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, known for its rich history, picturesque landscapes, and vibrant community spirit. With its warm climate and stunning natural beauty, Leesburg offers a perfect blend of small-town charm and modern conveniences, making it an ideal place for families, retirees, and anyone seeking a serene lifestyle.

As you explore the diverse neighborhoods of Leesburg, you'll find a variety of homes designed to suit every taste and budget. One standout feature of many communities here is the convenience of community mailboxes, which foster a sense of togetherness among residents. These thoughtfully designed community features not only enhance the aesthetic appeal of the neighborhood but also encourage social interaction, allowing neighbors to connect and build lasting friendships.

In addition to the welcoming atmosphere, Leesburg boasts an array of amenities, including parks, recreational facilities, and local shops. The city is also home to several annual events that celebrate its rich culture, from art festivals to farmers' markets, ensuring there's always something happening in this lively community.

For outdoor enthusiasts, the nearby Harris Chain of Lakes offers endless opportunities for boating, fishing, and enjoying nature. With its beautiful waterfront views and numerous trails, Leesburg is a haven for those who appreciate an active lifestyle.

Come discover the charm of Leesburg, where community, comfort, and convenience come together to create a truly exceptional living experience. Whether you're searching for your dream home or looking to settle down in a friendly neighborhood, Leesburg is ready to welcome you home.

Newest Leesburg Homes with Community Mailbox Community Features

5127 Aurora Drive, Leesburg
$349,900
3 Beds ⋅ 2 Baths ⋅ Legacy Leesburg SubDv. ⋅ 34748 Zip Code
CUL-DE-SAC | OVERSIZED GARAGE | 2,386 SQ FT | HARDWOOD FLOORS | NEAR COMMUNITY WALKING TRAIL | LEGACY OF LEESBURG 55+ | Welcome to Legacy of Leesburg, where spacious living meets an active 55+ lifestyle. Tucked away on a cul-de-sac with a long driveway, this 3-bedroom, 2-bath home offers approximately 2,386 heated square feet, an oversized garage and a surprisingly spacious interior that provides plenty of room to spread out. Step inside to an open, light-filled floor plan featuring high ceilings and hardwood flooring throughout much of the home. Multiple living and dining spaces offer flexibility for entertaining, everyday living, a home office or hobby space. The kitchen is positioned at the heart of the home with plenty of cabinetry and counter space and opens to the surrounding living areas, creating an easy flow throughout. The primary suite is generously sized and features two walk-in closets along with a spacious en-suite bath offering dual sinks, a soaking tub, separate walk-in shower and private water closet. Two additional bedrooms provide comfortable accommodations for guests or flexible space for an office or hobbies, while the second bath features a granite countertop and walk-in shower. Storage is another standout, with generous closets throughout, an interior laundry room with utility sink and cabinetry, and an oversized garage with additional storage and workspace. Outside, enjoy the screened rear porch and established landscaping. The home is also conveniently located near one of Legacy of Leesburg's community walking trails, making it easy to step outside and enjoy the neighborhood. Legacy of Leesburg is a gated 55+ community known for its extensive amenities and active Florida lifestyle, including a clubhouse, resort-style pool, fitness opportunities, recreation and miles of scenic walking trails. Included in your low monthly HOA is RV and Boat storage. Conveniently located near shopping, dining, medical facilities and not too far from The Harris Chain of Lakes. If you've been looking for a larger home with room to make it your own in one of Leesburg's established 55+ communities, 5127 Aurora Drive deserves a closer look. Some phots have been Virtually Staged. All information recorded in the MLS is intended to be accurate however, it should be independently verified by buyer and their agent.

