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 Southern hospitality meets modern living. Known for its picturesque landscapes and friendly atmosphere, Leesburg offers a delightful blend of small-town charm and vibrant community life. With a rich history dating back to the 1800s, this city boasts a unique character that captivates both residents and visitors alike.

One of the standout features of Leesburg is its commitment to creating welcoming neighborhoods. Many homes in this area are part of communities designed with sidewalks, promoting a walkable lifestyle that encourages outdoor activity and connection among neighbors. Imagine taking leisurely strolls along tree-lined streets, where you can greet friendly faces and enjoy the beauty of your surroundings. These sidewalks not only enhance the aesthetic appeal of the neighborhoods but also provide safe pathways for families, joggers, and pet owners alike.

Leesburg is also home to a variety of amenities, including parks, recreational facilities, and local shops that cater to every need. The community hosts numerous events throughout the year, fostering a sense of belonging and camaraderie among residents. Whether you’re exploring the vibrant downtown area or enjoying a day at one of the nearby lakes, there’s always something to do in this lively city.

If you’re looking for a place that combines the warmth of community living with the convenience of modern amenities, Leesburg is the perfect choice. Discover your dream home in a neighborhood with sidewalks, where every day can be a new adventure!

Newest Leesburg Homes with Sidewalks Community Features

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
5641 Laver Street, Leesburg
$232,000
2 Beds ⋅ 2 Baths ⋅ Highland Lakes Ph 02a SubDv. ⋅ 34748 Zip Code
Well Maintained and Immediately available 2 Bedroom/ 2 Bath property located in the Active Adult, Maintenance-free, Premier Community of Highland Lakes. Open floor plan with vaulted ceiling. The rear 10x20’ Lanai is Furnished and perfect for Entertaining Family, Friends, the Morning Coffee or Afternoon Florida Sunsets in Comfort. The GARAGE Walls are fitted with PEGBOARD which is a great space saver for garden tools and implements. This "Little Bit of Heaven" is Perfect as a Retirement Home, Seasonal Winter Escape or Investment property. "It is said that, "You just can't stop others from moving to Florida" Truer words were never spoken and Central Florida is the Place to be. Highland Lakes, a Premium community offers Tons of Resort-Style Amenities to Include: Indoor and Outdoor Swimming Pools, Golf Driving Range, Clubhouse, Fitness Center, Library, Craft Room, Billiards and Ping Pong Room. Also a Ballroom with Stage, 4 Tennis Courts, Pickleball Courts, Shuffleboard, Bocce Ball, 7 Horseshoe Pits, Softball Field, Woodworking Shop, Walking Trails, Fishing Lakes, Picnic Pavilions, RV and Boat Storage, AND countless Social Activities and Clubs. The home is Solid! 6 Yr old Roof, Serviced AC and Beautifully Landscaped. Sooo! check this Beauty out while it is available. Property is being offered at below market value. Oh! If a Boater or Fisherman, you'll understand the "Little bit of Heaven" reference! - Chain of Lakes. Schedule a Showing today! You won't be disappointed.

5641 Laver Street, Leesburg
21411 Royal Troon Drive, Leesburg
$425,000
3 Beds ⋅ 2 Baths ⋅ Royal Highlands Ph 2-A SubDv. ⋅ 34748 Zip Code
Welcome to this elegant, thoughtfully updated single-family home in a desirable 55+ community, beautifully situated on a gorgeous premium lot. The three-bedroom, two-bath residence features a sought-after split floor plan, inside laundry room, and a bright, functional design ideal for comfortable everyday living and entertaining. Extensive improvements include all-new Andersen windows (2021), roof (2021), engineered hardwood flooring (2022), and a beautifully remodeled kitchen (2023) with granite countertops, soft-close cabinetry, convenient pullouts, a new gas stove and microwave, and a brand-new refrigerator. Both bathrooms have been remodeled with new tile flooring. Additional enhancements include a new roof, added roof insulation, crown molding, three solar tubes, updated lighting fixtures and ceiling fans, and fresh interior and exterior paint. Enjoy Florida living from the expanded lanai and bird cage. The garage offers pull-down attic access, attic storage, and a separate golf cart bay. A drip irrigation system serves the courtyard, while the paver driveway and walkway add attractive curb appeal. A transferable termite bond provides added peace of mind. This move-in-ready home combines style, functionality, and an exceptional setting—an opportunity not to be missed. The York Model floor plan features a screened courtyard entry, pass-through from the kitchen to the dining area-providing an open concept living lifestyle, and conservation views with sunsets and privacy. Royal Highlands has a low monthly HOA fee that includes cable, internet, manned gate, and tons of amenities. Equipped with a fitness center, two pools, courts, craft rooms, library, on-campus restaurant, and large event hall. Close to MCO, amusement parks, lakes & water activities, you’ll find the retirement lifestyle you’ve been longing for!

