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$1,195,000
2
beds
2
baths
2,024
square ft

107 E Chestnut Street
Saint Michaels, Maryland 21663

Active / MLS #MDTA2011802 / Single Family / Saint Michaels
Listing information updated 12/16/2025 at 5:01pm
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!
Architecture Style:
Victorian
Exterior Type:
Extensive Hardscape,Exterior Lighting,Flood Lights,Other,Outbuilding(s),Secure Storage,Sidewalks,Water Fountains
Beds Above Grade:
2
Cooling System:
Ceiling Fan(s), Central A/C
Heating System:
Ceiling, Forced Air, Heat Pump(s), Zoned
Appliances:
Built-In Microwave, Dishwasher, Disposal, Dryer - Electric, Freezer, Instant Hot Water, Oven/Range - Electric, Range Hood, Refrigerator, Stainless Steel Appliances, Washer, Water Heater
Main Level Primary Bedroom:
No
Fireplace:
Yes
Pool:
No
Age:
155 Years
Roof Type:
Composite
Parking Type:
Crushed Stone
Room Count:
8
Water Front:
No
Square Feet:
2,024
Lot Size:
3600.00 Square Feet
Acreage:
0.08
Internal Features:
Bathroom - Stall Shower, Built-Ins, Ceiling Fan(s), Exposed Beams, Kitchen - Gourmet, Other, Recessed Lighting, Upgraded Countertops, Walk-in Closet(s), Window Treatments, Wood Floors
Tax Amount:
$6,175
Tax Year:
2025
Zip Code:
21663
City:
Saint Michaels
County:
Talbot
School District(s):
TALBOT COUNTY PUBLIC SCHOOLS
Elementary School:
N/A
Middle School:
N/A
High School:
N/A

Listing Office: Meredith Fine Properties

Listing Office Phone: 410.822.6272

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$958,928
Average Sale Price
62
Average Days On The Market
93%
Sales Prices VS. List Price
Data represents the community area’s average over the past 12 months. All information deemed reliable, but not guaranteed.
Map of 107 E Chestnut Street, Saint Michaels, MD 21663

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107 E Chestnut Street, Saint Michaels, MD 21663 is a single family home currently listed at $1,195,000. 107 E Chestnut Street features 2 Beds, 2 Baths. This single family home has been listed on RLAH @properties since September 12th, 2025 and was built in 1870.