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 warm sunshine and picturesque landscapes create the perfect backdrop for your dream home. Known for its friendly community and vibrant atmosphere, Leesburg offers a unique blend of small-town charm and modern conveniences, making it an ideal place to settle down.

As you explore the enchanting neighborhoods of Leesburg, you’ll discover an array of homes that cater to various lifestyles and preferences. Among the most sought-after features are homes with private pools, providing a personal oasis for relaxation and entertainment. Imagine stepping out of your back door to dive into your sparkling pool, surrounded by lush landscaping and the soothing sounds of nature. Whether you’re hosting summer barbecues, enjoying a quiet evening under the stars, or simply cooling off on a sunny day, a private pool elevates your home experience to new heights.

Leesburg is not just about beautiful homes; it boasts a rich history, vibrant arts scene, and numerous recreational opportunities. Enjoy leisurely strolls along the scenic waterfront, explore local parks, or indulge in the delightful dining options that the city has to offer. With its ideal location near the Harris Chain of Lakes, outdoor enthusiasts will find endless opportunities for boating, fishing, and hiking.

If you’re searching for a home that combines the allure of private pool living with the warmth of a welcoming community, Leesburg is the perfect destination. Come and discover the joys of life in this beautiful Florida city!

Newest Leesburg Homes with Private Pool type

$520,000
5 Beds ⋅ 4 Baths ⋅ Leesburg Lagomar Shores SubDv. ⋅ 34748 Zip Code
Welcome to your dream oasis in the desirable Lagomar Shores community of Leesburg! Built in 2017, this stunning contemporary two-story, single-family residence has been beautifully elevated to feature an expansive 5-bedroom, 3.5-bathroom floor plan boasting 3,185 square feet of living space. Complete with a 2-car garage featuring a direct interior entrance into the home, a dual AC system offering customized climate control for each floor, and spectacular indoor-outdoor upgrades, this home is designed for premium Florida living. Enjoy enhanced privacy and style with a newly added, fully screen-enclosed front stone veneer entrance opening into a bright, welcoming foyer. Inside you’ll find a highly desirable, open floor plan that flows effortlessly from the entrance into the main living areas, making it perfect for both daily living and hosting guests. Arrive home easily through the direct interior entrance from the 2-car garage, leading into the main floor spaces near a dedicated downstairs laundry room that adds ultimate functional convenience. The Gourmet Dream Kitchen integrates perfectly into the open layout, offering high-end finishes including a spacious granite breakfast bar counter island perfect for casual dining and complete with a built-in sink, dishwasher, and additional built-in cabinets for maximize storage. The crown molding, 42-inch custom cabinetry, recessed lighting, premium double built-in oven, glass stove top, convenient closet pantry, and stainless-steel appliances make this a great gathering space for hosting gathering. Your Retreat to the downstairs master bedroom, is complete with an elegant tray ceiling and tall windows that flood the room with gorgeous natural lighting and leads to a luxurious ensuite bathroom that features dual sinks, a separate toilet closet for privacy, and an over-sized walk-in shower equipped with multiple shower heads, including a premium rain shower head. Inside you will also find an oversized walk-in closet for all your clothing needs. As you ascend the beautifully remodeled wooden staircase you will come upon your entertainment Hub with a massive 27x16 loft area that serves as an ideal gaming arena, media room, or casual hangout space. The upstairs layout features 4 spacious bedrooms and 2 full bathrooms—including a clever Jack and Jill bathroom accessible directly from two of the bedrooms. Back downstairs, Step through dual French doors into a brand-new resort-style retreat. The centerpiece is a stunning, custom-engineered free-form Gunite inground swimming pool measuring 17' wide by 38' long with a rare 9' deep end. The pool features natural flowing curves, multiple serene stone waterfalls, custom leveled edge designs, a salt chlorinator ready for easy saltwater conversion, and custom recessed lighting for magical night swims. The entire outdoor space is fully protected by a massive, soaring 50' by 40' screen enclosure standing 16' tall, offering unparalleled volume and openness. Call today for your private tour!

