Pine Plains, NY Homes

• 

  $275,000 Sold Dec 08, 2025

  46 Myrtle Ave, Pine Plains, NY 12567

  • 2 Beds
  • 3 Baths
  • 1,728 Sq Ft
  • Built 1875

  Last Sold Summary

  • 20% Below List Price
  • $159/SF
  • 86 Days On Market

  Last Listing Agent Susan Whalen George T Whalen Real Estate

  46 Myrtle Ave, Pine Plains, NY 12567
• 

  Est $356,646 Not Listed For Sale

  • 3 Beds

  300 South Rd, Stanfordville, NY 12581

  300 South Rd, Stanfordville, NY 12581
• 

  $360,000 Sold Sep 25, 2025

  48 Woodside St, Pine Plains, NY 12567

  • 3 Beds
  • 2 Baths
  • 1,280 Sq Ft
  • Built 2001

  Last Sold Summary

  • 7% Below List Price
  • $281/SF
  • 95 Days On Market

  Current Estimated Value $378,468

  Last Listing Agent Brad Rebillard DUTCHESS COUNTRY REALTY INC. M

  48 Woodside St, Pine Plains, NY 12567
• 

  Est $300,837 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 750 Sq Ft

  Unlisted Address

  Unlisted Address
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  /7

  $440,000 Sold May 08, 2025

  0 - TBD County Route 7, Copake, NY 12516

  • Land
  • 43.53 Acres
  • $10,108 per Acre

  Last Sold Summary

  • 8% Below List Price
  • 202 Days On Market

  Last Listing Agent Jeffries Blackerby Houlihan Lawrence Inc.

  0 - TBD County Route 7, Copake, NY 12516
• 

  Est $663,630 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,990 Sq Ft

  250 South Rd, Stanfordville, NY 12581

  250 South Rd, Stanfordville, NY 12581
• 

  

  /37

  $665,000 Sold Aug 15, 2025

  2067 County Road 83, Pine Plains, NY 12567

  • 3 Beds
  • 2 Baths
  • 1,640 Sq Ft
  • Built 1810

  Last Sold Summary

  • 1% Below List Price
  • $405/SF
  • 27 Days On Market

  Last Listing Agent William Golan Compass Greater NY, LLC

  2067 County Road 83, Pine Plains, NY 12567
• 

  Est $563,631 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,168 Sq Ft

  386 Willow Glen Rd, Red Hook, NY 12571

  386 Willow Glen Rd, Red Hook, NY 12571
• 

  $280,500 Sold Oct 03, 2025

  4 Antler Club Rd, Pine Plains, NY 12567

  • 2 Beds
  • 2 Baths
  • 1,620 Sq Ft
  • Built 1950

  Last Sold Summary

  • 23% Below List Price
  • $173/SF
  • 231 Days On Market

  Current Estimated Value $352,333

  Last Listing Agent Michael Cahill HomeSmart Homes & Estates

  4 Antler Club Rd, Pine Plains, NY 12567
• 

  Est $781,639 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,600 Sq Ft

  351 Willow Glen Rd, Red Hook, NY 12571

  351 Willow Glen Rd, Red Hook, NY 12571
• 

  $302,000 Sold May 22, 2025

  84 Cottontail Rd, Ancram, NY 12502

  • 2 Beds
  • 1 Bath
  • 1,370 Sq Ft
  • Built 1958

  Last Sold Summary

  • 2% Below List Price
  • $220/SF
  • 16 Days On Market

  Current Estimated Value $335,536

  Last Listing Agent CATHERINE HOWARD Corcoran Country Living

  84 Cottontail Rd, Ancram, NY 12502
• 

  Est $592,791 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 3,980 Sq Ft

  357 North Rd, Red Hook, NY 12571

  357 North Rd, Red Hook, NY 12571
• 

  $3,425,000 Sold Apr 16, 2025

  420 Carpenter Hill Rd, Pine Plains, NY 12567

  • 6 Beds
  • 4.5 Baths
  • 5,163 Sq Ft
  • Built 1996

  Last Sold Summary

  • 9% Below List Price
  • $663/SF
  • 162 Days On Market

  Current Estimated Value $2,699,581

  Last Listing Agent LINDSAY BALDWIN Houlihan Lawrence Inc.

