2,833

Pine Plains, NY Homes

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  • 618 Bean River Rd, Millerton, NY 12546
    618 Bean River Rd, Millerton, NY 12546
    618 Bean River Rd, Millerton, NY 12546
    /21

    $389,000

    • 2 Beds
    • 1.5 Baths
    • 1,336 Sq Ft

    618 Bean River Rd, Millerton, NY 12546

    Secluded 2BR/2BA RANCH w/2 large decks, all wood floors and wood siding + detached 2 car garage on 7+acres in Hamlet zone Easy subdivision into 4 and 3 acre lots. Also available as Compound with adjoining 8 acre parcel for $564,000 and additional 4 acre boha parcel for $664,000. Adjoining parcels can be purchased separately. Great location between Pine Plains Village and Millerton on quiet road

    David Birch Barns and Farms Realty LLC

    618 Bean River Rd, Millerton, NY 12546
    • 16 Meusel Rd, Pine Plains, NY 12567

      Est $512,237 Not Listed For Sale

      16 Meusel Rd, Pine Plains, NY 12567

      • 3 Beds
      • 2 Baths
      • 3,012 Sq Ft
      • Built 2001
      16 Meusel Rd, Pine Plains, NY 12567

      Last Sold Summary

      • 15% Above List Price
      • $148/SF
      • 44 Days On Market
      • Last Sold Price $445,000
      • Aug 22, 2023

      Last Listing Agent Diane Zani BHHS Hudson Valley Properties

  • 0 Route 82, Ancramdale, NY 12503
    0 Route 82, Ancramdale, NY 12503
    0 Route 82, Ancramdale, NY 12503
    /10

    $545,000

    • Land
    • 50.68 Acres
    • $10,754 per Acre

    0 Route 82, Ancramdale, NY 12503

    Set just beyond the quiet charm of Ancramdale, this exceptional 50.68-acre parcel offers a rare opportunity to own a significant piece of the Hudson Valley landscape. A harmonious blend of open fields, wooded areas, and natural beauty creates the perfect canvas for a private estate, recreational retreat, or future development. Surrounded by the rolling countryside and pastoral views that define

    Arthur Frick Mahar Real Estate, LLC

    0 Route 82, Ancramdale, NY 12503
  • 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 $570,704

    Last Listing Agent Rita Longo Howard Hanna Rand Realty

    540 Hicks Hill Rd, Stanfordville, NY 12581
    • 50 Meusel Rd, Pine Plains, NY 12567

      Est $375,916 Not Listed For Sale

      50 Meusel Rd, Pine Plains, NY 12567

      • 3 Beds
      • 2.5 Baths
      • 1,760 Sq Ft
      • Built 1996
      50 Meusel Rd, Pine Plains, NY 12567

      Last Sold Summary

      • 11% Above List Price
      • $193/SF
      • 115 Days On Market
      • Last Sold Price $339,200
      • Nov 04, 2024

      Last Listing Agent Richard Brenner Rich Brenner Realty, LLC

  • 216 North Rd, Red Hook, NY 12571
    216 North Rd, Red Hook, NY 12571
    216 North Rd, Red Hook, NY 12571
    /20

    $1,250,000

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

    216 North Rd, Red Hook, NY 12571

    ?? 216 North Rd, Red Hook, NY 12571 Offered on 119 Acres – A Rare Hudson Valley Retreat Experience the best of country living on this stunning 119-acre estate bordering a state park, offering endless opportunities for outdoor recreation and peaceful privacy. This completely renovated 4-bedroom, 2-bath home combines modern comfort with the beauty of nature. Every detail has been updated — move-in

    Bill Flood Houlihan Lawrence Inc.

    216 North Rd, Red Hook, NY 12571
  • 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 $843,939

    Last Listing Agent Richard Brenner Rich Brenner Realty, LLC

    2365 Route 83, Pine Plains, NY 12567
    • 32 Britton St, Pine Plains, NY 12567

      Est $446,429 Not Listed For Sale

      32 Britton St, Pine Plains, NY 12567

      • 3 Beds
      • 2.5 Baths
      • 2,002 Sq Ft
      • Built 2006
      32 Britton St, Pine Plains, NY 12567

      Last Sold Summary

      • 8% Above List Price
      • $207/SF
      • 123 Days On Market
      • Last Sold Price $415,000
      • Jun 20, 2024

      Last Listing Agent Melissa Pettinella Century 21 Alliance Realty Grp

  • 367 Woods Ct, Ancramdale, NY 12503
    367 Woods Ct, Ancramdale, NY 12503
    367 Woods Ct, Ancramdale, NY 12503
    /31

