Leesburg Homes with Community Pool type

Leesburg Homes with Community Pool type

Welcome to Leesburg, Florida – a charming city nestled in the heart of Lake County, where Southern hospitality meets vibrant community living. Known for its picturesque landscapes and rich history, Leesburg offers a unique blend of small-town charm and modern conveniences. The city is surrounded by stunning lakes, lush parks, and scenic trails, making it a haven for outdoor enthusiasts and nature lovers alike. With a friendly atmosphere and a variety of local events, Leesburg fosters a strong sense of community that welcomes newcomers with open arms.

One of the standout features of Leesburg is its selection of homes with community pools, providing an ideal setting for relaxation and socialization. Imagine spending sunny afternoons lounging by the pool, hosting barbecues with neighbors, or enjoying a refreshing swim after a long day. These homes not only offer a private oasis but also access to a vibrant community lifestyle where friendships flourish and memories are made.

The real estate market in Leesburg boasts an array of options, from cozy single-family homes to spacious townhouses, all designed to suit various lifestyles and budgets. Many of these properties come equipped with modern amenities, ensuring comfort and convenience for residents.

With its inviting neighborhoods, excellent schools, and a plethora of recreational activities, Leesburg is an ideal place to call home. Whether you’re a first-time buyer or looking to downsize, the homes with community pools in Leesburg provide the perfect backdrop for a fulfilling and enjoyable life. Come discover your slice of paradise in this delightful Florida city!

Newest Leesburg Homes with Community Pool type

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

Virtually Staged. LIKE-NEW HOME WITH HIGH CEILINGS, QUARTZ COUNTERTOPS & FULLY FENCED BACKYARD! Swim in the Community Pool. This beautifully maintained home shows like new and is move-in ready! Great curb appeal starts with attractive landscaping, a paver driveway and walkway, and continues inside with high ceilings, fresh interior paint and beautiful tile flooring throughout the main living areas..... The spacious kitchen features quartz countertops, stainless steel Whirlpool appliances, a natural gas range, stainless steel sink and a large built-in pantry. The open floor plan provides plenty of room for everyday living and entertaining, with access to a covered rear patio overlooking the fully fenced backyard with 6-foot vinyl privacy fencing. A convenient gate in the backyard provides direct access to the community mailboxes and outdoor fitness area with exercise equipment..... The split-bedroom floor plan offers a private Primary Suite at the rear of the home with carpeting, a large walk-in closet and ensuite bath featuring dual vanities, beautiful tile and a walk-in shower. Two additional bedrooms are located on the opposite side of the home along with a second full bath with tub/shower..... Additional features include a natural gas water heater, large laundry room, hallway storage, keyless entry and pavers on the driveway, walkway and covered rear patio. Lake Denham Estates offers community amenities including a swimming pool, playground, outdoor fitness area and more. A backyard gate provides convenient direct access to the community mailboxes and an outdoor fitness area. Conveniently located close to shopping, restaurants, medical centers and everyday services. Meticulously maintained, freshly painted and ready to go — this one feels almost brand new!

