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Middletown Real Estate & Middletown, NY Homes For Sale | Page 4

265 Homes
 
18 Pine St, Middletown, NY 10940
  • $577,000
  • 3Bd
  • 2Ba
  • 1,508 Sq Ft
8 Keystone Park, Middletown, NY 10940
  • $399,000
  • 3Bd
  • 1Ba
  • 912 Sq Ft
88 Grand Ave, Middletown, NY 10940
  • $425,000
  • 5Bd
  • 2Ba
  • 1,736 Sq Ft
132 Sycamore Dr, Middletown, NY 10940
  • $284,900
  • 2Bd
  • 2Ba
  • 1,342 Sq Ft
11 Amy Ln, Middletown, NY 10941
  • $549,999
  • 5Bd
  • 4Ba
  • 2,586 Sq Ft
191 Wickham Ave, Middletown, NY 10940
  • $245,000
  • 4Bd
  • 2Ba
  • 1,613 Sq Ft
41 Wallkill Ave, Middletown, NY 10940
  • $265,000
  • 3Bd
  • 2Ba
  • 1,288 Sq Ft
629 New Kingston Rd, Middletown, NY 12459
  • $295,000
  • 3Bd
  • 2Ba
  • 1,072 Sq Ft
580 Route 17m, Middletown, NY 10940
  • $350,000
  • 5Bd
  • 2Ba
  • 1,914 Sq Ft
22 Mayer Dr, Middletown, NY 10940
  • $385,000
  • 2Bd
  • 2Ba
  • 1,922 Sq Ft
41 Irwin Ave, Middletown, NY 10940
  • $299,000
  • 3Bd
  • 1Ba
  • 1,248 Sq Ft
Photos coming soon
  • $345,000
  • 3Bd
  • 1Ba
  • 1,380 Sq Ft
367 Wood Rd, Middletown, NY 12430
  • $585,000
  • 3Bd
  • 3Ba
  • 1,540 Sq Ft
64 Brola Rd, Middletown, NY 10940
  • $85,000
  • 1.9 Acre
243-247 Monhagen Ave, Middletown, NY 10940
  • $239,000
  • 3Bd
  • 2Ba
  • 1,161 Sq Ft
93 Meadow View Dr, Middletown, NY 10940
  • $489,999
  • 3Bd
  • 4Ba
  • 1,827 Sq Ft
13 Ogden St, Middletown, NY 10940
  • $260,000
  • 3Bd
  • 1Ba
  • 1,342 Sq Ft
43 Mayer Dr, Middletown, NY 10940
  • $385,000
  • 3Bd
  • 3Ba
  • 1,496 Sq Ft
293 Highland Ave Ext, Middletown, NY 10940
  • $299,000
  • 3Bd
  • 1Ba
  • 1,246 Sq Ft
43 Prospect Ave, Middletown, NY 10940
  • $355,000
  • 3Bd
  • 2Ba
  • 1,649 Sq Ft
26 Gardner Ave, Middletown, NY 10940
  • $339,000
  • 2Bd
  • 1Ba
  • 992 Sq Ft
8 Comfort Rd, Middletown, NY 10941
  • $475,000
  • 4Bd
  • 3Ba
  • 1,848 Sq Ft
23 W Conkling Ave, Middletown, NY 10940
  • $415,000
  • 4Bd
  • 3Ba
  • 1,625 Sq Ft
977 Mt Hope Rd, Middletown, NY 10940
  • $599,000
  • 4Bd
  • 3Ba
  • 2,428 Sq Ft
270 Searles Rd, Middletown, NY 12455
  • $399,000
  • 3Bd
  • 3Ba
  • 2,392 Sq Ft
29 Orchard St, Middletown, NY 12455
  • $299,000
  • 3Bd
  • 2Ba
  • 1,248 Sq Ft
276 Spruce Rd, Middletown, NY 10940
  • $499,000
  • 4Bd
  • 3Ba
  • 2,688 Sq Ft
66 Deer Ct Dr, Middletown, NY 10940
  • $278,000
  • 2Bd
  • 2Ba
  • 1,146 Sq Ft
$7K
