Homes in ZIP Code 12529

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  /18

  $335,000 Sold Jul 24, 2025

  118 Yonderview Rd, Hillsdale, NY 12529

  • 3 Beds
  • 1.5 Baths
  • 1,536 Sq Ft
  • Built 1963

  Last Sold Summary

  • 4% Below List Price
  • $218/SF
  • 58 Days On Market

  Current Estimated Value $349,546

  Last Listing Agent Lindsay Lebrecht Copake Lake Realty Corp.

  118 Yonderview Rd, Hillsdale, NY 12529
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• 

  

  /2

  Est $853,234 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

  Last Sold Summary

  • 15% Below List Price
  • $319/SF

  • Last Sold Price $740,000

  Last Listing Agent marylou Kersten COPAKE LAKE REALTY CORP.
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  /44

  $1,295,000 Open Sat 12:30PM - 2PM

  • 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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  /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 Paluch William Raveis Real Estate

  25 Catamount Rd, Hillsdale, NY 12529
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  /25

  Est $738,711 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

  • 9% Above List Price
  • $299/SF
  • 41 Days On Market

  • Last Sold Price $680,000
  • Aug 27, 2024

  Last Listing Agent Lori Mendelis Past Member
• 

  

  /50

  $1,695,000 Pending

  • 4 Beds
  • 3 Baths
  • 2,608 Sq Ft

  46 Collins St, Hillsdale, NY 12529

  Welcome to Nobletown Farmhouse, a circa 1850 home on 2+ peaceful acres in prime Hillsdale, on one of Columbia County's prettiest country roads. This beautifully updated four-bedroom, three-bath antique farmhouse showcases the elegant proportions and craftsmanship of mid-19th century architecture, with designer finishes, modern systems, and a full complement of additional structures that make it a

  Anthony D'Argenzio Houlihan Lawrence, Inc

  46 Collins St, 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 $246,155

  Last Listing Agent Sarah Lipsky William Pitt Sothebys Intn'l

  49 Stonehill Dr, Hillsdale, NY 12529
• 

  Est $702,735 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

  • 1% Above List Price
  • $228/SF
  • 110 Days On Market

  • Last Sold Price $693,000
  • Jan 03, 2024

  Last Listing Agent Ronald Green KW MidHudson
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  /14

  $150,000 Under Contract

  • 4 Beds
  • 1 Bath
  • 2,116 Sq Ft

  10021 New York 22, Hillsdale, NY 12529

  Step back in time and imagine the possibilities with this charming 1800s farmhouse, situated on a picturesque 1-acre lot complete with a pond and stream. Nestled in a desirable area, this property offers a rare opportunity to restore and customize a true piece of history. The home features solid construction and ''great bones,'' providing a strong foundation for a full renovation. A spacious

  Paul Crayton Coldwell Banker Advisor Realty

  10021 New York 22, Hillsdale, NY 12529
• 

  

  /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
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  /25

  Est $559,286 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

  • 6% Above List Price
  • $320/SF
  • 46 Days On Market

  • Last Sold Price $528,000
  • Jun 24, 2024

  Last Listing Agent Margaret Bower Avenia Columbia County RE Specialist
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  /26

  $325,000

  • 1 Bed
  • 1 Bath
  • 656 Sq Ft

  127 Hillside Dr, Copake Lake, NY 12521

  For those seeking a secluded cabin in the woods, this charming 1940s log home offers both privacy and the added benefit of deeded lake rights to Copake Lake. The main level features an open-concept layout, including a living room, dining area, kitchen, bedroom, and full bath. A thoughtful custom detail--a pull-down kitchen table--enhances both functionality and character. The walk-out lower level

  Lindsay Lebrecht Copake Lake Realty Corp.

