Affordable homes for sale in New Windsor, NY

$1,413 Closing Credit¹

$119,000

2 beds • 1.5 baths • 980 sqft

305 Brittany Ter Unit 305, Rock Tavern, NY 12575

#864963, Listing office: Howard Hanna Rand Realty

$1,722 Closing Credit¹

$145,000

1 bed • 1 bath • 750 sqft

10 Oakwood Ter Unit 120, New Windsor, NY 12553

#827182, Listing office: RE/MAX Benchmark Realty Group

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$1,900 Closing Credit¹

$159,999

1 bed • 1 bath • 850 sqft

10 Oakwood Ter Unit 118, New Windsor, NY 12553

#862569, Listing office: Keller Williams Realty

7 days on Rocket

$1,900 Closing Credit¹

$160,000

3 beds • 2 baths • 1,248 sqft

16 Bivona Ln Unit 11, New Windsor, NY 12553

#876506, Listing office: Coldwell Banker Realty

$2,363 Closing Credit¹

$199,000

2 beds • 1 bath • 880 sqft

43 Kenwood Dr Unit 3, New Windsor, NY 12553

#842887, Listing office: eXp Realty

$2,375 Closing Credit¹

$199,999

3 beds • 2 baths • 1,064 sqft

13 Glen Round Rd, Rock Tavern, NY 12575

#H6320910, Listing office: eXp Realty

$2,553 Closing Credit¹

$215,000

1 bed • 1 bath • 952 sqft

810 Blooming Grove Tpke Unit 73, New Windsor, NY 12553

#835530, Listing office: Smitchger Realty

Room to negotiate?

Median Sold Price

$437.3K

Avg. Sale Time

40 Days

Based on our May 2025 Market Report.

$2,611 Closing Credit¹

$219,900

2 beds • 1.5 baths • 1,200 sqft

10 Oakwood Ter Unit 38, New Windsor, NY 12553

#872458, Listing office: RE/MAX Benchmark Realty Group

7 days on Rocket

$2,969 Closing Credit¹

$250,000

2 beds • 2 baths • 1,176 sqft

276 Temple Hill Rd Unit 1611, Vails Gate, NY 12553

#876897, Listing office: Compass Greater NY, LLC

$2,969 Closing Credit¹

$250,000

3 beds • 1 bath • 980 sqft

45 Clancy Ave, New Windsor, NY 12553

#833553, Listing office: RE/MAX Benchmark Realty Group

$3,004 Closing Credit¹

$253,000

2 beds • 1 bath • 1,260 sqft

810 Blooming Grove Tpke Unit 84, New Windsor, NY 12553

#860980, Listing office: Howard Hanna Rand Realty

$3,325 Closing Credit¹

$280,000

2 beds • 2 baths • 1,029 sqft

1004 Washington Grn, New Windsor, NY 12553

#H6318040, Listing office: RE/MAX Benchmark Realty Group

$3,444 Closing Credit¹

$290,000

2 beds • 2 baths • 1,029 sqft

1121 Washington Grn Unit 1121, New Windsor, NY 12553

#828753, Listing office: RE/MAX Benchmark Realty Group

$3,551 Closing Credit¹

$299,000

5 beds • 2 baths • 1,962 sqft

8 E Green Rd, Rock Tavern, NY 12575

#872377, Listing office: Weichert Realtors

9 hours on Rocket

$3,551 Closing Credit¹

$299,000

2 beds • 1 bath • 884 sqft

68 Silver Spring Rd, New Windsor, NY 12553

#873196, Listing office: Howard Hanna Rand Realty

$3,681 Closing Credit¹

$310,000

2 beds • 2 baths • 1,029 sqft

1025 Washington Grn, New Windsor, NY 12553

#874048, Listing office: Keller Williams Village Sq Rlt

Coming soon

$3,859 Closing Credit¹

$325,000

2 beds • 2 baths • 1,029 sqft

1010 Washington Grn Unit 1010, New Windsor, NY 1255312553

#869771, Listing office: Hudson Valley Home Connection

$4,036 Closing Credit¹

$339,900

3 beds • 1.5 baths • 1,410 sqft

67 Harth Dr, New Windsor, NY 12553

#H6334996, Listing office: Jonathan D. Gineo

$4,151 Closing Credit¹

$349,539

3 beds • 1.5 baths • 1,508 sqft

75 Vails Gate Heights Dr, Vails Gate, NY 12553

#843826, Listing office: Houlihan Lawrence Inc.

