Leesburg Homes with Pool Amenities

Leesburg Homes with Pool Amenities

Welcome to Leesburg, Florida—a charming city nestled in the heart of Lake County, where southern hospitality meets a vibrant community spirit. Known for its picturesque landscapes and rich history, Leesburg offers a unique blend of small-town charm and modern amenities. With its stunning lakes, lush parks, and a variety of recreational activities, it’s no wonder that this area is a favorite for families, retirees, and anyone seeking a peaceful yet active lifestyle.

One of the standout features of Leesburg is its array of beautiful homes that come with pool amenities. Imagine stepping into your own private oasis on a warm Florida day, where you can relax by the poolside or host unforgettable gatherings with friends and family. These homes not only provide a refreshing escape from the summer heat but also enhance your overall living experience. Whether you’re looking for a cozy retreat or a spacious family home, Leesburg has something for everyone.

The local real estate market boasts a variety of options, from charming single-family homes to luxurious estates, all designed to cater to your lifestyle. Many of these properties are situated in friendly neighborhoods, close to schools, shopping, and dining, making it easy to enjoy everything Leesburg has to offer.

In Leesburg, you’ll find more than just a home; you’ll discover a welcoming community and a lifestyle that embraces the beauty of Florida living. Dive into the local real estate market today and find the perfect home with pool amenities that suits your needs!

Newest Leesburg Homes with Pool Amenities

5804 Cliffbow Loop, Leesburg
$329,115
4 Beds ⋅ 2 Baths ⋅ Groves At Whitemarsh SubDv. ⋅ 34748 Zip Code
Virtually Staged. Under Construction. The Juniper combines modern style with practical comfort, offering a design that fits the way you live. A spacious two-car garage and optional covered lanai provide flexibility inside and out, while three main-level bedrooms are thoughtfully positioned at the front of the home. These bedrooms share a dual-vanity bath with a walk-in laundry room conveniently located across the hall. At the heart of the home, the open kitchen and dining area create the perfect setting for dinners or holiday gatherings. Afterward, relax in the expansive 17x17 great room, ideal for entertaining or quiet evenings together. With options for enhanced outdoor living, the Juniper brings the best of Florida’s sunshine and a functional layout together in one inviting design. *Photos are from a similar home.

5804 Cliffbow Loop, Leesburg
27033 White Plains Way, Leesburg
$240,000
2 Beds ⋅ 2 Baths ⋅ Leesburg Arlington Ridge Ph 1-C SubDv. ⋅ 34748 Zip Code
QUICK MOVE-IN POSSIBLE! Less than 1 block to the amenities, golf course, restaurant & pub, 2 bedroom, 2 bath with low maintenance concrete block & stucco villa with 1 1/2 car garage w/epoxy floor, 8 foot glass entry door for more natural light and lanai & birdcage with no homes behind it for added privacy. Enjoy the luxury feel of wood cabinetry, quartz countertops, waterproof LVP flooring, open kitchen perfect for entertaining, 4 seat bar-top, stainless kitchen appliances that stay, indoor laundry room with washer & dryer that stay, Low HOA of $303/month includes full lawn care, irrigation water & system, new roof when needed, exterior painting, high-speed internet, Wi-Fi, and over 200 cable channels. Community has On-site RV and boat parking available, . Safe & Secure gated community With hardly no yardwork to worry about, What will you do with all your free time? Arlington Ridge is more than a community it’s a way of living. Spend your mornings on the championship 18-hole golf course (no Membership Required. Pay only when you play as well as numerous amenities at no extra charge, Spend your afternoons at the heated pools or well-equipped fitness center with a pool view..., and your evenings with friends and neighbors at the on-site restaurant, tavern, or free movie theater. Enjoy tennis, pickleball, bocce, billiards, all just a 1 block walk or quick golf cart ride away. Take a peaceful stroll, walk the dog or bike ride along sidewalk lined streets. 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. Home includes gutters with lifetime leaf guard, power awning in bird cage, garage shelving, water softener & generator for the very rare times the power has been off. One of the most affordable communities to purchase homeowner's insurance in.

