Homes in ZIP Code 12529

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  /44

  Est $1,140,092 Not Listed For Sale

  2367 County Road 11, Hillsdale, NY 12529

  • 3 Beds
  • 2.5 Baths
  • 2,600 Sq Ft
  • Built 1887

  2367 County Road 11, Hillsdale, NY 12529

  Last Sold Summary

  • 23% Below List Price
  • $567/SF
  • 27 Days On Market

  • Last Sold Price $1,475,000
  • Jul 31, 2024

  Last Listing Agent Raj Kumar Four Seasons Sotheby's Int.
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  /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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  /43

  $675,000 Sold Mar 23, 2026

  7 Birch Hill Rd, Craryville, NY 12521

  • 3 Beds
  • 2.5 Baths
  • 2,296 Sq Ft
  • Built 2003

  Last Sold Summary

  • 8% Below List Price
  • $294/SF
  • 136 Days On Market

  Current Estimated Value $762,805

  Last Listing Agent Michael Castellano Gilcrest Properties

  7 Birch Hill Rd, Craryville, NY 12521
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  /17

  Not Listed For Sale

  9398 New York 22, Hillsdale, NY 12529

  • 3 Beds
  • 1 Bath
  • 912 Sq Ft
  • Built 1951

  9398 New York 22, Hillsdale, NY 12529

  Last Sold Summary

  • $157/SF
  • 32 Days On Market

  • Last Sold Price $143,100
  • Jul 12, 2024

  Last Listing Agent Barbara Robinson Red Apple Realty
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  /28

  $535,000 Under Contract

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

  364 Yonderview Rd, Hillsdale, NY 12529

  Reduced Price! Close to skiing and the Berkshires. Once the Flood farmhouse, circa 1850. Over 3400 sf sited on 5 acres. Beautiful perennial gardens. Farmland views of the Taconic Range. Attached 2-car garage. The main floor has an office, that connects the home to the garage. Formal living room and formal dining room. The primary suite includes both his and hers full bathrooms, and a changing

  Lindsay Lebrecht Copake Lake Realty Corp.

  364 Yonderview Rd, Hillsdale, NY 12529
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  /41

  $786,000 Sold Nov 20, 2025

  441 Overlook Dr, Hillsdale, NY 12529

  • 3 Beds
  • 3 Baths
  • 1,875 Sq Ft
  • Built 1940

  Last Sold Summary

  • 1% Below List Price
  • $419/SF
  • 50 Days On Market

  Current Estimated Value $738,831

  Last Listing Agent Jennifer Harvey Compass Greater NY LLC

  441 Overlook Dr, Hillsdale, NY 12529
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  /6

  Not Listed For Sale

  0 Pumpkin Hollow Rd S, Hillsdale, NY 12529

  0 Pumpkin Hollow Rd S, Hillsdale, NY 12529

  Last Sold Summary

  • 190 Days On Market

  • Last Sold Price $235,000
  • Nov 13, 2024

  Last Listing Agent Austin Urban Venture Fox Realty Group
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  /20

  $5,100,000

  • Land
  • 517 Acres
  • $9,865 per Acre

  4 W Hill Rd, Austerlitz, NY 12017

  517 ACRES. Country living and hunter's paradise within a stone's throw of the famous Berkshire and Catskill Mountains. This property is the perfect location for the active outdoorsman or nature enthusiast. With miles of forestry, trails, and privacy, excellent fishing, ATV, and Snowmobile trails in the area, making this a haven for year-round recreation. Private, level, sloping, and wooded, this

  Michael Tellerday Houlihan Lawrence Inc.

