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575 MADISON AVENUE, NEW YORK, NY 10022. 212.891.7000 © 2025 DOUGLAS ELLIMAN REAL ESTATE. EQUAL EMPLOYMENT OPPORTUNITY PROVIDER. ALL MATERIAL PRESENTED HEREIN IS INTENDED FOR INFORMATION PURPOSES ONLY. WHILE THIS INFORMATION IS BELIEVED TO BE CORRECT, IT IS REPRESENTED SUBJECT TO ERRORS, OMISSIONS, CHANGES, OR WITHDRAWAL WITHOUT NOTICE. ALL PROPERTY INFORMATION, INCLUDING, BUT NOT LIMITED TO SQUARE FOOTAGE, ROOM COUNT, NUMBER OF BEDROOMS, AND THE SCHOOL DISTRICT IN PROPERTY LISTINGS SHOULD BE VERIFIED BY YOUR OWN ATTORNEY, ARCHITECT, OR ZONING EXPERT. EQUAL HOUSING OPPORTUNITY.LISTING DATA REFRESHED ON OCT 27 2025 AT 12:39 PM.

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Tolchester

Luxury listings for sale in Tolchester

4 of 4 Homes

COMPARE

Attached, Exterior, Facade, Raised Ranch

Exterior, Drone

Backyard, Exterior

Exterior, Drone

Backyard, Exterior

Exterior, Drone

Backyard, Exterior

Exterior, Drone

Exterior, Drone

Exterior, Drone

Exterior, Drone

Exterior, Drone

Exterior, Drone

Exterior, Facade, Georgian

Backyard, Exterior

Backyard, Exterior

Backyard, Exterior

Backyard, Exterior

Backyard, Exterior, Hot Tub

Backyard, Exterior, Playground

Fireplace, Interior

Interior, Kitchen, Recessed Lighting, Wood Texture Flooring

Interior, Kitchen, Pendant Lights, Stainless Steel Appliances

Interior, Recessed Lighting, Wood Texture Flooring

Empty room, Interior, Recessed Lighting, Wood Texture Flooring

Interior, Sun Room

Interior, Sun Room

Fireplace, Interior, Pendant Lights, Wooden Walls

Interior, Wooden Walls

Interior, Kitchen, Pendant Lights

Bathroom, Interior

Interior, Sun Room

Empty room, Interior

Empty room, Interior

Bathroom, Interior

Empty room, Interior, Wood Texture Flooring

Empty room, Interior, Wood Texture Flooring

Empty room, Interior, Wood Texture Flooring

Interior, Wood Texture Flooring

Bedroom, Interior

Bedroom, Interior

Bathroom, Interior

Bathroom, Interior

Empty room, Interior

Empty room, Interior

$499,900

8620 PARK Dr, Chestertown, MD

4 br2 BA, 1 HALF BA2,524 sf

Listing Courtesy of DOUG ASHLEY REALTORS, LLC, DOUGLAS J ASHLEY - 410-708-0480

$40,000

MONTGOMERY AVENUE, Chestertown, MD

Listing Courtesy of THE HOGANS AGENCY, VAUGHN R HOGANS - 443-480-1385

$40,000

ELM Rd, Chestertown, MD

Listing Courtesy of THE HOGANS AGENCY, VAUGHN R HOGANS - 443-480-1385

contract signed

$10,000

IOWA Ave, Chestertown, MD

Listing Courtesy of VILLAGE REAL ESTATE COMPANY LLC, JOHN T CARROLL - 410-648-6844