Leesburg Chesterbrook 02 Condo Homes with Pool Community Features

Welcome to the enchanting Leesburg Chesterbrook 02 Condo community, where Florida living meets comfort and convenience! Nestled in the heart of Lake County, this delightful subdivision in Leesburg offers an inviting atmosphere perfect for families, retirees, and everyone in between.

One of the standout features of the Chesterbrook 02 Condo community is its stunning homes, each designed with a perfect blend of style and functionality. Residents enjoy spacious floor plans that maximize natural light and provide a warm, welcoming ambiance. The community is also renowned for its exceptional amenities, including a sparkling swimming pool that serves as a centerpiece for relaxation and recreation. Whether you're looking to take a refreshing dip on a hot summer day or simply lounge poolside with a good book, this community has you covered.

Chesterbrook 02 Condo is strategically located near a variety of local attractions, shopping centers, and dining options, ensuring that everything you need is just a stone's throw away. Enjoy the charm of downtown Leesburg, with its picturesque streets and vibrant community events, or take advantage of the nearby parks and recreational areas for outdoor activities.

With its friendly atmosphere, well-maintained properties, and a strong sense of community, Leesburg Chesterbrook 02 Condo is more than just a place to live—it’s a lifestyle. Experience the best of Florida living in this beautiful condo community, where your dream home awaits! Come and discover the perfect blend of comfort and leisure in Leesburg today!

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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