Leesburg Chesterbrook 02 Condo Homes with Pool Community Features

Welcome to the charming Leesburg Chesterbrook 02 Condo community, where comfort meets convenience in the heart of sunny Florida! Nestled in the picturesque city of Leesburg, located in Lake County, this vibrant subdivision offers a delightful blend of modern living and serene surroundings.

The Leesburg Chesterbrook 02 Condo community is designed for those who appreciate the finer things in life. With beautifully maintained grounds and a welcoming atmosphere, residents can enjoy a sense of belonging and community spirit. The condos themselves boast spacious layouts, contemporary finishes, and an abundance of natural light, making them the perfect retreat after a long day.

One of the standout features of this community is its inviting pool area. Imagine soaking up the sun by the sparkling waters, hosting weekend barbecues with friends, or simply enjoying a refreshing dip on a warm Florida day. The pool area serves as a social hub, fostering connections among neighbors and creating lasting memories.

In addition to the pool, residents have access to a variety of community amenities that enhance the quality of life. Whether you prefer leisurely strolls through the beautifully landscaped grounds, engaging in friendly conversations with fellow residents, or participating in organized community events, there is something for everyone here.

With its prime location in Leesburg, Chesterbrook 02 Condo is just moments away from shopping, dining, and recreational opportunities, making it an ideal place to call home. Experience the perfect blend of relaxation and convenience in this wonderful community—your dream lifestyle awaits!

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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