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About This Home

This 3-bedroom, 3-bathroom single family at 121 W CHESTNUT in SAINT MICHAELS, MD is listed for $1,395,000 ($549 per sqft). Built in 1890, the home offers 2,540 sqft of living space on a 0.17 acres lot.

Agent Description

121 West Chestnut Street is a true gem among the historic houses in St. Michaels. First time offered in a decade, the 1890 colonial embodies all the desirable features of an older home on the exterior - an inviting covered front porch, wood shingle siding, a two-bay center hall two story architecture, bracing chimneys on each end and true divided double hung windows in the front.

Once inside, this home surprises with a light filled open interior and a seamlessly flowing floor plan. The important historic features, such as wood flooring, built ins and fireplace have been well preserved, but with its well thought out renovations and a sizable addition, the house now features large open rooms, an impressive gourmet kitchen and an attractive modern primary bedroom with walk-in closet and bath.

The kitchen opens to the back yard and features a large island with seating for five, farm sink, five burner gas cooktop with faucet, wall oven and convection microwave, ample cabinet space, and granite and quartz counters. The adjacent dining room includes built ins with a beverage refrigerator and a decorative fireplace that could be converted to electric or gas.

The living room is anchored by a gas fireplace, built in cabinets, and shelving. The home offers four bedrooms, one of which currently serves as an office, accessible from both the primary and secondary staircase. The living area is rounded out by a dedicated laundry room with access to the backyard, and a sitting room.

The lot has alley access from the back and while currently not in place, could have parking at the rear. A sizable outbuilding offers plenty of space for storage. This home is just steps away from the park and public dock on San Domingo Creek, and the St. Michaels Nature Trail.

Key Features

  • Built in 1890
  • 0.17 acre lot
  • 2 stories
  • Fireplace

Property Details

2 stories
2 full, 1 half
1890

Amenities

FireplaceA/C

Monthly Cost Estimate

$7,461/mo

20% down · 6.5% · 30 years

Principal$1,009
Interest$6,045
Insurance$407

Estimates only. Actual payments may vary.

Location

121 W CHESTNUT

SAINT MICHAELS, MD 21663

HISTORIC DISTRICT

Features & Amenities

Interior Features

AtticBathroom - Walk-In ShowerBathroom - Tub ShowerBuilt-InsCeiling Fan(s)Crown MoldingsDouble/Dual StaircaseKitchen - GourmetKitchen - IslandPrimary Bath(s)Recessed LightingFormal/Separate Dining RoomWood FloorsAdditional StairwayWalk-in Closet(s)Window Treatments

Property Details

Construction

Frame

Parking

On Street

Heating

Heat Pump (Heating)

Cooling

Ceiling Fan(s)Central AirDuctless

Appliances

CooktopDishwasherDryerExhaust FanOven - WallRange HoodRefrigeratorWasherStainless Steel Appliances

Questions & Answers

This 3-bedroom, 3-bathroom single family at 121 W CHESTNUT is listed at $1,395,000 ($549/sqft). The estimated monthly payment is $6,045 based on 20% down at 6.5% interest.

Key features include: Built in 1890, 0.17 acre lot, 2 stories, Fireplace. Interior Features: Attic, Bathroom - Walk-In Shower, Bathroom - Tub Shower.

This property is listed by Carolina Barksdale and can be reached at 4437860348 or carolina@talbotrealestate.com.

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CB

Carolina Barksdale

Agent at Benson & Mangold, LLC

(443) 786-0348

Listed by Benson & Mangold, LLC · View on Broker Site

MLS# MDTA2013474· Source: listhub· Updated 2 days ago

Copyright © 2026 Bright MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.

121 W CHESTNUT, SAINT MICHAELS, MD 21663

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