Price cut: $20,000 (10/21)
Middletown NY Luxury Homes
232 results
- 21 Black Stallion Court, Middletown, NY 10940
- 3 bds
- 2 ba
- 1,388 sqft
LISTING BY: KELLER WILLIAMS REALTYPrice cut: $30,000 (10/23)
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- 36 days on Zillow
- 21 Willow Place, Middletown, NY 10940
- 3 bds
- 1 ba
- 1,032 sqft
LISTING BY: EREALTY ADVISORS, INCPrice cut: $15,000 (10/23)
- 21 Fair Avenue, Middletown, NY 10940
- 2 bds
- 2 ba
- 1,360 sqft
LISTING BY: HOMESMART HOMES & ESTATESPrice cut: $10,000 (10/26)
- 14 Columbia Avenue, Middletown, NY 10940
- 3 bds
- 1 ba
- 954 sqft
LISTING BY: KW HUDSON VALLEY UNITED19 days on Zillow
- 63 Greenway Terrace, Middletown, NY 10941
- 3 bds
- 2 ba
- 1,480 sqft
LISTING BY: KELLER WILLIAMS REALTYPrice cut: $5,000 (10/27)
- 102 Sproat Street, Middletown, NY 10940
- 2 bds
- 1 ba
- 778 sqft
LISTING BY: CURASI REALTY, INC.25 days on Zillow
- 195 Commonwealth Avenue, Middletown, NY 10940
- 3 bds
- 1 ba
- 1,176 sqft
LISTING BY: NEXLVL REAL ESTATE INC.Price cut: $24,000 (10/19)
- 0 Exp Hwy #17, Middletown, NY 10941
- 27.9 acres lot
LISTING BY: WHITETAIL PROPERTIES REAL ESTATE LLC (NY), Clint Carlson. Listing provided by NY State MLSRolling terrain
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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)
- 328 Bloomingburg Road, Middletown, NY 10940
- 27.2 acres lot
LISTING BY: CURASI REALTY, INC.400 days on Zillow
- 4 Harding Street, Middletown, NY 10940
- 4 bds
- 2 ba
- 1,416 sqft
LISTING BY: KW HUDSON VALLEY UNITEDFull basement
- 143 Prospect Avenue, Middletown, NY 10940
- 3 bds
- 2 ba
- 1,547 sqft
LISTING BY: RIVER REALTY SERVICES, INC.18 hours ago
- 2 S Aspen Road, Middletown, NY 10940
- 3 bds
- 2 ba
- 1,884 sqft
LISTING BY: GREENE REALTY GROUPInviting outdoor space
- 136 Sycamore Drive, Middletown, NY 10940
- 2 bds
- 2 ba
- 1,110 sqft
LISTING BY: CURASI REALTY, INC.Price cut: $15,100 (10/8)
- 35 Lexington Way, Middletown, NY 10940
- 2 bds
- 3 ba
- 1,348 sqft
LISTING BY: KW HUDSON VALLEY UNITEDPrice cut: $14,100 (10/5)
- Modern appliances
- 143 Deer Ct Drive, Middletown, NY 10940
- 2 bds
- 2 ba
- 1,291 sqft
LISTING BY: HOWARD HANNA RAND REALTY40 days on Zillow
- 8 Parsons Lane, Middletown, NY 10940
- 3 bds
- 2 ba
- 1,365 sqft
LISTING BY: KW HUDSON VALLEY UNITEDOn Market Oct 31
- 43 Brick Pond Road, Middletown, NY 10940
- 3 bds
- 3 ba
- 1,460 sqft
LISTING BY: KW HUDSON VALLEY UNITEDPrice cut: $24,990 (10/11)
- 721 Goshen Turnpike, Circleville, NY 10919
- 3 bds
- 2 ba
- 1,451 sqft
LISTING BY: RE/MAX BENCHMARK REALTY GROUPOriginal details
- 256 Cottage Street, Middletown, NY 10940
- 3 bds
- 1 ba
- 860 sqft
LISTING BY: KW HUDSON VALLEY UNITEDPrice cut: $5,000 (10/19)
- 141 Ruth Court, Middletown, NY 10940
- 2 bds
- 2 ba
- 1,049 sqft
LISTING BY: CURASI REALTY, INC.Cathedral ceilings
- 27 Bonnell Pl, Middletown, NY 10940
- 2 bds
- 1 ba
- 864 sqft
LISTING BY: HARMONIOUS HOME REALTY LLC, Yixuan Zhao. Listing provided by NY State MLSPrice cut: $10,000 (10/6)
- 100 Hillside Drive #B10, Middletown, NY 10941
- 2 bds
- 1 ba
- 917 sqft
LISTING BY: KELLER WILLIAMS VALLEY REALTYStylish finishes
- 63 Sycamore Drive #63, Middletown, NY 10940
- 2 bds
- 2 ba
- 1,110 sqft
LISTING BY: PATRICIA SCHILLER REAL EST CO.Formal dining room
- 187 Watkins Avenue, Middletown, NY 10940
- 3 bds
- 2 ba
- 1,545 sqft
REALHOME SERVICES AND SOLUTIONS INC299 days on Zillow
- 66 Deer Ct Drive, Middletown, NY 10940
- 2 bds
- 2 ba
- 1,146 sqft
LISTING BY: KW HUDSON VALLEY UNITED179 days on Zillow
- 18 Deer Court Drive, Middletown, NY 10940
- 2 bds
- 2 ba
- 1,291 sqft
LISTING BY: HUDSON PREMIUM REALTYPrice cut: $10,000 (10/26)
- 14 Airport Road, Middletown, NY 10940
- 2 bds
- 1 ba
- 1,164 sqft
LISTING BY: KW HUDSON VALLEY UNITEDRear deck
- 13 Jimal Drive, Middletown, NY 10940
- 3 bds
- 3 ba
- 1,245 sqft
LISTING BY: HUDSON PREMIUM REALTYPrice cut: $17,900 (10/19)
- 25 Church Street, Howells, NY 10932
- 4 bds
- 2 ba
- 1,723 sqft
LISTING BY: REAL ESTATE CIRCUIT INCOriginal details
- 65 Jimal Drive, Middletown, NY 10940
- 2 bds
- 2 ba
- 1,133 sqft
LISTING BY: KW HUDSON VALLEY UNITEDPrice cut: $16,000 (10/16)
- Price cut: $24,000 (10/20)
- 52 Horton Avenue, Middletown, NY 10940
- 3 bds
- 3 ba
- 2,340 sqft
LISTING BY: KELLER WILLIAMS REALTY15 hours ago
- 91 Jimal Drive, Middletown, NY 10940
- 2 bds
- 2 ba
- 1,133 sqft
LISTING BY: HOWARD HANNA RAND REALTY39 days on Zillow
- 18 Ohaire Road, Middletown, NY 10941
- 23.5 acres lot
LISTING BY: KELLER WILLIAMS REALTYActive agricultural land
- 33 Roosevelt Avenue, Middletown, NY 10940
- 2 bds
- 1 ba
- 848 sqft
LISTING BY: BHG REAL ESTATE GREEN TEAMFunctional floor plan
- 139 days on Zillow
- 14 Brick Pond Road, Middletown, NY 10940
- 1 bd
- 2 ba
- 785 sqft
LISTING BY: HOWARD HANNA RAND REALTYPrice cut: $10,000 (10/19)
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IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. Judy Moriarty, Zillow, Inc., Corp. Broker
Based on information submitted to the MLS GRID as of 2026-10-28 00:23:03 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)
