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Pine Plains, NY Homes for Sale

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  • /50

    $3,495,000

    • 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
  • /24

    $3,600,000

    • Land
    • 228.91 Acres
    • $15,727 per Acre

    0 Skunks Misery Rd Unit KEY860535, Pine Plains, NY 12546

    Sensational vistas of the stunning and unspoiled countryside extending to the Taconic's to the East and from a hidden knoll with an elevation of 1,250' there is a magnificent private setting with incredible Catskill views. The main parcel of 157 acres is offered for the first time in generations and that parcel adjoins a 71.5-acre parcel, this was a family owned and operated farm. Both properties

    Agent Photo

    Larry Havens

    Havens Real Estate

    (518) 676-2868

    0 Skunks Misery Rd Unit KEY860535, Pine Plains, NY 12546
  • /4

    $120,000

    • Land
    • 5.02 Acres
    • $23,904 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

    Agent Photo

    Larry Havens

    Havens Real Estate

    (518) 672-6676

    0 Mount Ross Rd, Pine Plains, NY 12567
  • /23

    $665,000

    • 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,

    Agent Photo

    Margaret Mondello

    Margaret Mondello Real Estate

    (518) 608-3993

    80 County Route 7, Pine Plains, NY 12567
  • /10

    $545,000

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

    0 Route 82, Ancramdale, NY 12503

    Set just beyond the quiet charm of Ancramdale, this exceptional 50.68-acre parcel offers a rare opportunity to own a significant piece of the Hudson Valley landscape. A harmonious blend of open fields, wooded areas, and natural beauty creates the perfect canvas for a private estate, recreational retreat, or future development. Surrounded by the rolling countryside and pastoral views that define

    Arthur Frick Mahar Real Estate, LLC

    0 Route 82, Ancramdale, NY 12503
  • /26

    $4,250,000

    • 6 Beds
    • 4 Baths
    • 6,146 Sq Ft

    468 Tripp Rd, Pine Plains, NY 12567

    We welcome this 1834 restored farm into our Luxury Collection of Hudson Valley properties. This magnificent property makes the perfect country compound. Completely updated, restored and improved to also include a new addition on the main house. This 200 acre farm has all the privacy and beauty of a true country retreat. With such amenities as a converted dairy barn to an indoor tennis court

    George Langa Houlihan Lawrence Inc.

    468 Tripp Rd, Pine Plains, NY 12567
  • /2

    $475,000

    • Land
    • 7 Acres
    • $67,857 per Acre

    8 McGhee Hill Rd, Millerton, NY 12546

    This gorgeous 7.9 acre estate lot is at the east end McGhee Hill Road and only minutes from the vibrant village of Millerton. Lot 8 is entirely Board of Health approved and shovel-ready with all improvements, a cut driveway from McGhee Hill Road and stone pillared entrance. Sited just west of Rte 22 on McGhee Rill Road, this lot is surrounded by other large parcels offering privacy and bucolic

    Jason Karadus Corcoran Country Living

    8 McGhee Hill Rd, Millerton, NY 12546
  • /20

    $410,000

    • 3 Beds
    • 2.5 Baths
    • 2,688 Sq Ft

    73 Meusel Rd, Pine Plains, NY 12567

    A large and roomy home is for sale in the charming Village of Pine Plains, NY. Situated in a residential neighborhood with views of the surrounding hills, the home sits well back from the road on a corner lot. On the first floor are two living rooms, a dining room, an eat-in kitchen, a powder room and a mudroom. Off the kitchen is a partially finished three season room and a deck. Upstairs is the

    David Norman Hall Houlihan Lawrence, Inc

    73 Meusel Rd, Pine Plains, NY 12567
  • /6

    $139,000

    • Land
    • 4.6 Acres
    • $30,217 per Acre

    620 Bean River Rd, Pine Plains, NY 12567

    Great opportunity for 1 residence (property in Hamlet Zone, possibley subdividable) Approved septice design and existing shared driveway. Newly renovated home on adjoining lot. 8 acre lot on the other side also available for purchase. Owner will consider 3 year financing with substantial downpayment.

    David Birch Barns and Farms Realty LLC

    620 Bean River Rd, Pine Plains, NY 12567
  • /18

    $3,995,000

    • 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 residence is

    Michael Lund Corcoran Country Living

    3362 New York 199, Pine Plains, NY 12567
  • /34

    $4,495,000

    • 7 Beds
    • 4 Baths
    • 5,481 Sq Ft

    8032-8060 New York 82, Pine Plains, NY 12567

    Cedar Ridge Farm is a premier 246-acre equestrian estate set in the heart of Dutchess County, offering exceptional land quality, extensive infrastructure, and the rare scale required for a top tier equestrian operation or private country estate. The farm encompasses approximately 110 acres of fenced paddocks supported by thoughtfully designed facilities that ensure efficiency, functionality, and

    George Langa Houlihan Lawrence Inc.

