Pine Plains, NY Homes for Sale

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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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  /21

  $599,000

  • 4 Beds
  • 4 Baths
  • 3,928 Sq Ft

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

  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 acres of pristine land, the property offers a pond, a solid barn, an open meadow, and

  

  Larry Havens

  Havens Real Estate

  (518) 671-8313

  115-133 Mount Ross Rd, Pine Plains, NY 12567
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  /43

  $1,300,000

  • 5 Beds
  • 3 Baths
  • 2,482 Sq Ft

  303 Hicks Hill Rd, Stanfordville, NY 12581

  Nestled on a country road in West Pine Plains, the Historic Hanlon Hill Farmstead offers a rare opportunity to own a piece of history. This 87-acre property, spanning five parcels, has been in the Hanlon family for six generations. The centerpiece is an 1840s eyebrow colonial home, set back from the road for ultimate privacy. As you enter the farm, you'll pass a serene pond and a charming

  HOMER STALEY JR. Staley Real Estate, LLC

  303 Hicks Hill Rd, Stanfordville, NY 12581
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  /36

  $1,699,000

  • 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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  /37

  $1,595,000

  • 4 Beds
  • 3 Baths
  • 3,980 Sq Ft

  235 Knob Hill Rd, Stanfordville, NY 12581

  Nestled on 56 private acres of lush landscapes, meandering trails and impressive stone walls, you will find two very special vintage homes, sizeable barn, outdoor sauna and shower plus small artist studio. Built in 1850 this two bedroom farmhouse combines historical character with contemporary amenities, featuring gleaming wood and wide board floors, beamed ceilings, stone fireplace, central air

  Jeannine Simmons Corcoran Country Living

  235 Knob Hill Rd, Stanfordville, NY 12581
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  /40

  $2,950,000

  • 5 Beds
  • 3.5 Baths
  • 3,264 Sq Ft

  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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  /34

  $1,575,000

  • 3 Beds
  • 3 Baths
  • 3,833 Sq Ft

  617 Bean River Rd, Millerton, NY 12546

  Major Update! Meticulously Maintained ELEVATED 3 BEDROOM/3 BATH Log Cabin-Style home and horse barns on 19+ acres with BREATHTAKING views. Set off a quiet country road, this stunning setting with impeccably manicured grounds captures one's attention upon arrival. One is immediately drawn to the expansive wood deck complete with built-in grill and impressive screened-in gazebo with fire-pit. This

  Diana Bisselle William Pitt Sothebys Int Rlty

  617 Bean River Rd, Millerton, NY 12546
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  /37

  $1,575,000

  • 3 Beds
  • 3 Baths
  • 3,833 Sq Ft

  617 Bean River Rd, Pine Plains, NY 12567

  Major Update! Meticulously Maintained ELEVATED 3 BEDROOM/3 BATH Log Cabin-Style home and horse barns on 19+ acres with BREATHTAKING views. Set off a quiet country road, this stunning setting with impeccably manicured grounds captures one's attention upon arrival. One is immediately drawn to the expansive wood deck complete with built-in grill and impressive screened-in gazebo with fire-pit. This

  Diana Bisselle William Pitt Sotheby's Int'l

  617 Bean River Rd, Pine Plains, NY 12567
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  /22

  $275,000

  • 3 Beds
  • 2 Baths
  • 1,037 Sq Ft

  22-28 Ryan Rd, Pine Plains, NY 12567

  Looking for a value opportunity to acquire a piece of property, for a great low price? Looking for two homes for the price of one? 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. Those interested in home ownership will consider this property as well,

  JORGE LUGO BHHS Hudson Valley Properties

  22-28 Ryan Rd, Pine Plains, NY 12567
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  /2

  $799,000

  • Land
  • 63 Acres
  • $12,642 per Acre

  94 Tripp Rd, Millerton, NY 12546

  For Sale: Magnificent 62.3-Acre Retreat in Millerton, NYThis extraordinary 63.2-acre estate offers the perfect canvas to create the home of your dreams. Expansive rolling fields, exceptional privacy, and vibrant sunsets over the valley create a setting of serene, natural beauty.Plans for building and landscaping are thoughtfully prepared, helping you envision the full potential of

  Michael Arrick eXp Realty

  94 Tripp Rd, Millerton, NY 12546
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  /23

  $299,000

  • 4 Beds
  • 1.5 Baths
  • 1,328 Sq Ft

  6 Carla Terrace, Pine Plains, NY 12567

  Welcome to 6 Carla Terrace! This 4-bedroom ranch nestled on a quiet tree lined cul-de-sac is well situated on nearly a half-acre level lot featuring a large private driveway for multiple vehicles. The dining area features sliding glass doors to the rear deck. Conveniently located just a short distance to downtown Pine Plains and its great shops, restaurants, schools, and of course, the Stissing

  Theodore Weinstein REO Edge LLC

  6 Carla Terrace, Pine Plains, NY 12567
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  /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 and wood siding + detached 2 car garage on a7+cres in Hamlet zone. Great location between Pine Plains Village and Millerton on quiet road off Route 199. New well installed. Back on market after buyer couldn't qualify for mortgage.Easy to show unoccupied. Easy subdivision for 4acs with house and 3 acre vacant lot.

