Homes for Sale near Dutchess Day School

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  /39

  $1,500,000

  • 4 Beds
  • 3.5 Baths
  • 3,034 Sq Ft

  3244 Sharon Turnpike, Millbrook, NY 12545

  The historic c. 1810 house at 3244 Sharon Turnpike has been a defining presence in Harts Village, the oldest part of Millbrook, for more than two centuries. Phillip Hart and his wife, Catherine, who lived in the yellow house next door, set aside a portion of their property for their eldest daughter and her soon-to-be husband, and Phillip Hart built this gracious center-hall home for them in 1810.

  Karen Volino Houlihan Lawrence Inc.

  3244 Sharon Turnpike, Millbrook, NY 12545
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  /25

  $650,000

  • 3 Beds
  • 1.5 Baths
  • 3,193 Sq Ft

  59-61 Valley Farm Rd, Millbrook, NY 12545

  Step back in time and bring your vision to this classic 1870s Colonial, featuring original details throughout, perfectly situated on a lovely one + acre lot on a quiet country road. Flanked by mature pines and Flowering Hibiscus. The property offers a serene setting while being conveniently located near the charming village of Millbrook, NY. A unique opportunity for those looking to restore a

  Sarah Sartorini-Yarmoluk William Pitt Sothebys Int Rlty

  59-61 Valley Farm Rd, Millbrook, NY 12545
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  /37

  $1,250,000

  $250K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 3,068 Sq Ft

  3311 Franklin Ave, Millbrook, NY 12545

  Don't miss this exceptional value in the heart of the Village of Millbrook: a beautifully maintained and thoughtfully updated 3-bedroom, 2-bath home (2,132 sq ft) complemented by a detached 1,750 sq ft two-car garage with an approximately 1,000 sq ft, 1-bedroom, 1-bath guest apartment above, currently generating rental income that pays for the taxes and maintenance for the entire

  Ann Stettner Neil Charles Real Estate, LLC

  3311 Franklin Ave, Millbrook, NY 12545
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  /2

  $325,000

  • Land
  • 12.8 Acres
  • $25,391 per Acre

  0 Deer Pond Rd Unit KEY958812, Union Vale, NY 12585

  Ideal 12+ acre home site, near the iconic Millbrook Village. This level fertile land features an existing pond and privacy being at the end of a cul-de-sac. This property is Board of Health approved for a four bedroom home (no filled required). Create your own country farm estate. Make an inspection visit today!

  Robert D Ferris R. Ferris Real Estate, LLC

  0 Deer Pond Rd Unit KEY958812, Union Vale, NY 12585
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  /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
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  /37

  $895,000

  Open Sun 1PM - 3PM

  • 3 Beds
  • 2 Baths
  • 1,868 Sq Ft

  3315 Franklin Ave, Millbrook, NY 12545

  Situated along Millbrook’s main avenue, this 1900s traditional home offers character and comfort, in an exceptional location. The first floor features a spacious kitchen, a light-filled living room with fireplace and an inviting dining room. A mudroom with laundry and a full bathroom completes this main level. Upstairs, you’ll find three bedrooms and a full bathroom. A walk-up attic and full

  Susan Whalen George T Whalen Real Estate

  3315 Franklin Ave, Millbrook, NY 12545
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  /16

  $899,000

  • Land
  • 49.36 Acres
  • $18,213 per Acre

  0 Mallory Rd Unit KEY1016545, Union Vale, NY 12585

  Nearly 50 acres of enchanted woodland in the heart of Clove Valley, just minutes from the Village of Millbrook and within the Millbrook Central School District. Meandering trails wind through mature forest, past centuries-old stone walls and a picturesque pond, opening to sweeping countryside and distant Catskill views. A place of extraordinary beauty and complete privacy, where every season

  DOMINIQUE SHUMINOV William Pitt Sothebys Int Rlty

  0 Mallory Rd Unit KEY1016545, Union Vale, NY 12585
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  Price To Be Determined

  New Construction

  • 4 Beds
  • 2.5 Baths
  • 3,217 Sq Ft

  Fairfield Plan at Hidden Glen, Millbrook, NY 12545

  Rieger Homes Inc. Builder

  26 Old Route 82 Millbrook Ny 12545 Usa St Unit 42280733, Millbrook, NY 12545
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  /20

  $1,895,000

  • 3 Beds
  • 4 Baths
  • 2,470 Sq Ft

  Tbd Cedar Berry Ln, Dover Plains, NY 12522

  Offered pre-construction, this is a rare opportunity to acquire a fully architect-designed residence while still shaping its interior, choosing finishes and details before the first wall is built.Designed by NYC-based architect Andre Gomez of Andre Architecture over three years, the house draws from the simple forms of historic structures; barns, small cabins, and the Native American

  Joseph Satto Compass Greater NY, LLC

  Tbd Cedar Berry Ln, Dover Plains, NY 12522
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  /21

