- 3 bds
- 2 ba
- 1,451 sqft
LISTING BY: RE/MAX BENCHMARK REALTY GROUP
Original details
Homes for Sale Under $500K in Middletown NY
133 results
- 721 Goshen Turnpike, Circleville, NY 10919
- 21 Old Timers Road, Middletown, NY 10940
- 3 bds
- 2 ba
- 1,440 sqft
LISTING BY: HOWARD HANNA RAND REALTYFinished lower level
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- 10 Harvest Hill Lane, Middletown, NY 10940
- 5 bds
- 3 ba
- 2,200 sqft
LISTING BY: KW HUDSON VALLEY UNITED1 hour ago
- 13 Mermaid Road, Middletown, NY 10940
- 4 bds
- 3 ba
- 2,180 sqft
LISTING BY: KELLER WILLIAMS REALTYOpen: Sat 10am-12pm (10/31)
- 37 days on Zillow
- 26 Crane Road, Middletown, NY 10941
- 3 bds
- 2 ba
- 1,580 sqft
LISTING BY: CRONIN & COMPANY REAL ESTATEStunning renovated kitchen
- 39 California Avenue, Middletown, NY 10940
- 4 bds
- 1 ba
- 1,204 sqft
LISTING BY: DALTON WADE REAL ESTATE GROUPSpacious backyard
- 8 Parsons Lane, Middletown, NY 10940
- 3 bds
- 2 ba
- 1,365 sqft
LISTING BY: KW HUDSON VALLEY UNITEDOn Market Oct 31
- 4 Thistle Lane, Middletown, NY 10940
- 4 bds
- 3 ba
- 2,848 sqft
LISTING BY: HOWARD HANNA RAND REALTYShowcase 
- 23 Marcy Lane, Middletown, NY 10941
- 4 bds
- 2 ba
- 1,732 sqft
LISTING BY: KELLER WILLIAMS REALTY GROUPModern finishes
- 5 Oak Ridge Road, Middletown, NY 10940
- 4 bds
- 3 ba
- 2,392 sqft
LISTING BY: REDFIN REAL ESTATEAttached two-car garage
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- 122 Castle High Road, Middletown, NY 10940
- 3 bds
- 1 ba
- 1,830 sqft
LISTING BY: CURASI REALTY, INC.Price cut: $24,001 (10/7)
- 5 Sayer Lane, Middletown, NY 10940
- 3 bds
- 2 ba
- 1,080 sqft
LISTING BY: HOWARD HANNA RAND REALTYShowcase 
- 13 S Shore Drive, Middletown, NY 10940
- 4 bds
- 3 ba
- 2,544 sqft
LISTING BY: HOWARD HANNA RAND REALTYModern interior finishes
- 13 Old Anvil Lane, Middletown, NY 10940
- 3 bds
- 3 ba
- 1,692 sqft
LISTING BY: HOWARD HANNA RAND REALTYPrice cut: $10,000 (10/19)
- 79 Stern Scenic Drive, Middletown, NY 10940
- 3 bds
- 2 ba
- 1,500 sqft
LISTING BY: EXIT REALTY CONNECTIONSModern touches
- 926 Route 17M, Middletown, NY 10940
- 3 bds
- 2 ba
- 1,088 sqft
LISTING BY: KW HUDSON VALLEY UNITEDOn Market Nov 06
- Price cut: $24,000 (10/20)
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Help others discover what makes this area unique.
