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 is even brighter! Known for its picturesque landscapes and friendly atmosphere, Leesburg offers a perfect blend of small-town charm and modern amenities. With its rich history, vibrant downtown area, and easy access to stunning lakes, this city is a hidden gem for those seeking a tranquil yet engaging lifestyle.

One of the standout features of Leesburg is its diverse range of homes, particularly those within communities that boast luxurious swimming pools. Imagine coming home to a serene oasis where you can unwind and soak up the Florida sun in your own backyard. These homes with pool community features not only provide a refreshing escape during the warm summer months but also serve as a focal point for family gatherings and social events.

Residents can enjoy the convenience of community amenities, including well-maintained parks, walking trails, and recreational facilities that promote an active lifestyle. Whether you’re hosting a barbecue by the pool, taking a leisurely stroll along the scenic waterfront, or indulging in local dining and shopping experiences, Leesburg has something for everyone.

With its welcoming neighborhoods, beautiful homes, and a strong sense of community, Leesburg is more than just a place to live; it’s a place to thrive. Discover the joys of living in Leesburg, where your dream home with a pool awaits!

Newest Leesburg Homes with Pool Community Features

21113 Edinborough Place, Leesburg
$389,999
3 Beds ⋅ 3 Baths ⋅ Royal Highlands Ph 01a SubDv. ⋅ 34748 Zip Code
Virtually Staged. Welcome to this modified and expanded three-bedroom, three-bath Majestic model in Royal Highlands, an active 55+ golf and pet-friendly community where HOA services include cable and internet. Offering 2,512 square feet under air, this flexible home has space for today’s lifestyle—whether you need a home office, game room, dedicated music room, or private suite with its own bathroom. Set along the 14th fairway of the Monarch Golf Course, the home features a screened lanai with western exposure and breathtaking sunset views. Inside, enjoy vaulted and tray ceilings, spacious rooms, casual and formal dining areas, a split-bedroom floor plan, interior laundry, abundant closets, and generous storage. The oversized garage can also accommodate a golf cart. Recent improvements include a brand-new 2026 roof with an updated Low-E glass skylight, fresh paint, exterior power washing, a new electric range, granite counters and updated sink, plantation shutters, and pet-friendly laminate flooring. A 2020 water heater adds peace of mind. Professionally trimmed oak trees, colorful wildflowers, and inviting curb appeal complete the setting, while the premium location keeps you close to community amenities. Royal Highlands offers 18 holes of golf, a driving range, an on-site restaurant, two pools, a fitness center, and a great hall hosting theater productions, live entertainment, and dancing. Residents can also enjoy courts, crafts, a kiln, a library, and more. Schedule your private tour today and discover the space, views, and active lifestyle this exceptional home has to offer!

21113 Edinborough Place, Leesburg
4641 River Ridge Drive, Leesburg
$250,000
2 Beds ⋅ 2 Baths ⋅ Plantation At Leesburg SubDv. ⋅ 34748 Zip Code
Welcome to the beautiful Golf Course Community of The Plantation of Leesburg! This well maintained 2 Bedroom 2 Bath home with an Office/craft or extra space is waiting for you to arrive to your move in ready home. With all Laminate and tile flooring. As you walk into the spacious living room with tall ceilings you will enjoy this space that has slider doors that lead out into an enclosed tiled Lanai with new windows in 2025 and tile but also has an additional screen room to enjoy the outdoors. There is a patio deck for your BBQ grill. There is a formal dining room. In the kitchen there is lots of newer cabinets with newer Quartz Counter tops with lots of space. The kitchen boasts Stainless Steel appliances, a pantry for the laundry room and an additional pantry for all of you canned groceries. The Main bedroom is very spacious with a large walk in closet and Laminate flooring. The main bathroom has double sinks, a soaker tub and a spacious shower. Counter tops are Quartz. The second bedroom has Laminate flooring and a double closet. A linen closet is located outside in the hallway close to the second bathroom that has a tub/shower with Quartz Countertop. The 3rd room can be used as a craft room, office or a guest bedroom. New Roof in 2017, New Hot Water Tank 2017, New AC unit 2018. The Plantation at Leesburg is a resort-style, golf course community, offering endless opportunities for recreation and connection. Enjoy two 18-hole championship golf courses, three clubhouses, three pools, tennis courts, shuffleboard, pickleball, a memorial park honoring our veterans, dock, pavilion, fitness rooms, billiards, sauna, dart room, archery range, baseball field, restaurant, golf shop, RV and extra vehicle storage, and 24-hour gated security. You’ll find clubs and activities for every interest—Diamond Painting, Choral Society, Woodworkers, Writers Guild, Theater, Louisiana Club, Retired Nurses, Democratic and Republican Clubs, Book Club, American Heritage Club, Christian Women’s Fellowship, RV Club, Bowling Leagues, Bicycle Club, and many more. Or simply enjoy peaceful walks, scenic nature paths, and abundant wildlife throughout the community. Ideally located just 1.5 miles from The Villages—without the high prices—this home is close to the Turnpike, shopping, hospitals, and restaurants. Situated in the heart of Central Florida, you're only about an hour to both the Atlantic and Gulf coasts. Come experience the resort lifestyle for yourself and discover the perfect blend of comfort, beauty, and community in this inviting home at the Plantation at Leesburg.

