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. Known for its picturesque landscapes and friendly atmosphere, Leesburg offers a delightful blend of small-town charm and modern conveniences. This vibrant community is surrounded by beautiful lakes, lush parks, and scenic nature trails, making it an ideal location for outdoor enthusiasts and families alike.

One of the standout features of Leesburg is its commitment to creating a walkable community. Many neighborhoods in the area boast homes with sidewalks, encouraging residents to enjoy leisurely strolls, morning jogs, or evening bike rides. Picture yourself meandering through tree-lined streets, waving to neighbors, and soaking in the warm Florida sunshine. The sidewalks not only enhance the aesthetic appeal of the community but also foster a sense of camaraderie among residents.

In addition to its inviting atmosphere, Leesburg is home to a variety of amenities, including shopping centers, dining options, and recreational facilities. The historic downtown area offers a unique blend of boutiques, cafes, and cultural events, ensuring that there’s always something happening. With its rich history and vibrant community spirit, Leesburg is a place where you can truly feel at home.

Whether you’re searching for a cozy family abode or a charming retirement retreat, the homes in Leesburg with sidewalks provide the perfect backdrop for a fulfilling lifestyle. Embrace the beauty of this welcoming city and discover the joys of living in a community designed for connection and enjoyment. Welcome home to Leesburg!

Newest Leesburg Homes with Sidewalks Community Features

$345,000
3 Beds ⋅ 2 Baths ⋅ Pennbrooke Ph Q Sub SubDv. ⋅ 34748 Zip Code
Welcome to 842 Old Oaks Lane, a beautifully maintained custom home situated on a private lot in Pennbrooke Fairways, one of Central Florida’s premier gated 55+ communities. With peaceful conservation views and no rear neighbors, this inviting residence offers privacy, generous living spaces, and the relaxed Florida lifestyle. Step through the elegant leaded-glass front door into a bright, open floor plan featuring beautiful hardwood flooring, vaulted ceilings, plantation shutters in all of the bedrooms and expansive views toward the rear of the home. The spacious family room flows into the Florida room, creating an ideal setting for everyday living, entertaining, and enjoying the surrounding natural beauty. Chef inspired kitchen featuring abundant cabinetry, granite countertops, custom backsplash, stainless steel gas appliances, generous storage, and ample workspace. The thoughtfully designed floor plan includes a spacious primary suite with walk-in custom closets, vanity and shower, the second bedroom and custom full bath and shower that can easily function as a second primary suite, plus a separate den or home office with French doors. The expansive Florida room overlooking the conservation area is a true highlight, offering a peaceful setting to enjoy morning coffee, entertain friends, or simply appreciate the privacy and wildlife afforded by having no rear neighbors. Additional features include a 2018 roof, 2012 HVAC system, gas water heater, gas stove, interior laundry room, utility sink and cabinetry, oversized two-car garage, paver driveway and walkway, and mature landscaping. Pennbrooke Fairways offers three golf courses, recreation centers, swimming pools, fitness facilities, tennis and pickleball, clubs, social activities, and on-site dining, all conveniently located near The Villages. 842 Old Oaks Lane offers the space, privacy, and lifestyle that make Pennbrooke Fairways such a special place to call home.

842 Old Oaks Lane, Leesburg
$319,900
3 Beds ⋅ 2 Baths ⋅ Plantation At Leesburg Tara View SubDv. ⋅ 34748 Zip Code
HERE IT IS!!!! Premiere golf commumity "THE PLANTATION" with no rear neighbors just beautiful wildlife and sweeping views of the golf course to enjoy while drinking your coffee in the morning or glass of wine in the evening. Nestled in the Tara view area on a quiet cul-de-sac this future home of yours has it all. A verandah, lanai, Huge kitchen, 3rd bedroom can be office or guest room, and the oversized bonus room adds soooo many options for your florida living. Upgrades include Planataion shutters, laminate wood floors, upgraded master bath, screened garage, new roof 2022. The community has amazing resort -style amenities, so dont miss the chance to live the lifestyle you deserve!!!

