Leesburg Chesterbrook 02 Condo Homes with Pool Community Features

Welcome to the enchanting Leesburg Chesterbrook 02 Condo community, nestled in the heart of beautiful Leesburg, Florida. This charming subdivision offers a perfect blend of comfort, convenience, and community spirit, making it an ideal place to call home. With its lush landscapes and serene atmosphere, Chesterbrook 02 is designed for those who appreciate a tranquil lifestyle while still being close to the vibrant attractions of Lake County.

One of the standout features of this community is its inviting homes with access to a refreshing pool, perfect for enjoying sunny Florida days. Imagine soaking up the sun by the poolside, hosting barbecues with friends, or unwinding after a long day in this delightful outdoor oasis. The community pool serves as a social hub, where residents can connect, relax, and enjoy the Florida lifestyle to the fullest.

Chesterbrook 02 Condo also boasts a variety of amenities that enhance the living experience. Stroll through beautifully landscaped pathways, engage in community events, or take a short drive to nearby parks, shopping, and dining options. With its prime location in Leesburg, residents can easily explore the rich culture and recreational opportunities that Lake County has to offer, from picturesque lakes to charming downtown shops.

Whether you're a first-time homebuyer, a retiree, or looking for a vacation getaway, the Leesburg Chesterbrook 02 Condo community welcomes you to experience the best of Florida living. Discover your new home today and embrace the lifestyle you've always dreamed of!

Newest Leesburg Chesterbrook 02 Condo Homes with Pool Community Features

$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

$99,900

2 Beds ⋅ 2 Baths ⋅ Leesburg Chesterbrook 02 Condo SubDv. ⋅ 34748 Zip Code

Discover elegance and ease in this beautifully remodeled 2-bedroom, 2-bath condo, tucked away in the premier 55+ community of Chesterbrook. Glowing with natural warmth, the spacious open-concept layout effortlessly connects the living and dining area to a serene enclosed porch, the perfect spot for your morning coffee. A bonus is additional storage in the attic space located on the enclosed porch, so nice to have that space you will not find on the 1st floor. High-end finishes elevate every corner, featuring Venatino Italian tile, durable laminate flooring, granite countertops, and custom maple cabinetry. Both bathrooms have been stunningly upgraded with Mirasol glazed ceramic wall tiles, including a luxurious jacuzzi jetted tub in the guest bath. Retreat to the generous primary suite, which easily accommodates a king-size bed and boasts an impressive, oversized walk-in closet. The large second bedroom offers fantastic flexibility, making it an ideal space for guests, a home office, or a hobby room. Outside, Chesterbrook’s sparkling community pool is ready for summer relaxation. Perfectly positioned, you are just minutes from Lady Lake, The Villages, and Lake Griffin. Your stylish, low-maintenance retreat awaits, in addition to the remodel, please note excellent mechanical updates: a BRAND NEW ROOF (February 2026) and AC (2020).

500 Newell Hill Rd Unit 110D, Leesburg

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