Leesburg Homes with Pool Amenities

Leesburg Homes with Pool Amenities

Welcome to the charming city of Leesburg, Florida, nestled in the heart of Lake County. Known for its picturesque lakes and vibrant community, Leesburg offers a delightful blend of small-town charm and modern conveniences. With its rich history, beautiful parks, and a variety of local shops and restaurants, this city is a hidden gem in Central Florida. Residents enjoy a warm, sunny climate that allows for year-round outdoor activities, making it an ideal place to call home.

One of the standout features of Leesburg is its impressive selection of homes with pool amenities. Imagine stepping into your backyard oasis, where you can unwind by your private pool after a long day or host unforgettable gatherings with friends and family. These homes not only provide a refreshing escape from the Florida heat but also enhance your lifestyle with the luxury of outdoor living. Whether you prefer a serene, landscaped retreat or a fun-filled space for entertaining, Leesburg's real estate market has something for everyone.

In addition to pool amenities, many homes in Leesburg boast spacious layouts, modern finishes, and proximity to local attractions. Enjoy leisurely walks along the scenic waterfront, explore the historic downtown area, or take part in community events that bring neighbors together. With its welcoming atmosphere and stunning properties, Leesburg is not just a place to live—it's a place to thrive. Discover your dream home with a pool in this enchanting city today!

Newest Leesburg Homes with Pool Amenities

$234,900
2 Beds ⋅ 2 Baths ⋅ Highland Lakes Ph 01 SubDv. ⋅ 34748 Zip Code
WATER VIEWS of Lake Egret; one of four catch and release fishing lakes within the community of Highland Lakes. A sought after GATED Active Adult community offering a wealth of amenities. This single-family home awaits new owners and features a screen enclosed front entry that leads to the foyer with ample closet space. | Living and dining room combination | UPDATED KITCHEN with GRANITE countertops, NEW SHAKER style cabinets, stainless appliances less than 4 years old, including a natural gas range, one of three solar tubes for natural lighting throughout the home. | Widened driveway | Gutters | New ceiling fans and fixtures | garage door screens replaced less than one year ago | all new window screens | ROOF 2022 | HVAC with additional filtration system | WATER HEATER 2022 | UPDATED electrical panels | Sunroom over-looking Lake Egret and an open patio beyond. Highland Lakes is a gated 55+ community situated in Central Florida just south of Leesburg & offers residents the following amenities: Recreational Clubhouse with two swimming pools; indoor (heated) & outdoor, a softball field complete with concession stand, an indoor arena with a stage for comm. events, complete kitchen, billiard/ping pong rm., 4 tennis courts (2 courts are lighted), 1 indoor tennis court, 8 lighted shuffle board courts, bocce ball courts, 2 outdoor and 4 indoor pickleball courts, 7 horseshoe pits, covered picnic pavilion with picnic tables & grills to barbeque, library, meeting/card room, exercise room/fitness, craft room, golf driving range, RV/boat storage (included in HOA) & has 260 spaces on a secured lot (fenced & lockable), a Craftsmen building/woodworking shop (homeowners can join the club for only $12 annually and use any/all tools available), there's also a Nature Trail within the community & seven lakes scattered throughout Highland Lakes; 4 are used by residents for catch & release fishing! Don't wait............. call now to schedule your private tour!

26616 Evert Street, Leesburg
$388,790
3 Beds ⋅ 3 Baths ⋅ Leesburg Legacy Leesburg Unit 06 SubDv. ⋅ 34748 Zip Code
Welcome Home to Legacy of Leesburg! Looking for that perfect low-maintenance lifestyle in one of Leesburg's favorite 55+ communities? This 3-bedroom, 2.5-bath gem sits on a great corner lot and is ready for its next owner! Step inside and you'll immediately notice the vaulted and tray ceilings that give the home such an open, comfortable feel. The primary suite doesn't disappoint, it comes with its own private bath featuring a garden tub, a separate step-in shower, and a water closet for extra privacy. Love the look of wood but want easy upkeep? You'll appreciate the LVP flooring running through the main living areas, plus ceramic tile in all the right spots. The kitchen is a real highlight with gorgeous granite countertops, plenty of space to entertain, bake, or just spread out for a project. There's also a two-car garage and mature landscaping that gives the whole place a settled, established feel (no waiting years for trees to grow here!). Best of all, the HOA fee takes care of lawn mowing, edging, cable, and internet, so you can spend less time on chores and more time enjoying life. Of course, you can't beat what Legacy of Leesburg offers as a community — a pool, hot tub, billiards room, card room, RV/boat storage (at no additional charge) and plenty more ways to stay active and meet your neighbors. A couple of things to note: the home was updated in 2025, HVAC was replaced in 2025, plumbing was pressure tested and passed inspection, irrigation was given a full update, garage spring was replaced and roof (2012) was recently inspected and reported to be in great condition. This one's got it all — come see it for yourself!

