Leesburg Homes with Pool

Leesburg Homes with Pool

Leesburg, a charming city located in Lake County, Florida, is an ideal place to call home. With its rich history, beautiful landscapes, and friendly community, Leesburg offers a high quality of life for residents.

Situated in the heart of Florida, Leesburg boasts a warm and sunny climate year-round, making it perfect for outdoor activities. The city is surrounded by picturesque lakes, including Lake Harris and Lake Griffin, providing residents with ample opportunities for boating, fishing, and other water sports.

Leesburg is known for its diverse real estate options, including homes with pools. If you're looking for a property that offers the luxury and convenience of a private pool, Leesburg has plenty to offer. Whether you prefer a cozy single-family home or a spacious estate, you'll find a variety of homes with pools to suit your needs and preferences.

Having a pool in your own backyard not only provides a refreshing escape during hot summer days but also adds value to your property. It offers a perfect setting for entertaining guests, relaxing with family, or simply enjoying a peaceful swim.

In addition to the homes with pools, Leesburg offers a range of amenities, including shopping centers, restaurants, parks, and recreational facilities. The city is also home to several reputable schools, making it an excellent choice for families.

If you're in search of a vibrant community with beautiful homes and a relaxed lifestyle, Leesburg is the perfect place to settle down. With its welcoming atmosphere and abundance of homes with pools, Leesburg offers a unique opportunity to enjoy the best of Florida living.

Newest Leesburg Homes with Pool

2 Beds ⋅ 1 Baths ⋅ G5116390 MLS

Brittany Estates, one of the most sought after 55+ communities on Lake Griffin. This is an opportunity to own a share of the coop and a nice level lot to bring in a new home of your choice. The home currently on the lot is not livable but can be replaced or rebuilt. The monthly fee is only $160 and includes water, sewer, lawn care, and twice weekly trash pickup. Community has a heated swimming pool inside a screen enclosure overlooking lake Harris, clubhouse, marina with boat slips, private boat ramp, fishing pier, shuffleboard, horseshoes, library, game room and an active social calendar. Within minutes of the City of Leesburg and all conveniences. This is a rare opportunity to buy into a well established community and place the new home of your choosing or rebuild the current one just how you want it. Bring your golf cart and start living the retired life.

820 Mark Road, Leesburg

2 Beds ⋅ 2 Baths ⋅ G5116516 MLS

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

3 Beds ⋅ 3 Baths ⋅ O6433733 MLS

Welcome to an exceptional waterfront retreat at 1002 Loves Point Drive in Leesburg, where timeless design, thoughtful renovations, and breathtaking water views come together on a spectacular lot of just over half an acre. Completely renovated in 2019 and further enhanced with a stunning pool and screen enclosure in 2021, this home offers a truly elevated Florida lifestyle with direct canal frontage and a private dock providing access to the renowned Harris Chain of Lakes—perfect for boating, fishing, water sports, and enjoying endless days on the water. Inside, the open-concept design showcases soaring ceilings, dramatic custom wood beams, designer-quality finishes, and an impressive stone wood-burning fireplace anchoring the great room (currently holds an electric insert). An oversized picture window frames panoramic views of the water, bringing the beauty of the outdoors into the heart of the home. The chef-inspired kitchen features extensive custom cabinetry, upscale finishes, and an oversized island designed for both entertaining and everyday living. The luxurious primary suite is a private retreat with high ceilings, beautiful water views, a massive walk-in closet, and additional flexible space ideal for a home office, gym, den, or sitting area. Two additional generously sized bedrooms offer abundant storage, while the beautifully renovated bathrooms feature upscale cabinetry, designer-quality fixtures, and sophisticated finishes throughout. Every detail of this home reflects quality and intentional design, from the custom cabinetry and stone accents to the carefully selected fixtures and finishes. Outside, the expansive screened pool area creates the perfect setting for entertaining or relaxing while taking in the spectacular views. The property is uniquely positioned between a tranquil lagoon and the lake, creating a serene waterfront setting and an abundance of privacy. Additional features include a water softener, solar panels, security system, and an oversized garage. With its exceptional waterfront setting, private dock, pool, expansive lot, beautifully renovated interior, and direct access to the Harris Chain of Lakes, this one-of-a-kind property offers the perfect combination of luxury, comfort, and the quintessential Florida waterfront lifestyle.

