Leesburg Homes with Sidewalk Exterior Features

Leesburg Homes with Sidewalk Exterior Features

Welcome to Leesburg, Florida, a charming city nestled in the heart of Lake County, where the warm Florida sun shines down on vibrant neighborhoods and lush landscapes. Known for its rich history and friendly atmosphere, Leesburg offers a unique blend of small-town charm and modern conveniences, making it an ideal place for families, retirees, and everyone in between.

One of the standout features of Leesburg is its commitment to community and outdoor living. Many homes in this picturesque area boast inviting sidewalks, encouraging residents to explore their neighborhoods on foot. Imagine leisurely strolls under the shade of ancient oak trees, where children can ride their bikes and neighbors can catch up on the latest happenings. Sidewalks not only enhance the aesthetic appeal of the community but also foster connections among residents, creating a welcoming environment for all.

The homes in Leesburg are as diverse as its residents, featuring a variety of architectural styles that cater to different tastes and lifestyles. Whether you’re seeking a cozy cottage, a spacious family home, or a modern retreat, you’ll find a property that suits your needs. With the added charm of sidewalks, many homes provide easy access to local parks, shops, and dining options, ensuring that everything you need is just a short walk away.

In Leesburg, you’re not just buying a home; you’re investing in a lifestyle that celebrates community, outdoor activity, and the beauty of Florida living. Come explore the enchanting neighborhoods of Leesburg, where your dream home awaits!

Newest Leesburg Homes with Sidewalk Exterior Features

1212 Osceola Avenue, Leesburg
$325,000
4 Beds ⋅ 2 Baths ⋅ Leesburg Bonaire Heights 02 SubDv. ⋅ 34748 Zip Code
Welcome to this beautifully remodeled Colonial-style home where timeless character meets modern design, just minutes from Downtown Leesburg! From the moment you arrive, the classic black-and-white exterior, mature trees, spacious lot, and expansive covered front porch create an unforgettable first impression. Inside, nearly every detail has been thoughtfully updated with new flooring, modern lighting, crown molding, fresh finishes, and custom touches throughout. The beautifully remodeled kitchen features white shaker-style cabinetry, quartz-style countertops, gold hardware, an oversized black sink with statement faucet, and brand-new stainless-steel appliances. The spacious living room retains the home’s original charm with a beautiful brick fireplace and abundant natural light. The versatile four-bedroom, two-bath floor plan features the primary bedroom and an additional bedroom downstairs, with two additional bedrooms and a full bathroom upstairs. Both bathrooms have been beautifully remodeled with marble-look tile showers, contemporary vanities, matte-black fixtures, and modern finishes. Enjoy the oversized covered front porch, spacious yard, and mature Central Florida setting, all just minutes from the shops, dining, entertainment, and historic charm of Downtown Leesburg. Convenient to Central Florida’s lakes and recreation, the greater Orlando area and its world-famous attractions, with Florida’s beaches within reach for an easy day trip. Beautifully remodeled, full of character, and truly move-in ready—schedule your private showing today!

1212 Osceola Avenue, Leesburg
3658 Caspian Street, Leesburg
$287,000
3 Beds ⋅ 2 Baths ⋅ Lake Denham Estates SubDv. ⋅ 34748 Zip Code
Virtually Staged. BEST-PRICED HOME IN LAKE DENHAM ESTATES! This 3-bedroom, 2-bath home offers 1,614 sq ft of comfortable living space, with solar panels to be PAID IN FULL by the seller at closing with acceptable offer, a fully fenced backyard, fresh interior paint, professionally cleaned carpets, and a 2-car garage. Eligible buyers may also qualify for USDA financing with 0% down.This 3-bedroom, 2-bath home offers 1,614 sq ft of comfortable living space along with PAID-OFF solar panels, a fully fenced backyard, fresh interior paint, professionally cleaned carpets, and a 2-car garage. Eligible buyers may also qualify for USDA financing with 0% down. Inside, you'll find a bright, open-concept layout connecting the living, dining, and kitchen areas, along with a split-bedroom floor plan that provides added privacy. The kitchen features a large center island with seating and prep space, stainless steel appliances, a gas range, generous cabinetry, and an oversized pantry. The spacious primary suite features a walk-in closet and private bath with a walk-in shower and generous vanity space. Two additional bedrooms and a full guest bath provide plenty of room for everyday living, guests, or a home office. Step outside to the covered lanai overlooking the fully fenced backyard, offering plenty of space for outdoor dining, entertaining, pets, or creating your own backyard retreat. Additional features include a hardwired security system that can remain with the home and transfer to the new owner with a separate monthly monitoring subscription, a tankless water heater, natural gas, and PAID-OFF solar panels. Lake Denham Estates offers a community pool, playground, park, and sidewalks, all while keeping you close to shopping, dining, entertainment, outdoor recreation, and Lake Harris. Downtown Leesburg is approximately 5 minutes away, with convenient access to Florida’s Turnpike for easy travel throughout Central Florida. Schedule your private showing today!

