Leesburg Homes with Pool Community Features

Leesburg Homes with Pool Community Features

Welcome to the enchanting city of Leesburg, Florida, a hidden gem nestled in the heart of Lake County. Known for its charming downtown area and picturesque lakes, Leesburg is a community that beautifully blends small-town warmth with modern conveniences. With its rich history, vibrant arts scene, and an array of outdoor recreational activities, this city offers a lifestyle that is both relaxed and fulfilling.

One of the standout features of Leesburg is its abundance of homes with pool community amenities. Imagine coming home to a stunning residence where you can unwind in your own private oasis. Many of these properties are situated within well-maintained communities that offer a plethora of amenities, including sparkling swimming pools, clubhouse facilities, and beautifully landscaped parks. These communities are perfect for families, retirees, and anyone looking to enjoy the Florida sunshine year-round.

Living in Leesburg means you’ll have access to a variety of recreational activities, from boating and fishing on the nearby lakes to exploring the scenic trails in the surrounding parks. The city also hosts numerous festivals and events throughout the year, fostering a sense of community and connection among residents.

Whether you’re searching for a cozy single-family home or a spacious property with a pool, Leesburg has something to offer everyone. Experience the charm of this delightful city and discover your dream home in a community that feels like a vacation every day. Come explore Leesburg, where your ideal lifestyle awaits!

Newest Leesburg Homes with Pool Community Features

24725 Brightwater Court, Leesburg
$331,000
3 Beds ⋅ 3 Baths ⋅ Plantation At Leesburg Sawgrass Village SubDv. ⋅ 34748 Zip Code
Live the country club lifestyle where every day feels like a vacation! This spacious 3-bedroom, 2.5-bath home offers approximately 2,132 sq. ft. of living space and 2,924 sq. ft. total, with a desirable split-bedroom floor plan and two primary suites. The main primary suite features additional closet space, dual sinks, a vanity area with stool, and a second attic for added storage. The third bedroom is privately positioned and works beautifully as a bedroom, home office, studio, or gaming room. Designed for comfortable living and easy entertaining, the home features an open circular floor plan, an extended kitchen with pantry, breakfast bar with seating for three, eat-in area, additional tiled shelving/cabinetry, and a skylight that brings in natural light. Marble window sills and electric fire place/heater add an elegant touch, while the tiled lanai and spacious driveway provide inviting areas for outdoor entertaining. The low-maintenance backyard features mature trees, flowering bushes and ground cover—with no rear lawn to mow—plus an automated watering system and excellent privacy. Numerous major updates provide peace of mind, including interior paint completed July 2026, washer/dryer 2025, hot water heater and hot-water quick-heater system 2025, electronic back-door entry 2025, kitchen appliances approximately 2022, roof 2018, and HVAC ductwork, condensers, air handler and furnace 2018. The home also features 27 fully owned solar panels installed in 2021, which have significantly reduce electric costs. A generator and generator-ready outlet add additional convenience. The spacious 2-car garage includes a separate golf cart garage, workshop area, attic storage and utility access, providing exceptional storage and hobby space. The laundry room includes a utility sink and a built-in drying rack concealed behind the door. And then there is the lifestyle! Enjoy an active country club community with two on-site 18-hole golf courses, PGA professionals, multiple staffed activity centers and heated pools, fitness centers, tennis, pickle-ball, bocce ball, water volleyball, softball, fishing, billiards, arts and crafts, drama, computer and travel clubs, writers guild, ballroom dancing, Broadway-caliber shows, beautiful lakes and numerous social activities. Full-time activity directors help keep the calendar full of options for every interest.

