Pine Plains, NY Homes

• 

  Est $1,051,074 Not Listed For Sale

  140 Mountain Rd, Stanfordville, NY 12581

  • 3 Beds
  • 3 Baths
  • 2,568 Sq Ft
  • Built 1984

  140 Mountain Rd, Stanfordville, NY 12581

  Last Sold Summary

  • 33% Below List Price
  • $611/SF
  • 16 Days On Market

  • Last Sold Price $1,570,000
  • Jul 29, 2024

  Last Listing Agent Elyse Morris Elyse Harney Real Estate
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• 

  

  

  /22

  $315,000 Pending

  • 3 Beds
  • 1 Bath
  • 1,440 Sq Ft

  84 North Rd, Red Hook, NY 12571

  Early 1800s Colonial loved and enjoyed by same family for over 60 years. Looking for a visionary person to restore to former glory. Many original details still intact include hand hewn beams, wide board floors, cobble fireplace in Living room etc. 3 plus Bedrooms, 1 Full Bath with possible 2nd on upper level. Large country Kitchen, Formal Dining Room with Woodstove Hook Up and access to massive

  Catherine Mondello Mondello Upstate Properties

  84 North Rd, Red Hook, NY 12571
• 

  $520,000 Sold Dec 30, 2025

  30 N Main St, Pine Plains, NY 12567

  • 4 Beds
  • 2.5 Baths
  • 3,180 Sq Ft
  • Built 1880

  Last Sold Summary

  • 13% Below List Price
  • $164/SF
  • 99 Days On Market

  Current Estimated Value $538,323

  Last Listing Agent Arleen Shepley Elyse Harney Real Estate

  30 N Main St, Pine Plains, NY 12567
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  /33

  Est $797,547 Not Listed For Sale

  218 Mountain Rd, Stanfordville, NY 12581

  • 3 Beds
  • 2.5 Baths
  • 2,486 Sq Ft
  • Built 2002

  218 Mountain Rd, Stanfordville, NY 12581

  Last Sold Summary

  • 16% Above List Price
  • $276/SF
  • 82 Days On Market

  • Last Sold Price $685,000
  • Jan 22, 2024

  Last Listing Agent Savannah Miceli Century 21 Alliance-NP
• 

  

  

  /47

  $469,000

  • 3 Beds
  • 2 Baths
  • 1,298 Sq Ft

  30 Myrtle Ave, Pine Plains, NY 12567

  Welcome to the Historic Town of Pine Plains, and the Pine Plains School District! This completely renovated three bedroom home on a quiet country road will delight and intrigue you. The home dates back to the early 1900's and some of the original characteristics have been left in tact. This is most assuredly Old World Charm meets Modern Convenience. One bedroom on the first floor attached to the

  Ellen Mallet

  30 Myrtle Ave, Pine Plains, NY 12567
• 

  $2,510,460 Sold Aug 06, 2025

  53 Brooks Rd, Pine Plains, NY 12567

  • 6 Beds
  • 5.5 Baths
  • 4,000 Sq Ft
  • Built 1850

  Last Sold Summary

  • 16% Below List Price
  • $628/SF
  • 300 Days On Market

  Last Listing Agent Anthony D'Argenzio Houlihan Lawrence, Inc

  53 Brooks Rd, Pine Plains, NY 12567
• 

  

  /3

  Est $365,520 Not Listed For Sale

  599 Bean River Rd, Millerton, NY 12546

  • 3 Beds
  • 2 Baths
  • 1,296 Sq Ft
  • Built 1950

  599 Bean River Rd, Millerton, NY 12546

  Last Sold Summary

  • 9% Above List Price
  • $258/SF
  • 53 Days On Market

  • Last Sold Price $335,000
  • Jan 30, 2025

  Last Listing Agent Christopher Virtuoso Keller Williams Realty HV Nort
• 

  

  /38

  $875,000

  • 4 Beds
  • 1.5 Baths
  • 2,709 Sq Ft

  7668 Route 82, Pine Plains, NY 12567

  Looking for a property that offers an opportunity for a homestead lifestyle in the Hudson Valley? Situated in the Town of Pine Plains, this early colonial farmhouse is now offered for sale on 15+ acres. Appointed with wide-plank floors, the main level features sun-lit, well-proportioned rooms. On the second floor, there is a primary bedroom with a dressing room, 3 additional bedrooms, an office,

