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

11347 Pine Ridge Road, Leesburg
$549,000
4 Beds ⋅ 3 Baths ⋅ Sunny Dell Park First Add SubDv. ⋅ 34788 Zip Code
NO HOA CANAL- FRONT ranch home on a quiet street, with direct water access to the Harris Chain of Lakes right from your very own backyard! The canal leads to Lake Eustis and the rest of the chain of lakes within minutes. This 4-bedroom, 3-bath home offers 1,726 square feet on a 0.31-acre lot. The seller also owns an adjacent strip of land that is in the process of being combined with the current property, which would enlarge the parcel by .07 of an acre and adding 20 feet of canal frontage to the already 85 feet. Two of the 4 bedrooms share a Jack-and-Jill bath. Master bedroom is very spacious with a fully renovated bathroom in 2024 and doors leading to the lanai. The kitchen was fully renovated in 2023 with custom solid wood cabinetry and quartz countertops and newer appliances. The HVAC system and all duct work was replaced in 2023. The Windows, the water filtration system, and the drainfield were all replaced in 2020 and a full roof replacement in 2024. The newly renovated guest bath opens onto the 14-by-27 screened lanai overlooking the canal, here you will find a beautiful hot tub that does remain for your enjoyment! Along the canal you'll find the newly added 2024 covered entertainment area with a nautical rustic feel that has an insulated roof and ceiling fans to keep you cool while enjoying the outdoors!! Also located here is a fully functional bar with a refrigerator, the cowboy pool and boathouse that was added in 2024 with a pontoon lift giving the home its own boat storage and easy access to the chain of lakes. The seawall was also added in 2024. There is plenty parking and storage with an attached 2-car garage, a 12-by-55 custom carport attached to the home, a 12-by-24 shed/workshop with an attached carport, and a separate 10-by-10 storage shed all convey. Property is fully fenced as well. The location is convenient without feeling busy — Medical and shopping 5-10 minutes away. The Villages about 25 minutes and the Orlando area attractions under and hour away! Fantastic location, canal frontage with lake access, entertainment area on the canal! Boat house with lift! What more could you ask for?!!! Your paradise awaits! Call today!

11347 Pine Ridge Road, Leesburg
10427 Pleasant View Drive, Leesburg
$389,900
3 Beds ⋅ 2 Baths ⋅ Oakmont At Silver Lake Sub SubDv. ⋅ 34788 Zip Code
Virtually Staged. Welcome to your beautiful pool home in the heart of Leesburg! Situated on a quiet cul-de-sac, this inviting home offers the perfect combination of comfort, functionality, and Florida outdoor living. Inside, the open floor plan features sliding glass doors that showcase the beautiful pool views and create a seamless indoor-outdoor flow. The newly renovated kitchen offers modern finishes, Corian countertops, and a great view of the living room, making it ideal for entertaining and everyday living. A versatile office/flex space with French doors provides the perfect setting for a home office, playroom, or additional living space and could easily be used as a fourth bedroom. The split-bedroom floor plan offers privacy, with two bedrooms and a convenient pool bath located on one side of the home. The spacious primary suite features dual granite vanities, a walk-in shower, and a relaxing garden tub. Step outside and discover your own private backyard oasis. The sparkling pool includes a spa and a new pool heater, making it enjoyable year-round. The expansive pool deck and oversized, fully fenced backyard provide plenty of space for entertaining, pets, a trampoline, outdoor toys, or simply relaxing with family and friends. Mature trees add shade, privacy, and natural beauty, while the cul-de-sac location offers a peaceful setting. Conveniently located near shopping, dining, and access to the Chain of Lakes, this home truly checks all the boxes. With its renovated kitchen, flexible living spaces, private pool and spa, oversized fenced yard, mature landscaping, and numerous major updates, this is Florida living at its best!

10427 Pleasant View Drive, Leesburg
8943 Silver Lake Drive, Leesburg
$649,900
5 Beds ⋅ 4 Baths ⋅ Silver Lake Estates SubDv. ⋅ 34788 Zip Code
Lakefront living on Silver Lake with 151 feet of water frontage on a 1.47 acre lot in established Silver Lake Estates. This 5 bedroom, 3.5 bath pool home offers over 3,200 heated square feet and room to spread out inside and out. Step into the oversized great room with vaulted ceilings, a brick wood burning fireplace, and large windows framing the lake. The updated kitchen features newer appliances, and the interior has been freshly painted. A private office/library with built in bookcases makes working from home easy. The primary suite is a true retreat with a walk in closet and a private bath with dual vanities. Out back, the screened in ground pool is made for entertaining, and the adjacent game room/guest house with its own bedroom and sitting area is ideal for guests, extended family, or a studio. Gothic windows, bay windows with window seats, and a side entry 2 car garage with plenty of storage add character and function. No HOA and no CDD. The deep lakefront lot offers space to add a dock, expand, or simply enjoy the view. Minutes to Lake Sumter State College, Treadway Elementary, downtown Leesburg dining and shopping, and Leesburg International Airport.

