Pine Plains, NY Homes

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  /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
• 

  $1,975,000 Sold Mar 17, 2025

  0 Dewitt Ln Unit KEYM418621, Ancramdale, NY 12503

  • 4 Beds
  • 3 Baths
  • 4,144 Sq Ft
  • Built 2000

  Last Sold Summary

  • 21% Below List Price
  • $477/SF
  • 428 Days On Market

  Last Listing Agent Neil Charles Neil Charles Real Estate, LLC

  0 Dewitt Ln Unit KEYM418621, Ancramdale, NY 12503
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  Est $2,141,111 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 4,361 Sq Ft

  729 Cold Spring Rd Unit 731, Stanfordville, NY 12581

  729 Cold Spring Rd Unit 731, Stanfordville, NY 12581
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  $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
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  $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
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  Est $554,769 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,272 Sq Ft

  3469 Route 199, Pine Plains, NY 12567

  3469 Route 199, Pine Plains, NY 12567
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  $1,499,000

  • 5 Beds
  • 3.5 Baths
  • 4,176 Sq Ft

  1598 Jackson Corners Rd, Red Hook, NY 12571

  Welcome to Fallkill Farm, an incredible 37 acre oasis with expansive meadows, wooded buffers, mountain backdrop and Roeliff Jansen Kill frontage. Historic significance and modern amenities converge with the impeccably restored circa 1800 farmhouse featuring updated kitchen w/center island, designer cabinetry, Subzero refrigerator, Wolfe range and soapstone counters. Loaded with period features

  Dan Axtmann BHHS Hudson Valley Properties

  1598 Jackson Corners Rd, Red Hook, NY 12571
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  $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

  Last Listing Agent Richard Brenner Rich Brenner Realty, LLC

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

  Est $744,203 Not Listed For Sale

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

  3327 Route 199, Pine Plains, NY 12567

  3327 Route 199, Pine Plains, NY 12567
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  $575,000 Pending

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

  100 Knob Hill Rd, Stanfordville, NY 12581

  This beautiful and unique 10+ acre subdividable private property is a must see! The acreage currently includes a 3-bedroom, 2-bath ranch-style home as well as a separate workshop and the property offers so much more in endless opportunity – as a peaceful nature retreat, family compound, entrepreneurial venture- bring your vision when you visit! It’s located minutes off TSP on a quiet dead-end

  Kimberly Wickes R. Ferris Real Estate, LLC

  100 Knob Hill Rd, Stanfordville, NY 12581
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  $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
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  /2

  Est $454,177 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,310 Sq Ft

  6 Sheldon Dr, Pine Plains, NY 12567

  6 Sheldon Dr, Pine Plains, NY 12567
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  $145,000

  • Land
  • 3.45 Acres
  • $42,029 per Acre

  66 Ryan Rd, Pine Plains, NY 12567

  Build your dream home in the heart of Pine Plains, surrounded by nature, history, and vibrant Hudson Valley living, on this exceptional 3.45 Acre elevated homesite, Board of Health approved for a 4-bedroom residence, with sweeping views of majestic Stissing Mountain. This remarkable parcel offers the perfect blend of tranquility, natural beauty, and convenience, presenting a rare opportunity to

  Vida Odescalchi Legacy Land & Homes LLC

  66 Ryan Rd, Pine Plains, NY 12567
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  $307,500 Sold Mar 20, 2025

  3088 Church St, Pine Plains, NY 12567

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

  Last Sold Summary

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

  Current Estimated Value $336,074

  Last Listing Agent Richard Brenner Rich Brenner Realty, LLC

  3088 Church St, Pine Plains, NY 12567
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  Est $657,386 Not Listed For Sale

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

  2067 Route 83, Pine Plains, NY 12567

  2067 Route 83, Pine Plains, NY 12567
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  /7

  $150,000 Pending

  • Land
  • 0.93 Acre
  • $161,290 per Acre

  58 Britton St, Pine Plains, NY 12567

  Two lots sold together totaling just under 1 acre. 1000 gallon concrete septic tank and leach fields already in place. Drilled well complete. Under ground 200 amp electric service installed. Current mobile home will be removed. Flat lot with all utilities in a well established residential area just waiting for a new home.

