49

Recently Sold Pine Plains, NY Homes

Section Image
  • 1601 Route 199, Red Hook, NY 12571

    $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 $390,327

    Last Listing Agent Jason Schobert eXp Realty

    1601 Route 199, Red Hook, NY 12571
  • 84 North Rd, Red Hook, NY 12571

    $285,000

    Sold May 12, 2026

    84 North Rd, Red Hook, NY 12571

    • 3 Beds
    • 1 Bath
    • 1,440 Sq Ft
    • Built 1800

    Last Sold Summary

    • 12% Below List Price
    • $198/SF
    • 183 Days On Market

    Current Estimated Value $319,306

    Last Listing Agent Catherine Mondello Mondello Upstate Properties

    84 North Rd, Red Hook, NY 12571
  • 30 Myrtle Ave, Pine Plains, NY 12567

    $440,000

    Sold Jun 17, 2026

    30 Myrtle Ave, Pine Plains, NY 12567

    • 3 Beds
    • 2 Baths
    • 1,298 Sq Ft
    • Built 1845

    Last Sold Summary

    • 10% Below List Price
    • $339/SF
    • 185 Days On Market

    Current Estimated Value $424,537

    Last Listing Agent Ellen Mallet Houlihan Lawrence Inc.

    30 Myrtle Ave, Pine Plains, NY 12567
  • 310 Carpenter Hill Rd, Pine Plains, NY 12567

    $4,970,000

    Sold Mar 09, 2026

    310 Carpenter Hill Rd, Pine Plains, NY 12567

    • 5 Beds
    • 5.5 Baths
    • 6,310 Sq Ft
    • Built 1993

    Last Sold Summary

    • 11% Below List Price
    • $788/SF
    • 239 Days On Market

    Current Estimated Value $4,045,693

    Last Listing Agent PAULA REDMOND Corcoran Country Living

    310 Carpenter Hill Rd, Pine Plains, NY 12567
  • /12

    $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
  • /20

    $400,000

    Sold Jul 31, 2026

    73 Meusel Rd, Pine Plains, NY 12567

    • 3 Beds
    • 2.5 Baths
    • 2,688 Sq Ft
    • Built 2005

    Last Sold Summary

    • 2% Below List Price
    • $149/SF
    • 81 Days On Market

    Current Estimated Value $409,657

    Last Listing Agent David Norman Hall Houlihan Lawrence Inc.

    73 Meusel Rd, Pine Plains, NY 12567
  • 34 Myrtle Ave, Pine Plains, 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

    Current Estimated Value $338,119

    Last Listing Agent Blake Michaud BHHS Hudson Valley Properties

    34 Myrtle Ave, Pine Plains, NY 12567
  • /49

    $545,000

    Sold Mar 03, 2026

    1301 County Route 7, Ancram, NY 12502

    • 3 Beds
    • 3 Baths
    • 2,184 Sq Ft
    • Built 1894

    Last Sold Summary

    • 13% Below List Price
    • $250/SF
    • 112 Days On Market

    Current Estimated Value $575,809

    Last Listing Agent Anthony D'Argenzio Houlihan Lawrence Inc.

    1301 County Route 7, Ancram, NY 12502
  • 461 Silvernails Rd, Pine Plains, NY 12567

    $12,500,000

    Sold May 01, 2026

    461 Silvernails Rd, Pine Plains, NY 12567

    • 11 Beds
    • 7.5 Baths
    • 7,500 Sq Ft
    • Built 2020

    Last Sold Summary

    • 44% Below List Price
    • $1,667/SF
    • 403 Days On Market

    Current Estimated Value $6,796,347

    Last Listing Agent Byron Anderson Compass Greater NY, LLC

    461 Silvernails Rd, Pine Plains, NY 12567
  • 546 Hicks Hill Rd, Stanfordville, NY 12581

    $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 $769,470

    Last Listing Agent Joseph Iannibelli Keller Williams NY Realty

    546 Hicks Hill Rd, Stanfordville, NY 12581
  • 1388 Route 83, Pine Plains, NY 12567

    $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

    Current Estimated Value $808,718

    Last Listing Agent Jill Rose Houlihan Lawrence Inc.

