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Single Family Homes For Sale in Middletown, NY | Page 2

239 Homes
 
151 Bowser Rd, Middletown, NY 10940
  • $688,000
  • 4Bd
  • 3Ba
  • 2,646 Sq Ft
40 Academy Ave, Middletown, NY 10940
  • $295,000
  • 2Bd
  • 1Ba
  • 1,248 Sq Ft
$14.9K
49 Brewster Dr, Middletown, NY 10940
  • $349,000
  • 2Bd
  • 2Ba
  • 1,136 Sq Ft
Open SAT 11-1
20 3rd St, Middletown, NY 10940
  • $649,000
  • 5Bd
  • 3Ba
  • 2,804 Sq Ft
$21K
95 Silver Lake Sctn Rd, Middletown, NY 10940
  • $510,000
  • 3Bd
  • 2Ba
  • 1,753 Sq Ft
$19K
Photos coming soon
  • $899,999
  • 5Bd
  • 4Ba
  • 3,820 Sq Ft
2 Harvest Hill Ln, Middletown, NY 10940
  • $545,100
  • 3Bd
  • 3Ba
  • 2,508 Sq Ft
$100
220 Upper Kennedy, Middletown, NY 12455
  • $299,000
  • 2Bd
  • 1Ba
  • 560 Sq Ft
34 Field Stone Dr, Middletown, NY 10940
  • $449,000
  • 3Bd
  • 3Ba
  • 1,781 Sq Ft
$20K
4 Woodrose Ct, Middletown, NY 10940
  • $475,000
  • 3Bd
  • 3Ba
  • 2,257 Sq Ft
8 Pine St, Middletown, NY 10940
  • $450,000
  • 4Bd
  • 2Ba
  • 2,152 Sq Ft
$25K
473 Ingrassia Rd, Middletown, NY 10940
  • $699,899
  • 4Bd
  • 3Ba
  • 2,572 Sq Ft
$60K
41 Clinton St, Middletown, NY 10940
  • $335,000
  • 3Bd
  • 1Ba
  • 1,224 Sq Ft
93 Meadow View Dr, Middletown, NY 10940
  • $489,999
  • 3Bd
  • 4Ba
  • 1,827 Sq Ft
256 Cottage St, Middletown, NY 10940
  • $299,900
  • 3Bd
  • 1Ba
  • 860 Sq Ft
13 Birch St, Middletown, NY 10940
  • $105,000
  • 2Bd
  • 1Ba
  • 432 Sq Ft
$10K
130 Apple Lane Dr, Middletown, NY 10940
  • $680,000
  • 4Bd
  • 3Ba
  • 2,646 Sq Ft
$50K
3 Allerton Ave, Middletown, NY 10940
  • $474,900
  • 3Bd
  • 3Ba
  • 2,248 Sq Ft
$24.1K
50 Scott Dr, Middletown, NY 10941
  • $489,000
  • 4Bd
  • 2Ba
  • 1,796 Sq Ft
16 Earle St #14 1/2, Middletown, NY 10940
  • $285,000
  • 2Bd
  • 1Ba
  • 1,019 Sq Ft
14 Airport Rd, Middletown, NY 10940
  • $299,999
  • 2Bd
  • 1Ba
  • 1,164 Sq Ft
1630 Goshen Tpke, Middletown, NY 10941
  • $349,000
  • 3Bd
  • 1Ba
  • 1,092 Sq Ft
696 County Highway 3, Middletown, NY 12455
  • $399,000
  • 3Bd
  • 3Ba
  • 1,696 Sq Ft
$30K
50 Hampton Ct, Middletown, NY 10941
  • $294,990
  • 3Bd
  • 2Ba
  • 1,440 Sq Ft
$5K
45 Brola Rd, Middletown, NY 10940
  • $464,999
  • 3Bd
  • 3Ba
  • 1,966 Sq Ft
195 Commonwealth Ave, Middletown, NY 10940
  • $329,000
  • 3Bd
  • 1Ba
