Leesburg Homes with Pool Amenities

Leesburg Homes with Pool Amenities

Welcome to Leesburg, Florida, a charming city nestled in the heart of Lake County, where Southern hospitality meets picturesque landscapes. Known for its warm climate and friendly community, Leesburg is a hidden gem that offers a perfect blend of small-town charm and modern conveniences. With its rich history, vibrant downtown, and stunning lakes, residents and visitors alike are captivated by the beauty and tranquility that this city has to offer.

For those dreaming of a home that embodies relaxation and luxury, Leesburg boasts an impressive selection of properties featuring pool amenities. Imagine stepping into your backyard oasis, where you can unwind by your private pool, entertain friends and family, or simply enjoy the sunshine in your own slice of paradise. Homes with pool amenities in Leesburg cater to a variety of lifestyles, from cozy retreats to spacious family residences, ensuring that there’s something for everyone.

The city’s strategic location provides easy access to nearby attractions, including the scenic Harris Chain of Lakes, perfect for boating, fishing, and enjoying nature. With a rich array of dining, shopping, and recreational activities, Leesburg makes it easy to embrace a vibrant lifestyle while still enjoying the peace and serenity of suburban living.

Whether you’re looking to buy your first home, upgrade to a larger space, or find a vacation retreat, Leesburg’s homes with pool amenities offer the ideal setting to create lasting memories. Dive into the wonderful lifestyle that awaits you in this delightful city—your dream home with a pool is just around the corner!

Newest Leesburg Homes with Pool Amenities

2 Beds ⋅ 2 Baths ⋅ Arlington Ridge SubDv. ⋅ 34748 Zip Code

Love to travel? Then you’re going to want to see where you can park the RV when you get home. This turnkey property is ready for you to simply bring your bags and move in. One of the few homes in Arlington Ridge with an RV garage, this gives you the freedom to keep your RV or motorcoach right at home. When you’re not using it for your RV, the generous space can be adapted to suit your lifestyle, whether that means a boat, classic car, motorcycles, extra storage, or a workshop. And because the RV garage is in addition to a separate two-car garage, there’s no need to choose between the things you love and the space to keep them. The community RV clean-out station is just down the street, adding another layer of convenience for your next adventure. Inside, the home is as inviting as its setting, with a kitchen that opens to the living room and a charming Tuscan-inspired courtyard tucked between the home and RV garage. A gas stone fireplace, gas-lit wall sconces, wrought-iron gate, and potted lemon and lime trees create a private outdoor space that feels made for morning coffee, evening conversations, or unwinding after a day on the road. With no rear neighbors, the backyard offers an added sense of privacy, and HOA-approved pool renderings are available from the seller for those considering a future pool. Recent improvements include a 2023 roof and 2026 A/C unit. Arlington Ridge is a 55+ community designed to keep life active, social, and fun, with golf, pickleball, tennis, swimming, fitness, walking and biking trails, dining, arts and crafts, live entertainment, and more. HOA fees include lawn maintenance, Fiber Now/OpticalTel Cable TV and Internet, and access to the back gate. The CDD covers the golf course, restaurant, additional amenities, common areas, and 24/7 guarded front gate. Conveniently located minutes from the Florida Turnpike, grocery stores, restaurants, businesses, and hospitals, this is a place designed around the freedom to travel while still having a great place to come home to. Schedule your private tour and see how well this home fits the lifestyle you’ve been looking forward to.

