Homes for Sale near Dutchess Day School

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  /44

  $2,875,000

  • 7 Beds
  • 6.5 Baths
  • 5,486 Sq Ft

  20 Orchard Hill Dr, Millbrook, NY 12545

  Modern Country Retreat with Iconic Hudson Valley Views Proven Investment or Private Escape Seconds from Millbrook Experience refined country life in this beautifully updated Hudson Valley home, nestled on 12+ private acres with sweeping views of the Catskill Mountains. Surrounded by lush lawns, open meadows and a fenced paddock, the property offers a sense of serenity, space, and elevated living—

  Kathryn Johnson William Pitt Sothebys Int Rlty

  20 Orchard Hill Dr, Millbrook, NY 12545
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  /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
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  /9

  $241,581

  • 3 Beds
  • 2 Baths
  • 1,680 Sq Ft

  93 Scott Dr, Dover Plains, NY 12522

  This is a 55+ Community -Ranch Style home with 3BR and 2Bath. Wonderful community with a Clubhouse and Pool. Also in the process of adding a wood deck for outdoor relaxation. Central Air, propane heating. Double-insulated to keep heating expenses low. Close to Sharon, Ct hospital, grocery shopping, etc.This community offers organized gatherings and events during the year for holidays, etc.

  DOROTA LASOTA-LOPEZ Century 21 Alliance Realty Grp

  93 Scott Dr, Dover Plains, NY 12522
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  /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
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  /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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  /27

  $10,995,000

  • 9 Beds
  • 9.5 Baths
  • 13,737 Sq Ft

  121 Butts Hollow Rd, Dover Plains, NY 12522

  Perched above the rolling hills of Millbrook Hunt Country with sweeping Catskill Mountain views, this idyllic retreat and exceptional equestrian estate spans 185 ultra-private acres. Once the beloved property of Margaret Carnegie, only child of Andrew Carnegie, the estate preserves a rich legacy of elegance and prestige. Originally built in 1865, it has been thoughtfully expanded to blend

  John Oliveira Douglas Elliman of Connecticut

  121 Butts Hollow Rd, Dover Plains, NY 12522

Showing Results 41 - 46, Page 2 of 2