1002 Loves Point Drive, Leesburg

2 Beds ⋅ 1 Baths ⋅ G5116515 MLS

CHARMING, UPDATED & READY FOR YOUR FLORIDA LIFESTYLE! This 2-bedroom, 1-bath cottage home in the active-adult golf community of Pennbrooke Fairways proves that great things can come in smaller packages. Thoughtfully updated, well maintained and full of character, this easy-care home is an ideal choice whether you're looking for a full-time Florida residence or a seasonal getaway. FURNITURE IS OPTIONAL, offering buyers the opportunity to negotiate for an easy, move-in-ready transition if desired. Enjoy your 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, while the patio offers a comfortable spot for grilling, relaxing and enjoying the Florida weather. Garden and flower lovers will also appreciate the established planting areas surrounding the home. Inside, you'll find a comfortable interior with NO CARPET—ceramic tile and laminate flooring flow throughout the home. Crown molding adds a finished touch, while the primary bedroom features custom updates, including a charming barn door. An interior laundry room provides convenient additional storage. And the updates? THE BIG-TICKET ITEMS HAVE ALREADY BEEN DONE! ROOF 2022 • A/C 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 makes it easier to spend your time enjoying the lifestyle. The HOA includes lawn service, cable and internet, and Pennbrooke Fairways offers an active lifestyle right outside your door. Golfers can enjoy three 9-hole courses—two executive courses and one regulation course. When you're ready for a bite to eat or a cold beverage, head over to the community restaurant, or take advantage of pickup or delivery. Pennbrooke also offers two pools, a hot tub, fitness center, tennis, pickleball, softball, RV and boat storage, an onsite hair salon, clubs, activities, movie nights, community events and more. And then there's the location! Pennbrooke Fairways is conveniently located in Lake County, just a short drive from The Villages, including entertainment at Brownwood and Sawgrass Squares, plus abundant shopping, dining, grocery stores, medical services and everyday conveniences. Orlando, Tampa, Ocala are also within reach for day trips and weekend adventures. If you've been looking for a home that's manageable in size, big on charm, updated and designed for an easy Florida lifestyle, this home deserves a closer look. Come see it for yourself and discover just how much this home—and Pennbrooke Fairways—has to offer!

