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 the warmth of Southern hospitality meets the allure of vibrant community living. With its picturesque landscapes, serene lakes, and rich history, Leesburg is a hidden gem that offers a perfect blend of relaxation and recreation.

Known for its friendly atmosphere, Leesburg boasts a thriving downtown area filled with unique boutiques, art galleries, and delightful local eateries. The city hosts a variety of events throughout the year, including festivals and farmers' markets, making it a lively hub for residents and visitors alike. With a strong sense of community, Leesburg is the ideal place to call home for families, retirees, and everyone in between.

One of the standout features of Leesburg is its homes with restaurant community amenities. Imagine living in a neighborhood where culinary delights are just a stone's throw away! These thoughtfully designed homes not only provide a comfortable living space but also offer the convenience of having dining options right at your doorstep. From cozy cafes to fine dining establishments, residents can enjoy a diverse range of cuisines, fostering a vibrant social scene that enhances the community spirit.

Whether you’re taking a leisurely stroll around Lake Harris, enjoying a round of golf at one of the nearby courses, or indulging in a delicious meal at your favorite local restaurant, Leesburg offers an unmatched quality of life. With its unique blend of charm, convenience, and community, it’s no wonder that Leesburg is becoming one of Florida’s most sought-after destinations. Come discover the magic of Leesburg – your new home awaits!

Newest Leesburg Homes with Restaurant Community Features

$119,500
1 Beds ⋅ 1 Baths ⋅ Pennbrooke Ph 01a SubDv. ⋅ 34748 Zip Code
BEAUTIFUL HOME NESTLED IN THE AMAZING PENNBROOKE FAIRWAYS HERE IN LEESBURG, FLORIDA! This beautiful home is a part of an amazing 55+ community that has ALL the amenities you could ever want! THIS PROPERTY HAS MATURE TREES ON A LARGE CORNER LOT, PROVIDING A SENSE OF PRIVACY AND A LITTLE BIT OF SHADE! The amenities include golf, recreation centers, a pub & grill IN THE COMMUNITY, 24-HOUR GATED SECURITY and so much more! This home has a BRAND NEW ROOF 2026 AND BRAND NEW EXTERIOR PAINT! THIS IS MOVE-IN READY! AS A PART OF THE LOW HOA PAYMENT, CABLE AND INTERNET/TV ARE INCLUDED! Cool off in one of two swimming pools, see the clubhouse, have a lunch at the restaurant and enjoy endless amount of social clubs here in the community! Also has golf cart parking available, a workshop/storage room and Laundry Room. NEWER LAMINATE FLOORS throughout the Living Room and Kitchen. The Living Room has a VAULTED CEILING, the Master Bath has a roomy WALK-IN SHOWER. There is an ENCLOSED LANAI which is perfect for enjoying a beautiful day. Located in Leesburg, Florida, The Club at Pennbrooke Fairways is just a few minutes south of The Villages and less than an hour drive from Orlando, Florida. The golf course offers two executive nines and one regulation nine to appeal to all skill levels while still offering a fun, challenging golf experience. Pennbrooke offers RV and Boat Storage with Dump and Wash Stations & 24 hour Gated Security. DO NOT MISS YOUR CHANCE TO OWN THIS GEM! GIVE US A CALL TODAY!

