1,465

Pine Plains Homes

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  • /21

    $255,000 Pending

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

    22-28 Ryan Rd, Pine Plains, NY 12567

    Looking for a piece of property for a great low price? Looking for two homes for the price of one? Looking for a good-sized plot of land? Here is a great opportunity for you to acquire one manufactured home, and one mobile home, both on the same plot of land with 2.30 acres! Investors will consider this property for rental income or tear-down and rebuild. Currently, the main manufactured home has

    Jorge Lugo Real Broker NY LLC

    22-28 Ryan Rd, 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
    • 7760 S Main St, Pine Plains, NY 12567

      Est $564,658 Not Listed For Sale

      7760 S Main St, Pine Plains, NY 12567

      • 3 Beds
      • 2 Baths
      • 1,643 Sq Ft
      • Built 1960
      7760 S Main St, Pine Plains, NY 12567

      Last Sold Summary

      • 4% Below List Price
      • $359/SF
      • 19 Days On Market

      Last Sold Price $590,000

      Last Listing Agent CHRISTINE BATES William Pitt

  • /38

    $489,000

    • 4 Beds
    • 2.5 Baths
    • 2,040 Sq Ft

    82 Lake Rd, Pine Plains, NY 12567

    A Home with a view of Stissing Mountain! Enjoy gorgeous sunsets all year long from your front door. Spacious raised ranch on a level lot is move-in ready. Main floor has an open floorplan and wood floors throughout. The light filled kitchen with a nice sized island has new granite countertops. The storage room next to the kitchen could easily become a walk-in pantry. Primary bedroom has en-suite

    MICHELLE FRANCESE Corcoran Country Living

    82 Lake Rd, 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 $1,094,756

    Last Listing Agent Dan Kessler Compass Greater NY, LLC

    390 Carpenter Hill Rd, Pine Plains, NY 12567
    • 17 Farview Ave, Pine Plains, NY 12567

      Est $434,738 Not Listed For Sale

      17 Farview Ave, Pine Plains, NY 12567

      • 4 Beds
      • 1.5 Baths
      • 2,165 Sq Ft
      • Built 1948
      17 Farview Ave, Pine Plains, NY 12567

      Last Sold Summary

      • 26% Above List Price
      • $159/SF
      • 10 Days On Market

      Last Sold Price $345,000

      Last Listing Agent Brad Rebillard DUTCHESS COUNTRY REALTY INC. M

  • /18

    $3,995,000

    • 3 Beds
    • 2 Baths
    • 5,000 Sq Ft

    3362 New York 199, Pine Plains, NY 12567

    . To-Be-Built Luxury Estate with Infinity Pool & Panoramic Catskill Views – Pine Plains, NY. Elevated high above the valley floor with sweeping, unobstructed Catskill Mountain views, this to-be-built custom estate is a rare opportunity in the heart of the Hudson Valley. Set on an extraordinary piece of land—offering total privacy and dramatic natural beauty—this 5,000+ square foot residence is

    Michael Lund Corcoran Country Living

    3362 New York 199, 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 $561,412

    Last Listing Agent Rita Longo Howard Hanna Rand Realty

    540 Hicks Hill Rd, Stanfordville, NY 12581
    • 35 Pine St, Pine Plains, NY 12567

      Est $476,137 Not Listed For Sale

      35 Pine St, Pine Plains, NY 12567

      • 4 Beds
      • 2 Baths
      • 2,884 Sq Ft
      • Built 1890
      35 Pine St, Pine Plains, NY 12567

      Last Sold Summary

      • 33% Above List Price
      • $124/SF
      • 46 Days On Market

      Last Sold Price $357,000

      Last Listing Agent Sean Eidle BHHS Hudson Valley Properties

  • /16

    $199,000

    • Land
    • 19.4 Acres
    • $10,258 per Acre

    A Skunks Misery Rd, Millerton, NY 12546

    Stunning 19.4 Acres – Estate Setting on a Premier Country Road Discover the perfect blend of natural beauty and refined location with this 19.4-acre parcel situated on a picturesque country road, renowned for its stately homes and rural charm. With multiple elevated building sites, long road frontage, and sweeping view potential, this property offers endless opportunities. Explore its trout

    Robert Dunlop Havens Real Estate

    A Skunks Misery Rd, Millerton, NY 12546
  • 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 $848,744

    Last Listing Agent Richard Brenner Rich Brenner Realty, LLC

    2365 Route 83, Pine Plains, NY 12567
    • 3 Carla Terrace, Pine Plains, NY 12567

      Est $361,501 Not Listed For Sale

      3 Carla Terrace, Pine Plains, NY 12567

      • 3 Beds
      • 1 Bath
      • 1,144 Sq Ft
      • Built 1968
      3 Carla Terrace, Pine Plains, NY 12567

      Last Sold Summary

      • 5% Above List Price
      • $302/SF
      • 89 Days On Market

      Last Sold Price $345,000

      Last Listing Agent Andrea Replansky BHHS Hudson Valley Properties

  • /27

    $213,750

    • 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 $310,557

    Last Listing Agent Theodore Weinstein REO Edge LLC

    6 Carla Terrace, Pine Plains, NY 12567
    • 10 Woodside St, Pine Plains, NY 12567

      Est $412,421 Not Listed For Sale

      10 Woodside St, Pine Plains, NY 12567

      • 3 Beds
      • 2.5 Baths
      • 2,052 Sq Ft
      • Built 1987
      10 Woodside St, Pine Plains, NY 12567

      Last Sold Summary

      • 20% Above List Price
      • $168/SF
      • 38 Days On Market

      Last Sold Price $345,000

      Last Listing Agent Richard Brenner Rich Brenner Realty, LLC

  • /28

    $369,000 Pending

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

    3807 Route 199, Pine Plains, NY 12567

    The Red House has been lovingly maintained by the same family for two generations and is nestled in the picturesque hamlet of Pulvers Corners in Pine Plains, at the heart of the Hudson Valley. This sun-drenched three-bedroom ranch features new windows throughout and beautiful hardwood floors. Over the years, the home has seen numerous thoughtful improvements, including new cedar shake siding, a

    Janet Myer Houlihan Lawrence Inc.