3658 Caspian Street, Leesburg
5808 Cliffbow Loop, Leesburg
$309,415
3 Beds ⋅ 2 Baths ⋅ Groves At Whitemarsh SubDv. ⋅ 34748 Zip Code
Virtually Staged. Under Construction. The Portland is the perfect floorplan to take advantage of the Florida lifestyle. In this home guests are greeted by a covered entryway that leads into a spacious main level living area. No matter where you are in this space, the open floorplan is a great place for entertaining family and friends. The kitchen island, allows for natural movement through the main level, keeping the kitchen as the focal point of the home. Two spacious bedrooms share a hall bath on the main level, and the real showcase of this home is the primary suite which offers the utmost luxury and privacy. You have everything you need with dual vanities, a large walk-in closet, and standing shower. This home is an oasis for those looking for a new construction home, built for the way you live! *Photos are from a similar home.

5808 Cliffbow Loop, Leesburg
6220 Cliffbow Loop, Leesburg
$342,415
4 Beds ⋅ 3 Baths ⋅ Groves At Whitemarsh SubDv. ⋅ 34748 Zip Code
Virtually Staged. Under Construction. The Seaton is the perfect single-family home for growing families and first-time buyers. Step from your front door or two car garage into a light, airy living area with an open kitchen overlooking the great room- complete with access to private patio or large covered lanai for those who enjoy outdoor activities or entertaining guests alike! On the other side of this ideal setup lie three bedrooms, two bathrooms, a walk-in laundry room and more! The secluded primary suite has all you need in privacy; dual sinks, spacious closet plus extra linen storage make it feel like nothing else matters but restful comfort! Get ready to settle down somewhere special – come see why this 2,001 square foot new construction could be just what you've been looking for! *Photos are from a similar home.

6220 Cliffbow Loop, Leesburg
4431 Nottoway Drive, Leesburg
$260,000
3 Beds ⋅ 2 Baths ⋅ Plantation At Leesburg Nottoway Village SubDv. ⋅ 34748 Zip Code
Welcome to 4431 Nottoway Drive, a spacious 3-bedroom, 2-bath home with 1,751 square feet of living space and a 2-car garage, located in Nottoway Village within The Plantation at Leesburg, a gated 55+ golf community. With a NEW ROOF in 2024 and NEW HVAC in 2025, two of the home's major systems have already been updated. Inside, the light and bright floor plan features tall ceilings in the living room and kitchen, creating an open and spacious feel. The living area is centered around a propane fireplace, while the kitchen overlooks the main living space and offers plenty of cabinetry and counter space, making it easy to stay connected while cooking or entertaining. A separate dining area provides additional space for gathering with family and friends. The spacious primary suite features direct access to the screened lanai, generous closet space and an en-suite bath. The second bedroom provides comfortable space for guests, while the third room is ideally suited as a study, den, office or hobby room. You'll also appreciate the indoor laundry room and abundant storage, including a large walk-in pantry/storage area. Multiple sliding glass doors connect the interior to the expansive SCREENED LANAI, creating an inviting extension of the living space and a comfortable place to enjoy Florida's year-round lifestyle. Mature landscaping and established trees add to the home's setting. Residents of The Plantation at Leesburg enjoy an active lifestyle with 36 holes of golf, The Oaks Bar & Grill, multiple pools, fitness centers, hot tubs, pickleball, tennis, softball, bocce, shuffleboard, archery, horseshoes, cornhole, activity halls, a woodworking shop, library, art room, billiards and a wide variety of clubs and activities. Whether you're enjoying a morning round of golf, relaxing on the screened lanai, meeting friends for dinner or taking advantage of the many amenities, 4431 Nottoway Drive offers an opportunity to enjoy the Florida lifestyle in one of Leesburg's established 55+ communities. Schedule your private showing today!

