Second story, waterfront condo in historic Chestertown. Comes with a private boat slip at the end of the dock. 2 bedrooms and 2 full baths. Spacious patio with a stunning view of the Chester River. One of the most coveted streets in historic Chestertown!
For sale
Price cut: $30K (10/13)
$459,000
105 N Water St APT 3, Chestertown, MD 21620
2beds
1,098sqft
Condominium
Built in 1900
-- sqft lot
$-- Zestimate®
$418/sqft
$500/mo HOA
What's special
- 46 days
- 630
- 24
Zillow last checked:
Listing updated:
Listed by:
Lisa Raffetto 410-708-0174,
Coldwell Banker Chesapeake Real Estate Company 410-778-0330
Source: Bright MLS,MLS#: MDKE2007112
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 2
- Bathrooms: 2
- Full bathrooms: 2
- Main level bathrooms: 2
- Main level bedrooms: 2
Basement
- Area: 0
Heating
- Hot Water, Electric
Cooling
- Central Air, Electric
Appliances
- Included: Electric Water Heater
- Laundry: In Unit
Features
- Basement: Exterior Entry,Unfinished
- Number of fireplaces: 1
Interior area
- Total structure area: 1,098
- Total interior livable area: 1,098 sqft
- Finished area above ground: 1,098
- Finished area below ground: 0
Property
Parking
- Parking features: On Street
- Has uncovered spaces: Yes
Accessibility
- Accessibility features: None
Features
- Levels: Four
- Stories: 4
- Pool features: None
- On waterfront: Yes
- Waterfront features: River
- Body of water: Chester River
- Frontage length: Water Frontage Ft: 25
Details
- Additional structures: Above Grade, Below Grade
- Parcel number: 1504020693
- Zoning: R-3
- Special conditions: Standard
Construction
Type & style
- Home type: Condo
- Architectural style: Federal
- Property subtype: Condominium
- Attached to another structure: Yes
Materials
- Brick
Condition
- Excellent
- New construction: No
- Year built: 1900
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
Community & HOA
Community
- Condo and coop fee: $500 monthly
- Subdivision: Chestertown Historic District
HOA
- Has HOA: No
- Amenities included: Boat Dock/Slip, Storage, Water/Lake Privileges
- Services included: Common Area Maintenance, Maintenance Structure, Insurance, Management, Pier/Dock Maintenance, Snow Removal
Location
- Region: Chestertown
Financial & listing details
- Price per square foot: $418/sqft
- Tax assessed value: $450,000
- Annual tax amount: $7,052
- Date on market: 9/24/2026
- Listing agreement: Exclusive Right To Sell
- Ownership: Condominium
Estimated market value
Not available
Estimated sales range
Not available
Not available
Price history
| Date | Event | Price |
|---|---|---|
| 10/13/2026 | Price change | $459,000-6.1%$418/sqft |
Source:  Bright MLS #MDKE2007112 Report a problem | ||
| 9/30/2026 | Listed for sale | $489,000-21.8%$445/sqft |
Source: Bright MLS #MDKE2007112 Report a problem | ||
| 1/5/2006 | Sold | $625,000$569/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2026 | -- | $450,000 |
| 2025 | $7,052 +3.8% | $450,000 +3.8% |
| 2024 | $6,791 +4% | $433,333 +4% |
| 2023 | $6,530 +4.8% | $416,667 +4.2% |
| 2022 | $6,229 -0.6% | $400,000 |
| 2021 | $6,269 | $400,000 |
| 2020 | $6,269 -19.8% | $400,000 -20% |
| 2019 | $7,820 +0.6% | $500,000 |
| 2018 | $7,770 +3.3% | $500,000 |
| 2017 | $7,520 -13% | $500,000 |
| 2016 | $8,648 | $500,000 |
| 2015 | $8,648 | $500,000 |
| 2014 | $8,648 | $500,000 -13% |
| 2013 | -- | $575,000 |
| 2012 | -- | $575,000 |
| 2011 | -- | $575,000 -8% |
| 2010 | -- | $625,000 +2.7% |
| 2009 | -- | $608,332 +2.8% |
| 2008 | -- | $591,666 +2.9% |
| 2007 | -- | $575,000 +5.5% |
| 2006 | -- | $545,000 +243.1% |
| 2005 | -- | $158,866 +7.1% |
| 2004 | -- | $148,300 +13% |
| 2003 | -- | $131,272 +14.9% |
| 2002 | -- | $114,246 +17.5% |
| 2001 | -- | $97,220 |
Find assessor info on the county website
Monthly payment
Est. payment
Payment breakdown
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Neighborhood: 21620
Nearby schools
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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