117 N Water St, Unit 2A

Chestertown, MD 21620

$375,000
Price
2
Beds
787 Sq. Ft.
$476 / Sq. Ft.
787
Sq. Ft.
$476
per Sq. Ft.
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Description

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...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.

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: MDKE

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

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: MDKE

ALL - Purchase one for your weekend pied-à-terre on the Shore! Or… invest in the whole package for $1,600,000! BrightMLS: MDKE2006158 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.
  1. Listed by Liddy Campbell • TTR Sotheby's International Realty
    P: (410)-708-5433 lcampbell@ttrsir.com

Property Details for 117 North Water Street, Unit 2A

Tax ID Number
1504017927
Ownership
Condominium
Condo Coop Association
Yes
HOA
No
Structure Type
Detached
Style
Georgian, Colonial, Unit/Flat
Levels/Stories
4
Waterfront
Yes
LISTING UPDATED: 04/16/2026 10:51 AM

Property Details for 117 North Water Street, Unit 2A

StatusActive
MLS #MDKE2006166
Days on Market92
Pet PolicyAllowed
Taxes$5,799 / year
HOA Fees-
Condo/Co-op Fees$350 / month
Property TypeCondo
MLS TypeResidential / Condo
Year Built1885
CountyKent County
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Location

Listing Courtesy of TTR Sotheby's International Realty
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Building Information for 117 North Water Street, Unit 2A

Building/Complex117 N Water StFloor2Stories4Residences-Pet PolicyAllowedPet Policy DetailsNo Pet RestrictionsYear Built1885

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$2,702 per month

30 year fixed, 6.36% Interest

Principal and Interest

$1,869

Property Taxes

$483

HOA Dues

$350

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Property Information for 117 North Water Street, Unit 2A

Location
Location
  • In City Limits: Yes
  • School District Name: KENT COUNTY PUBLIC SCHOOLS
  • School District County ID: 121139164602
  • SchoolDistrictSource: Listing Agent
  • High School: KENT COUNTY (KENT MD)
  • County: KENT
Waterfront / Water Access
Waterfront / Water Access
  • Water View: Yes
  • Water Access: Yes
  • Water Oriented: Yes
  • Navigable Water: Yes
  • Tidal Water: Yes
  • Water Body Name: Chester River
  • Water Body Type: River
  • Water Frontage In Feet: 130.0
Association / Community Info
Association / Community Info
  • HOA Condo Coop Fee Includes: Common Area Maintenance, Gas, Insurance, Water, Lawn Maintenance
  • HOA Condo Coop Amenities: Common Grounds, Extra Storage, Laundry Facilities, Picnic Area, Pier/Dock, Water/Lake Privileges, Reserved/Assigned Parking
  • Senior Community: No
  • Type of Condo: Condo/Coop Association
Taxes and Assessment
Taxes and Assessment
  • Tax Year: 2026
  • Tax Assessed Value: $350,000
  • County Tax: $4,196
  • City Town Tax: $1,602
  • Zoning: RESIDENTIAL CONDOMINIUM
  • Automatically Update Tax Values Y/N: No
Lease Information
Lease Information
  • Pets Allowed: Yes
  • Pet Restrictions: No Pet Restrictions
Rooms
Main
  • # Bedrooms Count Main Level: 0
  • # Bathrooms Count Main Level: 0
  • # Bathrooms Full Main Level: 0
  • # Bathrooms Half Main Level: 0
All Upper Levels
  • # Bedrooms Count All Upper Levels: 2
  • # Bathrooms Count All Upper Levels: 1
  • # Bathrooms Full All Upper Levels: 1
  • # Bathrooms Half All Upper Levels: 0
Upper Level 1
  • # Bedrooms Count Upper Level: 2
  • # Bathrooms Count Upper Level: 1
  • # Bathrooms Full Upper Level: 1
  • # Bathrooms Half Upper Level: 0
Rooms
  • Room List: Bedroom 2, Bedroom 1, Bathroom 1
  • Stories: Main, Upper 1
Rooms Information
Room 1
  • Room Type: Bedroom 1
  • Room Level: Upper 1
  • Room Exists: Yes
Room 2
  • Room Type: Bedroom 2
  • Room Level: Upper 1
  • Room Exists: Yes
Room 3
  • Room Type: Bathroom 1
  • Room Level: Upper 1
  • Room Exists: Yes
Building Info
Building Info
  • Year Major Reno Remodel: 2024
  • Total Finished SQFT: 787.00
  • Total Finished SQFT Source: Estimated
  • Total SQFT: 787.00
  • Total SQFT Source: Estimated
  • Construction Materials: Combination, Brick, Wood Siding, Vinyl Siding
  • Roof: Slate, Metal
  • Ext Main Mid-res: http://bright-media01.prd.brightmls.com/bright/images/0000/8045/8361/8724/804583618724_512_384_WM_2tVdB8dS1AQOEsJz.jpg
  • Wall and Ceiling Types: Dry Wall, Plaster Walls
  • Flooring Type: Wood, Tile/Brick, Ceramic Tile, Concrete
  • Basement Type: Outside Entrance, Rear Entrance, Other, Partially Finished, Interior Access, Walkout Level
  • Foundation Details: Block, Brick/Mortar
  • Room and Floor: Bedrooms-Upper Level 1-1, Bedrooms-Upper Level 1-2, Bathrooms Full-Upper Level 1-1
  • # Bathrooms Full: 1
  • # Bathrooms Half: 0
  • Other Structure: Above Grade
Lot / Land Information
Lot / Land Information
  • Location Type: River
Parking
Parking
  • Type Of Parking: Driveway, Off Street, Parking Lot
  • Parking Lot - # of Spaces: 5
  • Parking Features: General Common Elements, Private, Shared Driveway
Interior Features
Interior Features
  • Fireplace: Yes
  • Fireplaces Count: 1
  • Appliances: Washer, Dryer, Water Heater - Tankless
  • Accessibility Features: None
  • Laundry Type: Common, Lower Floor
  • Virtual Tour URL Unbranded: https://bit.ly/117NWaterStreet
Exterior Features
Exterior Features
  • Outdoor Living Structures: Patio(s)
  • Pool: No Pool
Utilities
Utilities
  • Utilities: Propane - Community
  • Heating: Yes
  • Cooling Type: Ductless/Mini-Split, Programmable Thermostat, Zoned, Multi Units
  • Cooling Fuel: Electric
  • Heating Type: Heat Pump(s), Forced Air, Programmable Thermostat
  • Heating Fuel: Electric
  • Hot Water: Propane, Tankless
  • Water Source: Public
  • Sewer Septic: Public Sewer
  • Internet Services: Fiber Optic
Confidential Data
Listing Office
  • List Agent AOR: Mid-Shore Board of REALTORS
  • List Agent URL: www.facebook.com/liddycampbellrealtor

