4845 Cliffs City Road

Chestertown, MD
$ 2,850,000 Beds 7 Baths 8 Sq 9,177 Virtual Tour
Monthly Estimate* How much can I afford?

Bachelors Hope Farm, a once-in-a-lifetime deepwater hunting farm, with tillable acreage, is being offered for sale for the first time in 50 years. A private sanctuary with two houses, an insulated boathouse with a railway launch, over 3,000 feet of frontage on the Chester River and over 1,400 feet of stone revetment, this waterfront retreat cannot be replicated. The property offers nautical features that are unmatched - true deepwater, with 8' MLW at the 420 foot dock, with water & electric, and at least six slips. The large, insulated, and heated boathouse has a 150 foot private railway launch. The lift system inside the boathouse allows for indoor storage of multiple boats, as well as storage room for smaller boats plus a complete marine workshop. Of the total 164.13 acres, 96 are tillable, 43 are wooded, and the farmland boasts three ponds. The original farm barn and silo stand proudly near the entrance of the property. The main home offers sweeping views of the Chester River from every room, with seven bedrooms, including three master suites, and a handicap accessible in-law suite. The four bedroom, two and a half bathroom Farm Home was built in the early 1900s and renovated in 1994. The conservation easement allows for the construction of a third residence to accommodate a caretaker or complete the construction of a family compound. Bachelor's Hope Farm is the perfect site for a family compound to escape from the city, hunt, farm, play tennis, relax by the pool, and enjoy private dockage for your boats of any size. Less than two hours to Philadelphia, Washington, DC, and Baltimore, three hours to New York City, and a short boat trip to Annapolis and Baltimore. Schedule your private showing. No drive bys please, listing agent must accompany all showings.


  • Price
  • $ 2,850,000
  • Lot Size
  • 164.13 Acres
  • Bedrooms
  • 7
  • Sqr Footage
  • 9,177
  • Full Bathrooms
  • 7
  • Year Built
  • 1965
  • Half Bathrooms
  • 2
  • City, Zip
  • Chestertown
  • Taxes
  • 21251
  • County
  • KENT
  • Style
  • Colonial
  • Area
  • MLS#
  • MDKE116914
  • Zip
  • 21620
Listing Provided by: Cross Street Realtors LLC



Accessibility 36 + wide Halls, Grab Bars Mod, Level Entry - Main, Other Bath Mod, Roll-in Shower, Wheelchair Mod
Additional Parcels Y/N Yes
Architectural Style Colonial
Association Y/N No
Carport Spaces 5
Condo/Coop Association Y/N No
Construction Materials Brick, Wood Siding
Cool Fuel Electric
Cooling Central A/C
County KENT
Exterior Features Bump-outs, Boat Storage, Extensive Hardscape, Exterior Lighting, Kennels, Outbuilding(s), Secure Storage, Tennis Court(s)
Flooring Hardwood, Tile/Brick
Garage Spaces 3.00
Garage Y/N Yes
Heating Hot Water
Historic Y/N No
Interior Features Breakfast Area, Built-Ins, Entry Level Bedroom, Family Room Off Kitchen, Kitchen - Gourmet, Kitchen - Island, Kitchen - Table Space, Primary Bath(s), Primary Bedroom - Bay Front, Wood Floors, Wood Stove
Levels 3
Location Type River
New Construction No
Other Structures Above Grade, Below Grade
Ownership Fee Simple
Parking Features Circular Driveway, Gravel Driveway
Pool Features In Ground
Possession Settlement
Price Per Sq Ft 310.56
Property Type Residential
Real Estate Owned Y/N No
Roof Metal, Shingle, Wood
Senior Community Y/N No
Sewer Private/Community Septic Tank
Structure Type Detached
Subdivision Name QUAKER NECK
Tax Year 2019
Vacation Rental Y/N No
View River, Scenic Vista, Trees/Woods, Water, Pasture
Water Access Y/N Yes
Water Body Name Chester River
Waterfront Features Boat/Launch Ramp, Private Dock Site, Rip-Rap, Riparian Grant
Zoning RCD

