Dutchess, NY Homes in ZIP Code 12567

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  /50

  $3,995,000

  • 4 Beds
  • 4 Baths
  • 4,103 Sq Ft

  476 Carpenter Hill Rd, Pine Plains, NY 12567

  Modern Minimalist Masterpiece on 19 Bucolic Acres in Dutchess County. Welcome to a rare offering in the heart of the Hudson Valley, where striking modern architecture meets timeless pastoral beauty. Completed in late 2024, this extraordinary estate sits on over 19 acres of flat, fenced farmland at the picturesque intersection of Bethel Cross and Carpenter Hill Road. Perfectly sited on a

  

  Rebecca Doh

  William Raveis Lifestyles Rlty

  (518) 594-8655

  476 Carpenter Hill Rd, Pine Plains, NY 12567
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  /7

  $1,200 per month

  • 1 Bed
  • 1 Bath
  • 494 Sq Ft
  • Apartment for Rent

  7794 S Main St Unit 1, Pine Plains, NY 12567

  Brand new clean as a whistle studio apartment in the heart of Pine Plains.One large room with a separate bath with a shower.No Pets, No smokingProspective tenant should be prepared to complete a rental application and supply the cover sheet to credit scores. All information is subject to landlord review and approval.

  

  Larry Havens

  Havens Real Estate

  (518) 667-7062

  7794 S Main St Unit 1, Pine Plains, NY 12567
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  /37

  $665,000 Sold Aug 15, 2025

  • 1,640 Sq Ft
  • $405/SF
  • 27 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1810

  2067 County Road 83, Pine Plains, NY 12567

  Welcome to a little slice of upstate magic. Tucked into the quiet hamlet of Pine Plains, this beautifully restored 1810 cottage offers that elusive blend of historic charm and modern comforts. Set on 1.16 acres of lush gardens and mature trees, the property invites you to slow down and stay awhile. The three-bedroom, two-bath home has been lovingly maintained and updated over the years, with

  William Golan Compass Greater NY, LLC

  2067 County Road 83, Pine Plains, NY 12567
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  /25

  Est $1,343,846 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 2,510 Sq Ft

  12 Skiba Rd, Pine Plains, NY 12567

  12 Skiba Rd, Pine Plains, NY 12567
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  /50

  $729,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 2,971 Sq Ft

  546 Hicks Hill Rd, Stanfordville, NY 12581

  Beautiful Colonial lives like a 4-bedroom featuring a covered porch with wooden rocking bench. Enjoy the beauty of over 5 acres of nature. Long driveway leads to 2 car garage set back off the road. Privacy with convenience and a short ride to the Taconic State Parkway. Inside, enjoy the fantastic layout of a perfectly designed colonial with maximum space and superior design including a spacious

  

  Joseph Iannibelli

  Keller Williams NY Realty

  (845) 444-3630

  546 Hicks Hill Rd, Stanfordville, NY 12581
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  /6

  $1,200 per month

  • 1 Bath
  • 494 Sq Ft
  • Apartment for Rent

  7794 S Main St, Pine Plains, NY 12567

  Pine Plains First floor single level studio apartment.New floors and paint. Move in ready.Mo pets, No smokingProspective tenant should be prepared to complete a rental application and supply the cover sheet to credit scores. All information is subject to landlord review and approval.

  

  Larry Havens

  Havens Real Estate

  (518) 806-2707

  7794 S Main St, Pine Plains, NY 12567
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  /40

  $3,100,000 Sold Aug 07, 2025

  • 3,264 Sq Ft
  • $950/SF
  • 127 Days On Market

  • 5 Beds
  • 3.5 Baths
  • Built 2006

  182 Hill Top Rd, Pine Plains, NY 12567

  Luxurious modern farmhouse on 16.17 acres of pristine conservation land within a protected 660-acre viewshed, two ponds, sweeping mountain and country vistas to savor from the wraparound porch, soaring ceiling heights, clean lines and carefully crafted materials from a 2023 comprehensive design-forward renovation featured in Elle Decor.In the main house, the new chef's kitchen gleams with

  Katherine Wood Patricia A. Hinkein Realty

  182 Hill Top Rd, Pine Plains, NY 12567
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  Est $1,526,785 Not Listed For Sale

  454 Bean River Rd, Pine Plains, NY 12567

  454 Bean River Rd, Pine Plains, NY 12567
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  /4

  $145,000

  • Land
  • 5 Acres
  • $28,884 per Acre

  0 Mount Ross Rd, Pine Plains, NY 12567

  Every once in a while, an exceptional opportunity like this turns up. Located in rural Pine Plains this 5.02-acres is a pair of vacant building lots that offers privacy and serenity. These two contiguous parcels are completely wooded and accessed via a shared driveway. Your dream home is only limited by your imagination these parcels will invigorate that imagination. The Town center and the