639 Ne Cottage Park Lane, Leesburg
$294,900
3 Beds ⋅ 2 Baths ⋅ Plantation At Leesburg Oak Tree Village SubDv. ⋅ 34748 Zip Code
The expensive work is already done. Low-E double-pane windows (2023), HVAC (2021), water heater (2021), and a 2017 architectural shingle roof — the costly years are behind you. Move in, unpack, go play. Behind the 24-hour manned gate of The Plantation at Leesburg, this 3-bedroom, 2-bath ranch in Oak Tree Village lives larger than its 1,652 square feet. Vaulted ceilings and fresh neutral paint keep it bright, with laminate through the main living areas and ceramic tile in the wet spaces. The kitchen has been reworked — quartz counters, crisp white cabinetry with updated hardware, stainless appliances including a 2024 refrigerator — and opens to the dining area with built-in shelving, so no one is ever cooking alone. There is a separate formal living room and an electric fireplace for the handful of cool Florida evenings. The split plan puts the primary suite on its own side of the house: generous walk-in closet, private bath with garden tub, separate shower stall, dual sinks, and a freshly painted vanity. Two guest bedrooms and a second full bath sit opposite. Sliders open to the Florida room, where the windows crank open and the breeze does the rest — morning coffee, evening glass of wine. Also here: inside laundry room, water softener, 22x21 two-car garage, ceiling fan in every room, updated landscaping on a working irrigation system, a clear-sealed driveway, fresh paint on the front and garage doors, and a new storm door. At $180 a month, the HOA covers high-speed internet, lawn maintenance, private roads, and the 24-hour guard — plus two 18-hole golf courses, three clubhouses, three pools, sauna, fitness center, tennis, pickleball, racquetball, shuffleboard, and an on-site restaurant. Fenced RV and boat storage is available on site, which is genuinely hard to find. 2025 taxes: $1,872. Minutes from shopping, dining, and medical, with fast access to US-27 and public ramps to the famous Harris Chain of Lakes. The Plantation at Leesburg is a guard-gated 55+ community. Call today for a private tour.

25735 Glen Eagle Drive, Leesburg
$384,900
2 Beds ⋅ 3 Baths ⋅ Plantation At Leesburg Sable Ridge Village L SubDv. ⋅ 34748 Zip Code
Virtually Staged. Welcome to 4817 Sable Ridge Ct, a spacious and inviting home located on the golf course in The Plantation at Leesburg, one of Central Florida’s premier 55+ gated communities! From the moment you arrive, you’ll appreciate the attractive curb appeal, beautifully maintained landscaping, new rain gutters, paver driveway, two-car garage, and screened front entry. Step inside to a bright, open floor plan featuring soaring ceilings, abundant natural light, plantation shutters, and beautiful wood-look flooring throughout much of the living space. The large living room offers plenty of room for entertaining and features a fireplace and custom built-ins, while the separate formal dining area is perfect for hosting family and friends. The spacious kitchen is at the heart of the home and offers abundant cabinetry and counter space, decorative tile backsplash, breakfast bar, recessed lighting, and an adjoining breakfast area. Just beyond the main living area is a wonderful enclosed Florida room, providing additional year-round living and entertaining space while taking full advantage of the home’s beautiful golf course and backyard setting. The home offers dual suites, providing comfort and privacy for residents and guests alike. The primary suite features generous proportions, high ceilings, crown molding, and plenty of natural light. The spacious primary bath includes dual vanity areas and a large walk-in shower. The additional suite offers a private retreat for overnight guests, extended family, or flexible living arrangements. Additional living spaces provide plenty of options for a home office, den, craft room, or hobby space. Numerous important updates provide added peace of mind, including an air conditioner installed in 2019, roof replaced in 2019, water heater replaced in 2019, and Anderson windows installed in 2023. One of the true highlights of this property is its golf course location, beautiful backyard, and expansive open view. Mature trees and established landscaping create a peaceful Florida setting, while the paver patio provides the perfect place to relax outdoors and enjoy the scenery. The Plantation at Leesburg offers an incredible active-adult lifestyle with three swimming pools, multiple clubhouses, fitness centers, tennis and pickleball courts, walking trails, softball, golf, on-site dining, and an abundance of clubs, activities, and social events. If you’ve been looking for a spacious Florida home with dual suites, wonderful indoor and outdoor living areas, numerous updates, and a beautiful golf course view, 4817 Sable Ridge Ct deserves to be at the top of your list!

