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Dover Plains, NY Houses for Sale

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  • /46

    $815,000

    • 4 Beds
    • 4 Baths
    • 2,234 Sq Ft

    360 Old State Route 22, Dover Plains, NY 12522

    Stunning Riverfront Retreat offers serene water views and the luxury of fishing and kayaking right in your own backyard. Beautifully renovated three-bedroom home is complemented by a one-bedroom pool house that works perfectly as a guest cottage - true resort-style living. Open-concept living and dining areas are filled with natural light, featuring two sets of French doors that lead to a

    Agent Photo

    Judith 'Judy' Albert

    BHHS Hudson Valley Properties

    (845) 412-9430

    360 Old State Route 22, Dover Plains, NY 12522
  • /26

    $1,950,000

    • 3 Beds
    • 1 Bath
    • 1,482 Sq Ft

    21-23 Tinker Town Rd, Dover Plains, NY 12522

    A few minutes east of Route 22 on the Dover/Millbrook border in the municipality of Washington, sits 109+ acres of picturesque countryside. Used prior as a dairy farm, this exceptional offering presents a rare opportunity to bring your farming lifestyle dreams to life, or an equestrian property. Comprised of 4 distinct parcels totaling 109+ acres, the property blends open fields, wooded

    Brian McGrath McGrath Realty Inc

    21-23 Tinker Town Rd, Dover Plains, NY 12522
  • /45

    $3,750,000

    • 7 Beds
    • 7 Baths
    • 6,138 Sq Ft

    151 Benson Hill Rd, Dover Plains, NY 12522

    Rarely does an offering of this scale and provenance come to market. Set across more than 114 acres, Honey Lane Farm is a private estate of exceptional beauty—three distinct period residences forming a serene, self-contained retreat in the heart of the Harlem Valley.The four-bedroom mid-19th century main house is both refined and inviting, bathed in southern light and thoughtfully updated for

    Andrew Gates Houlihan Lawrence Inc.

    151 Benson Hill Rd, Dover Plains, NY 12522
  • /27

    $995,000

    • 2 Beds
    • 1 Bath
    • 1,216 Sq Ft

    447 Butts Hollow Rd, Dover Plains, NY 12522

    It seems to be a human instinct to define utopia as a garden, and this Millbrook property on Butts Hollow Road unequivocally deserves that designation. Not only gardens—which have been lovingly created and curated—but meadows and forest glens, falling water and meandering paths. Regardless of season, there is always something unexpected and lovely to greet you—a rippling sea of red poppies,

    Candy Anderson Compass Greater NY, LLC

    447 Butts Hollow Rd, Dover Plains, NY 12522
  • /46

    $2,475,000

    • 4 Beds
    • 4.5 Baths
    • 2,412 Sq Ft

    56 Northrup Rd, Dover Plains, NY 12522

    At the very end of a quiet country road, you'll find 56 Northrup — a stunning, architect-designed retreat blending 19th-century farmhouse charm with thoughtful, award-winning modern design. Originally built in 1870 and reimagined by NYC architects Neumann & Rudy, this 33-acre property includes a restored main house, a sleek single-story primary suite addition, and expansive grounds featuring a

    Adam Hade Compass Greater NY, LLC

    56 Northrup Rd, Dover Plains, NY 12522
  • /35

    $8,000,000

    • 6 Beds
    • 8 Baths
    • 8,933 Sq Ft

    Unlisted Address

    West Wind Hill, a bespoke country estate on 389 acres sits on the crest of a plateau overlooking panoramic protected views. Classic stone and shingle manor house with formal courtyard sited perfectly to experience spectacular sunsets and fairytale mists combined with the upmost in privacy. Access is via a private gated road that winds through trees, past old stone walls with glimpses of open

    Joseph Lorino Brown Harris Stevens HV LLC

    Unlisted Address
  • /23

    $450,000

    • 1 Bed
    • 1 Bath
    • 805 Sq Ft

    105 Sand Hill Rd, Dover Plains, NY 12522

    The Geosphere is a convergence of visionary design, tactical investment and natural sanctuary. Set on 7.18 secluded acres in the heart of Dover Plains, this fully legal, architect-designed geodesic residence and studio building give you something unmistakably distinctive: a home that feels like art, and a property that can perform like an asset. Inside, the striking residence is fully winterized,