    3807 Route 199, 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 $527,576

    Last Listing Agent Thomas Zengen Thomas Zengen

    5 Myrtle Ave, Pine Plains, NY 12567
    • 144 N Main St, Pine Plains, NY 12567

      Est $299,965 Not Listed For Sale

      144 N Main St, Pine Plains, NY 12567

      • 2 Beds
      • 1 Bath
      • 1,088 Sq Ft
      • Built 1850
      144 N Main St, Pine Plains, NY 12567

      Last Sold Summary

      • 114% Above List Price
      • $129/SF
      • 55 Days On Market

      Last Sold Price $140,000

      Last Listing Agent ANN SIMMONS Compass Greater NY, LLC

  • /7

    $290,000

    • Land
    • 68.33 Acres
    • $4,244 per Acre

    000 New York 82, Pine Plains, NY 12567

    This beautiful, gently sloping parcel offers the perfect canvas to create your country escape or full-time residence on 68+ private acres. Soil tests have been done on a potential lower building site. A level area at a higher elevation could offer even more privacy and ridgeline views. Roughed-in driveway is in place, so you're well on your way to building a home that's tailored exactly to your

    Jeffries Blackerby Houlihan Lawrence Inc.

    000 New York 82, Pine Plains, NY 12567
  • 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 $773,347

    Last Listing Agent Larry Havens Havens Real Estate

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

      Est $488,355 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

      • 10% Above List Price
      • $148/SF
      • 44 Days On Market

      Last Sold Price $445,000

      Last Listing Agent Diane Zani BHHS Hudson Valley Properties

  • /7

    $130,000 Sold Apr 04, 2025

    10 Academy St, Pine Plains, NY 12567

    • 2 Beds
    • 1 Bath
    • 1,153 Sq Ft
    • Built 1870

    Last Sold Summary

    • 13% Below List Price
    • $113/SF
    • 118 Days On Market

    Current Estimated Value $210,912

    Last Listing Agent Libby McKee Berkshire Hathaway HomeService

    10 Academy St, Pine Plains, NY 12567
    • 50 Meusel Rd, Pine Plains, NY 12567

      Est $385,400 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

      • 14% Above List Price
      • $193/SF
      • 115 Days On Market

      Last Sold Price $339,200

      Last Listing Agent Richard Brenner Rich Brenner Realty, LLC

  • 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
    • 32 Britton St, Pine Plains, NY 12567

      Est $447,061 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

      Last Listing Agent Melissa Pettinella Century 21 Alliance Realty Grp

  • 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
    • 53 Britton St, Pine Plains, NY 12567

      Est $425,267 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

      • 13% Above List Price
      • $230/SF
      • 14 Days On Market

      Last Sold Price $375,000

      Last Listing Agent Catherine Mondello Mondello Upstate Properties

  • 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
    • 26 Bowman Rd, Pine Plains, NY 12567

      Est $366,451 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

      • 32% Above List Price
      • $92/SF
      • 54 Days On Market

      Last Sold Price $277,000

      Last Listing Agent AARON VIGNOGNA Century 21 Alliance Rlty Group

  • /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
    • 14 Myrtle Ave, Pine Plains, NY 12567

      Est $337,474 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

      • 16% Above List Price
      • $171/SF
      • 53 Days On Market

      Last Sold Price $290,000

      Last Listing Agent Shannon Martin BHHS Hudson Valley Properties

  • 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
    • 36 Briarcliff Ln, Pine Plains, NY 12567

      Est $502,090 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

      Last Listing Agent Gail Saucier BHHS Hudson Valley Properties

  • 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
    • 18 Bfs Ln, Pine Plains, NY 12567

      Est $350,506 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

      • 30% Above List Price
      • $94/SF
      • 61 Days On Market

      Last Sold Price $269,000

      Last Listing Agent Thomas Zengen Thomas Zengen

    • 138 Ryan Rd, Pine Plains, NY 12567

      Not Listed For Sale

      138 Ryan Rd, Pine Plains, NY 12567

      • 2 Beds
      • 1.5 Baths
      • 1,300 Sq Ft
      • Built 1960
      138 Ryan Rd, Pine Plains, NY 12567

      Last Sold Summary

      • $150/SF
      • 21 Days On Market

      Last Sold Price $195,000

      Last Listing Agent Thomas Zengen Thomas Zengen

    • /30

      Est $470,550 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

      • 1% Below List Price
      • $380/SF
      • 19 Days On Market

      Last Sold Price $475,000

      Last Listing Agent Adam Ecker ECKER ADAM D

    • 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

    • /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

Showing Results 41 - 80, Page 2 of 18

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