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Homes for Sale in 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

    Agent Photo

    Rebecca Doh

    William Raveis Lifestyles Rlty

    (518) 594-8655

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

    Agent Photo

    Brad Rebillard

    DUTCHESS COUNTRY REALTY INC. M

    (518) 941-8819

    3807 Route 199, Pine Plains, NY 12567
  • /26

    $379,000

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

    48 Woodside St, Pine Plains, NY 12567

    Whether for starting out retirement or weekend use, 48 Woodside Street is an efficient, move-in-ready home. Pine Plains offers a number of attractions from fine dining at the Stissing House, or a relaxing kayak paddle on Thompson Pond. Nearby hiking trails offer options such as the Stissing Fire Tower, a challenging local favorite, and the Thompson Preserve an easy woodland stroll around a

    Agent Photo

    Brad Rebillard

    Dutchess Country Realty, Inc.

    (518) 662-5219

    48 Woodside St, Pine Plains, NY 12567
  • /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

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    Larry Havens

    Havens Real Estate

    (518) 672-6676

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

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    Larry Havens

    Havens Real Estate

    (518) 665-3380

    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
  • /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
  • /35

    $1,995,000

    • 4 Beds
    • 3 Baths
    • 3,200 Sq Ft

    132 Decker Rd, Ancram, NY 12502

    Clockhouse | Ancram, Hudson Valley, NYPerched at one of Columbia County’s highest elevations, Clockhouse is a rare and storied escape—where history, design, and nature converge. Set on 5 landscaped acres and surrounded by over 100 acres of protected land, this 1820s gem offers 3,200 sq ft of exquisitely restored living space with sweeping views, privacy, and undeniable soul.Inside,

    Kathryn Johnson William Pitt Sothebys Int Rlty

    132 Decker Rd, Ancram, NY 12502
  • /45

    $4,950,000

    • 5 Beds
    • 5.5 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
  • /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. (May need improvement). Newly renovated home on North and vacant 8 acre lot for 225,000 on South. Owner financing possible.

    David Birch Barns & Farms Realty, LLC

    620 Bean River Rd, Pine Plains, NY 12567
  • /37

    $575,000

    • 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 Cherry Hardwood Floors that run abundantly through the whole home. Appreciate the Crown Molding that accentuates each room. Marvel at the lofty

    Catherine Mondello Mondello Upstate Properties

    143 Ryan Rd, Pine Plains, NY 12567
  • /17

    $345,000

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

    46 Myrtle Ave, Pine Plains, NY 12567

    Check out this charming two family home in the Town of Pine Plains. Live in one unit and keep the other unit rented OR rent out the entire building. One unit was recently updated. Separate utilities and each unit has its own driveway and storage shed. Covered porch, screened-in porch, large backyard. Convenient location, walk to shops & local attractions.

    Susan Whalen George T Whalen Real Estate

    46 Myrtle Ave, Pine Plains, NY 12567
  • /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
  • /38

    $579,000

    • 3 Beds
    • 2.5 Baths
    • 2,269 Sq Ft

    540 Hicks Hill Rd, Stanfordville, NY 12581

    Charming 3-bedroom, 2.5-bathroom Colonial nestled on 5.58 private acres. Enjoy quiet moments on your wrap-around rocking chair front porch and take in picturesque views of Stissing Mountain. This inviting home features a spacious living room, formal dining room and an eat-in kitchen that flows into a comfortable family room perfect for gatherings. Step out from the family room onto a patio ideal

    Rita Longo Howard Hanna Rand Realty

    540 Hicks Hill Rd, Stanfordville, NY 12581
  • /30

    $595,000

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

    30 N Main St, Pine Plains, NY 12567

    Grand 1880 Colonial Estate Sale - Historic Fixer-Upper with Original Features and Garden Oasis Near Town CenterThis rare 1880 Grand Colonial is a dream opportunity for restoration enthusiasts and anyone searching for a historic fixer-upper near the heart of town. Situated on a flat, tree-lined lot, this estate sale is being sold as is and is filled with authentic charm—from original

    Arleen Shepley Elyse Harney Real Estate

    30 N Main St, Pine Plains, NY 12567
  • /48

    $11,750,000

    • 5 Beds
    • 6 Baths
    • 9,684 Sq Ft

    Unlisted Address

    Exquisite Shekomeko Estate with Panoramic Catskill Mountain views. Nestled on 50 private acres in the heart of the Hudson Valley, this country estate offers timeless sophistication, refined comfort, and breathtaking views of the Catskills. Designed by architect Jimmy Crisp and completed in 2004, the residence spans over 9,684 finished square feet of thoughtfully curated living space. A tree-lined

