peaceful stroll along golf cart-friendly streets lined with sidewalks and manicured landscapes. Low HOA of just $129/month, you’ll enjoy lawn care, high-speed internet, Wi-Fi & 200+ cable channels. With hardly any yardwork to worry about, What will you do with all your free time? Conveniently located near shopping, dining, medical services, and a short drive to Orlando’s attractions and both coasts’ beaches, this home blends resort-style living with everyday practicality. Don’t just buy a home, embrace the lifestyle you worked hard for and start living the life deserve. start living your best Florida life at Arlington Ridge. Retirement is not the end, it’s a new chapter just beginning

4578 Shenandoah River Trail, Leesburg

$284,900
2 Beds 2 Baths Royal Highlands Ph 1 SubDv. 34748 Zip Code
Virtually Staged. Meticulously maintained and beautifully updated, this move-in-ready Onyx Model floor plan in Royal Highlands offers exceptional pride of ownership, thoughtful upgrades, and a desirable gated 55+ golf-community lifestyle. From the paver driveway and sidewalks to the updated interior finishes, this home has been cared for with attention to detail inside and out. Major improvements include a 2025 roof and gutters, 2026 water heater, whole-house electric surge protector, updated smoke detectors, exterior paint, microwave, garage door sensors, solar lamp post, exterior solar lighting, and refreshed landscaping with sophisticated gray rock. Additional updates include crown molding, wainscoting, updated chandeliers and lighting throughout, a new kitchen box light, skylights, solar tubes, slightly vaulted ceilings, and a smart thermostat. Also, the home offers quality Shaw luxury vinyl flooring, soft-close kitchen cabinets, under-cabinet kitchen lighting, stainless appliances, granite countertops, updated sinks and waterfall faucets, plantation shutters, all LED lighting, knockdown ceiling texture, and privacy blinds in the Florida room. The Florida room features a marble floor and mindful consideration should you want to bring a/c into the space, adding flexible square footage for relaxing or entertaining. Every detail has been carefully considered, with just enough sparkle and personality to make the home feel special while remaining practical and comfortable. This home is meticulously maintained and truly move-in ready. There are no nail holes to fill or patch! We have extra paint available, and extra flooring is stored in the attic. The HVAC system is serviced twice yearly, and the irrigation was recently checked for efficiency with new heads installed. The garage includes a utility sink, updated sliding screen doors, a 2.5-car layout, and golf cart parking. Exterior features include the paver driveway and sidewalks, solar lighting, refreshed landscaping, easy access to the water shut-off, and a clean, well-kept presentation that reflects the current owners’ pride and attention to detail. Royal Highlands offers an active lifestyle with sidewalks, two pools, courts, a softball field and concession area, driving range, full-service restaurant, theater stage and dance floor, library, fitness center, clubs, and activities. The community is conveniently located near MCO, amusement parks, the Florida Turnpike, shopping, and more than 1,500 named lakes in the area. It is a water lover’s paradise with access to nearby lakes and is also within reach of both Gulf Coast and East Coast beaches. With motivated sellers, extensive updates, thoughtful finishes, and true move-in-ready condition, this home is ready for its next owner. Call today to schedule your private tour and experience the care, comfort, and lifestyle this property has to offer.

