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 small-town warmth meets modern convenience. With its picturesque landscapes and vibrant community spirit, Leesburg is an ideal destination for families, retirees, and anyone looking to embrace the sunny Florida lifestyle. The city boasts a rich history, beautiful parks, and a variety of recreational activities, making it a perfect place to call home.

One of the standout features of Leesburg is its welcoming neighborhoods, particularly those with community mailbox amenities. These homes not only offer a sense of community but also foster connections among residents. Picture yourself strolling through tree-lined streets, greeting your neighbors as you head to the community mailbox—a gathering spot that encourages social interaction and camaraderie.

In Leesburg, you’ll find a diverse range of housing options to suit your lifestyle, from cozy single-family homes to spacious modern residences. Many properties are designed with community features that enhance your living experience, such as well-maintained common areas, playgrounds, and walking trails. These neighborhoods are perfect for those who appreciate a close-knit community atmosphere while enjoying the conveniences of nearby shopping, dining, and entertainment.

With its warm climate, friendly residents, and a strong sense of community, Leesburg is more than just a place to live—it's a place to thrive. Discover your dream home in this delightful city, where every day feels like a vacation in the heart of Florida. Embrace the Leesburg lifestyle today!

Newest Leesburg Homes with Community Mailbox Community Features

$103,000
2 Beds ⋅ 2 Baths ⋅ G5117877 MLS
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 ⋅ G5117682 MLS
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 ⋅ G5118174 MLS
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 ⋅ G5118222 MLS
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 ⋅ G5117929 MLS
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 ⋅ G5118163 MLS
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 ⋅ G5117826 MLS
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 ⋅ G5118062 MLS
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
$192,900
2 Beds ⋅ 2 Baths ⋅ G5118056 MLS
Great home in the centrally located community of Scottish Highlands. This 2 bedroom, 2 bath home would be ideal for your retirement. The home has a living room, dining room combo as well as a large separate great room. It is landscaped with mature landscaping and irrigation system. The roof was replaced in 2025. The community has an outdoor pool as well as an indoor pool. Other features include clubhouse, tennis, pickleball, and bocci couts. There is onsite parking for RV’s and boats. The home is well located for a short walk to the amenities.

1113 Ben Hope Drive, Leesburg
$370,000
3 Beds ⋅ 3 Baths ⋅ G5117967 MLS ⋅ Pringle BLDG.
Looking for a LITTLE SLICE OF PARADISE? This beautifully maintained home offers curb appeal, space, comfort and beautiful, Florida-friendly views! Situated on an OVERSIZED (over 1/4 acre), CORNER LOT, this property has been landscaped to LOOK BEAUTIFUL FROM ALL SIDES. This well laid-out Duchess model combines an open floor plan in the living areas, with just enough defined space for privacy and comfort. A SIDE ENTRY GARAGE enhances the curb appeal of this LOVELY HOME and, as you step into the home, views from the living room are of a lush, beautiful backyard nature oasis, comprised of Florida-friendly plantings and a shaded pathway. The spacious living room is the hub of the home. The Kitchen has 42” CABINETS, STONE COUNTERS, a double SS sink, newer appliances, a tiled backsplash, and a solar tube & recipe widows for added natural light. There is a warm, inviting breakfast room just off the kitchen and a dining area on the opposite side of the kitchen. The PRIMARY BEDROOM is located at the rear of the house and has a TRAY CEILING, an AMPLE WALK-IN CLOSET and AN ENSUITE. The private GUEST AREA is located in ANOTHER hallway SEPARATED BY A POCKET DOOR and has a FULL BATH with a TILED TUB/SHOWER COMBO. There are FRENCH DOORS in the Living Room through which you enter the FLEX ROOM that can be used as a THIRD BEDROOM, DEN, TV ROOM, OFFICE, CRAFT AREA ~ whatever you like. The LANAI, which can be accessed by either of two sliding glass pocket doors, is a SPACIOUS addition to the living space of the home and looks out onto the beautiful backyard. The 2 ½ CAR GARAGE WAS TOALLY REBUILT IN 2020 and has drop-down access to the attic, a separate door to the outside, and a window. There is direct access to the laundry room, where you will also find a CONVENIENTLY-LOCATED POWDER ROOM. ROOF REPLACED 2025. UPDATES IN 2020 INCLUDE: INTERIOR & EXTERIOR PAINT, GARAGE REBUILD, WATER HEATER, HVAC, FLOORING, ELECTRCAL PANEL BOX, ATTIC PULL DOWN. This is your opportunity to OWN A HOME WITH LOTS OF ADDED VALUE in this lovely community. Located in the premier GOLF COURSE 55-plus community of ROYAL HIGHLANDS where residents enjoy a full range of amenities, including CABLE & HIGH-SPEED, FIBER OPTIC INTERNET, a GATED entrance with attendants, a GOLF COURSE, a RESTAURANT, tennis, PICKLEBALL, softball, INDOOR & OUTDOOR POOLS, secured RV STORAGE, bocce, shuffleboard, a FITNESS ROOM, a library, arts and crafts, billiards, catch-and-release fishing, and a variety of clubs. There truly is SOMETHING FOR EVERYONE in this vibrant community!