5127 Aurora Drive, Leesburg

32802 Crooked Oaks Lane, Leesburg
$250,000
3 Beds ⋅ 2 Baths ⋅ Pennbrooke Ph 01k Units 01 & 02 SubDv. ⋅ 34748 Zip Code
WELCOME TO PENNBROOKE FAIRWAYS! This beautiful 3-bedroom, 2-bath home sits on a desirable corner lot and offers a comfortable layout with plenty of space for everyday living and entertaining. A welcoming foyer with a convenient coat closet opens to the spacious living and dinning area. ROOF 2018 | AC 2026. The kitchen flows naturally into a generous breakfast nook, creating an inviting gathering space. Two well-sized guest bedrooms provide comfortable accommodations, while sliding glass doors lead to the screened-in lanai—an ideal spot to enjoy your morning coffee or unwind in the Florida sunshine. The spacious primary suite features dual vanity sinks, a linen closet, and TWO LARGE WALK-IN CLOSETS for exceptional storage. An interior laundry room offers additional storage space, while the water softener adds convenience. The home also includes a TWO-CAR GARAGE PLUS A SEPARATE GOLF CART GARAGE, making it easy to take advantage of all the community has to offer. PENNBROOKE FAIRWAYS is a 24-HOUR GUARD-GATED, BEAUTIFULLY MAINTAINED COMMUNITY with an impressive array of amenities and activities. Enjoy TWO HEATED POOLS, water aerobics, volleyball, two community centers offering parties, bingo and trivia, and 3-9 HOLES OF GOLF. Residents can also enjoy the on-site RESTAURANT AND BAR, pickleball, tennis, shuffleboard, horseshoes, baseball, and a fitness center. Whether you prefer staying active, socializing with neighbors, or simply relaxing by the pool, there is always something to enjoy. Wait there's more, just a short drive to The vIllages for dinning, shopping and nightly entertainment without the fees. WHAT MORE COULD YOU ASK FOR? Call today for a private showing.

32802 Crooked Oaks Lane, Leesburg

5336 Tidewater Street, Leesburg
$325,000
2 Beds ⋅ 2 Baths ⋅ Plantation At Leesburg Riverside Village Lt SubDv. ⋅ 34748 Zip Code
Looking for a spectacular 2 bed + den home in the premier 55+ gated golf community of Plantation at Leesburg? Well, look no further! This exceptional property is striking from the moment you pull into the driveway, greeting you with updated landscaping, fresh exterior lighting, and a crisp, newly painted exterior. Open the front door and WOW—this home shows like an absolute model. The expansive layout features soaring ceilings and brand-new luxury vinyl plank flooring that flows seamlessly through the main living spaces. Every inch of the interior has been refreshed, including a STUNNING, brand-new custom Kitchen that belongs on the cover of a design magazine. This unique culinary space boasts: • Custom solid wood cabinetry in a sophisticated, trending sage green tone. • Striking pattern-tile backsplash that adds incredible character and designer flair. • Premium quartz countertops paired with a massive, commercial-grade stainless steel farmhouse sink and handsome modern hardware. • Brand-new 2026 appliances complete the ultimate chef's setup. The kitchen transitions beautifully into a sunlit breakfast nook accented by handsome rustic ceiling beams and stylish modern lighting fixtures. Slip away to the expansive primary suite, featuring a massive, completely updated bathroom that offers a true spa-like escape. Solidly built in 2004, the home also features an oversized garage. A spacious covered lanai—the perfect private oasis to enjoy your morning coffee or unwind in the beautiful Florida weather. With major components entirely updated, you can move in with total peace of mind: Roof (2023), A/C (2020), and a brand-new Garage Door Opener, Kitchen Appliances, and Disposal all new for 2026. Enjoy resort-style living at THE PLANTATION AT LEESBURG, A 55+ GATED COMMUNITY, with TWO GOLF COURSES, pools, tennis, pickleball, softball, clubs, and endless activities in one of Central Florida’s premier active adult communities. The life you have waited your whole life for is conveniently located near major hospitals, shopping, parks, and the airport. Don't miss this opportunity to own a move-in-ready home that offers comfort, quality updates, and exceptional outdoor living!