27303 Gingerbread Place, Leesburg
$80,000
2 Beds ⋅ 2 Baths ⋅ Hawthorne At Leesburg A Coop SubDv. ⋅ 34748 Zip Code
A Distinctive Florida Retreat, Furnished, Refreshed & Ready to Enjoy! Discover a home with character, comfort, and a wonderful sense of ease. This meticulously cared-for, fully furnished residence offers generously sized bedrooms, with the primary suite featuring a spacious walk-in closet. The light-filled kitchen comes fully equipped, making everyday living effortless and entertaining a pleasure. The bathrooms feature upgraded countertops and refined vanities, adding a fresh, polished touch. At the front of the home, a sunny, screened Florida room captures the gentle breeze and creates an inviting setting for morning coffee, afternoon reading, or unwinding at the end of the day. A particularly clever feature is the washer and dryer discreetly situated inside the guest bedroom’s walk-in closet. Recent improvements include a rubber roof 2006, HVAC system 2019, electrical panel 2024, and water heater. 2024. Furnishings are included, making this an exceptionally convenient opportunity for those seeking a home that is both distinctive and ready to enjoy. Come experience the charm and see what makes this home such a special find................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.

109 Ixora Way, Leesburg
$228,000
2 Beds ⋅ 2 Baths ⋅ Highland Lakes Ph 01 SubDv. ⋅ 34748 Zip Code
Virtually Staged. Absolutely Move-In Ready! Welcome to this beautifully updated home in Highland Lakes, a desirable 55+ active-adult community where comfort, recreation, and Florida living come together! This inviting home features 2 bedrooms, 2 baths, an office/den with charming French doors, a spacious 14’ x 14’ enclosed lanai, and an oversized garage. Additional French doors open to the lanai, creating a wonderful extension of the living space—perfect for relaxing, entertaining, or simply enjoying the peaceful surroundings. Situated on an oversized lot with mature, beautifully manicured landscaping, the property offers a serene, park-like setting. Inside, you’ll find tasteful updates including luxury vinyl plank flooring, new baseboards, and fresh interior paint, making this home truly ready for its next owner. Important updates include a new roof in 2021, HVAC system in 2018, and water heater in 2005. Highland Lakes offers an impressive variety of amenities and activities, including a spacious clubhouse, indoor and outdoor pools, bocce ball, billiards, ping-pong, craft and activity rooms, a woodworking shop, exercise room, horseshoe courts, shuffleboard, softball and tennis courts. Residents can also enjoy the community’s beautiful lakes and ponds, library, meeting and card rooms, pavilion for neighborhood gatherings, nature trail, and RV and boat storage. The delightful nature trail and scenic surroundings provide wonderful opportunities for walking, birdwatching, and enjoying Florida’s natural beauty and local wildlife. With so many amenities, activities, and inviting spaces to enjoy, this home offers a wonderful opportunity to embrace the active Florida lifestyle you’ve been looking for!