29923 Anahid Dr, Leesburg

2 Beds ⋅ 2 Baths ⋅ Highland Lakes Ph 01 SubDv. ⋅ 34748 Zip Code

BEAUTIFULLY RENOVATED VILLA OFFERING EASY, LOCK-AND-LEAVE FLORIDA LIVING! Whether you're searching for a full-time residence or a seasonal getaway, this thoughtfully updated villa offers the perfect combination of comfort, convenience, and low-maintenance living. With more than $50,000 in improvements, much of the work has already been done for you! Step inside to discover a bright, inviting interior featuring updated flooring throughout, fresh paint, modern lighting, and a beautifully remodeled kitchen. Four skylights fill the home with natural light, while a natural gas fireplace adds warmth and character to the living area. One of the home's standout features is the enclosed lanai, thoughtfully incorporated into the living space to create additional room for entertaining, a home office, or a comfortable retreat for visiting guests. The updated primary bathroom features a raised vanity, and the home's extensive improvements continue with a new roof and skylights (2022/2023), HVAC system, electrical panel (2024), garage door (2024), and water heater (2025). Even the garage has received attention with recessed lighting, providing flexibility for additional seasonal use. Step outside to enjoy your own private courtyard, an inviting space for morning coffee or relaxing Florida evenings. LOVE TO TRAVEL? THIS IS THE LOCK-AND-LEAVE LIFESTYLE YOU'VE BEEN LOOKING FOR! The HOA takes care of many exterior maintenance responsibilities, including irrigation and termite protection, and includes a roof replacement reserve. Spend less time worrying about home maintenance and more time enjoying everything Central Florida has to offer. With extensive renovations, flexible living spaces, and the convenience of villa living, this home is ready for your next chapter. Pack your bags and start enjoying the Florida lifestyle!

5440 Rosewall Circle, Leesburg

2 Beds ⋅ 2 Baths ⋅ Leesburg Chesterbrook 02 Condo Ph 01 SubDv. ⋅ 34748 Zip Code

Why rent when you can own? This updated 2-bedroom, 2-bathroom condo gives you the opportunity to put your money toward something you own instead of paying rent. This home comes furnished. Please contact the agent for details. The current owner has made several major improvements over the past few years, so much of the work has already been done. The central heat and air system is only about 3 months old. The refrigerator, stove/oven, range hood, dishwasher, and stackable washer and dryer are also about 3 months old. The electrical panel was upgraded and inspected about 2 months ago, and the kitchen backsplash and farmhouse sink were added about 5 months ago. Laminate flooring was installed approximately 3 years ago, and the entire home, including the Florida Room, was painted around the same time. Outside, you’ll have a private backyard area, and the Florida Room gives you additional space to relax or entertain. The community also offers amenities including a clubhouse and swimming pool. If you’ve been comparing the cost of renting with owning, this one is worth a look. Call today to schedule a showing!

500 Newell Hill Road Unit 105B, Leesburg

3 Beds ⋅ 2 Baths ⋅ Legacy Leesburg SubDv. ⋅ 34748 Zip Code

Virtually Staged. Some mornings are meant to start slowly, coffee in hand, the sliding doors open, and a quiet Central Florida sunrise over the trees. That's the rhythm waiting at 26939 Honeymoon Ave, a beautifully reimagined 3-bedroom, 2-bath home in the gated community of Legacy of Leesburg. Step inside and you'll feel it right away: this one has been completely remodeled, top to bottom. A brand-new kitchen anchors the heart of the home, both bathrooms have been fully renovated, and fresh flooring flows seamlessly through all 2,002 square feet. New appliances, new fixtures, and fresh paint mean there's truly nothing left to do but move in and unpack. The real magic happens out back. The extended, screened lanai is built for the way you actually want to live: long dinners with friends, a good book on a breezy afternoon, and evenings unwinding in your own private hot tub. It's the kind of space that turns an ordinary Tuesday into something that feels like vacation. And beyond your door, Legacy of Leesburg delivers a lifestyle to match. Wander 275 acres of nature preserve and trails along the Palatlakaha River, then trade the quiet for the buzz of the clubhouse: resort-style pool and spa, fitness center, pickleball, tennis, bocce, and dozens of clubs led by a full-time activities director. Lawn care and cable are included, so your weekends stay yours. Boat and RV storage are on-site, and Orlando's airport and attractions sit less than an hour away. Homes this thoroughly updated, in a setting this special, don't stay quiet for long. Come see what living at Legacy really feels like, then start planning that first morning on the lanai.

