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Homes for sale in Chester, Maryland
Maryland

Homes for Sale in Chester

“55 active listings in Chester, Maryland · Median list price $599,900”

55 listings
Avg $628,048
69 days avg
Search All 55 Homes
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Market Overview

Chester Real Estate at a Glance

Current market statistics for Chester, MD

55

Active Listings

$628K

Avg Price

$600K

Median Price

2,001

Avg Sqft

69

Avg Days

Price Range

From

$19,500

To

$1,350,000

Listing selection

Homes to Explore

Active listings from the chester collection

215 KINGFISHER Lane, Chester, MD - $995K

$995K

215 KINGFISHER Lane

Chester, MD

1616 POSTAL Road - Single Family for sale in Chester, MD

$630K

1616 POSTAL Road

Chester, MD

326 CASTLE MARINA Road - Single Family for sale in Chester, MD

$525K

326 CASTLE MARINA Road

Chester, MD

510 AUCKLAND WAY - Condo for sale in Chester, MD

$410K

510 AUCKLAND WAY

113 BENTONS PLEASURE Road - Single Family for sale in Chester, MD

$829K

113 BENTONS PLEASURE Road

More listings

More from Chester

More active listings from across the Chester market

215 KINGFISHER Lane, Chester, MD
Single Family

$995K

215 KINGFISHER Lane

Chester, MD

5 bd5 ba3,225
1616 POSTAL Road, Chester, MD
Single Family

$630K

1616 POSTAL Road

Chester, MD

5 bd3 ba2,818
326 CASTLE MARINA Road, Chester, MD
Single Family

$525K

326 CASTLE MARINA Road

Chester, MD

5 bd4 ba3,552
510 AUCKLAND WAY, Chester, MD
Condo

$410K

510 AUCKLAND WAY

Chester, MD

3 bd3 ba1,899
113 BENTONS PLEASURE Road, Chester, MD
Single Family

$829K

113 BENTONS PLEASURE Road

Chester, MD

4 bd3 ba3,168
830 WARBLER Way, Chester, MD
Condo

$750K

830 WARBLER Way

Chester, MD

3 bd3 ba2,602
3000 HERONS NEST Way, Chester, MD
Condo

$460K

3000 HERONS NEST Way

Chester, MD

2 bd3 ba2,003
107 WIDGEON Way, Chester, MD
Condo

$350K

107 WIDGEON Way

Chester, MD

3 bd3 ba1,899
Browse

Homes for Sale in Chester

Every active listing in Chester, browsable page by page.

107 WIDGEON Way - Condo for sale in Chester, MD
Condo

$350K

107 WIDGEON Way

Chester, MD

3 bd3 ba1,899
205 DOMINION Lane - Single Family for sale in Chester, MD
Single Family

$300K

205 DOMINION Lane

Chester, MD

3 bd2 ba1,160
1618 CHESTER RD - Single Family for sale in Chester, MD
Single Family

$429K

1618 CHESTER RD

Chester, MD

3 bd2 ba
101 BUFFLEHEAD Court - Condo for sale in Chester, MD
Condo

$275K

101 BUFFLEHEAD Court

Chester, MD

2 bd2 ba1,069
117 HARRIER Way - Single Family for sale in Chester, MD
Single Family

$790K

117 HARRIER Way

Chester, MD

3 bd2 ba2,331
2703 SHERMAN Drive - Single Family for sale in Chester, MD
Single Family

$699K

2703 SHERMAN Drive

Chester, MD

3 bd3 ba1,560
231 DOMINION RD - Single Family for sale in Chester, MD
Single Family

$599K

231 DOMINION RD

Chester, MD

5 bd3 ba
231 DOMINION RD - Residential Multi Family for sale in Chester, MD
Residential Multi Family

