Leesburg Homes with Private Pool type

Leesburg Homes with Private Pool type

Welcome to Leesburg, Florida, a charming city nestled in the heart of Lake County, where the sun shines bright and the community spirit is warm and inviting. Known for its picturesque landscapes and vibrant local culture, Leesburg offers a perfect blend of small-town charm and modern conveniences. With its rich history and proximity to stunning lakes, this city is a haven for outdoor enthusiasts and families alike.

One of the standout features of homes in Leesburg is the opportunity to enjoy a private pool right in your backyard. Imagine stepping outside to your own oasis, where you can unwind and soak up the Florida sunshine, host summer barbecues, or simply enjoy a refreshing swim after a long day. Homes with private pools in Leesburg come in various styles and sizes, catering to different lifestyles and preferences. Whether you’re looking for a cozy retreat or a spacious family home, you’ll find properties that offer both comfort and luxury.

The community is also known for its excellent schools, recreational parks, and a variety of dining and shopping options, making it an ideal place for families and retirees alike. With easy access to major highways, Leesburg provides a convenient commute to nearby cities while maintaining a peaceful suburban atmosphere.

Discover the joys of living in Leesburg, where you can create lasting memories in a home with a private pool, surrounded by the beauty of Florida's natural landscape. Embrace the lifestyle that awaits you in this delightful city!

Newest Leesburg Homes with Private Pool type

$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
$1,295,000
3 Beds ⋅ 3 Baths ⋅ Leesburg Loves Point SubDv. ⋅ 34748 Zip Code
There are homes that offer a place to live, and then there are homes that redefine the way you experience life. Perfectly positioned on the shoreline of Lake Harris, this extraordinary waterfront estate offers an unparalleled opportunity to own a piece of Florida's most coveted boating paradise. As part of the Harris Chain of Lakes, you'll enjoy direct access to more than 76,000 acres of waterways, where every day invites a new adventure, from sunset cruises and championship fishing to waterfront dining and unforgettable days on the water. Completely reimagined in 2020, this home was transformed from the inside out with an uncompromising commitment to craftsmanship, timeless design, and exceptional quality. Every surface, every finish, and every detail was thoughtfully curated to create a home that feels both sophisticated and effortlessly livable. The open-concept floor plan is filled with natural light, creating seamless transitions between elegant gathering spaces that are equally suited for intimate evenings or grand-scale entertaining. Offering 3 spacious bedrooms, 2 1/2 luxurious baths, and a dedicated craft room or home office. The home perfectly balances refined elegance with everyday comfort. Beyond the walls of the home a private dock awaits on the shores of Lake Harris, complete with a touchless boat cover, allowing you to launch effortlessly. Even more impressive, a full-price offer includes the boat, making this a turnkey opportunity to begin living the ultimate lakefront lifestyle from day one. The spectacular swimming pool, recognized as one of the largest residential pools in Lake County, becomes the centerpiece of the outdoor experience. With an impressive nine-foot-deep end, it offers endless opportunities for recreation, entertaining, and resort-style relaxation beneath Florida's endless blue skies. For automotive enthusiasts and collectors, the 1,772 square-foot garage, completed in 2024, is truly extraordinary. Featuring a professional-grade car lift, three independent mini-split air conditioners, and an abundance of space for luxury vehicles, boats, recreational equipment, or an impressive workshop, this is far more than a garage...it's a destination of its own. Luxury extends beyond what meets the eye. A whole-home generator provides confidence in every season, while blown-in foam insulation delivers remarkable energy efficiency, comfort, and quiet throughout the home. Perhaps most remarkable is the value. This exceptional waterfront property is being offered below its recent appraised value, presenting a rare opportunity to acquire a luxury lakefront estate with immediate equity. Unlike many communities, you'll enjoy the freedom of NO HOA, allowing you to embrace your waterfront lifestyle without unnecessary restrictions. This is more than an address. It is sunset cruises from your private dock. It is afternoons exploring miles of pristine waterways. It is elegant entertaining beside one of Lake County's most spectacular residential pools. It is unforgettable celebrations, quiet evenings as the sun melts into shades of gold and crimson across Lake Harris, and the simple luxury of knowing your next adventure is always just steps from your back door. It is a home built not simply to impress, but to be experienced. Properties of this caliber rarely become available. This is a once in a lifetime opportunity to own one of Lake Harris' most exceptional waterfront estates.

1616 Loves Point Drive, 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
$1,600,000
7 Beds ⋅ 8 Baths ⋅ Leesburg East Leesburg SubDv. ⋅ 34748 Zip Code
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
$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
$389,000
3 Beds ⋅ 2 Baths ⋅ Royal Highlands Ph 01 Tr B Less Pt Lying W Fol SubDv. ⋅ 34748 Zip Code
Move in Ready!!! POOL home with an over-sized 2 car garage with space for a golf cart and more! The front door opens to a spacious living area with formal dining space and includes laminate wood floors throughout the home. The dining space has sliding doors out to the screened pool enclosure and covered porch. The saline, HEATED swimming pool is 12 x 30 sq. ft. and has a hot tub with waterfall feature. Privacy hedges surround pool and patio, with plenty of green space between homes. The kitchen is upgraded with granite counter tops, stainless appliances, closet pantry, and gas stove. The kitchen nook also opens with sliding doors to the porch and pool. A huge master bedroom includes two large walk-in closets, with master bath offering dual sinks, corner tub, and separate shower. The guest bedrooms are conveniently located on the other side of the home, with one of guest rooms also having sliding doors to porch and pool area. The inside utility room has counter space and lots of cabinets for convenience. Other features include Newer A/C & HEATING, OVER-SIZED TWO CAR GARAGE WITH GOLF CART SPACE. FURNITURE. Located in Royal Highlands resort style golf community, with 24/7 security guard/gate, indoor and outdoor swimming pools, walking and bike paths through shady Florida landscape, 18-hole championship golf course, Pickleball courts, fitness center.