4711 Heritage Trail, Leesburg

3 Beds ⋅ 3 Baths ⋅ Arlington Rdg SubDv. ⋅ 34748 Zip Code

RARE FIND IN ARLINGTON RIDGE: 3-CAR GARAGE | NEW ROOF 6/2026 | TWO MASTER SUITES | DOUBLE OVEN | GOLF COURSE FRONTAGE. Discover a lifestyle of comfort and leisure you’ve waited your whole life for in this charming home located in the popular, high-demand 55+ active adult, guard-gated community of Arlington Ridge. Designed for luxurious, low-maintenance living with stucco construction and a low HOA fee of just $126 per month, this property is the ultimate retreat. FOUR PRIME HIGHLIGHTS: **THE 3 CAR GARAGE: Features ample room for vehicles, golf carts, and extra storage, over 700 sq ft complete with a screened garage door enclosure. **THE TWO MASTERS: Includes two full master suites (ideal for an in-law suite or multi-generational living), each featuring en-suite baths, step-in Roman showers for safety, private water closets, and expansive walk-in closets. **THE DOUBLE OVEN: Gourmet kitchen built for hosting, featuring rich wood cabinets, quartz countertops, a closet pantry, upgraded stainless steel appliances, and a convenient extra wall oven. **THE GOLF COURSE FRONTAGE VIEW: Step through sliding glass doors to your 450 sq. ft. golf-front, always-shady lanai overlooking the fairway, plus two paver patios perfect for grilling and watching sunsets. INTERIOR & ENERGY HIGHLIGHTS: Zero Carpet: 9-foot ceilings and sleek engineered hardwood & tile flooring throughout. Open-Concept Layout: High ceilings seamlessly connect the Great Room, dining area, and chef's kitchen. Turnkey Ready: Indoor laundry room with washer and dryer included. Major Insurance Savings: High construction standards built to modern wind codes, high elevation for flood protection, and low-wind zone status qualify this home for lower). UNBEATABLE HOA VALUE ($126/MONTH INCLUDES): Full lawn care (mowing, edging, and blowing). High-speed 250MB Wi-Fi with router coverage throughout the home. 200+ Cable TV channels with 2 DVRs included RESORT-STYLE COMMUNITY AMENITIES: Located just a 5-minute golf cart ride to the community center: 18-hole championship golf course with year-round tee times (NO mandatory social or golf membership required!). Driving range & putting greens. Heated swimming pools, hot tub, and state-of-the-art fitness facilities. Lighted tennis & pickleball courts, billiards, and a free movie theater. On-site restaurant and tavern. Nearby free boat ramp and fishing pier on a 15,000-acre lake (5 minutes away). Conveniently located near grocery stores, banks, pharmacies, and dining. Just 20 minutes from regional malls and a 12-screen movie theater, 45 minutes from Orlando, major theme parks, and the airport, and 90 minutes from both Daytona Beach and Clearwater!

4513 Antietam Creek Trail, Leesburg

2 Beds ⋅ 1 Baths ⋅ Molokai Co-Op SubDv. ⋅ 34788 Zip Code

This 2-bedroom, 1-bathroom home is perfectly sized for a new homeowner in the 55+ Molokai Co-Op community, where you own the land with no lot rent. The home features updated flooring throughout and new cabinetry in the kitchen. The inviting Florida Room is ideal for relaxing and enjoying the beautiful Florida surroundings. While you’re here, be sure to explore the community amenities, including the clubhouse, pool, and a variety of clubs you can join to make the most of life in the park.

11 Hawaiian Way, Leesburg

2 Beds ⋅ 2 Baths ⋅ Hawthorne At Leesburg A Coop SubDv. ⋅ 34748 Zip Code

Welcome to easy Florida living in this beautifully maintained 2-bedroom, 2-bath home offering 1,236 square feet of comfortable living space. Bright, inviting, and filled with natural light, this home has been thoughtfully cared for and is ready for its next owner. The spacious living room is highlighted by impressive panoramic windows that create an open, airy feel and provide plenty of natural light. Fresh interior finishes, attractive ceiling fans, updated light fixtures, and beach-inspired touches give the home a relaxed Florida style. One of the standout features is the enclosed Florida room with glass windows and heat, providing additional year-round space for relaxing, entertaining, hobbies, or enjoying your morning coffee. The well-maintained kitchen offers a functional layout with plenty of room for everyday meal preparation. Both bedrooms are comfortably sized, with the primary suite featuring a private bath with walk-in shower. The guest bathroom includes a tub, offering added convenience for visitors. A large laundry room provides valuable additional storage space. Outside, the long driveway, vinyl siding, and refreshed exterior add to the home’s curb appeal. Additional improvements include newer windows, a well-maintained roof-over, and a 2022 HVAC system. Whether you are searching for a full-time Florida residence or a seasonal getaway, this home offers comfort, functionality, and plenty of space to enjoy. Located in Hawthorne at Leesburg, a gated, resident-owned 55+ cooperative waterfront community, residents enjoy an impressive selection of amenities and activities. The $397 monthly maintenance fee includes water, sewer, lawn mowing, private emergency services, and secure storage for RVs, boats, and trailers. The community clubhouse features seating for approximately 550, a full-time program coordinator, and more than 100 activities, along with a hospitality lounge, card rooms, craft and fine arts rooms, billiards, fitness center, and library. Residents can also enjoy an outdoor geothermal-heated pool, two enclosed therapeutic pools, excellent fishing, beautifully landscaped grounds, lakes with illuminated fountains, and a relaxing gazebo. Hawthorne’s private, marina offers 120 boat slips with direct access to the Harris Chain of Lakes and beyond.