27033 White Plains Way, Leesburg
307 Hawthorne Boulevard, Leesburg
$145,000
2 Beds ⋅ 2 Baths ⋅ Hawthorne At Leesburg A Coop SubDv. ⋅ 34748 Zip Code
A Warm, Welcoming Retreat with Character & Comfort. Discover this beautifully cared-for, fully furnished 2-bedroom, 2-bath home on Hawthorne Blvd, where charm, comfort, and livability come together effortlessly. Set across from a generous, open median, this inviting home has a welcoming presence and plenty of room to relax, entertain, and enjoy everyday life. Step inside and discover a home that feels comfortable and inviting from the moment you arrive. The spacious living room offers an easygoing gathering place, while the bright Florida room, fully heated and cooled, adds a wonderful bonus space for morning coffee, reading, entertaining, or overnight guests. Both the living room and Florida room feature sleeper sofas, making hosting family and friends a breeze. The spacious, fully equipped kitchen is ready for everything from a quick breakfast to a leisurely home-cooked meal. A charming eating bar provides the perfect spot for morning coffee, casual meals, or keeping the conversation going while preparing dinner. The home features vinyl siding, a membrane roof installed in 2015, HVAC installed in 2010, upgraded windows, and a blend of carpet and laminate flooring. New subfloors were installed in 2021 in the master bedroom, guest bedroom, and dining room. The cozy primary bedroom offers a walk-in closet and a private bath with a walk-in shower. The guest bedroom provides a comfortable guest bed with clever under-bed storage and an easy-lift design. The guest bathroom includes a classic bathtub. A separate utility and laundry room adds everyday convenience, while the outdoor space is beautifully uncomplicated with low-maintenance landscaping and a charming flower or herb bed. Charming and wonderfully adaptable, this home is a delightful place to settle in, slow down, and make yourself at home..............Hawthorne at Leesburg is an active, resident owned, 55+ cooperative, waterfront, gated community, with beautifully landscaped grounds, lakes with illuminated fountains and a relaxing and comfortable gazebo. The affordable monthly maintenance fee of $397 includes water, sewer, lawn mowing, private emergency services and storage space for recreational vehicles, boats, trailers and much more! The beautiful clubhouse is complete with a full-time program coordinator, more than 100 different activities and seating for 550. It has a hospitality lounge, card rooms, craft rooms, billiard room, fitness center, library, fine arts room and many more. There is excellent fishing, outdoor geo-thermally heated pool and two enclosed therapeutic pools. Hawthorne boasts a private marina monitored by an electronic security system with over 120 boat slips and access to the Harris Chain of Lakes and beyond.

307 Hawthorne Boulevard, Leesburg
512 Palo Verde Drive, Leesburg
$79,000
2 Beds ⋅ 2 Baths ⋅ Hawthorne At Leesburg SubDv. ⋅ 34748 Zip Code
Enjoy the best of Florida living in this charming 2-bedroom, 2-bath home located in the highly desirable 55+ community of Hawthorne at Leesburg! Offering resort-style amenities, a convenient Central Florida location, and a low-maintenance lifestyle, this home is an excellent opportunity for full-time residents or those seeking the perfect seasonal retreat. Ideally situated between The Villages and Orlando, you’ll enjoy easy access to shopping, restaurants, entertainment, medical facilities, and the Florida Turnpike. Inside, the home features a bright and functional kitchen with ample cabinet storage, an adjoining dining area, and a spacious living room that opens to an enclosed Florida Room. This additional living space is perfect for enjoying your morning coffee, relaxing with a good book, or entertaining friends and family year-round. The home offers two primary bedroom suites, each with its own full bathroom, providing comfort, privacy, and flexibility for visiting guests. Outside, the covered carport provides convenient sheltered parking, while the attached storage shed offers additional space for tools, seasonal décor, and other belongings. Hawthorne at Leesburg offers an exceptional resort-style lifestyle with an impressive array of amenities! Residents can enjoy a clubhouse, fitness center, sauna, tennis courts, pickleball, shuffleboard, bocce ball, card rooms, a softball field, and an 18-hole grass putting course. For boating and outdoor enthusiasts, the community also offers access to the Lake Harris Chain of Lakes, featuring boat slips and a private boat launch, along with boat and RV storage. Enjoy boating, fishing, water sports, and a variety of outdoor recreational activities, all adding to the appeal of this vibrant community. An active social calendar, clubs, and community events provide plenty of opportunities to meet neighbors and make lasting friendships. Whether you’re looking for a full-time Florida home, a seasonal escape from colder weather, or a place to enjoy an active and social retirement lifestyle, this home offers a wonderful opportunity to experience the Florida lifestyle you’ve been dreaming of!

