206 S Water St, CHESTERTOWN, MD 21620
Local realty services provided by:Better Homes and Gardens Real Estate Cassidon Realty



Listed by:elisabeth j ostrander
Office:doug ashley realtors, llc.
MLS#:MDKE2005362
Source:BRIGHTMLS
Price summary
- Price:$648,750
- Price per sq. ft.:$323.08
About this home
Four Baths! LOTS of storage in this nearly new construction! See tall ships sailing the Chester River from your front porch and live in the heart of Chestertown's thriving Historic District! This historic home located at Chestertown Marina has seen extensive remodel as recently as 2021. The first floor bedroom suite addition has a full bath, a sitting room, a walk-in closet, and a separate entrance. It's also perfectly positioned to be used as an extension of the first floor space when you are not housing guests. Live in the heart of it all & enjoy being just steps from the waterfront and all Chestertown has to offer including the quiet & calm of day to day life with a splash of occasional spice from Festivals like Tea Party in May, and Downrigging in November! This desirable Water Street address provides premium access to coffee shops, bakeries, farmer's market, festival events, music, art district, rail-trail, restaurants, shops, live theater, and more. Walk everywhere! And when you come home with your Saturday Farmer's Market goodies, enjoy cooking on gorgeous Heartland appliances that compliment the hand crafted free-standing cabinetry in the kitchen. A first floor guest suite added by local builder Jay Yerkes includes a sitting room connected to the house via a mudroom/porch. Above the mudroom is a second story deck that was built to hold a hot tub* (with double 2x8 joists according to the owner!) This private water-view deck leads to a walk-in attic which was also built to support future finished space.* Anderson composite dual pane windows custom fitted with planation shutters were installed throughout the home- all are easy to open & energy efficient. The mudroom is fully insulated to allow open doors between the house and the rooms of the guest suite or lock the doors for complete separation & versatility. This home is adaptable to many ways of living! With bedrooms on every floor to be used as you like, the 3rd floor waterview suite with a full bath & a walk-in closet could just as easily be a den or a bunk room. The lawn next-door is under separate ownership & is not part of this sale. *Buyer to verify feasibility of any expansion plans. Centrally located for travel, your choice of BWI or Philadelphia International airports are just 90 minutes away. Explore the possibilities at 206 S Water St and imagine yourself here. It's a special place to live!
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Home facts
- Year built:1900
- Listing Id #:MDKE2005362
- Added:56 day(s) ago
- Updated:August 16, 2025 at 01:42 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
- Roof:Architectural Shingle
- Year built:1900
- Building area:2,008 sq. ft.
- Lot area:0.04 Acres
Utilities
- Water:Public
- Sewer:Public Sewer
Finances and disclosures
- Price:$648,750
- Price per sq. ft.:$323.08
- Tax amount:$7,755 (2024)
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