  4 W Hill Rd, Austerlitz, NY 12017
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  /13

  $725,000 Sold Jan 20, 2026

  2318 County Road 11, Hillsdale, NY 12529

  • 2 Beds
  • 2 Baths
  • 1,569 Sq Ft
  • Built 2025

  Last Sold Summary

  • 3% Below List Price
  • $462/SF
  • 24 Days On Market

  Last Listing Agent Emma French Gabel Real Estate

  2318 County Road 11, Hillsdale, NY 12529
• 

  Est $842,000 Not Listed For Sale

  0 Yonderview Rd Unit ONEH6300029, Hillsdale, NY 12529

  • 4 Beds
  • Built 1960

  0 Yonderview Rd Unit ONEH6300029, Hillsdale, NY 12529

  Last Sold Summary

  • 181% Above List Price
  • $337/SF
  • 219 Days On Market

  • Last Sold Price $300,000
  • Jan 10, 2025

  Last Listing Agent Robert D Ferris R. Ferris Real Estate, LLC
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  /13

  $595,000

  • Land
  • 30 Acres
  • $19,833 per Acre

  0 Labranch Unit 20252234, Hillsdale, NY 12529

  Wonderful southern exposure on one of the most scenic byways in Columbia County. Large parcels and restrictive covenants on abutting land. High fields and ancient tree lines dotted with maples and old stone walls. Nice mix of open and wooded to tuck your home into the hedge row without another home in site. Distant views of Catamount Mountain. Close to Hawthorne Valley School and the Berkshires.

  Tracy Tassinari Gabel Real Estate

  0 Labranch Unit 20252234, Hillsdale, NY 12529
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  $426,500 Sold Sep 11, 2025

  69 SW Colony Rd, Hillsdale, NY 12529

  • 2 Beds
  • 1 Bath
  • 1,012 Sq Ft
  • Built 2021

  Last Sold Summary

  • 10% Below List Price
  • $421/SF
  • 358 Days On Market

  Current Estimated Value $436,772

  Last Listing Agent Michelle Ayala BHHS Hudson Valley Properties

  69 SW Colony Rd, Hillsdale, NY 12529
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  /10

  Not Listed For Sale

  10344 New York 22, Hillsdale, NY 12529

  • 5 Beds
  • 2 Baths
  • Built 1875

  10344 New York 22, Hillsdale, NY 12529

  Last Sold Summary

  • $549/SF
  • 281 Days On Market

  • Last Sold Price $1,395,000
  • Jan 10, 2025

  Last Listing Agent Parker Meyer Four Seasons Sotheby's Int.
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  /21

  $364,900

  • 3 Beds
  • 1 Bath
  • 1,381 Sq Ft

  9659 New York 22, Hillsdale, NY 12529

  Come see the new me!. I've had a face lift and you are sure to enjoy the gleaming hardwood floors and the updated kitchen with granite counters and new appliances. It's one level of easy living, and offers many wonderful features. Enjoy the spacious living room framed by a fireplace, or the cozy den which has one as well..The middle bedroom features sliders that open onto a deck, great to enjoy

  Tammy Molinski Coldwell Banker Advisor Realty

  9659 New York 22, Hillsdale, NY 12529
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  /40

  $2,180,000 Sold Mar 02, 2026

  35 Harlemville Rd, Hillsdale, NY 12529

  • 5 Beds
  • 5.5 Baths
  • 7,200 Sq Ft
  • Built 1980

  Last Sold Summary

  • 34% Below List Price
  • $303/SF
  • 441 Days On Market

  Current Estimated Value $1,989,454

  Last Listing Agent Non MLS HVCR MLS HV Catskill Region MLS

  35 Harlemville Rd, Hillsdale, NY 12529
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  /50

  Est $326,395 Not Listed For Sale

  9376 New York 22, Hillsdale, NY 12529

  • 3 Beds
  • 1.5 Baths
  • 1,684 Sq Ft
  • Built 1951

  9376 New York 22, Hillsdale, NY 12529

  Last Sold Summary

  • 13% Above List Price
  • $172/SF
  • 30 Days On Market

  • Last Sold Price $290,000
  • Jun 24, 2024

  Last Listing Agent Nicholas Miuccio Miuccio Real Estate Group
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  /15

  $2,999,000

  • Land
  • 242 Acres
  • $12,393 per Acre

  00 Dugway Rd, Austerlitz, NY 12017

  242 ACRES. Country living and hunter's paradise within a stone's throw of the famous Berkshire and Catskill Mountains. This property is the perfect location for the active outdoorsman or nature enthusiast. With miles of forestry, trails, and privacy, excellent fishing, ATV, and Snowmobile trails in the area, making this a haven for year-round recreation. Private, level, sloping, and wooded, this

  Michael Tellerday Houlihan Lawrence Inc.

