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Recently Sold Homes in New Windsor, NY

231 homes

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SOLD
AUG 14, 2026
$586,000
3 Beds
2.5 Baths
1,900 sqft
116 Chestnut Drive,
New Windsor, NY 12553
Howard Hanna Rand Realty
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SOLD
AUG 14, 2026
$490,000
3 Beds
2 Baths
1,900 sqft
3 Regimental Place,
New Windsor, NY 12553
RE/MAX Benchmark Realty Group
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SOLD
AUG 12, 2026
$475,000
3 Beds
2 Baths
2,257 sqft
129 Vails Gate Heights Drive,
New Windsor, NY 12553
RE/MAX Benchmark Realty Group
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SOLD
AUG 12, 2026
$550,000
5 Beds
2.5 Baths
2,431 sqft
17 Shaker Court,
New Windsor, NY 12553
Donna Ruffino Realty Corp
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SOLD
AUG 12, 2026
$420,000
2 Beds
1 Bath
942 sqft
333 Oak Drive,
New windsor, NY 12553
RE/MAX Benchmark Realty Group
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SOLD
AUG 6, 2026
$180,000
2 Beds
1 Bath
950 sqft
10 Oakwood Terrace #88,
New Windsor, NY 12553
RE/MAX Benchmark Realty Group
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SOLD
AUG 6, 2026
$85,000
3 Beds
2 Baths
980 sqft
424 Sandgate Drive,
New Windsor, NY 12553
Howard Hanna Rand Realty
SOLD
AUG 3, 2026
$495,000
3 Beds
1 Bath
960 sqft
512 Riley Road,
New Windsor, NY 12553
BHG Real Estate Green Team
SOLD
AUG 3, 2026
$705,000
3 Beds
3.5 Baths
2,498 sqft
351 Jackson Avenue,
New Windsor, NY 12553
RE/MAX Benchmark Realty Group
SOLD
JUL 31, 2026
$479,000
3 Beds
2 Baths
1,216 sqft
20 Cresthaven Drive,
New Windsor, NY 12553
Hudson Valley Home Connection
SOLD
JUL 30, 2026
$460,000
4 Beds
2 Baths
1,424 sqft
532 Shore Drive,
New Windsor, NY 12553
eXp Realty
SOLD
JUL 29, 2026
$350,000
3 Beds
1.5 Baths
1,470 sqft
309 Windsor Highway,
New Windsor, NY 12553
HomeSmart Homes & Estates
SOLD
JUL 28, 2026
$350,000
2 Beds
1.5 Baths
1,487 sqft
11 Boulder Drive,
Cornwall, NY 12518
The Middleman Team
SOLD
JUL 27, 2026
$329,000
3 Beds
2 Baths
1,864 sqft
67 Bethlehem Rd,
New Windsor, NY 12553
SOLD
JUL 24, 2026
$950,000
5 Beds
4.5 Baths
3,752 sqft
104 Winding Brook Court,
Cornwall, NY 12518
Nine28 Realty, LLC
SOLD
JUL 23, 2026
$555,000
3 Beds
3 Baths
1,736 sqft
84 Guernsey Drive,
New Windsor, NY 12553
Keller Williams Realty
SOLD
JUL 22, 2026
$410,000
3 Beds
1.5 Baths
996 sqft
19 Valewood Drive,
New Windsor, NY 12553
Weichert Realtors
SOLD
JUL 20, 2026
$248,000
2 Beds
1 Bath
1,026 sqft
276 TEMPLE HILL Road #2217,
New Windsor, NY 12553
Howard Hanna Rand Realty
SOLD
JUL 17, 2026
$340,000
3 Beds
2.5 Baths
1,350 sqft