24725 Brightwater Court, Leesburg

25038 Clifford Hill, Leesburg
$230,000
2 Beds ⋅ 2 Baths ⋅ Plantation At Leesburg SubDv. ⋅ 34748 Zip Code
Some homes are chosen for the rooms. This one gets chosen for the view out of them. Set around the bend on Clifford Hill, the house backs to 54 feet of frontage on Planters Pond with conservation land beyond it. There are no rear neighbors. Wading birds work the shallows along the back of the lot, and the morning sun comes up over the water and straight into the back of the house.The room built for that is the sunroom. It is climate controlled, not a screened porch, wrapped in tall insulated windows with pull-down shades and finished with a beamed ceiling and wood-look flooring. It opens into a nineteen-foot living room, and from there the plan runs open through the dining room, where a built-in hutch anchors one wall, and on into a kitchen of solid wood cabinets, a pantry, a breakfast bar and a skylight over the counter. Three skylights and vaulted ceilings carry daylight through the whole floor plan.The bedrooms sit at opposite ends of the house. The primary measures roughly thirteen by seventeen and holds a walk-in closet, a second closet and a bath with two vanities, a seated vanity, a linen closet and a step-in shower. The second bedroom has its own closet and sits beside the guest bath, which has been fully renovated: new vanity, tiled walk-in shower, glass enclosure. The laundry room is inside and generously sized, with built-in cabinetry, a long folding counter and its own door to the outside.Outside there is a covered front porch, a rear deck facing the water, an attached garage and a separate work shed, with house, garage and shed all linked under a covered walkway.On a home of this vintage, the honest question is what has already been replaced. Here it is the expensive parts. The roof is 2024, a complete Atlas Pinnacle architectural shingle system with synthetic underlayment, new hip and ridge caps and three new skylights. The electrical service was replaced the same year with a new 150-amp panel, a new surge arrester and a full grounding system. The termite bond is paid and transfers to the buyer.You own the land under the home. There is no land lease. The $180 monthly association fee covers the private roads, the recreational facilities, common area taxes, sewer, reserves and management.The Plantation at Leesburg is a guarded, gated 55+ community built around two 18-hole golf courses, with a driving range and putting green, a restaurant and tavern, a pro shop, three clubhouses with heated pools, sauna and spas, two fitness centers, tennis, pickleball, shuffleboard, softball, archery, a woodworking shop, walking trails, and boat and RV storage. Main highways, shopping and medical care are all close by.Photographs only go so far with water. Come stand in the sunroom and watch it. Schedule your showing today.

25038 Clifford Hill, Leesburg

122 Tamarisk Way, Leesburg
$274,900
2 Beds ⋅ 2 Baths ⋅ Hawthorne At Leesburg A Coop SubDv. ⋅ 34748 Zip Code
MORE PHOTOS COMING SOON! Welcome to this beautifully updated, move-in-ready home offering an exceptional combination of modern upgrades, thoughtful design, abundant storage, and water view! Every detail has been carefully considered to create a home that is as functional as it is inviting. The beautifully remodeled kitchen is sure to impress, featuring elegant quartz countertops, stainless steel appliances, custom cabinetry with convenient pull-out shelving, soft-close drawers, and stylish under-cabinet lighting. Additional touches include built-in USB outlets and a skylight that fills the space with natural light. Dimmer switches throughout the home allow you to create the perfect ambiance for any occasion. One of the most remarkable features of this property is the expansive bonus room, currently used as an art studio. Surrounded by panoramic windows overlooking a peaceful pond, this incredible space offers water views and endless possibilities! Whether you envision a creative studio, entertainment area, hobby room, or relaxing retreat, this is truly a space you must experience in person. An adjoining office provides additional versatility and leads to an impressive custom-designed storage area featuring extensive shelving and large, covered storage containers. For those who appreciate a dedicated workspace, the oversized 14' x 32' workshop is an absolute standout! Equipped with heating and air conditioning, a utility sink, and an abundance of thoughtfully arranged storage, this exceptional space is ideal for woodworking, hobbies, projects, or simply keeping everything organized. The spacious primary bedroom features distinctive custom ceiling details and generous closet space, while the beautifully updated en-suite bathroom offers a walk-in shower and contemporary finishes. The guest bedroom includes additional custom storage above the closet, maximizing every inch of available space. Both bathrooms feature attractive granite countertops and tile flooring, with a skylight in the guest bathroom providing additional natural light. Additional improvements include a NEW ROOF IN 2025, HVAC SYSTEM INSTALLED IN 2020, WATER HEATER REPLACED IN 2017, and attractive, low-maintenance laminate and vinyl flooring. The numerous custom features and upgrades throughout reflect the care and attention the current owners have invested in making this home truly special. Located in the highly desirable Hawthorne at Leesburg, a gated, resident-owned cooperative 55+ waterfront community, you'll enjoy an active Florida lifestyle surrounded by beautifully maintained landscaping, scenic ponds, and illuminated fountains. Residents have access to an impressive clubhouse offering more than 100 activities, a fitness center, a swimming pool, and a private marina with 120 boat slips providing access to the Harris Chain of Lakes. The affordable $397 monthly maintenance fee includes water, sewer, lawn care, emergency services, and secure RV and boat storage. An especially valuable community feature is the on-site, 24/7 emergency response team staffed by state-certified firefighter/EMTs, along with in-home emergency alert buttons for added peace of mind. With its extensive upgrades, incredible storage, oversized workshop, and spectacular pond views, this one-of-a-kind home offers features you won't find in just any property. Schedule your private showing today and discover everything this exceptional home and community have to offer!

