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 delightful subdivision offers a perfect blend of comfort, convenience, and community, making it an ideal place to call home.

Situated in Lake County, Leesburg boasts a charming small-town atmosphere while being just a stone's throw away from the vibrant attractions of Central Florida. The Chesterbrook 02 Condo community is characterized by its beautifully landscaped grounds and well-maintained properties, creating an inviting environment for residents and visitors alike.

One of the standout features of this subdivision is its proximity to a variety of recreational opportunities. Residents can enjoy leisurely strolls around the picturesque Lake Harris, partake in boating and fishing activities, or explore the scenic trails at nearby parks. The community is also conveniently located near shopping centers, dining options, and entertainment venues, ensuring that everything you need is just a short drive away.

The condos in Chesterbrook 02 offer modern living spaces with open floor plans, updated kitchens, and cozy bedrooms, perfect for both relaxation and entertaining. With a strong sense of community, neighbors often come together for social gatherings, fostering lasting friendships and a welcoming atmosphere.

Whether you are looking to downsize, invest, or find your first home, Leesburg Chesterbrook 02 Condo is a fantastic option that combines affordability with quality living. Come explore this vibrant community and discover why so many have chosen to call it home!

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

$94,900

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