2,844

Pine Plains, NY Homes

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  • 198 Sigler Rd, Pine Plains, NY 12567

    $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
    • 351 Willow Glen Rd, Red Hook, NY 12571

      Est $743,906 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

      • 27% Above List Price
      • $225/SF
      • 18 Days On Market

      Last Sold Price $585,000

      Last Listing Agent KEVIN HOWE BHHS Hudson Valley Properties

  • 143 Ryan Rd, Pine Plains, NY 12567

    $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

    Current Estimated Value $479,193

    Last Listing Agent Catherine Mondello Mondello Upstate Properties

    143 Ryan Rd, Pine Plains, NY 12567
    • 357 North Rd, Red Hook, NY 12571

      Est $557,910 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

      • 30% Above List Price
      • $108/SF
      • 114 Days On Market

      Last Sold Price $430,000

      Last Listing Agent Patricia Dantzic Compass Greater NY, LLC

  • 0 Hill Top Rd Unit 155018, Gallatin, NY 12502
    0 Hill Top Rd Unit 155018, Gallatin, NY 12502
    0 Hill Top Rd Unit 155018, Gallatin, NY 12502
    /4

    Sold Apr 07, 2025

    0 Hill Top Rd Unit 155018, Gallatin, NY 12502

    • Land
    • 36.33 Acres

    Last Sold Summary

    • 85 Days On Market

    Last Listing Agent Andrew Gates Houlihan Lawrence, Inc.

    0 Hill Top Rd Unit 155018, Gallatin, NY 12502
    • 21 Hamlet Ln, Red Hook, NY 12571

      Est $455,046 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

      • 10% Above List Price
      • $295/SF
      • 98 Days On Market

      Last Sold Price $415,000

      Last Listing Agent Jessica Hill Redfin Real Estate

  • 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 $281,811

    Last Listing Agent Susan Whalen George T Whalen Real Estate

    46 Myrtle Ave, Pine Plains, NY 12567
    • 26 Hamlet Ln, Red Hook, NY 12571

      Est $283,070 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

      • 72% Above List Price
      • $206/SF
      • 147 Days On Market

      Last Sold Price $165,000

      Last Listing Agent KEVIN HOWE BHHS Hudson Valley Properties

  • 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 $367,835

    Last Listing Agent Janet Myer Houlihan Lawrence Inc.

    3807 Route 199, Pine Plains, NY 12567
    • 110 South Rd, Red Hook, NY 12571

      Est $345,245 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

      • 156% Above List Price
      • $117/SF
      • 11 Days On Market

      Last Sold Price $135,000

      Last Listing Agent Jeffery Dolfinger Century 21 Hudson Valley Rlty.

  • 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 $383,747

    Last Listing Agent Brad Rebillard DUTCHESS COUNTRY REALTY INC. M

    48 Woodside St, Pine Plains, NY 12567
    • 38 County Route 7, Pine Plains, NY 12567

      Est $397,743 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

      • 26% Above List Price
      • $328/SF
      • 15 Days On Market

      Last Sold Price $315,000

      Last Listing Agent PAULA REDMOND Corcoran Country Living

  • 0 - TBD County Route 7, Copake, NY 12516
    0 - TBD County Route 7, Copake, NY 12516
    0 - TBD County Route 7, Copake, NY 12516
    /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
    • 102 Hall Hill Rd, Ancram, NY 12502

      Est $1,045,433 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

      • 8% Above List Price
      • $428/SF
      • 147 Days On Market

      Last Sold Price $970,000

      Last Listing Agent Antoinette Caruso Stonewall Realty Group LLC

  • 2067 County Road 83, Pine Plains, NY 12567
    2067 County Road 83, Pine Plains, NY 12567
    2067 County Road 83, Pine Plains, NY 12567
    /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
    • 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

