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 6 Vista Drive Chester, NY MLS# 944968
  • Recently Listed with Virtual Tour
1 of 45
$499,900
3

Beds

2.1

Baths

1,934

Sq.Ft.

6 Vista Drive

Chester, NY

Courtesy of KELLER WILLIAMS REALTY
View 4 Debbie Court Chester, NY MLS# 942910
  • Recently Listed
1 of 40
$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 23 White Oak Drive Chester, NY MLS# 943245
  • Recently Listed
1 of 23
$3,000
1,150

Sq.Ft.

23 White Oak Drive

Chester, NY

Courtesy of KELLER WILLIAMS REALTY
View 3120 Whispering Hills Chester, NY MLS# 941582
  • Recently Listed
1 of 18
$310,000
2

Beds

1.1

Baths

1,072

Sq.Ft.

3120 Whispering Hills

Chester, NY

Courtesy of JOHN J LEASE REALTORS INC
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 3917 Whispering Hills Chester, NY MLS# 942965
  • Recently Listed
1 of 28
$319,000
2

Beds

1.1

Baths

1,072

Sq.Ft.

3917 Whispering Hills

Chester, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 2948 State Route 94 Chester, NY MLS# 940751
  • Recently Listed
1 of 45
$1,395,000
4

Beds

2.1

Baths

3,866

Sq.Ft.

2948 State Route 94

Chester, NY

Courtesy of TUXEDO HUDSON REALTY CORP
View 4 Camelback Road Chester, NY MLS# 940059
$1,050,000
5

Beds

2.2

Baths

5,080

Sq.Ft.

4 Camelback Road

Chester, NY

Courtesy of PROMINENT PROPERTIES SOTHEBY'S
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 16 Oakland Avenue Chester, NY MLS# 939522
$425,000
4

Beds

2.1

Baths

2,090

Sq.Ft.

16 Oakland Avenue

Chester, NY

Courtesy of BHG REAL ESTATE GREEN TEAM
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 2812 Whispering Hills Chester, NY MLS# 936470
$290,000
2

Beds

1.0

Baths

1,084

Sq.Ft.

2812 Whispering Hills

Chester, NY

Courtesy of EXIT REALTY CONNECTIONS
View 16 Oxford Springs Road Chester, NY MLS# 935115
  • Virtual Tour
1 of 48
$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 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 1503 Whispering Hills Chester, NY MLS# 937839
$309,900
3

Beds

2.1

Baths

1,331

Sq.Ft.

1503 Whispering Hills

Chester, NY

Courtesy of CENTURY 21 E & M WILLIAMS RLTY
View 2912 Whispering Hills Chester, NY MLS# 937375
$304,900
2

Beds

1.0

Baths

1,084

Sq.Ft.

2912 Whispering Hills

Chester, NY

Courtesy of KELLER WILLIAMS REALTY
View 2104 Whispering Hills Chester, NY MLS# 936624
$299,900
3

Beds

2.1

Baths

1,331

Sq.Ft.

2104 Whispering Hills

Chester, NY

Courtesy of ARC REALTY 1 IN SALES
View 18 Oakland Avenue Chester, NY MLS# 935124
  • Virtual Tour
1 of 33
$369,900
2

Beds

1.0

Baths

1,084

Sq.Ft.

18 Oakland Avenue

Chester, NY

Courtesy of KELLER WILLIAMS REALTY
View 1401 Whispering Hills Chester, NY MLS# 935471
$295,000
2

Beds

1.0

Baths

1,084

Sq.Ft.

1401 Whispering Hills

Chester, NY

Courtesy of HOWARD HANNA RAND REALTY

About Chester

Listings in Chester, NY

61

Estimated median home price

$534,900
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 5
$300K - 400K 13
$400K - 500K 8
$500K - 600K 4
$600K - 700K 9
$700K - 800K 4
$800K - 900K 3
$900K - 1M 0
$1M - Max 14

Homes for Sale by Type in Chester, NY

Property Type Count
Single Family 34
Townhouse 0
Condo 9
Commercial 7
Rental 26
Lots and Land 9
Condo/Town/CoOp 0
CoOp 0
Multi Family 2
Mobile Home 0
Farms 0

(Data as of 12/23/2025)

Information deemed reliable but not guaranteed.

All information provided is deemed reliable but is not guaranteed and should be independently verified.

Copyright 2025 by the Multiple Listing service of Ulster County, Inc. All Rights Reserved.

The data relating to real estate on this web site comes in part from the IDX of the Multiple Listing service of Ulster County, Inc. Real estate listings held by brokerage firms other that Weichert Realtors are marked with IDX logo and the detailed information about them includes the name of the listing broker.

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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