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Dover Plains, NY Homes for Sale with Garage

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  • /12

    $3,850,000

    • 4 Beds
    • 4.5 Baths
    • 3,542 Sq Ft

    114 Brush Hill Rd, Millbrook, NY 12545

    Perched above the Clove Valley just minutes from the Village of Millbrook, this exceptional modern residence is designed to celebrate light, landscape, and elevated living in the heart of the Hudson Valley. Set on 51.38 acres of rolling countryside, the home offers breathtaking, panoramic views and a rare sense of privacy, while remaining conveniently close to village amenities. The proposed

    Byron Anderson Compass Greater NY, LLC

    114 Brush Hill Rd, Millbrook, NY 12545
  • /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
  • /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
  • /42

    $13,500,000

    • 5 Beds
    • 8 Baths
    • 5,867 Sq Ft

    1190 Chestnut Ridge Rd, Dover Plains, NY 12522

    A singular and exceedingly rare residence, this exquisite home was masterfully designed by renowned AD100 architect Gil Schafer, featuring interiors by Antony Todd and landscape architecture by Warren Byrd, all set against panoramic views of the Hudson Valley and Catskill Mountains. This home is a Greek Revival masterpiece that blends timeless elegance with modern sophistication. As featured in

    OLIVER BROWN Houlihan Lawrence Inc.

    1190 Chestnut Ridge Rd, Dover Plains, NY 12522
  • /16

    $495,000

    • 3 Beds
    • 2 Baths
    • 1,592 Sq Ft

    222 Highview Rd, Dover Plains, NY 12522

    Escape the noise and congestion of everyday life and come home to space, privacy, and country-living, without giving up convenience. Located just 6 miles from the train and minutes to everyday amenities, this completely remodeled bi-level offers the perfect balance. Set on over 3 acres of beautiful, level and private property, the home has been thoughtfully updated and is truly move-in ready.

    Susan Todd BHHS Hudson Valley Properties

    222 Highview Rd, Dover Plains, NY 12522
  • /42

    $899,000

    • 4 Beds
    • 3 Baths
    • 1,850 Sq Ft

    73 Lake Ellis Rd, Wingdale, NY 12594

    Welcome to your private equestrian retreat, just 4 miles from the Harlem–Valley Wingdale Train Station, 4 miles to charming Kent, CT, a mile away to the Appalachian Trail & easy access to Route 7 & Route 22. Set on a secluded private road off Lake Ellis, this property offers both convenience & privacy. Equestrian amenities include a main barn with 6 (12x10) stalls w/ hay loft, heated wash stall,

    Christine Ricci Keller Williams NY Realty

    73 Lake Ellis Rd, Wingdale, NY 12594
  • /41

    $548,000

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

    503 Chestnut Ridge Rd, Dover Plains, NY 12522

    Escape to your own private sanctuary on two serene acres in the town of Unionvale. This charming oversized ranch home offers the perfect blend of comfort and nature, featuring a cleared, landscaped backyard ideal for gardening or peaceful afternoons, bordered by partly wooded grounds for ultimate privacy. Inside, the warmth of hardwood floors and a wood-burning stove in the dining area creates an

    Tamara LaBarbera Howard Hanna Rand Realty

    503 Chestnut Ridge Rd, Dover Plains, NY 12522
  • /41

    $480,000

    • 3 Beds
    • 2 Baths
    • 2,230 Sq Ft

    487 Chestnut Ridge Rd, Dover Plains, NY 12522

    Located in Dover Plains, this charming 3-bedroom, 2-bath Colonial offers 2,230 sq. ft. of living space on a 1.27-acre corner lot and includes a detached 2-car garage. Inside, you’ll find an inviting open-concept layout. The main level is perfect for entertaining or everyday living and features a spacious living room with hardwood floors, a large dining room that flows seamlessly to an eat-in

    Robert Washburn RE/MAX Ace Realty

    487 Chestnut Ridge Rd, Dover Plains, NY 12522
  • /50

    $1,399,999

    • 6 Beds
    • 4.5 Baths
    • 4,200 Sq Ft

    57 Cedar Berry Ln, Dover Plains, NY 12522

    Just 90 miles from New York City, at the end of a winding, tree-lined drive, a world unfolds where time slows down, and life takes on a different rhythm. This is the Hudson Valley escape you’ve been waiting for. A custom-built home with detached workshop on nearly five private acres, where every detail was designed to bring comfort, inspiration, and beauty into daily living. The moment you

    Lindsay Stevens eXp Realty

    57 Cedar Berry Ln, Dover Plains, NY 12522
  • /22

    $389,000

    • 5 Beds
    • 2 Baths
    • 1,272 Sq Ft

    14 Dover Furnace Rd, Dover Plains, NY 12522

    Charming Five-Bedroom Home for Sale – 14 Dover Furnace Road, Dover Plains Welcome to this cozy five-bedroom, two-bath home featuring a spacious garage and a generously sized yard, perfect for outdoor enjoyment. The property has been thoughtfully updated with new gutters, new siding, central air conditioning, and a new propane boiler. Many repairs and improvements have already been completed,

    James Garcia Coldwell Banker Realty

    14 Dover Furnace Rd, Dover Plains, NY 12522
  • /44

    $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
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