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

3 Beds ⋅ 2 Baths ⋅ Royal Highlands SubDv. ⋅ 34748 Zip Code

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

2 Beds ⋅ 2 Baths ⋅ Legacy Leesburg SubDv. ⋅ 34748 Zip Code

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

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

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

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

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

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

2 Beds ⋅ 2 Baths ⋅ Highland Lakes Ph 01 SubDv. ⋅ 34748 Zip Code

Enjoy easy Florida living in this charming 2-bedroom, 2-bath villa in Highland Lakes, a 55+ community where an impressive array of amenities makes it easy to stay active, social and entertained. Inside, the home features an eat-in kitchen with a breakfast nook and convenient pass-through with counter space connecting to the dining room. The recently remodeled Florida Room provides a versatile bonus space currently used as an office, while the two bedrooms and two full baths provide comfortable accommodations for everyday living and guests. Recent improvements include a 2023 roof, 2026 water heater and electrical panels, plus kitchen appliances all updated within the past five years. The real highlight is the Highland Lakes lifestyle. The community clubhouse provides an extensive selection of indoor and outdoor recreation, including indoor and outdoor pools, tennis and pickleball courts, outdoor bocce ball, shuffleboard and horseshoes. Golf enthusiasts can practice their swing at the driving range, while nature lovers can enjoy the community nature trail and catch-and-release fishing in four of the seven lakes. Inside the clubhouse, residents can enjoy billiards, ping pong, a woodworking shop, craft room, library and meeting spaces supporting more than 50 resident activity groups. An on-site RV parking facility adds another layer of convenience. Located in Leesburg, Highland Lakes is close to State Road 27, providing convenient access to the Florida Turnpike and destinations throughout Central Florida. Lake Harris, part of the Harris Chain of Lakes, is also nearby, with several public boat ramps providing easy access to boating and fishing. If you’re looking for a comfortable villa in a community where there is always something to do and someone to do it with, schedule your private tour today.

5536 Rosewall Circle, Leesburg

2 Beds ⋅ 2 Baths ⋅ Highland Lakes Ph 01a SubDv. ⋅ 34748 Zip Code

Immaculately maintained 2-bedroom PLUS DEN awaits new owners! Back yard lends serene greenspace views and privacy from your neighbors. From the curb appeal to the covered front entry, you're sure to be pleased with the interior layout. Open kitchen and dining room | Luxury vinyl plank and tile flooring (NO CARPETING) | vaulted ceiling | Interior laundry room with wash tub, including washer and dryer | kitchen comes complete with all appliances, including natural gas range | Den/Study/Family Room with views over the backyard, with direct access to the Florida Room | The birdcage/screen enclosure beyond was added in 2020 | The Primary Retreat features Luxury Vinyl Flooring, PLANTATION SHUTTERS, an en suite bath with tile flooring, walk-in closet, shower (NO tub), private commode | SPLIT FLOOR PLAN | Guest Bedroom with walk-in closet | Guest Bath has shower-tub combination, tile flooring and linen closet | ROOF 2019 | HVAC 2012 (serviced regularly) | natural gas WATER HEATER 2021 | 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!

5614 Austin Street, Leesburg

3 Beds ⋅ 2 Baths ⋅ Highland Lakes Ph 2-A SubDv. ⋅ 34748 Zip Code

COMPLETE INTERIOR RENOVATION of this BLOCK and STUCCO 3-bedroom home is ready for immediate occupancy! Screen enclosed front entry leads to the open and airy floor plan. ALL NEW fixtures and hardware |KNOCK-DOWN ceiling texture | 6-inch baseboards throughout |DOUBLE PANE WINDOWS | Kitchen features QUARTZ countertops and backsplash, NEW Shaker Style CABINETS with 42-inch upper's, complete with crown molding for a finished look, stainless hardware, soft-close hinges, deep undermount stainless steel sink, stainless appliances, including natural gas range for the chef in the family, and an island with breakfast bar, quartz countertop and more cabinet storage. | Luxury Vinyl Plank flooring throughout the home | freshly painted | Primary Retreat with sliding glass door accessible to the covered lanai, vaulted ceiling, His & Her walk-in closets and an en suite bath featuring seamless tile flooring that flows right into the shower. Updated hardware, bench seat, lighted niche and seamless glass shower door. His and Her separate tall vanities include QUARTZ countertop, Shaker Style cabinetry, and touch mirrors that dim the lighting to create that special ambiance. Soft-close hinges on all cabinets, including medicine cabinets. And let's not forget to mention the Primary bathroom also features His and Her private commodes. Fit for a Queen and her King! | An interior laundry room boasts ample closet storage space, washer and dryer hookup and laundry tub. | Split bedroom layout offers two additional bedrooms that share the guest bath, featuring QUARTZ countertop, tall Shaker cabinet, tile flooring, large linen closet, tub and shower combination and direct access to the enclosed lanai. | Covered screen enclosed lanai has new screens, tile flooring and dual ceiling fans. | ROOF 2026 | HVAC 2021 | WATER HEATER 2019 | Siemens 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!