21411 Royal Troon Drive, Leesburg
4355 Bent Creek Lane, Leesburg
$414,500
3 Beds ⋅ 2 Baths ⋅ Arlington Rdg-Ph 3b SubDv. ⋅ 34748 Zip Code
Welcome to Arlington Ridge, a highly appealing Gated 55+ Golf Community in Leesburg! You will enjoy this beautifully maintained home. This 3 Bedroom, 2 Bath home sits on a Premium Corner Lot with virtually no drive by traffic in this back location. Open-Concept Floor Plan perfect for everyday living and entertaining. Features include Crown Molding through-out a spacious Living Room with views of Large Screened Lanai, along with a well-appointed KITCHEN with abundant Cabinetry, Granite Countertops, an oversized Breakfast Bar, Black Stainless Steel Appliances package, and a Dinette filled with natural light. The split-bedroom floor plan provides privacy, while the spacious Master Suite offers Dual Sinks, a Walk In Shower, Large Double Walk-In Closets, and a private Toilet Room. The 2nd and 3rd Bedrooms are located at the other side of the home with the Guest Bathroom between them. Additional highlights include an extended 2-Car Garage with a Custom Golf Cart Bay moved to the side of the home, a Finished (protective coating) Garage Floor, an indoor Laundry Room, and Sliding Glass Doors leading to the Covered Screened-In LANAI with Privacy Blinds, ideal for enjoying the Florida lifestyle. The home has Gas Appliances and a Generac Generator for Emergency Back-Up and it is situated on a Landscaped Corner Lot featuring RESORT-STYLE AMENITIES including Pools, a Fitness Center, Tennis, a Restaurant, a Theater, and numerous Social Activities. The low HOA fee of $127/month includes Amenities like Internet, Cable TV, Lawn Care, Edging, Blowing. Conveniently located near Shopping, Restaurants, Medical Facilities, and The Villages. MOVE-IN READY!

4355 Bent Creek Lane, Leesburg
25005 Cranes Roost Circle, Leesburg
$289,000
3 Beds ⋅ 2 Baths ⋅ Plantation At Leesburg Golfview SubDv. ⋅ 34748 Zip Code
Sunset views on your screened lanai, southern covered front porch for morning coffee, these are just two of the exterior features you will enjoy about this golf course home. 3 Bedrooms, 2 baths, family room, dining room and kitchen dinette enhance your entertaining vibe. Home is move in ready with bathroom updates and kitchen updates. No carpet. just easy-care luxury vinyl. Interior colors reflect the Florida vibrant living. 2 car garage(with garage screen) and large laundry room with utility sink round out this perfect home. If you are looking for an easy home to maintain, look no further. The lawn care, landscape trimming and power washing exterior of your home s included , maintained thru the HOA. These snowbird owners have loving taken care and updated this home for you. This neighborhood is special to the Plantation as they have their own private pool to enjoy. You will find friendly, helpful neighbors, driveway parties, pool parties, sports games, dining clubs, within this neighborhood, Home is located on adjacent to a green on the Cranes Roost golf course (currently under renovations) Plantation at Leesburg living will include 3 heated pools 3 club house, one being the Manor that will remind you of Tara Plantation. Pickleball is big, bocce ball, softball, tennis, horseshoes, archery, and many more amenities. RV storage is available. The Oaks bar and grille serves up great food along with music and other entertainment. 36 holes of golf mean you can always get a tee time. Plantation at Leesburg is a 55 plus security gated community within an hour of either coast and the Orlando Parks. HOME CAN BE PURCHASE TURN KEY! some personnel items are exempt.

25005 Cranes Roost Circle, Leesburg
29789 Anahid Drive, Leesburg
$325,000
4 Beds ⋅ 3 Baths ⋅ Lake Denham Estates Phase 1 SubDv. ⋅ 34748 Zip Code
Welcome home to this spacious 2 story home in Leesburg Florida - featuring 4 bedrooms, 2.5 bathrooms, and a thoughtfully designed split floor plan that offers both comfort and functionality. The primary suite is conveniently located on the main level, providing a private retreat away from the additional bedrooms upstairs. The main floor features an inviting kitchen with easy access to the home’s living spaces, making it ideal for everyday living, entertaining, and gathering with family and friends. The primary bedroom and private bath offer added convenience and privacy, while the additional half bath is perfect for guests. Upstairs, you’ll find three additional bedrooms and a versatile loft area that can serve as a second living room, home office, playroom, or entertainment space. The backyard features a fully enclosed privacy fenced backyard for any furry friends the new owner may have. This layout provides flexibility for families, guests, or anyone needing extra room to work and relax. With its spacious two-story design, desirable split-bedroom layout, and functional living spaces, this Leesburg home offers a wonderful combination of privacy, versatility, and everyday comfort. Whether you’re looking for room to grow, space to entertain, or a home that accommodates a variety of lifestyles, this property has plenty to offer.

