138 Properties Available

Name: Open House - 11AM-2PM
Start: 2025-08-23T11:00:00.000Z
End: 2025-08-23T14:00:00.000Z
Location: 110 S MILL ST, Chestertown, MD 21620

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1/48 48

1 Bed 1 Bath 1,148 SqFt

$559,900
Active

5179 QUAKER NECK RD, Chestertown, MD 21620

MLS# MDKE2005028

Listed by Hyatt & Company Real Estate, LLC

Single Family Home
1/22 22

3 Beds 3 Baths 2,315 SqFt

$1,459,000
Active

LITTLE HARBOR WAY #1, Chestertown, MD 21620

MLS# MDKE2004992

Listed by Gunther-McClary Real Estate

Single Family Home
1/33 33

3 Beds 1 Bath 1,056 SqFt

$269,900
Pending

114 DARDEN RD, Chestertown, MD 21620

MLS# MDQA2012808

Listed by FSBO Broker

Single Family Home
1/20 20

3 Beds 3 Baths 1,200 SqFt

$220,000
Active

300 HILLTOP LN, Chestertown, MD 21620

MLS# MDKE2005004

Listed by Coldwell Banker Chesapeake Real Estate Company

Townhouse
1/52 52

5 Beds 5 Baths 3,243 SqFt

$1,395,500
Active

105 HIGH ST, Chestertown, MD 21620

MLS# MDKE2005002

Listed by Coldwell Banker Chesapeake Real Estate Company

Single Family Home
1/41 41

2 Beds 3 Baths 2,100 SqFt

$569,000
Active

103 LANDING LN, Chestertown, MD 21620

MLS# MDKE2004972

Listed by Gunther-McClary Real Estate

Condo
1/59 59

4 Beds 2 Baths 2,568 SqFt

$415,000
Price Dropped by $10K

128 EDMORE RD, Chestertown, MD 21620

MLS# MDQA2012546

Listed by Berkshire Hathaway HomeServices PenFed Realty

Single Family Home
1/22 22

3 Beds 4 Baths 3,782 Sqft Lot

$998,000
Active

226 S WATER ST, Chestertown, MD 21620

MLS# MDKE2004940

Listed by Gunther-McClary Real Estate

Townhouse
1/17 17

3 Beds 3 Baths 1,856 SqFt

$349,900
Under Contract

110 FLYING CLOUD COURT, Chestertown, MD 21620

MLS# MDKE2004850

Listed by Berkshire Hathaway HomeServices Homesale Realty

Single Family Home
1/77 77

5 Beds 8 Baths 9,852 SqFt

$4,850,000
Price Dropped by $650K

23620 LANDS END RD, Chestertown, MD 21620

MLS# MDKE2004760

Listed by Cross Street Realtors LLC

Single Family Home
1/36 36

3 Beds 4 Baths

$759,000
Active

212 LANDING LN, Chestertown, MD 21620

MLS# MDKE2004782

Listed by Gunther-McClary Real Estate

Condo
1/30 30

3 Beds 2 Baths 1,392 SqFt

$349,900
Active

109 WILTON RD, Chestertown, MD 21620

MLS# MDQA2011782

Listed by Chesapeake Real Estate Associates, LLC

Single Family Home
1/67 67

4 Beds 4 Baths 3,684 SqFt

$659,000
Active

11040 KYLIE LN, Chestertown, MD 21620

MLS# MDKE2004586

Listed by Coldwell Banker Chesapeake Real Estate Company

Single Family Home
1/55 55

3 Beds 2 Baths 3,280 SqFt

$425,000
Pending

24543 CHESTERTOWN RD, Chestertown, MD 21620

MLS# MDKE2004580

Listed by RE/MAX Executive

Single Family Home
1/45 45

3 Beds 4 Baths 4,446 SqFt

$1,250,000
Price Dropped by $100K

23393 CACAWAY FARM LN, Chestertown, MD 21620

MLS# MDKE2004002

Listed by Gunther-McClary Real Estate

Condo
1/35 35

3 Beds 2 Baths 2,767 SqFt

$495,000
Active

116 PINE CHIP RD, Chestertown, MD 21620

MLS# MDQA2010882

Listed by Coldwell Banker Chesapeake Real Estate Company

Single Family Home
1/28 28

3 Beds 3 Baths

$725,000
Active

117 N WATER ST #1A, Chestertown, MD 21620

MLS# MDKE2004206

Listed by Gunther-McClary Real Estate

Single Family Home, Condo
1/33 33

7 Beds 4 Baths 3,664 SqFt

$395,000
Active

349 HIGH ST, Chestertown, MD 21620

MLS# MDKE2004076

Listed by Coldwell Banker Chesapeake Real Estate Company

Townhouse
1/28 28

2 Beds 1 Bath 787 SqFt

$399,000
Active

117 WATER ST N #2A, Chestertown, MD 21620

MLS# MDKE2003742

Listed by Gunther-McClary Real Estate

Condo
1/40 40

2,492 SqFt

$745,000
Coming Soon

110 S MILL ST, Chestertown, MD 21620

MLS# MDKE2005574

Listed by Gunther-McClary Real Estate

Multi-Family
1/38 38

3 Beds 2 Baths 1,200 SqFt

$2,175
Coming Soon

104 MAPLE AVE, Chestertown, MD 21620

MLS# MDKE2005596

Listed by Real Broker, LLC - Annapolis

Single Family Home
1/2 2

0.34 Acres

$40,000
New

TONOPAH RD., Chestertown, MD 21620

MLS# MDKE2005564

Listed by The Hogans Agency

Vacant Land
1/6 6

0.9 Acres

$35,000
Active

JOHNSONTOWN RD, Chestertown, MD 21620

MLS# MDKE2005550

Listed by Berkshire Hathaway HomeServices PenFed Realty

Vacant Land
1/2 2

0.61 Acres

$9,000
Active

SANDPIPER RD, Chestertown, MD 21620

MLS# MDKE2005542

Listed by Coldwell Banker Chesapeake Real Estate Company

Vacant Land