4641 River Ridge Drive, Leesburg
25520 Maurepas Lane, Leesburg
$325,000
2 Beds ⋅ 2 Baths ⋅ Plantation/Leesburg Ashland Vl SubDv. ⋅ 34748 Zip Code
Welcome to 25520 Maurepas Lane, where comfort, thoughtful upgrades, and resort-style living come together in the sought-after Plantation at Leesburg! Situated on a manicured corner lot, this inviting 2-bedroom, 2-bath home with an additional den/flex space offers an open floor plan with high ceilings and plenty of updates throughout! Major updates provide added peace of mind, including a BRAND-NEW ROOF (just 4 weeks old), a 2020 HVAC system, a whole-home water softener installed in 2019, a brand-new microwave, a stove replaced approximately 2 years ago, and lanai screening replaced just 2 months ago, and it doesn't stop there! The spacious kitchen features modern cabinetry, an updated backsplash, stainless steel appliances, and a convenient breakfast bar overlooking the main living area. Both bathrooms have been tastefully updated, while the generous primary suite offers dual vanities, a massive walk-in closet, and direct access to the screened lanai. Step outside to enjoy your tranquil lanai or unwind beneath the charming backyard pergola. Beyond your doorstep, enjoy everything Plantation at Leesburg, a premier gated 55+ community, has to offer! With three amenity centers—The Manor, Ashley Hall, and Hermitage Hall—residents enjoy swimming pools, recreational activities, softball, bocce ball, darts, hobby clubs, and countless opportunities to stay active and connected. Beautifully maintained, thoughtfully updated, and surrounded by incredible amenities—this is the Florida lifestyle you've been looking for!

25520 Maurepas Lane, Leesburg
222 Paradise S, Leesburg
$134,900
2 Beds ⋅ 2 Baths ⋅ Molokai Co-Op SubDv. ⋅ 34788 Zip Code
Move right into this turnkey home in the pet section of Molokai, a resident-owned 55+ community. Recent upgrades include the roof, windows, kitchen, and bathrooms, with even more to appreciate. Inside, you’ll find a bright, open-concept layout and an inviting living area that opens to the former Florida room and a screened porch that is separate in the rear of the home. A convenient storage area for laundry keeps everything accessible without having to step outside. Enjoy community amenities with a monthly HOA fee of $235, which includes water, internet, cable, and pool access. Schedule your appointment today!

