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 thrives. Known for its picturesque landscapes and vibrant local culture, Leesburg offers a perfect blend of small-town charm and modern amenities. With its beautiful lakes, lush parks, and a variety of recreational activities, residents enjoy an enviable quality of life that makes this area truly special.

One of the standout features of Leesburg is its array of stunning homes with private pools, providing an ideal oasis for relaxation and entertainment. Imagine stepping into your own backyard retreat, where you can soak up the Florida sunshine, host summer barbecues, or unwind after a long day with a refreshing swim. These homes are designed for both comfort and luxury, featuring spacious layouts, modern finishes, and landscaped yards that enhance your outdoor living experience.

Living in Leesburg means you’re just a short drive away from the vibrant attractions of Central Florida, including world-renowned theme parks, shopping, and dining options. The local community is warm and welcoming, with events and activities that foster connections among neighbors. Whether you’re a growing family, a retiree seeking tranquility, or anyone in between, Leesburg’s homes with private pools offer a slice of paradise that caters to your lifestyle.

Discover the joys of living in Leesburg, where your dream home with a private pool awaits. Dive into a new chapter of life in this beautiful region, and make every day feel like a vacation!

Newest Leesburg Homes with Private Pool type

3 Beds ⋅ 2 Baths ⋅ Plantation At Leesburg Riverwalk Village SubDv. ⋅ 34748 Zip Code

If you have been looking for a BEAUTIFUL TURNKEY, PRIVATE POOL HOME in a premier 55 plus golf/Tennis community your search is over! Great Florida décor and ready to move right into, this meticulously maintained home is located on the golf course and provides magnificent sunsets to be enjoyed from your covered lanai and pool area. The most recent improvements include resurfacing of the pool with wonderful lighting features. Professional painting of the deck and lanai and the birdcage (screened enclosure has been completely refurbished. The pool is solar heated. The home is landscaped wonderfully, providing great curb appeal. When you enter the home through the covered front porch you will love the view. There is an entry closet for guests. The home has plantation shutters and high ceilings throughout. The living room and dining room flow together providing an open yet warm inviting feeling. The kitchen has lots of cabinets and counter space. There is a closet pantry and a breakfast/snack bar with tear drop lighting that separates eating area with lighting that matches the tear drops. Of this area French doors lead to the den/study. If needed this room can provide extra space for guests. Off the opposite end new glass French doors lead to the lanai and pool. The home has a split floor plan which provides privacy for you and your guests. The primary suite has Jack and Jill walk-in closets leading to the ensuite bath. A new doorless shower has room for a shower bench or chair. It was designed for convenience and easy maintenance. (no grout/no glass) Jack and Jill vanities and a garden tub complete the spa like feeling. The guest bath has a shower/tub combination and large linen closet. The new high toilet has a bidet. Located in The Plantation, an active s55+ community with many amenities, including two 18-hole golf courses, an on-site restaurant, three activity centers, three heated pools with spas, two fitness centers, and a wide variety of clubs and daily activities. Sports enthusiasts will appreciate softball, pickleball, tennis courts, archery, shuffleboard, bocce ball, and horseshoes. There's even a woodworking shop. There is something for everyone. Don't miss this opportunity to start living the life you have dreamed about in the fabulous Florida sunshine. HOA Fee ONLY- $180/mo New Roof -2018; New AC 2020

25081 Riverwalk 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

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 ⋅ 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 ⋅ 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

