- 2 bds
- 1 ba
- 960 sqft
LISTING BY: HOMESMART HOMES & ESTATES
32 days on Zillow
Middletown NY Luxury Homes
232 results
- 243 Howells Turnpike, Middletown, NY 10940
- County Hwy 60, Otisville, NY 10940
- 47.9 acres lot
LISTING BY: KELLER WILLIAMS REALTY1244 days on Zillow
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- 568 County Route 49 #2C, Middletown, NY 10940
- 3 bds
- 3 ba
- 1,593 sqft
LISTING BY: KW HUDSON VALLEY UNITEDPrice cut: $900 (10/7)
- 83 Deer Ct Drive, Middletown, NY 10940
- 3 bds
- 3 ba
- 1,919 sqft
LISTING BY: KW HUDSON VALLEY UNITEDPrice cut: $4,000 (10/23)
- 21 Harrison Street, Middletown, NY 10940
- 4 bds
- 2 ba
- 1,560 sqft
LISTING BY: KW HUDSON VALLEY UNITEDPrice cut: $24,900 (10/5)
- 23 Bonnell Street, Middletown, NY 10940
- 3 bds
- 2 ba
- -- sqft
LISTING BY: HOWARD HANNA RAND REALTY82 days on Zillow
- 19 Putters Way #9, Middletown, NY 10940
- 2 bds
- 3 ba
- 1,337 sqft
LISTING BY: RE/MAX BENCHMARK REALTY GROUPCommunity pool
- 16 days on Zillow
- 21 Old Timers Road, Middletown, NY 10940
- 3 bds
- 2 ba
- 1,440 sqft
LISTING BY: HOWARD HANNA RAND REALTYFinished lower level
- 17 Lake Ridge Drive, Middletown, NY 10940
- 2 bds
- 2 ba
- 1,272 sqft
LISTING BY: ARC REALTY 1 IN SALESFull finished walkout basement
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- 19 Putters Way #6, Middletown, NY 10940
- 2 bds
- 3 ba
- 1,337 sqft
LISTING BY: KW HUDSON VALLEY UNITEDPrice cut: $10,000 (10/8)
- 6-8 Forest Avenue, Middletown, NY 10940
- 3 bds
- 3 ba
- 1,252 sqft
LISTING BY: HUDSON PREMIUM REALTYFlexible living spaces
- 17 Last Road, Middletown, NY 10941
- 3 bds
- 2 ba
- 1,663 sqft
LISTING BY: YOURHOMESOLD GUARANTEED REALTYPrice cut: $14,995 (10/27)
- 30 Reservoir Road, Middletown, NY 10940
- 3 bds
- 1 ba
- 1,072 sqft
LISTING BY: REAL ESTATE CIRCUIT INCPrice cut: $14,999 (10/28)
- 11 Gardner Avenue, Middletown, NY 10940
- 3 bds
- 3 ba
- 1,676 sqft
LISTING BY: KW HUDSON VALLEY UNITEDEnclosed backyard
- 13 Mermaid Road, Middletown, NY 10940
- 4 bds
- 3 ba
- 2,180 sqft
LISTING BY: KELLER WILLIAMS REALTYOpen: Sat 10am-12pm (10/31)
- 67 Cottage Street, Middletown, NY 10940
- 3 bds
- 2 ba
- 1,728 sqft
LISTING BY: KELLER WILLIAMS REALTY GROUP10 days on Zillow
- 145 days on Zillow
- 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)
- 138 Prospect Avenue, Middletown, NY 10940
- 2 bds
- 1 ba
- 1,422 sqft
LISTING BY: HOWARD HANNA RAND REALTYOpen: Sun 11am-1pm (11/1)
- 3 Moriah Lane, Middletown, NY 10940
- 3 bds
- 2 ba
- 1,922 sqft
LISTING BY: HOMESMART HOMES & ESTATESTucked away
- 926 Route 17M, Middletown, NY 10940
- 3 bds
- 2 ba
- 1,088 sqft
LISTING BY: KW HUDSON VALLEY UNITEDOn Market Nov 06
- 34 Chaucer Court, Middletown, NY 10941
- 3 bds
- 2 ba
- 1,428 sqft
LISTING BY: DIAMOND QUALITY REAL ESTATE19 days on Zillow
- 8 Silo Lane, Middletown, NY 10940
- 3 bds
- 3 ba
- 1,692 sqft
LISTING BY: RE/MAX BENCHMARK REALTY GROUPModern updates
- 6 Charlotte Mews, Middletown, NY 10940
- 3 bds
- 2 ba
- 1,413 sqft
LISTING BY: KW HUDSON VALLEY UNITED43 days on Zillow
- Beautiful outdoor space
- 47 Wickham Avenue #45, Middletown, NY 10940
- 3 bds
- 1 ba
- 1,478 sqft
LISTING BY: HOWARD HANNA RAND REALTYCentral air conditioning
- 39 California Avenue, Middletown, NY 10940
- 4 bds
- 1 ba
- 1,204 sqft
LISTING BY: DALTON WADE REAL ESTATE GROUPSpacious backyard
- 2 Durham Court, Middletown, NY 10940
- 2 bds
- 3 ba
- 1,241 sqft
LISTING BY: RELIABLE REALTY GROUPPrivate backyard patio
- Clean comfortable layout
- 202 Concord Lane, Middletown, NY 10940
- 3 bds
- 3 ba
- 1,200 sqft
LISTING BY: HOWARD HANNA RAND REALTY138 days on Zillow
- 15 Kendal Lane, Middletown, NY 10940
- 2 bds
- 3 ba
- 1,241 sqft
LISTING BY: KW HUDSON VALLEY UNITEDSpacious second bedroom
- 2195 Route 302, Circleville, NY 10919
- 2 bds
- 1 ba
- 1,058 sqft
LISTING BY: DIMATTEO REALTY LLCPrice cut: $14,000 (10/12)
- 13 Benton Avenue, Middletown, NY 10940
- -- bds
- -- ba
- 1,450 sqft
LISTING BY: HOWARD HANNA RAND REALTYOffice space
- 23 Little Avenue, Middletown, NY 10940
- 3 bds
- 2 ba
- 1,543 sqft
LISTING BY: KW HUDSON VALLEY UNITEDPrivate parking
- 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)
- Gas fireplace
- 5 Kendal Lane, Middletown, NY 10940
- 2 bds
- 3 ba
- 1,241 sqft
LISTING BY: KW HUDSON VALLEY UNITEDBright open floor plan
- 62 days on Zillow
- 19 days on Zillow
- 5 Sayer Lane, Middletown, NY 10940
- 3 bds
- 2 ba
- 1,080 sqft
LISTING BY: HOWARD HANNA RAND REALTYShowcase 
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Based on information submitted to the MLS GRID as of 2026-10-28 05:33:18 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)