  Richard Brenner Rich Brenner Realty, LLC

  58 Britton St, Pine Plains, NY 12567
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  $390,000 Sold Apr 04, 2025

  717 County Route 7, Pine Plains, NY 12567

  • 3 Beds
  • 2.5 Baths
  • 1,850 Sq Ft
  • Built 1870

  Last Sold Summary

  • 2% Below List Price
  • $211/SF
  • 49 Days On Market

  Last Listing Agent Brad Rebillard Dutchess Country Realty, Inc.

  717 County Route 7, Pine Plains, NY 12567
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  Est $385,250 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,703 Sq Ft

  3018 Church St, Pine Plains, NY 12567

  3018 Church St, Pine Plains, NY 12567
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  /10

  $213,750

  • 4 Beds
  • 2.5 Baths
  • 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
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  $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 $297,896

  Last Listing Agent Margaret Clarke Corcoran Country Living

  1283 County Route 7, Ancram, NY 12502
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  Est $471,121 Not Listed For Sale

  • 6 Beds
  • 2,550 Sq Ft

  17 Smith St, Pine Plains, NY 12567

  17 Smith St, Pine Plains, NY 12567
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  /12

  $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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  $370,000 Sold Apr 07, 2025

  0 Hill Top Rd Unit ONEH6333617, Gallatin, NY 12502

  • Land
  • 36.66 Acres
  • $10,093 per Acre

  Last Sold Summary

  • 6% Below List Price
  • 85 Days On Market

  Last Listing Agent Andrew Gates Houlihan Lawrence Inc.

  0 Hill Top Rd Unit ONEH6333617, Gallatin, NY 12502
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  Est $528,329 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,643 Sq Ft

  7760 S Main St, Pine Plains, NY 12567

  7760 S Main St, Pine Plains, NY 12567
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  /21

  $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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  $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
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  Est $426,290 Not Listed For Sale

  • 4 Beds
  • 1.5 Baths
  • 2,165 Sq Ft

  17 Farview Ave, Pine Plains, NY 12567

  17 Farview Ave, 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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  $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
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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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  /63

  $418,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 1,134 Sq Ft

  1699 Route 199, Stanfordville, NY 12581

  This is an Online Only Auction ending 11/19. Go to our AARauctions for complete details and bidding instructions. ABSOLUTE AUCTION No Minimum, No Reserve, Sells Regardless of Price! 1699 Route 199 Stanfordville, Town of Milan, Dutchess County, NY To settle the Estate of Eva Maria Senya Ettisch. Eyebrow Colonial style home in private country setting! Gated driveway leads to the home set back

  Philip Gableman ABSOLUTE AUCTION AND REALTY INC

  1699 Route 199, Stanfordville, NY 12581
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  $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 $256,506

  Last Listing Agent David Norman Hall Houlihan Lawrence Inc.

  721 County Route 7, 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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  /13

  $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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  $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 $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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  $1,995,000

  • Land
  • 150.48 Acres
  • $13,258 per Acre

  1533-1539 Route 83, Pine Plains, NY 12567

  Discover a rare 150-acre estate in one of the Hudson Valley’s most coveted farmland corridors. This property offers a private building site accessed by a scenic driveway and showcases the best of Hudson Valley living where nature meets luxury. Enjoy panoramic views of protected farmland, Shekomeko Creek, and wooded mountains. Surrounded by conservation land, this estate ensures lasting privacy

  John Panzer Elyse Harney Real Estate

  1533-1539 Route 83, Pine Plains, NY 12567
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  $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 $356,119

  Last Listing Agent PAULA REDMOND Corcoran Country Living

  712 County Route 7, 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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  /3

  $104,000

  • Land
  • 4 Acres
  • $26,000 per Acre

  Knob Hill Rd N Knob Hill Rd, Stanfordville, NY 12581

  Beautiful Lot. Located in an established residential area in the town of Milan. Surrounded by well maintained homes. Minutes to Taconic State Parkway for easy commute. Terrain is partially cleared and partially wooded.Topography is level with some sloping. There is a driveway roughed in.

  Peggy Santamorena Houlihan Lawrence Inc.

  Knob Hill Rd N Knob Hill Rd, Stanfordville, NY 12581

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