Cheap Homes For Sale in Chester, NY

68 homes

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$269,000
2 Beds
1 Bath
1,084 sqft
1212 Whispering Hills,
Chester, NY 10918
Listing by: Keller Williams Realty
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$275,000
2 Beds
1 Bath
1,084 sqft
2113 Whispering Hills,
Chester, NY 10918
Listing by: Keller Williams Realty
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3D VIEW
$289,000
2 Beds
1 Bath
1,084 sqft
2124 Whispering Hills,
Chester, NY 10918
Listing by: Howard Hanna Rand Realty
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3D VIEW
$290,000
2 Beds
1.5 Baths
1,053 sqft
1005 Whispering Hills,
Chester, NY 10918
Listing by: Century 21 Full Service Realty
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$299,000
4 Beds
1 Bath
1,504 sqft
151 Main Street,
Chester, NY 10918
Listing by: Hudson Valley Griffith
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AUCTION
$299,900
3 Beds
2 Baths
1,316 sqft
1223 Whispering Hills,
Chester, NY 10918
Listing by: KW Hudson Valley United
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$309,000
2 Beds
1.5 Baths
1,086 sqft
2107 Whispering Hills,
Chester, NY 10918
Listing by: Wansor Realty
3D VIEW
0.49 ACRES
$339,900
2 Beds
1 Bath
960 sqft
18 Schueler Road,
Chester, NY 10918
Listing by: Weichert Realtors
$339,900
2 Beds
1.5 Baths
1,086 sqft
3706 Whispering Hills,
Chester, NY 10918
Listing by: eXp Realty
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
$359,000
3 Beds
2.5 Baths
1,331 sqft
2522 Whispering Hills,
Chester, NY 10918
Listing by: Howard Hanna Rand Realty
$364,900
3 Beds
2.5 Baths
1,331 sqft
2921 Whispering Hills,
Chester, NY 10918
Listing by: ARC Realty 1 in Sales
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.
$370,000
3 Beds
2.5 Baths
1,331 sqft
4704 Whispering Hills,
Chester, NY 10918
Listing by: Sahagian Realty LLC
1.1 ACRES
$374,900
3 Beds
1.5 Baths
1,644 sqft
260 Gibson Hill Road,
Chester, NY 10918
Listing by: Keller Williams Realty
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
OPEN SAT, 12-2PM
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
0.37 ACRES
$440,000
3 Beds
1.5 Baths
1,728 sqft
1367 Kings Highway,
Chester, NY 10918
Listing by: Greene Realty Group
0.87 ACRES
$459,000
4 Beds
2.5 Baths
2,060 sqft
63 Hubshop Road,
Chester, NY 10918
Listing by: Keller Williams Realty
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
0.76 ACRES
$469,000
3 Beds
2 Baths
1,357 sqft
70 Main Street,
Chester, NY 10918
Listing by: Curasi Realty, Inc.
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
0.4 ACRES
$525,000
2 Beds
2 Baths
1,910 sqft
19 Meadow Avenue,
Chester, NY 10918
Listing by: RE/MAX Town & Country
0.56 ACRES
$525,000
4 Beds
2.5 Baths
2,698 sqft
24 Walnut Street,
Chester, NY 10918
Listing by: Keller Williams Village Sq Rlt
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
$549,000
4 Beds
2 Baths
2,824 sqft
147 Main Street,
Chester, NY 10918
Listing by: Howard Hanna Rand Realty
0.45 ACRES
$549,900
3 Beds
2 Baths
2,138 sqft
3318 State Route 94,
Chester, NY 10918
Listing by: Howard Hanna Rand Realty
4 ACRES
$550,000
3 Beds
2 Baths
1,583 sqft
50 Hambletonian Avenue,
Chester, NY 10918
Listing by: Howard Hanna Rand Realty
1 ACRE
$575,000
6 Beds
2 Baths
68 Conklingtown Road #1&2,
Chester, NY 10918
Listing by: MS Realty Group USA, Inc
NEW
COMING SOON 10/2
3 ACRES
$599,000
4 Beds
4.5 Baths
3,326 sqft
111 Ayr Road,
Chester, NY 10918
Listing by: Curasi Realty, Inc.
OPEN SAT, 11-1PM
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
OPEN SAT, 11-1PM
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
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
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
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
1 ACRE
$699,995
6 Beds
3.5 Baths
4,204 sqft
487 Black Meadow Road,
Chester, NY 10918
Listing by: Joseph Baratta Company Realty
1 ACRE
$700,000
4 Beds
2.5 Baths
3,296 sqft
13 Bianca Boulevard,
Chester, NY 10918
Listing by: Keller Williams Realty
OPEN SUN, 12-2PM
1.3 ACRES
$744,999
4 Beds
2.5 Baths
2,718 sqft
58 Nancy Lane,
Chester, NY 10918
Listing by: Howard Hanna Rand Realty
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
1.6 ACRES
$749,900
4 Beds
3 Baths
3,080 sqft
20 Mountainside Drive,
Chester, NY 10918
Listing by: eXp Realty
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Based on information submitted to the MLS GRID as of 2026-09-30 12:03:18 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

Cheap Homes For Sale in Chester, NY

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