122 Tamarisk Way, Leesburg

341 Ranchwood Drive, Leesburg
$319,000
3 Beds ⋅ 2 Baths ⋅ Pennbrooke Ph 01h SubDv. ⋅ 34748 Zip Code
Welcome home to 341 Ranchwood Drive, where privacy, flexibility, and the Pennbrooke Fairways lifestyle come together beautifully. Set against a peaceful, nature-filled backdrop, this thoughtfully maintained 3-bedroom, 2-bath home offers the kind of setting that makes it easy to forget how close you are to everything Central Florida has to offer. Step inside and you'll immediately appreciate a floor plan designed for comfortable Florida living. The main living spaces flow naturally together, while the split-bedroom design provides welcome separation between the primary suite and guest accommodations. An expansive 18' x 11' bonus area adds tremendous versatility—create a formal dining space, home office, reading room, hobby area, or simply additional room for entertaining. The primary suite offers a comfortable retreat with a generous walk-in closet and private bath featuring dual sinks and a walk-in shower. Two additional bedrooms provide plenty of space for visiting family and friends, an office, or whatever your next chapter requires. What makes this home particularly appealing is the combination of indoor comfort and outdoor living. A 9' x 17' screened lanai overlooks the home's private natural surroundings and creates an inviting spot to begin the morning with coffee or wind down at the end of the day. Just beyond it, the freshly refurbished open patio provides additional space for grilling, entertaining, or simply enjoying the Florida sunshine. The home has also seen substantial investment over the years, including a 2017 roof, 2017 windows and two sliding doors, added attic insulation in 2021, stainless-steel appliances in 2022, a new water heater and water softener in 2023, and a new HVAC system installed in April 2024 with a transferable warranty. Additional improvements include the lanai roof being re-shingled and the pavers resealed in 2024, along with painting of the front patio, garage, and porch in 2022. An oversized 2-car garage with dedicated golf cart access and a sliding screen adds even more functionality. Of course, buying in Pennbrooke Fairways is about more than the home. This gated 55+ community is built around an active Florida lifestyle, with golf, swimming pools, fitness facilities, pickleball, tennis, bocce ball, shuffleboard, cornhole, a restaurant, pro shop, Grand Hall, two recreation centers. The $265 monthly HOA fee includes cable, internet, lawn mowing and edging, plus boat and RV parking and storage. When you do decide to venture beyond the community, the location makes it easy. Lake Deaton Plaza—with Publix, Walgreens, dining and everyday conveniences—is just minutes away, while I-75, US-301 and The Villages are easily accessible. An evening of dining, shopping and live entertainment are just a short drive from home. 341 Ranchwood Drive isn't simply a place to live. It's an opportunity to have the privacy you want, the amenities you enjoy, and the freedom to make your next chapter in Florida exactly what you want it to be. WHO YOU WORK WITH TRULY MATTERS — LET US SHOW YOU WHY.

341 Ranchwood Drive, Leesburg

4719 Heritage Trail, Leesburg
$519,900
2 Beds ⋅ 2 Baths ⋅ Arlington Ridge SubDv. ⋅ 34748 Zip Code
BRING YOUR RV, BOAT OR CAR COLLECTION! Located on a private cul-de-sac in Arlington Ridge, this move-in-ready home offers 1,761 square feet of comfortable living, a LONG DRIVEWAY with plenty of room to pull in your RV, and a rare 50-by-16-foot RV garage with hookups, boat parking and a community pump-out station conveniently located just a block away. Major upgrades include a BRAND-NEW ROOF (2025) and whole-home Generac generator (2021), providing valuable peace of mind. Inside, you’ll find an inviting open layout with tile flooring, crown molding, plantation shutters and a gas fireplace. The beautiful kitchen features granite countertops, a center island, stainless steel appliances, pull-out storage and a breakfast nook. The spacious primary suite offers TWO walk-in closets and an ensuite bath with dual sinks, a garden tub and large walk-in shower. Outdoor living is just as impressive with a huge screened courtyard, retractable awning for shade and an expansive HALF-ACRE LOT offering plenty of backyard space to explore adding a pool. The location is fantastic, just minutes from UF Health Leesburg Hospital, with convenient access to Florida’s Turnpike and nearby P.E.A.R. Park offering hiking and biking trails, pickleball and a dog park. You’re also a short drive from The Villages town squares, shopping, dining and entertainment. Boaters will appreciate convenient access to nearby Lake Harris boat ramps and the incredible Harris Chain of Lakes for boating, fishing and waterfront dining. Arlington Ridge is a sought-after 55+ community offering a championship golf course, clubhouse, tavern, resort-style pools, fitness center, tennis, movie theater and an active Florida lifestyle. BEAUTIFUL UPGRADED HOME, RV GARAGE, A LARGE 1/2 ACRE LOT AND A GREAT CENTRAL FLORIDA LOCATION...THIS ONE HAS SO MUCH TO OFFER! Schedule your private tour today!

