104 Conley Dr Chestertown, MD 21620
Chestertown AreaEstimated payment $1,522/month
Highlights
- Traditional Architecture
- Central Air
- Heat Pump System
- No HOA
About This Home
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!
Listing Agent
(410) 823-0033 realtor@cummingsrealtors.com Cummings & Co. Realtors Brokerage Phone: 4108230033 License #5009962 Listed on: 06/17/2026
Townhouse Details
Home Type
- Townhome
Est. Annual Taxes
- $2,583
Year Built
- Built in 1979
Lot Details
- 3,000 Sq Ft Lot
Parking
- Driveway
Home Design
- Traditional Architecture
- Slab Foundation
- Vinyl Siding
Interior Spaces
- 1,280 Sq Ft Home
- Property has 2 Levels
Bedrooms and Bathrooms
- 3 Bedrooms
Utilities
- Central Air
- Heat Pump System
- Electric Water Heater
Listing and Financial Details
- Tax Lot 33
- Assessor Parcel Number 1504019881
Community Details
Overview
- No Home Owners Association
- Chester Arms Subdivision
Pet Policy
- Pets Allowed
Map
Home Values in the Area
Average Home Value in this Area
Tax History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
|---|---|---|---|---|
| 2025 | $2,583 | $164,800 | $45,200 | $119,600 |
| 2024 | $2,315 | $147,733 | $0 | $0 |
| 2023 | $1,769 | $130,667 | $0 | $0 |
| 2022 | $1,769 | $113,600 | $45,200 | $68,400 |
| 2020 | $1,780 | $113,600 | $45,200 | $68,400 |
| 2019 | $3,650 | $116,700 | $45,200 | $71,500 |
| 2018 | $1,814 | $116,700 | $45,200 | $71,500 |
| 2017 | $1,776 | $116,700 | $0 | $0 |
| 2016 | -- | $118,100 | $0 | $0 |
| 2015 | $1,808 | $118,100 | $0 | $0 |
| 2014 | $1,808 | $118,100 | $0 | $0 |
Property History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Event | Price | List to Sale | Price per Sq Ft | Prior Sale |
|---|---|---|---|---|---|
| 07/01/2026 07/01/26 | Price Changed | $239,900 | -2.9% | $187 / Sq Ft | |
| 06/17/2026 06/17/26 | For Sale | $247,000 | +6.5% | $193 / Sq Ft | |
| 05/31/2024 05/31/24 | Sold | $232,000 | -1.2% | $181 / Sq Ft | View Prior Sale |
| 04/17/2024 04/17/24 | Price Changed | $234,900 | -2.1% | $184 / Sq Ft | |
| 04/09/2024 04/09/24 | For Sale | $240,000 | +39.9% | $188 / Sq Ft | |
| 06/18/2021 06/18/21 | Sold | $171,500 | -2.0% | $134 / Sq Ft | View Prior Sale |
| 04/22/2021 04/22/21 | Pending | -- | -- | -- | |
| 04/20/2021 04/20/21 | Price Changed | $175,000 | -2.8% | $137 / Sq Ft | |
| 04/15/2021 04/15/21 | For Sale | $180,000 | +34.3% | $141 / Sq Ft | |
| 08/31/2015 08/31/15 | Sold | $134,000 | 0.0% | $105 / Sq Ft | View Prior Sale |
| 08/31/2015 08/31/15 | Pending | -- | -- | -- | |
| 08/31/2015 08/31/15 | For Sale | $134,000 | -- | $105 / Sq Ft |
Purchase History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Type | Sale Price | Title Company |
|---|---|---|---|
| Deed | $232,000 | Atlantic Title | |
| Deed | $171,500 | None Available | |
| Deed | $134,000 | Attorney | |
| Deed | $115,000 | -- | |
| Deed | $75,000 | -- |
Mortgage History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Status | Loan Amount | Loan Type |
|---|---|---|---|
| Open | $234,343 | New Conventional | |
| Previous Owner | $172,727 | New Conventional | |
| Previous Owner | $136,734 | New Conventional | |
| Previous Owner | $104,000 | USDA | |
| Previous Owner | $12,000 | Credit Line Revolving |
Source: Bright MLS
MLS Number: MDKE2006686
APN: 04-019881
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