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29 Properties

29 Properties Available In Chestertown

Name: Open House - 11AM-2PM
Start: 2026-04-18T11:00:00.000Z
End: 2026-04-18T14:00:00.000Z
Location: 25475 TURNBERRY CT, Chestertown, MD 21620

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MD >Chestertown >

Market Insights

25475 TURNBERRY CT, Chestertown, MD 21620

Open 4/18 11AM-2PM

$867,000

25475 TURNBERRY CT, Chestertown, MD 21620

4 Beds4 Baths4,145 SqFt

MLS# MDKE2006350

Listed by Taylor Properties

Open Sat 11AM-1PM

$299,500

108 OAK LEAF DR, Chestertown, MD 21620

2 Beds3 Baths1,867 SqFt

MLS# MDKE2006224

Listed by Doug Ashley Realtors, LLC

Open Sun 1PM-3PM

$315,000

208 CENTRAL DR, Chestertown, MD 21620

3 Beds1 Bath1,120 SqFt

MLS# MDQA2016836

Listed by Redfin Corp

Open 4/18 12PM-2PM

$695,000

7844 CHESTER CT, Chestertown, MD 21620

4 Beds3 Baths3,248 SqFt

MLS# MDKE2005796

Listed by Doug Ashley Realtors, LLC

7989 QUAKER NECK RD, Chestertown, MD 21620

Open 5/9 11AM-1PM

$2,400,000

7989 QUAKER NECK RD, Chestertown, MD 21620

5 Beds5 Baths4,305 SqFt

MLS# MDKE2005590

Listed by Coldwell Banker Chesapeake Real Estate Company

Active

$550,000

103 SUTTON WAY, Chestertown, MD 21620

5 Beds4 Baths3,816 SqFt

MLS# MDKE2006344

Listed by TTR Sotheby's International Realty

107 LONGFELLOW DR, Chestertown, MD 21620

Under Contract

$295,000

107 LONGFELLOW DR, Chestertown, MD 21620

3 Beds1 Bath0.34 Acres Lot

MLS# MDQA2016720

Listed by Doug Ashley Realtors, LLC

Active

$440,000

704 TRUSLOW RD, Chestertown, MD 21620

3 Beds3 Baths2,060 SqFt

MLS# MDQA2016632

Listed by RE/MAX Executive

Active

$339,900

21125 IOWA AVE, Chestertown, MD 21620

2 Beds1 Bath1,294 SqFt

MLS# MDKE2006198

Listed by Doug Ashley Realtors, LLC

Active

$309,900

301 LINCOLN DR, Chestertown, MD 21620

3 Beds2 Baths1,152 SqFt

MLS# MDKE2006170

Listed by Chesapeake Real Estate Associates, LLC

Active

$344,900

109 WILTON RD, Chestertown, MD 21620

3 Beds2 Baths1,392 SqFt

MLS# MDQA2016312

Listed by Chesapeake Real Estate Associates, LLC

Price Dropped by $129K

$1,150,000

231 RICHARD DR, Chestertown, MD 21620

5 Beds3 Baths2,956 SqFt

MLS# MDKE2005900

Listed by TTR Sotheby's International Realty

117 WATER ST N #1A, 1B, 2A, & 2B, Chestertown, MD 21620

Active

$1,600,000

117 WATER ST N #1A, 1B, 2A, & 2B, Chestertown, MD 21620

7 Beds5 Baths5,400 SqFt

MLS# MDKE2006158

Listed by TTR Sotheby's International Realty

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

Active

$685,000

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

3 Beds3 Baths3,000 SqFt

MLS# MDKE2006162

Listed by TTR Sotheby's International Realty

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

Active

$375,000

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

2 Beds1 Bath787 SqFt

MLS# MDKE2006166

Listed by TTR Sotheby's International Realty

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

Active

$350,000

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

1 Bed1 Bath850 SqFt

MLS# MDKE2006168

Listed by TTR Sotheby's International Realty

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

Active

$200,000

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

1 Bed1 Bath700 SqFt

MLS# MDKE2006164

Listed by TTR Sotheby's International Realty

204 DOUBLE CREEK RD, Chestertown, MD 21620

Active

$612,000

204 DOUBLE CREEK RD, Chestertown, MD 21620

3 Beds3 Baths2,927 SqFt

MLS# MDQA2015996

Listed by Doug Ashley Realtors, LLC

Price Dropped by $10K

$465,000

110 TRAFFORD DR, Chestertown, MD 21620

4 Beds3 Baths2,880 SqFt

MLS# MDKE2005964

Listed by RE/MAX Advantage Realty

Price Dropped by $15K

$510,000

218 CAMELOT DR, Chestertown, MD 21620

5 Beds4 Baths3,932 SqFt

MLS# MDKE2005982

Listed by Coldwell Banker Realty

Price Dropped by $55K

$525,000

311 DEVON DR, Chestertown, MD 21620

4 Beds3 Baths3,504 SqFt

MLS# MDKE2005930

Listed by Doug Ashley Realtors, LLC

LITTLE HARBOR WAY #1, Chestertown, MD 21620

Active

$1,459,000

LITTLE HARBOR WAY #1, Chestertown, MD 21620

3 Beds3 Baths2,231 SqFt

MLS# MDKE2005768

Listed by Gunther-McClary Real Estate

Active

$1,395,500

105 HIGH ST, Chestertown, MD 21620

5 Beds5 Baths3,243 SqFt

MLS# MDKE2005890

Listed by Coldwell Banker Chesapeake Real Estate Company

Under Contract

$498,500

100 ADELA WAY, Chestertown, MD 21620

4 Beds4 Baths3,799 SqFt

MLS# MDKE2005636

Listed by Berkshire Hathaway HomeServices PenFed Realty

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29 Properties Available In Chestertown

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