Homes in ZIP Code 12529

• 

  $1,037,500

  Sold Apr 28, 2026

  9715 State Route 22, Hillsdale, NY 12529

  • 5 Beds
  • 2.5 Baths
  • 3,350 Sq Ft
  • Built 1788

  Last Sold Summary

  • 6% Below List Price
  • $310/SF
  • 139 Days On Market

  Current Estimated Value $1,061,740

  Last Listing Agent Annabel Taylor Four Seasons Sothebys Intl

  9715 State Route 22, Hillsdale, NY 12529
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  /3

  Not Listed For Sale

  10695 Ny-22, Hillsdale, NY 12529

  10695 Ny-22, Hillsdale, NY 12529

  Last Sold Summary

  • 39 Days On Market

  Last Listing Agent Scott Varley KW Platform
• 

  

  

  /11

  $285,000

  $34K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 728 Sq Ft

  15 Melvin Rd, Craryville, NY 12521

  Move right into this 1960 Copake Lake cottage with deeded lake rights! On a quiet road just a five minute walk to the lake is your quaint oasis lovingly restored in 2023. Upgrades include a new open concept kitchen, living and dining area. Bathroom completely remodeled with walk-in shower. Upgraded mechanicals include furnace, oil tank, hot water heater, well pump and plumbing. The backyard

  John Peterson THE TRUSS GROUP LLC

  15 Melvin Rd, Craryville, NY 12521
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  /47

  $825,000

  Sold Mar 27, 2026

  110 Meadow Ln, Hillsdale, NY 12529

  • 3 Beds
  • 2 Baths
  • 1,800 Sq Ft
  • Built 1979

  Last Sold Summary

  • 17% Below List Price
  • $458/SF
  • 176 Days On Market

  Current Estimated Value $851,816

  Last Listing Agent John Avenia Columbia County RE Specialist

  110 Meadow Ln, Hillsdale, NY 12529
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  /32

  Not Listed For Sale

  2653 New York 23, Hillsdale, NY 12529

  • 3 Beds
  • 2 Baths
  • 1,500 Sq Ft
  • Built 1970

  2653 New York 23, Hillsdale, NY 12529

  Last Sold Summary

  • 27 Days On Market

  Last Listing Agent John Barbato Compass, Hillsdale
• 

  

  /25

  $890,000

  $105K PRICE DROP Pending

  • 2 Beds
  • 2 Baths
  • 2,060 Sq Ft

  17 Memory Ln, Hillsdale, NY 12529

  Lakefront living in one of the most peaceful and serene locations on Copake Lake. An expansive 75 feet of private waterfront with an existing dock, this charming home offers beautiful eastern views across the lake, where sunrises and tranquil water vistas become part of everyday life.The home's inviting open-concept layout has a spacious kitchen, dining, and living area. A first-floor primary

  John Barbato Compass, Hillsdale

  17 Memory Ln, Hillsdale, NY 12529
• 

  

  /39

  $608,000

  Sold Aug 12, 2026

  51 Sabeff Rd, Hillsdale, NY 12529

  • 3 Beds
  • 2 Baths
  • 1,753 Sq Ft
  • Built 1939

  Last Sold Summary

  • 6% Below List Price
  • $347/SF
  • 51 Days On Market

  Current Estimated Value $649,748

  Last Listing Agent John Avenia Columbia County RE Specialist

  51 Sabeff Rd, Hillsdale, NY 12529
• 

  

  /20

  Not Listed For Sale

  0 W End Rd, Hillsdale, NY 12529

  0 W End Rd, Hillsdale, NY 12529

  Last Sold Summary

  • 24 Days On Market

  Last Listing Agent Michael James Tellerday Houlihan Lawrence, Inc.
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  /54

  $1,100,000

  • 3 Beds
  • 4 Baths
  • 2,880 Sq Ft

  2666 New York 23, Hillsdale, NY 12529

  Unique investment opportunity in the hamlet of Hillsdale. This new-to-the-market commercial/residential property has been meticulously renovated by the current owner, a commercial builder, who over-engineered the project with high-end features throughout.The property consists of four distinct rental units:2666 Route 23, Main (Blue) Building- First-Floor Commercial Unit Right Side:

  Margaret Bower Avenia Columbia County RE Specialist

  2666 New York 23, Hillsdale, NY 12529
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  /2

  $1,250,000

  Sold Mar 09, 2026

  0 La Branche Rd Unit 248871, Hillsdale, NY 12529

  • Land
  • 203 Acres
  • $6,158 per Acre

  Last Sold Summary

  • 8 Days On Market

  Last Listing Agent Jen Harvey COMPASS MASSACHUSETTS , LLC GB

  0 La Branche Rd Unit 248871, Hillsdale, NY 12529
• 

  

  /15

  Est $274,394

  Not Listed For Sale

  38 Robin Rd, Craryville, NY 12521

  • 2 Beds
  • 1 Bath
  • 864 Sq Ft
  • Built 1945

  38 Robin Rd, Craryville, NY 12521

  Last Sold Summary

  • 96 Days On Market

  Last Listing Agent Dennis Wheeler, CBR, AHWD,SRES Berkshire Hathaway HomeService
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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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  /38

  $635,000

  Sold Oct 24, 2025

  47 Cherokee Dr, Hillsdale, NY 12529

  • 3 Beds
  • 1.5 Baths
  • 1,248 Sq Ft
  • Built 1973

  Last Sold Summary

  • 2% Below List Price
  • $509/SF
  • 98 Days On Market

  Current Estimated Value $656,810

  Last Listing Agent Arlena Armstrong Anatole House LLC

  47 Cherokee Dr, Hillsdale, NY 12529
• 

  

  /17

  Est $422,748

  Not Listed For Sale

  2951 State Route 23, Hillsdale, NY 12529

  • 2 Beds
  • 1.5 Baths
  • 1,111 Sq Ft
  • Built 1930

  2951 State Route 23, Hillsdale, NY 12529

  Last Sold Summary

  • 62 Days On Market

  Last Listing Agent Lindsay Lebrecht Copake Lake Realty Corp.
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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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  /28

  $474,900

  Sold Sep 22, 2026

  41 Cold Water St, Hillsdale, NY 12529

  • 3 Beds
  • 1.5 Baths
  • 1,912 Sq Ft
  • Built 1925

  Last Sold Summary

  • $248/SF
  • 21 Days On Market

  Current Estimated Value $471,844

  Last Listing Agent Ramona Bellamy Copake Lake Realty Corp.

  41 Cold Water St, Hillsdale, NY 12529
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  /3

  Not Listed For Sale

  0 Anthony St, Copake, NY 12529

  0 Anthony St, Copake, NY 12529

  Last Sold Summary

  • 33 Days On Market

  Last Listing Agent Karen Davala Davala Real Estate LLC
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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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  /2

  Not Listed For Sale

  361 Craryville Rd, Hillsdale, NY 12529

  • 3 Beds
  • 2 Baths
  • 2,024 Sq Ft
  • Built 1900

  361 Craryville Rd, Hillsdale, NY 12529

  Last Sold Summary

  • 375 Days On Market

  Last Listing Agent Andrew Gates Houlihan Lawrence, Inc.
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  /36

  $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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  /15

  Not Listed For Sale

  0 Knox Ln, Austerlitz, NY 12529

  0 Knox Ln, Austerlitz, NY 12529

  Last Sold Summary

  • 149 Days On Market

  Last Listing Agent Jeffrey McKinney Beach & Bartolo Realtors
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  /28

  $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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  /26

  Est $357,901

  Not Listed For Sale

  431 SW Colony Rd, Hillsdale, NY 12529

  • 3 Beds
  • 1 Bath
  • 1,200 Sq Ft
  • Built 1952

  431 SW Colony Rd, Hillsdale, NY 12529

  Last Sold Summary

  • 79 Days On Market

  Last Listing Agent John Barbato Compass, Hillsdale
• 

  

  /17

  $399,000

  $150K PRICE DROP Under Contract

  • 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

  Jeffrey McKinney Beach & Bartolo Realtors

  50 - 61 Dugway Rd, Hillsdale, NY 12529
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  /25

