View 45 Whitetail Run Chester, NY MLS# 999741
  • Virtual Tour
1 of 47
$825,000
4

Beds

2.1

Baths

2,732

Sq.Ft.

45 Whitetail Run

Chester, NY

Courtesy of HUDSON VALLEY HOME CONNECTION
View 60 Whitetail Run Chester, NY MLS# 1002536
  • Recently Listed
1 of 7
$900,000
4

Beds

2.1

Baths

2,588

Sq.Ft.

60 Whitetail Run

Chester, NY

Courtesy of REALTY BLUE CORP
View 220 Oxford Road Chester, NY MLS# 000137
  • Recently Listed
1 of 3
$999,000
3

Beds

3.1

Baths

3,535

Sq.Ft.

220 Oxford Road

Chester, NY

Courtesy of BLOOMING REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 4 Debbie Court Chester, NY MLS# 995223
$799,000
5

Beds

5.1

Baths

5,403

Sq.Ft.

4 Debbie Court

Chester, NY

Courtesy of FLAG REALTY GROUP
View 2 Garnett Hill Road Chester, NY MLS# 999261
  • Recently Listed with Virtual Tour
1 of 35
$999,999
5

Beds

2.1

Baths

4,772

Sq.Ft.

2 Garnett Hill Road

Chester, NY

Courtesy of PLATINUM REALTY ASSOCIATES
View 58 Nancy Lane Chester, NY MLS# 995624
  • Recently Listed
1 of 47
OPEN HOUSE: Sunday 5/24 12:00 PM - 2:00 PM
$799,999
3

Beds

2.1

Baths

2,718

Sq.Ft.

58 Nancy Lane

Chester, NY

Courtesy of HOWARD HANNA RAND REALTY
View 2 Heidi Lane Chester, NY MLS# 988299
$899,900
5

Beds

3.0

Baths

3,846

Sq.Ft.

2 Heidi Lane

Chester, NY

Courtesy of CRONIN & COMPANY REAL ESTATE
View 2 Primrose Lane Chester, NY MLS# 991517
$849,900
4

Beds

3.0

Baths

2,370

Sq.Ft.

2 Primrose Lane

Chester, NY

Courtesy of Weichert Realtors - Monroe
View 149 Creamery Pond Road Chester, NY MLS# 986323
  • Virtual Tour
1 of 50
OPEN HOUSE: Sunday 5/24 1:00 PM - 4:00 PM
$849,900
3

Beds

3.0

Baths

2,740

Sq.Ft.

149 Creamery Pond Road

Chester, NY

Courtesy of KELLER WILLIAMS REALTY
View 1071 Craigville Road Chester, NY MLS# 976307
  • Virtual Tour
1 of 48
$795,000
4

Beds

2.1

Baths

2,780

Sq.Ft.

1071 Craigville Road

Chester, NY

Courtesy of MS REALTY GROUP USA, INC
View 5 Gabriels Drive Chester, NY MLS# 983687
$850,000
4

Beds

2.1

Baths

2,722

Sq.Ft.

5 Gabriels Drive

Chester, NY

Courtesy of Q HOME SALES
View 2 Pine Hill Road Chester, NY MLS# 974429
  • Virtual Tour
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 90 Pewter Circle Chester, NY MLS# 981270
$759,900
4

Beds

2.1

Baths

2,250

Sq.Ft.

90 Pewter Circle

Chester, NY

Courtesy of KELLER WILLIAMS REALTY
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 Address not provided Chester, NY MLS# 962912
$1,000,000

Address not provided

Chester, NY

Courtesy of KELLER WILLIAMS 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 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 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 16 Oxford Springs Road Chester, NY MLS# 935115
  • Virtual Tour
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 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

About Chester

Listings in Chester, NY

85

Estimated median home price

$640,000
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 17
$400K - 500K 11
$500K - 600K 4
$600K - 700K 8
$700K - 800K 11
$800K - 900K 10
$900K - 1M 5
$1M - Max 11

Homes for Sale by Type in Chester, NY

Property Type Count
Single Family 55
Townhouse 0
Condo 13
Commercial 5
Rental 25
Lots and Land 12
Condo/Town/CoOp 0
CoOp 0
Multi Family 0
Mobile Home 0
Farms 0

(Data as of 5/21/2026)

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.