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 vibrant community spirit meets serene natural beauty. Known for its picturesque lakes, lush landscapes, and friendly atmosphere, Leesburg is a hidden gem that offers the perfect blend of small-town charm and modern convenience. With a rich history and a plethora of recreational activities, this city is an ideal place for families, retirees, and everyone in between.

One of the standout features of Leesburg is its stunning array of homes, particularly those boasting private pools. Imagine stepping into your backyard oasis, where you can unwind in your sparkling pool, host summer barbecues, or simply soak up the Florida sun. Homes with private pools in Leesburg cater to a variety of lifestyles, whether you're seeking a cozy retreat or a spacious family haven. These properties often feature expansive outdoor spaces, perfect for entertaining or enjoying peaceful evenings under the stars.

The real estate market in Leesburg is as diverse as its residents, offering options for every budget and preference. From charming single-family homes to luxurious estates, the selection is sure to impress. With its close proximity to major highways and local amenities, including shopping, dining, and recreational parks, living in Leesburg means you can enjoy both tranquility and convenience.

Whether you're looking to make a splash in your own private pool or simply want to embrace the laid-back Florida lifestyle, Leesburg is the perfect place to call home. Explore our listings today and discover your dream home in this delightful city!

Newest Leesburg Homes with Private Pool type

$360,000
3 Beds 2 Baths Royal Highlands Ph 01ca SubDv. 34748 Zip Code
Embrace the Florida Lifestyle in a Premier 55+ Community Discover a home where everyday living feels like a getaway. Located in a desirable guard-gated 55+ community, this spacious pool home combines a peaceful cul-de-sac setting with an incredible selection of amenities, social opportunities, and outdoor recreation designed for an active Florida lifestyle. Set on an oversized lot with beautiful mature oak trees, the home welcomes you with vaulted ceilings, an open split-bedroom floor plan, and tile flooring throughout the main living areas. From the moment you enter, sliding glass doors provide a beautiful view of the pool and create a seamless connection between the indoor and outdoor living spaces. The kitchen is designed for both everyday living and entertaining, featuring granite countertops, stainless steel appliances, a walk-in pantry, stacked-stone backsplash, and convenient bar seating. The spacious primary suite offers two walk-in closets and a well-appointed bath with a garden tub, large walk-in shower, and dual-sink vanity. Outside, enjoy your own private retreat with a screened pool enclosure, large covered lanai, open sitting area, and a waterfall flowing into the pool. The lanai also provides convenient access to a bathroom—perfect for pool days and entertaining. A spacious two-car garage includes a screened sliding door and separate storage room, while the 2021 roof provides added peace of mind. And then there’s the lifestyle. Residents enjoy guard-gated security and an impressive collection of amenities including indoor and outdoor swimming pools, fitness center, tennis and pickleball courts, softball field, billiards, library, recreation spaces, and golf-cart-friendly streets. The Monarch Golf Club is right within the community, offering an 18-hole course, pro shop, and restaurant. Beyond the amenities, miles of beautiful greenspace, lakes, and ponds provide scenic places to walk, relax, or fish. Centrally located between Leesburg and the Minneola/Clermont area with convenient access to the Florida Turnpike, this is an opportunity to enjoy the next chapter of life in a community designed to make it easy to stay active, connected, and engaged.

5308 Cornwall Court, Leesburg

$415,000
3 Beds 2 Baths Plantation At Leesburg Belle Terre Village L SubDv. 34748 Zip Code
Welcome to this MOVE-IN READY Azelia floorplan (ROOF 2020, A/C 2016) featuring a GOLF CART GARAGE and a propane-heated spa/pool with a water feature overlooking PRIVATE preserve and tree views! This beautifully maintained and thoughtfully upgraded home offers the perfect combination of comfort and privacy for Florida living. Enjoy peaceful views with no rear neighbors from your own spa/pool and outdoor living area—the perfect place to relax and take in the natural surroundings. Inside, you’ll find an open and inviting floor plan featuring 10-foot ceilings, crown molding throughout the living areas, beautiful ceramic tile, and wood-look luxury vinyl flooring. Multiple sliding glass doors and abundant windows bring in natural light while showcasing the beautiful private views. The stunning kitchen is designed to impress with quartz countertops, custom cabinetry with crown molding, under-cabinet lighting, pull-out drawers, soft-close features, stainless steel appliances, a custom hood vented to the exterior, and a stylish backsplash. The spacious layout offers plenty of storage and functionality. The primary suite is a private retreat featuring direct access to the lanai and propane-heated spa/pool area, peaceful views, generous closet space, and a beautifully appointed ensuite bath with a zero-entry glass shower, custom tile work, and upgraded finishes. Additional highlights include double-pane windows, abundant storage, custom cabinetry, epoxy-finished garage flooring, and numerous thoughtful upgrades throughout the home. If you’ve been searching for a beautiful, MOVE-IN READY home with a propane-heated spa/pool with a water feature and truly private preserve and conservation views, this is the one you’ve been waiting for! Plantation at Leesburg offers an active 55+ lifestyle with 3 resort-style pools, 2 fitness centers, craft and art rooms, a billiards room, library, and so much more! Additional amenities include pickleball, tennis, basketball, horseshoes, bocce ball, and a wide variety of planned activities to keep you active and enjoying every day. Conveniently located less than 30 minutes from The Villages, approximately one hour from Orlando International Airport, Disney, and Universal, and less than two hours from the beaches on either coast. Discover the best of 55+ living at Plantation at Leesburg -where every day brings the opportunity to explore, relax, and enjoy the natural beauty that surrounds you! Call today for your private tour!

