Leesburg Homes with Pool

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

$69,900

2 Beds ⋅ 1 Baths ⋅ Molokai Co-Op SubDv. ⋅ 34788 Zip Code

This 2-bedroom, 1-bathroom home is perfectly sized for a new homeowner in the 55+ Molokai Co-Op community, where you own the land with no lot rent. The home features updated flooring throughout and new cabinetry in the kitchen. The inviting Florida Room is ideal for relaxing and enjoying the beautiful Florida surroundings. While you’re here, be sure to explore the community amenities, including the clubhouse, pool, and a variety of clubs you can join to make the most of life in the park.

11 Hawaiian Way, Leesburg

$129,900

2 Beds ⋅ 2 Baths ⋅ Hawthorne At Leesburg A Coop SubDv. ⋅ 34748 Zip Code

Welcome to easy Florida living in this beautifully maintained 2-bedroom, 2-bath home offering 1,236 square feet of comfortable living space. Bright, inviting, and filled with natural light, this home has been thoughtfully cared for and is ready for its next owner. The spacious living room is highlighted by impressive panoramic windows that create an open, airy feel and provide plenty of natural light. Fresh interior finishes, attractive ceiling fans, updated light fixtures, and beach-inspired touches give the home a relaxed Florida style. One of the standout features is the enclosed Florida room with glass windows and heat, providing additional year-round space for relaxing, entertaining, hobbies, or enjoying your morning coffee. The well-maintained kitchen offers a functional layout with plenty of room for everyday meal preparation. Both bedrooms are comfortably sized, with the primary suite featuring a private bath with walk-in shower. The guest bathroom includes a tub, offering added convenience for visitors. A large laundry room provides valuable additional storage space. Outside, the long driveway, vinyl siding, and refreshed exterior add to the home’s curb appeal. Additional improvements include newer windows, a well-maintained roof-over, and a 2022 HVAC system. Whether you are searching for a full-time Florida residence or a seasonal getaway, this home offers comfort, functionality, and plenty of space to enjoy. Located in Hawthorne at Leesburg, a gated, resident-owned 55+ cooperative waterfront community, residents enjoy an impressive selection of amenities and activities. The $397 monthly maintenance fee includes water, sewer, lawn mowing, private emergency services, and secure storage for RVs, boats, and trailers. The community clubhouse features seating for approximately 550, a full-time program coordinator, and more than 100 activities, along with a hospitality lounge, card rooms, craft and fine arts rooms, billiards, fitness center, and library. Residents can also enjoy an outdoor geothermal-heated pool, two enclosed therapeutic pools, excellent fishing, beautifully landscaped grounds, lakes with illuminated fountains, and a relaxing gazebo. Hawthorne’s private, marina offers 120 boat slips with direct access to the Harris Chain of Lakes and beyond.

408 Palo Verde Drive, 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

$520,000

5 Beds ⋅ 4 Baths ⋅ Leesburg Lagomar Shores SubDv. ⋅ 34748 Zip Code

Welcome to your dream oasis in the desirable Lagomar Shores community of Leesburg! Built in 2017, this stunning contemporary two-story, single-family residence has been beautifully elevated to feature an expansive 5-bedroom, 3.5-bathroom floor plan boasting 3,185 square feet of living space. Complete with a 2-car garage featuring a direct interior entrance into the home, a dual AC system offering customized climate control for each floor, and spectacular indoor-outdoor upgrades, this home is designed for premium Florida living. Enjoy enhanced privacy and style with a newly added, fully screen-enclosed front stone veneer entrance opening into a bright, welcoming foyer. Inside you’ll find a highly desirable, open floor plan that flows effortlessly from the entrance into the main living areas, making it perfect for both daily living and hosting guests. Arrive home easily through the direct interior entrance from the 2-car garage, leading into the main floor spaces near a dedicated downstairs laundry room that adds ultimate functional convenience. The Gourmet Dream Kitchen integrates perfectly into the open layout, offering high-end finishes including a spacious granite breakfast bar counter island perfect for casual dining and complete with a built-in sink, dishwasher, and additional built-in cabinets for maximize storage. The crown molding, 42-inch custom cabinetry, recessed lighting, premium double built-in oven, glass stove top, convenient closet pantry, and stainless-steel appliances make this a great gathering space for hosting gathering. Your Retreat to the downstairs master bedroom, is complete with an elegant tray ceiling and tall windows that flood the room with gorgeous natural lighting and leads to a luxurious ensuite bathroom that features dual sinks, a separate toilet closet for privacy, and an over-sized walk-in shower equipped with multiple shower heads, including a premium rain shower head. Inside you will also find an oversized walk-in closet for all your clothing needs. As you ascend the beautifully remodeled wooden staircase you will come upon your entertainment Hub with a massive 27x16 loft area that serves as an ideal gaming arena, media room, or casual hangout space. The upstairs layout features 4 spacious bedrooms and 2 full bathrooms—including a clever Jack and Jill bathroom accessible directly from two of the bedrooms. Back downstairs, Step through dual French doors into a brand-new resort-style retreat. The centerpiece is a stunning, custom-engineered free-form Gunite inground swimming pool measuring 17' wide by 38' long with a rare 9' deep end. The pool features natural flowing curves, multiple serene stone waterfalls, custom leveled edge designs, a salt chlorinator ready for easy saltwater conversion, and custom recessed lighting for magical night swims. The entire outdoor space is fully protected by a massive, soaring 50' by 40' screen enclosure standing 16' tall, offering unparalleled volume and openness. Call today for your private tour!