$4,156 Closing Credit¹

$349,999

3 beds • 1 bath • 1,764 sqft

73 Merline Ave, New Windsor, NY 12553

#858388, Listing office: eXp Realty

$4,275 Closing Credit¹

$360,000

3 beds • 1.5 baths • 1,622 sqft

168 Vails Gate Heights Dr, New Windsor, NY 12553

#846356, Listing office: HomeSmart Homes & Estates

$4,393 Closing Credit¹

$369,900

3 beds • 1 bath • 960 sqft

9 Kearney Dr, New Windsor, NY 12553

#839416, Listing office: Keller Williams Realty

Coming soon

$4,453 Closing Credit¹

$375,000

3 beds • 1.5 baths • 1,236 sqft

14 Provost Dr, New Windsor, NY 12553

#879875, Listing office: RE/MAX Benchmark Realty Group

$4,501 Closing Credit¹

$379,000

3 beds • 2 baths • 1,572 sqft

57 Harth Dr, New Windsor, NY 12553

#856261, Listing office: Tactical Realty LLC

$4,750 Closing Credit¹

$400,000

2 beds • 1.5 baths • 1,448 sqft

643 Little Britain Rd, New Windsor, NY 12553

#825851, Listing office: BHHS Hudson Valley Properties

$4,750 Closing Credit¹

$400,000

3 beds • 1 bath • 1,146 sqft

99 Riley Rd, New Windsor, NY 12553

#854850, Listing office: Howard Hanna Rand Realty

$4,750 Closing Credit¹

$400,000

4 beds • 1 bath • 1,627 sqft

49 Mertes Ln, New Windsor, NY 12553

#856142, Listing office: RE/MAX Benchmark Realty Group

$4,869 Closing Credit¹

$410,000

2 beds • 2 baths • 1,532 sqft

285 Riley Rd, New Windsor, NY 12553

#866906, Listing office: Stepping Stone Realty

$4,988 Closing Credit¹

$420,000

3 beds • 3 baths • 2,002 sqft

505 Shore Dr, New Windsor, NY 12553

#823270, Listing office: Howard Hanna Rand Realty

$5,047 Closing Credit¹

$425,000

3 beds • 2 baths • 1,897 sqft

281 Union Ave, New Windsor, NY 12553

#873618, Listing office: Weichert Realtors

$5,047 Closing Credit¹

$425,000

3 beds • 2.5 baths • 1,895 sqft

221 Tamerisk Ln, New Windsor, NY 12553

#869232, Listing office: Q Home Sales

$5,094 Closing Credit¹

$429,000

2 beds • 3 baths • 1,486 sqft

1009 Ethan Allen Dr Unit 1009, New Windsor, NY 12553

#868248, Listing office: Keller Williams Realty

$5,094 Closing Credit¹

$429,000

4 beds • 2.5 baths • 1,900 sqft

15 Riley Rd, New Windsor, NY 12553

#855497, Listing office: Atelier Properties LLC

$5,105 Closing Credit¹

$429,900

3 beds • 1.5 baths • 1,324 sqft

21 Harth Dr, New Windsor, NY 12553

#853068, Listing office: RE/MAX Benchmark Realty Group

$5,166 Closing Credit¹

$435,000

3 beds • 2.5 baths • 1,750 sqft

9 Louise Dr, New Windsor, NY 12553

#840227, Listing office: Century 21 Hudson Valley Rlty.

$5,332 Closing Credit¹

$449,000

3 beds • 2.5 baths • 1,736 sqft

528 Barberry Ln, New Windsor, NY 12553

#807374, Listing office: Easy Lifestyle Real Estate

$5,344 Closing Credit¹

$450,000

3 beds • 1 bath • 1,350 sqft

15 Queen St, New Windsor, NY 12553

#860612, Listing office: John J Lease REALTORS Inc

$5,344 Closing Credit¹

$450,000

3 beds • 3 baths • 2,004 sqft

76 Creamery Dr, New Windsor, NY 12553

#858434, Listing office: Howard Hanna Rand Realty

$5,344 Closing Credit¹

$450,000

3 beds • 2 baths • 1,422 sqft

626 Union Ave, New Windsor, NY 12553

#861800, Listing office: K Fortuna Lighthouse Realty

$5,522 Closing Credit¹

$465,000

4 beds • 1.5 baths • 1,696 sqft

401 Philo St, New Windsor, NY 12553

#864379, Listing office: eXp Realty

New Windsor, NY Real Estate Market Overview

There are 86 affordable homes for sale in New Windsor, NY. The following market insights reflect all property types in the New Windsor, NY real estate market. Between April 2025 and May 2025, New Windsor, NY real estate market has seen an increase in the number of listings by 9.8%. The median list price of listings available in May 2025 was $437,333, while the average time on the real estate market was 40 days. In May 2025, from all listings sold in New Windsor, NY there were more than 7 sold above asking price, over 5 sold below and more than 1 were sold right at the asked price.

From Rocket Homes Real Estate and based on county public records data

Schools near New Windsor, NY

Elementary Schools

Cornwall-on-Hudson Elementary School
234 Hudson St
Public District KG-4
New Windsor School
175 Quassaick Ave
Public District KG-5
Vails Gate Steam Academy
400 Old Forge Hill Rd
Public Magnet KG-5

Middle Schools

Cornwall Middle School
122 Main St
Public District 5-8
South Middle School
33 Monument St # 63
Public District 6-8
Temple Hill School
525 Union Ave
Public District KG-8

High Schools

Cornwall Central High School
10 Dragon Dr
Public District 9-12
Newburgh Free Academy
201 Fullerton Ave
Public District 9-12

Data provided by Great Schools

Affordable homes for sale in New Windsor, NY

New Windsor, NY Real Estate Market Overview

Schools near New Windsor, NY

Housing market reports in Orange County

Homes for sale near New Windsor, NY

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