4 Bedroom Homes for Sale in New Windsor Town, NY

20 Homes for Sale

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3D Tour

Photo 3 of Single family home for sale at 84 Pin Oak Dr, New Windsor, NY 12553 | MLS# 1024794 | Listing updated on 2026-10-02

Photo 1 of Single family home for sale at 84 Pin Oak Dr, New Windsor, NY 12553 | MLS# 1024794 | Listing updated on 2026-10-02

Photo 2 of Single family home for sale at 84 Pin Oak Dr, New Windsor, NY 12553 | MLS# 1024794 | Listing updated on 2026-10-02

$780,000

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4Bds

4Ba

3,188sqft

Single family home for sale

84 Pin Oak Dr, New Windsor, NY 12553

River To Ridge Rlty Associates

Hot

Photo 3 of Single family home for sale at 2506 Constitution Way, New Windsor, NY 12553 | MLS# 1042179 | Listing updated on 2026-10-06

Photo 1 of Single family home for sale at 2506 Constitution Way, New Windsor, NY 12553 | MLS# 1042179 | Listing updated on 2026-10-06

Photo 2 of Single family home for sale at 2506 Constitution Way, New Windsor, NY 12553 | MLS# 1042179 | Listing updated on 2026-10-06

$720,000

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4Bds

4Ba

3,661sqft

Single family home for sale

2506 Constitution Way, New Windsor, NY 12553

Keller Williams Realty

Photo 3 of Sale Pending at 22 Ashley Ct, New Windsor, NY 12577 | MLS# 1037373 | Listing updated on 2026-09-29

Photo 1 of Sale Pending at 22 Ashley Ct, New Windsor, NY 12577 | MLS# 1037373 | Listing updated on 2026-09-29

Photo 2 of Sale Pending at 22 Ashley Ct, New Windsor, NY 12577 | MLS# 1037373 | Listing updated on 2026-09-29

$700,000

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4Bds

3Ba

2,391sqft

Sale Pending

22 Ashley Ct, New Windsor, NY 12577

Howard Hanna Rand Realty

3D Tour

Photo 3 of Single family home for sale at 464 Bull Rd, New Windsor, NY 12575 | MLS# 1035025 | Listing updated on 2026-10-04

Photo 1 of Single family home for sale at 464 Bull Rd, New Windsor, NY 12575 | MLS# 1035025 | Listing updated on 2026-10-04

Photo 2 of Single family home for sale at 464 Bull Rd, New Windsor, NY 12575 | MLS# 1035025 | Listing updated on 2026-10-04

$745,000

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4Bds

3Ba

2,566sqft

Single family home for sale

464 Bull Rd, New Windsor, NY 12575

Howard Hanna Rand Realty

Photo 3 of Single family home for sale at 15 Guernsey Dr, New Windsor, NY 12553 | MLS# 1053022 | Listing updated on 2026-09-23

Photo 1 of Single family home for sale at 15 Guernsey Dr, New Windsor, NY 12553 | MLS# 1053022 | Listing updated on 2026-09-23

Photo 2 of Single family home for sale at 15 Guernsey Dr, New Windsor, NY 12553 | MLS# 1053022 | Listing updated on 2026-09-23

$559,888

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4Bds

3Ba

2,052sqft

Single family home for sale

15 Guernsey Dr, New Windsor, NY 12553

Keller Williams Village Sq Rlt

Photo 3 of Sale Pending at 24 Sesame St, New Windsor, NY 12575 | MLS# 971635 | Listing updated on 2026-09-19

Photo 1 of Sale Pending at 24 Sesame St, New Windsor, NY 12575 | MLS# 971635 | Listing updated on 2026-09-19

Photo 2 of Sale Pending at 24 Sesame St, New Windsor, NY 12575 | MLS# 971635 | Listing updated on 2026-09-19

$639,900

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4Bds

3Ba

2,848sqft

Sale Pending

24 Sesame St, New Windsor, NY 12575

Keller Williams Realty

Hot

3D Tour

Photo 3 of Single family home for sale at 83 Harth Dr, New Windsor, NY 12553 | MLS# 1050802 | Listing updated on 2026-09-30

Photo 1 of Single family home for sale at 83 Harth Dr, New Windsor, NY 12553 | MLS# 1050802 | Listing updated on 2026-09-30

Photo 2 of Single family home for sale at 83 Harth Dr, New Windsor, NY 12553 | MLS# 1050802 | Listing updated on 2026-09-30

$545,000

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4Bds

3Ba

1,616sqft

Single family home for sale

83 Harth Dr, New Windsor, NY 12553

Re/Max Benchmark Realty Group

Photo 3 of Sale Pending at 33 Luthien Forest Rd, New Windsor, NY 12553 | MLS# 1019242 | Listing updated on 2026-09-18

Photo 1 of Sale Pending at 33 Luthien Forest Rd, New Windsor, NY 12553 | MLS# 1019242 | Listing updated on 2026-09-18