$599K

231 DOMINION RD

Chester, MD

0 bd0 ba
208 WIDGEON Way - Condo for sale in Chester, MD
Condo

$600K

208 WIDGEON Way

Chester, MD

3 bd4 ba2,100
512 AUCKLAND WAY - Townhouse for sale in Chester, MD
Townhouse

$375K

512 AUCKLAND WAY

Chester, MD

3 bd4 ba
830 WARBLER Way - Condo for sale in Chester, MD
Condo

$790K

830 WARBLER Way

Chester, MD

2 bd3 ba1,900
111 MARSHGRASS WAY #43 - Residential Multi Family for sale in Chester, MD
Residential Multi Family

$745K

111 MARSHGRASS WAY #43

Chester, MD

2 bd3 ba
830 WARBLER Way - Condo for sale in Chester, MD
Condo

$750K

830 WARBLER Way

Chester, MD

3 bd3 ba2,602
1509 CALVERT RD - Single Family for sale in Chester, MD
Single Family

$1.4M

1509 CALVERT RD

Chester, MD

4 bd3 ba
107 LEE Road - Single Family for sale in Chester, MD
Single Family

$323K

107 LEE Road

Chester, MD

3 bd1 ba960
117 WRIGHT Road - Single Family for sale in Chester, MD
Single Family

$400K

117 WRIGHT Road

Chester, MD

3 bd2 ba1,337
1616 POSTAL Road - Other for sale in Chester, MD
Other

$630K

1616 POSTAL Road

Chester, MD

0 bd0 ba
34 QUEEN ANNE Way - Condo for sale in Chester, MD
Condo

$570K

34 QUEEN ANNE Way

Chester, MD

2 bd2 ba1,380
630 WARBLER Way - Condo for sale in Chester, MD
Condo

$550K

630 WARBLER Way

Chester, MD

2 bd3 ba2,000
168 REDSTART Drive - Single Family for sale in Chester, MD
Single Family

$770K

168 REDSTART Drive

Chester, MD

2 bd3 ba2,014
510 AUCKLAND Way - Condo for sale in Chester, MD
Condo

$410K

510 AUCKLAND Way

Chester, MD

3 bd3 ba1,899
1616 POSTAL Road - Single Family for sale in Chester, MD
Single Family

$630K

1616 POSTAL Road

Chester, MD

5 bd3 ba2,818
129 WHEELHOUSE Way - Condo for sale in Chester, MD
Condo

$585K

129 WHEELHOUSE Way

Chester, MD

2 bd3 ba2,003
114 KINGLET Court - Single Family for sale in Chester, MD
Single Family

$1.0M

114 KINGLET Court

Chester, MD

3 bd3 ba2,772
118 KINGLET Court - Single Family for sale in Chester, MD
Single Family

$970K

118 KINGLET Court

Chester, MD

2 bd3 ba2,010
830 WARBLER Way - Condo for sale in Chester, MD
Condo

$690K

830 WARBLER Way

Chester, MD

2 bd3 ba1,900
247 REDSTART Drive - Single Family for sale in Chester, MD
Single Family

$900K

247 REDSTART Drive

Chester, MD

3 bd3 ba2,772
320 BAYBERRY Drive - Single Family for sale in Chester, MD
Single Family

$860K

320 BAYBERRY Drive

Chester, MD

3 bd2 ba2,331
228 BAYBERRY DR - Single Family for sale in Chester, MD
Single Family

$665K

228 BAYBERRY DR

Chester, MD

2 bd3 ba
1012 AUCKLAND Way - Condo for sale in Chester, MD
Condo

$600K

1012 AUCKLAND Way

Chester, MD

3 bd4 ba2,076
1717 HARBOR Drive - Single Family for sale in Chester, MD
Single Family

$1.3M

1717 HARBOR Drive

Chester, MD

3 bd3 ba2,742
6005 BRIDGEPOINTE Drive - Townhouse for sale in Chester, MD
Townhouse

$324K

6005 BRIDGEPOINTE Drive

Chester, MD

3 bd3 ba1,302
326 CASTLE MARINA Road - Single Family for sale in Chester, MD
Single Family

$525K

326 CASTLE MARINA Road

Chester, MD

5 bd4 ba3,552
113 BENTONS PLEASURE Road - Single Family for sale in Chester, MD
Single Family