512 Palo Verde Drive, Leesburg
3658 Caspian Street, Leesburg
$287,000
3 Beds ⋅ 2 Baths ⋅ Lake Denham Estates SubDv. ⋅ 34748 Zip Code
Virtually Staged. BEST-PRICED HOME IN LAKE DENHAM ESTATES! This 3-bedroom, 2-bath home offers 1,614 sq ft of comfortable living space, with solar panels to be PAID IN FULL by the seller at closing with acceptable offer, a fully fenced backyard, fresh interior paint, professionally cleaned carpets, and a 2-car garage. Eligible buyers may also qualify for USDA financing with 0% down.This 3-bedroom, 2-bath home offers 1,614 sq ft of comfortable living space along with PAID-OFF solar panels, a fully fenced backyard, fresh interior paint, professionally cleaned carpets, and a 2-car garage. Eligible buyers may also qualify for USDA financing with 0% down. Inside, you'll find a bright, open-concept layout connecting the living, dining, and kitchen areas, along with a split-bedroom floor plan that provides added privacy. The kitchen features a large center island with seating and prep space, stainless steel appliances, a gas range, generous cabinetry, and an oversized pantry. The spacious primary suite features a walk-in closet and private bath with a walk-in shower and generous vanity space. Two additional bedrooms and a full guest bath provide plenty of room for everyday living, guests, or a home office. Step outside to the covered lanai overlooking the fully fenced backyard, offering plenty of space for outdoor dining, entertaining, pets, or creating your own backyard retreat. Additional features include a hardwired security system that can remain with the home and transfer to the new owner with a separate monthly monitoring subscription, a tankless water heater, natural gas, and PAID-OFF solar panels. Lake Denham Estates offers a community pool, playground, park, and sidewalks, all while keeping you close to shopping, dining, entertainment, outdoor recreation, and Lake Harris. Downtown Leesburg is approximately 5 minutes away, with convenient access to Florida’s Turnpike for easy travel throughout Central Florida. Schedule your private showing today!

3658 Caspian Street, Leesburg
25419 Crestwater Drive Drive, Leesburg
$245,000
2 Beds ⋅ 2 Baths ⋅ Plantation At Leesburg, River Crest SubDv. ⋅ 34748 Zip Code
Welcome to the Plantation at Leesburg, a 55+ guard-gated community that enjoys a low HOA fee and many amenities. Upon entering the Foyer, you’ll appreciate the open floor plan which oversees the spacious Dining Room and Family Room. Four tall sliding glass doors allow for an abundance of natural light and lead to the screened 21’x23’ Lanai. The Kitchen is complete with granite countertops, ample cabinetry, an Eat-In Breakfast Area and a Laundry closet complete with washer & dryer. This 2 Bedroom, 2 Bath home with a Den offers a split-floor plan which allows privacy for you and visiting guests. HVAC 2022, ROOF 2017, new interior ceiling and wall paint 2026. This home is priced to sell. (Equal Opportunity Housing}. Easy To Show!

