16

Pine Plains, NY Homes for Sale under $500,000

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  • /35

    $489,000

    $10K PRICE DROP
    • 4 Beds
    • 1.5 Baths
    • 3,072 Sq Ft

    7786 S Main St, Pine Plains, NY 12567

    Step into the charm and character of a bygone era with this spacious early-1900s Colonial-style home located in the heart of the hamlet of Pine Plains. Offering over 3,000 square feet of living space, this 4-bedroom, 1.5-bath residence sits on approximately 0.47 acres and is filled with history, warmth, and timeless architectural details.Once home to both the town pharmacy and library, this

    Richard Brenner Rich Brenner Realty, LLC

    7786 S Main St, 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
  • /15

    $359,000

    $30K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,336 Sq Ft

    618 Bean River Rd, Millerton, NY 12546

    Secluded 2BR/2BA RANCH w/2 large decks, all wood floors, ornamented wood siding painted + detached 2 car garage on 7 acres. Parcel is subdividable in Hamlet zone. New well installed. Also available with 8 additional acres for 565000 or with 12 acres (3 building lots) for 689000.

    David Birch Barns & Farms Realty, LLC

    618 Bean River Rd, Millerton, NY 12546
  • /22

    $359,000

    $20K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 1,200 Sq Ft

    2795 Church St, Pine Plains, NY 12567

    Attractive 3 bedroom, 1 bath cape cod loaded with recent improvements. Attractive open floor plan includes kitchen w/stainless appliances, granite counters & breakfast bar, which flows seamlessly to living room w/fireplace. Two first floor bedrooms and tile bathroom. Second floor includes generously sized bedroom plus office/den and storage space. Three season front porch is the perfect place to

    Dan Axtmann BHHS Hudson Valley Properties

    2795 Church St, Pine Plains, NY 12567
  • /11

    $325,000

    • Land
    • 24.9 Acres
    • $13,052 per Acre

    0 Hall Hill Rd Unit KEY998490, Ancram, NY 12502

    Privately tucked away along one of Ancram’s most picturesque country roads, this beautiful approximately 25-acre offering presents a rare opportunity to create a secluded full-time residence or weekend retreat in the heart of the Hudson Valley. Quiet and rural, yet conveniently located just 8 minutes to Pine Plains, 15 minutes to Millerton and Copake, and under 30 minutes to Hudson, Red Hook, and

    Ann Stettner Neil Charles Real Estate, LLC

    0 Hall Hill Rd Unit KEY998490, Ancram, NY 12502
  • /32

    $450,000

    $55K PRICE INCREASE
    • 1 Bed
    • 1 Bath
    • 708 Sq Ft

    31 Lake Shore Dr, Pine Plains, NY 12567

    Here is a truly exceptional opportunity to enjoy the peaceful lifestyle that comes with lakefront living. Immerse in the sounds of nature, enjoy the changing seasons, spend warm summer days kayaking on the lake, and relax in a setting that feels like a true departure from the everyday. Welcome to your sweet escape at 31 Lake Shore Drive, a charming cottage with an open floor plan and vaulted

    Roadman Etienne BHHS Hudson Valley Properties

    31 Lake Shore Dr, Pine Plains, NY 12567
  • /38

    $485,000

    $4K PRICE DROP
    • 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
  • /14

    $495,000

    $30K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,768 Sq Ft

    284 Hall Hill Rd Unit Stop 18, Ancram, NY 12502

    Discover the Charm of Country Living Escape to this authentic 3-bedroom, 2-bath log home tucked away on a peaceful private road in Ancram. Set on 5 acres, the property also includes a separate 3-acre buildable lot across the lane-perfect for maintaining privacy, creating a guest house or studio, or simply preserving your view and open space. Start your day with coffee on the front porch, or soak

    Kelly Harrison Taconic Valley Real Estate

    284 Hall Hill Rd Unit Stop 18, Ancram, NY 12502
  • /8

    $345,000

    • Land
    • 68.33 Acres
    • $5,049 per Acre

    000 New York 82, Pine Plains, NY 12567

    This beautiful, gently sloping parcel offers the perfect canvas to create your country escape or full-time residence on 68+ private acres. Soil tests complete for two building sites. Some clearing would offer ridgeline views to the south and west. Roughed-in driveway is in place, so you're well on your way to building a home that's tailored exactly to your needs. Just 20 minutes to Hudson and Red

    Jeffries Blackerby Houlihan Lawrence Inc.