4431 Nottoway Drive, Leesburg
4711 Heritage Trail, Leesburg
$535,000
2 Beds ⋅ 2 Baths ⋅ Arlington Ridge SubDv. ⋅ 34748 Zip Code
Love to travel? Then you will want to see where the RV parks when you get home. This turnkey home is one of the few in Arlington Ridge with an RV garage, so your RV or motorcoach stays right at home. The RV garage measures 47' long x 15' wide with a 12' wide x 14' high door. Use it for an RV, boat, classic car, motorcycles, storage, or a workshop. It is in addition to a separate two-car garage, so there is no choosing between the things you love and the room to keep them. The community RV clean-out station is just down the street. Inside, the kitchen opens to the living room. Between the home and the RV garage sits a Tuscan-inspired courtyard with a gas stone fireplace, gas-lit wall sconces, a wrought-iron gate, and potted lemon and lime trees. It is a private spot for morning coffee or winding down after a day on the road. No rear neighbors adds privacy in the backyard, and HOA-approved pool renderings are available from the seller for anyone considering a future pool. Recent improvements include a 2023 roof and a 2026 A/C unit. The 18-hole championship golf course flows through the entire community. The low HOA for this home is $134.91 per month. It covers lawn mowing, edging, and blowing, premium cable TV, high-speed internet, and 24/7 paid security guards at the front gate. It also covers the resort-style amenities: fitness center, aerobics room, lap pool, and a large community pool with a beach area and a secluded hot tub. There is plenty to do. Catch a film in the movie theater. Head to Fairfax Hall for events, dancing, shows, and plays staged by the resident Little Theater Group. Join arts and crafts, social groups, and charities. Play tennis, pickleball, bocce, or softball on a community team. Walk or bike the trails. Enjoy great food at both the Grill and the Tavern. Arlington Ridge is a 55+ community that allows a set percentage of residents under 55. The Florida Turnpike, grocery stores, restaurants, medical offices, and hospitals are minutes away. Schedule your private tour and see how well this home fits the lifestyle you have been looking forward to.

4711 Heritage Trail, Leesburg
2125 Amor Way, Leesburg
$520,000
5 Beds ⋅ 4 Baths ⋅ Leesburg Lagomar Shores SubDv. ⋅ 34748 Zip Code
Welcome to your dream oasis in the desirable Lagomar Shores community of Leesburg! Built in 2017, this stunning contemporary two-story, single-family residence has been beautifully elevated to feature an expansive 5-bedroom, 3.5-bathroom floor plan boasting 3,185 square feet of living space. Complete with a 2-car garage featuring a direct interior entrance into the home, a dual AC system offering customized climate control for each floor, and spectacular indoor-outdoor upgrades, this home is designed for premium Florida living. Enjoy enhanced privacy and style with a newly added, fully screen-enclosed front stone veneer entrance opening into a bright, welcoming foyer. Inside you’ll find a highly desirable, open floor plan that flows effortlessly from the entrance into the main living areas, making it perfect for both daily living and hosting guests. Arrive home easily through the direct interior entrance from the 2-car garage, leading into the main floor spaces near a dedicated downstairs laundry room that adds ultimate functional convenience. The Gourmet Dream Kitchen integrates perfectly into the open layout, offering high-end finishes including a spacious granite breakfast bar counter island perfect for casual dining and complete with a built-in sink, dishwasher, and additional built-in cabinets for maximize storage. The crown molding, 42-inch custom cabinetry, recessed lighting, premium double built-in oven, glass stove top, convenient closet pantry, and stainless-steel appliances make this a great gathering space for hosting gathering. Your Retreat to the downstairs master bedroom, is complete with an elegant tray ceiling and tall windows that flood the room with gorgeous natural lighting and leads to a luxurious ensuite bathroom that features dual sinks, a separate toilet closet for privacy, and an over-sized walk-in shower equipped with multiple shower heads, including a premium rain shower head. Inside you will also find an oversized walk-in closet for all your clothing needs. As you ascend the beautifully remodeled wooden staircase you will come upon your entertainment Hub with a massive 27x16 loft area that serves as an ideal gaming arena, media room, or casual hangout space. The upstairs layout features 4 spacious bedrooms and 2 full bathrooms—including a clever Jack and Jill bathroom accessible directly from two of the bedrooms. Back downstairs, Step through dual French doors into a brand-new resort-style retreat. The centerpiece is a stunning, custom-engineered free-form Gunite inground swimming pool measuring 17' wide by 38' long with a rare 9' deep end. The pool features natural flowing curves, multiple serene stone waterfalls, custom leveled edge designs, a salt chlorinator ready for easy saltwater conversion, and custom recessed lighting for magical night swims. The entire outdoor space is fully protected by a massive, soaring 50' by 40' screen enclosure standing 16' tall, offering unparalleled volume and openness. Call today for your private tour!

