Hillsdale, NY Homes for Sale

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  /20

  $1,695,000

  • Land
  • 127 Acres
  • $13,346 per Acre

  0 Mitchell St Unit 249980, Hillsdale, NY 12529

  Mitchell St is one of the most picturesque roads in Hillsdale and this property has a beautiful gentleness to it. Comprising of three separate contiguous lots (35.2 acres, 43.1 acres and 48.8 acres per assessor); access comes in off the southern most lot (43.10) and meanders through the property by a pond site, open meadows, old fruit trees and views of the hills around. The middle lot takes you

  Tom Lynch COMPASS MASSACHUSETTS , LLC GB

  0 Mitchell St Unit 249980, Hillsdale, NY 12529
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  /17

  $399,000

  $150K PRICE DROP

  • Land
  • 83.22 Acres
  • $4,795 per Acre

  50 - 61 Dugway Rd, Hillsdale, NY 12529

  Located between the charming towns of Chatham, NY, and Great Barrington, MA, this 83 acre parcel offers you exceptional potential awaiting your vision, and ideal escape. Two adjoining proprieties come together to form this large property that is a unique blend of privacy and accessibility. Enjoy impressive road frontage on two roads that in total offer is over 33,000 feet of frontage ensuring

  Jeffrey McKinney Beach & Bartolo Realtors

  50 - 61 Dugway Rd, Hillsdale, NY 12529
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  /44

  $1,275,000

  $20K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 3,282 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

  $95,000

  • Land
  • 6.25 Acres
  • $15,200 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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  /26

  $1,195,000

  Open Sat 11AM - 2PM

  • 3 Beds
  • 2.5 Baths
  • 1,931 Sq Ft

  523 Breezy Hill Rd, Hillsdale, NY 12529

  Imagine never tiring of your own backyard. Nestled on one of the prettiest roads in Hillsdale, this beautiful single-level home is a front-row seat to rolling meadows, distant hills, and the quiet magic of the changing seasons. This sun-drenched, single-level home offers an effortless lifestyle framed by stunning, panoramic views. Inside, an expansive open floor plan invites the outside in. The

  Mimi Harson William Pitt Sotheby's

  523 Breezy Hill Rd, Hillsdale, NY 12529
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  /48

  $3,850,000

  • 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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  /31

  $890,000

  • 4 Beds
  • 3 Baths
  • 2,040 Sq Ft

  49 Knapp Hollow Ln, Hillsdale, NY 12529

  Sited on 5 beautifully landscaped acres on a very quiet, park-like setting off a private road, this well maintained and thoughtfully designed home overlooks a tranquil pond and offers the perfect country escape. Designed by architect Dennis Wedlick, to maximize space and ease of living, the home features 3-4 bedrooms, and 3 baths, of which one is a primary ensuite and another a separate guest

  marylou Kersten Copake Lake Realty Corp.

  49 Knapp Hollow Ln, Hillsdale, NY 12529
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  /12

  $850,000

  • Land
  • 19.7 Acres
  • $43,147 per Acre

  2 Ridge Ln, Hillsdale, NY 12529

  Shangri - La Off 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 stunning

  Nicole Vidor Nicole Vidor Real Estate Inc.

  2 Ridge Ln, Hillsdale, NY 12529
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  /50

  $2,675,000

  $625K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 3,641 Sq Ft

  88 Mac Brown Rd, Claverack-Red Mills, NY 12513

  Welcome to Wolverton Creative Compound, a storied 119-acre estate set within a hidden valley offering complete seclusion, integrated creative workspaces, and timeless beauty. The original 1830s farmhouse is tucked away at the end of a private lane in Claverack, NY, where the road terminates in a round gravel driveway anchored by the property's original stone well. Two large ponds grace the land,

  Anthony D'Argenzio Houlihan Lawrence, Inc

  88 Mac Brown Rd, Claverack-Red Mills, NY 12513
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  /8

  $375,000

  • Land
  • 90 Acres
  • $4,167 per Acre

  0 Harlemville Rd Unit 20254229, Hillsdale, NY 12529

  On a bucolic country by-way you will find this very private wooded hilltop parcel with Catskill Mountain views. Gorgeous mature timber and beautiful rocky outcrops dot this parcel. Access is via a brief right-of-way and along a pretty private lane. Note reduced taxes due to a power line easement to the rear of the property. Suitable for a single main residence.

  James Male HOUSE Hudson Valley Realty

  0 Harlemville Rd Unit 20254229, Hillsdale, NY 12529
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  /39

  $649,000

  • 3 Beds
  • 2 Baths
  • 1,753 Sq Ft

  51 Sabeff Rd, Hillsdale, NY 12529

  51 Sabeff Road is new to the market for the first time since the original owner, Sabcho Sabeff, sold it in 1981. It has been enjoyed as a family compound by the current owners since that time. Entering the property from Sabeff Road, a town maintained dead end road in the heart of Hillsdale, is like taking a step back in time. This spectacular parcel is a nice mix of flat lawn and slightly sloping

  John Avenia Columbia County RE Specialist

  51 Sabeff Rd, Hillsdale, NY 12529
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  /52

  $5,950,000

  $2M PRICE DROP

  • 5 Beds
  • 4.5 Baths
  • 6,438 Sq Ft

  890 Bald Mountain Rd, Austerlitz, NY 12017

  Welcome to Bald Mountain Estate, an extraordinary private compound spanning 85 breathtaking acres overlooking the Hudson Valley and the Berkshire Hills. This four-building, ultra-contemporary estate epitomizes modern country luxury, featuring floor-to-ceiling glass walls and a steel infrastructure that creates a distinctive blend of rusticelegance and architectural sophistication.The

  Lisa Bouchard Hoe The Kinderhook Group, Inc.

  890 Bald Mountain Rd, Austerlitz, NY 12017
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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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  /19

  $1,525,000

  $75K PRICE DROP

  • 3 Beds
  • 3.5 Baths
  • 2,108 Sq Ft

  181 Lockwood Rd, Craryville, NY 12521

  Set on a sprawling 6 acres, up a private driveway, off a quiet road, this sophisticated 2100 sq ft home ( 3 BR, 3.5 baths) was recently renovated for a turn key experience. Open floor plan on the first floor with natural light streaming through oversized windows. Vaulted ceilings. Chef's kitchen with island, quartz countertops, custom cabinetry, farmhouse sink, Bertozzoni stove, Miele dishwasher.

  Beth Cozzolino Gabel Real Estate

  181 Lockwood Rd, Craryville, NY 12521
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  /19

  $1,549,000

  • 3 Beds
  • 3.5 Baths
  • 2,108 Sq Ft

  181 Lockwood Rd, Craryville, NY 12521

  Set on a sprawling 6 acres, up a private driveway, off a quiet road, this sophisticated 2100 sq ft home ( 3 BR, 3.5 baths) was recently renovated for a turn key experience. Open floor plan on the first floor with natural light streaming through oversized windows. Vaulted ceilings. Chef's kitchen with island, quartz countertops, custom cabinetry, farmhouse sink, Bertozzoni stove, Miele dishwasher.

  Andrea Gabel Gabel Real Estate

  181 Lockwood Rd, Craryville, NY 12521

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