Hillsdale, NY Homes for Sale

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  /38

  $879,000

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

  310 Pine Ridge Ln, Hillsdale, NY 12529

  Located on a quiet country cul-de-sac in Hillsdale, this spacious three-bedroom home sits on 4.7 private acres. One of just three residences along the road, it enjoys an exceptionally peaceful setting, with open lawn, well-maintained woods, trails, and old stone walls.Inside, the living space provides generously proportioned rooms and abundant natural light. The living room centers around

  THEADORA VENGRIN Corcoran Country Living

  310 Pine Ridge Ln, Hillsdale, NY 12529
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  /55

  $1,525,000

  • 4 Beds
  • 4.5 Baths
  • 3,666 Sq Ft

  83 Schmeichel Rd, Hillsdale, NY 12529

  Custom contemporary home built in 1996 with thoughtful gathering spaces. Main floor has a vaulted ceiling living room with fireplace, open to dining and the eat-in-kitchen. Down a hall to the south end there is the primary suite, a powder room, laundry, the den with a vaulted ceiling and a woodstove and access to the garage. On the north side of the main living room is a large entry foyer, a

  Jennifer Harvey Compass Greater NY LLC

  83 Schmeichel Rd, Hillsdale, NY 12529
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  /13

  $1,080,000

  $5K PRICE INCREASE

  • Land
  • 72 Acres
  • $15,000 per Acre

  0 Yonderview Rd Unit ONEH6300032, Hillsdale, NY 12529

  Picturesque farmland located close to the Village of Hillsdale, only 1.8 to Catamount Ski Area, and 9.5 miles to Great Barrington. Extensive road frontage, totaling 3979 feet on Yonderview Road and Route 23. Barn complex. This parcel is zoned RU in the Town of Hillsdale. Property currently enjoys an agricultural exemption. Survey available. Inspect Now!

  Robert D Ferris R. Ferris Real Estate, LLC

  0 Yonderview Rd Unit ONEH6300032, Hillsdale, NY 12529
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  $729,900

  • 3 Beds
  • 2.5 Baths
  • 1,834 Sq Ft

  417 Overlook Dr, Hillsdale, NY 12529

  Discover Your Dream Cape-Style Home: A Serene Escape on 2.1 AcresNestled in a tranquil setting, this stunning Cape-style home offers the perfect blend of comfort and luxury, with 2.1 acres of nature at your doorstep. Imagine sipping your morning coffee on the spacious front porch while listening to the gentle rustle of leaves around you.Step inside to an inviting and dramatic

  Barbara Robinson Red Apple Realty Inc

  417 Overlook Dr, Hillsdale, NY 12529
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  $499,900

  • 2 Beds
  • 2 Baths
  • 1,362 Sq Ft

  9165 New York 22, Copake, NY 12516

  This one has character. Real bones, real charm, the kind of property you can't fake. Wood construction, green metal roof, mature pines creating actual privacy on your own acre.2020 renovation means the systems work: all-electric, mini splits, two bath. Two bedrooms, a potential third first floor primary or office set up, with a very flexible layout.First-time buyer who wants

  Daniel Mahar Mahar Real Estate, LLC

  9165 New York 22, Copake, NY 12516
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  $1,250,000

  $45K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 2,395 Sq Ft

  9960 New York 22, Hillsdale, NY 12529

  Step into a world of timeless charm and understated luxury with this impeccably restored 18th-century farmhouse, nestled on over 6 acres of landscaped lawns, flowering gardens, and river frontage along the trout-rich Roe-Jan Kill. The residence exudes warmth and authenticity, offering luminous interiors and inviting outdoor living spaces ideal for entertaining or quiet retreat.The grand

  Pamela King-Belfor Four Seasons Sotheby's Int.

  9960 New York 22, Hillsdale, NY 12529
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  /12

  $75,000

  $20K PRICE DROP

  • Land
  • 6.25 Acres
  • $12,000 per Acre

  0 Stone Ledge Rd, Hillsdale, NY 12529

  Quiet parcel with a small cabin and a shed. Shed with loft area and porch. Nestled on a dead end road in Hillsdale. Cleared paths with trails. Quiet location close to MA. Great value.

