206 S Water St, Chestertown, MD 21620

Local realty services provided by:Better Homes and Gardens Real Estate Maturo
206 S Water St,Chestertown, MD 21620
$549,000
  • 4 Beds
  • 4 Baths
  • 2,008 sq. ft.
  • Single family
  • Pending
Listed by: thomas c williams jr., monica s molloy
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.

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Home facts

  • Year built:1900
  • Listing ID #:MDKE2006058
  • Added:52 day(s) ago
  • Updated:March 08, 2026 at 08:43 AM

Rooms and interior

  • Bedrooms:4
  • Total bathrooms:4
  • Full bathrooms:3
  • 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