Photo 2 of Sale Pending at 33 Luthien Forest Rd, New Windsor, NY 12553 | MLS# 1019242 | Listing updated on 2026-09-18

$850,000

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4Bds

3Ba

3,857sqft

Sale Pending

33 Luthien Forest Rd, New Windsor, NY 12553

Exp Realty

3D Tour

Photo 3 of Single family home for sale at 9 Short Rd, New Windsor, NY 12553 | MLS# 1044044 | Listing updated on 2026-09-18

Photo 1 of Single family home for sale at 9 Short Rd, New Windsor, NY 12553 | MLS# 1044044 | Listing updated on 2026-09-18

Photo 2 of Single family home for sale at 9 Short Rd, New Windsor, NY 12553 | MLS# 1044044 | Listing updated on 2026-09-18

$825,000

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4Bds

5Ba

2,908sqft

Single family home for sale

9 Short Rd, New Windsor, NY 12553

Bhg Real Estate Green Team

3D Tour

Photo 3 of Single family home for sale at 210 Dairy Ln, New Windsor, NY 12553 | MLS# 1040427 | Listing updated on 2026-09-16

Photo 1 of Single family home for sale at 210 Dairy Ln, New Windsor, NY 12553 | MLS# 1040427 | Listing updated on 2026-09-16

Photo 2 of Single family home for sale at 210 Dairy Ln, New Windsor, NY 12553 | MLS# 1040427 | Listing updated on 2026-09-16

$525,000

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4Bds

3Ba

2,092sqft

Single family home for sale

210 Dairy Ln, New Windsor, NY 12553

Keller Williams Hudson Valley

Price Drop: $24K

Photo 3 of Sale Pending at 168 Station Rd, New Windsor, NY 12577 | MLS# 1027176 | Listing updated on 2026-09-16

Photo 1 of Sale Pending at 168 Station Rd, New Windsor, NY 12577 | MLS# 1027176 | Listing updated on 2026-09-16

Photo 2 of Sale Pending at 168 Station Rd, New Windsor, NY 12577 | MLS# 1027176 | Listing updated on 2026-09-16

$925,000

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4Bds

4Ba

3,700sqft

Sale Pending

168 Station Rd, New Windsor, NY 12577

Tactical Realty Llc

Hot

3D Tour

Photo 3 of Single family home for sale at 2726 Colonial Dr, New Windsor, NY 12553 | MLS# 1049776 | Listing updated on 2026-09-29

Photo 1 of Single family home for sale at 2726 Colonial Dr, New Windsor, NY 12553 | MLS# 1049776 | Listing updated on 2026-09-29

Photo 2 of Single family home for sale at 2726 Colonial Dr, New Windsor, NY 12553 | MLS# 1049776 | Listing updated on 2026-09-29

$718,000

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4Bds

3Ba

2,488sqft

Single family home for sale

2726 Colonial Dr, New Windsor, NY 12553

Howard Hanna Rand Realty

Price Drop: $10K

3D Tour

Photo 3 of Sale Pending at 268 Lake Rd, New Windsor, NY 12577 | MLS# 1010058 | Listing updated on 2026-09-14

Photo 1 of Sale Pending at 268 Lake Rd, New Windsor, NY 12577 | MLS# 1010058 | Listing updated on 2026-09-14

Photo 2 of Sale Pending at 268 Lake Rd, New Windsor, NY 12577 | MLS# 1010058 | Listing updated on 2026-09-14

$829,900

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4Bds

3Ba

2,694sqft

Sale Pending

268 Lake Rd, New Windsor, NY 12577

Biagini Realty

Photo 3 of Sale Pending at 14 Wagner Dr, New Windsor, NY 12575 | MLS# 1002684 | Listing updated on 2026-08-28

Photo 1 of Sale Pending at 14 Wagner Dr, New Windsor, NY 12575 | MLS# 1002684 | Listing updated on 2026-08-28

Photo 2 of Sale Pending at 14 Wagner Dr, New Windsor, NY 12575 | MLS# 1002684 | Listing updated on 2026-08-28

$774,900

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4Bds

3Ba

3,008sqft

Sale Pending

14 Wagner Dr, New Windsor, NY 12575

Cronin & Company Real Estate

3D Tour

Photo 3 of Single family home for sale at 2723 Colonial Dr, New Windsor, NY 12553 | MLS# 995059 | Listing updated on 2026-08-23

Photo 1 of Single family home for sale at 2723 Colonial Dr, New Windsor, NY 12553 | MLS# 995059 | Listing updated on 2026-08-23

Photo 2 of Single family home for sale at 2723 Colonial Dr, New Windsor, NY 12553 | MLS# 995059 | Listing updated on 2026-08-23

$695,000

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4Bds

3Ba

2,488sqft

Single family home for sale

2723 Colonial Dr, New Windsor, NY 12553

Re/Max Benchmark Realty Group

Photo 3 of Single family home for sale at 703 Little Britain Rd, New Windsor, NY 12553 | MLS# 1023813 | Listing updated on 2026-08-13