  David Birch Barns & Farms Realty, LLC

  618 Bean River Rd, Pine Plains, NY 12567
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  /25

  $499,000

  • 3 Beds
  • 2 Baths
  • 1,097 Sq Ft

  1601 New York 199, Red Hook, NY 12571

  Charming Renovated Ranch with Scenic Views and Endless Potential with extra additional side lot!!Welcome to this beautifully renovated ranch-style home offering 1,200 square feet of comfortable, single-level living. Featuring 3 spacious bedrooms and 2 full baths, this thoughtfully updated home boasts a functional and versatile layout with multiple private entrances—perfect for

  Jason Schobert eXp Realty, LLC

  1601 New York 199, Red Hook, NY 12571
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  /25

  $499,000

  • 3 Beds
  • 2 Baths
  • 1,097 Sq Ft

  1601 Route 199, Red Hook, NY 12571

  Charming Renovated Ranch with Scenic Views and Endless Potential, l with extra additional side lot!! Welcome to this beautifully renovated ranch-style home offering 1,200 square feet of comfortable, single-level living. Featuring 3 spacious bedrooms and 2 full baths, this thoughtfully updated home boasts a functional and versatile layout with multiple private entrances—perfect for

  Jason Schobert eXp Realty

  1601 Route 199, Red Hook, NY 12571
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  /45

  $5,600,000

  • 5 Beds
  • 4.5 Baths
  • 6,310 Sq Ft

  310 Carpenter Hill Rd, Pine Plains, NY 12567

  Nestled on top of Carpenter Hill, with unparalleled views of Stissing Mountain, the Catskills and the surrounding farmland, sits this country estate on 24.78 acres. The traditional, cedar shake 6,310 square foot home exudes elegance exhibited through the well proportioned rooms with 9’4” ceiling height, exceptional craftmanship and attention to detail found throughout the home. A dramatic double

  PAULA REDMOND Corcoran Country Living

  310 Carpenter Hill Rd, Pine Plains, NY 12567
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  /28

  $340,000

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

  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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  /29

  $598,000

  • 3 Beds
  • 2.5 Baths
  • 2,238 Sq Ft

  7766 S Main St, Pine Plains, NY 12567

  Step into The Bluehouse, a breathtaking 1700s Saltbox-style country home that seamlessly blends historic character with modern charm and luxury. Lovingly restored in 2023, this light-filled retreat is situated in the heart of Pine Plains, NY, just a short stroll from the picturesque town of Pine Plains including the acclaimed Stissing House. This 3-bedroom, 2.5-bath home has been carefully

  Adam Ecker ECKER ADAM D

  7766 S Main St, Pine Plains, NY 12567
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  /32

  $289,000

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

  1283 County Route 7, Ancram, NY 12502

  Own a piece of history with this one of a kind 3BR, 2Bath, charming 1800's farmhouse right in the center of the historic district of Ancram. Large eat-in kitchen complete with newer stainless steel appliances, radiant heated flooring, spacious pantry, efficient wood burning stove, and first bathroom. Open living room has an abundance of natural light and beautiful views of the neighboring hills.

  Margaret Clarke Howard Hanna Rand Realty

  1283 County Route 7, Ancram, NY 12502
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  /29

  $589,000

  • 4 Beds
  • 2.5 Baths
  • 2,580 Sq Ft

  143 Ryan Rd, Pine Plains, NY 12567

  LIKE NEW CONSTRUCTION WITHOUT THE WAIT! This meticulously maintained 2500+ sq ft 4-bedroom 2.5 bath center hall colonial sits on a beautiful and flat corner lot with stunning mountain views just minutes to the center of the town of Pine Plains. As you enter the home you immediately notice the care and attention to detail that the original owners have shown – Tasteful updates throughout include

  Ronald Green KW MidHudson

  143 Ryan Rd, Pine Plains, NY 12567
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  /6

  $429,000

  • Land
  • 111 Acres
  • $3,865 per Acre

  0 Route 82 Unit 156245, Pine Plains, NY 12567

  Large parcel with 1700 foot of frontage on 3 road. Lots of possibilities for estate, recreation or subdivision. Convenient to Taconic Parkway and Hudson.