25102 Meriweather Road, Leesburg
$239,900
2 Beds ⋅ 2 Baths ⋅ Highland Lakes Ph 01b SubDv. ⋅ 34748 Zip Code
DISCOUNTED INTEREST RATE OPTIONS AND NO LENDER FEE FUTURE REFINANCING MAY BE AVAILABLE FOR QUALIFIED BUYERS. SEE LISTING AGENT FOR DETAILS. Welcome to this inviting home in the sought-after gated 55+ community of Highland Lakes, where peaceful water and conservation views create the perfect backdrop for everyday living. A bright and spacious living room welcomes you inside, while the dining area flows into a sunroom, offering the perfect place to relax and enjoy the surrounding scenery year-round. The eat-in kitchen features a breakfast bar, closet pantry, natural gas range, and opens to a cozy den with direct access to the sunroom and views of the shaded backyard. The split-bedroom floor plan provides added privacy for the primary bedroom offering an en-suite bathroom with dual sinks, a walk-in closet, and a walk-in shower. A comfortable guest bedroom, full guest bath, and interior laundry area complete the home's functional layout. Updates include new roof 2024, a/c 2020, water heater 2025, fresh interior paint throughout 2025 and 2026, seamless Pergo flooring with large upgraded baseboards throughout 2025, new water treatment system 2024, new kitchen appliances and washer/dryer combo 2025, new toilets 2025, and new attic insulation installed in 2025, helping improve energy efficiency and reduce monthly power costs. Highland Lakes offers an exceptional lifestyle with indoor and outdoor pools, pickleball, tennis, bocce ball, shuffleboard, fitness center, clubhouse, pool, woodworking shop, library, walking trails, fishing lakes, RV and boat storage, and a full calendar of social activities. Conveniently located near shopping, dining, and everyday conveniences, this home is ready for you to add your personal touches and make it your own. Click the Virtual Tour link to view the 3D walkthrough.

26166 Newcombe Cir, Leesburg
$256,000
3 Beds ⋅ 2 Baths ⋅ Plantation At Leesburg Tara View SubDv. ⋅ 34748 Zip Code
Affordable. Move-In Ready. Located in one of Central Florida's most sought-after 55+ golf communities. Welcome to The Plantation at Leesburg, where comfort, value, and an active Florida lifestyle come together. Offering just over 1,700 square feet, this home features a popular 3-bedroom, 2-bath split floor plan with the perfect amount of space—roomy enough to entertain, yet easy to maintain. Step inside to discover vaulted ceilings, an inviting open layout, and abundant natural light. The spacious kitchen offers a convenient eat-in dining area, making it the perfect place to gather for morning coffee or casual meals. The generous primary suite features a walk-in closet and private ensuite bath, while the split-bedroom design provides comfort and privacy for family and guests. An inside laundry room and 2-car garage add to the home's everyday convenience. Relax year-round in the enclosed lanai, an extension of your living space that's ideal for entertaining or simply enjoying the peaceful semi-private backyard and Florida's beautiful weather. Enjoy peace of mind with these major updates already completed for you; a NEW ROOF (2026), HVAC (2021), and lanai WINDOWS (2007)—making this home an exceptional value for buyers seeking affordability, and low-maintenance living. The Plantation at Leesburg is a premier guard-gated 55+ golf community offering two golf courses, three clubhouses, heated swimming pools, fitness centers, pickleball, tennis, softball, shuffleboard, bocce, horseshoes, billiards, an on-site restaurant, and a full calendar of clubs, activities, entertainment, and social events. Conveniently located near shopping, dining, medical facilities, and major highways, you'll enjoy easy access to everything Central Florida has to give. Whether you're searching for a full-time residence or the perfect seasonal retreat, this affordably priced, move-in ready home delivers outstanding value in one of Lake County's most desirable active adult communities. Schedule your private showing today and discover why so many love calling The Plantation at Leesburg home!

