View 117 Flycatcher Way Chester, MD MLS# MDQA2015636
  • Adult Community
1 of 49
$1,400,000
3

Beds

3.1

Baths

2,930

Sq.Ft.

117 Flycatcher Way

Chester, MD

Bright
Courtesy of KOVO REALTY
View 111 Flycatcher Way Chester, MD MLS# MDQA2015638
  • Adult Community
1 of 48
$1,400,000
5

Beds

4.1

Baths

3,225

Sq.Ft.

111 Flycatcher Way

Chester, MD

Bright
Courtesy of KOVO REALTY
View 1916 Stevens Drive Chester, MD MLS# MDQA2015554
1 of 41
OPEN HOUSE: Sunday 3/15 12:00 PM - 2:00 PM
$489,000
3

Beds

2.0

Baths

1,728

Sq.Ft.

1916 Stevens Drive

Chester, MD

Bright
Courtesy of COLDWELL BANKER REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 203 Riverside Drive Chester, MD MLS# MDQA2014798
  • New Construction
1 of 68
$1,099,900
5

Beds

3.1

Baths

3,036

Sq.Ft.

203 Riverside Drive

Chester, MD

Bright
Courtesy of LONG & FOSTER REAL ESTATE, INC.
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
$519,900
Studio

Beds

0.0

Baths

1,250

Sq.Ft.

Harbor Drive

Chester, MD

Bright
Courtesy of COLDWELL BANKER WATERMAN 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 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
OPEN HOUSE: Saturday 3/14 12:00 PM - 2:00 PM
$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 132 Wheelhouse Way Chester, MD MLS# MDQA2015138
  • Adult Community
1 of 68
$1,249,990
2

Beds

2.1

Baths

1,900

Sq.Ft.

132 Wheelhouse Way

Chester, MD

Bright
Courtesy of KOVO 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 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 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
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 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

About Chester

Listings in Chester, MD

95

Estimated median home price

$599,990
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 0
$200K - 300K 6
$300K - 400K 10
$400K - 500K 16
$500K - 600K 14
$600K - 700K 9
$700K - 800K 11
$800K - 900K 10
$900K - 1M 6
$1M - Max 11

Homes for Sale by Type in Chester, MD

Property Type Count
Single Family 43
Townhouse 1
Condo 48
Commercial 0
Rental 10
Lots and Land 3
Condo/Town/CoOp 0
CoOp 0
Multi Family 0
Mobile Home 0
Farms 0

(Data as of 3/11/2026)

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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