4817 Sable Ridge Court, Leesburg
$349,000
3 Beds ⋅ 2 Baths ⋅ Leesburg Arlington Ridge Ph 02 SubDv. ⋅ 34748 Zip Code
MOVE-IN READY // GOLF COURSE VIEW - BACKS TO THE 2ND HOLE // BOND FULLY PAID OFF! Built in 2017, this beautifully maintained 3-bedroom, 2-bath single story home with a 2-car garage offers timeless finishes, thoughtful upgrades and an ideal setting in Arlington Ridge, one of Leesburg’s premier 55+ GOLF COMMUNITIES. A paver driveway, professional landscaping and glass-inset front door create an inviting first impression, while inside, a neutral modern palette, crown molding, PLANTATION SHUTTERS and tile flooring throughout the main living areas keep the home light and polished. The open living and dining spaces flow naturally into the kitchen, featuring upgraded cabinetry, GRANITE COUNTERTOPS, stainless steel appliances, pantry storage and a light filled breakfast nook. The SPLIT BEDROOM layout places the PRIMARY SUITE at the back of the home, where GOLF COURSE VIEWS and a spacious en-suite bath featuring WALK IN CLOSET, double sink, walk in shower, and water closet creating a private retreat. Bedrooms two and three are located off a separate front hallway with a full guest bath between them. One of the home's standout spaces is the ENCLOSED LANAI, offering comfortable year-round living with a relaxing view of the golf course. Additional upgrades include an EPOXY FINISHED GARAGE, WATER SOFTENER, whole-home WATER FILTRATION SYSTEM and a convenient mud sink in the laundry room. Arlington Ridge delivers RESORT STYLE 55+ LIVING just a short golf cart ride from its CHARMING SMALL TOWN CENTER, with golf, restaurant dining, fitness and spa facilities, 66 seat theatre, activity spaces, resort-style LAP & RELAXATION POOLS, tennis, pickle ball, bocce ball, an ice cream parlor and a full calendar of activities! Enjoy easy access to the highly rated Arlington Ridge Golf Club, US-27, CR-48, Lake Harris and the Harris Chain of Lakes. Fantastic amenities, a beautiful golf course lot and a move-in ready home – welcome to Arlington Ridge and your new HOME SWEET HOME!

27143 Roanoke Drive, Leesburg
$259,000
2 Beds ⋅ 2 Baths ⋅ Leesburg Arlington Ridge Ph 1-C SubDv. ⋅ 34748 Zip Code
Welcome to this inviting 2-bedroom, 2-bath villa in the desirable gated community of Arlington Ridge, perfectly situated along the driving range and offering a peaceful golf-course setting. This thoughtfully designed home features an open floor plan with high ceilings, creating a bright and spacious feel throughout the main living areas. The kitchen offers solid-surface countertops, ample cabinetry, and a convenient layout that opens to the dining and living spaces, making everyday living and entertaining a breeze. New a/c 2025. The spacious primary suite features an en-suite bathroom and walk-in closet, while the split-bedroom floor plan provides privacy for guests or additional living space. A dedicated office offers the flexibility for a home office, hobby room, or additional sitting area. Step outside to the covered, screened rear porch and enjoy your morning coffee or unwind while taking in views of the driving range. Additional features include an attached one-car garage, interior laundry, ceramic tile and carpet flooring, window treatments, central air, and sliding doors leading to the screened porch. Arlington Ridge offers an exceptional 55+ lifestyle with golf, a community pool, clubhouse, fitness center, tennis courts, restaurant, sidewalks, and golf-cart-friendly streets. With exterior and grounds maintenance included, you can spend less time on upkeep and more time enjoying everything this vibrant community has to provide. Conveniently located in Leesburg with easy access to shopping, dining, recreation, and everyday conveniences, this villa offers comfortable living in a community designed to be enjoyed. Don't hesitate to schedule a private showing today.

