Leesburg Homes with Sidewalks Community Features

Leesburg Homes with Sidewalks Community Features

Welcome to Leesburg, a vibrant city nestled in Lake County, Florida. Known for its natural beauty, friendly community, and rich history, Leesburg offers a wonderful place to call home.

Situated in the heart of Florida, Leesburg boasts a prime location with easy access to major cities like Orlando and Tampa. Residents here enjoy a relaxed lifestyle while still being close to all the amenities and attractions that these bustling cities have to offer. With its warm climate and abundant sunshine, Leesburg is a haven for outdoor enthusiasts, offering opportunities for boating, fishing, hiking, and golfing.

One of the standout features of Leesburg is its Homes with Sidewalks community. This community is designed to provide a safe and pedestrian-friendly environment for residents. With sidewalks lining the streets, residents can enjoy leisurely strolls, jog, or bike around the neighborhood. It not only promotes a healthy and active lifestyle but also fosters a strong sense of community as neighbors have more opportunities to interact and connect.

Living in a Homes with Sidewalks community in Leesburg means you can enjoy the convenience of walking to nearby parks, schools, shops, and restaurants. It's a wonderful place for families, professionals, and retirees alike, offering a peaceful and secure environment to call home.

If you're looking for a city that combines natural beauty, a friendly community, and a Homes with Sidewalks community, Leesburg is the perfect choice. Come and discover the charm and warmth of this delightful city in the heart of Florida.

Newest Leesburg Homes with Sidewalks Community Features

25247 Cranes Roost Circle, Leesburg
$244,900
2 Beds ⋅ 2 Baths ⋅ Plantation At Leesburg Golfview SubDv. ⋅ 34748 Zip Code
Come and join in the fun in this snowbird friendly neighborhood. Yards are maintained by Golfview HOA. They also powers wash your house twice a year. This community also enjoys their private pool only available to Golfview residents. 2 bedrooms, plus den 2 car garage, front screened porch and back screened porch for relaxing on those warm Florida days. Don't relax too much because there is so much to do in this community. Driveway parties are especially popular. 36 holes of golf and friendly golfers to team up with. On site restaurant is a short golf cart drive away. Enjoy live music on the patio of the Oaks Grille or sing along to karaoke. 3 amenity centers await you with everything from bingo to craft fairs to fitness center, library, dances and 3 heated pools. It is time to join in the lifestyle of the Plantation at Leesburg, a premiere 55 plus guard gated community.

25247 Cranes Roost Circle, Leesburg
4408 Bedford Way, Leesburg
$269,900
2 Beds ⋅ 2 Baths ⋅ Arlington Ridge Ph 1-C SubDv. ⋅ 34748 Zip Code
ASSUMABLE 3.5% FHA MORTGAGE!! MAINTENCE FREE Built in 2022 this home is extensively upgraded Custom Plantation shutters thru out, custom closet organization thru out including laundry room, 6 solar tubes electronically control for daylight, whole home water treatment system, under the sink 5 stage osmosis water treatment system, luxury vinyl flooring thru out, security system, gutters,14x5 extended rear patio, screened lanai, front entry storm door, upgraded landscaping,10 year parts and labor HVAC warranty, white shaker cabinetry, primary suite has custom walk in closet with built in drawers and shoe storage, walk in tiled shower with glass shower door. This home was thoughtfully upgraded and beautifully maintained. Every improvement, from custom closets to specialty lighting to premium outdoor enhancements have been completed so you can enjoy your retirement lifestyle. Arlington Ridge is a 55 plus golf course community rich in amenities to include, movie theater, on site restaurant, library, fitness center, heated pools, craft center and many clubs and organizations. HOA fee includes lawn and landscape maintenance, yard irrigation, roof replacement, exterior painting, cable tv and internet. FHA loan is assumable thru FHA qualification guidelines.

