Holmes, NY Homes for Sale

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  $582,000

  Open Sun 12PM - 1PM

  • 3 Beds
  • 2 Baths
  • 1,824 Sq Ft

  176 Downing Rd, Pleasant Valley, NY 12569

  The Ultimate Hudson Valley Retreat: Private Living Meets an Enthusiast’s DreamEscape to your own private, tree-lined sanctuary in Pleasant Valley. Tucked away in the highly desirable Arlington School District, this custom-built, 1.7-story residence offers the perfect blend of country living, efficiency, and unmatched mechanical utility. From the moment you arrive, the towering trees and

  Christine Hamilton Keller Williams Realty Partner

  176 Downing Rd, Pleasant Valley, NY 12569
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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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  $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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  /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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  /11

  $799,000

  $301K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,426 Sq Ft

  477 Canoe Hill Rd, Millbrook, NY 12545

  Early Country Cottage on 5 acres on a quiet country road in Millbrook, 5 minutes from the village. An excellent fishing stream borders the property. 3 bedrooms, 2 ½ bathrooms. Wood burning fireplaces in kitchen, living room and dining room. Barns. Property offered "As Is"

  HEATHER CRONER William Pitt Sothebys Int Rlty

  477 Canoe Hill Rd, 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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  $1,395,000

  $105K PRICE DROP

  • 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 0.21-acres 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. A unique feature of the property

  Ann Stettner Neil Charles Real Estate, LLC

  3311 Franklin Ave, Millbrook, NY 12545
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  $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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  $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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  $574,900

  Coming Soon

  • 4 Beds
  • 2.5 Baths
  • 2,284 Sq Ft

  316 Forest Valley Rd, Pleasant Valley, NY 12569

  Welcome to this beautifully maintained Colonial, proudly offered by its original owner and set on 1.43 private acres with an exceptional backyard retreat in the Valley Dale area. Combining timeless charm with thoughtful updates, this 4-bedroom, 2.5-bath home is designed for comfortable everyday living and effortless entertaining. The inviting living room features hardwood floors and a classic

  Bonnie Massa BHHS Hudson Valley Properties

  316 Forest Valley Rd, Pleasant Valley, NY 12569
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  $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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  $750,000

  Open Sat 12PM - 2PM

  • 3 Beds
  • 1.5 Baths
  • 1,895 Sq Ft

  5 Valley Farm Rd, Millbrook, NY 12545

  Charming and timeless, this beautifully restored 3-bedroom Farmhouse Colonial in the heart of the Village of Millbrook is the kind of home that instantly captures your heart. From the moment you arrive, the inviting rocking chair front porch with its elegant copper roof sets the tone for the warmth and character found throughout. Inside, every detail has been thoughtfully curated, blending modern

  Justin LaFalce KW MidHudson

  5 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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  /50

  $800,000

  • 7 Beds
  • 6 Baths
  • 10,622 Sq Ft

  2327 Salt Point Turnpike, Clinton Corners, NY 12514

  Welcome home to this incredible property in Clinton Corners, located within the Millbrook School District. This stunning farmhouse, dating back to the 1820s, features seven spacious bedrooms and four full bathrooms, offering almost 6000 square feet of well-maintained living space. The home includes three separate electrical meters, making it ideal for extended family or potential rental

  Kaye Saglibene

  2327 Salt Point Turnpike, Clinton Corners, NY 12514
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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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  /37

  $795,000

  • 4 Beds
  • 2.5 Baths
  • 3,019 Sq Ft

  41 Meddaugh Rd, Pleasant Valley, NY 12569

  41 Meddaugh Road is sited on 1.84 acres set back from the road and has been extensively renovated through a comprehensive ground-up transformation. Nearly all major systems, structural components, and finishes were replaced or upgraded during this full gut renovation, where everything from the studs inward was redone and the home’s exterior systems were completely updated, resulting in a move-in

  Kyle Irwin Corcoran Country Living

  41 Meddaugh Rd, Pleasant Valley, NY 12569
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  $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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  $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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  /30

  $375,000

  • 3 Beds
  • 2 Baths
  • 2,232 Sq Ft

  1666 Main St, Pleasant Valley, NY 12569

  Welcome to 1666 Main Street, a beautifully renovated classic early-1900s home in the heart of Pleasant Valley. This move-in ready property offers 3–4 bedrooms, 2 full baths, and over 2,000 square feet of living space on a low-maintenance .20-acre lot in the Arlington School District with low taxes. Inside, you’ll find refinished 100+ year-old Maple and Douglas Fir hardwood floors, upgraded

  Kiyoshi Henson RE/MAX Town & Country

  1666 Main St, Pleasant Valley, NY 12569
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  /30

  $899,000

  New Construction $4K PRICE INCREASE

  • 4 Beds
  • 2.5 Baths
  • 3,011 Sq Ft

  991 Freedom Rd, Pleasant Valley, NY 12569

  TO BE BUILT – The Ellington Model Colonial on Over 3 Acres!This stunning 4-bedroom, 2.5-bath colonial offers the perfect blend of elegance and functionality. Highlights include a charming covered front porch, a dramatic two-story entry foyer and second-floor catwalk. The thoughtfully designed main level features a formal living room and dining room flanking the foyer. The spacious two-story

  John Gabriel Jr KW MidHudson

  991 Freedom Rd, Pleasant Valley, NY 12569

Showing Results 41 - 64, Page 2 of 2