Interior Features

Above Grade Finished Area 9177
Above Grade Finished Area Source Assessor
Above Grade Finished Area Unit Type Square Feet
Basement Full, Interior Access, Outside Entrance, Shelving, Space For Rooms, Sump Pump, Unfinished, Walkout Stairs, Workshop
Basement Y/N Yes
Bathrooms Count All Upper Levels 4
Bathrooms Count Main Level 5.00
Bathrooms Count Upper Level 1 4.00
Bathrooms Full All Upper Levels 4
Bathrooms Full Main Level 3
Bathrooms Full Upper Level 1 4
Bathrooms Half Main Level 2
Bedrooms Count All Upper Levels 5
Bedrooms Count Upper Level 1 5
Below Grade Finished Area Source Assessor
Below Grade Finished Area Unit Type Square Feet
Below Grade Unfin Area Units Square Feet
Below Grade Unfin Sqft Source Assessor
Central Air Y/N Yes
Fireplace Y/N Yes
Full Baths 7
Half Baths 2
Heating Fuel Oil
Heating Y/N Yes
Hot Water Oil
Laundry Type Main Floor
Living Area 9177
Main Level Bedrooms 2
Total Baths 9
Total Bedrooms 7
Total Fireplaces 4

Exterior Features

# Of Attached Garage Spaces 3
# Of Detached Carport Spaces 5
Dock Type And Features Hoist/Lift Electric, Multiple Slip, Pier (Perpendicular), Private, Storage Area, Material - Treated Lumber, Ramp
Dock/slip Conveys Yn Yes
Garage Features Additional Storage Area, Garage - Side Entry, Garage Door Opener, Inside Access
Horse Y/N No
Lot Features Trees/Wooded, Secluded, Rural, Rip-Rapped, Private, Premium, Pond, Landscaping
Lot Size Acres 164.13
Lot Size Source Estimated
Lot Size Square Feet 7149502.80
Navigable Water Y/N Yes
Number of Docks 5+
Number of Slips 5+
Pool Y/N Yes - Personal
Spa No
Total Parking Spaces 18
Type of Parking Attached Garage, Detached Carport, Driveway
Water Access Features Private Access, Fishing Allowed, Boat - Powered, Canoe/Kayak, Personal Watercraft (PWC), Sail, Swimming Allowed, Waterski/Wakeboard
Water Body Type River
Water Oriented Y/N Yes
Water Source Well
Water View Y/N Yes
Waterfront Y/N Yes


  • Foreclosure
  • Views
  • Short Sale
  • New Construction
  • Adult
  • Lease To Own
  • No HOA Fees
  • Furnished
  • Master On Main
  • Air Conditioning
  • Seller Finance
  • Green
  • Fixer Upper
  • Horse
  • Golf
  • Fireplace
  • Deck
  • Garage
  • Basement
  • Pool

Affordability Calculator


Per Month

Based on the average sale price from the Old Bridge, New Jersey office

  • Monthly Principal & interest $1,939
  • Monthly Property Taxes $1,062
  • Monthly Home Insurance $67
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Default based on a 30-year fixed rate of 4.38% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA, or jumbo loans.


Elementary School Unknown Elementary School
Middle School Unknown Middle School
High School Unknown High School

Price History

9/1/2020 Listed $2,850,000

Property vs Zip Code Average in 21620

AVG $410K
AVG $3,411
AVG 55
Year Built
AVG 1976


4845 Cliffs City Road Chestertown, MD is a Single Family Home for sale at $2850000 with 9177 sqft and a lot size of 164.13 Acres Acre(s). 4845 Cliffs City Road Chestertown has 7 bedrooms, 7 baths and was built in 1965. The property's zip code is 21620 which is in Chestertown, MD

*Information deemed reliable but not guaranteed.

Financial calculator disclaimer: Default based on a 30-year fixed rate of 4.38% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.

All information deemed reliable, but not guaranteed, and should be independently verified. The real estate information and related content displayed on this site is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.