Incredible Value! Stately Georgian Waterfront Manor, Commanding breathtaking views of Chesapeake Bay, conveniently located to Historic Chestertown, has been fully renovated to the most exacting standards. Adjacent 3.414 acre waterfront lot included in asking price. Lot may be sold separately only upon sale of Manor House.
1938Year Built
8.51 acresLot Size
$652Est. Price/Sq.Ft.
3 spacesParking
Listed by Lisa Hoon• Coldwell Banker Chesapeake Real Estate Company
•410-778-0330 (broker)
Listed by Hugh Smith• Coldwell Banker Chesapeake Real Estate Company
•410-822-9000 (broker)
Bought with Lisa Hoon• Coldwell Banker Chesapeake Real Estate Company
•410-778-0330 (broker)
Source:BRIGHT MLS #1004274860
Redfin Estimate
$3,632,414
$2.0M since sold in February 2015
Recently sold homes
Estimate history
Homes for sale
This home's estimate is 542.7% higher than the average sale price ($565K) of 6 comparable homes.
Incredible Value! Stately Georgian Waterfront Manor, Commanding breathtaking views of Chesapeake Bay, conveniently located to Historic Chestertown, has been fully renovated to the most exacting standards. Adjacent 3.414 acre waterfront lot included in asking price. Lot may be sold separately only upon sale of Manor House.
BRIGHT MLS #1008544474
Jun 23, 2010
Listing Removed
—
Jun 13, 2008
Listed
$4,900,000
$880/sq ft
Public Records
Aug 19, 2002
Sold
$2,600,000
$467/sq ft
Public Records
Feb 17, 1993
Sold
$725,000
$130/sq ft
Public Records
Jun 3, 1986
Sold
$498,081
$89/sq ft
Year
Property tax
Land + Additions
Assessment*
2026
$28,068 (+14.4%)
2025
$24,538 (+1.0%)
2024
$24,286
2023
$24,280 (+0.9%)
$415,700 + $1,720,600
$2,136,300
2022
$24,060
2021
$24,054 (−0.9%)
2020
$24,268
$415,700 + $1,719,000
$2,134,700
2019
$24,268
$415,700 + $1,719,000
$2,134,700
2018
$24,268
$415,700 + $1,719,000
$2,134,700
2017
$24,268 (−0.6%)
$415,700 + $1,719,000
$2,134,700
2015
$24,415 (+1.9%)
2014
$23,964 (+1.9%)
2013
$23,513 (+0.1%)
2012
$23,483 (+0.1%)
2011
$23,453 (−16.4%)
2010
$28,041 (+12.9%)
2009
$24,830
Tax history for 10568 Cliff Rd
Year
Property tax
Land + Additions
Assessment*
2026
$28,068 (+14.4%)
2025
$24,538 (+1.0%)
2024
$24,286
2023
$24,280 (+0.9%)
$415,700 + $1,720,600
$2,136,300
2022
$24,060
2021
$24,054 (−0.9%)
2020
$24,268
$415,700 + $1,719,000
$2,134,700
2019
$24,268
$415,700 + $1,719,000
$2,134,700
2018
$24,268
$415,700 + $1,719,000
$2,134,700
2017
$24,268 (−0.6%)
$415,700 + $1,719,000
$2,134,700
2015
$24,415 (+1.9%)
2014
$23,964 (+1.9%)
2013
$23,513 (+0.1%)
2012
$23,483 (+0.1%)
2011
$23,453 (−16.4%)
2010
$28,041 (+12.9%)
2009
$24,830
*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.
Property details
Interior
Bathroom Information
# of Full Baths: 13
# of 1/2 Baths: 1
Heating & Cooling
Air Conditioning Type: Separate System
Heating Type: Radiant Hot Water
Fireplace Information
# of Fireplaces: 4
Fireplace Type: 3 Story Brick
Has Fireplace
Exterior
Exterior Information
Building Style Type: Conventional
Building Construction Quality: Good
Exterior Wall: Frame
Building Type: Multi Family
Building Improvement Type: Hotel/Motel
Property Information
Subdivision Name: GREAT OAK MANOR LLC
Building Sq. Ft: 3,240
# of Stories: 2
Stories Type: 2 Story With Basement
Legal Description: LOT 8.515 ACRES 10568 CLIFF ROAD NW OF CHESTERTOWN
Parking & Garage Information
Parking Type: Built-In Garage
Garage/Parking Sq. Ft: 1,728
Garage / Carport Type: Built In
Lot Information
# of Buildings: 1
Land Sq. Ft: 370,696
Acres: 8.51
Zoning Code: CAR
State Use Description: COMMERCIAL
Location Information
Parcel Location Influence: Waterfront
Utility Information
Sewer Type: Private
Financial
Assessor Information
Assessment Year: 2026
Tax District County: 06
Public facts
Beds: —
Baths: 13.5
Sq. Ft.: 5,569
Stories: 2.0
Lot Size: 8.51 acres
Style: Other
Year Built: 1938
Year Renovated: —
County: Kent County
APN: 06 027075
Home facts updated by county records on Oct 19, 2026
Around this home
Schools
Rock Hall Elementary School
Public PreK-5 • Assigned • 9.4mi
8/10
Kent County Middle School
Public 6-8 • Assigned • 8.3mi
3/10
Kent County High School
Public 9-12 • Assigned • 6.0mi
5/10
Provided by GreatSchools
Lifestyle
Provided by Walk Score and Local Logic
Climate risks
1/10 Flood Factor
Minimal risk of a flood reaching the building in the next 30 years
1/10 Fire Factor
Unlikely to be in a wildfire in next 30 years
8/10 Heat Factor
7 days above 104° expected this year, 15 days in 30 years
6/10 Wind Factor
66% chance of strong winds in next 30 years
5/10 Air Factor
6 unhealthy days expected this year, 9 days in 30 years
Provided by First Street
Historical weather
Chestertown, MD • 21620
Average low and high temperatures (°F)
37
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41
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60
39
67
47
72
56
83
65
87
70
79
63
77
61
68
49
58
40
43
29
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
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Oct
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Dec
Sun exposure
Try the sun simulator tool to see how light moves across the property at different times of day and year.
Provided by Shadowmap
Estimated sale price
$3.45M – $4.18M
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