507 Cottage Park Lane, Leesburg

3 Beds ⋅ 2 Baths ⋅ G5116502 MLS

Virtually Staged. Welcome to a life that feels like vacation every day. Nestled in one of Central Florida’s most desirable resort-styled, active-adult golf communities, this beautiful, low-maintenance 1,862 s.f. conditioned Block & Stucco 3 Bedroom 2 bath home built in 2020 with luxury vinyl plank in all rooms except 1 bedroom, baths & indoor laundry room w/ utility sink has tile, over-sized 2 car stretched garage w/ pull down stairs and floored attic for additional storage. The home delivers the comfort, quality, and freedom you’ve been dreaming of on an over-sized lot big enough for a pool or bird-cage lanai all without the resort price tag. Every detail has been thoughtfully cared for giving you peace of mind and more time to enjoy the things you love. The columns on the porch and glass entry door and 2 sidelight panels welcome you to the modern open concept home. Step inside and feel the spacious flow of the great room with high ceilings through most of the home to enhance your sense of space is perfect for relaxed evenings or lively gatherings with friends. The kitchen is equipped with plenty of cabinets and high-level quartz counter-tops, side-by-side stainless steel fridge and gas range nearby closet pantry, soft close doors & drawers, 6-seat bar-top island that’s made for morning coffee and good conversation. ALL kitchen appliances stay. The owner’s suite has ensuite bath w/ his & her vanities, walk-in Roman shower, private toilet and walk-in closet. The split-bedroom layout offers privacy for you and your guests, Step out on to your covered & screened lanai overlooking the open area for extra privacy and breathe in the tranquility of surrounding greenery while sipping your morning coffee or afternoon margarita, lanai has motorized roll-down shades. the indoor laundry room has shelving & utility sink. With the home’s energy efficient design including low-E windows, foam-filled insulated block and stucco construction, extra attic insulation, high-efficiency A/C will save you money on your utility bill, The high construction standards and high elevation qualify this home for massive insurance savings , this home offers beauty, strength and serenity in equal measure. Upgrades include widened and decorative driveway, gutters around entire home, exterior painted 2026, motorized shades for sliders & lanai, premium plantation shutters throughout, all bedrooms have closets. But what truly sets this home apart is the lifestyle. Arlington Ridge is more than a community it’s a new way of living. Spend your mornings on the championship 18-hole golf course, your afternoons at the heated pools or fitness center, and your evenings with neighbors at the on-site restaurant, tavern, or free movie theater. Enjoy tennis, pickleball, billiards, or a peaceful stroll along golf cart-friendly streets lined with sidewalks and manicured landscapes. Low HOA of just $129/month, you’ll enjoy lawn care, high-speed internet, Wi-Fi & 200+ cable channels. With hardly any yardwork to worry about, What will you do with all your free time? Conveniently located near shopping, dining, medical services, and a short drive to Orlando’s attractions and both coasts’ beaches, this home blends resort-style living with everyday practicality. Don’t just buy a home, embrace the lifestyle you worked hard for and start living the life deserve. start living your best Florida life at Arlington Ridge. Retirement is not the end, it’s a new chapter just beginning

4578 Shenandoah River Trail, Leesburg

4 Beds ⋅ 4 Baths ⋅ G5116455 MLS

Welcome to 33809 Overton Drive, a unique 4-bedroom, 4-bath waterfront home featuring over $180,000 in upgrades, incredible water views, over half an acre, and no HOA. Each bedroom offers its own private en-suite bathroom and walk-in closet, providing a rare level of privacy and flexibility. Enjoy the Florida lifestyle from the screened, heated saltwater pool and spa overlooking the water. Major improvements include 200-mph impact-rated windows with transferable warranty, newer roof, updated HVAC, whole-house Generac backup generator, natural gas servicing the generator and pool heater, dedicated well for pool fill and irrigation, remodeled primary bathroom, whole-house water softener, solar attic fans, updated pool equipment, and a large storage shed. The spacious kitchen features a built-in Sub-Zero refrigerator and freezer, built-in double ovens, electric cooktop, dishwasher, abundant cabinetry and generous counter space. With over $180K in improvements, waterfront views, private pool and spa, whole-house backup power, this home is truly one of a kind.

33809 Overton Drive, Leesburg

2 Beds ⋅ 2 Baths ⋅ V4950637 MLS ⋅ 11910 BLDG.

Discover comfortable, easy living in this charming 2 bedroom, 2 bathroom manufactured home located in a vibrant 55+ community. Designed for simplicity and convenience, this single-level home offers no-step living throughout, making it ideal for accessibility and peace of mind. Inside, the inviting floorplan is filled with natural light, fresh paint, and provides the perfect space for relaxing or entertaining. Both bedrooms are generously sized, and the two bathrooms offer comfort and privacy for guests alike. Residents enjoy a variety of community amenities, including a swimming pool, relaxing hot tub, and a clubhouse for social gatherings and activities. A pier and dock provide the perfect setting for fishing or taking in beautiful lake views. Outside, the home features a covered two car carport along with a storage and workshop area ideal for projects or extra storage. If you're looking for a peaceful, low-maintenance lifestyle with great amenities and a scenic setting, this is a wonderful home to call your own!