25111 Bonnie Blue Court, Leesburg
$465,000
3 Beds ⋅ 3 Baths ⋅ Plantation At Leesburg Nottoway Village SubDv. ⋅ 34748 Zip Code
Welcome to resort-style living in the highly sought-after Plantation at Leesburg! Nestled on an oversized corner lot in a quiet cul-de-sac, this beautifully maintained 3-bedroom, 2.5-bath home offers an exceptional floor plan featuring two private primary suites, a guest bedroom, an oversized 3-car garage, and fully paid-off solar panels—providing energy efficiency and long-term savings with no solar loan to assume. Step inside to soaring ceilings, abundant natural light, and expansive living areas accented by gorgeous wood flooring. The spacious kitchen features abundant cabinetry, generous counter space, stainless steel appliances, and a breakfast bar that flows seamlessly into the main living areas, making entertaining effortless. The primary retreat offers dual walk-in closets and a spacious en-suite bath complete with dual vanities, a soaking tub, and a separate walk-in shower. A second private suite provides ideal accommodations for guests, extended family, or multi-generational living. Relax year-round in the enclosed Florida room overlooking the peaceful backyard, or enjoy the convenience of the oversized 3-car garage with plenty of space for vehicles, golf carts, storage, or hobbies. Located in the premier 55+ gated community of Plantation at Leesburg, residents enjoy two championship golf courses, multiple swimming pools, tennis and pickleball courts, a fitness center, an on-site restaurant and clubhouse, and a vibrant social calendar filled with clubs, events, and activities. Conveniently located near Florida’s Turnpike, shopping, dining, medical facilities, and all that Central Florida has to offer. With paid-off solar, two primary suites, an oversized garage, and resort-style amenities, this home offers the perfect combination of comfort, efficiency, and an active Florida lifestyle.

4632 Nottoway, Leesburg
$430,000
2 Beds ⋅ 2 Baths ⋅ Arlington Ridge SubDv. ⋅ 34748 Zip Code
Both Bonds Paid!!! Location! One Of The Prettiest Views Of The Golf Course Awaits You In This Stunning Home, Built In 2006. Relax On The Outside Patio While Grilling, Or Unwind In The Spacious 394 Sq Ft Screened Lanai, Complete With Roll-Up Shades To Ward Off The Sun And Heat. You Simply Can't Find Anything Better Than This! This Beautifully Designed Floor Plan Offers A Roomy 1824 Sq Ft, Featuring 2 Bedrooms Plus A Large Den, With An Open Layout That Flows Seamlessly From The Kitchen To The Living Area, Perfect For Entertaining. Plantation Shutters Throughout Add A Timeless, Elegant Touch. This Home Has Been Thoughtfully Updated With Quality Upgrades Throughout. Highlights Include A New Roof In 2022, A Rheem Tankless Water Heater, And Pull-Down Attic Stairs For Extra Storage In The Large 2-Car Garage, Complete With A New Garage Door Opener And Outside Keypad Entry. Upgraded Porcelain Tile Flooring Graces The Formal Dining Room, Great Room, Den, And Lanai, While Ceramic Tile Flows Through Both Bathrooms, The Kitchen, Nook Area, And Foyer. New Lighting And Faucets Have Been Installed Throughout The Home, Along With Two Solar Tubes For Added Natural Light. Lifetime AC Filters Are Already In Place, And The HVAC System Has Been Maintained Annually. The Gorgeous Kitchen Boasts Upgraded Cambria Quartz Countertops, Under-Cabinet Lighting, And A Large Stainless Steel Sink. Both Bathrooms Feature Quartz Countertops With Stylish Upgraded Vessel Sinks. The Spacious Master Suite Easily Accommodates Large Furniture And Offers A Generous Walk-In Closet. The En Suite Bath Includes A Double Sink Vanity, A Glass-Enclosed Shower With Seat, And A Linen Closet. Don't Miss Your Opportunity To Own This Stunning, Move-In Ready Home! AR Lot 235