408 Palo Verde Drive, Leesburg

3 Beds ⋅ 2 Baths ⋅ Royal Highlands Ph 01d SubDv. ⋅ 34748 Zip Code

Virtually Staged. Tucked on a cul-de-sac in the gated 55+ community of Royal Highlands, this expanded Balmoral offers a peaceful conservation setting with no rear neighbors. The 3-bedroom, 2-bath home has 1,559 square feet of living space and solid surface flooring throughout, including engineered hardwood and ceramic tile. The eat-in kitchen features a breakfast bar, closet pantry, built-in microwave and recessed lighting. It opens to a spacious great room with sliding doors to the screened lanai, where vinyl stacking windows and a convenience bar with a refrigerator make the space easy to enjoy in every season. An adjoining patio offers another spot to relax outdoors and take in the natural setting. The primary suite includes a walk-in closet, jetted tub, separate shower and dual-sink vanity. An inside laundry room leads to the two-car garage, while plantation shutters and a screened front entry add to the home’s appeal. All appliances, the water heater and the HVAC system have been replaced within the last five years. Royal Highlands offers indoor and outdoor pools, pickleball and a convenient Leesburg location near the Florida Turnpike.

4512 Inverness Drive, Leesburg

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

Welcome to Lake Denham Estates, where this immaculate 3-bedroom, 2-bath Jemison offers a USDA 0% down financing option for qualified buyers, along with seller-offered closing cost assistance. Beautiful curb appeal welcomes you into 1,645 square feet of thoughtfully designed living space. A spacious entry and wide hallways lead to an open living and dining area overlooking the expansive, fully fenced backyard. The kitchen offers abundant cabinet space, a large walk-in pantry, and a gas range. A dedicated laundry room, ample storage, smart home features, a sprinkler system, and a tankless gas water heater add everyday convenience. The desirable split floor plan gives everyone room to spread out. One bedroom and a full bath sit in their own wing, while another bedroom with French doors makes a wonderful guest room or home office. The spacious primary suite features a walk-in closet and an en suite bath with double sinks, a private water closet, and a walk-in shower. Out back, the covered lanai is the perfect place to relax and enjoy the generous yard. Lake Denham Estates offers a community pool overlooking a conservation area and a playground, with shopping, dining, and major Central Florida routes nearby. Whether you’re searching for a primary residence, second home, or investment property, come see all this home has to offer. Schedule your private showing today and ask about the available financing and closing cost options!

29496 Caspian Street, Leesburg

2 Beds ⋅ 2 Baths ⋅ Molokai Co-Op SubDv. ⋅ 34788 Zip Code

Welcome to 107 Diamond Head Drive in the 55+ resident-owned Molokai community! This 2-bedroom, 2-bathroom home offers a pond view and an enclosed Florida room providing additional flexible living space. Enjoy the amenities of this active community, including a swimming pool, shuffleboard court, clubhouse, and much more. Conveniently located in Leesburg near shopping, dining, recreation, and everyday conveniences. Whether you're looking for a comfortable full-time residence or a place to enjoy the Florida lifestyle, this home offers the opportunity to become part of an established 55+ resident-owned community.

