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Recently Sold Pine Plains, NY Homes

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  • 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 $446,000

    Last Listing Agent Jason Schobert eXp Realty

    1601 Route 199, Red Hook, NY 12571
  • /13

    $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
  • 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 $315,095

    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 $444,456

    Last Listing Agent Ellen Mallet

    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 $3,554,979

    Last Listing Agent PAULA REDMOND Corcoran Country Living

    310 Carpenter Hill Rd, Pine Plains, NY 12567
  • 285 South Rd, Stanfordville, NY 12581

    $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 $401,947

    Last Listing Agent Michael Tellerday Houlihan Lawrence Inc.

    285 South Rd, Stanfordville, NY 12581
  • /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
  • 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 $307,376

    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 $606,858

    Last Listing Agent Anthony D'Argenzio Houlihan Lawrence Inc.

    1301 County Route 7, Ancram, NY 12502
  • 820 Cold Spring Rd, Stanfordville, NY 12581

    $2,153,550

    Sold Mar 04, 2026

    820 Cold Spring Rd, Stanfordville, NY 12581

    • 3 Beds
    • 2.5 Baths
    • 2,267 Sq Ft
    • Built 2025

    Last Sold Summary

    • 8% Above List Price
    • $950/SF
    • 166 Days On Market

    Last Listing Agent DOUG MAXWELL Upstate Modernist

    820 Cold Spring Rd, Stanfordville, NY 12581
  • 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 $5,435,171

    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 $746,761

    Last Listing Agent Joseph Iannibelli Keller Williams NY Realty

    546 Hicks Hill Rd, Stanfordville, NY 12581
  • 15 Ferris Ln, Red Hook, NY 12571

    $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
  • 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 $790,119

    Last Listing Agent Jill Rose Houlihan Lawrence Inc.

    1388 Route 83, Pine Plains, NY 12567
  • 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 $533,869

    Last Listing Agent Arleen Shepley Elyse Harney Real Estate

    30 N Main St, Pine Plains, NY 12567
  • 53 Brooks Rd, Pine Plains, NY 12567

    $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
  • 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 $555,663

    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 $596,664

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

    100 Knob Hill Rd, Stanfordville, NY 12581
  • 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
  • /32

    $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 $323,581

    Last Listing Agent Margaret Clarke Corcoran Country Living

    1283 County Route 7, Ancram, NY 12502
  • 1691 Jackson Corners Rd, Red Hook, NY 12571

    $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
  • /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 $263,016

    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 $1,090,214

    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 $562,147

    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 $860,688

    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 $1,257,465

    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 $5,285,187

    Last Listing Agent PAULA REDMOND Corcoran Country Living

    118 Finkle Rd, Ancramdale, NY 12503
  • 4 Skiba Rd, 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 $599,011

    Last Listing Agent Annabel Taylor Four Seasons Sothebys Intl

    4 Skiba Rd, Pine Plains, NY 12567
  • 6 Carla Terrace, 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 $308,544

    Last Listing Agent Theodore Weinstein REO Edge LLC

    6 Carla Terrace, Pine Plains, NY 12567
  • 5 Myrtle Ave, 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 $532,235

    Last Listing Agent Thomas Zengen Thomas Zengen

    5 Myrtle Ave, 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
  • /17

    $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 $738,010

    Last Listing Agent David Norman Hall Houlihan Lawrence Inc.

    60 County Route 7, 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 $845,727

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

    $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 $782,885

    Last Listing Agent Larry Havens Havens Real Estate

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

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