Single Family Homes For Sale in Chester, NY

40 homes

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NEW
OPEN SAT, 11-1PM
COMING SOON 5/21
0.36 ACRES
$499,900
3 Beds
2 Baths
1,778 sqft
1 N Hudson Street,
Chester, NY 10918
Listing by: Keller Williams Hudson Valley
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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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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
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3.6 ACRES
$999,999
5 Beds
2.5 Baths
4,772 sqft
2 Garnett Hill Road,
Chester, NY 10918
Listing by: Platinum Realty Associates
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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
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0.87 ACRES
$529,000
4 Beds
2.5 Baths
2,060 sqft
63 Hubshop Road,
Chester, NY 10918
Listing by: Keller Williams Realty
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1 ACRE
$550,000
5 Beds
2.5 Baths
1,815 sqft
208 Glenmere 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
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
0.45 ACRES
$450,000
3 Beds
1.5 Baths
1,177 sqft
151 Laroe Road,
Chester, NY 10918
Listing by: Keller Williams Realty
2.8 ACRES
$640,000
3 Beds
1.5 Baths
2,136 sqft
4 Greycourt Road,
Chester, NY 10918
Listing by: MK Realty Inc
2.7 ACRES
$1,195,000
9 Beds
6.5 Baths
4,965 sqft
19 High Street,
Chester, NY 10918
Listing by: Keller Williams Realty
2.4 ACRES
$899,900
5 Beds
3 Baths
3,846 sqft
2 Heidi Lane,
Chester, NY 10918
Listing by: Cronin & Company Real Estate
18.5 ACRES
$849,900
4 Beds
3 Baths
2,370 sqft
2 Primrose Lane,
Chester, NY 10918
Listing by: Weichert Realtors
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
8.4 ACRES
$3,400,000
4 Beds
4 Baths
7,750 sqft
19 Greentree Lane,
Chester, NY 10918
Listing by: Serhant LLC
OPEN SUN, 1-4PM
1 ACRE
$849,900
3 Beds
3 Baths
2,740 sqft
149 Creamery Pond Road,
Chester, NY 10918
Listing by: Keller Williams Realty
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
OPEN SAT, 10-12PM
NEW CONSTRUCTION
3D VIEW
3.8 ACRES
$1,399,777
4 Beds
4 Baths
4,508 sqft
145 Kings Highway Bypass,
Chester, NY 10918
Listing by: Keller Williams Realty
3.2 ACRES
$850,000
4 Beds
2.5 Baths
2,722 sqft
5 Gabriels Drive,
Chester, NY 10918
Listing by: Q Home Sales
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
1.1 ACRES
$1,159,900
4 Beds
4 Baths
4,624 sqft
16 Lori Lane,
Chester, NY 10918
Listing by: eXp 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
0.38 ACRES
$500,000
3 Beds
2 Baths
2,688 sqft
5 N Hudson Street,
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
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
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
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
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
0.29 ACRES
$399,900
2 Beds
1 Bath
1,026 sqft
7 Hambletonian Avenue,
Chester, NY 10918
Listing by: HomeSmart Homes & Estates
53 ACRES
$1,725,000
4 Beds
2.5 Baths
3,348 sqft
20 Goshen Road,
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
1 ACRE
$699,990
4 Beds
3 Baths
1,867 sqft
34 Mountainside Drive,
Chester, NY 10918
Listing by: Our House Real Estate Group
$460,000
3 Beds
1.5 Baths
1,728 sqft
1367 Kings Highway,
Chester, NY 10918
Listing by: Karten Real Estate Svcs LLC
3 ACRES
$999,000
5 Beds
4 Baths
3,136 sqft
12 Damian Court,
Chester, NY 10918
Listing by: MS Realty Group USA, Inc
0.49 ACRES
$464,900
3 Beds
2 Baths
2,303 sqft
172 Farmingdale Road,
Blooming Grove, NY 10914
Listing by: Curasi Realty, Inc.
3.2 ACRES
$689,000
3 Beds
3 Baths
3,000 sqft
360 Prospect Road,
Chester, NY 10918
Listing by: eRealty Advisors, Inc
3D VIEW
5.2 ACRES
$1,300,000
4 Beds
2.5 Baths
3,866 sqft
2948 State Route 94,
Chester, NY 10918
Listing by: Tuxedo Hudson Realty Corp
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.
5.5 ACRES
$1,100,000
4 Beds
3.5 Baths
4,467 sqft
53 Odyssey Drive,
Chester, NY 10918
Listing by: Howard Hanna Rand Realty
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Real Estate & Homes For Sale Near Chester, NY

