- 3 bds
- 3 ba
- 2,207 sqft
LISTING BY: RE/MAX BENCHMARK REALTY GROUP
10 hours ago
12553 Real Estate & Homes For Sale
89 results
- 51 Keats Drive, New Windsor, NY 12553
- On Market Sep 10
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- 9 Short Road, New Windsor, NY 12553
- 4 bds
- 5 ba
- 2,908 sqft
LISTING BY: BHG REAL ESTATE GREEN TEAMOpen: Sun 12-3pm (9/13)
- 57 Keats Drive, New Windsor, NY 12553
- 3 bds
- 2 ba
- 1,704 sqft
LISTING BY: RE/MAX BENCHMARK REALTY GROUPModern updates throughout
- 2506 Constitution Way, New Windsor, NY 12553
- 4 bds
- 4 ba
- 3,661 sqft
LISTING BY: KELLER WILLIAMS REALTYOn Market Sep 16
- 50 Cromwell Terrace #6, New Windsor, NY 12553
- 2 bds
- 1 ba
- 880 sqft
LISTING BY: EREALTY ADVISORS, INC5 hours ago
- 276 Temple Hill Road #207, New Windsor, NY 12553
- 3 bds
- 2 ba
- 1,512 sqft
LISTING BY: RE/MAX BENCHMARK REALTY GROUP14 hours ago
- 131 Winding Brook Court, New Windsor, NY 12553
- 4 bds
- 4 ba
- 3,509 sqft
LISTING BY: RE/MAX BENCHMARK REALTY GROUPOn Market Sep 10
- 105 Vails Gate Heights Drive, New Windsor, NY 12553
- 3 bds
- 2 ba
- 1,887 sqft
LISTING BY: HOWARD HANNA RAND REALTYShowcase 
- 150 Mount Airy Road, New Windsor, NY 12553
- 5 bds
- 4 ba
- 2,790 sqft
LISTING BY: HOWARD HANNA RAND REALTYSeparate one-bedroom apartment
- 4 Cannon Drive, New Windsor, NY 12553
- 3 bds
- 3 ba
- 1,730 sqft
LISTING BY: RE/MAX BENCHMARK REALTY GROUP24 days on Zillow
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- 210 Dairy Lane, New Windsor, NY 12553
- 3 bds
- 3 ba
- 2,092 sqft
LISTING BY: KELLER WILLIAMS HUDSON VALLEYOpen: Sat 12-2pm (9/12)
- 2 Lilac Hill Road, New Windsor, NY 12553
- 3 bds
- 3 ba
- 1,947 sqft
LISTING BY: WEICHERT REALTORSPrivate backyard
- 84 Pin Oak Drive, New Windsor, NY 12553
- 4 bds
- 4 ba
- 3,188 sqft
LISTING BY: RIVER TO RIDGE RLTY ASSOCIATESPrice cut: $10,000 (9/5)
- 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)
- 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)
- 15 Guernsey Drive, New Windsor, NY 12553
- 4 bds
- 3 ba
- 2,052 sqft
LISTING BY: KELLER WILLIAMS VILLAGE SQ RLTModern lighting
- Private tree-lined backyard
- 327 Currycross Road, New Windsor, NY 12553
- 2 bds
- 1 ba
- 650 sqft
LISTING BY: WEICHERT REALTORSTwo well-sized bedrooms
- 67 Myrtle Avenue, New Windsor, NY 12553
- 3 bds
- 2 ba
- 2,243 sqft
LISTING BY: GILLESPIE REAL ESTATE LLCPrice cut: $10,000 (9/3)
- 32 days on Zillow
- 584 Shore Drive, New Windsor, NY 12553
- 4 bds
- 3 ba
- 1,512 sqft
LISTING BY: UNITED RE HUDSON VALLEY EDGENew roof
- 1 Staples Lane, New Windsor, NY 12553
- 4 bds
- 2 ba
- 1,400 sqft
LISTING BY: HOWARD HANNA RAND REALTY280 days on Zillow
- 10 Oakwood Terrace #37, New Windsor, NY 12553
- 3 bds
- 3 ba
- 1,400 sqft
LISTING BY: RE/MAX BENCHMARK REALTY GROUPTranquil wooded views
- 505 Iron Forge Lane, New Windsor, NY 12553
- 3 bds
- 4 ba
- 2,550 sqft
LISTING BY: EREALTY ADVISORS, INCSpacious backyard
- 58 Moores Hill Road, New Windsor, NY 12553
- 4 bds
- 3 ba
- 3,030 sqft
LISTING BY: WILLIAM RAVEIS-NEW YORK LLCStunning brick colonial
- 2723 Colonial Drive, New Windsor, NY 12553
- 4 bds
- 3 ba
- 2,488 sqft
LISTING BY: RE/MAX BENCHMARK REALTY GROUP127 days on Zillow
- 95 Riley Road, New Windsor, NY 12553
- 2 bds
- 1 ba
- 1,085 sqft
LISTING BY: KW HUDSON VALLEY UNITEDPrice cut: $15,999 (9/3)
- 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)
- 6 Broad Street, New Windsor, NY 12553
- 3 bds
- 1 ba
- 1,998 sqft
LISTING BY: COMPASS GREATER NY, LLCPrice cut: $500 (9/9)
- 810 Blooming Grove Turnpike #72, New Windsor, NY 12553
- 2 bds
- 1 ba
- 1,260 sqft
LISTING BY: RE/MAX BENCHMARK REALTY GROUPOn Market Sep 15
- 207 Butter Hill Drive, New Windsor, NY 12553
- 5 bds
- 3 ba
- 2,244 sqft
LISTING BY: HOMESMART HOMES & ESTATESTraditional colonial layout
- 42 Keats Drive, New Windsor, NY 12553
- 3 bds
- 2 ba
- 1,764 sqft
LISTING BY: YOURHOMESOLD GUARANTEED REALTYGreat layout
- 105 Shaker Court N, New Windsor, NY 12553
- 3 bds
- 3 ba
- 1,764 sqft
LISTING BY: HOWARD HANNA RAND REALTY3D Tour 
- Spacious level yard
- 276 Temple Hill Road #2002, New Windsor, NY 12553
- 2 bds
- 2 ba
- 1,536 sqft
LISTING BY: RE/MAX BENCHMARK REALTY GROUPCommunity pool
- 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)
- 110 Winding Brook Court, New Windsor, NY 12553
- 4 bds
- 3 ba
- 3,408 sqft
LISTING BY: HOWARD HANNA RAND REALTYOpen: Sun 12-2pm (9/13)
- 23 days on Zillow
- Recessed lighting
- 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)
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Based on information submitted to the MLS GRID as of 2026-09-09 19:58:01 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)
