Leesburg Chesterbrook 02 Condo Real Estate

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

The Leesburg Chesterbrook 02 Condo community is characterized by its well-maintained grounds and inviting atmosphere. Residents enjoy a relaxed pace of life, surrounded by lush landscaping and serene views that create a peaceful retreat from the hustle and bustle. The condominium units are designed with modern living in mind, featuring open floor plans, ample natural light, and private outdoor spaces that allow you to soak in the beautiful Florida sunshine.

One of the standout features of this subdivision is its prime location. Leesburg is known for its rich history, vibrant downtown area, and a plethora of recreational activities. From picturesque parks to local shops and restaurants, everything you need is just a stone's throw away. For those who enjoy outdoor adventures, nearby Lake Harris and the Harris Chain of Lakes offer endless opportunities for boating, fishing, and exploring nature.

The community also fosters a strong sense of belonging, with friendly neighbors and organized events that encourage social interaction. Whether you’re a first-time homebuyer, a retiree, or looking for a vacation retreat, Leesburg Chesterbrook 02 Condo is the perfect place to call home. Experience the charm of Florida living and discover your next chapter in this delightful community!

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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