  

  Larry Havens

  Havens Real Estate

  (518) 672-6676

  0 Mount Ross Rd, Pine Plains, NY 12567
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  /47

  $2,800 - $2,850 per month

  Stissing Farm Townhomes

  2 Beds

  51 Hillside Rd, Pine Plains, NY 12567

  Step into the enchanting world of Stissing Farms, where the dream of peaceful living becomes a delightful reality. Starting at just $2,800, these brand-new construction 2 bedroom/2-bathroom rental townhomes in the serene town of Pine Plains offer a charming escape into luxury and comfort.Each home boasts spacious layouts with ceilings soaring over nine feet, creating a breezy, open

  51 Hillside Rd, Pine Plains, NY 12567
• 

  $2,510,460 Sold Aug 06, 2025

  • 4,000 Sq Ft
  • $628/SF
  • 300 Days On Market

  • 6 Beds
  • 5.5 Baths
  • Built 1850

  53 Brooks Rd, Pine Plains, NY 12567

  Welcome to Library Valley Estate, a creative 3-home compound in Dutchess County, NY. This serene, terraced property features a lovingly restored 19th-century farmhouse, a spacious barn-style home with a vaulted ceiling and oversized sliding glass doors, and a cozy loft studio, each offering stunning views of the rolling meadows. Enjoy a heated gunite pool, mature gardens, a quaint pond, and

  Anthony D'Argenzio Houlihan Lawrence, Inc

  53 Brooks Rd, Pine Plains, NY 12567
• 

  Est $744,794 Not Listed For Sale

  • 1 Bed
  • 0.5 Baths
  • 3,204 Sq Ft

  3007 Church St, Pine Plains, NY 12567

  3007 Church St, Pine Plains, NY 12567
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  /28

  $36,000,000

  • Land
  • 1,946 Acres
  • $18,499 per Acre

  Pine Plains, NY 12567

  A once-in-a-lifetime opportunity to own 1,945 acres of pristine land, with expansive road frontage and multiple contiguous parcels. This estate includes 4 single-family homes, a two-family residence, a large commercial building, and a secluded storage or workshop. The diverse landscape features woodlands, rolling meadows, ponds, streams, and striking homesites surrounded by hedgerows, offering a

  

  Larry Havens

  Havens Real Estate

  (518) 665-3380

  Pine Plains, NY 12567
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  /19

  $2,750 per month

  • 2 Beds
  • 1 Bath
  • 980 Sq Ft
  • House for Rent

  1684 Route 83, Pine Plains, NY 12567

  Newly renovated 1790's barn is set at the edge of the woods with a terraced view of a rising valley. Wild life roams freely through the property. Birds and butterfly flit about. Solace and privacy abounds. Free to roam the land, use a portion of the garden or sit at the water's edge, the sunlit hill or the meadow for contemplation. This home is fully furnished with the finest furniture, antiques

  CATHERINE HOWARD Corcoran Country Living

  1684 Route 83, Pine Plains, NY 12567
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  $520,000 Sold Jul 28, 2025

  • 3,928 Sq Ft
  • $132/SF
  • 285 Days On Market

  • 4 Beds
  • 4 Baths
  • Built 1880

  115-133 Mount Ross Rd, Pine Plains, NY 12567

  My client wants this property to continue to be shown. There is an accepted offer. Historic 1880s Farmhouse with Expansive AcreageAn impressive home of distinction, this spacious 1880s farmhouse, enhanced by 20th-century additions, featuring soaring ceilings and beautiful original woodwork. While the home requires extensive updates, its charm and potential are extraordinary. Set on 65

  Larry Havens Havens Real Estate

  115-133 Mount Ross Rd, Pine Plains, NY 12567
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  /2

  Est $535,942 Not Listed For Sale

  • Studio
  • 4,032 Sq Ft

  7795 S Main St, Pine Plains, NY 12567

  7795 S Main St, Pine Plains, NY 12567
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  /24

  $379,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,280 Sq Ft

  48 Woodside St, Pine Plains, NY 12567

  Whether you're beginning retirement or planning a weekend escape, 48 Woodside Street is a charming, move-in-ready home. Pine Plains offers attractions like fine dining at the Stissing House and tranquil kayaking on Thompson Pond. Nearby hiking trails include the challenging Stissing Fire Tower and the peaceful Thompson Preserve, ideal for a leisurely walk. Lions Club Park features a recreation

  

  Brad Rebillard

  DUTCHESS COUNTRY REALTY INC. M

  (518) 662-5219

  48 Woodside St, Pine Plains, NY 12567
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  /19

  $2,750 per month

  • 2 Beds
  • 1 Bath
  • House for Rent

  1684 County Rd 83, Pine Plains, NY 12567

  Newly renovated 1790's barn is set at the edge of the woods with a terraced view of a rising valley. Wild life roams freely through the property. Birds and butterfly flit about. Solace and privacy abounds. Free to roam the land, use a portion of the garden or sit at the water's edge, the sunlit hill or the meadow for contemplation. This home is fully furnished with the finest furniture, antiques