2125 Amor Way, Leesburg

$599,000
3 Beds ⋅ 2 Baths ⋅ Griffin Shores SubDv. ⋅ 34748 Zip Code
Welcome to 2314 N. Griffin Drive, a private Lake Griffin retreat situated on approximately one acre with 100 feet of lakefront and beautiful water views throughout the property. Lake Griffin is part of the Harris Chain of Lakes, offering outstanding opportunities for boating, recreation, and bass fishing right from your backyard. This inviting home captures the relaxed Florida lifestyle with terra cotta tile flooring in the main living area, terrazzo flooring in portions of the home, and a spacious kitchen featuring light stone granite countertops, a center island, breakfast bar, a new refrigerator, and a newer gas range. The home also features gas central heat. Large windows and thoughtfully positioned living spaces take advantage of the lake views, while the screened patio provides another peaceful place to relax and enjoy the natural surroundings. Outside, the 20’ x 40’ screened pool and cabana are enclosed by a full screen cage and positioned to overlook the water. The private dock features a double-deck boathouse with two boat hoists, an upper viewing deck, and a new electrical panel and breakers, creating an ideal setting for boating, fishing, wildlife watching, and enjoying the scenery of Lake Griffin. A new roof was installed in June 2026 and includes a transferable warranty for the next owner, along with a professional soft wash at the five-year mark and application of a protective sealant at the ten-year mark through the roofing company. Additional improvements include fresh paint, updated stucco, and a newer garage door opener. The property is served by two wells, with one dedicated to irrigation and the second supplying the home. Household water is filtered through a water-conditioning system. Although the property feels like a secluded waterfront escape, it remains conveniently located near numerous restaurants, shopping, entertainment, medical services, and everyday conveniences in the Leesburg area. With direct access to the Harris Chain of Lakes, exceptional bass fishing, generous lake frontage, a private dock, pool, and approximately one acre of land, this property offers a distinctive combination of waterfront living, privacy, recreation, and Florida charm.

2314 N Griffin Drive, Leesburg

$525,000
4 Beds ⋅ 4 Baths ⋅ Royal Highlands Ph 01b SubDv. ⋅ 34748 Zip Code
LAKEFRONT. POOL. PRIVACY. AND A TRUE CUSTOM HOME. Tucked away on a quiet cul-de-sac in the desirable 55+ community of Royal Highlands, this impressive 3,318 sq. ft. custom home offers 4 bedrooms, 4 baths, a home office/bonus room, an oversized 3-bay garage and beautiful views of Lake Monarch. Major improvements include a NEW ROOF in 2025, TWO HVAC SYSTEMS replaced in 2020 & 2022, 8 NEW WINDOWS in 2026 plus 2 additional windows replaced in 2024. A transferable termite bond provides additional peace of mind. From the moment you enter, the spacious, open design draws your eye through the great room to the pool and sparkling lake beyond. Multiple pocket sliding doors open the living space to the screened pool and lanai, creating an exceptional setting for entertaining or simply enjoying peaceful Florida mornings and gorgeous sunrises over the water. The expansive great room features a gas fireplace surrounded by custom built-in display shelving. The bright, open kitchen offers newer appliances, abundant cabinetry and counter space, an extended breakfast bar and an enormous walk-in pantry. Just off the kitchen, a second large screened porch creates another inviting outdoor living and dining space overlooking the private backyard setting with mature oaks. The primary suite is truly unique, featuring generous closet space and separate his-and-hers bathrooms connected by a shared walk-through shower. Two guest bedrooms share a convenient Jack-and-Jill bath, while an additional guest bedroom provides flexibility for family and visitors. The light-filled office/bonus room enjoys beautiful views and could easily serve as a craft or hobby room. Even the oversized laundry room was designed with functionality in mind, offering extensive cabinetry, counter space and a utility sink. And then there’s the garage! The oversized 3-bay configuration includes dedicated golf cart space, an enclosed workshop and a rear roll-up door providing convenient access for lawn equipment and projects. Royal Highlands offers an active Florida lifestyle with indoor and outdoor pools, pickleball, tennis, softball, fitness and recreation facilities, clubs, entertainment, billiards, library and more. The community is also home to the Monarch Golf Club and its restaurant. With substantial recent improvements, exceptional indoor and outdoor living spaces, a private pool and a premium Lake Monarch setting, this is anything but the typical Florida home.

