Pine Plains Homes

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  $499,000

  • 4 Beds
  • 1.5 Baths
  • 3,072 Sq Ft

  7786 S Main St, Pine Plains, NY 12567

  You wanted charm? You got it! This vintage 1903 village home in Pine Plains, NY formerly served as both the town pharmacy and library, and many of the bookshelves and all the quaint apothecary drawers remain intact. The large 3000sq foot home on a nicely landscaped yard of nearly a half an acre is filled with period details: wooden moldings, original door knobs and intricate iron hardware, a

  David Norman Hall Houlihan Lawrence Inc.

  7786 S Main St, Pine Plains, NY 12567
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• 

  $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

  Last Listing Agent Rita Longo Howard Hanna Rand Realty

  540 Hicks Hill Rd, Stanfordville, NY 12581
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  Est $464,992 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,884 Sq Ft

  35 Pine St, Pine Plains, NY 12567

  35 Pine St, Pine Plains, NY 12567
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  $255,000

  • 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
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  $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 $844,317

  Last Listing Agent Richard Brenner Rich Brenner Realty, LLC

  2365 Route 83, Pine Plains, NY 12567
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  Est $365,339 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,144 Sq Ft

  3 Carla Terrace, Pine Plains, NY 12567

  3 Carla Terrace, Pine Plains, NY 12567
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  $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
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  $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 $302,326

  Last Listing Agent Theodore Weinstein REO Edge LLC

  6 Carla Terrace, Pine Plains, NY 12567
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  Est $436,735 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,052 Sq Ft

  10 Woodside St, Pine Plains, NY 12567

  10 Woodside St, Pine Plains, NY 12567
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  $995,000 Pending

  • Land
  • 28.4 Acres
  • $35,035 per Acre

  390 Carpenter Hill Rd, Pine Plains, NY 12567

  With magnificent Catskill Mountain views, this 28 acre estate property is the perfect site to build the home of your dreams. The land features exceptional privacy among gentle rolling fields and stunning sunsets over the valley and the Catskills. There is already a gravel driveway in place plus plans for building, landscaping and septic. Much of the surrounding land is forever protected through

  Dan Kessler Compass Greater NY, LLC

  390 Carpenter Hill Rd, Pine Plains, NY 12567
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  $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 $529,607

  Last Listing Agent Thomas Zengen Thomas Zengen

  5 Myrtle Ave, Pine Plains, NY 12567
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  Est $274,829 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,088 Sq Ft

  144 N Main St, Pine Plains, NY 12567

  144 N Main St, Pine Plains, NY 12567
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  $389,000

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

  618 Bean River Rd, Pine Plains, NY 12567

  PINE PLAINS 1400 SF 2BR/2BA RANCH with new well on 7+ acres between Millerton and Pine Plains Village on quiet road off Route 199. Subdividable or combine with 8 acre approved building lot for Family Compound for 525,000. Additional adjoining 4 acre building lot available for 100,000 at package price. Terms available with substantial downpayment.

  David Birch Barns & Farms Realty, LLC

  618 Bean River Rd, Pine Plains, NY 12567
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  $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 $743,824

  Last Listing Agent Larry Havens Havens Real Estate

  115-133 Mount Ross Rd, Pine Plains, NY 12567
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  Est $498,573 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 3,012 Sq Ft

  16 Meusel Rd, Pine Plains, NY 12567

  16 Meusel Rd, Pine Plains, NY 12567
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  $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
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  $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 $216,944

  Last Listing Agent Libby McKee Berkshire Hathaway HomeService

  10 Academy St, Pine Plains, NY 12567
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  Est $387,840 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,760 Sq Ft

  50 Meusel Rd, Pine Plains, NY 12567

  50 Meusel Rd, Pine Plains, NY 12567
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  $575,000 Pending

  • 4 Beds
  • 2.5 Baths
  • 2,580 Sq Ft

  143 Ryan Rd, Pine Plains, NY 12567

  This 4 Bedroom, 2.5 Bath Classy Contemporary Colonial emulates "Pride of Ownership" and has so much to offer anyone looking for a turnkey home in a wonderful town. As you enter the airy Center Hall you will immediately fall in love with the gleaming Bamboo Floors that run abundantly through the whole home. Appreciate the Crown Molding that accentuates each room. Marvel at the lofty ceilings that

  Catherine Mondello Mondello Upstate Properties

  143 Ryan Rd, Pine Plains, NY 12567
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  $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

  Last Listing Agent Susan Whalen George T Whalen Real Estate

  46 Myrtle Ave, Pine Plains, NY 12567
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  Est $464,276 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,002 Sq Ft

  32 Britton St, Pine Plains, NY 12567

  32 Britton St, Pine Plains, NY 12567
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  $369,000

  • 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
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  $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 $378,468

  Last Listing Agent Brad Rebillard DUTCHESS COUNTRY REALTY INC. M

  48 Woodside St, Pine Plains, NY 12567
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  Est $410,193 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,632 Sq Ft

  53 Britton St, Pine Plains, NY 12567

  53 Britton St, Pine Plains, NY 12567
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  $4,950,000

  • 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

  Michael Lund Corcoran Country Living

  3362 New York 199, Pine Plains, NY 12567
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  $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
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  Est $378,612 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 3,010 Sq Ft

  26 Bowman Rd, Pine Plains, NY 12567

  26 Bowman Rd, Pine Plains, NY 12567
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  $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
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  $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 $352,333

  Last Listing Agent Michael Cahill HomeSmart Homes & Estates

  4 Antler Club Rd, Pine Plains, NY 12567
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  Est $345,020 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,700 Sq Ft

  14 Myrtle Ave, Pine Plains, NY 12567

  14 Myrtle Ave, Pine Plains, NY 12567
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  $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 $2,699,581

  Last Listing Agent LINDSAY BALDWIN Houlihan Lawrence Inc.

  420 Carpenter Hill Rd, Pine Plains, NY 12567
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  Est $494,837 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,142 Sq Ft

  36 Briarcliff Ln, Pine Plains, NY 12567

  36 Briarcliff Ln, Pine Plains, NY 12567
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  Est $535,984 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,022 Sq Ft

  20 Fabrello Ln, Pine Plains, NY 12567

  20 Fabrello Ln, Pine Plains, NY 12567
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  Est $370,741 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 2,860 Sq Ft

  18 Bfs Ln, Pine Plains, NY 12567

  18 Bfs Ln, Pine Plains, NY 12567
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  Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,300 Sq Ft

  138 Ryan Rd, Pine Plains, NY 12567

  138 Ryan Rd, Pine Plains, NY 12567
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  Est $483,393 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,250 Sq Ft

  4 Stissing Mountain Ln, Pine Plains, NY 12567

  4 Stissing Mountain Ln, Pine Plains, NY 12567
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  Not Listed For Sale

  • 460 Sq Ft

  2812 W Church St, Pine Plains, NY 12567

  2812 W Church St, Pine Plains, NY 12567
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  Not Listed For Sale

  00WP Hoffman Rd, Pine Plains, NY 12567

  00WP Hoffman Rd, Pine Plains, NY 12567
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  Est $418,261 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,867 Sq Ft

  23 Willow St, Pine Plains, NY 12567

  23 Willow St, Pine Plains, NY 12567
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  Not Listed For Sale

  639 Bean River Rd, Pine Plains, NY 12547

  639 Bean River Rd, Pine Plains, NY 12547

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