  David Birch Barns & Farms Realty, LLC

  0 Route 82 Unit 156245, Pine Plains, NY 12567
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  /15

  $200,000

  • 2 Beds
  • 1.5 Baths

  1691 Jackson Corners Rd, Red Hook, NY 12571

  Unique Opportunity Knocks! Visionaries Wanted! Older manufactured home is serving as living quarters for the current family. A separate foundation, building permit and a fully approved set of stamped plans are included with the property which overlooks a lovely, wooded hillside. Replace the current home with newer model or build your dream home or studio. Infrastructure in place includes well,

  Catherine Mondello MONDELLO UPSTATE PROPERTIES LLC

  1691 Jackson Corners Rd, Red Hook, NY 12571
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  /5

  $139,000

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

  622 Bean River Rd, Millerton, NY 12546

  Great opportunity for private residence in quiet rural lcoation. May be subdividable. Back from quiet road close to Columbia County. Approved septic design and existing shared driveway. Newly renovated home on North and 8 acre vacant lot to the South. Owner financing possible.

  David Birch Barns and Farms Realty LLC

  622 Bean River Rd, Millerton, NY 12546
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  /15

  $1,995,000

  • Land
  • 150 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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  /37

  $349,000

  • 2 Beds
  • 2 Baths
  • 1,620 Sq Ft

  4 Antler Club Rd, Pine Plains, NY 12567

  Located in the picturesque Antlers Club Lake Community, this 2-bedroom, 2-bath Cape Cod offers a peaceful retreat with beach access and your own dock for kayaking, fishing, or relaxing by the water. The home features a bright and inviting layout, with spacious living areas, a well-equipped kitchen, and a full bath on the main level. Upstairs, a large bedroom and another full bath provide a cozy

  Michael Cahill HomeSmart Homes & Estates

  4 Antler Club Rd, Pine Plains, NY 12567
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  /7

  $139,000

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

  622 Bean River Rd, Millerton, NY 12546

  Great opportunity for 1 or 2 residence (property is in Hamlet Zone and subdividable).Very private site back from road on Bean River Road, quiet town road, .8 miles North of Route 199 near border with Columbia County. Approved Septic design and existing shared driveway. (May need improvement). Newly renovated home on North and vacant 8 acre lot for $225,000 on South. Owner financing possible with

  David Birch Barns & Farms Realty, LLC

  622 Bean River Rd, Millerton, NY 12546
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  /10

  $325,000

  • Land
  • 9 Acres
  • $35,135 per Acre

  15 Ferris Ln, Red Hook, NY 12571

  Situated on a charming country road in Dutchess County is this board of health approved 9.25 acre parcel and is ready to be built on. The property has a meadow that rises to the proposed house site with far reaching views of the rolling hills and surrounding farmland. There is road frontage on both Academy Hill and Ferris Lane. Conveniently located between Pine Plains and Rhinebeck, and just

  PAULA REDMOND Corcoran Country Living

  15 Ferris Ln, Red Hook, NY 12571
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  /18

  $389,000

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

  618 Bean River Rd, Millerton, NY 12546

  Secluded 2BR/2BA RANCH w/2 large decks, all wood floors and wood siding + detached 2 car garage on 7 acres in Hamlet zone, easy subdivison for separate 3 acre lot. Adjoining 8 acre and 4 acre lots available. Develop a family compound or subdivision for sale.Great location between Pine Plains Village and Millerton on quiet road off Route 199. New well installed. Back on market after buyer couldn't

  David Birch Barns and Farms Realty LLC

  618 Bean River Rd, Millerton, NY 12546
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  /13

  $969,000

  • Land
  • 105 Acres
  • $9,189 per Acre

  Tbd Woods Dr, Ancramdale, NY 12503

  Welcome to your 105-acre dreamscape in the heart of Columbia County, nestled in charming Ancramdale. This sprawling property offers the perfect blend of natural beauty and tranquil seclusion, with endless opportunities to create your private retreat or agricultural haven.Take in breathtaking views across rolling meadows, fields, and wooded areas, complemented by two serene ponds and the

  Arlena Armstrong Anatole House LLC

  Tbd Woods Dr, Ancramdale, NY 12503
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  /17

  $129,000

  • Land
  • 7 Acres
  • $19,254 per Acre

  0 Dickman Farm Rd Unit 155588, Gallatin, NY 12571

  Beautiful 6.7 acre BOHA & Surveyed lot located in the town of Gallatin off the Taconic State Parkway, just 2 hours North of NYC, in between Hudson and Redhook. Offering 2 lots in total, 1 Lot has been Board of Health certified for a conventional septic system or a 3 bedroom home. No fill required. Clearing for potential house site. Temporary road cleared up to building site. Survey shows Deeded

