10800 Cliff Rd

Chestertown, MD 21620

$1,495,000
Price
5
Beds
5,241 Sq. Ft.
$285 / Sq. Ft.
5,241
Sq. Ft.
$285
per Sq. Ft.
Coming Soon
Coming Soon

Description

Coming Soon – 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...Coming Soon – 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 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
  1. Listed by Lona Sue Todd • Taylor Properties
    P: (410)-310-0222 lstodd11@outlook.com

Property Details for 10800 Cliff Road

Tax ID Number
1506000428
Ownership
Fee Simple
Condo Coop Association
No
HOA
No
Structure Type
Detached
Style
Traditional
Levels/Stories
2
Waterfront
Yes
LISTING UPDATED: 01/02/2026 12:58 PM

Property Details for 10800 Cliff Road

StatusComing Soon
MLS #MDKE2005898
Days on Market-
Taxes$10,841 / year
HOA Fees-
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeResidential / Fee Simple
Year Built1997
Lot Size1.36 AC / 59,242 SF
CountyKent County

Location

Listing Courtesy of Taylor Properties
Add your commute

Building Information for 10800 Cliff Road

Stories2Year Built1997Building Size-Lot Size1.36 AC / 59,242 SF

Payment Calculator

$8,291 per month

30 year fixed, 6.28% Interest

Principal and Interest

$7,387

Property Taxes

$903

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Property Information for 10800 Cliff Road

