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
$585,000
- 4 Beds
- 4 Baths
- 2,008 sq. ft.
- Single family
- Active
Listed by: thomas c williams jr., monica s molloy
Office: ttr sotheby's international realty
MLS#:MDKE2006058
Source:BRIGHTMLS
Price summary
- Price:$585,000
- Price per sq. ft.:$291.33
About this home
Significant price reduction!!! Great value!! Live in the heart of Chestertown’s Historic District—see your boat from your front porch!
Beautifully rebuilt and expanded, this versatile home offers 4 Bedrooms, 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 water view deck—built 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, you’re just steps from the waterfront, Wilmer Park, shops, restaurants, bakeries, pubs, Farmer’s Market, arts district, and more.
Cook and entertain in style with Heartland appliances and handcrafted cabinetry in the kitchen.
206 S. Water Street—a “feels-like-new” historic home in Chestertown’s most walkable location.
Note The vacant lot next door is not part of this property. Separate owner.
Contact an agent
Home facts
- Year built:1900
- Listing ID #:MDKE2006058
- Added:7 day(s) ago
- Updated:January 22, 2026 at 02:49 PM
Rooms and interior
- Bedrooms:4
- Total bathrooms:4
- Full bathrooms:3
- Half bathrooms:1
- 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
Utilities
- Water:Public
- Sewer:Public Sewer
Finances and disclosures
- Price:$585,000
- Price per sq. ft.:$291.33
- Tax amount:$7,755 (2024)
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