Leesburg Chesterbrook 02 Condo Homes with Pool

Welcome to the enchanting community of Leesburg Chesterbrook 02 Condo, nestled in the heart of beautiful Leesburg, Florida. This charming subdivision offers a delightful blend of comfort, convenience, and community spirit, making it an ideal place to call home. Surrounded by the stunning natural beauty of Lake County, residents here enjoy a serene lifestyle with easy access to all the amenities that Leesburg has to offer.

The Leesburg Chesterbrook 02 Condo features a variety of well-maintained homes, each designed to provide a cozy retreat for families and individuals alike. One of the standout features of this community is the inviting swimming pool, perfect for those warm Florida days. Whether you're looking to unwind with a good book, socialize with neighbors, or enjoy a refreshing swim, the pool area serves as a communal hub for relaxation and recreation.

In addition to the pool, residents can take advantage of the nearby parks, shopping centers, and dining options that make Leesburg a vibrant place to live. The community is also conveniently located near major highways, providing easy access to neighboring cities and attractions.

With its friendly atmosphere, beautiful surroundings, and the allure of a poolside lifestyle, Leesburg Chesterbrook 02 Condo is more than just a place to live; it’s a community where memories are made. Discover your new home in this delightful subdivision, and experience the best of Florida living today!

Newest Leesburg Chesterbrook 02 Condo Homes with Pool

$82,500

3 Beds ⋅ 2 Baths ⋅ Leesburg Chesterbrook 02 Condo SubDv.

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.

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

Start Your Search