Leesburg Chesterbrook 02 Condo Condos for Sale

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

The Leesburg Chesterbrook 02 Condo community features a variety of well-appointed condos, each designed to provide a cozy retreat from the hustle and bustle of daily life. With spacious layouts and modern amenities, these residences are perfect for everyone—from first-time homebuyers to retirees looking to downsize. Enjoy picturesque views, lush landscaping, and a welcoming atmosphere that fosters a sense of belonging.

One of the standout features of this community is its prime location. Residents have easy access to the vibrant downtown Leesburg, where charming shops, delightful dining, and recreational parks await. The nearby Harris Chain of Lakes offers endless opportunities for boating, fishing, and enjoying the great outdoors, while the scenic landscapes of Lake County provide a beautiful backdrop for daily life.

With condos for sale in this desirable subdivision, now is the perfect time to explore the possibilities of calling Leesburg Chesterbrook 02 Condo your new home. Whether you’re looking for a peaceful retreat or an active lifestyle, this community has something for everyone. Don’t miss your chance to experience the charm and convenience of Leesburg—schedule a visit today and discover why this could be your perfect place to call home!

Newest Leesburg Chesterbrook 02 Condo Condos for Sale

$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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