- Any
- $ 100,000
- $ 150,000
- $ 200,000
- $ 400,000
- $ 800,000
- Any
- $ 200,000
- $ 300,000
- $ 400,000
- $ 600,000
- $ 1,000,000
- Any
- 1
- 2
- 3
- 4
- 5
- Any
- 1
- 2
- 3
- 4
- 5
- Any
- 1
- 2
- 3
- 4
- 5
- Any
- 1
- 2
- 3
- 4
- 5
12 Properties Available In Chestertown
- Default
- Price-High To Low
- Price-Low To High
- Newest Listings
- Beds (Most)
- Baths (Most)
- Year Built (Newest)
- Square Feet (Biggest)
$649,000
Single Family Home
411 FAIRVIEW DR, Chestertown, MD 21620
Eastern Shore of Maryland Waterfront Cottage is perched on the banks of Rosin Creek in Queen Anne’s County. Cozy, comfo...
MLS# MDQA2011336
Listed by Michael ONeill of Coldwell Banker Chesapeake Real Estate Company
$169,900
Single Family Home
23110 OLD FAIRLEE RD, Chestertown, MD 21620
Welcome to this lovely home with a detached garage in the community of Woods Edge in Kent County! The home features thre...
MLS# MDKE2004542
Listed by Gina M Gargeu of Century 21 Downtown
$165,000
Single Family Home
240 N COLLEGE AVE, Chestertown, MD 21620
Great investment property, currently rented with long term tenants. Located in town with schools nearby. Being sold as i...
MLS# MDKE2004528
Listed by Dawn M Williams of Berkshire Hathaway Homeservice Homesale Realty
$387,500
Single Family Home
409 RIVERVIEW RD, Chestertown, MD 21620
Exciting Price Improvement Reduced $10,000 plus Seller to install new carpet. This charming Cape Cod is situated on a de...
MLS# MDQA2010982
Listed by Norma L Coursey of Benson & Mangold, LLC
$225,000
Townhouse
203 HILLTOP LN, Chestertown, MD 21620
Built in 2005, this like-new home boasts an open floor plan with inviting, bright spaces. The residence features 3 bedro...
MLS# MDKE2004266
Listed by Sarah A Ulrick of Rock Hall Properties 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
$2,750
Single Family Home
8630 ELM RD, Chestertown, MD 21620
Ready to Rent this Fall? Call this 4 Bedroom and 2.5 Bath home in Tolchester Estates! It is walking distance to the C...
MLS# MDKE2004410
Listed by Kadesha Lyn Carroll of Keller Williams Realty Centre
$9,999
Vacant Land
831-REAR LOT HIGH ST #REAR LOT, Chestertown, MD 21620
Great opportunity for a large parcel of commercially zoned land in Chestertown. MD! Buyer is responsible for their own d...
MLS# MDKE2004388
Listed by Daniel R. Lusk of McWilliams/Ballard Inc.
$450,000
Vacant Land
TRUSLOW FARM LN #LOT 2, Chestertown, MD 21620
Opportunity to claim your own 2.3 acres of waterfront situated amidst the serene beauty of Truslow farm. This parcel rep...
MLS# MDQA2008920
Listed by Maryn J. LeClair of Chesapeake Real Estate Associates, LLC
$425
Commercial
302 PARK ROW, Chestertown, MD 21620
Welcome to the Offices at Fountain Park, where history meets modern convenience! This charming basement office space, lo...
MLS# MDKE2004310
Listed by Maryn J. LeClair of Chesapeake Real Estate Associates, LLC
$18
Commercial
870 HIGH ST #2-3, Chestertown, MD 21620
Three floors of premium office space are available for lease at Radcliffe Mill. This listing encompasses the top three f...
MLS# MDKE2003776
Listed by Julie H SANTOBONI of Taylor Properties