Chestertown Maryland Historic Homes

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* Avg price / night based on Tripadvisor data in the past 30 days

Circa 1900 Home in the Heart of Historic Downtown Chestertown
5/5
Vrbo (54)
Chestertown, MD 21620
Maryland Heritage Properties
Real estate agent
306 Cannon St Ste 1, Chestertown, MD 21620
(410) 778-9319
Doug Ashley Realtors LLC
Real estate agent
227 High St, Chestertown, MD 21620
Open · Closes 5 PM
(410) 810-0010
Beautiful, Spacious Waterfront Home, an Easy Walk to Historic Chestertown
4.9/5
Vrbo (19)
Chestertown, MD 21620
Historic downtown Chestertown Home. #1 Location.
Chestertown, MD 21620
Historical Society of Kent County
4.5/5
(18) · Museum
301 High St, Chestertown, MD 21620
Closed · Opens 11 AM
(410) 778-3499
Coldwell Banker Chesapeake Real Estate Company
5/5
(8) · Real estate agent
114 S Cross St Ste B, Chestertown, MD 21620
Open 24 hours
(410) 778-0330
Historic Stepne Manor on Maryland's Eastern Shore
Chestertown, MD 21620
Beautiful home overlooking the Chester River in Historic Chestertown, Md.
Chestertown, MD 21620
Country Estate in Historic District
5/5
Vrbo (53)
Chestertown, MD 21620
Historic Downtown Garden Oasis with Private Patio
Chestertown, MD 21620
Private Waterfront Paradise w/ Pier - Kayak to Historic Chestertown!
4.9/5
Vrbo (58)
Chestertown, MD 21620
Wyble Enterprises Realtors Llc
Real estate agent
219 High St, Chestertown, MD 21620
(410) 778-3050
First Floor Studio Apartment in Historic Chestertown
Chestertown, MD 21620
Running Fox, a Historic Country Retreat - SPECIAL WINTER RATES
Chestertown, MD 21620
$230*
Brampton 1860
4.9/5
(890)
25227 Chestertown Rd, Chestertown, MD 21620
(410) 778-1860
Caulk's Field Monument
Historical landmark
8298 Caulks Field Rd, Chestertown, MD 21620
5 bedroom Historic Victorian by Chester River
Crumpton, MD 21628

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Chestertown Maryland Historic Homes

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This is Where The Homes Are. | Dream Homes Advice: Dream Big.