Great opportunity to own a small cottage in Chestertown. Right next to, and with direct access to the walking trails, this end of road 2 bedroom home comes with an extra lot, currently used for parking, but could also possibly be built on. Buyer to verify with county
Under contract
Price cut: $20K (5/28)
$159,000
144 Prospect St, Chestertown, MD 21620
2beds
1,082sqft
Single Family Residence
Built in 1900
3,510 Square Feet Lot
$-- Zestimate®
$147/sqft
$-- HOA
What's special
Small cottageExtra lotCurrently used for parking
- 56 days |
- 122 |
- 1 |
Zillow last checked:
Listing updated:
Listed by:
Michele Palmer 410-920-9435,
Doug Ashley Realtors, LLC 410-810-0010
Source: Bright MLS,MLS#: MDKE2006494
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 2
- Bathrooms: 2
- Full bathrooms: 1
- 1/2 bathrooms: 1
- Main level bathrooms: 1
Rooms
- Room types: Living Room, Primary Bedroom, Kitchen, Full Bath, Half Bath, Additional Bedroom
Primary bedroom
- Features: Built-in Features, Ceiling Fan(s), Flooring - Laminate Plank, Walk-In Closet(s)
- Level: Upper
Other
- Features: Ceiling Fan(s), Flooring - Laminate Plank
- Level: Upper
Other
- Features: Bathroom - Tub Shower, Flooring - Vinyl
- Level: Upper
Half bath
- Features: Flooring - Vinyl
- Level: Main
Kitchen
- Features: Flooring - HardWood, Flooring - Ceramic Tile, Kitchen - Electric Cooking, Recessed Lighting
- Level: Main
Living room
- Features: Flooring - HardWood, Recessed Lighting
- Level: Main
Heating
- Baseboard, Electric
Cooling
- Ceiling Fan(s), Wall Unit(s), Electric
Appliances
- Included: Microwave, Exhaust Fan, Oven/Range - Electric, Refrigerator, Water Heater, Gas Water Heater, Electric Water Heater
- Laundry: Hookup, Main Level, Washer/Dryer Hookups Only
Features
- Dining Area, Bathroom - Tub Shower, Breakfast Area, Ceiling Fan(s), Combination Dining/Living, Open Floorplan, Dry Wall
- Flooring: Hardwood, Laminate, Vinyl, Ceramic Tile
- Doors: French Doors
- Windows: Replacement
- Has basement: No
- Has fireplace: No
Interior area
- Total structure area: 1,082
- Total interior livable area: 1,082 sqft
- Finished area above ground: 1,082
Property
Parking
- Total spaces: 2
- Parking features: Crushed Stone, Gravel, Off Street, Driveway
- Uncovered spaces: 2
Accessibility
- Accessibility features: None
Features
- Levels: Two
- Stories: 2
- Patio & porch: Porch
- Pool features: None
Lot
- Size: 3,510 Square Feet
Details
- Additional structures: Above Grade
- Parcel number: 1504015142
- Zoning: R-5
- Special conditions: Standard
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Farmhouse/National Folk
- Property subtype: Single Family Residence
Materials
- Vinyl Siding
- Foundation: Pillar/Post/Pier
- Roof: Asphalt
Condition
- Average
- New construction: No
- Year built: 1900
Utilities & green energy
- Electric: 200+ Amp Service
- Sewer: Public Sewer
- Water: Public
- Utilities for property: Broadband
Community & HOA
Community
- Security: Smoke Detector(s)
- Subdivision: None Available
HOA
- Has HOA: No
Location
- Region: Chestertown
- Municipality: CHESTERTOWN
Financial & listing details
- Price per square foot: $147/sqft
- Tax assessed value: $54,920
- Annual tax amount: $1,619
- Date on market: 5/8/2026
- Listing agreement: Exclusive Right To Sell
- Listing terms: Cash,Conventional
- Inclusions: Parking Included In Listprice, parking Included In Saleprice
- Ownership: Fee Simple
Estimated market value
Not available
Estimated sales range
Not available
$1,546/mo
Price history
| Date | Event | Price |
|---|---|---|
| 6/1/2026 | Contingent | $159,000$147/sqft |
Source: | ||
| 5/28/2026 | Price change | $159,000-11.2%$147/sqft |
Source: | ||
| 5/8/2026 | Listed for sale | $179,000+258.7%$165/sqft |
Source: | ||
| 9/7/2007 | Sold | $49,900$46/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $3,238 +108.4% | $103,300 +4.2% |
| 2024 | $1,554 +4.4% | $99,133 +4.4% |
| 2023 | $1,488 +5.3% | $94,967 +4.6% |
| 2022 | $1,414 +0% | $90,800 +0.7% |
| 2021 | $1,414 +0.7% | $90,200 +0.7% |
| 2020 | $1,404 +0.9% | $89,600 +0.7% |
| 2019 | $1,392 +0.6% | $89,000 |
| 2018 | $1,383 +3.3% | $89,000 |
| 2017 | $1,339 +70.1% | $89,000 |
| 2016 | $787 | $89,000 +5.1% |
| 2015 | $787 | $84,700 +5.3% |
| 2014 | $787 | $80,400 +5.7% |
| 2013 | -- | $76,100 +13.1% |
| 2012 | -- | $67,280 +15.1% |
| 2011 | -- | $58,460 +17.8% |
| 2010 | -- | $49,640 |
| 2009 | -- | $49,640 |
| 2008 | -- | $49,640 -9.6% |
| 2007 | -- | $54,920 +20.2% |
| 2006 | -- | $45,676 +25.4% |
| 2005 | -- | $36,433 +34% |
| 2004 | -- | $27,190 +14.1% |
| 2003 | -- | $23,832 +16.4% |
| 2002 | -- | $20,476 +19.6% |
| 2001 | -- | $17,120 |
Find assessor info on the county website
Monthly payment
Est. payment$--/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.
See how much you could borrow to make a competitive offer.
Climate risks
Neighborhood: 21620
Nearby schools
GreatSchools rating
- 7/10H. H. Garnett Elementary SchoolGrades: PK-5Distance: 0.2 mi
- 2/10Kent County Middle SchoolGrades: 6-8Distance: 0.6 mi
- 5/10Kent County High SchoolGrades: 9-12Distance: 4.9 mi
Schools provided by the listing agent
- Elementary: Garnett
- Middle: Chestertown
- High: Kent
- 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
- 144 Prospect St




