Country Homes for Sale in New Windsor Town, NY

17 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

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

Price Drop: $9.9K

Photo 3 of Sale Pending at 201 Brittany Ter, Rock Tavern, NY 12575 | MLS# 1029958 | Listing updated on 2026-09-29

Photo 1 of Sale Pending at 201 Brittany Ter, Rock Tavern, NY 12575 | MLS# 1029958 | Listing updated on 2026-09-29

Photo 2 of Sale Pending at 201 Brittany Ter, Rock Tavern, NY 12575 | MLS# 1029958 | Listing updated on 2026-09-29

$210,000

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2Bds

2Ba

1,680sqft

Sale Pending

201 Brittany Ter, Rock Tavern, NY 12575

Re/Max Benchmark Realty Group

Price Drop: $20K

Photo 3 of Sale Pending at 217 Brittany Ter #217, New Windsor, NY 12575 | MLS# 988319 | Listing updated on 2026-09-28

Photo 1 of Sale Pending at 217 Brittany Ter #217, New Windsor, NY 12575 | MLS# 988319 | Listing updated on 2026-09-28

Photo 2 of Sale Pending at 217 Brittany Ter #217, New Windsor, NY 12575 | MLS# 988319 | Listing updated on 2026-09-28

$169,000

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3Bds

2Ba

1,344sqft

Sale Pending

217 Brittany Ter #217, New Windsor, NY 12575

Howard Hanna Rand Realty

Photo 3 of Single family home for sale at 14 Valewood Dr, New Windsor, NY 12553 | MLS# 1052277 | Listing updated on 2026-10-05

Photo 1 of Single family home for sale at 14 Valewood Dr, New Windsor, NY 12553 | MLS# 1052277 | Listing updated on 2026-10-05

Photo 2 of Single family home for sale at 14 Valewood Dr, New Windsor, NY 12553 | MLS# 1052277 | Listing updated on 2026-10-05

$449,900

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3Bds

2Ba

1,314sqft

Single family home for sale

14 Valewood Dr, New Windsor, NY 12553

Exp Realty

Photo 3 of Single family home for sale at 18 Valley Dr, New Windsor, NY 12577 | MLS# 1048208 | Listing updated on 2026-09-24

Photo 1 of Single family home for sale at 18 Valley Dr, New Windsor, NY 12577 | MLS# 1048208 | Listing updated on 2026-09-24

Photo 2 of Single family home for sale at 18 Valley Dr, New Windsor, NY 12577 | MLS# 1048208 | Listing updated on 2026-09-24

$499,999

3Bds

2Ba

1,474sqft

Single family home for sale

18 Valley Dr, New Windsor, NY 12577

Prominent Properties Sotheby'S

Price Drop: $2K

Photo 3 of Sale Pending at 237 Windsor Hwy, New Windsor, NY 12553 | MLS# 1019884 | Listing updated on 2026-09-23

Photo 1 of Sale Pending at 237 Windsor Hwy, New Windsor, NY 12553 | MLS# 1019884 | Listing updated on 2026-09-23

Photo 2 of Sale Pending at 237 Windsor Hwy, New Windsor, NY 12553 | MLS# 1019884 | Listing updated on 2026-09-23

$355,000

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3Bds

1Ba

1,408sqft

Sale Pending

237 Windsor Hwy, New Windsor, NY 12553

Re/Max Benchmark Realty Group

3D Tour

Photo 3 of Sale Pending at 309 Beattie Rd, New Windsor, NY 10992 | MLS# 1010763 | Listing updated on 2026-09-20

Photo 1 of Sale Pending at 309 Beattie Rd, New Windsor, NY 10992 | MLS# 1010763 | Listing updated on 2026-09-20

Photo 2 of Sale Pending at 309 Beattie Rd, New Windsor, NY 10992 | MLS# 1010763 | Listing updated on 2026-09-20

