Chester, NY 4 Bedroom Homes For Sale

27 homes

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NEW
COMING SOON 5/29
1 ACRE
$779,000
4 Beds
3.5 Baths
2,948 sqft
270 Bull Mill Road,
Chester, NY 10918
Listing by: Keller Williams Realty
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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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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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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
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
8.4 ACRES
$3,400,000
4 Beds
4 Baths
7,750 sqft
19 Greentree Lane,
Chester, NY 10918
Listing by: Serhant LLC
3D VIEW
0.92 ACRES
$679,900
4 Beds
2.5 Baths
2,524 sqft
17 Woodridge Drive,
Chester, NY 10918
Listing by: eXp Realty
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
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
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
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
3 ACRES
$999,000
5 Beds
4 Baths
3,136 sqft
12 Damian Court,
Chester, NY 10918
Listing by: MS Realty Group USA, 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
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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Chester
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NEW
OPEN SAT, 11-2PM
$719,999
4 Beds
2.5 Baths
2,794 sqft
235 Sunset Terrace,
Monroe, NY 10950
Listing by: Terrie OConnor
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0.82 ACRES
$899,000
4 Beds
2.5 Baths
3,078 sqft
84 Mansion Ridge Boulevard,
Monroe, NY 10950
Listing by: RE/MAX Prime Properties
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0.35 ACRES
$525,000
4 Beds
1.5 Baths
2,076 sqft
28 High Ridge Road,
Monroe, NY 10950
Listing by: Coldwell Banker Realty
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5 ACRES
$849,999
5 Beds
3.5 Baths
3,916 sqft
133 Old Chester Road,
Goshen, NY 10924
Listing by: Keller Williams Realty
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COMING SOON 5/28
3D VIEW
$739,000
4 Beds
2.5 Baths
2,200 sqft
16 Willard Place,
Monroe, NY 10950
Listing by: eXp Realty
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COMING SOON 6/3
NEW CONSTRUCTION
2.27 ACRES
$925,000
4 Beds
2.5 Baths
2,800 sqft
5 Broadlea Road,
Goshen, NY 10924
Listing by: Curasi Realty, Inc.
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COMING SOON 5/27
$569,900
4 Beds
2.5 Baths
2,074 sqft
22 Oneil Circle,
Monroe, NY 10950
Listing by: Howard Hanna Rand Realty
1.56 ACRES
$699,900
4 Beds
3 Baths
2,482 sqft
1 Harvest Circle,
Warwick, NY 10990
Listing by: Keller Williams Realty
FOR SALE BY OWNER
0.46 ACRES
$607,500
4 Beds
3 Baths
1,928 sqft
11 McGarrah Rd,
Monroe, NY 10950
0.46 ACRES
$960,000
4 Beds
4.5 Baths
4,507 sqft
27 DeAngelis Drive,
Monroe, NY 10950
Listing by: eXp Realty
OPEN THU, 5-6:30PM
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
0.49 ACRES
$999,999
4 Beds
2.5 Baths
2,391 sqft
18 Arlington Drive,
Monroe, NY 10950
Listing by: Blooming Realty
$624,999
4 Beds
1.5 Baths
1,768 sqft
19 Sutherland Drive,
Monroe, NY 10950
Listing by: Blooming Realty
2.2 ACRES
$1,499,999
7 Beds
4 Baths
3,450 sqft
283 Prospect Road,
Monroe, NY 10950
Listing by: Blooming Realty
0.64 ACRES
$495,000
4 Beds
3 Baths
1,792 sqft
18 Southside Drive,
Monroe, NY 10950
Listing by: Keller Williams Realty
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
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
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
$599,000
4 Beds
3 Baths
1,954 sqft
3 Edward Pl,
Monroe, NY 10950
$950,000
4 Beds
2 Baths
2,136 sqft
5 Sasev Court #302,
Monroe, NY 10950
Listing by: Preferred Properties Real Esta
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
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
$915,000
5 Beds
3.5 Baths
3,060 sqft
6 San Antonio Circle #102,
Monroe, NY 10950
Listing by: MK Realty Inc
OPEN SUN, 1-3PM
3D VIEW
$500,000
4 Beds
3 Baths
1,924 sqft
22 Center Hill Road,
Monroe, NY 10950
Listing by: Howard Hanna Rand 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
11.7 ACRES
$949,500
4 Beds
2.5 Baths
3,296 sqft
411 Mt Joy Road,
Middletown, NY 10941
Listing by: Picture It Sold, LLC
8.1 ACRES
$789,000
4 Beds
2.5 Baths
3,041 sqft
462 Ridge Road,
Campbell Hall, NY 10916
Listing by: HomeSmart Homes & Estates
4.2 ACRES
$825,000
4 Beds
2.5 Baths
2,736 sqft
372 Bramertown Road,
Tuxedo Park, NY 10987
Listing by: eXp Realty
0.84 ACRES
$719,000
4 Beds
3 Baths
2,183 sqft
7 Deangelis Drive,
Monroe, NY 10950
Listing by: Century 21 Realty Center

2 More Homes

We found 2 more homes that match your search in other listings.

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

Chester, NY 4 Bedroom Homes For Sale

27 homes

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