Leesburg Homes with Pool View

Leesburg Homes with Pool View

Welcome to Leesburg, Florida – a charming city nestled in the heart of Lake County. Known for its picturesque lakes and vibrant community, Leesburg offers a perfect blend of small-town charm and modern amenities. With its rich history, friendly atmosphere, and an array of outdoor activities, it's no wonder that many are drawn to this delightful locale.

One of the standout features of Leesburg is its stunning natural beauty. Surrounded by sparkling lakes and lush landscapes, residents enjoy a plethora of recreational opportunities, from boating and fishing to hiking and biking. The city's historic downtown area is brimming with unique shops, cozy cafes, and a lively arts scene, making it a perfect spot for leisurely strolls and community events.

For those seeking a serene living experience, homes with pool views in Leesburg provide an idyllic retreat. Imagine waking up to the gentle sound of water and the sight of shimmering pools just outside your window. These properties not only offer a luxurious lifestyle but also serve as a perfect backdrop for entertaining friends and family. Whether you're lounging by the pool on a sunny afternoon or hosting a barbecue under the stars, homes with pool views in Leesburg elevate everyday living to a new level of enjoyment.

With a variety of real estate options available, from charming single-family homes to modern estates, there’s something for everyone in Leesburg. Embrace the beauty of Florida living and discover your dream home with a pool view today! Experience the best of Leesburg, where community, comfort, and leisure come together beautifully.

Newest Leesburg Homes with Pool View

3813 Arbordale Court, Leesburg
$445,000
3 Beds ⋅ 4 Baths ⋅ Plantation At Leesburg Arbordale Village SubDv. ⋅ 34748 Zip Code
ROOF 2026 | WATER HEATER 2026 | GENERAC GENERATOR & LP TANKS 2025 | WINDOWS Insulated Low E with Lifetime Transferable Warranty 2017 | Spray Foam Attic Insulation 2011. This POOL home is move-in ready with an expansive floor plan which includes a Living Room, Family Room w/Wine Bar, Den and a cozy Breakfast Nook off of the spacious Kitchen. This Split Plan home features 3 Bedrooms, 3 Private Baths, and a Half-Bath off of the Living Room, Dining Room and Den, which offers comfortability for family and guests. The covered Florida Room features sliding vinyl windows/doors which open for access to the 24’ x 46’ Screen Enclosure over the Patio and Pool. Mature landscaping offers privacy for the Pool Area. The Generac Generator, two 120-gallon propane tanks and Automatic Transfer Switch activates when it detects power loss, and moves the home’s circuits over to generator power. When grid power returns, the Automatic Transfer Switch moves the home back to the utility, and the generator powers down, returning to standby until the next outage. This home is on a quiet cul-de-sac street, but convenient to all the community’s amenities. The Plantation at Leesburg, situated in Central Florida, is a well-established, access-controlled, 55-plus community that offers 3 fully staffed activity centers equipped with heated pools and spas, fitness facilities, two 18-hole golf courses, a driving range & putting green, Restaurant & Tavern, Pro Shop, woodworking shop, optional RV & Boat Storage, courts for tennis & pickleball, and a variety of activities. Only a short drive to main highways, shopping, health care facilities, attractions and beaches. Equal Opportunity Housing.

3813 Arbordale Court, Leesburg
1020 Cottonwood Street, Leesburg
$324,900
4 Beds ⋅ 2 Baths ⋅ Leesburg Lake Forest Unit 01 SubDv. ⋅ 34748 Zip Code
WALK TO THE LAKE! PRIVATE POOL • NO HOA/CDD • 4 BEDROOMS + 2 OFFICES • OVER ¼ ACRE • USDA ELIGIBLE! LOCATION, SPACE & FREEDOM! Enjoy the Florida lifestyle with nearby public lake access, fishing piers, scenic waterfront parks, and outdoor recreation along the beautiful Harris Chain of Lakes—all within walking distance! Located approximately 8 minutes from The Villages and just minutes from Downtown Leesburg, shopping, dining, and entertainment. Situated on an oversized 0.29-acre corner lot, this spacious single-story home offers 4 bedrooms PLUS 2 offices, 2 bathrooms, and 2,239 sq. ft. of living space. The flexible floor plan provides room to work from home, entertain, or pursue your hobbies. Step outside to your fenced backyard featuring a PRIVATE POOL, elevated deck, and patio area, surrounded by mature trees and plenty of outdoor space. NO HOA! NO CDD! Located in a USDA-eligible area, offering the possibility of ZERO DOWN PAYMENT for qualified buyers! Don't miss this opportunity to enjoy space, flexibility, and an unbeatable location. Schedule your private showing today!

1020 Cottonwood Street, 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
33440 Lake Bend Circle, Leesburg
$475,000
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
$580,000
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
2920 Pecan Avenue, Leesburg
$164,900
2 Beds ⋅ 3 Baths ⋅ Leesburg Royal Oak Estates SubDv. ⋅ 34748 Zip Code
Beautifully updated 2-bedroom, 2.5-bath townhome located in the gated community of Royal Oak Estates in Leesburg! This two-story home offers 1,288 square feet of living space with a bright, fresh and inviting feel throughout. The main level features a spacious living and dining area, an updated kitchen with stainless steel appliances, a convenient half bath, laundry area, and access to a private screened patio—perfect for relaxing or entertaining. Upstairs, both spacious bedrooms feature their own private en-suite bathrooms, generous closet space, ceiling fans, and access to private balconies. Large sliding glass doors bring in abundant natural light, and one of the balconies offers views toward the community pool. The property also includes two covered carport spaces. Residents of Royal Oak Estates enjoy community amenities including a swimming pool, clubhouse, fitness center, tennis courts, and gated access. Conveniently located near shopping, dining, medical facilities, and major roadways, with easy access to Leesburg, The Villages, and surrounding Central Florida communities. Move-in ready and thoughtfully updated, this home is ready for its new owner!

2920 Pecan Avenue, Leesburg
500 Newell Hill Road Unit 108D, Leesburg
$82,500
3 Beds ⋅ 2 Baths ⋅ Leesburg Chesterbrook 02 Condo SubDv. ⋅ 34748 Zip Code
DISCOVER EASY FLORIDA LIVING-in the desirable Chesterbrook Condominiums in Leesburg! This centrally located 3-bedroom 2- bath home is nestled in a welcoming 55+ community featuring a community pool and clubhouse. NEW ROOF 2026, AND NEWER AC. The HOA also covers water, sewer, trash, and cable making for a truly hassle-free living. Whether you're looking for a full time residence or the perfect winter retreat , this is an opportunity you want to miss!!

500 Newell Hill Road Unit 108D, Leesburg
405 Lakeshore Drive, Leesburg
$1,690,000
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
2942 Poplar Avenue, Leesburg
$173,000
2 Beds ⋅ 3 Baths ⋅ Leesburg Royal Oak Estates Sub SubDv. ⋅ 34748 Zip Code
Virtually Staged. GATED Community, Private fenced courtyard, New HVAC, desirable location Across from the POOL and Fitness Center, Bedrooms are upstairs each with their own private en-suites and each with its own private balcony overlooking the courtyard. Easy care flooring throughout. ALL APPLIANCES are included and this home is MOVE IN READY and can close quickly!!! This townhome is spacious and features nearly 1300 sq ft of living space excluding the courtyard. Great layout with sliding glass doors to patio. Living room and dining area are mirrored creating the illusion of massive rooms and there is a 1/2 bath downstairs for your guests. Two private reserved parking spaces. Washer and dryer included. CALL TO SCHEDULE A TIME TO SEE TODAY

2942 Poplar Avenue, Leesburg
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