  1684 County Rd 83, Pine Plains, NY 12567
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  /40

  $8,350,000 Sold Jul 03, 2025

  • 5,484 Sq Ft
  • $1,523/SF
  • 305 Days On Market

  • 5 Beds
  • 5 Baths
  • Built 2023

  25 Winchell Trail, Pine Plains, NY 12567

  Stretching across the top of 29 wildflower-blanketed acres on the southern ridge of Winchell Mountain, w/commanding Catskills views, lies High View Farm. Inspired by the rolling farmland & expansive blue skies of this very special part of the Hudson Valley, the Architectural & Interior Design duo HallidayGreer collaborated with Architect Graydon Yearick & LaGuardia Design Group Landscape

  Gary DiMauro Four Seasons Sotheby's Int.

  25 Winchell Trail, Pine Plains, NY 12567
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  /2

  Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 700 Sq Ft

  7604 Route 82, Pine Plains, NY 12567

  7604 Route 82, Pine Plains, NY 12567
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  /28

  $475,000

  • 3 Beds
  • 1 Bath
  • 1,600 Sq Ft

  3807 Route 199, Pine Plains, NY 12567

  Nestled between the villages of Pine Plains and Millerton, in the hamlet of Pulver's Corners, this single-level home exudes country charm and a cozy vibe. The backyard features a stone patio surrounded by perennial and vegetable gardens, with a picturesque view of a pasture. Morning sunlight beautifully illuminates the rolling hills and farmland beyond. Inside, the home boasts natural wood

  

  Brad Rebillard

  DUTCHESS COUNTRY REALTY INC. M

  (518) 941-8819

  3807 Route 199, Pine Plains, NY 12567
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  /31

  $6,500 per month

  • 1 Bed
  • 1.5 Baths
  • 936 Sq Ft
  • House for Rent

  43 Lake Shore Dr, Pine Plains, NY 12567

  Welcome to The Lake Cottage – A Rare Seasonal Retreat on Twin Island LakeDiscover The Lake Cottage, a one-of-a-kind, fully furnished seasonal escape on the shores of Twin Island Lake. This private lakefront compound offers a tranquil and inspiring setting, making it the perfect getaway for artists, writers, creatives, or anyone in search of rest and renewal.Nestled behind lush, mature

  SHERI SCEROLER Four Seasons Sothebys Intl

  43 Lake Shore Dr, Pine Plains, NY 12567
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  $340,000 Sold Jun 20, 2025

  • 1,728 Sq Ft
  • $197/SF
  • 29 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1800

  712 County Route 7, Pine Plains, NY 12567

  Circa 1800 eyebrow colonial located in the bucolic hamlet of Gallatin. This home was completely renovated down to the studs in 2020 with new mechanicals, plumbing, electrical, mini split units, roof, windows, and was spray foam insulated throughout. The house was just freshly painted. The main floor offers a spacious living room, dining room, kitchen and half bath with wide board pine floors

  PAULA REDMOND Corcoran Country Living

  712 County Route 7, Pine Plains, NY 12567
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  /2

  Not Listed For Sale

  0 County Route 11, Pine Plains, NY 12567

  0 County Route 11, Pine Plains, NY 12567
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  /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

  • 3,802 Sq Ft
  • $513/SF
  • 42 Days On Market

  • 5 Beds
  • 2.5 Baths
  • Built 1750

  460 Silvernails Rd, Pine Plains, NY 12567

  On just over ten acres of rolling hillside and pasture sits this quintessential Hudson Valley farmhouse. The oldest section of the home dates back to the mid 1700's, quite early for this region, while the Federal Style facade and front rooms were added c1850. The combination is striking the back of the house is both quaint and cozy, while the front of the home has high ceilings, big six-over-six

  Annabel Taylor Four Seasons Sotheby's Int.

  460 Silvernails Rd, Pine Plains, NY 12567
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  Est $777,169 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,240 Sq Ft

  114 Maple Hill Ln, Pine Plains, NY 12567

  114 Maple Hill Ln, Pine Plains, NY 12567
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  /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

  Susan Whalen George T Whalen Real Estate

  7668 Route 82, Pine Plains, NY 12567
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  /7

  $440,000 Sold May 08, 2025

  • Land
  • 44 Acres
  • $10,108 per Acre

  • 202 Days On Market

  0 - TBD County Route 7, Copake, NY 12516

  Here is an amazing opportunity to build on one of the very few large parcels available so close to Copake Lake. This beautiful mix of cleared areas and mature woodland has two building sites with BOH approval served by a driveway already in place. Create a dream compound, or subdivide and sell to offset costs. Either way, the topography offers plenty of privacy.Recently featured in the Wall

  Jeffries Blackerby Houlihan Lawrence Inc.