5336 Tidewater Street, Leesburg

21212 Royal St Georges Lane, Leesburg
$249,000
2 Beds ⋅ 2 Baths ⋅ Royal Highlands Ph 01ca SubDv. ⋅ 34748 Zip Code
Virtually Staged. Welcome to easy Florida living in the SOUGHT-AFTER 55+ ROYAL HIGHLANDS community, where comfort, recreation and an ACTIVE LIFESTYLE come together in a GUARD-GATED GOLF COMMUNITY. Tucked away in a QUIET AREA of the neighborhood, this charming 2-bedroom, 2-bath single-story home offers GREAT CURB APPEAL, beautiful landscaping and FRESH EXTERIOR PAINT (2026). Inside, NEW WOOD-LOOK LVP FLOORING (2026) flows throughout the home, creating a fresh, cohesive look from room to room. The generous LIVING ROOM features a vaulted ceiling and sliding doors that open to a bright, FULLY ENCLOSED FLORIDA ROOM with glass windows. Whether used as a home office, reading room or simply a peaceful place to relax, this VERSATILE SPACE adds valuable living area and leads directly to the SCREENED PATIO, where you can enjoy the backyard from a comfortable outdoor setting. The Living Room flows naturally into the spacious DINING ROOM, which offers enough room for a COZY FLEX SPACE—perfect for a desk, reading nook or hobby area.Just off the Dining Room, the KITCHEN delivers plenty of QUALITY CABINETRY STORAGE and GRANITE COUNTERTOPS (2017), a closet pantry and stainless steel appliances including a gas range, NEW REFRIGERATOR (2026), and NEW MICROWAVE (2024). A sunny, spacious BREAKFAST NOOK provides the perfect spot for morning coffee or casual meals. The SPLIT-BEDROOM FLOOR PLAN offers privacy with the two bedrooms positioned on opposite sides of the home. The PRIMARY SUITE features a vaulted ceiling, WALK-IN CLOSET and en suite Bath REMODELED IN 2024 with dual sinks, GRANITE COUNTERTOPS, a step-in shower, NEW MIRRORS and UPDATED LIGHTING. On the opposite side of the home, the SECOND BEDROOM offers abundant NATURAL LIGHT and a built-in closet, with the SECOND FULL BATH conveniently nearby. The TWO-CAR GARAGE provides additional storage and houses the laundry area, complete with a gas dryer. Recent updates include a NEW ROOF (2025) and NEW WATER HEATER (2025), while the HVAC was replaced in 2016. And then there is the Royal Highlands lifestyle! Residents enjoy an IMPRESSIVE ARRAY OF AMENITIES including a GUARD-GATED ENTRANCE, sparkling outdoor pool, nearby Clubhouse with RENOVATED INDOOR POOL WITH JET SPA (2025), tennis, pickleball, racquetball, FITNESS FACILITIES, shuffleboard, bocce, billiards, arts and crafts, a library and more. The ACTIVITY HALL features a full stage and dance floor, while a THRIVING CALENDAR of clubs, activities and recreation provides plenty of opportunities to stay active and connected. CABLE AND INTERNET are also included.Golf enthusiasts will appreciate having the 18-HOLE MONARCH GOLF COURSE winding through the community, with an OPTIONAL GOLF MEMBERSHIP available. The course also features a pro shop and restaurant, making it easy to enjoy a round of golf and a meal close to home. Beyond the community, enjoy the natural beauty and SMALL-TOWN CHARM of the Leesburg area. VENETIAN GARDENS along Lake Harris offers scenic walking paths, bridges, waterfront views and opportunities for fishing and picnicking, while HISTORIC DOWNTOWN LEESBURG provides local shops, restaurants and community events. AFFORDABLE, updated and wonderfully positioned within one of Leesburg’s established 55+ communities, this home provides the perfect combination of comfortable living, LOW-MAINTENANCE CONVENIENCE, and an AMENITY-RICH Florida lifestyle. Come discover HOME SWEET HOME in Royal Highlands!

