- 3 bds
- 2 ba
- 1,248 sqft
LISTING BY: HOWARD HANNA RAND REALTY
Central air
Homes for Sale Under $500K in Middletown NY
110 results
- 172 Mt Joy Road, Middletown, NY 10941
- 16 Woodland Road, Middletown, NY 10940
- 3 bds
- 1 ba
- 1,250 sqft
LISTING BY: HOWARD HANNA RAND REALTYThree bedroom seasonal ranch
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- 7 Allan Park Mews, Middletown, NY 10940
- 3 bds
- 2 ba
- 1,650 sqft
LISTING BY: CENTURY 21 FULL SERVICE REALTYPrice cut: $15,000 (8/18)
- 35 Lexington Way, Middletown, NY 10940
- 2 bds
- 3 ba
- 1,348 sqft
LISTING BY: KW HUDSON VALLEY UNITED2 days on Zillow
- 15 Old Anvil Lane, Middletown, NY 10940
- 3 bds
- 3 ba
- 1,692 sqft
LISTING BY: KW HUDSON VALLEY UNITEDBeautiful koi-pond
- 1 Hulse Street, Middletown, NY 10940
- 4 bds
- 3 ba
- 2,388 sqft
LISTING BY: HOMESMART HOMES & ESTATESFour spacious bedrooms
- 276 Spruce Road, Middletown, NY 10940
- 4 bds
- 3 ba
- 2,688 sqft
LISTING BY: KW HUDSON VALLEY UNITEDSpacious colonial
- 48-50 Mountain Avenue, Middletown, NY 10940
- 3 bds
- 2 ba
- 1,928 sqft
LISTING BY: KW HUDSON VALLEY UNITEDPrice cut: $5,000 (8/18)
- 26 Gardner Avenue, Middletown, NY 10940
- 2 bds
- 1 ba
- 992 sqft
LISTING BY: HOWARD HANNA RAND REALTY14 days on Zillow
- 18 Black Stallion Court, Middletown, NY 10940
- 3 bds
- 2 ba
- 1,188 sqft
LISTING BY: EREALTY ADVISORS, INCNew carpeting throughout
- 2195 Route 302, Circleville, NY 10919
- 2 bds
- 1 ba
- 1,058 sqft
LISTING BY: DIMATTEO REALTY LLCCentral air conditioning
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- 13 Forest Avenue, Middletown, NY 10940
- 3 bds
- 2 ba
- 1,748 sqft
LISTING BY: HUDSON VALLEY HOME CONNECTIONPrice cut: $19,000 (8/26)
- 12 Hidden Valley Drive, Middletown, NY 10941
- 2 bds
- 2 ba
- 1,152 sqft
LISTING BY: EPIQUE REALTYCentral air
- Price cut: $30,000 (8/12)
- 37 Lindentree Lane, Middletown, NY 10940
- 3 bds
- 3 ba
- 1,827 sqft
LISTING BY: KW HUDSON VALLEY UNITEDOpen airy floor plan
- 74 days on Zillow
- 195 Commonwealth Avenue, Middletown, NY 10940
- 3 bds
- 1 ba
- 1,176 sqft
LISTING BY: NEXLVL REAL ESTATE INC.17 days on Zillow
- 21 Harrison Street, Middletown, NY 10940
- 4 bds
- 2 ba
- 1,560 sqft
LISTING BY: KW HUDSON VALLEY UNITEDPrice cut: $10,000 (8/22)
- 14 Airport Road, Middletown, NY 10940
- 2 bds
- 1 ba
- 1,164 sqft
LISTING BY: KW HUDSON VALLEY UNITEDRear deck
- Tree house
- 57 Boorman Road, Middletown, NY 10940
- 3 bds
- 3 ba
- 2,074 sqft
LISTING BY: KW HUDSON VALLEY UNITEDWalk-out mostly finished basement
- 4 Kless Court, Middletown, NY 10940
- 3 bds
- 3 ba
- 2,097 sqft
LISTING BY: YOURHOMESOLD GUARANTEED REALTY29 days on Zillow
- 226 Concord Lane, Middletown, NY 10940
- 1 bd
- 1 ba
- 735 sqft
LISTING BY: KW HUDSON VALLEY UNITEDStainless lg appliances
- 101 N Beacon Street, Middletown, NY 10940
- 3 bds
- 2 ba
- 1,240 sqft
LISTING BY: KW HUDSON VALLEY UNITEDPrivate fenced-in yard
- 2 days on Zillow
- 81 Silver Lake Sctn Road, Middletown, NY 10940
- 3 bds
- 3 ba
- 1,660 sqft
LISTING BY: HOMESMART HOMES & ESTATES25 days on Zillow
- 17 Last Road, Middletown, NY 10941
- 3 bds
- 2 ba
- 1,663 sqft
LISTING BY: YOURHOMESOLD GUARANTEED REALTY172 days on Zillow
- 202 Concord Lane, Middletown, NY 10940
- 3 bds
- 3 ba
- 1,200 sqft
LISTING BY: HOWARD HANNA RAND REALTY79 days on Zillow
- 35 Pinto Road E, Middletown, NY 10941
- 2 bds
- 3 ba
- 1,851 sqft
LISTING BY: HOWARD HANNA RAND REALTYPrice cut: $5,000 (8/4)
- 15 Anthony Street, Middletown, NY 10940
- 2 bds
- 1 ba
- 689 sqft
LISTING BY: PREFERRED PROPERTIES REAL ESTAModern fixtures
- 66 Deer Ct Drive, Middletown, NY 10940
- 2 bds
- 2 ba
- 1,146 sqft
LISTING BY: KW HUDSON VALLEY UNITEDPrice cut: $7,000 (8/5)
- 6 Charlotte Mews, Middletown, NY 10940
- 3 bds
- 2 ba
- 1,413 sqft
LISTING BY: KW HUDSON VALLEY UNITED127 days on Zillow
- Modern finishes
- 394 Concord Lane, Middletown, NY 10940
- 1 bd
- 1 ba
- 735 sqft
LISTING BY: KELLER WILLIAMS REALTYPrice cut: $5,000 (8/13)
- 568 County Route 49 #2C, Middletown, NY 10940
- 3 bds
- 3 ba
- 1,593 sqft
LISTING BY: KW HUDSON VALLEY UNITEDThree generously sized bedrooms
- 187 Watkins Avenue, Middletown, NY 10940
- 3 bds
- 2 ba
- 1,545 sqft
REALHOME SERVICES AND SOLUTIONS INC240 days on Zillow
- Price cut: $18,000 (8/26)
- 722 Silver Lake Scotchtown Road, Middletown, NY 10940
- 3 bds
- 2 ba
- 1,280 sqft
LISTING BY: BHHS HUDSON VALLEY PROPERTIESPrice cut: $10,000 (8/24)
- 80 days on Zillow
- 12 Todd Drive, Middletown, NY 10941
- 3 bds
- 2 ba
- 1,799 sqft
LISTING BY: KW HUDSON VALLEY UNITED109 days on Zillow
- 58 Cobblestone Lane, Middletown, NY 10940
- 3 bds
- 3 ba
- 2,500 sqft
LISTING BY: HOWARD HANNA RAND REALTYOpen: Sun 12-2pm (8/30)
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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
IDX information © 2026 by the Hudson Valley Catskill Region MLS. All Rights Reserved. The data relating to real estate on this website comes in part from the IDX of the Hudson Valley Catskill Region MLS. Information is deemed reliable but is not guaranteed accurate by the MLS. 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 consumers may be interested in purchasing.
Based on information submitted to the MLS GRID as of 2026-08-29 21:43:10 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)
