- 4 bds
- 3 ba
- 2,020 sqft
LISTING BY: CRONIN & COMPANY REAL ESTATE
Modern finishes
Middletown NY Luxury Homes
201 results
- 563 Old Mountain Road, Otisville, NY 10963
- 744 Mt Hope Road, Middletown, NY 10940
- 4 bds
- 3 ba
- 2,400 sqft
LISTING BY: HOMESMART HOMES & ESTATESPrice cut: $20,000 (9/8)
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- 53 Highland View Place, Middletown, NY 10940
- 3 bds
- 2 ba
- 1,839 sqft
LISTING BY: HOMESMART HOMES & ESTATESCentral air conditioning
- 23 Orange Terrace, Middletown, NY 10940
- 3 bds
- 3 ba
- 3,225 sqft
LISTING BY: PREFERRED PROPERTIES REAL ESTAFinished walk-out lower level
- 189 School House Road, Middletown, NY 10940
- 3 bds
- 3 ba
- 2,086 sqft
LISTING BY: HOWARD HANNA RAND REALTYRecently renovated kitchen
- 44 Paglia Drive, Howells, NY 10932
- 4 bds
- 4 ba
- 3,416 sqft
LISTING BY: KW HUDSON VALLEY UNITEDAttached two-car garage
- Price cut: $16,000 (9/28)
- 481 Dosen Road, Middletown, NY 10940
- 3 bds
- 3 ba
- 1,680 sqft
LISTING BY: HOWARD HANNA RAND REALTYOpen: Sat 1-3pm (10/3)
- 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)
- 30 Daly Road, Middletown, NY 10940
- 3 bds
- 3 ba
- 2,205 sqft
LISTING BY: KW HUDSON VALLEY UNITEDLarge loft area
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- 1215 Route 211 W, Middletown, NY 10940
- 4 bds
- 3 ba
- 2,832 sqft
LISTING BY: KW HUDSON VALLEY UNITEDPrice cut: $20,000 (9/10)
- 5 Oak Ridge Road, Middletown, NY 10940
- 4 bds
- 3 ba
- 2,392 sqft
LISTING BY: REDFIN REAL ESTATE122 days on Zillow
- 44-50 Ingalls Street, Middletown, NY 10940
- 4 bds
- 3 ba
- 2,540 sqft
LISTING BY: KW HUDSON VALLEY UNITEDNew roof
- 179 Reservoir Road, Middletown, NY 10940
- 3 bds
- 2 ba
- 3,080 sqft
LISTING BY: KW HUDSON VALLEY UNITEDPrivate sand beach
- 24 Edinburgh Road, Middletown, NY 10941
- 4 bds
- 2 ba
- 1,796 sqft
LISTING BY: KW HUDSON VALLEY UNITEDOpen: Sat 12-2pm (10/3)
- 19 Davidge Road, Middletown, NY 10940
- 4 bds
- 4 ba
- 2,298 sqft
LISTING BY: KW HUDSON VALLEY UNITEDCozy gas fireplace
- 22 Camp Orange Road, Middletown, NY 10941
- 4 bds
- 2 ba
- 3,280 sqft
LISTING BY: WEICHERT REALTORSOversized windows
- 6 Cyprus Drive, Middletown, NY 10940
- 2 bds
- 3 ba
- 2,454 sqft
LISTING BY: RE/MAX BENCHMARK REALTY GROUP16 days on Zillow
- 82-84 Montgomery Street, Middletown, NY 10940
- 5 bds
- 2 ba
- 2,894 sqft
LISTING BY: KW HUDSON VALLEY UNITEDDesirable corner lot
- 28 3rd Street, Middletown, NY 10940
- 4 bds
- 3 ba
- 2,804 sqft
LISTING BY: KW HUDSON VALLEY UNITEDOn Market Oct 05
- 50 Cobblestone Lane, Middletown, NY 10940
- 3 bds
- 3 ba
- 1,899 sqft
LISTING BY: KFORTUNA ALL ASPECTS REALTYCozy fireplace