  00 Dugway Rd, Austerlitz, NY 12017
• 

  

  /9

  $215,000 Sold Nov 13, 2025

  10011 New York 22, Hillsdale, NY 12529

  • 3 Beds
  • 1 Bath
  • 1,040 Sq Ft
  • Built 1975

  Last Sold Summary

  • 17% Below List Price
  • $207/SF

  Last Listing Agent Theresa Westlake Copake Lake Realty Corp.

  10011 New York 22, Hillsdale, NY 12529
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  /13

  Est $402,000 Not Listed For Sale

  149 Yonderview Rd, Hillsdale, NY 12529

  149 Yonderview Rd, Hillsdale, NY 12529

  Last Sold Summary

  • 46% Above List Price
  • 21 Days On Market

  • Last Sold Price $275,500
  • Apr 17, 2024

  Last Listing Agent John O'Neill-Knasick eXp Realty
• 

  

  /19

  $850,000

  • Land
  • 150 Acres
  • $5,667 per Acre

  400 Overlook Dr, Hillsdale, NY 12529

  Situated in Hillsdale, this extraordinary 150-acre hilltop offers an opportunity to create a private or legacy estate. Rising to over 1,300 feet, the parcel provides for sweeping panoramic views of the Berkshires and Taconic Range. Established logging roads and trails wind through the landscape past historic stone walls, dramatic rock outcroppings, seasonal streams and waterfalls. Combined with

  MATTHEW CAREY Rouse + Co Real Estate

  400 Overlook Dr, Hillsdale, NY 12529
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  /114

  $3,000,000 Sold Jun 10, 2025

  184A Cambridge Rd, Hillsdale, NY 12529

  • 5 Beds
  • 4.5 Baths
  • 4,130 Sq Ft
  • Built 2021

  Last Sold Summary

  • 12% Below List Price
  • $726/SF
  • 35 Days On Market

  Current Estimated Value $2,538,886

  Last Listing Agent Annabel Taylor Four Seasons Sotheby's International Realty

  184A Cambridge Rd, Hillsdale, NY 12529
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  /9

  Not Listed For Sale

  25 Nicholson (Catamount) Rd, Copake, NY 12516

  • 1 Bed
  • 1 Bath
  • 620 Sq Ft
  • Built 1975

  25 Nicholson (Catamount) Rd, Copake, NY 12516

  Last Sold Summary

  • $222/SF
  • 14 Days On Market

  • Last Sold Price $137,400
  • Apr 05, 2024

  Last Listing Agent Karen Climo William Pitt Sothebys Intn'l
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  /31

  $1,695,000

  • Land
  • 127.1 Acres
  • $13,336 per Acre

  0 Mitchell St Unit 20251360, 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

  Jennifer Harvey Compass Greater NY LLC

  0 Mitchell St Unit 20251360, Hillsdale, NY 12529
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  /29

  $1,220,000 Sold Jun 24, 2025

  90 Overlook Dr, Hillsdale, NY 12529

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

  Last Sold Summary

  • 3% Below List Price
  • $581/SF
  • 10 Days On Market

  Current Estimated Value $1,247,741

  Last Listing Agent Jennifer Harvey Compass Greater NY LLC

  90 Overlook Dr, Hillsdale, NY 12529
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  /29

  Not Listed For Sale

  10247 Ny-22 --, Hillsdale, NY 12529

  • 3 Beds
  • 1.5 Baths
  • 1,556 Sq Ft
  • Built 1970

  10247 Ny-22 --, Hillsdale, NY 12529

  Last Sold Summary

  • $353/SF
  • 247 Days On Market

  • Last Sold Price $550,000
  • Aug 28, 2024

  Last Listing Agent Paige Paluch WILLIAM RAVEIS - BERKSHIRE
• 

  

