View 25 Oakland Avenue Chester, NY MLS# 949886
$28,000,000
270,000

Sq.Ft.

25 Oakland Avenue

Chester, NY

Courtesy of EREALTY ADVISORS, INC
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 20 Goshen Road Chester, NY MLS# 961236
$1,725,000
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 145 Kings Highway Bypass Chester, NY MLS# 982708
  • Recently Listed with Virtual Tour
1 of 50
OPEN HOUSE: Sunday 4/19 11:00 AM - 2:00 PM
$1,450,000
4

Beds

4.0

Baths

4,508

Sq.Ft.

145 Kings Highway Bypass

Chester, NY

Courtesy of KELLER WILLIAMS REALTY
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 2948 State Route 94 Chester, NY MLS# 940751
$1,300,000
4

Beds

2.1

Baths

3,866

Sq.Ft.

2948 State Route 94

Chester, NY

Courtesy of TUXEDO HUDSON REALTY CORP
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 16 Lori Lane Chester, NY MLS# 982679
  • Recently Listed with Virtual Tour
1 of 41
OPEN HOUSE: Sunday 4/19 12:00 PM - 2:00 PM
$1,159,900
4

Beds

3.2

Baths

4,624

Sq.Ft.

16 Lori Lane

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 53 Gibson Hill Road Chester, NY MLS# 986225
  • Recently Listed
1 of 48
OPEN HOUSE: Sunday 4/19 12:00 PM - 2:00 PM
$1,100,000
5

Beds

4.0

Baths

5,312

Sq.Ft.

53 Gibson Hill Road

Chester, NY

Courtesy of EXP REALTY
View Address not provided Chester, NY MLS# 962912
$1,000,000

Address not provided

Chester, NY

Courtesy of KELLER WILLIAMS REALTY
View 2 Garnett Hill Road Chester, NY MLS# 931380
  • Virtual Tour
1 of 27
$999,999
5

Beds

2.1

Baths

4,772

Sq.Ft.

2 Garnett Hill Road

Chester, NY

Courtesy of PLATINUM REALTY ASSOCIATES
View 12 Damian Court Chester, NY MLS# 950640
$999,000
5

Beds

4.0

Baths

3,136

Sq.Ft.

12 Damian Court

Chester, NY

Courtesy of MS REALTY GROUP USA, INC
View 21 Bull Mine Road Chester, NY MLS# 973228
  • Virtual Tour
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 1414 Kings Highway Chester, NY MLS# 965992
$879,900
4

Beds

2.1

Baths

3,200

Sq.Ft.

1414 Kings Highway

Chester, NY

Courtesy of KELLER WILLIAMS REALTY
View 2 Pine Hill Road Chester, NY MLS# 974429
  • Recently Listed with Virtual Tour
1 of 36
OPEN HOUSE: Sunday 4/19 2:30 PM - 4:30 PM
$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 10 Wells Sweep Lane Chester, NY MLS# 966048
$869,900
4

Beds

2.1

Baths

3,000

Sq.Ft.

10 Wells Sweep Lane

Chester, NY

Courtesy of KELLER WILLIAMS REALTY
View 5 Gabriels Drive Chester, NY MLS# 983687
  • Recently Listed
1 of 45
OPEN HOUSE: Sunday 4/19 12:00 PM - 2:00 PM
$850,000
4

Beds

2.1

Baths

2,722

Sq.Ft.

5 Gabriels Drive

Chester, NY

Courtesy of Q HOME SALES
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 4 Debbie Court Chester, NY MLS# 962813
1 of 50
OPEN HOUSE: Sunday 4/19 1:00 PM - 2:00 PM
$840,000
5

Beds

5.1

Baths

5,403

Sq.Ft.

4 Debbie Court

Chester, NY

Courtesy of FLAG REALTY GROUP

About Chester

Listings in Chester, NY

70

Estimated median home price

$674,500
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 8
$300K - 400K 11
$400K - 500K 8
$500K - 600K 2
$600K - 700K 7
$700K - 800K 11
$800K - 900K 6
$900K - 1M 4
$1M - Max 10

Homes for Sale by Type in Chester, NY

Property Type Count
Single Family 43
Townhouse 0
Condo 10
Commercial 5
Rental 26
Lots and Land 12
Condo/Town/CoOp 0
CoOp 0
Multi Family 0
Mobile Home 0
Farms 0

(Data as of 4/17/2026)

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.