- 5 bds
- 2 ba
- 2,092 sqft
LISTING BY: KELLER WILLIAMS REALTY
385 days on Zillow
Middletown NY Luxury Homes
200 results
- 40 Camp Orange Rd, Middletown, NY 10941
- Shawangunk Road, Middletown, NY 10940
- 136.96 acres lot
LISTING BY: HOWARD HANNA RAND REALTY22 days on Zillow
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- 120 Shaw Road, Middletown, NY 10941
- 2 bds
- 2 ba
- 1,280 sqft
LISTING BY: STONEWALL REALTY GROUP LLCSubstantial barn complex
- 704 Mountain Road, Middletown, NY 10940
- 3 bds
- 4 ba
- 3,108 sqft
LISTING BY: COMPASS GREATER NY, LLCOpen: Sun 11am-1pm (10/4)
- 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.288 days on Zillow
- 375 Blumel Rd, Middletown, NY 10941
- 4 bds
- 4 ba
- 5,600 sqft
LISTING BY: ZORA REI, Keegan Rehill. Listing provided by NY State MLSModernized interiors
- 686 Route 17M, Middletown, NY 10940
- 20.1 acres lot
LISTING BY: JOSEPH BARATTA COMPANY REALTY23 days on Zillow
- 289 Pine Grove Road, Middletown, NY 10940
- 4 bds
- 4 ba
- 5,360 sqft
LISTING BY: CURASI REALTY, INC.23 days on Zillow
- 815 days on Zillow
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- Hill Road, Middletown, NY 10941
- 62.7 acres lot
LISTING BY: ALL AMERICAN REALTY MANAGEMENT763 days on Zillow
- 393 North Street, Middletown, NY 10940
- 8 bds
- 4 ba
- 3,698 sqft
LISTING BY: RE/MAX BENCHMARK REALTY GROUPFive-bay garage
- 194 White Bridge Road, Middletown, NY 10940
- 3 bds
- 4 ba
- 2,340 sqft
LISTING BY: ELLIS SOTHEBY'S INTL REALTYFloor-to-ceiling windows
- 441 Scotchtown Collabar Road, Middletown, NY 10941
- 4 bds
- 3 ba
- 2,787 sqft
LISTING BY: ELLIS SOTHEBY'S INTL REALTYOpen: Sun 1-3pm (10/11)
- 2096 Route 6, Middletown, NY 10940
- 5 bds
- 4 ba
- 3,820 sqft
LISTING BY: S M TARGET REALTY, LLCBeautifully renovated
- 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
- 112 Elise Drive, Middletown, NY 10941
- 4 bds
- 3 ba
- 3,217 sqft
LISTING BY: KELLER WILLIAMS REALTY3D Tour 
- 238 S Centerville Road, Middletown, NY 10940
- 5 bds
- 3 ba
- 3,764 sqft
LISTING BY: BHG REAL ESTATE GREEN TEAMPrice cut: $5,000 (9/16)
- 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 UNITEDCozy fireplace
- 76 Winters Lane, Middletown, NY 10940
- 4 bds
- 4 ba
- 2,696 sqft
LISTING BY: PARCEL REALTY LLCRear deck
- 158 Reiss Road, Middletown, NY 10940
- 4 bds
- 3 ba
- 3,958 sqft
LISTING BY: HOWARD HANNA RAND REALTYOpen: Sat 12-2pm (10/3)
- 118 Ridge Drive, Middletown, NY 10940
- 4 bds
- 3 ba
- 3,064 sqft
LISTING BY: RE/MAX BENCHMARK REALTY GROUPClassic brick facade
- 29 Orange Terrace #29, Middletown, NY 10940
- 3 bds
- 3 ba
- 1,981 sqft
LISTING BY: PREFERRED PROPERTIES REAL ESTAModern functionality
- 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 REALTYCentral air
- 337 Kirbytown Road, Middletown, NY 10940
- 4 bds
- 3 ba
- 2,378 sqft
LISTING BY: REALTY PROMOTIONS INC204 days on Zillow
- 473 Ingrassia Road, Middletown, NY 10940
- 4 bds
- 3 ba
- 2,572 sqft
LISTING BY: HOWARD HANNA RAND REALTYPrice cut: $1 (9/29)
- 571 Route 17M, Middletown, NY 10940
- 4 bds
- 4 ba
- 3,340 sqft
LISTING BY: BHG REAL ESTATE GREEN TEAMCozy wood-burning fireplace
- Kirbytown Road, Middletown, NY 10940
- 174.4 acres lot
LISTING BY: KELLER WILLIAMS REALTY1217 days on Zillow
- 151 Bowser Road, Middletown, NY 10940
- 4 bds
- 3 ba
- 2,646 sqft
LISTING BY: KW HUDSON VALLEY UNITED26 days on Zillow
- 907 Scotchtown Collabar Road, Middletown, NY 10941
- 4 bds
- 3 ba
- 2,887 sqft
LISTING BY: RIVER REALTY SERVICES, INC.Detached garage
- 130 Apple Lane Drive, Middletown, NY 10940
- 4 bds
- 3 ba
- 2,646 sqft
LISTING BY: DOUGLAS ELLIMAN REAL ESTATEOpen: Sat 12-2pm (10/3)
- Price cut: $20,000 (9/9)
- 168 Pine Grove Road, Middletown, NY 10940
- 3 bds
- 3 ba
- 2,284 sqft
LISTING BY: PANORAMA REALTYCentral air
- 2467 Route 302, Middletown, NY 10941
- 6 bds
- 4 ba
- 2,040 sqft
LISTING BY: EREALTY ADVISORS, INC174 days on Zillow
- TBD Eatontown Road, Greenville, NY 10940
- 137.3 acres lot
LISTING BY: KELLER WILLIAMS REALTY272 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
- Additional large bedrooms
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Based on information submitted to the MLS GRID as of 2026-10-01 11:18:10 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)
