206 S Water St, CHESTERTOWN, MD

$648,750

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4

Beds

Baths

2,008

Square feet

0.04

Acres

About 206 S Water St

Live in the heart of Chestertown's thriving Historic District and see your boat from your front porch! Just in time for the annual Downrigging Festival, come home to this versatile home with 4 baths and over 2,000 square feet of finished living space. This historic home was completely rebuilt and expanded. 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. The second story waterview 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. Two walk-in closets and a walk-in attic provide LOTS of easily accessible storage in this "feels like new" quality home! You'll be just steps from the waterfront in the thriving historic district. This desirable Water Street address provides easy walkable access to your boat, waterfront Wilmer Park, 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. Explore the possibilities at 206 S Water St and imagine yourself here. It's a special place to live!

Features of 206 S Water St

MLS® # MDKE2005362
Price $648,750
Bedrooms 4
Bathrooms 3.50
Full Baths 3
Half Baths 1
Square Footage 2,008
Acres 0.04
Year Built 1900
Type Residential
Sub-Type Detached
Style Coastal, Cottage
Status Active

Community Information

Address 206 S Water St
Subdivision CHESTERTOWN HISTORIC DISTRICT
City CHESTERTOWN
County KENT-MD
State MD
Municipality Chestertown
Zip Code 21620

Amenities

Amenities Attic, Bathroom - Jetted Tub, Stall Shower, Soaking Tub, Entry Lvl BR
Parking Free
View Marina, River
Is Waterfront No

Interior

Appliances Dishwasher, Washer, Dryer, Oven/Range-Electric, Refrigerator
Heating Heat Pump(s)
Cooling Ductless/Mini-Split, Zoned
Has Basement No
Fireplace No
# of Stories 3
Stories 3

Exterior

Exterior Frame
Windows Double Pane, Energy Efficient, Screens, Casement
Roof Architectural Shingle
Foundation Block

School Information

District KENT COUNTY PUBLIC SCHOOLS

Additional Information

Date Listed July 10th, 2025
Days on Market 97
Zoning R-5
Foreclosure No
Short Sale No
RE / Bank Owned No

Listing Details

OfficeDoug Ashley Realtors, LLC

Listing Map

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