26951 White Plains Way, Leesburg
$335,000
3 Beds ⋅ 2 Baths ⋅ Royal Highlands Ph 01b SubDv. ⋅ 34748 Zip Code
Welcome to Royal Highlands, a sought-after 55+ gated golf community in Leesburg! This spacious Pringle-built 3-bedroom, 2-bath home offers 2,251 square feet of heated living space with an open and inviting floor plan. Located on a quiet dead-end street with no rear neighbors, this home features high ceilings, no popcorn ceilings, and a desirable split-bedroom layout. The large kitchen offers ample counter space and cabinetry, while the spacious owner's suite includes direct access to the Florida Room, walk-in closets, and an ensuite bath with a soaking tub, dual vanities, a water closet, a step-in shower, and tiled flooring. Enjoy Florida living with a welcoming front porch and large screened rear patio/Florida Room. The home may benefit from some updating and is priced to allow the next owner an opportunity to personalize and improve the home while maintaining value. Royal Highlands offers an active lifestyle with two pools, a fitness center, tennis and pickleball courts, a softball field, a golf course and driving range, a restaurant, a theater hall, a dance floor, a library, billiards, clubs, activities, and more. Conveniently located near the manned gate, community amenities, and fishing areas. Enjoy easy access to shopping, dining, medical facilities, lakes, the Florida Turnpike, Orlando International Airport, and Central Florida attractions. Take a virtual tour or schedule your private showing today and discover the space, privacy, and active Florida lifestyle waiting for you!

5925 Bag Pipe Place, Leesburg
$195,000
2 Beds ⋅ 2 Baths ⋅ Plantation At Leesburg Casa Del Lago SubDv. ⋅ 34748 Zip Code
Discover the relaxed Florida lifestyle you’ve been looking for at 5047 El Destino Drive, located in the desirable Casa del Lago neighborhood of The Plantation at Leesburg. This comfortable 2 bed, 2 bath home offers 1,296 square feet of living space along with a spacious, 416 sq ft all-weather room perfect for morning coffee, visiting with friends, hobbies, or simply enjoying the year-round Florida sunshine. Designed for easy living, this home provides a practical layout with central air conditioning, a convenient covered carport, and plenty of space to enjoy your retirement years with comfort and flexibility. Whether you are seeking a year-round residence or a seasonal retreat, this home offers an opportunity to enjoy the welcoming atmosphere of The Plantation at Leesburg. Spend less time on maintenance and more time enjoying the Florida lifestyle — from relaxing at home to exploring nearby shopping, dining, recreation, and all that Central Florida has to offer.

5047 El Destino Drive, Leesburg
$259,900
3 Beds ⋅ 2 Baths ⋅ Pennbrooke Ph 01k Unit 03 SubDv. ⋅ 34748 Zip Code
This very well-maintained, 3-bedroom, 2-full-bath, 1,538-sq.-ft. home is located in a premier 55+ gated community featuring 24-hour secured access, endless amenities, and daily activities. Recent updates include new energy-efficient Tinted Thermopane Windows (2025) backed by a 10-year warranty, brand-new exterior siding (2025), vinyl flooring throughout, updated cabinets in the eat-in kitchen, a reverse osmosis water filtration system (2025), a freshly painted interior, and custom window shades. Other highlights include a large living room with vaulted ceilings, a screened-in patio, a front porch, and a spacious primary suite with a large walk-in closet. Low-maintenance stone landscaping keeps your weekend chore list light. The garage is equipped with a screen door and plenty of built-in storage shelving, while the widened driveway outside provides ample extra parking. Living in the Pennbrooke Fairways community, you will enjoy access to three golf courses, two pools, a community restaurant and pub, pickleball courts, softball fields with organized teams, and two activity centers hosting daily activities and live entertainment. Additional amenities include personal gardening plots, walking trails, an on-site hair salon, a private library, and available RV/boat storage complete with dump and wash stations. Best of all, your monthly HOA fee covers lawn care, cable, and internet—saving you money on monthly expenses. The community is conveniently located just minutes from Publix, Walmart, and Brownwood Paddock Square, offering endless dining and entertainment options. You are also approximately an hour from Orlando International Airport and within a two-hour drive of stunning beaches on both the Atlantic and Gulf coasts. Call today to schedule a tour and start enjoying the best Florida living has to offer!

