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 small-town charm meets modern convenience. Known for its picturesque lakes and lush landscapes, Leesburg offers a vibrant community atmosphere that is perfect for families, retirees, and everyone in between. With its rich history and a variety of recreational activities, this area is truly a hidden gem in Central Florida.

One of the standout features of Leesburg is its welcoming neighborhoods, particularly those with sidewalks that promote a sense of community and connectivity. Imagine taking leisurely strolls along tree-lined streets, where neighbors greet each other, children ride their bikes, and families enjoy evening walks. Homes in these sidewalk communities are designed with both comfort and convenience in mind, making them ideal for those who value an active lifestyle and a tight-knit community.

In Leesburg, you’ll find a diverse selection of homes that cater to various tastes and budgets. From charming single-family residences to modern townhomes, there’s something for everyone. Many properties boast spacious yards, perfect for outdoor gatherings, while nearby parks and recreational facilities provide ample opportunities for fun and relaxation.

Moreover, Leesburg is conveniently located near shopping, dining, and entertainment options, ensuring that residents have everything they need just a stone's throw away. With its blend of natural beauty, community spirit, and modern amenities, Leesburg, Florida, is not just a place to live – it’s a place to thrive. Discover your dream home in this delightful city today!

Newest Leesburg Homes with Sidewalks Community Features

$204,900
2 Beds ⋅ 2 Baths ⋅ G5117682 MLS
RENOVATED and ready for immediate occupancy! This single-family Villa with courtyard entrance is PRICED TO MOVE - Don't wait! Furniture negotiable | 2-bedroom split lay out with 2 full bathrooms | NEW HVAC (August 2026) | OVER-SIZED garage features 274sf with screened entry | NEW stainless appliances | washer and dryer included | GRANITE countertops in kitchen | PORCELAINE PLANK TILE FLOORING throughout and nearly new carpet and pad in bedrooms | NEW BLINDS |NEW FRONT DOOR and hardware | Fresh interior paint | Covered enclosed rear patio has NEW PERGO luxury vinyl plank flooring AND NEW vinyl WINDOWS scheduled for install, making this currently screen enclosed space ideal for year-round enjoyment. | Skylight and solar tube add loads of natural lighting | Dining and living room combination with vaulted ceiling, 8-foot sliding glass door to access the covered lanai. The Primary Retreat features makeup vanity with single sink, walk-in closet, shower-tub combination and skylight. This split bedroom floorplan boasts the Guest Bedroom at the front of the home, over-looking the courtyard, features dual closets and direct access to the guest bath; featuring updated vanity and shower-tub combination. Entire interior freshly painted April 2025 | Roof 2024 | HVAC 2026 | Water Heater approximately 6 years new | Updated electric 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!

26032 Newcombe Circle, Leesburg
$279,900
3 Beds ⋅ 2 Baths ⋅ G5117929 MLS
Virtually Staged. LIKE-NEW HOME WITH HIGH CEILINGS, QUARTZ COUNTERTOPS & FULLY FENCED BACKYARD! Swim in the Community Pool. This beautifully maintained home shows like new and is move-in ready! Great curb appeal starts with attractive landscaping, a paver driveway and walkway, and continues inside with high ceilings, fresh interior paint and beautiful tile flooring throughout the main living areas..... The spacious kitchen features quartz countertops, stainless steel Whirlpool appliances, a natural gas range, stainless steel sink and a large built-in pantry. The open floor plan provides plenty of room for everyday living and entertaining, with access to a covered rear patio overlooking the fully fenced backyard with 6-foot vinyl privacy fencing. A convenient gate in the backyard provides direct access to the community mailboxes and outdoor fitness area with exercise equipment..... The split-bedroom floor plan offers a private Primary Suite at the rear of the home with carpeting, a large walk-in closet and ensuite bath featuring dual vanities, beautiful tile and a walk-in shower. Two additional bedrooms are located on the opposite side of the home along with a second full bath with tub/shower..... Additional features include a natural gas water heater, large laundry room, hallway storage, keyless entry and pavers on the driveway, walkway and covered rear patio. Lake Denham Estates offers community amenities including a swimming pool, playground, outdoor fitness area and more. A backyard gate provides convenient direct access to the community mailboxes and an outdoor fitness area. Conveniently located close to shopping, restaurants, medical centers and everyday services. Meticulously maintained, freshly painted and ready to go — this one feels almost brand new!

29923 Anahid Dr, Leesburg
$180,000
2 Beds ⋅ 2 Baths ⋅ G5117826 MLS
Prepare to be WOWED by this beautifully maintained home featuring TWO OWNER’S SUITES, each offering comfort and privacy, along with 2 full bathrooms! This move-in-ready home has been lovingly cared for and offers numerous valuable upgrades, including a newer electrical panel inside and out, A/C (2016), newer hot water heater, storm doors, gutters (2019), updated ductwork underneath the home, added surge protection, and a desirable GOLF CART GARAGE. This is truly a MUST-SEE home and is ready for a QUICK SETTLEMENT! Located in the gated Plantation at Leesburg, you’ll enjoy an active 55+ lifestyle with an incredible variety of amenities, including 2 golf courses, 3 swimming pools, walking trails, pickleball, tennis, horseshoes, and so much more. Hop in your golf cart and head over to The Oaks Restaurant for a cold drink, great food, and entertainment—all without leaving the community! Come see everything this wonderful home and community have to offer!

