Leesburg Homes with Private Pool type

Leesburg Homes with Private Pool type

Welcome to Leesburg, Florida – a hidden gem nestled in the heart of Lake County! Known for its picturesque landscapes and friendly community, Leesburg offers a delightful blend of small-town charm and modern amenities. With its vibrant downtown area, lush parks, and stunning lakes, this city is perfect for those seeking a tranquil lifestyle without sacrificing convenience. Residents enjoy a variety of recreational activities, from boating on the Harris Chain of Lakes to exploring the scenic trails of the nearby Lake Griffin State Park.

One of the most sought-after features in Leesburg’s real estate market is homes with private pools. Imagine stepping into your own backyard oasis, where you can unwind under the sun or host memorable gatherings with family and friends. These homes provide the perfect escape, allowing you to enjoy the warm Florida climate year-round. Whether you prefer a cozy retreat or a spacious family home, Leesburg offers a diverse selection of properties tailored to your needs.

The local community is known for its welcoming atmosphere, and with excellent schools, shopping, and dining options just a stone's throw away, you’ll find everything you need right at your fingertips. With affordable housing options and a strong sense of community, Leesburg is an ideal location for families, retirees, and everyone in between.

Come discover the charm of Leesburg and explore the possibilities of owning a home with a private pool – your personal sanctuary awaits!

Newest Leesburg Homes with Private Pool type

$525,000
2 Beds ⋅ 3 Baths ⋅ Arlington Ridge SubDv. ⋅ 34748 Zip Code
THIS is what Florida retirement should look like! Welcome to 4419 Bent Creek Lane, a custom-built 2019 home offering over 2,300 SQFT on a premium cul-de-sac lot within the guard-gated, 55+ golf community of Arlington Ridge. Thoughtfully designed with ADA accessibility at the forefront, this home combines comfort, functionality, and modern Florida living. The open, split-bedroom floor plan features TWO PRIVATE PRIMARY-style suites with en suite baths, plus a spacious 15' x 14' den/office that can easily serve as a THIRD BEDROOM. Accessibility features are incorporated throughout the home, complemented by ADA compliant handrails, curbless walk-in showers, and heated bathroom floors in the main primary suite for an added touch of everyday luxury. This home also features solar tubes for additional natural lighting, a full-home smart system, granite countertops throughout, soft-close cabinetry, pull-out kitchen shelving, and a generously sized laundry room with additional cabinetry and utility sink. Out back, your private screened retreat is ready for year-round enjoyment with a heated saltwater lap pool featuring an ADA-certified pool lift, PLUS an 8-person Jacuzzi that conveys with the home. Additional upgrades include a Generac whole-home generator, two auxiliary generators, whole-house water treatment, Bluetooth water-leak detection, and a pavered driveway and entry. Beyond the home, Arlington Ridge delivers the resort lifestyle with a Gary Koch-designed golf course, community pools, pickleball, tennis and bocce courts, fitness center, sauna, movie theater, recreation facilities, and an on-site café, restaurant and pub. The community is golf cart friendly, and the HOA includes lawn mowing, cable TV, and internet. Comfort. Accessibility. Amenities. Florida living. 4419 Bent Creek Lane brings them all together in one incredibly unique home. Schedule your private showing today!

