View Lot #1 Harley Lane Chester, MD MLS# MDQA2016680
$159,900
Studio

Beds

0.0

Baths

Lot #1 Harley Lane

Chester, MD

Bright
Courtesy of NETREALTYNOW.COM, LLC
View 102 Merganser Court # 102 Chester, MD MLS# MDQA2016664
$300,000
2

Beds

2.0

Baths

1,069

Sq.Ft.

102 Merganser Court # 102

Chester, MD

Bright
Courtesy of CHANEY HOMES, LLC
View 169 Harrier Way Chester, MD MLS# MDQA2016630
  • Adult Community
1 of 89
$779,900
3

Beds

2.0

Baths

2,394

Sq.Ft.

169 Harrier Way

Chester, MD

Bright
Courtesy of CENTURY 21 REDWOOD REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 102 Boatswain Way # 2911 Chester, MD MLS# MDQA2016668
  • Adult Community
1 of 63
$649,990
2

Beds

2.1

Baths

2,003

Sq.Ft.

102 Boatswain Way # 2911

Chester, MD

Bright
Courtesy of KOVO REALTY
View 102 Boatswain Way # 2912 Chester, MD MLS# MDQA2016670
  • Adult Community
1 of 63
$649,990
2

Beds

2.1

Baths

2,003

Sq.Ft.

102 Boatswain Way # 2912

Chester, MD

Bright
Courtesy of KOVO REALTY
View 102 Boatswain Way # 2921 Chester, MD MLS# MDQA2016674
  • Adult Community
1 of 44
$889,990
3

Beds

2.1

Baths

2,602

Sq.Ft.

102 Boatswain Way # 2921

Chester, MD

Bright
Courtesy of KOVO REALTY
View 102 Boatswain Way # 2934 Chester, MD MLS# MDQA2016676
  • Adult Community
1 of 44
$989,990
3

Beds

2.1

Baths

2,602

Sq.Ft.

102 Boatswain Way # 2934

Chester, MD

Bright
Courtesy of KOVO REALTY
View 501 Teal Court Chester, MD MLS# MDQA2016642
$310,000
5

Beds

3.1

Baths

1,073

Sq.Ft.

501 Teal Court

Chester, MD

Bright
Courtesy of SAMSON PROPERTIES
View 249 Warbler Way Chester, MD MLS# MDQA2016488
  • Adult Community
1 of 68
$679,000
2

Beds

2.0

Baths

2,025

Sq.Ft.

249 Warbler Way

Chester, MD

Bright
Courtesy of RE/MAX EXECUTIVE
View 23 Queen Victoria Way Chester, MD MLS# MDQA2016422
1 of 36
OPEN HOUSE: Sunday 4/19 10:00 AM - 12:00 PM
$445,000
2

Beds

2.0

Baths

1,104

Sq.Ft.

23 Queen Victoria Way

Chester, MD

Bright
Courtesy of RE/MAX EXECUTIVE
View 34 Queen Anne Way # F Chester, MD MLS# MDQA2016474
$349,900
1

Beds

1.0

Baths

724

Sq.Ft.

34 Queen Anne Way # F

Chester, MD

Bright
Courtesy of CROSS STREET REALTORS LLC
View 1872 Harbor Drive Chester, MD MLS# MDQA2016514
$485,000
3

Beds

2.0

Baths

1,486

Sq.Ft.

1872 Harbor Drive

Chester, MD

Bright
Courtesy of CROSS STREET REALTORS LLC
View 719 Warbler Way Chester, MD MLS# MDQA2016506
  • Adult Community
1 of 38
$889,990
4

Beds

3.0

Baths

2,791

Sq.Ft.

719 Warbler Way

Chester, MD

Bright
Courtesy of KOVO REALTY
View 1838 Sherman Drive Chester, MD MLS# MDQA2016438
$387,500
3

Beds

2.0

Baths

1,204

Sq.Ft.

1838 Sherman Drive

Chester, MD

Bright
Courtesy of KELLER WILLIAMS REALTY CENTRE
View 132 Kestrel Lane Chester, MD MLS# MDQA2015732
  • 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 2000 Herons Nest Way # 401 Chester, MD MLS# MDQA2016336
  • Adult Community with Virtual Tour
1 of 113
OPEN HOUSE: Saturday 4/18 11:00 AM - 1:00 PM
$750,000
3

Beds

2.1

Baths

2,602

Sq.Ft.

2000 Herons Nest Way # 401

Chester, MD

Bright
Courtesy of REAL BROKER, LLC
View 34 Queen Anne Way Chester, MD MLS# MDQA2016464
  • Virtual Tour
1 of 52
$549,000
2

Beds

2.1

Baths

1,586

Sq.Ft.

34 Queen Anne Way

Chester, MD

Bright
Courtesy of TAYLOR PROPERTIES
View 8 Queen Victoria Way Chester, MD MLS# MDQA2016442
  • Virtual Tour
1 of 30
$249,000
1

Beds

1.0

Baths

724

Sq.Ft.

8 Queen Victoria Way

Chester, MD

Bright
Courtesy of LONG & FOSTER REAL ESTATE, INC.
View 121 Kinglet Court Chester, MD MLS# MDQA2016404
  • Adult Community
1 of 40
$1,099,990
5

Beds

4.1

Baths

3,225

Sq.Ft.

121 Kinglet Court

Chester, MD

Bright
Courtesy of KOVO REALTY
View 539 Warbler Way Chester, MD MLS# MDQA2016406
  • Adult Community
1 of 59
$789,990
3

Beds

3.0

Baths

2,789

Sq.Ft.

539 Warbler Way

Chester, MD

Bright
Courtesy of KOVO REALTY

About Chester

Listings in Chester, MD

108

Estimated median home price

$649,990
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 2
$100K - 200K 1
$200K - 300K 8
$300K - 400K 10
$400K - 500K 13
$500K - 600K 16
$600K - 700K 13
$700K - 800K 17
$800K - 900K 7
$900K - 1M 10
$1M - Max 11

Homes for Sale by Type in Chester, MD

Property Type Count
Single Family 46
Townhouse 0
Condo 58
Commercial 0
Rental 15
Lots and Land 4
Condo/Town/CoOp 0
CoOp 0
Multi Family 0
Mobile Home 0
Farms 0

(Data as of 4/18/2026)

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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