2125 Amor Way, Leesburg
29496 Caspian Street, Leesburg
$284,900
3 Beds ⋅ 2 Baths ⋅ Lake Denham Estates SubDv. ⋅ 34748 Zip Code
Welcome to Lake Denham Estates, where this immaculate 3-bedroom, 2-bath Jemison offers a USDA 0% down financing option for qualified buyers, along with seller-offered closing cost assistance. Beautiful curb appeal welcomes you into 1,645 square feet of thoughtfully designed living space. A spacious entry and wide hallways lead to an open living and dining area overlooking the expansive, fully fenced backyard. The kitchen offers abundant cabinet space, a large walk-in pantry, and a gas range. A dedicated laundry room, ample storage, smart home features, a sprinkler system, and a tankless gas water heater add everyday convenience. The desirable split floor plan gives everyone room to spread out. One bedroom and a full bath sit in their own wing, while another bedroom with French doors makes a wonderful guest room or home office. The spacious primary suite features a walk-in closet and an en suite bath with double sinks, a private water closet, and a walk-in shower. Out back, the covered lanai is the perfect place to relax and enjoy the generous yard. Lake Denham Estates offers a community pool overlooking a conservation area and a playground, with shopping, dining, and major Central Florida routes nearby. Whether you’re searching for a primary residence, second home, or investment property, come see all this home has to offer. Schedule your private showing today and ask about the available financing and closing cost options!

29496 Caspian Street, Leesburg
3366 Curlew Avenue, Leesburg
$324,900
3 Beds ⋅ 2 Baths ⋅ Lake Denham Estates SubDv. ⋅ 34748 Zip Code
ADORABLE, AFFORDABLE & MOVE-IN READY —Welcome home to where comfort, space and backyard privacy come together! Step through the spacious foyer into a bright, open and airy great room with high ceilings and plenty of room for entertaining. You will love these luxury vinyl flooring planks added in September of 2024! The beautiful kitchen is sure to impress with sparkling quartz countertops, stylish cabinetry, a large center island with sink and bar seating, walk-in pantry and a full complement of appliances, including a four-door refrigerator, smooth-top range, built-in microwave and dishwasher. The oversized primary suite offers a private retreat with the bath offering dual sinks, granite countertops, large glass-enclosed walk-in shower, separate water closet and an impressive 10’ x 6’ walk-in closet. A split-bedroom design provides added privacy for two more bedrooms and bath for family or guests, while the inside laundry includes a Samsung front-loading washer and dryer! Relax on the screened porch, fire up the grill and enjoy the peaceful setting overlooking Flat Island Preserve with NO REAR NEIGHBORS! An attached two-car garage provides plenty of room for your vehicles, and the low HOA fee of just $58 per month includes use of the community pool and playground. Conveniently located near shopping, medical facilities, The Villages and the Florida Turnpike for an easy commute to Orlando. Your next “Home Sweet Home” is waiting—don’t miss this opportunity! Call today and schedule your private showing!!

