Clean comfortable layout
Homes for Sale Under 400K in Middletown NY
90 results
- 138 Prospect Avenue, Middletown, NY 10940
- 2 bds
- 1 ba
- 1,422 sqft
LISTING BY: HOWARD HANNA RAND REALTYOpen: Sun 11am-2pm (10/18)
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- 120 days on Zillow
- 8 Keystone Park, Middletown, NY 10940
- 3 bds
- 1 ba
- 912 sqft
LISTING BY: CRONIN & COMPANY REAL ESTATECentral air conditioning
- 11 Brittany Drive, Middletown, NY 10940
- 1 bd
- 1 ba
- 879 sqft
LISTING BY: HUDSON VALLEY GRIFFITHPrice cut: $16,000 (9/18)
- 17 Last Road, Middletown, NY 10941
- 3 bds
- 2 ba
- 1,663 sqft
LISTING BY: YOURHOMESOLD GUARANTEED REALTY218 days on Zillow
- 27 Bonnell Pl, Middletown, NY 10940
- 2 bds
- 1 ba
- 864 sqft
LISTING BY: HARMONIOUS HOME REALTY LLC, Yixuan Zhao. Listing provided by NY State MLSPrice cut: $10,000 (10/6)
- 136 Sycamore Drive, Middletown, NY 10940
- 2 bds
- 2 ba
- 1,110 sqft
LISTING BY: CURASI REALTY, INC.Price cut: $15,100 (10/8)
- 43 Brick Pond Road, Middletown, NY 10940
- 3 bds
- 3 ba
- 1,460 sqft
LISTING BY: KW HUDSON VALLEY UNITEDOpen: Sat 1-3pm (10/17)
- 21 Dolson Avenue, Middletown, NY 10940
- 2 bds
- 1 ba
- 1,181 sqft
LISTING BY: KELLER WILLIAMS REALTYFunctional kitchen
- 195 Commonwealth Avenue, Middletown, NY 10940
- 3 bds
- 1 ba
- 1,176 sqft
LISTING BY: NEXLVL REAL ESTATE INC.62 days on Zillow
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- 23 Bonnell Street, Middletown, NY 10940
- 3 bds
- 2 ba
- -- sqft
LISTING BY: HOWARD HANNA RAND REALTY69 days on Zillow
- 122 Sycamore Drive, Middletown, NY 10940
- 1 bd
- 1 ba
- 830 sqft
LISTING BY: RE/MAX BENCHMARK REALTY GROUPGenerously sized bedroom
- 143 Deer Ct Drive, Middletown, NY 10940
- 2 bds
- 2 ba
- 1,291 sqft
LISTING BY: HOWARD HANNA RAND REALTYOpen: Sun 12-2pm (10/18)
- 568 County Route 49 #2C, Middletown, NY 10940
- 3 bds
- 3 ba
- 1,593 sqft
LISTING BY: KW HUDSON VALLEY UNITEDPrice cut: $900 (10/7)
- 47 Wickham Avenue #45, Middletown, NY 10940
- 3 bds
- 1 ba
- 1,478 sqft
LISTING BY: HOWARD HANNA RAND REALTYCentral air conditioning
- 12 Hidden Valley Drive, Middletown, NY 10941
- 2 bds
- 2 ba
- 1,152 sqft
LISTING BY: EPIQUE REALTYCentral air
- 91 Jimal Drive, Middletown, NY 10940
- 2 bds
- 2 ba
- 1,133 sqft
LISTING BY: HOWARD HANNA RAND REALTY26 days on Zillow
- 3 Moriah Lane, Middletown, NY 10940
- 3 bds
- 2 ba
- 1,922 sqft
LISTING BY: HOMESMART HOMES & ESTATES30 days on Zillow
- 412 4TH Avenue, Middletown, NY 10940
- 2 bds
- 2 ba
- 924 sqft
LISTING BY: HOWARD HANNA RAND REALTY5 days on Zillow
- 13 Forest Avenue, Middletown, NY 10940
- 3 bds
- 2 ba
- 1,748 sqft
LISTING BY: HUDSON VALLEY HOME CONNECTIONPrice cut: $31,000 (9/17)
