Leesburg Homes with Pool Community Features

Leesburg Homes with Pool Community Features

Welcome to the charming city of Leesburg, Florida, nestled in the heart of Lake County. Known for its picturesque landscapes and vibrant community spirit, Leesburg offers a delightful blend of small-town charm and modern conveniences. With its rich history, beautiful lakes, and lush parks, it’s an ideal place for families, retirees, and everyone in between.

As you explore Leesburg, you'll discover a variety of recreational activities, from boating and fishing on the sparkling waters of Lake Harris to leisurely strolls through the scenic waterfront parks. The city is home to a vibrant downtown area, featuring unique shops, delightful eateries, and a calendar full of community events that bring residents together. Whether you’re enjoying the annual Leesburg Bikefest or the local farmers' market, there's always something happening in this welcoming community.

For those seeking the perfect home in Leesburg, consider our stunning properties within homes with pool community features. Imagine stepping into your backyard oasis, where you can unwind in your private pool after a long day or host unforgettable gatherings with friends and family. These communities are designed with your lifestyle in mind, offering not only beautiful homes but also amenities such as clubhouses, fitness centers, and walking trails, all surrounded by lush landscaping.

Living in Leesburg means embracing a lifestyle that balances relaxation and recreation. With warm weather year-round, your dream home with a pool awaits, ready to become your sanctuary in this delightful city. Come experience the charm of Leesburg and find your perfect home today!

Newest Leesburg Homes with Pool Community Features

2 Beds ⋅ 2 Baths ⋅ Plantation At Leesburg Long Meadow Village SubDv. ⋅ 34748 Zip Code

Welcome to easy Florida living in this beautifully updated home, ideally tucked near the end of a cul-de-sac! Enjoy the peaceful setting from the screen-enclosed lanai or the generous windows of the Florida room, where natural light fills the space and creates the perfect spot to relax and enjoy the surrounding landscape. With minimal drive-by traffic and a location just a short walk from the community’s popular pool and pickleball courts, this home offers both tranquility and convenience. This well-maintained concrete block and stucco home features 2 bedrooms, an Office/Den, 2 baths, and a tall garage with excellent storage. Since 2024, the home has received numerous thoughtful improvements, including fresh interior paint, updated laminate flooring throughout most of the living areas, and new carpeting in all three bedrooms.The primary bathroom has been beautifully reimagined, with the jetted garden tub removed to create space for attractive cabinetry and a new vanity with expanded storage. The bathroom also offers a comfortable, easy-access shower and a spacious walk-in closet. The oversized garage is just as impressive, featuring a new gray epoxy floor accented with black and blue flakes, giving the space a clean, polished finish. Additional updates include a new water heater in 2025 and a new irrigation backflow valve in 2026. The roof was replaced in 2018, while the A/C was installed in 2009 and has been well maintained.Located in Plantation at Leesburg, a gated 55+ community, residents enjoy an exceptional array of amenities, including two 18-hole championship golf courses, three pools, community centers, clubs, social activities, and countless opportunities to stay active and connected. Come see the peaceful setting, thoughtful updates, wonderful amenities, and all the reasons this home is ready to welcome you to your next chapter in Florida!

5024 Long Meadow Drive, Leesburg

3 Beds ⋅ 2 Baths ⋅ Plantation At Leesburg Riverwalk Village SubDv. ⋅ 34748 Zip Code

AN ACTIVE 55+ LIFESTYLE! Welcome to this 3-bed, 2-bath home in the gated golf community of Plantation at Leesburg. The split-bedroom floor plan offers comfortable living, privacy and functionality. The kitchen features abundant cabinetry, generous counter space, and a dining area ideal for meals or entertaining. A convenient laundry room provides access to the two-car garage. The inviting living room opens to an enclosed lanai, creating a relaxing space to enjoy the peaceful surroundings. A separate dining area adds versatility for entertaining. The primary suite offers a walk-in closet and an en-suite bath with dual vanities, soaking tub, and walk-in shower. Two guest bedrooms share a full bath with a walk-in shower. Plantation at Leesburg offers an active 55+ lifestyle with two golf courses, clubhouses, pools, fitness centers, tennis, softball, pickleball, walking areas, and numerous social activities, Enjoy a golf-cart-friendly community, restaurant, entertainment, and more. Schedule your private showing today!