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

  • 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 $365,667

    Last Listing Agent Michael Cahill HomeSmart Homes & Estates

    4 Antler Club Rd, Pine Plains, NY 12567
    • 607 County Route 7, Ancram, NY 12502
      607 County Route 7, Ancram, NY 12502
      607 County Route 7, Ancram, NY 12502
      /35

      Est $663,836 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

      • 1% Above List Price
      • $242/SF
      • 69 Days On Market

      Last Sold Price $657,000

      Last Listing Agent Leslie Foti Coldwell Banker Village Green

  • 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 $335,888

    Last Listing Agent CATHERINE HOWARD Corcoran Country Living

    84 Cottontail Rd, Ancram, NY 12502
    • 12 Skiba Rd, Pine Plains, NY 12567
      12 Skiba Rd, Pine Plains, NY 12567
      12 Skiba Rd, Pine Plains, NY 12567
      /25

      Est $1,369,933 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

      • 2% Above List Price
      • $534/SF
      • 56 Days On Market

      Last Sold Price $1,340,000

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

  • 420 Carpenter Hill Rd, Pine Plains, NY 12567

    $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 $2,899,022

    Last Listing Agent LINDSAY BALDWIN Houlihan Lawrence Inc.

    420 Carpenter Hill Rd, Pine Plains, NY 12567
    • 60 Near Rd, Red Hook, NY 12571

      Est $748,057 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

      • $373/SF
      • 65 Days On Market

      Last Sold Price $750,000

      Last Listing Agent Linda Lindsay Upstate Down

  • 182 Hill Top Rd, Pine Plains, NY 12567
    182 Hill Top Rd, Pine Plains, NY 12567
    182 Hill Top Rd, Pine Plains, NY 12567
    /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 $3,280,390

    Last Listing Agent Katherine Wood Patricia A. Hinkein Realty

    182 Hill Top Rd, Pine Plains, NY 12567
    • 82 Skiba Rd, Pine Plains, NY 12567

      Est $771,231 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

      • 19% Above List Price
      • $301/SF
      • 27 Days On Market

      Last Sold Price $650,000

      Last Listing Agent Dan Kessler Compass Greater NY, LLC

    • 50 Skiba Rd, Pine Plains, NY 12567
      50 Skiba Rd, Pine Plains, NY 12567
      50 Skiba Rd, Pine Plains, NY 12567
      /35

      Est $543,316 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

      • 33% Above List Price
      • $210/SF
      • 8 Days On Market

      Last Sold Price $407,000

      Last Listing Agent Nicola Friedman Windsor Realty Services, Inc.

    • 246 County Route 11, Pine Plains, NY 12567
      246 County Route 11, Pine Plains, NY 12567
      /2

      Est $640,561 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

      • 19% Above List Price
      • $462/SF
      • 7 Days On Market

      Last Sold Price $540,000

      Last Listing Agent Andrew Gates Houlihan Lawrence, Inc.

    • 21 Finkle Rd Unit 5, Ancramdale, NY 12503
      21 Finkle Rd Unit 5, Ancramdale, NY 12503
      21 Finkle Rd Unit 5, Ancramdale, NY 12503
      /40

      Est $2,023,496 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

      • 19% Above List Price
      • $425/SF
      • 39 Days On Market

      Last Sold Price $1,700,000

      Last Listing Agent Paula Redmond Corcoran Country Living - Mill

    • 438 Hall Hill Rd, Ancram, NY 12502

      Est $370,967 Not Listed For Sale

      438 Hall Hill Rd, Ancram, NY 12502

      • 3 Beds
      • 2 Baths
      • 1,568 Sq Ft
      • Built 1999
      438 Hall Hill Rd, Ancram, NY 12502

      Last Sold Summary

      • 57% Above List Price
      • $151/SF
      • 24 Days On Market

      Last Sold Price $237,000

      Last Listing Agent MILDRED GONZALEZ-DONES Century 21 Alliance Realty Grp

    • 546 Hall Hill Rd, Ancram, NY 12502

      Est $465,736 Not Listed For Sale

      546 Hall Hill Rd, Ancram, NY 12502

      • 3 Beds
      • 1 Bath
      • 1,344 Sq Ft
      • Built 1966
      546 Hall Hill Rd, Ancram, NY 12502