    1388 Route 83, Pine Plains, NY 12567
  • 1598 Jackson Corners Rd, Red Hook, NY 12571

    $1,470,000

    Sold Jul 23, 2026

    1598 Jackson Corners Rd, Red Hook, NY 12571

    • 5 Beds
    • 3.5 Baths
    • 4,176 Sq Ft
    • Built 1790

    Last Sold Summary

    • 13% Below List Price
    • $352/SF
    • 372 Days On Market

    Last Listing Agent Dan Axtmann BHHS Hudson Valley Properties

    1598 Jackson Corners Rd, Red Hook, NY 12571
  • 30 N Main St, 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

    Current Estimated Value $555,507

    Last Listing Agent Arleen Shepley Elyse Harney Real Estate

    30 N Main St, Pine Plains, NY 12567
  • 43 Stissing Mountain Dr, 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 $553,566

    Last Listing Agent Richard Brenner Rich Brenner Realty, LLC

    43 Stissing Mountain Dr, Pine Plains, NY 12567
  • 100 Knob Hill Rd, Stanfordville, NY 12581

    $595,000

    Sold Feb 19, 2026

    100 Knob Hill Rd, Stanfordville, NY 12581

    • 3 Beds
    • 1.5 Baths
    • 1,725 Sq Ft
    • Built 1965

    Last Sold Summary

    • 3% Above List Price
    • $345/SF
    • 27 Days On Market

    Current Estimated Value $611,636

    Last Listing Agent Kimberly Wickes R. Ferris Real Estate, LLC

    100 Knob Hill Rd, Stanfordville, NY 12581
  • 506 Silvernail Rd, Pine Plains, NY 12567

    $8,850,000

    Sold Sep 01, 2026

    506 Silvernail Rd, Pine Plains, NY 12567

    • 5 Beds
    • 7 Baths
    • 6,875 Sq Ft
    • Built 2019

    Last Sold Summary

    • 7% Below List Price
    • $1,287/SF
    • 87 Days On Market

    Current Estimated Value $7,823,060

    Last Listing Agent PAULA REDMOND Corcoran Country Living

    506 Silvernail Rd, Pine Plains, NY 12567
  • 58 Britton St, Pine Plains, NY 12567

    $135,000

    Sold Jan 23, 2026

    58 Britton St, Pine Plains, NY 12567

    • Land
    • 40,510 Sq Ft
    • $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
  • 22-28 Ryan Rd, Pine Plains, NY 12567

    $165,000

    Sold May 08, 2026

    22-28 Ryan Rd, Pine Plains, NY 12567

    • 3 Beds
    • 2 Baths
    • 1,037 Sq Ft
    • Built 1972

    Last Sold Summary

    • 38% Below List Price
    • $159/SF
    • 122 Days On Market

    Last Listing Agent Jorge Lugo Real Broker NY LLC

    22-28 Ryan Rd, Pine Plains, NY 12567
  • /2

    $2,600,000

    Sold Jul 17, 2026

    3778 New York 82, Ancramdale, NY 12503

    • 3 Beds
    • 3.5 Baths
    • 4,247 Sq Ft
    • Built 1991

    Last Sold Summary

    • $612/SF
    • 23 Days On Market

    Last Listing Agent Michael Stasi Corcoran Country Living

    3778 New York 82, Ancramdale, NY 12503
  • /11

    $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
  • /26

    $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 $257,218

    Last Listing Agent David Norman Hall Houlihan Lawrence Inc.

    721 County Route 7, Pine Plains, NY 12567
  • 37 Stissing Mountain Dr, 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
  • 390 Carpenter Hill Rd, Pine Plains, NY 12567

    $850,000

    Sold Feb 10, 2026

    390 Carpenter Hill Rd, Pine Plains, NY 12567

    • Land
    • 28.4 Acres
    • $29,930 per Acre

    Last Sold Summary

    • 29% Below List Price
    • 560 Days On Market

    Current Estimated Value $1,139,021

    Last Listing Agent Dan Kessler Compass Greater NY, LLC

    390 Carpenter Hill Rd, Pine Plains, NY 12567
  • 540 Hicks Hill Rd, Stanfordville, NY 12581

    $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

    Current Estimated Value $631,543

    Last Listing Agent Rita Longo Howard Hanna Rand Realty

    540 Hicks Hill Rd, Stanfordville, NY 12581
  • 2365 Route 83, Pine Plains, NY 12567

    $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 $864,495

    Last Listing Agent Richard Brenner Rich Brenner Realty, LLC

    2365 Route 83, Pine Plains, NY 12567
  • 216 North Rd, Red Hook, NY 12571

    $1,055,000

    Sold May 22, 2026

    216 North Rd, Red Hook, NY 12571

    • 4 Beds
    • 2.5 Baths
    • 3,360 Sq Ft
    • Built 1996

    Last Sold Summary

    • 16% Below List Price
    • $314/SF
    • 188 Days On Market

    Current Estimated Value $1,223,520

    Last Listing Agent Bill Flood Houlihan Lawrence Inc.

