109 South Water, along with the historic Custom House, is a bookend to a small, but iconic, cluster of historic (c1900) townhouses that give pause to every passer-by, especially those equipped with a lens. Beautifully designed and maintained block-wide landscaping, individually maintained, provides exceptional street appeal. The smallest (2064 square feet) of the four clapboard houses, all with engaging front porches, has the benefit of additional light from its' six southern facing windows overlooking the waterside lawn, with sculpture, of the historic residence of the President of Washington College. Two quaint river side porches, one screened, guarantee that calm, cool, collected vibe. In 2024, a substantial restoration effort focused on new mechanical systems (including electrical) kitchen and laundry appliances, rebuilt front porch and roof, and the opening up of the two third-floor bedrooms into a beautiful street to riverside space, currently a tech-heavy creative office space but could be earmarked for an amazing primary suite. For the future-minded, well-funded buyer(s), a flawless expansion plan, with HDC approvals, by architect John Hutchinson, are available for use.
Sold for $650,000
$650,000
109 S Water St, Chestertown, MD 21620
4beds
2,064sqft
Townhouse
Built in 1900
2,574 Square Feet Lot
$658,800 Zestimate®
$315/sqft
$2,231 Estimated rent
Home value
$658,800
Estimated sales range
Not available
$2,231/mo
Zestimate® history
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List your homeWhat's special
Tech-heavy creative office spaceExceptional street appealEngaging front porches
Zillow last checked:
Listing updated:
Listed by:
Richard Keaveney 410-708-6470,
Cross Street Realtors LLC
Bought with:
Courtney Chipouras, 666505
TTR Sotheby's International Realty
Source: Bright MLS,MLS#: MDKE2006064
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 2
- Full bathrooms: 2
Breakfast room
- Level: Main
Dining room
- Level: Main
Kitchen
- Level: Main
Living room
- Level: Main
Heating
- Heat Pump, ENERGY STAR Qualified Equipment, Electric, Propane
Cooling
- Central Air, Electric
Appliances
- Included: Built-In Range, Microwave, Dishwasher, Disposal, Washer, Dryer, Refrigerator, Extra Refrigerator/Freezer, Freezer, Electric Water Heater, Water Heater
- Laundry: In Basement
Features
- Basement: Connecting Stairway,Partial,Heated,Exterior Entry,Sump Pump,Walk-Out Access,Windows
- Number of fireplaces: 2
- Fireplace features: Corner, Gas/Propane, Heatilator, Mantel(s)
Interior area
- Total structure area: 2,712
- Total interior livable area: 2,064 sqft
- Finished area above ground: 2,064
- Finished area below ground: 0
Property
Parking
- Total spaces: 1
- Parking features: Crushed Stone, Off Street, Driveway
- Uncovered spaces: 1
Accessibility
- Accessibility features: None
Features
- Levels: Three
- Stories: 3
- Pool features: None
- Fencing: Picket
- Has view: Yes
- View description: River, Garden, Marina
- Has water view: Yes
- Water view: River,Marina
- Waterfront features: River
- Body of water: Chester
Lot
- Size: 2,574 sqft
- Features: Adjoins - Open Space, Flood Plain, Landscaped, Rear Yard
Details
- Additional structures: Above Grade, Below Grade
- Parcel number: 1504015924
- Zoning: R-3
- Special conditions: Standard
Construction
Type & style
- Home type: Townhouse
- Architectural style: Colonial
- Property subtype: Townhouse
Materials
- Frame
- Foundation: Brick/Mortar
- Roof: Metal
Condition