  Susan Whalen George T Whalen Real Estate

  7668 Route 82, Pine Plains, NY 12567
• 

  $515,000 Sold Oct 27, 2025

  43 Stissing Mountain Dr, Pine Plains, NY 12567

  • 3 Beds
  • 1.5 Baths
  • 1,862 Sq Ft
  • Built 1983

  Last Sold Summary

  • 21% Below List Price
  • $277/SF
  • 93 Days On Market

  Current Estimated Value $543,930

  Last Listing Agent Richard Brenner Rich Brenner Realty, LLC

  43 Stissing Mountain Dr, Pine Plains, NY 12567
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  /43

  Est $773,712 Not Listed For Sale

  3327 Route 199, Pine Plains, NY 12567

  • 4 Beds
  • 3 Baths
  • 3,000 Sq Ft
  • Built 1787

  3327 Route 199, Pine Plains, NY 12567

  Last Sold Summary

  • 17% Above List Price
  • $220/SF
  • 49 Days On Market

  • Last Sold Price $660,000
  • Aug 09, 2024

  Last Listing Agent Audrey Winslow Houlihan Lawrence Inc.
• 

  

  /5

  $140,000

  • Land
  • 1.5 Acres
  • $93,333 per Acre

  25 Five Roses E, Ancram, NY 12502

  Ready to build, this 1.5-acre parcel is located on a peaceful country road in the scenic town of Ancram, Columbia County, New York. Board of Health approval is already in place for a four-bedroom residence, saving valuable time in the building process. The property is well-prepared with an installed septic system, existing well, driveway, and underground electric service run from the road to a

  Richard Brenner RICH BRENNER REALTY LLC

  25 Five Roses E, Ancram, NY 12502
• 

  $595,000 Sold Feb 19, 2026

  100 Knob Hill Rd, Stanfordville, NY 12581

  • 3 Beds
  • 1.5 Baths
  • 1,725 Sq Ft
  • Built 1965

  Last Sold Summary

  • 3% Above List Price
  • $345/SF
  • 27 Days On Market

  Current Estimated Value $598,966

  Last Listing Agent Kimberly Wickes R. Ferris Real Estate, LLC

  100 Knob Hill Rd, Stanfordville, NY 12581
• 

  Est $650,941 Not Listed For Sale

  2067 Route 83, Pine Plains, NY 12567

  • 3 Beds
  • 2 Baths
  • 1,640 Sq Ft
  • Built 1810

  2067 Route 83, Pine Plains, NY 12567

  Last Sold Summary

  • 13% Above List Price
  • $351/SF
  • 53 Days On Market

  • Last Sold Price $575,000
  • Jul 31, 2023

  Last Listing Agent Kornelia Tamm BHHS Hudson Valley Properties
• 

  /2

  $475,000

  • Land
  • 7 Acres
  • $67,857 per Acre

  8 McGhee Hill Rd, Millerton, NY 12546

  This gorgeous 7.9 acre estate lot is at the east end McGhee Hill Road and only minutes from the vibrant village of Millerton. Lot 8 is entirely Board of Health approved and shovel-ready with all improvements, a cut driveway from McGhee Hill Road and stone pillared entrance. Sited just west of Rte 22 on McGhee Rill Road, this lot is surrounded by other large parcels offering privacy and bucolic

  Jason Karadus Corcoran Country Living

  8 McGhee Hill Rd, Millerton, NY 12546
• 

  $350,000 Sold Dec 31, 2025

  0 New York 82 Unit KEYM420064, Stanfordville, NY 12581

  • Land
  • 5.02 Acres
  • $69,721 per Acre

  Last Sold Summary

  • 7% Below List Price
  • 725 Days On Market

  Last Listing Agent Steve Bruman Corcoran Country Living

  0 New York 82 Unit KEYM420064, Stanfordville, NY 12581
• 

  Est $338,123 Not Listed For Sale

  3088 Church St, Pine Plains, NY 12567

  • 3 Beds
  • 2 Baths
  • 2,328 Sq Ft
  • Built 1872

  3088 Church St, Pine Plains, NY 12567

  Last Sold Summary

  • 10% Above List Price
  • $132/SF
  • 43 Days On Market

  • Last Sold Price $307,500
  • Mar 20, 2025

  Last Listing Agent Richard Brenner Rich Brenner Realty, LLC
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  /20

  $410,000

  • 3 Beds
  • 2.5 Baths
  • 2,688 Sq Ft

  73 Meusel Rd, Pine Plains, NY 12567

  A large and roomy home is for sale in the charming Village of Pine Plains, NY. Situated in a residential neighborhood with views of the surrounding hills, the home sits well back from the road on a corner lot. On the first floor are two living rooms, a dining room, an eat-in kitchen, a powder room and a mudroom. Off the kitchen is a partially finished three season room and a deck. Upstairs is the

