Chestertown Homes with Farmhouse/National Folk Style

Welcome to Chestertown, Maryland—an enchanting town that effortlessly blends rich history with a vibrant community spirit. Nestled along the picturesque banks of the Chester River in Kent County, Chestertown is a hidden gem that boasts a charming small-town atmosphere, making it an ideal place for those seeking a serene lifestyle.

Founded in the 1700s, Chestertown is steeped in history, with beautifully preserved architecture that tells the story of its colonial past. Stroll through the tree-lined streets and admire the stunning homes, many of which showcase the timeless allure of the Farmhouse and National Folk style. These residences, characterized by their warm, inviting aesthetics and functional designs, embody the essence of American craftsmanship. With spacious porches and expansive yards, these homes offer the perfect setting for family gatherings, gardening, or simply enjoying a peaceful afternoon.

Chestertown is not just about beautiful homes; it is also a thriving hub for arts and culture. The town hosts a variety of festivals, art shows, and farmers' markets, allowing residents to engage with their community and support local artisans. The nearby waterfront provides ample opportunities for outdoor activities, from sailing and fishing to leisurely walks along the riverbank.

Whether you’re drawn to the historical charm, the stunning architecture, or the vibrant community, Chestertown promises a fulfilling lifestyle that celebrates both nature and culture. Discover your dream farmhouse in this delightful town and become part of a community that values tradition, connection, and the beauty of everyday life.

Newest Chestertown Homes with Farmhouse/National Folk Style

$359,000

2 Beds ⋅ 2 Baths

This lovely 1920 Chestertown colonial is full of character, charm and artistic detail. Thoughtfully updated, the home offers a bright, open floor plan that highlights its handcrafted touches. The living room features re-stored hardwood floors and a cozy gas fireplace, creating a warm cozy space. Natural light pours into the open and airy kitchen with newer painted cabinets, stenciled floors, shiplap walls, and a laundry/half bath just off kitchen. From the kitchen step straight into the private fenced courtyard, your own peaceful retreat. With a large brick patio, privacy plantings, and ample garden space to create your own haven. Upstairs you'll find two nice sized bedrooms, re-finished hardwood floors and a good size full bath with walk in shower. If you're looking for that quiet oasis in a downtown location, this is it!

101 S College Ave, Chestertown

Listing courtesy of Doug Ashley Realtors, LLC. Contact:

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