Homes in ZIP Code 12529

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  /58

  $686,000

  Sold Jul 30, 2026

  534 Collins St, Hillsdale, NY 12529

  • 2 Beds
  • 2.5 Baths
  • 2,060 Sq Ft
  • Built 1975

  Last Sold Summary

  • 10% Above List Price
  • $333/SF
  • 17 Days On Market

  Current Estimated Value $618,766

  Last Listing Agent John Barbato Compass, Hillsdale

  534 Collins St, Hillsdale, NY 12529
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• 

  

  

  /41

  Est $1,117,011

  Not Listed For Sale

  27 Maple St, Hillsdale, NY 12529

  • 4 Beds
  • 2.5 Baths
  • 2,538 Sq Ft
  • Built 1841

  27 Maple St, Hillsdale, NY 12529

  Last Sold Summary

  • 122 Days On Market

  Last Listing Agent Austin Urban Venture Fox Realty Group
• 

  

  

  /33

  $389,000

  Under Contract

  • 4 Beds
  • 1 Bath
  • 2,229 Sq Ft

  1953 County Road 11, Claverack, NY 12513

  Step into a home that feels like it has been quietly telling its story since the 1800's, where every beam and board carries the charm of a bygone era. This classic colonial residence preserves its original character with exposed beams stretching across the main floor and a layout that balances simplicity with purpose. The kitchen is modest yet functional, anchored by a traditional wood store that

  Karen Davala Davala Real Estate, LLC

  1953 County Road 11, Claverack, NY 12513
• 

  $850,000

  Sold Feb 24, 2026

  9254 New York 22, Hillsdale, NY 12529

  • 4 Beds
  • 3 Baths
  • 2,500 Sq Ft
  • Built 1980

  Last Sold Summary

  • 8% Above List Price
  • $340/SF
  • 16 Days On Market

  Last Listing Agent David Birch Barns and Farms Realty LLC

  9254 New York 22, Hillsdale, NY 12529
• 

  

  

  /68

  Est $2,930,375

  Not Listed For Sale

  149 Tory Hill Farm Rd, Hillsdale, NY 12529

  • 4 Beds
  • 2.5 Baths
  • 3,604 Sq Ft
  • Built 1986

  149 Tory Hill Farm Rd, Hillsdale, NY 12529

  Last Sold Summary

  • 39 Days On Market

  Last Listing Agent John Barbato Compass, Hillsdale
• 

  

  /13

  $325,000

  Under Contract

  • Land
  • 24.4 Acres
  • $13,320 per Acre

  120 Dugway Rd, Hillsdale, NY 12529

  If the home you dream of building includes a private setting, on a hill that's surrounded by nature, and valuable infrastructure already in place, then this is the land for you. The lot is 24.40 acres of beautiful, mostly wooded land with a cleared one-acre meadow BUILD SITE that is located high on the hill and far from the road. There's a roughed-in DRIVEWAY that starts at the road with a bridge

  Jeffrey McKinney Beach & Bartolo Realtors

  120 Dugway Rd, Hillsdale, NY 12529
• 

  

  /23

  $360,000

  Sold Aug 20, 2026

  16 Robin Rd, Craryville, NY 12521

  • 3 Beds
  • 1 Bath
  • 1,303 Sq Ft
  • Built 1955

  Last Sold Summary

  • 14% Below List Price
  • $276/SF
  • 95 Days On Market

  Last Listing Agent Blanche Mackey Copake Lake Realty Corp.

