Leesburg Chesterbrook 02 Condo Homes with Community Pool type

Welcome to Leesburg Chesterbrook 02 Condo, a hidden gem nestled in the heart of sunny Leesburg, Florida. This charming community is perfect for those seeking a blend of comfort, convenience, and a vibrant lifestyle. Located in Lake County, Leesburg offers a picturesque setting with its beautiful lakes, lush landscapes, and warm, welcoming atmosphere.

At Chesterbrook 02, residents enjoy a variety of well-designed condos that cater to diverse lifestyles. Whether you’re a first-time homebuyer, a retiree, or looking for a vacation getaway, you’ll find a home that meets your needs. The community is thoughtfully laid out, providing a sense of privacy while fostering a friendly neighborhood vibe.

One of the standout features of this subdivision is the inviting community pool. Imagine soaking up the Florida sun while lounging by the poolside, or enjoying refreshing swims on warm summer days. The pool area serves as a social hub, where neighbors can gather for barbecues, pool parties, or simply to relax and unwind.

Chesterbrook 02 Condo is conveniently located near local amenities, including shopping centers, restaurants, and recreational areas, making it easy to enjoy all that Leesburg has to offer. With its rich history, vibrant culture, and numerous outdoor activities, this city is a wonderful place to call home.

Discover the charm of Leesburg Chesterbrook 02 Condo, where community living meets the beauty of Florida’s landscapes. Your dream home awaits!

Newest Leesburg Chesterbrook 02 Condo Homes with Community Pool type

$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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