4419 Bent Creek Lane, Leesburg
$485,000
3 Beds ⋅ 2 Baths ⋅ Leesburg Legacy SubDv. ⋅ 34748 Zip Code
Welcome to this beautifully maintained 3-bedroom, 2-bath pool home located in the gated 55+ community of Legacy of Leesburg. Offering approximately 2,152 square feet of comfortable living space, this custom Scarsboro model features a desirable split-bedroom floor plan, high ceilings, abundant natural light, and no carpet throughout. The spacious kitchen is designed for both everyday living and entertaining, featuring stone countertops, stainless-steel appliances, a large breakfast bar, center island, built-in desk, GAS cooktop, built-in oven, and a separate dining area overlooking the family room. Formal living and dining spaces provide additional room for hosting family and friends. The generous primary suite is privately positioned on one side of the home and includes direct access to the screened lanai and pool, dual walk-in closets, and a REMODELED en-suite bathroom with a large walk-in shower, updated vanities, stone countertops, tile flooring, mirrors, lighting, sinks, and fixtures. Two additional bedrooms and a guest bathroom are located on the opposite side of the home. Step outside to an expansive screened outdoor living area featuring a private heat controlled SALTWATER pool—the perfect setting for relaxing or entertaining. The backyard offers peaceful water and nature views with no rear neighbors, along with mature fruit trees. The home’s SOLAR system will be paid in full at closing, allowing the new owner to enjoy the benefits without assuming a solar loan or lease. Additional highlights include a 2021 AIR-CONDITIONING system, a 2019 ROOF, an oversized two-car garage, inside laundry room, sliding-glass doors from multiple living areas, and durable hard-surface flooring throughout. Legacy of Leesburg offers an active lifestyle surrounded by scenic wetlands, conservation areas, and miles of walking and biking trails. Community amenities include a resort-style pool and spa, clubhouse, fitness center, aerobics studio, ballroom, billiards, pickleball, tennis, softball, horseshoes, RV and boat storage, and numerous clubs and social activities. HOA services include lawn maintenance, cable, internet, and access to the community recreational facilities. This move-in-ready pool home combines privacy, spacious living, valuable upgrades, and an exceptional community lifestyle.

5519 Aurora Drive, Leesburg
$399,999
3 Beds ⋅ 2 Baths ⋅ Leesburg Legacy Of Leesburg Unit 07 SubDv. ⋅ 34748 Zip Code
Virtually Staged. Welcome to this beautifully updated 3-bedroom, 2-bath pool home in the sought-after 55+ gated community of Legacy of Leesburg! Offering 2,245 sq. ft., this home features an open floor plan, new luxury vinyl plank flooring, and a new A/C. The spacious kitchen includes a gas range and opens to the main living areas, making it ideal for entertaining. Step outside to your private screen-enclosed, solar-heated saltwater pool overlooking a peaceful pond with no rear neighbors. Additional features include plantation shutters, a gas dryer, and a screened garage door. Rare opportunity to assume the seller's low INTEREST mortgage (subject to lender approval and qualification). Enjoy resort-style amenities including a clubhouse, pool, tennis, fitness center, and a full calendar of activities—all conveniently located near shopping, dining, and medical facilities.

27127 Stoney Brook Drive, Leesburg
$275,000
6 Beds ⋅ 3 Baths ⋅ Leesburg SubDv. ⋅ 34748 Zip Code
ESTATE SALE — INVESTOR OPPORTUNITY, HIGHEST & BEST DEADLINE, NO CONTINGENCIES. Historic 1927 fixer-upper on 0.48 acres in the heart of Downtown Leesburg, including an additional buildable lot (1118 W line St former home site — prior impact fees paid may reduce future construction costs). 3,462 sq ft, 6 bedrooms, 3 baths, two full kitchens, large deep pool with expansive back deck. Originally used as a boarding house with separate entrances upstairs and down — incredible flexibility for renovation, multi-generational living, or income potential. Gorgeous original wood floors, soaring ceilings, rare 1927 architecture. Recent partial PVC plumbing update. Being sold by the estate, priced to sell at or above asking. Terms: Listed at $275,000. Seller requires all offers at or above asking price with NO contingencies. Buyers may inspect during the first 7 days from list date; highest and best offer due by Monday August 10, 2026. Closing required within 14 days of contract execution — earnest money due immediately upon acceptance. Sold as-is.

