- 3 bds
- 2 ba
- 1,344 sqft
Homes for Sale Under $500K in Middletown NY
64 results
- 239 Millsburg Road, Middletown, NY 10940LISTING BY: CRONIN & COMPANY REAL ESTATE
- 10 Renfrewshire Drive, Middletown, NY 10941
- 3 bds
- 2 ba
- 1,788 sqft
LISTING BY: CRONIN & COMPANY REAL ESTATE Loading...
- 29 Parsons Lane, Middletown, NY 10940
- 4 bds
- 1 ba
- 1,140 sqft
LISTING BY: RE/MAX DISTINGUISHED HMS.&PROP - 35 Lake Claire Drive, Middletown, NY 10940
- 2 bds
- 1 ba
- 742 sqft
LISTING BY: EREALTY ADVISORS, INC - 59 Meadow View Drive, Middletown, NY 10940
- 3 bds
- 3 ba
- 1,781 sqft
LISTING BY: KELLER WILLIAMS HUDSON VALLEY - 18-20 Bedford Avenue, Middletown, NY 10940
- 2 bds
- 1 ba
- 864 sqft
LISTING BY: KELLER WILLIAMS REALTY - 50 Brola Road, Middletown, NY 10940
- 3 bds
- 1 ba
- 1,196 sqft
LISTING BY: HOMESMART HOMES & ESTATES - 17 Ross Lane, Middletown, NY 10941
- 4 bds
- 3 ba
- 2,000 sqft
LISTING BY: BHHS HUDSON VALLEY PROPERTIES - 24 Rockwell Avenue, Middletown, NY 10940
- 3 bds
- 2 ba
- 1,363 sqft
LISTING BY: HOWARD HANNA RAND REALTY - 548 Dosen Road, Middletown, NY 10940
- 3 bds
- 1 ba
- 1,200 sqft
LISTING BY: REAL ESTATE CIRCUIT INC Loading...
- 79 Stern Scenic Drive, Middletown, NY 10940
- 3 bds
- 2 ba
- 1,500 sqft
LISTING BY: EXIT REALTY CONNECTIONS - 19 Putters Way #9, Middletown, NY 10940
- 2 bds
- 3 ba
- 1,337 sqft
LISTING BY: ACCESS REALTY TEAM INC - 60 Magnolia Park Road, Middletown, NY 10940
- 3 bds
- 3 ba
- 2,211 sqft
LISTING BY: REDFIN REAL ESTATE - 206 W Main Street, Middletown, NY 10940
- 4 bds
- 1 ba
- 1,248 sqft
LISTING BY: KELLER WILLIAMS HUDSON VALLEY - 11 Philcox Road, Middletown, NY 10940
- 2 bds
- 1 ba
- 802 sqft
LISTING BY: KELLER WILLIAMS HUDSON VALLEY - 42 Mayer Drive, Middletown, NY 10940
- 2 bds
- 2 ba
- 1,730 sqft
LISTING BY: RE/MAX BENCHMARK REALTY GROUP - 10 Wisner Avenue, Middletown, NY 10940
- 4 bds
- 1 ba
- 1,296 sqft
LISTING BY: HOWARD HANNA RAND REALTY - 51 S Shore Drive, Middletown, NY 10940
- 1 bd
- 1 ba
- 360 sqft
LISTING BY: EREALTY ADVISORS, INC - 529 5th Ave, Middletown, NY 10941
- 3 bds
- 2 ba
- 1,152 sqft
LISTING BY: CENTURY 21 FULL SERVICE REALTY - 57 Boorman Road, Middletown, NY 10940
- 3 bds
- 3 ba
- 2,074 sqft
LISTING BY: KELLER WILLIAMS HUDSON VALLEY - 32 Abraham Joseph Cir, Middletown, NY 10940
- 3 bds
- 2 ba
- 1,599 sqft
LISTING BY: LOMBARDO HOMES & ESTATES - 525 Bloomingburg Road, Middletown, NY 10940
- 3 bds
- 1 ba
- 1,616 sqft
LISTING BY: CHRISTIE'S INT. REAL ESTATE - 3 Arden Court, Middletown, NY 10940
- 3 bds
- 3 ba
- 2,427 sqft
LISTING BY: KELLER WILLIAMS REALTY - 238 Concord Lane, Middletown, NY 10940
- 2 bds
- 2 ba
- 924 sqft
LISTING BY: BHHS HUDSON VALLEY PROPERTIES - 47 Liberty Street, Middletown, NY 10940
- 3 bds
- 2 ba
- 1,232 sqft
LISTING BY: KELLER WILLIAMS HUDSON VALLEY - 37 California Avenue, Middletown, NY 10940
- 3 bds
- 2 ba
- 1,152 sqft
LISTING BY: KELLER WILLIAMS HUDSON VALLEY - 209 Deer Ct Drive, Middletown, NY 10940
- 2 bds
- 3 ba
- 1,473 sqft
LISTING BY: HOWARD HANNA RAND REALTY - 131 Meadow View Drive, Middletown, NY 10940
- 3 bds
- 3 ba
- 1,781 sqft
LISTING BY: HOWARD HANNA RAND REALTY - 10 Cyprus Drive, Middletown, NY 10940
- 2 bds
- 2 ba
- 1,612 sqft
LISTING BY: HOWARD HANNA RAND REALTY - 29 Howard Drive, Middletown, NY 10941
- 4 bds
- 2 ba
- 1,676 sqft
LISTING BY: HOMESMART HOMES & ESTATES - 64 Patio Road, Middletown, NY 10941
- 3 bds
- 2 ba
- 1,440 sqft
LISTING BY: KELLER WILLIAMS HUDSON VALLEY - 129 Concord Lane, Middletown, NY 10940
- 2 bds
- 2 ba
- 1,230 sqft
LISTING BY: KELLER WILLIAMS HUDSON VALLEY - 47 Brick Pond Road, Middletown, NY 10940
- 2 bds
- 2 ba
- 1,460 sqft
LISTING BY: KELLER WILLIAMS HUDSON VALLEY - 53 Cornwall Lane, Middletown, NY 10940
- 3 bds
- 4 ba
- 2,521 sqft
LISTING BY: KELLER WILLIAMS HUDSON VALLEY - 70 Linden Avenue, Middletown, NY 10940
- 3 bds
- 2 ba
- 1,340 sqft
LISTING BY: HOWARD HANNA RAND REALTY - 4 Kless Court, Middletown, NY 10940
- 3 bds
- 3 ba
- 2,097 sqft
LISTING BY: YOURHOMESOLD GUARANTEED REALTY - 91 Mountain Avenue, Middletown, NY 10940
- 3 bds
- 1 ba
- 892 sqft
LISTING BY: KELLER WILLIAMS HUDSON VALLEY - 326 Concord Lane, Middletown, NY 10940
- 2 bds
- 2 ba
- 924 sqft
LISTING BY: KELLER WILLIAMS HUDSON VALLEY

The data relating to real estate on this web site comes in part from the Internet Data Exchange (IDX) Program of the CNYIS, UNYREIS and WNYREIS. Real estate listings held by firms other than Zillow, Inc. are marked with the IDX logo and include the Listing Broker’s Firm Name. Listing Data last updated at 2026-04-13 04:20:44 PDT. Disclaimer: 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 Zillow, Inc. shall be responsible for any typographical errors, misinformation, misprints, and shall be held totally harmless. © 2026 CNYIS, UNYREIS, WNYREIS. All rights reserved.

Based on information submitted to the MLS GRID as of 2026-02-06 15:18:24 PST. 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)
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