Leesburg Chesterbrook Condo Real Estate

Welcome to the enchanting Leesburg Chesterbrook Condo community, nestled in the heart of scenic Leesburg, Florida, within the picturesque Lake County. This charming subdivision offers a perfect blend of comfort, convenience, and community spirit, making it an ideal place to call home.

The Leesburg Chesterbrook Condos are designed with modern living in mind, featuring spacious layouts that cater to a variety of lifestyles. Each unit is thoughtfully crafted, boasting contemporary finishes, ample natural light, and private outdoor spaces where you can unwind and enjoy the beautiful Florida weather. Whether you’re a first-time homeowner, a retiree, or looking for a seasonal getaway, these condos provide the perfect sanctuary.

Residents of Chesterbrook enjoy an array of amenities that enhance the living experience. Take a refreshing dip in the community pool, host gatherings in the clubhouse, or take leisurely strolls through the beautifully landscaped grounds. The sense of community here is palpable, with friendly neighbors and regular social events that foster connections and friendships.

Location is key, and Chesterbrook is ideally situated just moments away from Leesburg’s vibrant downtown area, where you can explore delightful shops, restaurants, and local attractions. The stunning lakes and parks nearby offer endless opportunities for outdoor recreation, from fishing and boating to hiking and picnicking.

Discover the charm of Leesburg Chesterbrook Condo—a place where community meets comfort, and every day feels like a vacation. Embrace the lifestyle you’ve always dreamed of in this delightful Florida enclave!

Newest Listings in Leesburg Chesterbrook Condo

$63,000

2 Beds ⋅ 2 Baths ⋅ Leesburg Chesterbrook Condo SubDv. ⋅ 34748 Zip Code

NEW LOW PRICE!!!! — a quiet, well-kept 55+ community just minutes from downtown Leesburg, The Villages, and the sparkling waters of Lake Griffin on the renowned Chain of Lakes. This beautifully updated 2-bedroom, 2-bathroom ground-floor condo offers comfort, convenience, and a relaxed Florida lifestyle. Step inside to an inviting open floor plan with premium ceramic tile in the kitchen, baths and living areas for added durability and style. As an end-unit you will enjoy extra privacy and a peaceful setting. The enclosed patio provides the perfect spot to unwind on warm afternoons — a cozy indoor-outdoor retreat you can enjoy year-round. Parking is just steps from your front door, making daily living effortless. RETIRE YOUR LAWN MOWER Chesterbrook residents enjoy a friendly, active community with amenities that include: A refreshing community pool A welcoming clubhouse A convenient bathhouse Shuffleboard courts for leisurely afternoons You’ll love the unbeatable location — close to restaurants, shopping, medical facilities, and only a short 15-minute drive to all the entertainment and conveniences of The Villages. Outdoor lovers will appreciate quick access to the Chain of Lakes for boating, fishing, and scenic adventures. The condo fee covers water, sewer, trash, and grounds maintenance, giving you true low-maintenance living. Community roof replacement is already underway. Whether you’re looking for a comfortable full-time home or a smart investment opportunity, this move-in-ready condo checks all the boxes. Come see why Chesterbrook is such a special place to call home.

500 Newell Hill Road Unit 101A, Leesburg

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