222 Paradise S, Leesburg
5703 Illumination Lane, Leesburg
$265,000
3 Beds ⋅ 2 Baths ⋅ Leesburg Legacy Leesburg Unit 05 SubDv. ⋅ 34748 Zip Code
POPULAR BALMORAL MODEL WITH NO REAR NEIGHBORS AND A SPECTACULAR VIEW OF FLORIDA'S NATURAL CONVERSATION AREA. THE NORTHEAST EXPOSURE GIVES YOU A CLEAR VIEW OF THE SHUTTLES LIGHTING UP THE SKY. THIS 3 BEDROOM 2 BATH HOME WAS BUILT WITH AN ABUNDANCE OF KITCHEN CABINETS AND COUNTER SPACE. STAINLESS STEEL REFRIGERATOR, MICROWAVE AND AN ELECTRIC COOKTOP STOVE. CERAMIC TILE IN ALL THE COMMON AREAS WITH CARPET IN ALL 3 BEDROOMS. PRIMARY SUITE HAS A WALK IN SHOWER AND A LARGE LINEN FOR STORAGE. THE TWO GUEST ROOMS HAVE THERE OWN PRIVATE BATH. THE FLOOR PLAN CALLS FOR A LANAI BUT THE ORIGINAL OWNER OPTED TO MAKE IT MORE SQUARE FOOTAGE WITH ALLOWS YOU A EXTRA ROOM FOR DOING CRAFTS, READ A GOOD BOOK OR JUST RELAX AND ENJOY THE VIEW. ROOF WAS INSTALLED IN 2024, HVAC 2015. THE HOME IS PRICED TO SELL. LOCATED IN LEGACY OF LEESBURG, A SOUGHT OUT AFTER 55+ COMMUNITY HAS ALL THAT YOU COULD BE LOOKING FOR. WALKING TRAILS, RESORT STYLE POOL, ACTIVITIES FOR EVERYONE FROM PICKLEBALL, TENNIS, BOCCE, TO CARDS IN OUR NEWLY RENOVATED SOCIAL HALL, FOOD TRUCKS, ON SITE RV AND BOAT STORAGE, AND A WELCOMING HAPPY PLACE TO MEET GREAT FRIENDS. FOR YOU GOLFERS THERE ARE COURSES JUST ACROSS THE STREET. AFFORDABLE HOA WHICH INCLUDES INTERNET, CABLE, GRASS CUTTING, SO SELL YOUR YARD EQUIPMENT. COME SEE WHY SO MANY CALL LEGACY HOME.

5703 Illumination Lane, Leesburg
107 Royal Palm Drive, Leesburg
$149,900
2 Beds ⋅ 2 Baths ⋅ Hawthorne At Leesburg A Coop SubDv. ⋅ 34748 Zip Code
Discover the riverfront home you’ve been waiting for, a peaceful retreat where Southern charm meets farmhouse warmth, coastal ambiance, and artistic flair. Every corner of this inviting home offers a place to relax, unwind, and enjoy the beauty of waterfront living. Step outside onto the upgraded, low maintenance deck, designed so you can spend less time on upkeep and more time enjoying the breathtaking views of the river and surrounding woods. Watch boats drift by as you sip your morning coffee or unwind at the end of the day. For another peaceful escape, settle into the screened-in side porch, where rocking chairs, cool breezes, and the shade of large, mature trees create the perfect setting for lazy afternoons. Inside, you’ll find a home filled with personality, thoughtful touches, and artistic décor throughout. The blend of Southern charm, farmhouse character, and coastal inspired style creates a warm and welcoming atmosphere. Vinyl plank flooring and new subfloors add fresh appeal, while convenient in-home laundry makes everyday living easier. The spacious, well-equipped kitchen offers plenty of room to prepare your favorite meals while enjoying views of the dining area and backyard deck. The cozy primary bedroom provides direct access to the deck, making it easy to step outside and embrace the peaceful riverfront setting. A western inspired guest bedroom adds even more character and charm. Enjoy the beauty of nature, the comfort of a uniquely styled home, and the serenity of riverfront living, all in one special place. Whether you’re entertaining, watching boats pass by, or simply enjoying the shade of the trees, this home offers a lifestyle that invites you to slow down and savor every moment. The home features exterior vinyl siding installed in 1997, a membrane roof installed in 2000, and an HVAC system installed in 2004............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.

