Leesburg Chesterbrook 02 Condo Real Estate

Welcome to the enchanting Leesburg Chesterbrook 02 Condo, a hidden gem nestled in the heart of Leesburg, Florida. This charming subdivision offers a perfect blend of comfort, convenience, and community, making it an ideal place for families, retirees, and everyone in between.

Located in Lake County, the Leesburg Chesterbrook 02 Condo boasts a serene and picturesque environment, surrounded by lush greenery and tranquil waterways. Residents enjoy the peaceful ambiance that this community provides, while still being just minutes away from the vibrant downtown Leesburg, where you can explore delightful shops, cafes, and local events that bring the community together.

The condos themselves are designed with modern living in mind, featuring open floor plans, spacious bedrooms, and inviting living areas that seamlessly blend style with functionality. Many units come equipped with updated appliances, private balconies, and stunning views of the surrounding landscape, providing a perfect retreat after a long day.

For those who appreciate an active lifestyle, the area offers a variety of recreational options, including nearby parks, walking trails, and access to beautiful lakes for fishing and boating. The community is also strategically located for easy access to major highways, making commuting to neighboring cities a breeze.

In Leesburg Chesterbrook 02 Condo, you’re not just purchasing a home; you’re investing in a lifestyle filled with warmth, community spirit, and endless opportunities for relaxation and adventure. Discover your dream home in this delightful subdivision and experience the best of Leesburg living!

Newest Listings in Leesburg Chesterbrook 02 Condo

$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

Start Your Search