206 S Water St, Chestertown, MD 21620

Chestertown
Local realty services provided by:Better Homes and Gardens Real Estate Maturo
206 S Water St,Chestertown, MD 21620
$549,000
  • 4 Beds
  • 3 Baths
  • 2,008 sq. ft.
  • Single family
  • Pending
Listed by: thomas c williams jr.
Office: ttr sotheby's international realty
MLS#:MDKE2006058
Source:BRIGHTMLS

Price summary

  • Price:$549,000
  • Price per sq. ft.:$273.41

About this home

Seller says sell! Massive price reduction ! Below market for this pristine home well situated in chestertown historic district! A rare Water Street opportunity—see your boat from the front porch and enjoy walkable waterfront living in Chestertown. This thoughtfully rebuilt historic home offers 4 bedrooms, 3.5 baths, flexible guest spaces, and a water-view deck built to support a hot tub. Perfect as a primary residence or low-maintenance Chesapeake pied-à-terre for DC, Baltimore, and Philadelphia weekenders. Quality finishes include Andersen composite windows with plantation shutters, Heartland appliances, handcrafted cabinetry, and excellent storage. Walk to parks, dining, shops, arts, and the harbor. Vacant lot next door is separately owned.

Contact an agent

contact an agent

Yes, I would like more information. Please use and/or share my information with a BHGRE®  affiliated agent to contact me about my real estate needs. By clicking Send message, 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 BHGRE®  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 (CENTURY 21® , Coldwell Banker® , Corcoran® , ERA® , Sotheby's International Realty® ). I acknowledge that I have read and agree to theTerms of useandPrivacy notice

Home facts

  • Year built:1900
  • Listing ID #:MDKE2006058
  • Added:100 day(s) ago
  • Updated:April 25, 2026 at 07:31 AM

Rooms and interior

  • Bedrooms:4
  • Total bathrooms:3
  • Full bathrooms:2
  • Half bathrooms:1
  • Flooring:Hardwood
  • Bathrooms Description:Primary Bath(s)
  • Kitchen Description:Breakfast Area, Crown Moldings, Dishwasher, Disposal, Kitchen - Island, Kitchen - Table Space, Oven/Range - Electric
  • Bedroom Description:Entry Level Bedroom
  • Living area:2,008 sq. ft.

Heating and cooling

  • Cooling:Ductless/Mini-Split, Zoned
  • Heating:Electric, Heat Pump(s), Propane - Leased

Structure and exterior

  • Year built:1900
  • Building area:2,008 sq. ft.
  • Lot area:0.04 Acres
  • Architectural Style:Coastal, Colonial
  • Construction Materials:Frame
  • Exterior Features:Porch(es)
  • Foundation Description:Crawl Space
  • Levels:3 Story

Utilities

  • Water:Public
  • Sewer:Public Sewer

Finances and disclosures

  • Price:$549,000
  • Price per sq. ft.:$273.41
  • Tax amount:$7,755 (2024)

Features and amenities

  • Laundry features:Dryer, Washer, Washer/Dryer Stacked
  • Amenities:Crown Moldings

Parking

  • Parking description:On Street

New listings near 206 S Water St