107 Royal Palm Drive, Leesburg
4530 Peach Tree Street, Leesburg
$295,000
2 Beds ⋅ 2 Baths ⋅ Plantation At Leesburg Glen Eagle Village Tr A-E SubDv. ⋅ 34748 Zip Code
FLORIDA LIVING WITH THE UPDATES YOU’VE BEEN LOOKING FOR! Enjoy a beautifully updated home in The Plantation at Leesburg, a sought-after 55+ gated community offering resort-style amenities and an active lifestyle. This 2-bedroom, 2-bathroom home with a versatile den/study offers approximately 1,841 square feet of living space, with updated finishes and major system improvements to help you spend less time worrying about renovations and more time enjoying your home. From the moment you arrive, manicured landscaping, attractive curb appeal, and elegant French double entry doors create a welcoming first impression. Inside, soaring ceilings enhance the spacious feel as you enter the formal living room overlooking the enclosed patio. The family room flows into the dining area and beautifully remodeled kitchen, creating a functional layout for everyday living and entertaining. The kitchen features updated cabinetry, quartz countertops, a decorative tile backsplash, an island with bar seating, and newer stainless-steel appliances that convey with the sale. A separate pantry and inside laundry room add everyday convenience, while the den/study offers flexible space for a home office, hobbies, or a quiet retreat. The split-bedroom floor plan places both bedrooms away from the main living areas for added privacy. The primary suite features a walk-in closet with an organizer and a remodeled en-suite bathroom with dual sinks, updated vanities and mirrors, a relaxing soaking tub, and a separate frameless glass-enclosed shower with decorative tile and stone finishes. The remodeled guest bathroom features an updated vanity and a tub/shower combination. Enjoy Florida’s outdoor lifestyle from the covered, enclosed patio with an extended lanai enclosure, perfect for relaxing or entertaining. Additional features include updated windows, large front picture windows, and ceramic tile and luxury vinyl plank flooring throughout. Major system updates include the HVAC system replaced in 2019, electrical panel updated in 2019, and water heater replaced in 2017. The roof was last replaced in October 2012. The Plantation at Leesburg offers a resort-style 55+ lifestyle with a 24-hour staffed gate, an on-site restaurant, golf course, swimming pools, fitness centers, tennis and pickleball courts, activity centers, and a variety of clubs and social activities. Enjoy dining, recreation, and opportunities to connect with neighbors right within the community, along with convenient access to nearby shopping, medical services, and entertainment throughout Central Florida.

4530 Peach Tree Street, Leesburg
5641 Laver Street, Leesburg
$232,000
2 Beds ⋅ 2 Baths ⋅ Highland Lakes Ph 02a SubDv. ⋅ 34748 Zip Code
Well Maintained and Immediately available 2 Bedroom/ 2 Bath property located in the Active Adult, Maintenance-free, Premier Community of Highland Lakes. Open floor plan with vaulted ceiling. The rear 10x20’ Lanai is Furnished and perfect for Entertaining Family, Friends, the Morning Coffee or Afternoon Florida Sunsets in Comfort. The GARAGE Walls are fitted with PEGBOARD which is a great space saver for garden tools and implements. This "Little Bit of Heaven" is Perfect as a Retirement Home, Seasonal Winter Escape or Investment property. "It is said that, "You just can't stop others from moving to Florida" Truer words were never spoken and Central Florida is the Place to be. Highland Lakes, a Premium community offers Tons of Resort-Style Amenities to Include: Indoor and Outdoor Swimming Pools, Golf Driving Range, Clubhouse, Fitness Center, Library, Craft Room, Billiards and Ping Pong Room. Also a Ballroom with Stage, 4 Tennis Courts, Pickleball Courts, Shuffleboard, Bocce Ball, 7 Horseshoe Pits, Softball Field, Woodworking Shop, Walking Trails, Fishing Lakes, Picnic Pavilions, RV and Boat Storage, AND countless Social Activities and Clubs. The home is Solid! 6 Yr old Roof, Serviced AC and Beautifully Landscaped. Sooo! check this Beauty out while it is available. Property is being offered at below market value. Oh! If a Boater or Fisherman, you'll understand the "Little bit of Heaven" reference! - Chain of Lakes. Schedule a Showing today! You won't be disappointed.

