View 132 Kestrel Lane Chester, MD MLS# MDQA2014660
  • Adult Community with Virtual Tour
1 of 45
$995,000
4

Beds

3.1

Baths

3,634

Sq.Ft.

132 Kestrel Lane

Chester, MD

Bright
Courtesy of TTR SOTHEBY'S INTERNATIONAL REALTY
View 635 Dominion Road Chester, MD MLS# MDQA2014836
  • Virtual Tour
1 of 50
$925,000
3

Beds

3.2

Baths

2,818

Sq.Ft.

635 Dominion Road

Chester, MD

Bright
Courtesy of COLDWELL BANKER REALTY
View 109 John Gibson Drive Chester, MD MLS# MDQA2015674
  • Recently Listed with Virtual Tour
1 of 78
OPEN HOUSE: Sunday 12/14 10:30 AM - 12:30 PM
$925,000
6

Beds

4.1

Baths

4,165

Sq.Ft.

109 John Gibson Drive

Chester, MD

Bright
Courtesy of COLDWELL BANKER REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 162 Kirwans Landing Lane Chester, MD MLS# MDQA2015450
$869,000
4

Beds

2.1

Baths

2,404

Sq.Ft.

162 Kirwans Landing Lane

Chester, MD

Bright
Courtesy of COLDWELL BANKER REALTY
View 519 Warbler Way Chester, MD MLS# MDQA2014834
  • Adult Community
1 of 54
OPEN HOUSE: Saturday 12/13 11:00 AM - 4:00 PM
$849,990
3

Beds

3.0

Baths

2,789

Sq.Ft.

519 Warbler Way

Chester, MD

Bright
Courtesy of KOVO REALTY
View 117 Redstart Drive Chester, MD MLS# MDQA2015084
  • Adult Community
1 of 49
OPEN HOUSE: Saturday 12/13 11:00 AM - 4:00 PM
$849,990
2

Beds

2.1

Baths

2,010

Sq.Ft.

117 Redstart Drive

Chester, MD

Bright
Courtesy of KOVO REALTY
View 202 Mchenny Court Chester, MD MLS# MDQA2015440
  • Virtual Tour
1 of 63
$825,000
3

Beds

2.1

Baths

2,520

Sq.Ft.

202 Mchenny Court

Chester, MD

Bright
Courtesy of COLDWELL BANKER REALTY
View 135 Nauset Lane Chester, MD MLS# MDQA2015026
  • Adult Community with Virtual Tour
1 of 81
$814,900
3

Beds

3.0

Baths

2,399

Sq.Ft.

135 Nauset Lane

Chester, MD

Bright
Courtesy of REAL BROKER, LLC - ANNAPOLIS
View 527 Warbler Way Chester, MD MLS# MDQA2015082
  • Adult Community
1 of 45
OPEN HOUSE: Saturday 12/13 11:00 AM - 4:00 PM
$799,990
3

Beds

3.0

Baths

2,789

Sq.Ft.

527 Warbler Way

Chester, MD

Bright
Courtesy of KOVO REALTY
View 104 Woods Road Chester, MD MLS# MDQA2014334
$795,000
5

Beds

3.1

Baths

3,065

Sq.Ft.

104 Woods Road

Chester, MD

Bright
Courtesy of CUMMINGS & CO. REALTORS
View 121 Wheelhouse Way # 2142 Chester, MD MLS# MDQA2014164
  • Adult Community
1 of 58
$779,900
2

Beds

2.1

Baths

1,900

Sq.Ft.

121 Wheelhouse Way # 2142

Chester, MD

Bright
Courtesy of KOVO REALTY
View 123 Bentons Pleasure Road Chester, MD MLS# MDQA2014922
$749,000
4

Beds

2.1

Baths

2,791

Sq.Ft.