Fill out a short survey to help others know what it's like to live here. - 32 Abraham Joseph Cir #32, Middletown, NY 10940
- 3 bds
- 2 ba
- 1,232 sqft
LISTING BY: ELLIOTT AND POMEROY INC, Mary Hovanec. Listing provided by NY State MLS18 days on Zillow
- 13 Birch Street, Middletown, NY 10940
- 2 bds
- 1 ba
- 432 sqft
LISTING BY: PICTURE IT SOLD, LLCStone wall
- 159 Wawayanda Avenue, Middletown, NY 10940
- 3 bds
- 2 ba
- 1,352 sqft
LISTING BY: CRONIN & COMPANY REAL ESTATEThree generously sized bedrooms
- 23 Little Avenue, Middletown, NY 10940
- 3 bds
- 2 ba
- 1,543 sqft
LISTING BY: KW HUDSON VALLEY UNITEDPrivate parking
- 95 Silver Lake Sctn Road, Middletown, NY 10940
- 3 bds
- 2 ba
- 1,753 sqft
LISTING BY: EXP REALTYPrice cut: $20,000 (10/14)
- Modern finishes
- 243 Howells Turnpike, Middletown, NY 10940
- 2 bds
- 1 ba
- 960 sqft
LISTING BY: HOMESMART HOMES & ESTATES33 days on Zillow
- 542 Dosen Road, Middletown, NY 10940
- 2 bds
- 1 ba
- 826 sqft
LISTING BY: KELLER WILLIAMS REALTYDetached garage
- 35 Lake Claire Drive, Middletown, NY 10940
- 2 bds
- 1 ba
- 742 sqft
LISTING BY: EREALTY ADVISORS, INCTwo bedrooms
- 4 Francis Drive, Middletown, NY 10940
- 4 bds
- 2 ba
- 2,188 sqft
LISTING BY: KELLER WILLIAMS REALTY17 days on Zillow
- 256 Cottage Street, Middletown, NY 10940
- 3 bds
- 1 ba
- 860 sqft
LISTING BY: KW HUDSON VALLEY UNITEDPrice cut: $5,000 (10/19)
- 33 Roosevelt Avenue, Middletown, NY 10940
- 2 bds
- 1 ba
- 848 sqft
LISTING BY: BHG REAL ESTATE GREEN TEAMFunctional floor plan
- 143 Prospect Avenue, Middletown, NY 10940
- 3 bds
- 2 ba
- 1,547 sqft
LISTING BY: RIVER REALTY SERVICES, INC.Detached garage
- 21 Willow Place, Middletown, NY 10940
- 3 bds
- 1 ba
- 1,032 sqft
LISTING BY: EREALTY ADVISORS, INCOpen: Sun 1-2pm (11/1)
- 13 Jimal Drive, Middletown, NY 10940
- 3 bds
- 3 ba
- 1,245 sqft
LISTING BY: HUDSON PREMIUM REALTYPrice cut: $17,900 (10/19)
- 65 Maureen Drive, Middletown, NY 10940
- 3 bds
- 2 ba
- 2,200 sqft
LISTING BY: CRONIN & COMPANY REAL ESTATEPrivate backyard oasis
- 2 Durham Court, Middletown, NY 10940
- 2 bds
- 3 ba
- 1,241 sqft
LISTING BY: RELIABLE REALTY GROUPPrivate backyard patio
- 56 Scott Drive, Middletown, NY 10941
- 3 bds
- 2 ba
- 1,732 sqft
LISTING BY: KELLER WILLIAMS REALTY18 days on Zillow
- 7 Allan Park Mews, Middletown, NY 10940
- 3 bds
- 2 ba
- 1,650 sqft
LISTING BY: CENTURY 21 FULL SERVICE REALTYPrice cut: $20,000 (10/20)
- 311 Howells Road, Middletown, NY 10940
- 3 bds
- 1 ba
- 1,188 sqft
LISTING BY: HOWARD HANNA RAND REALTY18 days on Zillow
- 14 Airport Road, Middletown, NY 10940
- 2 bds
- 1 ba
- 1,164 sqft
LISTING BY: KW HUDSON VALLEY UNITEDRear deck
- 34 Chaucer Court, Middletown, NY 10941
- 3 bds
- 2 ba
- 1,428 sqft
LISTING BY: DIAMOND QUALITY REAL ESTATE19 days on Zillow
- 61 Maureen Drive, Middletown, NY 10940
- 4 bds
- 2 ba
- 1,932 sqft
LISTING BY: HOMES BY YARA REALTY GROUP LLCPerfect for a dog
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Based on information submitted to the MLS GRID as of 2026-10-28 11:48:19 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)