  420 Carpenter Hill Rd, Pine Plains, NY 12567
• 

  Est $440,036 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,408 Sq Ft

  21 Hamlet Ln, Red Hook, NY 12571

  21 Hamlet Ln, Red Hook, NY 12571
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  /40

  $3,100,000 Sold Aug 07, 2025

  182 Hill Top Rd, Pine Plains, NY 12567

  • 5 Beds
  • 3.5 Baths
  • 3,264 Sq Ft
  • Built 2006

  Last Sold Summary

  • 5% Above List Price
  • $950/SF
  • 127 Days On Market

  Current Estimated Value $3,039,420

  Last Listing Agent Katherine Wood Patricia A. Hinkein Realty

  182 Hill Top Rd, Pine Plains, NY 12567
• 

  Est $284,391 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 800 Sq Ft

  26 Hamlet Ln, Red Hook, NY 12571

  26 Hamlet Ln, Red Hook, NY 12571
• 

  Est $346,649 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,152 Sq Ft

  110 South Rd, Red Hook, NY 12571

  110 South Rd, Red Hook, NY 12571
• 

  Est $385,141 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 960 Sq Ft

  38 County Route 7, Pine Plains, NY 12567

  38 County Route 7, Pine Plains, NY 12567
• 

  Est $1,094,369 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 2,268 Sq Ft

  102 Hall Hill Rd, Ancram, NY 12502

  102 Hall Hill Rd, Ancram, NY 12502
• 

  Est $893,000 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 3,500 Sq Ft

  105 Mill Hill Rd, Pine Plains, NY 12567

  105 Mill Hill Rd, Pine Plains, NY 12567
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  /35

  Est $737,201 Not Listed For Sale

  • 4 Beds
  • 1.5 Baths
  • 2,720 Sq Ft

  607 County Route 7, Ancram, NY 12502

  607 County Route 7, Ancram, NY 12502
• 

  

  /25

  Est $1,479,488 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 2,510 Sq Ft

  12 Skiba Rd, Pine Plains, NY 12567

  12 Skiba Rd, Pine Plains, NY 12567
• 

  Est $719,646 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,012 Sq Ft

  60 Near Rd, Red Hook, NY 12571

  60 Near Rd, Red Hook, NY 12571
• 

  Est $796,404 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,156 Sq Ft

  82 Skiba Rd, Pine Plains, NY 12567

  82 Skiba Rd, Pine Plains, NY 12567
• 

  

  /35

  Est $624,441 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,939 Sq Ft

  50 Skiba Rd, Pine Plains, NY 12567

  50 Skiba Rd, Pine Plains, NY 12567
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  /2

  Est $600,687 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,168 Sq Ft

  246 County Route 11, Pine Plains, NY 12567

  246 County Route 11, Pine Plains, NY 12567
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  /40

  Est $2,065,570 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 3,997 Sq Ft

  21 Finkle Rd Unit 5, Ancramdale, NY 12503

  21 Finkle Rd Unit 5, Ancramdale, NY 12503
• 

  Est $368,957 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,568 Sq Ft

  438 Hall Hill Rd, Ancram, NY 12502

  438 Hall Hill Rd, Ancram, NY 12502
• 

  Est $469,888 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,344 Sq Ft

  546 Hall Hill Rd, Ancram, NY 12502

  546 Hall Hill Rd, Ancram, NY 12502
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  /41

  Est $996,309 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 2,380 Sq Ft

  51 Hall Hill Rd, Ancram, NY 12502

  51 Hall Hill Rd, Ancram, NY 12502
• 

  Est $270,999 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,250 Sq Ft

  15 Pooles Hill Rd, Ancram, NY 12502

  15 Pooles Hill Rd, Ancram, NY 12502
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  Not Listed For Sale

  • 460 Sq Ft

  2812 W Church St, Pine Plains, NY 12567

  2812 W Church St, Pine Plains, NY 12567
• 

  Est $452,424 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,317 Sq Ft

  10 Dickman Farm Rd, Red Hook, NY 12571

  10 Dickman Farm Rd, Red Hook, NY 12571
• 

  Est $569,251 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,714 Sq Ft

  154 Woods Dr, Ancramdale, NY 12503

  154 Woods Dr, Ancramdale, NY 12503
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  /22

  Est $779,533 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,455 Sq Ft

  Unlisted Address

  Unlisted Address
• 

  

  /16

  Not Listed For Sale

  00WP Hoffman Rd, Pine Plains, NY 12567

  00WP Hoffman Rd, Pine Plains, NY 12567
• 

  Est $418,261 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,867 Sq Ft

  23 Willow St, Pine Plains, NY 12567

  23 Willow St, Pine Plains, NY 12567
• 

  Est $604,081 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,768 Sq Ft

  53 County Route 8, Ancramdale, NY 12503

  53 County Route 8, Ancramdale, NY 12503
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  /31

  Est $484,885 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,352 Sq Ft

  36 5 Roses Rd E, Ancram, NY 12502

  36 5 Roses Rd E, Ancram, NY 12502
• 

  Est $483,956 Not Listed For Sale

  78 Skyline Rd, Ancramdale, NY 12503

  78 Skyline Rd, Ancramdale, NY 12503

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