  David Norman Hall Houlihan Lawrence, Inc

  73 Meusel Rd, Pine Plains, NY 12567
• 

  $135,000 Sold Jan 23, 2026

  58 Britton St, Pine Plains, NY 12567

  • Land
  • 40,510 Sq Ft
  • $145,161 per Acre

  Last Sold Summary

  • 10% Below List Price
  • 94 Days On Market

  Last Listing Agent Richard Brenner Rich Brenner Realty, LLC

  58 Britton St, Pine Plains, NY 12567
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  /16

  Est $293,987 Not Listed For Sale

  3066 Church St, Pine Plains, NY 12567

  • 3 Beds
  • 2 Baths
  • 1,416 Sq Ft
  • Built 1870

  3066 Church St, Pine Plains, NY 12567

  Last Sold Summary

  • 55% Below List Price
  • $134/SF
  • 52 Days On Market

  • Last Sold Price $190,000
  • Jan 13, 2025

  Last Listing Agent Brad Rebillard Past Member
• 

  

  /15

  $389,000

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

  618 Bean River Rd, Pine Plains, NY 12567

  Secluded 2BR/2BA RANCH w/2 large decks, all wood floors, ornamented wood siding painted + detached 2 car garage on 7 acres. Parcel is subdividable in Hamlet zone. New well installed.also available with 8 additional acres for 564000 with additional 4 acres for 664000

  David Birch Barns & Farms Realty, LLC

  618 Bean River Rd, Pine Plains, NY 12567
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  /32

  $280,000 Sold Aug 01, 2025

  1283 County Route 7, Ancram, NY 12502

  • 3 Beds
  • 1.5 Baths
  • 1,368 Sq Ft
  • Built 1880

  Last Sold Summary

  • 6% Below List Price
  • $205/SF
  • 73 Days On Market

  Current Estimated Value $302,965

  Last Listing Agent Margaret Clarke Corcoran Country Living

  1283 County Route 7, Ancram, NY 12502
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  /7

  Est $219,664 Not Listed For Sale

  10 Academy St, Pine Plains, NY 12567

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

  10 Academy St, Pine Plains, NY 12567

  Last Sold Summary

  • 69% Above List Price
  • $113/SF
  • 118 Days On Market

  • Last Sold Price $130,000
  • Apr 04, 2025

  Last Listing Agent Libby McKee Berkshire Hathaway HomeService
• 

  

  /31

  $549,000 Under Contract

  • Land
  • 43.69 Acres
  • $12,566 per Acre

  Tbd Hicks Hill Rd, Pine Plains, NY 12567

  Enjoy nature on your own 43 scenic acres located on Hicks Hill Road and additional access from Knob Hill Road, which is across from apprx 600 acres of protected land that can not be developed offering exceptional long term privacy. A versatile existing barn provides potential for a variety of uses. With over 1,400 feet of road frontage on Hicks Hill Road and electric available on the property,

  Jeannine Simmons Corcoran Country Living

  Tbd Hicks Hill Rd, Pine Plains, NY 12567
• 

  $100,000 Sold Sep 10, 2025

  1691 Jackson Corners Rd, Red Hook, NY 12571

  • 2 Beds
  • 1.5 Baths
  • 984 Sq Ft
  • Built 1970

  Last Sold Summary

  • 47% Below List Price
  • $102/SF
  • 79 Days On Market

  Last Listing Agent Catherine Mondello Mondello Upstate Properties

  1691 Jackson Corners Rd, Red Hook, NY 12571
• 

  Est $462,156 Not Listed For Sale

  17 Smith St, Pine Plains, NY 12567

  • 6 Beds
  • 2,550 Sq Ft
  • Built 1952

  17 Smith St, Pine Plains, NY 12567

  Last Sold Summary

  • 9% Above List Price
  • $167/SF
  • 88 Days On Market

  • Last Sold Price $425,000
  • May 16, 2023

  Last Listing Agent Thomas Zengen Thomas Zengen
• 

  

  /35

  $18,750,000 Pending

  • 11 Beds
  • 7.5 Baths
  • 7,500 Sq Ft

  461 Silvernails Rd, Pine Plains, NY 12567

  Ingadi, the Zulu word for garden, is a true legacy compound all set within 127 acres of pristine land with a total of 11 bedrooms across four distinct residential structures. A magical journey of the senses where the Roeliff Jansen Kill and the Shekomeko Creek merge, ensuring sustainability while creating one of the most spiritually powerful and visually stunning experiences in the Hudson Valley.

