Movoto Real Estate

Homes Under $300K Price For Sale in Middletown, NY

74 Homes
 
4 Harding St, Middletown, NY 10940
  • $299,900
  • 4Bd
  • 2Ba
  • 1,416 Sq Ft
New 2 Days
132 Sycamore Dr, Middletown, NY 10940
  • $284,900
  • 2Bd
  • 2Ba
  • 1,342 Sq Ft
New 6 Days
65 Jimal Dr, Middletown, NY 10940
  • $285,000
  • 2Bd
  • 2Ba
  • 1,133 Sq Ft
91 Jimal Dr, Middletown, NY 10940
  • $259,000
  • 2Bd
  • 2Ba
  • 1,133 Sq Ft
7 Harding St, Middletown, NY 10940
  • $224,000
  • 1Bd
  • 1Ba
  • 980 Sq Ft
$4K
143 Deer Ct Dr, Middletown, NY 10940
  • $299,000
  • 2Bd
  • 2Ba
  • 1,291 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
125 Deer Ln, Middletown, NY 12455
  • $269,888
  • 2Bd
  • 1Ba
  • 1,021 Sq Ft
$20K
629 New Kingston Rd, Middletown, NY 12459
  • $295,000
  • 3Bd
  • 2Ba
  • 1,072 Sq Ft
14 Brick Pond Rd, Middletown, NY 10940
  • $220,000
  • 1Bd
  • 2Ba
  • 785 Sq Ft
40 Academy Ave, Middletown, NY 10940
  • $295,000
  • 2Bd
  • 1Ba
  • 1,248 Sq Ft
$14.9K
41 Irwin Ave, Middletown, NY 10940
  • $299,000
  • 3Bd
  • 1Ba
  • 1,248 Sq Ft
92-94 Anthony St, Middletown, NY 10940
  • $75,000
  • 0.29 Acre
11 Brittany Dr, Middletown, NY 10940
  • $199,000
  • 1Bd
  • 1Ba
  • 879 Sq Ft
$16K
220 Upper Kennedy, Middletown, NY 12455
  • $299,000
  • 2Bd
  • 1Ba
  • 560 Sq Ft
Photos coming soon
  • $295,000
  • 2Bd
  • 2Ba
  • 1,291 Sq Ft
$10K
751 County Route 3, Middletown, NY 12455
  • $225,000
  • 3Bd
  • 1Ba
  • 1,050 Sq Ft
63 Sycamore Dr #63, Middletown, NY 10940
  • $289,000
  • 2Bd
  • 2Ba
  • 1,110 Sq Ft
256 Cottage St, Middletown, NY 10940
  • $299,900
  • 3Bd
  • 1Ba
  • 860 Sq Ft
Open FRI 4-6
13 Birch St, Middletown, NY 10940
  • $105,000
  • 2Bd
  • 1Ba
  • 432 Sq Ft
$10K
92 Restorative Ln, Middletown, NY 10940
  • $169,000
  • 4.1 Acre
141 Ruth Ct, Middletown, NY 10940
  • $289,900
  • 2Bd
  • 2Ba
  • 1,049 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
50 Hampton Ct, Middletown, NY 10941
  • $294,990
  • 3Bd
  • 2Ba
  • 1,440 Sq Ft
$5K
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
135 Eisele Rd, Middletown, NY 12455
  • $300,000
  • 6Bd
  • 2Ba
  • 1,992 Sq Ft
114 Highland Lake Rd, Middletown, NY 10940
  • $129,000
  • 3 Acre
lot11 Meadow Brook Dr, Middletown, NY 12455
  • $85,000
  • 5.1 Acre
Hubbell Hill Road, Middletown, NY 12455
  • $300,000
  • 34.56 Acre
$50K
43 Clinton St, Middletown, NY 10940
  • $97,777
  • 0.11 Acre
$37.2K
488 Tally Ho Rd, Middletown, NY 10940
  • $150,000
  • 1Bd
  • 1Ba
  • 748 Sq Ft
$15K
182 Pocatello Rd, Middletown, NY 10940
  • $179,900
  • 3.15 Acre
385 Midland Lake Rd, Middletown, NY 10941
  • $175,000
  • 3 Acre
722 Silver Lake Scotchtown Rd, Middletown, NY 10940
  • $285,000
  • 3Bd
  • 2Ba
  • 1,280 Sq Ft
$4.99K
394 Concord Ln, Middletown, NY 10940
  • $146,900
  • 1Bd
  • 1Ba
  • 735 Sq Ft
$5K
45 John St, Middletown, NY 10940
  • $225,000
  • 2Bd
  • 1Ba
  • 921 Sq Ft
$5K
21 Dolson Ave, Middletown, NY 10940
  • $289,000
  • 2Bd
  • 1Ba
  • 1,181 Sq Ft
$10K
Hog Mountain, Middletown, NY 12430
  • $119,000
  • 4.27 Acre
12 Hidden Valley Dr, Middletown, NY 10941
  • $120,000
  • 2Bd
  • 2Ba
  • 1,152 Sq Ft
$5K
2 S Aspen Rd, Middletown, NY 10940
  • $299,900
  • 3Bd
  • 2Ba
  • 1,884 Sq Ft
66 Deer Ct Dr, Middletown, NY 10940
  • $278,000
  • 2Bd
  • 2Ba
  • 1,146 Sq Ft
$7K
15 N Aspen Rd, Middletown, NY 10940
  • $299,000
  • 2Bd
  • 2Ba
  • 1,144 Sq Ft
$30K
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
187 Watkins Ave, Middletown, NY 10940
  • $283,000
  • 3Bd
  • 2Ba
  • 1,545 Sq Ft
$5K
51 S Shore Dr, Middletown, NY 10940
  • $199,000
  • 1Bd
  • 1Ba
  • 360 Sq Ft
$26K
1 - 50 of 74 Homes for sale in Middletown, NY
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Middletown, NY real estate market trends

Statistics as of September 2026
$415K
Avg. list price
$244/Sqft
Avg. price/sqft
280
Homes for sale
1,784 Sqft
Avg. home size
62 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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