View 1616 Postal Road Chester, MD MLS# MDQA2018784
  • Recently Listed with Virtual Tour
1 of 44
OPEN HOUSE: Saturday 10/3 12:00 PM - 2:00 PM
$635,000
5

Beds

2.1

Baths

2,818

Sq.Ft.

1616 Postal Road

Chester, MD

Bright
Courtesy of COLDWELL BANKER REALTY
View 510 Auckland Way Chester, MD MLS# MDQA2018734
  • Recently Listed
1 of 31
$410,000
3

Beds

2.1

Baths

1,899

Sq.Ft.

510 Auckland Way

Chester, MD

Bright
Courtesy of ENGEL & VOLKERS ANNAPOLIS
View 830 Warbler Way # 2833 Chester, MD MLS# MDQA2018800
$689,990
2

Beds

2.1

Baths

1,900

Sq.Ft.

830 Warbler Way # 2833

Chester, MD

Bright
Courtesy of BERKSHIRE HATHAWAY HOMESERVICES PENFED REALTY - OP
The time to sell is now! THE TIME TO SELL IS NOW!
View 247 Redstart Drive Chester, MD MLS# MDQA2018802
  • Recently Listed
1 of 27
$899,990
3

Beds

3.0

Baths

2,772

Sq.Ft.

247 Redstart Drive

Chester, MD

Bright
Courtesy of BERKSHIRE HATHAWAY HOMESERVICES PENFED REALTY - OP
View 114 Kinglet Court Chester, MD MLS# MDQA2018804
  • Recently Listed
1 of 25
$999,990
3

Beds

3.0

Baths

2,772

Sq.Ft.

114 Kinglet Court

Chester, MD

Bright
Courtesy of BERKSHIRE HATHAWAY HOMESERVICES PENFED REALTY - OP
View 118 Kinglet Court Chester, MD MLS# MDQA2018806
  • Recently Listed
1 of 26
$969,990
2

Beds

2.1

Baths

2,010

Sq.Ft.

118 Kinglet Court

Chester, MD

Bright
Courtesy of BERKSHIRE HATHAWAY HOMESERVICES PENFED REALTY - OP
View 1351 Calvert Road Chester, MD MLS# MDQA2018764
  • Recently Listed
1 of 53
OPEN HOUSE: Saturday 10/3 12:00 PM - 2:00 PM
$645,000
6

Beds

2.1

Baths

2,700

Sq.Ft.

1351 Calvert Road

Chester, MD

Bright
Courtesy of ENGEL & VOLKERS ANNAPOLIS
View 320 Bayberry Drive Chester, MD MLS# MDQA2018766
  • Recently Listed
1 of 90
$859,900
3

Beds

2.0

Baths

2,331

Sq.Ft.

320 Bayberry Drive

Chester, MD

Bright
Courtesy of RE/MAX LEADING EDGE
View 512 Auckland Way Chester, MD MLS# MDQA2018750
  • Virtual Tour
1 of 51
$375,000
3

Beds

3.1

Baths

1,899

Sq.Ft.

512 Auckland Way

Chester, MD

Bright
Courtesy of LONG & FOSTER REAL ESTATE, INC.
View 15-E Queen Anne Way # E Chester, MD MLS# MDQA2018746
  • Recently Listed with Virtual Tour
1 of 51
OPEN HOUSE: Saturday 10/3 10:00 AM - 12:00 PM
$539,000
2

Beds

2.1

Baths

1,680

Sq.Ft.

15-E Queen Anne Way # E

Chester, MD

Bright
Courtesy of BENSON & MANGOLD, LLC
View 228 Bayberry Drive Chester, MD MLS# MDQA2018728
  • Recently Listed
1 of 57
$665,000
2

Beds

2.1

Baths

1,993

Sq.Ft.

228 Bayberry Drive

Chester, MD

Bright
Courtesy of LONG & FOSTER REAL ESTATE, INC.
View 1012 Auckland Way Chester, MD MLS# MDQA2018742
  • Recently Listed with Virtual Tour
1 of 36
$599,900
3

Beds

3.1

Baths

2,076

Sq.Ft.

1012 Auckland Way

Chester, MD

Bright
Courtesy of REDFIN CORP
View 47-F Queen Anne Way Chester, MD MLS# MDQA2018626
$550,000
2

Beds

2.1

Baths

1,616

Sq.Ft.

47-F Queen Anne Way

Chester, MD

Bright
Courtesy of NORTHROP REALTY
View 53-E Queen Caroline Court Chester, MD MLS# MDQA2018730
$329,000
2

Beds

2.1

Baths

1,440

Sq.Ft.

53-E Queen Caroline Court

Chester, MD

Bright
Courtesy of EXP REALTY, LLC
View 231 Evelyne Street Chester, MD MLS# MDQA2018740
  • Recently Listed
1 of 52
OPEN HOUSE: Sunday 10/4 11:00 AM - 1:00 PM
$815,000
4

Beds

2.1

Baths

2,870

Sq.Ft.

231 Evelyne Street

Chester, MD

Bright
Courtesy of WILSON REALTY & STAGING LLC
View 1010 Auckland Way Chester, MD MLS# MDQA2018726
  • Recently Listed
1 of 55
$595,000
3

Beds

3.1

Baths

2,100

Sq.Ft.

1010 Auckland Way

Chester, MD

Bright
Courtesy of BERKSHIRE HATHAWAY HOMESERVICES HOMESALE REALTY
View 200 Church Street Chester, MD MLS# MDQA2018584
$350,000
2

Beds

2.0

Baths

1,274

Sq.Ft.

200 Church Street

Chester, MD

Bright
Courtesy of RE/MAX EXECUTIVE
View 12 Queen Anne Way # J Chester, MD MLS# MDQA2018696
$379,900
1

Beds

1.1

Baths

1,260

Sq.Ft.

12 Queen Anne Way # J

Chester, MD

Bright
Courtesy of CHESAPEAKE REAL ESTATE ASSOCIATES, LLC
View 402 Macum Creek Drive Chester, MD MLS# MDQA2018418
    1 of 82
    OPEN HOUSE: Sunday 10/4 10:00 AM - 12:00 PM
    $789,000
    3

    Beds

    2.1

    Baths

    2,787

    Sq.Ft.

    402 Macum Creek Drive

    Chester, MD

    Bright
    Courtesy of SAMSON PROPERTIES
    View 6005 Bridgepointe Drive Chester, MD MLS# MDQA2018634
    $349,000
    3

    Beds

    2.1

    Baths

    1,302

    Sq.Ft.

    6005 Bridgepointe Drive

    Chester, MD

    Bright
    Courtesy of ROSENDALE REALTY

    About Chester

    Listings in Chester, MD

    118

    Estimated median home price

    $669,950
    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

    PriceCount
    $0 - 100K2
    $100K - 200K2
    $200K - 300K5
    $300K - 400K12
    $400K - 500K11
    $500K - 600K19
    $600K - 700K17
    $700K - 800K11
    $800K - 900K14
    $900K - 1M14
    $1M - Max11

    Homes for Sale by Type in Chester, MD

    Property TypeCount
    Single Family56
    Townhouse1
    Condo56
    Commercial1
    Rental21
    Lots and Land3
    Condo/Town/CoOp0
    CoOp0
    Multi Family1
    Mobile Home0
    Farms0

    (Data as of 10/2/2026)

    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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