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. Known for its picturesque landscapes and vibrant community spirit, Leesburg offers a perfect blend of small-town charm and modern conveniences. With its rich history, beautiful lakes, and an array of recreational activities, it’s no wonder that so many are drawn to this delightful locale.

One of the standout features of Leesburg is its stunning selection of homes with private pools. Imagine coming home to your own personal oasis, where you can unwind under the Florida sun or host memorable gatherings with family and friends. These homes not only provide a retreat from the heat but also enhance your lifestyle, offering a perfect balance of relaxation and entertainment.

Whether you’re looking for a cozy single-family home or a spacious estate, Leesburg’s real estate market has something for everyone. Many properties boast beautifully landscaped yards, outdoor living spaces, and, of course, sparkling private pools that invite you to dive in and enjoy the warm Florida climate.

In addition to the allure of private pools, residents of Leesburg enjoy easy access to an array of amenities, including shopping, dining, and recreational activities. The city is surrounded by numerous lakes, perfect for fishing, boating, and picnicking, making it an ideal spot for outdoor enthusiasts.

With its friendly atmosphere and a wealth of opportunities for leisure and relaxation, Leesburg is not just a place to live; it’s a community to thrive in. Come explore the homes with private pools in this enchanting city and discover your perfect slice of paradise!

Newest Leesburg Homes with Private Pool type

2 Beds ⋅ 2 Baths ⋅ Bradford Mobile Estates SubDv. ⋅ 34788 Zip Code

Welcome to this cute as a button, well maintained 2 bedroom 2 bath home that is looking for new owners. Sitting on a half acre lot with mature landscaping you will find a firepit for those cool evenings to sit around and enjoy. A small garden in the back right corner. Behind the outside laundry room you will find hot and cold water available for bathing your furry friend(s) or a quick rinse off after yard work before you jumping into your above ground Coleman pool to cool off from the Florida heat! You will also find all of this behind a chain linked fence where you will find there is room to park your boat, trailer(s), ATV toys or a hobby vehicle you might be working to restore. Located minutes from downtown Eustis, Tavares and Mount Dora where you can go for the festivities the towns have, shopping, fine dining, hospitals and major roadways to get you to Orlando for the theme parks or Ocala for the equestrian shows.

35737 Shelley Drive, Leesburg

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

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

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

3 Beds ⋅ 2 Baths ⋅ Chelsea Park Sub SubDv. ⋅ 34788 Zip Code

Move-in ready, beautifully renovated, and complete with a solar-heated pool—this home delivers the Florida lifestyle without the wait. Located in the desirable, low-HOA Chelsea Park community, this 3-bedroom, 2-bath home blends modern design, upgraded finishes, and a private outdoor oasis rarely found in new construction. Roof new in 2020. A fresh, light, and bright interior welcomes you the moment you step inside. Brand-new luxury vinyl plank flooring flows throughout the expanded living and dining areas, complemented by updated light fixtures that elevate the home’s clean, modern aesthetic. The renovated kitchen is a true showpiece, featuring quartz countertops with a waterfall edge, a spacious island, breakfast bar, updated cabinetry, newer appliances, and stylish finishes that rival today’s new-build design packages. The primary suite offers a peaceful retreat with a new walk-in shower, garden tub, updated ensuite features, a generous walk-in closet, and French doors leading directly to the screened lanai—a perfect blend of comfort and luxury. Step outside to your private outdoor haven—an impressive screen-enclosed, solar-heated sparkling pool, freshly painted pool deck, and a fully fenced backyard with mature landscaping and exceptional privacy. This move-in-ready outdoor living space is a major advantage over new construction, where pools, fencing, and landscaping often require significant additional cost and long wait times. A 2-car garage provides secure parking and additional storage, rounding out the home’s functional design. Located minutes from restaurants, shopping, medical facilities, and everyday conveniences, this modern Florida pool home delivers upgraded design, a private pool lifestyle, and a prime location—an exceptional opportunity that stands out among new-build competition.

33150 Kaylee Way, Leesburg

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

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

3 Beds ⋅ 2 Baths ⋅ Eagles Point Sub SubDv. ⋅ 34788 Zip Code

Your Harris Chain Boating Lifestyle starts here! Experience the best of Florida waterfront living in this beautifully maintained 3-bedroom, 2-bath canal-front home with direct access to Lake Eustis and the renowned Harris Chain of Lakes. Perfectly situated on the edge of Leesburg, this move-in-ready property offers the ideal combination of comfort, convenience, and an exceptional boating lifestyle. Designed for both relaxation and entertaining, the backyard is your private oasis. Enjoy a sparkling inground pool with a tanning ledge, a spacious covered lanai, and a screened enclosure complete with a convenient dog door. The fully fenced yard offers plenty of space for children and pets to play, while the lawn irrigation system draws water directly from the canal, helping keep the landscaping lush while reducing irrigation costs. Water enthusiasts will appreciate the Trex dock with a covered boathouse and boat lift, providing effortless access to boating, fishing, sunset cruises, and all that the Harris Chain has to offer. This home has been thoughtfully updated and meticulously cared for, offering peace of mind with numerous recent improvements. Updates include interior and exterior paint, newer appliances, Trex dock decking, shutters, lighting, and professional landscaping. Major mechanical updates include a new roof (2022), new water heater (2024), new exterior AC unit (2024) and a new state-of-the-art high-efficiency AC air handler, just installed in July 2026. Whether you're searching for a year-round residence, a seasonal escape, or the perfect waterfront retreat, this exceptional canal-front home delivers everything you've been looking for—modern updates, outstanding outdoor living, and direct access to one of Central Florida's most sought-after chains of lakes. Don't miss this rare opportunity to own your own piece of the Harris Chain lifestyle!