Property History for 117 North Water Street, Unit 2A

DateEvent & SourcePriceAppreciation
Mar 1, 2026

Listed (Active)

BRIGHT #MDKE2006166

$375,000—
Oct 31, 2025

Expired

BRIGHT #MDKE2003742

—
Aug 10, 2025

Listed (Active)

BRIGHT #MDKE2003742

—
DateEvent & SourcePrice
03/01/2026

Listed (Active)

BRIGHT #MDKE2006166

$375,000
10/31/2025

Expired

BRIGHT #MDKE2003742

—
08/10/2025

Listed (Active)

BRIGHT #MDKE2003742

—

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 117 North Water Street, Unit 2A

Taxable ValueLand$153,000Additions$217,000Total$370,000
Tax Record2025$5,799 ($483 / month)
Home Facts
Beds0StyleCondominiumCountyKENTAPN04-338840

Schools near 117 North Water Street, Unit 2A

This home is within Kent County Public Schools.
Rating
School
Type
Grades
Distance
H. H. Garnett Elementary School
Public - PK to 5
Kent County Middle School
Public - 6 to 8
Kent County High School
Public - 9 to 12
Rock Hall Elementary School
Public - PK to 5
Rating
School
Distance
H. H. Garnett Elementary School
PublicPK to 5

Kent County Middle School
Public6 to 8

Kent County High School
Public9 to 12

Rock Hall Elementary School
PublicPK to 5

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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More information about 117 North Water Street, Unit 2A, Chestertown, MD 21620

117 North Water Street, Unit 2A is a condo for sale in Chestertown, MD 21620. This property was listed for sale on March 1, 2026 by TTR Sotheby's International Realty, it's currently listed at $375,000. This listing's school district is Kent County Public Schools. Nearby schools include H. H. Garnett Elementary School, Kent County Middle School and Kent County High School. 117 North Water Street, Unit 2A is a 2-bed, 1-bath, 787 sqft condo built in 1885.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties make no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of TTR Sotheby's International Realty

© 2026 Bright MLS. All rights reserved. All information is deemed reliable, but accuracy is not guaranteed. Listing information is from various brokers who participate in IDX and not all listings may be visible on the site. The property information being provided is for the consumer’s personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated on 04/16/2026 10:51 AM