Quick Chestertown MD MLS Search
Browse All Chestertown MD Above $1M Properties for Sale
Remarkable downtown Chestertown development opportunity outside the Historic District. Incredible potential for a builder or a unique property for a private homesite. Dir...
Listing courtesy of Coldwell Banker Chesapeake Real Estate Company. Contact:
Tulip Forest, a farm defined by scale, stewardship, and long-term value. Recognized as a premier sporting estate, this legacy holding property is the kind of asset that ...
- 4 Beds
- 2 Baths
Listing courtesy of Cross Street Realtors LLC. Contact: 4434803453
Remarkable downtown Chestertown development opportunity outside the Historic District. Incredible potential for a builder or a unique property for a private homesite. D...
- 2 Beds
- 1 Baths
Listing courtesy of Coldwell Banker Chesapeake Real Estate Company. Contact:
A rare turnkey, profitable, investment property in downtown Chestertown. Renovated to the studs in 2022, 200-202-204 High Street has 5 apartments and 3 storefronts and s...
Listing courtesy of Taylor Properties. Contact:
Unique opportunity to expand or start your business just minutes from the Eastern Shore thoroughfares of Routes 301 and 213 and also just outside of downtown Chestertown....
Listing courtesy of Coldwell Banker Chesapeake Real Estate Company. Contact:
Circa 1743 with a stately 1825 addition, The Inn at Mitchell House is a rare pre-Revolutionary manor home on 9+ manicured acres on Maryland's Eastern Shore. Listed on the...
Listing courtesy of Coldwell Banker Chesapeake Real Estate Company. Contact:
Circa 1743 with a stately 1825 addition, The Inn at Mitchell House is a rare pre-Revolutionary manor home on 9+ manicured acres on Maryland's Eastern Shore. Listed on the...
- 9 Beds
- 7 Baths
Listing courtesy of Coldwell Banker Chesapeake Real Estate Company. Contact:
Welcome to 22470 Fairgale Farm Ln, a spacious home and property perched over Fairlee Creek, with an assigned boat slip. 3.55 acres, partly wooded, exceptionally landscap...
- 4 Beds
- 5 Baths
Listing courtesy of Gunther-McClary Real Estate. Contact:
Mixed-use commercial property in charming historic Chestertown. 327 Cannon was newly constructed in 2006, yet is perfectly situated in bustling historic district. Offerin...
Listing courtesy of Gunther-McClary Real Estate. Contact:
**Listing price is for FOUR units for sale as an investment package! 117 N Water Street, originally built prior to the mid-1800s, is an incredible opportunity to own a ...
- 7 Beds
- 5 Baths
Listing courtesy of TTR Sotheby's International Realty. Contact: 4106733344
**To be built! Welcome to this beautifully designed 2,784 sq ft home in Chester River Landing, offering modern comfort and timeless style. The home includes 4 bedrooms an...
- 4 Beds
- 4 Baths
Listing courtesy of Gunther-McClary Real Estate. Contact:
**To be built! Welcome to this beautifully designed 2,231 sq ft home in Chester River Landing, offering modern comfort, timeless style, and flexible living options. The h...
- 3 Beds
- 3 Baths
Listing courtesy of Gunther-McClary Real Estate. Contact:
Rebuilt in 1863, the Tilley Residence showcases classic Second Empire architecture on one of Chestertown’s most prominent historic corners across from the Custom House, o...
- 5 Beds
- 5 Baths
Listing courtesy of Coldwell Banker Chesapeake Real Estate Company. Contact:
Potential for Residential Development! 87 Acre land tract that is annexed into the town of Chestertown and is served with municipal services. The property is zoned reside...
Listing courtesy of The Land Group. Contact: (410) 934-3478
Above $1 Million Chestertown Real Estate
Our website features the best real estate search for above $1 million properties available in Chestertown and surrounding areas. It is the only site you will ever need! It is easy-to-use and updated by the official Realtor®’s database every 15 minutes.
You can save searches, and get daily email alerts of new listings, price changes, sold data, and market reports. Our Interactive Map Search allows you to view properties on a map or refine your search by drawing the boundaries around the area you desire.
Curious about what’s happening in your neighborhood? You can create a custom market report to see what’s active, under contract, and sold in your neighborhood!
Considering selling or refinancing your home? Get an INSTANT property valuation now!
Contact us today to find out how we can be of assistance to you!
Address Search
Chestertown Subdivisions
Browse Chestertown Homes by Property Type
Browse Chestertown Homes by Price Range
Browse Chestertown Homes by # of Bedroom
Chestertown Real Estate Market Reports
