Leesburg Chesterbrook 02 Condo Condos for Sale

Welcome to Leesburg Chesterbrook 02 Condo, a delightful community nestled in the heart of Leesburg, Florida. This charming subdivision is perfect for those seeking a serene lifestyle combined with the conveniences of city living. Surrounded by lush landscapes and picturesque views, Chesterbrook 02 offers a tranquil escape while being just moments away from the vibrant downtown area of Leesburg.

The condos for sale in this community are designed with comfort and style in mind. With a variety of layouts to choose from, potential homeowners will find options that cater to their unique needs and preferences. Spacious living areas, modern kitchens, and private balconies or patios are just a few of the features that make these condos stand out. Imagine sipping your morning coffee while taking in the beautiful Florida sun or entertaining friends in your open-concept living space.

Residents of Chesterbrook 02 enjoy access to a range of amenities, including well-maintained common areas, swimming pools, and recreational facilities, ensuring there’s always something to do. The community is also conveniently located near shopping centers, dining options, and parks, making it easy to enjoy all that Leesburg has to offer.

Whether you’re a first-time homebuyer, looking to downsize, or seeking a vacation getaway, the condos in Leesburg Chesterbrook 02 provide an ideal blend of comfort, community, and convenience. Don’t miss your chance to be a part of this charming enclave—explore the available condos for sale today and discover your new home in sunny Florida!

Newest Leesburg Chesterbrook 02 Condo Condos for Sale

$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

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