- 29 acres lot
LISTING BY: KELLER WILLIAMS VALLEY REALTY
Mature woodlands
New Windsor NY Luxury Homes
91 results
- Mt Airy Road, New Windsor, NY 12553
- Silver Stream Road, New Windsor, NY 12553
- 15.5 acres lot
LISTING BY: SAGE REALTY CENTER LLC857 days on Zillow
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- 8 Jefferson Avenue, New Windsor, NY 12553
- 4 bds
- 4 ba
- 3,100 sqft
LISTING BY: RE/MAX BENCHMARK REALTY GROUPCentral air
- 4 Jefferson Avenue, New Windsor, NY 12553
- 4 bds
- 3 ba
- 3,100 sqft
LISTING BY: RE/MAX BENCHMARK REALTY GROUPCentral air throughout
- 131 Riley Road, New Windsor, NY 12553
- 6 bds
- 5 ba
- 4,500 sqft
LISTING BY: LUCIANO RIOS PROPERTY GRP, INCWell-appointed finishes
- 66 Pin Oak Drive, New Windsor, NY 12553
- 4 bds
- 3 ba
- 3,161 sqft
LISTING BY: KELLER WILLIAMS VALLEY REALTYAbundant natural light
- 9 Benedict Lane #5-7, New Windsor, NY 12553
- 8 bds
- 4 ba
- -- sqft
LISTING BY: EXP REALTY83 days on Zillow
- 131 Winding Brook Court, New Windsor, NY 12553
- 4 bds
- 4 ba
- 3,509 sqft
LISTING BY: RE/MAX BENCHMARK REALTY GROUPPrice cut: $5,000 (9/21)
- 4 Rosewood Lane, Salisbury Mills, NY 12553
- 4 bds
- 3 ba
- 2,705 sqft
LISTING BY: HOWARD HANNA RAND REALTYPrice cut: $1,000 (9/17)
- 9 Short Road, New Windsor, NY 12553
- 4 bds
- 5 ba
- 2,908 sqft
LISTING BY: BHG REAL ESTATE GREEN TEAM31 days on Zillow
- Separate office or nook
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- Private bathroom
- Open-concept first floor
- 84 Frank Street, New Windsor, NY 12553
- 4 bds
- 3 ba
- 2,333 sqft
LISTING BY: KELLER WILLIAMS VILLAGE SQ RLTRear deck
- 1010 Pine View, New Windsor, NY 12553
- 5 bds
- 4 ba
- 4,366 sqft
LISTING BY: BH&G R E REALTY CONNECT49 days on Zillow
- 1964 State Route 32, New Windsor, NY 12553
- 4 bds
- 3 ba
- 3,160 sqft
LISTING BY: RE/MAX BENCHMARK REALTY GROUPOn Market Oct 18
- 8 Oak Drive, New Windsor, NY 12553
- 6 bds
- 5 ba
- 4,407 sqft
LISTING BY: HUDSON VALLEY HOME CONNECTIONCentral ac
- 84 Pin Oak Drive, New Windsor, NY 12553
- 4 bds
- 4 ba
- 3,188 sqft
LISTING BY: RIVER TO RIDGE RLTY ASSOCIATESPrice cut: $19,900 (10/2)
- 110 Winding Brook Court, New Windsor, NY 12553
- 4 bds
- 3 ba
- 3,408 sqft
LISTING BY: HOWARD HANNA RAND REALTYOpen: Sun 12-2pm (10/11)
- 2506 Constitution Way, New Windsor, NY 12553
- 4 bds
- 4 ba
- 3,661 sqft
LISTING BY: KELLER WILLIAMS REALTYOpen: Sat 10am-12pm (10/10)
- 2726 Colonial Drive, New Windsor, NY 12553
- 4 bds
- 3 ba
- 2,488 sqft
LISTING BY: HOWARD HANNA RAND REALTYTwo fireplaces
- 2723 Colonial Drive, New Windsor, NY 12553
- 4 bds
- 3 ba
- 2,488 sqft
LISTING BY: RE/MAX BENCHMARK REALTY GROUP155 days on Zillow