25419 Crestwater Drive Drive, Leesburg
5808 Cliffbow Loop, Leesburg
$309,415
3 Beds ⋅ 2 Baths ⋅ Groves At Whitemarsh SubDv. ⋅ 34748 Zip Code
Virtually Staged. Under Construction. The Portland is the perfect floorplan to take advantage of the Florida lifestyle. In this home guests are greeted by a covered entryway that leads into a spacious main level living area. No matter where you are in this space, the open floorplan is a great place for entertaining family and friends. The kitchen island, allows for natural movement through the main level, keeping the kitchen as the focal point of the home. Two spacious bedrooms share a hall bath on the main level, and the real showcase of this home is the primary suite which offers the utmost luxury and privacy. You have everything you need with dual vanities, a large walk-in closet, and standing shower. This home is an oasis for those looking for a new construction home, built for the way you live! *Photos are from a similar home.

5808 Cliffbow Loop, Leesburg
6220 Cliffbow Loop, Leesburg
$342,415
4 Beds ⋅ 3 Baths ⋅ Groves At Whitemarsh SubDv. ⋅ 34748 Zip Code
Virtually Staged. Under Construction. The Seaton is the perfect single-family home for growing families and first-time buyers. Step from your front door or two car garage into a light, airy living area with an open kitchen overlooking the great room- complete with access to private patio or large covered lanai for those who enjoy outdoor activities or entertaining guests alike! On the other side of this ideal setup lie three bedrooms, two bathrooms, a walk-in laundry room and more! The secluded primary suite has all you need in privacy; dual sinks, spacious closet plus extra linen storage make it feel like nothing else matters but restful comfort! Get ready to settle down somewhere special – come see why this 2,001 square foot new construction could be just what you've been looking for! *Photos are from a similar home.

6220 Cliffbow Loop, Leesburg
5336 Tidewater Street, Leesburg
$325,000
2 Beds ⋅ 2 Baths ⋅ Plantation At Leesburg Riverside Village Lt SubDv. ⋅ 34748 Zip Code
Looking for a spectacular 2 bed + den home in the premier 55+ gated golf community of Plantation at Leesburg? Well, look no further! This exceptional property is striking from the moment you pull into the driveway, greeting you with updated landscaping, fresh exterior lighting, and a crisp, newly painted exterior. Open the front door and WOW—this home shows like an absolute model. The expansive layout features soaring ceilings and brand-new luxury vinyl plank flooring that flows seamlessly through the main living spaces. Every inch of the interior has been refreshed, including a STUNNING, brand-new custom Kitchen that belongs on the cover of a design magazine. This unique culinary space boasts: • Custom solid wood cabinetry in a sophisticated, trending sage green tone. • Striking pattern-tile backsplash that adds incredible character and designer flair. • Premium quartz countertops paired with a massive, commercial-grade stainless steel farmhouse sink and handsome modern hardware. • Brand-new 2026 appliances complete the ultimate chef's setup. The kitchen transitions beautifully into a sunlit breakfast nook accented by handsome rustic ceiling beams and stylish modern lighting fixtures. Slip away to the expansive primary suite, featuring a massive, completely updated bathroom that offers a true spa-like escape. Solidly built in 2004, the home also features an oversized garage. A spacious covered lanai—the perfect private oasis to enjoy your morning coffee or unwind in the beautiful Florida weather. With major components entirely updated, you can move in with total peace of mind: Roof (2023), A/C (2020), and a brand-new Garage Door Opener, Kitchen Appliances, and Disposal all new for 2026. Enjoy resort-style living at THE PLANTATION AT LEESBURG, A 55+ GATED COMMUNITY, with TWO GOLF COURSES, pools, tennis, pickleball, softball, clubs, and endless activities in one of Central Florida’s premier active adult communities. The life you have waited your whole life for is conveniently located near major hospitals, shopping, parks, and the airport. Don't miss this opportunity to own a move-in-ready home that offers comfort, quality updates, and exceptional outdoor living!

