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90 Properties Available In Chestertown
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- Newest Listings
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$579,000
Condo
103 LANDING LN, Chestertown, MD 21620
Discover this exquisite townhome nestled within the prestigious water-oriented community of Chester River Landing. Desig...
MLS# MDKE2004252
Listed by Darrel Reel of Coldwell Banker Realty
$399,900
Single Family Home
473 PEAR TREE POINT RD, Chestertown, MD 21620
Come By this brand new Cape Cod nestled in charming Pear Tree Point! This 3-bedroom, 3-bathroom haven offers the tranqui...
MLS# MDQA2010068
Listed by David J. J Moore of RE/MAX Executive
$425,000
Townhouse
349 HIGH ST, Chestertown, MD 21620
Looking for something truly special? Don't miss this unique offering, located in the vibrant heart of Chestertown's Hist...
MLS# MDKE2004076
Listed by Cheryl Hurt of Coldwell Banker Chesapeake Real Estate Company
$399,900
Single Family Home
477 PEAR TREE POINT RD, Chestertown, MD 21620
Located within the much desired Queen Anne's County School District!! Brand new construction, just freshened up for fall...
MLS# MDQA2009842
Listed by Richard C Evans of Cross Street Realtors LLC
$399,000
Condo
117 WATER ST N #2A, Chestertown, MD 21620
A stately 1800's waterfront Victorian home, rich in history enters a new chapter in life with 6 condominium units. Make...
MLS# MDKE2003742
Listed by John J Burke of Gunther-McClary Real Estate
$348,000
Condo
117 N WATER ST N #3B, Chestertown, MD 21620
A stately 1800's waterfront Victorian home, rich in history enters a new chapter in life with 6 new condominium units. M...
MLS# MDKE2003722
Listed by John J Burke of Gunther-McClary Real Estate
$3,750,000
Single Family Home
240 ROUND TOP LANDING RD, Chestertown, MD 21620
Every so often a property like 240 Round Top Landing Road, Chestertown hits the market that checks all the boxes. This ...
MLS# MDQA2009012
Listed by Robert D Lacaze of TTR Sotheby's International Realty
$995,000
Townhouse
230 S WATER ST #1, Chestertown, MD 21620
Newly constructed 3 Bedroom townhouses with nearly all the desired attributes of town living, with water views and acces...
MLS# MDKE2001598
Listed by John J Burke of Gunther-McClary Real Estate
$950,000
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 John J Burke of Gunther-McClary Real Estate
$10,000
Vacant Land
BELTRAM RD, Chestertown, MD 21620
ONLINE AUCTION: Bidding begins 01/17/2025 @ 10:00 AM. Bidding ends 01/21/2025 @ 11:20 AM. List Price is Suggested Openin...
MLS# MDKE2004756
Listed by Adam M Shpritz of Ashland Auction Group LLC
$10,000
Vacant Land
BUNTING RD, Chestertown, MD 21620
ONLINE AUCTION: Bidding begins 01/17/2025 @ 10:00 AM. Bidding ends 01/21/2025 @ 11:25 AM. List Price is Suggested Openin...
MLS# MDKE2004758
Listed by Adam M Shpritz of Ashland Auction Group LLC
$5,000
Vacant Land
FISH HATCHERY RD, Chestertown, MD 21620
ONLINE AUCTION: Bidding begins 01/17/2025 @ 10:00 AM. Bidding ends 01/21/2025 @ 11:15 AM. List Price is Suggested Openin...
MLS# MDKE2004754
Listed by Adam M Shpritz of Ashland Auction Group LLC
$2,200
Single Family Home
Chestertown, MD 21620
Discover this nearly new, beautifully maintained home in Chestertown. Featuring luxury vinyl flooring throughout, white ...
MLS# MDKE2004740
Listed by David J. J Moore of RE/MAX Executive
$2,200
Single Family Home
128 N QUEEN ST #2, Chestertown, MD 21620
2 Bedroom apartment in a beautifully restored Victorian in Chestertown's Historic District. Walking distance to the town...
MLS# MDKE2004746
Listed by Michael ONeill of Coldwell Banker Chesapeake Real Estate Company
$49,000
Vacant Land
22681 WOOD YARD LN, Chestertown, MD 21620
Two secluded wooded lots with approximately an acre total. The existing homes on the property are of little value. The c...
MLS# MDKE2004720
Listed by Maryn J. LeClair of Chesapeake Real Estate Associates, LLC
$1,879
Single Family Home
224 N KENT ST, Chestertown, MD 21620
Adorable two bedroom home on a gorgeous lot in a coveted corner of Downtown Chestertown! Just one block from the College...
MLS# MDKE2004704
Listed by Liddy L Campbell of TTR Sotheby's International Realty
$318,500
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 Hayley A Norris of Select Land & Homes, LLC
$349,999
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 William H Norris III of Select Land & Homes, LLC
$79,900
Vacant Land
FAIRLEE RD, Chestertown, MD 21620
Desirable wooded country 2.2 acre building parcel located near public boat landings between Chestertown and Rock Hall. R...
MLS# MDKE2004652
Listed by William H Norris III of Select Land & Homes, LLC
$80,000
Vacant Land
9020 GEORGETOWN RD, Chestertown, MD 21620
Pretty wooded parcel recently surveyed with stakes clearly showing property boundaries. SEE DOCUMENTS for plat and aer...
MLS# MDKE2004490
Listed by Jennifer L Mobley of Coldwell Banker Chesapeake Real Estate Company
$5,000
Vacant Land
TEXAS AVE, Chestertown, MD 21620
ONLINE AUCTION: Bidding begins 1/17/25 @ 10:00 AM. Bidding ends 1/21/25 @ 12:10 PM. List Price is Suggested Opening Bid....
MLS# MDKE2004610
Listed by Adam M Shpritz of Ashland Auction Group LLC
$20,000
Vacant Land
TOLCHESTER BEACH RD, Chestertown, MD 21620
SEVEN separate lots for sale in Tolchester Estates. These lots are not currently buildable since sewer allocations are n...
MLS# MDKE2004198
Listed by Maryn J. LeClair of Chesapeake Real Estate Associates, LLC
$15,000
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 Maryn J. LeClair of Chesapeake Real Estate Associates, LLC
$1,870,000
Commercial
870 HIGH ST, Chestertown, MD 21620
Radcliffe Mill presents an exceptional opportunity for a savvy investor looking for value and a one-of-a-kind investment...
MLS# MDKE2004140
Listed by Julie H SANTOBONI of Taylor Properties