Wassaic, NY Homes for Sale

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  $775,000

  • Land
  • 10.52 Acres
  • $73,669 per Acre

  332 Creek Rd, Pleasant Valley, NY 12569

  Stephen Tocco TOCCO GROUP LTD

  332 Creek Rd, Pleasant Valley, NY 12569
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  /28

  $779,000

  • 4 Beds
  • 2.5 Baths
  • 2,434 Sq Ft

  989 Freedom Rd, Pleasant Valley, NY 12569

  TO BE BUILT: Introducing the wildly-popular Jefferson model, a colonial-style home in Arlington School District on almost 2 acres! Highlights of this 4 BR 2.5 bath include: 9' first floor ceilings, an expansive open concept kitchen, breakfast area and family room with a fireplace, home office, master bedroom suite with tray ceiling, second floor laundry and 2 car garage. Generous-sized bedrooms,

  John Gabriel Jr KW MidHudson

  989 Freedom Rd, Pleasant Valley, NY 12569
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  /39

  $1,895,000

  • 4 Beds
  • 3 Baths
  • 3,488 Sq Ft

  425 Camby Rd, Verbank, NY 12585

  When beauty, history, tradition, and ease intersect in one lovely home, it’s 425 Camby Road. Located minutes to the Village of Millbrook on 20 private acres including two barns, two ponds, manicured and landscaped lawns, sweeping meadows, and walking paths. Classic New England charm dates back to the mid-1800s with 21st century updates, this center hall colonial conveys the warmth of generations

  Candy Anderson Compass Greater NY, LLC

  425 Camby Rd, Verbank, NY 12585
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  /39

  $499,000

  • 2 Beds
  • 2 Baths
  • 1,598 Sq Ft

  121 Stanford Rd, Millbrook, NY 12545

  Here is a rare opportunity to acquire a slice of Millbrook history. The original Millbrook Toll House Circa 1890, built alongside the Wappingers Creek at the Arch Bridge is a true gem. The Toll House has been lovingly restored, preserved, and maintained, with an utmost respect for its grace, integrity and historical significance. Exposed beams/hardwood pristine, whimsical nooks and crannies

  Terese Mondello MONDELLO UPSTATE PROPERTIES LLC

  121 Stanford Rd, Millbrook, NY 12545
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  /29

  $415,000

  • 3 Beds
  • 1.5 Baths
  • 1,132 Sq Ft

  182 Downing Rd, Pleasant Valley, NY 12569

  Commuter's Dream Ranch with West-Facing Views & WorkshopLocation, Privacy, and Convenience! Beautiful Ranch situated on a private 2.6-acre lot in Pleasant Valley. This home offers the ultimate balance: incredibly close to the Taconic State Parkway for an easy commute, yet tucked away in a quiet area that feels far removed from the hustle. Key Features Include:Outdoor Living: Hear the

  Christine Hamilton Keller Williams Realty Partner

  182 Downing Rd, Pleasant Valley, NY 12569
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  /40

  $675,000

  • 4 Beds
  • 3.5 Baths
  • 3,041 Sq Ft

  343 North Ave, Pleasant Valley, NY 12569

  Set far back from the road on 4.63 beautifully manicured acres and surrounded by protected land that will not be built on, this exceptional 3,041 SqFt front porch Colonial offers a rare combination of privacy, tranquility, and long-term peace of mind. A picturesque gently curving 650-foot driveway leads you through a serene, park-like setting, creating a true estate feel and a daily escape from

  John Durso Keller Williams Realty Partner

  343 North Ave, Pleasant Valley, NY 12569
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  /25

  $750,000

  • 2 Beds
  • 2 Baths
  • 1,540 Sq Ft

  1 Johnson Ln, Millbrook, NY 12545

  Originally built as the gatehouse to the Standish estate, this charming vernacular cottage dates to 1895 and is defined by its gabled roofline and storybook proportions. Set on a two acre parcel tucked among neighboring estates, the property is enveloped by old-growth trees, established gardens, and open meadow. Just minutes from the village of Millbrook, the home feels wonderfully private --

  Annabel Taylor Four Seasons Sotheby's Int.