5336 Tidewater Street, Leesburg
21212 Royal St Georges Lane, Leesburg
$249,000
2 Beds ⋅ 2 Baths ⋅ Royal Highlands Ph 01ca SubDv. ⋅ 34748 Zip Code
Virtually Staged. Welcome to easy Florida living in the SOUGHT-AFTER 55+ ROYAL HIGHLANDS community, where comfort, recreation and an ACTIVE LIFESTYLE come together in a GUARD-GATED GOLF COMMUNITY. Tucked away in a QUIET AREA of the neighborhood, this charming 2-bedroom, 2-bath single-story home offers GREAT CURB APPEAL, beautiful landscaping and FRESH EXTERIOR PAINT (2026). Inside, NEW WOOD-LOOK LVP FLOORING (2026) flows throughout the home, creating a fresh, cohesive look from room to room. The generous LIVING ROOM features a vaulted ceiling and sliding doors that open to a bright, FULLY ENCLOSED FLORIDA ROOM with glass windows. Whether used as a home office, reading room or simply a peaceful place to relax, this VERSATILE SPACE adds valuable living area and leads directly to the SCREENED PATIO, where you can enjoy the backyard from a comfortable outdoor setting. The Living Room flows naturally into the spacious DINING ROOM, which offers enough room for a COZY FLEX SPACE—perfect for a desk, reading nook or hobby area.Just off the Dining Room, the KITCHEN delivers plenty of QUALITY CABINETRY STORAGE and GRANITE COUNTERTOPS (2017), a closet pantry and stainless steel appliances including a gas range, NEW REFRIGERATOR (2026), and NEW MICROWAVE (2024). A sunny, spacious BREAKFAST NOOK provides the perfect spot for morning coffee or casual meals. The SPLIT-BEDROOM FLOOR PLAN offers privacy with the two bedrooms positioned on opposite sides of the home. The PRIMARY SUITE features a vaulted ceiling, WALK-IN CLOSET and en suite Bath REMODELED IN 2024 with dual sinks, GRANITE COUNTERTOPS, a step-in shower, NEW MIRRORS and UPDATED LIGHTING. On the opposite side of the home, the SECOND BEDROOM offers abundant NATURAL LIGHT and a built-in closet, with the SECOND FULL BATH conveniently nearby. The TWO-CAR GARAGE provides additional storage and houses the laundry area, complete with a gas dryer. Recent updates include a NEW ROOF (2025) and NEW WATER HEATER (2025), while the HVAC was replaced in 2016. And then there is the Royal Highlands lifestyle! Residents enjoy an IMPRESSIVE ARRAY OF AMENITIES including a GUARD-GATED ENTRANCE, sparkling outdoor pool, nearby Clubhouse with RENOVATED INDOOR POOL WITH JET SPA (2025), tennis, pickleball, racquetball, FITNESS FACILITIES, shuffleboard, bocce, billiards, arts and crafts, a library and more. The ACTIVITY HALL features a full stage and dance floor, while a THRIVING CALENDAR of clubs, activities and recreation provides plenty of opportunities to stay active and connected. CABLE AND INTERNET are also included.Golf enthusiasts will appreciate having the 18-HOLE MONARCH GOLF COURSE winding through the community, with an OPTIONAL GOLF MEMBERSHIP available. The course also features a pro shop and restaurant, making it easy to enjoy a round of golf and a meal close to home. Beyond the community, enjoy the natural beauty and SMALL-TOWN CHARM of the Leesburg area. VENETIAN GARDENS along Lake Harris offers scenic walking paths, bridges, waterfront views and opportunities for fishing and picnicking, while HISTORIC DOWNTOWN LEESBURG provides local shops, restaurants and community events. AFFORDABLE, updated and wonderfully positioned within one of Leesburg’s established 55+ communities, this home provides the perfect combination of comfortable living, LOW-MAINTENANCE CONVENIENCE, and an AMENITY-RICH Florida lifestyle. Come discover HOME SWEET HOME in Royal Highlands!

