Single Family Homes For Sale in Chester, NY

54 homes

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NEW - 2 DAYS AGO
3 ACRES
$750,000
4 Beds
3.5 Baths
3,100 sqft
985 Craigville Road,
Chester, NY 10918
Listing by: Houlihan Lawrence Inc.
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3 ACRES
$599,000
4 Beds
4.5 Baths
3,326 sqft
111 Ayr Road,
Chester, NY 10918
Listing by: Curasi Realty, Inc.
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COMING SOON 10/5
9.6 ACRES
$1,850,000
3 Beds
2.5 Baths
2,404 sqft
7 Greycourt Road,
Chester, NY 10918
Listing by: KW Hudson Valley United
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1.8 ACRES
$525,000
3 Beds
2.5 Baths
2,441 sqft
94 Booth Road,
Chester, NY 10918
Listing by: Howard Hanna Rand Realty
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3D VIEW
0.49 ACRES
$339,900
2 Beds
1 Bath
960 sqft
18 Schueler Road,
Chester, NY 10918
Listing by: Weichert Realtors
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2.3 ACRES
$779,900
4 Beds
2.5 Baths
2,616 sqft
1168 Craigville Road,
Chester, NY 10918
Listing by: ARC Realty 1 in Sales
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0.4 ACRES
$525,000
2 Beds
2 Baths
1,910 sqft
19 Meadow Avenue,
Chester, NY 10918
Listing by: RE/MAX Town & Country
1.9 ACRES
$879,000
4 Beds
3 Baths
3,764 sqft
101 Beverly Road,
Chester, NY 10918
Listing by: Greene Realty Group
AUCTION
3D VIEW
0.38 ACRES
$459,000
4 Beds
2 Baths
1,832 sqft
8 Townsend Place,
Chester, NY 10918
Listing by: Howard Hanna Rand Realty
6.2 ACRES
$679,000
4 Beds
3.5 Baths
2,960 sqft
5 Red Fox Run,
Chester, NY 10918
Listing by: Howard Hanna Rand Realty
OPEN SUN, 11-1:30PM
10.7 ACRES
$1,599,999
6 Beds
7.5 Baths
7,034 sqft
69 Cedar Pond Lane,
Chester, NY 10918
Listing by: Prominent Properties Sotheby's
3D VIEW
1.1 ACRES
$949,000
3 Beds
3 Baths
3,591 sqft
38 Shore Drive,
Blooming Grove, NY 10914
Listing by: KW Hudson Valley United
3D VIEW
1.3 ACRES
$425,000
4 Beds
1.5 Baths
2,116 sqft
6 Old Dominion Road,
Blooming Grove, NY 10914
Listing by: RE/MAX Prime Properties
1.4 ACRES
$749,000
4 Beds
2.5 Baths
2,599 sqft
121 Conklingtown Road,
Chester, NY 10918
Listing by: MS Realty Group USA, Inc
3D VIEW
2 ACRES
$619,999
3 Beds
3 Baths
2,902 sqft
3561 Rte 94,
Chester, NY 10918
Listing by: Howard Hanna Rand Realty
3D VIEW
2.3 ACRES
$699,000
5 Beds
3.5 Baths
3,463 sqft
65 Oxford Springs Road,
Chester, NY 10918
Listing by: HomeSmart Homes & Estates
3D VIEW
0.37 ACRES
$669,000
3 Beds
2.5 Baths
2,533 sqft
173 Creamery Pond Road,
Chester, NY 10918
Listing by: Keller Williams Realty
$750,000
4 Beds
3 Baths
2,280 sqft
1 Sanford Avenue,
Chester, NY 10918
Listing by: Redfin Real Estate
3D VIEW
1.8 ACRES
$839,000
4 Beds
3 Baths
2,707 sqft
34 Boville Court,
Chester, NY 10918
Listing by: Keller Williams Valley Realty
0.87 ACRES
$459,000
4 Beds
