Cheap Homes For Sale in Chester, NY

49 homes

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3D VIEW
$260,000
2 Beds
1 Bath
1,084 sqft
1401 Whispering Hills,
Chester, NY 10918
Listing by: Howard Hanna Rand Realty
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AUCTION
Est. $294,000
2 Beds
2 Baths
1,086 sqft
1206 Whispering Hls #151,
Chester, NY 10918
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$319,900
2 Beds
1.5 Baths
1,072 sqft
2820 Whispering Hills,
Chester, NY 10918
Listing by: R2M Realty Inc.
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$344,900
3 Beds
2 Baths
1,316 sqft
1311 Whispering Hills,
Chester, NY 10918
Listing by: Keller Williams Realty
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$369,900
3 Beds
2.5 Baths
1,331 sqft
3910 Whispering Hills,
Chester, NY 10918
Listing by: eXp Realty
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NEW - 2 DAYS AGO
$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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$389,000
3 Beds
2.5 Baths
1,331 sqft
1221 Whispering Hls,
Chester, NY 10918
Listing by: BUY NY REALTY LLC
0.29 ACRES
$399,900
2 Beds
1 Bath
1,026 sqft
7 Hambletonian Avenue,
Chester, NY 10918
Listing by: HomeSmart Homes & Estates
FORECLOSURE
BANK OWNED
0.37 ACRES
$400,000
3 Beds
1 Bath
1,561 sqft
33 Meadow Avenue,
Chester, NY 10918
Listing by: River Realty Services, Inc.
$425,000
3 Beds
2.5 Baths
1,331 sqft
2722 Whispering Hills,
Chester, NY 10918
Listing by: Artisan Realty
0.46 ACRES
$450,000
3 Beds
2 Baths
1,882 sqft
5 Roggia Road,
Chester, NY 10918
Listing by: Nazma Real Estate LLC
0.45 ACRES
$450,000
3 Beds
1.5 Baths
1,177 sqft
151 Laroe Road,
Chester, NY 10918
Listing by: Keller Williams Realty
$460,000
3 Beds
1.5 Baths
1,728 sqft
1367 Kings Highway,
Chester, NY 10918
Listing by: Karten Real Estate Svcs LLC
0.49 ACRES
$464,900
3 Beds
2 Baths
2,303 sqft
172 Farmingdale Road,
Blooming Grove, NY 10914
Listing by: Curasi Realty, Inc.
0.3 ACRES
$499,900
3 Beds
2 Baths
1,748 sqft
11 Oxford Depot,
Chester, NY 10918
Listing by: Keller Williams Realty
0.38 ACRES
$500,000
3 Beds
2 Baths
2,688 sqft
5 N Hudson Street,
Chester, NY 10918
Listing by: Keller Williams Realty
0.87 ACRES
$529,000
4 Beds
2.5 Baths
2,060 sqft
63 Hubshop Road,
Chester, NY 10918
Listing by: Keller Williams Realty
0.26 ACRES
$529,900
3 Beds
3 Baths
2,032 sqft
35 Maple Avenue,
Chester, NY 10918
Listing by: RE/MAX Benchmark Realty Group
1 ACRE
$550,000
5 Beds
2.5 Baths
1,815 sqft
208 Glenmere Road,
Chester, NY 10918
Listing by: MK Realty Inc
2.8 ACRES
$640,000
3 Beds
1.5 Baths
2,136 sqft
4 Greycourt Road,
Chester, NY 10918
Listing by: MK Realty Inc
FOR SALE BY OWNER
1.9 ACRES
$644,999
4 Beds
2.5 Baths
2,544 sqft
5 Bens Way,
Chester, NY 10918
3.2 ACRES
$689,000
3 Beds
3 Baths
3,000 sqft
360 Prospect Road,
Chester, NY 10918
Listing by: eRealty Advisors, Inc
1.8 ACRES
$699,000
4 Beds
2.5 Baths
3,120 sqft
558 Pine Hill Road,
Chester, NY 10918
Listing by: eRealty Advisors, Inc
NEW CONSTRUCTION
1 ACRE
$699,990
4 Beds
3 Baths
1,867 sqft
34 Mountainside Drive,
Chester, NY 10918
Listing by: Our House Real Estate Group
3D VIEW
0.92 ACRES
$715,000
4 Beds
2.5 Baths
2,524 sqft
17 Woodridge Drive,
Chester, NY 10918
Listing by: eXp Realty
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
COMING SOON 5/26
5.4 ACRES
$799,000
5 Beds
5.5 Baths
5,403 sqft
4 Debbie Court,
Chester, NY 10918
Listing by: Flag Realty Group
1.3 ACRES
$799,999
3 Beds
2.5 Baths
2,718 sqft
58 Nancy Lane,
Chester, NY 10918
Listing by: Howard Hanna Rand Realty
COMING SOON 5/22
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
1 ACRE
$849,900
3 Beds
3 Baths
2,740 sqft
149 Creamery Pond Road,
Chester, NY 10918
Listing by: Keller Williams Realty
18.5 ACRES
$849,900
4 Beds
3 Baths
2,370 sqft
2 Primrose Lane,
Chester, NY 10918
Listing by: Weichert Realtors
NEW CONSTRUCTION
20.18 ACRES
$849,900
4 Beds
2.5 Baths
2,603 sqft
32 Mountainside Drive,
Chester, NY 10918
Listing by: Our House Real Estate Group
3.2 ACRES
$850,000
4 Beds
2.5 Baths
2,722 sqft
5 Gabriels Drive,
Chester, NY 10918
Listing by: Q Home Sales
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
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
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
FOR SALE BY OWNER
7.2 ACRES
$899,000
4 Beds
3 Baths
2,700 sqft
91 Glenmere Rd,
Chester, NY 10918
2.4 ACRES
$899,900
5 Beds
3 Baths
3,846 sqft
2 Heidi Lane,
Chester, NY 10918
Listing by: Cronin & Company Real Estate
NEW - 2 DAYS AGO
6.3 ACRES
$999,000
3 Beds
3.5 Baths
3,535 sqft
220 Oxford Road,
Chester, NY 10918
Listing by: Blooming Realty
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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

49 homes

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