  /10

  $3,600,000

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

  90 W End Rd, Hillsdale, NY 12529

  For the first time on the market in 50 years, Underwood Farm, with its late 18th century cedar shake 3200 square foot salt box house, is 281 acres of primo hilltop exposure. Driving the property, the entire expanse is the high ground between West End Road and Rockledge Road with its equal parts woods, open meadows and fields with the rolling Taconics to the East. Below, the neighborhood is

  Parker Meyer Four Seasons Sotheby's Int.

  90 W End Rd, Hillsdale, NY 12529
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  /85

  $3,850,000 Sold Dec 05, 2025

  350 Tory Hill Farm Rd, Hillsdale, NY 12529

  • 4 Beds
  • 5 Baths
  • 5,998 Sq Ft
  • Built 2008

  Last Sold Summary

  • 4% Below List Price
  • $642/SF
  • 142 Days On Market

  Current Estimated Value $3,841,804

  Last Listing Agent John Barbato Compass, Hillsdale

  350 Tory Hill Farm Rd, Hillsdale, NY 12529
• 

  Not Listed For Sale

  631 SW Colony Rd, Hillsdale, NY 12529

  • 3 Beds
  • 1 Bath
  • 1,219 Sq Ft
  • Built 1955

  631 SW Colony Rd, Hillsdale, NY 12529

  Last Sold Summary

  • $295/SF
  • 80 Days On Market

  • Last Sold Price $359,900
  • Apr 21, 2025

  Last Listing Agent Angel Ayala BHHS Hudson Valley Properties
• 

  

  /36

  $595,000 Under Contract

  • 3 Beds
  • 2 Baths
  • 2,057 Sq Ft

  2657 State Route 23, Hillsdale, NY 12529

  Proudly offering one of Hillsdale's most iconic and enduring homes—an exquisite piece of the Hudson Valley's heritage, perfectly positioned at the crossroads between Hudson, NY and Great Barrington, MA. Set in the vibrant and historic hamlet center, this timeless 3-bedroom, 2-bathroom residence is simply beautiful colonial charm.Thoughtfully renovated from top to bottom, the home retains its

  John Barbato Compass, Hillsdale

  2657 State Route 23, Hillsdale, NY 12529
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  /26

  $715,000 Sold May 12, 2025

  35 Stagecoach Rd, Hillsdale, NY 12529

  • 3 Beds
  • 2 Baths
  • 1,624 Sq Ft
  • Built 1973

  Last Sold Summary

  • 23% Above List Price
  • $440/SF
  • 33 Days On Market

  Current Estimated Value $657,343

  Last Listing Agent Maggie Merelle William Pitt Sothebys Intn'l

  35 Stagecoach Rd, Hillsdale, NY 12529
• 

  

  /23

  Not Listed For Sale

  50 Lake Ridge Ln, Craryville, NY 12521

  50 Lake Ridge Ln, Craryville, NY 12521

  Last Sold Summary

  • 36 Days On Market

  • Last Sold Price $600,000
  • Oct 23, 2024

  Last Listing Agent John Barbato Compass, Hillsdale
• 

  

  /19

  $850,000

  • Land
  • 150 Acres
  • $5,667 per Acre

  0 Overlook Dr, Hillsdale, NY 12529

  Situated in Hillsdale, this extraordinary 150-acre hilltop offers an opportunity to create a private or legacy estate. Rising to over 1,300 feet, the parcel provides for sweeping panoramic views of the Berkshires and Taconic Range. Established logging roads and trails wind through the landscape past historic stone walls, dramatic rock outcroppings, seasonal streams and waterfalls. Combined with

  MATTHEW CAREY Rouse + Co Real Estate

  0 Overlook Dr, Hillsdale, NY 12529
• 

  