26860 White Plains Way, Leesburg
$305,000
2 Beds ⋅ 2 Baths ⋅ Leesburg Arlington Ridge Ph 02 SubDv. ⋅ 34748 Zip Code
Virtually Staged. PRICED TO SELL! QUICK CLOSING POSSIBLE! Welcome to a golf-front home and a life that feels like vacation every day. Nestled in one of Central Florida’s most desirable resort-styled, gated, active-adult golf communities, this beautiful, Low-maintenance 2 bedroom 2 bath w/Flex room and 2 car stretched garage w/Heavy Duty Block & Stucco construction is priced to sell. Home has vinyl flooring throughout the entire home home with tile in wet-rooms (NO CARPETS) The home delivers the comfort, quality, and freedom you’ve been dreaming of all without the resort price tag. Every detail has been thoughtfully cared for giving you peace of mind and more time to enjoy the things you love. Step inside open-concept home and feel the spacious flow of the 27x14 great room with high ceiling to enhance your sense of space is perfect for relaxed evenings or lively gatherings with friends. The kitchen is equipped with plenty of cabinets and counters, closet pantry, fridge and range , (THEY STAY WITH THE HOME) , Golf-Front breakfast nook that’s made for morning coffee and good conversation. The split-bedroom layout offers privacy for you and your guests, while the owner’s suite with ensuite bath w/ walk-in shower, private toilet and walk-in closet. The split bedroom floor plan provides the privacy you need, Step out on to your golf front covered & screened and always shady lanai and breathe in the tranquility of surrounding greenery while sipping your morning coffee or afternoon margarita, the indoor laundry room has cabinets and an extra pantry. With its energy efficient features including insulated block and stucco construction, high elevation, and substantial insurance savings for wind and flood protection, this home offers strength and serenity in equal measure. Recent updates include Anderson windows and fresh interior paint. But what truly sets this home apart is the lifestyle. Arlington Ridge is more than a community it’s a way of living. Spend your mornings on the championship 18-hole golf course, your afternoons at the heated pools or fitness center, and your evenings with neighbors at the on-site restaurant, tavern, or free movie theater. Enjoy tennis, pickleball, billiards, or a peaceful stroll along golf cart-friendly streets lined with sidewalks and manicured landscapes. And with a remarkably low HOA of just $126/month, you’ll enjoy lawn care, high-speed internet, Wi-Fi, and over 200 cable channels included. With hardly any yardwork to worry about, What will you do with all your free time? Conveniently located near shopping, dining, medical services, and a short drive to Orlando’s attractions and both coasts’ beaches, this home blends resort-style living with everyday practicality. Don’t just buy a home, embrace the lifestyle you worked hard for and deserve. Schedule your private showing today and start living your best Florida life at Arlington Ridge. Retirement is not the end, it’s a new chapter just beginning. NO MANDATORY MEMBERSHIPS REQUIRED TO BUY A HOME OR USE ANY OF THE FACILITIES AND NO BUY-IN FEES

3601 Arlington Ridge Boulevard, Leesburg
$339,900
3 Beds ⋅ 2 Baths ⋅ Royal Highlands Ph I Sub SubDv. ⋅ 34748 Zip Code
Completely redesigned top-to-bottom masterpiece in the premier gated 55+ golf community of Royal Highlands! Perfectly situated on a quiet cul-de-sac, this home boasts stunning curb appeal and a sun-filled open layout. NEW Premium wide-plank, wood-look luxury vinyl flooring, fresh interior paint, upgraded designer lighting, and new blinds flow throughout. French doors open seamlessly to a large outdoor deck, perfect for entertaining. The Brand-NEW kitchen completely steals the show. You’ll notice the custom solid wood cabinetry accented by elegant brushed gold hardware. Run your hand across the Gorgeous quartz countertops, noticing how they elegantly cascade over the edge of the striking waterfall island. Everything here is fresh and untouched, from the sparkling, BRAND-NEW stainless steel appliances to the sleek brushed gold faucet. Next, walk into the primary retreat. You'll discover a MASSIVE walk-in closet with room for everything. Then, step into the completely NEW, spa-like bathroom. You'll immediately notice the unique, custom dual-sink vanity, cleverly split by a towering built-in linen cabinet. Rich wood-toned Shaker cabinetry contrasts beautifully with crisp quartz countertops and undermount sinks. Look up to see the stylishly curved, gold-rimmed statement mirrors, then step over to the nice-sized shower to admire the brand-new gold fixtures and hand-held wand. Finally, check out the NEW guest bathroom, which is equally designed to impress. You are greeted by a bright white Shaker vanity, show-stopping Quartz countertop. Slide back the glass enclosure to reveal the true highlight: a flawless, floor-to-ceiling tiled shower elevated by a stunning, brand-new vertical mosaic accent stripe. Every inch of this home feels brand new and ready for you! Roof 2022, A/C 2018, Garage Door Openers 2026. Royal Highlands is a premier Gated golf 55+ neighborhood featuring an 18-hole course, pro shop, restaurant, lakes, indoor/outdoor pools, a gym, tennis, pickleball, softball, bocce, RV storage, and a grand event hall. HOA dues include high-speed fiber internet & cable. Golf-cart friendly! Located in Lake County off Hwy 27, just 1 mile to the FL Turnpike & the new Orlando Health ER, near Clermont, Disney.