2125 Amor Way, Leesburg

$525,000

3 Beds ⋅ 3 Baths ⋅ Leesburg SubDv. ⋅ 34748 Zip Code

Picture your mornings starting on your own private, second-story balcony, sipping coffee as the sun rises over the quiet woods behind your home. Located in one of Leesburg’s premier communities, this beautiful property welcomes you with a picture-perfect paver driveway, a cozy front porch, and the effortless upkeep of premium Rhino Shield exterior paint. Inside, warm, real hardwood floors flow through an open and airy layout. Step into a light-filled gourmet kitchen where baking and hosting feel effortless. Crisp double ovens stand ready for holiday meals, while a generous central island and breakfast bar invite friends to pull up a stool and chat while you cook. This beautiful space flows naturally into a formal dining room, making it easy to transition from casual meal prep to elegant candlelit dinners. Downstairs also features a cozy fireplace in the living room and a bright, dedicated office that could easily become a fourth bedroom or a creative studio. The layout offers a rare and luxurious setup with two separate primary suites. The main-floor suite is perfect for guests, while the upstairs serves as your ultimate personal sanctuary, complete with a charming reading loft. When it's time to unwind, step out into the massive, screened-in lanai. With a dramatic two story screen and a backyard that backs right up to the trees with no rear neighbors, it feels like your own private, peaceful oasis. Welcome home.

5384 Aurora Drive, Leesburg

$284,900

3 Beds ⋅ 2 Baths ⋅ Lake Denham Estates SubDv. ⋅ 34748 Zip Code

Welcome to Lake Denham Estates, where this immaculate 3-bedroom, 2-bath Jemison offers a USDA 0% down financing option for qualified buyers, along with seller-offered closing cost assistance. Beautiful curb appeal welcomes you into 1,645 square feet of thoughtfully designed living space. A spacious entry and wide hallways lead to an open living and dining area overlooking the expansive, fully fenced backyard. The kitchen offers abundant cabinet space, a large walk-in pantry, and a gas range. A dedicated laundry room, ample storage, smart home features, a sprinkler system, and a tankless gas water heater add everyday convenience. The desirable split floor plan gives everyone room to spread out. One bedroom and a full bath sit in their own wing, while another bedroom with French doors makes a wonderful guest room or home office. The spacious primary suite features a walk-in closet and an en suite bath with double sinks, a private water closet, and a walk-in shower. Out back, the covered lanai is the perfect place to relax and enjoy the generous yard. Lake Denham Estates offers a community pool overlooking a conservation area and a playground, with shopping, dining, and major Central Florida routes nearby. Whether you’re searching for a primary residence, second home, or investment property, come see all this home has to offer. Schedule your private showing today and ask about the available financing and closing cost options!

29496 Caspian Street, Leesburg

$599,000

3 Beds ⋅ 2 Baths ⋅ Griffin Shores SubDv. ⋅ 34748 Zip Code

Welcome to 2314 N. Griffin Drive, a private Lake Griffin retreat situated on approximately one acre with 100 feet of lakefront and beautiful water views throughout the property. Lake Griffin is part of the Harris Chain of Lakes, offering outstanding opportunities for boating, recreation, and bass fishing right from your backyard. This inviting home captures the relaxed Florida lifestyle with terra cotta tile flooring in the main living area, terrazzo flooring in portions of the home, and a spacious kitchen featuring light stone granite countertops, a center island, breakfast bar, a new refrigerator, and a newer gas range. The home also features gas central heat. Large windows and thoughtfully positioned living spaces take advantage of the lake views, while the screened patio provides another peaceful place to relax and enjoy the natural surroundings. Outside, the 20’ x 40’ screened pool and cabana are enclosed by a full screen cage and positioned to overlook the water. The private dock features a double-deck boathouse with two boat hoists, an upper viewing deck, and a new electrical panel and breakers, creating an ideal setting for boating, fishing, wildlife watching, and enjoying the scenery of Lake Griffin. A new roof was installed in June 2026 and includes a transferable warranty for the next owner, along with a professional soft wash at the five-year mark and application of a protective sealant at the ten-year mark through the roofing company. Additional improvements include fresh paint, updated stucco, and a newer garage door opener. The property is served by two wells, with one dedicated to irrigation and the second supplying the home. Household water is filtered through a water-conditioning system. Although the property feels like a secluded waterfront escape, it remains conveniently located near numerous restaurants, shopping, entertainment, medical services, and everyday conveniences in the Leesburg area. With direct access to the Harris Chain of Lakes, exceptional bass fishing, generous lake frontage, a private dock, pool, and approximately one acre of land, this property offers a distinctive combination of waterfront living, privacy, recreation, and Florida charm.

2314 N Griffin Drive, Leesburg

$103,000

2 Beds ⋅ 2 Baths ⋅ Molokai Co-Op SubDv. ⋅ 34788 Zip Code

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

Leesburg Homes with Pool

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