2.5 Baths
2,060 sqft
63 Hubshop Road,
Chester, NY 10918
Listing by: Keller Williams Realty
1 ACRE
$700,000
4 Beds
2.5 Baths
3,296 sqft
13 Bianca Boulevard,
Chester, NY 10918
Listing by: Keller Williams Realty
0.37 ACRES
$440,000
3 Beds
1.5 Baths
1,728 sqft
1367 Kings Highway,
Chester, NY 10918
Listing by: Greene Realty Group
1.6 ACRES
$749,900
4 Beds
3 Baths
3,080 sqft
20 Mountainside Drive,
Chester, NY 10918
Listing by: eXp Realty
3D VIEW
2.4 ACRES
$605,000
3 Beds
2 Baths
1,848 sqft
412 Laroe Road,
Chester, NY 10918
Listing by: Howard Hanna Rand Realty
0.76 ACRES
$469,000
3 Beds
2 Baths
1,357 sqft
70 Main Street,
Chester, NY 10918
Listing by: Curasi Realty, Inc.
0.92 ACRES
$435,000
3 Beds
1.5 Baths
1,500 sqft
66 Whitetail Run,
Chester, NY 10918
Listing by: Howard Hanna Rand Realty
FORECLOSURE
BANK OWNED
0.37 ACRES
$370,000
3 Beds
1 Bath
1,561 sqft
33 Meadow Avenue,
Chester, NY 10918
Listing by: River Realty Services, Inc.
$750,000
5 Beds
2.5 Baths
2,700 sqft
3 Hilltop Lane,
Chester, NY 10918
Listing by: MK Realty Inc
$299,000
4 Beds
1 Bath
1,504 sqft
151 Main Street,
Chester, NY 10918
Listing by: Hudson Valley Griffith
$750,000
5 Beds
2.5 Baths
2,700 sqft
1 Hilltop Lane,
Chester, NY 10918
Listing by: MK Realty Inc
3D VIEW
1.7 ACRES
$799,000
4 Beds
2.5 Baths
3,070 sqft
197 Oxford Road,
Chester, NY 10918
Listing by: Howard Hanna Rand Realty
$750,000
5 Beds
2.5 Baths
2,700 sqft
2 Hemlock Court,
Chester, NY 10918
Listing by: MK Realty Inc
FORECLOSURE
NOTICE OF DEFAULT
3D VIEW
0.94 ACRES
4 Beds
1.5 Baths
1,560 sqft
241 Meadow Avenue,
Chester, NY 10918
Listing by: Keller Williams Realty
OPEN SUN, 12:30-2:30PM
0.46 ACRES
$499,999
3 Beds
2.5 Baths
1,908 sqft
11 Chandler Drive,
Chester, NY 10918
Listing by: Coldwell Banker Realty
$850,000
5 Beds
2.5 Baths
3,200 sqft
5 Hilltop Lane,
Chester, NY 10918
Listing by: MK Realty Inc
3D VIEW
0.42 ACRES
$789,900
5 Beds
4 Baths
4,697 sqft
19 Grand View Terrace,
Chester, NY 10918
Listing by: eXp Realty
3D VIEW
2.3 ACRES
$1,195,000
4 Beds
3.5 Baths
4,281 sqft
22 Goshen Road,
Chester, NY 10918
Listing by: Howard Hanna Rand Realty
7.1 ACRES
$875,000
4 Beds
2.5 Baths
3,656 sqft
49 Stone Mountain Trail,
Chester, NY 10918
Listing by: eRealty Advisors, Inc
6 ACRES
$1,200,000
4 Beds
2.5 Baths
2,711 sqft
63 Whitetail Run,
Chester, NY 10918
Listing by: SPIRAL NY Real Estate LLC
3D VIEW
6.8 ACRES
$980,000
4 Beds
2.5 Baths
3,955 sqft
1 Oakland Avenue,
Chester, NY 10918
Listing by: Howard Hanna Rand Realty
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Based on information submitted to the MLS GRID as of 2026-10-03 15:48:21 PDT All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Some IDX listings have been excluded from this website. Click here for more information

Single Family Homes For Sale in Chester, NY

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