12

Pine Plains Houses for Sale

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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
  • /38

    $559,000 Open Sun 12PM - 2PM

    • 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

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    Rita Longo

    Howard Hanna Rand Realty

    (329) 209-8590

    540 Hicks Hill Rd, Stanfordville, NY 12581
  • /28

    $465,000

    • 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
  • /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
  • /43

    $1,175,000

    • 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
  • /30

    $545,000

    • 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
  • /33

    $2,495,000

    • 3 Beds
    • 3 Baths
    • 4,648 Sq Ft

    387 Skunks Misery Rd, Millerton, NY 12546

    Perched high above Millerton in the Hudson Valley, this exceptional 2020-built contemporary farmhouse estate commands 53± private acres with panoramic western views spanning the Catskills and Berkshire Mountain Range, including Mount Kaaterskill. Wide red oak hardwood floors unite the main level, where abundant natural light floods through expansive windows, creating an atmosphere of

    Elyse Morris Elyse Harney Real Estate

    387 Skunks Misery Rd, Millerton, NY 12546
  • /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
  • /15

    $529,000

    • 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
  • /16

    $379,000

    • 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
  • /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

Home Trends in Pine Plains, NY

Housing Trends

Median Sale Price
$590,000
Median Single Family Sale Price
$541,250
Average Price Per Sq Ft
$458
Number of Homes for Sale
13
Last 12 months Home Sales
25
Months of Supply
6.20
Median List Price
$599,000
Median Change From 1st List Price
6%
Median Home Sale Price YoY Change
53%
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