  16 Robin Rd, Craryville, NY 12521
• 

  /2

  Est $1,653,174

  Not Listed For Sale

  172 W End Rd, Hillsdale, NY 12529

  • 3 Beds
  • 3 Baths
  • 3,263 Sq Ft
  • Built 1900

  172 W End Rd, Hillsdale, NY 12529
• 

  

  /50

  $849,900

  $150K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,600 Sq Ft

  2955 State Route 23, Hillsdale, NY 12529

  Steeped in Hillsdale’s rich history, this extraordinary property began its life as one of the area’s original grist mills, situated in the area of Hillsdale once known as Murray’s Corner. Thoughtfully transformed over the years into a distinctive residence, it seamlessly blends historic character with the tranquility of a private country retreat.Set on 8.7 enchanting acres, the property

  Jason Walch Coldwell Banker Advisor Realty

  2955 State Route 23, Hillsdale, NY 12529
• 

  

  /4

  $81,000

  Sold Jan 27, 2026

  0 Rodman Rd, Hillsdale, NY 12529

  • Land
  • 4.4 Acres
  • $18,409 per Acre

  Last Sold Summary

  • 2% Above List Price
  • 14 Days On Market

  Last Listing Agent Theresa Westlake Copake Lake Realty Corp.

  0 Rodman Rd, Hillsdale, NY 12529
• 

  

  /11

  Est $488,954

  Not Listed For Sale

  40 Marsten Ln, Hillsdale, NY 12529

  • 4 Beds
  • 2 Baths
  • 1,900 Sq Ft
  • Built 1976

  40 Marsten Ln, Hillsdale, NY 12529

  Last Sold Summary

  • 28 Days On Market

  Last Listing Agent Peter Darrell Tri Hudson Realty, LLC
• 

  

  /40

  $799,000

  $180K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 1,293 Sq Ft

  44 SW Colony Rd, Hillsdale, NY 12529

  Set on the shores of Copake Lake, this charming waterfront home blends classic lake character with thoughtful modern updates. Offering three bedrooms and 1.5 baths, the home features a bright open kitchen, living, and dining area designed for easy lake living and entertaining. Recent renovations, including HVAC, septic system, and expansion to main floor, bring fresh style and comfort while

  Austin Urban Venture Fox Realty Group

  44 SW Colony Rd, Hillsdale, NY 12529
• 

  

  /4

  $199,999

  Sold Dec 31, 2025

  2605 New York 23, Hillsdale, NY 12529

  • 5 Beds
  • 3 Baths
  • 2,578 Sq Ft
  • Built 1890

  Last Sold Summary

  • $78/SF
  • 40 Days On Market

  Last Listing Agent Lindsay Lebrecht Copake Lake Realty Corp.

  2605 New York 23, Hillsdale, NY 12529
• 

  /2

  Est $932,861

  Not Listed For Sale

  137 Whippoorwill Rd, Hillsdale, NY 12529

  • 4 Beds
  • 3 Baths
  • 2,322 Sq Ft
  • Built 1910

  137 Whippoorwill Rd, Hillsdale, NY 12529
• 

  

  /57

  $1,400,000

  Under Contract

  • 3 Beds
  • 2.5 Baths
  • 2,262 Sq Ft

  81 High View Farm Rd, Copake Falls, NY 12517

  For 26 years, this property has been thoughtfully shaped by its owners. What was once undeveloped land is now a private country setting with mature trees, established gardens, and a spring-fed pond. Far reaching views down the Taconic range with spectacular sunsets looking at the Catskill mountains. Home to an artist and a prolific children's book author, the house is filled with artwork, much of

  Paige Backhaus William Raveis Real Estate

  81 High View Farm Rd, Copake Falls, NY 12517
• 

  

  /46

  $3,245,000

  Sold Jun 08, 2026

  411 Texas Hill Rd, Hillsdale, NY 12529

  • 4 Beds
  • 4 Baths
  • 4,000 Sq Ft
  • Built 1967

  Last Sold Summary

  • 3% Below List Price
  • $811/SF
  • 32 Days On Market

  Current Estimated Value $3,203,327

  Last Listing Agent Marina Tatistcheff Compass Greater NY LLC

  411 Texas Hill Rd, Hillsdale, NY 12529
• 

  

  /25

  Est $796,254

  Not Listed For Sale

  274 Texas Hill Rd, Hillsdale, NY 12529

  • 3 Beds
  • 2.5 Baths
  • 2,272 Sq Ft
  • Built 2002

  274 Texas Hill Rd, Hillsdale, NY 12529

  Last Sold Summary

  • 41 Days On Market

  Last Listing Agent Lori Mendelis Past Member
• 

  