    PAULA REDMOND Corcoran Country Living

    Unlisted Address
  • /7

    $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
  • /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
  • /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
  • /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
  • /25

    $535,000

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

    618 Bean River Rd, Millerton, NY 12546

    PINE PLAINS 2-3 LOT DEVELOPMENT, 15+ acres for Family Compound or upscale development between Pine Plains Village and Millerton on quiet road off Route 199. The Development includes a 1400 SF 2BR/2BA RANCH with new well, w/2 large decks, all wood floors, wood siding + detached 2 car garage on 7+ acres subdividable into 4 acres with house and 3 acre vacant lot. Included is additional approved 8

    David Birch Barns and Farms Realty LLC

    618 Bean River Rd, Millerton, NY 12546
  • /19

    $995,000

    • Land
    • 29 Acres
    • $34,669 per Acre

    5-8 Lakeside Ln, Pine Plains, NY 12567

    Welcome to your own slice of paradise! This beautiful 29-acre waterfront property offers the perfect canvass for your dream home. Nestled in the shadow of Stissing Mountain, you'll enjoy country views and ample space to build your oasis. Boasting approximately 800 feet of waterfront on Twin Island Lake, enjoy fishing, kayaking or just observing natures glory. Privacy is paramount on this property

    Richard Brenner Rich Brenner Realty, LLC

    5-8 Lakeside Ln, Pine Plains, NY 12567
  • /49

    $699,000

    • 7 Beds
    • 5 Baths

    80 County Route 7, Pine Plains, NY 12567

    This beautifully updated legal 2-family home seamlessly blends vintage charm with modern convenience, offering exceptional flexibility for multigenerational living, rental income, or guest accommodations. Located just 7 minutes from Pine Plains Village and set on a scenic lot with sweeping countryside views and a neighboring 200-acre farm, the property features meticulously maintained grounds,

    Margaret Niekrewicz Margaret Mondello Real Estate

    80 County Route 7, Pine Plains, NY 12567
  • /16

    $539,000

    • 3 Beds
    • 2 Baths
    • 1,768 Sq Ft

    284 Hall Hill Rd-Stop # 18, Ancram, NY 12502

    A ''Real Deal'' log home in Ancram, New York. This listing has been reconfigured to include a separate 3 acre building parcel, across the private dead-end road. Read below the importance of this added acreage. The home has 3 BR, 2 BA, and is 1768 sf. It is surrounded by woods and meadows. There is a brick fireplace, wood stove, open floor plan, and deck out back. Fiber-optic

    Lindsay Lebrecht Copake Lake Realty Corp.

    284 Hall Hill Rd-Stop # 18, Ancram, NY 12502
  • /15

    $535,000

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

    618 Bean River Rd, Pine Plains, NY 12567

    PINE PLAINS 2-3 LOT DEVELOPMENT, 15+ acres for Family Compound or upscale development between Pine Plains Village and Millerton on quiet road off Route 199. The Development includes a 1400 SF 2BR/2BA RANCH with new well, w/2 large decks, all wood floors, wood siding + detached 2 car garage on 7+ acres subdividable into 4 acres with house and 3 acre vacant lot. Included is additional approved 8

    David Birch Barns & Farms Realty, LLC

    618 Bean River Rd, Pine Plains, NY 12567
  • /6

    $409,000

    • Land
    • 111 Acres
    • $3,685 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
  • /16

    $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 subdivision into 4 and 3 acre lots. Also available as Family Compound with adjoining 8 acre parecel for $535,000. Additional 4 acre boha parcel for $135,000. Adjoining parcels can be purchased separately. Great location between Pine Plains Village and Millerton on quiet

    David Birch Barns and Farms Realty LLC

    618 Bean River Rd, Millerton, NY 12546
  • /35

    $18,750,000

    • 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
  • /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 William Pitt Sotheby's Interna

    255 Mill Hill Rd, Pine Plains, NY 12567
  • /12

    $509,000

    • 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
  • /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
  • /7

    $199,000

    • Land
    • 9 Acres
    • $23,166 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 with small pond, 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). Adjoins 2BR2BA Ranch for sale on 7+ acres for $399,000. Owner financing possible with

    David Birch Barns & Farms Realty, LLC

    622 Bean River Rd, Millerton, NY 12546
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