
NY/Orange County/ChesterChester
NY/Orange County/ChesterChester
Chester Real Estate and Homes for Sale
50 homes available
10-12 Damian Court, Chester, NY 10918
NEW 3 days ago
$2,800,000
16beds
9 full, 2 halfbath
7,511sqft
5.6acres
House for Sale
10-12 Damian Court, Chester, NY 10918
Listing by: MS Realty Group USA, Inc
2816 Whispering Hills, Chester, NY 10918
Coming soon
$350,000
3beds
2.5bath
1,331sqft
–acres
Condo for Sale
2816 Whispering Hills, Chester, NY 10918
Listing by: Howard Hanna Rand Realty
Odyssey Drive, Chester, NY 10918
NEW 4 days ago
$300,000
5.1acres
Land for Sale
Odyssey Drive, Chester, NY 10918
Listing by: Keller Williams Realty
27 Grand View Terrace, Chester, NY 10918
Coming soon
$759,900
5beds
3.5bath
4,490sqft
1.3acres
House for Sale
27 Grand View Terrace, Chester, NY 10918
Listing by: eXp Realty
12 Mari Road, Chester, NY 10918
$475,000
4beds
1.5bath
1,842sqft
1.32acres
House for Sale
12 Mari Road, Chester, NY 10918
Listing by: Howard Hanna Rand Realty
189 Creamery Pond Road, Chester, NY 10918
Down Payment Help
$699,000
4beds
2.5bath
2,980sqft
0.37acres
House for Sale

189 Creamery Pond Road, Chester, NY 10918
Listing by: Keller Williams Realty
16 Lori Lane, Chester, NY 10918
$1,199,900
4beds
3 full, 2 halfbath
4,624sqft
1.1acres
House for Sale
16 Lori Lane, Chester, NY 10918
Listing by: eXp Realty
11 Saddle Hill Road, Chester, NY 10918
$949,000
4beds
4bath
4,489sqft
2.3acres
House for Sale
11 Saddle Hill Road, Chester, NY 10918
Listing by: Keller Williams Realty
21 Jeffrey Drive, Chester, NY 10918
Down Payment Help
$529,900
4beds
2.5bath
2,240sqft
0.49acres
House for Sale

21 Jeffrey Drive, Chester, NY 10918
Listing by: Keller Williams Realty
12 Oak Street, Chester, NY 10918
Down Payment Help
$395,000
3beds
1bath
1,038sqft
0.24acres
House for Sale

12 Oak Street, Chester, NY 10918
Listing by: Howard Hanna Rand Realty
157 Creamery Pond Road, Chester, NY 10918
PendingVirtual Tour
$859,900
4beds
3.5bath
4,021sqft
1.7acres
House for Sale
157 Creamery Pond Road, Chester, NY 10918
Listing by: Keller Williams Realty
4706 Whispering Hills, Chester, NY 10918
Down Payment Help
Pending
$305,000
2beds
1.5bath
1,086sqft
–acres
Townhouse for Sale

4706 Whispering Hills, Chester, NY 10918
Listing by: Keller Williams Hudson Valley
55 Hudson St Street, Chester, NY 10918
Down Payment Help
Pending
$429,900
3beds
2bath
1,576sqft
2.2acres
House for Sale

55 Hudson St Street, Chester, NY 10918
Listing by: Keller Williams Hudson Valley
2 Laura Drive, Chester, NY 10918
Down Payment Help
$650,000
4beds
2.5bath
2,592sqft
1.36acres
House for Sale

2 Laura Drive, Chester, NY 10918
Listing by: eXp Realty
18 Miller Drive, Chester, NY 10918
Down Payment Help
PendingVirtual Tour
$389,900
3beds
1bath
1,144sqft
0.33acres
House for Sale

18 Miller Drive, Chester, NY 10918
Listing by: RE/MAX Town & Country
7 Garden Street, Chester, NY 10918
Down Payment Help
Pending
$399,000
3beds
2bath
1,435sqft
0.34acres
House for Sale

7 Garden Street, Chester, NY 10918
Listing by: eXp Realty
12 Bianca Boulevard, Chester, NY 10918
Down Payment Help
$585,000
4beds
2.5bath
3,200sqft
1acres
House for Sale

12 Bianca Boulevard, Chester, NY 10918
Listing by: Howard Hanna Rand Realty
4401 Whispering Hills Drive, Chester, NY 10918
PendingVirtual Tour
$275,000
2beds
1bath
1,118sqft
0.01acres
Condo for Sale
4401 Whispering Hills Drive, Chester, NY 10918
Listing by: Howard Hanna Rand Realty
4 Camelback Road, Chester, NY 10918
$899,900
4beds
2 full, 2 halfbath
4,854sqft
3.8acres
House for Sale
4 Camelback Road, Chester, NY 10918
Listing by: 2Win Realty LLC
65 Oxford Springs Road, Chester, NY 10918
Down Payment Help
$745,000
5beds
3.5bath
3,464sqft
2.3acres
House for Sale

65 Oxford Springs Road, Chester, NY 10918
Listing by: Glilos
206 Greycourt Road # 190, Chester, NY 10918
$1,900,000
–beds
–sqft
3.2acres
House for Sale
206 Greycourt Road # 190, Chester, NY 10918
Listing by: eXp Realty
11 N Hudson Street, Chester, NY 10918
Down Payment Help
PendingVirtual Tour
$429,000
3beds
2bath
1,500sqft
0.45acres
House for Sale