21212 Royal St Georges Lane, Leesburg

37 Gordon Court, Leesburg
$189,900
2 Beds ⋅ 2 Baths ⋅ Scottish Highlands Condo Ph B SubDv. ⋅ 34788 Zip Code
Virtually Staged. Welcome to easy Florida living in the desirable 55+ community of Scottish Highlands! Nestled beneath majestic oak trees on a quiet street, this well-maintained 2-bedroom, 2-bath home offers a comfortable split floor plan, peaceful wildlife and pond views. The home features vaulted ceilings that create an open, airy feel in the main living area, while the adjoining dining space provides a welcoming setting for everyday meals and entertaining. The kitchen features abundant cabinet and countertop space, a gas range, and a breakfast area, offering a practical layout with room to prepare meals and gather. The enclosed Florida room is a highlight of the home. Featuring vinyl windows, this versatile space is ideal for morning coffee, reading, hobbies, or simply unwinding. Enjoy views of the nearby pond and visiting wildlife from the Florida room and backyard—a peaceful backdrop to your daily routine. The primary suite includes a walk-in closet and private en-suite bathroom, while the guest bedroom and second bathroom provide comfortable accommodations for visitors or flexibility for your needs. An oversized one-car garage and ample storage complete the home's practical design. Lovingly maintained over the years, this home presents an excellent opportunity to settle in comfortably while updating and personalizing at your own pace. Scottish Highlands offers a variety of amenities and opportunities to stay active and connect with neighbors. Swim in the beautiful heated indoor 25-meter pool, equipped with an access lift, relax in the indoor hot tub, or enjoy the outdoor pool and sunbathing area overlooking a community pond. Tennis, pickleball, bocce, and shuffleboard courts provide options for recreation, with lighting at the shuffleboard and outdoor pool areas for evening enjoyment. The spacious recreation hall features a kitchen, stage, sound system, and extensive seating for community events. A separate clubhouse provides space for smaller gatherings, along with a movie and game library and kiln area. Residents can enjoy community breakfasts, dinners, dances, and other planned social activities. Additional amenities include a library, billiard room, and meeting rooms. RV and boat storage is available for an additional $18/25 monthly fee. Conveniently located near shopping, dining, and medical facilities, with historic downtown Leesburg and Mount Dora within easy reach, 37 Gordon Court combines everyday comfort with a welcoming golf cart friendly community lifestyle. Come discover the peaceful setting and possibilities waiting for you!

37 Gordon Court, Leesburg

113 Pyracantha Lane, Leesburg
$64,000
2 Beds ⋅ 2 Baths ⋅ Hawthorne At Leesburg A Coop SubDv. ⋅ 34748 Zip Code
Welcoming 2-Bedroom, 2-Bath Retreat with Serene Wooded Setting. From the moment you arrive, this charming 2-bedroom, 2-bath home makes a delightful first impression with its beautiful curb appeal and inviting presence. Offering 1,152 sq. ft., the home has been lovingly maintained and retains its original systems, which have been well cared for over the years. A sun-drenched Florida room adds a wonderful spot to unwind, enjoy your morning coffee, or simply take in the peaceful surroundings. Beyond the home, the private backyard borders a wooded area, creating a tranquil backdrop with a sense of seclusion. Low-maintenance landscaping keeps outdoor care pleasantly simple. Inside, the generous living room and dining area provide comfortable spaces for everyday living and entertaining. The kitchen is fully equipped, while the oversized walk-in pantry offers exceptional storage. The primary suite features a walk-in closet and private bath with a walk-in shower. The guest bath offers a traditional tub. The home is ready for select flooring updates and subfloor care, presenting an opportunity to bring your own vision and finishes to the space. With its inviting curb appeal, cheerful Florida room, wooded privacy, abundant storage, and relaxed Florida lifestyle, this is a home with plenty of charm and promise................Hawthorne at Leesburg is an active, resident owned, 55+ cooperative, waterfront, gated community, with beautifully landscaped grounds, lakes with illuminated fountains and a relaxing and comfortable gazebo. The affordable monthly maintenance fee of $397 includes water, sewer, lawn mowing, private emergency services and storage space for recreational vehicles, boats, trailers and much more! The beautiful clubhouse is complete with a full-time program coordinator, more than 100 different activities and seating for 550. It has a hospitality lounge, card rooms, craft rooms, billiard room, fitness center, library, fine arts room and many more. There is excellent fishing, outdoor geo-thermally heated pool and two enclosed therapeutic pools. Hawthorne boasts a private marina monitored by an electronic security system with over 120 boat slips and access to the Harris Chain of Lakes and beyond.