$829K

113 BENTONS PLEASURE Road

Chester, MD

4 bd3 ba3,168
108 BLENNY Lane - Condo for sale in Chester, MD
Condo

$370K

108 BLENNY Lane

Chester, MD

3 bd3 ba1,899
118 BROADWATER Drive - Single Family for sale in Chester, MD
Single Family

$645K

118 BROADWATER Drive

Chester, MD

2 bd2 ba2,473
209 HARRIER WAY - Single Family for sale in Chester, MD
Single Family

$738K

209 HARRIER WAY

Chester, MD

4 bd3 ba
315 BENTONS PLEASURE Road - Single Family for sale in Chester, MD
Single Family

$600K

315 BENTONS PLEASURE Road

Chester, MD

3 bd2 ba1,688
111 MARSHGRASS WAY #41 - Residential Multi Family for sale in Chester, MD
Residential Multi Family

$998K

111 MARSHGRASS WAY #41

Chester, MD

3 bd3 ba
102 BOATSWAIN Way - Condo for sale in Chester, MD
Condo

$910K

102 BOATSWAIN Way

Chester, MD

2 bd3 ba1,900
102 BOATSWAIN Way - Condo for sale in Chester, MD
Condo

$810K

102 BOATSWAIN Way

Chester, MD

2 bd3 ba1,900
134 RICHARD INGLE Way - Single Family for sale in Chester, MD
Single Family

$739K

134 RICHARD INGLE Way

Chester, MD

4 bd4 ba2,185
102 BOATSWAIN Way - Condo for sale in Chester, MD
Condo

$810K

102 BOATSWAIN Way

Chester, MD

2 bd3 ba1,900
532 WARBLER Way - Single Family for sale in Chester, MD
Single Family

$800K

532 WARBLER Way

Chester, MD

3 bd3 ba2,772
1000 HERONS NEST Way - Condo for sale in Chester, MD
Condo

$595K

1000 HERONS NEST Way

Chester, MD

2 bd3 ba1,832
106 BODYS NECK Road - Condo for sale in Chester, MD
Condo

$430K

106 BODYS NECK Road

Chester, MD

3 bd3 ba1,595
5011 BRIDGEPOINTE Drive - Condo for sale in Chester, MD
Condo

$315K

5011 BRIDGEPOINTE Drive

Chester, MD

3 bd3 ba1,302
54F QUEEN CAROLINE CT - Townhouse for sale in Chester, MD
Townhouse

$350K

54F QUEEN CAROLINE CT

Chester, MD

3 bd3 ba
215 KINGFISHER Lane - Single Family for sale in Chester, MD
Single Family

$995K

215 KINGFISHER Lane

Chester, MD

5 bd5 ba3,225
1000 HERONS NEST Way - Condo for sale in Chester, MD
Condo

$485K

1000 HERONS NEST Way

Chester, MD

2 bd3 ba1,900

Showing 1–50 of 55 · Page 1 of 2

Beyond the listings

Continue exploring Chester

Turn the listings into a short list with a clearer read on the Chester market, its neighborhoods, and the home features that matter to you.

Refine Chester searchAll Maryland homes
Local market guide

Chester Housing Market

Browse 55 active listings in Chester, Maryland. The median list price for this active inventory is $599,900. Compare the price and property details reported in each listing.

Median list price $599,900 · Range $19,500–$1,350,000 · 55 active listings

Buyer questions

Frequently Asked Questions

How many active listings are available in Chester, Maryland?

The current inventory contains 55 active listings in Chester, MD.

What is the average list price in Chester, Maryland?

The average list price among current active listings in Chester, MD is $628,048. Current list prices range from $19,500 to $1,350,000.

What is the median list price in Chester?

The median list price among current active listings in Chester, MD is $599,900.

What is the average days on market for active listings in Chester?

Current active listings in Chester, MD report an average of 69 days on market.

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Waterfront ListingsListings Marked WaterfrontListings in Mountain StatesSix-State CollectionMulti-Family & Commercial ListingsListings by Property TypeListings with 3+ BedroomsThree or More BedroomsListings Priced at $1.5M+Listings by Asking PriceListings Built Since 2015Listings by Year Built

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