5619 Prince Andrew Court, Leesburg
$395,000
3 Beds ⋅ 2 Baths ⋅ Royal Highlands Ph 01ca SubDv. ⋅ 34748 Zip Code
Beautifully maintained Monarch model with block & stucco construction, great curb appeal, and a move-in ready feel throughout. This inviting home offers 2,190 square feet of living area under air, plus an additional 350-square-foot enclosed Florida room featuring new tile flooring and new window blinds. Recent interior and exterior paint, a 2025 roof with a 15-year transferable warranty, updated screens in the entry and a 2020 HVAC system add outstanding value and peace of mind. Inside, the home is designed for comfortable everyday living and easy entertaining, with casual and formal dining and living areas, plantation shutters, abundant closet space, laundry room and updated bathroom vanities with refreshed shower grout. Check out the updated lighting, flooring, and hardware. The kitchen features freshly painted cabinets in a gorgeous coastal shade, a gas range, 42-inch upper cabinets, lower cabinets with pullouts, a pantry, breakfast bar seating, and an open view into the family room. Additional conveniences include central vacuum, a water softener, a 2020 water heater, smart irrigation, and a garage screen with a center door providing convenient access to the driveway. The rear of the home opens to a spacious paver patio with a fire pit, creating a welcoming outdoor space to relax or entertain. Enjoy added privacy with no rear neighbors, as the property backs to the 12th hole of the golf course, and no neighbors directly across the street. Some furniture is negotiable, making this well-cared-for property even easier to enjoy from day one. Located in Royal Highlands, a gated 55+ community offering an 18-hole golf course, on-campus restaurant, pro shop, driving range, two pools, fitness center, billiards, courts, and a full calendar of clubs and activities. The low HOA fee includes cable and internet. A true gem with excellent maintenance, appealing updates, and a desirable setting.

21115 Royal St Georges Lane, Leesburg
$310,000
3 Beds ⋅ 2 Baths ⋅ Plantation At Leesburg Brampton Village Lt SubDv. ⋅ 34748 Zip Code
Welcome to this beautifully maintained Hibiscus model, ideally situated in the desirable Brampton Village of Plantation at Leesburg. Designed with a highly sought-after split-bedroom floor plan, this bright and inviting home offers comfort, functionality, and peace of mind with major recent upgrades. Filled with natural light, the spacious interior features neutral flooring throughout, creating a warm and timeless appeal. The well-appointed kitchen offers rich wood cabinetry, stainless steel appliances, a closet pantry, and a charming breakfast nook overlooking the pristine, oversized backyard. The enclosed lanai serves as a wonderful all-season room, perfect for relaxing with your morning coffee, entertaining guests, or enjoying the beautiful Florida lifestyle year-round. The generous primary suite is a private retreat, complete with dual closets and an ensuite bath featuring dual vanities, a soaking tub, and a separate walk-in shower. On the opposite side of the home are two additional spacious bedrooms, offering excellent privacy for family or guests. (One bedroom currently has the closet removed, providing flexibility for use as an office or hobby room.) Situated on nearly a quarter-acre lot, the home also features an oversized garage with ample space for vehicles, storage, or a workshop, as well as an indoor laundry room with additional shelving for extra storage. Enjoy the confidence of significant recent improvements, including a new roof (2025), new HVAC system Nov 2024, and new water heater (2026). As an added perk to the buyers , all existing furniture is negotiable, making this truly a move-in-ready opportunity. Don't miss your chance to own this exceptional home in one of Central Florida's premier active adult communities, offering outstanding amenities, beautiful golf courses, and an unmatched lifestyle.The Plantation at Leesburg is a Premier 55+ Active Lifestyle Community. Enjoy leisurely rounds of golf on two beautifully maintained 18-hole championship courses, or stay active on lighted tennis courts perfect for evening matches. Unwind by one of three sparkling pools and Jacuzzis, or embrace a healthy lifestyle with access to world-class fitness centers, volleyball, and pickleball courts. With over 100 planned activities each week, there’s always something exciting to look forward to—whether it’s social gatherings, fitness classes, or hobby clubs. The community is set against a backdrop of scenic, landscaped boulevards and tranquil lakes, offering the perfect setting for fishing, walking, or simply relaxing in nature.Three expansive clubhouses serve as hubs of activity and connection, while an on-site restaurant offers delicious dining just steps from your door. At The Plantation at Leesburg, everything you need to enjoy a vibrant, fulfilling lifestyle and so much more !