5622 Rosewall Circle, Leesburg
$182,000
2 Beds ⋅ 2 Baths ⋅ Plantation At Leesburg SubDv. ⋅ 34748 Zip Code
Great 2BR, 2B Turnkey

25040 Betton Hill, Leesburg
$154,900
2 Beds ⋅ 2 Baths ⋅ Leesburg East Coachwood Colony SubDv. ⋅ 34748 Zip Code
WELCOME TO EASY FLORIDA LIVING! This charming 2-bedroom, 2-bath home in desirable Coachwood East 55+ Community is ready for its new owner! Enjoy peace of mind with a NEW ROOF installed in 2024, Double pane windows 2024 completely new flooring 2023 with luxury vinyl throughout Step into the spacious front Florida room, the perfect spot for morning coffee, relaxing, or entertaining friends. The home is offered unfurnished, giving you a blank canvas to make it completely your own. Laundry is conveniently located in the storage shed, providing additional functionality and storage. Coachwood East offers a friendly, active lifestyle with a clubhouse, swimming pool and shuffleboard, all conveniently located near shopping, restaurants and medical facilities. Affordable Florida living, a great location, and a newer roof—come see why this could be the perfect place to call home!

2361 W Coach N Four Drive, Leesburg
$417,500
3 Beds ⋅ 3 Baths ⋅ Plantation At Leesburg Belle Terre Village L SubDv. ⋅ 34748 Zip Code
Prepare to be awed by this exquisite 3BR;2.5 B home. It is a MUST SEE! Right from the curb you will appreciate the land scaping, a sign of a meticulously maintained home. Notice the width of the new driveway which offers parking space for several vehicles. You will be delighted with the OVERSIZED GARAGE (30 feet deep and 21 feet wide). Longer vehicle - No Problem! The paver driveway includes a path way around to the Golf Cart entry. Loads of storage space and even more overhead via a pull down ladder. The covered front porch is delightfully welcoming with a beautiful leaded glass front door with matching side lite. Once you enter the foyer you will be amazed at the high ceilings structural arches that continue throughout the home. On the left you will find the flex room which provides space for the 3rd bedroom, study, den or library with double pocket doors that provide privacy. Notice the first of beautiful bright windows with Plantation Shutters that you will also find throughout the house. on the other side of the foyer there is a large closet in a recessed hall that leads to 0ne of the two large primary suites. The huge ensuite bathroom has double vanities and a walk in shower and large walk-in closet. Continuing through the hall you will come to the impressive living room/dining room with a wall of glass that includes 8 foot sliding glass doors. High transom windows provide even more natural lighting. you will be looking out to the huge enclosed 11X43 lanai with new windows and shades from floor to ceiling. the view is spectacular of the 7th hole of Cranes Roost Golf Course. It brings nature into your home. Off this great room is a space that can be used as a wet or dry bar. In addition there is a powder room. Moving on you will enter the kitchen/family room combination. This is truly the heart of the home. The kitchen has granite countertops and loads of workspace enhanced further with a matching work island with a snack bar and electrical outlet. The beautiful 42 inch cherry cabinets have crown molding at the top as well as under cabinet lighting. There is eating space between the kitchen and family room. At the end of the family room there are sliding glass doors to the lanai and a glass door off the lanai to an outdoor barbeque patio. At the other end of the kitchen there is a large pantry. Across from the pantry is the door to the laundry room which has a laundry basin, storage cabinets and a shelf for hanging clothes. On the other side of the great room is the large primary suite. The ensuite bathroom has double vanities, a garden tub jacuzzi, an extra large walk-in shower, linen closet and a huge walk-in closet. This home is perfect for you to begin an exciting, active life at The Plantation At Leesburg, situated in Central Florida. It is a premier 55 plus community that offers 3 activity centers equipped with heated/cooled pools and spas, 2 fitness facilities, 2 18 hole golf courses, a driving range & putting green, on site restaurant & pub, Pro Shop, woodworking shop, optional RV & Boat Storage, pickleball & tennis courts and many more activities than you can imagine. Just a short drive to main highways, shopping health care facilities, attractions and Beaches. Roof - 2020; HVAC variable speed- 2019; HWH - 2024; New SS Appliances - 2021; Washer & Dryer - 2022; Gutter Guards - 2022; Ultraviolet Air Cleaner - 2021 Exterior Professionally Painted - 2021