4408 Bedford Way, Leesburg
4704 River Ridge Drive, Leesburg
$389,000
3 Beds ⋅ 2 Baths ⋅ Plantation At Leesburg Glen Eagle Village Tr A-E SubDv. ⋅ 34748 Zip Code
WELCOME HOME TO THE PLANTATION AT LEESBURG! This exceptional golf course home was thoughtfully upgraded by owners who intended it to be their forever home, and it shows in every detail. Perfectly situated overlooking the 6th hole with no rear neighbors, this beautifully updated residence offers the ideal combination of comfort, efficiency, and resort-style living in one of Central Florida's most desirable 55+ communities. The heart of the home is a stunning renovated kitchen featuring updated cabinetry, granite countertops, modern fixtures, and newer appliances. Both bathrooms have been beautifully remodeled with granite countertops, updated fixtures, and walk-in showers, while the spacious primary suite offers dual closets, a garden tub, and a relaxing retreat at the end of the day. Major upgrades provide peace of mind for years to come, including a 2015 roof, new double-pane double-hung tilt-in windows, new sliding glass doors, replaced HVAC ductwork (2020), whole-house water softener system, recessed lighting throughout, and luxury vinyl flooring throughout the home. Step outside to the screened lanai featuring an insulated roof rated for winds up to 125 mph and enjoy picturesque golf course views. The oversized garage has been extended by approximately 2 feet and houses a Tesla Powerwall battery system. Combined with the solar panel system and assumable home warranty, you'll enjoy energy savings, electric bill credits, and up to 5 days of whole-home backup power during outages. If you've been searching for a home that combines modern updates, energy efficiency, golf course views, and an active lifestyle community, this one truly checks every box. Residents of The Plantation enjoy two championship golf courses, swimming pools, fitness centers, pickleball, tennis, walking trails, clubhouses, endless activities, and a low HOA with no CDD fees. Move-in ready, loaded with upgrades, and designed for worry-free Florida living. Schedule your private showing today before this incredible home is gone!

4704 River Ridge Drive, Leesburg
25233 Lost Oak Circle, Leesburg
$320,000
3 Beds ⋅ 2 Baths ⋅ Plantation At Leesburg Hidden Oak Village SubDv. ⋅ 34748 Zip Code
Welcome to refined Florida living in the Plantation at Leesburg, a guard-gated community with 24/7 security where an active lifestyle, golf course scenery, and thoughtful home upgrades come together. Ideally positioned within the community—close to activities yet quietly set back—this well-cared-for 3-bedroom, 2-bath home offers peaceful golf course views and a private outdoor setting designed for year-round enjoyment. Inside, the home features a bright, open living and dining layout complemented by recent improvements throughout. The kitchen features custom cabinets, a custom backsplash, newer stainless steel appliances, a breakfast bar, and a dinette overlooking the golf course. The primary living areas and bedrooms are comfortably carpeted, while the kitchen, laundry room, and front entry feature luxury vinyl plank flooring. The spacious primary suite offers backyard views and an updated ensuite with a refreshed walk in shower, fixtures, and dual vanities. Step outside to the enclosed lanai, enhanced with new vertical blinds, window and frame repairs, thresholds, and its own air conditioning, allowing you to enjoy sunsets, wildlife, and golf course views in comfort. Additional updates include plantation shutters, a Bryant HVAC system installed in 2022, refreshed landscaping with sod, plants, edging, and brickwork, and a whole-house water filtration system. Residents of the Plantation at Leesburg enjoy a vibrant 55+ lifestyle with two championship golf courses, three clubhouses, heated pools, tennis and pickleball courts, walking trails, and a full calendar of clubs and social events, all conveniently located near shopping, dining, medical facilities, and major roadways—offering the lifestyle you’ve been waiting for in a move-in-ready home.

25233 Lost Oak Circle, Leesburg
32656 Oak Park Drive, Leesburg
$249,900
2 Beds ⋅ 2 Baths ⋅ Pennbrooke Ph 01g Tr A-B SubDv. ⋅ 34748 Zip Code
Spectacular Lifestyle, Immaculate Home and Great Neighbors and Community. This is what its all about. Beautifully Updated Home with Solar Panels & Private Wooded and Forest Views in Pennbrooke Fairways Welcome to Pennbrooke Fairways, a sought-after gated 55+ golf community in Leesburg, Florida, where an active lifestyle meets the comfort of home. This beautifully updated 2-bedroom, 2-bathroom single-family home offers an inviting combination of modern improvements, an open and airy feel, and a peaceful natural setting that's becoming harder to find. The moment you walk through the front door, you'll appreciate the wonderful sense of space. Your eyes travel straight through the home to the elegant French doors and the screened lanai beyond, creating an open, light-filled atmosphere that makes the home feel remarkably spacious. Step outside and discover one of this property's most special features: no rear neighbors, just approximately 40 acres of wooded conservation providing a beautiful natural backdrop and a sense of privacy and tranquility. Imagine enjoying your morning coffee or unwinding in the evening surrounded by the sights and sounds of nature! Inside, the home has been refreshed from top to bottom, with new flooring throughout, fresh interior paint, new appliances, and renovated bathrooms with attractive upgrades. The result is a clean, updated interior that feels welcoming from the moment you arrive. Solar panels add an energy-conscious feature, offering buyers another reason to take a closer look. Outside, a lovely combination of new and mature landscaping enhances the home's curb appeal and creates a warm, welcoming first impression. And then there's the Pennbrooke Fairways lifestyle! This gated 55+ community offers a wealth of recreational and social opportunities, including golf, a clubhouse, swimming pool, fitness facilities, tennis, pickleball, and more. Whether you prefer an active calendar filled with activities or simply enjoy the comfort of a welcoming community, there's plenty to appreciate. A beautifully refreshed home, an exceptional wooded backdrop, and a community designed for enjoying the Florida lifestyle — all in one inviting package. Come see why 32656 Oak Park Drive deserves a place at the top of your list!