21738 King Richards Way, Leesburg

$410,000
3 Beds 2 Baths Royal Highlands Ph 02-B Lt 1317 Pb 50 Pg SubDv. 34748 Zip Code
Exceptionally expanded and modified Stirling model in Royal Highlands, a gated 55+ golf community offering space, comfort, and impressive upgrades throughout. With 2,692 square feet under air plus an enclosed Florida room adding nearly 300 additional square feet of living space, this home delivers large, spacious rooms and a flexible layout designed for everyday living and entertaining. Recent major updates include a 2021 HVAC and 2015 roof. Curb appeal shines with stunning surrounding landscaping, privacy landscaping in the rear, a paver entry and walkway, and an executive-style entry. Inside, you will find tall ceilings, crown molding, architectural accents, tray and cathedral ceilings, abundant closet space, casual and formal living and dining areas, with an impressive gas fireplace. The cook’s kitchen overlooks the main living areas and features wood cabinetry, Quartz counters, pull-outs, stainless steel appliances, a 6-burner gas range, pantry, and glass tile backsplash. The spacious primary suite includes an en-suite bath with vanity, soaking tub, and step-in shower. The third bedroom is currently used as a library/office and can easily be returned to a large bedroom. Additional highlights include inside laundry, all appliances conveying, water softener, central vacuum, workshop space, BBQ gas line on the back patio, and a full three-car garage with “Magic Stairs” attic access for added safety and convenience. The attic has ample shelving for storing additional household items and decorations. Royal Highlands offers golf, two pools, a fitness center, courts, a great hall with dance floor and theater stage for live performances, a full-service restaurant, putting green, driving range, and many clubs and activities. Conveniently located near the Florida Turnpike, Orlando International Airport, area attractions, shopping, dining, and everything Central Florida has to offer. Buyer to verify all association rules, fees, amenities, golf availability, and age-restriction requirements.

20651 Prince Ranier Place, 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

$275,000
3 Beds 2 Baths Legacy Of Leesburg Unit 02 Lt 163 SubDv. 34748 Zip Code
Virtually Staged. Welcome to the gated and secure 55+ community of Legacy of Leesburg! This beautiful, established neighborhood offers a peaceful Central Florida setting with numerous lakes, nature trails, mature trees, conservation areas, and larger homesites. This move-in-ready Colchester model has been freshly painted inside and out and features BRAND NEW APPLIANCES. The desirable split-bedroom floor plan provides privacy and functionality, while the open-concept design showcases attractive laminate flooring, crown molding, and a spacious kitchen that flows seamlessly into the family room. A separate dinette area provides additional space for casual dining. The roof was installed in 2023 and HVAC 2020! Legacy of Leesburg offers an impressive array of amenities with low monthly fees that include landscaping, cable, and Wi-Fi. Residents enjoy an active lifestyle with a resort-style pool and hot tub, fitness center, bocce ball, pickleball, billiards, shuffleboard, library, craft room, card room, tennis, and a newly renovated social hall. There is also a baseball field, walking trails, mature trees, and numerous peaceful areas for nature and bird watching. Legacy is a mature, well-established community with its own conservation areas and convenient access to Central Florida's many lakes and rivers. The community's builders have received numerous awards, adding to the appeal and quality of this neighborhood. The location is convenient to shopping, dining, and major roadways, including the Florida Turnpike. Disney attractions and the Orlando International Airport are also within an easy drive. Just outside the community, you'll find Rodello's Italian Restaurant and a nearby dog park. Publix Super Market at Lake Harris is conveniently located for everyday grocery shopping, and ALDI is coming soon to the area. Located in the heart of Leesburg, this home offers the perfect combination of comfort, convenience, amenities, and an active 55+ lifestyle. If you're looking for a move-in-ready home in a beautiful, safe, and secure community, this property is an excellent opportunity!

5325 Fantasy Way, Leesburg

$395,000
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

$525,000
2 Beds 3 Baths Arlington Ridge SubDv. 34748 Zip Code
THIS is what Florida retirement should look like! Welcome to 4419 Bent Creek Lane, a custom-built 2019 home offering over 2,300 SQFT on a premium cul-de-sac lot within the guard-gated, 55+ golf community of Arlington Ridge. Thoughtfully designed with ADA accessibility at the forefront, this home combines comfort, functionality, and modern Florida living. The open, split-bedroom floor plan features TWO PRIVATE PRIMARY-style suites with en suite baths, plus a spacious 15' x 14' den/office that can easily serve as a THIRD BEDROOM. Accessibility features are incorporated throughout the home, complemented by ADA compliant handrails, curbless walk-in showers, and heated bathroom floors in the main primary suite for an added touch of everyday luxury. This home also features solar tubes for additional natural lighting, a full-home smart system, granite countertops throughout, soft-close cabinetry, pull-out kitchen shelving, and a generously sized laundry room with additional cabinetry and utility sink. Out back, your private screened retreat is ready for year-round enjoyment with a heated saltwater lap pool featuring an ADA-certified pool lift, PLUS an 8-person Jacuzzi that conveys with the home. Additional upgrades include a Generac whole-home generator, two auxiliary generators, whole-house water treatment, Bluetooth water-leak detection, and a pavered driveway and entry. Beyond the home, Arlington Ridge delivers the resort lifestyle with a Gary Koch-designed golf course, community pools, pickleball, tennis and bocce courts, fitness center, sauna, movie theater, recreation facilities, and an on-site café, restaurant and pub. The community is golf cart friendly, and the HOA includes lawn mowing, cable TV, and internet. Comfort. Accessibility. Amenities. Florida living. 4419 Bent Creek Lane brings them all together in one incredibly unique home. Schedule your private showing today!

