- 3 bds
- 2 ba
- 1,240 sqft
LISTING BY: KELLER WILLIAMS HUDSON VALLEY
Price increase: $15,000 (2/26)
Homes for Sale Under $500K in Middletown NY
54 results
- 9 Genung Street, Middletown, NY 10940
- 32 Woodstock Lane, Middletown, NY 10941
- 3 bds
- 3 ba
- 2,198 sqft
LISTING BY: HUDSON VALLEY HOME CONNECTIONTons of light Loading...
- 21 Philcox Road, Middletown, NY 10940
- 3 bds
- 2 ba
- 1,314 sqft
LISTING BY: KELLER WILLIAMS HUDSON VALLEYFinished walk-out lower level - 71 Commonwealth Avenue, Middletown, NY 10940
- 3 bds
- 1 ba
- 1,344 sqft
LISTING BY: KELLER WILLIAMS HUDSON VALLEYPrice cut: $10,000 (2/9) - 21 High Ridge Lane #21, Middletown, NY 10940
- 3 bds
- 3 ba
- 2,084 sqft
LISTING BY: CURASI REALTY, INC.6 hours ago - 20 Dubois Street #18 1/2, Middletown, NY 10940
- 4 bds
- 2 ba
- 1,417 sqft
LISTING BY: KELLER WILLIAMS HUDSON VALLEYOn Market Mar 05 - 171 High Barney Road, Middletown, NY 10940
- 3 bds
- 2 ba
- 2,056 sqft
LISTING BY: HOMESMART HOMES & ESTATES3D Tour - 11 Philcox Road, Middletown, NY 10940
- 2 bds
- 1 ba
- 802 sqft
LISTING BY: KELLER WILLIAMS HUDSON VALLEYRecently updated - Plenty of additional parking
- Oversized windows
- 18 Jordan Lane, Middletown, NY 10940
- 3 bds
- 3 ba
- 1,345 sqft
LISTING BY: KELLER WILLIAMS HUDSON VALLEYTwo additional bedrooms Loading...
- 43 Woodside Knolls Drive, Middletown, NY 10940
- 3 bds
- 3 ba
- 2,521 sqft
LISTING BY: EXP REALTYFirst-floor half bath - 74 Pocatello Road, Middletown, NY 10940
- 3 bds
- 2 ba
- 1,736 sqft
LISTING BY: EICHNER REALTY GROUP INC.105 days on Zillow - 5 Mills Avenue, Middletown, NY 10940
- 3 bds
- 2 ba
- 1,160 sqft
LISTING BY: KELLER WILLIAMS REALTYPrice cut: $10,000 (2/20) - 9 Fairview Avenue, Middletown, NY 10940
- 3 bds
- 2 ba
- 1,056 sqft
LISTING BY: HOMESMART HOMES & ESTATES366 days on Zillow - 79 Stern Scenic Drive, Middletown, NY 10940
- 3 bds
- 2 ba
- 1,500 sqft
LISTING BY: EXIT REALTY CONNECTIONSModern touches - 7 days on Zillow
- Oversized windows
- 6 Eaton Court, Middletown, NY 10940
- 3 bds
- 2 ba
- 1,248 sqft
LISTING BY: KELLER WILLIAMS REALTY94 days on Zillow - 35 Lake Claire Drive, Middletown, NY 10940
- 2 bds
- 1 ba
- 742 sqft
LISTING BY: EREALTY ADVISORS, INCTwo bedrooms - 4 Kless Court, Middletown, NY 10940
- 3 bds
- 3 ba
- 2,097 sqft
LISTING BY: YOURHOMESOLD GUARANTEED REALTYOpen: Sat 1-3pm (2/28) - 53 Cornwall Lane, Middletown, NY 10940
- 3 bds
- 4 ba
- 2,521 sqft
LISTING BY: KELLER WILLIAMS HUDSON VALLEY12 hours ago - 238 Concord Lane, Middletown, NY 10940
- 2 bds
- 2 ba
- 924 sqft
LISTING BY: BHHS HUDSON VALLEY PROPERTIESModern appliances - 34 Hampton Court, Middletown, NY 10941
- 3 bds
- 2 ba
- 1,508 sqft
LISTING BY: CURASI REALTY, INC.Price cut: $25,000 (2/24) - 24 Edinburgh Road, Middletown, NY 10941
- 4 bds
- 2 ba
- 1,796 sqft
LISTING BY: RIVER REALTY SERVICES, INC.Level rear yard - 727 Route 17M, Middletown, NY 10940
- 1 bd
- 1 ba
- 1,088 sqft
LISTING BY: CRONIN & COMPANY REAL ESTATECozy fireplace - Modern finishes
- Open: Sat 12-2pm (2/28)
- 51 S Shore Drive, Middletown, NY 10940
- 1 bd
- 1 ba
- 360 sqft
LISTING BY: EREALTY ADVISORS, INCBrand-new oversized deck - 21 N Aspen Road, Middletown, NY 10940
- 3 bds
- 2 ba
- 1,528 sqft
LISTING BY: GREENE REALTY GROUPPrice cut: $9,100 (2/13) - 14 Kensington Way, Middletown, NY 10940
- 2 bds
- 2 ba
- 1,115 sqft
LISTING BY: KELLER WILLIAMS HUDSON VALLEYPrice cut: $10,000 (2/24) - 63 Blumel Road, Middletown, NY 10941
- 4 bds
- 3 ba
- 1,960 sqft
LISTING BY: KELLER WILLIAMS REALTY68 days on Zillow - 65 Monhagen Avenue, Middletown, NY 10940
- 3 bds
- 3 ba
- 930 sqft
LISTING BY: KELLER WILLIAMS HUDSON VALLEYDetached garage - Parking off the street
- 49 Woodside Knolls Drive, Middletown, NY 10940
- 3 bds
- 4 ba
- 2,521 sqft
LISTING BY: Q HOME SALESBasketball court - 227 Deer Ct Drive, Middletown, NY 10940
- 3 bds
- 3 ba
- 1,919 sqft
LISTING BY: KELLER WILLIAMS HUDSON VALLEYAttached one-car garage - 529 5th Ave, Middletown, NY 10941
- 3 bds
- 2 ba
- 1,152 sqft
LISTING BY: CENTURY 21 FULL SERVICE REALTYUpgraded en-suite bathroom - 29 Howard Drive, Middletown, NY 10941
- 4 bds
- 2 ba
- 1,676 sqft
LISTING BY: HOMESMART HOMES & ESTATESDining room - 366 Concord Lane, Middletown, NY 10940
- 2 bds
- 2 ba
- 1,000 sqft
LISTING BY: MORE AND MORE REAL ESTATEPlenty of parking - 551 5th Avenue, Middletown, NY 10941
- 3 bds
- 2 ba
- 1,344 sqft
LISTING BY: KELLER WILLIAMS HUDSON VALLEYOne level living - 56 days on Zillow
to get email alerts when listings hit the market.
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 2026-02-06 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)
