114 W Chestnut St

Saint Michaels, MD 21663
  • $1,350,000

    Price
  • 4

    Bed
  • 4.5

    Bath
  • 3,528

    SqFt

About the Listing BAM2 - 51737

Enjoy historic in-town living in the heart of St. Michaels, where this beautifully maintained residence offers a rare combination of timeless architecture, a sought-after waterfront-adjacent location, and convenient access to the harbor, parks, trails, shops, and restaurants. Ideally located near the waterfront, scenic trails, park, kayak launch, and the town’s many amenities, the home provides easy access to the best of Eastern Shore living. Inside, warm and inviting interiors feature hardwood floors throughout, multiple living areas, and four wood-burning fireplaces that enhance the home’s historic character. The flexible floor plan includes four bedrooms, four and one-half baths, a dedicated office, custom built-ins, and generous storage, well-suited for a variety of living arrangements and lifestyle needs. Thoughtfully designed spaces offer both comfortable everyday living and additional room for guests, creative pursuits, work-from-home flexibility, or future customization. Outdoor features include a landscaped fenced yard designed for privacy and low-maintenance enjoyment, along with a spacious patio ideal for outdoor entertaining and relaxation. A detached cottage provides added versatility for use as a studio, workshop, or storage space. Off-street parking is an added convenience within the Historic District. Blending historic charm, adaptable living spaces, and an exceptional in-town location, this distinctive residence offers a unique opportunity to experience life in one of Maryland’s most desirable waterfront communities.

Listing Highlights

Status Active
Days on Site 56
Property Type Residential
MLS ® MDTA2013116
Year Built 1850
Total Square Footage 3,528
Lot/Acreage 0.17
County Talbot
Neighborhood None Available

Interior Details

  • Bedrooms: 4
  • Bathrooms: 4 Full / 1 Half
  • Appliances: Dishwasher, Disposal, Dryer, Exhaust Fan, Microwave, Oven/Range - Gas, Washer, Water Heater - Tankless, Water Heater, Refrigerator
  • Air Cond:
  • Heating: Heat Pump(s)
  • Fireplaces: 3, Wood,3 Fireplaces
  • Floor: Hardwood,Ceramic Tile
  • Above Ground Sq Ft: 3528
  • Below Ground Sq Ft: 0
  • Basement:
  • Other:
  • Water: Public

Exterior Details

  • Lot Description: Not New Construction,Horse Property: No,In City Limits
  • Garage Capacity: N/A
  • Zoning: R-1
  • Roof: Architectural Shingle
  • Others: Street Lights
  • Sewer: Public Sewer
  • Parking Features: Alley,On Street

Financial Details

  • Tax Amount: $9,815
  • Taxes w/Assessments: N/A
  • Tax/Property ID: N/A
  • Tax Year: 2025

Payment Calculator

Monthly Payment

  • in Principal and Interest
  • in Taxes
Years
% Down Payment
% Mortgage Rate

Questions About..

114 W Chestnut St Saint Michaels, MD 21663

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.

Never Miss A New Property

Get notified any time there's a new home on the market in this neighborhood!

Don't worry! We'll never spam you or sell your details. You can unsubscribe whenever you'd like.

Originating MLS: BRIGHT_MAIN

|

home

Are you buying or selling a home?

Buying
Selling
Both
home

When are you planning on buying a new home?

1-3 Mo
3-6 Mo
6+ Mo
home

Are you pre-approved for a mortgage?

Yes
No
Using Cash
home

Would you like to schedule a consultation now?

Yes
No

When would you like us to call?

Thanks! We’ll give you a call as soon as possible.

home

When are you planning on selling your home?

1-3 Mo
3-6 Mo
6+ Mo

Would you like to schedule a consultation or see your home value?

Schedule Consultation
My Home Value

or another way