108 Miles Ave, Saint Michaels, MD 21663
Local realty services provided by:O'BRIEN REALTY ERA POWERED
108 Miles Ave,Saint Michaels, MD 21663
$999,000
- 3 Beds
- 3 Baths
- - sq. ft.
- Single family
- Active
Listed by: chuck v mangold jr.
Office: benson & mangold, llc.
MLS#:MDTA2012368
Source:BRIGHTMLS
Price summary
- Price:$999,000
About this home
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.
Contact an agent
Home facts
- Listing ID #:MDTA2012368
- Added:1 day(s) ago
- Updated:November 22, 2025 at 03:25 PM
Rooms and interior
- Bedrooms:3
- Total bathrooms:3
- Full bathrooms:2
- Half bathrooms:1
Heating and cooling
- Cooling:Central A/C
- Heating:Electric, Heat Pump(s)
Structure and exterior
- Lot area:0.55 Acres
Utilities
- Water:Public
- Sewer:Public Sewer
Finances and disclosures
- Price:$999,000
- Tax amount:$1,049 (2025)
New listings near 108 Miles Ave
- Coming Soon
$1,099,000Coming Soon2 beds 3 baths100 Grace, SAINT MICHAELS, MD 21663
MLS# MDTA2012378Listed by: BENSON & MANGOLD, LLC
$889,800Active4 beds 4 baths3,100 sq. ft.704 Meadow St, SAINT MICHAELS, MD 21663
MLS# MDTA2009828Listed by: KELLER WILLIAMS FLAGSHIP- New
$779,000Active3 beds 2 baths1,710 sq. ft.108 Miles Ave, SAINT MICHAELS, MD 21663
MLS# MDTA2012358Listed by: BENSON & MANGOLD, LLC - Open Sat, 11am to 1pmNew
$499,000Active2 beds 1 baths1,080 sq. ft.105 Seymour Ave, SAINT MICHAELS, MD 21663
MLS# MDTA2012362Listed by: RE/MAX EXECUTIVE - New
$265,000Active0.17 Acres0 Grace, SAINT MICHAELS, MD 21663
MLS# MDTA2012346Listed by: BENSON & MANGOLD, LLC - New
$295,000Active0.55 Acres108 Miles Ave, SAINT MICHAELS, MD 21663
MLS# MDTA2012348Listed by: BENSON & MANGOLD, LLC - New
$3,100,000Active4 beds 4 baths4,035 sq. ft.23961 Lynnewood Dr, SAINT MICHAELS, MD 21663
MLS# MDTA2012318Listed by: BENSON & MANGOLD, LLC - Open Sun, 12 to 2pmNew
$1,900,000Active4 beds 4 baths2,839 sq. ft.24390 Oakwood Park Rd, ST MICHAELS, MD 21663
MLS# MDTA2012326Listed by: BENSON & MANGOLD, LLC - Open Sun, 1 to 3pm
$795,000Active3 beds 3 baths3,166 sq. ft.24912 Back Creek Dr, ST MICHAELS, MD 21663
MLS# MDTA2012230Listed by: BENSON & MANGOLD, LLC