Holmes, NY Homes for Sale with Acreage

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  /19

  $354,900

  • 3 Beds
  • 1 Bath
  • 1,666 Sq Ft

  430 North Ave, Pleasant Valley, NY 12569

  Welcome to 430 North Ave in Pleasant Valley—a charming, well-maintained cape-style home set on 1.16 acres, offering comfortable living with room to make it your own.The main level features a spacious kitchen, bright living room with fireplace, and beautiful hardwood floors throughout much of the main living space. The home includes a primary bedroom and full bath on the main level, along with

  Michael Strutt BHHS Hudson Valley Properties

  430 North Ave, 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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  /30

  $12,995,000

  $1M PRICE INCREASE

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

  121-125 Butts Hollow Rd, Millbrook, NY 12545

  Perched above the bucolic rolling hills of Millbrook Hunt Country, framed by panoramic views sits an idyllic country retreat encompassing 185 ultra-private acres. Once the cherished estate of Margaret Carnegie, only child of Andrew Carnegie, a rich legacy of elegance and prestige is preserved and embraced throughout this iconic property. Originally constructed in 1865 has been thoughtfully

  Stacey Pinkas Douglas Elliman Real Estate

  121-125 Butts Hollow Rd, Millbrook, NY 12545
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  /39

  $649,000

  • 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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  /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

  $799,900

  $30K PRICE DROP

  • 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

  $1,195,000

  $180K PRICE DROP

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

  101 Drake Rd, Pleasant Valley, NY 12569

  Seller says to sell now!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,

  Jake Garay Serhant LLC

  101 Drake Rd, Pleasant Valley, NY 12569
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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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  /33

  $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 key to making the

  Susan Whalen George T Whalen Real Estate

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

  $2,999,999

  $750K 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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  /22

  $595,000

  • 3 Beds
  • 2.5 Baths
  • 2,344 Sq Ft

  185 Verbank Village Rd, Millbrook, NY 12545

  This lovingly maintained circa 1930 home blends timeless character with meaningful modern updates in one of the Hudson Valley’s most sought-after towns. Set just minutes from the charming Village of Millbrook, the property has the kind of warmth and easy livability that feels increasingly hard to find.Inside, original details like oak and cherry wood flooring, crown molding, and cozy

  Diana Polack Compass Greater NY, LLC

  185 Verbank Village Rd, Millbrook, NY 12545
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  /8

  $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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  /41

  $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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  /35

  $549,990

  • 4 Beds
  • 1.5 Baths
  • 2,424 Sq Ft

  53 Tyrrel Rd, Pleasant Valley, NY 12569

  Nestled at the top of a meandering driveway, this charming four bedroom ranch offers privacy, and scenic views in an ideal location. Situated on six serene acres within the desirable Arlington School District, this home combines comfort, space and solitude. Cherished by the same family for over 30 years, where countless memories were created hosting large joyful gatherings and small intimate

  Janet Myer Houlihan Lawrence Inc.

  53 Tyrrel Rd, Pleasant Valley, NY 12569
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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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