- 2508 Constitution Way, New Windsor, NY 12553
- 4 bds
- 3 ba
- 2,376 sqft
LISTING BY: HOWARD HANNA RAND REALTYOpen: Sat 12-2pm (10/10)
- 272 Tamerisk Lane, New Windsor, NY 12553
- 3 bds
- 3 ba
- 2,270 sqft
LISTING BY: RE/MAX BENCHMARK REALTY GROUPShowcase 
- 207 Butter Hill Drive, New Windsor, NY 12553
- 5 bds
- 3 ba
- 2,244 sqft
LISTING BY: HOMESMART HOMES & ESTATESTraditional colonial layout
- 110-112 S Jacqueline Street, New Windsor, NY 12553
- 5 bds
- 2 ba
- -- sqft
LISTING BY: RE/MAX BENCHMARK REALTY GROUP22 days on Zillow
- 158 Sycamore Drive, New Windsor, NY 12553
- 3 bds
- 3 ba
- 2,118 sqft
LISTING BY: AMERICAN DREAM HOMES 110 INCTop-of-the-line appliances
- 17 Old Hemlock Drive, New Windsor, NY 12553
- 3 bds
- 2 ba
- 1,807 sqft
LISTING BY: HOULIHAN LAWRENCE INC.Striking cabinetry
- 39 Clintonwood Drive, New Windsor, NY 12553
- 5 bds
- 3 ba
- 2,291 sqft
LISTING BY: HOMESMART HOMES & ESTATESBright and inviting interior
- 15 Guernsey Drive, New Windsor, NY 12553
- 4 bds
- 3 ba
- 2,052 sqft
LISTING BY: KELLER WILLIAMS VILLAGE SQ RLT18 days on Zillow
- 2 Lilac Hill Road, New Windsor, NY 12553
- 3 bds
- 3 ba
- 1,947 sqft
LISTING BY: WEICHERT REALTORSPrice cut: $49,000 (9/15)
- 83 Harth Drive, New Windsor, NY 12553
- 4 bds
- 3 ba
- 1,616 sqft
LISTING BY: RE/MAX BENCHMARK REALTY GROUPPrivate backyard oasis
- 22 Hill View Drive, New Windsor, NY 12553
- 5 bds
- 2 ba
- 2,316 sqft
LISTING BY: KW HUDSON VALLEY UNITEDOpen: Fri 4-6pm (10/9)
- 210 Dairy Lane, New Windsor, NY 12553
- 4 bds
- 3 ba
- 2,092 sqft
LISTING BY: KELLER WILLIAMS HUDSON VALLEY36 days on Zillow
- 6 Lannis Avenue, New Windsor, NY 12553
- 3 bds
- 3 ba
- 2,148 sqft
LISTING BY: EREALTY ADVISORS, INC7 hours ago
- 505 Iron Forge Lane, New Windsor, NY 12553
- 3 bds
- 4 ba
- 2,550 sqft
LISTING BY: EREALTY ADVISORS, INCSpacious backyard
- 501 Iron Forge Lane, New Windsor, NY 12553
- 3 bds
- 4 ba
- 2,550 sqft
LISTING BY: EREALTY ADVISORS, INCSpacious backyard
- 202 Iron Forge Lane, New Windsor, NY 12553
- 3 bds
- 3 ba
- 2,302 sqft
LISTING BY: RE/MAX BENCHMARK REALTY GROUPGas fireplace
- 1110 -1114 route 94, New Windsor, NY 12553
- 3 bds
- 2 ba
- -- sqft
LISTING BY: REAL ESTATE CONNECTION CORPPrice cut: $4,000 (10/2)
- 806 Hawthorn Way, New Windsor, NY 12553
- 3 bds
- 3 ba
- 1,910 sqft
LISTING BY: HOWARD HANNA RAND REALTY43 days on Zillow
- 241 Garden Street, New Windsor, NY 12553
- 3 bds
- 3 ba
- 1,812 sqft
LISTING BY: KW HUDSON VALLEY UNITEDCentral air conditioning
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Based on information submitted to the MLS GRID as of 2026-10-07 18:53:09 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)