21212 Royal St Georges Lane, Leesburg
113 Pyracantha Lane, Leesburg
$64,000
2 Beds ⋅ 2 Baths ⋅ Hawthorne At Leesburg A Coop SubDv. ⋅ 34748 Zip Code
Welcoming 2-Bedroom, 2-Bath Retreat with Serene Wooded Setting. From the moment you arrive, this charming 2-bedroom, 2-bath home makes a delightful first impression with its beautiful curb appeal and inviting presence. Offering 1,152 sq. ft., the home has been lovingly maintained and retains its original systems, which have been well cared for over the years. A sun-drenched Florida room adds a wonderful spot to unwind, enjoy your morning coffee, or simply take in the peaceful surroundings. Beyond the home, the private backyard borders a wooded area, creating a tranquil backdrop with a sense of seclusion. Low-maintenance landscaping keeps outdoor care pleasantly simple. Inside, the generous living room and dining area provide comfortable spaces for everyday living and entertaining. The kitchen is fully equipped, while the oversized walk-in pantry offers exceptional storage. The primary suite features a walk-in closet and private bath with a walk-in shower. The guest bath offers a traditional tub. The home is ready for select flooring updates and subfloor care, presenting an opportunity to bring your own vision and finishes to the space. With its inviting curb appeal, cheerful Florida room, wooded privacy, abundant storage, and relaxed Florida lifestyle, this is a home with plenty of charm and promise................Hawthorne at Leesburg is an active, resident owned, 55+ cooperative, waterfront, gated community, with beautifully landscaped grounds, lakes with illuminated fountains and a relaxing and comfortable gazebo. The affordable monthly maintenance fee of $397 includes water, sewer, lawn mowing, private emergency services and storage space for recreational vehicles, boats, trailers and much more! The beautiful clubhouse is complete with a full-time program coordinator, more than 100 different activities and seating for 550. It has a hospitality lounge, card rooms, craft rooms, billiard room, fitness center, library, fine arts room and many more. There is excellent fishing, outdoor geo-thermally heated pool and two enclosed therapeutic pools. Hawthorne boasts a private marina monitored by an electronic security system with over 120 boat slips and access to the Harris Chain of Lakes and beyond.

113 Pyracantha Lane, Leesburg
622 Cottage Park Lane, Leesburg
$139,500
1 Beds ⋅ 1 Baths ⋅ Pennbrooke Ph 01a SubDv. ⋅ 34748 Zip Code
Welcome to easy Florida Living in this well-maintained, gated 55+ Golf Community!! This charming cottage-style home offers a comfortable, low-maintenance lifestyle and is conveniently located near shopping, medical facilities, dining, and entertainment in The Villages - all approximately 10 minutes away. Recent updates include a new 30-year shingle roof with a one time 10 year transferrable warranty (August 2026), high capacity Heat Pump Air-Conditioning system (May 2025), luxury plank vinyl flooring throughout and fresh interior paint. The home is move in ready, while still offering the perfect opportunity to add your own personal touches. If that's not enough, there is a restaurant on property and an RV/Boat Storage facility including a wash and dump station. Best of all, this bright and welcoming home is filled with natural light and is being sold furnished, making your transition even easier. Whether you are looking for a full time residence or a Florida retreat, this delightful home is ready to welcome you! Don't miss the opportunity to make this lovely cottage your home. ***ITEMS THAT DO NOT CONVEY***Picture of the lady on the turquoise wall, Picture in the bedroom, and the new stainless steel-silverware.

622 Cottage Park Lane, Leesburg
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