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Alex Callao

alexcallao@nellisgroup.com +1(703) 546-6147

Listed by Richard Keaveney • Cross Street Realtors LLC

$ 1,125,000

Est. payment | -/mo

5 Beds

4 Baths

3,031 SqFt

Save

$ 1,125,000

Est. payment | -/mo

Save

5 Beds

4 Baths

3,031 SqFt

Key Details

Property Type Single Family Home

Sub Type Detached

Listing Status Coming Soon

Purchase Type For Sale

Square Footage 3,031 sqft

Price per Sqft $371

Subdivision Downtown Chestertown

MLS Listing ID MDKE2007214

Style Traditional,Colonial

Bedrooms 5

Full Baths 3

Half Baths 1

HOA Y/N N

Abv Grd Liv Area 3,031

Year Built 1925

Available Date 2026-11-11

Annual Tax Amount $11,124

Tax Year 2026

Lot Size 10,280 Sqft

Acres 0.24

Property Sub-Type Detached

Source BRIGHT

Property Description

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.

Location

State MD

County Kent

Zoning R-3

Direction Northeast

Rooms

Other Rooms Living Room, Dining Room, Primary Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Bedroom 5, Kitchen, Library, Foyer, Bathroom 2, Bathroom 3, Primary Bathroom

Basement Connecting Stairway, Outside Entrance, Poured Concrete, Shelving, Sump Pump

Interior

Interior Features 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

Hot Water Propane, Tankless

Heating Heat Pump(s), Heat Pump - Oil BackUp

Cooling Other, Zoned, Multi Units

Flooring Wood, Ceramic Tile, Carpet

Fireplaces Number 1

Fireplaces Type Wood, Screen

Equipment Cooktop, Dishwasher, Disposal, Dryer - Front Loading, Exhaust Fan, Icemaker, Oven - Double, Range Hood, Stainless Steel Appliances, Washer - Front Loading, Water Heater - Tankless

Furnishings No

Fireplace Y

Window Features Screens,Wood Frame,Storm

Appliance Cooktop, Dishwasher, Disposal, Dryer - Front Loading, Exhaust Fan, Icemaker, Oven - Double, Range Hood, Stainless Steel Appliances, Washer - Front Loading, Water Heater - Tankless

Heat Source Electric

Laundry Upper Floor

Exterior

Exterior Feature Patio(s), Porch(es), Screened, Brick

Garage Spaces 2.0

Fence Wood, Wrought Iron

Utilities Available Propane, Cable TV, Electric Available

Water Access N

View River, Garden/Lawn

Roof Type Slate,Metal

Accessibility None

Porch Patio(s), Porch(es), Screened, Brick

Total Parking Spaces 2

Garage N

Private Pool No

Building

Lot Description Front Yard, Rear Yard

Story 3

Foundation Concrete Perimeter

Above Ground Finished SqFt 3031

Sewer Public Sewer

Water Public

Architectural Style Traditional, Colonial

Level or Stories 3

Additional Building Above Grade, Below Grade

Structure Type 9'+ Ceilings,Plaster Walls

New Construction N

Schools

School District Kent County Public Schools

Others

Pets Allowed Y

Senior Community No

Tax ID 1504018028

Ownership Fee Simple

SqFt Source 3031

Security Features Carbon Monoxide Detector(s),Smoke Detector,Security System

Acceptable Financing Cash, Conventional

Horse Property N

Listing Terms Cash, Conventional

Financing Cash,Conventional

Special Listing Condition Standard

Pets Allowed No Pet Restrictions

Nearby Locations

"My job is to find and attract mastery-based agents to the office, protect the culture, and make sure everyone is happy! "

+1(703) 546-6147

alexcallao@nellisgroup.com

3060 Williams Dr, Fairfax, VA 22031-4642, USA

108 N WATER ST Chestertown, MD 21620