Leesburg Homes with Community Mailbox Community Features

Leesburg Homes with Community Mailbox Community Features

Welcome to Leesburg, Florida – a charming city nestled in the heart of Lake County, where southern hospitality meets vibrant community living. Known for its picturesque landscapes and warm climate, Leesburg offers residents a delightful mix of outdoor activities, cultural events, and a strong sense of community. With its beautiful lakes, lush parks, and scenic walking trails, this city is perfect for those who appreciate nature and a relaxed lifestyle.

One of the standout features of Leesburg is its welcoming neighborhoods, particularly those with Community Mailbox setups. These thoughtfully designed communities foster a sense of togetherness, encouraging neighbors to connect and engage. Imagine stepping outside your front door to greet friendly faces as you stroll to the community mailbox, creating a daily ritual of camaraderie and conversation.

Homes in these communities are designed with comfort and convenience in mind. Many properties boast modern amenities, spacious layouts, and beautiful outdoor spaces perfect for entertaining or simply enjoying the serene Florida sunshine. The close-knit atmosphere of these neighborhoods enhances the quality of life, making it easy to forge lasting friendships and build cherished memories.

Beyond the community features, Leesburg offers a variety of local attractions, including quaint shops, delightful dining options, and numerous recreational opportunities. Whether you’re exploring the historic downtown area or enjoying a day at one of the nearby lakes, there’s always something new to discover in this vibrant city.

If you’re seeking a place where community spirit thrives and home feels like a haven, Leesburg is the perfect destination. Come experience the charm of this beautiful city and find your dream home in a community that truly cares.

Newest Leesburg Homes with Community Mailbox Community Features

$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
$69,900
2 Beds ⋅ 1 Baths ⋅ Molokai Co-Op SubDv. ⋅ 34788 Zip Code
This 2-bedroom, 1-bathroom home is perfectly sized for a new homeowner in the 55+ Molokai Co-Op community, where you own the land with no lot rent. The home features updated flooring throughout and new cabinetry in the kitchen. The inviting Florida Room is ideal for relaxing and enjoying the beautiful Florida surroundings. While you’re here, be sure to explore the community amenities, including the clubhouse, pool, and a variety of clubs you can join to make the most of life in the park.

11 Hawaiian Way, Leesburg
$309,900
3 Beds ⋅ 2 Baths ⋅ Royal Highlands Ph 01d SubDv. ⋅ 34748 Zip Code
Virtually Staged. Tucked on a cul-de-sac in the gated 55+ community of Royal Highlands, this expanded Balmoral offers a peaceful conservation setting with no rear neighbors. The 3-bedroom, 2-bath home has 1,559 square feet of living space and solid surface flooring throughout, including engineered hardwood and ceramic tile. The eat-in kitchen features a breakfast bar, closet pantry, built-in microwave and recessed lighting. It opens to a spacious great room with sliding doors to the screened lanai, where vinyl stacking windows and a convenience bar with a refrigerator make the space easy to enjoy in every season. An adjoining patio offers another spot to relax outdoors and take in the natural setting. The primary suite includes a walk-in closet, jetted tub, separate shower and dual-sink vanity. An inside laundry room leads to the two-car garage, while plantation shutters and a screened front entry add to the home’s appeal. All appliances, the water heater and the HVAC system have been replaced within the last five years. Royal Highlands offers indoor and outdoor pools, pickleball and a convenient Leesburg location near the Florida Turnpike.