2809 Thompson Hollow Rd, Middletown, NY 12455
  • $475,000
  • 3Bd
  • 3Ba
  • 1,904 Sq Ft
$24K
Bragg Hollow Road, Middletown, NY 12455
  • $550,000
  • 63.3 Acre
23152 Nyc Highway 30a, Middletown, NY 12455
  • $700,000
  • 1Bd
  • 2Ba
  • 1,190 Sq Ft
571 Route 17m, Middletown, NY 10940
  • $699,000
  • 4Bd
  • 4Ba
  • 3,340 Sq Ft
$100K
2467 Route 302, Middletown, NY 10941
  • $659,000
  • 6Bd
  • 4Ba
  • 2,040 Sq Ft
$1K
35 Dogwood Dr, Middletown, NY 10940
  • $530,000
  • 5Bd
  • 4Ba
  • 1,911 Sq Ft
$15K
225 Monhagen Ave, Middletown, NY 10940
  • $449,000
  • 4Bd
  • 2Ba
  • 1,466 Sq Ft
$6K
19 Magnolia Park Rd, Middletown, NY 10940
  • $485,000
  • 3Bd
  • 3Ba
  • 2,191 Sq Ft
$5K
0 Red Kill Rd, Middletown, NY 12430
  • $1,405,000
  • 92.31 Acre
$70K
17 Last Rd, Middletown, NY 10941
  • $399,995
  • 3Bd
  • 2Ba
  • 1,663 Sq Ft
$29K
138 2 Linden Ave # -1, Middletown, NY 10940
  • $24,500
  • 0.03 Acre
$500
79 Stern Scenic Dr, Middletown, NY 10940
  • $134,999
  • 3Bd
  • 2Ba
  • 1,500 Sq Ft
$9K
230 Derby Rd, Middletown, NY 10940
  • $99,000
  • 0.37 Acre
$51K
43355 State Route 28, Middletown, NY 12406
  • $449,900
  • 6Bd
  • 2Ba
  • 7,935 Sq Ft
$50.1K
187 Watkins Ave, Middletown, NY 10940
  • $283,000
  • 3Bd
  • 2Ba
  • 1,545 Sq Ft
$5K
238 S Centerville Rd, Middletown, NY 10940
  • $799,999
  • 5Bd
  • 3Ba
  • 3,764 Sq Ft
$34K
3 Maegers Rd, Middletown, NY 12438
  • $525,000
  • 3Bd
  • 1Ba
  • 1,400 Sq Ft
$15K
Kirby Place, Middletown, NY 10940
  • $375,000
  • 3Bd
  • 2Ba
  • 1,540 Sq Ft
13 Forest Ave, Middletown, NY 10940
  • $399,000
  • 3Bd
  • 2Ba
  • 1,748 Sq Ft
$31K
51 S Shore Dr, Middletown, NY 10940
  • $199,000
  • 1Bd
  • 1Ba
  • 360 Sq Ft
$26K
352 Galli Curci, Middletown, NY 12455
  • $3,250,000
  • 7Bd
  • 7Ba
  • 8,276 Sq Ft
20 Hidden Waters Dr, Middletown, NY 12455
  • $598,000
  • 5Bd
  • 4Ba
  • 2,352 Sq Ft
$27K
151 - 200 of 265 Homes for sale in Middletown, NY
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Middletown, NY real estate market trends

Statistics as of October 2026
$415K
Avg. list price
$243/Sqft
Avg. price/sqft
313
Homes for sale
1,770 Sqft
Avg. home size
60 Days
Avg. days on market
Movoto makes it easy to track market trends in Middletown, NY. Whether you’re entering the market or planning your next move, understanding these key metrics can guide smart decisions. Looking for more detailed housing market stats in Middletown, NY?