32656 Oak Park Drive, Leesburg
24151 Belle Mede Drive, Leesburg
$369,900
3 Beds ⋅ 2 Baths ⋅ Plantation At Leesburg Belle Terre Village L SubDv. ⋅ 34748 Zip Code
This majestic home will serve all your needs. Split bedroom floor plan. The second bedroom has direct entry to a full bath. The 3rd bedroom/den has a murphy bed and custom cabinet that has a drop-down desk and closet. It is so functional. Entertain the entire family with the formal living room, formal dining room, functional kitchen that opens t0 the family room and breakfast area. The laundry room has built in cabinets and a wash sink. Garage is EXTRA DEEP! Great for storing your boat. You will need that boat for fishing on the lakes around here. Some of the best bass fishing around. The Livingroom extends into the 3-season lanai thru glass sliding patio doors. From there you can enjoy sitting on your stone patio. The curb appeal of this home, along with the covered front porch, brick paver driveway, friendly "pineapple exterior light fixtures will impress you, your friends and neighbors. Plantation at Leesburg is a guard gated 55+golf community and rich with exciting amenities. 36 holes of golf, on site restaurant, majestic oak trees and a main club house that makes you think you are at Tara Plantation This home is move in ready, freshly painted interior and professionally cleaned and shined.

24151 Belle Mede Drive, Leesburg
4727 Independence Trail, Leesburg
$350,000
3 Beds ⋅ 2 Baths ⋅ Arlington Ridge SubDv. ⋅ 34748 Zip Code
** BOTH BONDS WILL BE PAID BY SELLER AT CLOSING** The Baywood II is a very popular floor plan easy to maintain. 3 /2 bath, 1708 SF. This home is Meticulously Maintained it shows like a Model Home with Large Eat-in Kitchen, Double wide Pantry, Stainless Appliances , Whole House Water System with RO system in Kitchen. Natural Gas stove as well as Hot water Heater, & heat for the House. 2 car Garage with drop down stairs to Attic for more storage. House is well insulated with R 38 in Attic & R 11 Insulation in the Concrete Walls of the house which also makes it sound proof. The Gorgeous Laminate Wood Floor through out the home & Ceramic Tile in the Kitchen & both Baths. The master Bedroom & EN Suite are stunning. Two separate Large Walk In Closet w/ Linen closet, Dual sinks Vanity on comfort level Corian Counter tops & ADA toilets in Both Bathrooms. Washer /Dryer stays with the house in the utility room. Arlington Ridge is a 18 Hole Championship Golf Course. You will never be bored in Arlington Ridge , there is Tennis, Pickle ball, Bocce, 3 softball teams, classic car events as well as Music & Dancing and soo much more. Sewing & Quilting, charity groups to join. Swim to your delight in the Lap Pool or the huge Community Pool that has a beach area. We are set up for the Handicap also. There is also the Chesapeake Bay Grill for really great tasting and reasonably price meals as well as our sports bar Tavern. Golf Tournaments, Travel Group and more... Arlington Ridge is centrally located. We are a hour from both coast, an hour from Orlando & Tampa Airports. Not to mention we are in Lake County home of over 100 Lakes for fishing, skiing any water sport you want. Leesburg offers entertainment, charming shops, Great Restaurants & sooo much more. Please Visit and see this Stunning Home and Arlington Ridge.

