View 54 Queen Caroline Court Chester, MD MLS# MDQA2015236
$349,000
2

Beds

2.0

Baths

1,280

Sq.Ft.

54 Queen Caroline Court

Chester, MD

Bright
Courtesy of LONG & FOSTER REAL ESTATE, INC.
View 906 Auckland Way Chester, MD MLS# MDQA2015460
$520,000
3

Beds

3.1

Baths

2,076

Sq.Ft.

906 Auckland Way

Chester, MD

Bright
Courtesy of TTR SOTHEBY'S INTERNATIONAL REALTY
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
The time to sell is now! THE TIME TO SELL IS NOW!
View 630 Warbler Way # 2232 Chester, MD MLS# MDQA2015436
  • Adult Community
1 of 48
$644,990
2

Beds

2.1

Baths

1,900

Sq.Ft.

630 Warbler Way # 2232

Chester, MD

Bright
Courtesy of KOVO REALTY
View 630 Warbler Way # 2233 Chester, MD MLS# MDQA2015438
  • Adult Community
1 of 48
$644,990
2

Beds

2.1

Baths

1,900

Sq.Ft.

630 Warbler Way # 2233

Chester, MD

Bright
Courtesy of KOVO REALTY
View 3000 Herons Nest Way # 11 Chester, MD MLS# MDQA2015222
  • Adult Community with Virtual Tour
1 of 66
$555,900
2

Beds

2.1

Baths

2,003

Sq.Ft.

3000 Herons Nest Way # 11

Chester, MD

Bright
Courtesy of COLDWELL BANKER 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 104 Golden Eye Court Chester, MD MLS# MDQA2015218
$300,000
2

Beds

2.0

Baths

1,073

Sq.Ft.

104 Golden Eye Court

Chester, MD

Bright
Courtesy of RE/MAX EXECUTIVE
View 1221 Cox Neck Chester, MD MLS# MDQA2015150
$519,900
4

Beds

2.1

Baths

1,482

Sq.Ft.

1221 Cox Neck

Chester, MD

Bright
Courtesy of JORGE A. ZEA
View 132 Wheelhouse Way Chester, MD MLS# MDQA2015138
  • Adult Community
1 of 68
$1,299,990
2

Beds

2.1

Baths

1,900

Sq.Ft.

132 Wheelhouse Way

Chester, MD

Bright
Courtesy of KOVO REALTY
View 527 Warbler Way Chester, MD MLS# MDQA2015082
  • Adult Community
1 of 45
OPEN HOUSE: Friday 12/5 11:00 AM - 4:00 PM
$839,990
3

Beds

3.0

Baths

2,789

Sq.Ft.

527 Warbler Way

Chester, MD

Bright
Courtesy of KOVO REALTY
View 117 Redstart Drive Chester, MD MLS# MDQA2015084
  • Adult Community
1 of 49
OPEN HOUSE: Friday 12/5 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 1870 Harbor Drive Chester, MD MLS# MDQA2015064
  • Virtual Tour
1 of 34
$324,900
2

Beds

1.0

Baths

832

Sq.Ft.

1870 Harbor Drive

Chester, MD

Bright
Courtesy of RE/MAX EXECUTIVE
View 30 Queen Mary Court Chester, MD MLS# MDQA2015054
  • Virtual Tour
1 of 60
OPEN HOUSE: Sunday 12/7 11:00 AM - 1:00 PM
$339,900
2

Beds

2.1

Baths

1,440

Sq.Ft.

30 Queen Mary Court

Chester, MD

Bright
Courtesy of DOUGLAS REALTY LLC
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 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 201 Golden Eye Court Chester, MD MLS# MDQA2014614
$285,000
2

Beds

2.0

Baths

1,073

Sq.Ft.

201 Golden Eye Court

Chester, MD

Bright
Courtesy of TTR SOTHEBY'S INTERNATIONAL 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 630 Warbler Way # 2223 Chester, MD MLS# MDQA2014900
  • Adult Community
1 of 48
$574,900
2

Beds

2.1

Baths

1,900

Sq.Ft.

630 Warbler Way # 2223

Chester, MD

Bright
Courtesy of KOVO REALTY
View 141 Switchgrass Way # 34 Chester, MD MLS# MDQA2014868
  • Adult Community with Virtual Tour
1 of 61
$684,950
3

Beds

2.1

Baths

2,600

Sq.Ft.

141 Switchgrass Way # 34

Chester, MD

Bright
Courtesy of RE/MAX EXECUTIVE

About Chester

Listings in Chester, MD

95

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 8
$400K - 500K 14
$500K - 600K 21
$600K - 700K 15
$700K - 800K 14
$800K - 900K 6
$900K - 1M 4
$1M - Max 6

Homes for Sale by Type in Chester, MD

Property Type Count
Single Family 49
Townhouse 0
Condo 42
Commercial 0
Rental 10
Lots and Land 4
Condo/Town/CoOp 0
CoOp 0
Multi Family 0
Mobile Home 0
Farms 0

(Data as of 11/11/2025)

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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