5524 Belle Terre Drive, Leesburg

$610,000
4 Beds 3 Baths Arlington Rdg Ph 3-C SubDv. 34748 Zip Code
Virtually Staged. Resort-Style Golf Course Living in Arlington Ridge! Welcome to your Florida dream home! Built in 2021 with over 2,600 square feet of meticulously designed living space, this premier 4-bedroom, 3-bathroom POOL home offers a perfect blend of luxury, comfort, and peaceful golf course vistas, directly overlooking the 14th tee box in the highly sought-after 55+ gated community of Arlington Ridge. Key Highlights & Features: Expansive Open-Concept Layout: Highlighting an airy, light-filled main living area designed for seamless entertaining and effortless everyday living. Designer Flooring: Elegant, durable luxury laminate flooring spans the primary living areas and the expansive primary suite. Private Backyard Oasis & Pool Package: Step outside to your private screened lanai featuring a pristine custom pool and spa with solar heating, complete with a lanai awning and custom pool deck construction for year-round outdoor enjoyment. Gourmet Kitchen: Featuring upgraded cabinetry, premium gas range, upgraded stainless steel appliances, pendant lighting, under-cabinet LED illumination, and an upgraded faucet. Primary Suite Retreat: A spacious hideaway featuring high-end flooring, elegant fixtures, and upgraded bath finishes. Interior Craftsman Details: Crown molding throughout, architectural dining room knee-wall and arch accents, stylish window blinds, custom sliding door shutters, and upgraded lighting fixtures with rheostat switches. Peace of Mind & Efficiency: Equipped with a whole-home generator (16KW), upgraded heat pump, solar pool heating, a water softener system, and an Andersen storm door. Extended 2-Car / Golf Cart Friendly Garage: Features a 6-foot garage extension, custom garage and laundry cupboards, garage screen enclosure, extra GFI outlets, and additional storage solutions. Curated Curb Appeal: Upgraded professional landscaping with decorative stackwall, river rock, custom Kwikkerb edging, front gutters, and enhanced exterior lighting. Unmatched Community Amenities: Arlington Ridge offers resort-style living at its finest, featuring an 18-hole championship golf course, driving range, pro shop, heated swimming pools, hot tub, fitness center, tennis and pickleball courts, tavern/restaurant, movie theater, and a vibrant social calendar!

4650 Shenandoah River Trail, Leesburg

$519,000
3 Beds 2 Baths Silver Lake Forest Ph 02 SubDv. 34788 Zip Code
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

$635,000
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

$549,000
3 Beds 2 Baths Silver Lake Spgs SubDv. 34788 Zip Code
OVER ½ ACRE • NEWER ROOF • NEWER A/C SYSTEMS • WHOLE-HOME GENERATOR • HEATED SALTWATER POOL • LOW HOA! Major improvements have already been completed at this beautifully updated pool home near Silver Lake. Since 2022, improvements include a new roof, two new A/C systems, a Generac whole-home generator with transferable warranty, owned propane tank, tankless water heater, additional attic and garage-door insulation, new gas fireplace insert, new pool pump and pool heater, updated kitchen with newer appliances, new flooring, interior paint, remodeled primary bathroom and an updated guest bathroom vanity and mirror. Inside, soaring ceilings and exposed wood beams create an impressive sense of space, while the floor-to-ceiling stone fireplace provides a beautiful focal point. The bright, updated kitchen offers abundant cabinetry, generous counter space, a center island and newer appliances, opening naturally to the surrounding living areas. Step outside to your own private Florida retreat featuring a screen-enclosed, heated saltwater pool with plenty of room for relaxing and entertaining. The oversized homesite offers an expansive lawn, mature trees and more than half an acre of space and privacy. Located in an intimate community of only 16 homes with an HOA of just $100 per year, this property provides the benefits of a neighborhood without the expense of a high HOA. Silver Lake is just a short distance away—perfect for an evening walk and enjoying the beautiful surroundings. Shopping, restaurants, hospitals, major highways and the Harris Chain of Lakes are also conveniently nearby. With extensive improvements, a heated saltwater pool, whole-home generator, owned propane tank, oversized homesite and exceptional Central Florida location, this home is ready to enjoy from day one. Schedule your private showing and come see 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