4719 Heritage Trail, Leesburg

355 Hawthorne Boulevard, Leesburg
$80,000
2 Beds ⋅ 2 Baths ⋅ Hawthorne At Leesburg A Coop SubDv. ⋅ 34748 Zip Code
Virtually Staged. A Home with Character, Possibility & Room to Make It Your Own. Please pardon the transition as the seller works through sorting, packing, and clearing the home for its next chapter. Beneath the boxes and belongings is a comfortable 2-bedroom, 2-bath home with plenty of possibilities and the opportunity for its new owner to bring their own vision to life. Set along Hawthorne Blvd with a beautiful tree-lined median, the setting has a welcoming, established feel. The home features vinyl siding, a screened back porch, and vinyl plank flooring added in 2026 in the living and dining areas. Both bedrooms are generously sized and include dual closets, making storage a standout feature. The primary suite includes a walk-in shower, while the Jack-and-Jill guest bath offers a traditional tub. The HVAC was replaced in 2014, adding to the home’s practical appeal. Whether you’re looking for a place to settle in, refresh over time, or create something that feels distinctly your own, this home offers a solid starting point in a lovely location. Come see the possibilities beyond the boxes and imagine what the next chapter could look like..............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.

355 Hawthorne Boulevard, Leesburg

410 Hawthorne Boulevard, Leesburg
$123,000
2 Beds ⋅ 2 Baths ⋅ Hawthorne At Leesburg SubDv. ⋅ 34748 Zip Code
Welcome to 410 Hawthorne Boulevard in Hawthorne at Leesburg, Lake County's premier guard-gated 55+ community. This updated 2-bedroom, 2-bath home sits on a scenic boulevard with a landscaped median. It has 1,312 heated square feet and 1,698 total square feet, and the big ticket item upgrades are already done. A premium rubber membrane roof-over was added in 2017. It's rated ENERGY STAR by the U.S. Department of Energy and comes with a lifetime warranty. The added insulation helps the AC run more efficiently, cuts outside noise and stands up better to wind. ENERGY STAR dual-glazed windows run throughout the main house, except the kitchen and bathroom windows. The exterior was freshly painted in 2024, and new awnings were added in 2025. The home has an energy-efficient Carrier AC system (2017) with advanced R6 flex ductwork for better airflow. All of the original plumbing has been replaced, and the water heater was updated in 2025. The home has a 200-amp electrical service with an updated premium breaker panel that meets all current codes. Intermatic surge protection covers the whole house at the main breaker, with a second unit protecting the AC. This home has passed the pre listing 4-point inspection so it is ready and able to be insured. Inside, the home is carpet-free. Laminate flooring runs through every room, including both Florida rooms and the utility room, over a subfloor reinforced with plywood for extra durability. The kitchen has new waterproof flooring, stone wall covering below the cabinets and stainless steel appliances. It also has room for a full-size 30" refrigerator, a garbage disposal and an under-counter drinking water filter. The master bedroom is spacious and features a large walk-in closet plus a long wall closet and the guest bedroom is also large in size and also has a walk-in closet plus a wall closet. The remodeled guest bath has a full 5-foot tub with shower, an updated vanity and countertop, a Kohler sink and toilet, and AirStep vinyl flooring. Four more closets hold linens, pantry items, medicine and jackets. You can reach the laundry without going outside. The front Florida room is cooled by the home's central AC through floor ducts, so you can use it year-round for morning coffee or evening relaxing. A second enclosed Florida room at the carport has dual-glazed windows. Vertical blinds are included. Community amenities include a clubhouse, pool, fitness center, tennis, a marina, a boat ramp and access to the Harris Chain of Lakes. Also: service pets are welcome. It's golf-cart friendly and just minutes from shopping and dining in The Villages.

