117 WATER STREET N 1A, 1B, 2A, & 2B, CHESTERTOWN, MD 21620

$1,600,000

**Listing price is for ALL FOUR available units for sale as an investment package! Pricing for each unit and their details are below. 117 N Water Street, originally built prior to the mid-1800s, is an incredible opportunity to own a small slice of Downtown Chestertown, or to dive into the… Read More investment aspect that this multi-unit building provides. Offering a total of FOUR units for sale as a package, or as individuals. Each unit has been remodeled and upgraded meticulously and thoughtfully with attention to the historical aspects of the building. The Sellers salvaged much of the original moldings, doors and trim to be reused and repurposed throughout the spaces to instill its original character wherever possible. The waterfront offers a floating dock, a BBQ patio & picnic area, kayak and paddle board storage, and the building amenities include off street parking and extra storage space. Choose a unit for yourself and rent the rest of them to cover your payments OR invest and rent them all for a profit! The possibilities with this iconic Chestertown address are endless. ALL - Purchase one for your weekend pied-e0;-terre on the Shore! Or... invest in the whole package for $1,600,000! BrightMLS: MDKE2006158 1A - Listed for $685,000: three bedrooms and three bathrooms spanning two floors. A walkout lower level to the waterfront, a sweeping covered porch overlooking the Chester River, a four-season sunroom, and a spacious Primary Suite with a walk-in closet and en suite bath with double vanity and tile and glass shower. The modern kitchen offers ample storage, granite countertops, cork tile flooring, and stainless appliances. Two more bedrooms and two additional full baths round out the expansive offerings that are an incomparable setting for Downtown Chestertown waterfront! BrightMLS: MDKE2006162 1B - Listed $200,000: the most cozy setting! One bed one bath Garden Level apartment. Exposed bricks, original fireplace structural detailing, and water views and access directly outside the door. BrightMLS: MDKE2006164 2A - Listed for $375,000: a two bedroom, one bath suite with 12+ foot ceilings, rooms flooded with light from the tall windows, and stunning Chester River views from every living space. The claw foot tub adds vintage whimsy to a space with modern updates throughout. BrightMLS: MDKE2006166 2B - Listed for $350,000: a one bedroom, one bath with soaring ceilings, gleaming original hardwood floors, the largest bedroom in the building and the most square footage per unit above the main level. Water views from the living & dining room make this spot irresistible. BrightMLS: MDKE2006168 *Condo Association will not allow for vacation/short term rentals (6+ month minimum leases); however, the viability of each space for long term tenancy promises to be lucrative. Read Less

Courtesy of Liddy Campbell, TTR Sotheby's International Realty 410-673-3344

Listing Snapshot

Days Online

Last Updated

Mar 1, 2026

Property Type

Single Family Residential

Beds

Full Baths

Square Ft.

5,400

Year Built

1885

MLS Number

MDKE2006158

Additional Details

Appliances & Equipment

Washer, Dryer, Water Heater - Tankless

Basement

Outside Entrance, Rear Entrance, Partially Finished, Interior Access, Walkout Level

Building

Built in 1885, Built in 2024 (effective), Living area: 5400, Levels: 4, Construction Materials: Combination, Brick, Wood Siding, Vinyl Siding

Cooling

Ductless/Mini-Split, Programmable Thermostat, Zoned, Multi Units

Accessibility Features

None

Exterior Features

Patio/Porch Features: Patio(s)

Fireplaces

1 fireplace

Floors

Wood, Tile/Brick, Ceramic Tile, Concrete

Foundation

Block, Brick/Mortar

Heating

Heat Pump(s), Forced Air, Programmable Thermostat

Home Owner's Association

Fee Includes: Common Area Maintenance, Gas, Insurance, Water, Lawn Maintenance, Amenities: Common Grounds, Extra Storage, Laundry Facilities, Picnic Area, Pier/Dock, Water/Lake Privileges, Reserved/Assigned Parking

Parking

General Common Elements, Private, Shared Driveway

Pets Policy

Allowed: No Pet Restrictions

Property

Other structures: Above Grade, Water, River

Roof

Slate, Metal

Sewer

Public Sewer

Taxes

Annual Amount: $24,937, Year: 2026, Zoning: R-3

Utilities

Propane - Community, Water Source: Public

Water Features

Water Body Name: CHESTER RIVER, Shared, Private Dock Site

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117 WATER STREET N 1A, 1B, 2A, & 2B

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Heather Brummell