11910 Salina Way Unit 11910, Leesburg

3 Beds ⋅ 2 Baths ⋅ G5116461 MLS

Custom built - upgrades throughout, 2 walk-in closets in primary bedroom, inside Florida room, screened porch and outside area. Rear pond front - no rear neighbors! Main bath has separate shower and tub, double sinks. New roof 2025, new A/C in 2019.

26616 Wimbledon Street, Leesburg

2 Beds ⋅ 2 Baths ⋅ R4911820 MLS

Enjoy the best of Florida living in this inviting 2-bedroom, 2-bath home situated in the sought-after 55+ gated community of Hawthorne at Leesburg. Well cared for and thoughtfully updated, this home features new double-pane insulated windows, a recently seal-coated roof, and new vinyl plank flooring throughout much of the interior. The spacious primary suite provides plenty of room to relax and includes a private en suite bathroom with a tiled step-in shower. A generous Florida Room extends the living space and creates the perfect spot for morning coffee, visiting with friends, or simply enjoying the laid-back Florida lifestyle. Life in Hawthorne is designed to be both active and carefree. The $397 monthly maintenance fee includes water, sewer, lawn care, emergency services, and access to an impressive array of community amenities, along with secure RV and boat storage. At the heart of the community is a spacious clubhouse where residents can gather, socialize, and enjoy more than 100 organized activities. Amenities include a hospitality lounge, card rooms, billiards, fitness center, library, and fine arts studio, with a program coordinator helping keep the calendar filled with activities and events. Boating enthusiasts will appreciate the private marina with more than 120 boat slips and access to the Harris Chain of Lakes. The community also offers scenic walking paths, beautiful lake surroundings, fishing opportunities, swimming, and plenty of recreational activities. Golf-cart-friendly streets make getting around the community—and reaching nearby shopping, restaurants, and medical services—easy and convenient. Peace of mind is another part of the Hawthorne lifestyle, with a 24/7 on-site team of state-certified firefighter/EMTs, emergency vehicles, and in-home emergency response buttons. Whether you're looking for a full-time Florida residence or a comfortable seasonal getaway, this home offers the opportunity to enjoy a welcoming community, wonderful amenities, and a relaxed maintenance-free lifestyle. Come see what makes Hawthorne at Leesburg such a special place to call home!

428 Palo Verde Drive, Leesburg

3 Beds ⋅ 2 Baths ⋅ G5116068 MLS

Escape to easy Florida living at 11571 Marvell Way in Lake Yale Estates! This inviting single-story home sits on the most private lot in the community — backing to mature oaks draped in Spanish moss instead of a neighbor's fence — and is built for anyone who loves living outdoors as much as indoors. Inside, an open living area flows into the kitchen, with soft carpeting underfoot and ceiling fans throughout keeping things comfortable. Soft teal accents give the home a relaxed, coastal feel, and the primary suite offers a private retreat with its own bath. Two additional bedrooms give room for guests, hobbies, or a home office. Step outside and the real magic begins: a spacious screened porch off the kitchen, a large elevated back deck with peaceful wooded views, and a generous backyard shaded by mature oaks, a productive orange tree, tropical plantings, a picnic area, and a stone fire-pit circle perfect for evenings under the stars. A carport keeps vehicles covered, and a full-size workshop/shed adds room for tools, toys, or projects. Lake Yale Estates is a quiet, deed-restricted 55+ community set along the shoreline of spring-fed Lake Yale — one of Central Florida's best-known bass fishing lakes — with community amenities including a clubhouse, pool, library, and planned social activities. Come see why this home feels like a true Florida retreat, with the rare privacy and outdoor living space so many buyers are searching for.