5506 Prince Charles Lane, Leesburg
$870,000
3 Beds ⋅ 3 Baths ⋅ Acreage & Unrec SubDv. ⋅ 34748 Zip Code
Step into a private garden oasis as a trellis walkway, wrapped in wisteria and lush Florida-friendly foliage, welcomes you home. Originally a fish camp on Lake Griffin, this mid-century home with Coquina shell stucco has been transformed into a stunning single-family lake retreat, seamlessly blending character with modern comfort. As you enter, the spacious great room immediately captures your attention with its high ceiling, wood-burning fireplace, and large picture windows that frame breathtaking views of the lake. The open layout seamlessly incorporates a dining area, where Edison-style lighting casts a warm glow beneath a modern eight-blade ceiling fan, creating an inviting space for both relaxation and entertaining. The thoughtfully designed kitchen is sure to meet your expectations with custom cabinetry to maximize storage & efficiency. Premium appliances include built-in dual convection ovens, an induction cooktop, and sleek stainless-steel appliances, all complemented by exquisite soapstone countertops. A uniquely designed pantry offers additional storage and convenience, making meal preparation an absolute pleasure. The primary suite is a true retreat, featuring two spacious walk-in closets and direct access to the inside laundry room, complete with a washer, gas dryer, and built-in cabinets. The en-suite bath is a haven of relaxation, boasting a double vanity, a luxurious jetted tub with an inline heater, and a large walk-in shower outfitted with state-of-the-art fixtures. Two additional bedrooms provide ample space for family or guests and share a newly remodeled bathroom designed with style and comfort in mind. Modern upgrades throughout the home ensure effortless living. The Mitsubishi Ductless Air Conditioning System offers precise climate control, while updated windows come with a lifetime warranty. A whole-house water softener system and a tankless gas water heater enhance efficiency. The property also includes a transferable termite bond for added peace of mind. Outdoor living is just as exceptional as the interior. A spacious screened enclosure houses a solar-heated saltwater pool (2018) with a gas-heated spa, providing the perfect setting for relaxation. The private boathouse and dock feature a covered boat lift and ample storage for gear, all set against a stunning stone seawall that protects your shoreline. An irrigation system sourced from the lake ensures that the lush landscaping remains vibrant year-round. Recent improvements to the home include a new roof in 2018, a water heater in 2017, and a newly installed driveway and storage shed in 2024. A whole-house generator, also added in 2024, offers additional security and convenience. Spanning over 9,327 acres, Lake Griffin is a paradise for nature lovers and anglers alike, offering some of Florida’s best largemouth bass fishing. As the final link in the Harris Chain of Lakes, it provides easy access to the Ocklawaha River and beyond. Whether you prefer boating, kayaking, or simply soaking in the untouched natural beauty, this lakefront location delivers an unparalleled lifestyle. Nestled near Leesburg, this home provides close proximity to the University of Florida Medical Center, the charming historic downtown area, and effortless access to Orlando’s world-renowned attractions, beaches, and international airport. This is more than just a home—it’s a gateway to the ultimate lakefront lifestyle. Schedule your private tour today and experience its beauty firsthand.

1102 N Palmetto Street, Leesburg
$463,000
3 Beds ⋅ 3 Baths ⋅ South SubDv. ⋅ 34748 Zip Code
Come see 2700 Westside Dr, a residence with functional living, including a fireplace and a kitchen featuring an island and accent backsplash. The kitchen also provides all stainless steel appliances, complementing the primary bathroom's double sinks and separate tub and shower. Exterior living includes a covered patio and ground pool. This home brings modern comfort and appeal. Included 100-Day Home Warranty with buyer activation

2700 Westside Drive, Leesburg
$440,000
4 Beds ⋅ 3 Baths ⋅ Leesburg Sleepy Hollow First Add SubDv. ⋅ 34748 Zip Code
Bright, bold, and completely move-in ready, this updated pool home brings modern comfort and effortless entertaining together in one incredible package. Step inside to find high ceilings, recessed lighting, and fresh interior paint that create a bright, open feel throughout. The functional floor plan makes the space both inviting and practical for daily living or entertaining. The spacious primary suite features a large walk-in closet, a fully renovated ensuite bathroom, and private access to the pool area, which is perfect for relaxing mornings or evening swims. Major updates provide peace of mind, including a new roof (2022), HVAC system (2024), and water heater (2024). Outside, you'll find a well-manicured lawn, low-maintenance landscaping, and a fully fenced backyard offering privacy around the screened-in pool area. The pavered pool deck adds a touch of elegance, while the smart color-changing pool light, operable from your phone, enhances evening ambiance. The guest bathroom's direct pool access ensures convenience and keeps wet feet out of the main living areas. Bedroom #2 comes with its own en-suite full bathroom which is perfect for multigenerational living or added guest privacy. This home truly combines style, functionality, and thoughtful updates. It is move-in ready and waiting for its next chapter!

2720 Savannah Drive, Leesburg
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