23 Properties Available In Chestertown
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- Price-High To Low
- Price-Low To High
- Newest Listings
- Beds (Most)
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$1,550,000
Single Family Home
21082 WYOMING AVE, Chestertown, MD 21620
Charming Chesapeake Bay Home with Stunning Water Views and Incredible Sunsets! Living space is 2699 and the unfinished...
MLS# MDKE2005016
Listed by Doug Ashley Realtors, LLC
$150,000
Single Family Home, Townhouse
508 CANNON ST, Chestertown, MD 21620
Duplex in the Historic District of Chestertown located near the rails to trails.
MLS# MDKE2005160
Listed by Coldwell Banker Realty
$95,000
Single Family Home
1814 PONDTOWN RD, Chestertown, MD 21620
INVESTOR & BUILDER ALERT! <br>2.69 Acres | No HOA | <br>Unlock the potential of this prime 2.69-acre property in beautif...
MLS# MDQA2013018
Listed by Cross Street Realtors LLC
$429,000
Single Family Home
114 RYAN CT, Chestertown, MD 21620
Priced below recent appraised value! Perched above the peaceful waters of Rosin Creek, this charming waterfront cottage...
MLS# MDQA2012972
Listed by Taylor Properties
$310,000
Single Family Home
24095 CHESTERTOWN RD, Chestertown, MD 21620
Motivated Seller! This GEM just outside of Chestertown is back on the market at no fault of her own (buyer remorse prior...
MLS# MDKE2005020
Listed by Taylor Properties
$598,500
Single Family Home
129 N QUEEN ST N, Chestertown, MD 21620
Welcome to 129 N. Queen Street situated in one of Historic Chestertown's most desirable and sought after locations. Nest...
MLS# MDKE2004970
Listed by Select Land & Homes, LLC
$279,900
Single Family Home
114 DARDEN RD, Chestertown, MD 21620
All one floor living on quiet street with large fenced yard and mature trees close to the bay! Lovely renovations and br...
MLS# MDQA2012808
Listed by FSBO Broker
$220,000
Townhouse
300 HILLTOP LN, Chestertown, MD 21620
Welcome to this beautifully updated end-unit townhouse in the heart of Chestertown! Featuring 3 bedrooms and 2.5 bathroo...
MLS# MDKE2005004
Listed by Coldwell Banker Chesapeake Real Estate Company
$425,000
Single Family Home
128 EDMORE RD, Chestertown, MD 21620
Your Dream Eastern Shore Retreat Awaits!<br><br>Welcome to this meticulously maintained home, where charm and comfort bl...
MLS# MDQA2012546
Listed by Berkshire Hathaway HomeServices PenFed Realty
$499,900
Single Family Home
314 DEVON DR, Chestertown, MD 21620
Welcome to 314 Devon Drive in Chestertown—a beautifully designed 4-bedroom, 3.5-bath home where comfort meets style in e...
MLS# MDKE2004946
Listed by The Parker Group
$249,900
Single Family Home
21217 TEXAS AVE, Chestertown, MD 21620
MOVE IN READY!! Adorable, Affordable, move in ready & two blocks from the Chesapeake Bay! Appliances, roof, flooring r...
MLS# MDKE2004902
Listed by RE/MAX Leading Edge
$845,000
Single Family Home
24576 LANGFORD RD, Chestertown, MD 21620
ANNOUNCEMENT: Sellers are meeting the market with substantial price reduction. Additionally, they are willing to contrib...
MLS# MDKE2004906
Listed by Maryland Heritage Properties
$759,000
Condo
212 LANDING LN, Chestertown, MD 21620
Nestled along the tranquil western shore of the Chester River, this beautiful townhome in Chester River Landing offers ...
MLS# MDKE2004782
Listed by Gunther-McClary Real Estate
$679,000
Single Family Home
11040 KYLIE LN, Chestertown, MD 21620
Welcome to your serene getaway nestled on 2.62 acres of partially wooded land on Urieville Lake! This stunning 4-bedroom...
MLS# MDKE2004586
Listed by Coldwell Banker Chesapeake Real Estate Company
$898,000
Townhouse
228 S WATER ST, Chestertown, MD 21620
Newly constructed 3 Bedroom townhouses with nearly all the desired attributes of town living, with water views and acces...
MLS# MDKE2001612
Listed by Gunther-McClary Real Estate
$75,000
Vacant Land
9020 GEORGETOWN RD, Chestertown, MD 21620
Price improvement!!! Pretty wooded parcel recently surveyed with stakes clearly showing property boundaries. SEE DOCUM...
MLS# MDKE2005152
Listed by Coldwell Banker Chesapeake Real Estate Company
$25,000
Vacant Land
COGAR RD, Chestertown, MD 21620
Welcome to your serene retreat on Cogar Road in charming Chestertown, MD! Nestled on a generous 15,000 square foot lot, ...
MLS# MDKE2004996
Listed by Compass
$25,000
Vacant Land
TONOPAH RD, Chestertown, MD 21620
Welcome to your serene retreat on Tonopah Road in charming Chestertown, MD! Nestled on a generous 15,000 square foot lot...
MLS# MDKE2004994
Listed by Compass
$299,000
Multi-Family
866 WASHINGTON AVE, Chestertown, MD 21620
Prime Investment Opportunity in Chestertown with Leases In Place!!! <br><br>This duplex property offers versatility, upg...
MLS# MDKE2004832
Listed by Cross Street Realtors LLC
$225,000
Vacant Land
HAACKE DRIVE LOT 3, Chestertown, MD 21620
This prime commercial lot offers an exceptional opportunity for your next business venture. Situated on Haacke Drive, th...
MLS# MDKE2004648
Listed by Select Land & Homes, LLC
$250,000
Vacant Land
SCHEELER ROAD LOT 2, Chestertown, MD 21620
This prime commercial lot offers an exceptional opportunity for your next business venture. Situated at the highly visib...
MLS# MDKE2004650
Listed by Select Land & Homes, LLC
$10,000
Vacant Land
MONTGOMERY AVE, Chestertown, MD 21620
Property in Tolchester Estates! Walking distance to the Chesapeake Bay, Tolchester beach, marina and Shanty. The county ...
MLS# MDKE2004196
Listed by Chesapeake Real Estate Associates, LLC
$2,400,000
Commercial
860 & 870 HIGH ST, Chestertown, MD 21620
Now be offered with a price improvement, Radcliffe Mill presents an exceptional opportunity for a savvy investor looking...
MLS# MDKE2003850
Listed by Taylor Properties