  $220,000

  • 3 Beds
  • 2 Baths
  • 1,456 Sq Ft

  60 Celeste Dr, Dover Plains, NY 12522

  Welcome to Tally Ho, a desirable 55+ community in Dover Plains, where comfortable living meets convenience. This well-maintained 2021 28'x52' manufactured home offers a 1456 sq. ft. of spacious and inviting floor plan with plenty of room to relax and entertain.The large living room provides a welcoming gathering space, while the generously sized eat-in kitchen features stainless steel

  ROBERT TORRE VYLLA Home

  60 Celeste Dr, Dover Plains, NY 12522
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  /9

  $1,250,000

  New Construction

  • 4 Beds
  • 3.5 Baths
  • 3,196 Sq Ft

  43 Maple Hill Dr, Millbrook, NY 12545

  New home under construction featuring a primary bedroom on the first level, high-end finishes, and exceptional attention to detail throughout. A two-story foyer with arched entry welcomes you to the formal living room, dining room, and the seamlessly connected kitchen and family room. Beautiful white oak flooring spans the entire first level, and the thoughtfully designed layout provides the

  TINA TOWNSEND BHHS Hudson Valley Properties

  43 Maple Hill Dr, Millbrook, NY 12545
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  /46

  $1,495,000

  • 4 Beds
  • 3 Baths
  • 3,228 Sq Ft

  508 Woodstock Rd, Millbrook, NY 12545

  Set along a country road just beyond the Village of Millbrook, this cedar-sided traditional overlooks a serene, spring-fed pond and unfolds across 23 acres of rolling fields, mature trees, and thoughtfully kept grounds. The setting feels both expansive and private, with long views and a true sense of escape. The 3,200+ square foot home offers a spacious and flexible layout, with four bedrooms,

  Oliver Brown Houlihan Lawrence Inc.

  508 Woodstock Rd, Millbrook, NY 12545
• 

  Price To Be Determined

  New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,829 Sq Ft

  Mayfair Plan at Hidden Glen, Millbrook, NY 12545

  Rieger Homes Inc. Builder

  26 Old Route 82 Millbrook Ny 12545 Usa St Unit 42280672, Millbrook, NY 12545
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  /16

  $89,999

  • 4 Beds
  • 2 Baths
  • 1,884 Sq Ft

  70 May Lane Extension, Dover Plains, NY 12522

  House in need of full rehab. Cash only. Feet away from 10 Mile River in backyard.

  Joseph Lukic Compass Greater NY, LLC

  70 May Lane Extension, Dover Plains, NY 12522
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  /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
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  /14

  $5,000,000

  • Land
  • 332.3 Acres
  • $15,047 per Acre

  1297 New York 343, Dover Plains, NY 12522

  Nestled in the heart of the Town of Washington’s breathtaking countryside, this extraordinary 332+ acre property offers a rare opportunity to own an expansive and remarkably diverse landscape in the scenic Harlem Valley. A stunning blend of rolling hay fields, open pastures, mature hardwood forests, three peaceful ponds, and a meandering stream, the land unfolds with incredible natural beauty in

  Brian McGrath McGrath Realty Inc

  1297 New York 343, Dover Plains, NY 12522
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  /46

  $799,900

  • 3 Beds
  • 2.5 Baths
  • 2,595 Sq Ft

  137 Old Camby Rd, Verbank, NY 12585

  Privately set on a lovely country lane, this charming residence is the perfect retreat. The post and beam design fits well into its surroundings, nestled in the midst of 4.1 acres of nature and woodlands. Comfort abounds in this inviting home with a rustic feel, pleasantly designed with open, airy spaces. With nearly 2600 square feet, it boasts three bedrooms, including a spacious primary suite

  Susan Whalen George T Whalen Real Estate

  137 Old Camby Rd, Verbank, NY 12585
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  Price To Be Determined

  New Construction

  • 3 Beds
  • 2 Baths
  • 2,030 Sq Ft

  Rochester Plan at Hidden Glen, Millbrook, NY 12545

  Rieger Homes Inc. Builder

  26 Old Route 82 Millbrook Ny 12545 Usa St Unit 42280498, Millbrook, NY 12545
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  /34

  $799,000

  • 2 Beds
  • 1.5 Baths
  • 1,056 Sq Ft

  672 Tower Hill Rd, Millbrook, NY 12545

  Kinglet Cottage is set on ten acres in one of Millbrook's most sought after areas. This enchanting 19th century cedar shake cottage is surrounded by large estates and located on a scenic country road, offering a rare opportunity for privacy, tranquility and all that Millbrook has to offer. The two bedroom home retains its timeless character with beautiful hard wood floors, a convenient mudroom,

  Janet Myer Houlihan Lawrence Inc.

  672 Tower Hill Rd, Millbrook, NY 12545

Showing Results 41 - 59, Page 2 of 2