View 25 Oakland Avenue Chester, NY MLS# 949886
$28,000,000
270,000

Sq.Ft.

25 Oakland Avenue

Chester, NY

Courtesy of EREALTY ADVISORS, INC
View 19 Greentree Lane Chester, NY MLS# 988789
$3,400,000
4

Beds

4.0

Baths

7,750

Sq.Ft.

19 Greentree Lane

Chester, NY

Courtesy of SERHANT LLC
View 42 Brookside Avenue Chester, NY MLS# H6204289
$1,750,000
4,020

Sq.Ft.

42 Brookside Avenue

Chester, NY

Courtesy of KELLER WILLIAMS REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 20 Goshen Road Chester, NY MLS# 961236
$1,725,000
4

Beds

2.1

Baths

3,348

Sq.Ft.

20 Goshen Road

Chester, NY

Courtesy of EXP REALTY
View 145 Kings Highway Bypass Chester, NY MLS# 982708
  • Virtual Tour
1 of 48
OPEN HOUSE: Saturday 6/6 11:00 AM - 2:00 PM
$1,399,777
4

Beds

4.0

Baths

4,508

Sq.Ft.

145 Kings Highway Bypass

Chester, NY

Courtesy of KELLER WILLIAMS REALTY
View 2948 State Route 94 Chester, NY MLS# 940751
$1,300,000
4

Beds

2.1

Baths

3,866

Sq.Ft.

2948 State Route 94

Chester, NY

Courtesy of TUXEDO HUDSON REALTY CORP
View 206 Greycourt Road Chester, NY MLS# 1003998
  • Recently Listed
1 of 49
$1,200,000
Studio

Beds

0.0

Baths

4,032

Sq.Ft.

206 Greycourt Road

Chester, NY

Courtesy of CRONIN & COMPANY REAL ESTATE
View 206 Greycourt Road Chester, NY MLS# 1004000
  • Recently Listed
1 of 49
$1,200,000
4,032

Sq.Ft.

206 Greycourt Road

Chester, NY

Courtesy of CRONIN & COMPANY REAL ESTATE
View 19 High Street Chester, NY MLS# 995148
  • Virtual Tour
1 of 50
$1,195,000
9

Beds

6.1

Baths

4,965

Sq.Ft.

19 High Street

Chester, NY

Courtesy of KELLER WILLIAMS REALTY
View 16 Lori Lane Chester, NY MLS# 982679
  • Virtual Tour
1 of 41
$1,159,900
4

Beds

3.2

Baths

4,624

Sq.Ft.

16 Lori Lane

Chester, NY

Courtesy of EXP REALTY
View 53 Odyssey Drive Chester, NY MLS# 881474
  • Virtual Tour
1 of 48
$1,100,000
4

Beds

3.1

Baths

4,467

Sq.Ft.

53 Odyssey Drive

Chester, NY

Courtesy of HOWARD HANNA RAND REALTY
View 53 Gibson Hill Road Chester, NY MLS# 986225
$1,100,000
5

Beds

4.0

Baths

5,312

Sq.Ft.

53 Gibson Hill Road

Chester, NY

Courtesy of EXP REALTY
View 102 Beverly Road Chester, NY MLS# 1005710
  • Recently Listed with Virtual Tour
1 of 49
$1,090,000
4

Beds

3.1

Baths

4,130

Sq.Ft.

102 Beverly Road

Chester, NY

Courtesy of KELLER WILLIAMS REALTY
View Address not provided Chester, NY MLS# 962912
$1,000,000

Address not provided

Chester, NY

Courtesy of KELLER WILLIAMS REALTY
View 2 Garnett Hill Road Chester, NY MLS# 999261
  • Virtual Tour
1 of 35
$999,999
5

Beds

2.1

Baths

4,772

Sq.Ft.

2 Garnett Hill Road

Chester, NY

Courtesy of PLATINUM REALTY ASSOCIATES
View 12 Damian Court Chester, NY MLS# 950640
$999,000
5

Beds

4.0

Baths

3,136

Sq.Ft.

12 Damian Court

Chester, NY

Courtesy of MS REALTY GROUP USA, INC
View 86 Long Vista Lane Chester, NY MLS# 1003760
  • Recently Listed with Virtual Tour
1 of 47
$985,000
5

Beds

3.1

Baths

3,764

Sq.Ft.

86 Long Vista Lane

Chester, NY

Courtesy of RE/MAX TOWN & COUNTRY
View 21 Bull Mine Road Chester, NY MLS# 973228
  • Virtual Tour
1 of 48
$925,000
5

Beds

3.1

Baths

3,680

Sq.Ft.

21 Bull Mine Road

Chester, NY

Courtesy of HOWARD HANNA RAND REALTY
View 60 Whitetail Run Chester, NY MLS# 1002536
  • Recently Listed
1 of 7
$900,000
4

Beds

2.1

Baths

2,588

Sq.Ft.

60 Whitetail Run

Chester, NY

Courtesy of REALTY BLUE CORP
View 2 Heidi Lane Chester, NY MLS# 988299
$899,900
5

Beds

3.0

Baths

3,846

Sq.Ft.

2 Heidi Lane

Chester, NY

Courtesy of CRONIN & COMPANY REAL ESTATE

About Chester

Listings in Chester, NY

86

Estimated median home price

$637,500
Chester NY Homes for Sale & Properties

Weichert Realtors is one of the nation's leading providers of Chester, New York real estate for sale and home ownership services. Contact Weichert today to buy or sell real estate in Chester, NY.

Homes for Sale by Price in Chester, NY

PriceCount
$0 - 100K0
$100K - 200K3
$200K - 300K5
$300K - 400K15
$400K - 500K13
$500K - 600K4
$600K - 700K5
$700K - 800K12
$800K - 900K11
$900K - 1M5
$1M - Max13

Homes for Sale by Type in Chester, NY

Property TypeCount
Single Family56
Townhouse0
Condo11
Commercial5
Rental27
Lots and Land13
Condo/Town/CoOp0
CoOp0
Multi Family1
Mobile Home0
Farms0

(Data as of 6/6/2026)

Information deemed reliable but not guaranteed.

The data relating to real estate for sale on this website comes in part from the IDX Program of OneKey® MLS.

The source of the displayed data is either the property owner or public record provided by non-governmental third parties. It is believed to be reliable but not guaranteed. This information is provided exclusively for consumers’ personal, non-commercial use.

Information Copyright 2021, OneKey® MLS. All Rights Reserved.