Affordable Homes For Sale in Chester, NY

70 homes

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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
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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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$750,000
5 Beds
2.5 Baths
2,700 sqft
3 Hilltop Lane,
Chester, NY 10918
Listing by: MK Realty Inc
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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
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$760,000
5 Beds
2.5 Baths
2,700 sqft
1 Hilltop Lane,
Chester, NY 10918
Listing by: MK Realty Inc
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2.3 ACRES
$765,000
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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OPEN SAT, 12-3PM
3D VIEW
0.42 ACRES
$769,900
5 Beds
4 Baths
4,697 sqft
19 Grand View Terrace,
Chester, NY 10918
Listing by: eXp Realty
3D VIEW
1.7 ACRES
$775,000
4 Beds
2.5 Baths
3,070 sqft
197 Oxford Road,
Chester, NY 10918
Listing by: Howard Hanna Rand Realty
3 ACRES
$789,000
4 Beds
2.5 Baths
2,516 sqft
3 Garnett Hill Road,
Chester, NY 10918
Listing by: Keller Williams Realty
3D VIEW
22.6 ACRES
$799,000
4 Beds
2.5 Baths
2,671 sqft
87 Hardscrabble Road,
Chester, NY 10918
Listing by: HomeSmart Homes & Estates
OPEN SUN, 11-1PM
2.6 ACRES
$849,000
4 Beds
3 Baths
3,676 sqft
56 Hardscrabble 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
3 ACRES
$875,000
5 Beds
4 Baths
3,136 sqft
12 Damian Court,
Chester, NY 10918
Listing by: MS Realty Group USA, Inc
NEW CONSTRUCTION
1.51 ACRES
$879,900
4 Beds
2.5 Baths
3,200 sqft
1414 Kings Highway,
Chester, NY 10918
Listing by: Keller Williams Realty
$880,000
5 Beds
2.5 Baths
3,600 sqft
2 Periwinkle Court,
Chester, NY 10918
Listing by: MK Realty Inc
6.3 ACRES
$894,000
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
3D VIEW
6.8 ACRES
$910,000
4 Beds
2.5 Baths
3,955 sqft
1 Oakland Avenue,
Chester, NY 10918
Listing by: Howard Hanna Rand Realty
1 ACRE
$939,000
4 Beds
2.5 Baths
3,406 sqft
82 Goosepond Mountain Road,
Chester, NY 10918
Listing by: MK Realty Inc
1.1 ACRES
$945,000
4 Beds
2.5 Baths
2,777 sqft
504 Bull Mill Road,
Chester, NY 10918
Listing by: Flag Realty Group
3D VIEW
2.3 ACRES
$949,000
4 Beds
2.5 Baths
3,332 sqft
19 Bull Mine Road,
Chester, NY 10918
Listing by: BHG Real Estate Green Team
3.2 ACRES
$999,900
Studio
4,032 sqft
206 Greycourt Road,
Chester, NY 10918
Listing by: Cronin & Company Real Estate
3D VIEW
2.7 ACRES
$1,145,000
9 Beds
6.5 Baths
4,965 sqft
19 High Street,
Chester, NY 10918
Listing by: Keller Williams Realty
FOR SALE BY OWNER
8 ACRES
$1,175,000
4 Beds
2.5 Baths
2,500 sqft
19 Cardinal Ln,
Chester, NY 10918
OPEN SUN, 12-3PM
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
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
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
53 ACRES
$1,725,000
4 Beds
2.5 Baths
3,348 sqft
20 Goshen Road,
Chester, NY 10918
Listing by: eXp Realty
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
8.4 ACRES
$3,400,000
4 Beds
4 Baths
7,750 sqft
19 Greentree Lane,
Chester, NY 10918
Listing by: Serhant LLC

