A rare opportunity to combine a half-acre+ wooded in-town setting with a classic Cape Cod–style home concept in the heart of St. Michaels. Concept B illustrates a two-story design featuring 3 bedrooms, 2 full baths, and 1 half bath, along with an attached two-car garage. The proposed layout offers a timeless architectural style with flexible living spaces that can be customized to suit individual needs, all while maintaining privacy and a connection to the surrounding natural landscape. Restaurants, shops, seasonal events, waterfront parks, and the charm of the historic district are all close at hand, yet the property feels quietly removed. Approximately three times the size of a typical in-town lot, the parcel allows for thoughtful home placement, outdoor living areas, and driveway access from Miles Avenue, Canton Street, or both, depending on the final plan. Infrastructure upgrades are already complete, including paved roads, a State-approved gravel extension, town water, county sewer, electric service, and fiber-optic internet—allowing for a smoother path from planning to construction. With the appropriate Town approvals, the parcel also offers future subdivision potential. Adjacent to the scenic Rails-to-Trails corridor and near San Domingo Creek, the Miles River, and multiple neighborhood parks, the location provides access to nature and open space without giving up the benefits of being in town. Architectural concept drawings illustrating one potential approach to the site will convey to the new owner, with the option to continue working with the original architect if desired. A unique chance to create something truly exceptional in one of the Eastern Shore’s most sought-after communities: space, privacy, and the freedom to design a home that reflects your vision. By Vehicle: A portion of Canton St is a one-way and Miles Ave is not a completely through Street from Railroad Ave. It is recommended to head north on Talbot St., turn left on Railroad Ave., then left on Glory Ave (also known as Gloria), and right on Canton St. Proceed a short way to the corner of the lot at Miles Ave. & Canton St.
Listed By
Agency Name: Benson & Mangold, LLC
Agency Phone: 4108226665
Shown By
Agent Name: Tom Boeshore
Agent Phone: Cell: (410) 739-4071
Agency Title: Berkshire Hathaway HomeServices Homesale Realty
Estimated Payment
$ 2,602.13 per month $2,223.34 Principal & Interest $87.42 Property Tax $291.38 Homeowner's Insurance
108 Miles Avenue | MLS# MDTA2012368
This single family home located at 108 Miles Avenue, Saint Michaels, MD 21663 is currently listed for sale with an asking price of $999,000. This property has 3 bedrooms and 2 full and 1 partial baths. Miles Avenue is located in the ST MICHAELS subdivision within the TALBOT COUNTY PUBLIC SCHOOLS school district. Search ST MICHAELS real estate on www.tomboeshorerealtor.com today.