4512 Inverness Drive, Leesburg
$525,000
3 Beds ⋅ 3 Baths ⋅ Leesburg SubDv. ⋅ 34748 Zip Code
Picture your mornings starting on your own private, second-story balcony, sipping coffee as the sun rises over the quiet woods behind your home. Located in one of Leesburg’s premier communities, this beautiful property welcomes you with a picture-perfect paver driveway, a cozy front porch, and the effortless upkeep of premium Rhino Shield exterior paint. Inside, warm, real hardwood floors flow through an open and airy layout. Step into a light-filled gourmet kitchen where baking and hosting feel effortless. Crisp double ovens stand ready for holiday meals, while a generous central island and breakfast bar invite friends to pull up a stool and chat while you cook. This beautiful space flows naturally into a formal dining room, making it easy to transition from casual meal prep to elegant candlelit dinners. Downstairs also features a cozy fireplace in the living room and a bright, dedicated office that could easily become a fourth bedroom or a creative studio. The layout offers a rare and luxurious setup with two separate primary suites. The main-floor suite is perfect for guests, while the upstairs serves as your ultimate personal sanctuary, complete with a charming reading loft. When it's time to unwind, step out into the massive, screened-in lanai. With a dramatic two story screen and a backyard that backs right up to the trees with no rear neighbors, it feels like your own private, peaceful oasis. Welcome home.

5384 Aurora Drive, Leesburg
$103,000
2 Beds ⋅ 2 Baths ⋅ Molokai Co-Op SubDv. ⋅ 34788 Zip Code
Welcome to 107 Diamond Head Drive in the 55+ resident-owned Molokai community! This 2-bedroom, 2-bathroom home offers a pond view and an enclosed Florida room providing additional flexible living space. Enjoy the amenities of this active community, including a swimming pool, shuffleboard court, clubhouse, and much more. Conveniently located in Leesburg near shopping, dining, recreation, and everyday conveniences. Whether you're looking for a comfortable full-time residence or a place to enjoy the Florida lifestyle, this home offers the opportunity to become part of an established 55+ resident-owned community.

107 Diamond Head Drive, 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
$357,000
2 Beds ⋅ 2 Baths ⋅ Plantation At Leesburg Nottoway Village SubDv. ⋅ 34748 Zip Code
Virtually Staged. REFINED FLORIDA LIVING in The Plantation at Leesburg! Beautifully updated and situated on a landscaped CORNER LOT in desirable Nottoway Village, this 2BR/2BA + STUDY home offers 2,051 sq ft, an ENCLOSED FLORIDA ROOM and expansive SCREENED LANAI. With extensive recent improvements, this home shows beautifully with a LIKE-NEW, MOVE-IN READY feel! The interior features CROWN MOLDING, and a neutral color palette ready to complement any décor. NEW 2026 LUXURY VINYL PLANK flooring throughout the main living areas and bedrooms. The UPDATED KITCHEN shines with NEW QUARTZ countertops, freshly painted cabinetry with SOFT-CLOSE doors/drawers and new hardware, NEW Samsung stainless RANGE, DISHWASHER AND REFRIGERATOR, NEW SINK and FAUCET, center ISLAND, pantry, and abundant storage. A SEPARATE DINING ROOM just off the kitchen provides the perfect setting for easy entertaining. The spacious PRIMARY SUITE features a CUSTOM WALK-IN CLOSET and private ensuite with dual vanities, makeup area, garden tub and separate shower. The GUEST BEDROOM and adjoining STUDY share a convenient JACK-AND-JILL BATH, creating flexible space for guests, a home office or additional living needs. Relax in the nearly 27-ft ENCLOSED FLORIDA ROOM, then step outside to the LARGE SCREENED CAGE—an inviting place to enjoy Florida evenings and gaze at the stars. Major improvements include NEW AC 2026, NEW WATER HEATER 2026 and NEW ROOF 2024, plus IMPACT WINDOWS in select areas, freshly painted interior, solar board attic barrier and foam insulation in the cinder blocks. The EXTENDED 2-CAR GARAGE features an epoxy floor, cabinetry and WORKBENCH. Enjoy the sought-after 55+ GOLF COMMUNITY lifestyle with pools, fitness, pickleball, tennis, golf, clubhouses, restaurant and activities. BEAUTIFULLY UPDATED, LIKE-NEW & MOVE-IN READY—schedule your private showing today!