  /52

  $21,000,000

  • 5 Beds
  • 5.5 Baths
  • 5,203 Sq Ft

  21 Schoolhouse Rd, Hillsdale, NY 12529

  There are beautiful homes in the Hudson Valley, and then there are properties that seem to occupy a world entirely their own. Set at one of the most extraordinary vantage points in the region, this exceptional contemporary estate presides over 135 private acres with sweeping, unobstructed views across the Hudson Valley to the Catskill Mountains. The sense of scale is remarkable: open sky, rolling

  Nikki Carchedi STONE HOUSE PROPERTIES, LLC

  21 Schoolhouse Rd, Hillsdale, NY 12529
• 

  $515,000

  Sold Jun 16, 2026

  180 Collins St, Hillsdale, NY 12529

  • 2 Beds
  • 2 Baths
  • 1,232 Sq Ft
  • Built 1906

  Last Sold Summary

  • 14% Above List Price
  • $418/SF
  • 9 Days On Market

  Current Estimated Value $498,006

  Last Listing Agent Joseph Shirk The Kinderhook Group, Inc.

  180 Collins St, Hillsdale, NY 12529
• 

  Est $807,310

  Not Listed For Sale

  62 Bucky Rd, Hillsdale, NY 12529

  • 4 Beds
  • 3 Baths
  • 3,034 Sq Ft
  • Built 1960

  62 Bucky Rd, Hillsdale, NY 12529

  Last Sold Summary

  • 110 Days On Market

  Last Listing Agent Ronald Green KW MidHudson
• 

  

  /24

  $575,000

  $40K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 864 Sq Ft

  5 Adams Dr, Hillsdale, NY 12529

  This charming 3 BR, 1.5 Bath cottage is located across the street from Copake Lake and the HOA Waterfront, Marina and Beach area. Unlike some of the other homes in the area, the house is situated on an elevated, oversized lot with a big front yard and spectacular sunset views. Inside, the house features real wood paneling and a wood burning stove in the living room, a cozy kitchen with a new gas

  Russ Stein Compass Greater NY LLC

  5 Adams Dr, Hillsdale, NY 12529
• 

  $285,000

  Sold Sep 02, 2026

  9377 State Route 22, Hillsdale, NY 12529

  • 2 Beds
  • 1 Bath
  • 925 Sq Ft
  • Built 1960

  Last Sold Summary

  • 2% Below List Price
  • $308/SF
  • 106 Days On Market

  Current Estimated Value $304,871

  Last Listing Agent Scott Zobre KW MidHudson

  9377 State Route 22, Hillsdale, NY 12529
• 

  

  /29

  Est $1,221,813

  Not Listed For Sale

  90 Overlook Dr, Hillsdale, NY 12529

  • 3 Beds
  • 2 Baths
  • 2,100 Sq Ft
  • Built 2014

  90 Overlook Dr, Hillsdale, NY 12529

  Last Sold Summary

  • 10 Days On Market

  Last Listing Agent Jennifer Harvey Compass Greater NY LLC
• 

  

  /6

  $3,490,000

  • 3 Beds
  • 4 Baths
  • 7,571 Sq Ft

  351 Lakeview Rd, Craryville, NY 12521

  Welcome to Mickey's Marina, a rare waterfront opportunity located at 351 Lakeview Road. Set along the shoreline with beautiful lake views, this unique property blends recreation, income potential, and lifestyle in one exceptional offering. The marina features direct water access with multiple boat slips, making it an ideal destination for boating enthusiasts and seasonal visitors alike. With its

  Austin Urban Venture Fox Realty Group

  351 Lakeview Rd, Craryville, NY 12521
• 

  