5401 Essex Court, Leesburg
$344,900
3 Beds ⋅ 2 Baths ⋅ G5117456 MLS
RENOVATED and ready for new owners | BLOCK and STUCCO exterior construction | 3-bedrooms | 2 full bathrooms | OVER-SIZED garage features 675sf | BRAND NEW Luxury Vinyl Plank flooring throughout | NEW BASEBOARDS and TRIM | Freshly painted interior | NEW fixtures and hardware | Kitchen boasts refaced cabinets, Stainless Steel appliances, including natural gas range, breakfast bar and bench seat | DOUBLE PANE Windows | The Primary Retreat comes with His & Her walk-in closets, fully renovated master bath with tall vanity and cultured marble top, undermount dual sinks and new hardware. Shower (no tub) | French doors lead from the Primary retreat to the Family Room-Sunroom, with loads of natural lighting. | Recessed lighting | Screen enclosed patio located off the family room, with private views of natural Florida. This CONSERVATION LOT with NO REAR NEIGHBOR also has water view of the pond | Washer and dryer convey | Golf cart MAY convey with an accepted offer | SPLIT BEDROOM layout offers two additional bedrooms that share the UPDATED bath | NEW TALL VANITY with undermount sink. | ROOF 2024 | HVAC 2014 | natural gas WATER HEATER 2019 | Electrical panels to be updated PRIOR to sale. Don't wait until it's gone. Seller offering $10,500 credit to buyer for replacement of 6 windows, with accepted offer (written estimate provided upon request). 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!

27138 Racquet Circle, Leesburg
$400,000
3 Beds ⋅ 2 Baths ⋅ G5117952 MLS
Resort-Style Amenities & On-Site Conveniences. Exceptional home you will not be disappointed in the 3/2 expanded Key Largo former model home on a premium Golf Course Lot on the 9th hole, overlooking a pond. Concrete block home with stucco exterior, open floor plan. Chef's in the family will be delighted with the oversized kitchen, with snack bar open to the breakfast nook with bay window and slider to the Family room. From there you can go outside on the caged patio area and enjoy your evenings pest free. The Den/Office area is wired for tv and 7.1 surround sound system. Expanded 2 car garage with privacy screen. Forget driving into town for basic errands or a night out. This unique, resident-owned community puts everything you need right at your fingertips:Dining & Pampering: Meet up with friends at the on-site restaurant, or book an appointment at the neighborhood hair and nail salon. Neighborhood Conveniences: Drop off mail or pick up packages directly at the neighborhood on-site post office.State-of-the-Art Fitness Center: Stay healthy and active with top-tier cardio and strength training equipment.Two Heated Swimming Pools: Enjoy year-round swimming, aquatic classes, or poolside relaxation.Endless Active-Adult Sports & RecreationYour toughest daily decision will be deciding which sport or activity to pick first. The extensive recreational facilities include:Championship Golf: Play across beautifully manicured fairways woven directly into the community layout.Dedicated Softball Fields: Join the local league or cheer on your neighbors from the stands.Racquet Sports: Fast-paced competitive play is always waiting at the tennis and pickleball courts.Traditional Lawn Games: Gather for social, outdoor fun at the shuffleboard courts, Bocce ball courts, Lawn Bowling green, or horseshoe pits.Unbeatable Location, When you do decide to venture out, you are perfectly positioned just minutes away from the endless town squares, nightly live entertainment, and dining options at The Villages Brownwood Paddock Square. Exceptional area shopping, diverse restaurants, and leading regional medical facilities are also right around the corner. Don’t miss this rare opportunity to own a piece of paradise in a community that truly has it all!

402 Grand Vista Trail, Leesburg
Start Your Search