View 37 Surrey Road Chester, NY MLS# 1007164
  • Recently Listed with Virtual Tour
1 of 40
OPEN HOUSE: Sunday 6/7 1:00 PM - 3:00 PM
$500,000
4

Beds

2.0

Baths

1,730

Sq.Ft.

37 Surrey Road

Chester, NY

Courtesy of EXP REALTY
View 107 Pine Hill Road Chester, NY MLS# 1003546
  • Recently Listed
1 of 33
$549,000
3

Beds

2.1

Baths

1,730

Sq.Ft.

107 Pine Hill Road

Chester, NY

Courtesy of HUDSON VALLEY GRIFFITH
View 94 Booth Road Chester, NY MLS# 898870
  • Recently Listed
1 of 21
$550,000
3

Beds

2.1

Baths

2,083

Sq.Ft.

94 Booth Road

Chester, NY

Courtesy of COMPASS GREATER NY, LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 24 Walnut Street Chester, NY MLS# 1004369
  • Recently Listed
1 of 28
OPEN HOUSE: Sunday 6/7 2:00 PM - 4:00 PM
$579,999
4

Beds

2.1

Baths

2,698

Sq.Ft.

24 Walnut Street

Chester, NY

Courtesy of KELLER WILLIAMS VILLAGE SQ RLT
View 63 Hubshop Road Chester, NY MLS# 997559
$499,000
4

Beds

2.1

Baths

2,060

Sq.Ft.

63 Hubshop Road

Chester, NY

Courtesy of KELLER WILLIAMS REALTY
View 35 Maple Avenue Chester, NY MLS# 990509
$499,900
3

Beds

3.0

Baths

2,032

Sq.Ft.

35 Maple Avenue

Chester, NY

Courtesy of RE/MAX BENCHMARK REALTY GROUP
View 17 Woodridge Drive Chester, NY MLS# 972648
$624,900
4

Beds

2.1

Baths

2,524

Sq.Ft.

17 Woodridge Drive

Chester, NY

Courtesy of EXP REALTY
View 101 Whitetail Run Chester, NY MLS# 983196
$589,000
3

Beds

2.1

Baths

1,854

Sq.Ft.

101 Whitetail Run

Chester, NY

Courtesy of CRONIN & COMPANY REAL ESTATE
View 4 Oak Street Chester, NY MLS# 973625
$499,900
3

Beds

2.1

Baths

1,888

Sq.Ft.

4 Oak Street

Chester, NY

Courtesy of CRONIN & COMPANY REAL ESTATE
View 5 N Hudson Street Chester, NY MLS# 976521
$500,000
3

Beds

2.0

Baths

2,688

Sq.Ft.

5 N Hudson Street

Chester, NY

Courtesy of KELLER WILLIAMS REALTY
View 558 Pine Hill Road Chester, NY MLS# 958731
    1 of 50
    OPEN HOUSE: Sunday 6/7 1:00 PM - 2:30 PM
    $599,000
    4

    Beds

    2.1

    Baths

    3,120

    Sq.Ft.

    558 Pine Hill Road

    Chester, NY

    Courtesy of EREALTY ADVISORS, INC
    View 25 Sugarloaf Mountain Road Chester, NY MLS# 951920
    $635,000
    3

    Beds

    2.1

    Baths

    1,954

    Sq.Ft.

    25 Sugarloaf Mountain Road

    Chester, NY

    Courtesy of CRONIN & COMPANY REAL ESTATE
    View 50 Elkay Drive Chester, NY MLS# 954329
    $625,000
    Studio

    Beds

    0.0

    Baths

    87,120

    Sq.Ft.

    50 Elkay Drive

    Chester, NY

    Courtesy of POINT REALTY USA
    View Main Street Chester, NY MLS# H6204360
    $500,000
    Studio

    Beds

    0.0

    Baths

    36,098

    Sq.Ft.

    Main Street

    Chester, NY

    Courtesy of KELLER WILLIAMS REALTY

    About Chester

    Listings in Chester, NY

    87

    Estimated median home price

    $635,000
    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 - 600K5
    $600K - 700K5
    $700K - 800K12
    $800K - 900K11
    $900K - 1M5
    $1M - Max13

    Homes for Sale by Type in Chester, NY

    Property TypeCount
    Single Family57
    Townhouse0
    Condo11
    Commercial5
    Rental27
    Lots and Land13
    Condo/Town/CoOp0
    CoOp0
    Multi Family1
    Mobile Home0
    Farms0

    (Data as of 6/7/2026)

    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.