Welcome to 101 S. Kent St! Prepare to be charmed by this beautifully updated and lovingly maintained historic home, located on a peaceful and quaint street. Built in 1880, this 2 bedroom, 2.5 bath property combines classic charm with modern comfort situated in the heart of downtown Chestertown. You're just a leisurely walk away from the waterfront, shops, restaurants, and Washington College! The current owners have had this property as a profitable Air BnB/short term rental (profit & loss statement available). Features include a private patio ideal for outdoor entertaining, original hardwood flooring, built-in bookcases, wood-burning stove, exposed interior brickwork, traditional brick sidewalks. Don't miss this perfect home in charming Chestertown!
Sold for $374,000
$374,000
101 S Kent St, Chestertown, MD 21620
2beds
1,356sqft
Single Family Residence
Built in 1880
1,680 Square Feet Lot
$410,600 Zestimate®
$276/sqft
$1,662 Estimated rent
Home value
$410,600
$390,000 - $435,000
$1,662/mo
Zestimate® history
Owner options
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$1,662/mo
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$1,662/mo
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$2,277/mo
Est. payment
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$2,277/mo
Est. payment
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List your homeWhat's special
Traditional brick sidewalksWood-burning stoveModern comfortOriginal hardwood flooringBuilt-in bookcasesClassic charmPrivate patio
Zillow last checked:
Listing updated:
Listed by:
Jennifer Gregorski 240-888-0903,
Washington Fine Properties
Bought with:
Joseph Ciganek, 5005876
Coldwell Banker Chesapeake Real Estate Company
Source: Bright MLS,MLS#: MDKE2003254
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 2
- Bathrooms: 3
- Full bathrooms: 2
- 1/2 bathrooms: 1
- Main level bathrooms: 1
Basement
- Area: 0
Heating
- Forced Air, Propane
Cooling
- Central Air, Electric
Appliances
- Included: Dishwasher, Dryer, Washer, Refrigerator, Oven/Range - Gas, Washer/Dryer Stacked, Water Heater, Microwave, Electric Water Heater
- Laundry: Has Laundry, Main Level, Washer In Unit
Features
- Flooring: Hardwood, Carpet
- Has basement: No
- Has fireplace: No
Interior area
- Total structure area: 1,356
- Total interior livable area: 1,356 sqft
- Finished area above ground: 1,356
- Finished area below ground: 0
Property
Parking
- Parking features: Free, On Street
- Has uncovered spaces: Yes
Accessibility
- Accessibility features: Other
Features
- Levels: Two
- Stories: 2
- Patio & porch: Patio
- Pool features: None
- Waterfront features: River
- Body of water: Chester River
Lot
- Size: 1,680 sqft
Details
- Additional structures: Above Grade, Below Grade
- Parcel number: 1504022122
- Zoning: R-5
- Special conditions: Standard
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Traditional
- Property subtype: Single Family Residence
Materials
- Wood Siding
- Foundation: Crawl Space
Condition
- Excellent
- New construction: No
- Year built: 1880
- Major remodel year: 2005
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
Community & neighborhood
Location
- Region: Chestertown
- Subdivision: Downtown Chestertown
- Municipality: Chestertown
HOA & financial
Other financial information
- Total actual rent: 34694
Other
Other facts
- Listing agreement: Exclusive Right To Sell
- Listing terms: Cash,FHA,Conventional,VA Loan
- Ownership: Fee Simple
Price history
| Date | Event | Price |
|---|---|---|
| 2/1/2024 | Sold | $374,000-5.3%$276/sqft |
Source:  Bright MLS #MDKE2003254 Report a problem | ||
| 12/29/2023 | Contingent | $395,000$291/sqft |
Source: Bright MLS #MDKE2003254 Report a problem | ||
| 11/1/2023 | Listed for sale | $395,000+36.7%$291/sqft |
Source: Bright MLS #MDKE2003254 Report a problem | ||
| 9/3/2021 | Sold | $289,000$213/sqft |
Source: Bright MLS #MDKE118146 Report a problem | ||
| 9/1/2021 | Pending sale | $289,000$213/sqft |
