206 S Water St, Chestertown, MD 21620
Local realty services provided by:Better Homes and Gardens Real Estate GSA 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
Just in time for the annual Downrigging Festival! See tall ships sailing the Chester River from your front porch and live in the heart of Chestertown's thriving Historic District! This versatile home has over 2,000 square feet of finished living space and was rebuilt and expanded with future customizations in mind!* The rear addition includes a sunroom/mudroom with a separate entrance connecting to a spacious guest suite with a walk-in closet and full bath and an 18'x13' living area that is currently broken into 2 rooms: the wall between the bedroom and sitting room was wired to make wall removal simpler if you prefer one big room. If you like open spaces, remove the wall & it can be a spacious rear living room; great for both privacy & entertaining while still retaining its utility as a guest suite or a more open first floor master bedroom. As it is currently configured, you can utilize the separate entrance for a guest or open both doors to the rest of the home to make it part of your first floor living space without making any changes at all. A private outdoor entertaining area can be had in place of the large workshop if you prefer yard space. (Owner is willing to consider removal of the workshop) The second story deck and attic were solidly built with the structural support to hold a hot tub and/or finished living space. (With double 2x8 joists according to the owner!) Anderson composite dual pane windows custom fitted with planation shutters were installed throughout the home- all windows are easy to open & energy efficient. Imagine the possibilities here: Four baths: Three full baths and one powder room provide ultimate flexible living on all floors. Two walk-in closets and a walk-in attic provide LOTS of easily accessible storage in this "feels like new" quality home! Located at Chestertown Marina, 206 S Water Street has been extensively remodeled as recently as 2021. Live in the heart of it all & enjoy easy low maintenance living in the configuration you want. You'll be 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 excitement from Festivals like Tea Party in Spring, Downrigging in Autumn, Dickens Festival in Winter, and the National Music Festival and Jazz Festival, both in Summertime! This desirable Water Street address provides easy walkable access to your boat, waterfront Wilmer Park (Jazz Fest!), restaurants, cozy pubs, artisan bakeries, Wine & Cheese, Farmer's Market at Fountain Park, Natural Food store, festival events, music, national art district, rail-trail, shops, live theater, and more. Walk everywhere! And when you come home with your Saturday Farmer's Market goodies, enjoy cooking on gorgeous electric Heartland appliances that compliment the hand crafted free-standing cabinetry in the kitchen. The sunroom/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:102 day(s) ago
- Updated:October 01, 2025 at 01:44 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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