25042 Riverwalk Drive, Leesburg

3 Beds ⋅ 2 Baths ⋅ Highland Lakes Ph 02a SubDv. ⋅ 34748 Zip Code

SUNSETS AND WATER VIEWS await you at this 3-bedroom 2 full bath single family home that has been meticulously cared for; offering a balanced blend of maintenance, renovation and modern updates! Impeccable curb appeal | 20-foot-wide original poured driveway | BLOCK AND STUCCO exterior construction, free of any cracks | open living concept featuring living and dining room combination, family room over-looking Lake Mary for those amazing sunset views. The eat-in kitchen boasts GRANITE countertops, new cabinets, under-cabinet lighting, tile backsplash, stainless steel appliances. Sought after split bedroom layout, DOUBLE PANE WINDOWS, PLANTATION SHUTTERS, and French doors that access the Four Seasons Sunroom. Brick paved rear patio beyond, offers serene water and sunset views. The Primary Retreat boasts His & Her walk-in closets, en suite bath with skylight, re-faced cabinets plus garden soaking tub and separate tiled shower, high-rise commode, updated lighting and plumbing fixtures. Two additional bedrooms offer large built-in closets and share the guest bath, featuring shower and tub combination, high-rise commode and tile flooring. Skylights and a solar tube offer loads of natural lighting in the home. Surround sound built-in speakers. Interior laundry room comes complete with Electrolux washer and dryer. The over-sized garage boasts 532sf and includes an additional 30 amp hook up, ideal for an RV! Additional attic insulation (2020). 6 inch gutters with leaf-guard. ROOF (2020) | HVAC (2023) | Natural gas water heater (2026) | UPDATED electrical panel (2024). 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!

26707 Wimbledon Street, Leesburg

3 Beds ⋅ 2 Baths ⋅ Scottish Highlands Condo Ph P SubDv. ⋅ 34788 Zip Code

Virtually Staged. Beautifully maintained 3-bedroom, 2-bath home with a 2-car garage, ideally situated in a desirable 55+ community that offers peaceful country-style living while keeping you close to everything. Mature landscaping creates attractive curb appeal, while the home’s clean, well-cared-for interior and comfortable layout make it easy to picture settling right in. Thoughtful updates include new flooring, a roof replaced in 2022, and HVAC installed in 2017. The kitchen is equipped with a gas range, and the home also offers gas heat—features that add everyday comfort and convenience. An irrigation well helps keep the landscaping looking its best, and the garage includes an extra refrigerator for additional storage and entertaining needs. Step outside to enjoy a private backyard with a new privacy fence extending across the rear of the property—an ideal setting for morning coffee, gardening, relaxing with a good book, or hosting friends and family. The 2-car garage provides ample space for vehicles, storage, and hobbies. Enjoy the convenience of nearby shopping, dining, entertainment, healthcare, and major roadways, all while coming home to a quiet, welcoming community with a relaxed setting. This lovely home offers a wonderful opportunity to enjoy the Florida lifestyle with comfort, convenience, and privacy.

