Holmes, NY Homes for Sale with Acreage

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  $3,675,000

  • 4 Beds
  • 7 Baths
  • 6,412 Sq Ft

  165 Drake Rd, Pleasant Valley, NY 12569

  Welcome to Timber Lake Farm, a stunning property in the heart of Dutchess County horse country. This Adirondack-style estate offers a harmonious blend of rustic elegance and modern luxury, set on 33.26-acre lot with a pristine 9-acre pond that flows over a waterfall at one end. The bespoke stone and wood home boasts 6,412 square feet of living space sited at the highest elevation point on the

  Kyle Irwin Corcoran Country Living

  165 Drake Rd, Pleasant Valley, NY 12569
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  /19

  $519,999

  • 5 Beds
  • 4 Baths

  185 Creek Rd, Pleasant Valley, NY 12569

  Welcome to your own private retreat! This two-family home offers a peaceful, park-like setting with a creek right in your backyard—perfect for fishing or simply unwinding by the water. The home is set back from the road, offering privacy and serenity, with stairs leading down to the creek and multiple decks for relaxing or entertaining.Inside, you'll find an open floor plan that features

  Anthony Melella Vision Alliance Realty Inc.

  185 Creek Rd, Pleasant Valley, NY 12569
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  $1,275,000

  • 5 Beds
  • 3.5 Baths
  • 5,370 Sq Ft

  11 Ridgeview Ln, Pleasant Valley, NY 12569

  Welcome to 11 Ridgeview. Nestled on over 7 private acres in a quiet cul-de-sac, this stunning 5-bedroom, 3.5-bathroom LaGrange home offers elegance, space, and exceptional craftsmanship. A long, gated driveway leads to this custom-built brick estate featuring a grand curved staircase, vaulted ceilings, and gleaming hardwood floors with intricate inlays. The entrance and kitchen area showcase

  Howard Payson RE/MAX Town & Country

  11 Ridgeview Ln, Pleasant Valley, NY 12569
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  $1,199,000

  • 4 Beds
  • 4.5 Baths
  • 6,085 Sq Ft

  37 Patricia Dr, Pleasant Valley, NY 12569

  Welcome to this stunning contemporary masterpiece, featuring a resort-style indoor pool and exquisitely designed spaces to suit every lifestyle. Offering over 6,000 square feet of beautifully finished living space, designed for those who appreciate modern style, open spaces, and effortless entertaining. Set on a private, tranquil property, yet just minutes from the vibrant Eastdale Village, this

  Jake Garay Serhant LLC

  37 Patricia Dr, Pleasant Valley, NY 12569
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  $1,195,000

  • 4 Beds
  • 3.5 Baths
  • 3,119 Sq Ft

  27 Gallagher Dr, Pleasant Valley, NY 12569

  Set amid the rolling hills of Pleasant Valley, The Gallagher offers a harmonious blend of financial opportunity and country tranquility, boasting nearly $200K in annual rental revenue. Designed for gatherings and getaways, this 5-BR, 3.5-BA home unfolds across an open, light-filled layout. The heart of the home is the expansive chef's kitchen - outfitted with dual convection ovens, a gas range

  Alexandria Mickle Houlihan Lawrence Inc.

  27 Gallagher Dr, Pleasant Valley, NY 12569
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  /31

  $675,000

  • 3 Beds
  • 2.5 Baths
  • 2,140 Sq Ft

  52 Eleanor Dr, Salt Point, NY 12578

  Charming Colonial Home on Over 3 Acres. Nestled on a serene cul-de-sac, this beautiful Colonial-style home offers the perfect blend of comfort and modern updates. Boasting 3 spacious bedrooms and 2.5 bathrooms, including a primary suite with its own private bath, this home is designed for both relaxation and functionality. The kitchen has been tastefully renovated, making it a dream for home

  STEVEN WROBEL JR. Serhant LLC

  52 Eleanor Dr, Salt Point, NY 12578
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  /31

  $400,000

  • Land
  • 63 Acres
  • $6,362 per Acre

  0 Skidmore Rd Unit ONEH6331190, La Grange, NY 12569

  Beautiful 63 acre parcel located on quiet country road. Incredible Catskill Mountain views from center ridge of parcel, creating several attractive homesites. Loaded with impressive features such as an established pond site on the north west corner, meandering streams and stonewalls. Conducive to a multitude of uses and situated amongst large undeveloped parcels and neighboring farmland. Perfect