    000 New York 82, Pine Plains, NY 12567
  • /19

    $450,000

    $200K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,646 Sq Ft

    60 Stissing Ave, Pine Plains, NY 12567

    Set on a nicely landscaped and private yard ideal for gardening with .65 acres total (an adjacent building parcel of .72 acre can be purchased for an additional amount). This inviting, well-maintained 3-bedroom, 2-bath ranch offers comfort and has a handicap-accessible interior. Features include a living room with a fireplace, lovely wood floors throughout, and a large basement perfect for a

    ANN SIMMONS Compass Greater NY, LLC

    60 Stissing Ave, Pine Plains, NY 12567
  • /21

    $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 Compound with adjoining 8 acre parcel for $565.000 and additional 4 acre boha parcel for $689,000. Adjoining parcels can be purchased separately for . Great location between Pine Plains Village and Millerton on quiet

    David Birch Barns and Farms Realty LLC

    618 Bean River Rd, Millerton, NY 12546
  • /37

    $389,900

    Open House 9/17 $49K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 1,091 Sq Ft

    75 Birch Dr, Pine Plains, NY 12567

    Beautiful, quiet neighborhood with park like setting. Lovely three-bedroom home with landscaped front, back and side yards. Spacious living room flows into quaint dining room with stained pine tongue & groove walls & updated country kitchen with backyard walkout access. Whether you're relaxing in front of the fireplace in the living room or entertaining friends at the backyard fire pit, you will

    Thomas Zengen Thomas Zengen

    75 Birch Dr, Pine Plains, NY 12567
  • /14

    $495,000

    $30K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,768 Sq Ft

    284 Hall Hill Rd, Ancram, NY 12502

    Discover the Charm of Country Living Escape to this authentic 3-bedroom, 2-bath log home tucked away on a peaceful private road in Ancram. Set on 5 acres, the property also includes a separate 3-acre buildable lot across the lane—perfect for maintaining privacy, creating a guest house or studio, or simply preserving your view and open space. Start your day with coffee on the front porch, or soak

    Kelly Harrison Taconic Valley Real Estate

    284 Hall Hill Rd, Ancram, NY 12502
  • /25

    $409,000

    $16K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 1,860 Sq Ft

    211 Sigler Rd, Pine Plains, NY 12567

    More space and flexibility than you might expect! Set along a quiet country road in the Town of Gallatin, just outside Pine Plains, this 3-bedroom ranch offers approximately 1,860 square feet of living space with a finished lower level, providing plenty of room to spread out, work from home, entertain, or accommodate guests.The main level features hardwood floors, a full bathroom, three

    Richard Brenner Rich Brenner Realty, LLC

    211 Sigler Rd, Pine Plains, NY 12567
  • /14

    $495,000

    $30K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,768 Sq Ft

    284 Hall Hill Rd Stop 18, Ancram, NY 12502

    Discover the Charm of Country LivingEscape to this authentic 3-bedroom, 2-bath log home tucked away on a peaceful private road in Ancram. Set on 5 acres, the property also includes a separate 3-acre buildable lot across the lane—perfect for maintaining privacy, creating a guest house or studio, or simply preserving your view and open space. Start your day with coffee on the front porch, or

    Kelly Harrison Taconic Valley Real Estate

    284 Hall Hill Rd Stop 18, Ancram, NY 12502
  • /6

    $219,000

    • Land
    • 12.78 Acres
    • $17,136 per Acre

    0 Mount Ross Rd, Pine Plains, NY 12567

    Perched on top of the world, this 12.78 acre sanctuary remains completely untouched, offering a rare blend of tranquility and possibility. The future home site is wrapped in mature forest, creating total privacy with the potential for inspiring seasonal vistas. Enjoy the convenience of being just minutes from downtown Pine Plains, with effortless access to the Taconic State Parkway. A deeded

    Larry Havens Havens Real Estate

    0 Mount Ross Rd, Pine Plains, NY 12567
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