  Byron Anderson Compass Greater NY, LLC

  461 Silvernails Rd, Pine Plains, NY 12567
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  /11

  $185,000 Sold Nov 01, 2025

  00-1 New York 82, Pine Plains, NY 12567

  • Land
  • 20 Acres
  • $9,250 per Acre

  Last Sold Summary

  • 5% Below List Price
  • 22 Days On Market

  Last Listing Agent Jeffries Blackerby Houlihan Lawrence Inc.

  00-1 New York 82, Pine Plains, NY 12567
• 

  Est $596,086 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

  • 1% Above List Price
  • $359/SF
  • 19 Days On Market

  • Last Sold Price $590,000
  • Nov 15, 2024

  Last Listing Agent CHRISTINE BATES William Pitt
• 

  

  /50

  $8,475,000

  • 6 Beds
  • 7.5 Baths
  • 12,418 Sq Ft

  367 Prospect Hill Rd, Ancramdale, NY 12503

  First time on the market! This magnificent 170-acre Modern Adirondack-styled estate near Millbrook, designed by architect Lloyd Taft, features a main house and three elegant guest cabins. Built by a third-generation builder of camps in upstate New York and the Thousand Islands, the cabin serves as the centerpiece of the compound. Meticulously maintained and tailor-made for year-round recreation,

  George Langa Houlihan Lawrence Inc.

  367 Prospect Hill Rd, Ancramdale, NY 12503
• 

  

  /26

  $240,000 Sold Oct 10, 2025

  721 County Route 7, Pine Plains, NY 12567

  • 3 Beds
  • 1 Bath
  • 1,400 Sq Ft
  • Built 1820

  Last Sold Summary

  • 30% Below List Price
  • $171/SF
  • 418 Days On Market

  Current Estimated Value $256,336

  Last Listing Agent David Norman Hall Houlihan Lawrence Inc.

  721 County Route 7, Pine Plains, NY 12567
• 

  Est $825,298 Not Listed For Sale

  2854 Church St, Pine Plains, NY 12567

  • 3 Beds
  • 2 Baths
  • 2,208 Sq Ft
  • Built 1911

  2854 Church St, Pine Plains, NY 12567

  Last Sold Summary

  • 2% Above List Price
  • $367/SF
  • 61 Days On Market

  • Last Sold Price $810,000
  • Apr 08, 2025

  Last Listing Agent Diana Bisselle William Pitt Sothebys Int Rlty
• 

  

  /7

  $139,000

  • Land
  • 4.24 Acres
  • $32,783 per Acre

  620 Bean River Rd, Pine Plains, NY 12567

  Great opportunity for 1 residence (property is in Hamlet Zone and possibly subdividable). Approved Septic design and existing shared driveway (probably 10 feed are shared). Newly renovated home on North. Adjoining 8 acre vacant lot to the South available for 199,000. Both lots for 300,000. Owner financing possible.

  David Birch Barns & Farms Realty, LLC

  620 Bean River Rd, 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
• 

  

  /31

  Est $744,586 Not Listed For Sale

  43 Lake Shore Dr, Pine Plains, NY 12567

  • 1 Bed
  • 0.5 Baths
  • 936 Sq Ft
  • Built 1960

  43 Lake Shore Dr, Pine Plains, NY 12567

  Last Sold Summary

  • 1% Below List Price
  • $802/SF
  • 155 Days On Market

  • Last Sold Price $751,000
  • Dec 21, 2023

  Last Listing Agent Jennifer Capala William Pitt Sothebys Intn'l
• 

  

  /38

  $485,000

  • 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
• 

  $340,000 Sold Jun 20, 2025

  712 County Route 7, Pine Plains, NY 12567

  • 2 Beds
  • 1.5 Baths
  • 1,728 Sq Ft
  • Built 1800

  Last Sold Summary

  • $197/SF
  • 29 Days On Market

  Current Estimated Value $353,570

  Last Listing Agent PAULA REDMOND Corcoran Country Living

  712 County Route 7, Pine Plains, NY 12567
• 

  Est $483,092 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

  • 35% Above List Price
  • $124/SF
  • 46 Days On Market

  • Last Sold Price $357,000
  • Nov 10, 2023

  Last Listing Agent Sean Eidle BHHS Hudson Valley Properties
• 

  

  /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
• 

  $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 $1,096,694

  Last Listing Agent Dan Kessler Compass Greater NY, LLC

  390 Carpenter Hill Rd, Pine Plains, NY 12567
• 

  Est $347,487 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

  • 1% Above List Price
  • $302/SF
  • 89 Days On Market

  • Last Sold Price $345,000
  • Oct 08, 2024

  Last Listing Agent Andrea Replansky BHHS Hudson Valley Properties

Showing Results 41 - 80, Page 2 of 18