View 2 Pine Hill Road Chester, NY MLS# 933779
  • Virtual Tour
1 of 31
$875,000
3

Beds

2.1

Baths

2,302

Sq.Ft.

2 Pine Hill Road

Chester, NY

Courtesy of SHAHAR MANAGEMENT LLC
View 32 Mountainside Drive Chester, NY MLS# 901144
$849,900
4

Beds

2.1

Baths

2,603

Sq.Ft.

32 Mountainside Drive

Chester, NY

Courtesy of OUR HOUSE REAL ESTATE GROUP
View 4 Debbie Court Chester, NY MLS# 942910
    1 of 41
    OPEN HOUSE: Sunday 1/11 2:00 PM - 4:00 PM
    $849,000
    5

    Beds

    5.1

    Baths

    5,403

    Sq.Ft.

    4 Debbie Court

    Chester, NY

    Courtesy of FLAG REALTY GROUP
    The time to sell is now! THE TIME TO SELL IS NOW!
    View 148 Brookside Avenue Chester, NY MLS# H6146719
    $799,000

    148 Brookside Avenue

    Chester, NY

    Courtesy of KELLER WILLIAMS REALTY
    View 16 Oxford Springs Road Chester, NY MLS# 935115
    • Virtual Tour
    1 of 48
    OPEN HOUSE: Sunday 1/11 12:00 PM - 2:00 PM
    $750,000
    3

    Beds

    3.0

    Baths

    2,870

    Sq.Ft.

    16 Oxford Springs Road

    Chester, NY

    Courtesy of RE/MAX BENCHMARK REALTY GROUP
    View 7 Park Place Chester, NY MLS# 927218
    $740,000
    4

    Beds

    3.1

    Baths

    2,780

    Sq.Ft.

    7 Park Place

    Chester, NY

    Courtesy of CENTURY 21 FULL SERVICE REALTY
    View 9 Country Woods Drive Chester, NY MLS# 925049
    • Virtual Tour
    1 of 30
    $725,000
    5

    Beds

    2.1

    Baths

    3,124

    Sq.Ft.

    9 Country Woods Drive

    Chester, NY

    Courtesy of HOWARD HANNA RAND REALTY
    View 34 Mountainside Drive Chester, NY MLS# 895079
    $699,990
    4

    Beds

    3.0

    Baths

    1,867

    Sq.Ft.

    34 Mountainside Drive

    Chester, NY

    Courtesy of OUR HOUSE REAL ESTATE GROUP
    View 220 Oxford Road Chester, NY MLS# 927454
    $699,000
    4

    Beds

    3.1

    Baths

    3,472

    Sq.Ft.

    220 Oxford Road

    Chester, NY

    Courtesy of EXIT REALTY VENTURE
    View 360 Prospect Road Chester, NY MLS# 944607
    • Recently Listed
    1 of 50
    $699,000
    3

    Beds

    3.0

    Baths

    3,000

    Sq.Ft.

    360 Prospect Road

    Chester, NY

    Courtesy of EREALTY ADVISORS, INC
    View 2 Dawn Court Chester, NY MLS# 905740
    • Virtual Tour
    1 of 34
    $689,900
    4

    Beds

    2.1

    Baths

    3,092

    Sq.Ft.

    2 Dawn Court

    Chester, NY

    Courtesy of KELLER WILLIAMS HUDSON VALLEY
    View 507 Bull Mill Road Chester, NY MLS# 894259
    • Virtual Tour
    1 of 45
    $674,999
    5

    Beds

    2.1

    Baths

    3,115

    Sq.Ft.

    507 Bull Mill Road

    Chester, NY

    Courtesy of KELLER WILLIAMS HUDSON VALLEY
    View 101 Oxford Road Chester, NY MLS# 943068
    $669,000
    3

    Beds

    1.1

    Baths

    1,816

    Sq.Ft.

    101 Oxford Road

    Chester, NY

    Courtesy of LOOP REALTY INC
    View 3 DeRose Lane Chester, NY MLS# 924694
    • Virtual Tour
    1 of 50
    $650,000
    5

    Beds

    3.1

    Baths

    2,550

    Sq.Ft.

    3 DeRose Lane

    Chester, NY

    Courtesy of HOWARD HANNA RAND REALTY
    View 65 Oxford Springs Road Chester, NY MLS# 938744
    $650,000
    5

    Beds

    3.1

    Baths

    3,617

    Sq.Ft.

    65 Oxford Springs Road

    Chester, NY

    Courtesy of EXP REALTY
    View 23 Pewter Circle Chester, NY MLS# 939836
    • Virtual Tour
    1 of 37
    $650,000
    4

    Beds

    2.1

    Baths

    2,318

    Sq.Ft.

    23 Pewter Circle

    Chester, NY

    Courtesy of EXP REALTY
    View 80 Pewter Circle Chester, NY MLS# 913254
    $534,900
    3

    Beds

    2.1

    Baths

    1,946

    Sq.Ft.

    80 Pewter Circle

    Chester, NY

    Courtesy of BHG REAL ESTATE GREEN TEAM
    View 219 Bull Mill Road Chester, NY MLS# 924125
    $525,000
    4

    Beds

    2.0

    Baths

    1,928

    Sq.Ft.

    219 Bull Mill Road

    Chester, NY

    Courtesy of KELLER WILLIAMS REALTY
    View 391 Bull Mill Road Chester, NY MLS# 880804
    • Virtual Tour
    1 of 32
    $509,999
    3

    Beds

    2.0

    Baths

    1,800

    Sq.Ft.

    391 Bull Mill Road

    Chester, NY

    Courtesy of CENTURY 21 REALTY CENTER
    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

    60

    Estimated median home price

    $592,450
    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 - 100K1
    $100K - 200K2
    $200K - 300K5
    $300K - 400K12
    $400K - 500K7
    $500K - 600K3
    $600K - 700K9
    $700K - 800K4
    $800K - 900K3
    $900K - 1M1
    $1M - Max13

    Homes for Sale by Type in Chester, NY

    Property TypeCount
    Single Family33
    Townhouse0
    Condo9
    Commercial7
    Rental27
    Lots and Land9
    Condo/Town/CoOp0
    CoOp0
    Multi Family2
    Mobile Home0
    Farms0

    (Data as of 1/9/2026)

    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.