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Loral Smith
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Cell: (410) 802-2831
Office: (410) 561-0044
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108 Miles Avenue, Saint Michaels, MD 21663

$295,000
  • 108 Miles Avenue, Saint Michaels, MD 21663 Main Photo

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LOT SIZE 0.550 acres MLS#MDTA2012348
STATUSACTIVE PROPERTY TYPELand - Residential SCHOOLTALBOT COUNTY PUBLIC SCHOOLS

Property Description

A rare opportunity in the heart of St. Michaels: this half-acre+ wooded parcel offers the privacy of a tucked-away retreat with the everyday convenience of an in-town location. Restaurants, shops, seasonal events, waterfront parks, and the character of the historic district are all close at hand, yet the setting feels quiet and natural. Approximately three times the size of a typical in-town lot, the property provides remarkable flexibility for home placement, architectural style, and outdoor living spaces. The generous buildable envelope allows for a variety of layouts, and driveway access can be configured from Miles Avenue, Canton Street, or both, depending on the 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.

108 Miles Avenue | MLS# MDTA2012348

This land located at 108 Miles Avenue, Saint Michaels, MD 21663 is currently listed for sale with an asking price of $295,000. The property has approximately 0.55 Acres. Miles Avenue is located within the TALBOT COUNTY PUBLIC SCHOOLS school district. Search Saint Michaels real estate on loralsmith.homesale.com today.

Property Features

Property Type: Land - Residential
Lot Size: 0.55 Acres
Taxes: $895

Feature Descriptions

Location: Downtown
Lot: Backs to Trees, Level, No Thru Street, Trees/Wooded, Premium
Lot Dimensions: 0.55 Acre(S)
Municipality: Saint Michaels
Sewer: Public Sewer
Special View Info: Trees/Woods
Water: Public
Wooded: Yes

Local Schools

School District: TALBOT COUNTY PUBLIC SCHOOLS

Listed By / Shown By

Listed By

Agency Name: Benson & Mangold, LLC
Agency Phone: 4108226665

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Estimated Payment

$ 817.17 per month $656.54 Principal & Interest $74.58 Property Tax $86.04 Homeowner's Insurance

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Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information on this site was last updated 05/10/2026. The listing information on this page last changed on 05/10/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Sun 05/10/2026 12:06:33 AM EST) or Bright MLS (last updated Sat 05/09/2026 11:56:54 PM EST). Real estate listings held by brokerage firms other than Berkshire Hathaway HomeServices Homesale Realty may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.
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Licensed in Maryland
Loral Smith 

16 Greenmeadow Drive, Suite 300, Timonium, MD 21093
410-561-0044

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