View 1 Oakland Avenue Chester, NY MLS# 1006113
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OPEN HOUSE: Saturday 6/13 12:00 PM - 2:00 PM
$1,000,000
4

Beds

2.1

Baths

3,955

Sq.Ft.

1 Oakland Avenue

Chester, NY

Courtesy of HOWARD HANNA RAND REALTY
View 63 Whitetail Run Chester, NY MLS# 1010784
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$1,200,000
4

Beds

2.1

Baths

2,711

Sq.Ft.

63 Whitetail Run

Chester, NY

Courtesy of SPIRAL NY REAL ESTATE LLC
View 26 Bridle Lane Chester, NY MLS# 1011224
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$720,000
4

Beds

2.1

Baths

1,718

Sq.Ft.

26 Bridle Lane

Chester, NY

Courtesy of OWNER ENTRY.COM
The time to sell is now! THE TIME TO SELL IS NOW!
View 335 Laroe Road Chester, NY MLS# 1009848
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OPEN HOUSE: Sunday 6/14 11:00 AM - 1:00 PM
$715,000
4

Beds

2.1

Baths

2,784

Sq.Ft.

335 Laroe Road

Chester, NY

Courtesy of COLDWELL BANKER CHOICE PROP.
View 19 Bull Mine Road Chester, NY MLS# 1007687
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$949,000
4

Beds

2.1

Baths

3,332

Sq.Ft.

19 Bull Mine Road

Chester, NY

Courtesy of BHG REAL ESTATE GREEN TEAM
View 3318 State Route 94 Chester, NY MLS# 1008703
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$549,900
3

Beds

2.0

Baths

2,138

Sq.Ft.

3318 State Route 94

Chester, NY

Courtesy of HOWARD HANNA RAND REALTY
View 206 Greycourt Road Chester, NY MLS# 1003998
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$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
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$1,200,000
4,032

Sq.Ft.

206 Greycourt Road

Chester, NY

Courtesy of CRONIN & COMPANY REAL ESTATE
View 107 Pine Hill Road Chester, NY MLS# 1003546
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$549,000
3

Beds

2.1

Baths

1,730

Sq.Ft.

107 Pine Hill Road

Chester, NY

Courtesy of HUDSON VALLEY GRIFFITH
View 270 Bull Mill Road Chester, NY MLS# 1000373
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$779,000
4

Beds

3.1

Baths

2,948

Sq.Ft.

270 Bull Mill Road

Chester, NY

Courtesy of KELLER WILLIAMS REALTY
View 86 Long Vista Lane Chester, NY MLS# 1003760
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$985,000
5

Beds

3.1

Baths

3,764

Sq.Ft.

86 Long Vista Lane

Chester, NY

Courtesy of RE/MAX TOWN & COUNTRY
View 102 Beverly Road Chester, NY MLS# 1005710
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$1,090,000
4

Beds

3.1

Baths

4,130

Sq.Ft.

102 Beverly Road

Chester, NY

Courtesy of KELLER WILLIAMS REALTY
View 94 Booth Road Chester, NY MLS# 898870
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$550,000
3

Beds

2.1

Baths

2,083

Sq.Ft.

94 Booth Road

Chester, NY

Courtesy of COMPASS GREATER NY, LLC
View 24 Walnut Street Chester, NY MLS# 1004369
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$579,999
4

Beds

2.1

Baths

2,698

Sq.Ft.

24 Walnut Street

Chester, NY

Courtesy of KELLER WILLIAMS VILLAGE SQ RLT
View 45 Whitetail Run Chester, NY MLS# 999741
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$825,000
4

Beds

2.1

Baths

2,732

Sq.Ft.

45 Whitetail Run

Chester, NY

Courtesy of HUDSON VALLEY HOME CONNECTION
View 11 Oxford Depot Chester, NY MLS# 1002651
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$425,000
3

Beds

2.0

Baths

1,748

Sq.Ft.

11 Oxford Depot

Chester, NY

Courtesy of KELLER WILLIAMS REALTY
View 492 Black Meadow Road Chester, NY MLS# 1002697
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$399,000
Studio

Beds

0.0

Baths

2,003,760

Sq.Ft.

492 Black Meadow Road

Chester, NY

Courtesy of EXP REALTY
View 60 Whitetail Run Chester, NY MLS# 1002536
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$900,000
4

Beds

2.1

Baths

2,588

Sq.Ft.

60 Whitetail Run

Chester, NY

Courtesy of REALTY BLUE CORP
View 2722 Whispering Hills Chester, NY MLS# 994269
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$424,999
3

Beds

2.1

Baths

1,331

Sq.Ft.

2722 Whispering Hills

Chester, NY

Courtesy of ARTISAN REALTY
View 220 Oxford Road Chester, NY MLS# 000137
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    $899,000
    3

    Beds

    3.1

    Baths

    3,535

    Sq.Ft.

    220 Oxford Road

    Chester, NY

    Courtesy of BLOOMING REALTY

    About Chester

    Listings in Chester, NY

    90

    Estimated median home price

    $669,995
    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 - 500K12
    $500K - 600K6
    $600K - 700K5
    $700K - 800K12
    $800K - 900K11
    $900K - 1M7
    $1M - Max14

    Homes for Sale by Type in Chester, NY

    Property TypeCount
    Single Family60
    Townhouse0
    Condo11
    Commercial5
    Rental27
    Lots and Land13
    Condo/Town/CoOp0
    CoOp0
    Multi Family1
    Mobile Home0
    Farms0

    (Data as of 6/10/2026)

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    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.

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