    8032-8060 New York 82, Pine Plains, NY 12567
  • /44

    $4,395,000

    • 10 Beds
    • 6.5 Baths
    • 6,994 Sq Ft

    1515-1517 County Road 83, Pine Plains, NY 12567

    Set far back from one of the Hudson Valley’s most prestigious and scenic roads, this stunningly restored 1830s colonial farmhouse is a masterclass in combining historic charm with sophisticated living. Situated in the heart of the pastoral Shekomeko Valley on 9.6 pristine acres, this property offers ultimate privacy surrounded by large, rolling farms and protected acreage. Classic white clapboard

    OLIVER BROWN Houlihan Lawrence Inc.

    1515-1517 County Road 83, Pine Plains, NY 12567
  • /31

    $549,000

    • Land
    • 43.69 Acres
    • $12,566 per Acre

    Tbd Hicks Hill Rd, Pine Plains, NY 12567

    Enjoy nature on your own 43 scenic acres located on Hicks Hill Road and additional access from Knob Hill Road, which is across from apprx 600 acres of protected land that can not be developed offering exceptional long term privacy. A versatile existing barn provides potential for a variety of uses. With over 1,400 feet of road frontage on Hicks Hill Road and electric available on the property,

    Jeannine Simmons Corcoran Country Living

    Tbd Hicks Hill Rd, Pine Plains, NY 12567
  • /5

    $140,000

    • Land
    • 1.5 Acres
    • $93,333 per Acre

    25 Five Roses E, Ancram, NY 12502

    Ready to build, this 1.5-acre parcel is located on a peaceful country road in the scenic town of Ancram, Columbia County, New York. Board of Health approval is already in place for a four-bedroom residence, saving valuable time in the building process. The property is well-prepared with an installed septic system, existing well, driveway, and underground electric service run from the road to a

    Richard Brenner RICH BRENNER REALTY LLC

    25 Five Roses E, Ancram, NY 12502
  • /47

    $469,000

    • 3 Beds
    • 2 Baths
    • 1,298 Sq Ft

    30 Myrtle Ave, Pine Plains, NY 12567

    Welcome to the Historic Town of Pine Plains, and the Pine Plains School District! This completely renovated three bedroom home on a quiet country road will delight and intrigue you. The home dates back to the early 1900's and some of the original characteristics have been left in tact. This is most assuredly Old World Charm meets Modern Convenience. One bedroom on the first floor attached to the

    Ellen Mallet

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

    $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
  • /20

    $1,250,000

    • 4 Beds
    • 2.5 Baths
    • 3,360 Sq Ft

    216 North Rd, Red Hook, NY 12571

    ?? 216 North Rd, Red Hook, NY 12571 Offered on 119 Acres – A Rare Hudson Valley Retreat Experience the best of country living on this stunning 119-acre estate bordering a state park, offering endless opportunities for outdoor recreation and peaceful privacy. This completely renovated 4-bedroom, 2-bath home combines modern comfort with the beauty of nature. Every detail has been updated — move-in

    Bill Flood Houlihan Lawrence Inc.

    216 North Rd, Red Hook, NY 12571
  • /22

    $315,000

    • 3 Beds
    • 1 Bath
    • 1,440 Sq Ft

    84 North Rd, Red Hook, NY 12571

    Early 1800s Colonial loved and enjoyed by same family for over 60 years. Looking for a visionary person to restore to former glory. Many original details still intact include hand hewn beams, wide board floors, cobble fireplace in Living room etc. 3 plus Bedrooms, 1 Full Bath with possible 2nd on upper level. Large country Kitchen, Formal Dining Room with Woodstove Hook Up and access to massive

    Catherine Mondello Mondello Upstate Properties

    84 North Rd, Red Hook, NY 12571
  • /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

    174 County Route 11, 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 office,

    Susan Whalen George T Whalen Real Estate

    7668 Route 82, Pine Plains, NY 12567
  • /50

    $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
  • /27

    $174,800

    • 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
  • /10

    $199,000

    • Land
    • 16 Acres
    • $12,438 per Acre

    0 New York 199, Stanfordville, NY 12581

    Priced to sell! What a beautiful destination for your dream home or summer get-a-way. So close to everything yet secluded.nLand has a 500' driveway professionally installed. 4 inches crushed stone edges with larger stone for proper drainage. Land backs up to 120 acres of state land. There is a small babbling brook that can be diverted if needed. 2 possible building sites had been are located on

    MARIE MONROE BHHS Hudson Valley Properties

    0 New York 199, Stanfordville, NY 12581

Frequently Asked Questions

What are the most popular zip codes in Pine Plains, NY?
The most popular zip codes in Pine Plains, NY include 12567, 12503, 12546, 12581 and 12571.
What are the most popular neighborhoods near Pine Plains, NY?
The most popular neighborhoods near Pine Plains, NY are Pine Plains, Milan, North East and Stanford.
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