Leesburg Chesterbrook 02 Condo Homes with Pool Community Features

Welcome to the charming Leesburg Chesterbrook 02 Condo community, nestled in the heart of beautiful Leesburg, Florida. This delightful subdivision is a hidden gem in Lake County, offering a perfect blend of comfort, convenience, and community.

As you step into this inviting neighborhood, you’ll be greeted by lush landscaping and a warm sense of belonging. The condos here are designed with modern living in mind, featuring spacious layouts that cater to a variety of lifestyles. Whether you're a first-time homebuyer, a retiree, or looking for a vacation getaway, Chesterbrook 02 has something for everyone.

One of the standout features of this community is its beautiful pool area. Imagine spending your sunny afternoons lounging by the sparkling waters, soaking up the Florida sunshine, or hosting gatherings with friends and family in the vibrant poolside atmosphere. The pool area serves as a social hub, where neighbors become friends and memories are made.

In addition to the pool, the community boasts a range of amenities designed to enhance your lifestyle. Take advantage of walking trails, picnic areas, and beautifully maintained common spaces that encourage outdoor activities and relaxation. With easy access to local parks, shopping, and dining options, everything you need is just a stone's throw away.

Discover the perfect blend of tranquility and community spirit at Leesburg Chesterbrook 02 Condo, where your dream home awaits amidst the natural beauty of Florida. Come explore the possibilities and make this vibrant community your new home!

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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