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107 E Chestnut St, 
Saint Michaels, MD 21663

$1,195,000

2

Beds

2

Baths

2,024

Sq Ft

Single Family

Virtual Tour

Active

Listed by

Robert L Fitton Ii

Meredith Fine Properties, (410) 822-6272

Last updated:

January 2, 2026, 03:05 PM

MLS#

MDTA2011802

Source:

BRIGHTMLS

About This Home

107 E Chestnut St

St. Michaels charm in this Circa 1870 Certified Plaque home, although historical data reflects original construction between 1805-1820.Updates include plumbing ,wiring, New upstairs HVAC, encapsulated crawl space, kitchen ,upgraded light fixtures, motorized window shades and many architectural details, freshly painted in 2024 . Recently upgraded Primary bedroom window seats with cushions, built-ins and storage. Magnificent main level 2 story glass enclosed solarium! This home has been meticulously maintained and cared for. Enjoy evenings on the front porch or on the rear screen porch overlooking the gardens. The rear yard also has an old time boat house/shed which is insulated and heated and the current owners have gone through the local Historic approvals to renovate the boathouse/shed into a guest house. See documents for plans and drawings. Convenient walking distance to St. Michaels Harbor, Chesapeake Bay Maritime Museum, and numerous shops and great restaurants. This home is Gem so don't miss out on this opportunity!

Home Facts

Single Family

2 Baths

2 Bedrooms

Built in 1870

Price Summary

1,195,000

$590 per Sq. Ft.

MLS #:

MDTA2011802

Last Updated:

January 2, 2026, 03:05 PM

Added:

3 month(s) ago

Rooms & Interior

Bedrooms

Total Bedrooms:

2

Bathrooms

Total Bathrooms:

2

Full Bathrooms:

2

Interior

Living Area:

2,024 Sq. Ft.

Structure

Structure

Architectural Style:

Victorian

Building Area:

2,024 Sq. Ft.

Year Built:

1870

Lot

Lot Size (Sq. Ft):

3,484

Finances & Disclosures

Finances

Price:

$1,195,000

Price per Sq. Ft:

$590 per Sq. Ft.

Source:BRIGHTMLS
The information being provided by Bright Mls is for the consumer’s personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The information is deemed reliable but not guaranteed and should therefore be independently verified. © 2026 Bright Mls All rights reserved.

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Contact an Agent

Yes, I would like more information. Please use and/or share my information with a Coldwell Banker ® affiliated agent to contact me about my real estate needs. By clicking Contact, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If a Coldwell Banker affiliated agent is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (BHGRE®, CENTURY 21®, Corcoran®, ERA®, or Sotheby's International Realty®). I acknowledge that I have read and agree to the terms of use and privacy notice.