2,833

Pine Plains, NY Homes

Section Image
    • 351 Willow Glen Rd, Red Hook, NY 12571

      Est $716,048 Not Listed For Sale

      351 Willow Glen Rd, Red Hook, NY 12571

      • 3 Beds
      • 2.5 Baths
      • 2,600 Sq Ft
      • Built 2002
      351 Willow Glen Rd, Red Hook, NY 12571

      Last Sold Summary

      • 22% Above List Price
      • $225/SF
      • 18 Days On Market
      • Last Sold Price $585,000
      • Apr 05, 2024

      Last Listing Agent KEVIN HOWE BHHS Hudson Valley Properties

  • 46 Myrtle Ave, Pine Plains, NY 12567

    $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

    Current Estimated Value $284,029

    Last Listing Agent Susan Whalen George T Whalen Real Estate

    46 Myrtle Ave, Pine Plains, NY 12567
    • /29

      Est $854,671 Not Listed For Sale

      348 Willow Glen Rd, Red Hook, NY 12571

      • 2 Beds
      • 2.5 Baths
      • 2,092 Sq Ft
      • Built 1968
      348 Willow Glen Rd, Red Hook, NY 12571

      Last Sold Summary

      • 2% Above List Price
      • $402/SF
      • 58 Days On Market
      • Last Sold Price $840,000
      • Mar 14, 2025

      Last Listing Agent Sarah Finch The Kinderhook Group, Inc.

  • 3807 Route 199, Pine Plains, NY 12567

    $374,000 Sold Mar 09, 2026

    3807 Route 199, Pine Plains, NY 12567

    • 3 Beds
    • 1 Bath
    • 1,573 Sq Ft
    • Built 1955

    Last Sold Summary

    • 1% Above List Price
    • $238/SF
    • 22 Days On Market

    Current Estimated Value $353,808

    Last Listing Agent Janet Myer Houlihan Lawrence Inc.

    3807 Route 199, Pine Plains, NY 12567
    • 357 North Rd, Red Hook, NY 12571

      Est $544,119 Not Listed For Sale

      357 North Rd, Red Hook, NY 12571

      • 3 Beds
      • 2.5 Baths
      • 3,980 Sq Ft
      • Built 1962
      357 North Rd, Red Hook, NY 12571

      Last Sold Summary

      • 27% Above List Price
      • $108/SF
      • 114 Days On Market
      • Last Sold Price $430,000
      • Sep 29, 2023

      Last Listing Agent Patricia Dantzic Upstate Down

  • 48 Woodside St, Pine Plains, NY 12567

    $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 $369,002

    Last Listing Agent Brad Rebillard DUTCHESS COUNTRY REALTY INC. M

    48 Woodside St, Pine Plains, NY 12567
    • 21 Hamlet Ln, Red Hook, NY 12571

      Est $427,204 Not Listed For Sale

      21 Hamlet Ln, Red Hook, NY 12571

      • 2 Beds
      • 2 Baths
      • 1,408 Sq Ft
      • Built 1960
      21 Hamlet Ln, Red Hook, NY 12571

      Last Sold Summary

      • 3% Above List Price
      • $295/SF
      • 98 Days On Market
      • Last Sold Price $415,000
      • Jan 17, 2025

      Last Listing Agent Jessica Hill Redfin Real Estate

  • /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
    • 26 Hamlet Ln, Red Hook, NY 12571

      Est $250,874 Not Listed For Sale

      26 Hamlet Ln, Red Hook, NY 12571

      • 2 Beds
      • 1 Bath
      • 800 Sq Ft
      • Built 1940
      26 Hamlet Ln, Red Hook, NY 12571

      Last Sold Summary

      • 52% Above List Price
      • $206/SF
      • 147 Days On Market
      • Last Sold Price $165,000
      • Dec 01, 2023

      Last Listing Agent KEVIN HOWE BHHS Hudson Valley Properties

  • /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
    • 97 North Rd, Red Hook, NY 12571

      Est $255,737 Not Listed For Sale

      97 North Rd, Red Hook, NY 12571

      • 2 Beds
      • 2 Baths
      • 1,248 Sq Ft
      • Built 1951
      97 North Rd, Red Hook, NY 12571

      Last Sold Summary

      • 2% Above List Price
      • $200/SF
      • 77 Days On Market
      • Last Sold Price $250,000
      • Apr 01, 2025

