View 815 Craigville Road Chester, NY MLS# 1016060
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$280,000
3

Beds

1.0

Baths

2,016

Sq.Ft.

815 Craigville Road

Chester, NY

Courtesy of ELLIS SOTHEBY'S INTL REALTY
View 19 Grand View Terrace Chester, NY MLS# 1012919
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$789,900
5

Beds

4.0

Baths

4,697

Sq.Ft.

19 Grand View Terrace

Chester, NY

Courtesy of EXP REALTY
View 1 Oakland Avenue Chester, NY MLS# 1006113
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$980,000
4

Beds

2.1

Baths

3,955

Sq.Ft.

1 Oakland Avenue

Chester, NY

Courtesy of HOWARD HANNA RAND REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 49 Stone Mountain Trail Chester, NY MLS# 1011165
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$875,000
4

Beds

2.1

Baths

3,656

Sq.Ft.

49 Stone Mountain Trail

Chester, NY

Courtesy of EREALTY ADVISORS, INC
View 26 Bridle Lane Chester, NY MLS# 1011224
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$685,000
4

Beds

2.1

Baths

1,718

Sq.Ft.

26 Bridle Lane

Chester, NY

Courtesy of OWNER ENTRY.COM
View 335 Laroe Road Chester, NY MLS# 1009848
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$675,000
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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$999,900
0.0

Baths

4,032

Sq.Ft.

206 Greycourt Road

Chester, NY

Courtesy of CRONIN & COMPANY REAL ESTATE
View 24 Walnut Street Chester, NY MLS# 1004369
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$525,000
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 492 Black Meadow Road Chester, NY MLS# 1002697
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$399,000
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 220 Oxford Road Chester, NY MLS# 000137
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$894,000
3

Beds

3.1

Baths

3,535

Sq.Ft.

220 Oxford Road

Chester, NY

Courtesy of BLOOMING REALTY
View 4 Debbie Court Chester, NY MLS# 995223
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$785,000
5

Beds

5.1

Baths

5,403

Sq.Ft.

4 Debbie Court

Chester, NY

Courtesy of FLAG REALTY GROUP
View 2 Garnett Hill Road Chester, NY MLS# 999261
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$999,999
5

Beds

2.1

Baths

4,772

Sq.Ft.

2 Garnett Hill Road

Chester, NY

Courtesy of PLATINUM REALTY ASSOCIATES
View 58 Nancy Lane Chester, NY MLS# 995624
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$744,999
4

Beds

2.1

Baths

2,718

Sq.Ft.

58 Nancy Lane

Chester, NY

Courtesy of HOWARD HANNA RAND REALTY
View 2820 Whispering Hills Chester, NY MLS# 986005
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1 of 32
$319,900
2

Beds

1.1

Baths

1,072

Sq.Ft.

2820 Whispering Hills

Chester, NY

Courtesy of R2M REALTY INC
View 2 Primrose Lane Chester, NY MLS# 991517
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1 of 42
$849,900
4

Beds

3.0

Baths

2,370

Sq.Ft.

2 Primrose Lane

Chester, NY

Courtesy of Weichert Realtors - Monroe
View 149 Creamery Pond Road Chester, NY MLS# 986323
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$775,000
3

Beds

3.0

Baths

2,740

Sq.Ft.

149 Creamery Pond Road

Chester, NY

Courtesy of KELLER WILLIAMS REALTY

About Chester

Listings in Chester, NY

103

Estimated median home price

$675,000
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

Price Count
$0 - 100K 1
$100K - 200K 0
$200K - 300K 11
$300K - 400K 17
$400K - 500K 12
$500K - 600K 7
$600K - 700K 11
$700K - 800K 17
$800K - 900K 10
$900K - 1M 6
$1M - Max 11

Homes for Sale by Type in Chester, NY

Property Type Count
Single Family 69
Townhouse 0
Condo 20
Commercial 7
Rental 24
Lots and Land 4
Condo/Town/CoOp 0
CoOp 0
Multi Family 3
Mobile Home 0
Farms 0

(Data as of 10/9/2026)

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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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