$1,165,000
SOLD DEC 1, 2025

119 High St Chestertown, MD 21620

5 Beds
4.5 Baths
4,409 Sq Ft
0.25 Acres

Recently Sold

$264 Per Sq Ft

7% Below List Price

5 Days on Market

Highlights

  • Gourmet Kitchen
  • Traditional Architecture
  • Space For Rooms
  • Traditional Floor Plan
  • Wood Flooring
  • 3-minute walk to Fountain Park

About This Home

As of December 2025

From within and without, from the front, the sides and the back, this exceptional 1876 and 1998 residence sings. Every passer-by has stopped and gazed upon the wrap around porch. No doubt, many a conversation "over the railing" has taken place for decades. Those fortunate enough to have enjoyed hospitality inside this German-wood clad home have experienced both its expansive flow of inter-connected rooms with center hall, the cozy grandness of an era long ago and comfortable living today amidst an eclectic mix of modern art and furniture, antiques, and other treasures. Prominent historic downtown location. Significant land parcel. 5 bedrooms, office, 6 public rooms on first floor, 4 and 1 half baths. Beautiful side and rear garden, with pond, brick paths, and exceptional specimens. Former garage converted to studio with full bath. Come visit Charleston or Savanah in Chestertown.

Last Agent to Sell the Property

Richard Keaveney

(410) 708-6470 rdkeaveney@gmail.com Cross Street Realtors LLC License #662142 Listed on: 10/05/2025

Last Buyer's Agent

Casey Scattergood

(201) 312-1230 casey@csrealtors.com Cross Street Realtors LLC License #671967

Home Details

Home Type

  • Single Family

Est. Annual Taxes

  • $7,664

Year Built

  • Built in 1876 | Remodeled in 1997

Lot Details

  • 0.25 Acre Lot
  • Wrought Iron Fence
  • Privacy Fence
  • Wood Fence
  • Landscaped
  • Back and Side Yard
  • Property is in excellent condition
  • Property is zoned R-3

Parking

  • 1 Car Detached Garage
  • 4 Driveway Spaces
  • Gravel Driveway
  • Off-Street Parking

Home Design

  • Traditional Architecture
  • Georgian Architecture
  • Entry on the 1st floor
  • Block Foundation
  • Stone Foundation
  • Poured Concrete
  • Plaster Walls
  • Shake Roof
  • Architectural Shingle Roof
  • Metal Roof
  • Wood Siding

Interior Spaces

  • Property has 3 Levels
  • Traditional Floor Plan
  • Built-In Features
  • Chair Railings
  • Crown Molding
  • Wainscoting
  • High Ceiling
  • Ceiling Fan
  • Skylights
  • 3 Fireplaces
  • Wood Burning Fireplace
  • Gas Fireplace
  • Window Treatments
  • Bay Window
  • Wood Frame Window
  • French Doors
  • Family Room Off Kitchen
  • Sitting Room
  • Living Room
  • Formal Dining Room
  • Home Office
  • Workshop
  • Sun or Florida Room
  • Utility Room
  • Garden Views

Kitchen

  • Gourmet Kitchen
  • Breakfast Room
  • Built-In Range
  • Range Hood
  • Built-In Microwave
  • Extra Refrigerator or Freezer
  • Ice Maker
  • ENERGY STAR Qualified Dishwasher
  • Stainless Steel Appliances
  • Disposal

Flooring

  • Wood
  • Partially Carpeted

Bedrooms and Bathrooms

  • 5 Bedrooms
  • En-Suite Bathroom
  • Walk-In Closet
  • Hydromassage or Jetted Bathtub
  • Walk-in Shower

Laundry

  • Laundry Room
  • Laundry on upper level
  • Dryer
  • Washer

Partially Finished Basement

  • Side Basement Entry
  • Shelving
  • Space For Rooms
  • Workshop
  • Laundry in Basement

Home Security

  • Home Security System
  • Storm Doors
  • Carbon Monoxide Detectors
  • Fire and Smoke Detector

Outdoor Features

  • Multiple Balconies
  • Patio
  • Shed
  • Rain Gutters
  • Wrap Around Porch

Utilities

  • Central Air
  • Heating System Uses Oil
  • Heating System Powered By Owned Propane
  • Vented Exhaust Fan
  • Hot Water Baseboard Heater
  • Propane
  • Electric Water Heater

