Cheap Single Family Homes For Sale in Chester, NY

55 homes

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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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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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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
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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.
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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
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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
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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
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
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
NEW - 11 HRS AGO
3 ACRES
$750,000
4 Beds
3.5 Baths
3,100 sqft
985 Craigville Road,
Chester, NY 10918
Listing by: Houlihan Lawrence Inc.
$750,000
4 Beds
3 Baths
2,280 sqft
1 Sanford Avenue,
Chester, NY 10918
Listing by: Redfin Real Estate
$750,000
5 Beds
2.5 Baths
2,700 sqft
2 Hemlock Court,
Chester, NY 10918
Listing by: MK Realty Inc
$750,000
5 Beds
2.5 Baths
2,700 sqft
1 Hilltop Lane,
Chester, NY 10918
Listing by: MK Realty Inc
$750,000
5 Beds
2.5 Baths
2,700 sqft
3 Hilltop Lane,
Chester, NY 10918
Listing by: MK Realty Inc
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
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
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
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
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
OPEN SAT, 1-3PM
18.5 ACRES
$849,900
4 Beds
3 Baths
2,370 sqft
2 Primrose Lane,
Chester, NY 10918
Listing by: Weichert Realtors
$850,000
5 Beds
2.5 Baths
3,200 sqft
5 Hilltop Lane,
Chester, NY 10918
Listing by: MK Realty Inc
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
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Based on information submitted to the MLS GRID as of 2026-10-01 13:48:01 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 Single Family Homes For Sale in Chester, NY

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