View 9 Country Woods Drive Chester, NY MLS# 925049
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$725,000
5

Beds

2.1

Baths

3,124

Sq.Ft.

9 Country Woods Drive

Chester, NY

Courtesy of HOWARD HANNA RAND REALTY
View 487 Black Meadow Road Chester, NY MLS# 960665
Save 487 Black Meadow Road Chester, NY MLS# 960665
1 of 50
$725,000
6

Beds

3.1

Baths

4,204

Sq.Ft.

487 Black Meadow Road

Chester, NY

Courtesy of JOSEPH BARATTA COMPANY REALTY
View 78 Goshen Road Chester, NY MLS# 968517
Save 78 Goshen Road Chester, NY MLS# 968517
1 of 50
$725,000
4

Beds

2.2

Baths

3,908

Sq.Ft.

78 Goshen Road

Chester, NY

Courtesy of CRONIN & COMPANY REAL ESTATE
The time to sell is now! THE TIME TO SELL IS NOW!
View 7 Park Place Chester, NY MLS# 927218
Save 7 Park Place Chester, NY MLS# 927218
1 of 48
$730,000
4

Beds

3.1

Baths

2,780

Sq.Ft.

7 Park Place

Chester, NY

Courtesy of CENTURY 21 FULL SERVICE REALTY
View 55 Beverly Road Chester, NY MLS# 977281
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1 of 49
$735,000
4

Beds

3.1

Baths

3,356

Sq.Ft.

55 Beverly Road

Chester, NY

Courtesy of HOWARD HANNA RAND REALTY
View 16 Oxford Springs Road Chester, NY MLS# 935115
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1 of 43
$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 90 Pewter Circle Chester, NY MLS# 981270
Save 90 Pewter Circle Chester, NY MLS# 981270
1 of 5
$759,900
4

Beds

2.1

Baths

2,250

Sq.Ft.

90 Pewter Circle

Chester, NY

Courtesy of KELLER WILLIAMS REALTY
View 1071 Craigville Road Chester, NY MLS# 976307
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$795,000
4

Beds

2.1

Baths

2,780

Sq.Ft.

1071 Craigville Road

Chester, NY

Courtesy of MS REALTY GROUP USA, INC
View 148 Brookside Avenue Chester, NY MLS# H6146719
Save 148 Brookside Avenue Chester, NY MLS# H6146719
1 of 3
$799,000

148 Brookside Avenue

Chester, NY

Courtesy of KELLER WILLIAMS REALTY
View 4 Debbie Court Chester, NY MLS# 962813
Save 4 Debbie Court Chester, NY MLS# 962813
1 of 50
$799,000
5

Beds

5.1

Baths

5,403

Sq.Ft.

4 Debbie Court

Chester, NY

Courtesy of FLAG REALTY GROUP
View 32 Mountainside Drive Chester, NY MLS# 901144
Save 32 Mountainside Drive Chester, NY MLS# 901144
1 of 8
$849,900
4

Beds

2.1

Baths

2,603

Sq.Ft.

32 Mountainside Drive

Chester, NY

Courtesy of OUR HOUSE REAL ESTATE GROUP
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 5 Gabriels Drive Chester, NY MLS# 983687
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1 of 45
$850,000
4

Beds

2.1

Baths

2,722

Sq.Ft.

5 Gabriels Drive

Chester, NY

Courtesy of Q HOME SALES
View 10 Wells Sweep Lane Chester, NY MLS# 966048
Save 10 Wells Sweep Lane Chester, NY MLS# 966048
1 of 8
$869,900
4

Beds

2.1

Baths

3,000

Sq.Ft.

10 Wells Sweep Lane

Chester, NY

Courtesy of KELLER WILLIAMS REALTY
View 2 Pine Hill Road Chester, NY MLS# 974429
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1 of 36
$875,000
3

Beds

2.1

Baths

2,302

Sq.Ft.

2 Pine Hill Road

Chester, NY

Courtesy of ELLIS SOTHEBY'S INTL REALTY
View 1414 Kings Highway Chester, NY MLS# 965992
Save 1414 Kings Highway Chester, NY MLS# 965992
1 of 9
$879,900
4

Beds

2.1

Baths

3,200

Sq.Ft.

1414 Kings Highway

Chester, NY

Courtesy of KELLER WILLIAMS REALTY
View 149 Creamery Pond Road Chester, NY MLS# 986323
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Save 149 Creamery Pond Road Chester, NY MLS# 986323
1 of 50
$887,500
3

Beds

3.0

Baths

2,740

Sq.Ft.

149 Creamery Pond Road

Chester, NY

Courtesy of KELLER WILLIAMS REALTY
View 2 Heidi Lane Chester, NY MLS# 988299
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1 of 45
$899,900
5

Beds

3.0

Baths

3,846

Sq.Ft.

2 Heidi Lane

Chester, NY

Courtesy of CRONIN & COMPANY REAL ESTATE
View 21 Bull Mine Road Chester, NY MLS# 973228
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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 12 Damian Court Chester, NY MLS# 950640
Save 12 Damian Court Chester, NY MLS# 950640
1 of 34
$999,000
5

Beds

4.0

Baths

3,136

Sq.Ft.

12 Damian Court

Chester, NY

Courtesy of MS REALTY GROUP USA, INC

About Chester

Listings in Chester, NY

73

Estimated median home price

$699,000
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 0
$100K - 200K 3
$200K - 300K 5
$300K - 400K 14
$400K - 500K 7
$500K - 600K 3
$600K - 700K 7
$700K - 800K 11
$800K - 900K 8
$900K - 1M 4
$1M - Max 11

Homes for Sale by Type in Chester, NY

Property Type Count
Single Family 44
Townhouse 0
Condo 11
Commercial 5
Rental 25
Lots and Land 12
Condo/Town/CoOp 0
CoOp 0
Multi Family 1
Mobile Home 0
Farms 0

(Data as of 5/2/2026)

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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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