410 Hawthorne Boulevard, Leesburg

5127 Aurora Drive, Leesburg
$349,900
3 Beds ⋅ 2 Baths ⋅ Legacy Leesburg SubDv. ⋅ 34748 Zip Code
CUL-DE-SAC | OVERSIZED GARAGE | 2,386 SQ FT | HARDWOOD FLOORS | NEAR COMMUNITY WALKING TRAIL | LEGACY OF LEESBURG 55+ | Welcome to Legacy of Leesburg, where spacious living meets an active 55+ lifestyle. Tucked away on a cul-de-sac with a long driveway, this 3-bedroom, 2-bath home offers approximately 2,386 heated square feet, an oversized garage and a surprisingly spacious interior that provides plenty of room to spread out. Step inside to an open, light-filled floor plan featuring high ceilings and hardwood flooring throughout much of the home. Multiple living and dining spaces offer flexibility for entertaining, everyday living, a home office or hobby space. The kitchen is positioned at the heart of the home with plenty of cabinetry and counter space and opens to the surrounding living areas, creating an easy flow throughout. The primary suite is generously sized and features two walk-in closets along with a spacious en-suite bath offering dual sinks, a soaking tub, separate walk-in shower and private water closet. Two additional bedrooms provide comfortable accommodations for guests or flexible space for an office or hobbies, while the second bath features a granite countertop and walk-in shower. Storage is another standout, with generous closets throughout, an interior laundry room with utility sink and cabinetry, and an oversized garage with additional storage and workspace. Outside, enjoy the screened rear porch and established landscaping. The home is also conveniently located near one of Legacy of Leesburg's community walking trails, making it easy to step outside and enjoy the neighborhood. Legacy of Leesburg is a gated 55+ community known for its extensive amenities and active Florida lifestyle, including a clubhouse, resort-style pool, fitness opportunities, recreation and miles of scenic walking trails. Included in your low monthly HOA is RV and Boat storage. Conveniently located near shopping, dining, medical facilities and not too far from The Harris Chain of Lakes. If you've been looking for a larger home with room to make it your own in one of Leesburg's established 55+ communities, 5127 Aurora Drive deserves a closer look. Some phots have been Virtually Staged. All information recorded in the MLS is intended to be accurate however, it should be independently verified by buyer and their agent.

5127 Aurora Drive, Leesburg

108 Mango Cove, Leesburg
$135,000
2 Beds ⋅ 2 Baths ⋅ Hawthorne At Leesburg A Coop SubDv. ⋅ 34748 Zip Code
A Distinctive Find at Mango Cove. Tucked away on a private cul-de-sac, this fully furnished 1,342-square-foot home offers an inviting blend of comfort, versatility, and peaceful surroundings. One of the home’s exceptional features is its nearly 300-square-foot heated and air-conditioned bonus space, thoughtfully connected to the guest bedroom and flowing into the laundry room and an additional bonus room. This unusual and versatile arrangement opens the door to countless possibilities. The additional room could become a quiet art studio, creative craft space, home office, or receiving room, a place to pursue passions, work on projects, or simply create a space that feels uniquely yours. The guest bedroom also offers access to a back porch and deck overlooking the backyard, where mature trees and surrounding greenery create a tranquil natural backdrop. It is the kind of setting that invites you to linger a little longer, whether enjoying your morning coffee, reading a book, or simply listening to the sounds of nature. Inside, the home feels bright and welcoming, with laminate flooring throughout, a spacious living room, and a wonderful Florida room under heat and air conditioning that expands the living space and brings the outdoors closer. The fully equipped kitchen is ready for everyday moments and gatherings alike. The primary bedroom features a walk-in shower, while the Jack-and-Jill guest bath offers a comfortable tub. Vinyl siding adds to the home’s easy-care appeal, while the roof dates to 2003 and the HVAC system to 2010. A home with uncommon flexibility, peaceful views, and spaces that can evolve with your imagination, this is a special Mango Cove find waiting for someone to make it their own....................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.

108 Mango Cove, Leesburg

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