Leesburg Homes with Restaurant Community Features

Leesburg Homes with Restaurant Community Features

Welcome to Leesburg, Florida – a charming city nestled in the heart of Lake County, where picturesque landscapes meet vibrant community life. Known for its warm weather and friendly atmosphere, Leesburg is a hidden gem that offers a perfect blend of small-town charm and modern conveniences. With its serene lakes, lush parks, and rich history, it’s no wonder that so many are drawn to this delightful locale.

One of the standout features of Leesburg is its diverse range of homes, many of which are nestled within welcoming communities that boast fantastic amenities. Imagine living in a neighborhood where culinary delights are just a stone's throw away! Many of these homes are part of communities that feature on-site restaurants, providing residents with easy access to delicious dining options without ever having to leave the comfort of their neighborhood. Whether you're in the mood for a casual bite or a fine dining experience, you’ll find it right at your doorstep.

In addition to the culinary offerings, Leesburg is home to a variety of recreational activities, including boating, fishing, and hiking, thanks to its proximity to stunning lakes and nature preserves. The community is also rich in culture, with local festivals, art shows, and farmer's markets that bring residents together.

With its welcoming spirit, beautiful homes, and vibrant community features, Leesburg is not just a place to live; it’s a place to thrive. Discover your dream home in this delightful city and experience the best of Florida living!

Newest Leesburg Homes with Restaurant Community Features

$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
$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
$300,000
3 Beds ⋅ 2 Baths ⋅ TB8550206 MLS
Welcome to 24817 Riverboat Bend, located in the desirable Plantation at Leesburg, a gated 55+ golf cart community with full-time security offering an active Florida lifestyle! This inviting 3-bedroom, 2-bath home features a comfortable, open layout with plenty of natural light, a 2-car garage, and space for everyday living and entertaining. A NEW ROOF was installed in 2024, and the primary bathroom has been updated with a walk-in shower featuring safety grab bars for added convenience and accessibility. Plantation at Leesburg offers an impressive selection of amenities, including two 18-hole golf courses, activity centers, clubhouses, heated swimming pools, fitness centers, tennis, pickleball, walking and biking opportunities, on-site dining, and numerous clubs and activities. Enjoy the convenience of traveling throughout this golf cart-friendly community while taking advantage of the resources Plantation at Leesburg provides. Conveniently located near shopping, dining, medical facilities, and major roadways, this home offers a wonderful combination of comfort, convenience, security, and an active lifestyle. Schedule your private showing today!

24817 Riverboat Bend, Leesburg
$250,000
2 Beds ⋅ 2 Baths ⋅ O6443315 MLS
Welcome to 642 Glen Oaks Drive, located in Pennbrooke Fairways, a gated and guarded 55+ community just five minutes south of The Villages! This bright and spacious 2-bedroom, 2-bath home features an open living area and a versatile bonus space filled with natural light. The kitchen and bathrooms showcase newly installed countertops complemented by modern black fixtures, while three new ceiling fans add comfort and style throughout. The generously sized primary suite offers a large walk-in closet and private bath. The guest bedroom connects directly to the second bathroom, allowing it to function as a private ensuite while remaining accessible to visitors. Additional highlights include a water-softener system and a peaceful backyard with no rear neighbors. Pennbrooke Fairways offers three golf courses, including two executive nine-hole courses and one regulation nine-hole course, along with resident golf packages. Community amenities include swimming pools, recreation centers, a restaurant, hair salon, library, RV and boat storage, dump and wash stations, and 24-hour gated security. HOA services include cable, internet, and lawn cutting. With Orlando less than an hour away and Tampa and Daytona Beach within approximately 90 minutes, this location provides convenient access to shopping, entertainment, and easy day trips. Schedule your private showing today!