4727 Independence Trail, Leesburg
3409 Curlew Avenue, Leesburg
$279,900
3 Beds ⋅ 2 Baths ⋅ Lake Denham Estates SubDv. ⋅ 34748 Zip Code
Situated by the serene Lake Denham and completed in 2022, this 3 bedroom, 2 bathroom home seamlessly combines modern architecture with the tranquility of nature. Step inside to discover luxury vinyl plank flooring and an expansive open layout, ideal for socializing and entertaining. The kitchen, equipped with stainless steel appliances and lavish granite countertops, is a haven for both cooking enthusiasts and gracious hosts. A fully fenced backyard offers added privacy and a perfect setting for relaxed outdoor living. With its blend of contemporary style and natural beauty, this home offers unparalleled comfort and sophistication. The Lake Denham community offers residents a sparkling pool for relaxation, an outdoor gym for fitness enthusiasts, and a playground for fun. This home qualifies for USDA financing, offering eligible buyers the opportunity to purchase with 0% down, competitive interest rates and potentially lower mortgage insurance costs. Don't miss the chance to make this extraordinary property your dream home!

3409 Curlew Avenue, Leesburg
21113 Edinborough Place, Leesburg
$389,999
3 Beds ⋅ 3 Baths ⋅ Royal Highlands Ph 01a SubDv. ⋅ 34748 Zip Code
Virtually Staged. Welcome to this modified and expanded three-bedroom, three-bath Majestic model in Royal Highlands, an active 55+ golf and pet-friendly community where HOA services include cable and internet. Offering 2,512 square feet under air, this flexible home has space for today’s lifestyle—whether you need a home office, game room, dedicated music room, or private suite with its own bathroom. Set along the 14th fairway of the Monarch Golf Course, the home features a screened lanai with western exposure and breathtaking sunset views. Inside, enjoy vaulted and tray ceilings, spacious rooms, casual and formal dining areas, a split-bedroom floor plan, interior laundry, abundant closets, and generous storage. The oversized garage can also accommodate a golf cart. Recent improvements include a brand-new 2026 roof with an updated Low-E glass skylight, fresh paint, exterior power washing, a new electric range, granite counters and updated sink, plantation shutters, and pet-friendly laminate flooring. A 2020 water heater adds peace of mind. Professionally trimmed oak trees, colorful wildflowers, and inviting curb appeal complete the setting, while the premium location keeps you close to community amenities. Royal Highlands offers 18 holes of golf, a driving range, an on-site restaurant, two pools, a fitness center, and a great hall hosting theater productions, live entertainment, and dancing. Residents can also enjoy courts, crafts, a kiln, a library, and more. Schedule your private tour today and discover the space, views, and active lifestyle this exceptional home has to offer!

21113 Edinborough Place, Leesburg
4641 River Ridge Drive, Leesburg
$250,000
2 Beds ⋅ 2 Baths ⋅ Plantation At Leesburg SubDv. ⋅ 34748 Zip Code
Welcome to the beautiful Golf Course Community of The Plantation of Leesburg! This well maintained 2 Bedroom 2 Bath home with an Office/craft or extra space is waiting for you to arrive to your move in ready home. With all Laminate and tile flooring. As you walk into the spacious living room with tall ceilings you will enjoy this space that has slider doors that lead out into an enclosed tiled Lanai with new windows in 2025 and tile but also has an additional screen room to enjoy the outdoors. There is a patio deck for your BBQ grill. There is a formal dining room. In the kitchen there is lots of newer cabinets with newer Quartz Counter tops with lots of space. The kitchen boasts Stainless Steel appliances, a pantry for the laundry room and an additional pantry for all of you canned groceries. The Main bedroom is very spacious with a large walk in closet and Laminate flooring. The main bathroom has double sinks, a soaker tub and a spacious shower. Counter tops are Quartz. The second bedroom has Laminate flooring and a double closet. A linen closet is located outside in the hallway close to the second bathroom that has a tub/shower with Quartz Countertop. The 3rd room can be used as a craft room, office or a guest bedroom. New Roof in 2017, New Hot Water Tank 2017, New AC unit 2018. The Plantation at Leesburg is a resort-style, golf course community, offering endless opportunities for recreation and connection. Enjoy two 18-hole championship golf courses, three clubhouses, three pools, tennis courts, shuffleboard, pickleball, a memorial park honoring our veterans, dock, pavilion, fitness rooms, billiards, sauna, dart room, archery range, baseball field, restaurant, golf shop, RV and extra vehicle storage, and 24-hour gated security. You’ll find clubs and activities for every interest—Diamond Painting, Choral Society, Woodworkers, Writers Guild, Theater, Louisiana Club, Retired Nurses, Democratic and Republican Clubs, Book Club, American Heritage Club, Christian Women’s Fellowship, RV Club, Bowling Leagues, Bicycle Club, and many more. Or simply enjoy peaceful walks, scenic nature paths, and abundant wildlife throughout the community. Ideally located just 1.5 miles from The Villages—without the high prices—this home is close to the Turnpike, shopping, hospitals, and restaurants. Situated in the heart of Central Florida, you're only about an hour to both the Atlantic and Gulf coasts. Come experience the resort lifestyle for yourself and discover the perfect blend of comfort, beauty, and community in this inviting home at the Plantation at Leesburg.