  Tracy Tassinari Gabel Real Estate

  0 Stone Ledge Rd, Hillsdale, NY 12529
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  /59

  $3,300,000

  • 4 Beds
  • 3 Baths
  • 5,760 Sq Ft

  124 Syre Ln, Hillsdale, NY 12529

  PRIVATE & QUIET ~ 124 Syre Lane, Hillsdale NY Federal Style Colonial home in Hillsdale, perched on the top of the mountain, pairing historical accuracy with state-of-the-art modern conveniences. This stately country home offers unparalleled, endless views in every direction of the valley and Catskill Mountains. Offering Immeasurable beauty, from every window and large back deck, perfect for

  Margaret Avenia COLUMBIA COUNTY REAL ESTATE SPECIALISTS LLC

  124 Syre Ln, Hillsdale, NY 12529
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  $3,600,000

  $250K PRICE DROP

  • 5 Beds
  • 5.5 Baths
  • 5,083 Sq Ft

  335 Dawson Rd, Hillsdale, NY 12529

  Presiding over 27 acres of rolling hills, meadows, and dramatic mountain views, Southview Farm is a fully reimagined country estate in the heart of Hillsdale farm country. Once part of a 300-acre dairy farm with a grand farmhouse on this site for over a century, the property has been expanded and rebuilt from the ground up to deliver modern luxury, efficiency, and comfort while honoring its

  Norah Burden Brown Harris Stevens HV LLC

  335 Dawson Rd, Hillsdale, NY 12529
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  /38

  $650,000

  New Construction $45K PRICE DROP

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

  30 Ridge Ln, Hillsdale, NY 12529

  Offering privacy, quality construction, and an ideal location. Set in the heart of the Roe-Jan region of the Hudson Valley and at the edge of the Berkshires, this home is tucked privately among mature trees on nearly eight acres while remaining close to the center of town.Recently constructed by one of the region's top builders, the residence was designed with both quality and longevity in

  John Barbato Compass, Hillsdale

  30 Ridge Ln, Hillsdale, NY 12529
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  /12

  $815,000

  $35K PRICE DROP

  • Land
  • 19.7 Acres
  • $41,371 per Acre

  2 Ridge Ln, Hillsdale, NY 12529

  Shangri - LaOff of Overlook Drive, on Ridge Lane a harmonious, breathtakingly beautiful 19 acre property with outstanding views over rolling pastures, distant hills and the Catskill Mountains; privacy and peace pervade. A dirt drive gently curves around a lovely pond and through the woods landing in a high clearing and perfect building site. BOHA approved. For an interested buyer, a

  Nicole Vidor Nicole Vidor Real Estate Inc.

  2 Ridge Ln, Hillsdale, NY 12529
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  /17

  $999,000

  $271K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 1,344 Sq Ft

  25 Nobletown Rd, Hillsdale, NY 12529

  Minutes to Great Barrington, this 300 acre wilderness provides waterfalls, Stream frontage, pond frontage and something for every outdoor enthusiast. Own your own mountain with trails throughout for hunting, hiking and camping. Build your dream house overlooking a stocked pond and classified trout stream while staying in the 3 bedroom 3 bath caretakers house. The possibilities are endless. Swim

  Andrew Gates HOULIHAN LAWRENCE, INC

  25 Nobletown Rd, Hillsdale, NY 12529
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  /31

  $349,900

  • 4 Beds
  • 2 Baths
  • 2,080 Sq Ft

  9161 Ny-22, Copake, NY 12516

  Just minutes from the center of Hillsdale, Roe Jan Park, and the Harlem Valley Rail Trail, this split-level ranch offers a convenient location with easy access to some of the area's most popular outdoor and community amenities. The 2,080-square-foot home features four bedrooms and two bathrooms, providing a practical layout with space for everyday living. A bright sunroom serves as a natural

  Paige Backhaus William Raveis Real Estate

  9161 Ny-22, Copake, NY 12516
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  /5

  $169,000

  • Land
  • 4.88 Acres
  • $34,631 per Acre

  0 Woodland Rd, Craryville, NY 12521

  Tucked away on a dead end less traveled country road. A pretty, lightly wooded lot offering privacy and a pond view. Bring your dream! A short distance from the Taconic Parkway and close by to Hudson and the Berkshires. Amtrak and Metro-North are a short distance as well.

  Theresa Westlake Copake Lake Realty Corp.

  0 Woodland Rd, Craryville, NY 12521

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