- 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
140 Properties Available
- Default
- Price-High To Low
- Price-Low To High
- Newest Listings
- Beds (Most)
- Baths (Most)
- Year Built (Newest)
- Square Feet (Biggest)
- 1/60 60Under Contract
$ 625,000
4 Beds2 Baths2,476 SqFt1316 EWINGTOWN RD, Chestertown, MD 21620
Single Family Home
MLS# MDQA2010712
Listed by Travis O Gray of Engel & Volkers Annapolis
- 1/31 31Open 12/8 12PM-2PM
$ 440,000
5 Beds3 Baths1,936 SqFt401 ORIOLE RD, Chestertown, MD 21620
Single Family Home
MLS# MDQA2011442
Listed by William Sutton of Coldwell Banker Chesapeake Real Estate Company
- 1/113 113Open 11/29 12PM-3PM
$ 698,000
4 Beds4 Baths3,684 SqFt11040 KYLIE LN, Chestertown, MD 21620
Single Family Home
MLS# MDKE2004586
Listed by Kristina L Hyland of Coldwell Banker Chesapeake Real Estate Company
- 1/24 24Coming Soon
$ 299,000
3 Beds3 Baths1,930 SqFt100 ACORN DR, Chestertown, MD 21620
Townhouse
MLS# MDKE2004566
Listed by Lisa P Raffetto of Coldwell Banker Chesapeake Real Estate Company
- 1/17 17Open Sat 12PM-2PM
$ 799,000
3 Beds3 Baths2,200 SqFtLANDING LN #40, Chestertown, MD 21620
Single Family Home, Townhouse
MLS# MDKE2003948
Listed by Kaitlyn Cole Collins of Benson & Mangold, LLC
- 1/17 17Open Sat 12PM-2PM
$ 864,000
3 Beds3 Baths1,964 SqFtLITTLE HARBOR WAY #19, Chestertown, MD 21620
Single Family Home, Townhouse
MLS# MDKE2003932
Listed by Kaitlyn Cole Collins of Benson & Mangold, LLC
- 1/32 32Open Sat 12PM-2PM
$ 725,000
3 Beds3 Baths1,964 SqFtLANDING LN #37, Chestertown, MD 21620
Single Family Home
MLS# MDKE2002800
Listed by Kaitlyn Cole Collins of Benson & Mangold, LLC
- 1/25 25Open Sat 12PM-2PM
$ 1,449,000
3 Beds4 Baths2,315 SqFtLITTLE HARBOR WAY #1, Chestertown, MD 21620
Single Family Home
MLS# MDKE2002724
Listed by Kaitlyn Cole Collins of Benson & Mangold, LLC
- 1/20 20Open Sat 12PM-2PM
$ 949,900
4 Beds4 Baths2,784 SqFtLANDING LN #25, Chestertown, MD 21620
Single Family Home
MLS# MDKE2002704
Listed by Kaitlyn Cole Collins of Benson & Mangold, LLC
- 1/77 77Open Sat 12PM-2PM
$ 779,000
3 Beds4 Baths2,200 SqFt212 LANDING LN, Chestertown, MD 21620
Townhouse
MLS# MDKE2002650
Listed by Kaitlyn Cole Collins of Benson & Mangold, LLC
- 1/24 24New
$ 299,900
3 Beds2 Baths1,288 SqFt7500 SHORTALL ST, Chestertown, MD 21620
Single Family Home
MLS# MDKE2004654
Listed by Lona Sue Todd of Taylor Properties
- 1/34 34New
$ 639,000
3 Beds3 Baths1,800 SqFt7675 QUAKER NECK RD, Chestertown, MD 21620
Single Family Home
MLS# MDKE2004630
Listed by Tracy A Stone of Coldwell Banker Chesapeake Real Estate Company
- 1/20 20New
$ 499,000
3 Beds2 Baths3,280 SqFt24543 CHESTERTOWN RD, Chestertown, MD 21620
Single Family Home
MLS# MDKE2004580
Listed by Terri L Murray of RE/MAX Executive
- 1/44 44New
$ 585,000
5 Beds4 Baths2,408 SqFt7938 RADCLIFFE RD, Chestertown, MD 21620
Single Family Home
MLS# MDKE2004638
Listed by Liddy L Campbell of TTR Sotheby's International Realty
- 1/21 21Active
$ 322,000
4 Beds2 Baths1,470 SqFt305 LONGFELLOW DR, Chestertown, MD 21620
Single Family Home
MLS# MDQA2011362
Listed by Brian Arlen Whitaker of Coldwell Banker Waterman Realty
- 1/17 17Price Dropped by $6K
$ 289,000
3 Beds4 Baths1,840 SqFt104 OAK LEAF DR, Chestertown, MD 21620
Townhouse
MLS# MDKE2004584
Listed by Krystal Zellner of Crown Homes Real Estate
- Pending
$ 275,000
3 Beds2 Baths1,582 SqFt340 CANNON ST, Chestertown, MD 21620
Single Family Home
MLS# MDKE2004608
Listed by Kysha Merritt of Samson Properties
- 1/22 22Pending
$ 335,000
3 Beds2 Baths1,200 SqFt218 CONCORD RD, Chestertown, MD 21620
Single Family Home
MLS# MDQA2011440
Listed by Courtney Chipouras of Benson & Mangold, LLC
- 1/59 59Under Contract
$ 1,600,000
5 Beds2 Baths3,788 SqFt10262 JOHN CARVILL RD, Chestertown, MD 21620
Single Family Home
MLS# MDKE2004506
Listed by Jennifer L Mobley of Coldwell Banker Chesapeake Real Estate Company
- 1/30 30Price Dropped by $46K
$ 649,000
3 Beds2 Baths1,680 SqFt411 FAIRVIEW DR, Chestertown, MD 21620
Single Family Home
MLS# MDQA2011336
Listed by Michael ONeill of Coldwell Banker Chesapeake Real Estate Company
- 1/25 25Pending
$ 565,000
4 Beds3 Baths2,488 SqFt209 BIRCH RUN RD, Chestertown, MD 21620
Single Family Home
MLS# MDKE2004500
Listed by Liddy L Campbell of TTR Sotheby's International Realty
- 1/80 80Price Dropped by $26K
$ 399,000
5 Beds2 Baths2,240 SqFt221 RIVER RD, Chestertown, MD 21620
Single Family Home
MLS# MDQA2011280
Listed by Joseph S. Ciganek of Coldwell Banker Chesapeake Real Estate Company
- 1/27 27Active
$ 255,000
3 Beds2 Baths1,260 SqFt117 CHESTER ARMS DR, Chestertown, MD 21620
Single Family Home, Townhouse
MLS# MDKE2004562
Listed by David J. J Moore of RE/MAX Executive
- 1/26 26Under Contract
$ 329,000
4 Beds2 Baths1,500 SqFt228 CONCORD RD, Chestertown, MD 21620
Single Family Home
MLS# MDQA2011092
Listed by Grace M Crockett of Doug Ashley Realtors, LLC