1116 W Line Street, Leesburg
$368,900
3 Beds ⋅ 2 Baths ⋅ Legacy Leesburg SubDv. ⋅ 34748 Zip Code
This Home has it All! Do not wait to visit 5121 Aurora Circle. This beautifully maintained Scarborough model has been thoughtfully updated and is move-in ready, with a new roof (2025) and a new A/C system (2022) — major-ticket items already taken care of for the next owner. Tucked on a desirable corner/cul-de-sac lot, the home offers a side-entry, oversized 3-car garage with overhead attic storage, giving it wonderful curb appeal and easy in-and-out access. Beyond the cul-de-sac setting, there are no rear neighbors — just a peaceful conservation view of the St. John's Conservation area right out back, with the community river park and walking trail just steps away for added privacy and a true sense of retreat.Step inside through leaded glass double French doors into a living room with soaring vaulted ceilings, setting the tone for the open, split floor plan that flows throughout. Six solar tubes bring in an abundance of natural light, and three sets of double French doors — including one leading from the primary bedroom — connect the interior seamlessly to the extended, screened paver lanai. Out there, you'll find a swim-current pool and spa/hot tub overlooking the conservation area, plus two ceiling fans on the lanai and one in the garage for year-round comfort. Decorative ceiling fans are also featured in all three bedrooms and the family room.The kitchen is both stylish and functional, with 42" solid wood cabinets, double pull-out drawers for pots and pans, additional pull-outs in the pantry, a built-in desk, a breakfast counter, and ceramic tile flooring. The spacious primary bedroom offers direct lanai access along with two walk-in closets featuring custom-built drawers and shelving. The en-suite primary bath is a true retreat, complete with a jetted garden tub, separate ceramic-tiled walk-in shower, Corian double-sink counters, ceramic tile flooring, and a private water closet.Additional energy-efficient features include foam-filled insulated walls, a radiant roof barrier, a small natural gas heater in the primary bedroom, and double-pane windows throughout — all helping keep utility costs down. A whole-house central vacuum system adds everyday convenience.Located in the sought-after Legacy of Leesburg community, residents enjoy access to tennis, bocce ball, and pickleball courts, a resort-style pool, a state-of-the-art fitness center, a pool hall, library, activity and craft rooms, a softball field, a community hall for gatherings, multiple walking trails, and RV/boat storage. The HOA fee of just $293/month covers lawn care (cutting, edging, and debris blowing), cable, internet, RV/boat storage, and full use of all community amenities. All information recorded in the MLS is intended to be accurate however, it should be independently verified by buyer and their agent.

5121 Aurora Drive, Leesburg
$325,000
4 Beds ⋅ 2 Baths ⋅ Shady Dells SubDv. ⋅ 34748 Zip Code
Take a look at this amazing 4-bedroom/2-bath pool home with 1,903 sq. ft. in the heart of beautiful Leesburg. This home has been lovingly updated with major improvements including a new roof (2023), new windows (2024), a complete kitchen remodel with modern appliances, irrigation system installed in 2024, and a new pool pump (2024). Washer and dryer are also included! This home sits on a large corner lot set back from the road with plenty of room for parking. It features a modern exterior with stacked stone accents and a front patio perfect for entertaining. Inside, enjoy an open layout with a spacious living room, dining room, and a beautifully remodeled kitchen. The kitchen boasts modern appliances, ample storage and prep space, a breakfast nook for extra seating, and opens seamlessly to the dining room. Beautiful wood-planked walls, cathedral ceilings with decorative beams, and tile flooring throughout the main living areas give the home a warm, rustic-meets-modern feel, while the bedrooms are comfortably carpeted. Access the private pool through doors off the kitchen or dining room. There are two bedrooms downstairs, including the spacious master suite with a window seat and a secondary bedroom that opens to the guest bathroom. Upstairs, you’ll find two additional large bedrooms with high ceilings and another full guest bathroom. Outside, relax in your private pool oasis featuring a large deck and bar area for entertaining, plus a refreshing inground pool. A large storage shed provides plenty of space for toys or lawn equipment. This move-in-ready home has something for everyone. Just a short walk from Lake Harris and is conveniently located near shopping and dining, yet tucked away from the hustle and bustle of the city. Recent updates make it truly turnkey

7238 Hillcrest Street, Leesburg
$350,000
3 Beds ⋅ 2 Baths ⋅ Silver Ridge Sub SubDv. ⋅ 34788 Zip Code
Don't miss your chance to own one of the few pool homes available in this price range! Located in the established Silver Ridge community, this 3-bedroom, 2-bath home offers 1,726 heated square feet, a spacious layout, and the opportunity to make it your own over time. Vaulted ceilings create an open feel, while the kitchen and living room feature beautiful wood-look luxury vinyl plank flooring. Brand-new carpet has been installed in all three bedrooms, adding a fresh, move-in-ready feel. The spacious primary suite offers a private retreat with an en-suite bathroom featuring dual vanities, a relaxing soaking tub, a separate walk-in shower, and private sliding glass door access to the pool. A second bedroom also features its own sliding glass doors to the pool area, creating a flexible space that's perfect for guests, a home office, or easy indoor-outdoor living. Outside is where this home truly stands out. The sparkling pool is enclosed within its own separate fenced pool area, creating the perfect space to relax, entertain, or enjoy Florida's beautiful weather year-round. A covered patio provides the ideal spot to sip your morning coffee, enjoy dinner outdoors, or cool off in the shade after a swim. An oversized two-car garage offers plenty of room for parking, storage, or a workshop. Mature shade trees provide great curb appeal, while a brand-new 2025 roof and newer 2023 A/C and pool pump offer added peace of mind. With a low HOA of just $280 annually and shopping, dining, and everyday conveniences less than five minutes away, you'll enjoy both comfort and convenience. Whether you're searching for your first home or simply looking for an affordable home with a private pool, this is an opportunity you won't want to miss.