5409 Essex Court, Leesburg

$509,000
3 Beds ⋅ 2 Baths ⋅ Silver Lake Forest Ph 02 SubDv. ⋅ 34788 Zip Code
*New Price Adjustment* Welcome to this spacious 3-bedroom, 2-bath pool home in the wonderful community of Silver Lake Forest. This home sits on an oversized lot with serene pond views and features a split-bedroom floor plan and an open layout designed for both everyday living and entertaining. Just off the main living area, the dining room offers plenty of natural light from an oversized window with plantation shutters. A separate formal living room provides additional flexibility and could easily be used as a den, home office, reading room, or second sitting area. At the heart of the home, the kitchen overlooks the family room and features granite countertops, a spacious stainless steel sink, stainless steel appliances, gas range, pull-out cabinet drawers, and a custom pantry. Sliding glass doors from the family room open wide and tuck away, seamlessly connecting the indoor living space with the screened pool area—perfect for entertaining or simply enjoying Florida’s indoor-outdoor lifestyle. Wood flooring runs throughout the main living areas, with newer LVP flooring in all three bedrooms. The oversized primary suite features large windows overlooking the backyard and a see-through gas fireplace that adds warmth and character. The primary bath includes dual sinks, a soaking tub, walk-in tiled shower, and his-and-her closets. Two additional bedrooms are located on the opposite side of the home, providing added privacy for family or guests. Outside, the screened pool overlooks the pond, while the oversized yard offers plenty of room for relaxing, entertaining, or gardening. Gather around the fire pit in the evenings, or head down to the private fishing pier that extends the outdoor living experience right to the water which is perfect for casting a line or enjoying your morning coffee with a view. Important updates include a NEW A/C in 2025, water heater servicing the primary bedroom in 2023, refrigerator and microwave in 2024, and LVP flooring added to the primary bedroom in 2025. The home also features gas for the range, dryer, water heater, and fireplace. The garage offers built-in storage along with a screened garage door, creating a functional space for tools, projects, hobbies, or additional storage. Located in Silver Lake Forest, a desirable community with a low HOA, you’ll also enjoy a convenient location close to shopping, dining, golf, and outdoor recreation. Explore the nearby Harris Chain of Lakes and Lake Griffin State Park, with The Villages also within an easy drive. Downtown Leesburg, Tavares, and Mount Dora offer even more to enjoy, including waterfront dining, local shops, festivals, and year-round events. With a pool, peaceful pond views, private fishing pier, oversized lot, flexible floor plan, and a location that puts so much of Central Florida within easy reach, this home offers plenty of ways to enjoy both the indoor and outdoor lifestyle. Schedule your private showing and come see it for yourself.

33440 Lake Bend Circle, Leesburg

$624,900
4 Beds ⋅ 2 Baths ⋅ Harbor Shores Unit 01 SubDv. ⋅ 34788 Zip Code
Welcome to this beautifully updated 4-bedroom, 2-bath pool home situated directly on a canal with access to Lake Eustis and the Harris Chain of Lakes in the desirable Harbor Shores community. Offering the ultimate Florida waterfront lifestyle, this property puts boating, fishing, waterfront dining, and recreation right in your backyard. Step inside to an abundance of natural light, luxury vinyl plank flooring throughout, and immediate views of the sparkling pool, canal, and private dual slipped boat dock. The spacious kitchen overlooks the living room and features ample cabinetry, generous counter space, bar seating, a separate breakfast nook, and a gas fireplace with custom built-ins in the adjoining living area. A formal dining room provides additional space for entertaining. The split-bedroom floor plan offers privacy, with two generously sized bedrooms and a full bathroom that conveniently opens to the pool and patio area. The spacious primary suite features direct access to the covered and screened-in patio, along with beautiful views of the outdoor living features. A versatile bonus room, previously used as a fourth bedroom with a built in closet, plus a dedicated office provide plenty of flexibility for guests, work-from-home needs, or additional living space. Outside, the screened-in pool and expansive yard create an ideal setting for entertaining family and friends. The garage provides excellent flexibility for vehicle, boat, trailer, or golf cart storage. Additional upgrades include a UV-sanitizing water treatment system, newer HVAC system with UV sanitation, newer water heater, fresh exterior paint including the dock, and premium window tinting. With no HOA restrictions, this move-in-ready waterfront home offers exceptional flexibility and easy access to the Harris Chain of Lakes. Whether you're looking for a full-time residence, weekend retreat, or a home built around boating and outdoor living, this is a rare opportunity to enjoy the best of Central Florida waterfront living.