  Dan Axtmann BHHS Hudson Valley Properties

  0 Skidmore Rd Unit ONEH6331190, La Grange, NY 12569
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  $3,900,000

  • 6 Beds
  • 7.5 Baths
  • 7,460 Sq Ft

  259 Woodstock Rd, Millbrook, NY 12545

  Peace and tranquility await at this sprawling country retreat. A stream meanders through the 15.37 acre property forming two waterfalls and flows into a deep water pond creating a beautiful lush landscape viewed from many vantage points. This amazing and expansive 7,460 square foot home is comprised of three 18th century structures that were dismantled and brought together. At the center of the

  PAULA REDMOND Corcoran Country Living

  259 Woodstock Rd, Millbrook, NY 12545
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  /40

  $1,815,000

  380 Freedom Rd, Pleasant Valley, NY 12569

  PRICE REDUCED!! The sellers are also willing to negotiate terms for seller financing. This is your opportunity to own a slice of history and pastoral beauty in the heart of Pleasant Valley, NY. This 138.4-acre dairy farm combines fertile land with panoramic views and endless possibilities, making it an ideal investment for farming, recreation, or development. The land has not had any in organic

  Mitchell Serlin WHITETAIL PROPERTIES REAL ESTATE LLC (NY)

  380 Freedom Rd, Pleasant Valley, NY 12569
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  /31

  $65,000,000

  • 10 Beds
  • 8 Baths
  • 14,706 Sq Ft

  45 Hitchcock Ln, Millbrook, NY 12545

  The Hitchcock Estate is an exceptional property in size, location and history. The property has 2078 acres intact since the first owner assembled it from 5 area farms in 1889. Located in the heart of Millbrook, NY it has remained undeveloped, shrouded in mystique, the subject of curiosity and imagination providing now and then a glimpse into its elegant and storied past. Beginning as a summer

  HEATHER CRONER William Pitt Sothebys Int Rlty

  45 Hitchcock Ln, Millbrook, NY 12545
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  $79,000

  • Land
  • 1.18 Acres
  • $66,949 per Acre

  0 Creek Rd Unit ONEH6271048, Pleasant Valley, NY 12569

  Beautiful lot, almost 2 wooded acres, board of health approved, in town of Pleasant Valley. Close to village, TSP, 15 mins to Poughkeepsie and train station.

  Graziano Tassone Tassone Realty Corp.

  0 Creek Rd Unit ONEH6271048, Pleasant Valley, NY 12569
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  $169,000

  • Land
  • 2.05 Acres
  • $82,439 per Acre

  35 Patricia Dr, Pleasant Valley, NY 12569

  Discover the perfect setting for your future home on this scenic 2+ acre lot, nestled in a well-established and desirable neighborhood. Board of Health approval is already in place, making it easier to start your build. Bring your own builder, or contact us to explore custom home options tailored to your vision.

  Jake Garay Serhant LLC

  35 Patricia Dr, Pleasant Valley, NY 12569
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  $180,000

  • Land
  • 6 Acres
  • $31,414 per Acre

  0 Valley Farm Rd Unit KEY896424, Washington, NY 12545

  Wooded parcel tucked behind existing home, 121 Valley Farm Road. Properties to be sold together.

  THERESA GILL Legacy Land & Homes LLC

  0 Valley Farm Rd Unit KEY896424, Washington, NY 12545
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  $350,000

  • Land
  • 12 Acres
  • $29,167 per Acre

  0 Deer Pond Rd Unit KEY845542, 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 fill is required]. Create your own country estate. Make an inspection visit today!

  Robert D Ferris R. Ferris Real Estate, LLC

  0 Deer Pond Rd Unit KEY845542, Union Vale, NY 12585
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  $90,000

  • Land
  • 3.58 Acres
  • $25,140 per Acre

  235 Pine Hill Rd, Pleasant Valley, NY 12569

  THIS BEAUTIFUL PROPERTY IN PLEASANT VALLEY NEW YORK OFFERS THE PERFECT OPPORTUNITY TO OWN NEAR THE SCENIC HUDSON RIVER VALLEY. LOCATED CLOSE TO POUGHKEEPSIE, THIS LAND PROVIDES EASY ACCESS TO OUTDOOR ACTIVITIES. A CHARMING COMMUNITY WITH A RICH HISTORY AND FRIENDLY ATMOSPHERE OFFERING A SERENE LIFESTYLE WHILE BEING APPROXIMATELY 2 HOUR DRIVE TO NEW YORK CITY.

  ALISON NIXON eXp Realty

  235 Pine Hill Rd, Pleasant Valley, NY 12569

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