Leesburg Homes with Restaurant Community Features

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

$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

$535,000

2 Beds ⋅ 2 Baths ⋅ Arlington Ridge SubDv. ⋅ 34748 Zip Code

Love to travel? Then you’re going to want to see where you can park the RV when you get home. This turnkey property is ready for you to simply bring your bags and move in. One of the few homes in Arlington Ridge with an RV garage, this gives you the freedom to keep your RV or motorcoach right at home. When you’re not using it for your RV, the generous space can be adapted to suit your lifestyle, whether that means a boat, classic car, motorcycles, extra storage, or a workshop. And because the RV garage is in addition to a separate two-car garage, there’s no need to choose between the things you love and the space to keep them. The community RV clean-out station is just down the street, adding another layer of convenience for your next adventure. Inside, the home is as inviting as its setting, with a kitchen that opens to the living room and a charming Tuscan-inspired courtyard tucked between the home and RV garage. A gas stone fireplace, gas-lit wall sconces, wrought-iron gate, and potted lemon and lime trees create a private outdoor space that feels made for morning coffee, evening conversations, or unwinding after a day on the road. With no rear neighbors, the backyard offers an added sense of privacy, and HOA-approved pool renderings are available from the seller for those considering a future pool. Recent improvements include a 2023 roof and 2026 A/C unit. Arlington Ridge is a 55+ community designed to keep life active, social, and fun, with golf, pickleball, tennis, swimming, fitness, walking and biking trails, dining, arts and crafts, live entertainment, and more. HOA fees include lawn maintenance, Fiber Now/OpticalTel Cable TV and Internet, and access to the back gate. The CDD covers the golf course, restaurant, additional amenities, common areas, and 24/7 guarded front gate. Conveniently located minutes from the Florida Turnpike, grocery stores, restaurants, businesses, and hospitals, this is a place designed around the freedom to travel while still having a great place to come home to. Schedule your private tour and see how well this home fits the lifestyle you’ve been looking forward to.

4711 Heritage Trail, Leesburg

$437,500

3 Beds ⋅ 3 Baths ⋅ Arlington Rdg SubDv. ⋅ 34748 Zip Code

RARE FIND IN ARLINGTON RIDGE: 3-CAR GARAGE | NEW ROOF 6/2026 | TWO MASTER SUITES | DOUBLE OVEN | GOLF COURSE FRONTAGE. Discover a lifestyle of comfort and leisure you’ve waited your whole life for in this charming home located in the popular, high-demand 55+ active adult, guard-gated community of Arlington Ridge. Designed for luxurious, low-maintenance living with stucco construction and a low HOA fee of just $126 per month, this property is the ultimate retreat. FOUR PRIME HIGHLIGHTS: **THE 3 CAR GARAGE: Features ample room for vehicles, golf carts, and extra storage, over 700 sq ft complete with a screened garage door enclosure. **THE TWO MASTERS: Includes two full master suites (ideal for an in-law suite or multi-generational living), each featuring en-suite baths, step-in Roman showers for safety, private water closets, and expansive walk-in closets. **THE DOUBLE OVEN: Gourmet kitchen built for hosting, featuring rich wood cabinets, quartz countertops, a closet pantry, upgraded stainless steel appliances, and a convenient extra wall oven. **THE GOLF COURSE FRONTAGE VIEW: Step through sliding glass doors to your 450 sq. ft. golf-front, always-shady lanai overlooking the fairway, plus two paver patios perfect for grilling and watching sunsets. INTERIOR & ENERGY HIGHLIGHTS: Zero Carpet: 9-foot ceilings and sleek engineered hardwood & tile flooring throughout. Open-Concept Layout: High ceilings seamlessly connect the Great Room, dining area, and chef's kitchen. Turnkey Ready: Indoor laundry room with washer and dryer included. Major Insurance Savings: High construction standards built to modern wind codes, high elevation for flood protection, and low-wind zone status qualify this home for lower). UNBEATABLE HOA VALUE ($126/MONTH INCLUDES): Full lawn care (mowing, edging, and blowing). High-speed 250MB Wi-Fi with router coverage throughout the home. 200+ Cable TV channels with 2 DVRs included RESORT-STYLE COMMUNITY AMENITIES: Located just a 5-minute golf cart ride to the community center: 18-hole championship golf course with year-round tee times (NO mandatory social or golf membership required!). Driving range & putting greens. Heated swimming pools, hot tub, and state-of-the-art fitness facilities. Lighted tennis & pickleball courts, billiards, and a free movie theater. On-site restaurant and tavern. Nearby free boat ramp and fishing pier on a 15,000-acre lake (5 minutes away). Conveniently located near grocery stores, banks, pharmacies, and dining. Just 20 minutes from regional malls and a 12-screen movie theater, 45 minutes from Orlando, major theme parks, and the airport, and 90 minutes from both Daytona Beach and Clearwater!

4513 Antietam Creek Trail, Leesburg

$309,900

3 Beds ⋅ 2 Baths ⋅ Royal Highlands Ph 01d SubDv. ⋅ 34748 Zip Code

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

4512 Inverness Drive, Leesburg

$357,000

2 Beds ⋅ 2 Baths ⋅ Plantation At Leesburg Nottoway Village SubDv. ⋅ 34748 Zip Code

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

24445 Madewood Avenue, Leesburg

$525,000

4 Beds ⋅ 4 Baths ⋅ Royal Highlands Ph 01b SubDv. ⋅ 34748 Zip Code

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

5409 Essex Court, Leesburg

$180,000

2 Beds ⋅ 2 Baths ⋅ Plantation At Leesburg Belle Grove SubDv. ⋅ 34748 Zip Code

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

25524 Belle Helene, Leesburg

$300,000

3 Beds ⋅ 2 Baths ⋅ Plantation/Leesburg Manor View V SubDv. ⋅ 34748 Zip Code

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 ⋅ Pennbrooke Ph Ie Sub SubDv. ⋅ 34748 Zip Code

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 ⋅ Plantation At Leesburg Oak Tree Village SubDv. ⋅ 34748 Zip Code

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 ⋅ Royal Highlands Ph 01b SubDv. ⋅ 34748 Zip Code

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

Leesburg Homes with Restaurant Community Features

Newest Leesburg Homes with Restaurant Community Features