206 S WATER STREET, CHESTERTOWN, MD 21620

$648,750

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… Read More 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! Read Less

Courtesy of Elisabeth Ostrander, Doug Ashley Realtors, LLC [email protected]

Listing Snapshot

Days Online

Last Updated

Aug 9, 2025

Property Type

Single Family Residential

Beds

Full Baths

Partial Baths

Square Ft.

2,008

Lot Size

0.04 Acres

Year Built

1900

MLS Number

MDKE2005362

30 Days Snapshot Of 21620

$404k

-26%

(avg) sold price

-25%

homes sold

+81%

(avg) days on market

Snapshot

Area Map

Additional Details

Appliances & Equipment

Dishwasher, Washer, Dryer, Oven/Range - Electric, Refrigerator

Building

2,008 sqft living area, 2,008 sqft above grade (finished), Built in 1900, Major renovation in 2021, Structure Type: Detached, 3 levels in building, 3 levels, Coastal, Cottage, Frame

Cooling

Electric, Ductless/Mini-Split, Zoned

Foundation

Block

Water Features

Water Body Name: Chester River, Water Body Type: River, Water Oriented

Heating

Electric, Propane - Leased, Heat Pump(s)

Interior Features

Attic, Bathroom - Jetted Tub, Bathroom - Stall Shower, Bathroom - Soaking Tub, Entry Level Bedroom

Lot

1,888 sqft, 0.04 acres

Parking

Free

Property

Other Structures: Above Grade, Below Grade, View: Marina, River

Roof

Architectural Shingle

Sewer

Public Sewer

Taxes

City/Town Tax: $2,143, City/Town Tax Pymnt Freq: Annually, County Tax: $5,611, County Tax Pymnt Freq: Annually, Tax Annual Amount: $7,755, Tax Year: 2024

Utilities

Electric Service: 200+ Amp Service, Hot Water: Electric

Windows

Double Pane, Energy Efficient, Screens, Casement

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