26939 Honeymoon Avenue, Leesburg

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

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

2 Beds ⋅ 2 Baths ⋅ Legacy/Leesburg Un 6 Ph Vii SubDv. ⋅ 34748 Zip Code

Welcome to this beautifully maintained 2-bedroom, 2-bathroom, plus office, home with a water view, in the highly desirable Legacy of Leesburg 55+ gated community. This residence offers a bright, open layout, peaceful water views, and a long list of thoughtful upgrades designed for comfort, convenience, and low-maintenance living. The living room features vinyl plank flooring and opens seamlessly to the kitchen, dining area, and enclosed lanai. The kitchen includes quartz countertops, a cast porcelain sink, wood cabinetry, garbage disposal faucets, and stainless-steel appliances including an electric stovetop, microwave, built-in oven, and refrigerator. A charming breakfast area with a chandelier overlooks the water, creating a serene place to enjoy morning coffee. The enclosed lanai features tinted hurricane-grade windows, with the original sliding doors stored in the garage, and the screened patio includes a SunSetter roll-out shade for comfortable outdoor living. The primary bedroom offers carpeted flooring and a tranquil water view. Its en-suite bathroom includes ceramic tile, dual sinks with granite countertops, wood cabinetry, a walk-in shower, and a spacious walk-through closet. The second bedroom features carpet, a ceiling fan with light, and a full closet, while the second bathroom includes granite countertops, wood cabinetry, ceramic tile flooring and a tub-shower combination. The den/office provides a quiet, flexible space bonus room with carpet and a ceiling fan. The home includes a two-car garage with a coated floor, tankless water heater, wash bin, pull-down attic access, and a garage screen for airflow. A pavered driveway, exterior landscaping, and a sprinkler system add to the home’s curb appeal. The property is conveniently located near the community’s back entry and exit for easy access. This homes low-maintenance lifestyle, includes lawn mowing, blowing, edging, cable, and internet in the HOA fee. Legacy of Leesburg offers an exceptional array of amenities included in the monthly association fees. Clock Tower Hall serves as the community’s central social hub, hosting daily events, performances, bingo, dances, group exercise classes, and more, supported by two catering kitchens for gatherings. Indoor recreation includes a state-of-the-art fitness center, an aerobics studio, a card room, craft room, billiards, ping-pong tables, and a library and media center with computers available for residents. Outdoor amenities feature a resort-style heated pool and spa with walk-in beach entry, lap swim area, water aerobics depth, cabana, and outdoor bar. Sports facilities include a softball field, tennis courts, pickleball courts, bocce courts, horseshoe pits, and shuffleboard. The community is surrounded by 275 acres of conservation areas with 19 ponds and 13 nature trails perfect for walking, biking, fishing, and wildlife viewing. For RV and boat owners, Legacy of Leesburg provides a dedicated River Park RV lot and a secure storage area. All amenities are available to residents at no additional cost beyond the monthly fees, creating a lifestyle centered around nature, recreation, and active adult engagement.

5811 Greenbriar Loop, Leesburg

2 Beds ⋅ 2 Baths ⋅ Scottish Highlands Condo Ph K SubDv. ⋅ 34788 Zip Code

Great home in the centrally located community of Scottish Highlands. This 2 bedroom, 2 bath home would be ideal for your retirement. The home has a living room, dining room combo as well as a large separate great room. It is landscaped with mature landscaping and irrigation system. The roof was replaced in 2025. The community has an outdoor pool as well as an indoor pool. Other features include clubhouse, tennis, pickleball, and bocci couts. There is onsite parking for RV’s and boats. The home is well located for a short walk to the amenities.