$929,000
3 Beds 3 Baths Leesburg Loves Point Add SubDv. 34748 Zip Code
Welcome to an exceptional waterfront retreat at 1002 Loves Point Drive in Leesburg, where timeless design, thoughtful renovations, and breathtaking water views come together on a spectacular lot of just over half an acre. Completely renovated in 2019 and further enhanced with a stunning pool and screen enclosure in 2021, this home offers a truly elevated Florida lifestyle with direct canal frontage and a private dock providing access to the renowned Harris Chain of Lakes—perfect for boating, fishing, water sports, and enjoying endless days on the water. Inside, the open-concept design showcases soaring ceilings, dramatic custom wood beams, designer-quality finishes, and an impressive stone wood-burning fireplace anchoring the great room (currently holds an electric insert). An oversized picture window frames panoramic views of the water, bringing the beauty of the outdoors into the heart of the home. A custom-fitted TV frame was thoughtfully designed specifically for the television, creating a seamless, built-in appearance that enhances the room’s sophisticated and elegant aesthetic. The chef-inspired kitchen features extensive custom cabinetry, upscale finishes, and an oversized island designed for both entertaining and everyday living. The luxurious primary suite is a private retreat with high ceilings, beautiful water views, a massive walk-in closet, and additional flexible space ideal for a home office, gym, den, or sitting area. Two additional generously sized bedrooms offer abundant storage, while the beautifully renovated bathrooms feature upscale cabinetry, designer-quality fixtures, and sophisticated finishes throughout. Every detail of this home reflects quality and intentional design, from the custom cabinetry and stone accents to the carefully selected fixtures and finishes. Outside, the expansive screened pool area creates the perfect setting for entertaining or relaxing while taking in the spectacular views. The property is uniquely positioned between a tranquil lagoon and the lake, creating a serene waterfront setting and an abundance of privacy. Additional features include a water softener, solar panels, security system, and an oversized garage. With its exceptional waterfront setting, private dock, pool, expansive lot, beautifully renovated interior, and direct access to the Harris Chain of Lakes, this one-of-a-kind property offers the perfect combination of luxury, comfort, and the quintessential Florida waterfront lifestyle. Schedule your private showing today!

1002 Loves Point 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

$1,450,000
3 Beds 5 Baths Leesburg Beverly Point SubDv. 34748 Zip Code
Luxury Lakefront Living on the Harris Chain of Lakes! Welcome to an extraordinary waterfront estate on beautiful Lake Griffin, where luxury, privacy, and an unparalleled boating lifestyle come together. Perfectly positioned on a rare double lot spanning nearly one acre, this exceptional custom-built residence offers over 3,600 square feet of refined living space, more than 200 feet of pristine shoreline, and breathtaking panoramic lake views from nearly every angle. Designed with both elegance and functionality in mind, this stunning home showcases soaring ceilings, an impressive open floor plan, a private executive office, and a desirable split-bedroom design where every bedroom features its own private ensuite bath, creating the ultimate retreat for family and guests. The outdoor living experience is nothing short of spectacular. Relax in the heated, screened-in pool while taking in endless water views, host unforgettable gatherings around the custom Lone Star Grill, or unwind with spectacular sunsets that paint the sky each evening. Your private dock, newly built in 2022, provides direct access to Lake Griffin and the renowned Harris Chain of Lakes, opening the door to miles of scenic waterways connecting to waterfront restaurants, charming lakefront towns, world-class bass fishing, boating adventures, kayaking, paddleboarding, and year-round outdoor recreation. Whether you're seeking peaceful mornings watching wildlife, afternoons cruising the Chain of Lakes, or evenings entertaining under the stars, this property offers a lifestyle that few homes can match. The expansive grounds provide exceptional privacy, mature landscaping, and room to enjoy the serenity of nature, while the circular driveway and attached two-car garage offer convenience and abundant parking for family and guests. This is more than a home, it's a private waterfront sanctuary where every day feels like a vacation. Opportunities to own a luxury estate with nearly an acre, over 200 feet of shoreline, and direct access to the Harris Chain of Lakes are exceptionally rare. Schedule your private showing today and experience the very best of luxury lakefront living in Leesburg!

1412 Mosswood Dr, Leesburg

Start Your Search