Location
Location
  • In City Limits: No
  • School District Name: KENT COUNTY PUBLIC SCHOOLS
  • School District County ID: 121139164602
  • SchoolDistrictSource: Listing Agent
  • County: KENT
Waterfront / Water Access
Waterfront / Water Access
  • Water View: Yes
  • Water Access: Yes
  • Water Access Features: Canoe/Kayak, Fishing Allowed, Private Access, Sail, Waterski/Wakeboard, Boat - Powered, Swimming Allowed
  • Water Oriented: Yes
  • Navigable Water: Yes
  • Tidal Water: Yes
  • Water Body Name: Chesapeake Bay
  • Water Body Type: Bay
  • Water Frontage In Feet: 150.0
  • Mean Low Water Feet: 6.00
Association / Community Info
Association / Community Info
  • Property Manager Y/N: No
  • Senior Community: No
  • Association Recreation Fee Y/N: No
Taxes and Assessment
Taxes and Assessment
  • Tax Year: 2025
  • Tax Assessed Value: $956,033
  • Year Assessed: 2025
  • County Tax: $10,841
  • Improvement Assessed Value: $634,400
  • City Town Tax: $0
  • Land Assessed Value: $400,700
  • Clean Green Assessed: No
  • Land Use Code: R
  • Loss Mitigation Fee: No
  • Agricultural Tax Due: No
  • Historic: No
  • Zoning: CAR
  • Tax Lot: 51
  • School Tax: $0
  • Automatically Update Tax Values Y/N: Yes
Rooms
Main
  • # Bedrooms Count Main Level: 3
  • # Bathrooms Count Main Level: 3
  • # Bathrooms Full Main Level: 2
  • # Bathrooms Half Main Level: 1
All Upper Levels
  • # Bedrooms Count All Upper Levels: 2
  • # Bathrooms Count All Upper Levels: 1
  • # Bathrooms Full All Upper Levels: 1
  • # Bathrooms Half All Upper Levels: 0
Upper Level 1
  • # Bedrooms Count Upper Level: 2
  • # Bathrooms Count Upper Level: 1
  • # Bathrooms Full Upper Level: 1
  • # Bathrooms Half Upper Level: 0
Rooms
  • Room List: Living Room, Dining Room, Primary Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Bedroom 5, Kitchen, Family Room, Foyer, 2nd Stry Fam Rm, Other, Bonus Room
  • Stories: Main, Upper 1
Rooms Information
Room 1
  • Room Type: Living Room
  • Room Length: 27.0
  • Room Width: 16.0
  • Room Level: Main
  • Room Exists: Yes
  • Room Features: Flooring - HardWood, Fireplace - Gas
Room 2
  • Room Type: Kitchen
  • Room Length: 30.0
  • Room Width: 13.0
  • Room Level: Main
  • Room Exists: Yes
  • Room Features: Double Sink, Kitchen - Propane Cooking, Island
Room 3
  • Room Type: Family Room
  • Room Length: 29.0
  • Room Width: 19.0
  • Room Level: Main
  • Room Exists: Yes
  • Room Features: Fireplace - Wood Burning, Flooring - HardWood, Cathedral/Vaulted Ceiling
Room 4
  • Room Type: Dining Room
  • Room Length: 18.0
  • Room Width: 13.0
  • Room Level: Main
  • Room Exists: Yes
  • Room Features: Flooring - HardWood
Room 5
  • Room Type: Primary Bedroom
  • Room Length: 19.0
  • Room Width: 14.0
  • Room Level: Main
  • Room Exists: Yes
  • Room Features: Flooring - Carpet
Room 6
  • Room Type: Foyer
  • Room Length: 13.0
  • Room Width: 11.0
  • Room Level: Main
  • Room Exists: Yes
Room 7
  • Room Type: Bedroom 4
  • Room Length: 19.0
  • Room Width: 13.0
  • Room Level: Upper 1
  • Room Exists: Yes
  • Room Features: Flooring - Carpet
Room 8
  • Room Type: Bedroom 5
  • Room Length: 19.0
  • Room Width: 13.0
  • Room Level: Upper 1
  • Room Exists: Yes
  • Room Features: Flooring - Carpet
Room 9
  • Room Type: Bedroom 3
  • Room Length: 14.0
  • Room Width: 13.0
  • Room Level: Main
  • Room Exists: Yes
Room 10
  • Room Type: Bedroom 2
  • Room Length: 13.0
  • Room Width: 12.0
  • Room Level: Main
  • Room Exists: Yes
  • Room Features: Flooring - Carpet
Room 11
  • Room Type: Other
  • Room Length: 17.0
  • Room Width: 14.0
  • Room Level: Lower 1
  • Room Exists: Yes
  • Room Features: Flooring - Concrete
Room 12
  • Room Type: 2nd Stry Fam Rm
  • Room Level: Upper 1
  • Room Exists: Yes
Room 13
  • Room Type: Bonus Room
  • Room Level: Upper 1
  • Room Exists: Yes
  • Room Features: Attic - Floored
Building Info
Building Info
  • Total Finished SQFT: 5,241.00
  • Total Finished SQFT Source: Assessor
  • Tax Total Finished SQFT: 5,241.00
  • Total SQFT: 5,241.00
  • Total SQFT Source: Assessor
  • Main Entrance Orientation: East
  • Construction Materials: Block, Brick
  • Roof: Architectural Shingle
  • Ext Main Mid-res: http://bright-media01.prd.brightmls.com/bright/images/0000/8043/9284/1538/804392841538_512_384_WM_hJBOFx21JRTJgmW6.jpg
  • Basement Type: Combination
  • Foundation Details: Block
  • Room and Floor: Bedrooms-Main Level-1, Bedrooms-Main Level-2, Bedrooms-Main Level-3, Bathrooms Full-Main Level-1, Bathrooms Full-Main Level-2, Bathrooms Half-Main Level-1, Bedrooms-Upper Level 1-1, Bedrooms-Upper Level 1-2, Bathrooms Full-Upper Level 1-1
  • # Bathrooms Full: 3
  • # Bathrooms Half: 1
  • Other Structure: Shed
Lot / Land Information
Lot / Land Information
  • Lot Size Source: Assessor
  • Lot Features: Front Yard, No Thru Street, Rip-Rapped, Rural, Rear Yard
  • Road Surface Type: Stone, Dirt
  • Parcel ID: 4508442
Parking
Parking
  • Type Of Parking: Driveway, Attached Garage
  • Num of Attached Garage Spaces: 2
  • Total Garage Spaces: 2
  • Parking Features: Circular Driveway, Stone Driveway
  • Garage Features: Garage - Front Entry, Additional Storage Area, Inside Access, Oversized
Interior Features
Interior Features
  • Interior Features: Breakfast Area, Ceiling Fan(s), Dining Area, Entry Level Bedroom, Family Room Off Kitchen, Floor Plan - Open, Formal/Separate Dining Room, Kitchen - Eat-In, Kitchen - Gourmet, Kitchen - Island, Primary Bath(s), Primary Bedroom - Bay Front, Recessed Lighting, Bathroom - Stall Shower, Walk-in Closet(s), Window Treatments, Wine Storage, Wood Floors
  • Fireplace: Yes
  • Fireplaces Count: 2
  • Fireplace Features: Brick, Wood, Gas/Propane
  • Appliances: Built-In Range, Commercial Range, Dishwasher, Dryer, Energy Efficient Appliances, Microwave, Range Hood, Refrigerator, Stainless Steel Appliances, Six Burner Stove, Washer - Front Loading, Water Conditioner - Owned, Water Heater
  • Accessibility Features: 36"+ wide Halls
  • Window Features: Energy Efficient, Double Pane, Screens
  • Laundry Type: Main Floor
Exterior Features
Exterior Features
  • Spa: No
  • Exterior Features: Exterior Lighting, Outbuilding(s)
  • Outdoor Living Structures: Porch(es), Screened, Patio(s)
  • Pool: No Pool
Utilities
Utilities
  • Utilities: Electric Available, Propane, Phone Connected
  • Heating: Yes
  • Cooling Type: Central A/C
  • Cooling Fuel: Electric
  • Heating Type: Heat Pump(s)
  • Heating Fuel: Electric, Propane - Owned
  • Hot Water: Electric
  • Water Source: Private
  • Sewer Septic: Private Sewer
Confidential Data
Listing Office
  • List Agent URL: www.realtorlona.com