  127 Hillside Dr, Copake Lake, NY 12521
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  /68

  $3,700,000 Sold Aug 18, 2025

  149 Tory Hill Farm Rd, Hillsdale, NY 12529

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

  Last Sold Summary

  • 1% Above List Price
  • $1,027/SF
  • 39 Days On Market

  Current Estimated Value $3,356,646

  Last Listing Agent John Barbato Compass, Hillsdale

  149 Tory Hill Farm Rd, Hillsdale, NY 12529
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  /43

  Est $617,966 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

  • 1% Below List Price
  • $300/SF
  • 28 Days On Market

  • Last Sold Price $610,000
  • Dec 06, 2024

  Last Listing Agent Brittany Craig Houlihan Lawrence Inc.
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  /13

  $1,100,000

  • Land
  • 9.01 Acres
  • $122,087 per Acre

  197 Lk Rdg Ln, Copake Lake, NY 12521

  A special opportunity to enjoy lake living within a uniquely private setting. The Ridge at Copake Lake is a gated private road of 11 ready-to-build lots nestled in the lush landscape of an untouched mountain top. Each designated building site has been artfully tailored to visually isolate one home from another. The 9+ acres of Lot 8 embrace direct views of the Catskill mountains to the west, and

  John Barbato Compass, Hillsdale

  197 Lk Rdg Ln, Copake Lake, NY 12521
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  /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
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  /37

  Est $616,096 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

  • 8% Above List Price
  • $338/SF
  • 61 Days On Market

  • Last Sold Price $570,000
  • Jan 09, 2025

  Last Listing Agent Margaret Bower Avenia Columbia County RE Specialist
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  /6

  $175,000

  • Land
  • 33.31 Acres
  • $5,254 per Acre

  50 Dugway Rd, Hillsdale, NY 12529

  Create Your Own Vision.Escape to 33.31 acres of untouched beauty in Columbia County, NY, and close to Great Barrington, MA. This stunning parcel of wooded land offers complete privacy with no neighbors in sight just you and the tranquility of nature. Imagine the possibilities as you explore the lush, wooded landscape teeming with wildlife. Over 1,677 feet of road frontage, and an old roadway that

  Jeffrey McKinney Beach & Bartolo Realtors

  50 Dugway Rd, Hillsdale, NY 12529
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  /39

  $912,500 Sold Nov 07, 2025

  11 Cold Water St, Hillsdale, NY 12529

  • 5 Beds
  • 3.5 Baths
  • 2,834 Sq Ft
  • Built 1848

  Last Sold Summary

  • 2% Above List Price
  • $322/SF
  • 29 Days On Market

  Last Listing Agent MATTHEW CAREY Rouse + Co Real Estate

  11 Cold Water St, Hillsdale, NY 12529
• 

  Est $1,419,887 Not Listed For Sale

  656 Breezy Hill Rd, Hillsdale, NY 12529

  • 4 Beds
  • 3.5 Baths
  • 2,272 Sq Ft
  • Built 1850

  656 Breezy Hill Rd, Hillsdale, NY 12529

  Last Sold Summary

  • 1% Below List Price
  • $632/SF
  • 57 Days On Market

  • Last Sold Price $1,435,000
  • Feb 07, 2025

  Last Listing Agent John Panzer Elyse Harney Real Estate
• 

  

  /23

  $290,000 Pending

  • 2 Beds
  • 1 Bath
  • 925 Sq Ft

  9377 New York 22, Hillsdale, NY 12529

  WELCOME HOME to this charming and stylishly updated retreat situated on a spacious, level lot in beautiful Hillsdale, NY! Offering a perfect blend of modern character and country appeal, this home is ideal for those looking for a peaceful getaway with fantastic outdoor space. As you arrive, the striking dark grey exterior, crisp white accents, and charming fenced-in front yard lead you to a

  Ronald Green KW Mid-Hudson

  9377 New York 22, Hillsdale, NY 12529
• 

  $1,100,000 Sold Aug 18, 2025

  515 Turnpike, Hillsdale, NY 12529

  • 3 Beds
  • 2 Baths
  • 2,134 Sq Ft
  • Built 1983

  Last Sold Summary

  • 8% Below List Price
  • $515/SF
  • 50 Days On Market

  Last Listing Agent Joseph Briggs William Pitt Sothebys Int Rlty

  515 Turnpike, Hillsdale, NY 12529
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  /28

  Est $376,234 Not Listed For Sale

  119 Black Grocery Rd, Hillsdale, NY 12529

  • 3 Beds
  • 1 Bath
  • 1,232 Sq Ft
  • Built 1971

  119 Black Grocery Rd, Hillsdale, NY 12529

  Last Sold Summary

  • 7% Above List Price
  • $286/SF
  • 211 Days On Market

  • Last Sold Price $352,000
  • Jun 28, 2024

  Last Listing Agent Wendy Kenney Davala Real Estate, LLC
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  /32