- New construction: No
- Year built: 1900
- Major remodel year: 2024
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
- Utilities for property: Propane, Cable Connected, Electricity Available, Fiber Optic
Community & neighborhood
Security
- Security features: Carbon Monoxide Detector(s), Exterior Cameras, Smoke Detector(s)
Location
- Region: Chestertown
- Subdivision: Downtown Chestertown
- Municipality: Chestertown
Other
Other facts
- Listing agreement: Exclusive Agency
- Ownership: Fee Simple
Price history
| Date | Event | Price |
|---|---|---|
| 2/27/2026 | Sold | $650,000$315/sqft |
Source:  Bright MLS #MDKE2006064 Report a problem | ||
| 2/18/2026 | Pending sale | $650,000$315/sqft |
Source: Bright MLS #MDKE2006064 Report a problem | ||
| 1/28/2026 | Contingent | $650,000$315/sqft |
Source: Bright MLS #MDKE2006064 Report a problem | ||
| 1/27/2026 | Listed for sale | $650,000+44.4%$315/sqft |
Source: Bright MLS #MDKE2006064 Report a problem | ||
| 10/15/2020 | Sold | $450,000-4.1%$218/sqft |
Source: Public Record Report a problem | ||
| 8/10/2020 | Pending sale | $469,000$227/sqft |
Source: Coldwell Banker Chesapeake Real Estate Company #1006633640 Report a problem | ||
| 6/12/2020 | Price change | $469,000-4.1%$227/sqft |
Source: Coldwell Banker Chesapeake Real Estate Company #1006633640 Report a problem | ||
| 9/28/2019 | Price change | $489,000-2%$237/sqft |
Source: Coldwell Banker Chesapeake Real Estate Company #1006633640 Report a problem | ||
| 5/11/2019 | Price change | $499,000-7.2%$242/sqft |
Source: Coldwell Banker Chesapeake Real Estate Company #1006633640 Report a problem | ||
| 9/24/2018 | Listed for sale | $538,000+22.3%$261/sqft |
Source: Coldwell Banker Chesapeake Real Estate Company #1006633640 Report a problem | ||
| 6/23/2004 | Sold | $440,000$213/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $13,531 +100% | $431,700 |
| 2024 | $6,766 | $431,700 |
| 2023 | $6,766 -1.6% | $431,700 -2.2% |
| 2022 | $6,873 -0.4% | $441,400 +0.3% |
| 2021 | $6,899 +0.3% | $440,233 +0.3% |
| 2020 | $6,881 +0.5% | $439,067 +0.3% |
| 2019 | $6,849 +0.7% | $437,900 +0% |
| 2018 | $6,804 +3.3% | $437,867 +0% |
| 2017 | $6,585 -2.8% | $437,833 +0% |
| 2016 | $6,776 | $437,800 |
| 2015 | $6,776 | $437,800 |
| 2014 | $6,776 | $437,800 -2.8% |
| 2013 | -- | $450,500 |
| 2012 | -- | $450,500 |
| 2011 | -- | $450,500 -5.4% |
| 2010 | -- | $476,230 +2% |
| 2009 | -- | $466,922 +1.4% |
| 2008 | -- | $460,293 +2.7% |
| 2007 | -- | $448,310 +5.4% |
| 2006 | -- | $425,150 +5.8% |
| 2005 | -- | $401,990 +6.1% |
| 2004 | -- | $378,830 +28.3% |
| 2003 | -- | $295,290 +39.5% |
| 2002 | -- | $211,750 +65.2% |
| 2001 | -- | $128,210 |
Find assessor info on the county website
Neighborhood: 21620
Nearby schools
GreatSchools rating
- 7/10H. H. Garnett Elementary SchoolGrades: PK-5Distance: 0.5 mi
- 2/10Kent County Middle SchoolGrades: 6-8Distance: 0.8 mi
- 5/10Kent County High SchoolGrades: 9-12Distance: 5.6 mi
Schools provided by the listing agent
- District: Kent County Public Schools
Source: Bright MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
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Estimated market value
$658,800
Get a cash offer in 3 minutes
Find out how much your home could sell for in as little as 3 minutes with a no-obligation cash offer.
Estimated market value
$658,800
- Maryland
- Kent County
- Chestertown
- 21620
- 109 S Water St
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