  0 - TBD County Route 7, Copake, NY 12516
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  Est $436,112 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,268 Sq Ft

  459 Schultz Hill Rd, Pine Plains, NY 12567

  459 Schultz Hill Rd, Pine Plains, NY 12567
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  /30

  $925,000

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

  1388 Route 83, Pine Plains, NY 12567

  This c. 1880 three-story farmhouse seamlessly blends historic charm with modern luxury, meticulously cared for and thoughtfully curated to offer both timeless elegance and contemporary comfort.Step inside and be greeted by the inviting, light-filled living room. This spacious area exudes classic sophistication, centered around a warming wood-burning fireplace and boasting large windows that

  Jill Rose Houlihan Lawrence Inc.

  1388 Route 83, Pine Plains, NY 12567
• 

  $3,425,000 Sold Apr 16, 2025

  • 5,163 Sq Ft
  • $663/SF
  • 162 Days On Market

  • 6 Beds
  • 4.5 Baths
  • Built 1996

  420 Carpenter Hill Rd, Pine Plains, NY 12567

  This exceptional property offers a unique blend of modern living, luxury and rural tranquility. Fully renovated the estate features a 5100-square-foot main residence, along with a 750-square-foot detached one-bedroom guest apartment located on 13.8 acres. Thoughtfully designed for both comfortable living and entertaining, the home boasts a spacious eat-in kitchen equipped with high-end

  LINDSAY BALDWIN Houlihan Lawrence Inc.

  420 Carpenter Hill Rd, Pine Plains, NY 12567
• 

  Est $449,063 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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  /43

  $899,000

  • 5 Beds
  • 3.5 Baths
  • 2,714 Sq Ft

  198 Sigler Rd, Pine Plains, NY 12567

  This architect designed and custom built passive solar home and guest house is sited privately on 17.90 acres with panoramic views of the of the eastern valley plains to Stissing Mountain and beyond. The tree lined driveway leads you to both houses that sit high on the land, facing south over looking the property fields & pond. Perfectly sited for the passive solar design and the solar panel

  Kimberly Baker BHHS Hudson Valley Properties

  198 Sigler Rd, Pine Plains, NY 12567
• 

  $810,000 Sold Apr 08, 2025

  • 2,208 Sq Ft
  • $367/SF
  • 61 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1911

  2854 Church St, Pine Plains, NY 12567

  Introducing "Alwynds" ~ a quintessential 1911 Craftsman-style residence, proudly situated in the center of Pine Plains in the enchanting Hudson Valley region of NYS. This impressive home has been lovingly maintained by its owners for over four decades, a testament to its enduring appeal and solid construction. Alwynds exudes classic Craftsman charm, with its distinctive combination of stone and

  Diana Bisselle William Pitt Sothebys Int Rlty

  2854 Church St, Pine Plains, NY 12567
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  /43

  Est $654,154 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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  /11

  $900,000 Pending

  • 5 Beds
  • 2.5 Baths
  • 2,413 Sq Ft

  2365 Route 83, Pine Plains, NY 12567

  Rare opportunity to own 160 breathtaking acres in the heart of Pine Plains, featuring rolling fields, wooded terrain, and scenic wetlands. Anchoring the property is an antique farmhouse awaiting restoration, set within a 7 plus acre residential area offering privacy and pastoral charm. Most of the property is protected under a conservation easement, preserving the natural landscape while allowing

  Richard Brenner Rich Brenner Realty, LLC

  2365 Route 83, Pine Plains, NY 12567
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  /7

  $130,000 Sold Apr 04, 2025

  • 1,153 Sq Ft
  • $113/SF
  • 118 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1870

  10 Academy St, Pine Plains, NY 12567

  Great Investment Opportunity. House has good bones and has been cleared out. Located in Historic Town of Pine Plains within walking distance to center of Town. House is being sold as is.

  Libby McKee Berkshire Hathaway HomeService

  10 Academy St, Pine Plains, NY 12567
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  /2

  Est $441,536 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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  /34

  $895,000 Pending

  • 2 Beds
  • 1.5 Baths
  • 1,100 Sq Ft

  660 County Route 7, Pine Plains, NY 12567

  The Gallatin House-Small but perfect, this jewel-box home is rich with charm and thoughtful detail.Originally built in the 1850s as a workman’s cottage, this iconic 2-bedroom, 1.5-bath home has been masterfully reimagined by the acclaimed design studio Workstead. Perched high above the Roeliff Jansen Kill and set on over 4 private acres, the property is a refined blend of early American

  SHERI SCEROLER Four Seasons Sothebys Intl

  660 County Route 7, Pine Plains, NY 12567

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