$975,000

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5Bds

6Ba

6,240sqft

Sale Pending

309 Beattie Rd, New Windsor, NY 10992

Weichert Realtors

Photo 3 of Single family home for sale at 18 Saint Joseph Pl, New Windsor, NY 12553 | MLS# 1050414 | Listing updated on 2026-09-20

Photo 1 of Single family home for sale at 18 Saint Joseph Pl, New Windsor, NY 12553 | MLS# 1050414 | Listing updated on 2026-09-20

Photo 2 of Single family home for sale at 18 Saint Joseph Pl, New Windsor, NY 12553 | MLS# 1050414 | Listing updated on 2026-09-20

$459,999

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3Bds

3Ba

1,701sqft

Single family home for sale

18 Saint Joseph Pl, New Windsor, NY 12553

Exp Realty

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

Photo 3 of Single family home for sale at 178 Mount Airy Rd, New Windsor, NY 12553 | MLS# 1051580 | Listing updated on 2026-09-17

Photo 1 of Single family home for sale at 178 Mount Airy Rd, New Windsor, NY 12553 | MLS# 1051580 | Listing updated on 2026-09-17

Photo 2 of Single family home for sale at 178 Mount Airy Rd, New Windsor, NY 12553 | MLS# 1051580 | Listing updated on 2026-09-17

$400,000

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3Bds

1Ba

1,424sqft

Single family home for sale

178 Mount Airy Rd, New Windsor, NY 12553

Re/Max Benchmark Realty Group

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

$275,000

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2Bds

1Ba

1,260sqft

Condo for sale

810 Blooming Grv Turnpike

810 Blooming Grv Turnpike #72, New Windsor, NY 12553

Re/Max Benchmark Realty Group

Building 2 Units Available

Listing Photo 3 - Condo for sale in building located at 810 Blooming Grv Turnpike, New Windsor, NY 12553 - Unit #72

Unit #72

810 Blooming Grv Turnpike

$180,000 - $275,000

810 Blooming Grv Turnpike, New Windsor, NY 12553

1 Bed

$180k+

2 Beds

$275k+

3D Tour

Photo 3 of Sale Pending at 41 Keats Dr, New Windsor, NY 12553 | MLS# 1027670 | Listing updated on 2026-09-11

Photo 1 of Sale Pending at 41 Keats Dr, New Windsor, NY 12553 | MLS# 1027670 | Listing updated on 2026-09-11

Photo 2 of Sale Pending at 41 Keats Dr, New Windsor, NY 12553 | MLS# 1027670 | Listing updated on 2026-09-11

$499,900

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3Bds

3Ba

1,812sqft

Sale Pending

41 Keats Dr, New Windsor, NY 12553

Howard Hanna Rand Realty

$330,000

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2Bds

2Ba

1,536sqft

Condo for sale

276 Temple Hl Rd

276 Temple Hl Rd #2002, New Windsor, NY 12553

Re/Max Benchmark Realty Group

Building 7 Units Available

Listing Photo 3 - Condo for sale in building located at 276 Temple Hl Rd, New Windsor, NY 12553 - Unit #2002

Unit #2002

276 Temple Hl Rd

$239,999 - $344,999

276 Temple Hl Rd, New Windsor, NY 12553

2 Beds

$240k+

3 Beds

$275k+

Photo 3 of Sale Pending at 5 Beaverbrook Rd, New Windsor, NY 12553 | MLS# 1016961 | Listing updated on 2026-08-21

Photo 1 of Sale Pending at 5 Beaverbrook Rd, New Windsor, NY 12553 | MLS# 1016961 | Listing updated on 2026-08-21

Photo 2 of Sale Pending at 5 Beaverbrook Rd, New Windsor, NY 12553 | MLS# 1016961 | Listing updated on 2026-08-21

$330,000

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2Bds

1Ba

1,220sqft

Sale Pending

5 Beaverbrook Rd, New Windsor, NY 12553

Gillespie Real Estate Llc

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

Real Estate Exchange Ltd

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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

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Homes With Acreage in New Windsor Town

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Land for Sale in New Windsor Town

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Cabins for Sale in New Windsor Town

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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.