8943 Silver Lake Drive, Leesburg
2125 Amor Way, Leesburg
$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
2314 N Griffin Drive, 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
11813 Ocklawaha Drive, Leesburg
$450,000
3 Beds ⋅ 3 Baths ⋅ 34788 Zip Code
Waterfront Canal Pool Home with Chain of Lakes Access. Great opportunity to own a sturdy concrete block pool home on a canal with direct access to Lake Eustis and the renowned Harris Chain of Lakes. Whether you're searching for a full-time waterfront residence, seasonal getaway, or investment opportunity, this property offers endless potential to renovate and customize to your personal style. Situated on a generously sized lot, the property features a huge covered carport with ample space for RV, boat, and recreational vehicle storage. Enjoy the freedom of no HOA restrictions while taking advantage of a true Florida waterfront lifestyle. Step outside and enjoy instant access to boating, fishing, wildlife viewing, and relaxing days on the water. The private pool and canal-front setting provide the perfect backdrop for entertaining, unwinding, or creating your dream waterfront retreat. Bring your vision and make this waterfront gem your own while enjoying some of Central Florida's most desirable boating and fishing waters.

11813 Ocklawaha Drive, Leesburg
3916 Manor Oaks Court, Leesburg
$299,900
2 Beds ⋅ 2 Baths ⋅ Plantation At Leesburg River Crest Unit 02 SubDv. ⋅ 34748 Zip Code
Welcome to your new home in The Plantation at Leesburg! With 2 golf courses, pools, tennis, restaurant, gated access and plenty of community events, the Planation is the perfect active adult community! Pulling up to your new home you will notice the beautiful corner lot off of a shady, oak lined street. Walking in, you will be greeted by the open Great Room (16x25 approximately) and two sets of sliding glass doors leading out to your screened pool oasis. A nicely updated kitchen with Granite and Tiled Backsplash sits off to the West side of the home along with garage access. To the East side of the home are the primary bedroom (with access to the pool), a second bedroom and an office that could be a third bedroom. Bonuses include a pool heater / solar heating, garage door retractable screen, newer water heater, roof and ac. The home is situated just an hour North of Orlando, 15 minutes from the newest Villages development, and moments to Clermont / Minneola. Come take a look today!

3916 Manor Oaks Court, Leesburg
2721 Athens Drive, Leesburg
$350,000
4 Beds ⋅ 3 Baths ⋅ Leesburg Sleepy Hollow First Add SubDv. ⋅ 34748 Zip Code
Welcome to 2721 Athens Drive, a spacious 4-bedroom, 3-bath pool home with over 2,000 sq. ft. of living space. This inviting home features an open-concept layout connecting the living, dining, and kitchen areas, with stainless steel appliances, ample cabinetry, and a breakfast bar. The generous primary suite offers a walk-in closet and private bath with dual sinks, soaking tub, and separate walk-in shower. Enjoy Florida living in the screened-in outdoor area featuring a heated saltwater pool, covered patio, and fully fenced backyard—perfect for relaxing or entertaining. Conveniently located just behind the City of Leesburg Sports Complex and close to shopping, dining, and everyday amenities. Additional features include a 2-car garage, irrigation system, and low HOA fees. Offered at $360,000 with up to $5,000 Seller contribution toward Buyer’s closing costs and/or prepaid expenses. Schedule your private showing today

2721 Athens Drive, Leesburg
33440 Lake Bend Circle, 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, 2026 Brand new pool pump and motor, 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
35546 Cedar Lane, Leesburg
$599,950
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
33816 Spring Drive, Leesburg
$539,000
3 Beds ⋅ 2 Baths ⋅ Silver Lake Spgs SubDv. ⋅ 34788 Zip Code
OVER ½ ACRE • HEATED SALTWATER POOL • 2022 ROOF • TWO NEWER A/C SYSTEMS • WHOLE-HOME GENERATOR • PRIVATE WELL & SEPTIC—NO MONTHLY WATER BILL • LOW HOA! Major improvements have already been completed at this beautifully updated pool home near Silver Lake. With only two owners since the home was built, this property reflects a history of long-term ownership and continued care. 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. Located 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. 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
33809 Overton 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
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