    $529,000

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

    367 Woods Ct, Ancramdale, NY 12503

    Exceptional ranch-style home on 3.25 acres offering partial mountain views and total privacy in a picturesque country setting. Bright, airy interior with 3 bedrooms and a completely tiled bathroom featuring a luxury rain shower. Thoughtful upgrades and move-in ready systems include a Mitsubishi AC, propane HVAC, overhead fans in the living room and primary bedroom, whole-house water filtration,

    Paul Crayton Coldwell Banker Advisor Realty

    367 Woods Ct, Ancramdale, NY 12503
  • 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 $5,357,859

    Last Listing Agent PAULA REDMOND Corcoran Country Living

    118 Finkle Rd, Ancramdale, NY 12503
    • 53 Britton St, Pine Plains, NY 12567

      Est $416,029 Not Listed For Sale

      53 Britton St, Pine Plains, NY 12567

      • 3 Beds
      • 1 Bath
      • 1,632 Sq Ft
      • Built 2002
      53 Britton St, Pine Plains, NY 12567

      Last Sold Summary

      • 11% Above List Price
      • $230/SF
      • 14 Days On Market
      • Last Sold Price $375,000
      • Dec 20, 2023

      Last Listing Agent Catherine Mondello Mondello Upstate Properties

  • 0 Mount Ross Rd, Pine Plains, NY 12567
    0 Mount Ross Rd, Pine Plains, NY 12567
    0 Mount Ross Rd, Pine Plains, NY 12567
    /4

    $120,000 Pending

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

    0 Mount Ross Rd, Pine Plains, NY 12567

    Every once in a while, an exceptional opportunity like this turns up. Located in rural Pine Plains this 5.02-acres is a pair of vacant building lots that offers privacy and serenity. These two contiguous parcels are completely wooded and accessed via a shared driveway. Your dream home is only limited by your imagination these parcels will invigorate that imagination. The Town center and the

    Larry Havens Havens Real Estate

    0 Mount Ross Rd, Pine Plains, NY 12567
  • 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 $547,925

    Last Listing Agent Annabel Taylor Four Seasons Sothebys Intl

    4 Skiba Rd, Pine Plains, NY 12567
    • 26 Bowman Rd, Pine Plains, NY 12567

      Est $404,033 Not Listed For Sale

      26 Bowman Rd, Pine Plains, NY 12567

      • 3 Beds
      • 2 Baths
      • 3,010 Sq Ft
      • Built 1965
      26 Bowman Rd, Pine Plains, NY 12567

      Last Sold Summary

      • 46% Above List Price
      • $92/SF
      • 54 Days On Market
      • Last Sold Price $277,000
      • Jul 31, 2023

      Last Listing Agent AARON VIGNOGNA Century 21 Alliance Rlty Group

  • 245 Hicks Hill Rd, Stanfordville, NY 12581
    245 Hicks Hill Rd, Stanfordville, NY 12581
    245 Hicks Hill Rd, Stanfordville, NY 12581
    /27

    $174,800

    • 3,444 Sq Ft

    245 Hicks Hill Rd, Stanfordville, NY 12581

    Attention investors & contractors! 4 Bedroom, 2.5 Bathroom Two Family Ranch on 2.4 acres in T/Pine Plains! Sold as-is. Buyer to pay NYS and any local transfer taxes. Offers with financing must be accompanied by pre-qual letter; cash offers with proof of funds. **Please see agent remarks for access, showing instructions and offer presentation remarks.**

    Ernie Acampora River Realty Services, Inc.

    245 Hicks Hill Rd, Stanfordville, NY 12581
  • 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 $305,253

    Last Listing Agent Theodore Weinstein REO Edge LLC

    6 Carla Terrace, Pine Plains, NY 12567
    • 14 Myrtle Ave, Pine Plains, NY 12567

      Est $376,650 Not Listed For Sale

      14 Myrtle Ave, Pine Plains, NY 12567

      • 2 Beds
      • 2 Baths
      • 1,700 Sq Ft
      • Built 1870
      14 Myrtle Ave, Pine Plains, NY 12567

      Last Sold Summary

      • 30% Above List Price
      • $171/SF
      • 53 Days On Market
      • Last Sold Price $290,000
      • Jul 30, 2024

      Last Listing Agent Shannon Martin BHHS Hudson Valley Properties

  • 1533-1539 Route 83, Pine Plains, NY 12567
    1533-1539 Route 83, Pine Plains, NY 12567
    1533-1539 Route 83, Pine Plains, NY 12567
    /14

