Movoto Real Estate

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

67 Homes
 
66 Deer Ct Dr, Middletown, NY 10940
  • $259,000
  • 2Bd
  • 2Ba
  • 1,146 Sq Ft
New 2 Days
877 Valley View Rd, Middletown, NY 12438
  • $174,500
  • 26 Acre
New 3 Days
47 Ruth Ct, Middletown, NY 10940
  • $199,900
  • 2Bd
  • 1Ba
  • 994 Sq Ft
Yaramenko Road, Middletown, NY 12455
  • $39,900
  • 2 Acre
149 Wisner Ave, Middletown, NY 10940
  • $225,000
  • 3Bd
  • 2Ba
  • 1,516 Sq Ft
505-519 Bart Bull Rd, Middletown, NY 10941
  • $85,000
  • 9.6 Acre
298 Concord Ln #BUILDING 6, Middletown, NY 10940
  • $125,000
  • 1Bd
  • 1Ba
  • 735 Sq Ft
178 Tanzer Ln, Middletown, NY 12455
  • $250,000
  • 2Bd
  • 1Ba
  • 672 Sq Ft
143 Prospect Ave, Middletown, NY 10940
  • $299,900
  • 3Bd
  • 2Ba
  • 1,547 Sq Ft
8 Parsons Ln, Middletown, NY 10940
  • $299,000
  • 3Bd
  • 2Ba
  • 1,365 Sq Ft
100 Hillside Dr #B10, Middletown, NY 10941
  • $289,000
  • 2Bd
  • 1Ba
  • 917 Sq Ft
4 Harding St, Middletown, NY 10940
  • $299,900
  • 4Bd
  • 2Ba
  • 1,416 Sq Ft
17 Grant St, Middletown, NY 10940
  • $265,000
  • 2Bd
  • 2Ba
  • 960 Sq Ft
$24K
lot14 Heatherland Ln, Middletown, NY 12438
  • $150,000
  • 33.12 Acre
14 Columbia Ave, Middletown, NY 10940
  • $299,000
  • 3Bd
  • 1Ba
  • 954 Sq Ft
$12K
13 Jimal Dr, Middletown, NY 10940
  • $272,000
  • 3Bd
  • 3Ba
  • 1,245 Sq Ft
$17.9K
136 Sycamore Dr, Middletown, NY 10940
  • $299,900
  • 2Bd
  • 2Ba
  • 1,110 Sq Ft
15 N Aspen Rd, Middletown, NY 10940
  • $299,000
  • 2Bd
  • 2Ba
  • 1,144 Sq Ft
Open SUN 10-12
102 Sproat St, Middletown, NY 10940
  • $299,999
  • 2Bd
  • 1Ba
  • 778 Sq Ft
Open SUN 11-1
132 Sycamore Dr, Middletown, NY 10940
  • $284,900
  • 2Bd
  • 2Ba
  • 1,342 Sq Ft
65 Jimal Dr, Middletown, NY 10940
  • $269,000
  • 2Bd
  • 2Ba
  • 1,133 Sq Ft
$16K
91 Jimal Dr, Middletown, NY 10940
  • $259,000
  • 2Bd
  • 2Ba
  • 1,133 Sq Ft
7 Harding St, Middletown, NY 10940
  • $209,000
  • 1Bd
  • 1Ba
  • 980 Sq Ft
$15K
125 Deer Ln, Middletown, NY 12455
  • $259,775
  • 2Bd
  • 1Ba
  • 1,021 Sq Ft
$6.11K
14 Brick Pond Rd, Middletown, NY 10940
  • $210,000
  • 1Bd
  • 2Ba
  • 785 Sq Ft
$10K
220 Upper Kennedy, Middletown, NY 12455
  • $299,000
  • 2Bd
  • 1Ba
  • 560 Sq Ft
18 Deer Court Dr, Middletown, NY 10940
  • $277,000
  • 2Bd
  • 2Ba
  • 1,291 Sq Ft
$10K
63 Sycamore Dr #63, Middletown, NY 10940
  • $289,000
  • 2Bd
  • 2Ba
  • 1,110 Sq Ft
35 Lexington Way, Middletown, NY 10940
  • $299,900
  • 2Bd
  • 3Ba
  • 1,348 Sq Ft
$14.1K
256 Cottage St, Middletown, NY 10940
  • $279,900
  • 3Bd
  • 1Ba
  • 860 Sq Ft
$15K
13 Birch St, Middletown, NY 10940
  • $99,999
  • 2Bd
  • 1Ba
  • 432 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
  • $83,000
  • 5.1 Acre
$2K
Hubbell Hill Road, Middletown, NY 12455
  • $250,000
  • 34.56 Acre
$30K
488 Tally Ho Rd, Middletown, NY 10940
  • $150,000
  • 1Bd
  • 1Ba
  • 748 Sq Ft
$15K
182 Pocatello Rd, Middletown, NY 10940
  • $179,000
  • 3.15 Acre
$900
122 Castle High Rd, Middletown, NY 10940
  • $280,000
  • 3Bd
  • 1Ba
  • 1,830 Sq Ft
$19.9K
385 Midland Lake Rd, Middletown, NY 10941
  • $175,000
  • 3 Acre
394 Concord Ln, Middletown, NY 10940
  • $139,000
  • 1Bd
  • 1Ba
  • 735 Sq Ft
$7.9K
45 John St, Middletown, NY 10940
  • $225,000
  • 2Bd
  • 1Ba
  • 921 Sq Ft
$5K
Hog Mountain, Middletown, NY 12430
  • $119,000
  • 4.27 Acre
2 S Aspen Rd, Middletown, NY 10940
  • $299,900
  • 3Bd
  • 2Ba
  • 1,884 Sq Ft
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
  • $270,000
  • 3Bd
  • 2Ba
  • 1,545 Sq Ft
$13K
4117 County Highway 6, Middletown, NY 13740
  • $49,000
  • 2.47 Acre
$6K
1 - 50 of 67 Homes for sale in Middletown, NY
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Middletown, NY real estate market trends

Statistics as of November 2026
$399K
Avg. list price
$242/Sqft
Avg. price/sqft
298
Homes for sale
1,776 Sqft
Avg. home size
72 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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