217 Philosophers Terrace Chestertown, MD

Sold On

$370,000

Sold Price

3

Beds

2

Baths

1,404

Sq. Ft.

.25

Acres

Charming and full of potential, this 3-bedroom, 1.5-bath Cape Cod home offers a prime in-town Chestertown location with thoughtful updates already in place.

New roof (December 2025), central air unit (2022), and new carpet upstairs provide peace of mind, while classic features like hardwood floors, abundant natural light, and a wood-burning fireplace add warmth and character. The flexible layout includes a main-level bedroom and full bath, a formal dining room, and a bright living room. Upstairs, two additional bedrooms and a half bath, easily converted back to a full, offer room to grow. A bonus room off the main level is perfect for a home office, mudroom expansion, or hobby space. The sunroom connects seamlessly to a private backyard. A sizable driveway and detached garage offer ample off-street parking. Architectural plans for a full renovation and addition are available with an acceptable offer. This is an incredible opportunity to customize and add value in a sought-after location. Just a short stroll to Downtown Chestertown, Washington College, and the Chester River, this home offers both convenience and long-term potential.

I'm Courtney, and I'm proud to live and work on Maryland's Eastern Shore.

I've spent my whole life in this region, and I genuinely enjoy helping people find a place that feels like home. Whether you're drawn to quiet waterfront living, small-town charm, or a home that gives you room to grow, I'm here to guide you through the process with honesty, care, and local insight.

If you're exploring life on the Shore and want someone who truly understands the area, I'd be happy to help you get started.

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