New Windsor, NY - homes for sale

47 of 47 results displayed

Coming Soon
$325,000Coming Soon
3 beds 2 baths1,928 sq. ft.
54 Clancy Avenue, New Windsor, NY 12553
MLS# 1049039Listed by: WEICHERT REALTORS
Coming SoonOpen Sun, 1 to 3pm
$675,000Coming Soon
3 beds 3 baths2,270 sq. ft.
272 Tamerisk Lane, New Windsor, NY 12553
MLS# 1048171Listed by: RE/MAX BENCHMARK REALTY GROUP
Open Sat, 1 to 3pmNew
$399,000Active
3 beds 1 baths1,592 sq. ft.
66 Silver Spring Road, New Windsor, NY 12553
MLS# 1047624Listed by: HOWARD HANNA RAND REALTY
New
$415,000Active
3 beds 2 baths1,392 sq. ft.
105 Pine Drive, New Windsor, NY 12553
MLS# 1048302Listed by: KELLER WILLIAMS VALLEY REALTY
New
$199,000Active
2 beds 1 baths880 sq. ft.
50 Cromwell Terrace #6, New Windsor, NY 12553
MLS# 1048947Listed by: EREALTY ADVISORS, INC
Open Sat, 12 to 2pmNew
$525,000Active
3 beds 3 baths2,092 sq. ft.
210 Dairy Lane, New Windsor, NY 12553
MLS# 1040427Listed by: KELLER WILLIAMS HUDSON VALLEY
New
$219,900Active
3 beds 3 baths1,400 sq. ft.
10 Oakwood Terrace #37, New Windsor, NY 12553
MLS# 1043409Listed by: RE/MAX BENCHMARK REALTY GROUP
$459,000Active
3 beds 2 baths2,243 sq. ft.
67 Myrtle Avenue, New Windsor, NY 12553
MLS# 1032433Listed by: GILLESPIE REAL ESTATE LLC
$630,000Active
5 beds 3 baths2,244 sq. ft.
207 Butter Hill Drive, New Windsor, NY 12553
MLS# 1039033Listed by: HOMESMART HOMES & ESTATES
$445,000Active
3 beds 3 baths1,730 sq. ft.
4 Cannon Drive, New Windsor, NY 12553
MLS# 1038867Listed by: RE/MAX BENCHMARK REALTY GROUP
$810,000Active
4 beds 3 baths2,333 sq. ft.
84 Frank Street, New Windsor, NY 12553
MLS# 1033393Listed by: KELLER WILLIAMS VILLAGE SQ RLT
$570,000Active
4 beds 3 baths2,052 sq. ft.
15 Guernsey Drive, New Windsor, NY 12553
MLS# 1038925Listed by: KELLER WILLIAMS VILLAGE SQ RLT
$418,500Active
3 beds 1 baths1,998 sq. ft.
6 Broad Street, New Windsor, NY 12553
MLS# 1028937Listed by: COMPASS GREATER NY, LLC
$489,000Active
3 beds 2 baths2,216 sq. ft.
10 Oak Ridge Drive, New Windsor, NY 12553
MLS# 1036255Listed by: EXP REALTY
$399,900Pending
3 beds 2 baths1,713 sq. ft.
27 Walnut Street, New Windsor, NY 12553
MLS# 1034932Listed by: REALTY EXECUTIVES EXCEPTIONAL
$425,000Pending
3 beds 2 baths1,056 sq. ft.
91 Myrtle Avenue, New Windsor, NY 12553
MLS# 1029978Listed by: RE/MAX BENCHMARK REALTY GROUP
$349,000Pending
4 beds 1 baths1,210 sq. ft.
28 Hilltop Drive, New Windsor, NY 12553
MLS# 1022051Listed by: CURASI REALTY, INC.
$444,000Pending
3 beds 2 baths1,344 sq. ft.
19 Farmstead Road, New Windsor, NY 12553
MLS# 1027849Listed by: EXP REALTY
$330,000Pending
2 beds 2 baths1,222 sq. ft.
309 Gazebo Court, New Windsor, NY 12553
MLS# 1025920Listed by: BHHS RIVER TOWNS REAL ESTATE
$189,900Pending
2 beds 1 baths950 sq. ft.
10 Oakwood Terrace #107, New Windsor, NY 12553
MLS# 1006931Listed by: HOWARD HANNA RAND REALTY
$400,000Pending
3 beds 4 baths2,084 sq. ft.
400 Plover Court, New Windsor, NY 12553
MLS# 1022395Listed by: KELLER WILLIAMS REALTY
$325,000Active
2 beds 2 baths1,222 sq. ft.
305 Gazebo Court, New Windsor, NY 12553
MLS# 1021785Listed by: HV PREMIER PROPERTIES REALTY
$450,000Pending
3 beds 2 baths1,365 sq. ft.
26 Garden Drive, New Windsor, NY 12553
MLS# 1019959Listed by: RE/MAX BENCHMARK REALTY GROUP
$355,000Active
3 beds 1 baths1,408 sq. ft.
237 Windsor Highway, New Windsor, NY 12553
MLS# 1019884Listed by: RE/MAX BENCHMARK REALTY GROUP
$537,500Pending
3 beds 3 baths1,872 sq. ft.
32 Clintonwood Drive, New Windsor, NY 12553
MLS# 993089Listed by: RE/MAX BENCHMARK REALTY GROUP
$539,999Pending
4 beds 3 baths2,004 sq. ft.
41 Guernsey Drive, New Windsor, NY 12553
MLS# 1017153Listed by: EXP REALTY
$335,000Pending
2 beds 2 baths1,320 sq. ft.
7 Columbus Street, New Windsor, NY 12553
MLS# 1013440Listed by: RE/MAX BENCHMARK REALTY GROUP