24445 Madewood Avenue, Leesburg
$525,000
4 Beds ⋅ 4 Baths ⋅ Royal Highlands Ph 01b SubDv. ⋅ 34748 Zip Code
LAKEFRONT. POOL. PRIVACY. AND A TRUE CUSTOM HOME. Tucked away on a quiet cul-de-sac in the desirable 55+ community of Royal Highlands, this impressive 3,318 sq. ft. custom home offers 4 bedrooms, 4 baths, a home office/bonus room, an oversized 3-bay garage and beautiful views of Lake Monarch. Major improvements include a NEW ROOF in 2025, TWO HVAC SYSTEMS replaced in 2020 & 2022, 8 NEW WINDOWS in 2026 plus 2 additional windows replaced in 2024. A transferable termite bond provides additional peace of mind. From the moment you enter, the spacious, open design draws your eye through the great room to the pool and sparkling lake beyond. Multiple pocket sliding doors open the living space to the screened pool and lanai, creating an exceptional setting for entertaining or simply enjoying peaceful Florida mornings and gorgeous sunrises over the water. The expansive great room features a gas fireplace surrounded by custom built-in display shelving. The bright, open kitchen offers newer appliances, abundant cabinetry and counter space, an extended breakfast bar and an enormous walk-in pantry. Just off the kitchen, a second large screened porch creates another inviting outdoor living and dining space overlooking the private backyard setting with mature oaks. The primary suite is truly unique, featuring generous closet space and separate his-and-hers bathrooms connected by a shared walk-through shower. Two guest bedrooms share a convenient Jack-and-Jill bath, while an additional guest bedroom provides flexibility for family and visitors. The light-filled office/bonus room enjoys beautiful views and could easily serve as a craft or hobby room. Even the oversized laundry room was designed with functionality in mind, offering extensive cabinetry, counter space and a utility sink. And then there’s the garage! The oversized 3-bay configuration includes dedicated golf cart space, an enclosed workshop and a rear roll-up door providing convenient access for lawn equipment and projects. Royal Highlands offers an active Florida lifestyle with indoor and outdoor pools, pickleball, tennis, softball, fitness and recreation facilities, clubs, entertainment, billiards, library and more. The community is also home to the Monarch Golf Club and its restaurant. With substantial recent improvements, exceptional indoor and outdoor living spaces, a private pool and a premium Lake Monarch setting, this is anything but the typical Florida home.

5409 Essex Court, 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
$229,900
2 Beds ⋅ 2 Baths ⋅ Highland Lakes Ph 01 SubDv. ⋅ 34748 Zip Code
Virtually Staged. BEAUTIFULLY RENOVATED VILLA OFFERING EASY, LOCK-AND-LEAVE FLORIDA LIVING! Whether you're searching for a full-time residence or a seasonal getaway, this thoughtfully updated villa offers the perfect combination of comfort, convenience, and low-maintenance living. With more than $50,000 in improvements, much of the work has already been done for you! Step inside to discover a bright, inviting interior featuring updated flooring throughout, fresh paint, modern lighting, and a beautifully remodeled kitchen. Four skylights fill the home with natural light, while a natural gas fireplace adds warmth and character to the living area. One of the home's standout features is the enclosed lanai, thoughtfully incorporated into the living space to create additional room for entertaining, a home office, or a comfortable retreat for visiting guests. The updated primary bathroom features a raised vanity, and the home's extensive improvements continue with a new roof and skylights (2022/2023), HVAC system, electrical panel (2024), garage door (2024), and water heater (2025). Even the garage has received attention with recessed lighting, providing flexibility for additional seasonal use. Step outside to enjoy your own private courtyard, an inviting space for morning coffee or relaxing Florida evenings. LOVE TO TRAVEL? THIS IS THE LOCK-AND-LEAVE LIFESTYLE YOU'VE BEEN LOOKING FOR! The HOA takes care of many exterior maintenance responsibilities, including irrigation and termite protection, includes a roof replacement reserve, AND OFFERS FREE BOAT AND RV STORAGE—an added convenience that's perfect for enjoying the Florida lifestyle. Spend less time worrying about home maintenance and more time enjoying everything Central Florida has to offer. With extensive renovations, flexible living spaces, and the convenience of villa living, this home is ready for your next chapter. Pack your bags and start enjoying the Florida lifestyle!