4641 River Ridge Drive, Leesburg
25520 Maurepas Lane, Leesburg
$325,000
2 Beds ⋅ 2 Baths ⋅ Plantation/Leesburg Ashland Vl SubDv. ⋅ 34748 Zip Code
Welcome to 25520 Maurepas Lane, where comfort, thoughtful upgrades, and resort-style living come together in the sought-after Plantation at Leesburg! Situated on a manicured corner lot, this inviting 2-bedroom, 2-bath home with an additional den/flex space offers an open floor plan with high ceilings and plenty of updates throughout! Major updates provide added peace of mind, including a BRAND-NEW ROOF (just 4 weeks old), a 2020 HVAC system, a whole-home water softener installed in 2019, a brand-new microwave, a stove replaced approximately 2 years ago, and lanai screening replaced just 2 months ago, and it doesn't stop there! The spacious kitchen features modern cabinetry, an updated backsplash, stainless steel appliances, and a convenient breakfast bar overlooking the main living area. Both bathrooms have been tastefully updated, while the generous primary suite offers dual vanities, a massive walk-in closet, and direct access to the screened lanai. Step outside to enjoy your tranquil lanai or unwind beneath the charming backyard pergola. Beyond your doorstep, enjoy everything Plantation at Leesburg, a premier gated 55+ community, has to offer! With three amenity centers—The Manor, Ashley Hall, and Hermitage Hall—residents enjoy swimming pools, recreational activities, softball, bocce ball, darts, hobby clubs, and countless opportunities to stay active and connected. Beautifully maintained, thoughtfully updated, and surrounded by incredible amenities—this is the Florida lifestyle you've been looking for!

25520 Maurepas Lane, Leesburg
4530 Peach Tree Street, Leesburg
$295,000
2 Beds ⋅ 2 Baths ⋅ Plantation At Leesburg Glen Eagle Village Tr A-E SubDv. ⋅ 34748 Zip Code
FLORIDA LIVING WITH THE UPDATES YOU’VE BEEN LOOKING FOR! Enjoy a beautifully updated home in The Plantation at Leesburg, a sought-after 55+ gated community offering resort-style amenities and an active lifestyle. This 2-bedroom, 2-bathroom home with a versatile den/study offers approximately 1,841 square feet of living space, with updated finishes and major system improvements to help you spend less time worrying about renovations and more time enjoying your home. From the moment you arrive, manicured landscaping, attractive curb appeal, and elegant French double entry doors create a welcoming first impression. Inside, soaring ceilings enhance the spacious feel as you enter the formal living room overlooking the enclosed patio. The family room flows into the dining area and beautifully remodeled kitchen, creating a functional layout for everyday living and entertaining. The kitchen features updated cabinetry, quartz countertops, a decorative tile backsplash, an island with bar seating, and newer stainless-steel appliances that convey with the sale. A separate pantry and inside laundry room add everyday convenience, while the den/study offers flexible space for a home office, hobbies, or a quiet retreat. The split-bedroom floor plan places both bedrooms away from the main living areas for added privacy. The primary suite features a walk-in closet with an organizer and a remodeled en-suite bathroom with dual sinks, updated vanities and mirrors, a relaxing soaking tub, and a separate frameless glass-enclosed shower with decorative tile and stone finishes. The remodeled guest bathroom features an updated vanity and a tub/shower combination. Enjoy Florida’s outdoor lifestyle from the covered, enclosed patio with an extended lanai enclosure, perfect for relaxing or entertaining. Additional features include updated windows, large front picture windows, and ceramic tile and luxury vinyl plank flooring throughout. Major system updates include the HVAC system replaced in 2019, electrical panel updated in 2019, and water heater replaced in 2017. The Plantation at Leesburg offers a resort-style 55+ lifestyle with a 24-hour staffed gate, an on-site restaurant, golf course, swimming pools, fitness centers, tennis and pickleball courts, activity centers, and a variety of clubs and social activities. Enjoy dining, recreation, and opportunities to connect with neighbors right within the community, along with convenient access to nearby shopping, medical services, and entertainment throughout Central Florida.

4530 Peach Tree Street, Leesburg
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