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.
Listed By
Agency Name: TTR Sotheby's International Realty
Agency Phone: 4106733344
Shown By
Agent Name: The Jessica Engle Team
Agent Phone: Cell: (717) 330-6826
Agency Title: Berkshire Hathaway HomeServices Homesale Realty
Estimated Payment
$ 1,097.43 per month $723.31 Principal & Interest $279.33 Property Tax $94.79 Homeowner's Insurance
217 Philosophers Terrace | MLS# MDKE2006332
This single family home located at 217 Philosophers Terrace, Chestertown, MD 21620 is currently listed for sale with an asking price of $325,000. This property was built in 1950 and has 3 bedrooms and 1 full and 1 partial baths with 1404 sq. ft. Philosophers Terrace is located within the KENT COUNTY PUBLIC SCHOOLS school district. Search Chestertown real estate on www.thejessicaengleteam.com today.