Leesburg Chesterbrook 02 Condo Homes with Pool Community Features

Welcome to Leesburg Chesterbrook 02 Condo, a hidden gem nestled in the heart of picturesque Leesburg, Florida. This charming subdivision offers a unique blend of comfort, community, and convenience, making it an ideal choice for those seeking a serene lifestyle without sacrificing access to urban amenities.

The Leesburg Chesterbrook 02 Condo community is characterized by its inviting atmosphere and well-maintained properties, perfect for families, retirees, and everyone in between. As you explore this delightful neighborhood, you'll discover beautifully designed condos that boast modern features, spacious layouts, and an abundance of natural light. Each home is thoughtfully crafted to provide a warm and welcoming environment, ensuring that you feel right at home from the moment you step inside.

One of the standout features of the Leesburg Chesterbrook 02 Condo community is its stunning pool area. Imagine basking in the Florida sun as you take a refreshing dip in the crystal-clear waters, surrounded by lush landscaping and inviting lounge areas. The pool serves as a central hub for socializing with neighbors, hosting summer barbecues, or simply enjoying a peaceful afternoon.

In addition to the pool, residents of Leesburg Chesterbrook 02 Condo have access to a variety of community amenities and nearby attractions. Enjoy leisurely strolls through scenic parks, explore local shops and restaurants, or engage in recreational activities at the nearby lakes. With its ideal location in Lake County, residents can easily access major highways, making travel to Orlando and other nearby cities a breeze.

Discover the charm and convenience of Leesburg Chesterbrook 02 Condo – where community living meets Florida lifestyle!

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

Start Your Search