108 MILES AVE, Saint Michaels, MD 21663

• 3 beds |
• 2 baths |
• 1,710 sqft

Property Description

A rare opportunity to pair a half-acre+ wooded in-town parcel with a thoughtfully designed single-level home concept in the heart of St. Michaels. This Concept A plan illustrates a 3-bedroom, 2-bath residence totaling approximately 1,710 square feet, featuring one-level living and an attached one-car garage. Designed to maximize functionality and flow, the concept offers flexible living spaces that can be tailored to the buyer’s preferences while preserving privacy and connection to the natural setting. Restaurants, shops, seasonal events, waterfront parks, and the character of the historic district are all close at hand, yet the setting feels quiet and tucked away. Approximately three times the size of a typical in-town lot, the parcel allows generous room for outdoor living and thoughtful home placement, with driveway access possible from Miles Avenue, Canton Street, or both, depending on final design. 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.

Listing Status:

Active

Data Last Updated:

February 16, 2026 at 12:19AM

Listing Office:

Benson & Mangold, LLC : 4108226665

Listing Agent:

Chuck V Mangold Jr. : 4109248832

MLS ID:

MDTA2012358

Interior

• A/C: Central A/C
• Heating: Heat Pump(s)Electric
• Disability Feature: None

Exterior

• General: Above Grade
• Style: Ranch/Rambler

Construction

• General: Vinyl Siding1Slab

Location

• Originating MLS: BRIGHT_MAIN
• School District: TALBOT COUNTY PUBLIC SCHOOLS
• County: TALBOT-MD

Lot

• Zoning: LDA2102063174
• View: Trees/Woods

Utilities

• Water: Public
• Sewer: Public Sewer

Financial

• Source: BRIGHT_MAIN