108 N Water St

Chestertown, MD 21620
  • $1,125,000

    Price
  • 5

    Bed
  • 4

    Bath
  • 3,031

    SqFt
  • 0.24

    Acre

About the Listing CROS1 - 3107913

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 window and original cabinetry is conveniently placed before entering the large and sunny kitchen with premium custom cabinetry, appliances and finishes from a 2012 renovation. Two distinct patios, one screened and accessed from the dining room and the other from kitchen, overlook the large, rear garden with mature trees and landscaping. The center stairs, with a palladium window bathing light onto the steps, takes you to the first of two oversized landings that have served many lifestyle-uses over the years. The water view primary suite was renovated in 2022 by locally acclaimed Taylor Loughry LLC and boasts a timeless, luxurious aesthetic with custom built closets and Waterwork bath fixtures. Two additional bedrooms and refreshed bath with Restoration Hardware finishes, occupy the second floor. The third floor, with its own generous landing gives access to an ensuite bedroom with walk-in windowed closet (perfect for a future cedar lined closet) and a substantial sized fifth bedroom or multi-purpose space facing the Chester River and exquisite neighboring architecture. Rear yard might accommodate a pool.

Listing Highlights for 108 N Water St

Status Active
Days on Site 11
Property Type Residential
MLS ® MDKE2007214
Year Built 1925
Total Square Footage 3,031
Lot/Acreage 0.24
County Kent
School District Kent County Public Schools

Interior Details

  • Bedrooms: 5
  • Bathrooms: 3 Full / 1 Half
  • Appliances: Cooktop, Dishwasher, Disposal, Dryer - Front Loading, Exhaust Fan, Icemaker, Oven - Double, Range Hood, Stainless Steel Appliances, Washer - Front Loading, Water Heater - Tankless
  • Air Cond: Zoned,Multi Units
  • Heating: Heat Pump(s),Heat Pump - Oil BackUp
  • Fireplaces: 1, Wood,Screen,1 Fireplace
  • Floor: Wood,Ceramic Tile,Carpet
  • Above Ground Sq Ft: 3031
  • Basement: Connecting Stairway,Outside Entrance,Poured Concrete,Shelving,Sump Pump
  • Other: Bar,Bathroom - Walk-In Shower,Built-Ins,Butlers Pantry,Ceiling Fan(s),Crown Moldings,Floor Plan - Traditional,Formal/Separate Dining Room,Kitchen - Island,Primary Bath(s),Upgraded Countertops,Window Treatments,Wood Floors,Chair Railings,No Pet Restrictions,Pets Allowed
  • Water: Public

Exterior Details

  • Lot Description: Front Yard,Rear Yard,Not New Construction,Horse Property: No,In City Limits
  • Garage Capacity: N/A
  • Parking Spaces: 2
  • Zoning: R-3
  • Roof: Slate,Metal
  • Others: Sidewalks,Stone Retaining Walls,Underground Lawn Sprinkler,Excellent
  • Sewer: Public Sewer
  • Parking Features: Gravel Driveway,On Street,Driveway,2+ Spaces,1+ Spaces

Financial Details

  • Tax Amount: $11,124
  • Taxes w/Assessments: N/A
  • Tax/Property ID: N/A
  • Tax Year: 2026

Payment Calculator

Monthly Payment

  • in Principal and Interest
  • in Taxes
Years
% Down Payment
% Mortgage Rate

Listing Location

Questions About..

108 N Water St Chestertown, MD 21620

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.

Never Miss A New Property

Get notified any time there's a new home on the market in this neighborhood!

Don't worry! We'll never spam you or sell your details. You can unsubscribe whenever you'd like.

Originating MLS: BRIGHT_MAIN

Agent profile image in chat bubble
Agent profile image in chat header

Sarah Forti

Realtor and Team Owner of Forti Homes | Forti Homes | KW Devon Wayne

Agent profile image in message

or another way