Luxury Real Estate For Sale in Middletown, NY

12 homes

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33.6 ACRES
$1,885,000
2 Beds
1.5 Baths
1,280 sqft
120 Shaw Road,
Middletown, NY 10941
Listing by: Stonewall Realty Group LLC
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136.96 ACRES
$2,300,000
Shawangunk Road,
Middletown, NY 10940
Listing by: Howard Hanna Rand Realty
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20.1 ACRES
$1,450,000
686 Route 17M,
Middletown, NY 10940
Listing by: Joseph Baratta Company Realty
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3D VIEW
4 ACRES
$1,150,000
4 Beds
3.5 Baths
5,360 sqft
289 Pine Grove Road,
Middletown, NY 10940
Listing by: Curasi Realty, Inc.
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3D VIEW
1.4 ACRES
$1,660,000
5 Beds
8 Baths
7,794 sqft
3 Bristol Drive,
Middletown, NY 10941
Listing by: All American Realty Management
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NEW CONSTRUCTION
$1,590,000
4 Beds
4 Baths
5,600 sqft
375 Blumel Rd,
Middletown, NY 10941
Listing by: Keegan Rehill, ZORA REI, NY State MLS
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16 ACRES
$1,600,000
4 Beds
2.5 Baths
2,774 sqft
430 Kirbytown Road,
Middletown, NY 10940
Listing by: ARC Realty 1 in Sales
12.47 ACRES
$1,750,000
3 Beds
3.5 Baths
3,108 sqft
704 Mountain Road,
Middletown, NY 10940
Listing by: Compass Greater NY, LLC
7.5 ACRES
$1,650,000
32 Gibbs Court,
Middletown, NY 10940
Listing by: Berkshire Hathaway HS NE Prop.
3D VIEW
140 ACRES
$2,995,000
5 Beds
2 Baths
2,092 sqft
40 Camp Orange Rd,
Middletown, NY 10941
Listing by: Keller Williams Realty
62.7 ACRES
$1,100,000
Hill Road,
Middletown, NY 10941
Listing by: All American Realty Management
3D VIEW
40.6 ACRES
$1,100,000
422 M and M Road,
Middletown, NY 10940
Listing by: eXp Realty
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Middletown
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Real Estate & Homes For Sale Near Middletown, NY