Photo 1 of Single family home for sale at 703 Little Britain Rd, New Windsor, NY 12553 | MLS# 1023813 | Listing updated on 2026-08-13

Photo 2 of Single family home for sale at 703 Little Britain Rd, New Windsor, NY 12553 | MLS# 1023813 | Listing updated on 2026-08-13

$469,000

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4Bds

2Ba

2,025sqft

Single family home for sale

703 Little Britain Rd, New Windsor, NY 12553

Hudson Heritage Realty

Photo 3 of Sale Pending at 14 Trotter Ln, Rock Tavern, NY 12575 | MLS# 1015197 | Listing updated on 2026-08-10

Photo 1 of Sale Pending at 14 Trotter Ln, Rock Tavern, NY 12575 | MLS# 1015197 | Listing updated on 2026-08-10

Photo 2 of Sale Pending at 14 Trotter Ln, Rock Tavern, NY 12575 | MLS# 1015197 | Listing updated on 2026-08-10

$575,000

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4Bds

3Ba

2,770sqft

Sale Pending

14 Trotter Ln, Rock Tavern, NY 12575

Howard Hanna Rand Realty

Photo 3 of Single family home for sale at 66 Pin Oak Dr, New Windsor, NY 12553 | MLS# 1013679 | Listing updated on 2026-07-25

Photo 1 of Single family home for sale at 66 Pin Oak Dr, New Windsor, NY 12553 | MLS# 1013679 | Listing updated on 2026-07-25

Photo 2 of Single family home for sale at 66 Pin Oak Dr, New Windsor, NY 12553 | MLS# 1013679 | Listing updated on 2026-07-25

$899,000

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4Bds

3Ba

3,161sqft

Single family home for sale

66 Pin Oak Dr, New Windsor, NY 12553

Keller Williams Valley Realty

Photo 3 of Sale Pending at 41 Guernsey Dr, New Windsor, NY 12553 | MLS# 1017153 | Listing updated on 2026-07-21

Photo 1 of Sale Pending at 41 Guernsey Dr, New Windsor, NY 12553 | MLS# 1017153 | Listing updated on 2026-07-21

Photo 2 of Sale Pending at 41 Guernsey Dr, New Windsor, NY 12553 | MLS# 1017153 | Listing updated on 2026-07-21

$539,999

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4Bds

3Ba

2,004sqft

Sale Pending

41 Guernsey Dr, New Windsor, NY 12553

Exp Realty

Photo 3 of Sale Pending at 57 S Union Ave, New Windsor, NY 12553 | MLS# H6204046 | Listing updated on 2025-04-09

Photo 1 of Sale Pending at 57 S Union Ave, New Windsor, NY 12553 | MLS# H6204046 | Listing updated on 2025-04-09

Photo 2 of Sale Pending at 57 S Union Ave, New Windsor, NY 12553 | MLS# H6204046 | Listing updated on 2025-04-09

$585,000

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4Bds

3Ba

2,500sqft

Sale Pending

57 S Union Ave, New Windsor, NY 12553

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No. of Homes

Prices

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No. of Homes

Single Family Homes for Sale in New Windsor Town

Homes for Sale in New Windsor Town With AC

Ranch Homes for Sale in New Windsor Town

Historic Homes for Sale New Windsor Town

Houses for Sale in New Windsor Town With Pool

Cheap Houses for Sale in New Windsor Town

Homes With Acreage in New Windsor Town

Condos in New Windsor Town

Country Homes for Sale in New Windsor Town

Patio Homes for Sale in New Windsor Town

Land for Sale in New Windsor Town

Waterfront Houses for Sale in New Windsor Town

Manufactured Homes for Sale in New Windsor Town

Open Houses in New Windsor Town

Duplex Homes for Sale in New Windsor Town

Cabins for Sale in New Windsor Town

Multi Family Homes for Sale in New Windsor Town

No. of Homes

1 Bedroom Homes for Sale in New Windsor Town, NY

2 Bedroom Homes for Sale in New Windsor Town, NY

3 Bedroom Homes for Sale in New Windsor Town, NY

4 Bedroom Homes for Sale in New Windsor Town, NY

5 Bedroom Homes for Sale in New Windsor Town, NY

6 Bedroom Homes for Sale in New Windsor Town, NY

Houses for Sale in New Windsor Town Under $100K

Houses for Sale in New Windsor Town Under $150K

Houses for Sale in New Windsor Town Under $200K

Houses for Sale in New Windsor Town Under $250K

Houses for Sale in New Windsor Town Under $300K

Houses for Sale in New Windsor Town Under $350K

Houses for Sale in New Windsor Town Under $400K

Houses for Sale in New Windsor Town Under $450K

Houses for Sale in New Windsor Town Under $500K

Houses for Sale in New Windsor Town Under $600K

Houses for Sale in New Windsor Town Under $700K

Houses for Sale in New Windsor Town Under $800K

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Based on information from OneKey MLS, through Oct 8, 2026, 10:31 AM. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. © 2026 OneKey® MLS. All rights reserved.