- 141 Ruth Court, Middletown, NY 10940
- 2 bds
- 2 ba
- 1,049 sqft
LISTING BY: CURASI REALTY, INC.Cathedral ceilings
- 6 Charlotte Mews, Middletown, NY 10940
- 3 bds
- 2 ba
- 1,413 sqft
LISTING BY: KW HUDSON VALLEY UNITEDPrice cut: $10,000 (9/19)
- 187 Watkins Avenue, Middletown, NY 10940
- 3 bds
- 2 ba
- 1,545 sqft
REALHOME SERVICES AND SOLUTIONS INC285 days on Zillow
- 202 Concord Lane, Middletown, NY 10940
- 3 bds
- 3 ba
- 1,200 sqft
LISTING BY: HOWARD HANNA RAND REALTY125 days on Zillow
- 132 Sycamore Drive, Middletown, NY 10940
- 2 bds
- 2 ba
- 1,342 sqft
LISTING BY: CURASI REALTY, INC.21 days on Zillow
- 2 S Aspen Road, Middletown, NY 10940
- 3 bds
- 2 ba
- 1,884 sqft
LISTING BY: GREENE REALTY GROUPInviting outdoor space
- 63 Greenway Terrace, Middletown, NY 10941
- 3 bds
- 2 ba
- 1,480 sqft
LISTING BY: KELLER WILLIAMS REALTYPrice cut: $10,000 (9/24)
- 13 Benton Avenue, Middletown, NY 10940
- -- bds
- -- ba
- 1,450 sqft
LISTING BY: HOWARD HANNA RAND REALTYPrice cut: $100 (9/26)
- 21 Black Stallion Court, Middletown, NY 10940
- 3 bds
- 2 ba
- 1,388 sqft
LISTING BY: KELLER WILLIAMS REALTY63 days on Zillow
- 83 Deer Ct Drive, Middletown, NY 10940
- 3 bds
- 3 ba
- 1,919 sqft
LISTING BY: KW HUDSON VALLEY UNITEDInground pool
- 14 Brick Pond Road, Middletown, NY 10940
- 1 bd
- 2 ba
- 785 sqft
LISTING BY: HOWARD HANNA RAND REALTY37 days on Zillow
- 14 Airport Road, Middletown, NY 10940
- 2 bds
- 1 ba
- 1,164 sqft
LISTING BY: KW HUDSON VALLEY UNITEDRear deck
- 19 Putters Way #9, Middletown, NY 10940
- 2 bds
- 3 ba
- 1,337 sqft
LISTING BY: RE/MAX BENCHMARK REALTY GROUPCommunity pool
- 40 Academy Avenue, Middletown, NY 10940
- 2 bds
- 1 ba
- 1,248 sqft
LISTING BY: KW HUDSON VALLEY UNITED39 days on Zillow
- 16 Earle Street #14 1/2, Middletown, NY 10940
- 2 bds
- 1 ba
- 1,019 sqft
LISTING BY: PREFERRED PROPERTIES REAL ESTA59 days on Zillow
- 19 Putters Way #6, Middletown, NY 10940
- 2 bds
- 3 ba
- 1,337 sqft
LISTING BY: KW HUDSON VALLEY UNITEDPrice cut: $10,000 (10/8)
- 18 Deer Court Drive, Middletown, NY 10940
- 2 bds
- 2 ba
- 1,291 sqft
LISTING BY: HUDSON PREMIUM REALTYPrice cut: $8,000 (10/5)
- 7 Harding Street, Middletown, NY 10940
- 1 bd
- 1 ba
- 980 sqft
LISTING BY: KW HUDSON VALLEY UNITEDPrice cut: $15,000 (10/13)
- 126 days on Zillow
- 50 Sycamore Drive #50, Middletown, NY 10940
- 2 bds
- 2 ba
- 1,340 sqft
LISTING BY: COTTRELL & ASSOCIATES RE CORP.49 days on Zillow
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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 2026-10-14 14:33:23 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](/mls-disclaimers/#778)
