Leesburg Homes with Pool Community Features

Leesburg Homes with Pool Community Features

Welcome to Leesburg, Florida—a charming city nestled in the heart of Lake County, where the sun shines bright and the community spirit thrives! Known for its picturesque lakes, lush landscapes, and friendly neighborhoods, Leesburg offers a delightful blend of small-town charm and modern amenities. With its rich history and vibrant culture, residents enjoy a variety of recreational activities, including boating, fishing, and hiking in the nearby parks. The city is also home to a bustling downtown area filled with unique shops, restaurants, and local events that foster a strong sense of community.

One of the most appealing aspects of living in Leesburg is the abundance of homes with pool community features. Imagine stepping into your backyard oasis, where you can unwind in your private pool while soaking up the Florida sunshine. These pool community homes not only provide a refreshing escape from the heat but also encourage a lifestyle of relaxation and entertainment. Perfect for families, retirees, and everyone in between, these communities often feature additional amenities such as clubhouses, fitness centers, and walking trails, enhancing your living experience.

Whether you're looking to host summer barbecues, enjoy a quiet evening under the stars, or engage with friendly neighbors, a home with pool community features in Leesburg is the perfect choice. With a variety of styles and price points available, you’re sure to find the ideal residence that meets your needs. Discover the joys of living in Leesburg, where your dream home awaits!

Newest Leesburg Homes with Pool Community Features

$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, 2026 HVAC system, 2019 electrical panel, and 2024 water heater. 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
$182,000
2 Beds ⋅ 2 Baths ⋅ Plantation At Leesburg SubDv. ⋅ 34748 Zip Code
Great 2BR, 2B Turnkey

25040 Betton Hill, 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
$349,900
3 Beds ⋅ 2 Baths ⋅ Royal Highlands SubDv. ⋅ 34748 Zip Code
NEWLY RENOVATED IN ROYAL HIGHLANDS! This 3BR/2BA home in the gated 55+ active adult community is move-in ready with ceramic tile and luxury vinyl flooring throughout. The open floor plan features a beautifully updated kitchen with stone countertops, stainless steel appliances, and a large island with built-in gas cooktop. A built-in desk provides a convenient workspace adjacent to the kitchen, with a dinette nearby. The spacious primary suite offers a bath with walk-in shower and large garden tub. Enjoy the enclosed rear porch and paver patio overlooking lush lawns. Royal Highlands offers an 18-hole golf course, expansive recreation center with two pools, and four private lakes for fishing and canoeing, plus activities and amenities for an active lifestyle.

21506 Queen Anne Court, 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
$349,000
3 Beds ⋅ 2 Baths ⋅ Plantation At Leesburg Belle Terre Village L SubDv. ⋅ 34748 Zip Code
Virtually Staged. Nature lovers don't miss this one! This 3BR,2B home with enclosed lanai is just for you. No neighbors behind you, just a fantastic view of nature at its best. The landscaping is outstanding, especially in the back. When you enter through the covered front porch and leaded glass door with matching side lite you will be delighted with spacious view of this open floor plan enhanced by the high ceilings and laminate flooring. The formal dining room and living room flow together and the oversized sliding glass doors extend your view through enclosed lanai even beyond to your spectacular view. Transom openings above the windows provide fresh air. This entire area provides luxurious living for quiet private times as well as opportunities for entertaining. There is a sliding glass door that allows you to include the lovely eating area off the kitchen which has bay windows. The kitchen has Corian countertops counters. There is a pantry and lots of cabinets and workspace. The large master suite has Jack and Jill walk-in closets. The master bath has Jack and Jill vanities, a linen closet, garden tub and separate shower. The split floor plan of this home provides privacy for both you and your guests. The Front guest bedroom has double French doors.. The 3rd bedroom has sliding glass doors to the Lanai. The guest bath has a shower/tub combination. The two guest bedrooms could be combined to create a second suite. The garage has pulldown stairs to the attic. This home is in move in condition and perfect for you to start the life you deserve in the Florida sunshine at The Plantation a 55+ community with two 18 hole golf courses, a driving range, 3 activity centers, 3 heated pools with spas, men's and women's softball, tennis and pickle ball courts, horseshoes and many more amenities and special interest groups including art and crafts. Roof - 2025 AC - 2023

24242 E Belle Mede Drive, 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
$139,000
2 Beds ⋅ 2 Baths ⋅ Leesburg East Coachwood Colony Add 02 SubDv. ⋅ 34748 Zip Code
Welcome to this hidden gem in a desirable 55+ community! Situated on a corner lot, this charming 2-bedroom, 2-full-bathroom home offers comfortable living, recent upgrades, and a wonderful community lifestyle. The home features his-and-hers sinks for added convenience and functionality. Enjoy peace of mind with several recent updates, including a 2021 roof, 2022 HVAC system, 2025 water heater, and 2026 dishwasher. The property also features a detached laundry room with additional tool storage, providing practical space for everyday needs, hobbies, and organization. Residents enjoy a fantastic selection of community amenities, including a clubhouse, community pool, and shuffleboard courts, creating plenty of opportunities for recreation, relaxation, and socializing with neighbors. Motivated sellers are offering a credit toward buyer closing costs, making this an opportunity worth exploring! Whether you're looking for a full-time residence, seasonal getaway, or a place to enjoy your next chapter, this home offers comfortable living in a welcoming 55+ community. Come discover this hidden gem and take advantage of this seller incentive while it lasts!

2353 W Coach N Four Drive, 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
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