Leesburg Chesterbrook 02 Condo Real Estate

Welcome to the enchanting Leesburg Chesterbrook 02 Condo, nestled in the heart of picturesque Leesburg, Florida. This delightful subdivision offers a perfect blend of comfort, convenience, and community spirit, making it an ideal place for families, retirees, and everyone in between.

Located in Lake County, Leesburg is known for its stunning lakes, lush landscapes, and charming downtown area. The Chesterbrook 02 Condo community is strategically positioned to provide residents with easy access to the best that Leesburg has to offer. Enjoy leisurely strolls along the scenic waterfront, where you can take in breathtaking sunsets or indulge in various recreational activities such as boating, fishing, and picnicking.

The condos in Chesterbrook are designed with modern living in mind, featuring spacious floor plans, contemporary finishes, and an abundance of natural light. Many units boast private balconies or patios, perfect for sipping your morning coffee or unwinding after a long day. Residents also benefit from a range of amenities, including a sparkling community pool, well-maintained landscaping, and dedicated parking.

Beyond the comforts of home, the vibrant community of Leesburg offers an array of shopping, dining, and entertainment options. With a rich history and a welcoming atmosphere, you’ll find local festivals, farmers’ markets, and cultural events that foster a strong sense of community.

Whether you’re looking for a serene retreat or an active lifestyle, Leesburg Chesterbrook 02 Condo presents an inviting opportunity to embrace the best of Florida living. Come discover your new 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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