5606 Laver Street, Leesburg

2 Beds ⋅ 2 Baths ⋅ Pennbrooke Phase 1k, Unit Iii SubDv. ⋅ 34748 Zip Code

LOOKING FOR THE PERFECT FLORIDA RETIREMENT HOME? Welcome to 32901 Enchanted Oaks Lane, located in the desirable 55+ community of Pennbrooke Fairways in Leesburg! This well-maintained 2-bedroom, 2-bath home with a den/study and open Florida/sitting room offers an open, comfortable floor plan and is ready for its next owner to move right in and start enjoying the Florida lifestyle. Step inside and you will immediately notice the fresh, neutral interior, vaulted ceilings, abundant natural light and NO CARPET! The open living and dining areas provide plenty of room for entertaining family and friends, while the den/study offers additional flexible space for a home office, hobby room or guest space. The kitchen features an abundance of wood cabinetry, generous counter space, tiled backsplash, stainless steel appliances, breakfast bar and adjoining dining area surrounded by windows that bring in plenty of Florida sunshine. The spacious primary suite includes a private en-suite bath with barn doors and large walk-in closet, while the second bedroom and guest bath with no tub provide comfortable accommodations for visiting family and friends. One of the home's great features is the enclosed Florida room, providing additional space to relax, read a book, entertain or simply enjoy your morning coffee. Outside, the home's attractive landscaping, decorative edging, irrigation, gutters and spacious driveway contribute to its clean and welcoming curb appeal. ROOF 2021, A/C 2018, HOTWATER HEATER 2022 new ceiling fans throughout along with many other upgrades (see the attached list) add to the home's list of valuable features. And did we mention NO MORE MOWING? Lawn mowing is included through the HOA! Pennbrooke Fairways offers the active Florida lifestyle so many buyers are searching for, with golf, swimming pools, clubhouse, fitness and activity facilities, tennis, softball and numerous recreational and social activities. The community is conveniently located near The Villages, shopping, dining, medical facilities and entertainment, while its Central Florida location provides convenient access to Orlando-area attractions, airports and both Florida coasts. Whether you are looking for a full-time Florida residence or the perfect place to enjoy your retirement years, 32901 Enchanted Oaks Lane is ready to welcome you home. Schedule your private showing today! WHO YOU WORK WITH TRULY MATTERS — LET US SHOW YOU WHY.

32901 Enchanted Oaks Lane, Leesburg

2 Beds ⋅ 2 Baths ⋅ Lake Denham Estates SubDv. ⋅ 34748 Zip Code

Virtually Staged. WHOLE-HOUSE GENERATOR, FULLY FENCED BACKYARD, TWO ADDED SKYLIGHTS, TRIPLE SLIDERS, AND A SCREENED LANAI make this beautifully maintained 2020-built villa stand out in Lake Denham Estates! This 2-bedroom, 2-bath villa also offers a versatile den/flex room that can be used as a home office, guest space, reading room, or hobby area. The open-concept layout is bright and inviting, with two skylights added after construction to bring in even more natural light. The kitchen features solid-surface countertops, a gas range, and smart-home technology, while the spacious primary suite includes dual vanities and two walk-in closets. Triple sliding glass doors open to the screened lanai and fully fenced backyard, creating a wonderful extension of the living space for relaxing, entertaining, pets, or enjoying the Florida sunshine. A whole-house generator provides added peace of mind, and the attached two-car garage offers additional storage and convenience. Lake Denham Estates offers a welcoming community atmosphere with amenities that include a resort-style pool and playground. Conveniently located just off Highway 27 in Leesburg, close to shopping, dining, medical facilities, entertainment, and major roadways. With its thoughtful upgrades, outdoor living space, excellent storage, and move-in-ready condition, this villa offers features that are hard to find in the community. Come see what makes this home different!

29229 Armoyan Boulevard, Leesburg

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