Name: Open House - 11:00AM-1:00PM
Start: 2026-10-17T11:00:00
End: 2026-10-17T13:00:00
Location: 8986 ORCHARD DR, Chestertown, MD 21620

Coming Soon

$679,900

3 Beds4 Baths3,228 SqFt

8986 ORCHARD DR, Chestertown, MD 21620

MLS# MDKE2007150

Listed by Benson & Mangold, LLC

212 WASHINGTON AVE, Chestertown, MD 21620

1/39

Open 10/10 12PM-2PM

$675,000

5 Beds3 Baths2,838 SqFt

212 WASHINGTON AVE, Chestertown, MD 21620

MLS# MDKE2007016

Listed by Coldwell Banker Chesapeake Real Estate Company

1/11

Coming Soon

$499,999

4 Beds4 Baths3,506 SqFt

331 DEVON DR, Chestertown, MD 21620

MLS# MDKE2007134

Listed by Coldwell Banker Chesapeake Real Estate Company

1/10

Open Tue 6PM-7PM

$259,900

3 Beds2 Baths1,280 SqFt

115 METCALF RD, Chestertown, MD 21620

MLS# MDKE2006826

Listed by Real Broker, LLC - Chester

1/20

Open 10/10 11AM-12:30PM

$314,000

3 Beds2 Baths1,216 SqFt

9126 FAIRLEE RD, Chestertown, MD 21620

MLS# MDKE2006764

Listed by Chesapeake Real Estate Associates, LLC

1/92

Open 11/1 1PM-3PM

$829,000

3 Beds4 Baths2,472 SqFt

106 QUEEN ST S, Chestertown, MD 21620

MLS# MDKE2006152

Listed by Chesapeake Real Estate Associates, LLC

1/27

Under Contract

$565,000

2 Beds2 Baths1,306 SqFt

204 S WATER ST, Chestertown, MD 21620

MLS# MDKE2007184

Listed by Coldwell Banker Chesapeake Real Estate Company

1/64

New

$430,000

3 Beds3 Baths1,520 SqFt

206 N MILL ST, Chestertown, MD 21620

MLS# MDKE2007160

Listed by Coldwell Banker Chesapeake Real Estate Company

1/41

New

$325,000

5 Beds2 Baths1,802 SqFt

234 N KENT ST, Chestertown, MD 21620

MLS# MDKE2007128

Listed by TTR Sotheby's International Realty

LITTLE HARBOR WAY #1, Chestertown, MD 21620

1/29

New

$1,800,000

4 Beds4 Baths3,540 SqFt

LITTLE HARBOR WAY #1, Chestertown, MD 21620

MLS# MDKE2007154

Listed by Gunther-McClary Real Estate

8820 CUMBERLAND ST, Chestertown, MD 21620

1/23

New

$312,500

3 Beds2 Baths1,080 SqFt

8820 CUMBERLAND ST, Chestertown, MD 21620

MLS# MDKE2007156

Listed by RE/MAX Advantage Realty

1/16

Active

$259,900

3 Beds3 Baths1,280 SqFt

103 METCALF RD, Chestertown, MD 21620

MLS# MDKE2007148

Listed by Real Broker, LLC - Chester

329 UNION CHURCH RD, Chestertown, MD 21620

1/142

Active

$568,900

4 Beds3 Baths2,464 SqFt

329 UNION CHURCH RD, Chestertown, MD 21620

MLS# MDQA2018610

Listed by Chesapeake Real Estate Associates, LLC

105 N WATER ST #3, Chestertown, MD 21620

1/51

Active

$489,000

2 Beds2 Baths1,098 SqFt

105 N WATER ST #3, Chestertown, MD 21620

MLS# MDKE2007112

Listed by Coldwell Banker Chesapeake Real Estate Company

7712 WATERVIEW LN, Chestertown, MD 21620

1/95

Under Contract

$659,999

3 Beds4 Baths2,716 SqFt

7712 WATERVIEW LN, Chestertown, MD 21620

MLS# MDKE2007104

Listed by Coldwell Banker Chesapeake Real Estate Company

10 CEDAR CHASE CT, Chestertown, MD 21620

1/15

Coming Soon

$495,000

3 Beds3 Baths1,656 SqFt

10 CEDAR CHASE CT, Chestertown, MD 21620

MLS# MDKE2007124

Listed by Cross Street Realtors LLC

6324 QUAKER NECK RD, Chestertown, MD 21620

1/56

Active

$2,895,000

5 Beds4 Baths5,938 SqFt

6324 QUAKER NECK RD, Chestertown, MD 21620

MLS# MDKE2007098

Listed by Cross Street Realtors LLC

223 MOUNT VERNON AVE, Chestertown, MD 21620

1/23

Pending

$200,000

4 Beds1 Bath1,816 SqFt

223 MOUNT VERNON AVE, Chestertown, MD 21620

MLS# MDKE2007080

Listed by Chesapeake Real Estate Associates, LLC

22974 BAY SHORE RD, Chestertown, MD 21620

1/22

Active

3D

$329,900

2 Beds2 Baths1,440 SqFt

22974 BAY SHORE RD, Chestertown, MD 21620

MLS# MDKE2007106

Listed by Benson & Mangold, LLC

24775 LANGFORD RD, Chestertown, MD 21620

1/25

Active

$315,000

3 Beds1 Bath1,008 SqFt

24775 LANGFORD RD, Chestertown, MD 21620

MLS# MDKE2007012

Listed by RE/MAX Chesapeake

1/26

Active

$289,000

3 Beds2 Baths1,056 SqFt

8732 ELM RD, Chestertown, MD 21620

MLS# MDKE2007082

Listed by Coldwell Banker Chesapeake Real Estate Company

1/30

Price Dropped by $10K

$285,000

3 Beds1 Bath960 SqFt

104 LINCOLN DR, Chestertown, MD 21620

MLS# MDKE2007032

Listed by RE/MAX Executive

1/40

Under Contract

$275,000

3 Beds1 Bath975 SqFt

7482 POPLAR AVE, Chestertown, MD 21620

MLS# MDKE2007042

Listed by Taylor Properties

1/32

Price Dropped by $10K

$325,000

3 Beds2 Baths1,398 SqFt

217 EDMORE RD, Chestertown, MD 21620

MLS# MDQA2018386

Listed by Doug Ashley Realtors, LLC

147 Properties Available