5641 Laver Street, Leesburg
21411 Royal Troon Drive, Leesburg
$425,000
3 Beds ⋅ 2 Baths ⋅ Royal Highlands Ph 2-A SubDv. ⋅ 34748 Zip Code
Welcome to this elegant, thoughtfully updated single-family home in a desirable 55+ community, beautifully situated on a gorgeous premium lot. The three-bedroom, two-bath residence features a sought-after split floor plan, inside laundry room, and a bright, functional design ideal for comfortable everyday living and entertaining. Extensive improvements include all-new Andersen windows (2021), roof (2021), engineered hardwood flooring (2022), and a beautifully remodeled kitchen (2023) with granite countertops, soft-close cabinetry, convenient pullouts, a new gas stove and microwave, and a brand-new refrigerator. Both bathrooms have been remodeled with new tile flooring. Additional enhancements include a new roof, added roof insulation, crown molding, three solar tubes, updated lighting fixtures and ceiling fans, and fresh interior and exterior paint. Enjoy Florida living from the expanded lanai and bird cage. The garage offers pull-down attic access, attic storage, and a separate golf cart bay. A drip irrigation system serves the courtyard, while the paver driveway and walkway add attractive curb appeal. A transferable termite bond provides added peace of mind. This move-in-ready home combines style, functionality, and an exceptional setting—an opportunity not to be missed. The York Model floor plan features a screened courtyard entry, pass-through from the kitchen to the dining area-providing an open concept living lifestyle, and conservation views with sunsets and privacy. Royal Highlands has a low monthly HOA fee that includes cable, internet, manned gate, and tons of amenities. Equipped with a fitness center, two pools, courts, craft rooms, library, on-campus restaurant, and large event hall. Close to MCO, amusement parks, lakes & water activities, you’ll find the retirement lifestyle you’ve been longing for!

21411 Royal Troon Drive, Leesburg
5847 Princess Caroline Place, Leesburg
$349,000
3 Beds ⋅ 2 Baths ⋅ Royal Highlands SubDv. ⋅ 34748 Zip Code
Are you ready for a VERY improved home? If so, this is it! Updated windows, A/C and heat, roof, kitchen, master and second baths, Florida room. And, don't miss the BIG unblocked views of the conservation area down past the back yard. Just move right in to this light, bright and really well cared-for Squires floor plan where the 2-bedroom and bath guest area are separated by the living area from the primary bedroom and en-suite bath. Relaxation is the main theme from the south-facing front porch, to the luxurious Florida room overlooking the expansive rear yard and conservation area, to the fabulous primary bath with a spa-like feel in the multiple shower head shower room. And did you ask about the new kitchen? Lots of work area with granite counters, a bar for eating and designed with a farmhouse sink. Luxury vinyl floors throughout the home complement the relaxation theme and... well, you will just have to see it for yourself. And take time to visit the Royal Highlands Recreation Center, the outdoor pool, the indoor pool, tennis and bocce courts, the Crown and Shield restaurant, the golf pro shop and maybe even the walking trails. This is a lovely golf cart-friendly community!

