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$1,495,000
9 Days On Site

10800 CLIFF ROAD
CHESTERTOWN, MD 21620

For Sale|Single Family Residence|Active
5
Beds
4
Total Baths
3
Full Baths
1
Partial Bath
5,241
SqFt
$285
/SqFt
1997
Built
Subdivision:
GREAT OAK ESTATES
County:
KENT
Listing courtesy of Taylor Properties
10800 CLIFF ROAD10800 CLIFF ROAD10800 CLIFF ROAD10800 CLIFF ROAD
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Monthly Payment (Est.)

$6,821
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Chesapeake Bay Waterfront with Breathtaking Views. Experience exceptional waterfront living in this custom-built 5,240 sq ft residence, beautifully situated on an elevated bluff in the sought-after Great Oak Community of Chestertown, Maryland. Offering 5 bedrooms and 3.5 baths, this remarkable home captures sweeping Chesapeake Bay views and unforgettable sunsets from nearly every room. The property features 150 feet of riprap-protected shoreline and direct water access via a brand-new private 140ft pier complete with lighting, water service in four locations, a 12,000-lb boat lift, and two jet ski lifts—perfect for boating and waterfront recreation. Inside, the home impresses with 9-foot ceilings and hardwood floors throughout most of the main level. Designed for entertaining, the gourmet kitchen showcases luxury appliances, a distinctive chef’s cutting-board countertop, and new LVP flooring. The grand great room is a true showpiece, featuring a floor-to-ceiling brick wood-burning fireplace, vaulted shiplap pine ceiling, exposed beams, and views of the Bay! Additional living spaces include an elegant formal dining room, a spacious gathering room, and a casual dining area highlighted by a gas fireplace. The first-floor primary suite offers privacy and comfort with a walk-in closet and an updated bath featuring new flooring, a corner soaking tub, and dual vanities. Two additional bedrooms, a full bath, and a laundry room complete the main level. The second floor provides two generously sized bedrooms, a large living area, a full bath, and an 18’ x 22’ unfinished bonus room/man cave with a separate staircase offering access to the garage or exterior—ideal for future expansion or customization. Notable features include a new roof, an oversized two-car garage with workbench, a small basement housing a state-of-the-art temperature- and humidity-controlled wine cellar, a Culligan whole-house water filtration system, and two hot water heaters. One of the home’s most captivating spaces is the expansive screened-in porch, stretching across much of the waterfront side of the home. With three ceiling fans and panoramic Chesapeake Bay views, it offers the perfect setting for relaxing or entertaining year-round. Whether you’re seeking a serene waterfront retreat or a home designed for memorable gatherings, this exceptional coastal property delivers. Just minutes from historic Chestertown, home to Washington College, waterfront dining, farmers’ markets, parks, festivals, and river cruises. Conveniently located near Safe Harbor Great Oak Marina and approximately 90 minutes from Washington, D.C. and Philadelphia. Schedule your private showing and experience Chesapeake Bay living at its finest

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Listing Snapshot
Price 
$1,495,000
Days On Site 
9 Days
Bedrooms 
5
Inside Area (SqFt) 
5,241 sqft
Total Baths 
4
Full Baths 
3
Partial Baths 
1
Lot Size 
1.36 Acres
Year Built 
1997
MLS® Number 
MDKE2005898
Status 
Active
Property Tax 
$10,841
HOA/Condo/Coop Fees 
N/A
Sq Ft Source 
Assessor
Friends & Family
Recent Activity
an hour agoListing updated with changes from the MLS®
4 days agoStatus changed to Active
a week agoListing first seen on site
General Features
Acres 
1.36
Attached Garage 
Yes
Direction Faces 
East
Foundation 
Block
Garage 
Yes
Garage Spaces 
2
Levels 
Two
Parking 
OversizedCircular DrivewayGarageDrivewayInside EntranceAttached
Parking Spaces 
2
Property Sub Type 
Single Family Residence
Sewer 
Private Sewer
Special Circumstances 
Standard
SqFt Above 
5241
SqFt Total 
5241
Style 
Traditional
Utilities 
PropanePhone ConnectedElectricity Available
Water Source 
Private
Zoning 
CAR
Interior Features
Appliances 
RangeCooktopWasherWater PurifierElectric Water HeaterBuilt-In RangeDishwasherDryerMicrowaveRange HoodRefrigeratorStainless Steel Appliance(s)Water HeaterENERGY STAR Qualified Appliances
Cooling 
Central AirCeiling Fan(s)Electric
Fireplace 
Yes
Fireplace Features 
MasonryGasWood Burning
Fireplaces 
2
Flooring 
Wood
Heating 
ElectricPropaneHeat Pump
Interior 
Eat-in KitchenCeiling Fan(s)Kitchen IslandRecessed LightingWalk-In Closet(s)Open Floorplan
Laundry Features 
Main Level
Main Level Bedrooms 
3
Window Features 
Window CoveringsDouble Pane WindowsScreensWindow Treatments
2nd Stry Fam Rm 
Bedroom 2 
Level - Main
Bedroom 3 
Level - Main
Bedroom 4 
Bedroom 5 
Bonus Room 
Dining Room 
Level - Main
Family Room 
Level - Main
Foyer 
Level - Main
Kitchen 
Level - Main
Living Room 
Level - Main
Other 
Primary Bedroom 
Level - Main
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Exterior Features
Construction Details 
BlockBrick
Exterior 
Lighting
Frontage 
Bay/HarborWaterfront
Lot Features 
Front YardBack YardWaterfront
Other Structures 
Outbuilding
Patio And Porch 
PorchScreenedPatio
Pool Features 
None
Roof 
Shingle
View 
WaterBayPanoramicPasture
Waterfront 
Yes
Waterfront Features 
Chesapeake Bay
Waterview 
WaterBayPanoramicPasture
Windows/Doors 
Window CoveringsDouble Pane WindowsScreensWindow Treatments
Community Features
Accessibility Features 
Accessible Hallway(s)
Roads 
Dirt
School District 
KENT COUNTY PUBLIC SCHOOLS
Schools
School District
KENT COUNTY PUBLIC SCHOOLS
Elementary School
Unknown
Middle School
Unknown
High School
Unknown
Listing courtesy of Taylor Properties



The real estate listing information is provided by Bright MLS is for the consumer's personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumer may be interested in purchasing. Any information relating to real estate for sale or lease referenced on this web site comes from the Internet Data Exchange (IDX) program of the Bright MLS. This web site references real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. The accuracy of all information is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals. Properties in listings may have been sold or may no longer be available. The data contained herein is copyrighted by Bright MLS and is protected by all applicable copyright laws. Any unauthorized collection or dissemination of this information is in violation of copyright laws and is strictly prohibited. Copyright © 2020 Bright MLS. All rights reserved.

Neighborhood & Commute
Source: Walkscore
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