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Frequently Asked Questions about Middletown, NY

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The data relating to real estate for sale on this web site comes in part from the OneKey® MLS. All information deemed reliable but not guaranteed and should be independently verified. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) nor the website owner shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Property locations as displayed on any map are best approximations only and exact locations should be independently verified. IDX information is provided exclusively for consumers personal non-commercial use and it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.©2026 OneKey® MLS. All rights reserved. Fair Housing Notice
Standardized Operating Procedures for the Prerequisites Prospective Homebuyers: (1) Perspective clients will not be required to verify their identity during the home purchase process by providing government issued identification. (2) An exclusive broker agreement will not be required on an individual property basis. Or, a specific period of time in order to assist perspective home buyers. (3) In the event a home buyer will be using a mortgage loan to facilitate the purchase of a property. The home buyer will be required to provide proof of pre-approval. (4) In the event the perspective home buyer will be purchasing in all cash. The buyer will be required to provide proof of funds before the submission of an offer.
©2026 Global Multiple Listing Service, Inc. The data relating to real estate on this website comes in part from the Internet Data Exchange program of the GMLS. All information is deemed reliable but not guaranteed and should be independently verified. All properties subject to prior sale, change, or withdrawal. Neither listing broker(s), GMLS shall be responsible for any typographical errors, misinformation, or misprints, and shall be held totally harmless from any damages arising from reliance upon these data. IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties they may be interested in purchasing. Fair Housing Notice
Standardized Operating Procedures for the Prerequisites Prospective Homebuyers: (1) Perspective clients will not be required to verify their identity during the home purchase process by providing government issued identification. (2) An exclusive broker agreement will not be required on an individual property basis. Or, a specific period of time in order to assist perspective home buyers. (3) In the event a home buyer will be using a mortgage loan to facilitate the purchase of a property. The home buyer will be required to provide proof of pre-approval. (4) In the event the perspective home buyer will be purchasing in all cash. The buyer will be required to provide proof of funds before the submission of an offer.
The data relating to real estate for sale on this web site comes in part from New York State Alliance of MLS's: CNYIS, Inc., UNYREIS and WNYREIS. Real estate listings are marked with the IDX logo and detailed information about them includes the Listing Broker’s Firm Name. All information deemed reliable but not guaranteed and should be independently verified. All properties are subject to prior sale, change or withdrawal. Neither the listing broker(s) nor the website owner shall be responsible for any typographical errors, misinformation, misprints, and shall be held totally harmless. © 2026 CNYIS, UNYREIS, WNYREIS. All rights reserved. Fair Housing Notice
Standardized Operating Procedures for the Prerequisites Prospective Homebuyers: (1) Perspective clients will not be required to verify their identity during the home purchase process by providing government issued identification. (2) An exclusive broker agreement will not be required on an individual property basis. Or, a specific period of time in order to assist perspective home buyers. (3) In the event a home buyer will be using a mortgage loan to facilitate the purchase of a property. The home buyer will be required to provide proof of pre-approval. (4) In the event the perspective home buyer will be purchasing in all cash. The buyer will be required to provide proof of funds before the submission of an offer.
The data relating to real estate for sale on this web site comes in part from the Hudson Valley Catskill Region MLS. IDX information is provided exclusively for consumers’ personal, non-commercial use, and it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. All information deemed reliable but not guaranteed and should be independently verified. Copyright 2026 by the Hudson Valley Catskill Region MLS. All Rights Reserved. Fair Housing Notice
Standardized Operating Procedures for the Prerequisites Prospective Homebuyers: (1) Perspective clients will not be required to verify their identity during the home purchase process by providing government issued identification. (2) An exclusive broker agreement will not be required on an individual property basis. Or, a specific period of time in order to assist perspective home buyers. (3) In the event a home buyer will be using a mortgage loan to facilitate the purchase of a property. The home buyer will be required to provide proof of pre-approval. (4) In the event the perspective home buyer will be purchasing in all cash. The buyer will be required to provide proof of funds before the submission of an offer.
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