34007 Sabal Way, Leesburg
$290,999
3 Beds ⋅ 2 Baths ⋅ Haines Lake Estates SubDv. ⋅ 34788 Zip Code
Virtually Staged. Experience the perfect blend of comfort and style in this beautiful home located in the desirable Haines Lake Estates community. This meticulously maintained 3-bedroom, 2-bathroom residence offers an inviting, open-concept floor plan highlighted by stunning large-format tile flooring that flows seamlessly throughout the entire home. The heart of the home is a well-appointed kitchen featuring stainless steel appliances and a modern aesthetic, perfect for both everyday living and entertaining. Step outside to the screened-in pool enclosure, where the pool is currently filled with sand and covered with turf, creating a unique, low-maintenance outdoor living and recreational space. Should the next owner prefer a traditional swimming pool, the space offers the potential to be converted back, providing flexibility to suit a variety of lifestyles.

11130 Fountain Lake Boulevard, Leesburg
$394,900
3 Beds ⋅ 2 Baths ⋅ Chelsea Park Sub SubDv. ⋅ 34788 Zip Code
Your sparkling private pool home awaits—fully renovated, beautifully upgraded, and ready for effortless Florida living. Located in the desirable, low-HOA community of Chelsea Park, this 3-bed, 2-bath home blends fresh interior design, thoughtful updates, and a private outdoor oasis that’s hard to find at this price point. Roof 2020. A light, bright interior welcomes you inside, where brand-new luxury vinyl plank flooring flows through the expanded living and dining areas. Updated lighting and modern finishes create a clean, elevated aesthetic throughout. The renovated kitchen is a standout feature, offering quartz countertops with a waterfall edge, a spacious island, breakfast bar, newer appliances, refreshed cabinetry, and stylish finishes that feel straight out of a design magazine. The primary suite provides a peaceful retreat with a newly updated walk-in shower, garden tub, modern ensuite touches, a generous walk-in closet, and French doors opening directly to the screened lanai. Step outside to your own private haven—an impressive screen-enclosed, solar-heated pool, freshly painted pool deck, and a fully fenced backyard with mature landscaping for exceptional privacy. This ready-made outdoor living space delivers the Florida pool home lifestyle with instant enjoyment and year-round relaxation. A 2-car garage adds secure parking and extra storage, rounding out the home’s functional design. Minutes from restaurants, shopping, medical facilities, and everyday conveniences, this modern Florida pool home delivers upgraded style, a private outdoor lifestyle, and a prime location—an exceptional opportunity in Chelsea Park.