1607 Selkirk Drive, Leesburg

2 Beds ⋅ 2 Baths ⋅ Leesburg Arlington Ridge Ph 02 SubDv. ⋅ 34748 Zip Code

Welcome to a life that feels like vacation every day. Nestled in one of Central Florida’s most desirable resort-styled, guard-gated, active-adult golf communities, this beautiful, Low-maintenance 2 bedroom 2 bath w/Flex room and 2 car garage w/Heavy Duty Block & Stucco construction built in 2018 is priced to sell. Home has luxury vinyl plank flooring & tile in all areas except front bedroom has carpet. The home delivers the comfort, quality, and freedom you’ve been dreaming of all without the resort price tag. Every detail has been thoughtfully cared for giving you peace of mind and more time to enjoy the things you love. Step inside open-concept home and feel the spacious flow of the 27x16 great room with high ceiling to enhance your sense of space is perfect for relaxed evenings or lively gatherings with friends. The kitchen is equipped with plenty of cabinets, quartz counters, closet pantry, stainless steel appliances , (THEY STAY WITH THE HOME) The split-bedroom layout offers privacy for you and your guests, while the owner’s suite with ensuite bath w/ walk-in shower, private toilet and his & hers walk-in closets. The split bedroom floor plan provides the privacy you need guest bath, step out on to your 24x9 covered & screened golf-front lanai and breathe in the tranquility of surrounding greenery while sipping your morning coffee or afternoon margarita, the indoor laundry room has room for a beverage fridge or utility sink. It's energy efficient foam-filled insulated block and stucco construction, high elevation, and substantial insurance savings for wind and flood protection, this home offers strength and serenity in equal measure. But what truly sets this home apart is the lifestyle. Arlington Ridge is more than a community it’s a way of living. Spend your mornings on the championship 18-hole golf course, your afternoons at the heated pools or fitness center, and your evenings with neighbors at the on-site restaurant, tavern, or free movie theater. Enjoy tennis, pickleball, billiards, or a peaceful stroll along golf cart-friendly streets lined with sidewalks and manicured landscapes. And with a remarkably low HOA of just $126/month, you’ll enjoy community provided lawn care, high-speed internet, Wi-Fi, and over 200 cable channels included. With hardly any yardwork to worry about, What will you do with all your free time? Conveniently located near shopping, dining, medical services, and a short drive to Orlando’s attractions and both coasts’ beaches, this home blends resort-style living with everyday practicality. Don’t just buy a home, embrace the lifestyle you worked hard for and deserve. Schedule your private showing today and start living your best Florida life at Arlington Ridge. Retirement is not the end, it’s a new chapter just beginning. NO MANDATORY GOLF NOR SOCIAL MEMEBRSHIPS REQUIRED TO PURCHASE IN THE COMMUNITY OR TO USE RECREATIONAL FACILITIES!

27131 Roanoke Drive, Leesburg

3 Beds ⋅ 2 Baths ⋅ Royal Highlands Ph 01 Tr B Less Pt Lying W Fol SubDv. ⋅ 34748 Zip Code

Welcome to 21526 King Henry Avenue, beautifully situated on a premium conservation in the sought-after Royal Highlands 55+ golf community. This spacious 3-bedroom, 2-bath home offers a thoughtfully designed split-bedroom floor plan with generous living spaces, a bonus/family room, screened lanai, and an oversized garage. The floor plan provides excellent separation between the primary suite and guest bedrooms, making it ideal for both everyday living and visiting family and friends. One of the home's biggest highlights is the NEW ROOF, GUTTERS & DOWNSPOUTS installed in June 2025. Inside, the expansive kitchen offers abundant cabinet and counter space, a bay window overlooking the private backyard, wall oven with convection and conventional settings, an additional microwave/convection oven above the gas cooktop, refrigerator, dishwasher, disposal and a convenient built-in chopping block. The adjoining living and dining areas feature wood flooring, architectural drop-wall details with lighting, and a fireplace that creates a welcoming focal point. The spacious primary suite includes two walk-in closets, including an exceptionally large deep closet, while the primary bath features dual sinks, a separate soaking tub and shower, plus a newer comfort-height toilet with bidet attachment installed in March 2026. Two guest bedrooms are privately situated on the opposite side of the home with a privacy door separating the guest wing from the main living areas, along with a guest bath featuring a large shower with built-in tile seat. Sliding doors from the bonus/family room lead to the screened, rain-protected lanai, extending the living space outdoors and providing a peaceful place to enjoy Florida's year-round lifestyle. The oversized garage adds even more versatility with a washer and dryer with cabinetry, second refrigerator, window A/C, electric garage screen, plus plenty of room for storage and hobbies. The garage door was also reconditioned in March 2026. Outside, pavers enhance the double driveway and walkway for attractive curb appeal. All of this is located in Royal Highlands, a resident-owned 55+ community known for its active lifestyle, golf, recreation and extensive amenities. Come see how much space, privacy and Florida lifestyle this home has to offer!