107 Diamond Head Drive, Leesburg

2 Beds ⋅ 2 Baths ⋅ Highland Lakes Ph 01b SubDv. ⋅ 34748 Zip Code

RENOVATED and ready for immediate occupancy! This single-family Villa with courtyard entrance is PRICED TO MOVE - Don't wait! Furniture negotiable | 2-bedroom split lay out with 2 full bathrooms | NEW HVAC (August 2026) | OVER-SIZED garage features 274sf with screened entry | NEW stainless appliances | washer and dryer included | GRANITE countertops in kitchen | PORCELAINE PLANK TILE FLOORING throughout and nearly new carpet and pad in bedrooms | NEW BLINDS |NEW FRONT DOOR and hardware | Fresh interior paint | Covered enclosed rear patio has NEW PERGO luxury vinyl plank flooring AND NEW vinyl WINDOWS scheduled for install, making this currently screen enclosed space ideal for year-round enjoyment. | Skylight and solar tube add loads of natural lighting | Dining and living room combination with vaulted ceiling, 8-foot sliding glass door to access the covered lanai. The Primary Retreat features makeup vanity with single sink, walk-in closet, shower-tub combination and skylight. This split bedroom floorplan boasts the Guest Bedroom at the front of the home, over-looking the courtyard, features dual closets and direct access to the guest bath; featuring updated vanity and shower-tub combination. Entire interior freshly painted April 2025 | Roof 2024 | HVAC 2026 | Water Heater approximately 6 years new | Updated electric panel | 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!

26032 Newcombe Circle, Leesburg

4 Beds ⋅ 4 Baths ⋅ Royal Highlands Ph 01b SubDv. ⋅ 34748 Zip Code

LAKEFRONT. POOL. PRIVACY. AND A TRUE CUSTOM HOME. Tucked away on a quiet cul-de-sac in the desirable 55+ community of Royal Highlands, this impressive 3,318 sq. ft. custom home offers 4 bedrooms, 4 baths, a home office/bonus room, an oversized 3-bay garage and beautiful views of Lake Monarch. Major improvements include a NEW ROOF in 2025, TWO HVAC SYSTEMS replaced in 2020 & 2022, 8 NEW WINDOWS in 2026 plus 2 additional windows replaced in 2024. A transferable termite bond provides additional peace of mind. From the moment you enter, the spacious, open design draws your eye through the great room to the pool and sparkling lake beyond. Multiple pocket sliding doors open the living space to the screened pool and lanai, creating an exceptional setting for entertaining or simply enjoying peaceful Florida mornings and gorgeous sunrises over the water. The expansive great room features a gas fireplace surrounded by custom built-in display shelving. The bright, open kitchen offers newer appliances, abundant cabinetry and counter space, an extended breakfast bar and an enormous walk-in pantry. Just off the kitchen, a second large screened porch creates another inviting outdoor living and dining space overlooking the private backyard setting with mature oaks. The primary suite is truly unique, featuring generous closet space and separate his-and-hers bathrooms connected by a shared walk-through shower. Two guest bedrooms share a convenient Jack-and-Jill bath, while an additional guest bedroom provides flexibility for family and visitors. The light-filled office/bonus room enjoys beautiful views and could easily serve as a craft or hobby room. Even the oversized laundry room was designed with functionality in mind, offering extensive cabinetry, counter space and a utility sink. And then there’s the garage! The oversized 3-bay configuration includes dedicated golf cart space, an enclosed workshop and a rear roll-up door providing convenient access for lawn equipment and projects. Royal Highlands offers an active Florida lifestyle with indoor and outdoor pools, pickleball, tennis, softball, fitness and recreation facilities, clubs, entertainment, billiards, library and more. The community is also home to the Monarch Golf Club and its restaurant. With substantial recent improvements, exceptional indoor and outdoor living spaces, a private pool and a premium Lake Monarch setting, this is anything but the typical Florida home.

