Homes for Sale near Dutchess Day School

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  /32

  $1,625,000

  Open Sun 2:30PM - 4:30PM

  • 3 Beds
  • 2 Baths
  • 3,035 Sq Ft

  46 Hoxie Rd, Millbrook, NY 12545

  Calling all dreamers, this unique, architect-designed contemporary residence is set on 25 private, wooded acres in Millbrook, New York. Located on a pastoral country road, and neighboring one of Millbrook's grand estate properties, this offering combines exceptional architectural integrity, quality construction, and future development potential. The light-filled home is defined by soaring 30-foot

  E. ELIZABETH PETERS Corcoran Country Living

  46 Hoxie Rd, Millbrook, NY 12545
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  /39

  $599,900

  Open Sun 1PM - 3PM $49K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 2,576 Sq Ft

  6 Route 343, Millbrook, NY 12545

  Welcome to this warm and inviting 3-bedroom, 1.5-bath home nestled in the heart of Dutchess County, just minutes from the Village of Millbrook and the Taconic State Parkway. From the moment you step into the entry foyer, you'll feel the character and comfort this home has to offer.The sun-filled living room impresses with a beamed ceiling and wood-burning fireplace — the perfect gathering

  Rebecca Marino Corcoran Country Living

  6 Route 343, Millbrook, NY 12545
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  /36

  $729,000

  • 3 Beds
  • 2 Baths
  • 2,556 Sq Ft

  580 Oak Summit Rd, Millbrook, NY 12545

  Charming country Cape Cod style home located minutes from the Village of Millbrook. This home offers an open floor plan with wood flooring, custom built kitchen cabinets, granite countertops, and stainless steel appliances. Dining room has slider to deck. Primary bedroom on first floor with full bath, including washer & dryer. Two large bedrooms are located on the second floor with a second full

  George Whalen III George T Whalen Real Estate

  580 Oak Summit Rd, Millbrook, NY 12545
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  $1,395,000

  $105K PRICE DROP

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

  3311 Franklin Ave, Millbrook, NY 12545

  Don't miss this exceptional opportunity to own a beautifully maintained and thoughtfully updated home on 0.21 acres in the heart of the charming Village of Millbrook. Just steps from boutique shops, restaurants, galleries, and everyday conveniences, this gracious residence offers over 2,132 square feet of living space, seamlessly blending historic character with modern amenities. Originally built

  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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  $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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  /36

  $374,900

  • 3 Beds
  • 2 Baths
  • 4,072 Sq Ft

  646 Oak Summit Rd, Millbrook, NY 12545

  Discover a unique and rare opportunity in this sprawling ranch-style 2-family home with generous space, flexible layout, and charming character— ready for your renovations and visions. Set on a picturesque 1.7-acre corner lot with an expansive yard, gazebo, shed, mature landscaping, the potential of this home welcomes a serene Hudson Valley lifestyle.The upper unit features over 2,000 sq. ft.

  LISA WOHLMUTH KW MidHudson

  646 Oak Summit Rd, 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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  /50

  $2,799,999

  $950K PRICE DROP

  • 3 Beds
  • 5 Baths
  • 4,134 Sq Ft

  97 Valley Farm Rd, Millbrook, NY 12545

  New, never lived in, move in ready, almost 20 acres, just outside the Village of Millbrook, stunning, fully remodeled total renovation (both inside and out), country property with the most gorgeous sweeping Catskill Mountain Views. No expense was spared. Pure luxury inside and out. Inside: All brand new: windows, doors, heating & cooling system, plumbing and electrical, water purification system,

  Susan Whalen George T Whalen Real Estate

  97 Valley Farm Rd, Millbrook, NY 12545
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  $720,000

  Open Sun 12PM - 2PM

  • 2 Beds
  • 3 Baths
  • 1,986 Sq Ft

  3881 Route 44, Millbrook, NY 12545

  This cozy shingle style cottage is set on top of a daffodil freckled hill in the middle of the Millbrook hunt country. It has been remodeled giving it a more modern feel, increased light and views of hills, valley and farms. All the windows on the first floor have been replaced as has the roof, furnace, water heater and UV system. The terrace has been re-pointed and and an enclosed garden with

  CATHERINE HOWARD Corcoran Country Living

  3881 Route 44, Millbrook, NY 12545
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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
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  /35

  $599,000

  $26K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,480 Sq Ft

  50 Horseshoe Rd, Millbrook, NY 12545

  Welcome to this Contemporary Raised Ranch set on 1.52 acres in the Millbrook area, just minutes to the Village. Offering 2,480 finished square feet, the home has been thoughtfully updated to combine modern finishes with a practical, well-designed layout that flows with ease. The main level features a bright, inviting living area enhanced by a fresh coat of paint throughout, an updated kitchen

  STEVEN WROBEL JR. Serhant LLC

  50 Horseshoe Rd, Millbrook, NY 12545
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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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  /23

  $99,999

  • 3 Beds
  • 2 Baths
  • 1,200 Sq Ft

  160 Holsapple Rd Unit 52, Dover Plains, NY 12522

  Spacious 3-Bed, 2-Bath Double-Wide on Premium Corner Lot in Dover Plains Welcome to this large and bright 3-bedroom, 2-full-bath double-wide home, beautifully situated on a meticulously landscaped corner lot. Offering a wonderful blend of private outdoor space and community perks, this property boasts a lush, thick green lawn and a fantastic rear covered deck that is absolutely perfect for

  Steven Collier BHHS Hudson Valley Properties

  160 Holsapple Rd Unit 52, Dover Plains, NY 12522

Showing Results 41 - 56, Page 2 of 2