25524 Belle Helene, Leesburg
$300,000
3 Beds ⋅ 2 Baths ⋅ TB8550206 MLS
Welcome to 24817 Riverboat Bend, located in the desirable Plantation at Leesburg, a gated 55+ golf cart community with full-time security offering an active Florida lifestyle! This inviting 3-bedroom, 2-bath home features a comfortable, open layout with plenty of natural light, a 2-car garage, and space for everyday living and entertaining. A NEW ROOF was installed in 2024, and the primary bathroom has been updated with a walk-in shower featuring safety grab bars for added convenience and accessibility. Plantation at Leesburg offers an impressive selection of amenities, including two 18-hole golf courses, activity centers, clubhouses, heated swimming pools, fitness centers, tennis, pickleball, walking and biking opportunities, on-site dining, and numerous clubs and activities. Enjoy the convenience of traveling throughout this golf cart-friendly community while taking advantage of the resources Plantation at Leesburg provides. Conveniently located near shopping, dining, medical facilities, and major roadways, this home offers a wonderful combination of comfort, convenience, security, and an active lifestyle. Schedule your private showing today!

24817 Riverboat Bend, Leesburg
$325,000
3 Beds ⋅ 2 Baths ⋅ G5117944 MLS
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 ⋅ G5117456 MLS
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. Seller offering $10,500 credit to buyer for replacement of 6 windows, with accepted offer (written estimate provided upon request). 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 ⋅ G5117734 MLS
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 ⋅ G5116627 MLS
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
$349,999
3 Beds ⋅ 2 Baths ⋅ O6442151 MLS
Built in 2023 this move-in-ready home has been lightly lived in for a couple of months, presenting an incredible opportunity to own a practically brand-new home without the hassle of building in the heart of Lake County. Step inside to find a desirable open floor plan, spacious living area, gorgeous kitchen equipped with gas appliances, and a tankless water heater, perfect for everyday living and entertaining. Step outside to enjoy the peaceful backyard, free from rear neighbors, and a screened-in patio. The property also has a large garage with extra space for a workstation or storage area, while accommodating two cars. Located in Leesburg, you’ll be conveniently close to the renowned Chain of Lakes, just minutes away for boating, fishing, and outdoor activities. If you’re seeking a modern, low-maintenance home in a prime location with ample space and the benefits of a nearly new property, 1121 Bradford Ridge Dr is a must see!

1121 Bradford Ridge, Leesburg
$349,900
3 Beds ⋅ 2 Baths ⋅ O6441580 MLS
NEWLY RENOVATED IN ROYAL HIGHLANDS! This 3BR/2BA home in the gated 55+ active adult community is move-in ready with ceramic tile and luxury vinyl flooring throughout. The open floor plan features a beautifully updated kitchen with stone countertops, stainless steel appliances, and a large island with built-in gas cooktop. A built-in desk provides a convenient workspace adjacent to the kitchen, with a dinette nearby. The spacious primary suite offers a bath with walk-in shower and large garden tub. Enjoy the enclosed rear porch and paver patio overlooking lush lawns. Royal Highlands offers an 18-hole golf course, expansive recreation center with two pools, and four private lakes for fishing and canoeing, plus activities and amenities for an active lifestyle.

21506 Queen Anne Court, Leesburg
$275,500
2 Beds ⋅ 2 Baths ⋅ G5117764 MLS
Immaculate, 1401 sq ft, 2-bedroom, 2-bathroom custom Pringle Berkshire home in the premier 55-plus Legacy of Leesburg community. This floor plan has a true open-concept living space, with high ceilings and large windows to allow natural light into this space. In the kitchen, you have a large pantry and dedicated integrated dining space. Features an expansive bedroom setup complete with two separate walk-in closets and an en-suite bathroom boasting dual sinks, modern upgraded fixtures, and a walk-in shower. The back lanai has been fully upgraded to a glassed-in, air-conditioned living space, making it perfect for year-round use. Updates include: 2020 New Shingles, 2015 HVAC, 2024 water softener and driveway, and 2026 advanced lightning-rod safety protection infrastructure. The garage also has HVAC. This truly unique home is a must-see! Legacy is known for miles of scenic walking and biking trails through over 275 acres of conservation land, plus luxury amenities and on-site RV and boat storage. The neighborhood features a resort-style heated pool, a robust fitness center, and sports courts. Lawn care, cable, and internet are included in the amenity fees.

26958 Honeymoon Avenue, Leesburg
$294,900
2 Beds ⋅ 2 Baths ⋅ G5117799 MLS
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
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