Pine Plains, NY Homes

• 

  $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
• 

  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
• 

  

  

  /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
• 

  $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
• 

  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
• 

  

  /41

  $10,850,000 Pending

  • 5 Beds
  • 3.5 Baths
  • 6,340 Sq Ft

  118 Finkle Rd, Ancramdale, NY 12503

  Set among the beautiful rolling hills on 203 acres is this private estate that takes you back in time. The farm was built in 2008 around a c.1754 Dutch barn that was dismantled from upstate NY and transformed into an incredible great room with 34' soaring ceilings, a brick fireplace and two huge French doors to take in the view. Designed by Cynthia Filkoff with 6,340 square feet, the main house

  PAULA REDMOND Corcoran Country Living

  118 Finkle Rd, Ancramdale, NY 12503
• 

  $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 $557,143

  Last Listing Agent Annabel Taylor Four Seasons Sothebys Intl

  4 Skiba Rd, Pine Plains, NY 12567
• 

  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
• 

  

  /15

  $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
• 

  $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
• 

  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
• 

  

  /25

  $869,900

  • 5 Beds
  • 3.5 Baths
  • 5,650 Sq Ft

  19 Friendship Ln, Red Hook, NY 12571

  Welcome to your private oasis and come enjoy this 3 bedroom 2.5 bath Colonial situated on 5 plus acres. The home also features an in law unit above the garage which has 2 additional bedrooms, a full bathroom, a galley kitchen and open living room. The home is very close to the Taconic State Parkway and US Rte 199 making it an easy drive to anywhere. The town of Red Hook boasts vibrant shops and

  Jeffery Dolfinger Century 21 Hudson Valley Rlty.

  19 Friendship Ln, Red Hook, NY 12571
• 

  $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
• 

  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
• 

  

  /10

  $199,000

  • Land
  • 16 Acres
  • $12,438 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
• 

  

  /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 $697,225

  Last Listing Agent David Norman Hall Houlihan Lawrence Inc.

  60 County Route 7, Pine Plains, NY 12567
• 

  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
• 

  

  /37

  $1,225,000

  • 4 Beds
  • 2 Baths
  • 1,888 Sq Ft

  174 County Route 11, Pine Plains, NY 12567

  Expansive 55+ Acre Multi-Home Compound. A rare opportunity to own a one-of-a-kind compound set on 57.44 private, picturesque acres—ideal for multi-generational living or a unique investment. The main residence offers 1,888 square feet of rustic charm and comfort, featuring 4 bedrooms and 2 full baths. Enjoy cozy evenings in the living room with pegged oak floors, pine paneling, and a classic

  Paula Redmond Corcoran Country Living - Mill

  174 County Route 11, Pine Plains, NY 12567
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  /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 $1,786,768

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

  460 Silvernails Rd, Pine Plains, NY 12567
• 

  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
• 

  

  /37

  $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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  /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
• 

  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
• 

  

  /28

  $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
• 

  $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
• 

  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
• 

  

  /13

  $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
• 

  $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 $988,089

  Last Listing Agent SHERI SCEROLER Four Seasons Sothebys Intl

  660 County Route 7, Pine Plains, NY 12567
• 

  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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  /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
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  /29

  $840,000 Sold Mar 14, 2025

  348 Willow Glen Rd, Red Hook, NY 12571

  • 2 Beds
  • 2.5 Baths
  • 2,092 Sq Ft
  • Built 1968

  Last Sold Summary

  • 5% Above List Price
  • $402/SF
  • 58 Days On Market

  Current Estimated Value $863,564

  Last Listing Agent Sarah Finch The Kinderhook Group, Inc.

  348 Willow Glen Rd, Red Hook, NY 12571
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  /30

  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
• 

  $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

  Last Listing Agent Margaret Mondello Margaret Mondello Real Estate

  107 Near Rd, Red Hook, NY 12571
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  /33

  Est $448,330 Not Listed For Sale

  • 5 Beds
  • 2.5 Baths
  • 2,456 Sq Ft

  1420 Route 83, Pine Plains, NY 12567

  1420 Route 83, Pine Plains, NY 12567
• 

  

  /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 $216,944

  Last Listing Agent Libby McKee Berkshire Hathaway HomeService

  10 Academy St, Pine Plains, NY 12567
• 

  /2

  Est $2,117,226 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,121 Sq Ft

  168 Fishwoods Rd, Red Hook, NY 12571

  168 Fishwoods Rd, Red Hook, NY 12571
• 

  $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
• 

  Est $409,838 Not Listed For Sale

  • 4 Beds
  • 1 Bath
  • 2,219 Sq Ft

  152 Ferris Ln, Red Hook, NY 12571

  152 Ferris Ln, Red Hook, NY 12571
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  /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
• 

  Est $335,120 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,102 Sq Ft

  1645 Route 199, Stanfordville, NY 12581

  1645 Route 199, Stanfordville, NY 12581

Showing Results 81 - 120, Page 3 of 18