Recently Sold Pine Plains, NY Homes

• 

  $732,000 Sold Oct 09, 2025

  546 Hicks Hill Rd, Stanfordville, NY 12581

  • 3 Beds
  • 2.5 Baths
  • 2,971 Sq Ft
  • Built 2003

  Last Sold Summary

  • $246/SF
  • 33 Days On Market

  Current Estimated Value $726,387

  Last Listing Agent Joseph Iannibelli Keller Williams NY Realty

  546 Hicks Hill Rd, Stanfordville, NY 12581
• 

  $415,000 Sold Oct 14, 2025

  1601 Route 199, Red Hook, NY 12571

  • 3 Beds
  • 2 Baths
  • 1,097 Sq Ft
  • Built 1972

  Last Sold Summary

  • 3% Below List Price
  • $378/SF
  • 30 Days On Market

  Current Estimated Value $425,000

  Last Listing Agent Jason Schobert eXp Realty

  1601 Route 199, Red Hook, NY 12571
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  $924,500 Sold Aug 07, 2025

  Tbd Woods Dr, Ancramdale, NY 12503

  • Land
  • 105.45 Acres
  • $8,767 per Acre

  Last Sold Summary

  • 5% Below List Price
  • 113 Days On Market

  Last Listing Agent Arlena Armstrong Anatole House LLC

  Tbd Woods Dr, Ancramdale, NY 12503
• 

  $390,000 Sold Aug 11, 2025

  285 South Rd, Stanfordville, NY 12581

  • Land
  • 24.99 Acres
  • $15,606 per Acre

  Last Sold Summary

  • 18% Below List Price
  • 54 Days On Market

  Current Estimated Value $392,131

  Last Listing Agent Michael Tellerday Houlihan Lawrence Inc.

  285 South Rd, Stanfordville, NY 12581
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  $55,000 Sold Oct 27, 2025

  0 County Route 8 Unit 20252154, Gallatin, NY 12567

  • Land
  • 1.1 Acres
  • $50,000 per Acre

  Last Sold Summary

  • 15% Below List Price
  • 46 Days On Market

  Last Listing Agent Joel Craig Coldwell Banker Village Green

  0 County Route 8 Unit 20252154, Gallatin, NY 12567
• 

  $270,000 Sold Jan 08, 2026

  34 Myrtle Ave, Pine Plains, NY 12567

  • 5 Beds
  • 2.5 Baths
  • 2,100 Sq Ft
  • Built 1900

  Last Sold Summary

  • 7% Below List Price
  • $129/SF
  • 17 Days On Market

  Last Listing Agent Blake Michaud Serhant LLC

  34 Myrtle Ave, Pine Plains, NY 12567
• 

  $810,000 Sold Apr 08, 2025

  2854 Church St, Pine Plains, NY 12567

  • 3 Beds
  • 2 Baths
  • 2,208 Sq Ft
  • Built 1911

  Last Sold Summary

  • 2% Below List Price
  • $367/SF
  • 61 Days On Market

  Current Estimated Value $829,108

  Last Listing Agent Diana Bisselle William Pitt Sothebys Int Rlty

  2854 Church St, Pine Plains, NY 12567
• 

  $290,000 Sold Jun 30, 2025

  15 Ferris Ln, Red Hook, NY 12571

  • Land
  • 9.25 Acres
  • $31,351 per Acre

  Last Sold Summary

  • 11% Below List Price
  • 91 Days On Market

  Last Listing Agent PAULA REDMOND Corcoran Country Living

  15 Ferris Ln, Red Hook, NY 12571
• 

  $820,000 Sold Jan 16, 2026

  1388 Route 83, Pine Plains, NY 12567

  • 4 Beds
  • 4.5 Baths
  • 3,000 Sq Ft
  • Built 1880

  Last Sold Summary

  • 11% Below List Price
  • $273/SF
  • 169 Days On Market

  Last Listing Agent Jill Rose Houlihan Lawrence Inc.