    216 North Rd, Red Hook, NY 12571
  • 118 Finkle Rd, Ancramdale, NY 12503

    $10,850,000

    Sold Mar 02, 2026

    118 Finkle Rd, Ancramdale, NY 12503

    • 5 Beds
    • 3.5 Baths
    • 6,340 Sq Ft
    • Built 2008

    Last Sold Summary

    • $1,711/SF
    • 78 Days On Market

    Current Estimated Value $5,663,975

    Last Listing Agent PAULA REDMOND Corcoran Country Living

    118 Finkle Rd, Ancramdale, NY 12503
  • /42

    $800,000

    Sold Jul 23, 2026

    303 Mount Ross Rd, Pine Plains, NY 12567

    • 3 Beds
    • 1.5 Baths
    • 2,028 Sq Ft
    • Built 1820

    Last Sold Summary

    • 10% Above List Price
    • $394/SF
    • 26 Days On Market

    Last Listing Agent Kyle Irwin Corcoran Country Living

    303 Mount Ross Rd, Pine Plains, NY 12567
  • 18 Wicks Ave, Pine Plains, NY 12567

    $310,000

    Sold Sep 21, 2026

    18 Wicks Ave, Pine Plains, NY 12567

    • 4 Beds
    • 2 Baths
    • 1,446 Sq Ft
    • Built 1960

    Last Sold Summary

    • 3% Above List Price
    • $214/SF
    • 27 Days On Market

    Current Estimated Value $397,067

    Last Listing Agent Julie Roberts eXp Realty

    18 Wicks Ave, Pine Plains, NY 12567
  • /31

    $495,000

    Sold Jul 17, 2026

    367 Woods Ct, Ancramdale, NY 12503

    • 3 Beds
    • 1 Bath
    • 1,248 Sq Ft
    • Built 1979

    Last Sold Summary

    • 6% Below List Price
    • $397/SF
    • 55 Days On Market

    Current Estimated Value $529,004

    Last Listing Agent Paul Crayton Coldwell Banker Advisor Realty

    367 Woods Ct, Ancramdale, NY 12503
  • 608 Lake Rd, Pine Plains, NY 12567

    $850,000

    Sold Aug 07, 2026

    608 Lake Rd, Pine Plains, NY 12567

    • 3 Beds
    • 2 Baths
    • 2,700 Sq Ft
    • Built 1955

    Last Sold Summary

    • $315/SF
    • 37 Days On Market

    Current Estimated Value $842,863

    Last Listing Agent ANN SIMMONS Compass Greater NY, LLC

    608 Lake Rd, Pine Plains, NY 12567
  • 0 Mount Ross Rd, Pine Plains, NY 12567

    $120,000

    Sold May 14, 2026

    0 Mount Ross Rd, Pine Plains, NY 12567

    • Land
    • 5.02 Acres
    • $23,904 per Acre

    Last Sold Summary

    • 17% Below List Price
    • 526 Days On Market

    Last Listing Agent Larry Havens Havens Real Estate

    0 Mount Ross Rd, Pine Plains, NY 12567
  • 19 Friendship Ln, Red Hook, NY 12571

    $850,000

    Sold Apr 27, 2026

    19 Friendship Ln, Red Hook, NY 12571

    • 5 Beds
    • 3.5 Baths
    • 5,650 Sq Ft
    • Built 1989

    Last Sold Summary

    • 10% Below List Price
    • $150/SF
    • 158 Days On Market

    Current Estimated Value $870,831

    Last Listing Agent Jeffery Dolfinger Century 21 Hudson Valley Rlty.

    19 Friendship Ln, Red Hook, NY 12571
  • /35

    $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
  • 303 Mt Ross Rd, Pine Plains, NY 12567

    $800,000

    Sold Jul 23, 2026

    303 Mt Ross Rd, Pine Plains, NY 12567

    • 3 Beds
    • 1.5 Baths
    • 2,028 Sq Ft
    • Built 1820

    Last Sold Summary

    • 10% Above List Price
    • $394/SF
    • 27 Days On Market

    Current Estimated Value $778,700

    Last Listing Agent Kyle Irwin Corcoran Country Living

    303 Mt Ross Rd, Pine Plains, NY 12567
  • /49

    $835,000

    Sold Jun 23, 2026

    23 Myrtle Ave Unit 25, Pine Plains, NY 12567

    • 4 Beds
    • 2.5 Baths
    • 2,425 Sq Ft
    • Built 1865

    Last Sold Summary

    • 1% Above List Price
    • $344/SF
    • 13 Days On Market

    Current Estimated Value $550,997

    Last Listing Agent Matthew Snyder Four Seasons Sotheby's Int.

    23 Myrtle Ave Unit 25, Pine Plains, NY 12567
  • 0 New York 199, Stanfordville, NY 12581

    $160,000

    Sold Jun 09, 2026

    0 New York 199, Stanfordville, NY 12581

    • Land
    • 16 Acres
    • $10,000 per Acre

    Last Sold Summary

    • 20% Below List Price
    • 211 Days On Market

    Last Listing Agent MARIE MONROE BHHS Hudson Valley Properties

    0 New York 199, Stanfordville, NY 12581
  • 107 Near Rd, Red Hook, NY 12571

    $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

    Current Estimated Value $363,778

    Last Listing Agent Margaret Mondello Margaret Mondello Real Estate

    107 Near Rd, Red Hook, NY 12571

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