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About This Home

This 4-bedroom, 5-bathroom single family at 114 W CHESTNUT Street in SAINT MICHAELS, MD is listed for $1,350,000 ($383 per sqft). Built in 1850, the home offers 3,528 sqft of living space on a 0.17 acres lot.

Agent Description

Ideally located in the heart of the St. Michaels Historic District, this beautifully maintained three-story home offers exceptional walkability just a half block from the waterfront, scenic walking trail, public park and kayak launch, as well as the shops, restaurants, and other amenities that make St.

Michaels such a sought-after place to live. A welcoming front porch introduces an inviting interior with hardwood floors, multiple comfortable living areas, and four wood-burning fireplaces that add warmth and character throughout. The spacious layout includes four bedrooms and four and one-half baths, providing flexibility for everyday living and hosting guests, along with a dedicated office, custom built-ins, and abundant storage.

Outside, the beautifully landscaped and fenced yard offers privacy and space for outdoor enjoyment, complemented by a detached studio/workshop ideal for creative pursuits or hobbies. Off-street parking adds convenience in this prime in-town setting. With a prime location, generous living and storage space, and historic charm, this distinctive property represents exceptional value in the heart of St. Michaels.

Key Features

  • Built in 1850
  • 0.17 acre lot
  • 3 stories
  • Fireplace

Property Details

3 stories
4 full, 1 half
1850

Amenities

Fireplace

Monthly Cost Estimate

$7,220/mo

20% down · 6.5% · 30 years

Principal$976
Interest$5,850
Insurance$394

Estimates only. Actual payments may vary.

Location

114 W CHESTNUT Street

SAINT MICHAELS, MD 21663

NONE AVAILABLE

Property Details

Construction

Frame

Parking

AlleyOn Street

Heating

Heat Pump (Heating)

Appliances

DishwasherDisposalDryerExhaust FanMicrowaveOven/Range - GasWasherWater Heater - TanklessWaterHeaterRefrigerator

Questions & Answers

This 4-bedroom, 5-bathroom single family at 114 W CHESTNUT Street is listed at $1,350,000 ($383/sqft). The estimated monthly payment is $5,850 based on 20% down at 6.5% interest.

Key features include: Built in 1850, 0.17 acre lot, 3 stories, Fireplace.

This property is listed by Winifred C Cowee and can be reached at 4103100208 or winkcowee@gmail.com.

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WC

Winifred C Cowee

Agent at Benson & Mangold, LLC

(410) 310-0208

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

MLS# MDTA2013116· Source: listhub· Updated 24 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.

114 W CHESTNUT Street, SAINT MICHAELS, MD 21663

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