119 High St, CHESTERTOWN, MD

$1,250,000

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5

Beds

Baths

4,409

Square feet

0.25

Acres

About 119 High St

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.

Features of 119 High St

MLS® # MDKE2005728
Price $1,250,000
Bedrooms 5
Bathrooms 4.50
Full Baths 4
Half Baths 1
Square Footage 4,409
Acres 0.25
Year Built 1876
Type Residential
Sub-Type Detached
Style Traditional, Georgian
Status Active Under Contract

Community Information

Address 119 High St
Subdivision HISTORIC DISTRICT CHESTERTOWN
City CHESTERTOWN
County KENT-MD
State MD
Municipality Chestertown
Zip Code 21620

Amenities

Amenities Bathroom - Jetted Tub, Stall Shower, Built-Ins, CeilngFan(s), Chair Railing, Crown Molding, Formal/Separate Dining Room, Master Bath(s), Skylight(s), Wainscotting, Walk-in Closet(s), Shades/Blinds, Wood Floors
Utilities Propane, Electric Available
Parking Gravel Driveway
# of Garages 1
Garages Other
View Garden/Lawn, Street
Is Waterfront No

Interior

Interior Features Floor Plan-Traditional
Appliances Built-In Microwave, Built-In Range, Dishwasher, Disposal, Dryer, ENERGY STAR Dishwasher, Exhaust Fan, Extra Refrg/Frz, Icemaker, Range hood, Refrigerator, Stainless Steel Appliances, Washer, Water Heater
Heating Baseboard - Hot Water
Cooling Central A/C
Has Basement Yes
Basement Partially Finished, Poured Concrete, Shelving, Side Entrance, Space For Rooms, Workshop
Fireplace Yes
# of Fireplaces 3
Fireplaces Gas/Propane, Wood
# of Stories 3
Stories 3

Exterior

Exterior Wood
Exterior Features Gutter System, Balconies-Multiple, Porch(es), Patio, Porch-wraparound, Wood Fence, Privacy Fence, Wrought Iron
Lot Description Rear Yard, SideYard(s), Landscaping
Windows Bay/Bow, Wood Frame
Roof Metal, Architectural Shingle, Shake
Foundation Stone, Block

School Information

District KENT COUNTY PUBLIC SCHOOLS

Additional Information

Date Listed October 5th, 2025
Days on Market 6
Zoning R-3
Foreclosure No
Short Sale No
RE / Bank Owned No

Listing Details

OfficeCross Street Realtors LLC
Contact Info4434803453

Listing Map

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