24215 Belle Mede Drive, Leesburg
$275,500
2 Beds ⋅ 2 Baths ⋅ Legacy Leesburg SubDv. ⋅ 34748 Zip Code
Immaculate, 1401 sq ft, 2-bedroom, 2-bathroom custom Pringle Berkshire home in the premier 55-plus Legacy of Leesburg community. This floor plan has a true open-concept living space, with high ceilings and large windows to allow natural light into this space. In the kitchen, you have a large pantry and dedicated integrated dining space. Features an expansive bedroom setup complete with two separate walk-in closets and an en-suite bathroom boasting dual sinks, modern upgraded fixtures, and a walk-in shower. The back lanai has been fully upgraded to a glassed-in, air-conditioned living space, making it perfect for year-round use. Updates include: 2020 New Shingles, 2015 HVAC, 2024 water softener and driveway, and 2026 advanced lightning-rod safety protection infrastructure. The garage also has HVAC. This truly unique home is a must-see! Legacy is known for miles of scenic walking and biking trails through over 275 acres of conservation land, plus luxury amenities and on-site RV and boat storage. The neighborhood features a resort-style heated pool, a robust fitness center, and sports courts. Lawn care, cable, and internet are included in the amenity fees.

26958 Honeymoon Avenue, Leesburg
$294,900
2 Beds ⋅ 2 Baths ⋅ Arlington Ridge Ph 1-C SubDv. ⋅ 34748 Zip Code
Perfect home for downsizing or snow birds retreat. Monthly rentals allowed. Exterior maintenance provided by HOA includes LAWN CARE, ROOF REPLACEMENT,EXTERIOR PAINT,IRRAGATION,AND CABLE AND INTERNET FOR $303 monthly. Interior is bright and open; painted in Florida friendly colors. No carpet, all ceramic tile floors. Dining room provides sunset views and view of the golf course. Large breakfast island with granite countertop combines with great room. Upgraded kitchen cabinetry with pull our drawers, and a double door pantry closet make for a great entertaining area. The utility room is large enough to hold washer, dryer, freezer , sewing machine and shelving for those suitcases and Christmas decorations. 2 master bedroom closets, double sink vanity with granite countertops, walk in tiled shower. Main bathroom has granite countertops, and tiled bathtub wall. There is a small office off the second bedroom that could be used for hobby room, extra storage. Double sliding doors lead to the screened porch where you can enjoy the great Florida weather. Remote controlled blinds control privacy and shade. Arlington Ridge is a 55 plus golf community offering amenities such as movie theatre, restaurant bar, large entertainment venue, and numerous sports, clubs and activities., rv storage lot. Golf is optional and course is open to public as well as the restaurant. You can reach either coast in an hour, close to Orlando attractions, without the traffic, hop-skip and a jump to the Villages and the Villages town squares, entertainment and shopping. Enjoy low insurance rates, low taxes, low hurricane chance and high satisfaction here in Arlington Ridge.

4400 Bedford Way, Leesburg
$360,000
3 Beds ⋅ 2 Baths ⋅ Royal Highlands Ph 01ca SubDv. ⋅ 34748 Zip Code
Embrace the Florida Lifestyle in a Premier 55+ Community Discover a home where everyday living feels like a getaway. Located in a desirable guard-gated 55+ community, this spacious pool home combines a peaceful cul-de-sac setting with an incredible selection of amenities, social opportunities, and outdoor recreation designed for an active Florida lifestyle. Set on an oversized lot with beautiful mature oak trees, the home welcomes you with vaulted ceilings, an open split-bedroom floor plan, and tile flooring throughout the main living areas. From the moment you enter, sliding glass doors provide a beautiful view of the pool and create a seamless connection between the indoor and outdoor living spaces. The kitchen is designed for both everyday living and entertaining, featuring granite countertops, stainless steel appliances, a walk-in pantry, stacked-stone backsplash, and convenient bar seating. The spacious primary suite offers two walk-in closets and a well-appointed bath with a garden tub, large walk-in shower, and dual-sink vanity. Outside, enjoy your own private retreat with a screened pool enclosure, large covered lanai, open sitting area, and a waterfall flowing into the pool. The lanai also provides convenient access to a bathroom—perfect for pool days and entertaining. A spacious two-car garage includes a screened sliding door and separate storage room, while the 2021 roof provides added peace of mind. And then there’s the lifestyle. Residents enjoy guard-gated security and an impressive collection of amenities including indoor and outdoor swimming pools, fitness center, tennis and pickleball courts, softball field, billiards, library, recreation spaces, and golf-cart-friendly streets. The Monarch Golf Club is right within the community, offering an 18-hole course, pro shop, and restaurant. Beyond the amenities, miles of beautiful greenspace, lakes, and ponds provide scenic places to walk, relax, or fish. Centrally located between Leesburg and the Minneola/Clermont area with convenient access to the Florida Turnpike, this is an opportunity to enjoy the next chapter of life in a community designed to make it easy to stay active, connected, and engaged.

