- 29 acres lot
LISTING BY: KELLER WILLIAMS VALLEY REALTY
Mature woodlands
New Windsor NY Luxury Homes
79 results
- Mt Airy Road, New Windsor, NY 12553
- Silver Stream Road, New Windsor, NY 12553
- 15.5 acres lot
LISTING BY: SAGE REALTY CENTER LLC811 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
- 70 Bethlehem Road, New Windsor, NY 12553
- 4 bds
- 3 ba
- 3,098 sqft
LISTING BY: KELLER WILLIAMS REALTYDecorative gas fireplace
- 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 REALTY38 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 REALTYOpen: Sun 12-3pm (8/23)
- 64 Bethlehem Road, New Windsor, NY 12553
- 4 bds
- 3 ba
- 2,668 sqft
LISTING BY: KELLER WILLIAMS REALTYDecorative gas fireplace
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- 84 Pin Oak Drive, New Windsor, NY 12553
- 4 bds
- 4 ba
- 3,188 sqft
LISTING BY: RIVER TO RIDGE RLTY ASSOCIATESPrice cut: $20,000 (7/27)
- 110 Winding Brook Court, New Windsor, NY 12553
- 4 bds
- 3 ba
- 3,408 sqft
LISTING BY: HOWARD HANNA RAND REALTYShowcase 
- Separate office or nook
- 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
- 8 Oak Drive, New Windsor, NY 12553
- 6 bds
- 5 ba
- 4,407 sqft
LISTING BY: HUDSON VALLEY HOME CONNECTIONShowcase 
- 1010 Pine View, New Windsor, NY 12553
- 5 bds
- 4 ba
- 4,366 sqft
LISTING BY: BH&G R E REALTY CONNECT3 days on Zillow
- Private tree-lined backyard
- 2723 Colonial Drive, New Windsor, NY 12553
- 4 bds
- 3 ba
- 2,488 sqft
LISTING BY: RE/MAX BENCHMARK REALTY GROUPPrice cut: $30,000 (8/10)
- 207 Butter Hill Drive, New Windsor, NY 12553
- 5 bds
- 3 ba
- 2,244 sqft
LISTING BY: HOMESMART HOMES & ESTATESTraditional colonial layout
- 12 Buttermilk Drive, New Windsor, NY 12553
- 4 bds
- 3 ba
- 2,879 sqft
LISTING BY: HOWARD HANNA RAND REALTYLarge level backyard
- 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
- 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)
- 150 Mount Airy Road, New Windsor, NY 12553
- 5 bds
- 4 ba
- 2,790 sqft
LISTING BY: HOWARD HANNA RAND REALTYSeparate one-bedroom apartment
- 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 GROUPOn Market Aug 31
- 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
- 41 Keats Drive, New Windsor, NY 12553
- 3 bds
- 3 ba
- 1,812 sqft
LISTING BY: HOWARD HANNA RAND REALTY36 days on Zillow
- 2608 Hawthorn Way, New Windsor, NY 12553
- 3 bds
- 3 ba
- 2,139 sqft
LISTING BY: KELLER WILLIAMS REALTY48 days on Zillow
- 1110 -1114 route 94, New Windsor, NY 12553
- 3 bds
- 2 ba
- -- sqft
LISTING BY: REAL ESTATE CONNECTION CORP200 days on Zillow
- 15 days on Zillow
- 42 Keats Drive, New Windsor, NY 12553
- 3 bds
- 2 ba
- 1,764 sqft
LISTING BY: YOURHOMESOLD GUARANTEED REALTYGreat layout
- 703 Little Britain Road, New Windsor, NY 12553
- 4 bds
- 2 ba
- 2,025 sqft
LISTING BY: HUDSON HERITAGE REALTYPrice cut: $10,000 (8/13)
- 18 Saint Joseph Place, New Windsor, NY 12553
- 3 bds
- 3 ba
- 1,701 sqft
LISTING BY: RE/MAX BENCHMARK REALTY GROUPOne car detached garage
- 20 Hudson Drive, New Windsor, NY 12553
- 3 bds
- 3 ba
- 1,410 sqft
LISTING BY: TACTICAL REALTY LLCCharming split-level home
- Pull-out pantry storage
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Based on information submitted to the MLS GRID as of 2026-08-23 11:53:24 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)