$460,000Active
3 beds 3 baths1,410 sq. ft.
20 Hudson Drive, New Windsor, NY 12553
MLS# 1014237Listed by: TACTICAL REALTY LLC
$76,900Active
2 beds 1 baths784 sq. ft.
2898 Route 9w, Lot 15, New Windsor, NY 12553
MLS# 986238Listed by: HOWARD HANNA RAND REALTY
$389,900Active
2 beds 2 baths1,152 sq. ft.
20 Hilltop Drive, New Windsor, NY 12553
MLS# 979998Listed by: EXP REALTY
$480,000Pending
3 beds 2 baths1,350 sq. ft.
5 Oak Ridge Drive, New Windsor, NY 12553
MLS# 999959Listed by: HUDSON VALLEY HOME CONNECTION
$499,900Pending
3 beds 2 baths1,512 sq. ft.
69 Silver Spring Road, New Windsor, NY 12553
MLS# 1003569Listed by: WEICHERT REALTORS
$325,000Pending
3 beds 2 baths1,262 sq. ft.
6 Riverview Avenue, New Windsor, NY 12553
MLS# 1003639Listed by: HOMESMART HOMES & ESTATES
$69,900Active
2 beds 2 baths784 sq. ft.
3146 Route 9w #8A, New Windsor, NY 12553
MLS# 000000Listed by: HOWARD HANNA RAND REALTY
$429,000Active
3 beds 1 baths1,436 sq. ft.
21 Stonecrest Drive, New Windsor, NY 12553
MLS# 999560Listed by: TACTICAL REALTY LLC
$269,000Pending
2 beds 1 baths912 sq. ft.
79 Silver Spring Road, New Windsor, NY 12553
MLS# 994919Listed by: RE/MAX PRIME PROPERTIES
$134,900Active
1 beds 1 baths960 sq. ft.
10 Oakwood Terrace #65, New Windsor, NY 12553
MLS# 994640Listed by: KELLER WILLIAMS REALTY
$599,000Pending
2 beds 3 baths1,768 sq. ft.
739 Hewitt Lane, New Windsor, NY 12553
MLS# 989150Listed by: TACTICAL REALTY LLC
$144,500Active
1 beds 1 baths850 sq. ft.
10 Oakwood Terrace #87, New Windsor, NY 12553
MLS# 970208Listed by: RE/MAX BENCHMARK REALTY GROUP
$69,900Active
2 beds 2 baths784 sq. ft.
3146 Route 9w #5A, New Windsor, NY 12553
MLS# 977603Listed by: HOWARD HANNA RAND REALTY
$69,900Active
2 beds 2 baths784 sq. ft.
3146 Route 9w #6A, New Windsor, NY 12553
MLS# 977604Listed by: HOWARD HANNA RAND REALTY
$439,999Pending
2 beds 3 baths1,673 sq. ft.
601 Crab Apple Lane, New Windsor, NY 12553
MLS# 972987Listed by: KELLER WILLIAMS REALTY NYC GRP
$475,000Pending
3 beds 3 baths1,848 sq. ft.
9 Sunrise Terrace, Newburgh, NY 12553
MLS# 975836Listed by: REDFIN REAL ESTATE
$65,000Active
0.22 Acres
21 Coffey Avenue, New Windsor, NY 12553
MLS# 953282Listed by: JOHN J LEASE REALTORS INC
$537,999Active
3 beds 3 baths1,764 sq. ft.
105 Shaker Court N, New Windsor, NY 12553
MLS# 934043Listed by: HOWARD HANNA RAND REALTY
$249,900Active
4 beds 2 baths1,400 sq. ft.
1 Staples Lane, New Windsor, NY 12553
MLS# 940793Listed by: HOWARD HANNA RAND REALTY
$585,000Pending
4 beds 3 baths2,500 sq. ft.
57 Union Avenue, New Windsor, NY 12553
MLS# H6204046Listed by: REAL ESTATE EXCHANGE LTD

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©2026 Century 21 Real Estate LLC. All rights reserved. CENTURY 21®, the CENTURY 21 Logo and C21® are service marks owned by Century 21 Real Estate LLC. Century 21 Real Estate LLC fully supports the principles of the Fair Housing Act and the Equal Opportunity Act. Each office is independently owned and operated. Listing information is deemed reliable but not guaranteed accurate.

Terms of use Accessibility DMCA notice Fraud alert Privacy policy Fair housing Do not sell info NY reasonable accommodation Submit agent or broker complaint

Protect your home and budget from life's surprises with an Assurant Home Warranty, backed by a partner that supports you through every step of homeownership. Explore Plans.

©2026 Century 21 Real Estate LLC. All rights reserved. CENTURY 21®, the CENTURY 21 Logo and C21® are service marks owned by Century 21 Real Estate LLC. Century 21 Real Estate LLC fully supports the principles of the Fair Housing Act and the Equal Opportunity Act. Each office is independently owned and operated. Listing information is deemed reliable but not guaranteed accurate.