Source: Bright MLS #MDKE118146 Report a problem | ||
| 7/25/2021 | Contingent | $289,000$213/sqft |
Source: Bright MLS #MDKE118146 Report a problem | ||
| 7/22/2021 | Listed for sale | $289,000$213/sqft |
Source: Bright MLS #MDKE118146 Report a problem | ||
| 7/19/2021 | Pending sale | $289,000$213/sqft |
Source: Bright MLS #MDKE118146 Report a problem | ||
| 6/24/2021 | Contingent | $289,000$213/sqft |
Source: Bright MLS #MDKE118146 Report a problem | ||
| 6/19/2021 | Listed for sale | $289,000$213/sqft |
Source: Bright MLS #MDKE118146 Report a problem | ||
| 5/27/2021 | Contingent | $289,000$213/sqft |
Source: Bright MLS #MDKE118146 Report a problem | ||
| 5/21/2021 | Listed for sale | $289,000+16.1%$213/sqft |
Source: Bright MLS #MDKE118146 Report a problem | ||
| 2/28/2020 | Listing removed | $1,400$1/sqft |
Source: Cross Street Realtors LLC #MDKE116184 Report a problem | ||
| 2/4/2020 | Listed for rent | $1,400$1/sqft |
Source: Cross Street Realtors LLC #MDKE116184 Report a problem | ||
| 3/13/2019 | Listing removed | $1,400$1/sqft |
Source: Cross Street Realtors LLC #MDKE111348 Report a problem | ||
| 1/31/2019 | Listed for rent | $1,400$1/sqft |
Source: Cross Street Realtors LLC #MDKE111348 Report a problem | ||
| 1/31/2019 | Listing removed | $249,000$184/sqft |
Source: Cross Street Realtors LLC #1000083999 Report a problem | ||
| 8/16/2018 | Price change | $249,000-9.3%$184/sqft |
Source: Cross Street Realtors LLC #1000083999 Report a problem | ||
| 3/12/2018 | Price change | $274,500-5%$202/sqft |
Source: Cross Street Realtors Llc #1000083999 Report a problem | ||
| 8/2/2017 | Price change | $289,000-3.3%$213/sqft |
Source: Cross Street Realtors LLC #KE9937616 Report a problem | ||
| 8/2/2017 | Pending sale | $299,000$221/sqft |
Source: Cross Street Realtors LLC #KE9937616 Report a problem | ||
| 5/5/2017 | Listed for sale | $299,000$221/sqft |
Source: Cross Street Realtors LLC #KE9937616 Report a problem | ||
| 1/20/2017 | Listing removed | $299,000$221/sqft |
Source: Cross Street Realtors LLC #KE9767899 Report a problem | ||
| 10/8/2016 | Price change | $299,000-5.1%$221/sqft |
Source: Cross Street Realtors LLC #KE9767899 Report a problem | ||
| 9/17/2016 | Listed for sale | $315,000+343.7%$232/sqft |
Source: Cross Street Realtors LLC #KE9767899 Report a problem | ||
| 12/21/2001 | Sold | $71,000+2.9%$52/sqft |
Source: Public Record Report a problem | ||
| 5/25/1999 | Sold | $69,000+10.4%$51/sqft |
Source: Public Record Report a problem | ||
| 6/6/1996 | Sold | $62,500$46/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $8,682 +110% | $277,400 +5.2% |
| 2024 | $4,134 +5.5% | $263,767 +5.5% |
| 2023 | $3,920 +6.4% | $250,133 +5.8% |
| 2022 | $3,683 +0% | $236,500 +0.7% |
| 2021 | $3,682 +0.7% | $234,967 +0.7% |
| 2020 | $3,658 +0.9% | $233,433 +0.7% |
| 2019 | $3,627 +0.6% | $231,900 |
| 2018 | $3,604 +3.3% | $231,900 |
| 2017 | $3,488 -8.8% | $231,900 |
| 2016 | $3,823 | $231,900 |
| 2015 | $3,823 | $231,900 |
| 2014 | $3,823 | $231,900 -8.8% |
| 2013 | -- | $254,200 |
| 2012 | -- | $254,200 |
| 2011 | -- | $254,200 -20.5% |
| 2010 | -- | $319,650 +17.8% |
| 2009 | -- | $271,266 +21.7% |
| 2008 | -- | $222,883 +27.7% |
| 2007 | -- | $174,500 +25.3% |
| 2006 | -- | $139,226 +33.9% |
| 2005 | -- | $103,953 +51.4% |
| 2004 | -- | $68,680 +10.9% |
| 2003 | -- | $61,932 +12.2% |
| 2002 | -- | $55,186 +13.9% |
| 2001 | -- | $48,440 |
Find assessor info on the county website
Neighborhood: 21620
Nearby schools
GreatSchools rating
- 7/10H. H. Garnett Elementary SchoolGrades: PK-5Distance: 0.2 mi
- 2/10Kent County Middle SchoolGrades: 6-8Distance: 0.7 mi
- 5/10Kent County High SchoolGrades: 9-12Distance: 5.3 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
$410,600
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
$410,600
- Maryland
- Kent County
- Chestertown
- 21620
- 101 S Kent St
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Nearby neighborhoods
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