- 3 bds
- 3 ba
- 1,730 sqft
LISTING BY: RE/MAX BENCHMARK REALTY GROUP
7 days on Zillow
New Windsor NY Luxury Homes
79 results
- 4 Cannon Drive, New Windsor, NY 12553
- 1515 Balsam Drive, New Windsor, NY 12553
- 2 bds
- 3 ba
- 1,795 sqft
LISTING BY: CARUSO & BOUGHTON REALTY INCPrice cut: $20,000 (7/31)
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- 1 day on Zillow
- 21 Stonecrest Drive, New Windsor, NY 12553
- 3 bds
- 1 ba
- 1,436 sqft
LISTING BY: TACTICAL REALTY LLCPrice cut: $10,000 (8/12)
- 91 Myrtle Avenue, New Windsor, NY 12553
- 3 bds
- 2 ba
- 1,056 sqft
LISTING BY: RE/MAX BENCHMARK REALTY GROUPNew roof
- 6 Broad Street, New Windsor, NY 12553
- 3 bds
- 1 ba
- 1,998 sqft
LISTING BY: COMPASS GREATER NY, LLCDetached garage
- 105 Vails Gate Heights Drive, New Windsor, NY 12553
- 3 bds
- 2 ba
- 1,887 sqft
LISTING BY: HOWARD HANNA RAND REALTYShowcase 
- 76 days on Zillow
- 237 Windsor Highway, New Windsor, NY 12553
- 3 bds
- 1 ba
- 1,408 sqft
LISTING BY: RE/MAX BENCHMARK REALTY GROUPPrice cut: $20,500 (7/30)
- 276 Temple Hill Road #2001, New Windsor, NY 12553
- 3 bds
- 2 ba
- 1,512 sqft
LISTING BY: NATIONAL VETERANS REALTY GROUPMission-style cabinetry
- 305 Gazebo Court, New Windsor, NY 12553
- 2 bds
- 2 ba
- 1,222 sqft
LISTING BY: HV PREMIER PROPERTIES REALTYCozy gas fireplace
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- 276 Temple Hill Road #906, New Windsor, NY 12553
- 3 bds
- 2 ba
- 1,512 sqft
LISTING BY: RE/MAX BENCHMARK REALTY GROUPPrice cut: $14,900 (7/28)
- 1009 Washington Green, New Windsor, NY 12553
- 2 bds
- 2 ba
- 1,029 sqft
LISTING BY: HOMESMART HOMES & ESTATES9 days on Zillow
- 1130 Washington Green, New Windsor, NY 12553
- 2 bds
- 2 ba
- 1,029 sqft
LISTING BY: ATLANTICA EAST ASSOCIATES LLCOpen: Sun 12-3pm (8/30)
- 95 Riley Road, New Windsor, NY 12553
- 2 bds
- 1 ba
- 1,085 sqft
LISTING BY: KW HUDSON VALLEY UNITEDOn Market Aug 24
- 276 Temple Hill Rd Unit 103, New Windsor, NY 12553
- 2 bds
- 2 ba
- 1,176 sqft
LISTING BY: CARIB WORLDWIDE REALTY CO INCIn-ground pool
- 82 Vails Gate Heights Drive, New Windsor, NY 12553
- 3 bds
- 2 ba
- 1,736 sqft
LISTING BY: REATTACHEDPrivate parking
- 1002 Washington Green #AG2, New Windsor, NY 12553
- 2 bds
- 2 ba
- 1,029 sqft
LISTING BY: RE/MAX BENCHMARK REALTY GROUPPrice cut: $10,900 (8/20)
- 276 Temple Hill Road #2414, New Windsor, NY 12553
- 2 bds
- 2 ba
- 1,176 sqft
LISTING BY: WEICHERT REALTORSIn-ground pool
- Price cut: $20,000 (8/18)
- Moore's Hill Road, New Windsor, NY 12553
- 2.87 acres lot
LISTING BY: KELLER WILLIAMS VALLEY REALTYGenerous buildable area
- 276 Temple Hill Road #1509, New Windsor, NY 12553
- 2 bds
- 2 ba
- 1,176 sqft
LISTING BY: HOMESMART HOMES & ESTATESPrice cut: $5,001 (8/5)
- 1 Staples Lane, New Windsor, NY 12553
- 4 bds
- 2 ba
- 1,400 sqft
LISTING BY: HOWARD HANNA RAND REALTYLevel yard
- 27 Lexington Lane, New Windsor, NY 12553
- 3 bds
- 2 ba
- 1,280 sqft
LISTING BY: NEXT LEVEL PROPERTY MANAGEMENTBarbecue for outdoor enjoyment
- 10 Oakwood Terrace #107, New Windsor, NY 12553
- 2 bds
- 1 ba
- 950 sqft
LISTING BY: HOWARD HANNA RAND REALTYAmple parking
- 10 Oakwood Terrace #94, New Windsor, NY 12553
- 2 bds
- 1 ba
- 1,100 sqft
LISTING BY: RE/MAX BENCHMARK REALTY GROUPCommunity pool
- 31 Boulder Drive, Cornwall, NY 12518
- 3.9 acres lot
LISTING BY: KW HUDSON VALLEY UNITED164 days on Zillow
- 10 Oakwood Terrace #87, New Windsor, NY 12553
- 1 bd
- 1 ba
- 850 sqft
LISTING BY: RE/MAX BENCHMARK REALTY GROUPSpacious bedroom is bright
- 10 Oakwood Terrace #65, New Windsor, NY 12553
- 1 bd
- 1 ba
- 960 sqft
LISTING BY: KELLER WILLIAMS REALTY111 days on Zillow
- 11 Square Hill Road #27, New Windsor, NY 12553
- 2 bds
- 2 ba
- 784 sqft
LISTING BY: HOWARD HANNA RAND REALTY32 days on Zillow
- 18 Square Hill Road #80, New Windsor, NY 12553
- 2 bds
- 2 ba
- 1,056 sqft
LISTING BY: HOWARD HANNA RAND REALTYPrice cut: $2,100 (8/13)
- 2898 Route 9W, Lot 15, New Windsor, NY 12553
- 2 bds
- 1 ba
- 784 sqft
LISTING BY: HOWARD HANNA RAND REALTYPrivate double lot backyard
- 6 days on Zillow
- 3146 Route 9w #8A, New Windsor, NY 12553
- 2 bds
- 2 ba
- 784 sqft
LISTING BY: HOWARD HANNA RAND REALTYPrice cut: $10,000 (8/3)
- 3146 Route 9w #6A, New Windsor, NY 12553
- 2 bds
- 2 ba
- 784 sqft
LISTING BY: HOWARD HANNA RAND REALTYPrice cut: $15,000 (8/3) - 3146 Route 9w #5A, New Windsor, NY 12553
- 2 bds
- 2 ba
- 784 sqft
LISTING BY: HOWARD HANNA RAND REALTYPrice cut: $15,000 (8/3)
- 21 Coffey Avenue, New Windsor, NY 12553
- 9,500 sqft lot
LISTING BY: JOHN J LEASE REALTORS INC197 days on Zillow
- 327 Currycross Road, New Windsor, NY 12553
- 2 bds
- 1 ba
- 650 sqft
LISTING BY: WEICHERT REALTORSPrice cut: $7,000 (8/8)
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Based on information submitted to the MLS GRID as of 2026-08-23 17:43:26 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)
