- 5 bds
- 2 ba
- 2,092 sqft
LISTING BY: KELLER WILLIAMS REALTY
365 days on Zillow
Middletown NY Luxury Homes
206 results
- 40 Camp Orange Rd, Middletown, NY 10941
- Shawangunk Road, Middletown, NY 10940
- 136.96 acres lot
LISTING BY: HOWARD HANNA RAND REALTY2 days on Zillow
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- 704 Mountain Road, Middletown, NY 10940
- 3 bds
- 4 ba
- 3,108 sqft
LISTING BY: COMPASS GREATER NY, LLCShowcase 
- 3 Bristol Drive, Middletown, NY 10941
- 5 bds
- 9 ba
- 7,794 sqft
LISTING BY: ALL AMERICAN REALTY MANAGEMENTPrice cut: $20,000 (9/2)
- 32 Gibbs Court, Middletown, NY 10940
- 7.5 acres lot
LISTING BY: BERKSHIRE HATHAWAY HS NE PROP.268 days on Zillow
- 430 Kirbytown Road, Middletown, NY 10940
- 4 bds
- 3 ba
- 2,774 sqft
LISTING BY: ARC REALTY 1 IN SALESOne level living
- Modernized interiors
- 686 Route 17M, Middletown, NY 10940
- 20.1 acres lot
LISTING BY: JOSEPH BARATTA COMPANY REALTY3 days on Zillow
- 289 Pine Grove Road, Middletown, NY 10940
- 4 bds
- 4 ba
- 5,360 sqft
LISTING BY: CURASI REALTY, INC.Open: Sun 12-3pm (9/13)
- 795 days on Zillow
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- Hill Road, Middletown, NY 10941
- 62.7 acres lot
LISTING BY: ALL AMERICAN REALTY MANAGEMENT744 days on Zillow
- 3 Andrea Court, Goshen, NY 10924
- 3 bds
- 4 ba
- 5,069 sqft
LISTING BY: CRONIN & COMPANY REAL ESTATEPrice cut: $150,000 (8/24)
- 5-7 Blanchard Street, Middletown, NY 10940
- 6 bds
- 6 ba
- 4,480 sqft
LISTING BY: HOWARD HANNA RAND REALTYPrice cut: $30,000 (9/9)
- 441 Scotchtown Collabar Road, Middletown, NY 10941
- 4 bds
- 3 ba
- 2,787 sqft
LISTING BY: ELLIS SOTHEBY'S INTL REALTYPrice cut: $71,500 (9/5)
- 2096 Route 6, Middletown, NY 10940
- 5 bds
- 4 ba
- 3,820 sqft
LISTING BY: S M TARGET REALTY, LLCBeautifully renovated
- 255 Howells Road, Middletown, NY 10940
- 5 bds
- 5 ba
- 4,200 sqft
LISTING BY: KW HUDSON VALLEY UNITEDVersatile structures
- 19-21 Lincoln Terrace #19, Middletown, NY 10940
- 4 bds
- 4 ba
- 3,699 sqft
LISTING BY: RE/MAX BENCHMARK REALTY GROUPIn-ground pool
- 241 Midland Lake Road, Middletown, NY 10941
- 4 bds
- 3 ba
- 2,862 sqft
LISTING BY: HOWARD HANNA RAND REALTYModern living space
- 238 S Centerville Road, Middletown, NY 10940
- 5 bds
- 3 ba
- 3,764 sqft
LISTING BY: BHG REAL ESTATE GREEN TEAMThree fireplaces
- 26 Winters Lane, Middletown, NY 10940
- 5 bds
- 3 ba
- 2,912 sqft
LISTING BY: BH&G R E REALTY CONNECTFirst floor laundry room
- Private office
- 411 Mt Joy Road, Middletown, NY 10941
- 4 bds
- 3 ba
- 3,296 sqft
LISTING BY: KW HUDSON VALLEY UNITEDPrice cut: $51,000 (8/24)
- 176 days on Zillow
- 34 Stapleton Court, Middletown, NY 10940
- 4 bds
- 3 ba
- 3,276 sqft
LISTING BY: HOWARD HANNA RAND REALTYHeated inground pool
- 158 Reiss Road, Middletown, NY 10940
- 4 bds
- 3 ba
- 3,958 sqft
LISTING BY: HOWARD HANNA RAND REALTYPrice cut: $10,000 (8/30)
- 118 Ridge Drive, Middletown, NY 10940
- 4 bds
- 3 ba
- 3,064 sqft
LISTING BY: RE/MAX BENCHMARK REALTY GROUPClassic brick facade
- 512 County Route 49, Middletown, NY 10940
- 4 bds
- 3 ba
- 2,906 sqft
LISTING BY: KW HUDSON VALLEY UNITEDModern light fixtures
- 130 Apple Lane Drive, Middletown, NY 10940
- 4 bds
- 3 ba
- 2,646 sqft
LISTING BY: DOUGLAS ELLIMAN REAL ESTATEShowcase 
- 80 Susan Lane, Circleville, NY 10919
- 5 bds
- 4 ba
- 3,214 sqft
LISTING BY: HOWARD HANNA RAND REALTYPellet stove
- 210 Howells Turnpike, Middletown, NY 10940
- 4 bds
- 3 ba
- 2,733 sqft
LISTING BY: CENTURY 21 ELITE REALTYPrice cut: $26,000 (8/19)
- 473 Ingrassia Road, Middletown, NY 10940
- 4 bds
- 3 ba
- 2,572 sqft
LISTING BY: HOWARD HANNA RAND REALTYPrice cut: $60,000 (9/9)
- TBD Kirbytown Road, Middletown, NY 10940
- 4 bds
- 3 ba
- 2,174 sqft
LISTING BY: REALTY PROMOTIONS INCCozy fireplace
- Spacious bedrooms
- 571 Route 17M, Middletown, NY 10940
- 4 bds
- 4 ba
- 3,340 sqft
LISTING BY: BHG REAL ESTATE GREEN TEAMCozy wood-burning fireplace
- 151 Bowser Road, Middletown, NY 10940
- 3 bds
- 3 ba
- 2,646 sqft
LISTING BY: KW HUDSON VALLEY UNITEDOpen: Sat 2-4pm (9/12)
- Price cut: $20,000 (9/9)
- 168 Pine Grove Road, Middletown, NY 10940
- 3 bds
- 3 ba
- 2,284 sqft
LISTING BY: PANORAMA REALTYPrice cut: $10,000 (8/30)
- 2467 Route 302, Middletown, NY 10941
- 6 bds
- 4 ba
- 2,040 sqft
LISTING BY: EREALTY ADVISORS, INC155 days on Zillow
- TBD Eatontown Road, Greenville, NY 10940
- 137.3 acres lot
LISTING BY: KELLER WILLIAMS REALTY252 days on Zillow
- 58 Burnt Corners Road, Middletown, NY 10940
- 3 bds
- 3 ba
- 2,470 sqft
LISTING BY: BHG REAL ESTATE GREEN TEAMCozy fireplace
- Fully finished lower-level suite
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Based on information submitted to the MLS GRID as of 2026-09-11 15:33:10 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)
