Leesburg Chesterbrook 02 Condo Homes with Shingle Roof

Welcome to Leesburg Chesterbrook 02 Condo, a serene and inviting subdivision nestled in the heart of beautiful Leesburg, Florida. Located in picturesque Lake County, this community offers a perfect blend of comfort, convenience, and charm. Whether you’re a first-time homebuyer, looking to downsize, or seeking a peaceful retreat, this subdivision has something for everyone.

The homes in Leesburg Chesterbrook 02 Condo feature classic shingle roofs that not only enhance the aesthetic appeal of the properties but also provide durability and protection against Florida’s diverse weather. These well-maintained residences boast spacious layouts, allowing for ample natural light and a welcoming atmosphere.

Residents of this community enjoy easy access to a variety of amenities, including nearby parks, shopping centers, and dining options that reflect the local culture. With Lake Harris and other beautiful lakes just a stone’s throw away, outdoor enthusiasts will appreciate the opportunities for boating, fishing, and leisurely strolls along scenic waterfronts.

The friendly neighborhood vibe of Leesburg Chesterbrook 02 Condo makes it an ideal place for families, retirees, and everyone in between. Engage with your neighbors at community events or simply enjoy the tranquility of your own private space.

Explore the charm of Leesburg Chesterbrook 02 Condo, where your dream home awaits! With its inviting atmosphere and beautiful homes, this subdivision is more than just a place to live; it's a place to thrive. Come discover your new home today!

Newest Leesburg Chesterbrook 02 Condo Homes with Shingle Roof

$82,500

3 Beds ⋅ 2 Baths ⋅ G5114410 MLS ⋅ N/A BLDG.

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

$94,900

2 Beds ⋅ 2 Baths ⋅ G5113323 MLS ⋅ 110 BLDG.

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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