- 2 Harvest Hill Lane, Middletown, NY 10940
- 3 bds
- 3 ba
- 2,508 sqft
LISTING BY: KW HUDSON VALLEY UNITEDOpen: Sat 11am-2pm (10/3)
- 35 Dogwood Drive, Middletown, NY 10940
- 5 bds
- 4 ba
- 1,911 sqft
LISTING BY: KELLER WILLIAMS REALTY NYC GRPOpen: Sat 1-3pm (10/3)
- 2078 Route 6, Middletown, NY 10940
- 3 bds
- 3 ba
- 1,332 sqft
LISTING BY: ANTHONY NAPOLITANO HOMESOpen: Fri 1-3pm (10/2)
- 31 Bendlin Lane, Howells, NY 10932
- 3 bds
- 2 ba
- 2,024 sqft
LISTING BY: HOMESMART HOMES & ESTATESPrice cut: $20,000 (9/17)
- 326 North Street, Middletown, NY 10940
- 4 bds
- 3 ba
- 2,308 sqft
LISTING BY: REAL BROKER NY LLCFront porch
- 95 Silver Lake Sctn Road, Middletown, NY 10940
- 3 bds
- 2 ba
- 1,753 sqft
LISTING BY: EXP REALTYPrice cut: $19,000 (9/23)
- 29 Avoncroft Lane, Middletown, NY 10940
- 3 bds
- 3 ba
- 2,567 sqft
LISTING BY: KW HUDSON VALLEY UNITEDPrice cut: $19,000 (9/4)
- 81 Silver Lake Sctn Road, Middletown, NY 10940
- 3 bds
- 3 ba
- 1,660 sqft
LISTING BY: HOMESMART HOMES & ESTATES58 days on Zillow
- 65 Maureen Drive, Middletown, NY 10940
- 3 bds
- 3 ba
- 2,200 sqft
LISTING BY: CRONIN & COMPANY REAL ESTATEPrivate backyard oasis
- 24 Lilac Street, Middletown, NY 10940
- 2 bds
- 2 ba
- 1,473 sqft
LISTING BY: KW HUDSON VALLEY UNITED6 hours ago
- 12 Westminister Drive, Middletown, NY 10940
- 4 bds
- 3 ba
- 1,848 sqft
LISTING BY: CENTURY 21 FULL SERVICE REALTYPrivate driveway
- 58 Cobblestone Lane, Middletown, NY 10940
- 3 bds
- 3 ba
- 2,500 sqft
LISTING BY: HOWARD HANNA RAND REALTYPrice cut: $5,001 (9/14)
- 93 Meadow View Drive, Middletown, NY 10940
- 3 bds
- 4 ba
- 1,827 sqft
LISTING BY: KW HUDSON VALLEY UNITEDTwo large bedrooms
- 50 Scott Drive, Middletown, NY 10941
- 4 bds
- 2 ba
- 1,796 sqft
LISTING BY: KW HUDSON VALLEY UNITEDExpansive backyard
- 12 Walnut Lane, Middletown, NY 10940
- 4 bds
- 2 ba
- 1,932 sqft
LISTING BY: KW HUDSON VALLEY UNITEDPrice cut: $10,000 (9/9)
- 5 Blanchard Street, Middletown, NY 10940
- 3 bds
- 3 ba
- 1,715 sqft
LISTING BY: HOWARD HANNA RAND REALTYModern finishes
- 678 Prosperous Valley Road, Middletown, NY 10940
- 4 bds
- 2 ba
- 1,861 sqft
LISTING BY: EXP REALTYCozy fireplace
- Open: Sun 2-4pm (10/4)
- 22 Atwood Drive, Middletown, NY 10940
- 3 bds
- 3 ba
- 1,723 sqft
LISTING BY: CURASI REALTY, INC.27 days on Zillow
- 32 Woodstock Lane, Middletown, NY 10941
- 3 bds
- 3 ba
- 2,198 sqft
LISTING BY: HUDSON VALLEY HOME CONNECTIONTons of light
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Based on information submitted to the MLS GRID as of 2026-10-01 16:38:28 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)
