View 1 Winkler Place Chester, NY MLS# H6333708
$949,000
7,493

Sq.Ft.

1 Winkler Place

Chester, NY

Courtesy of KELLER WILLIAMS REALTY
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
The time to sell is now! THE TIME TO SELL IS NOW!
View 11 Saddle Hill Road Chester, NY MLS# 899626
  • Virtual Tour
1 of 50
$845,000
4

Beds

4.0

Baths

3,489

Sq.Ft.

11 Saddle Hill Road

Chester, NY

Courtesy of KELLER WILLIAMS REALTY
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
  • Recently Listed with Virtual Tour
1 of 48
$779,000
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 34
$739,900
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 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 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
  • Recently Listed
1 of 50
$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
  • Recently Listed with 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
  • Recently Listed
1 of 49
$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 25 High Street Chester, NY MLS# 883804
$515,000
4

Beds

2.1

Baths

2,898

Sq.Ft.

25 High Street

Chester, NY

Courtesy of CHRISTIE'S INT. REAL ESTATE
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

58

Estimated median home price

$682,450
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

Price Count
$0 - 100K 0
$100K - 200K 0
$200K - 300K 3
$300K - 400K 12
$400K - 500K 8
$500K - 600K 4
$600K - 700K 5
$700K - 800K 6
$800K - 900K 3
$900K - 1M 1
$1M - Max 16

Homes for Sale by Type in Chester, NY

Property Type Count
Single Family 31
Townhouse 0
Condo 6
Commercial 9
Rental 29
Lots and Land 9
Condo/Town/CoOp 0
CoOp 0
Multi Family 3
Mobile Home 0
Farms 0

(Data as of 11/11/2025)

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.