Leesburg Chesterbrook 02 Condo Real Estate

Welcome to Leesburg Chesterbrook 02 Condo, a hidden gem nestled in the heart of Leesburg, Florida. This charming subdivision offers a unique blend of comfort, convenience, and community spirit, making it an ideal choice for those seeking a serene lifestyle in the picturesque Lake County.

The Leesburg Chesterbrook 02 Condo community boasts well-maintained properties that reflect a commitment to quality living. Each condo features spacious layouts, modern amenities, and inviting outdoor spaces, perfect for relaxing after a long day. Residents enjoy the ease of maintenance-free living, allowing you more time to explore the beautiful surroundings.

Located just minutes from downtown Leesburg, this community offers easy access to a variety of shopping, dining, and entertainment options. Explore local boutiques, savor delicious cuisine at nearby restaurants, or take a leisurely stroll around the scenic Lake Harris. Nature enthusiasts will appreciate the proximity to numerous parks and recreational activities, including hiking, fishing, and boating opportunities.

The community is also known for its friendly atmosphere and active neighborhood involvement. With organized events and gatherings, residents can easily connect with their neighbors, fostering a sense of belonging and camaraderie.

Whether you’re a first-time homebuyer, a retiree, or looking for a vacation retreat, Leesburg Chesterbrook 02 Condo offers a delightful lifestyle in a welcoming environment. Experience the best of Florida living in this vibrant community where comfort meets convenience. Come and discover your dream home today!

Newest Listings in Leesburg Chesterbrook 02 Condo

$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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