- 3 bds
- 3 ba
- 2,128 sqft
LISTING BY: HOWARD HANNA RAND REALTY
Homes for Sale in Middletown NY with Garage
124 results
- 5 Pilgrim Corners Road, Middletown, NY 10940
Showcase - 200 Mt Orange Road, Middletown, NY 10940
- 4 bds
- 4 ba
- 3,432 sqft
LISTING BY: HUDSON VALLEY GRIFFITH14 days on Zillow
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- 542 Dosen Road, Middletown, NY 10940
- 2 bds
- 1 ba
- 826 sqft
LISTING BY: KELLER WILLIAMS REALTYDetached garage
- 4 Thistle Lane, Middletown, NY 10940
- 4 bds
- 3 ba
- 2,848 sqft
LISTING BY: HOWARD HANNA RAND REALTYShowcase 
- Flexible loft
- 4 Francis Drive, Middletown, NY 10940
- 4 bds
- 2 ba
- 2,188 sqft
LISTING BY: KELLER WILLIAMS REALTYOn Market Oct 15
- 311 Howells Road, Middletown, NY 10940
- 3 bds
- 1 ba
- 1,188 sqft
LISTING BY: HOWARD HANNA RAND REALTYOpen: Thu 4-6pm (10/15)
- 155 Sands Road, Middletown, NY 10941
- 4 bds
- 2 ba
- 2,258 sqft
LISTING BY: RE/MAX BENCHMARK REALTY GROUPChalet-style home
- 21 Old Timers Road, Middletown, NY 10940
- 3 bds
- 2 ba
- 1,440 sqft
LISTING BY: HOWARD HANNA RAND REALTYFinished lower level
- 118 Ridge Drive, Middletown, NY 10940
- 4 bds
- 3 ba
- 3,064 sqft
LISTING BY: RE/MAX BENCHMARK REALTY GROUPPrice cut: $90,000 (10/11)
- 56 Scott Drive, Middletown, NY 10941
- 3 bds
- 2 ba
- 1,732 sqft
LISTING BY: KELLER WILLIAMS REALTYOn Market Oct 16
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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)
- 22 days on Zillow
- 159 Wawayanda Avenue, Middletown, NY 10940
- 3 bds
- 2 ba
- 1,352 sqft
LISTING BY: CRONIN & COMPANY REAL ESTATEThree generously sized bedrooms
- 18 Pine Street, Middletown, NY 10940
- 3 bds
- 2 ba
- 1,508 sqft
LISTING BY: HOWARD HANNA RAND REALTY1 hour ago
- 65 Maureen Drive, Middletown, NY 10940
- 3 bds
- 3 ba
- 2,200 sqft
LISTING BY: CRONIN & COMPANY REAL ESTATEPrivate backyard oasis
- 179 Reservoir Road, Middletown, NY 10940
- 3 bds
- 2 ba
- 3,080 sqft
LISTING BY: KW HUDSON VALLEY UNITEDPrivate sand beach
- 6 Beverly Road, Middletown, NY 10940
- 4 bds
- 3 ba
- 2,520 sqft
LISTING BY: HOMESMART HOMES & ESTATESTwo-car attached garage
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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. - 22 Camp Orange Road, Middletown, NY 10941
- 4 bds
- 2 ba
- 3,280 sqft
LISTING BY: WEICHERT REALTORSOversized windows
- 243 Howells Turnpike, Middletown, NY 10940
- 2 bds
- 1 ba
- 960 sqft
LISTING BY: HOMESMART HOMES & ESTATES18 days on Zillow
- 32 Woodstock Lane, Middletown, NY 10941
- 3 bds
- 3 ba
- 2,198 sqft
LISTING BY: HUDSON VALLEY HOME CONNECTIONTons of light
- 50 Scott Drive, Middletown, NY 10941
- 4 bds
- 2 ba
- 1,796 sqft
LISTING BY: KW HUDSON VALLEY UNITEDExpansive backyard
- Beautiful outdoor space
- 30 Chestnut Avenue, Middletown, NY 10940
- 3 bds
- 2 ba
- 1,316 sqft
LISTING BY: CORCORAN BAER & MCINTOSHPrice cut: $10,000 (9/17)
- 411 Mt Joy Road, Middletown, NY 10941
- 4 bds
- 3 ba
- 3,296 sqft
LISTING BY: KW HUDSON VALLEY UNITEDCozy fireplace
- 45 Brola Road, Middletown, NY 10940
- 3 bds
- 3 ba
- 1,966 sqft
LISTING BY: KELLER WILLIAMS REALTYCozy wood-burning fireplace
- 960 Mt Hope Road, Middletown, NY 10940
- 4 bds
- 1 ba
- 1,306 sqft
LISTING BY: HANSON REAL ESTATE PARTNERSNewer roof
- 112 Elise Drive, Middletown, NY 10941
- 4 bds
- 3 ba
- 3,217 sqft
LISTING BY: KELLER WILLIAMS REALTY3D Tour 
- 19 Davidge Road, Middletown, NY 10940
- 4 bds
- 4 ba
- 2,298 sqft
LISTING BY: KW HUDSON VALLEY UNITEDCozy gas fireplace
- 2195 Route 302, Circleville, NY 10919
- 2 bds
- 1 ba
- 1,058 sqft
LISTING BY: DIMATTEO REALTY LLCPrice cut: $14,000 (10/12)
- 13 Old Anvil Lane, Middletown, NY 10940
- 3 bds
- 3 ba
- 1,692 sqft
LISTING BY: HOWARD HANNA RAND REALTY34 days on Zillow
- 32 Tarbell Road, Bloomingburg, NY 12721
- 2 bds
- 1 ba
- 1,131 sqft
LISTING BY: KW HUDSON VALLEY UNITEDPrice cut: $14,901 (10/8)
- 15 Randall Heights, Middletown, NY 10940
- 3 bds
- 3 ba
- 1,976 sqft
LISTING BY: KW HUDSON VALLEY UNITEDNice level backyard
- 1040 Route 211 W, Middletown, NY 10940
- 3 bds
- 2 ba
- 960 sqft
LISTING BY: KELLER WILLIAMS REALTY13 days on Zillow
- 12 Westminister Drive, Middletown, NY 10940
- 4 bds
- 3 ba
- 1,848 sqft
LISTING BY: CENTURY 21 FULL SERVICE REALTYPrivate driveway
- 441 Scotchtown Collabar Road, Middletown, NY 10941
- 4 bds
- 3 ba
- 2,787 sqft
LISTING BY: ELLIS SOTHEBY'S INTL REALTYOpen: Sun 1-3pm (10/18)
- 5 days on Zillow
- 354 Mt Joy Road, Middletown, NY 10941
- 3 bds
- 3 ba
- 3,006 sqft
LISTING BY: FIELD POINTE REALTY LLCSuperior finishes
- 11 Gardner Avenue, Middletown, NY 10940
- 3 bds
- 3 ba
- 1,676 sqft
LISTING BY: KW HUDSON VALLEY UNITEDEnclosed backyard
- 5 Decker Drive, Middletown, NY 10940
- 3 bds
- 3 ba
- 2,481 sqft
LISTING BY: RE/MAX BENCHMARK REALTY GROUPPrice cut: $21,000 (9/15)
- 481 Dosen Road, Middletown, NY 10940
- 3 bds
- 3 ba
- 1,680 sqft
LISTING BY: HOWARD HANNA RAND REALTYModern comfort
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Based on information submitted to the MLS GRID as of 2026-10-14 07:58:21 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)
