$475,000

Under Contract

105 N Water St #2, Chestertown, MD, 21620

2

Beds

2

Baths

1,011

Square feet

Open House Friday July 3rd 4-6pm! Located on Water Street in the heart of Chestertown's premier waterfront historic district, this beautiful two-bedroom, two-bath condominium offers an exceptional opportunity to enjoy life along the banks of the Chester River. Set within an architecturally significant 1800s building that reflects the timeless character of this remarkable town, the residence combines historic charm, modern comfort, and an enviable waterfront location. Filled with character and warmth, the home features beautiful hardwood floors, soaring ceilings, tall windows, built-ins, and a wonderful period gas fireplace that creates a welcoming focal point in the spacious living room. Two generously sized bedrooms and two beautifully appointed tiled bathrooms provide comfort and style, while an in-unit washer and dryer add everyday convenience. Generous room sizes and abundant natural light enhance the home's inviting atmosphere throughout. The heart of the home is the expansive kitchen and great room at the rear of the residence, overlooking the river. Designed for gathering, entertaining, and everyday living, this impressive space features gorgeous cabinetry, stainless steel appliances, gas cooking, abundant counter space, a farmhouse sink, sunny windows, and plenty of room for dining as well as additional living space. Whether hosting friends, enjoying a quiet morning coffee, or unwinding at the end of the day, it's a room you'll find yourself gravitating toward again and again. Just off the great room, the private balcony overlooks the Chester River and offers sweeping water views in a peaceful waterfront setting. Direct water access and a dedicated boat slip make it easy to enjoy the area's iconic Chester River and everything that life on the water has to offer. Chestertown is steeped in maritime tradition and widely admired for its extraordinary collection of Federal, Georgian, and Victorian architecture. One of the Eastern Shore's most desirable destinations, residents enjoy boutique shopping, fine dining, waterfront attractions, cultural events, and a thriving arts scene. Perfectly positioned along the Chester River, this residence is a historic treasure, a waterfront retreat, and an opportunity to experience the very best of life in one of the Eastern Shore's most cherished communities.

Listing Details

OfficeNorthrop Realty
Buyer Broker Compensation 2.5% All offers of buyer broker compensation or seller concessions are negotiable and must be memorialized in a written agreement between the parties. Please consult with your real estate agent for more information.

Facts & Features

MLS® # MDKE2006680
Price $475,000
Bedrooms 2
Bathrooms 2.00
Full Baths 2
Square Footage 1,011
Year Built 1900
Type Residential
Sub-Type Condominium,Unit/Flat/Apartment,Garden 1 - 4 Floors
Style Federal
Status Active Under Contract

Community Information

Address 105 N Water St #2
Subdivision WATER STREET
City Chestertown
County KENT-MD
State MD
Zip Code 21620
Senior Community No

Amenities

Amenities Bathroom - Tub Shower, Bathroom - Walk-In Shower, Built-Ins, Ceiling Fan(s), Entry Level Bedroom, Recessed Lighting, Sprinkler System, Wood Floors, Window Treatments, Upgraded Countertops
View Water
Is Waterfront Yes
Waterfront River
HOA Amenities Boat Dock/Slip, Extra Storage, Mooring Area, Pier/Dock, Water/Lake Privileges

Interior

Interior Features Floor Plan - Traditional
Appliances Dryer, Washer, Dishwasher, Disposal, Microwave, Refrigerator, Icemaker, Stove
Heating Heat Pump(s)
Cooling Central A/C
Fireplace Yes
# of Fireplaces 1
Fireplaces Screen, Gas/Propane, Mantel(s)
Stories 1

Exterior

Exterior Brick, Wood Siding
Exterior Features Exterior Lighting,Balcony,Porch(es),Rear
Lot Description Bulkheaded, Landscaping, Rear Yard
Windows Screens, Wood Frame, Double Hung, Double Pane
Roof Metal
Construction Brick, Wood Siding
Foundation Other
Other Structures 10000001172,10000001174

School Information

District KENT COUNTY PUBLIC SCHOOLS

Additional Information

Date Listed June 25th, 2026
Days on Market 23
Zoning R-3
Foreclosure No
Short Sale No
RE / Bank Owned No

Listing Map

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