SoldFeb 13, 2026

Listed by Debra Crouch from Benson & Mangold, LLC

Bought with Michael ONeill from Coldwell Banker Chesapeake Real Estate Company

Source: Bright MLS #MDTA2012378

100 Grace St, St. Michaels, MD, 21663

$1,000,000

2
3
2
1445 sq. ft.
7725 sq. ft.

SingleFam

29 days on the market

Sold: Feb 13, 2026

What's around 100 Grace St

About this property

Located in the heart of St. Michaels' historic district, this adorable cottage has a rare zoning that allows for short term vacation rental, and it has been a very successful one. The current owner has great reviews and reports revenues of $65,000 in 2025. There is excellent bedroom separation, with one bedroom on the first floor in the back, the other on the second floor in the front. The kitchen was recently renovated and the heating/air conditioning was replaced in 2024. The yard is spacious, with a fenced oyster shell yard featuring a firepit and off street parking for two cars. This home is turnkey - all furnishings and short term rental supplies included. Don't miss this rare opportunity!

Looking for more information on 100 Grace St?

Explore comparables, sales history and growth for this property.
Learn more

Contact

Similar properties sold nearby

SoldFeb 3, 2026
$155,000
8034 Bozman Neavitt Road
Talbot County MD 21663
2
1
Single-Family
Listing courtesy of Allfirst Realty, Inc. and Chesapeake Bay Real Estate Plus, LLC
SoldNov 14, 2025
$1,175,000
205 East Chew Avenue
St. Michaels MD 21663
2
2
4
Single-Family
Listing courtesy of Benson & Mangold, LLC and Compass
SoldOct 28, 2025
$825,000
24312 Oakwood Park Road
St. Michaels MD 21663
2
1
2
Single-Family
Listing courtesy of Long & Foster Real Estate, Inc. and Benson & Mangold, LLC

Other properties sold by Benson & Mangold, LLC

SoldMay 15, 2026
$600,000
23201 Stewart Way
Talbot County MD 21647
3
3
2
Single-Family
Listing courtesy of Benson & Mangold, LLC and Redfin Corp
SoldMay 1, 2026
$740,000
23869 Mt Misery Rd
Talbot County MD 21663
3
2
2
Single-Family
Listing courtesy of Benson & Mangold, LLC and Unrepresented Buyer Office
SoldApr 28, 2026
$394,000
29400 Golton Drive
Easton MD 21601
3
2
Single-Family
Listing courtesy of Benson & Mangold, LLC and Long & Foster Real Estate, Inc.

Browse properties sold in nearby areas

The data relating to real estate for sale on this website appears in part through the BRIGHT Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms in which Benson & Mangold, LLC participates, and is provided by BRIGHT through a licensing agreement. 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. Information Deemed Reliable But Not Guaranteed. Copyright © 2026 Bright MLS. All rights reserved.

The Digital Millennium Copyright Act of 1998, 17 U.S.C. § 512 (the "DMCA") provides recourse for copyright owners who believe that material appearing on the Internet infringes their rights under MLS GRID IDX Rules Updated September 16, 2024 7 U.S. copyright law. If you believe in good faith that any content or material made available in connection with our website or services infringes your copyright, you (or your agent) may send us a notice requesting that the content or material be removed, or access to it blocked. Notices must be sent in writing by email to: dmca@ratemyagent.com

The DMCA requires that your notice of alleged copyright infringement include the following information: (1) description of the copyrighted work that is the subject of claimed infringement; (2) description of the alleged infringing content and information sufficient to permit us to locate the content; (3) contact information for you, including your address, telephone number and email address; (4) a statement by you that you have a good faith belief that the content in the manner complained of is not authorized by the copyright owner, or its agent, or by the operation of any law; (5) a statement by you, signed under penalty of perjury, that the information in the notification is accurate and that you have the authority to enforce the copyrights that are claimed to be infringed; and (6) a physical or electronic signature of the copyright owner or a person authorized to act on the copyright owner's behalf. Failure to include all of the above information may result in the delay of the processing of your complaint.

© 2026 RateMyAgent