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117 Water Street N 1a, 1b, 2a, & 2b , Chestertown, MD 21620
$1,500,000
Est. Payment: $8,236.64/mo
7 Bed
5 Bath
5400 Sqft
Status: active | Days on site: 254
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TTRS12 - 3029129
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House Description

**Listing price is for FOUR units for sale as an investment package! 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 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-à-terre on the Shore! Or… invest in the whole package for $1,600,000! 1A – 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! 1B – 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. 2A – 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. 2B - 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.

Highlights

Listed by Liddy Campbell , 4107085433 TTR Sotheby's International Realty , 4106733344. Bright MLS

Property Type

Condo

Year Built

1885

County

Kent

Neighborhood

None Available

School District

Kent County Public Schools

Listing ID

MDKE2006158

Questions about this listing?

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Interior Features

Bedrooms and Bathrooms
  • ▪ Bedrooms:7
  • ▪ Bathrooms:5
  • ▪ Full Bathrooms:5
Appliances:Washer, Dryer, Water Heater - Tankless
Air Cond:Ductless/Mini-Split,Programmable Thermostat,Zoned,Multi Units
Fireplaces:1 Fireplace
Floor:Wood,Tile/Brick,Ceramic Tile,Concrete
Above Ground Sq Ft:5400
Basement:Outside Entrance,Rear Entrance,Partially Finished,Interior Access,Walkout Level
Other:
  • ▪ Main Floor Bedrooms:2
  • ▪ Additional:No Pet Restrictions, Pets Allowed
Water:Public

Exterior Features

Lot:Private Access,Not New Construction,Horse Property: No,Waterfront,In City Limits
Garage Capacity:5
Zoning:R-3
Roof:Slate,Metal
Others:
  • ▪ Additional:Common Grounds, Extra Storage, Laundry Facilities, Picnic Area, Pier/Dock, Water/Lake Privileges, Reserved/Assigned Parking, Common Area Maintenance, Gas, Insurance, Water, Lawn Maintenance
Sewer:Public Sewer
Parking Features:General Common Elements,Private,Shared Driveway,Driveway,Off Street,Parking Lot,4+ Spaces,3+ Spaces,2+ Spaces,1+ Spaces
Principal Interest
$8,237
Taxes
$2,078

Home Price

$1,500,000

Loan Details

30 yrs
7.312%

Down Payment

20%
$300,000
All calculations are estimates and provided by Blueroof360. Today’s Rates provided by Blueroof360. Information and interactive calculators are made available to you only as self-help tools for your independent use and are not intended to provide investment or tax advice. We cannot and do not guarantee their applicability or accuracy in regards to your individual circumstances. All examples are hypothetical and are for illustrative purposes. We encourage you to seek personalized advice from qualified professionals regarding all personal finance issues.
Monthly Price:
$8,236.64

Principal

Taxes

HOA

Principal Taxes HOA Total
Monthly $8,236.64 $2,078.08 $350.00 $10,664.72
Yearly $98,839.67 $24,937.00 $4,200.00 $127,976.67
Total $2,965,190.19 $748,110.00 $126,000.00 $3,839,300.19
Lender profile image
Chico Gordy
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Market insight data is pulled from the same city as the listing being viewed (Chestertown, MD).

The schools listed are within a 2-mile radius of the property; however, attendance is not guaranteed. Please contact the local school district to confirm zoning and enrollment options.

Information provided by Bright MLS, and is deemed reliable but not guaranteed accurate.

IDX service by Blueroof 360

Data last updated: 2026-11-14T11:13:36.000Z

© 2026 Bright MLS