Leesburg Chesterbrook Condo Real Estate

Welcome to the enchanting Leesburg Chesterbrook Condo community, nestled in the heart of Lake County, Florida. This charming subdivision is not just a place to live; it's a lifestyle that offers a perfect blend of comfort, convenience, and community spirit.

The Leesburg Chesterbrook Condos are designed with modern living in mind, featuring spacious floor plans that cater to a variety of lifestyles. Each unit boasts contemporary finishes, ample natural light, and private outdoor spaces where residents can unwind and soak in the beautiful Florida weather. Whether you are a first-time homebuyer, a retiree seeking tranquility, or a professional looking for a vibrant community, Chesterbrook has something for everyone.

Location is key, and Chesterbrook does not disappoint. Situated just minutes away from the picturesque downtown Leesburg, residents enjoy easy access to a variety of shopping, dining, and entertainment options. Explore the charming local boutiques, savor delicious cuisine at nearby restaurants, or take a leisurely stroll along the scenic waterfront of Lake Harris. For outdoor enthusiasts, the area offers numerous parks, walking trails, and recreational activities, ensuring there's always something to do.

Community amenities at Chesterbrook include a refreshing swimming pool, well-maintained landscaping, and friendly neighbors who foster a warm and welcoming atmosphere. With its prime location and inviting community feel, Leesburg Chesterbrook Condo is the perfect place to call home. Experience the joy of living in this delightful subdivision, where comfort meets convenience in the beautiful sunshine state!

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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