New Windsor, NY - homes for sale

49 of 49 results displayed

New
$349,000Active
4 beds 1 baths1,210 sq. ft.
28 Hilltop Drive, New Windsor, NY 12553
MLS# 1022051Listed by: CURASI REALTY, INC.
New
$444,000Active
3 beds 2 baths1,344 sq. ft.
19 Farmstead Road, New Windsor, NY 12553
MLS# 1027849Listed by: EXP REALTY
New
$330,000Active
2 beds 2 baths1,222 sq. ft.
309 Gazebo Court, New Windsor, NY 12553
MLS# 1025920Listed by: BHHS RIVER TOWNS REAL ESTATE
$189,900Active
2 beds 1 baths950 sq. ft.
10 Oakwood Terrace #107, New Windsor, NY 12553
MLS# 1006931Listed by: HOWARD HANNA RAND REALTY
$450,000Active
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
$450,000Active
3 beds 2 baths1,365 sq. ft.
26 Garden Drive, New Windsor, NY 12553
MLS# 1019959Listed by: RE/MAX BENCHMARK REALTY GROUP
$377,500Active
3 beds 1 baths1,408 sq. ft.
237 Windsor Highway, New Windsor, NY 12553
MLS# 1019884Listed 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
$549,900Pending
4 beds 4 baths2,452 sq. ft.
4 Shaker Court, New Windsor, NY 12553
MLS# 1013401Listed by: HOWARD HANNA RAND REALTY
$365,000Active
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
$469,500Pending
3 beds 2 baths1,344 sq. ft.
21 Continental Drive, New Windsor, NY 12553
MLS# 1013279Listed by: RE/MAX BENCHMARK REALTY GROUP
$525,000Active
4 beds 3 baths2,052 sq. ft.
15 Guernsey Drive, New Windsor, NY 12553
MLS# 1014088Listed by: KELLER WILLIAMS VILLAGE SQ RLT
$84,900Active
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
$480,000Active
3 beds 2 baths1,350 sq. ft.
5 Oak Ridge Drive, New Windsor, NY 12553
MLS# 999959Listed by: HUDSON VALLEY HOME CONNECTION
$524,999Pending
5 beds 3 baths2,821 sq. ft.
8 Shaker Court, New Windsor, NY 12553
MLS# 1009500Listed by: KELLER WILLIAMS RLTY INTEGRITY
$575,000Pending
3 beds 3 baths1,900 sq. ft.
116 Chestnut Drive, New Windsor, NY 12553
MLS# 1001314Listed by: HOWARD HANNA RAND REALTY
$225,000Pending
2 beds 1 baths715 sq. ft.
43 Lafayette Drive, New Windsor, NY 12553
MLS# 1005062Listed by: KELLER WILLIAMS REALTY
$465,000Active
3 beds 3 baths1,701 sq. ft.
18 Saint Joseph Place, New Windsor, NY 12553
MLS# 1003613Listed by: RE/MAX BENCHMARK REALTY GROUP
$625,000Pending
4 beds 3 baths2,910 sq. ft.
37 Guernsey Drive, New Windsor, NY 12553
MLS# 1003311Listed by: RE/MAX BENCHMARK REALTY GROUP
$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
$385,000Pending
3 beds 2 baths1,553 sq. ft.
119 Blanche Avenue, New Windsor, NY 12553
MLS# 997806Listed by: EXP REALTY
$79,900Active
2 beds 2 baths784 sq. ft.
3146 Route 9w #8A, New Windsor, NY 12553
MLS# 000000Listed by: HOWARD HANNA RAND REALTY
$439,000Active
3 beds 1 baths1,436 sq. ft.
21 Stonecrest Drive, New Windsor, NY 12553
MLS# 999560Listed by: TACTICAL REALTY LLC
$429,999Pending
3 beds 2 baths1,216 sq. ft.
20 Cresthaven Drive, New Windsor, NY 12553
MLS# 998445Listed by: HUDSON VALLEY HOME CONNECTION
$269,000Active
2 beds 1 baths912 sq. ft.
79 Silver Spring Road, New Windsor, NY 12553
MLS# 994919Listed by: RE/MAX PRIME PROPERTIES
$259,000Pending
3 beds 1 baths1,144 sq. ft.
35 Union Avenue, New Windsor, NY 12553
MLS# 961045Listed by: KELLER WILLIAMS HUDSON VALLEY
$350,000Pending
2 beds 2 baths1,312 sq. ft.
714 Hewitt Lane, New Windsor, NY 12553
MLS# 995349Listed by: RE/MAX BENCHMARK REALTY GROUP
$134,900Active
1 beds 1 baths960 sq. ft.
10 Oakwood Terrace #65, New Windsor, NY 12553
MLS# 994640Listed by: KELLER WILLIAMS REALTY
Open Thu, 4 to 7pm
$599,000Active
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
$245,500Active
3 beds 2 baths1,280 sq. ft.
27 Lexington Lane, New Windsor, NY 12553
MLS# 969049Listed by: NEXT LEVEL PROPERTY MANAGEMENT
$550,000Pending
5 beds 3 baths2,431 sq. ft.
17 Shaker Court, New Windsor, NY 12553
MLS# 984079Listed by: DONNA RUFFINO REALTY CORP
$84,900Active
2 beds 2 baths784 sq. ft.
3146 Route 9w #5A, New Windsor, NY 12553
MLS# 977603Listed by: HOWARD HANNA RAND REALTY
$84,900Active
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
$190,000Pending
2 beds 1 baths950 sq. ft.
10 Oakwood Terrace #88, New Windsor, NY 12553
MLS# 949147Listed by: RE/MAX BENCHMARK REALTY GROUP
$65,000Active
0.22 Acres
21 Coffey Avenue, New Windsor, NY 12553
MLS# 953282Listed by: JOHN J LEASE REALTORS INC
$435,000Active
3 beds 2 baths1,510 sq. ft.
117 Sandpiper Lane #1B, New Windsor, NY 12553
MLS# 949842Listed by: EASY LIFESTYLE REAL ESTATE
$235,000Pending
2 beds 2 baths575 sq. ft.
24 Quassaick Avenue, New Windsor, NY 12553
MLS# 949659Listed by: KELLER WILLIAMS HUDSON VALLEY
$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
$134,900Pending
1 beds 1 baths960 sq. ft.
10 Oakwood Terrace #110, New Windsor, NY 12553
MLS# 920021Listed by: STEPPING STONE REALTY
$205,900Pending
2 beds 2 baths1,200 sq. ft.
10 Oakwood Terrace #38, New Windsor, NY 12553
MLS# 923982Listed by: WEICHERT REALTORS
$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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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.

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.