69 Cedar Avenue,
New Windsor, NY 12553
eXp Realty
SOLD
JUL 17, 2026
$450,000
2 Beds
2.5 Baths
1,758 sqft
1707 Hawthorn Way,
New Windsor, NY 12553
Iconic Pros
SOLD
JUL 16, 2026
$1,010,000
6 Beds
4 Baths
5,043 sqft
7 Farm Hollow Road,
New Windsor, NY 12553
John J Lease REALTORS Inc
SOLD
JUL 16, 2026
$760,000
4 Beds
2.5 Baths
2,276 sqft
3510 John Paul Jones Lane,
New Windsor, NY 12553
BHHS Hudson Valley Properties
SOLD
JUL 16, 2026
$230,000
1 Bed
1 Bath
1,026 sqft
276 Temple Hill Road #2607,
New Windsor, NY 12553
Howard Hanna Rand Realty
SOLD
JUL 16, 2026
$735,000
4 Beds
2.5 Baths
2,333 sqft
107 Debra Lane,
New Windsor, NY 12553
RE/MAX Benchmark Realty Group
SOLD
JUL 16, 2026
$148,000
3 Beds
2 Baths
1,067 sqft
2898 Route 9W Lot 54,
New Windsor, NY 12553
Howard Hanna Rand Realty
SOLD
JUL 15, 2026
$352,000
2 Beds
1 Bath
1,244 sqft
23 Ardmore Street,
New Windsor, NY 12553
Howard Hanna Rand Realty
SOLD
JUL 15, 2026
$400,000
4 Beds
2 Baths
1,836 sqft
19 Split Tree Drive,
New Windsor, NY 12553
Howard Hanna Rand Realty
SOLD
JUL 15, 2026
$465,000
4 Beds
2.5 Baths
1,900 sqft
15 Riley Road,
New Windsor, NY 12553
Atelier Properties LLC
SOLD
JUL 14, 2026
$450,000
3 Beds
3 Baths
2,040 sqft
14 High St,
New Windsor, NY 12553
SOLD
JUL 14, 2026
$400,000
4 Beds
1 Bath
1,335 sqft
239 Leslie Avenue,
New Windsor, NY 12553
Serhant LLC
SOLD
JUL 13, 2026
$165,000
2 Beds
1 Bath
944 sqft
10 Oakwood Terrace #26,
New Windsor, NY 12553
Gillespie Real Estate LLC
SOLD
JUL 10, 2026
$490,000
3 Beds
1.5 Baths
1,664 sqft
335 Oak Drive,
New Windsor, NY 12553
Howard Hanna Rand Realty
SOLD
JUL 10, 2026
$329,000
3 Beds
2 Baths
1,864 sqft
67 Bethlehem Road,
New Windsor, NY 12553
Charles J Buser
SOLD
JUL 9, 2026
$450,000
3 Beds
2.5 Baths
1,910 sqft
804 Hawthorn Way,
New Windsor, NY 12553
River Realty Services, Inc.
SOLD
JUL 8, 2026
$240,000
4 Beds
1 Bath
2,332 sqft
19 Broad St,
New Windsor, NY 12553
SOLD
JUL 8, 2026
$542,900
3 Beds
2.5 Baths
2,020 sqft
14 Creamery Drive,
New Windsor, NY 12553
Keller Williams Prestige Prop
SOLD
JUL 8, 2026
$210,000
3 Beds
2 Baths
1,512 sqft
276 Temple Hill Rd #1305,
New Windsor, NY 12553
SOLD
JUL 7, 2026
$685,000
3 Beds
2 Baths
2,110 sqft
439 Jackson Ave,
New Windsor, NY 12553
SOLD
JUL 6, 2026
$875,000
3 Beds
2.5 Baths
2,353 sqft
23 Swan Hollow,
New Windsor, NY 12553
eXp Realty
SOLD
JUL 2, 2026
$850,000
4 Beds
3.5 Baths
3,510 sqft
3002 Molly Pitcher Drive,
New Windsor, NY 12553
Tactical Realty LLC

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Neighborhood stats provided by third party data sources.

Based on information submitted to the MLS GRID as of 2026-08-14 20:53:01 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