24100 Peekskill Street, Leesburg
$270,000
2 Beds ⋅ 2 Baths ⋅ Pennbrooke Ph M Sub SubDv. ⋅ 34748 Zip Code
Welcome to 228 Grand Vista Trail, a rare opportunity to own a lovingly maintained, original-owner home ideally situated in Pennbrooke Fairways. Nestled within one of Central Florida's premier gated 55+ communities, this exceptional residence combines peaceful golf course views, quality craftsmanship, and an active Florida lifestyle. Pride of ownership is evident throughout this beautifully maintained home, featuring rich hardwood floors, luxury vinyl plank flooring in select areas, granite countertops, abundant natural light, and a spacious floor plan designed for comfortable everyday living and effortless entertaining. The inviting kitchen offers generous workspace with stainless steel appliances, and flows seamlessly into the living and dining areas, creating the perfect setting for gathering with family and friends. Major updates provide added peace of mind, including a new roof installed in 2021 and a complete Gas HVAC system replacement in 2016, including the condenser and air handler/furnace. Step onto the screened lanai and enjoy tranquil views overlooking the manicured 8th tee of the Oaks Golf Course. Just beyond the lanai, a spacious composite deck expands your outdoor living space, providing the perfect setting for grilling, entertaining guests, or simply relaxing while taking in the beautiful golf course views. Whether you're an avid golfer or simply appreciate the serenity of golf course living, this outdoor retreat offers the ideal place to enjoy your morning coffee or unwind at the end of the day. Pennbrooke Fairways is one of Central Florida's premier gated 55+ communities, offering three golf courses (2 Executive 9-hole courses and 1regulation 9-hole course), multiple swimming pools, a fitness center, tennis and pickleball courts, shuffleboard, a softball field, walking paths, an on-site restaurant, and an extensive calendar of clubs and social activities. Conveniently located near shopping, dining, medical facilities, The Villages, and Florida's Turnpike, you'll enjoy the perfect balance of peaceful community living and convenient access to everything Central Florida has to offer. If you've been searching for an original-owner golf course home with thoughtful updates, exceptional outdoor living space, and an unbeatable lifestyle, 228 Grand Vista Trail is an opportunity you won't want to miss. Who You Work With Truly Matters... Let Us Show You Why.

228 Grand Vista Trail, Leesburg
$364,900
3 Beds ⋅ 2 Baths ⋅ Bradford Ridge SubDv. ⋅ 34748 Zip Code
A 3-car garage, gas appliances, a private lot with no rear neighbors, and a screened patio are just a few of the standout features of this beautiful 3-bedroom, 2-bath home. Built in 2023, this home offers the benefits of modern construction with an open-concept design and a highly desirable layout. The spacious kitchen is the heart of the home, featuring a large island, granite countertops, stainless steel appliances, and a stylish backsplash overlooking the dining and living areas. The open floor plan creates an inviting space for both everyday living and entertaining. Situated on a premium lot near the back of the neighborhood, this home offers added privacy with no homes behind you, along with an oversized paver driveway and a screened patio perfect for enjoying the Florida lifestyle. Conveniently located just minutes from the Chain of Lakes, shopping, dining, and everyday conveniences, this home provides the ideal combination of comfort and location. Don’t miss the opportunity to own this exceptional home in a desirable newer community. Schedule your private showing today and discover why 1113 Bradford Ridge Drive, Leesburg, FL 34748 is the perfect place to call home!

1113 Bradford Ridge Drive, Leesburg
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