642 Glen Oaks Drive, Leesburg
$325,000
3 Beds ⋅ 2 Baths ⋅ G5117944 MLS
Virtually Staged. “LOCATION LOCATION LOCATION NO CDD's! NO REAR OR FRONT NEIGHBORS!! BEYOND THE LOT, A CREEK! This BEST-LOVED HOME IS FAR from the noise of traffic. Through the canopy of oak trees rests this charming home. Situated behind hole 3 of the Otto Creek Par 72 course, the story of the construction of this home is recounted in a photo album as the original owners have lovingly built it from the ground up. From start to finish PRIDE OF OWNERSHIP MAKES THIS HOME SPECIAL from nail #1, throughout the years, to today. Note the expansive landscaping; gutters and private screened entrance. Even the sprinkler system has been overhauled complete with a new timer (2023/24). NEW ROOF IN 2025. NEW 50 GALLON WATER HEATER IN 2025! New/er appliances include: MICROWAVE in 2026; AC in 2020; Bosch dishwasher in 2021 (5 year warranty); LG refrigerator in 2025 (5 year warranty); Whirlpool stove in 2022 (5 year warranty); washer/dryer in 2022; garbage disposal in 2023. WDO BOND has been maintained with Florida Pest Control. When you enter, you will be confronted by warm ambiance graced with VAULTED CEILINGS of the large Great Room and Dining Combination which foreshadowed the OPEN PLAN that has come in vogue today. Beyond this space, venture into the spacious OFFICE/DEN which makes the LIVING SPACE SO MUCH BIGGER. Journey through the FRENCH DOOR onto the WOODEN DECKED GAZEBO – listen to the hush of the private rear garden. GAZE THROUGH THE GREEN EXPANSE, THIS LOT HAS ABOUT 1/4 ACRE OF REAR GARDEN!! Behind the lot is the Palatlakaha Creek, so the hush is going to be your daily peace! FEEL RIGHT AT HOME in the Kitchen and in the BREAKFAST NOOK, look through the bay window to see how your garden is growing and bask in the gleaming southwest sun. Notice the continuation of the VAULTED ceilings, the 18” tile floors, the beveled countertops and the solid wood cabinets. Continue your tour into the roomy PRIMARY SUITE which offers TWO WALK-IN CLOSETS. This private suite includes a RENOVATED ENSUITE complete with GROUT FREE SHOWER; BENCH SEAT; COMFORT HEIGHT TOILET which can be accessed through a WIDENED PRIVY DOOR; A DRESSING AREA (converted from a garden tub – don’t worry the plumbing is still there); and DIVIDED, RAISED VANITIES. You will enjoy the SPLIT PLAN privacy of MONTEGO model floor plan. Bedrooms 2 and 3 are very spacious. and bedroom 3 is larger and features a DOUBLE DOOR ENTRY (take a look at the floorplan included in the attachments). Bathroom 2 has a new vanity, comfort height toilet, and GROUT FREE tub/shower for easy breeeezzy maintenance. These owners were proud to build this home and had added $$$$$ of upgrades from the builder, and ever since this home has been well maintained in every area including the RECENTLY TREATED FLOORING IN THE OVERSIZED GARAGE and the fresh paint inside. Some Furniture could convey. Plantation is a 55+ community with 24-hour guard gate; two 18-hole golf courses, restaurant, 3 activity centers EACH with pools, fitness facilities, tennis and pickle courts, catch and release fishing, bocce and offers many events and clubs that will keep you very active. MAKE THIS BELOVED HOME YOUR BEST LOVED FOREVER HOME! GOLF CART with new batteries CONVEYS with accepted offer!

25845 Glen Eagle Dr, 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
$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
$182,000
2 Beds ⋅ 2 Baths ⋅ G5117735 MLS
Great 2BR, 2B Turnkey Open floor plan! That's right ready for you to move in. Built in features in the living room and dining. The large kitchen has a charming eating area with bay windows. The enclosed lanai has a portable AC; windows and screens; full glass door front entry and French doors from the living room and kitchen eating area. The large Primary suite has a walk-in closet, garden tub and shower. The laundry room has an entry from the 2 car carport. It has a closet and lots of cabinet space. Under the carport there are tow sheds. The larger one (9X12) has electricity for a perfect workshop. The smaller one (6X8) provides that extra space for storage. Don't wait, just pack your suit cases and start living the life you have dreamed about at The Plantation a 55+ community with two 18 hole golf courses, a driving range, 3 activity centers, 3 heated pools with spas, men's and women's softball, tennis and pickle ball courts, horseshoes and many more amenities and special interest groups including art and crafts. Roof - 2010 AC - 2022

