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–
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$600K
$700K
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$900K
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Bedrooms
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Home type
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475 homes
NY/Orange County/Chester/1091810918
NY/Orange County/Chester/1091810918
10918 Real Estate and Homes for Sale in New York
475 homes available
114 Old Mansion Road, Chester, NY 10918
Coming soon
$699,000
4beds
2bath
3,330sqft
0.92acres
House for Sale
114 Old Mansion Road, Chester, NY 10918
Listing by: Master Realty Group Inc.
9 June Road, Chester, NY 10918
Coming soon
$649,000
3beds
2.5bath
2,402sqft
0.31acres
House for Sale
9 June Road, Chester, NY 10918
Listing by: eXp Realty
212 Sugarloaf Mountain Road, Chester, NY 10918Down Payment Help
NEW 3 days ago
$485,000
2beds
2.5bath
1,696sqft
1.2acres
House for Sale
Down Payment Help212 Sugarloaf Mountain Road, Chester, NY 10918
Listing by: BHG Real Estate Green Team
3107 Whispering Hills, Chester, NY 10918Down Payment Help
Coming soon
$325,000
2beds
1.5bath
1,086sqft
–acres
Condo for Sale
Down Payment Help3107 Whispering Hills, Chester, NY 10918
Listing by: Master Realty Group Inc.
3911 Whispering Hills, Chester, NY 10918Down Payment Help
Coming soon
$365,000
3beds
2bath
1,316sqft
–acres
Condo for Sale
Down Payment Help3911 Whispering Hills, Chester, NY 10918
Listing by: Master Realty Group Inc.
15 Vivian Lane, Chester, NY 10918Down Payment Help
$450,000
4beds
2bath
1,872sqft
0.34acres
House for Sale
Down Payment Help15 Vivian Lane, Chester, NY 10918
Listing by: Keller Williams Realty
2402 Whispering Hills Drive, Chester, NY 10918Down Payment Help
$345,000
3beds
2bath
1,316sqft
–acres
Condo for Sale
Down Payment Help2402 Whispering Hills Drive, Chester, NY 10918
Listing by: eXp Realty
20 Goshen Road, Chester, NY 10918
$1,775,000
4beds
2.5bath
3,348sqft
53acres
House for Sale
20 Goshen Road, Chester, NY 10918
Listing by: eXp Realty
65 Oxford Springs Road, Chester, NY 10918Down Payment Help
$699,900
5beds
3.5bath
3,617sqft
2.3acres
House for Sale
Down Payment Help65 Oxford Springs Road, Chester, NY 10918
Listing by: eXp Realty
15 Mari Road, Chester, NY 10918Down Payment Help
$499,000
4beds
2bath
1,888sqft
0.45acres
House for Sale
Down Payment Help15 Mari Road, Chester, NY 10918
Listing by: HomeSmart Homes & Estates
37-39 Main Street, Chester, NY 10918Down Payment Help
$1,499,999
4beds
4bath
–sqft
0.06acres
House for Sale
Down Payment Help37-39 Main Street, Chester, NY 10918
Listing by: eXp Realty
4501 Whispering Hills Drive, Chester, NY 10918Down Payment Help
$280,000
2beds
1bath
1,084sqft
–acres
Condo for Sale
Down Payment Help4501 Whispering Hills Drive, Chester, NY 10918
Listing by: Howard Hanna Rand Realty
278 Gibson Hill Road, Chester, NY 10918Down Payment Help
$749,000
4beds
2.5bath
3,977sqft
5.1acres
House for Sale
Down Payment Help278 Gibson Hill Road, Chester, NY 10918
Listing by: Keller Williams Realty
8 Hom Street, Chester, NY 10918Down Payment Help
$474,900
3beds
1.5bath
1,410sqft
0.38acres
House for Sale
Down Payment Help8 Hom Street, Chester, NY 10918
Listing by: Preferred Properties Real Esta
7 Gabriels Drive, Chester, NY 10918
$949,000
4beds
3.5bath
3,929sqft
3.9acres
House for Sale
7 Gabriels Drive, Chester, NY 10918
Listing by: Exit Realty Venture
1711 Kings Highway, Chester, NY 10918Down Payment Help
$750,000
3beds
2bath
2,020sqft
4.9acres
House for Sale
Down Payment Help1711 Kings Highway, Chester, NY 10918
Listing by: Keller Williams Realty
42 Greycourt Road, Chester, NY 10918
$1,199,900
4beds
3 full, 2 halfbath
3,000sqft
2.57acres
House for Sale
42 Greycourt Road, Chester, NY 10918
Listing by: Master Realty Group Inc.
