- 29 acres lot
LISTING BY: KELLER WILLIAMS VALLEY REALTY
Mature woodlands
New Windsor NY Luxury Homes
93 results
- Mt Airy Road, New Windsor, NY 12553
- Silver Stream Road, New Windsor, NY 12553
- 15.5 acres lot
LISTING BY: SAGE REALTY CENTER LLC833 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 Winding Brook Court, New Windsor, NY 12553
- 4 bds
- 4 ba
- 3,509 sqft
LISTING BY: RE/MAX BENCHMARK REALTY GROUP10 days on Zillow
- 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 REALTY60 days on Zillow
- 4 Rosewood Lane, Salisbury Mills, NY 12553
- 4 bds
- 3 ba
- 2,705 sqft
LISTING BY: HOWARD HANNA RAND REALTYLarge walk in closet
- 27 Wild Turkey Lane, Rock Tavern, NY 12575
- 5 bds
- 3 ba
- 2,998 sqft
LISTING BY: COLDWELL BANKER REALTYBbq area
- 9 Short Road, New Windsor, NY 12553
- 4 bds
- 5 ba
- 2,908 sqft
LISTING BY: BHG REAL ESTATE GREEN TEAM8 days on Zillow
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- Separate office or nook
- Private bathroom
- Open-concept first floor
- 84 Pin Oak Drive, New Windsor, NY 12553
- 4 bds
- 4 ba
- 3,188 sqft
LISTING BY: RIVER TO RIDGE RLTY ASSOCIATESPrice cut: $5,000 (9/10)
- 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 CONNECTPrice increase: $39,001 (8/28)
- 110 Winding Brook Court, New Windsor, NY 12553
- 4 bds
- 3 ba
- 3,408 sqft
LISTING BY: HOWARD HANNA RAND REALTYShowcase 
- 58 Moores Hill Road, New Windsor, NY 12553
- 4 bds
- 3 ba
- 3,030 sqft
LISTING BY: WILLIAM RAVEIS-NEW YORK LLCStunning brick colonial
- 8 Oak Drive, New Windsor, NY 12553
- 6 bds
- 5 ba
- 4,407 sqft
LISTING BY: HUDSON VALLEY HOME CONNECTIONPrice cut: $35,100 (9/3)
- 2506 Constitution Way, New Windsor, NY 12553
- 4 bds
- 4 ba
- 3,661 sqft
LISTING BY: KELLER WILLIAMS REALTYOn Market Sep 16
- 2726 Colonial Drive, New Windsor, NY 12553
- 4 bds
- 3 ba
- 2,488 sqft
LISTING BY: HOWARD HANNA RAND REALTY2 hours ago
- 2723 Colonial Drive, New Windsor, NY 12553
- 4 bds
- 3 ba
- 2,488 sqft
LISTING BY: RE/MAX BENCHMARK REALTY GROUP132 days on Zillow
- 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
- 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
- 2 Lilac Hill Road, New Windsor, NY 12553
- 3 bds
- 3 ba
- 1,947 sqft
LISTING BY: WEICHERT REALTORSPrivate backyard
- 17 Old Hemlock Drive, New Windsor, NY 12553
- 3 bds
- 2 ba
- 1,807 sqft
LISTING BY: HOULIHAN LAWRENCE INC.Striking cabinetry
- 15 Guernsey Drive, New Windsor, NY 12553
- 4 bds
- 3 ba
- 2,052 sqft
LISTING BY: KELLER WILLIAMS VILLAGE SQ RLTModern lighting
- 22 Hill View Road, New Windsor, NY 12553
- 5 bds
- 2 ba
- 2,316 sqft
LISTING BY: REDFIN REAL ESTATEPrice cut: $34,000 (8/18)
- 584 Shore Drive, New Windsor, NY 12553
- 4 bds
- 3 ba
- 1,512 sqft
LISTING BY: UNITED RE HUDSON VALLEY EDGENew roof
- 105 Shaker Court N, New Windsor, NY 12553
- 3 bds
- 3 ba
- 1,764 sqft
LISTING BY: HOWARD HANNA RAND REALTY3D Tour 
- 51 Keats Drive, New Windsor, NY 12553
- 3 bds
- 3 ba
- 2,207 sqft
LISTING BY: RE/MAX BENCHMARK REALTY GROUPGuest bath
- 210 Dairy Lane, New Windsor, NY 12553
- 3 bds
- 3 ba
- 2,092 sqft
LISTING BY: KELLER WILLIAMS HUDSON VALLEY12 days on Zillow
- 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, INCPrice cut: $16,000 (9/7)
- 1110 -1114 route 94, New Windsor, NY 12553
- 3 bds
- 2 ba
- -- sqft
LISTING BY: REAL ESTATE CONNECTION CORP222 days on Zillow
- 57 Keats Drive, New Windsor, NY 12553
- 3 bds
- 2 ba
- 1,704 sqft
LISTING BY: RE/MAX BENCHMARK REALTY GROUPModern updates throughout
- 37 days on Zillow
- 42 Keats Drive, New Windsor, NY 12553
- 3 bds
- 2 ba
- 1,764 sqft
LISTING BY: YOURHOMESOLD GUARANTEED REALTYGreat layout
- 806 Hawthorn Way, New Windsor, NY 12553
- 3 bds
- 3 ba
- 1,910 sqft
LISTING BY: HOWARD HANNA RAND REALTY20 days on Zillow
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Based on information submitted to the MLS GRID as of 2026-09-14 12:38:28 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)