      Last Listing Agent Richard Brenner Rich Brenner Realty, LLC

  • 4 Antler Club Rd, Pine Plains, NY 12567

    $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 $298,333

    Last Listing Agent Michael Cahill HomeSmart Homes & Estates

    4 Antler Club Rd, Pine Plains, NY 12567
    • 110 South Rd, Red Hook, NY 12571

      Est $336,465 Not Listed For Sale

      110 South Rd, Red Hook, NY 12571

      • 2 Beds
      • 1 Bath
      • 1,152 Sq Ft
      • Built 1965
      110 South Rd, Red Hook, NY 12571

      Last Sold Summary

      • 149% Above List Price
      • $117/SF
      • 11 Days On Market
      • Last Sold Price $135,000
      • Jul 19, 2024

      Last Listing Agent Jeffery Dolfinger Century 21 Hudson Valley Rlty.

  • 84 Cottontail Rd, Ancram, NY 12502

    $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 $400,281

    Last Listing Agent CATHERINE HOWARD Corcoran Country Living

    84 Cottontail Rd, Ancram, NY 12502
    • 38 County Route 7, Pine Plains, NY 12567

      Est $387,814 Not Listed For Sale

      38 County Route 7, Pine Plains, NY 12567

      • 2 Beds
      • 2 Baths
      • 960 Sq Ft
      • Built 1970
      38 County Route 7, Pine Plains, NY 12567

      Last Sold Summary

      • 23% Above List Price
      • $328/SF
      • 15 Days On Market
      • Last Sold Price $315,000
      • Jan 24, 2024

      Last Listing Agent PAULA REDMOND Corcoran Country Living

  • 84 Green Hill Rd, Pine Plains, NY 12567

    $1,100,000 Sold Dec 18, 2025

    84 Green Hill Rd, Pine Plains, NY 12567

    • 4 Beds
    • 2.5 Baths
    • 3,220 Sq Ft
    • Built 1980

    Last Sold Summary

    • 19% Above List Price
    • $342/SF
    • 27 Days On Market

    Current Estimated Value $1,079,364

    Last Listing Agent Dan Axtmann BHHS Hudson Valley Properties

    84 Green Hill Rd, Pine Plains, NY 12567
    • 102 Hall Hill Rd, Ancram, NY 12502

      Est $1,016,447 Not Listed For Sale

      102 Hall Hill Rd, Ancram, NY 12502

      • 3 Beds
      • 1.5 Baths
      • 2,268 Sq Ft
      • Built 1988
      102 Hall Hill Rd, Ancram, NY 12502

      Last Sold Summary

      • 5% Above List Price
      • $428/SF
      • 147 Days On Market
      • Last Sold Price $970,000
      • Dec 23, 2024

      Last Listing Agent Antoinette Caruso Stonewall Realty Group LLC

  • /45

    $850,000 Sold Oct 31, 2025

    717 County Route 7, Pine Plains, NY 12567

    • 3 Beds
    • 3 Baths
    • 1,800 Sq Ft
    • Built 1870

    Last Sold Summary

    • $472/SF
    • 39 Days On Market

    Current Estimated Value $794,149

    Last Listing Agent Sarah Lipsky William Pitt Sothebys Intn'l

    717 County Route 7, Pine Plains, NY 12567
    • 105 Mill Hill Rd, Pine Plains, NY 12567

      Not Listed For Sale

      105 Mill Hill Rd, Pine Plains, NY 12567

      • 4 Beds
      • 2.5 Baths
      • 3,500 Sq Ft
      • Built 1870
      105 Mill Hill Rd, Pine Plains, NY 12567

      Last Sold Summary

      • 11% Below List Price
      • $286/SF
      • 562 Days On Market
      • Last Sold Price $999,900
      • Dec 04, 2023

      Last Listing Agent Ann Simmons Compass Greater NY, LLC d/b/a

  • /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 $3,128,694

    Last Listing Agent Katherine Wood Patricia A. Hinkein Realty

    182 Hill Top Rd, Pine Plains, NY 12567
    • /35

      Est $615,326 Not Listed For Sale

      607 County Route 7, Ancram, NY 12502

      • 4 Beds
      • 1.5 Baths
      • 2,720 Sq Ft
      • Built 1840
      607 County Route 7, Ancram, NY 12502

      Last Sold Summary

      • 6% Below List Price
      • $242/SF
      • 69 Days On Market
      • Last Sold Price $657,000
      • Aug 22, 2024

      Last Listing Agent Leslie Foti Coldwell Banker Village Green

    • /25

      Est $1,344,189 Not Listed For Sale

      12 Skiba Rd, Pine Plains, NY 12567

      • 3 Beds
      • 1.5 Baths
      • 2,510 Sq Ft
      • Built 2002
      12 Skiba Rd, Pine Plains, NY 12567