33150 Kaylee Way, Leesburg
$1,495,000
7 Beds ⋅ 8 Baths ⋅ Leesburg East Leesburg SubDv. ⋅ 34748 Zip Code
RECENTLY APPRAISED AND NOW OFFERED BELOW APPRAISED VALUE. Experience the rare opportunity to own a historic lakefront estate on the coveted Lake Harris Chain of Lakes. Tucked away at the end of a quiet cul-de-sac shared by only a handful of waterfront residences, this remarkable property offers an extraordinary 183 feet of shoreline and breathtaking panoramic views across beautiful Lake Harris. Originally built in 1923, this timeless estate is rich with history and character, having been updated throughout the years while preserving much of its original charm. Now ready for its next chapter, this is a home for someone who appreciates classic architecture, unparalleled waterfront living, and the opportunity to complete its restoration to its full grandeur. The main living area is perfectly positioned on the 2nd level to capture spectacular lake views. Wake each morning to shimmering water vistas from the spacious primary suite, complete with private access to the screened porch, a generous walk-in closet, and an oversized bath. A thoughtful split-bedroom floor plan provides exceptional privacy, while two additional bedrooms each feature walk-in closets and en-suite baths, with one also serving as the home’s guest bath. Designed for both everyday living and elegant entertaining, the formal dining room showcases beautiful built-in cabinetry and French doors opening to a charming front balcony. The inviting family room serves as the heart of the home, where custom built-ins, expansive glass doors, and sweeping lake views create an unforgettable setting. A dedicated office with built-in cabinetry and its own exterior entrance via a spiral staircase offers the perfect space for a home business, private studio, or executive workspace. The versatile first floor expands the home’s possibilities with 4 additional bedrooms (3 do not have closets), three full and two half baths, extensive utility space, and two oversized bonus rooms making the home ideal for multigenerational living, guest accommodations, recreation, hobbies, or potential income-producing opportunities. Outside, the lifestyle is simply exceptional. A sparkling deep pool and spa overlook the lake, surrounded by generous screened lanai space perfect for relaxing, entertaining, or taking in spectacular sunrises and sunsets. Two covered boat docks complete with electric and fresh water provide convenient access to the lake for recreation and enjoyment. A two-car garage, expansive driveway, and deep front yard provide abundant parking and enhance the home’s impressive curb appeal. Offering an unmatched combination of history, privacy, expansive waterfront, and endless potential, this is more than a home—it’s an opportunity to restore and preserve a true Lake Harris legacy for generations to come.

1029 Mellathon Circle, Leesburg
$390,000
3 Beds ⋅ 3 Baths ⋅ Golfview Sub SubDv. ⋅ 34788 Zip Code
POOL HOME ON NEARLY HALF AN ACRE WITH NO HOA! Welcome to this spacious 3-bedroom, 2.5-bath Leesburg home offering 2,496 heated square feet, a private in-ground pool, attached 2-car garage, downstairs primary bedroom, formal dining room, interior laundry room, and a large upstairs loft. The living room features vaulted ceilings, exposed wood beams, and a stone wood-burning fireplace, creating a warm central gathering space. The kitchen offers granite-look counters, a breakfast nook, range, microwave, refrigerator, and dishwasher. Enjoy multiple outdoor living areas, including a covered rear patio, screened upper porch, poolside gazebo, storage shed, fenced yard, mature trees, and peaceful pond views. Conveniently located near US-441, shopping, dining, downtown Leesburg, and area amenities.

9916 Jackson Road, Leesburg
$491,100
3 Beds ⋅ 3 Baths ⋅ 34748 Zip Code
Rare Find in a Fantastic Location! Conveniently located near schools, shopping, restaurants, and charming downtown Leesburg, with easy access to the renowned Harris Chain of Lakes, famous for boating, fishing, and waterfront recreation. Just minutes from The Villages, offering endless dining, shopping, entertainment, and employment opportunities. Quick access to both I-75 and Florida's Turnpike makes commuting a breeze. This well-maintained home offers just under 1,800 square feet of living space with 3 bedrooms and 3 full baths. Inside you'll find a wood-burning fireplace, built-ins, French doors, ceiling fans throughout, a formal living room, dining room, and a spacious family room featuring beautiful pecky cypress accent walls. The kitchen includes stainless steel appliances, a breakfast bar, and a large closet pantry. Major updates include a 2021 HVAC system, new submersible well pump, new iron tank, newer pool pump and filter, and a pool light currently being replaced. The home is also equipped with a water softener, chlorinator, and dechlorinator system. The oversized 16' x 6' utility/laundry room offers abundant cabinet storage and includes the third full bath. Step outside to the impressive 28' x 12' screened porch, perfect for entertaining, family gatherings, or simply enjoying the peaceful country setting. Cool off in the sparkling in-ground pool with an 8-foot deep end, surrounded by a decorative concrete pool deck. The partially fenced yard is ideal for pets and includes a large detached shed plus a covered carport area perfect for storing your boat, tractor, or additional equipment. Bring your boats, RVs, and all your toys! With plenty of room to expand, there's ample space to build a pole barn, detached garage, workshop, or even a second home/in-law suite (buyer to verify zoning and county requirements). So much to offer at an incredible price—don't miss this opportunity!

1112 Caballo Road, Leesburg
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