113 Pyracantha Lane, Leesburg

21516 Castle View Court, Leesburg
$380,000
3 Beds ⋅ 2 Baths ⋅ Royal Hlnds Ph 1-D SubDv. ⋅ 34748 Zip Code
SELLER INCENTIVE! Seller will contribute up to 3% of the purchase price toward buyer’s allowable closing costs, prepaids and/or interest-rate buydown with a full-price offer, subject to lender guidelines. BEAUTIFULLY RENOVATED AND MOVE-IN READY in Royal Highlands, a gated 55+ golf community in Leesburg! This impressive 3-bedroom, 2-bath home features a BRAND-NEW ROOF installed in September 2026 and offers 1,798 sq. ft. of living area under air and 2,830 sq. ft. of total area, combining generous indoor and outdoor spaces with extensive recent improvements. Step inside to a bright, fresh interior where the renovation is immediately evident. The home features new plank-style flooring throughout the main living areas and bedrooms, fresh interior paint, updated lighting and ceiling fans, modern fixtures and hardware, and beautifully refreshed living spaces. The open living and dining areas provide an inviting setting for everyday living and entertaining. The completely updated kitchen is a centerpiece of the home, featuring white shaker-style cabinetry, beautiful countertops, contrasting hardware, stainless-steel appliances, abundant cabinet and counter space, and a convenient breakfast bar. Both bathrooms have also been extensively renovated. The spacious primary suite features a beautifully remodeled bath with dual vanities, contemporary mirrors and fixtures, soaking tub and separate shower. The guest bathroom carries the fresh, modern finishes throughout the home. A dedicated interior laundry room provides additional convenience. One of the home's most enjoyable features is the large enclosed Florida room, surrounded by windows and providing wonderful additional space for entertaining, hobbies, reading, morning coffee or simply enjoying the Florida sunshine year-round. Additional screened, covered and outdoor areas further extend the home's versatility. Garage space is another major advantage: an attached 2-car garage PLUS a dedicated golf-cart garage—an especially desirable feature in this golf-cart-friendly community. The home is situated on an attractive corner lot near the beginning of a cul-de-sac, with mature landscaping and generous outdoor space. Royal Highlands offers an exceptional Florida lifestyle with an 18-hole golf course, clubhouse, indoor and outdoor pools, fitness center, pickleball, tennis, bocce, shuffleboard, softball, billiards, restaurant, pro shop, numerous clubs and an active calendar of social activities. Everyday conveniences are within easy reach, including shopping, restaurants, groceries and medical services, with convenient access to US-27 and Florida's Turnpike. Enjoy historic Leesburg, the Harris Chain of Lakes and Venetian Gardens waterfront, or head south toward Clermont and the greater Orlando area, including Central Florida's world-famous attractions and Orlando International Airport. NEW ROOF. EXTENSIVE RENOVATION. 2-CAR PLUS GOLF-CART GARAGE. SELLER CONTRIBUTION AVAILABLE WITH FULL-PRICE OFFER. Schedule your private showing today!

21516 Castle View Court, Leesburg

5418 Barnwell Court, Leesburg
$349,000
2 Beds ⋅ 3 Baths ⋅ Plantation At Leesburg Riverside Village SubDv. ⋅ 34748 Zip Code
Welcome to this beautifully maintained, one-owner home located in the sought-after 55+ community of The Plantation at Leesburg. Situated on a desirable corner lot, this spacious home offers a versatile floor plan with two primary bedrooms, each featuring its own en-suite bathroom, plus a separate den that could easily serve as a third bedroom, office, or hobby room. An additional half bath provides convenience for guests. The home features a separate living room, dining room, and family room, providing plenty of space for entertaining or relaxing. The family room overlooks the beautifully landscaped backyard, creating a peaceful setting to enjoy the Florida lifestyle. A charming breakfast nook offers the perfect spot for casual morning meals. Step outside to the large, screened lanai, an ideal place to enjoy your morning coffee, entertain friends, or unwind while taking in the beautiful surroundings. Additional features include Corian countertops, an inside utility room, and an abundance of well-maintained living space. Major updates include a new roof installed in 2024 and a top-of-the-line 4-ton, two-stage HVAC system installed in 2023, providing added comfort and efficiency. This home has been lovingly cared for by its original owner and is truly move-in ready. Furniture is also negotiable, offering buyers the opportunity for a convenient, furnished transition into their new Florida home. Located in The Plantation at Leesburg, residents enjoy a vibrant 55+ lifestyle with an array of amenities, activities, and opportunities to enjoy everything Central Florida has to offer.

5418 Barnwell Court, 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

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