Community Details

  • No Home Owners Association
  • Built by R.K. Pippen
  • Historic District Chestertown Subdivision

Listing and Financial Details

  • Assessor Parcel Number 1504017188

Home Details

Home Type

Single Family

Est. Annual Taxes

$7,664

Year Built

Built in 1876 | Remodeled in 1997

Lot Details

0

Parking

1

Listing Details

  • Property Type: Residential
  • Structure Type: Detached
  • Architectural Style: Traditional, Georgian
  • Ownership: Fee Simple
  • New Construction: No
  • Story List: Lower 1, Main, Upper 1, Upper 2
  • Expected On Market: 10/6/2025 12:00:00 AM
  • Federal Flood Zone: No
  • Year Built: 1876
  • Year Renovated: 1997
  • Automatically Close On Close Date: No
  • Building Winterized: No
  • Special Features: None
  • Property Sub Type: Detached

Interior Features

  • Appliances: Built-In Microwave, Built-In Range, Dishwasher, Disposal, Dryer, Energy Star Dishwasher, Exhaust Fan, Extra Refrigerator/Freezer, Icemaker, Range Hood, Refrigerator, Stainless Steel Appliances, Washer, Water Heater
  • Entry Floor: 1
  • Flooring Type: Partially Carpeted, Hardwood
  • Interior Amenities: Bathroom - Jetted Tub, Bathroom - Stall Shower, Breakfast Area, Built-Ins, Ceiling Fan(s), Chair Railings, Crown Moldings, Family Room Off Kitchen, Floor Plan - Traditional, Formal/Separate Dining Room, Kitchen - Gourmet, Primary Bath(s), Skylight(s), Wainscotting, Walk-In Closet(s), Window Treatments, Wood Floors
  • Window Features: Bay/Bow, Wood Frame
  • Fireplace Features: Gas/Propane, Wood
  • Fireplaces Count: 3
  • Fireplace: Yes
  • Door Features: French, Storm
  • Wall Ceiling Types: High, Plaster Walls, Dry Wall
  • Foundation Details: Stone, Block
  • Levels Count: 3
  • Room List: Living Room, Dining Room, Primary Bedroom, Sitting Room, Bedroom 2, Bedroom 3, Bedroom 4, Bedroom 5, Kitchen, Family Room, Breakfast Room, Sun/Florida Room, Laundry, Office, Utility Room, Workshop, Bathroom 2, Bathroom 3, Primary Bathroom, Half Bath
  • Basement: Yes
  • Basement Type: Partially Finished, Poured Concrete, Shelving, Side Entrance, Space For Rooms, Workshop
  • Basement Footprint Percent: 90.00
  • Laundry Type: Basement, Upper Floor
  • Total Sq Ft: 5345
  • Living Area Sq Ft: 4409
  • Price Per Sq Ft: 283.51
  • Above Grade Finished Sq Ft: 4409
  • Below Grade Sq Ft: 936
  • Total Below Grade Sq Ft: 936
  • Above Grade Finished Area Units: Square Feet

Beds/Baths

  • Bedrooms: 5
  • Total Bathrooms: 5
  • Full Bathrooms: 4
  • Half Bathrooms: 1
  • Main Level Bathrooms: 1.00
  • Upper Level Bathrooms: 4
  • Upper Level Bathrooms: 3.00
  • Upper Level 2 Bathrooms: 1.00
  • Main Level Half Bathrooms: 1

Exterior Features

  • Other Structures: Above Grade, Below Grade
  • Other Structures List: Office/Studio, Shed
  • Construction Materials: Wood Siding
  • Exterior Features: Gutter System
  • Roof: Metal, Shake, Architectural Shingle
  • Spa: No
  • View: Garden/Lawn, Street
  • Water Access: No
  • Waterfront: No
  • Water Oriented: No
  • Pool: No Pool
  • Tidal Water: No
  • Water View: No

Garage/Parking

  • Garage Spaces: 1.00
  • Garage: Yes
  • Parking Features: Gravel Driveway
  • Number Of Detached Garage Spaces: 1
  • Total Garage And Parking Spaces: 5
  • Type Of Parking: Detached Garage, Driveway, Off Street
  • Number of Spaces in Driveway: 4