123 Bentons Pleasure Road

Chester, MD

Bright
Courtesy of WILSON REALTY & STAGING LLC
View 170 Harrier Way # 34 Chester, MD MLS# MDQA2012790
  • Adult Community with Virtual Tour
1 of 81
$740,000
3

Beds

2.1

Baths

2,602

Sq.Ft.

170 Harrier Way # 34

Chester, MD

Bright
Courtesy of LONG & FOSTER REAL ESTATE, INC.
View 630 Warbler Way # 2221 Chester, MD MLS# MDQA2014800
  • Adult Community
1 of 62
$724,900
2

Beds

2.1

Baths

2,602

Sq.Ft.

630 Warbler Way # 2221

Chester, MD

Bright
Courtesy of KOVO REALTY
View 1501 Norman Road Chester, MD MLS# MDQA2011712
  • New Construction
1 of 34
$722,369
4

Beds

2.1

Baths

1501 Norman Road

Chester, MD

Bright
Courtesy of KELLER WILLIAMS FLAGSHIP
View 121 Wheelhouse Way # 2121 Chester, MD MLS# MDQA2014162
  • Adult Community
1 of 61
$719,900
3

Beds

2.1

Baths

2,602

Sq.Ft.

121 Wheelhouse Way # 2121

Chester, MD

Bright
Courtesy of KOVO REALTY
View 121 Wheelhouse Way # 2124 Chester, MD MLS# MDQA2014358
  • Adult Community
1 of 61
$719,900
3

Beds

2.1

Baths

2,602

Sq.Ft.

121 Wheelhouse Way # 2124

Chester, MD

Bright
Courtesy of KOVO REALTY
View 630 Warbler Way # 2224 Chester, MD MLS# MDQA2014898
  • Adult Community
1 of 62
$714,990
2

Beds

2.1

Baths

2,602

Sq.Ft.

630 Warbler Way # 2224

Chester, MD

Bright
Courtesy of KOVO REALTY
View 621 Warbler Way Chester, MD MLS# MDQA2015308
  • Adult Community
1 of 62
$714,900
2

Beds

2.0

Baths

1,993

Sq.Ft.

621 Warbler Way

Chester, MD

Bright
Courtesy of KOVO REALTY
View 629 Warbler Way Chester, MD MLS# MDQA2014448
  • Adult Community
1 of 42
$709,900
4

Beds

3.0

Baths

2,791

Sq.Ft.

629 Warbler Way

Chester, MD

Bright
Courtesy of KOVO REALTY

About Chester

Listings in Chester, MD

87

Estimated median home price

$574,900
Chester MD Homes for Sale & Properties

Weichert Realtors is one of the nation's leading providers of Chester, Maryland real estate for sale and home ownership services. Contact Weichert today to buy or sell real estate in Chester, MD.

Homes for Sale by Price in Chester, MD

Price Count
$0 - 100K 3
$100K - 200K 0
$200K - 300K 4
$300K - 400K 9
$400K - 500K 16
$500K - 600K 15
$600K - 700K 11
$700K - 800K 12
$800K - 900K 5
$900K - 1M 3
$1M - Max 9

Homes for Sale by Type in Chester, MD

Property Type Count
Single Family 44
Townhouse 0
Condo 41
Commercial 0
Rental 12
Lots and Land 2
Condo/Town/CoOp 0
CoOp 0
Multi Family 0
Mobile Home 0
Farms 0

(Data as of 12/10/2025)

Information deemed reliable but not guaranteed.

Information Deemed Reliable But Not Guaranteed. The data relating to real estate for sale on this website appears in part through the BrightMLS Broker ReciprocitySM program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms in which Weichert, Realtors® participates, and is provided by BrightMLS through a licensing agreement.

Real estate listings held by brokerage firms other than Weichert, Realtors® are marked with the Broker Reciprocity icon (a little black house) and detailed information about each listing includes the name of the listing broker.

The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Some properties which appear for sale on this website may no longer be available because they are under contract, have sold or are no longer being offered for sale.

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