Chestertown Homes with Federal Style

Welcome to Chestertown, Maryland, a charming riverside town that beautifully marries history with modern living. Nestled in Kent County, this picturesque community is known for its stunning landscapes, vibrant arts scene, and rich heritage, making it an ideal place for anyone seeking a serene yet engaging lifestyle.

Chestertown is steeped in history, with roots dating back to the 17th century. The town's historic district boasts an impressive collection of Federal-style homes, characterized by their symmetrical facades, elegant brickwork, and classic detailing. These homes are not just structures; they are a testament to the craftsmanship of a bygone era, offering a glimpse into the architectural beauty that defines Chestertown. Imagine living in a beautifully preserved Federal home, where high ceilings, large windows, and intricate moldings create an inviting atmosphere that exudes both charm and sophistication.

Beyond its architectural allure, Chestertown is a vibrant community that thrives on local culture and outdoor activities. The Chester River provides ample opportunities for boating, kayaking, and fishing, while the town's lively Main Street is lined with unique boutiques, art galleries, and delightful eateries. Whether you’re exploring the local farmer's market or attending one of the many festivals celebrating the arts and heritage, Chestertown offers a sense of community that makes you feel right at home.

In Chestertown, you’ll find not just a house, but a lifestyle steeped in history, beauty, and community spirit. Come discover your dream home in this enchanting town where every corner tells a story.

Newest Chestertown Homes with Federal Style

$350,000

2 Beds ⋅ 3 Baths

✨ Historic Charm in the Heart of Downtown Chestertown ✨ Step back in time and discover the character, craftsmanship, and endless potential of this circa-1820 historic home. Nestled in the heart of downtown Chestertown, this property is filled with the original architectural details and timeless charm that historic home lovers dream about. Featuring 2 spacious bedrooms with the potential for a 3rd, 3 full bathrooms, a welcoming kitchen with an eat-in area, and a generously sized dining room, this home offers a solid foundation for restoration and reimagining. While the property is in need of some repairs and renovation, it presents an incredible opportunity for the buyer who has always dreamed of owning a piece of history; or the savvy investor looking for their next restoration project. Outside, escape to your own private backyard sanctuary complete with a brick patio, fountain, and peaceful garden setting, an unexpected retreat right in town. Please note that the home is currently furnished and filled with décor and personal property. All furniture, décor, and contents currently in the home will be auctioned prior to settlement and are not included in the sale unless otherwise agreed upon. If you've been waiting for the right historic home to make your own, this is your chance to bring new life to a true Chestertown treasure. 🏡✨

522 High St, Chestertown

Listing courtesy of Benson & Mangold, LLC. Contact: 4108226665

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