    $1,995,000

    • Land
    • 150.48 Acres
    • $13,258 per Acre

    1533-1539 Route 83, Pine Plains, NY 12567

    Discover a rare 150-acre estate in one of the Hudson Valley’s most coveted farmland corridors. This property offers a private building site accessed by a scenic driveway and showcases the best of Hudson Valley living where nature meets luxury. Enjoy panoramic views of protected farmland, Shekomeko Creek, and wooded mountains. Surrounded by conservation land, this estate ensures lasting privacy

    Elyse Morris Elyse Harney Real Estate

    1533-1539 Route 83, 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 $522,138

    Last Listing Agent Thomas Zengen Thomas Zengen

    5 Myrtle Ave, Pine Plains, NY 12567
    • 36 Briarcliff Ln, Pine Plains, NY 12567

      Est $502,626 Not Listed For Sale

      36 Briarcliff Ln, Pine Plains, NY 12567

      • 3 Beds
      • 2 Baths
      • 2,142 Sq Ft
      • Built 1920
      36 Briarcliff Ln, Pine Plains, NY 12567

      Last Sold Summary

      • 82% Above List Price
      • $129/SF
      • 35 Days On Market
      • Last Sold Price $275,888
      • Dec 22, 2023

      Last Listing Agent Gail Saucier BHHS Hudson Valley Properties

  • 0 New York 199, Stanfordville, NY 12581
    0 New York 199, Stanfordville, NY 12581
    0 New York 199, Stanfordville, NY 12581
    /10

    $185,000

    • Land
    • 16 Acres
    • $11,562 per Acre

    0 New York 199, Stanfordville, NY 12581

    Priced to sell! What a beautiful destination for your dream home or summer get-a-way. So close to everything yet secluded.nLand has a 500' driveway professionally installed. 4 inches crushed stone edges with larger stone for proper drainage. Land backs up to 120 acres of state land. There is a small babbling brook that can be diverted if needed. 2 possible building sites had been are located on

    MARIE MONROE BHHS Hudson Valley Properties

    0 New York 199, Stanfordville, NY 12581
  • 60 County Route 7, Pine Plains, NY 12567
    60 County Route 7, Pine Plains, NY 12567
    60 County Route 7, 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 $695,940

    Last Listing Agent David Norman Hall Houlihan Lawrence Inc.

    60 County Route 7, Pine Plains, NY 12567
    • 18 Bfs Ln, Pine Plains, NY 12567

      Est $436,019 Not Listed For Sale

      18 Bfs Ln, Pine Plains, NY 12567

      • 3 Beds
      • 1 Bath
      • 2,860 Sq Ft
      • Built 1951
      18 Bfs Ln, Pine Plains, NY 12567

      Last Sold Summary

      • 62% Above List Price
      • $94/SF
      • 61 Days On Market
      • Last Sold Price $269,000
      • Jun 15, 2023

      Last Listing Agent Thomas Zengen Thomas Zengen

  • 622 Bean River Rd, Pine Plains, NY 12567
    622 Bean River Rd, Pine Plains, NY 12567
    622 Bean River Rd, Pine Plains, NY 12567
    /7

    $199,000

    • Land
    • 8.59 Acres
    • $23,166 per Acre

    622 Bean River Rd, Pine Plains, NY 12567

    Great opportunity for 1 or 2 residence (property is in Hamlet Zone and subdividable).Very private with small pond, site back from road on Bean River Road, quiet town road, .8 miles North of Route 199 near border with Columbia County. Approved Septic design and existing shared driveway. (May need improvement). Adjoins 2BR2BA Ranch for sale on 7+ acres for 389,000. Owner financing possible.

    David Birch Barns & Farms Realty, LLC

    622 Bean River 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 $852,816

    Last Listing Agent Jeffery Dolfinger Century 21 Hudson Valley Rlty.

    19 Friendship Ln, Red Hook, NY 12571
    • 4 Stissing Mountain Ln, Pine Plains, NY 12567
      4 Stissing Mountain Ln, Pine Plains, NY 12567
      4 Stissing Mountain Ln, Pine Plains, NY 12567
      /30

      Est $473,674 Not Listed For Sale

      4 Stissing Mountain Ln, Pine Plains, NY 12567

      • 2 Beds
      • 1 Bath
      • 1,250 Sq Ft
      • Built 1850
      4 Stissing Mountain Ln, Pine Plains, NY 12567

      Last Sold Summary

      • $380/SF
      • 19 Days On Market
      • Last Sold Price $475,000
      • Oct 01, 2024

      Last Listing Agent Adam Ecker ECKER ADAM D

  • 460 Silvernails Rd, Pine Plains, NY 12567
    460 Silvernails Rd, Pine Plains, NY 12567
    460 Silvernails Rd, Pine Plains, NY 12567
    /37