We found 30 more homes matching your filters just outside Chester

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NEW
OPEN SAT, 1-3PM
COMING SOON 5/22
1.56 ACRES
$699,900
4 Beds
3 Baths
2,482 sqft
1 Harvest Circle,
Warwick, NY 10990
Listing by: Keller Williams Realty
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NEW - 16 HRS AGO
FOR SALE BY OWNER
0.46 ACRES
$607,500
4 Beds
3 Baths
1,928 sqft
11 McGarrah Rd,
Monroe, NY 10950
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NEW - 1 DAY AGO
0.46 ACRES
$960,000
4 Beds
4.5 Baths
4,507 sqft
27 DeAngelis Drive,
Monroe, NY 10950
Listing by: eXp Realty
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NEW - 1 DAY AGO
NEW CONSTRUCTION
0.98 ACRES
$1,295,000
5 Beds
3.5 Baths
3,164 sqft
548 Lakes Road,
Monroe, NY 10950
Listing by: Link NY Realty
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NEW - 1 DAY AGO
0.49 ACRES
$999,999
4 Beds
2.5 Baths
2,391 sqft
18 Arlington Drive,
Monroe, NY 10950
Listing by: Blooming Realty
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NEW - 1 DAY AGO
0.45 ACRES
$315,000
2 Beds
1 Bath
736 sqft
301 Mountain Avenue,
Monroe, NY 10950
Listing by: Exit Realty Connections
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NEW - 1 DAY AGO
$624,999
4 Beds
1.5 Baths
1,768 sqft
19 Sutherland Drive,
Monroe, NY 10950
Listing by: Blooming Realty
NEW - 1 DAY AGO
2.2 ACRES
$1,499,999
7 Beds
4 Baths
3,450 sqft
283 Prospect Road,
Monroe, NY 10950
Listing by: Blooming Realty
NEW - 1 DAY AGO
0.64 ACRES
$495,000
4 Beds
3 Baths
1,792 sqft
18 Southside Drive,
Monroe, NY 10950
Listing by: Keller Williams Realty
NEW
OPEN SAT, 11-1PM
COMING SOON 5/21
2 ACRES
$1,200,000
6 Beds
6 Baths
5,266 sqft
8 Pine Tree Lane,
Goshen, NY 10924
Listing by: Compass Greater NY, LLC
NEW
COMING SOON 5/23
1.16 ACRES
$650,000
3 Beds
2.5 Baths
2,389 sqft
18 Fernglade Court,
Monroe, NY 10950
Listing by: RE/MAX Benchmark Realty Group
NEW
COMING SOON 5/30
6.1 ACRES
$849,900
4 Beds
2.5 Baths
3,202 sqft
214 W Mombasha Road,
Monroe, NY 10950
Listing by: Howard Hanna Rand Realty
5 ACRES
$749,900
3 Beds
2 Baths
1,196 sqft
200 Conklingtown Road,
Goshen, NY 10924
Listing by: Davis R Chant Real Estate Inc.
AUCTION
3.5 ACRES
$500,000
3 Beds
2.5 Baths
1,972 sqft
338 Ridge Rd,
Campbell Hall, NY 10916
Listing by: 1ST CLASS REALTY - PA
2.2 ACRES
$565,000
3 Beds
3 Baths
2,438 sqft
4370 Route 94,
Goshen, NY 10924
Listing by: Urbane Brokerage
OPEN SAT, 10-1PM
0.55 ACRES
$624,000
3 Beds
2.5 Baths
1,340 sqft
158 S Church Street,
Goshen, NY 10924
Listing by: Owner Entry.com
1.4 ACRES
$995,000
3 Beds
3.5 Baths
2,018 sqft
9 Susan Court,
Tuxedo Park, NY 10987
Listing by: Century 21 Alliance Rlty Group
NEW CONSTRUCTION
0.62 ACRES
$849,900
4 Beds
2.5 Baths
3,200 sqft
Lot 3 - 62 Camp Monroe Road,
Monroe, NY 10950
Listing by: Howard Hanna Rand Realty
FOR SALE BY OWNER
0.96 ACRES
$760,000
3 Beds
2.5 Baths
3,128 sqft
27 Margaret Rd,
Monroe, NY 10950
0.35 ACRES
$759,900
3 Beds
1.5 Baths
1,989 sqft
364 Lake Shore Drive,
Monroe, NY 10950
Listing by: HomeSmart Homes & Estates
0.54 ACRES
$389,000
2 Beds
1 Bath
1,230 sqft
94 Randall Street,
Florida, NY 10921
Listing by: Coldwell Banker Realty
FOR SALE BY OWNER
$599,000
4 Beds
3 Baths
1,954 sqft
3 Edward Pl,
Monroe, NY 10950
0.32 ACRES
$519,000
3 Beds
1.5 Baths
2,096 sqft
22 Quaker Hill Road,
Monroe, NY 10950
Listing by: MS Realty Group USA, Inc
0.3 ACRES
$710,000
4 Beds
2.5 Baths
2,512 sqft
10 Village Gate Way,
Monroe, NY 10950
Listing by: Ellis Sotheby's Intl Realty
0.74 ACRES
$779,000
4 Beds
2.5 Baths
2,668 sqft
15 Prestwick Drive,
Monroe, NY 10950
Listing by: Rock Realty Group USA Inc
0.62 ACRES
$899,000
3 Beds
2 Baths
2,310 sqft
6 Pine Hill Road,
Monroe, NY 10950
Listing by: Blooming Realty
1 ACRE
$829,900
4 Beds
2.5 Baths
2,784 sqft
30 (Lot #4) Sunset Lane,
New Hampton, NY 10958
Listing by: Realty Promotions Inc
3D VIEW
$500,000
4 Beds
3 Baths
1,924 sqft
22 Center Hill Road,
Monroe, NY 10950
Listing by: Howard Hanna Rand Realty
0.39 ACRES
$824,000
3 Beds
3 Baths
3,141 sqft
24 Merriewold Lane S,
Monroe, NY 10950
Listing by: Blooming Realty
1.3 ACRES
$1,200,000
6 Beds
3.5 Baths
3,461 sqft
26 Maple Avenue,
Warwick, NY 10990
Listing by: BHG Real Estate Green Team

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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

Single Family Homes For Sale in Chester, NY

40 homes

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