We found 30 more homes matching your filters just outside Middletown

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10.4 ACRES
$2,999,999
17 Beds
9.5 Baths
12,128 sqft
63-73 Old Chester Road,
Goshen, NY 10924
Listing by: Hudson Valley Realty & Busines
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149.5 ACRES
$1,500,000
13 Beds
5 Baths
3,000 sqft
151 Prospect Hill Road,
Godeffroy, NY 12729
Listing by: Gibson E McKean Inc
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NEW CONSTRUCTION
3.52 ACRES
$1,139,900
4 Beds
3.5 Baths
2,800 sqft
32 Breezeway Lane,
Goshen, NY 10924
Listing by: KW Hudson Valley United
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10.7 ACRES
$1,685,000
6 Beds
7.5 Baths
7,034 sqft
69 Cedar Pond Lane,
Chester, NY 10918
Listing by: Prominent Properties Sotheby's
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3D VIEW
2.8 ACRES
$1,499,000
5 Beds
4.5 Baths
3,586 sqft
34 Woodcrest Lane,
Goshen, NY 10924
Listing by: Howard Hanna Rand Realty
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NEW CONSTRUCTION
4.2 ACRES
$1,100,000
4 Beds
2.5 Baths
2,639 sqft
29 Peale Place,
Montgomery, NY 12549
Listing by: Keller Williams Realty
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103.8 ACRES
$4,499,000
6 Beds
5 Baths
3,762 sqft
349 Sarah Wells Trail,
Goshen, NY 10924
Listing by: Exclusively Equine Prop LLC
42.83 ACRES
$3,500,000
3 Beds
3.5 Baths
2,535 sqft
171 Winterton Road,
Bloomingburg, NY 12721
Listing by: Rieber Realty Inc
3D VIEW
4.7 ACRES
$1,480,000
8 Beds
5.5 Baths
5,302 sqft
127-129-131 Hill Road,
Goshen, NY 10924
Listing by: Howard Hanna Rand Realty
18.6 ACRES
$1,099,000
5 Beds
3.5 Baths
3,264 sqft
232 Maybrook Road,
Campbell Hall, NY 10916
Listing by: Keller Williams Realty
11.9 ACRES
$1,099,000
4 Beds
4.5 Baths
3,769 sqft
250 Corbett Road,
Montgomery, NY 12549
Listing by: BHG Real Estate Green Team
3D VIEW
80.4 ACRES
$2,700,000
3 Beds
3 Baths
2,669 sqft
123 Collabar Road,
Montgomery, NY 12549
Listing by: Ellis Sotheby's Intl Realty
$1,499,000
3 Beds
5 Baths
173 Sarah Wells Trail,
Campbell Hall, NY 10916
Listing by: Keller Williams Realty
23.1 ACRES
$4,500,000
18 Beds
10.5 Baths
1,843 sqft
155 Arcadia Road,
Goshen, NY 10924
Listing by: Serhant LLC
5 ACRES
$2,500,000
6 Beds
5.5 Baths
6,090 sqft
157 Arcadia Road,
Goshen, NY 10924
Listing by: Serhant LLC
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
3D VIEW
88.3 ACRES
$3,500,000
3 Beds
3.5 Baths
2,929 sqft
165 Hasbrouck Road,
Goshen, NY 10924
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
3D VIEW
38.3 ACRES
$2,499,900
3 Beds
3 Baths
3,448 sqft
95 Judson Road,
Montgomery, NY 12549
Listing by: Howard Hanna Rand Realty
3D VIEW
5.1 ACRES
$1,199,000
4 Beds
3 Baths
3,891 sqft
24 Northgate,
Goshen, NY 10924
Listing by: KW Hudson Valley United
NEW CONSTRUCTION
13.71 ACRES
$2,999,999
4 Beds
3.5 Baths
5,919 sqft
158 Brown Road,
Westtown, NY 10998
Listing by: K. Fortuna Realty, Inc.
NEW CONSTRUCTION
3D VIEW
1.8 ACRES
$1,399,999
4 Beds
3.5 Baths
3,995 sqft
15 White Tail Drive,
Goshen, NY 10924
Listing by: Howard Hanna Rand Realty
84.7 ACRES
$1,500,000
869 Pulaski Highway,
Goshen, NY 10924
Listing by: Keller Williams Realty
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
3D VIEW
10 ACRES
$1,388,000
2 Beds
2 Baths
2,056 sqft
285 Maple Avenue,
Goshen, NY 10924
Listing by: Howard Hanna Rand Realty
3D VIEW
46.4 ACRES
$2,190,000
6 Beds
3 Baths
4,256 sqft
32 Old Chester Road,
Goshen, NY 10924
Listing by: Howard Hanna Rand Realty
8.4 ACRES
$3,400,000
4 Beds
4 Baths
7,750 sqft
19 Greentree Lane,
Chester, NY 10918
Listing by: Serhant LLC
3.9 ACRES
$1,750,000
5 Beds
5 Baths
4,740 sqft
41 Sand Hill Lane,
Florida, NY 10921
Listing by: Keller Williams Realty
2.05 ACRES
$1,250,000
8 Beds
5.5 Baths
2,145 sqft
31 Walnut Ridge Lane,
Bloomingburg, NY 12721
Listing by: eRealty Advisors, Inc
4 ACRES
$1,200,000
4 Beds
3 Baths
2,700 sqft
5 Spruce Hill Lane,
Goshen, NY 10924
Listing by: BHG Real Estate Green Team

Based on information submitted to the MLS GRID as of 2026-09-20 16:18:26 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

Luxury Real Estate For Sale in Middletown, NY

12 homes

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