Flying Cloud Dr, Chestertown, MD Property Records

Kent County property records for 16 addresses on Flying Cloud Dr, Chestertown, MD · Last verified August 2026

Flying Cloud Dr Highlights

Properties 16
Median Sale Price $335,000
Deeds and Mortgages on File 21
Median Price per Sqft $160
Owner Occupied 88%
Median Annual Tax Bill $4,690
Median Year Built 2023
Median Ownership Tenure 3 years

Properties on Flying Cloud Dr

Owner names and prior sale amounts shown locked below are available instantly with a free trial.

100 Flying Cloud Dr

2.5 ba · 2,535 sqft · 0.091 acres

Last Sale Tax Bill Prior Sale Owner Records
$383,945Jul 2023 $5,3042025 —Jul 2023 1 Name on Record Assessor + 1 DocumentUpdated Aug 2026

101 Flying Cloud Dr

2.5 ba · 1,797 sqft · 0.114 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$50,000Oct 2021 $5,2722025 Amount on Record Jan 2013 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

102 Flying Cloud Dr

2.5 ba · 1,896 sqft · 0.091 acres

Last Sale Tax Bill Prior Sale Owner Records
$304,990Sep 2023 $4,4792025 Amount on Record Aug 2022 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Aug 2026

103 Flying Cloud Dr

2 ba · 1,724 sqft · 0.113 acres

Last Sale Tax Bill Prior Sale Owner Records
$339,900Apr 2026 $4,2122025 Amount on Record Sep 2023 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Aug 2026

104 Flying Cloud Dr

3.5 ba · 2,535 sqft · 0.091 acres

Last Sale Tax Bill Prior Sale Owner Records
$345,000Jun 2023 $5,3882025 Amount on Record Jan 2013 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

105 Flying Cloud Dr

2.5 ba · 2,056 sqft · 0.114 acres

Last Sale Tax Bill Prior Sale Owner Records
$335,000Aug 2023 $4,6902025 Amount on Record Jan 2013 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

106 Flying Cloud Dr

2.5 ba · 2,000 sqft · 0.091 acres

Last Sale Tax Bill Prior Sale Owner Records
$309,990Sep 2023 $4,6262025 Amount on Record Jan 2013 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

107 Flying Cloud Dr

3.5 ba · 2,535 sqft · 0.114 acres

Last Sale Tax Bill Prior Sale Owner Records
$344,990Sep 2023 $5,3892025 Amount on Record Jan 2013 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

108 Flying Cloud Dr

2.5 ba · 1,936 sqft · 0.091 acres

Last Sale Tax Bill Prior Sale Owner Records
$364,900Mar 2026 $4,5372025 Amount on Record Aug 2023 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Aug 2026

109 Flying Cloud Dr

2.5 ba · 2,056 sqft · 0.114 acres

Last Sale Tax Bill Prior Sale Owner Records
$330,000Aug 2023 $4,6902025 Amount on Record Jan 2013 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

110 Flying Cloud Dr

2.5 ba · 1,856 sqft · 0.091 acres

Last Sale Tax Bill Prior Sale Owner Records
$335,000Dec 2025 $4,4322025 Amount on Record Sep 2023 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Aug 2026

111 Flying Cloud Dr

3.5 ba · 2,535 sqft · 0.114 acres

Last Sale Tax Bill Prior Sale Owner Records
$344,990Sep 2023 $5,3892025 Amount on Record Jan 2013 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

112 Flying Cloud Dr

2.5 ba · 2,056 sqft · 0.091 acres

Last Sale Tax Bill Prior Sale Owner Records
$319,990Aug 2023 $4,6892025 Amount on Record Jan 2013 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

113 Flying Cloud Dr

2.5 ba · 1,724 sqft · 0.114 acres

Last Sale Tax Bill Prior Sale Owner Records
$314,990Sep 2023 $4,2592025 Amount on Record Jan 2013 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

114 Flying Cloud Dr

3.5 ba · 2,535 sqft · 0.099 acres

Last Sale Tax Bill Prior Sale Owner Records
$342,990Aug 2023 $5,3882025 Amount on Record Jan 2013 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

115 Flying Cloud Dr

2.5 ba · 1,930 sqft · 0.123 acres

Last Sale Tax Bill Prior Sale Owner Records
$319,990Jul 2023 $4,5272025 Amount on Record Jan 2013 2 Names on Record Assessor + 1 DocumentUpdated Aug 2026

Wildfire Risk on Flying Cloud Dr

Source: USDA Forest Service Wildfire Risk to Communities · 2nd edition (2024), fuels as of 2020

Wildfire RiskNot rated
no burnable land in reach
Wildfire LikelihoodNegligible
ExposureNone
beyond ember reach

Property Records in Nearby Streets