108 N Water St, Chestertown, MD 21620

Chestertown
Local realty services provided by:ERA Byrne Realty
108 N Water St,Chestertown, MD 21620
$1,125,000
  • 5 Beds
  • 4 Baths
  • 3,031 sq. ft.
  • Single family
  • Coming Soon
Listed by: richard keaveney
Office: cross street realtors llc.
MLS#:MDKE2007214
Source:BRIGHTMLS

Price summary

  • Price:$1,125,000
  • Price per sq. ft.:$371.16

About this home

This 1925 classic colonial, three story residence, with both front and back gardens, is uniquely situated in the center of the favored 100 block of North Water Street, in historic Chestertown. The formal main entry, with dual brick steps approaches a generous landing, faces away from the street. At first a curiosity until you learn that a prominent family discovered the architectural plans for their "dream house" would not fit horizontally to face the prized road. During its' 100-plus years of life, the front porch (or was it the side?) was converted to a remarkable library, with requisite bookcases, and enjoys light from three sides. The formal parlor, with wood-burning fireplace and reclaimed 19th century moldings and mantle, is left of the straight-through center hall with classic black and white porcelain tiles. The intimate, yet well-proportioned dining room enhances the exceptional flow of the first-floor public rooms. A discreetly positioned powder room and butler's pantry with...

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Home facts

  • Year built:1925
  • Subdivision & Development:DOWNTOWN CHESTERTOWN
  • Listing ID #:MDKE2007214
  • Updated:November 02, 2026 at 04:57 AM

Rooms and interior

  • Bedrooms:5
  • Total bathrooms:4
  • Full bathrooms:3
  • Half bathrooms:1
  • Rooms Total:9
  • Flooring:Carpet, Ceramic Tile, Wood
  • Dining Description:Dining Room, Formal/Separate Dining Room
  • Bathrooms Description:Bathroom 2, Bathroom 3, Primary Bath(s), Primary Bathroom
  • Kitchen Description:Built-Ins, Butlers Pantry, Cooktop, Crown Moldings, Dishwasher, Disposal, Exhaust Fan, Icemaker, Kitchen - Island, Oven - Double, Range Hood, Stainless Steel Appliances, Upgraded Countertops, Water Heater - Tankless
  • Bedroom Description:Primary Bedroom
  • Basement:Yes
  • Basement Description:Connecting Stairway, Outside Entrance, Poured Concrete, Shelving, Sump Pump
  • Living area:3,031 sq. ft.

Heating and cooling

  • Cooling:Multi Units, Zoned
  • Heating:Electric, Heat Pump - Oil BackUp, Heat Pump(s)

Structure and exterior

  • Roof:Metal, Slate
  • Year built:1925
  • Building area:3,031 sq. ft.
  • Lot area:0.24 Acres
  • Lot Features:Front Yard, Middle Of Block, Rear Yard
  • Architectural Style:Colonial, Traditional
  • Construction Materials:Stucco, Wood Siding
  • Exterior Features:Brick, Patio(s), Porch(es), Screened, Sidewalks, Stone Retaining Walls, Underground Lawn Sprinkler
  • Foundation Description:Concrete Perimeter
  • Levels:3 Story

Utilities

  • Water:Public
  • Sewer:Public Sewer

Finances and disclosures

  • Price:$1,125,000
  • Price per sq. ft.:$371.16
  • Tax amount:$11,124 (2026)

Features and amenities

  • Laundry features:Dryer - Front Loading, Washer - Front Loading
  • Amenities:200+ Amp Service, Bar, Built-Ins, Cable TV, Carbon Monoxide Detector(s), Ceiling Fan(s), Chair Railings, Crown Moldings, Electric Available, Security System, Smoke Detector, Storm Windows, Window Treatments

Parking

  • Parking description:Gravel Driveway, On Street

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