  Michael Magliocca Century 21 New West

  0 Dickman Farm Rd Unit 155588, Gallatin, NY 12571
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  /36

  $22,500,000

  • 4 Beds
  • 4.5 Baths
  • 7,500 Sq Ft

  461 Silvernails Rd, Pine Plains, NY 12567

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

  Byron Anderson Compass Greater NY, LLC

  461 Silvernails Rd, Pine Plains, NY 12567
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  /36

  $12,000,000

  • 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 - Mill

  118 Finkle Rd, Ancramdale, NY 12503
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  /29

  $7,400,000

  • 9 Beds
  • 11 Baths
  • 9,000 Sq Ft

  255 Mill Hill Rd, Pine Plains, NY 12567

  A long driveway leads to this imposing Greek Revival style house set high on a hill on 200 + acres of prime land overlooking Hudson Valley's farm country. Open fields and woodland with1600' of frontage on the Roeliff Jansen Kill. The house has 9000 sq ft with 12' ceilings throughout, large areas for entertaining, surrounding balconies for summer living and a 5000 bottle wine cave. The kitchen

  HEATHER CRONER Heather Croner Real Estate SIR

  255 Mill Hill Rd, Pine Plains, NY 12567
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  /20

  $650,000

  • Land
  • 0.85 Acre
  • $764,706 per Acre

  71 Lake Shore Dr, Pine Plains, NY 12567

  Island Life in the Hudson Valley! Presently a very successful Airbnb, 3 separate parcels, a .25 acre island, .85 acre mainland, a 20x20 parcel on the East side of Twin Island Lake in Pine Plains. The island holds a Safari-like tent, outdoor facilities, gazebo w/firepit and cook grill. Access to island via canoe/kayak from the mainland that also holds a 2 story 1152 sq ft new Amish built barn that

  Rebecca Hanlon Corcoran Country Living

  71 Lake Shore Dr, Pine Plains, NY 12567
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  /36

  $2,995,000

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

  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
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  /8

  $545,000

  • Land
  • 51 Acres
  • $10,754 per Acre

  0 Route 82, Ancramdale, NY 12503

  Come see this beautiful property of 50+ wooded acres with incredible Catskill views! Total privacy with a picture perfect building site at the top of the hill, build a dream home that will gaze westward toward the Catskill Mountains. It has a varied terrain with many possibilities for hiking and walking trails, vantage points offering a variety of views, and sitting just outside the hamlet of

  David Norman Hall Houlihan Lawrence Inc.

  0 Route 82, Ancramdale, NY 12503
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  /49

  $525,000

  • 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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  /26

  $289,000

  • 3 Beds
  • 1 Bath
  • 1,400 Sq Ft

  721 County Route 7, Pine Plains, NY 12567

  A quaint antique home is for sale in Gallatinville, NY. This rare 1820 home on .68 acres in a quiet hamlet is loaded with quirky charm. With vintage wallpaper, lots of built-in cabinets and bookshelves, the 3-bedroom 1-bath house is as homey as they get. From the glassed-in porch, you step into a cozy entry hall / office, then into a large dining room. The country kitchen and comfortable living

  David Norman Hall Houlihan Lawrence Inc.

  721 County Route 7, Pine Plains, NY 12567
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  /13

  $995,000

  • Land
  • 28 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
• 

  

  /31

  $465,000

  • Land
  • 24 Acres
  • $19,375 per Acre

  0 County Route 7, Pine Plains, NY 12567

  This stunning 24-acre property in Columbia County offers a captivating blend of pastoral and woodland landscapes. The tranquil construction grade driveway (1400 ft.+/-) winds its way through the beautiful parcel, leading up to an idyllic homesite with breathtaking views stretching out to the Connecticut hills and surrounding farmland.The land has buried electric service (1400 ft.+/-) already in

  0 County Route 7, Pine Plains, NY 12567
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  /21

  $375,000

  • Land
  • 5 Acres
  • $74,701 per Acre

  0 New York 82 Unit KEYM420064, Stanfordville, NY 12581

  Located in the center of Stanfordville, in upstate Dutchess County NY, this Hudson Valley opportunistic open development area is now available. The entire 5.02 acres are usable and zoned Rural Center with mixed use (commercial and residential) possibilities. The site is entered on an existing DOT approved road to a deeded 25' wide right of way to the property. The land is sub dividable and

  Steve Bruman Corcoran Country Living

  0 New York 82 Unit KEYM420064, Stanfordville, NY 12581

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