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MLS: #MDKE2006680, Listed By: Missy Aldave, Northrop Realty, Source:Bright MLS

105 N Water Street #2

CHESTERTOWN, MD 21620
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Bed 2

Bed

Bath 2

Bath

SqFt1,011

Sqft

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.

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Detail Ic Property Details

Property Type : Residential

Price : $475,000

AD Id : 86486257

MLS Id : MDKE2006680

Beds : 2

Living Area Size : 1,011

Year Built : 1900

County : KENT

Subdivision: Water Street

  • Map Map

Map

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Feature Features

  • Bedroom Information

    Total beds: 2

    Bathroom Information

    Total Baths: 2 Full Baths: 2
  • Flooring Information

    Hardwood, Wood, Ceramic Tile
  • Roofing Information

    Metal
  • Interior Features

    Eat-in Kitchen, Ceiling Fan(s), Recessed Lighting, High Ceilings, Built-in Features Roof: Metal Appliances: Cooktop, Electric Water Heater, Dryer, Washer, Dishwasher, Disposal, Microwave, Refrigerator, Ice Maker Laundry Features: Washer Hookup Window Features: Window Coverings, Screens, Double Pane Windows, Window Treatments, Wood Frames
  • Heating & Cooling

    Has Heating: Yes Heating: Natural Gas, Heat Pump Has Cooling: Yes Cooling: Central Air, Ceiling Fan(s), Electric Water front: 1

  • Building Information

    Year Built: 1900 Building Area Total: 1011 Construction Materials: Brick, Wood Siding Frontage Length: 25 Patio And Porch Features: Porch Pool Features: None Private Pool: No Water front Features: River Front, Lake View: Water
  • Exterior Features

    Exterior Features: Balcony, Lighting

  • Lot Information

    Lot Description: Back Yard, Waterfront

    Property Information

    Subdivision: WATER STREET Source Property Type: Residential Postal Code Plus 4: 1539 Property SubType: Condominium Levels: One Property Age: 126

  • Listing Price Information

    Listing Price: $475000

  • Tax Information

    Parcel Number: 1504020685 Tax Lot: 2 Tax Year: 2025 Annual Tax: $5799

  • Parking Information

    On Street

    Garage Information

    Pets Allowed: Yes
    Homeowners Association Information
    Included Fees: Insurance, Snow Removal, Trash, Maintenance Structure Association Amenities: Boat Dock, Boating, Boat Slip

  • Location Information

    Direction: Take MD-213 N to N Water St in Chestertown. Arrive at 105 N Water St Chestertown, MD 21620. WaterSource: Public
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Nearby Home Value

Address Estimate Bed Bath Sq. Ft Lot Size
Little Harbor Way #1, Chestertown, MD, 21620 $1,800,000 4 4 3,540 3,540 SqFt
#25 Landing Lane, Chestertown, MD, 21620 $1,099,900 4 4 2,784 2,784 SqFt
#35 Landing Lane, Chestertown, MD, 21620 $786,900 3 3 1,964 1,964 SqFt
117 Water Street #2A, Chestertown, MD, 21620 $375,000 2 1 787 787 SqFt
117 Water Street #2B, Chestertown, MD, 21620 $350,000 1 1 850 850 SqFt
117 Water Street #1A, 1.., Chestertown, MD, 21620 $1,600,000 7 5 5,400 5,400 SqFt
117 Water Street #1A, Chestertown, MD, 21620 $685,000 3 3 3,000 3,000 SqFt
117 Water Street #1B, Chestertown, MD, 21620 $200,000 1 1 700 700 SqFt
104 Little Harbor Way, Chestertown, MD, 21620 $849,900 3 3 1,980 1,980 SqFt
Little Harbor Way #1, Chestertown, MD, 21620 $1,459,000 3 3 2,231 2,231 SqFt

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ByOwner last updated this listing 06/27/2026 @ 23:52

MLS: MDKE2006680 LISTED BY: Missy Aldave, Northrop Realty 410-465-1770 SOURCE: Bright MLS

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