Property History for 10800 Cliff Road

DateEvent & SourcePriceAppreciation
Sep 26, 2019

Closed (Public Record)

Public Record #656663443

$675,000—
Sep 26, 2019

Closed

BRIGHT #MDKE114924

$675,000—
Aug 3, 2019

Pending

BRIGHT #MDKE114924

—
Jul 31, 2019

Expired

BRIGHT #1000177314

$798,000—
Apr 19, 2019

Listed (Active)

BRIGHT #MDKE114924

$775,000—
Feb 11, 2019

Withdrawn

BRIGHT #1000177314

$798,000—
Feb 23, 2018

Listed (Active)

BRIGHT #1000177314

$830,000—
Nov 15, 2017

Withdrawn

BRIGHT #1000083887

$849,000—
Nov 15, 2017

Withdrawn

BRIGHT #1000083887

—
Mar 28, 2017

Listed (Active)

BRIGHT #1000083887

$862,000—
DateEvent & SourcePrice
09/26/2019

Closed (Public Record)

Public Record #656663443

$675,000
09/26/2019

Closed

BRIGHT #MDKE114924

$675,000
08/03/2019

Pending

BRIGHT #MDKE114924

—
07/31/2019

Expired

BRIGHT #1000177314

$798,000
04/19/2019

Listed (Active)

BRIGHT #MDKE114924

$775,000
02/11/2019

Withdrawn

BRIGHT #1000177314

$798,000
02/23/2018

Listed (Active)

BRIGHT #1000177314

$830,000
11/15/2017

Withdrawn

BRIGHT #1000083887

$849,000
11/15/2017

Withdrawn

BRIGHT #1000083887

—
03/28/2017

Listed (Active)

BRIGHT #1000083887

$862,000

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 10800 Cliff Road

Taxable ValueLand-Additions-Total-
Tax Record2025$10,901 ($908 / month)
Home Facts
Beds0Baths3Total Finished SqFt5,241 SqFtAbove Grade Finished SqFt5,241 SqFtStories2Lot Size59,242 SqFtStyleSingle Family ResidenceYear Built1997ZoningCARCountyKENTAPN06-000428Fireplace TypeHas Fireplace

Schools near 10800 Cliff Road

This home is within Kent County Public Schools.
Rating
School
Type
Grades
Distance
Worton Elementary School
Public - PK to 5
Kent County Middle School
Public - 6 to 8
Kent County High School
Public - 9 to 12
H. H. Garnett Elementary School
Public - PK to 5
Rating
School
Distance
Worton Elementary School
PublicPK to 5

Kent County Middle School
Public6 to 8

Kent County High School
Public9 to 12

H. H. Garnett Elementary School
PublicPK to 5

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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More information about 10800 Cliff Road, Chestertown, MD 21620

10800 Cliff Road is a single family home Coming Soon in Chestertown, MD 21620. This property is currently priced at $1,495,000. This listing's school district is Kent County Public Schools. Nearby schools include Worton Elementary School, Kent County Middle School and Kent County High School. 10800 Cliff Road is a 5-bed, 4-bath, 5,241 sqft single family home built in 1997.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass makes no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of Taylor Properties

© 2026 Bright MLS. All rights reserved. All information is deemed reliable, but accuracy is not guaranteed. Listing information is from various brokers who participate in IDX and not all listings may be visible on the site. The property information being provided is for the consumer’s personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated on 01/02/2026 12:58 PM