Real Estate & Homes For Sale Near Chester, NY

We found 30 more homes matching your filters just outside Chester

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$50,000
lakes rd,
Monroe, NY 10950
Listing by: Flag Realty Group
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2 ACRES
$59,999
Rte 208,
Campbell Hall, NY 10916
Listing by: Keller Williams Realty
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2.5 ACRES
$69,000
Clove Road,
Blooming Grove, NY 10914
Listing by: HomeSmart Homes & Estates
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1.44 ACRES
$70,000
Cedar Road,
Monroe, NY 10950
Listing by: Sage Realty Center LLC
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21.9 ACRES
$79,999
W Twin Arch Road,
Campbell Hall, NY 10916
Listing by: Keller Williams Realty
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11 ACRES
$80,000
225 Village Drive,
Florida, NY 10921
Listing by: Keller Williams Realty
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2.08 ACRES
$85,000
Shaw Rd off Oxford Road,
Blooming Grove, NY 10914
Listing by: Keller Williams Realty
$89,900
183 W Main Street,
Goshen, NY 10924
Listing by: KW Hudson Valley United
16.7 ACRES
$99,000
260 Phillipsburg Road,
Goshen, NY 10924
Listing by: Howard Hanna Rand Realty
$149,000
16 Knights Lane,
Warwick, NY 10990
Listing by: Keller Williams Realty
5.5 ACRES
$149,000
37 Dry Hill Lake Road,
Monroe, NY 10950
Listing by: Keller Williams Realty
$150,000
Walton Terr/Lakes Terrace,
Monroe, NY 10950
Listing by: Howard Hanna Rand Realty
3.9 ACRES
$199,000
Dorian Way,
Campbell Hall, NY 10916
Listing by: Keller Williams Realty
$205,000
1 Bed
1 Bath
813 sqft
26 Tanager Road #2601,
Monroe, NY 10950
Listing by: Century 21 Realty Center
$205,000
1 Bed
1 Bath
813 sqft
26 Peddler Hill Road #2602,
Monroe, NY 10950
Listing by: KW Hudson Valley United
$224,000
2 Beds
1.5 Baths
1,025 sqft
40 Tanager Road #4002,
Monroe, NY 10950
Listing by: eXp Realty
8.6 ACRES
$225,000
110 Purgatory Road,
Campbell Hall, NY 10916
Listing by: Howard Hanna Rand Realty
2.7 ACRES
$225,000
Victoria Drive,
Blooming Grove, NY 10914
Listing by: Keller Williams Realty
$235,000
2 Beds
1.5 Baths
1,025 sqft
19 Tanager Road #1902,
Monroe, NY 10950
Listing by: Weichert Realtors
$249,600
2 Beds
1.5 Baths
1,025 sqft
14 Tanager Road #1404,
Monroe, NY 10950
Listing by: Keller Williams Realty
$250,000
2 Beds
1 Bath
1,062 sqft
804 Swan Hollow Road,
Monroe, NY 10950
Listing by: Keller Williams Realty
4.5 ACRES
$250,000
Lake Shore Drive,
Monroe, NY 10950
Listing by: Weichert Realtors
3D VIEW
1.5 ACRES
$250,000
7.5 Lake Avenue,
Monroe, NY 10950
Listing by: Urbane Brokerage
2.5 ACRES
$250,000
Quaker Hill Road,
Monroe, NY 10950
Listing by: Flag Realty Group
$269,000
1 Bed
1 Bath
969 sqft
19 Barnett Drive #2-H,
Monroe, NY 10950
Listing by: Century 21 Realty Center
$275,000
2 Beds
1.5 Baths
1,025 sqft
31 Tanager Road #3103,
Monroe, NY 10950
Listing by: Keller Williams Realty
$280,000
2 Beds
1 Bath
1,396 sqft
102 Hillcrest Avenue,
Monroe, NY 10950
Listing by: Wansor Realty
NEW
OPEN SAT, 12-2PM
$295,000
2 Beds
2 Baths
1,235 sqft
33 Aldo Court,
Monroe, NY 10950
Listing by: Howard Hanna Rand Realty
3D VIEW
27.9 ACRES
$300,000
Exp Hwy #17,
Middletown, NY 10941
Listing by: Clint Carlson, WHITETAIL PROPERTIES REAL ESTATE LLC (NY), NY State MLS
FORECLOSURE
BANK OWNED
$305,000
2 Beds
1.5 Baths
1,248 sqft
23 Marian Court,
Warwick, NY 10990
Listing by: River Realty Services, Inc.

1 More Home

We found 1 more home that matches your search in other listings.

Based on information submitted to the MLS GRID as of 2026-11-06 12:48:25 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

Affordable Homes For Sale in Chester, NY

70 homes

We found 30 more homes matching your filters just outside Chester

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