3 Beds ⋅ 2 Baths ⋅ Leesburg Arlington Ridge Ph 02 SubDv. ⋅ 34748 Zip Code

Welcome to resort-style living in Arlington Ridge, one of Leesburg's premier 55+ guard-gated golf communities. This beautifully maintained 3-bedroom, 2-bath home is one of the few properties in the neighborhood offering its own private pool, providing a rare opportunity to enjoy true Florida outdoor living without leaving home. Inside, you'll find an open-concept floorplan designed for both everyday comfort and entertaining, complete with a built-in surround sound system, screened rear patio, garage screen, and an extended-depth garage offering additional storage and workspace. Recent upgrades include a tankless water heater (2025), water softener system (2025), and a freshly painted pool deck. Arlington Ridge residents enjoy an exceptional amenity package including an 18-hole championship golf course, on-site restaurant and tavern, community pools, tennis and pickleball courts, fitness center, and golf-cart-friendly streets throughout the community. HOA dues include lawn maintenance, cable television, and high-speed internet, allowing for truly low-maintenance living. Conveniently located near Florida's Turnpike, US-27, shopping, dining, entertainment, and major medical facilities, this home offers the perfect combination of privacy, convenience, and active-adult lifestyle living in one of Lake County's most sought-after communities.

27132 Roanoke Drive, Leesburg

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

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

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

3 Beds ⋅ 2 Baths ⋅ Pennbrooke Fairways SubDv. ⋅ 34748 Zip Code

Bring an offer and Welcome to this beautiful 3-bedroom, 2-bath pond view pool home located in the desirable Pennbrooke Fairways community. Step inside to discover freshly painted walls, brand-new carpet, and neutral tile flooring, creating a bright and inviting atmosphere. The spacious kitchen offers plenty of room to cook and gather, featuring white cabinetry, a convenient breakfast bar, and a closet pantry for added storage. The primary suite is a relaxing retreat with tile flooring, a walk-in closet, and an ensuite bathroom complete with a jetted tub and separate walk-in shower. The second bedroom is generously sized and filled with natural light, while the third bedroom offers flexibility as a guest room, office, or hobby space. An indoor laundry room with a utility sink provides additional storage and functionality. The roof and HVAC were replaced in 2017, while in 2019 the water heater was replaced and solar panels were installed. Also, the home has newer glass sliding doors to the lanai. The low monthly HOA fee of $265 includes lawn care, high-speed internet, cable, and access to an impressive array of amenities. Pennbrooke Fairways is a gated golf community featuring 27 holes of golf, a pro shop, and an on-site restaurant. Residents also enjoy two recreation centers, swimming pools, a fitness center, and a variety of outdoor activities including shuffleboard, pickleball, tennis, softball, horseshoes, water volleyball, and cornhole. Conveniently located near shopping and dining, and just 6 miles east of The Villages’ Brownwood Paddock Square, this home truly has it all.

333 Ranchwood Drive, Leesburg

5 Beds ⋅ 5 Baths ⋅ Leesburg Palmora Park SubDv. ⋅ 34748 Zip Code

A rare opportunity to own one of Leesburg’s iconic lakefront estates, offering 164 feet of direct frontage on Lake Harris and set on a beautifully positioned 1.24-acre corner lot. This exceptional property delivers unmatched curb appeal with its stately presence, circular drive, mature landscaping and timeless architectural charm. The main residence spans nearly 5,000 square feet and has been thoughtfully updated to blend classic elegance with modern comfort. The 2020-renovated kitchen serves as the heart of the home, complemented by updated bathrooms throughout. Offering five bedrooms and 4.5 baths, the layout is ideal for everyday living and hosting guests. A private mother-in-law suite with its own fully equipped kitchen provides flexibility for extended family or long-term guests, while a detached efficiency apartment above the garage creates additional living space or an excellent income-producing opportunity. Designed for relaxation and recreation, the outdoor living experience is resort-style. Enjoy a recently renovated heated pool and spa, expansive patio areas, and sweeping lake views that create a backdrop for entertaining or quiet evenings at home. The private boathouse with dock and lift provides effortless access to the Harris Chain of Lakes, making this a dream setting for boating enthusiasts. Within city limits in a golf cart-friendly area, the home offers a blend of privacy and convenience, just minutes from downtown Leesburg dining, shopping and waterfront parks. With its expansive homesite, impressive 164 feet of shoreline and premier lakefront amenities, this is a one-of-a-kind offering that captures the best of Florida waterfront living.

405 Lakeshore Drive, Leesburg

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