Utilities

  • Central Air Conditioning: Yes
  • Cooling Fuel: Electric
  • Cooling Type: Central A/C
  • Heating Fuel: Oil, Propane - Owned
  • Heating Type: Baseboard - Hot Water
  • Heating: Yes
  • Hot Water: Electric
  • Security: Carbon Monoxide Detector(s), Security System, Smoke Detector
  • Sewer/Septic System: Public Sewer
  • Utilities: Propane, Electric Available
  • Water Source: Public
  • Internet Services: Fiber Optic

Condo/Co-op/Association

  • Condo Co-Op Association: No
  • HOA: No
  • Senior Community: No
  • Association Recreation Fee: No

Schools

  • School District Source: Listing Agent

Lot Info

  • Horses: No
  • Fencing: Wrought Iron, Wood, Privacy
  • Lot Features: Rear Yard, Sideyard(s), Landscaping
  • Lot Size Acres: 0.25
  • Lot Size Units: Square Feet
  • Lot Sq Ft: 10977.00
  • Outdoor Living Structures: Balconies- Multiple, Porch(es), Patio(s), Wrap Around
  • Property Condition: Excellent
  • Zoning: R-3
  • In City Limits: Yes

Building Info

  • Builder Name: R.K. Pippen

Rental Info

  • Ground Rent Exists: No
  • Lease Considered: No
  • Pets: No Pet Restrictions
  • Pets Allowed: Yes
  • Vacation Rental: No

Tax Info

  • Tax Annual Amount: 7664.00
  • Assessor Parcel Number: 1504017188
  • County Tax Payment Frequency: Annually
  • Tax Year: 2024

MLS Schools

  • School District Name: KENT COUNTY PUBLIC SCHOOLS

Ownership History

Date Name Owned For Owner Type

Purchase Details

Listed on
Oct 5, 2025
Closed on
Dec 1, 2025
Sold by
Pritchard Mary V
Bought by
Rimel Rebecca W
Seller's Agent
Richard Keaveney
Cross Street Realtors LLC
Buyer's Agent
Casey Scattergood
Cross Street Realtors LLC
List Price
$1,250,000
Sold Price
$1,165,000
Premium/Discount to List
-$85,000
-6.8%
Views
45

Home Financials for this Owner

Home Financials are based on the most recent Mortgage that was taken out on this home.
Avg. Annual Appreciation
78.24%

Purchase Details

Closed on
May 25, 2012
Sold by
Norton Richard V and Pritchard Mary V
Bought by
Pritchard Mary V

Purchase Details

Closed on
Jul 2, 1993
Sold by
Townshend Rolph
Bought by
Norton Richard
Source: Public Records

Range of Values:

--
Value Increase
--
Percent Increase
--
Adjusted for Inflation
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Average Value
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List Price
Sold Price
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Home Values in the Area

Source: Public Records

Average Home Value in this Area





Source: Public Records

Purchase History

Date Type Sale Price Title Company
Deed $1,165,000 Community Title Network
Interfamily Deed Transfer -- None Available
Deed $222,500 --
Source: Public Records

Property History

Date Event Price List to Sale Price per Sq Ft
12/01/2025 12/01/25 Sold $1,165,000 -6.8% $264 / Sq Ft
10/10/2025 10/10/25 Pending -- -- --
10/05/2025 10/05/25 For Sale $1,250,000 -- $284 / Sq Ft
Source: Bright MLS

Tax History Compared to Growth

Source: Public Records

Tax History

Year Tax Paid Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. Land Improvement
2025 $7,979 $509,100 $258,900 $250,200
2024 $7,664 $489,000 $0 $0
2023 $7,349 $468,900 $0 $0
2022 $6,989 $448,800 $258,900 $189,900
2021 $6,957 $446,367 $0 $0
2020 $6,957 $443,933 $0 $0
2019 $6,905 $441,500 $258,900 $182,600
2018 $6,766 $441,500 $258,900 $182,600
2017 $6,335 $441,500 $0 $0
2016 -- $446,000 $0 $0
2015 $5,025 $446,000 $0 $0
2014 $5,025 $446,000 $0 $0
Source: Public Records

Agents Affiliated with this Home

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Map

Source: Bright MLS

MLS Number: MDKE2005728

Bright MLS

APN: 04-017188