  /26

  $510,000

  Sold Dec 15, 2025

  25 Catamount Rd, Hillsdale, NY 12529

  • 2 Beds
  • 2 Baths
  • 820 Sq Ft
  • Built 2024

  Last Sold Summary

  • 7% Below List Price
  • $622/SF
  • 33 Days On Market

  Last Listing Agent Paige Backhaus William Raveis Real Estate

  25 Catamount Rd, Hillsdale, NY 12529
• 

  

  /42

  Est $1,350,367

  Not Listed For Sale

  864 W End Rd, Hillsdale, NY 12529

  • 4 Beds
  • 3.5 Baths
  • 3,540 Sq Ft
  • Built 2003

  864 W End Rd, Hillsdale, NY 12529

  Last Sold Summary

  • 15 Days On Market

  Last Listing Agent John Barbato Compass, Hillsdale
• 

  

  /44

  $1,485,000

  • 3 Beds
  • 2.5 Baths
  • 2,100 Sq Ft

  51 Taconic Creek Rd, Hillsdale, NY 12529

  This perfect modern farmhouse retreat is tucked away on one of Columbia County's most quiet and beautiful roads guaranteeing a tranquil respite from the city. Being one of just a handful of properties on the road creates a sense of peace and quiet that is unmatched. While a feeling of simplicity emanates throughout the land there is a clear level of sophistication in the design details. The

  Thomas Pawlowski Four Seasons Sotheby's Int.

  51 Taconic Creek Rd, Hillsdale, NY 12529
• 

  

  /28

  $450,000

  Sold Jun 18, 2026

  364 Yonderview Rd, Hillsdale, NY 12529

  • 4 Beds
  • 5 Baths
  • 3,425 Sq Ft
  • Built 1850

  Last Sold Summary

  • 16% Below List Price
  • $131/SF
  • 7 Days On Market

  Current Estimated Value $599,689

  Last Listing Agent Lindsay Lebrecht Copake Lake Realty Corp.

  364 Yonderview Rd, Hillsdale, NY 12529
• 

  

  /25

  Est $602,249

  Not Listed For Sale

  15 Henich Ln, Hillsdale, NY 12529

  • 2 Beds
  • 2 Baths
  • 1,650 Sq Ft
  • Built 1990

  15 Henich Ln, Hillsdale, NY 12529

  Last Sold Summary

  • 46 Days On Market

  Last Listing Agent Margaret Bower Avenia Columbia County RE Specialist
• 

  

  /41

  $2,195,000

  • 3 Beds
  • 3 Baths
  • 2,755 Sq Ft

  292 White Hill Rd, Hillsdale, NY 12529

  Sited at the highest point in Hillsdale this modern home captures the world around while being incredibly private. Main house has tall ceilings tremendous natural light and doors bringing you outside from every space. Music room on the east side captures the Berkshire hills with doors out to the breakfast patio. Office with en suite is off the entry. Second floor is the primary suite; everywhere

  Jen Harvey COMPASS MASSACHUSETTS , LLC GB

  292 White Hill Rd, Hillsdale, NY 12529
• 

  

  /14

  $255,000

  Sold Feb 13, 2026

  49 Stonehill Dr, Hillsdale, NY 12529

  • 1 Bed
  • 1 Bath
  • 525 Sq Ft
  • Built 1963

  Last Sold Summary

  • 9% Above List Price
  • $486/SF
  • 78 Days On Market

  Current Estimated Value $253,806

  Last Listing Agent Sarah Lipsky William Pitt Sothebys Intn'l

  49 Stonehill Dr, Hillsdale, NY 12529
• 

  

  /28

  Est $508,871

  Not Listed For Sale

  840 Pumpkin Hollow Rd S Unit 1, Hillsdale, NY 12529

  • 4 Beds
  • 2 Baths
  • 1,728 Sq Ft
  • Built 1900

  840 Pumpkin Hollow Rd S Unit 1, Hillsdale, NY 12529

  Last Sold Summary

  • 27 Days On Market

  Last Listing Agent Theresa Westlake Copake Lake Realty Corp.
• 

  