      Last Sold Summary

      • $534/SF
      • 56 Days On Market
      • Last Sold Price $1,340,000
      • Aug 29, 2024

      Last Listing Agent Ann Simmons Compass Greater NY, LLC d/b/a

    • 60 Near Rd, Red Hook, NY 12571

      Est $756,959 Not Listed For Sale

      60 Near Rd, Red Hook, NY 12571

      • 3 Beds
      • 2 Baths
      • 2,012 Sq Ft
      • Built 1977
      60 Near Rd, Red Hook, NY 12571

      Last Sold Summary

      • 1% Above List Price
      • $373/SF
      • 65 Days On Market
      • Last Sold Price $750,000
      • Oct 13, 2023

      Last Listing Agent Linda Lindsay Upstate Down

    • 82 Skiba Rd, Pine Plains, NY 12567

      Est $709,887 Not Listed For Sale

      82 Skiba Rd, Pine Plains, NY 12567

      • 3 Beds
      • 2 Baths
      • 2,156 Sq Ft
      • Built 1975
      82 Skiba Rd, Pine Plains, NY 12567

      Last Sold Summary

      • 9% Above List Price
      • $301/SF
      • 27 Days On Market
      • Last Sold Price $650,000
      • Aug 03, 2023

      Last Listing Agent Dan Kessler Compass Greater NY, LLC

    • /35

      Est $573,428 Not Listed For Sale

      50 Skiba Rd, Pine Plains, NY 12567

      • 3 Beds
      • 2 Baths
      • 1,939 Sq Ft
      • Built 1961
      50 Skiba Rd, Pine Plains, NY 12567

      Last Sold Summary

      • 41% Above List Price
      • $210/SF
      • 8 Days On Market
      • Last Sold Price $407,000
      • Apr 28, 2023

      Last Listing Agent Nicola Friedman Windsor Realty Services, Inc.

    • /2

      Est $615,529 Not Listed For Sale

      246 County Route 11, Pine Plains, NY 12567

      • 3 Beds
      • 1 Bath
      • 1,168 Sq Ft
      • Built 1951
      246 County Route 11, Pine Plains, NY 12567

      Last Sold Summary

      • 14% Above List Price
      • $462/SF
      • 7 Days On Market
      • Last Sold Price $540,000
      • Jun 11, 2024

      Last Listing Agent Andrew Gates Houlihan Lawrence, Inc.

    • /40

      Est $2,064,213 Not Listed For Sale

      21 Finkle Rd Unit 5, Ancramdale, NY 12503

      • 3 Beds
      • 2.5 Baths
      • 3,997 Sq Ft
      • Built 1989
      21 Finkle Rd Unit 5, Ancramdale, NY 12503

      Last Sold Summary

      • 21% Above List Price
      • $425/SF
      • 39 Days On Market
      • Last Sold Price $1,700,000
      • Jan 16, 2024

      Last Listing Agent Paula Redmond Corcoran Country Living - Mill

    • /41

      Est $1,151,355 Not Listed For Sale

      51 Hall Hill Rd, Ancram, NY 12502

      • 3 Beds
      • 1 Bath
      • 2,380 Sq Ft
      • Built 1850
      51 Hall Hill Rd, Ancram, NY 12502

      Last Sold Summary

      • 66% Below List Price
      • $1,429/SF
      • 224 Days On Market
      • Last Sold Price $3,400,000
      • Jun 19, 2023

      Last Listing Agent Jennifer Capala William Pitt Sothebys Intn'l

    • 2812 W Church St, Pine Plains, NY 12567

      Not Listed For Sale

      2812 W Church St, Pine Plains, NY 12567

      • 460 Sq Ft
      • Built 1965
      2812 W Church St, Pine Plains, NY 12567

      Last Sold Summary

      • $233/SF
      • 18 Days On Market
      • Last Sold Price $107,000
      • Oct 30, 2024

      Last Listing Agent Terese Mondello Mondello Upstate Properties

    • 3362 New York 199, Pine Plains, NY 12567

      Not Listed For Sale

      3362 New York 199, Pine Plains, NY 12567

      3362 New York 199, Pine Plains, NY 12567

      Last Sold Summary

      • 87 Days On Market
      • Last Sold Price $250,000
      • Dec 16, 2024

      Last Listing Agent Richard Brenner Rich Brenner Realty, LLC

    • 10 Dickman Farm Rd, Red Hook, NY 12571

      Est $400,475 Not Listed For Sale

      10 Dickman Farm Rd, Red Hook, NY 12571

      • 2 Beds
      • 1.5 Baths
      • 1,317 Sq Ft
      • Built 1984
      10 Dickman Farm Rd, Red Hook, NY 12571