  Not Listed For Sale

  184 Overlook Dr, Hillsdale, NY 12529

  • 4 Beds
  • 2 Baths
  • 2,126 Sq Ft
  • Built 1910

  184 Overlook Dr, Hillsdale, NY 12529

  Last Sold Summary

  • 73 Days On Market

  Last Listing Agent Jason Loeb Four Seasons Sotheby's Int.
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  /44

  $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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  /36

  Not Listed For Sale

  208 Cambridge Rd, Hillsdale, NY 12529

  • 3 Beds
  • 3.5 Baths
  • 2,384 Sq Ft
  • Built 1981

  208 Cambridge Rd, Hillsdale, NY 12529

  Last Sold Summary

  • 56 Days On Market

  Last Listing Agent Gerard Meenagh The Meenagh Group Realty
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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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  Not Listed For Sale

  0 Route 71 Unit 170123471, Unknown Ny City, NY 12529

  0 Route 71 Unit 170123471, Unknown Ny City, NY 12529

  Last Sold Summary

  • 1,581 Days On Market

  Last Listing Agent Bob Giumarro Giumarro Real Estate
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  /26

  $1,195,000

  Pending

  • 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 Int'l

  523 Breezy Hill Rd, Hillsdale, NY 12529
• 

  

  /23

  Est $786,467

  Not Listed For Sale

  161 White Hill Rd, Hillsdale, NY 12529

  • 2 Beds
  • 1 Bath
  • 1,310 Sq Ft
  • Built 1996

  161 White Hill Rd, Hillsdale, NY 12529

  Last Sold Summary

  • 69 Days On Market

  Last Listing Agent Victor Franco Jr Weichert Realtors Northeast Gp
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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

  Not Listed For Sale

  0 Connelly - Off Unit 137624, Copake, NY 12517

  0 Connelly - Off Unit 137624, Copake, NY 12517

  Last Sold Summary

  • 151 Days On Market

  Last Listing Agent Jennifer Capala William Pitt Sothebys Intn'l
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  /5

  $399,000

  • Land
  • 12.18 Acres
  • $32,759 per Acre

  3551 County Rd 7, Copake, NY 12516

  A true beauty! Discover the perfect setting for your dream home on this stunning 12.18-acre parcel featuring mostly open, sprawling fields and breathtaking distant countryside views. With ample space for a private estate, hobby farm, gardens, or recreational enjoyment, this picturesque property offers the ideal blend of rural tranquility and convenient access to area amenities.Enjoy a prime

  Theresa Westlake Copake Lake Realty Corp.

  3551 County Rd 7, Copake, NY 12516
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  /4

  Not Listed For Sale

  0 Mitchell St Unit 132496, Hillsdale, NY 12529

  0 Mitchell St Unit 132496, Hillsdale, NY 12529

  Last Sold Summary

  • 755 Days On Market

  Last Listing Agent Tracy Tassinari Past Member
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  /71

  $3,148,000

  New Construction $247K PRICE DROP Pending

  • 4 Beds
  • 4 Baths
  • 3,855 Sq Ft

  110 Mansfield Rd, Hillsdale, NY 12529

  Welcome to a newly built modern farmhouse estate set on 11.7 private acres in the heart of Hillsdale. Arriving via a sweeping driveway, rolling lawns unfold into cultivated fields and far-reaching pastoral and mountain views in every direction.Designed for indoor-outdoor living, this 4-bedroom, 4-bath residence blends modern architecture with the warmth and ease of Hudson Valley living.

  Peter Yates Four Seasons Sotheby's Int.

  110 Mansfield Rd, Hillsdale, NY 12529
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  /9

  Not Listed For Sale

  Unlisted Address

  • 4 Beds
  • Built 1970

  Unlisted Address

  Last Sold Summary

  • 148 Days On Market

  Last Listing Agent Jen Harvey COMPASS MASSACHUSETTS , LLC GB
• 

  

  /48

  $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
• 

  /2

  Est $817,595

  Not Listed For Sale

  14 Holm Rd, Hillsdale, NY 12529

  • 3 Beds
  • 3 Baths
  • 2,500 Sq Ft
  • Built 2009

  14 Holm 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

Showing Results 161 - 200, Page 5 of 18