  1388 Route 83, Pine Plains, NY 12567
• 

  $520,000 Sold Dec 30, 2025

  30 N Main St, Pine Plains, NY 12567

  • 4 Beds
  • 2.5 Baths
  • 3,180 Sq Ft
  • Built 1880

  Last Sold Summary

  • 13% Below List Price
  • $164/SF
  • 99 Days On Market

  Last Listing Agent Arleen Shepley Elyse Harney Real Estate

  30 N Main St, Pine Plains, NY 12567
• 

  $250,000 Sold Apr 01, 2025

  97 North Rd, Red Hook, NY 12571

  • 2 Beds
  • 2 Baths
  • 1,248 Sq Ft
  • Built 1951

  Last Sold Summary

  • 2% Below List Price
  • $200/SF
  • 77 Days On Market

  Current Estimated Value $264,057

  Last Listing Agent Richard Brenner Rich Brenner Realty, LLC

  97 North Rd, Red Hook, NY 12571
• 

  $1,975,000 Sold Mar 17, 2025

  0 Dewitt Ln Unit KEYM418621, Ancramdale, NY 12503

  • 4 Beds
  • 3 Baths
  • 4,144 Sq Ft
  • Built 2000

  Last Sold Summary

  • 21% Below List Price
  • $477/SF
  • 428 Days On Market

  Last Listing Agent Neil Charles Neil Charles Real Estate, LLC

  0 Dewitt Ln Unit KEYM418621, Ancramdale, NY 12503
• 

  $2,510,460 Sold Aug 06, 2025

  53 Brooks Rd, Pine Plains, NY 12567

  • 6 Beds
  • 5.5 Baths
  • 4,000 Sq Ft
  • Built 1850

  Last Sold Summary

  • 16% Below List Price
  • $628/SF
  • 300 Days On Market

  Last Listing Agent Anthony D'Argenzio Houlihan Lawrence, Inc

  53 Brooks Rd, Pine Plains, NY 12567
• 

  $515,000 Sold Oct 27, 2025

  43 Stissing Mountain Dr, Pine Plains, NY 12567

  • 3 Beds
  • 1.5 Baths
  • 1,862 Sq Ft
  • Built 1983

  Last Sold Summary

  • 21% Below List Price
  • $277/SF
  • 93 Days On Market

  Current Estimated Value $535,173

  Last Listing Agent Richard Brenner Rich Brenner Realty, LLC

  43 Stissing Mountain Dr, Pine Plains, NY 12567
• 

  $350,000 Sold Dec 31, 2025

  0 New York 82 Unit KEYM420064, Stanfordville, NY 12581

  • Land
  • 5.02 Acres
  • $69,721 per Acre

  Last Sold Summary

  • 7% Below List Price
  • 725 Days On Market

  Last Listing Agent Steve Bruman Corcoran Country Living

  0 New York 82 Unit KEYM420064, Stanfordville, NY 12581
• 

  $307,500 Sold Mar 20, 2025

  3088 Church St, Pine Plains, NY 12567

  • 3 Beds
  • 2 Baths
  • 2,328 Sq Ft
  • Built 1872

  Last Sold Summary

  • 10% Below List Price
  • $132/SF
  • 43 Days On Market

  Current Estimated Value $336,074

  Last Listing Agent Richard Brenner Rich Brenner Realty, LLC

  3088 Church St, Pine Plains, NY 12567
• 

  $135,000 Sold Jan 23, 2026

  58 Britton St, Pine Plains, NY 12567

  • Land
  • 0.93 Acre
  • $145,161 per Acre

  Last Sold Summary

  • 10% Below List Price
  • 94 Days On Market

  Last Listing Agent Richard Brenner Rich Brenner Realty, LLC

  58 Britton St, Pine Plains, NY 12567
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  $390,000 Sold Apr 04, 2025

  717 County Route 7, Pine Plains, NY 12567

  • 3 Beds
  • 2.5 Baths
  • 1,850 Sq Ft
  • Built 1870

  Last Sold Summary

  • 2% Below List Price
  • $211/SF
  • 49 Days On Market

  Current Estimated Value $836,629

  Last Listing Agent Brad Rebillard Dutchess Country Realty, Inc.

  717 County Route 7, Pine Plains, NY 12567
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  $280,000 Sold Aug 01, 2025

  1283 County Route 7, Ancram, NY 12502

  • 3 Beds
  • 1.5 Baths
  • 1,368 Sq Ft
  • Built 1880

  Last Sold Summary

  • 6% Below List Price
  • $205/SF
  • 73 Days On Market

  Current Estimated Value $297,896

  Last Listing Agent Margaret Clarke Corcoran Country Living

  1283 County Route 7, Ancram, NY 12502
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  $370,000 Sold Apr 07, 2025

  0 Hill Top Rd Unit ONEH6333617, Gallatin, NY 12502

  • Land
  • 36.66 Acres
  • $10,093 per Acre

  Last Sold Summary

  • 6% Below List Price
  • 85 Days On Market

  Last Listing Agent Andrew Gates Houlihan Lawrence Inc.

