1,468

Pine Plains Homes

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  • /37

    $675,000 Pending

    • 3 Beds
    • 2 Baths
    • 1,640 Sq Ft

    2067 County Road 83, Pine Plains, NY 12567

    Welcome to a little slice of upstate magic. Tucked into the quiet hamlet of Pine Plains, this beautifully restored 1810 cottage offers that elusive blend of historic charm and modern comforts. Set on 1.16 acres of lush gardens and mature trees, the property invites you to slow down and stay awhile. The three-bedroom, two-bath home has been lovingly maintained and updated over the years, with

    William Golan Compass Greater NY, LLC

    2067 County Road 83, Pine Plains, NY 12567
  • 2812 W Church St, Pine Plains, NY 12567

    $107,000 Sold Oct 30, 2024

    • 460 Sq Ft
    • $233/SF
    • 18 Days On Market
    • Built 1965

    2812 W Church St, Pine Plains, NY 12567

    RARE investment opportunity in the heart of the charming town of Pine Plains! This .69 acre property zoned for multi-purpose consists of an old mobile home on a foundation and is ready for transformation. The existing structure will need to be removed, making way for a new mobile home, modular or stick build. In addition, the property includes several outbuildings providing extra storage or

    Terese Mondello Mondello Upstate Properties

    2812 W Church St, Pine Plains, NY 12567
  • /29

    $598,000 Pending

    • 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
  • 3 Carla Terrace, Pine Plains, NY 12567

    $345,000 Sold Oct 08, 2024

    • 1,144 Sq Ft
    • $302/SF
    • 89 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1968

    3 Carla Terrace, Pine Plains, NY 12567

    Peaceful and charming environs surround this three bedroom, one bath ranch home with hardwood floors. As you step inside you're greeted by a warm welcoming atmosphere. The spacious living room creates an inviting space to relax. This home is on a quiet cul-de-sac. One of the highlights is the light-filled enclosed three season screened-in porch which provides a lovely place for relaxing,

    Andrea Replansky BHHS Hudson Valley Properties

    3 Carla Terrace, Pine Plains, NY 12567
  • /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
  • /19

    $202,000 Sold Oct 02, 2024

    • 1,298 Sq Ft
    • $156/SF
    • 22 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1845

    30 Myrtle Ave, Pine Plains, NY 12567

    Charming 2 story home with a large lot in the hamlet of Pine Plains. 3 Bedrooms 1 1/2 baths and lots of space including 2 enclosed porch areas and a 2 car detached garage. Lots of charm including original wood floors and trim. Back yard is also partially fenced in. Pine Plains School District

    Ronnie Rebis Grist Mill Real Estate

    30 Myrtle Ave, Pine Plains, NY 12567
  • /26

    $2,250,000

    • Land
    • 34 Acres
    • $66,430 per Acre

    7702-7714 S Main St, Pine Plains, NY 12567

    Prime 26.8-Acre Commercial Opportunity in Pine Plains, NYA rare investment opportunity awaits with this 26.8-acre commercial parcel—the last of its kind in the growing town of Pine Plains. Strategically located along South Main St (Route 82) with deeded right of way access from Route 83, this property is fully equipped for development and positioned to capitalize on the area’s increasing demand

    Richard Brenner Rich Brenner Realty, LLC

    7702-7714 S Main St, Pine Plains, NY 12567
  • /30

    $475,000 Sold Oct 01, 2024

    • 1,250 Sq Ft
    • $380/SF
    • 19 Days On Market
    • 2 Beds
    • 1 Bath

    4 Stissing Mountain Ln, Pine Plains, NY 12567

    Dating back to 1850, this unique country house combines original charm with modern accoutrements. The home was fully gut renovated in 2024, including expanded ceiling height with hand hewn barn beams, spray-foam insulation, new roof, new electrical and plumbing and new split system heat/AC. The kitchen was fully renovated with custom wood cabinets, quartz countertops and stainless steel

    Adam Ecker ECKER ADAM D

    4 Stissing Mountain Ln, Pine Plains, NY 12567
  • /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
  • /35

    $1,525,000 Sold Aug 21, 2024

    • 3,280 Sq Ft
    • $465/SF
    • 38 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 2023

    243 Lake Rd, Pine Plains, NY 12567

    Welcome to your dream house lake retreat at 243 Lake Road, directly across from Stissing Pond in Pine Plains which was recognized as ''The 12 Best Small Towns in New York'' by Travel & Leisure. This stunning new construction offers the perfect blend of modern design and serene lakeside living. The moment you step foot in this home you will fall in love with this open concept space. No detail has

    Felicity Taylor Corcoran Country Living

    243 Lake Rd, Pine Plains, NY 12567
  • /15

    $89,000

    • Land
    • 2.60 Acres
    • $34,231 per Acre

    0 Finkle Rd, Pine Plains, NY 12567

    Ready to build? Here's a great opportunity on 2.6 acres in Pine Plains NY. This cleared, mostly level lot has BOHA for a four bedroom home. Situated about halfway between Millerton and Pine Plains, this property offers country living while staying close to local amenities. This property is adjacent to 3977 Route 199

    Richard Brenner Rich Brenner Realty, LLC

    0 Finkle Rd, Pine Plains, NY 12567
  • /43

    $660,000 Sold Aug 09, 2024

    • 3,000 Sq Ft
    • $220/SF
    • 49 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1787

    3327 Route 199, Pine Plains, NY 12567

    Dating back to 1787, this sprawling 4 bed, 3 bath farmhouse holds a rich history, passing through just three families. Remodeled and expanded in the 1900s, it underwent a comprehensive renovation in 2016, seamlessly blending historical charm with modern amenities.The house features extensive updates, including new plumbing, electric, windows, insulation, and drywall. It also offers wood flooring,

    Audrey Winslow Houlihan Lawrence, Inc.

    3327 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

    Brad Rebillard Dutchess Country Realty, Inc.

    48 Woodside St, Pine Plains, NY 12567
  • 14 Myrtle Ave, Pine Plains, NY 12567

    $290,000 Sold Jul 30, 2024

    • 1,700 Sq Ft
    • $171/SF
    • 53 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1870

    14 Myrtle Ave, Pine Plains, NY 12567

    This charming 1870s light filled 2+ bedroom home in the heart of Pine Plains has many original details and hardwood floors throughout. The main floor has a kitchen with an eat-in area. The living room is well-sized, has a double fireplace and is perfect for entertaining friends and family. There is an additional sweet enclave as well, ideal for a dining table, a kid's playroom or reading room and

    Shannon Martin BHHS Hudson Valley Properties

    14 Myrtle Ave, Pine Plains, NY 12567
  • /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
  • 6 Bethel Place, Pine Plains, NY 12567

    $280,000 Sold Jul 25, 2024

    • 1,008 Sq Ft
    • $278/SF
    • 183 Days On Market
    • 4 Beds
    • 1.5 Baths
    • Built 1955

    6 Bethel Place, Pine Plains, NY 12567

    Enjoy one level living in this cute ranch on a nice corner, quiet lot. Beautiful landscape. Fantastic opportunity to live in the picturesque village of Pine Plains. Walk to Stissing Lake and the Thompson Nature Preserve. Near all the amenities. Excellent starter or retirement home, freshly painted throughout. Nice level yard for a garden, family, pets and entertaining! Walk to library, community

    DANIEL RICHARD Thomas Zengen

    6 Bethel Place, Pine Plains, NY 12567
  • /43

    $1,225,000

    • 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
  • /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
  • /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
  • /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
  • /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

    $223,000

    • Land
    • 9 Acres
    • $25,960 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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