1113 Ben Hope Drive, Leesburg

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

2 Beds ⋅ 2 Baths ⋅ Legacy Leesburg SubDv. ⋅ 34748 Zip Code

Welcome to this beautifully maintained custom Devonshire in the gated 55+ community of Legacy of Leesburg. Thoughtfully designed with expanded living spaces, volume ceilings, and a wall of sliding glass doors, this home offers a spacious, comfortable floor plan that is ready for its new owner. Laminate flooring enhances the main living areas, while bay windows in the breakfast nook and primary bedroom bring in plenty of natural light. The well-appointed kitchen features raised-panel cabinetry with pull-out drawers, upgraded appliances, a walk-in pantry, and glass tile backsplash. An expanded laundry room provides additional storage, a utility sink, and closet space. The spacious primary suite offers an oversized walk-in closet, lanai access, and an en suite bath with custom cherry vanity and true walk-in ceramic shower. The generously sized guest bedroom features an extended closet and convenient access to the guest bath. French doors lead to the den, providing flexible space for a home office, hobby room, or additional sitting area. The enclosed patio, added in 2015, provides additional space to relax and enjoy the Florida lifestyle. And don't overlook the garage! One side of the two-car garage is extra deep, offering plenty of room for a larger vehicle—bring your big truck! It also features a 10x6 workshop area, side service door, window, and pull-down attic storage. Additional features include Hunter Douglas blinds and shades, a Kinetico water system, attic radiant barrier, and foam block insulation. The home has been thoughtfully updated over the years, including four replacement windows in 2016, a generator added in 2017, four additional replacement windows in 2019, a new front door in 2021, and fresh interior paint in 2022. Located in nature-themed Legacy of Leesburg, this very well-maintained home combines comfortable everyday living with access to the community's extensive amenities. Move-in ready and waiting for its next owner—come see everything this inviting home has to offer!

5138 Aurora Drive, Leesburg

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

Recently remodeled 3-bedroom home in the 55+ golf community of Royal Highlands. The rear of the home has a beautiful waterfront view and is positioned next to a large, open green space, providing extra privacy. Updates: Luxury Vinyl floors (2025) with 5-inch base boards, enclosed Florida room with windows (2025), new ceiling fans (2024), new hot water tank (2026), AC unit (2024), roof (2022), garage door opener (2026), garage door sliding screen (2023), new irrigation controller (2024), skylights serviced (2026). Laundry room with a sink and cabinets. (2023) washer/Dryer, kitchen updates, plantation shutters, new LED lighting throughout and a Generac System (Home Generator 2025). Relax and enjoy your pristine lake view from the comfort of your Florida room’s panoramic view! This home has a great layout with views of the lake from the kitchen, dining, living area and Florida room. Unique double master suites and a third bedroom/office. Royal Highlands is a Golf Course Community with 24-hour guard services, clubhouse, restaurant, pickleball courts, indoor and outdoor pools, shuffleboard, tennis, baseball/softball field, all within the community. Waterfront home in top rated 55+ community in Leesburg, Florida. This community has easy access to the Florida Turnpike and is convenient to all the Central Florida attractions.

21932 Royal St Georges Ln, Leesburg

3 Beds ⋅ 2 Baths ⋅ Pennbrooke SubDv. ⋅ 34748 Zip Code

Welcome to your own peaceful retreat in Pennbrooke Fairways! This spacious 3-bedroom, 2-bathroom home offers 1,869 sq. ft. of heated living space with soaring ceilings, generously sized rooms, and a bright, airy atmosphere that makes the home feel open and inviting from the moment you step inside. One of the home's standout features is the 250 sq. ft. enclosed lanai overlooking the golf course and pond. Whether you're enjoying your morning coffee, unwinding at the end of the day, or simply taking in the peaceful Florida scenery, this is a space you'll want to enjoy year-round. The home offers plenty of room for both everyday living and entertaining, while the brick-paver driveway adds beautiful curb appeal. Major updates include a new HVAC system in 2025 and roof replacement in 2018, offering added peace of mind for the next owner. Located in Pennbrooke Fairways, a gated 55+ golf community in Leesburg, residents enjoy an active Florida lifestyle surrounded by golf courses, ponds, conservation areas, and beautifully maintained surroundings. Community amenities include three 9-hole golf courses, swimming pools, fitness facilities, tennis, pickleball, bocce, shuffleboard, recreation centers, walking and biking areas, and a wide variety of clubs and social activities. There's even an on-site restaurant, making it easy to meet friends for a meal without leaving the community. Conveniently located near The Villages and Brownwood Paddock Square, you'll have easy access to shopping, dining, entertainment, medical facilities, and everything Central Florida has to offer. Spacious, bright, and perfectly positioned to enjoy tranquil golf course and water views—come discover the relaxed Florida lifestyle waiting for you in Pennbrooke Fairways!

439 Grand Vista Trail, Leesburg

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