Pine Plains Homes

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  $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
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• 

  $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
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  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
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  /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
• 

  $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
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  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
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  /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
• 

  $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
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  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
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  /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
• 

  $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
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  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
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  /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
• 

  $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
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  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
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  $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
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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 $527,576

  Last Listing Agent Thomas Zengen Thomas Zengen

  5 Myrtle Ave, Pine Plains, NY 12567
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  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
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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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  $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
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  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
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  /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
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  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
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  $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
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  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
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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

  Current Estimated Value $281,811

  Last Listing Agent Susan Whalen George T Whalen Real Estate

  46 Myrtle Ave, Pine Plains, NY 12567
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  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
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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 $383,747

  Last Listing Agent Brad Rebillard DUTCHESS COUNTRY REALTY INC. M

  48 Woodside St, Pine Plains, NY 12567
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  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
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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
• 

  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
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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 $365,667

  Last Listing Agent Michael Cahill HomeSmart Homes & Estates

  4 Antler Club Rd, 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
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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 $2,899,022

  Last Listing Agent LINDSAY BALDWIN Houlihan Lawrence Inc.

  420 Carpenter Hill Rd, 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
• 

  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
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  /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
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  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
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  /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)
• 

  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

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