5440 Rosewall Circle, Leesburg
$180,000
2 Beds ⋅ 2 Baths ⋅ Plantation At Leesburg Belle Grove SubDv. ⋅ 34748 Zip Code
Prepare to be WOWED by this beautifully maintained home featuring TWO OWNER’S SUITES, each offering comfort and privacy, along with 2 full bathrooms! This move-in-ready home has been lovingly cared for and offers numerous valuable upgrades, including a newer electrical panel inside and out, A/C (2016), newer hot water heater, storm doors, gutters (2019), updated ductwork underneath the home, added surge protection, and a desirable GOLF CART GARAGE. This is truly a MUST-SEE home and is ready for a QUICK SETTLEMENT! Located in the gated Plantation at Leesburg, you’ll enjoy an active 55+ lifestyle with an incredible variety of amenities, including 2 golf courses, 3 swimming pools, walking trails, pickleball, tennis, horseshoes, and so much more. Hop in your golf cart and head over to The Oaks Restaurant for a cold drink, great food, and entertainment—all without leaving the community! Come see everything this wonderful home and community have to offer!

25524 Belle Helene, Leesburg
$340,000
2 Beds ⋅ 2 Baths ⋅ Legacy/Leesburg Un 6 Ph Vii SubDv. ⋅ 34748 Zip Code
Welcome to this beautifully maintained 2-bedroom, 2-bathroom, plus office, home with a water view, in the highly desirable Legacy of Leesburg 55+ gated community. This residence offers a bright, open layout, peaceful water views, and a long list of thoughtful upgrades designed for comfort, convenience, and low-maintenance living. The living room features vinyl plank flooring and opens seamlessly to the kitchen, dining area, and enclosed lanai. The kitchen includes quartz countertops, a cast porcelain sink, wood cabinetry, garbage disposal faucets, and stainless-steel appliances including an electric stovetop, microwave, built-in oven, and refrigerator. A charming breakfast area with a chandelier overlooks the water, creating a serene place to enjoy morning coffee. The enclosed lanai features tinted hurricane-grade windows, with the original sliding doors stored in the garage, and the screened patio includes a SunSetter roll-out shade for comfortable outdoor living. The primary bedroom offers carpeted flooring and a tranquil water view. Its en-suite bathroom includes ceramic tile, dual sinks with granite countertops, wood cabinetry, a walk-in shower, and a spacious walk-through closet. The second bedroom features carpet, a ceiling fan with light, and a full closet, while the second bathroom includes granite countertops, wood cabinetry, ceramic tile flooring and a tub-shower combination. The den/office provides a quiet, flexible space bonus room with carpet and a ceiling fan. The home includes a two-car garage with a coated floor, tankless water heater, wash bin, pull-down attic access, and a garage screen for airflow. A pavered driveway, exterior landscaping, and a sprinkler system add to the home’s curb appeal. The property is conveniently located near the community’s back entry and exit for easy access. This homes low-maintenance lifestyle, includes lawn mowing, blowing, edging, cable, and internet in the HOA fee. Legacy of Leesburg offers an exceptional array of amenities included in the monthly association fees. Clock Tower Hall serves as the community’s central social hub, hosting daily events, performances, bingo, dances, group exercise classes, and more, supported by two catering kitchens for gatherings. Indoor recreation includes a state-of-the-art fitness center, an aerobics studio, a card room, craft room, billiards, ping-pong tables, and a library and media center with computers available for residents. Outdoor amenities feature a resort-style heated pool and spa with walk-in beach entry, lap swim area, water aerobics depth, cabana, and outdoor bar. Sports facilities include a softball field, tennis courts, pickleball courts, bocce courts, horseshoe pits, and shuffleboard. The community is surrounded by 275 acres of conservation areas with 19 ponds and 13 nature trails perfect for walking, biking, fishing, and wildlife viewing. For RV and boat owners, Legacy of Leesburg provides a dedicated River Park RV lot and a secure storage area. All amenities are available to residents at no additional cost beyond the monthly fees, creating a lifestyle centered around nature, recreation, and active adult engagement.

5811 Greenbriar Loop, Leesburg
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