206 S Water Street Chestertown, MD $ 619,000
206 S Water Street
$ 619,000
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206 S Water Street

Chestertown, MD, 21620
$ 619,000
Bedrooms4 Baths3.1 Sq 2,008

Monthly Estimate*

$ 3,862

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Single Family Home for sale in Chestertown, MD

for $619,000 with 4 bedrooms and 3 full baths, 1 half bath. This 2,008 square foot home was built in 1900 on a lot size of 0.04.

Live in the heart of Chestertowns Historic Districtsee your boat from your front porch! Beautifully rebuilt and expanded, this versatile home offers 3 1/2 baths and over 2,000 sq. ft. of finished living space. The rear addition features a sunroom/mudroom with separate entrance leading to a guest suite with walk-in closet and full bath. Upstairs, enjoy a second-story waterview deckbuilt strong enough to support a hot tub or additional living area (double 2x8 joists per owner). Andersen composite dual-pane windows with plantation shutters offer energy efficiency and easy operation. Ample storage includes two walk-in closets plus a walk-in attic. Located on desirable Water Street, youre just steps from the waterfront, Wilmer Park, shops, restaurants, bakeries, pubs, Farmers Market, arts district, and more. Cook and entertain in style with Heartland appliances and handcrafted cabinetry in the kitchen. 206 S. Water Streeta feels-like-new historic home in Chestertowns most walkable location. Note The vacant lot next door is not part of this property. Separate owner.

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Single Family Active

Price

$ 619,000

Bedrooms

4

Full Bath

3

Half Bath

1

Property Type

Single Family

Taxes

$ 7,755

Style

Colonial,Coastal

Lot Size

0.04

Year Built

1900

Town/City

Chestertown

County/Region

Kent

MLS | Web ID

MDKE2005840

Features
General
Living Area 2008
Sewer Public Sewer
Heating Heat Pump(s)
Cooling Ductless/Mini-Split Zoned
Possession 0-30 Days CD 61-90 Days CD 31-60 Days CD Coin w/Sell Sett
Appliances Dishwasher Disposal Dryer Oven/Range - Electric Washer/Dryer Stacked Washer
Zoning R-5
Patio/Porch Features Porch(es)
Architectural Style Colonial Coastal
Construction Materials Frame
School District KENT COUNTY PUBLIC SCHOOLS
Year Built 1900
Levels 3
Tax Year 2024
Ownership Fee Simple
Cool Fuel Electric
Municipality Chestertown
Accessibility None
County KENT
New Construction N
Property Type Residential
HOA N
Subdivision Name CHESTERTOWN HISTORIC DISTRICT
Garage Y/N N
Water Access Y/N N
Other Structures Above Grade Below Grade
Full Baths 3
Status ACTIVE
Directions Cross the Chester River Bridge left on N Queen St left on High St right on S Water St to house on the right.
City CHESTERTOWN
Body of Water Chester River
Disclosures Lead Based Paint - Federal Lead Based Paint - State Prop Disclaimer
Senior Community Y/N N
Lot Size Units Square Feet
Lot Size Square Feet 1888.00
Tax Annual Amount 7755.0
Home Warranty Y/N N
Property Condition Excellent
Structure Type Detached
Condo/Coop Association fee Y/N N
Bathrooms Full Main Level 1
Bathrooms Count Main Level 2.00
Price Per Sq Ft Total AG 308.27
Acceptable Financing Cash Conventional FHA VA
Historic Y/N Y
Lease Considered Y/N N
Vacation Rental Y/N N
Standard Status Active
Year Built Source Assessor
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Interior
Interior Amenities Breakfast Area Crown Moldings Entry Level Bedroom Floor Plan - Traditional Kitchen - Island Kitchen - Table Space Primary Bath(s) Wood Floors
Heating Fuel Electric Propane - Leased
Flooring Hardwood
Total Fireplaces 1
Fireplace Features Gas/Propane
Hot Water Electric
Basement (Y/N) N
Heating Y/N Y
Fireplace Y/N Y
Above Grade Finished Area 2008
Half Baths 1
Central Air Y/N N
Total Bedrooms 4
Below Grade Finished Area 0
Main Level Bedrooms 1
Below Grade Finished Area Unit Type Square Feet
Laundry Type Main Floor
Below Grade Finished Area Source Assessor
Above Grade Finished Area Source Assessor
Above Grade Finished Area Unit Type Square Feet
Total Baths 4
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Exterior
Pool No Pool
Water Source Public
Type of Parking On Street
Foundation Details Crawl Space
Spa N
Water View Y/N N
Lot Size Acres 0.04
Water Body Type River
Lot Size Source Assessor
Waterfront Y/N N
Horse Y/N N
Land Assessed Value 174600.00
Navigable Water Y/N N
Water Oriented Y/N Y
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Internal Only
Street Number 1 206
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* Excluded Features
List By
Ttr Sotheby's International Realty

Broker

tomwilliams@ttrsir.com

Email

Affordability Calculator

$4,508
Per Month
86%
14%
0%
Monthly Principal & Interest
$3,862
Monthly Property Taxes
$646
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.375% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
3535796 Elementary School
3533824 Middle School
Unknown High School High School
Pricing History
DatePricePrice ChangeDescription
10/22/2025$619,000 Listed Price

Map


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206 S Water Street, Chestertown, MD, 21620 is a Single Family Home for sale at $619,000 with 2,008 sqft and a lot size of 0.04. 206 S Water Street has 4 bedrooms, 3.1 baths, and was built in 1900. The property's zip code is 21620 which is in Chestertown, MD