21526 King Henry Avenue, Leesburg

3 Beds ⋅ 2 Baths ⋅ Plantation At Leesburg Ashland Village SubDv. ⋅ 34748 Zip Code

Welcome to this beautifully updated and well-maintained Islander model home! Major updates include a 2025 roof, 2024 water heater, 2024 HVAC system, and a 2022 screened front porch. Plantation shutters throughout add timeless style and functionality. The open floor plan is ideal for entertaining, with a spacious family room just off the kitchen and a formal living room providing additional gathering space. The split-bedroom layout offers privacy and is perfect for welcoming guests. A versatile den/office/craft room can easily be converted into a third bedroom to suit your needs. Enjoy Florida outdoor living in the 12' x 22' screened birdcage with concrete flooring, creating a wonderful space for relaxing, dining, or entertaining. The two-car garage provides plenty of room for vehicles and storage. Located in The Plantation, this home offers an incredible lifestyle with three swimming pools, three clubhouses, tennis, popular pickleball, fitness rooms, billiards, and much more. When it’s time to relax and socialize, hop in your golf cart and head over to the community’s own restaurant, The Oaks, for cold drinks, great food, and live entertainment. This is the Florida lifestyle you’ve been waiting for! Put this wonderful home on your list and come see everything it has to offer. If you’d like, I can also make this more upscale/luxury, more emotional and buyer-focused, or tighter to fit typical MLS character limits.

3550 Huntsville Lane, Leesburg

2 Beds ⋅ 2 Baths ⋅ Bonfire Mobile Home Village Sub SubDv. ⋅ 34788 Zip Code

Welcome to Your Perfect Florida Getaway! This charming completely updated 2-bedroom, 2-bathroom home is nestled in a beautiful waterfront community with direct access to the renowned Chain of Lakes through scenic Haines Creek. If you love boating, fishing, or simply enjoying the water, this is the perfect place to experience the Florida lifestyle. Step inside to a beautifully remodeled kitchen with upgraded appliances, perfect for cooking and entertaining. The home also features newer windows, a newer hot water tank, newer AC, and a newer roof, giving you added comfort and peace of mind. The bright and inviting front sunroom is the perfect spot to relax and enjoy the Florida sunshine. You'll also appreciate the extra parking, with plenty of room for guests, a golf cart, or even your boat and trailer. The community offers an impressive list of amenities for just $170 month, including water, sewer, and access to the community features. Enjoy the screened-in pool, shuffleboard courts, and clubhouse complete with billiards, a kitchen, library, and large meeting room. And for boating enthusiasts, you'll love the convenient location right next door to Gator Bay Marina, making it easy to access the water and enjoy all that the Chain of Lakes has. An active social club keeps the calendar full with holiday events, potluck dinners, bingo nights, dances, live entertainment, and more, making it easy to meet neighbors and stay involved. Whether you're looking for a peaceful place to relax, a fun community to call home, or easy access to boating and fishing, this property has it all. Come enjoy waterfront living and everything this wonderful community has!

751 Traci Drive, Leesburg

3 Beds ⋅ 3 Baths ⋅ Royal Highlands Ph 01b SubDv. ⋅ 34748 Zip Code

Welcome home to one of Royal Highlands' most desirable waterfront settings. Nestled on a premium ¼-acre+ lot along scenic Royal Lake, this tastefully updated custom home offers an owned dock, beautiful water views, and front-row seats to spectacular sunrises, sunsets, and even rocket launches. Adorned with mature shade trees, colorful landscaping, and a charming open porch entry, you’ll discover a home that has been meticulously maintained and thoughtfully improved. Recent upgrades include a new 2025 roof, new 2026 HVAC system & gas water heater, freshly painted exterior stucco, trim and doors, updated three-season Florida Room windows and screens, and enhanced garage sliding screens. The garage also includes a utility sink for easy clean up, water softener, and the new Central Air system is a Lennox multi-stage HVAC with heat pump and gas furnace. Step inside the welcoming foyer and immediately appreciate the light-filled, open layout. High ceilings and expansive lake views create an airy feel throughout nearly 2,300 square feet of living space. The heart of the home is the beautifully updated kitchen, featuring granite countertops, refreshed cabinetry, stainless steel appliances, updated lighting, and a spacious dinette overlooking the water. The living areas flow seamlessly into the Florida Room through French doors, creating the perfect space to relax, entertain guests, or simply enjoy the peaceful lake views. Whether you're sipping your morning coffee as the sun rises or unwinding at the end of the day, the setting is truly special. The split-bedroom floor plan provides privacy for both owners and guests. Quartz counters and updated vanities in the bathrooms allow the new owners to bring only the necessities and move right in! The primary suite is a peaceful retreat, while the additional bedrooms offer comfortable accommodations for family and friends. Updated shower glass, ceiling fans, fresh interior paint, and thoughtful finishes throughout make this home move-in ready. Outside, open front and rear porches expand your living space and invite you to enjoy Florida's year-round sunshine. Combined with the waterfront location and owned dock, this property offers a lifestyle that is difficult to duplicate. Located in the gated, golf community of Royal Highlands, residents enjoy low HOA fees and exceptional amenities including golf, a fitness center, pools, tennis and pickleball courts, library, billiards, driving range, restaurant, and endless clubs and activities. Conveniently located in Lake County near shopping, historic downtown districts, the Florida Turnpike, area attractions, and Orlando International Airport. This is more than a home. It's the Florida lifestyle you've been waiting for. Schedule your private tour today.