25040 Betton Hill, Leesburg
$417,500
3 Beds ⋅ 3 Baths ⋅ G5117645 MLS
Prepare to be awed by this exquisite 3BR;2.5 B home. It is a MUST SEE! Right from the curb you will appreciate the land scaping, a sign of a meticulously maintained home. Notice the width of the new driveway which offers parking space for several vehicles. You will be delighted with the OVERSIZED GARAGE (30 feet deep and 21 feet wide). Longer vehicle - No Problem! The paver driveway includes a path way around to the Golf Cart entry. Loads of storage space and even more overhead via a pull down ladder. The covered front porch is delightfully welcoming with a beautiful leaded glass front door with matching side lite. Once you enter the foyer you will be amazed at the high ceilings structural arches that continue throughout the home. On the left you will find the flex room which provides space for the 3rd bedroom, study, den or library with double pocket doors that provide privacy. Notice the first of beautiful bright windows with Plantation Shutters that you will also find throughout the house. on the other side of the foyer there is a large closet in a recessed hall that leads to 0ne of the two large primary suites. The huge ensuite bathroom has double vanities and a walk in shower and large walk-in closet. Continuing through the hall you will come to the impressive living room/dining room with a wall of glass that includes 8 foot sliding glass doors. High transom windows provide even more natural lighting. you will be looking out to the huge enclosed 11X43 lanai with new windows and shades from floor to ceiling. the view is spectacular of the 7th hole of Cranes Roost Golf Course. It brings nature into your home. Off this great room is a space that can be used as a wet or dry bar. In addition there is a powder room. Moving on you will enter the kitchen/family room combination. This is truly the heart of the home. The kitchen has granite countertops and loads of workspace enhanced further with a matching work island with a snack bar and electrical outlet. The beautiful 42 inch cherry cabinets have crown molding at the top as well as under cabinet lighting. There is eating space between the kitchen and family room. At the end of the family room there are sliding glass doors to the lanai and a glass door off the lanai to an outdoor barbeque patio. At the other end of the kitchen there is a large pantry. Across from the pantry is the door to the laundry room which has a laundry basin, storage cabinets and a shelf for hanging clothes. On the other side of the great room is the large primary suite. The ensuite bathroom has double vanities, a garden tub jacuzzi, an extra large walk-in shower, linen closet and a huge walk-in closet. This home is perfect for you to begin an exciting, active life at The Plantation At Leesburg, situated in Central Florida. It is a premier 55 plus community that offers 3 activity centers equipped with heated/cooled pools and spas, 2 fitness facilities, 2 18 hole golf courses, a driving range & putting green, on site restaurant & pub, Pro Shop, woodworking shop, optional RV & Boat Storage, pickleball & tennis courts and many more activities than you can imagine. Just a short drive to main highways, shopping health care facilities, attractions and Beaches. Roof - 2020; HVAC variable speed- 2019; HWH - 2024; New SS Appliances - 2021; Washer & Dryer - 2022; Gutter Guards - 2022; Ultraviolet Air Cleaner - 2021 Exterior Professionally Painted - 2021

24215 Belle Mede Drive, Leesburg
$349,900
3 Beds ⋅ 2 Baths ⋅ O6441580 MLS
NEWLY RENOVATED IN ROYAL HIGHLANDS! This 3BR/2BA home in the gated 55+ active adult community is move-in ready with ceramic tile and luxury vinyl flooring throughout. The open floor plan features a beautifully updated kitchen with stone countertops, stainless steel appliances, and a large island with built-in gas cooktop. A built-in desk provides a convenient workspace adjacent to the kitchen, with a dinette nearby. The spacious primary suite offers a bath with walk-in shower and large garden tub. Enjoy the enclosed rear porch and paver patio overlooking lush lawns. Royal Highlands offers an 18-hole golf course, expansive recreation center with two pools, and four private lakes for fishing and canoeing, plus activities and amenities for an active lifestyle.

21506 Queen Anne Court, Leesburg
$294,900
2 Beds ⋅ 2 Baths ⋅ G5117799 MLS
Perfect home for downsizing or snow birds retreat. Monthly rentals allowed. Exterior maintenance provided by HOA includes LAWN CARE, ROOF REPLACEMENT,EXTERIOR PAINT,IRRAGATION,AND CABLE AND INTERNET FOR $303 monthly. Interior is bright and open; painted in Florida friendly colors. No carpet, all ceramic tile floors. Dining room provides sunset views and view of the golf course. Large breakfast island with granite countertop combines with great room. Upgraded kitchen cabinetry with pull our drawers, and a double door pantry closet make for a great entertaining area. The utility room is large enough to hold washer, dryer, freezer , sewing machine and shelving for those suitcases and Christmas decorations. 2 master bedroom closets, double sink vanity with granite countertops, walk in tiled shower. Main bathroom has granite countertops, and tiled bathtub wall. There is a small office off the second bedroom that could be used for hobby room, extra storage. Double sliding doors lead to the screened porch where you can enjoy the great Florida weather. Remote controlled blinds control privacy and shade. Arlington Ridge is a 55 plus golf community offering amenities such as movie theatre, restaurant bar, large entertainment venue, and numerous sports, clubs and activities., rv storage lot. Golf is optional and course is open to public as well as the restaurant. You can reach either coast in an hour, close to Orlando attractions, without the traffic, hop-skip and a jump to the Villages and the Villages town squares, entertainment and shopping. Enjoy low insurance rates, low taxes, low hurricane chance and high satisfaction here in Arlington Ridge.

4400 Bedford Way, Leesburg
Start Your Search