Welcome to the Esau Watkins House (circa 1739), believed to be the earliest remaining dwelling on the Chester River in Historic Chestertown, the capitol of Kent County, Maryland. Rarely does a home of this significance become available in the heart of Chestertown’s famed Water Street district. This five-bedroom, three-and-one-half-bath historic gem offers captivating, unobstructed views of the unspoiled Chester River. Notable features of this home include extensive random width wood plank flooring, proportionally balanced trim work, gorgeous scalloped built-in corner cupboards, a sun-filled riverside enclosed porch, a living room with wood burning fireplace, spacious second-floor primary suite, adequate “step-in” closets, and storage, walk out full basement, lush waterside garden, and sea-walled frontage with pier deck for water access. This highly sought-after location is within a short, pet-friendly, walking distance to several well-reviewed restaurants, two delicious bakeries, intriguing boutique shops/galleries, and the highly acclaimed Downtown Chestertown Farmer’s Market. The Chester River offers endless watersports, world-class crabbing, fishing, kayaking, and undisturbed shoreline exploration. Chestertown is home to Washington College, the Chestertown Tea Party, and the sailing ship “Sultana.” Come Enjoy! Please note that the property history and previous listing information is incorrect!
Sold for $865,000
$865,000
109 N Water St, Chestertown, MD 21620
5beds
3,030sqft
Single Family Residence
Built in 1739
4,066 Square Feet Lot
$1,145,400 Zestimate®
$285/sqft
$3,201 Estimated rent
Home value
$1,145,400
$1.03M - $1.28M
$3,201/mo
Zestimate® history
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Historic gemPier deckSpacious second-floor primary suiteEndless watersports
Zillow last checked:
Listing updated:
Listed by:
William Norris 410-708-0956,
Select Land & Homes, LLC,
Co-Listing Agent: Hayley A Norris 443-480-4157,
Select Land & Homes, LLC
Bought with:
William Norris, 34599
Select Land & Homes, LLC
Hayley Norris, 5010081
Select Land & Homes, LLC
Source: Bright MLS,MLS#: MDKE2002442
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 5
- Bathrooms: 4
- Full bathrooms: 3
- 1/2 bathrooms: 1
- Main level bathrooms: 1
Basement
- Area: 1212
Heating
- Radiator, Oil
Cooling
- Window Unit(s), Electric
Appliances
- Included: Built-In Range, Dishwasher, Refrigerator, Electric Water Heater
- Laundry: In Basement
Features
- Built-in Features, Breakfast Area, Ceiling Fan(s), Chair Railings, Crown Molding, Floor Plan - Traditional, Upgraded Countertops
- Flooring: Wood, Ceramic Tile
- Windows: Double Hung, Wood Frames, Window Treatments
- Basement: Partial,Connecting Stairway,Walk-Out Access,Unfinished,Rear Entrance,Concrete
- Number of fireplaces: 1
- Fireplace features: Mantel(s), Wood Burning
Interior area
- Total structure area: 4,242
- Total interior livable area: 3,030 sqft
- Finished area above ground: 3,030
- Finished area below ground: 0
Property
Parking
- Parking features: On Street
- Has uncovered spaces: Yes
Accessibility
- Accessibility features: None
Features
- Levels: Three
- Stories: 3
- Exterior features: Awning(s), Sidewalks, Other
- Pool features: None
- Has view: Yes
- View description: River, Scenic Vista, Panoramic, Water
- Has water view: Yes
- Water view: River,Water
- Waterfront features: Private Dock Site, Boat - Powered, Canoe/Kayak, Fishing Allowed, Personal Watercraft (PWC), Private Access, River
- Body of water: Chester River
- Frontage length: Water Frontage Ft: 38
Lot
- Size: 4,066 sqft
- Dimensions: 38 x 107
- Features: Bulkheaded, Fishing Available, Landscaped, Rear Yard, Middle Of Block
Details
- Additional structures: Above Grade, Below Grade
- Parcel number: 1504336291
- Zoning: R-3
- Special conditions: Standard
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Georgian
- Property subtype: Single Family Residence
Materials
- Brick
- Foundation: Brick/Mortar
- Roof: Asphalt
Condition
- Very Good
- New construction: No
- Year built: 1739
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
Community & neighborhood
Location
- Region: Chestertown
- Subdivision: Chestertown
- Municipality: Chestertown
Other
Other facts
- Listing agreement: Exclusive Right To Sell
- Listing terms: Cash,Conventional
- Ownership: Fee Simple
Price history
| Date | Event | Price |
|---|---|---|
| 8/11/2023 | Sold | $865,000-9.9%$285/sqft |
Source:  Bright MLS #MDKE2002442 Report a problem | ||
| 6/27/2023 | Pending sale | $959,900$317/sqft |
Source: Bright MLS #MDKE2002442 Report a problem | ||
| 6/13/2023 | Price change | $959,900-3.9%$317/sqft |
Source: Bright MLS #MDKE2002442 Report a problem | ||
| 4/20/2023 | Price change | $998,500-9.1%$330/sqft |
Source: Bright MLS #MDKE2002442 Report a problem | ||
| 4/3/2023 | Price change | $1,099,000-8.3%$363/sqft |
Source: Bright MLS #MDKE2002442 Report a problem | ||
| 3/13/2023 | Listed for sale | $1,198,500+95.7%$396/sqft |
Source: Bright MLS #MDKE2002442 Report a problem | ||
| 10/19/2001 | Sold | $612,500$202/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $27,548 +107.5% | $878,900 +3.7% |
| 2024 | $13,277 +3.9% | $847,200 +3.9% |
| 2023 | $12,781 +4.7% | $815,500 +4% |
| 2022 | $12,205 -0.3% | $783,800 +0.3% |
| 2021 | $12,242 +0.3% | $781,167 +0.3% |
| 2020 | $12,201 +0.5% | $778,533 +0.3% |
| 2019 | $12,135 +0.6% | $775,900 |
| 2018 | $12,057 +3.3% | $775,900 |
| 2017 | $11,670 -15.1% | $775,900 -0.9% |
| 2016 | $13,751 | $782,800 |
| 2015 | $13,751 | $782,800 |
| 2014 | $13,751 | $782,800 -14.4% |
| 2013 | -- | $914,300 |
| 2012 | -- | $914,300 |
| 2011 | -- | $914,300 -7.2% |
| 2010 | -- | $985,320 +6.8% |
| 2009 | -- | $922,520 +7.3% |
| 2008 | -- | $859,720 +7.9% |
| 2007 | -- | $796,920 +12% |
| 2006 | -- | $711,600 +13.6% |
| 2005 | -- | $626,280 +15.8% |
| 2004 | -- | $540,960 +9.5% |
| 2003 | -- | $493,922 +10.5% |
| 2002 | -- | $446,886 +11.8% |
| 2001 | -- | $399,850 |
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: 0.7 mi
- 5/10Kent County High SchoolGrades: 9-12Distance: 5.5 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
$1,145,400
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
$1,145,400
- Maryland
- Kent County
- Chestertown
- 21620
- 109 N Water St
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