  $339,000

  • 3 Beds
  • 1 Bath
  • 1,470 Sq Ft

  9539 New York 22, Hillsdale, NY 12529

  Newly Renovated Hillsdale Gem! Welcome to this beautifully renovated 3-bedroom home in the heart of Hillsdale. Thoughtfully updated with today's buyer in mind, this residence blends modern comfort with timeless charm. Inside, you'll find a bright, welcoming kitchen featuring quartz countertops, high-end vinyl plank flooring, and a suite of updated appliances designed for both style and

  Marie Rodriguez Red Apple Realty

  9539 New York 22, Hillsdale, NY 12529
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  /32

  $1,175,000 Sold Jul 03, 2025

  17 White Hill Rd, Hillsdale, NY 12529

  • 3 Beds
  • 2.5 Baths
  • 2,194 Sq Ft
  • Built 1970

  Last Sold Summary

  • 9% Below List Price
  • $536/SF
  • 38 Days On Market

  Current Estimated Value $1,208,813

  Last Listing Agent PATRICIA HINKEIN Patricia A. Hinkein Realty

  17 White Hill Rd, Hillsdale, NY 12529
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  /14

  Est $494,484 Not Listed For Sale

  52 Connelly Rd, Hillsdale, NY 12529

  • 4 Beds
  • 2 Baths
  • 2,343 Sq Ft
  • Built 1952

  52 Connelly Rd, Hillsdale, NY 12529

  Last Sold Summary

  • 77% Above List Price
  • $120/SF
  • 142 Days On Market

  • Last Sold Price $280,000
  • Nov 19, 2024

  Last Listing Agent Amjad Mughal M J J Realty
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  /24

  $615,000

  • 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
• 

  $805,000 Sold Nov 14, 2025

  470 N Mountain Rd, Copake Falls, NY 12517

  • 3 Beds
  • 3 Baths
  • 1,636 Sq Ft
  • Built 1840

  Last Sold Summary

  • 1% Above List Price
  • $492/SF
  • 8 Days On Market

  Current Estimated Value $776,103

  Last Listing Agent Tom Lynch Compass Greater NY LLC

  470 N Mountain Rd, Copake Falls, NY 12517
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  /27

  Est $899,682 Not Listed For Sale

  66 Fado Rd, Hillsdale, NY 12529

  • 3 Beds
  • 1.5 Baths
  • Built 1850

  66 Fado Rd, Hillsdale, NY 12529

  Last Sold Summary

  • 28% Above List Price
  • $496/SF
  • 368 Days On Market

  • Last Sold Price $705,000
  • Apr 22, 2024

  Last Listing Agent John Avenia Columbia County RE Specialist
• 

  

  /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
• 

  

  /33

  $310,000 Sold May 01, 2025

  287 New York 71, Hillsdale, NY 12529

  • 3 Beds
  • 1 Bath
  • 1,400 Sq Ft
  • Built 1955

  Last Sold Summary

  • 7% Above List Price
  • $221/SF
  • 26 Days On Market

  Last Listing Agent Peter Newman Beach & Bartolo Realtors

  287 New York 71, Hillsdale, NY 12529
• 

  /2

  Est $384,849 Not Listed For Sale

  189 Prach Rd, Hillsdale, NY 12529

  • 2 Beds
  • 1 Bath
  • 884 Sq Ft
  • Built 1964

  189 Prach Rd, Hillsdale, NY 12529

  Last Sold Summary

  • 54% Above List Price
  • $283/SF
  • 24 Days On Market

  • Last Sold Price $250,000
  • Jun 12, 2023

  Last Listing Agent Daniel Mahar Coldwell Banker Advisor Realty
• 

  

