Name: Open House - 11AM-1PM
Start: 2026-06-27T11:00:00.000Z
End: 2026-06-27T13:00:00.000Z
Location: 25750 COLLINS AVE, Chestertown, MD 21620

25750 COLLINS AVE, Chestertown, MD 21620

1/50

Open Sat 11AM-1PM

$468,000

3 Beds2 Baths3,262 SqFt

25750 COLLINS AVE, Chestertown, MD 21620

MLS# MDKE2006546

Listed by Doug Ashley Realtors, LLC

1/26

Open Sat 10AM-12PM

$284,900

3 Beds3 Baths1,900 SqFt

104 ACORN DR, Chestertown, MD 21620

MLS# MDKE2006668

Listed by Cross Street Realtors LLC

1/22

Open Thu 2PM-6PM

$259,900

3 Beds2 Baths1,280 SqFt

103 METCALF RD, Chestertown, MD 21620

MLS# MDKE2006446

Listed by Real Broker, LLC - Chester

7989 QUAKER NECK RD, Chestertown, MD 21620

1/90

Open Sat 11AM-1PM

3D

$2,200,000

5 Beds5 Baths4,305 SqFt

7989 QUAKER NECK RD, Chestertown, MD 21620

MLS# MDKE2005590

Listed by Coldwell Banker Chesapeake Real Estate Company

1/46

Under Contract

$629,900

3 Beds2 Baths2,430 SqFt

201 RIVER RD, Chestertown, MD 21620

MLS# MDQA2017684

Listed by Coldwell Banker Chesapeake Real Estate Company

1/39

New

$515,000

2 Beds3 Baths1,476 SqFt

101 S MILL ST, Chestertown, MD 21620

MLS# MDKE2006674

Listed by Coldwell Banker Chesapeake Real Estate Company

1/28

New

$349,900

3 Beds1 Bath1,248 SqFt

517 ROUND TOP RD, Chestertown, MD 21620

MLS# MDQA2017680

Listed by Keller Williams Flagship

22481 GOOSE HOLLOW DR, Chestertown, MD 21620

1/88

Coming Soon

$279,900

3 Beds2 Baths1,296 SqFt

22481 GOOSE HOLLOW DR, Chestertown, MD 21620

MLS# MDKE2006682

Listed by Keller Williams Legacy

Pending

$1,650,000

3 Beds2 Baths2,064 SqFt

114 CHESTER VW, Chestertown, MD 21620

MLS# MDQA2017518

Listed by Cross Street Realtors LLC

1/27

New

$247,000

3 Beds2 Baths1,280 SqFt

104 CONLEY DR, Chestertown, MD 21620

MLS# MDKE2006686

Listed by Cummings & Co. Realtors

Under Contract

$228,000

3 Beds2 Baths2,260 SqFt

221 DUTCHESS RD, Chestertown, MD 21620

MLS# MDQA2017670

Listed by Doug Ashley Realtors, LLC

202 ROYSTON SHORES RD, Chestertown, MD 21620

1/72

New

$1,200,000

4 Beds3 Baths2,292 SqFt

202 ROYSTON SHORES RD, Chestertown, MD 21620

MLS# MDQA2017462

Listed by Cross Street Realtors LLC

1/13

Coming Soon

$615,000

4 Beds3 Baths4,536 SqFt

103 MAPLE AVE, Chestertown, MD 21620

MLS# MDKE2006676

Listed by Coldwell Banker Chesapeake Real Estate Company

1/25

Under Contract

$325,000

3 Beds2 Baths1,404 SqFt

10572 WATONGA RD, Chestertown, MD 21620

MLS# MDKE2006644

Listed by Serhant

23264 CLARISSA RD, Chestertown, MD 21620

1/30

Under Contract

$365,000

3 Beds2 Baths1,248 SqFt

23264 CLARISSA RD, Chestertown, MD 21620

MLS# MDKE2006096

Listed by TTR Sotheby's International Realty

234 N COLLEGE AVE, Chestertown, MD 21620

1/3

Price Dropped by $20K

$100,000

2 Beds1 Bath1,296 SqFt

234 N COLLEGE AVE, Chestertown, MD 21620

MLS# MDKE2006670

Listed by Cummings & Co Realtors

8796 MARYLAND PKWY, Chestertown, MD 21620

1/60

Active

$1,650,000

9 Beds7 Baths4,776 SqFt

8796 MARYLAND PKWY, Chestertown, MD 21620

MLS# MDKE2006596

Listed by Coldwell Banker Chesapeake Real Estate Company

1/6

Price Dropped by $19K

$99,900

3 Beds2 Baths2,210 SqFt

110 PROSPECT ST, Chestertown, MD 21620

MLS# MDKE2006626

Listed by ANR Realty, LLC

1/11

Active

$265,000

3 Beds1 Bath1,967 SqFt

1904 PONDTOWN RD, Chestertown, MD 21620

MLS# MDQA2017480

Listed by Keller Williams Flagship

1/54

Active

$449,900

4 Beds3 Baths2,160 SqFt

10781 FERMOY RD, Chestertown, MD 21620

MLS# MDKE2006640

Listed by Real Broker, LLC - Chester

1/39

Active

$380,000

4 Beds2 Baths1,277 SqFt

213 BYFORD DR, Chestertown, MD 21620

MLS# MDKE2006026

Listed by Doug Ashley Realtors, LLC

21172 WYOMING AVE, Chestertown, MD 21620

Active

$200,000

4 Beds1 Bath2,920 SqFt

21172 WYOMING AVE, Chestertown, MD 21620

MLS# MDKE2006642

Listed by Blue Star Real Estate, LLC

1/70

Under Contract

$3,000,000

3 Beds4 Baths3,142 SqFt

25440 LEARMAN RD, Chestertown, MD 21620

MLS# MDKE2006468

Listed by TTR Sotheby's International Realty

1/21

Under Contract

$215,000

3 Beds1 Bath1,373 SqFt

100 PROSPECT ST, Chestertown, MD 21620

MLS# MDKE2006544

Listed by Real Broker, LLC - Chester

157 Properties Available

25750 COLLINS AVE, Chestertown, MD 21620

104 ACORN DR, Chestertown, MD 21620

103 METCALF RD, Chestertown, MD 21620

7989 QUAKER NECK RD, Chestertown, MD 21620

201 RIVER RD, Chestertown, MD 21620

101 S MILL ST, Chestertown, MD 21620

517 ROUND TOP RD, Chestertown, MD 21620

22481 GOOSE HOLLOW DR, Chestertown, MD 21620

114 CHESTER VW, Chestertown, MD 21620

104 CONLEY DR, Chestertown, MD 21620

221 DUTCHESS RD, Chestertown, MD 21620

202 ROYSTON SHORES RD, Chestertown, MD 21620

103 MAPLE AVE, Chestertown, MD 21620

10572 WATONGA RD, Chestertown, MD 21620

23264 CLARISSA RD, Chestertown, MD 21620

234 N COLLEGE AVE, Chestertown, MD 21620

8796 MARYLAND PKWY, Chestertown, MD 21620

110 PROSPECT ST, Chestertown, MD 21620

1904 PONDTOWN RD, Chestertown, MD 21620

10781 FERMOY RD, Chestertown, MD 21620

213 BYFORD DR, Chestertown, MD 21620

21172 WYOMING AVE, Chestertown, MD 21620

25440 LEARMAN RD, Chestertown, MD 21620

100 PROSPECT ST, Chestertown, MD 21620

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