4419 Bent Creek Lane, Leesburg

$119,000
2 Beds 2 Baths Hawthorne At Leesburg A Coop SubDv. 34748 Zip Code
Virtually Staged. FURNISHED 2-BEDROOM HOME IN HAWTHORNE AT LEESBURG! Looking for a spacious Florida home in an active, award-winning 55+ community? This 1,350 sq. ft., 2-bedroom, 2-bath manufactured home in Hawthorne at Leesburg is being sold furnished and has several important improvements already completed! HOME FEATURES & UPDATES New windows, roof-over, and new exterior vinyl siding in 2011. New water heater in 2024. Newer sprinkler system. Shrubs were removed, and landscape rock was installed for easier maintenance. Laminate flooring in the kitchen, living room, and dining room. Carpet in bedrooms, vinyl flooring in the bathroom. Being offered furnished, the owner will provide an inventory list. This home offers plenty of space for comfortable year-round or seasonal Florida living. With many of the exterior improvements already completed and furnishings included, you can move in and start making it your own. Hawthorne at Leesburg is a private, gated 55+ community offering an exceptional variety of amenities, activities, and services in a relaxed setting. Whether you prefer an active social calendar, recreation with friends, or a quiet afternoon by the pool, Hawthorne offers something for everyone. Community amenities include: Outdoor geothermal-heated swimming pool and two enclosed therapeutic pools Fitness room, saunas, library, clubhouse with Wi-Fi, card rooms, and billiard room Tennis, pickleball, bocce, croquet, and 24 lighted tournament-class shuffleboard courts Softball field, putting area, and 18-hole pitch & putt course Two dragon boats for recreational and competitive use Garden plots and RV, boat, and trailer storage Courtesy bus service with door-to-door transportation for scheduled shopping and errands Annual concert series and a wide variety of clubs, games, and social activities Hawthorne also offers additional amenities for a separate fee, including a 120+ slip marina with an on-site boat launch, a fully equipped 1,500+ sq. ft. woodcrafters’ shop, and an on-site laundromat. Contact the HOA for current availability and fees. A standout feature of Hawthorne is its private, community-dedicated emergency response services. State-certified firefighter/EMTs are on duty 24/7, with emergency response vehicles located within the community. Homes are equipped with emergency alarm buttons, and remote necklace alarms are available for an additional fee. The community also features a staffed gatehouse, controlled-access entrances, and routine community patrols. Hawthorne at Leesburg combines recreation, convenience, security, and an active lifestyle, all within one established 55+ community.

