206 S Water St, Chestertown, MD 21620
Local realty services provided by:CENTURY 21 Gold
206 S Water St,Chestertown, MD 21620
$545,000
- 4 Beds
- 3 Baths
- - sq. ft.
- Single family
- Sold
Listed by: thomas c williams jr.
Office: ttr sotheby's international realty
MLS#:MDKE2006058
Source:BRIGHTMLS
Sorry, we are unable to map this address
Price summary
- Price:$545,000
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
Home facts
- Year built:1900
- Listing ID #:MDKE2006058
- Added:110 day(s) ago
- Updated:May 05, 2026 at 03:52 PM
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
Heating and cooling
- Cooling:Ductless/Mini-Split, Zoned
- Heating:Electric, Heat Pump(s), Propane - Leased
Structure and exterior
- Year built:1900
- 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:$545,000
- 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
- Coming Soon
$350,000Coming Soon4 beds 3 baths214 Silver Heel Rd, CHESTERTOWN, MD 21620
MLS# MDKE2006498Listed by: CROSS STREET REALTORS LLC - Coming SoonOpen Sat, 10am to 1pm
$828,000Coming Soon3 beds 4 baths407 High St, CHESTERTOWN, MD 21620
MLS# MDKE2006496Listed by: COLDWELL BANKER CHESAPEAKE REAL ESTATE COMPANY - Coming Soon
$179,000Coming Soon2 beds 2 baths144 Prospect St, CHESTERTOWN, MD 21620
MLS# MDKE2006494Listed by: DOUG ASHLEY REALTORS, LLC - Coming Soon
$525,000Coming Soon5 beds 4 baths22360 Great Oak Landing Rd, CHESTERTOWN, MD 21620
MLS# MDKE2006478Listed by: DOUG ASHLEY REALTORS, LLC - Coming Soon
$535,000Coming Soon3 beds 3 baths9816 Fairlee Rd, CHESTERTOWN, MD 21620
MLS# MDKE2006488Listed by: LONG & FOSTER REAL ESTATE, INC. - Coming SoonOpen Fri, 5 to 7pm
$425,000Coming Soon3 beds 3 baths215 Fairview Dr, CHESTERTOWN, MD 21620
MLS# MDQA2017090Listed by: LONG & FOSTER REAL ESTATE, INC. - Coming Soon
$384,000Coming Soon3 beds 2 baths23416 Cloquet Rd, CHESTERTOWN, MD 21620
MLS# MDKE2006486Listed by: COLDWELL BANKER CHESAPEAKE REAL ESTATE COMPANY
$109,999Active0.18 Acres116 Cross St, CHESTERTOWN, MD 21620
MLS# MDKE2006420Listed by: SELECT LAND & HOMES, LLC
$229,990Active3 beds 2 baths1,352 sq. ft.24581 Willow Oak Ln, CHESTERTOWN, MD 21620
MLS# MDKE2006342Listed by: DOUG ASHLEY REALTORS, LLC
$259,900Active3 beds 2 baths1,280 sq. ft.103 Metcalf Rd, CHESTERTOWN, MD 21620
MLS# MDKE2006446Listed by: REAL BROKER, LLC