Leesburg Chesterbrook 02 Condo Condos for Sale

Welcome to the picturesque community of Leesburg Chesterbrook 02 Condo, nestled in the heart of Lake County, Florida. This charming subdivision combines the best of suburban tranquility with convenient access to the vibrant city life of Leesburg. Residents of Chesterbrook enjoy a serene atmosphere surrounded by lush landscapes and beautiful natural scenery, making it the perfect place to call home.

The condos for sale in this delightful community offer a variety of layouts and styles, catering to diverse lifestyles and preferences. Each unit is designed with modern aesthetics and functional living spaces, ensuring comfort and convenience for all residents. Whether you are a first-time homebuyer, a retiree looking to downsize, or an investor seeking a lucrative opportunity, Chesterbrook has something for everyone.

Living in Leesburg means you are just minutes away from a plethora of amenities, including shopping centers, dining options, and recreational activities. Enjoy leisurely strolls along the scenic waterfront or explore the local parks that offer a range of outdoor activities. The community is also conveniently located near major highways, providing easy access to nearby cities and attractions.

With its welcoming atmosphere and well-maintained properties, Leesburg Chesterbrook 02 Condo is an ideal choice for those seeking a peaceful yet connected lifestyle. Don’t miss your chance to explore the condos for sale in this charming subdivision. Embrace the opportunity to live in a community that offers both comfort and convenience—your dream home awaits!

Newest Leesburg Chesterbrook 02 Condo Condos for Sale

500 Newell Hill Road Unit 108D, Leesburg

$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

$85,000

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, NEW ROOF (February 2026) and AC (2020).

500 Newell Hill Rd Unit 110D, Leesburg

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