- 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
138 Properties Available
- Default
- Price-High To Low
- Price-Low To High
- Newest Listings
- Beds (Most)
- Baths (Most)
- Year Built (Newest)
- Square Feet (Biggest)
- 1/36 36Pending
$ 660,000
4 Beds3 Baths3,444 SqFt8774 ORCHARD DR, Chestertown, MD 21620
Single Family Home
MLS# MDKE2004276
Listed by Jennifer Anne Thomas of RE/MAX Executive
- 1/37 37Under Contract
$ 620,000
3 Beds3 Baths1,782 SqFt7775 WATERVIEW LN, Chestertown, MD 21620
Single Family Home
MLS# MDKE2004216
Listed by Peter D Heller of Coldwell Banker Chesapeake Real Estate Company
- 1/41 41Active
$ 349,000
3 Beds1 Bath1,298 SqFt6744 CHURCH HILL RD, Chestertown, MD 21620
Single Family Home
MLS# MDQA2010406
Listed by Sarah A Ulrick of Rock Hall Properties Real Estate
- 1/20 20Price Dropped by $4K
$ 225,000
3 Beds3 Baths1,222 SqFt203 HILLTOP LN, Chestertown, MD 21620
Townhouse
MLS# MDKE2004266
Listed by Sarah A Ulrick of Rock Hall Properties Real Estate
- 1/39 39Price Dropped by $16K
$ 599,000
3 Beds3 Baths2,010 SqFt25285 FOXCHASE DR, Chestertown, MD 21620
Single Family Home
MLS# MDKE2004188
Listed by Mary C Carlisle of Coldwell Banker Chesapeake Real Estate Company
- 1/28 28Active
$ 349,000
2 Beds3 Baths2,731 SqFt355 HIGH ST, Chestertown, MD 21620
Single Family Home
MLS# MDKE2004236
Listed by Julia Hilfiker of Gunther-McClary Real Estate
- 1/8 8Active
$ 790,000
3 Beds3 Baths1.18 Acres LotLOT 3 MUIRFIELD DR, Chestertown, MD 21620
Single Family Home
MLS# MDKE2004262
Listed by John J Burke of Gunther-McClary Real Estate
- 1/39 39Under Contract
$ 695,000
3 Beds3 Baths3,527 SqFt23575 CANVASBACK RD, Chestertown, MD 21620
Single Family Home
MLS# MDKE2004246
Listed by John J Burke of Gunther-McClary Real Estate
- 1/28 28Price Dropped by $25K
$ 725,000
3 Beds3 Baths117 N WATER ST #1A, Chestertown, MD 21620
Single Family Home, Condo
MLS# MDKE2004206
Listed by John J Burke of Gunther-McClary Real Estate
- 1/80 80Active
$ 579,000
2 Beds3 Baths2,100 SqFt103 LANDING LN, Chestertown, MD 21620
Townhouse
MLS# MDKE2004252
Listed by Darrel Reel of Coldwell Banker Realty
- 1/36 36Under Contract
$ 389,000
3 Beds2 Baths2,092 SqFt201 PRINCESS ANNE DR, Chestertown, MD 21620
Single Family Home
MLS# MDQA2010122
Listed by Andrew Hanson Meikle of Doug Ashley Realtors, LLC
- 1/19 19Active
$ 399,900
3 Beds3 Baths1,512 SqFt473 PEAR TREE POINT RD, Chestertown, MD 21620
Single Family Home
MLS# MDQA2010068
Listed by David J. J Moore of RE/MAX Executive
- 1/33 33Under Contract
$ 250,000
4 Beds3 Baths1,632 SqFt305 LINCOLN DR, Chestertown, MD 21620
Single Family Home
MLS# MDKE2004130
Listed by Kristina L Hyland of Coldwell Banker Chesapeake Real Estate Company
- 1/35 35Pending
$ 624,000
3 Beds4 Baths3,300 SqFt101 LANDING LN #39, Chestertown, MD 21620
Condo
MLS# MDKE2004058
Listed by Sarah E. King of Cross Street Realtors LLC
- 1/33 33Active
$ 425,000
7 Beds4 Baths3,664 SqFt349 HIGH ST, Chestertown, MD 21620
Townhouse
MLS# MDKE2004076
Listed by Cheryl Hurt of Coldwell Banker Chesapeake Real Estate Company
- 1/23 23Active
$ 399,900
3 Beds3 Baths1,512 SqFt477 PEAR TREE POINT RD, Chestertown, MD 21620
Single Family Home
MLS# MDQA2009842
Listed by Richard C Evans of Cross Street Realtors LLC
- 1/19 19Active
$ 785,000
3 Beds3 Baths2,200 SqFtLANDING LN #41, Chestertown, MD 21620
Single Family Home, Townhouse
MLS# MDKE2003936
Listed by Kaitlyn Cole Collins of Benson & Mangold, LLC
- 1/17 17Active
$ 854,000
3 Beds3 Baths1,964 SqFtLITTLE HARBOR WAY #20, Chestertown, MD 21620
Single Family Home, Townhouse
MLS# MDKE2003934
Listed by Kaitlyn Cole Collins of Benson & Mangold, LLC
- 1/28 28Active
$ 399,000
2 Beds1 Bath787 SqFt117 WATER ST N #2A, Chestertown, MD 21620
Condo
MLS# MDKE2003742
Listed by John J Burke of Gunther-McClary Real Estate
- 1/24 24Price Dropped by $37K
$ 348,000
1 Bed1 Bath652 SqFt117 N WATER ST N #3B, Chestertown, MD 21620
Condo
MLS# MDKE2003722
Listed by John J Burke of Gunther-McClary Real Estate
- 1/50 50Price Dropped by $245K
$ 3,750,000
3 Beds4 Baths4,804 SqFt240 ROUND TOP LANDING RD, Chestertown, MD 21620
Single Family Home
MLS# MDQA2009012
Listed by Robert D Lacaze of TTR Sotheby's International Realty
- 1/22 22Under Contract
$ 374,900
3 Beds3 Baths1,512 SqFt481 PEAR TREE POINT RD, Chestertown, MD 21620
Single Family Home
MLS# MDQA2009262
Listed by Richard C Evans of Cross Street Realtors LLC
- 1/3 3Pending
$ 553,500
3 Beds3 Baths2,400 SqFt234 BLAKEFIELD DR, Chestertown, MD 21620
Single Family Home
MLS# MDQA2008918
Listed by Chris W Haddaway of Chesapeake Real Estate Associates, LLC
- 1/12 12Active
$ 995,000
3 Beds4 Baths2,490 SqFt230 S WATER ST #1, Chestertown, MD 21620
Townhouse
MLS# MDKE2001598
Listed by John J Burke of Gunther-McClary Real Estate