21824 Tartan Street, Leesburg

2 Beds ⋅ 2 Baths ⋅ Lake Denham Estates SubDv. ⋅ 34748 Zip Code

Don’t miss your chance to own this wonderful 2022-built home in Lake Denham Estates, ideally located just three doors from the community pool! With a private backyard and no rear neighbors, this home offers added privacy along with a thoughtfully designed open floor plan. The kitchen features tile flooring, a breakfast bar, stainless steel appliances, a gas range, and two pantries for plenty of storage. The spacious living area opens through sliding glass doors to a private screened porch, perfect for relaxing or entertaining. The primary suite features wood-look laminate flooring, his-and-hers walk-in closets, dual vanities, a walk-in shower, and a private water closet. The second bedroom offers a generous closet and easy access to the tiled guest bath with a tub/shower combination. A tiled den/office provides flexible space for working from home, hobbies, or additional living space. Additional features include a tiled foyer, inside utility room, gas heat, and a tankless gas water heater for added energy efficiency. Lake Denham Estates offers a community pool, playground, and park, all just minutes from downtown Leesburg, shopping, dining, and easy access to the Florida Turnpike for convenient travel throughout Central Florida.

20043 Royal Tern Court, Leesburg

2 Beds ⋅ 2 Baths ⋅ Molokai Mhp Lt 02-Ha SubDv. ⋅ 34788 Zip Code

Welcome to this 2-bedroom, 2-bathroom home in Molokai, a 55+ resident-owned community. Located in the pet-friendly section of the park, this home offers an excellent opportunity to enjoy the Florida lifestyle with several major updates already completed. Energy Star windows were installed in 2021, and the roof was reroofed in 2023. The $235 monthly HOA fee includes water, sewer, cable, internet, pool access, and more, providing added value and convenience. Whether you're looking for a full-time residence or a seasonal getaway, this home is ready for its next owner. Schedule your showing today!

219 Paradise S, Leesburg

3 Beds ⋅ 2 Baths ⋅ Lake Denham Estates SubDv. ⋅ 34748 Zip Code

Step into effortless Florida living at this beautifully appointed 3-bedroom, 2-bathroom home in the heart of Leesburg. Built in 2021 by trusted builder D.R. Horton, this like-new residence offers approximately 1,614 sq ft of living space with stunning 32x32 porcelain luxury tile flooring flowing seamlessly throughout the main living spaces with a sleek, high-end look that's as durable as it is stylish. The open living areas has a flexible space for everyday living and entertaining alike, while the well-proportioned bedrooms provide comfortable retreats for the whole household. The attached 2-car garage offers ample storage and parking, and the fully fenced backyard creates a private outdoor haven, perfect for morning coffee, weekend barbecues, or letting family and pets roam safely. Residents of this sought-after community enjoy resort-style amenities including a sparkling pool and clubhouse, ideal for staying active or unwinding after a long day. Ideally situated near Leesburg's shopping, dining, and everyday conveniences, this home blends the peace of mind of new construction with comfort, style, and value. Schedule your private showing today before it's gone!

3944 Gadwall Place, Leesburg

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