


114 W Chestnut Street, Saint Michaels, MD 21663
Listing Courtesy of Benson & Mangold, LLC

Sold onDecember 2, 2025· Listed at $780,000
This home sale information is not to be construed as an appraisal and may not be used as such for any purpose. BRIGHT MLS is the (or a) provider of this home sale information and has compiled content from various sources. Some properties represented may not have actually sold due to reporting errors.
Grace and Gratitude perfectly describe this charming historic home on Grace Street in the heart of St. Michaels! Grace St. is one of the few streets in town that isn't a through street to traffic. It starts at Talbot St & "Restaurant Row" & ends at the waterfront & walking trail off San Domingo Creek. The cozy front porch & classic Eastern Shore red front door are a prelude to the delightful interior spaces within. Beautifully renovated to include a more traditional living room which flows into a large open floor plan for the family room & dining room. The designer inspired kitchen with breakf...
Listing updated: December 3, 2025 at 4:42 AM
Listed by:
Kate Koeppen (410) 829-0705, Chesapeake Bay Real Estate Plus, LLC
Source: Bright MLS · MLS #MDTA2012124
| Date | Event | Price |
|---|---|---|
| Dec 2, 2025 | Sold | $775,000 |
| Oct 14, 2025 | Listed for sale | $780,000 |
106 Grace Street, Saint Michaels, MD 21663
Tell us what you're looking for and we'll send fresh matches near Saint Michaels the moment they list.
Find homes like thisFree, takes about a minute
Similar homes sold within 0.5 miles in the last 90 days.

105 Seymour Avenue
Saint Michaels, MD
$410K
Sold Jul 14, 2026 · Listed $459K

113 Gloria
Saint Michaels, MD
$540K
Sold Jun 30, 2026 · Listed $540K

121 W Chestnut
Saint Michaels, MD
$1.40M
Sold Jun 22, 2026 · Listed $1.40M

938 Marea Terrace
Saint Michaels, MD
$2.00M
Sold Jun 18, 2026 · Listed $2.25M

114 E Chew Avenue
Saint Michaels, MD
$1.15M
Sold Jun 10, 2026 · Listed $1.25M

106 Chestnut Street E
Saint Michaels, MD
$1.23M
Sold Jun 5, 2026 · Listed $1.32M
This home sale information is not to be construed as an appraisal and may not be used as such for any purpose. BRIGHT MLS is the (or a) provider of this home sale information and has compiled content from various sources. Some properties represented may not have actually sold due to reporting errors.
Active listings within ~5 miles of this address.

The data relating to real estate for sale on this website appears in part through the BRIGHT Internet Data Exchange (IDX) program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms in which Samson Properties participates, and is provided by BRIGHT through a licensing agreement. © 2026 Bright MLS, All Rights Reserved. Information deemed reliable but not guaranteed. The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on this website may no longer be available because they are under contract, have Closed or are no longer being offered for sale. Data last updated: 7/21/2026.