12037 Eagle Point Ct, Leesburg

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

3 Beds ⋅ 2 Baths ⋅ Silverwood SubDv. ⋅ 34788 Zip Code

SILVERWOOD POOL HOME – Upgraded, Private & Move-In Ready- Location, Location, Location! Nestled in the highly DESIRABLE SILVWERWOOD community within the TAVARES SCHOOL DISTRICT, this beautifully maintained 3-bedroom, 2-bath POOL HOME with a spacious office/den offers the perfect blend of comfort, privacy, and QUALITY UPGRADES. Situated on a LARGER CORNER LOT in a SECLUDED subdivision of just 49 homes, this property provides a rare combination of mature trees, generous lot sizes, and neighborhood charm that is increasingly difficult to find in newer developments. From the moment you arrive, you'll appreciate the home's impressive curb appeal, featuring a WIDE AND LARGE CIRCULAR DRIVEWAY like no other in this community, DOUBLE GLASS FRENCH DOORS welcomes you to enter this immaculate home. Recent upgrades include a NEWER ROOF WITH UPGRADED SHINGLES (2023) and NEWER TRANE AIR CONDITIONING (2022), along with COMPLETE interior and exterior PAINTING using PREMIUM Sherwin-Williams Emerald paint. Pool Hayward Turbo cell SALT system and Acqua Rite Electronic Chlorine Generator. Inside, the open-concept floor plan showcases vaulted ceilings, split bedrooms, a formal dining room, and an eat-in kitchen equipped with NEWER stainless-steel appliances with plenty of cabinet space and pantry for storage. The spacious den with French doors and ABUNDANT NATURAL LIGHT is perfect for a home office, study, or flex space. High quality flooring throughout, tile in wet areas, and ceiling fans in every bedroom, living area, den, and lanai add to the home's comfort and functionality. A dedicated spacious laundry room with newer Whirlpool stainless steel washer and dryer conveniently located in the home as soon as you enter from the garage. Spacious garage with additional side-entry door with concrete walkway leading to circular driveway and backyard. The spacious primary suite features elegant tray ceilings, a large walk-in closet with custom shelving, a linen closet, dual vanities, a garden tub, and a separate shower. THE TRUE HIGHLIGHT OF THIS HOME IS THE SPECTACULAR OUTDOOR AREA. Sliding glass doors open to a massive 55' x 22' SCREENED POOL DECK complete with a beautiful waterfall feature, concrete curbing along the entire pool screen with river rocks, covered 25 x 8 LANAI and a HIGH-QUALITY PRIVACY FENCE that belongs to this property. Designed for entertaining, this space has hosted countless family gatherings and celebrations while still leaving plenty of backyard space for recreation and relaxation. So many options to be explored in the SPACIOUS PRIVATE BACKYARD ready for a playground set for the little ones or a charming outdoor fire pit set for the entire family during cooler nights. If you enjoy gardening, this is the perfect space with lots of sunshine to plant beautiful trees and flowers. Conveniently located near Silver Lake, residents can enjoy scenic morning walks, local shopping, and nearby Tavares parks with stunning lake views and outdoor activities. This home is also in a perfect location to enjoy Tavares, Mount Dora, The Villages and Disney World. Leesburg International Airport is located 10 min away. Beautiful beaches can be reached within 90 minutes. This exceptional home is move-in ready and waiting for its next family to create lasting memories. Schedule your private showing today and experience the privacy, space, and lifestyle that make SILVERWOOD one of the area's most sought-after communities.

34224 Shadewood Circle, Leesburg

4 Beds ⋅ 3 Baths ⋅ Silver Ridge SubDv. ⋅ 34788 Zip Code

Welcome to this spacious 4-bedroom, 2.5-bath pool home in the desirable Silver Ridge community! This home features a new roof installed in 2018, an AC Unit in 2022 and offers a functional split-bedroom floor plan perfect for families and entertaining. Step through the double-door entry into a tiled foyer that opens to a large living room with a beautiful bay window and a formal dining room with sliding doors leading to the pool area. The primary suite features private pool access, a walk-in closet, dual vanities, a walk-in shower, and a unique solarium space. The oversized kitchen is the heart of the home, boasting an abundance of cabinetry, a center island with cooktop, closet pantry, breakfast nook with wall-to-wall built-ins, and plenty of workspace for cooking and gathering. The adjacent family room showcases cathedral beamed ceilings and a cozy fireplace. On the opposite side of the home, you'll find three guest bedrooms, a pool bath, and a spacious utility room complete with a bathroom, laundry sink, and large walk-in pantry. Enjoy Florida living at its finest in the screened 40' x 22' inground pool area. Conveniently located near shopping, dining, medical facilities, this Silver Ridge gem offers comfort, space, and value in a prime Leesburg location.

33913 Sabal Way, Leesburg

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

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