5847 Princess Caroline Place, Leesburg
342 Palo Verde Drive, Leesburg
$139,900
2 Beds ⋅ 2 Baths ⋅ Hawthorne At Leesburg A Coop SubDv. ⋅ 34748 Zip Code
Welcome to this delightful, spacious, and lovingly maintained home, where comfort and character come together beautifully! Ideally situated on Palo Verde Dr., this home enjoys a lovely setting across from a beautiful, tree-lined median, adding to its charm and curb appeal. Offered partially furnished, this inviting residence features an airy, open-concept layout that seamlessly connects the kitchen, dining, and living areas, creating a wonderful setting for everyday living and memorable gatherings. The well-appointed kitchen showcases upgraded cabinetry, plentiful storage, a generous pantry, stainless steel refrigerator, and a center island with cooktop. Crown molding lends an elegant touch to the living and dining rooms, while an electric fireplace creates a warm, welcoming ambiance. One of the home's standout features is the large, light-filled Florida room, an inviting retreat to savor your morning coffee, unwind with a good book, or entertain friends while enjoying Florida's sunshine. Throughout the home, you'll find ceramic tile flooring, drywall walls, upgraded ceiling fans, and thoughtful improvements that enhance both comfort and appeal. The cozy bedrooms include dual closets for ample storage, while the bathrooms feature upgraded walk-in showers, including a beautifully tiled, enclosed walk-in shower in the primary suite. Additional conveniences include an extended utility room with air conditioning and an enclosed golf cart garage with a roll-up door. Numerous updates add to the home's appeal, including an aluminum roof-over installed in 1996 and sealed in 2025, double-pane windows and new doors dating to 1997, exterior vinyl siding added in 2004, and subfloors replaced throughout the home in 2014. The HVAC system was updated in 2014, roof air vents were added in 2021, and the home also features a water filtration system and water softener. The water heater dates to 2004. With its generous living spaces, sun-drenched Florida room, appealing features, established improvements, and charming location along Palo Verde Dr. across from a beautiful, tree-lined median, this home offers a wonderful opportunity to embrace the relaxed rhythm of Florida living and make yourself right at home!................Hawthorne at Leesburg is an active, resident owned, 55+ cooperative, waterfront, gated community, with beautifully landscaped grounds, lakes with illuminated fountains and a relaxing and comfortable gazebo. The affordable monthly maintenance fee of $397 includes water, sewer, lawn mowing, private emergency services and storage space for recreational vehicles, boats, trailers and much more! The beautiful clubhouse is complete with a full-time program coordinator, more than 100 different activities and seating for 550. It has a hospitality lounge, card rooms, craft rooms, billiard room, fitness center, library, fine arts room and many more. There is excellent fishing, outdoor geo-thermally heated pool and two enclosed therapeutic pools. Hawthorne boasts a private marina monitored by an electronic security system with over 120 boat slips and access to the Harris Chain of Lakes and beyond.

342 Palo Verde Drive, Leesburg
4355 Bent Creek Lane, Leesburg
$414,500
3 Beds ⋅ 2 Baths ⋅ Arlington Rdg-Ph 3b SubDv. ⋅ 34748 Zip Code
Welcome to Arlington Ridge, a highly appealing Gated 55+ Golf Community in Leesburg! You will enjoy this beautifully maintained home. This 3 Bedroom, 2 Bath home sits on a Premium Corner Lot with virtually no drive by traffic in this back location. Open-Concept Floor Plan perfect for everyday living and entertaining. Features include Crown Molding through-out a spacious Living Room with views of Large Screened Lanai, along with a well-appointed KITCHEN with abundant Cabinetry, Granite Countertops, an oversized Breakfast Bar, Black Stainless Steel Appliances package, and a Dinette filled with natural light. The split-bedroom floor plan provides privacy, while the spacious Master Suite offers Dual Sinks, a Walk In Shower, Large Double Walk-In Closets, and a private Toilet Room. The 2nd and 3rd Bedrooms are located at the other side of the home with the Guest Bathroom between them. Additional highlights include an extended 2-Car Garage with a Custom Golf Cart Bay moved to the side of the home, a Finished (protective coating) Garage Floor, an indoor Laundry Room, and Sliding Glass Doors leading to the Covered Screened-In LANAI with Privacy Blinds, ideal for enjoying the Florida lifestyle. The home has Gas Appliances and a Generac Generator for Emergency Back-Up and it is situated on a Landscaped Corner Lot featuring RESORT-STYLE AMENITIES including Pools, a Fitness Center, Tennis, a Restaurant, a Theater, and numerous Social Activities. The low HOA fee of $127/month includes Amenities like Internet, Cable TV, Lawn Care, Edging, Blowing. Conveniently located near Shopping, Restaurants, Medical Facilities, and The Villages. MOVE-IN READY!

4355 Bent Creek Lane, Leesburg
Start Your Search

How much is your home worth?

Get instant property value now!