815 Grand Vista Trail, Leesburg
$259,900
2 Beds ⋅ 2 Baths ⋅ Royal Highlands Ph 01b SubDv. ⋅ 34748 Zip Code
Welcome to this well-maintained 2-bedroom, 2-bath Onyx model in the gated, resident-owned 55+ community of Royal Highlands, offering the added bonus of peaceful pond views from both the front and back of the home. Major updates provide added peace of mind, including a brand-new HVAC system, roof and gutters approximately 6 months old, and lightning rods. Inside, you'll find solid-surface flooring throughout the main living areas and a comfortable, easy-to-maintain floor plan. The eat-in kitchen offers a closet pantry, built-in microwave, gas range, dishwasher, and plenty of space for casual dining. The spacious primary suite features a walk-in closet, dual-sink vanity, walk-in shower, and grab bars for added convenience. Sliding doors from the great room lead to the 7x13 enclosed lanai with acrylic windows, where you can relax and enjoy the tranquil pond view and Florida wildlife. Additional features include a separate dining area, two-car garage with sliding screen door, and a transferable termite bond. Royal Highlands is a premier 55+ community in Leesburg offering an impressive array of amenities, including indoor and outdoor pools, an 18-hole golf course, restaurant, fitness and recreation facilities, and numerous clubs and activities. With acres of conservation land, lakes, rolling terrain, and abundant Florida wildlife, the community offers a peaceful setting while remaining convenient to shopping, dining, medical facilities, and the Florida Turnpike.

5704 King James Avenue, Leesburg
$250,000
2 Beds ⋅ 2 Baths ⋅ Plantation At Leesburg Magnolia Point SubDv. ⋅ 34748 Zip Code
Seller is offering a $10,000 credit toward a new roof at closing!** Don’t miss this immaculate, meticulously maintained home in the highly sought-after **Barbados floor plan** at The Plantation at Leesburg. This move-in-ready 2-bedroom, 2-bathroom home offers a bright, inviting atmosphere and an easy Florida lifestyle. Freshly painted throughout, the home features a spacious Great Room with beautiful Pacific Cherry laminate flooring flowing throughout the main living areas, complemented by stylish ceramic tile in both bathrooms. The large eat-in kitchen has been beautifully enhanced with brand-new granite countertops, and brand-new stainless steel appliances. The bathrooms also feature brand-new granite countertops, adding a fresh, updated touch. A convenient laundry room with pocket door includes a floor-to-ceiling pantry cabinet for exceptional storage. The spacious primary suite features a generous walk-in closet and sliding glass doors leading to the bright and airy Florida Room. The en-suite bathroom offers **dual sinks, brand-new granite countertops, and a beautifully tiled, glass-enclosed shower. Sliders in the primary bedroom, Great Room, and kitchen fill the home with an abundance of natural Florida sunshine. Additional features include a **two-car garage with convenient pull-down attic storage**. Located in The Plantation at Leesburg, this home offers access to a wonderful array of community amenities and activities. With fresh paint, brand-new granite countertops in the kitchen and bathrooms, brand-new stainless steel appliances, a desirable floor plan, and a $10,000 seller credit toward a new roof, this home is an exceptional opportunity. Schedule your private tour today and discover why you’ll love calling The Plantation at Leesburg home!

