Charming and inviting! Welcome to 139 Prospect St., a delightful 3-bedroom, 1-bath rancher offering approximately 1,200 square feet of comfortable living space. This well-maintained home features thoughtful updates to the kitchen and bath, blending modern touches with classic appeal. Step onto the inviting front porch and into a spacious living room that flows seamlessly into the eat-in kitchen—perfect for everyday living and easy entertaining. A private hallway leads to a generously sized primary bedroom and two additional spacious bedrooms. Outside, enjoy off-street parking and a large, deep backyard ideal for relaxing, gardening, or gathering. Conveniently located just moments from downtown Chestertown’s shops, restaurants, and local attractions, this property is a wonderful opportunity as a full-time residence, weekend retreat, or investment property. An exceptional value just minutes from the charm and amenities of historic downtown Chestertown! Mortgage savings may be available for buyers of this listing.
Under contract
Price cut: $27K (6/24)
$198,000
139 Prospect St, Chestertown, MD 21620
3beds
1,200sqft
Single Family Residence
Built in 1991
6,350 Square Feet Lot
$-- Zestimate®
$165/sqft
$-- HOA
What's special
Off-street parkingGenerously sized primary bedroomTwo additional spacious bedroomsInviting front porch
- 96 days |
- 745 |
- 48 |
Zillow last checked:
Listing updated:
Listed by:
Barbara McCaffrey 443-926-6075,
Redfin Corp 3016586186
Source: Bright MLS,MLS#: MDKE2006250
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 1
- Full bathrooms: 1
- Main level bathrooms: 1
- Main level bedrooms: 3
Basement
- Area: 0
Heating
- Baseboard, Electric
Cooling
- Ceiling Fan(s), Electric
Appliances
- Included: Electric Water Heater
Features
- Has basement: No
- Has fireplace: No
Interior area
- Total structure area: 1,200
- Total interior livable area: 1,200 sqft
- Finished area above ground: 1,200
- Finished area below ground: 0
Property
Parking
- Parking features: Driveway
- Has uncovered spaces: Yes
Accessibility
- Accessibility features: None
Features
- Levels: One
- Stories: 1
- Pool features: None
Lot
- Size: 6,350 Square Feet
Details
- Additional structures: Above Grade, Below Grade
- Parcel number: 1504004639
- Zoning: R-5
- Special conditions: Standard
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Bungalow
- Property subtype: Single Family Residence
Materials
- Vinyl Siding
- Foundation: Other
Condition
- New construction: No
- Year built: 1991
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
Community & HOA
Community
- Subdivision: Chestertown
HOA
- Has HOA: No
Location
- Region: Chestertown
- Municipality: Chestertown
Financial & listing details
- Price per square foot: $165/sqft
- Tax assessed value: $139,733
- Annual tax amount: $2,149
- Date on market: 3/27/2026
- Listing agreement: Exclusive Right To Sell
- Ownership: Fee Simple
Estimated market value
Not available
Estimated sales range
Not available
$1,694/mo
Price history
| Date | Event | Price |
|---|---|---|
| 6/29/2026 | Contingent | $198,000$165/sqft |
Source:  Bright MLS #MDKE2006250 Report a problem | ||
| 6/24/2026 | Price change | $198,000-12%$165/sqft |
Source: Bright MLS #MDKE2006250 Report a problem | ||
| 3/27/2026 | Listed for sale | $225,000$188/sqft |
Source: Bright MLS #MDKE2006250 Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $4,297 +109.4% | $137,100 +4.7% |
| 2024 | $2,053 +4.9% | $130,967 +4.9% |
| 2023 | $1,956 +5.8% | $124,833 +5.2% |
| 2022 | $1,848 -0.2% | $118,700 +0.4% |
| 2021 | $1,852 +0.4% | $118,200 +0.4% |
| 2020 | $1,845 +0.6% | $117,700 +0.4% |
| 2019 | $1,833 +0.6% | $117,200 |
| 2018 | $1,821 +3.3% | $117,200 |
| 2017 | $1,763 +6.7% | $117,200 -1.1% |
| 2016 | $1,652 | $118,500 +0.1% |
| 2015 | $1,652 | $118,433 +0.1% |
| 2014 | $1,652 | $118,367 +0.1% |
| 2013 | -- | $118,300 |
| 2012 | -- | $118,300 |
| 2011 | -- | $118,300 -11.4% |
| 2010 | -- | $133,490 +7.7% |
| 2009 | -- | $123,956 +8.3% |
| 2008 | -- | $114,423 +9.1% |
| 2007 | -- | $104,890 +8.9% |
| 2006 | -- | $96,342 +9.7% |
| 2005 | -- | $87,796 +10.8% |
| 2004 | -- | $79,250 +6.4% |
| 2003 | -- | $74,502 +6.8% |
| 2002 | -- | $69,756 +7.3% |
| 2001 | -- | $65,010 |
Find assessor info on the county website
Monthly payment
Est. payment$--/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: 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.
A local agent can set up tours, give advice and negotiate with sellers.
- Maryland
- Kent County
- Chestertown
- 21620
- 139 Prospect St
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