  0 Hill Top Rd Unit ONEH6333617, Gallatin, NY 12502
• 

  $100,000 Sold Sep 10, 2025

  1691 Jackson Corners Rd, Red Hook, NY 12571

  • 2 Beds
  • 1.5 Baths
  • 984 Sq Ft
  • Built 1970

  Last Sold Summary

  • 47% Below List Price
  • $102/SF
  • 79 Days On Market

  Last Listing Agent Catherine Mondello Mondello Upstate Properties

  1691 Jackson Corners Rd, Red Hook, NY 12571
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  $185,000 Sold Nov 01, 2025

  00-1 New York 82, Pine Plains, NY 12567

  • Land
  • 20 Acres
  • $9,250 per Acre

  Last Sold Summary

  • 5% Below List Price
  • 22 Days On Market

  Last Listing Agent Jeffries Blackerby Houlihan Lawrence Inc.

  00-1 New York 82, Pine Plains, NY 12567
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  $240,000 Sold Oct 10, 2025

  721 County Route 7, Pine Plains, NY 12567

  • 3 Beds
  • 1 Bath
  • 1,400 Sq Ft
  • Built 1820

  Last Sold Summary

  • 30% Below List Price
  • $171/SF
  • 418 Days On Market

  Current Estimated Value $256,506

  Last Listing Agent David Norman Hall Houlihan Lawrence Inc.

  721 County Route 7, Pine Plains, NY 12567
• 

  $711,000 Sold Sep 22, 2025

  37 Stissing Mountain Dr, Pine Plains, NY 12567

  • 2 Beds
  • 2 Baths
  • 1,624 Sq Ft
  • Built 2024

  Last Sold Summary

  • 5% Below List Price
  • $438/SF
  • 34 Days On Market

  Last Listing Agent Jason Nadeau Compass Greater NY, LLC

  37 Stissing Mountain Dr, Pine Plains, NY 12567
• 

  $340,000 Sold Jun 20, 2025

  712 County Route 7, Pine Plains, NY 12567

  • 2 Beds
  • 1.5 Baths
  • 1,728 Sq Ft
  • Built 1800

  Last Sold Summary

  • $197/SF
  • 29 Days On Market

  Current Estimated Value $356,119

  Last Listing Agent PAULA REDMOND Corcoran Country Living

  712 County Route 7, Pine Plains, NY 12567
• 

  $559,000 Sold Jan 07, 2026

  540 Hicks Hill Rd, Stanfordville, NY 12581

  • 3 Beds
  • 2.5 Baths
  • 2,269 Sq Ft
  • Built 1989

  Last Sold Summary

  • 3% Below List Price
  • $246/SF
  • 78 Days On Market

  Last Listing Agent Rita Longo Howard Hanna Rand Realty

  540 Hicks Hill Rd, Stanfordville, NY 12581
• 

  $850,000 Sold Oct 14, 2025

  2365 Route 83, Pine Plains, NY 12567

  • 5 Beds
  • 2.5 Baths
  • 2,413 Sq Ft
  • Built 1830

  Last Sold Summary

  • 6% Below List Price
  • $352/SF
  • 54 Days On Market

  Current Estimated Value $844,317

  Last Listing Agent Richard Brenner Rich Brenner Realty, LLC

  2365 Route 83, Pine Plains, NY 12567
• 

  $550,000 Sold Sep 18, 2025

  4 Skiba Rd, Pine Plains, NY 12567

  • 2 Beds
  • 1.5 Baths
  • 1,774 Sq Ft
  • Built 1800

  Last Sold Summary

  • $310/SF
  • 31 Days On Market

  Current Estimated Value $557,143

  Last Listing Agent Annabel Taylor Four Seasons Sothebys Intl

  4 Skiba Rd, Pine Plains, NY 12567
• 

  $285,000 Sold Aug 13, 2025

  6 Carla Terrace, Pine Plains, NY 12567

  • 4 Beds
  • 1.5 Baths
  • 1,328 Sq Ft
  • Built 1962

  Last Sold Summary

  • 5% Below List Price
  • $215/SF
  • 48 Days On Market

  Current Estimated Value $302,326

  Last Listing Agent Theodore Weinstein REO Edge LLC

  6 Carla Terrace, Pine Plains, NY 12567
• 

  $537,500 Sold Sep 09, 2025

  5 Myrtle Ave, Pine Plains, NY 12567

  • 4 Beds
  • 2 Baths
  • 2,605 Sq Ft
  • Built 1860

  Last Sold Summary

  • 10% Below List Price
  • $206/SF
  • 37 Days On Market

  Current Estimated Value $529,607

  Last Listing Agent Thomas Zengen Thomas Zengen

  5 Myrtle Ave, Pine Plains, NY 12567
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  $695,000 Sold Sep 17, 2025

  60 County Route 7, Pine Plains, NY 12567

  • 3 Beds
  • 2 Baths
  • 1,792 Sq Ft
  • Built 1971

  Last Sold Summary

  • 9% Above List Price
  • $388/SF
  • 26 Days On Market

  Current Estimated Value $697,225

  Last Listing Agent David Norman Hall Houlihan Lawrence Inc.