      Last Sold Summary

      • 26% Above List Price
      • $276/SF
      • 240 Days On Market

      Last Sold Price $370,925

      Last Listing Agent Arber Balidemaj The Select Team, LLC

    • 51 Hall Hill Rd, Ancram, NY 12502
      51 Hall Hill Rd, Ancram, NY 12502
      51 Hall Hill Rd, Ancram, NY 12502
      /41

      Est $1,004,507 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

      • 70% Below List Price
      • $1,429/SF
      • 224 Days On Market

      Last Sold Price $3,400,000

      Last Listing Agent Jennifer Capala William Pitt Sothebys Intn'l

    • 15 Pooles Hill Rd, Ancram, NY 12502

      Est $278,940 Not Listed For Sale

      15 Pooles Hill Rd, Ancram, NY 12502

      • 3 Beds
      • 1 Bath
      • 1,250 Sq Ft
      • Built 1925
      15 Pooles Hill Rd, Ancram, NY 12502

      Last Sold Summary

      • 39% Above List Price
      • $160/SF
      • 235 Days On Market

      Last Sold Price $200,000

      Last Listing Agent Richard Brenner Rich Brenner Realty, LLC

    • 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

      Last Listing Agent Terese Mondello Mondello Upstate Properties

    • 10 Dickman Farm Rd, Red Hook, NY 12571

      Est $420,026 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

      • 1% Above List Price
      • $317/SF
      • 25 Days On Market

      Last Sold Price $417,000

      Last Listing Agent KEVIN HOWE BHHS Hudson Valley Properties

    • 154 Woods Dr, Ancramdale, NY 12503

      Est $558,317 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

      • 18% Above List Price
      • $277/SF
      • 8 Days On Market

      Last Sold Price $475,000

      Last Listing Agent Michael Mondello BHHS Hudson Valley Properties

    • Unlisted Address
      Unlisted Address
      Unlisted Address
      /22

      Est $653,282 Not Listed For Sale

      Unlisted Address

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

      Last Sold Summary

      • 23% Below List Price
      • $581/SF
      • 39 Days On Market

      Last Sold Price $845,000

      Last Listing Agent Arleen Shepley Elyse Harney Real Estate

    • 00WP Hoffman Rd, Pine Plains, NY 12567
      00WP Hoffman Rd, Pine Plains, NY 12567
      00WP Hoffman Rd, Pine Plains, NY 12567
      /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

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

    • 23 Willow St, Pine Plains, NY 12567

      Est $412,916 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

      Last Listing Agent Richard Brenner Rich Brenner Realty, LLC

    • 53 County Route 8, Ancramdale, NY 12503

      Est $578,022 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

      Last Listing Agent Larry Havens Havens Real Estate

    • 36 5 Roses Rd E, Ancram, NY 12502
      36 5 Roses Rd E, Ancram, NY 12502
      36 5 Roses Rd E, Ancram, NY 12502
      /31

      Est $452,489 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

      • 13% Above List Price
      • $296/SF
      • 164 Days On Market

      Last Sold Price $399,900

      Last Listing Agent Judith Gabler Gabler Realty, LLC

    • 78 Skyline Rd, Ancramdale, NY 12503

      Est $292,147 Not Listed For Sale

      78 Skyline Rd, Ancramdale, NY 12503

      78 Skyline Rd, Ancramdale, NY 12503

      Last Sold Summary

      • 17% Above List Price
      • 35 Days On Market

      Last Sold Price $250,000

      Last Listing Agent Larry Havens Havens Real Estate

Showing Results 121 - 160, Page 4 of 18

New York Dutchess County Pine Plains

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