Kelly Bainbridge
RE/MAX Chesapeake
(667) 202-0074
15 Total Sales
1 in Chestertown
$210,000 Price
Estimated Value: $339,854
This home is located at 103 Flying Cloud Dr, Chestertown, MD 21620 since 27 March 2026 and is currently estimated at $339,854, approximately $197 per square foot. This property was built in 2023. 103 Flying Cloud Dr is a home located in Kent County with nearby schools including Kent County Middle School, Kent County High School, and Chestertown Christian Academy.
Last Agent to Sell the Property
(443) 512-0090 broker@americanpremierrealtymd.com American Premier Realty, LLC Brokerage Phone: 4435120090 License #615729 Listed on: 03/27/2026
Last Buyer's Agent
(443) 512-0090 broker@americanpremierrealtymd.com American Premier Realty, LLC License #RSR007094
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
Kelly Bainbridge
RE/MAX Chesapeake
(667) 202-0074
15 Total Sales
1 in Chestertown
$210,000 Price
John Burke
Gunther-McClary Real Estate
(443) 252-2392
84 Total Sales
10 in Chestertown
$178K - $865K Price Range
Kimberly Taylor
American Premier Realty, LLC
(667) 771-6705
123 Total Sales
1 in Chestertown
$499,900 Price
Frederick Golding
RE/MAX Advantage Realty
(667) 239-8179
107 Total Sales
1 in Chestertown
$275,000 Price
Martha Suss
Coldwell Banker Realty
(844) 547-5539
24 Total Sales
1 in Chestertown
$660,000 Price
Gretchen Wichlinski
Compass
(667) 230-5069
96 Total Sales
1 in Chestertown
$795,000 Price
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 | Buyer | Sale Price | Title Company |
|---|---|---|---|
| $339,900 | Stewart Title Guaranty Company | ||
| Humphries Rebecca Lynn | $314,990 | Fidelity National Title | |
| Dr Horton Inc | $186,000 | Bright Arlette K | |
| Chichester Landvest Llc | $357,000 | Bay National Title Co | |
| Capstone Resdev Llc | $850,000 | Bay National Title Company |
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 | Borrower | Loan Amount |
|---|---|---|---|
| Open | $292,750 | ||
| Closed | Humphries Rebecca Lynn | $283,491 |
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 |
|---|---|---|---|---|---|
| 04/21/2026 04/21/26 | Sold | $339,900 | 0.0% | $197 / Sq Ft | |
| 03/27/2026 03/27/26 | Pending | -- | -- | -- | |
| 03/27/2026 03/27/26 | For Sale | $339,900 | +7.9% | $197 / Sq Ft | |
| 09/15/2023 09/15/23 | Sold | $314,990 | 0.0% | $191 / Sq Ft | View Prior Sale |
| 07/30/2023 07/30/23 | Pending | -- | -- | -- | |
| 07/26/2023 07/26/23 | Price Changed | $314,990 | -3.1% | $191 / Sq Ft | |
| 07/07/2023 07/07/23 | Price Changed | $324,990 | -1.5% | $197 / Sq Ft | |
| 07/05/2023 07/05/23 | Price Changed | $329,990 | -5.3% | $200 / Sq Ft | |
| 06/23/2023 06/23/23 | For Sale | $348,480 | -- | $212 / Sq Ft |
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 |
|---|---|---|---|---|
| 2026 | $4,386 | $279,833 | $0 | $0 |
| 2025 | $4,213 | $268,800 | $80,400 | $188,400 |
| 2024 | $4,213 | $268,800 | $80,400 | $188,400 |
| 2023 | $4,213 | $268,800 | $80,400 | $188,400 |
| 2022 | $519 | $33,300 | $33,300 | $0 |
| 2020 | $522 | $33,300 | $33,300 | $0 |
| 2019 | $521 | $33,300 | $33,300 | $0 |
| 2018 | $1,035 | $33,300 | $33,300 | $0 |
| 2017 | $501 | $33,300 | $0 | $0 |
| 2016 | -- | $33,300 | $0 | $0 |
| 2015 | $1,136 | $33,300 | $0 | $0 |
| 2014 | $1,136 | $45,300 | $0 | $0 |
Seller's Agent in 2026
Laura Snyder
American Premier Realty, LLC
(410) 375-5779
583 Total Sales
Buyer's Agent in 2026
Priscilla Anderson
American Premier Realty, LLC
(609) 456-8982
21 Total Sales
Seller's Agent in 2023
Kathleen Cassidy
DRH Realty Capital, LLC.
(667) 500-2488
3,545 Total Sales
Buyer's Agent in 2023
Joelle Dolch
Cross Street Realtors LLC
(443) 848-8711
54 Total Sales
Source: Bright MLS
MLS Number: MDKE2006154
APN: 04-338294
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