5409 Essex Court, Leesburg

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

Virtually Staged. LIKE-NEW HOME WITH HIGH CEILINGS, QUARTZ COUNTERTOPS & FULLY FENCED BACKYARD! Swim in the Community Pool. This beautifully maintained home shows like new and is move-in ready! Great curb appeal starts with attractive landscaping, a paver driveway and walkway, and continues inside with high ceilings, fresh interior paint and beautiful tile flooring throughout the main living areas..... The spacious kitchen features quartz countertops, stainless steel Whirlpool appliances, a natural gas range, stainless steel sink and a large built-in pantry. The open floor plan provides plenty of room for everyday living and entertaining, with access to a covered rear patio overlooking the fully fenced backyard with 6-foot vinyl privacy fencing. A convenient gate in the backyard provides direct access to the community mailboxes and outdoor fitness area with exercise equipment..... The split-bedroom floor plan offers a private Primary Suite at the rear of the home with carpeting, a large walk-in closet and ensuite bath featuring dual vanities, beautiful tile and a walk-in shower. Two additional bedrooms are located on the opposite side of the home along with a second full bath with tub/shower..... Additional features include a natural gas water heater, large laundry room, hallway storage, keyless entry and pavers on the driveway, walkway and covered rear patio. Lake Denham Estates offers community amenities including a swimming pool, playground, outdoor fitness area and more. A backyard gate provides convenient direct access to the community mailboxes and an outdoor fitness area. Conveniently located close to shopping, restaurants, medical centers and everyday services. Meticulously maintained, freshly painted and ready to go — this one feels almost brand new!

29923 Anahid Dr, Leesburg

2 Beds ⋅ 2 Baths ⋅ Highland Lakes Ph 01 SubDv. ⋅ 34748 Zip Code

Virtually Staged. BEAUTIFULLY RENOVATED VILLA OFFERING EASY, LOCK-AND-LEAVE FLORIDA LIVING! Whether you're searching for a full-time residence or a seasonal getaway, this thoughtfully updated villa offers the perfect combination of comfort, convenience, and low-maintenance living. With more than $50,000 in improvements, much of the work has already been done for you! Step inside to discover a bright, inviting interior featuring updated flooring throughout, fresh paint, modern lighting, and a beautifully remodeled kitchen. Four skylights fill the home with natural light, while a natural gas fireplace adds warmth and character to the living area. One of the home's standout features is the enclosed lanai, thoughtfully incorporated into the living space to create additional room for entertaining, a home office, or a comfortable retreat for visiting guests. The updated primary bathroom features a raised vanity, and the home's extensive improvements continue with a new roof and skylights (2022/2023), HVAC system, electrical panel (2024), garage door (2024), and water heater (2025). Even the garage has received attention with recessed lighting, providing flexibility for additional seasonal use. Step outside to enjoy your own private courtyard, an inviting space for morning coffee or relaxing Florida evenings. LOVE TO TRAVEL? THIS IS THE LOCK-AND-LEAVE LIFESTYLE YOU'VE BEEN LOOKING FOR! The HOA takes care of many exterior maintenance responsibilities, including irrigation and termite protection, includes a roof replacement reserve, AND OFFERS FREE BOAT AND RV STORAGE—an added convenience that's perfect for enjoying the Florida lifestyle. Spend less time worrying about home maintenance and more time enjoying everything Central Florida has to offer. With extensive renovations, flexible living spaces, and the convenience of villa living, this home is ready for your next chapter. Pack your bags and start enjoying the Florida lifestyle!

5440 Rosewall Circle, Leesburg

2 Beds ⋅ 2 Baths ⋅ Plantation At Leesburg Belle Grove SubDv. ⋅ 34748 Zip Code

Prepare to be WOWED by this beautifully maintained home featuring TWO OWNER’S SUITES, each offering comfort and privacy, along with 2 full bathrooms! This move-in-ready home has been lovingly cared for and offers numerous valuable upgrades, including a newer electrical panel inside and out, A/C (2016), newer hot water heater, storm doors, gutters (2019), updated ductwork underneath the home, added surge protection, and a desirable GOLF CART GARAGE. This is truly a MUST-SEE home and is ready for a QUICK SETTLEMENT! Located in the gated Plantation at Leesburg, you’ll enjoy an active 55+ lifestyle with an incredible variety of amenities, including 2 golf courses, 3 swimming pools, walking trails, pickleball, tennis, horseshoes, and so much more. Hop in your golf cart and head over to The Oaks Restaurant for a cold drink, great food, and entertainment—all without leaving the community! Come see everything this wonderful home and community have to offer!

25524 Belle Helene, Leesburg

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