      Last Sold Summary

      • 4% Below List Price
      • $317/SF
      • 25 Days On Market
      • Last Sold Price $417,000
      • Oct 31, 2024

      Last Listing Agent KEVIN HOWE BHHS Hudson Valley Properties

    • 154 Woods Dr, Ancramdale, NY 12503

      Est $546,770 Not Listed For Sale

      154 Woods Dr, Ancramdale, NY 12503

      • 2 Beds
      • 1.5 Baths
      • 1,714 Sq Ft
      • Built 1991
      154 Woods Dr, Ancramdale, NY 12503

      Last Sold Summary

      • 15% Above List Price
      • $277/SF
      • 8 Days On Market
      • Last Sold Price $475,000
      • Nov 12, 2024

      Last Listing Agent Michael Mondello BHHS Hudson Valley Properties

    • /22

      Est $672,085 Not Listed For Sale

      Unlisted Address

      • 2 Beds
      • 2 Baths
      • 1,455 Sq Ft
      • Built 1943
      Unlisted Address

      Last Sold Summary

      • 20% Below List Price
      • $581/SF
      • 39 Days On Market
      • Last Sold Price $845,000
      • Dec 13, 2024

      Last Listing Agent Arleen Shepley Elyse Harney Real Estate

    • /16

      Not Listed For Sale

      00WP Hoffman Rd, Pine Plains, NY 12567

      00WP Hoffman Rd, Pine Plains, NY 12567

      Last Sold Summary

      • 133 Days On Market
      • Last Sold Price $62,000
      • Nov 21, 2024

      Last Listing Agent Mitchell Serlin WHITETAIL PROPERTIES REAL ESTATE LLC (NY)

    • 23 Willow St, Pine Plains, NY 12567

      Est $414,508 Not Listed For Sale

      23 Willow St, Pine Plains, NY 12567

      • 2 Beds
      • 2 Baths
      • 1,867 Sq Ft
      • Built 2010
      23 Willow St, Pine Plains, NY 12567

      Last Sold Summary

      • 14% Above List Price
      • $194/SF
      • 154 Days On Market
      • Last Sold Price $362,500
      • Nov 01, 2024

      Last Listing Agent Richard Brenner Rich Brenner Realty, LLC

    • 53 County Route 8, Ancramdale, NY 12503

      Est $574,933 Not Listed For Sale

      53 County Route 8, Ancramdale, NY 12503

      • 3 Beds
      • 2 Baths
      • 1,768 Sq Ft
      • Built 1987
      53 County Route 8, Ancramdale, NY 12503

      Last Sold Summary

      • 7% Above List Price
      • $305/SF
      • 49 Days On Market
      • Last Sold Price $539,000
      • Jul 15, 2016

      Last Listing Agent Larry Havens Havens Real Estate

    • /31

      Est $458,028 Not Listed For Sale

      36 5 Roses Rd E, Ancram, NY 12502

      • 3 Beds
      • 2 Baths
      • 1,352 Sq Ft
      • Built 1990
      36 5 Roses Rd E, Ancram, NY 12502

      Last Sold Summary

      • 15% Above List Price
      • $296/SF
      • 164 Days On Market
      • Last Sold Price $399,900
      • Sep 25, 2024

      Last Listing Agent Judith Gabler Gabler Realty, LLC

    • 78 Skyline Rd, Ancramdale, NY 12503

      Est $488,731 Not Listed For Sale

      78 Skyline Rd, Ancramdale, NY 12503

      78 Skyline Rd, Ancramdale, NY 12503

      Last Sold Summary

      • 95% Above List Price
      • 35 Days On Market
      • Last Sold Price $250,000
      • Aug 15, 2024

      Last Listing Agent Larry Havens Havens Real Estate

    • /18

      Not Listed For Sale

      TBD Poole Hill Rd, Ancram, NY 12502

      TBD Poole Hill Rd, Ancram, NY 12502

      Last Sold Summary

      • 30 Days On Market
      • Last Sold Price $65,000
      • Feb 29, 2024

      Last Listing Agent Arleen Sepulveda Keller Williams Realty HV Nort

Showing Results 121 - 160, Page 4 of 18

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