5349 Tangelo Street, Leesburg
$249,800
2 Beds ⋅ 2 Baths ⋅ Plantation At Leesburg Glen Eagle Village Tr A-E SubDv. ⋅ 34748 Zip Code
Nature lovers, this one is for you! Welcome to this beautiful Cozumel featuring a bright, open floor plan and a serene, private backyard surrounded by mature landscaping and nature. This home offers 2 bedrooms, 2 baths, a Den/Office, and a spacious lanai with tile flooring and vinyl windows—creating a wonderful space to enjoy Florida living year-round. No carpet anywhere in the home! The home features neutral Luxury Vinyl flooring and ceramic tile throughout, along with thoughtful upgrades including a storm front door and a custom garage screen that helps keep the garage cooler during those warm Florida summer days.The well-appointed kitchen offers stone countertops, newer appliances, a breakfast nook with charming bay windows overlooking the peaceful backyard, and an indoor laundry closet. The spacious primary bedroom features a walk-in closet, while the primary bath is filled with natural light and offers a soaking tub, walk-in shower, and dual vanities. The guest bedroom is conveniently located near the Den/Office and is nicely separated from the primary suite. Recent updates include a new roof, gutters and gutter guards in 2025. Appliances include a new garbage disposal, stove and microwave in 2025, washer and dryer in 2023, and dishwasher in 2022. The refrigerator dates to 2009 and the HVAC to 2007. Peaceful, private, beautifully maintained, and move-in ready—this lovely Cozumel is the perfect place to enjoy the best of Florida living surrounded by nature!The Plantation at Leesburg is a Premier 55+ Active Lifestyle Community. Enjoy leisurely rounds of golf on two beautifully maintained 18-hole championship courses, or stay active on lighted tennis courts perfect for evening matches. Unwind by one of three sparkling pools and Jacuzzis, or embrace a healthy lifestyle with access to world-class fitness centers, volleyball, and pickleball courts. With over 100 planned activities each week, there’s always something exciting to look forward to—whether it’s social gatherings, fitness classes, or hobby clubs. The community is set against a backdrop of scenic, landscaped boulevards and tranquil lakes, offering the perfect setting for fishing, walking, or simply relaxing in nature.Three expansive clubhouses serve as hubs of activity and connection, while an on-site restaurant offers delicious dining just steps from your door. At The Plantation at Leesburg, everything you need to enjoy a vibrant, fulfilling lifestyle and so much more !

26305 Glen Eagle Drive, Leesburg
$168,900
2 Beds ⋅ 1 Baths ⋅ Pennbrooke Fairways SubDv. ⋅ 34748 Zip Code
CHARMING, UPDATED & READY FOR YOUR FLORIDA LIFESTYLE! This 2-bedroom, 1-bath cottage home located in the active-adult golf community of Pennbrooke Fairways proves great things can come in smaller packages. Thoughtfully updated, well maintained and full of character, this easy-care home is ideal as a full-time residence or seasonal getaway. FURNITURE IS OPTIONAL, offering the opportunity to negotiate for an easy, move-in-ready transition. Enjoy morning coffee on the front porch, wave to neighbors passing by, or catch a glimpse of the Sandhill Cranes strolling through the community. Out back, NO REAR NEIGHBORS provide added privacy, with a patio for grilling, relaxing and enjoying the beautiful weather. Inside, you’ll find NO CARPET, with ceramic tile and laminate flooring throughout. Crown molding adds a finished touch, the primary bedroom features custom updates including a barn door, and the interior laundry room provides additional storage. THE BIG-TICKET ITEMS HAVE ALREADY BEEN DONE! ROOF 2022 • ENERGY-EFFICIENT MINI-SPLIT HVACs 2022 • STAINLESS STEEL APPLIANCES 2023 • ELECTRICAL PANEL 2023 • TANKLESS WATER HEATER 2023 • WASHER & DRYER 2023 • GRANITE KITCHEN COUNTERTOP 2023 • INSULATED GARAGE DOOR 2024 • FRONT AWNING 2024. Low-maintenance living leaves more time to enjoy everything Pennbrooke Fairways offers. The HOA includes lawn service, cable and internet. Enjoy three 9-hole golf courses, two pools, hot tub, fitness center, tennis, pickleball, softball, community restaurant, RV/boat storage, onsite salon, clubs, activities, movie nights, events and more. AND THEN THERE’S THE LOCATION! You’re just a short drive from The Villages, including Brownwood and Sawgrass Squares for live music, plus abundant shopping, dining, medical services and everyday conveniences nearby. If you’re looking for a thoughtfully updated, easy-care home where you can spend less time on upkeep and more time enjoying life, this one deserves a closer look. COME INSIDE, HAVE A SEAT AND SEE JUST HOW COMFORTABLE IT FEELS TO BE HOME.

507 Cottage Park Lane, Leesburg
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