Price Improvement! Now offered at $239,900 Welcome to 104 Conley Drive in the heart of Chestertown! This move-in ready 3-bedroom, 1.5-bath townhome offers comfortable, low-maintenance living with a spacious layout and fenced rear yard. The main level features a bright living room, an eat-in kitchen with ample dining space, and a convenient half bath. Upstairs, you’ll find three bedrooms and a full bath. Notable updates include a new HVAC system installed in 2020 and a sewer line replacement completed approximately four years ago, providing added peace of mind for the next owner. Enjoy outdoor entertaining, gardening, or relaxing in the private fenced backyard. Conveniently located near shopping, dining, schools, parks, the YMCA, and historic downtown Chestertown, this home is an excellent opportunity for first-time buyers, downsizers, or investors alike. Schedule your showing today!
For sale
Price cut: $7.1K (7/1)
$239,900
104 Conley Dr, Chestertown, MD 21620
3beds
1,280sqft
Townhouse
Built in 1979
3,000 Square Feet Lot
$236,300 Zestimate®
$187/sqft
$-- HOA
What's special
Fenced rear yardPrivate fenced backyardConvenient half bathSpacious layout
- 20 days |
- 817 |
- 33 |
Likely to sell faster than
Zillow last checked:
Listing updated:
Listed by:
Heather Kooser 443-805-4363,
Cummings & Co. Realtors 4108230033
Source: Bright MLS,MLS#: MDKE2006686
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Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 2
- Full bathrooms: 1
- 1/2 bathrooms: 1
- Main level bathrooms: 1
Basement
- Area: 0
Heating
- Heat Pump, Electric
Cooling
- Central Air, Electric
Appliances
- Included: Electric Water Heater
Features
- Has basement: No
- Has fireplace: No
Interior area
- Total structure area: 1,280
- Total interior livable area: 1,280 sqft
- Finished area above ground: 1,280
- Finished area below ground: 0
Property
Parking
- Parking features: Driveway
- Has uncovered spaces: Yes
Accessibility
- Accessibility features: None
Features
- Levels: Two
- Stories: 2
- Pool features: None
Lot
- Size: 3,000 Square Feet
Details
- Additional structures: Above Grade, Below Grade
- Parcel number: 1504019881
- Zoning: R-4
- Special conditions: Standard
Construction
Type & style
- Home type: Townhouse
- Architectural style: Traditional
- Property subtype: Townhouse
Materials
- Vinyl Siding
- Foundation: Slab
Condition
- New construction: No
- Year built: 1979
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
Community & HOA
Community
- Subdivision: Chester Arms
HOA
- Has HOA: No
Location
- Region: Chestertown
- Municipality: Chestertown
Financial & listing details
- Price per square foot: $187/sqft
- Tax assessed value: $184,300
- Annual tax amount: $2,583
- Date on market: 6/17/2026
- Listing agreement: Exclusive Right To Sell
- Inclusions: Couch And Rug In Living Room
- Ownership: Fee Simple
Estimated market value
$236,300
$224,000 - $248,000
$1,921/mo
Price history
| Date | Event | Price |
|---|---|---|
| 7/1/2026 | Price change | $239,900-2.9%$187/sqft |
Source:  Bright MLS #MDKE2006686 Report a problem | ||
| 6/17/2026 | Listed for sale | $247,000+6.5%$193/sqft |
Source: Bright MLS #MDKE2006686 Report a problem | ||
| 5/31/2024 | Sold | $232,000-1.2%$181/sqft |
Source: Bright MLS #MDKE2003806 Report a problem | ||
| 4/23/2024 | Pending sale | $234,900$184/sqft |
Source:  Berkshire Hathaway HomeServices Homesale Realty #MDKE2003806 Report a problem | ||
| 4/23/2024 | Contingent | $234,900$184/sqft |
Source: Bright MLS #MDKE2003806 Report a problem | ||