11571 Marvell Way, Leesburg

3 Beds ⋅ 2 Baths ⋅ G5116293 MLS

EASY WALKING DISTANCE TO THE CLUBHOUSE! This 3 bed / 2 bath home is a unique Pringle built floor plan for Highland Lakes. It offers over 2,000 sq ft of living space with a split plan bedroom design for privacy. NO CARPET, with easily maintained luxury vinyl plank throughout the whole house. The kitchen is updated and the maple cabinets all have soft close drawers & doors, there are granite counters and newer appliances. The primary bathroom is also updated with soft close cabinetry & comfort height granite counters and also a solar powered Velux skylight. Solar tubes in the living room and laundry room brighten the home with natural light and in the evening close the Plantation Shutters in the living room and bedrooms for privacy. A brand new water heater, a 4 year old roof, replacement double pane windows and the Challenger electric panels & breakers replaced with Siemens units show the sellers attention to detail in maintaining the home. Your outside Florida living is taken care of with a Florida Room and large lanai. Yes, the hot tub stays and conveys with the sale. Located in the highly active Highland Lakes community, residents enjoy a low monthly HOA fee with exceptional amenities including a driving range, walking and biking trails, catch-and-release fishing lakes, library, indoor and outdoor pools, fitness center, tennis and pickleball courts, as well as metal and woodworking shops and much more. Highland Lakes is located in South Leesburg, you’ll be close to grocery stores, pharmacies, medical facilities, and restaurants. Plus, you’re less than an hour from Orlando’s world-famous attractions and international airport, with both the East and West Coast beaches under two hours away. Come and check out this delightful home for yourself before someone else makes it theirs!

5606 Rosewall Circle, Leesburg

2 Beds ⋅ 2 Baths ⋅ G5116067 MLS

Virtually Staged. Meticulously maintained and beautifully updated, this move-in-ready Onyx Model floor plan in Royal Highlands offers exceptional pride of ownership, thoughtful upgrades, and a desirable gated 55+ golf-community lifestyle. From the paver driveway and sidewalks to the updated interior finishes, this home has been cared for with attention to detail inside and out. Major improvements include a 2025 roof and gutters, 2026 water heater, whole-house electric surge protector, updated smoke detectors, exterior paint, microwave, garage door sensors, solar lamp post, exterior solar lighting, and refreshed landscaping with sophisticated gray rock. Additional updates include crown molding, wainscoting, updated chandeliers and lighting throughout, a new kitchen box light, skylights, solar tubes, slightly vaulted ceilings, and a smart thermostat. Also, the home offers quality Shaw luxury vinyl flooring, soft-close kitchen cabinets, under-cabinet kitchen lighting, stainless appliances, granite countertops, updated sinks and waterfall faucets, plantation shutters, all LED lighting, knockdown ceiling texture, and privacy blinds in the Florida room. The Florida room features a marble floor and mindful consideration should you want to bring a/c into the space, adding flexible square footage for relaxing or entertaining. Every detail has been carefully considered, with just enough sparkle and personality to make the home feel special while remaining practical and comfortable. This home is meticulously maintained and truly move-in ready. There are no nail holes to fill or patch! We have extra paint available, and extra flooring is stored in the attic. The HVAC system is serviced twice yearly, and the irrigation was recently checked for efficiency with new heads installed. The garage includes a utility sink, updated sliding screen doors, a 2.5-car layout, and golf cart parking. Exterior features include the paver driveway and sidewalks, solar lighting, refreshed landscaping, easy access to the water shut-off, and a clean, well-kept presentation that reflects the current owners’ pride and attention to detail. Royal Highlands offers an active lifestyle with sidewalks, two pools, courts, a softball field and concession area, driving range, full-service restaurant, theater stage and dance floor, library, fitness center, clubs, and activities. The community is conveniently located near MCO, amusement parks, the Florida Turnpike, shopping, and more than 1,500 named lakes in the area. It is a water lover’s paradise with access to nearby lakes and is also within reach of both Gulf Coast and East Coast beaches. With motivated sellers, extensive updates, thoughtful finishes, and true move-in-ready condition, this home is ready for its next owner. Call today to schedule your private tour and experience the care, comfort, and lifestyle this property has to offer.

21738 King Richards Way, Leesburg

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