- 3 bds
- 2 ba
- 2,243 sqft
LISTING BY: GILLESPIE REAL ESTATE LLC
10 hours ago
Homes for Sale Under $500K in New Windsor NY
44 results
- 67 Myrtle Avenue, New Windsor, NY 12553
- 105 Vails Gate Heights Drive, New Windsor, NY 12553
- 3 bds
- 2 ba
- 1,887 sqft
LISTING BY: HOWARD HANNA RAND REALTYShowcase 
Loading...
- 14 hours ago
- 806 Hawthorn Way, New Windsor, NY 12553
- 3 bds
- 3 ba
- 1,910 sqft
LISTING BY: HOWARD HANNA RAND REALTYOn Market Aug 28
- 1 Staples Lane, New Windsor, NY 12553
- 4 bds
- 2 ba
- 1,400 sqft
LISTING BY: HOWARD HANNA RAND REALTYLevel yard
- 4 Cannon Drive, New Windsor, NY 12553
- 3 bds
- 3 ba
- 1,730 sqft
LISTING BY: RE/MAX BENCHMARK REALTY GROUP11 days on Zillow
- 2608 Hawthorn Way, New Windsor, NY 12553
- 3 bds
- 3 ba
- 2,139 sqft
LISTING BY: KELLER WILLIAMS REALTY51 days on Zillow
- 1113 Balsam Drive, New Windsor, NY 12553
- 2 bds
- 3 ba
- 1,722 sqft
LISTING BY: HUDSON PREMIUM REALTYOpen: Sun 12-2pm (8/30)
- 327 Currycross Road, New Windsor, NY 12553
- 2 bds
- 1 ba
- 650 sqft
LISTING BY: WEICHERT REALTORSPrice cut: $7,000 (8/8)
- 91 Myrtle Avenue, New Windsor, NY 12553
- 3 bds
- 2 ba
- 1,056 sqft
LISTING BY: RE/MAX BENCHMARK REALTY GROUPNew roof
- 10 Oakwood Terrace #94, New Windsor, NY 12553
- 2 bds
- 1 ba
- 1,100 sqft
LISTING BY: RE/MAX BENCHMARK REALTY GROUPCommunity pool
Loading...
- 237 Windsor Highway, New Windsor, NY 12553
- 3 bds
- 1 ba
- 1,408 sqft
LISTING BY: RE/MAX BENCHMARK REALTY GROUPPrice cut: $20,500 (7/30)
- 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)
- 95 Riley Road, New Windsor, NY 12553
- 2 bds
- 1 ba
- 1,085 sqft
LISTING BY: KW HUDSON VALLEY UNITED9 days on Zillow
- 18 days on Zillow
- 1009 Washington Green, New Windsor, NY 12553
- 2 bds
- 2 ba
- 1,029 sqft
LISTING BY: HOMESMART HOMES & ESTATES12 days on Zillow
- 42 Keats Drive, New Windsor, NY 12553
- 3 bds
- 2 ba
- 1,764 sqft
LISTING BY: YOURHOMESOLD GUARANTEED REALTYGreat layout
- 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)
- 82 Vails Gate Heights Drive, New Windsor, NY 12553
- 3 bds
- 2 ba
- 1,736 sqft
LISTING BY: REATTACHEDPrivate parking
- Pull-out pantry storage
- 20 Hudson Drive, New Windsor, NY 12553
- 3 bds
- 3 ba
- 1,410 sqft
LISTING BY: TACTICAL REALTY LLCCharming split-level home
- 6 Broad Street, New Windsor, NY 12553
- 3 bds
- 1 ba
- 1,998 sqft
LISTING BY: COMPASS GREATER NY, LLCOpen: Sun 11am-1pm (8/30)
- 276 Temple Hill Road #2001, New Windsor, NY 12553
- 3 bds
- 2 ba
- 1,512 sqft
LISTING BY: NATIONAL VETERANS REALTY GROUPMission-style cabinetry
- 276 Temple Hill Road #1509, New Windsor, NY 12553
- 2 bds
- 2 ba
- 1,176 sqft
LISTING BY: HOMESMART HOMES & ESTATESPrice cut: $5,001 (8/5)
- 276 Temple Hill Road #2414, New Windsor, NY 12553
- 2 bds
- 2 ba
- 1,176 sqft
LISTING BY: WEICHERT REALTORSIn-ground pool
- 2898 Route 9W, Lot 15, New Windsor, NY 12553
- 2 bds
- 1 ba
- 784 sqft
LISTING BY: HOWARD HANNA RAND REALTYPrivate double lot backyard
- 10 Oakwood Terrace #65, New Windsor, NY 12553
- 1 bd
- 1 ba
- 960 sqft
LISTING BY: KELLER WILLIAMS REALTY114 days on Zillow
- 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
- 10 Oakwood Terrace #107, New Windsor, NY 12553
- 2 bds
- 1 ba
- 950 sqft
LISTING BY: HOWARD HANNA RAND REALTYAmple parking
- 11 Square Hill Road #27, New Windsor, NY 12553
- 2 bds
- 2 ba
- 784 sqft
LISTING BY: HOWARD HANNA RAND REALTY35 days on Zillow
- 1130 Washington Green, New Windsor, NY 12553
- 2 bds
- 2 ba
- 1,029 sqft
LISTING BY: ATLANTICA EAST ASSOCIATES LLCOpen: Sun 12-3pm (8/30)
- 27 Lexington Lane, New Windsor, NY 12553
- 3 bds
- 2 ba
- 1,280 sqft
LISTING BY: NEXT LEVEL PROPERTY MANAGEMENTBarbecue for outdoor enjoyment
- 3146 Route 9w #8A, New Windsor, NY 12553
- 2 bds
- 2 ba
- 784 sqft
LISTING BY: HOWARD HANNA RAND REALTYPrice cut: $10,000 (8/3)
- 1515 Balsam Drive, New Windsor, NY 12553
- 2 bds
- 3 ba
- 1,795 sqft
LISTING BY: CARUSO & BOUGHTON REALTY INCOpen: Sun 12-2pm (8/30)
- 305 Gazebo Court, New Windsor, NY 12553
- 2 bds
- 2 ba
- 1,222 sqft
LISTING BY: HV PREMIER PROPERTIES REALTYCozy gas fireplace
- 79 days on Zillow
- 21 Stonecrest Drive, New Windsor, NY 12553
- 3 bds
- 1 ba
- 1,436 sqft
LISTING BY: TACTICAL REALTY LLCPrice cut: $10,000 (8/12)
- 276 Temple Hill Road #906, New Windsor, NY 12553
- 3 bds
- 2 ba
- 1,512 sqft
LISTING BY: RE/MAX BENCHMARK REALTY GROUP57 days on Zillow
- 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)
- 10 Oakwood Terrace #87, New Windsor, NY 12553
- 1 bd
- 1 ba
- 850 sqft
LISTING BY: RE/MAX BENCHMARK REALTY GROUPSpacious bedroom is bright
- 3146 Route 9w #6A, New Windsor, NY 12553
- 2 bds
- 2 ba
- 784 sqft
LISTING BY: HOWARD HANNA RAND REALTYPrice cut: $15,000 (8/3)
to get email alerts when listings hit the market.
Based on information submitted to the MLS GRID as of 2026-08-26 23:23:06 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)