35546 Cedar Lane, Leesburg

$539,000
3 Beds ⋅ 2 Baths ⋅ Silver Lake Spgs SubDv. ⋅ 34788 Zip Code
OVER ½ ACRE • HEATED SALTWATER POOL • 2022 ROOF • NEWER A/C • WHOLE-HOME GENERATOR • PRIVATE WELL & SEPTIC—NO MONTHLY WATER BILL • LOW HOA! Located in unincorporated Lake County in an intimate, golf-cart-friendly community of only 16 homes with an HOA of just $100 per year! The neighborhood’s private gated road provides direct access to Silver Lake Road, allowing residents to avoid traveling on busy Highway 44. It is perfect for a golf-cart ride, evening walk or simply enjoying the peaceful surroundings. Shopping, restaurants, hospitals, major highways and the Harris Chain of Lakes are all conveniently nearby. Major improvements have already been completed at this beautifully updated pool home near Silver Lake. Updates completed since 2022 include the roof, two A/C systems, Generac whole-home generator with transferable warranty, owned propane tank, tankless water heater, pool pump, pool heater, gas fireplace insert, additional attic and garage-door insulation, updated kitchen with newer appliances, new flooring, interior paint, remodeled primary bathroom and updated guest bathroom vanity and mirror. Inside, soaring ceilings, exposed wood beams and a floor-to-ceiling stone fireplace create an impressive living space filled with warmth and character. The bright kitchen features abundant cabinetry, generous counter space, a center island and newer appliances. Step outside to your private Florida retreat featuring a screen-enclosed, heated saltwater pool, expansive lawn, mature trees and more than half an acre of space and privacy. The property also offers plenty of parking for your boat, recreational vehicles and other toys. With extensive improvements, a heated saltwater pool, whole-home generator, owned propane tank, private well and septic, oversized homesite and plenty of parking, this home is ready to enjoy from day one. Schedule your private showing and discover everything 33816 Spring Drive has to offer! All information recorded in the MLS is intended to be accurate however, it should be independently verified by buyer and their agent.

33816 Spring Drive, Leesburg

$629,000
4 Beds ⋅ 5 Baths ⋅ Country Club View Sub SubDv. ⋅ 34788 Zip Code
Waterfront living, a private heated saltwater pool, over half an acre, and NO HOA — welcome to 33809 Overton Drive. This spacious 4-bedroom, 4-bath home offers approximately 3,905 square feet and a layout you don’t find every day. Every bedroom has its own private en-suite bathroom and walk-in closet, giving everyone their own space and making the home ideal for guests, multi-generational living, or simply having room to spread out. The backyard is where this home really shines. Relax by the screened, heated saltwater pool while enjoying peaceful water views, entertain friends and family, or unwind at the end of the day surrounded by the privacy of your oversized lot. Inside, the spacious kitchen offers a built-in Sub-Zero refrigerator and freezer, double ovens, electric cooktop, dishwasher, abundant cabinetry, and generous counter space. The primary bathroom has also been beautifully remodeled. More than $180,000 in improvements have already been invested into the property, including 200-mph impact-rated windows with transferable warranty, newer roof, updated HVAC, whole-house Generac generator, natural gas servicing the generator and pool heater, dedicated well for pool fill and irrigation, whole-house water softener, solar attic fans, updated pool equipment, and a large storage shed. With no HOA, four private bedroom suites, a heated saltwater pool, waterfront views, whole-house backup power, and more than half an acre, this is a home that truly needs to be experienced in person. Now offered at $629,000 — schedule your private showing and come see what makes 33809 Overton Drive so special.

33809 Overton Drive, Leesburg

Start Your Search