Affordable Homes For Sale in Middletown, NY

233 homes

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FORECLOSURE
BANK OWNED
3D VIEW
$283,000
3 Beds
2 Baths
1,545 sqft
187 Watkins Avenue,
Middletown, NY 10940
Realhome Services and Solutions Inc
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$287,000
2 Beds
2 Baths
1,291 sqft
18 Deer Court Drive,
Middletown, NY 10940
Listing by: Hudson Premium Realty
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$289,000
2 Beds
1 Bath
864 sqft
27 Bonnell Pl,
Middletown, NY 10940
Listing by: Yixuan Zhao, HARMONIOUS HOME REALTY LLC, NY State MLS
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$289,000
2 Beds
1 Bath
1,181 sqft
21 Dolson Avenue,
Middletown, NY 10940
Listing by: Keller Williams Realty
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$289,000
2 Beds
1 Bath
917 sqft
100 Hillside Drive #B10,
Middletown, NY 10941
Listing by: Keller Williams Valley Realty
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$289,000
2 Beds
2 Baths
1,110 sqft
63 Sycamore Drive #63,
Middletown, NY 10940
Listing by: Patricia Schiller Real Est Co.
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$289,900
2 Beds
2 Baths
1,049 sqft
141 Ruth Court,
Middletown, NY 10940
Listing by: Curasi Realty, Inc.
0.28 ACRES
$294,900
3 Beds
1 Bath
860 sqft
256 Cottage Street,
Middletown, NY 10940
Listing by: KW Hudson Valley United
$295,000
3 Beds
2.5 Baths
1,460 sqft
43 Brick Pond Road,
Middletown, NY 10940
Listing by: KW Hudson Valley United
1 ACRE
$295,000
3 Beds
2 Baths
1,451 sqft
721 Goshen Turnpike,
Circleville, NY 10919
Listing by: RE/MAX Benchmark Realty Group
$299,000
2 Beds
1.5 Baths
1,144 sqft
15 N Aspen Road,
Middletown, NY 10940
Listing by: Serhant LLC
$299,000
2 Beds
2 Baths
1,291 sqft
143 Deer Ct Drive,
Middletown, NY 10940
Listing by: Howard Hanna Rand Realty
COMING SOON 10/31
1.6 ACRES
$299,000
3 Beds
2 Baths
1,365 sqft
8 Parsons Lane,
Middletown, NY 10940
Listing by: KW Hudson Valley United
$299,900
4 Beds
2 Baths
1,416 sqft
4 Harding Street,
Middletown, NY 10940
Listing by: KW Hudson Valley United
$299,900
3 Beds
1.5 Baths
1,884 sqft
2 S Aspen Road,
Middletown, NY 10940
Listing by: Greene Realty Group
$299,900
2 Beds
2 Baths
1,110 sqft
136 Sycamore Drive,
Middletown, NY 10940
Listing by: Curasi Realty, Inc.
$299,900
2 Beds
2.5 Baths
1,348 sqft
35 Lexington Way,
Middletown, NY 10940
Listing by: KW Hudson Valley United
1.9 ACRES
$299,999
3 Beds
1 Bath
1,830 sqft
122 Castle High Road,
Middletown, NY 10940
Listing by: Curasi Realty, Inc.
27.2 ACRES
$299,999
328 Bloomingburg Road,
Middletown, NY 10940
Listing by: Curasi Realty, Inc.
3D VIEW
27.9 ACRES
$300,000
Exp Hwy #17,
Middletown, NY 10941
Listing by: Clint Carlson, WHITETAIL PROPERTIES REAL ESTATE LLC (NY), NY State MLS
$305,000
3 Beds
1 Bath
1,176 sqft
195 Commonwealth Avenue,
Middletown, NY 10940
Listing by: NexLvl Real Estate Inc.
$309,900
2 Beds
1 Bath
778 sqft
102 Sproat Street,
Middletown, NY 10940
Listing by: Curasi Realty, Inc.
$311,000
3 Beds
1 Bath
954 sqft
14 Columbia Avenue,
Middletown, NY 10940
Listing by: KW Hudson Valley United
$314,999
3 Beds
1.5 Baths
1,480 sqft
63 Greenway Terrace,
Middletown, NY 10941
Listing by: Keller Williams Realty
0.25 ACRES
$324,900
3 Beds
1 Bath
1,032 sqft
21 Willow Place,
Middletown, NY 10940
Listing by: eRealty Advisors, Inc
3D VIEW
$325,000
3 Beds
1 Bath
1,092 sqft
55 Orange Terrace,
Middletown, NY 10940
Listing by: eXp Realty
0.25 ACRES
$329,000
2 Beds
2 Baths
1,136 sqft
49 Brewster Drive,
Middletown, NY 10940
Listing by: eXp Realty
$329,000
2 Beds
2 Baths
1,360 sqft
21 Fair Avenue,
Middletown, NY 10940
Listing by: HomeSmart Homes & Estates
$329,000
3 Beds
1.5 Baths
1,388 sqft
21 Black Stallion Court,
Middletown, NY 10940
Listing by: Keller Williams Realty
$330,000
2 Beds
1 Bath
962 sqft
54 Western Avenue,
Middletown, NY 10940
Listing by: eXp Realty
3D VIEW
0.43 ACRES
$330,000
3 Beds
2 Baths
1,080 sqft
5 Sayer Lane,
Middletown, NY 10940
Listing by: Howard Hanna Rand Realty
AUCTION
$335,000
3 Beds
1 Bath
1,224 sqft
41 Clinton Street,
Middletown, NY 10940
River Realty Services, Inc.
NEW - 1 DAY AGO
$335,000
3 Beds
2 Baths
1,675 sqft
9 Fair Avenue #1,
Middletown, NY 10940
Listing by: Hudson Premium Realty
$337,000
2 Beds
2.5 Baths
1,241 sqft
5 Kendal Lane,
Middletown, NY 10940
Listing by: KW Hudson Valley United
$339,000
2 Beds
2.5 Baths
1,473 sqft
197 Deer Ct Drive,
Middletown, NY 10940
Listing by: Owner Entry.com
NEW - 2 DAYS AGO
$340,000
3 Beds
1.5 Baths
1,543 sqft
23 Little Avenue,
Middletown, NY 10940
Listing by: KW Hudson Valley United
$340,000
3 Beds
1.5 Baths
1,650 sqft
7 Allan Park Mews,
Middletown, NY 10940
Listing by: Century 21 Full Service Realty
$344,900
Studio
1,450 sqft
13 Benton Avenue,
Middletown, NY 10940
Listing by: Howard Hanna Rand Realty
0.65 ACRES
$345,900
2 Beds
1 Bath
1,058 sqft
2195 Route 302,
Circleville, NY 10919
Listing by: DiMatteo Realty LLC
$349,000
4 Beds
2 Baths
1,770 sqft
26 1/2 Ridge Street,
Middletown, NY 10940
Listing by: Mount Realty

IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed.
Judy Moriarty, Zillow, Inc., Corp. Broker

Based on information submitted to the MLS GRID as of 2026-10-25 23:03:13 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

Affordable Homes For Sale in Middletown, NY

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