| 4/17/2024 | Price change | $234,900-2.1%$184/sqft |
Source: Bright MLS #MDKE2003806 Report a problem | ||
| 4/9/2024 | Listed for sale | $240,000+39.9%$188/sqft |
Source: Bright MLS #MDKE2003806 Report a problem | ||
| 6/18/2021 | Sold | $171,500-2%$134/sqft |
Source: Public Record Report a problem | ||
| 4/22/2021 | Pending sale | $175,000$137/sqft |
Source:  RE/MAX International #MDKE117918 Report a problem | ||
| 4/22/2021 | Contingent | $175,000$137/sqft |
Source: Bright MLS #MDKE117918 Report a problem | ||
| 4/20/2021 | Price change | $175,000-2.8%$137/sqft |
Source: Bright MLS #MDKE117918 Report a problem | ||
| 4/15/2021 | Listed for sale | $180,000+34.3%$141/sqft |
Source: Bright MLS #MDKE117918 Report a problem | ||
| 9/1/2015 | Sold | $134,000-0.7%$105/sqft |
Source: Public Record Report a problem | ||
| 12/16/2014 | Listing removed | $134,900$105/sqft |
Source: Listhub #KE8239903 Report a problem | ||
| 12/16/2013 | Listed for sale | $134,900$105/sqft |
Source: Listhub #KE8239903 Report a problem | ||
| 10/7/2013 | Listing removed | $134,900$105/sqft |
Source: Listhub #KE7943813 Report a problem | ||
| 1/5/2013 | Price change | $134,900-2.9%$105/sqft |
Source: Listhub #KE7943813 Report a problem | ||
| 10/10/2012 | Listed for sale | $139,000+20.9%$109/sqft |
Source: Listhub #KE7943813 Report a problem | ||
| 4/20/2011 | Sold | $115,000+5.5%$90/sqft |
Source: Public Record Report a problem | ||
| 10/16/2010 | Listing removed | $109,000$85/sqft |
Source: Cross Street Realtors LLC #KE7421779 Report a problem | ||
| 8/27/2010 | Listed for sale | $109,000-22.1%$85/sqft |
Source: Cross Street Realtors LLC #KE7421779 Report a problem | ||
| 6/2/2009 | Listing removed | $139,900$109/sqft |
Source: Listhub #KE6936764 Report a problem | ||
| 12/11/2008 | Listed for sale | $139,900+86.5%$109/sqft |
Source: Listhub #KE6936764 Report a problem | ||
| 9/30/1994 | Sold | $75,000$59/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $5,166 +123.1% | $164,800 +11.6% |
| 2024 | $2,315 +13.1% | $147,733 +13.1% |
| 2023 | $2,048 +15.8% | $130,667 +15% |
| 2022 | $1,769 -0.6% | $113,600 |
| 2021 | $1,780 | $113,600 |
| 2020 | $1,780 -2.5% | $113,600 -2.7% |
| 2019 | $1,825 +0.6% | $116,700 |
| 2018 | $1,814 +3.3% | $116,700 |
| 2017 | $1,755 -2.9% | $116,700 -1.2% |
| 2016 | $1,808 | $118,100 |
| 2015 | $1,808 | $118,100 |
| 2014 | $1,808 | $118,100 -1.7% |
| 2013 | -- | $120,200 |
| 2012 | -- | $120,200 |
| 2011 | -- | $120,200 -14.3% |
| 2010 | -- | $140,280 +8% |
| 2009 | -- | $129,932 +8.7% |
| 2008 | -- | $119,586 +9.5% |
| 2007 | -- | $109,240 +12.9% |
| 2006 | -- | $96,762 +14.8% |
| 2005 | -- | $84,286 +17.4% |
| 2004 | -- | $71,810 +0.8% |
| 2003 | -- | $71,212 +0.8% |
| 2002 | -- | $70,616 +0.9% |
| 2001 | -- | $70,020 |
Find assessor info on the county website
Monthly payment
Est. payment$--/mo
Payment breakdown
Explore the cost of this home by adjusting the details. Changes won't be saved.All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
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Climate risks
Neighborhood: 21620
Nearby schools
GreatSchools rating
- 7/10H. H. Garnett Elementary SchoolGrades: PK-5Distance: 1 mi
- 2/10Kent County Middle SchoolGrades: 6-8Distance: 0.7 mi
- 5/10Kent County High SchoolGrades: 9-12Distance: 4.2 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.
A local agent can set up tours, give advice and negotiate with sellers.
- Maryland
- Kent County
- Chestertown
- 21620
- 104 Conley Dr
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