  1 Johnson Ln, Millbrook, NY 12545
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  /43

  $2,600,000

  • 3 Beds
  • 6 Baths
  • 2,614 Sq Ft

  188 Nine Partners Ln, Millbrook, NY 12545

  This 1800’s Millbrook farmhouse has been totally renovated to today’s buyers wishes and needs featuring an open floor plan for the kitchen and dining area with three sets of French doors opening to a porch and the new outdoor kitchen pavilion and pool house equipped with kitchen facilities and powder room. A light filled three season sunporch with fireplace offers views of the meadow. The formal

  ANN WILKINSON Compass Greater NY, LLC

  188 Nine Partners Ln, Millbrook, NY 12545
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  /50

  $829,900

  • 6 Beds
  • 4 Baths

  949 Freedom Rd, Pleasant Valley, NY 12569

  Step into a storybook setting with this extraordinary one-of-a-kind property! Featuring TWO homes on 2 picturesque acres: a circa 1900 farmhouse (4 beds/3 full baths - 2,674 sq. ft.) originally built from Sears Roebuck and Co. kit plans and with materials that were delivered by train, AND a second home (2 beds/1bath - 1,080 sq. ft.) ideal for multi-generational living, rental income or guest

  Jennifer Amicucci

  949 Freedom Rd, Pleasant Valley, NY 12569
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  /43

  $1,275,000

  • 3 Beds
  • 2.5 Baths
  • 2,820 Sq Ft

  101 Drake Rd, Pleasant Valley, NY 12569

  Tucked behind a quiet country approach, two meticulously restored 19th-century barns have been reimagined into a refined luxury residence and companion pool house that feel timeless in character and elevated in execution. Inside the main residence, soaring vaulted ceilings, original hand-hewn beams, and wide-plank floors establish a sense of warmth and permanence, while expansive walls of glass

  Jake Garay Serhant LLC

  101 Drake Rd, Pleasant Valley, NY 12569
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  $1,395,000

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

  3311 Franklin Ave, Millbrook, NY 12545

  A Rare Village Gem in the Heart of Millbrook Don’t miss this exceptional opportunity to own a beautifully maintained and thoughtfully updated home on a spacious 0.21-acre lot in the heart of the charming Village of Millbrook. Perfectly positioned just steps from shops, restaurants, and local galleries, this 2,132+ sq. ft. residence blends historic character with modern comfort. Originally built

  Ann Stettner Neil Charles Real Estate, LLC

  3311 Franklin Ave, Millbrook, NY 12545
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  /4

  $179,900

  • Land
  • 5.04 Acres
  • $35,694 per Acre

  0 Creek Rd Unit KEY981346, Pleasant Valley, NY 12569

  Build your dream home on this beautiful 5-acre Board of Health approved parcel in Pleasant Valley, where privacy, natural beauty, and opportunity come together. This exceptional property offers a rare chance to create a custom home or private retreat in a peaceful Hudson Valley setting.Surrounded by mature trees and scenic countryside, the land provides the perfect backdrop for your vision.

  Robert Villone RE/MAX Classic Realty

  0 Creek Rd Unit KEY981346, Pleasant Valley, NY 12569
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  /2

  $325,000

  • Land
  • 10.98 Acres
  • $29,599 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 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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  $625,000

  • 4 Beds
  • 2.5 Baths
  • 2,464 Sq Ft

  291 Clinton Corners Rd, Clinton Corners, NY 12514

  Located in scenic Dutchess County, this lovely 2.9 acres is the setting for this 2400+ square foot home that offers attractive living spaces and wonderful natural light. The comfortable interior boasts a spacious eat-in kitchen, a dining room, a family room, a living room, four bedrooms, and two and a half bathrooms.  Twin double windows throughout offer great natural light, the

  Susan Whalen George T Whalen Real Estate

  291 Clinton Corners Rd, Clinton Corners, NY 12514
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  /49

  $2,999,999

  • 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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  $1,250,000

  • 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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  $695,000

  • 3 Beds
  • 1.5 Baths
  • 1,308 Sq Ft

  30 Wilcox Rd, Verbank, NY 12585

  Welcome to Wilcox Cottage, a saltbox farmhouse with roots dating to circa 1830, set on just over a half acre along a no-outlet road in Dutchess County. Surrounded on all sides by 100+ acres of protected land and elevated above a historic Christmas tree farm and a shimmering lake, the property offers genuine seclusion in a setting of deep, quiet beauty. Tall trees stand throughout the grounds,

  Anthony D'Argenzio Houlihan Lawrence Inc.

  30 Wilcox Rd, Verbank, NY 12585
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  $1,150,000

  • 4 Beds
  • 3 Baths
  • 4,300 Sq Ft

  129 Clinton Corners Rd, Salt Point, NY 12578

  Set behind a sweeping driveway canopied by pear trees in bloom, this extraordinary post-and-beam contemporary is a study in what privacy truly looks like — 18.5 acres of curated landscape, forest trails, and open sky, ten minutes from the Taconic State Parkway. The architecture announces itself immediately: soaring 25-foot cathedral ceilings, a commanding central stone fireplace, and grand

  Ryan Arket Compass Greater NY, LLC

  129 Clinton Corners Rd, Salt Point, NY 12578
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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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  $625,000

  • 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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  /27

  $10,995,000

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

  121-125 Butts Hollow Rd, Millbrook, NY 12545

  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

  121-125 Butts Hollow Rd, Millbrook, NY 12545

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