  /46

  $3,350,000 Pending

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

  411 Texas Hill Rd, Hillsdale, NY 12529

  411 Texas Hill Road is an exemplary portrait of a Mid-Century home, set on 40 private acres. The home is positioned on one of the highest points in Columbia County, with views of both the Taconic and the Helderberg ranges. Located just 20 minutes from Hudson and surrounded by all the wonderful amenities of the Hudson Valley. Set on a quiet one-lane, town-maintained road, this private sanctuary is

  Marina Tatistcheff Compass Greater NY LLC

  411 Texas Hill Rd, Hillsdale, NY 12529
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  /64

  $4,450,000 Sold Dec 17, 2025

  27 Lake Ridge Ln, Copake Lake, NY 12521

  • 4 Beds
  • 4.5 Baths
  • 6,400 Sq Ft
  • Built 2025

  Last Sold Summary

  • $695/SF
  • 27 Days On Market

  Last Listing Agent John Barbato Compass, Hillsdale

  27 Lake Ridge Ln, Copake Lake, NY 12521
• 

  

  /20

  Est $313,691 Not Listed For Sale

  10977 New York 22, Hillsdale, NY 12529

  • 3 Beds
  • 1.5 Baths
  • 1,841 Sq Ft
  • Built 1950

  10977 New York 22, Hillsdale, NY 12529

  Last Sold Summary

  • 49% Above List Price
  • $115/SF
  • 34 Days On Market

  • Last Sold Price $211,000
  • Sep 13, 2024

  Last Listing Agent Scott Varley KW Platform
• 

  

  /23

  $290,000 Pending

  • 2 Beds
  • 1 Bath
  • 925 Sq Ft

  9377 State Route 22, Hillsdale, NY 12529

  WELCOME HOME to this charming and stylishly updated retreat situated on a spacious, level lot in beautiful Hillsdale, NY! Offering a perfect blend of modern character and country appeal, this home is ideal for those looking for a peaceful getaway with fantastic outdoor space. As you arrive, the striking dark grey exterior, crisp white accents, and charming fenced-in front yard lead you to a

  Scott Zobre KW MidHudson

  9377 State Route 22, Hillsdale, NY 12529
• 

  

  /42

  $1,500,000 Sold Aug 01, 2025

  57 Cold Water St, Hillsdale, NY 12529

  • 2 Beds
  • 3 Baths
  • 7,656 Sq Ft
  • Built 1928

  Last Sold Summary

  • 5% Below List Price
  • $196/SF
  • 59 Days On Market

  Current Estimated Value $1,507,116

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

  57 Cold Water St, Hillsdale, NY 12529
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  /13

  Est $373,201 Not Listed For Sale

  4 Texas Hill Rd, Hillsdale, NY 12529

  • 4 Beds
  • 2 Baths
  • 1,076 Sq Ft
  • Built 1952

  4 Texas Hill Rd, Hillsdale, NY 12529

  Last Sold Summary

  • 13% Above List Price
  • $307/SF
  • 38 Days On Market

  • Last Sold Price $330,000
  • Aug 29, 2024

  Last Listing Agent Margaret Bower Avenia Columbia County RE Specialist
• 

  

  /7

  $259,000

  • 3 Beds
  • 3 Baths
  • 2,304 Sq Ft

  9249 Route 22 Rd, Hillsdale, NY 12516

  Mixed Residential/Commercial building, with 3 rentable spaces. Current RR 30,540. One side of building has commercial reception area down and 1BR apartment above. Rental 1395/m. Other side is studio apartment up and storefront down. Can be rented to same party for commercial downstairs. Current rental is 795 + 550. Ideal for live/work. Building in excellent condition, roof less than 5 years old.

  David Birch Barns & Farms Realty, LLC

  9249 Route 22 Rd, Hillsdale, NY 12516
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  /28

  $400,000 Sold Sep 02, 2025

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

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

  Last Sold Summary

  • 11% Above List Price
  • $231/SF
  • 27 Days On Market

  Current Estimated Value $388,384

  Last Listing Agent Theresa Westlake Copake Lake Realty Corp.

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

Showing Results 41 - 80, Page 2 of 18