Cheap Homes For Sale in Chester, NY

53 homes

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NEW - 1 DAY AGO
$295,000
2 Beds
1.5 Baths
1,086 sqft
2119 Whispering Hills,
Chester, NY 10918
Listing by: Howard Hanna Rand Realty
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$365,000
3 Beds
2.5 Baths
1,331 sqft
2703 Whispering Hills,
Chester, NY 10918
Listing by: Keller Williams Realty
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$370,000
3 Beds
2.5 Baths
1,331 sqft
3815 Whispering Hills Drive,
Chester, NY 10918
Listing by: MK Realty Inc
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FORECLOSURE
BANK OWNED
0.37 ACRES
$390,000
3 Beds
1 Bath
1,561 sqft
33 Meadow Avenue,
Chester, NY 10918
Listing by: River Realty Services, Inc.
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0.29 ACRES
$399,900
2 Beds
1 Bath
1,026 sqft
7 Hambletonian Avenue,
Chester, NY 10918
Listing by: HomeSmart Homes & Estates
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0.45 ACRES
$430,000
3 Beds
1.5 Baths
1,177 sqft
151 Laroe Road,
Chester, NY 10918
Listing by: Keller Williams Realty
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0.69 ACRES
$440,800
3 Beds
1 Bath
2,016 sqft
815 Craigville Road,
Chester, NY 10918
Listing by: Ellis Sotheby's Intl Realty
$460,000
3 Beds
1.5 Baths
1,728 sqft
1367 Kings Highway,
Chester, NY 10918
Listing by: Karten Real Estate Svcs LLC
0.87 ACRES
$499,000
4 Beds
2.5 Baths
2,060 sqft
63 Hubshop Road,
Chester, NY 10918
Listing by: Keller Williams Realty
0.26 ACRES
$499,900
3 Beds
3 Baths
2,032 sqft
35 Maple Avenue,
Chester, NY 10918
Listing by: RE/MAX Benchmark Realty Group
0.38 ACRES
$500,000
3 Beds
2 Baths
2,688 sqft
5 N Hudson Street,
Chester, NY 10918
Listing by: Keller Williams Realty
1.1 ACRES
$549,000
3 Beds
2.5 Baths
1,730 sqft
107 Pine Hill Road,
Chester, NY 10918
Listing by: Hudson Valley Griffith
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
1.8 ACRES
$550,000
3 Beds
2.5 Baths
2,083 sqft
94 Booth Road,
Chester, NY 10918
Listing by: Compass Greater NY, LLC
0.56 ACRES
$579,999
4 Beds
2.5 Baths
2,698 sqft
24 Walnut Street,
Chester, NY 10918
Listing by: Keller Williams Village Sq Rlt
1.8 ACRES
$599,000
4 Beds
2.5 Baths
3,120 sqft
558 Pine Hill Road,
Chester, NY 10918
Listing by: eRealty Advisors, Inc
3D VIEW
0.92 ACRES
$623,900
4 Beds
2.5 Baths
2,524 sqft
17 Woodridge Drive,
Chester, NY 10918
Listing by: eXp Realty
FOR SALE BY OWNER
1.9 ACRES
$644,999
4 Beds
2.5 Baths
2,544 sqft
5 Bens Way,
Chester, NY 10918
COMING SOON 7/9
2.5 ACRES
$649,999
4 Beds
3 Baths
2,316 sqft
424 Laroe Road,
Chester, NY 10918
Listing by: Epique Realty
3.2 ACRES
$675,000
4 Beds
2.5 Baths
2,784 sqft
335 Laroe Road,
Chester, NY 10918
Listing by: Coldwell Banker Choice Prop.
3D VIEW
0.33 ACRES
$675,000
4 Beds
2.5 Baths
3,100 sqft
9 Derose Lane,
Chester, NY 10918
Listing by: Howard Hanna Rand Realty
0.39 ACRES
$685,000
4 Beds
2.5 Baths
1,718 sqft
26 Bridle Lane,
Chester, NY 10918
Listing by: Owner Entry.com
1 ACRE
$725,000
6 Beds
3.5 Baths
4,204 sqft
487 Black Meadow Road,
Chester, NY 10918
Listing by: Joseph Baratta Company Realty
NEW CONSTRUCTION
0.53 ACRES
$759,900
4 Beds
2.5 Baths
2,250 sqft
90 Pewter Circle,
Chester, NY 10918
Listing by: Keller Williams Realty
OPEN SUN, 12-2PM
1.3 ACRES
$769,000
3 Beds
2.5 Baths
2,718 sqft
58 Nancy Lane,
Chester, NY 10918
Listing by: Howard Hanna Rand Realty
5.4 ACRES
$785,000
5 Beds
5.5 Baths
5,403 sqft
4 Debbie Court,
Chester, NY 10918
Listing by: Flag Realty Group
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
NEW
COMING SOON 7/2
3D VIEW
3 ACRES
$800,000
4 Beds
3.5 Baths
3,100 sqft
985 Craigville Road,
Chester, NY 10918
Listing by: Serhant LLC
3D VIEW
10.9 ACRES
$825,000
4 Beds
2.5 Baths
2,732 sqft
45 Whitetail Run,
Chester, NY 10918
Listing by: Hudson Valley Home Connection
3D VIEW
1 ACRE
$825,000
3 Beds
3 Baths
2,740 sqft
149 Creamery Pond Road,
Chester, NY 10918
Listing by: Keller Williams Realty
NEW - 2 DAYS AGO
2.5 ACRES
$829,900
4 Beds
2.5 Baths
2,715 sqft
176 Beverly Rd,
Chester, NY 10918
Listing by: BLUESTONE SIGNATURE REALTY LLC
18.5 ACRES
$849,900
4 Beds
3 Baths
2,370 sqft
2 Primrose Lane,
Chester, NY 10918
Listing by: Weichert Realtors
2.4 ACRES
$869,000
4 Beds
3 Baths
3,846 sqft
2 Heidi Lane,
Chester, NY 10918
Listing by: Cronin & Company Real Estate
NEW CONSTRUCTION
1.6 ACRES
$869,900
4 Beds
2.5 Baths
3,000 sqft
10 Wells Sweep Lane,
Chester, NY 10918
Listing by: Keller Williams Realty
3D VIEW
0.5 ACRES
$875,000
3 Beds
2.5 Baths
2,302 sqft
2 Pine Hill Road,
Chester, NY 10918
Listing by: Ellis Sotheby's Intl 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
NEW CONSTRUCTION
4.5 ACRES
$879,900
4 Beds
2.5 Baths
3,200 sqft
1414 Kings Highway,
Chester, NY 10918
Listing by: Keller Williams Realty
3.7 ACRES
$879,999
4 Beds
2.5 Baths
2,236 sqft
24 Boville Court,
Chester, NY 10918
Listing by: KW Hudson Valley United
6.3 ACRES
$899,000
3 Beds
3.5 Baths
3,535 sqft
220 Oxford Road,
Chester, NY 10918
Listing by: Blooming Realty
10.4 ACRES
$900,000
4 Beds
2.5 Baths
2,588 sqft
60 Whitetail Run,
Chester, NY 10918
Listing by: Realty Blue Corp
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Based on information submitted to the MLS GRID as of 2026-02-06 15:18:24 PST. 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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