    $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 $1,710,452

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

    460 Silvernails Rd, Pine Plains, NY 12567
    • 1420 Route 83, Pine Plains, NY 12567
      1420 Route 83, Pine Plains, NY 12567
      1420 Route 83, Pine Plains, NY 12567
      /33

      Est $457,384 Not Listed For Sale

      1420 Route 83, Pine Plains, NY 12567

      • 5 Beds
      • 2.5 Baths
      • 2,456 Sq Ft
      • Built 1865
      1420 Route 83, Pine Plains, NY 12567

      Last Sold Summary

      • 12% Above List Price
      • $166/SF
      • 55 Days On Market
      • Last Sold Price $407,500
      • Dec 18, 2024

      Last Listing Agent Adam Ecker ECKER ADAM D

  • 235 Knob Hill Rd, Stanfordville, NY 12581
    235 Knob Hill Rd, Stanfordville, NY 12581
    235 Knob Hill Rd, Stanfordville, NY 12581
    /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
    • 168 Fishwoods Rd, Red Hook, NY 12571
      168 Fishwoods Rd, Red Hook, NY 12571
      /2

      Est $1,887,275 Not Listed For Sale

      168 Fishwoods Rd, Red Hook, NY 12571

      • 3 Beds
      • 3 Baths
      • 2,121 Sq Ft
      • Built 1979
      168 Fishwoods Rd, Red Hook, NY 12571

      Last Sold Summary

      • 12% Below List Price
      • $1,014/SF
      • 1 Day On Market
      • Last Sold Price $2,150,000
      • Nov 01, 2023

      Last Listing Agent Raj Kumar Four Seasons Sotheby's Int.

  • 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 $720,970

    Last Listing Agent Larry Havens Havens Real Estate

    115-133 Mount Ross Rd, Pine Plains, NY 12567
    • 1645 Route 199, Stanfordville, NY 12581

      Est $351,301 Not Listed For Sale

      1645 Route 199, Stanfordville, NY 12581

      • 4 Beds
      • 2 Baths
      • 2,102 Sq Ft
      • Built 1930
      1645 Route 199, Stanfordville, NY 12581

      Last Sold Summary

      • 160% Above List Price
      • $64/SF
      • 201 Days On Market
      • Last Sold Price $135,000
      • Sep 18, 2024

      Last Listing Agent Ernie Acampora River Realty Services, Inc.

  • 660 County Route 7, Pine Plains, NY 12567

    $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 $996,327

    Last Listing Agent SHERI SCEROLER Four Seasons Sothebys Intl

    660 County Route 7, Pine Plains, NY 12567
    • 300 South Rd, Stanfordville, NY 12581

      Est $349,641 Not Listed For Sale

      300 South Rd, Stanfordville, NY 12581

      • 3 Beds
      • Built 1951
      300 South Rd, Stanfordville, NY 12581

      Last Sold Summary

      • 4% Below List Price
      • $238/SF
      • 21 Days On Market
      • Last Sold Price $365,000
      • Jul 14, 2023

      Last Listing Agent Kyle Irwin Corcoran Country Living

  • 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 $352,636

    Last Listing Agent Margaret Mondello Margaret Mondello Real Estate

    107 Near Rd, Red Hook, NY 12571
    • Unlisted Address

      Est $294,810 Not Listed For Sale

      Unlisted Address

      • 1 Bed
      • 1 Bath
      • 750 Sq Ft
      • Built 1950
      Unlisted Address

      Last Sold Summary

      • 3% Above List Price
      • $380/SF
      • 52 Days On Market
      • Last Sold Price $285,000
      • Dec 19, 2024

      Last Listing Agent Lorraine Little LITTLE LORRAINE ML

  • 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
    • 250 South Rd, Stanfordville, NY 12581

      Est $610,692 Not Listed For Sale

      250 South Rd, Stanfordville, NY 12581

      • 2 Beds
      • 2 Baths
      • 1,990 Sq Ft
      • Built 1998
      250 South Rd, Stanfordville, NY 12581

      Last Sold Summary

      • 15% Above List Price
      • $266/SF
      • 56 Days On Market
      • Last Sold Price $530,000
      • Jul 20, 2023

      Last Listing Agent Kyle Irwin Corcoran Country Living

  • 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 $527,209

    Last Listing Agent Catherine Mondello Mondello Upstate Properties

    143 Ryan Rd, Pine Plains, NY 12567

Showing Results 81 - 120, Page 3 of 18

New York Dutchess County Pine Plains

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