    Sheneur Menaker Hudson Modern

    105 Sand Hill Rd, Dover Plains, NY 12522
  • /49

    $398,000

    • 2 Beds
    • 2 Baths
    • 2,000 Sq Ft

    95 Tinker Town Rd, Dover Plains, NY 12522

    Incredible value meets timeless country charm in this truly special property, tucked away on nearly a full acre of beautifully landscaped land. Set back from the road, this serene retreat is defined by a rare and captivating feature...a true whitewater stream that runs the entire length of the property, offering a peaceful soundtrack and a setting that feels like a getaway every single day. The

    Susan Todd BHHS Hudson Valley Properties

    95 Tinker Town Rd, Dover Plains, NY 12522
  • /22

    $759,000

    • 2 Beds
    • 1 Bath
    • 1,386 Sq Ft

    80 Hunter Ln, Amenia, NY 12592

    LOCATION LOCATION ONE OF A KIND PROPERTY HUNTING LAND AND 1,368 sq ft cabin.plus 462 sq ft loft. sleeps 8. three land parcels. 70 ACRES 50 ACRES and 12.4 ACRES for a total of 132.4 Acres. spring fed water system full bath and shower.hot water.wood stove and fire place. generator for electric. taxes approx. $2943 Part in forestry program . every 13 or 14 years you can harvest more mature

    John Melchior Howard Hanna Rand Realty

    80 Hunter Ln, Amenia, NY 12592
  • /40

    $8,000,000

    • 6 Beds
    • 9 Baths
    • 8,933 Sq Ft

    33 Nodine Pasture Rd, Kent, CT 06757

    West Wind Hill, a bespoke country estate on 389 acres sits on the crest of a plateau overlooking panoramic protected views. Classic stone and shingle manor house with formal courtyard sited perfectly to experience spectacular sunsets and fairytale mists combined with the upmost in privacy. Access is via a private gated road that winds through trees, past old stone walls with glimpses of open

    Jill Sloane Brown Harris Stevens

    33 Nodine Pasture Rd, Kent, CT 06757
  • /26

    $398,800

    • 3 Beds
    • 2 Baths
    • 1,852 Sq Ft

    840 Old State Route 22, Dover Plains, NY 12522

    Welcome to this beautifully maintained three-bedroom home nestled in the heart of Dover. Offering the perfect blend of comfort and convenience, this property is ideal for both full-time living and a peaceful retreat. Step inside to find a bright and inviting layout featuring a spacious living area, a well-appointed kitchen, and a dining space perfect for everyday living or entertaining. The three

    Michael Lund Corcoran Country Living

    840 Old State Route 22, Dover Plains, NY 12522
  • /21

    $529,000

    • 3 Beds
    • 2 Baths
    • 1,900 Sq Ft

    256 Hammond Hill Rd, Dover Plains, NY 12522

    Privately nestled on 3 serene acres in the rolling hills of Dover Plains, this beautifully reimagined country retreat offers an exceptional blend of privacy, refined modern updates, and effortless indoor-outdoor living. Set far back from the road and surrounded by mature trees and picturesque natural scenery, 256 Hammond Hill Road delivers a peaceful lifestyle with extraordinary entertaining

    Anna Proctor Compass Greater NY, LLC

    256 Hammond Hill Rd, Dover Plains, NY 12522
  • /18

    $185,000

    • 2 Beds
    • 1 Bath
    • 768 Sq Ft

    17 Plymouth Rock Rd, Dover Plains, NY 12522

    A charming and sun-filled 2-bedroom, 1-bath home offering approximately 750 square feet of thoughtfully designed living space in Dover Plains. This inviting pied-à-terre combines comfort and efficiency, making it an ideal full-time residence or weekend retreat.Natural light pours through the home, creating a warm and welcoming atmosphere throughout. The layout maximizes space while

    Andrew Gates Houlihan Lawrence Inc.

    17 Plymouth Rock Rd, Dover Plains, NY 12522
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