  60 County Route 7, Pine Plains, NY 12567
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  $1,950,000 Sold May 12, 2025

  460 Silvernails Rd, Pine Plains, NY 12567

  • 5 Beds
  • 2.5 Baths
  • 3,802 Sq Ft
  • Built 1750

  Last Sold Summary

  • 18% Above List Price
  • $513/SF
  • 42 Days On Market

  Current Estimated Value $1,786,768

  Last Listing Agent Annabel Taylor Four Seasons Sotheby's Int.

  460 Silvernails Rd, Pine Plains, NY 12567
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  $950,000 Sold Nov 25, 2025

  235 Knob Hill Rd, Stanfordville, NY 12581

  • 4 Beds
  • 3 Baths
  • 3,980 Sq Ft
  • Built 1850

  Last Sold Summary

  • 5% Below List Price
  • $239/SF
  • 103 Days On Market

  Last Listing Agent Jeannine Simmons Corcoran Country Living

  235 Knob Hill Rd, Stanfordville, NY 12581
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  $520,000 Sold Jul 28, 2025

  115-133 Mount Ross Rd, Pine Plains, NY 12567

  • 4 Beds
  • 4 Baths
  • 3,928 Sq Ft
  • Built 1880

  Last Sold Summary

  • 13% Below List Price
  • $132/SF
  • 285 Days On Market

  Current Estimated Value $743,824

  Last Listing Agent Larry Havens Havens Real Estate

  115-133 Mount Ross Rd, Pine Plains, NY 12567
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  $1,100,000 Sold Sep 19, 2025

  660 County Route 7, Pine Plains, NY 12567

  • 2 Beds
  • 1.5 Baths
  • 1,100 Sq Ft
  • Built 1850

  Last Sold Summary

  • 23% Above List Price
  • $1,000/SF
  • 8 Days On Market

  Current Estimated Value $988,089

  Last Listing Agent SHERI SCEROLER Four Seasons Sothebys Intl

  660 County Route 7, Pine Plains, NY 12567
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  $840,000 Sold Mar 14, 2025

  348 Willow Glen Rd, Red Hook, NY 12571

  • 2 Beds
  • 2.5 Baths
  • 2,092 Sq Ft
  • Built 1968

  Last Sold Summary

  • 5% Above List Price
  • $402/SF
  • 58 Days On Market

  Current Estimated Value $863,564

  Last Listing Agent Sarah Finch The Kinderhook Group, Inc.

  348 Willow Glen Rd, Red Hook, NY 12571
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  $354,700 Sold Dec 23, 2025

  107 Near Rd, Red Hook, NY 12571

  • 2 Beds
  • 2 Baths
  • 1,400 Sq Ft
  • Built 1934

  Last Sold Summary

  • 27% Below List Price
  • $253/SF
  • 178 Days On Market

  Last Listing Agent Margaret Mondello Margaret Mondello Real Estate

  107 Near Rd, Red Hook, NY 12571
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  $130,000 Sold Apr 04, 2025

  10 Academy St, Pine Plains, NY 12567

  • 2 Beds
  • 1 Bath
  • 1,153 Sq Ft
  • Built 1870

  Last Sold Summary

  • 13% Below List Price
  • $113/SF
  • 118 Days On Market

  Current Estimated Value $216,944

  Last Listing Agent Libby McKee Berkshire Hathaway HomeService

  10 Academy St, Pine Plains, NY 12567
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  $825,000 Sold Nov 04, 2025

  198 Sigler Rd, Pine Plains, NY 12567

  • 5 Beds
  • 3.5 Baths
  • 2,714 Sq Ft
  • Built 1989

  Last Sold Summary

  • 8% Below List Price
  • $304/SF
  • 108 Days On Market

  Last Listing Agent Kimberly Baker BHHS Hudson Valley Properties

  198 Sigler Rd, Pine Plains, NY 12567
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  $575,000 Sold Jan 23, 2026

  143 Ryan Rd, Pine Plains, NY 12567

  • 4 Beds
  • 2.5 Baths
  • 2,580 Sq Ft
  • Built 2010

  Last Sold Summary

  • $223/SF
  • 100 Days On Market

  Last Listing Agent Catherine Mondello Mondello Upstate Properties

  143 Ryan Rd, Pine Plains, NY 12567

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