View 306 Teal Court # C Chester, MD MLS# MDQA2015528
$279,900
2

Beds

2.0

Baths

1,073

Sq.Ft.

306 Teal Court # C

Chester, MD

Bright
Courtesy of MARYLAND RESIDENTIAL MANAGEMENT CO
View 112 Chessie Court Chester, MD MLS# MDQA2015532
$519,900
3

Beds

2.1

Baths

2,066

Sq.Ft.

112 Chessie Court

Chester, MD

Bright
Courtesy of CHANEY HOMES, LLC
View Harbor Drive Chester, MD MLS# MDQA2015496
  • New Construction
1 of 12
$499,900
3

Beds

2.0

Baths

1,250

Sq.Ft.

Harbor Drive

Chester, MD

Bright
Courtesy of COLDWELL BANKER WATERMAN REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 906 Auckland Way Chester, MD MLS# MDQA2015460
$499,900
3

Beds

3.1

Baths

2,076

Sq.Ft.

906 Auckland Way

Chester, MD

Bright
Courtesy of TTR SOTHEBY'S INTERNATIONAL REALTY
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 1870 Harbor Drive Chester, MD MLS# MDQA2015064
  • Virtual Tour
1 of 34
$320,000
2

Beds

1.0

Baths

832

Sq.Ft.

1870 Harbor Drive

Chester, MD

Bright
Courtesy of RE/MAX EXECUTIVE
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 # 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
View 630 Warbler Way # 2222 Chester, MD MLS# MDQA2014802
  • Adult Community
1 of 48
$574,900
2

Beds

2.1

Baths

1,900

Sq.Ft.

630 Warbler Way # 2222

Chester, MD

Bright
Courtesy of KOVO REALTY
View 630 Warbler Way # 2211 Chester, MD MLS# MDQA2014578
  • Adult Community
1 of 73
$549,900
2

Beds

2.1

Baths

2,003

Sq.Ft.

630 Warbler Way # 2211

Chester, MD

Bright
Courtesy of KOVO REALTY
View 630 Warbler Way # 2212 Chester, MD MLS# MDQA2014580
  • Adult Community
1 of 73
$499,990
2

Beds

2.1

Baths

2,003

Sq.Ft.

630 Warbler Way # 2212

Chester, MD

Bright
Courtesy of KOVO REALTY
View 121 Wheelhouse Way # 2132 Chester, MD MLS# MDQA2014558
  • Adult Community
1 of 58
$679,900
2

Beds

2.1

Baths

1,900

Sq.Ft.

121 Wheelhouse Way # 2132

Chester, MD

Bright
Courtesy of KOVO REALTY
View 200 Harrier Way # 21 Chester, MD MLS# MDQA2014528
  • Adult Community
1 of 44
$674,900
3

Beds

2.1

Baths

2,600

Sq.Ft.

200 Harrier Way # 21

Chester, MD

Bright
Courtesy of LONG & FOSTER REAL ESTATE, INC.
View 1401 Calvert Road Chester, MD MLS# MDQA2014504
$454,900
2

Beds

2.0

Baths

1,444

Sq.Ft.

1401 Calvert Road

Chester, MD

Bright
Courtesy of COLDWELL BANKER WATERMAN REALTY
View 121 Wheelhouse Way # 2111 Chester, MD MLS# MDQA2014356
  • Adult Community
1 of 73
$539,900
2

Beds

2.1

Baths

2,003

Sq.Ft.

121 Wheelhouse Way # 2111

Chester, MD

Bright
Courtesy of KOVO REALTY
View 1405 Little Creek Road Chester, MD MLS# MDQA2014252
$19,500
2

Beds

1.0

Baths

764

Sq.Ft.

1405 Little Creek Road

Chester, MD

Bright
Courtesy of THE PARKER GROUP
View 121 Wheelhouse Way # 2112 Chester, MD MLS# MDQA2014158
  • Adult Community
1 of 60
$541,900
2

Beds

2.1

Baths

2,003

Sq.Ft.

121 Wheelhouse Way # 2112

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 6
$300K - 400K 10
$400K - 500K 13
$500K - 600K 12
$600K - 700K 11
$700K - 800K 9
$800K - 900K 6
$900K - 1M 9
$1M - Max 8

Homes for Sale by Type in Chester, MD

Property Type Count
Single Family 35
Townhouse 0
Condo 49
Commercial 0
Rental 11
Lots and Land 3
Condo/Town/CoOp 0
CoOp 0
Multi Family 0
Mobile Home 0
Farms 0

(Data as of 2/4/2026)

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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