3366 Curlew Avenue, Leesburg
26032 Newcombe Circle, Leesburg
$204,900
2 Beds ⋅ 2 Baths ⋅ Highland Lakes Ph 01b SubDv. ⋅ 34748 Zip Code
RENOVATED and ready for immediate occupancy! This single-family Villa with courtyard entrance is PRICED TO MOVE - Don't wait! Furniture negotiable | 2-bedroom split lay out with 2 full bathrooms | NEW HVAC (August 2026) | OVER-SIZED garage features 274sf with screened entry | NEW stainless appliances | washer and dryer included | GRANITE countertops in kitchen | PORCELAINE PLANK TILE FLOORING throughout and nearly new carpet and pad in bedrooms | NEW BLINDS |NEW FRONT DOOR and hardware | Fresh interior paint | Covered enclosed rear patio has NEW PERGO luxury vinyl plank flooring AND NEW vinyl WINDOWS scheduled for install, making this currently screen enclosed space ideal for year-round enjoyment. | Skylight and solar tube add loads of natural lighting | Dining and living room combination with vaulted ceiling, 8-foot sliding glass door to access the covered lanai. The Primary Retreat features makeup vanity with single sink, walk-in closet, shower-tub combination and skylight. This split bedroom floorplan boasts the Guest Bedroom at the front of the home, over-looking the courtyard, features dual closets and direct access to the guest bath; featuring updated vanity and shower-tub combination. Entire interior freshly painted April 2025 | Roof 2024 | HVAC 2026 | Water Heater approximately 6 years new | Updated electric panel | Highland Lakes is a gated 55+ community situated in Central Florida just south of Leesburg & offers residents the following amenities: Recreational Clubhouse with two swimming pools; indoor (heated) & outdoor, a softball field complete with concession stand, an indoor arena with a stage for comm. events, complete kitchen, billiard/ping pong rm., 4 tennis courts (2 courts are lighted), 1 indoor tennis court, 8 lighted shuffle board courts, bocce ball courts, 2 outdoor and 4 indoor pickleball courts, 7 horseshoe pits, covered picnic pavilion with picnic tables & grills to barbeque, library, meeting/card room, exercise room/fitness, craft room, golf driving range, RV/boat storage (included in HOA) & has 260 spaces on a secured lot (fenced & lockable), a Craftsmen building/woodworking shop (homeowners can join the club for only $12 annually and use any/all tools available), there's also a Nature Trail within the community & seven lakes scattered throughout Highland Lakes; 4 are used by residents for catch & release fishing! Don't wait............. call now to schedule your private tour!

26032 Newcombe Circle, Leesburg
102 Palmora Boulevard, Leesburg
$510,000
4 Beds ⋅ 3 Baths ⋅ Leesburg Palmora Rep Blk A SubDv. ⋅ 34748 Zip Code
Light-filled historic charm meets modern updates in Leesburg’s Palmora neighborhood. Built in 1937, this beautifully maintained home features original hardwood and terrazzo floors, original doors and hardware, plantation shutters, a renovated 2022 kitchen, updated 2024 bath, and a private home office with a 2025 mini split. Major improvements include a 2018 main-house roof, 2026 detached garage roof, updated electrical, 2023 water heater, and 2026 upstairs AC. High and dry in Flood Zone X, the home is less than one mile from Venetian Gardens Park and Lake Harris and just minutes from historic Downtown Leesburg’s shops, dining, and community events. Timeless character, thoughtful updates, and an easy Florida lifestyle all in one.

102 Palmora Boulevard, Leesburg
29923 Anahid Dr, Leesburg
$279,900
3 Beds ⋅ 2 Baths ⋅ Lake Denham Estates SubDv. ⋅ 34748 Zip Code
Virtually Staged. LIKE-NEW HOME WITH HIGH CEILINGS, QUARTZ COUNTERTOPS & FULLY FENCED BACKYARD! Swim in the Community Pool. This beautifully maintained home shows like new and is move-in ready! Great curb appeal starts with attractive landscaping, a paver driveway and walkway, and continues inside with high ceilings, fresh interior paint and beautiful tile flooring throughout the main living areas..... The spacious kitchen features quartz countertops, stainless steel Whirlpool appliances, a natural gas range, stainless steel sink and a large built-in pantry. The open floor plan provides plenty of room for everyday living and entertaining, with access to a covered rear patio overlooking the fully fenced backyard with 6-foot vinyl privacy fencing. A convenient gate in the backyard provides direct access to the community mailboxes and outdoor fitness area with exercise equipment..... The split-bedroom floor plan offers a private Primary Suite at the rear of the home with carpeting, a large walk-in closet and ensuite bath featuring dual vanities, beautiful tile and a walk-in shower. Two additional bedrooms are located on the opposite side of the home along with a second full bath with tub/shower..... Additional features include a natural gas water heater, large laundry room, hallway storage, keyless entry and pavers on the driveway, walkway and covered rear patio. Lake Denham Estates offers community amenities including a swimming pool, playground, outdoor fitness area and more. A backyard gate provides convenient direct access to the community mailboxes and an outdoor fitness area. Conveniently located close to shopping, restaurants, medical centers and everyday services. Meticulously maintained, freshly painted and ready to go — this one feels almost brand new!

29923 Anahid Dr, Leesburg
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