29789 Anahid Drive, Leesburg
32226 Summertree Circle, Leesburg
$249,990
3 Beds ⋅ 2 Baths ⋅ Pennbrooke Ph Ie Sub SubDv. ⋅ 34748 Zip Code
Completely remodeled from head to toe, this stunning 3-bedroom, 2-bath home in the sought-after 55+ community of Pennbrooke Fairways delivers the fresh, modern feel buyers are looking for! Step inside to discover vaulted ceilings that create an open, airy atmosphere, brand-new luxury vinyl flooring throughout, fresh interior paint, and stylish new lighting and fixtures at every turn. The gorgeous, completely updated kitchen steals the show with crisp shaker cabinets, quartz countertops, a beautiful new backsplash, and brand-new stainless steel appliances. Both bathrooms have been beautifully renovated with retiled showers, new vanities, new toilets, and updated mirrors for a clean, contemporary finish. Outside, enjoy fresh exterior paint and the added peace of mind of a brand-NEW 2026 ROOF AND NEW HVAC. Even the garage has received attention with a refinished floor! But the appeal doesn't stop at the front door! Pennbrooke Fairways offers an incredible lifestyle with affordable HOA fees that include cable TV, high-speed internet, lawn maintenance, and RV and boat storage. Enjoy resort-style amenities including a 27-hole golf course, heated swimming pools and hot tubs, tennis and pickleball courts, an on-site restaurant and salon, gated entry, and plenty of community activities. Beautifully updated, packed with amenities, and ready for its next owner — this is Florida living at its best!

32226 Summertree Circle, Leesburg
27239 White Plains Way, Leesburg
$305,000
2 Beds ⋅ 3 Baths ⋅ Leesburg Arlington Ridge Ph 1-C SubDv. ⋅ 34748 Zip Code
Virtually Staged. QUICK CLOSING & MOVE-IN POSSIBLE! Short 250 Feet walk to the amenities, golf course, restaurant & pub, Embrace the exterior maintenance-Free Lifestyle in this 2 bedroom, 2 1/2 bath with low maintenance concrete block & stucco home with 2 car garage and inside laundry room. Enjoy the luxury feel of wood cabinetry and open kitchen perfect for entertaining, 3 seat bar-top, stainless kitchen appliances that stay, indoor laundry room with washer & dryer that stay, Low HOA of $303/month includes full lawn care, irrigation water & system, new roof when needed, exterior painting, high-speed internet, Wi-Fi, and over 200 cable channels. Community has On-site RV and boat parking available, . Safe & Secure gated community With no yardwork nor exterior maintenance to worry about, What will you do with all your free time? Arlington Ridge is more than a community it’s a way of living. Spend your mornings on the championship 18-hole golf course (no Membership Required. Pay only when you play as well as numerous amenities at no extra charge, Spend your afternoons at the heated pools or well-equipped fitness center with a pool view..., and your evenings with friends and neighbors at the on-site restaurant, tavern, or free movie theater. Enjoy tennis, pickleball, bocce, billiards, all just a 1 block walk or quick golf cart ride away. Take a peaceful stroll, walk the dog or bike ride along sidewalk lined streets. THIS IS A GOLF-CART FRIENDLY COMMUNITY WITH MULTIPLE CARD , HOBBY AND GAMES GROUPS. 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. One of the most affordable communities to purchase homeowner's insurance in. YOU DO NOT HAVE TO PURCHASE A SOCIAL NOR GOLF MEMEBRSHIP TO PURCHASE IN COMMUNITY OR TO USE AMENITIES.

27239 White Plains Way, Leesburg
4634 Belle Grove, Leesburg
$237,000
2 Beds ⋅ 2 Baths ⋅ The Plantation At Leesburg Belle Grove SubDv. ⋅ 34748 Zip Code
PEACEFUL POND & CONSERVATION VIEWS + RESORT-STYLE 55+ LIVING! Welcome to 4634 Belle Grove, tucked away on a quiet cul-de-sac in the highly desirable Plantation at Leesburg. This spacious 2-bedroom, 2-bath home offers approximately 1,692 square feet of comfortable living space with a layout designed for both everyday living and entertaining. Inside, you'll find generous living and dining areas, an eat-in kitchen with abundant cabinetry and counter space, and a bright Florida room where you can relax and enjoy the peaceful setting. The primary suite offers a private bath with dual sinks and an oversized shower, while the second bedroom provides plenty of space for guests, an office, or hobbies. Additional highlights include wood flooring, double-pane windows, inside laundry, a 2-car carport, golf cart garage, and a long driveway offering ample parking. Step outside to one of the home's best features—a tranquil rear setting overlooking the pond and conservation area. Enjoy your morning coffee, unwind in the evening, or simply take in the Florida scenery from your own backyard. Located in The Plantation at Leesburg, residents enjoy an active 55+ lifestyle with an incredible selection of amenities, including gated entry, multiple clubhouses and activity centers, three community pools, fitness facilities, pickleball, tennis, bocce, softball, archery, woodworking facilities, walking areas, and an extensive calendar of clubs, social events, and activities. Golf enthusiasts will love having two 18-hole golf courses right within the community, and golf-cart-friendly streets make it easy to get around and enjoy everything The Plantation has to offer. With a newer HVAC system (2023) and roof (2025), peaceful water and conservation views, and access to one of Leesburg's most amenity-rich active-adult communities, this home offers the Florida lifestyle you've been looking for. Schedule your private showing and come see what makes 4634 Belle Grove such a special place to call home!

4634 Belle Grove, Leesburg
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