- 2 bds
- 1 ba
- 1,058 sqft
LISTING BY: WEICHERT REALTORS
12 hours ago
Homes for Sale Under $500K in New Windsor NY
52 results
- 136 Lake Road, Salisbury Mills, NY 12577
- 276 Temple Hill Road #207, New Windsor, NY 12553
- 3 bds
- 2 ba
- 1,512 sqft
LISTING BY: RE/MAX BENCHMARK REALTY GROUPWasher and dryer
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- 48 Lake Side Drive, New Windsor, NY 12553
- 3 bds
- 2 ba
- 1,290 sqft
LISTING BY: RE/MAX BENCHMARK REALTY GROUPExpansive backyard
- 54 Clancy Avenue, New Windsor, NY 12553
- 3 bds
- 2 ba
- 1,928 sqft
LISTING BY: WEICHERT REALTORSOn Market Sep 16
- Open: Sat 1-3pm (9/12)
- 105 Pine Drive, New Windsor, NY 12553
- 3 bds
- 2 ba
- 1,392 sqft
LISTING BY: KELLER WILLIAMS VALLEY REALTYCozy fireplace
- 57 Keats Drive, New Windsor, NY 12553
- 3 bds
- 2 ba
- 1,704 sqft
LISTING BY: RE/MAX BENCHMARK REALTY GROUPModern updates throughout
- 105 Vails Gate Heights Drive, New Windsor, NY 12553
- 3 bds
- 2 ba
- 1,887 sqft
LISTING BY: HOWARD HANNA RAND REALTYShowcase 
- 66 Silver Spring Road, New Windsor, NY 12553
- 3 bds
- 1 ba
- 1,592 sqft
LISTING BY: HOWARD HANNA RAND REALTYOpen: Sat 1-3pm (9/12)
- 1 Staples Lane, New Windsor, NY 12553
- 4 bds
- 2 ba
- 1,400 sqft
LISTING BY: HOWARD HANNA RAND REALTY282 days on Zillow
- Recessed lighting
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- 10 Oakwood Terrace #37, New Windsor, NY 12553
- 3 bds
- 3 ba
- 1,400 sqft
LISTING BY: RE/MAX BENCHMARK REALTY GROUPTranquil wooded views
- 10 Oakwood Terrace #115, New Windsor, NY 12553
- 1 bd
- 1 ba
- 800 sqft
LISTING BY: HUDSON VALLEY HOME CONNECTION13 hours ago
- 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)
- 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)
- 4 Cannon Drive, New Windsor, NY 12553
- 3 bds
- 3 ba
- 1,730 sqft
LISTING BY: RE/MAX BENCHMARK REALTY GROUP27 days on Zillow
- 50 Cromwell Terrace #6, New Windsor, NY 12553
- 2 bds
- 1 ba
- 880 sqft
LISTING BY: EREALTY ADVISORS, INCGuest parking available
- 6 Broad Street, New Windsor, NY 12553
- 3 bds
- 1 ba
- 1,998 sqft
LISTING BY: COMPASS GREATER NY, LLCPrice cut: $500 (9/9)
- 327 Currycross Road, New Windsor, NY 12553
- 2 bds
- 1 ba
- 650 sqft
LISTING BY: WEICHERT REALTORSTwo well-sized bedrooms
- 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)
- 34 days on Zillow
- 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
- 505 Iron Forge Lane, New Windsor, NY 12553
- 3 bds
- 4 ba
- 2,550 sqft
LISTING BY: EREALTY ADVISORS, INCSpacious backyard
- 276 Temple Hill Road #2002, New Windsor, NY 12553
- 2 bds
- 2 ba
- 1,536 sqft
LISTING BY: RE/MAX BENCHMARK REALTY GROUPCommunity pool
- 237 Windsor Highway, New Windsor, NY 12553
- 3 bds
- 1 ba
- 1,408 sqft
LISTING BY: RE/MAX BENCHMARK REALTY GROUPPrice cut: $2,000 (8/28)
- 42 Keats Drive, New Windsor, NY 12553
- 3 bds
- 2 ba
- 1,764 sqft
LISTING BY: YOURHOMESOLD GUARANTEED REALTYGreat layout
- 276 Temple Hill Road #706, New Windsor, NY 12553
- 3 bds
- 2 ba
- 1,512 sqft
LISTING BY: EREALTY ADVISORS, INCOn Market Sep 15
- 18 Square Hill Road #80, New Windsor, NY 12553
- 2 bds
- 2 ba
- 1,056 sqft
LISTING BY: HOWARD HANNA RAND REALTYGenerously sized second bedroom
- 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)
- 1113 Balsam Drive, New Windsor, NY 12553
- 2 bds
- 3 ba
- 1,722 sqft
LISTING BY: HUDSON PREMIUM REALTYPrice cut: $20,000 (9/9)
- 20 Hudson Drive, New Windsor, NY 12553
- 3 bds
- 3 ba
- 1,410 sqft
LISTING BY: TACTICAL REALTY LLCCharming split-level home
- 21 Stonecrest Drive, New Windsor, NY 12553
- 3 bds
- 1 ba
- 1,436 sqft
LISTING BY: TACTICAL REALTY LLC120 days on Zillow
- 1130 Washington Green, New Windsor, NY 12553
- 2 bds
- 2 ba
- 1,029 sqft
LISTING BY: ATLANTICA EAST ASSOCIATES LLC63 days on Zillow
- 276 Temple Hill Road #906, New Windsor, NY 12553
- 3 bds
- 2 ba
- 1,512 sqft
LISTING BY: RE/MAX BENCHMARK REALTY GROUPPrice cut: $15,000 (8/28)
- 806 Hawthorn Way, New Windsor, NY 12553
- 3 bds
- 3 ba
- 1,910 sqft
LISTING BY: HOWARD HANNA RAND REALTY18 days on Zillow
- 276 Temple Hill Road #1509, New Windsor, NY 12553
- 2 bds
- 2 ba
- 1,176 sqft
LISTING BY: HOMESMART HOMES & ESTATESSecond bedroom
- 95 days on Zillow
- 2898 Route 9W, Lot 15, New Windsor, NY 12553
- 2 bds
- 1 ba
- 784 sqft
LISTING BY: HOWARD HANNA RAND REALTYPrice cut: $8,000 (8/30)
- Pull-out pantry storage
- 703 Little Britain Road, New Windsor, NY 12553
- 4 bds
- 2 ba
- 2,025 sqft
LISTING BY: HUDSON HERITAGE REALTYAttached one-car garage
- 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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Based on information submitted to the MLS GRID as of 2026-09-11 21:03:09 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)