5308 Cornwall Court, Leesburg
$89,900
2 Beds ⋅ 2 Baths ⋅ Leesburg Coachwood Colony 2nd Add SubDv. ⋅ 34748 Zip Code
Super location! No lot rent, HOA is not mandatory! You own the land! Two bedroom 2 bath home is priced to sell. Perfect for investors or buyers looking to invest some sweat equity. Newer roof and updated AC system. Spacious layout, attached oversized carport, and utility shed for storage. Conveniently located to downtown Leesburg, churches, restaurants, shopping, hospital and and doctors' offices. Come enjoy Bikefest, Mardi Gras chili cookoffs, and all the festivities that Leesburg offers.

2611 Carpenter Place, Leesburg
$239,000
2 Beds ⋅ 2 Baths ⋅ Hawthorne At Leesburg A Coop SubDv. ⋅ 34748 Zip Code
A Masterfully Upgraded Florida Retreat. Welcome to a home that truly stands apart and thoughtfully upgraded to deliver exceptional comfort, craftsmanship, modern functionality, security, and peace of mind. This beautifully enhanced Florida retreat seamlessly blends contemporary sophistication with timeless warmth, creating a home that is as inviting as it is impressive. The expanded Florida room, completed in 2022, is a beautiful coastal-inspired space designed to warmly welcome guests and create an inviting atmosphere for gathering and relaxation. Thoughtful custom window treatments enhance the room’s character while allowing natural light to fill the space. Whether hosting friends, enjoying a quiet afternoon, or simply taking in the relaxed Florida ambiance, this versatile room adds a distinctive layer of charm and comfort to the home. At the heart of the home is a stunning, thoughtfully designed kitchen that makes the most of every inch. A smart, efficient open layout, with an expansive center island, abundant storage drawers, a walk-in pantry, sleek quartz countertops, high-end cabinetry, and luxurious finishes combine style and functionality, making this kitchen equally ideal for everyday living and entertaining. Throughout the interior, from the living room, dining room and bedrooms, luxurious vinyl flooring, upgraded windows, and custom interior doors create a refined and cohesive feel. The inviting bedrooms provide comfortable spaces to relax and unwind, while the beautifully updated bathrooms bring a spa-inspired experience with contemporary vanities and spacious walk-in showers accented by sleek sliding glass doors. The primary suite is a true standout, featuring an extra-large walk-in closet and a certified safe room, providing an added layer of security and protection during severe weather and other natural hazards. The extensive list of improvements provides both beauty and long-term peace of mind, including a new roof and vinyl siding in 2021, a new HVAC system in 2026, and completely updated electrical and plumbing systems. In 2026, the crawlspace was further enhanced with brand-new insulation, a vapor barrier, and ventilation fans to promote improved airflow and moisture management. Step outside and discover even more spaces designed for the Florida lifestyle. The beautiful front porch creates an inviting setting for morning coffee, evening relaxation, or entertaining friends and family. Just steps away, the heated and air-conditioned summer kitchen extends the living and entertaining space, making outdoor gatherings comfortable year-round. A versatile utility room and laundry room with ample storage add even more everyday convenience and functionality. This is more than a home, it’s a masterfully upgraded Florida retreat where beautiful design, coastal-inspired charm, smart functionality, thoughtful improvements, and genuine peace of mind come together. A home designed not only to impress, but to welcome, entertain, relax, and be cherished for years to come.

207 Hawthorne Boulevard, Leesburg
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