- Register
- Sign In
- Any
- $ 50,000
- $ 100,000
- $ 150,000
- $ 200,000
- $ 400,000
- Any
- $ 200,000
- $ 300,000
- $ 400,000
- $ 600,000
- $ 800,000
- Any
- 1
- 2
- 3
- 4
- 5
- Any
- 1
- 2
- 3
- 4
- 5
- Any
- 1
- 1.5
- 2
- 3
- 4
- 5
- Any
- 1
- 1.5
- 2
- 3
- 4
- 5
137 Properties Available
- Default
- Price-High To Low
- Price-Low To High
- Newest Listings
- Beds (Most)
- Baths (Most)
- Year Built (Newest)
- Square Feet (Biggest)
- 1/82 82
Open Sat 11AM-3PM$ 579,000
2 Beds3 Baths2,100 SqFt103 LANDING LN, Chestertown, MD 21620
Townhouse
MLS# MDKE2004252
Listed by Darrel Reel of Coldwell Banker Realty
- 1/19 19
Active$ 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 33
Under 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 35
Pending$ 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 33
Active$ 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
- 1/20 20
Active$ 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
- 1/17 17
Active$ 799,000
3 Beds3 Baths2,200 SqFtLANDING LN #40, Chestertown, MD 21620
Townhouse
MLS# MDKE2003948
Listed by Kaitlyn Cole Collins of Benson & Mangold, LLC
- 1/19 19
Active$ 785,000
3 Beds3 Baths2,200 SqFtLANDING LN #41, Chestertown, MD 21620
Townhouse
MLS# MDKE2003936
Listed by Kaitlyn Cole Collins of Benson & Mangold, LLC
- 1/17 17
Active$ 864,000
3 Beds3 Baths1,964 SqFtLITTLE HARBOR WAY #19, Chestertown, MD 21620
Townhouse
MLS# MDKE2003932
Listed by Kaitlyn Cole Collins of Benson & Mangold, LLC
- 1/17 17
Active$ 854,000
3 Beds3 Baths1,964 SqFtLITTLE HARBOR WAY #20, Chestertown, MD 21620
Townhouse
MLS# MDKE2003934
Listed by Kaitlyn Cole Collins of Benson & Mangold, LLC
- 1/28 28
Active$ 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 24
Price 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 50
Price 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 22
Under 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 3
Pending$ 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
- 1/32 32
Active$ 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 25
Active$ 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 20
Active$ 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 77
Active$ 779,000
3 Beds4 Baths2,200 SqFt212 LANDING LN, Chestertown, MD 21620
Townhouse
MLS# MDKE2002650
Listed by Kaitlyn Cole Collins of Benson & Mangold, LLC
- 1/12 12
Active$ 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
- 1/11 11
Active$ 950,000
3 Beds4 Baths2,592 Sqft Lot228 S WATER ST, Chestertown, MD 21620
Townhouse
MLS# MDKE2001612
Listed by John J Burke of Gunther-McClary Real Estate
- 1/14 14
Active$ 995,000
3 Beds4 Baths3,782 Sqft Lot226 S WATER ST, Chestertown, MD 21620
Townhouse
MLS# MDKE2001618
Listed by John J Burke of Gunther-McClary Real Estate
- 1/7 7
New$ 349,999
0.93 AcresSCHEELER ROAD LOT 2, Chestertown, MD 21620
Vacant Land
MLS# MDKE2004650
Listed by William H Norris III of Select Land & Homes, LLC
- 1/5 5
Coming Soon$ 318,500
0.96 AcresHAACKE DRIVE LOT 3, Chestertown, MD 21620
Vacant Land
MLS# MDKE2004648
Listed by Hayley A Norris of Select Land & Homes, LLC