View 69 Cedar Pond Lane Chester, NY MLS# 20254768
$1,975,000
6

Beds

7.1

Baths

7,034

Sq.Ft.

69 Cedar Pond Lane

Chester, NY

UlsterCountyNY
Courtesy of FOUR SEASONS SOTHEBY'S INT.
View 69 Cedar Pond Lane Chester, NY MLS# 920071
$1,975,000
6

Beds

7.1

Baths

7,034

Sq.Ft.

69 Cedar Pond Lane

Chester, NY

Courtesy of FOUR SEASONS SOTHEBYS INTL
View 20 Goshen Road Chester, NY MLS# 875731
$1,775,000
4

Beds

2.1

Baths

3,348

Sq.Ft.

20 Goshen Road

Chester, NY

Courtesy of EXP REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 42 Brookside Avenue Chester, NY MLS# H6204289
$1,750,000
4,020

Sq.Ft.

42 Brookside Avenue

Chester, NY

Courtesy of KELLER WILLIAMS REALTY
View 80 Black Meadow Road Chester, NY MLS# 929619
$1,725,000
12,500

Sq.Ft.

80 Black Meadow Road

Chester, NY

Courtesy of MK REALTY INC
View 206 Greycourt Road 190 Chester, NY MLS# 836663
$1,500,000
Studio

Beds

0.0

Baths

139,392

Sq.Ft.

206 Greycourt Road 190

Chester, NY

Courtesy of EXP REALTY
View 206 Greycourt Road 190 Chester, NY MLS# 859813
$1,500,000
3,000

Sq.Ft.

206 Greycourt Road 190

Chester, NY

Courtesy of EXP REALTY
View 37-39 Main Street Chester, NY MLS# 873541
$1,498,888
4

Beds

4.0

Baths

7,308

Sq.Ft.

37-39 Main Street

Chester, NY

Courtesy of EXP REALTY
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 10 Damian Court Chester, NY MLS# 930372
$1,375,000
11

Beds

6.1

Baths

4,327

Sq.Ft.

10 Damian Court

Chester, NY

Courtesy of MS REALTY GROUP USA, INC
View 207 Greycourt Road Chester, NY MLS# 885483
$1,200,000
8,800

Sq.Ft.

207 Greycourt Road

Chester, NY

Courtesy of EXP REALTY
View 53 Odyssey Drive Chester, NY MLS# 881474
  • Virtual Tour
1 of 48
$1,100,000
4

Beds

3.1

Baths

4,467

Sq.Ft.

53 Odyssey Drive

Chester, NY

Courtesy of HOWARD HANNA RAND REALTY
View 5 Gabriels Drive Chester, NY MLS# 863852
  • Virtual Tour
1 of 48
$1,099,000
4

Beds

2.1

Baths

2,722

Sq.Ft.

5 Gabriels Drive

Chester, NY

Courtesy of KELLER WILLIAMS REALTY
View 4 Camelback Road Chester, NY MLS# 940059
  • Recently Listed
1 of 48
$1,050,000
5

Beds

2.2

Baths

5,080

Sq.Ft.

4 Camelback Road

Chester, NY

Courtesy of PROMINENT PROPERTIES SOTHEBY'S
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
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

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.

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.

Information Copyright 2021, OneKey® MLS. All Rights Reserved.