  • 1,176 Sq Ft
$20K
21 Harrison St, Middletown, NY 10940
  • $395,000
  • 4Bd
  • 2Ba
  • 1,560 Sq Ft
$24.9K
21 Black Stallion Ct, Middletown, NY 10940
  • $359,000
  • 3Bd
  • 2Ba
  • 1,388 Sq Ft
241 Midland Lake Rd, Middletown, NY 10941
  • $849,999
  • 4Bd
  • 3Ba
  • 2,862 Sq Ft
30 Chestnut Ave, Middletown, NY 10940
  • $389,000
  • 3Bd
  • 2Ba
  • 1,316 Sq Ft
$10K
148 Church St, Middletown, NY 12406
  • $280,000
  • 3Bd
  • 1Ba
  • 992 Sq Ft
$15K
43396 State Highway 28, Middletown, NY 12406
  • $190,000
  • 2Bd
  • 2Ba
  • 600 Sq Ft
$20K
19 Davidge Rd, Middletown, NY 10940
  • $549,999
  • 4Bd
  • 4Ba
  • 2,298 Sq Ft
81 Silver Lake Sctn Rd, Middletown, NY 10940
  • $499,999
  • 3Bd
  • 3Ba
  • 1,660 Sq Ft
7 Allan Park Mews, Middletown, NY 10940
  • $360,000
  • 3Bd
  • 2Ba
  • 1,650 Sq Ft
Open SUN 12-2
4 Kless Ct, Middletown, NY 10940
  • $420,000
  • 3Bd
  • 3Ba
  • 2,097 Sq Ft
23 Harrison St, Middletown, NY 10940
  • $333,000
  • 3Bd
  • 1Ba
  • 1,152 Sq Ft
39 California Ave, Middletown, NY 10940
  • $379,900
  • 4Bd
  • 1Ba
  • 1,204 Sq Ft
$20K
407 Winter Hollow Rd, Middletown, NY 12459
  • $389,000
  • 2Bd
  • 2Ba
  • 1,588 Sq Ft
58 Cobblestone Ln, Middletown, NY 10940
  • $489,999
  • 3Bd
  • 3Ba
  • 2,500 Sq Ft
$5K
189 School House Rd, Middletown, NY 10940
  • $599,000
  • 3Bd
  • 3Ba
  • 2,086 Sq Ft
1794 Winter Hollow Rd, Middletown, NY 12459
  • $745,000
  • 3Bd
  • 2Ba
  • 1,579 Sq Ft
488 Tally Ho Rd, Middletown, NY 10940
  • $150,000
  • 1Bd
  • 1Ba
  • 748 Sq Ft
$15K
122 Castle High Rd, Middletown, NY 10940
  • $299,999
  • 3Bd
  • 1Ba
  • 1,830 Sq Ft
$24K
26 12 Ridge St, Middletown, NY 10940
  • $349,000
  • 4Bd
  • 2Ba
  • 1,770 Sq Ft
$30K
25 Independence Ave, Middletown, NY 10940
  • $449,000
  • 4Bd
  • 2Ba
  • 1,770 Sq Ft
$29K
411 Mt Joy Rd, Middletown, NY 10941
  • $799,000
  • 4Bd
  • 3Ba
  • 3,296 Sq Ft
$51K
23 Orange Ter, Middletown, NY 10940
  • $599,000
  • 3Bd
  • 3Ba
  • 3,225 Sq Ft
$50K
722 Silver Lake Scotchtown Rd, Middletown, NY 10940
  • $285,000
  • 3Bd
  • 2Ba
  • 1,280 Sq Ft
$4.99K
12 Walnut Ln, Middletown, NY 10940
  • $489,000
  • 4Bd
  • 2Ba
  • 1,932 Sq Ft
$10K
51 - 100 of 239 Houses 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.
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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