27

Houses for Sale in 12567

Section Image Section Image
  • /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
  • /50

    $729,000

    • 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

    Agent Photo

    Joseph Iannibelli

    Keller Williams NY Realty

    (845) 444-3630

    546 Hicks Hill Rd, Stanfordville, NY 12581
  • /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
  • /11

    $900,000

    • 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
  • /38

    $775,000

    • 4 Beds
    • 2 Baths
    • 1,344 Sq Ft

    1220 Hunns Lake Rd, Pine Plains, NY 12567

    1220 Hunns Lake Rd is perfect as a full-time family home or a weekend escape, ideally located for both tranquility and convenience. This charming early 1900's farmhouse in the serene Shekomeko Valley offers 4 bedrooms, 2 bathrooms, and 1,344 square feet on 1.52 bucolic acres. The property boasts views of the surrounding countryside and stunning sunsets. Enter the home through the light-drenched

    Marina Tatistcheff Compass Greater NY, LLC

    1220 Hunns Lake Rd, 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
  • /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
  • /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
  • /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
  • /17

    $639,000

    • 3 Beds
    • 2 Baths
    • 896 Sq Ft

    60 County Route 7, Pine Plains, NY 12567

    ACCEPTED OFFER. Available: 7.5 lush acres on the Roe-Jan! A rustic-style late mid-century three-bedroom, two bath home sits in a beautifully landscaped property with nearly 300 feet of footage on the Roeliff Jansen Kill in Gallatin, New York. You approach this quiet and serene hideaway by a long a private drive through shady woods. The home, built by a local lumber dealer, provides a warm and

    David Norman Hall Houlihan Lawrence Inc.

    60 County Route 7, 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
  • /21

    $749,000

    • 2 Beds
    • 2 Baths
    • 1,624 Sq Ft

    37 Stissing Mountain Dr, Pine Plains, NY 12567

    Welcome to 37 Stissing Mountain Drive. Perfectly nestled on 6.9 acres of peaceful woodland, this newly built 2-bedroom, 2-bath home is a modern sanctuary that beautifully balances simplicity, sustainability, and style—just minutes from the heart of Pine Plains NY.Inside you will find a sun-filled, open-concept living space with soaring 22-foot vaulted ceilings that frame sweeping views of the

    Jason Nadeau Compass Greater NY, LLC

    37 Stissing Mountain Dr, Pine Plains, NY 12567
  • /47

    $595,000

    • 4 Beds
    • 2 Baths
    • 2,605 Sq Ft

    5 Myrtle Ave, Pine Plains, NY 12567

    Beautiful Two Story, 4BR/2BA corner lot home with mountain views & quick walk to post office, shops, Stissing Lake & Stissing Mountain hiking trails. Experience the wonderful life of beautiful Pine Plains living! Wonderful large front, side & back yard on quiet sought after Myrtle Ave. Lovely front porch to sit & enjoy the scenery or head into the private back yard for a BBQ. Walk to school, post

    Thomas Zengen Thomas Zengen

    5 Myrtle Ave, Pine Plains, NY 12567
  • /25

    $589,000

    • 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
  • /29

    $599,000

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

    43 Stissing Mountain Dr, Pine Plains, NY 12567

    Welcome to 43 Stissing Mountain Drive — a peaceful and private retreat set on 2 beautifully wooded acres in the heart of the Hudson Valley. This great contemporary home offers 3 bedrooms and 2 bathrooms across 1,862 square feet of comfortable living space. With an open-concept layout, cathedral ceilings, and abundant natural light, the home blends style and function. A cozy fireplace anchors the

    Richard Brenner Rich Brenner Realty, LLC

    43 Stissing Mountain Dr, Pine Plains, NY 12567
  • /24

    $379,000

    • 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

    48 Woodside St, Pine Plains, NY 12567
  • /16

    $550,000

    • 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

    $384,000

    • 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 7+acres in Hamlet zone Easy subdivision into 4 and 3 acre lots. Also available as Family Compound with adjoining 8 acre and 4 acre boha parcels for 699,000. Great location between Pine Plains Village and Millerton on quiet road off Route 199. New well installed. Easy to show unoccupied.

    David Birch Barns & Farms Realty, LLC

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

    $320,000

    • 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
  • /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 and 4 acre boha parcels for 625,000. Great location between Pine Plains Village and Millerton on quiet road off Route 199. New well installed. Easy to show unoccupied.

    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
  • /26

    $279,000

    • 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
How to Buy a Home How to Finance a Home How to Sell a Home