11 N Hudson Street, Chester, NY 10918
Listing by: Century 21 Realty Center
31 Leone Lane, Chester, NY 10918
$120,000
7.5acres
Land for Sale
31 Leone Lane, Chester, NY 10918
Listing by: Hudson Heritage Realty
16 Ayr Road, Chester, NY 10918
Down Payment Help
$490,000
3beds
2.5bath
1,716sqft
2.6acres
House for Sale

16 Ayr Road, Chester, NY 10918
Listing by: Century 21 Full Service Realty
16 Spectrum Drive, Chester, NY 10918
Down Payment Help
Pending
$715,000
3beds
2 full, 2 halfbath
2,276sqft
5acres
House for Sale

16 Spectrum Drive, Chester, NY 10918
Listing by: Keller Williams Realty
20 Hubshop Road, Chester, NY 10918
Down Payment Help
Pending
$624,242
4beds
2.5bath
2,236sqft
1.5acres
House for Sale

20 Hubshop Road, Chester, NY 10918
Listing by: ARC Realty 1 in Sales
2 Bell Way, Chester, NY 10918
Down Payment Help
Pending
$574,900
3beds
3bath
2,032sqft
0.36acres
House for Sale

2 Bell Way, Chester, NY 10918
Listing by: Blooming Realty
154 Hambletonian Road, Chester, NY 10918
Pending
$1,300,000
4beds
3.5bath
4,350sqft
23.9acres
House for Sale
154 Hambletonian Road, Chester, NY 10918
Listing by: Keller Williams Realty
3 Woodridge Drive, Chester, NY 10918
Down Payment Help
Pending
$795,000
4beds
2.5bath
2,500sqft
1.3acres
House for Sale

3 Woodridge Drive, Chester, NY 10918
Listing by: Howard Hanna Rand Realty
49 Stone Mountain Trail, Chester, NY 10918
$850,000
4beds
2.5bath
3,656sqft
7.1acres
House for Sale
49 Stone Mountain Trail, Chester, NY 10918
Listing by: Keller Williams Hudson Valley
53 Gibson Hill Road, Chester, NY 10918
Pending
$999,999
5beds
4bath
5,312sqft
3.1acres
House for Sale
53 Gibson Hill Road, Chester, NY 10918
Listing by: Timothy W. Kramer
8 Country Woods Drive, Chester, NY 10918
Down Payment Help
PendingVirtual Tour
$699,900
5beds
2.5bath
3,120sqft
4.3acres
House for Sale

8 Country Woods Drive, Chester, NY 10918
Listing by: Howard Hanna Rand Realty
4120 Whispering Hills Drive, Chester, NY 10918
Down Payment Help
Pending
$339,000
2beds
1.5bath
1,282sqft
0.01acres
Condo for Sale

4120 Whispering Hills Drive, Chester, NY 10918
Listing by: Howard Hanna Rand Realty
284 Bull Mill Road, Chester, NY 10918
Pending
$849,900
5beds
3bath
2,940sqft
2.2acres
House for Sale
284 Bull Mill Road, Chester, NY 10918
Listing by: Keller Williams Valley Realty
118 Murray Drive, Chester, NY 10918
Down Payment Help
Pending
$799,900
5beds
4bath
3,418sqft
2.8acres
House for Sale

118 Murray Drive, Chester, NY 10918
Listing by: Keller Williams Hudson Valley
4503 Whispering Hills, Chester, NY 10918
Down Payment Help
$349,999
3beds
2.5bath
1,331sqft
–acres
Condo for Sale

4503 Whispering Hills, Chester, NY 10918
Listing by: Keller Williams Realty
559 Laroe Road, Chester, NY 10918
Down Payment Help
$525,000
3beds
2.5bath
1,900sqft
0.71acres
House for Sale

559 Laroe Road, Chester, NY 10918
Listing by: Sage Realty Center LLC
1610 Whispering, Chester, NY 10918
Down Payment Help
Pending
$334,900
3beds
2.5bath
1,331sqft
–acres
Condo for Sale

1610 Whispering, Chester, NY 10918
Listing by: RE/MAX Benchmark Realty Group
10 El Dorado Trail, Chester, NY 10918
Pending
$289,900
6.3acres
Land for Sale
10 El Dorado Trail, Chester, NY 10918
Listing by: Keller Williams Realty
1301 Kings Highway, Chester, NY 10918
Down Payment Help
PendingVirtual Tour
$625,000
4beds
2.5bath
2,676sqft
2.3acres
House for Sale

1301 Kings Highway, Chester, NY 10918
Listing by: Keller Williams Hudson Valley
Chester
Median Sale Price
$ 5,050
NaN % year-over-year
# of Homes Sold
76
NaN % year-over-year
Nearby City
Blooming Grove Homes For SaleCall Listing Agent Homes For SaleFlorida Homes For SaleJohnson Homes For SaleMaybrook Homes For SaleMiddletown Homes For SaleMountainville Homes For SaleNew Hampton Homes For SaleTuxedo Park Homes For SaleWoodbury Homes For Sale
Nearby Zip Code
10921 Homes For Sale10930 Homes For Sale10933 Homes For Sale10958 Homes For Sale10969 Homes For Sale10973 Homes For Sale10990 Homes For Sale12543 Homes For Sale12557 Homes For Sale12577 Homes For Sale
Nearby County

NYS Fair Housing NoticeNYS Reasonable Accommodation & Modification NoticePrivacy PolicyTerms of UseADADMCAReal Estate SitemapReal Estate Agent & Office Directory
400 Broadhollow Road, Suite 5, Farmingdale, NY 11735
Copyright © 2025 OneKey® MLS LLC
Display of MLS Data is usually deemed reliable but is NOT guaranteed accurate by the MLS. Buyers are responsible for verifying the accuracy of all information and should investigate the data themselves or retain appropriate professionals.