104 Caladium Street, Leesburg

$370,000
4 Beds 3 Baths Liberty Preserve SubDv. 34788 Zip Code
Auction Property. No Rear Neighbors! Discover the Providence by Lennar—a beautifully appointed and move-in-ready two-story home offering 4 bedrooms, 2-and-a-half baths, all in a quiet serene setting but so close to it all! The main level welcomes you with a spacious open-concept design that flows effortlessly from room to room. At the heart of the home, the espresso-finished kitchen, featuring stainless steel appliances, solid-surface countertops, wood-look plank tile flooring, and a center island overlooking the expansive dining and family rooms—an ideal layout for everyday living and entertaining. A versatile flex room provides additional space for a home office, library, hobby room, and even storage. Upstairs, all four bedrooms surround a comfortable loft that’s perfect for movie nights, games, reading, or relaxing. The generous owner’s suite offers a roomy walk-in closet and a private bathroom with dual sinks, along with a lovely view of the lake. A centrally located upstairs laundry room adds convenience right where it’s needed most. Lennar’s 'Everything’s Included' features elevate the home with stylish finishes throughout, including oversized tile flooring in the wet areas. Liberty Preserve offers convenient access to outdoor recreation, local gardens, parks, shopping, dining, and everyday essentials. Ideally situated near Highways 44 and 441, the community is also convenient to Venetian Gardens, UF Health Leesburg, and Leesburg International Airport. With its spacious layout, thoughtful features, and lovely homesite, this home is a standout opportunity. Schedule your private showing today!

33622 Sky Blossom Circle, Leesburg

$375,000
3 Beds 2 Baths Windsong At Leesburg SubDv. 34748 Zip Code
Welcome to 5516 Windsong Oak Drive, an exceptionally upgraded, light & bright 3-bedroom, 2-bath home featuring a huge 3-car garage, a 0.28-acre homesite, & a cozy covered back porch, perfect for morning coffee or evening relaxation. Built in 2020 by Hanover Family Builders, this home offers a rare combination of premium finishes, thoughtful upgrades, & long-term affordability. All appliances, including the washer and dryer, plus all window treatments, are included. The community also features a pool & playground just moments from your front door. Step inside and you'll immediately appreciate the spacious feel created by the 9-foot, 3-inch ceilings, abundant natural light, upgraded porcelain tile flooring throughout the main living areas & bathrooms, designer matte black hardware and fixtures, ceiling fans, stylish lighting with dimmers, and upgraded door hardware. This is far from a cookie-cutter home—every finish has been thoughtfully enhanced. The beautifully appointed kitchen serves as the heart of the home, featuring upgraded cherry cabinetry with 42-inch upper cabinets, elegant angled crown molding, convenient triple-drawer base cabinets, quartz countertops, a Kohler Vault K-15160-CP stainless steel double-basin apron-front sink, garbage disposal, three designer pendant lights, and a microwave vented directly to the exterior. A spacious center island with a breakfast bar overlooks the family room, creating an ideal layout for entertaining. Just beyond, the covered back porch extends your living space outdoors, making gatherings with family and friends effortless. The primary suite is a true retreat, enhanced with two additional windows that fill the room with natural light. The spa-inspired bathroom features a frameless glass shower, an upgraded Kohler electric push-button rainfall shower system, a private water closet, a matching triple-drawer vanity cabinet, a ceiling fan, and custom barn doors. The impressive 8-foot by 6-foot walk-in closet has been professionally customized with built-in shelving and storage, offering exceptional organization. The oversized, insulated 3-car garage is a standout feature, boasting 11-foot ceilings, a 200-amp electrical service upgrade—perfect for EV charging, welding, or a workshop—pre-wiring for the third bay, and a keypad-entry garage door opener. Additional upgrades include a spacious laundry room with a double-basin stainless steel utility sink, an upgraded Samsung washer and dryer with steam features, a whole-house water filtration system requiring no filter changes, and a water softener. The exterior of the home has also been freshly painted, and the upgraded paver driveway and front porch add beautiful curb appeal. The value extends well beyond the upgrades. This home offers an incredible 2.7% FHA transferable interest rate—ask for details. For additional peace of mind, the air conditioning system has been fully serviced with maintenance components replaced and includes a one-year Del-Air warranty. Outdoor enthusiasts will appreciate being just moments from the community's beautiful 30-acre nature preserve, while Pear Park, located less than a quarter mile away, offers hiking trails, pickleball courts, and a dog park. Conveniently located near The Villages, you'll enjoy easy access to premier shopping, dining, golf, and entertainment. 5516 Windsong Oak Drive presents an exceptional opportunity to own a truly upgraded home in one of Lake County's most desirable communities.

5516 Windsong Oak Drive, Leesburg

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