  /43

  $649,000

  • 3 Beds
  • 2 Baths
  • 1,600 Sq Ft

  261 Yonderview Rd, Copake, NY 12516

  Nestled on 3.36 serene acres near the New York-Massachusetts line, this completely renovated ranch-style home is a stunning blend of modern elegance and rural charm. Spanning 1,600 square feet, the open floor plan invites you into a sleek kitchen that boasts contemporary cabinetry, a spacious center island, stainless steel appliances, and luxurious quartz countertops, making it a dream for any

  Barbara Robinson Red Apple Realty Inc

  261 Yonderview Rd, Copake, NY 12516
• 

  

  /26

  $1,037,500

  Sold Apr 28, 2026

  9715 New York 22, Hillsdale, NY 12529

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

  Last Sold Summary

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

  Last Listing Agent Annabel Taylor Four Seasons Sotheby's Int.

  9715 New York 22, Hillsdale, NY 12529
• 

  

  /43

  Est $683,632

  Not Listed For Sale

  141 Twin Bridges Rd, Copake, NY 12516

  • 3 Beds
  • 3.5 Baths
  • 2,031 Sq Ft
  • Built 1984

  141 Twin Bridges Rd, Copake, NY 12516

  Last Sold Summary

  • 28 Days On Market

  Last Listing Agent Brittany Craig Houlihan Lawrence Inc.
• 

  

  /23

  $299,000

  Pending

  • 1 Bed
  • 1 Bath
  • 850 Sq Ft

  2779 State Route 23, Hillsdale, NY 12529

  Built in 1807, this charming one-bedroom, one-bath cottage feels like a little piece of history. Recent thoughtful updates have brought comfort and ease to the home while keeping the details and character that make it so special.The main level is open and light filled, with original wide plank floors and exposed beams running through the living and dining space, a nod to the home’s early

  Jessica Scott Compass Greater NY, LLC

  2779 State Route 23, Hillsdale, NY 12529
• 

  

  /35

  $1,145,000

  Sold Sep 04, 2026

  42 Shepherd Hill Cir, Hillsdale, NY 12529

  • 3 Beds
  • 3.5 Baths
  • 2,750 Sq Ft
  • Built 2003

  Last Sold Summary

  • $416/SF
  • 12 Days On Market

  Current Estimated Value $959,790

  Last Listing Agent Sarah Kardos Four Seasons Sotheby's Int'l R

  42 Shepherd Hill Cir, Hillsdale, NY 12529
• 

  

  /37

  Est $671,549

  Not Listed For Sale

  68 Cherokee Dr, Hillsdale, NY 12529

  • 3 Beds
  • 2 Baths
  • 1,685 Sq Ft
  • Built 1994

  68 Cherokee Dr, Hillsdale, NY 12529

  Last Sold Summary

  • 61 Days On Market

  Last Listing Agent Margaret Bower Avenia Columbia County RE Specialist
• 

  

  /5

  $259,000

  • Land
  • 15.47 Acres
  • $16,742 per Acre

  191 Berkshire Rd, Hillsdale, NY 12529

  Discover the perfect opportunity to build your dream home on this expansive 15.47-acre parcel at 191 Berkshire Road, bordering Copake Country Club and just minutes from Copake Lake. This fully undeveloped property is part of the desirable Sam Hill Road community, offering shared waterfront access through the HOA. Ideally located just 25 minutes from Hudson and Great Barrington, MA, you'll enjoy

  Austin Urban Venture Fox Realty Group

  191 Berkshire Rd, Hillsdale, NY 12529
• 

  

  /4

  $150,000

  Sold Jan 29, 2026

  0 Knapp Hollow Ln, Hillsdale, NY 12529

  • Land
  • 6.25 Acres
  • $24,000 per Acre

  Last Sold Summary

  • 12% Below List Price
  • 39 Days On Market

  Last Listing Agent marylou Kersten Copake Lake Realty Corp.

  0 Knapp Hollow Ln, Hillsdale, NY 12529

Showing Results 41 - 80, Page 2 of 18