1 Winding Trail, Chester, NY 10918Down Payment Help
$549,000
3beds
2.5bath
2,040sqft
1.2acres
House for Sale
Down Payment Help1 Winding Trail, Chester, NY 10918
Listing by: Howard Hanna Rand Realty
5 Gabriels Drive, Chester, NY 10918
$1,099,000
4beds
2.5bath
2,722sqft
3.2acres
House for Sale
5 Gabriels Drive, Chester, NY 10918
Listing by: Keller Williams Realty
44 Hunter Road, Chester, NY 10918
$995,000
5beds
4.5bath
4,817sqft
2.4acres
House for Sale
44 Hunter Road, Chester, NY 10918
Listing by: eXp Realty
90 Main Street, Chester, NY 10918
$1,300,000
4beds
2.5bath
3,955sqft
9.68acres
House for Sale
90 Main Street, Chester, NY 10918
Listing by: Serhant LLC
10 Spectrum Drive, Chester, NY 10918
$999,000
5beds
4bath
4,496sqft
5.4acres
House for Sale
10 Spectrum Drive, Chester, NY 10918
Listing by: eRealty Advisors, Inc
98 High Street, Chester, NY 10918Down Payment Help
$329,900
4beds
1.5bath
1,360sqft
0.29acres
House for Sale
Down Payment Help98 High Street, Chester, NY 10918
Listing by: eXp Realty
411 Prospect Road, Chester, NY 10918Down Payment Help
$596,000
4beds
2bath
1,987sqft
1acres
House for Sale
Down Payment Help411 Prospect Road, Chester, NY 10918
Listing by: Howard Hanna Rand Realty
2 Pine Hill Road, Chester, NY 10918
$925,000
3beds
2.5bath
2,302sqft
0.97acres
House for Sale
2 Pine Hill Road, Chester, NY 10918
Listing by: SHAHAR Management LLC
576 Bull Mill Road, Chester, NY 10918Down Payment Help
$399,000
2beds
1bath
1,484sqft
1acres
House for Sale
Down Payment Help576 Bull Mill Road, Chester, NY 10918
Listing by: Blooming Realty
3816 Whispering Hills, Chester, NY 10918Down Payment Help
Pending
$364,900
3beds
2.5bath
1,331sqft
–acres
Condo for Sale
Down Payment Help3816 Whispering Hills, Chester, NY 10918
Listing by: ARC Realty 1 in Sales
10-12 Damian Court, Chester, NY 10918
$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 10918Down Payment Help
Pending
$350,000
3beds
2.5bath
1,331sqft
–acres
Condo for Sale
Down Payment Help2816 Whispering Hills, Chester, NY 10918
Listing by: Howard Hanna Rand Realty
Odyssey Drive, Chester, NY 10918
$300,000
5.1acres
Land for Sale
Odyssey Drive, Chester, NY 10918
Listing by: Keller Williams Realty
27 Grand View Terrace, Chester, NY 10918Down Payment Help
$759,900
5beds
3.5bath
4,490sqft
1.3acres
House for Sale
Down Payment Help27 Grand View Terrace, Chester, NY 10918
Listing by: eXp Realty
12 Mari Road, Chester, NY 10918Down Payment Help
Pending
$475,000
4beds
1.5bath
1,842sqft
1.32acres
House for Sale
Down Payment Help12 Mari Road, Chester, NY 10918
Listing by: Howard Hanna Rand Realty
189 Creamery Pond Road, Chester, NY 10918Down Payment Help
PendingVirtual Tour
$699,000
4beds
2.5bath
2,980sqft
0.37acres
House for Sale
Down Payment Help189 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
$905,000
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 10918Down Payment Help
Pending
$529,900
4beds
2.5bath
2,240sqft
0.49acres
House for Sale
Down Payment Help21 Jeffrey Drive, Chester, NY 10918
Listing by: Keller Williams Realty
12 Oak Street, Chester, NY 10918Down Payment Help
Pending
$395,000
3beds
1bath
1,038sqft
0.24acres
House for Sale
Down Payment Help12 Oak Street, Chester, NY 10918
Listing by: Howard Hanna Rand Realty
157 Creamery Pond Road, Chester, NY 10918
Closed Jun 13, 2025
$875,000
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 10918Down Payment Help
Pending
$305,000
2beds
1.5bath
1,086sqft
–acres
Townhouse for Sale
Down Payment Help4706 Whispering Hills, Chester, NY 10918
Listing by: Keller Williams Hudson Valley
55 Hudson St Street, Chester, NY 10918Down Payment Help
Closed Jun 18, 2025
$460,000
3beds
2bath
1,576sqft
2.2acres
House for Sale
Down Payment Help55 Hudson St Street, Chester, NY 10918
Listing by: Keller Williams Hudson Valley
10918
Median Sale Price
$ 279,950
-3.3 % year-over-year
# of Homes Sold
106
-59.2 % year-over-year
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