  /27

  $1,290,000 Sold Nov 03, 2025

  120 Pumpkin Hollow Rd N, Hillsdale, NY 12529

  • 3 Beds
  • 3 Baths
  • 1,474 Sq Ft
  • Built 2025

  Last Sold Summary

  • $875/SF
  • 27 Days On Market

  Current Estimated Value $1,360,000

  Last Listing Agent Steven Gray Compass Greater NY, LLC d/b/a

  120 Pumpkin Hollow Rd N, Hillsdale, NY 12529
• 

  

  /34

  Est $2,762,056 Not Listed For Sale

  383 Mitchell St, Hillsdale, NY 12529

  • 4 Beds
  • 3.5 Baths
  • 3,800 Sq Ft
  • Built 2023

  383 Mitchell St, Hillsdale, NY 12529

  Last Sold Summary

  • 2% Below List Price
  • $743/SF
  • 72 Days On Market

  • Last Sold Price $2,825,000
  • Jul 12, 2024

  Last Listing Agent Nancy Felcetto Brown Harris Stevens Hudson
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  /13

  $299,000

  • Land
  • 49.91 Acres
  • $5,991 per Acre

  61 Dugway Rd, Hillsdale, NY 12529

  Discover Your Dream Retreat: 49+ Acres of Serenity and Potential!Nestled between the charming towns of Chatham, NY, and Great Barrington, MA, this stunning parcel of over 49 acres offers a unique blend of privacy and accessibility. With impressive road frontage on two roads, this property is easily accessible while still providing a tranquil escape.Imagine waking up to the soothing sounds of the

  Jeffrey McKinney Beach & Bartolo Realtors

  61 Dugway Rd, Hillsdale, NY 12529
• 

  

  /41

  $534,000 Sold Oct 29, 2025

  58 Deer Track Ln, Hillsdale, NY 12529

  • 3 Beds
  • 2 Baths
  • 1,696 Sq Ft
  • Built 1965

  Last Sold Summary

  • 1% Below List Price
  • $315/SF
  • 177 Days On Market

  Current Estimated Value $536,876

  Last Listing Agent Chapin Fish WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  58 Deer Track Ln, Hillsdale, NY 12529
• 

  

  /25

  Not Listed For Sale

  0 Railroad Ln Unit 149543, Hillsdale, NY 12529

  0 Railroad Ln Unit 149543, Hillsdale, NY 12529

  Last Sold Summary

  • 257 Days On Market

  • Last Sold Price $252,000
  • Jun 25, 2024

  Last Listing Agent John Avenia Columbia County RE Specialist
• 

  

  /29

  $425,000 Pending

  • 2 Beds
  • 1.5 Baths
  • 1,630 Sq Ft

  44 Collins St, Hillsdale, NY 12529

  Classic country homes like this one don't come on the market often and don't last long when they do.This 1933 Cape Cod home is new to the market after 49 years of stewardship by the current owner.The 1.5 acre parcel is deep, with an open and private back yard. In the front, the parcel is bordered by ayear-round stream that is a tributary of the Roeliff Jansen Kill. Collins Street is

  Margaret Bower Avenia Columbia County RE Specialist

  44 Collins St, Hillsdale, NY 12529
• 

  

  /34

  $640,000 Sold Oct 15, 2025

  7 Memory Ln, Hillsdale, NY 12529

  • 2 Beds
  • 2 Baths
  • 1,010 Sq Ft
  • Built 1960

  Last Sold Summary

  • 2% Below List Price
  • $634/SF
  • 27 Days On Market

  Current Estimated Value $656,480

  Last Listing Agent John Barbato Compass, Hillsdale

  7 Memory Ln, Hillsdale, NY 12529
• 

  

  /31

  Not Listed For Sale

  615 County Route 21, Ghent, NY 12075

  • 3 Beds
  • 2.5 Baths
  • 1,680 Sq Ft
  • Built 2002

  615 County Route 21, Ghent, NY 12075

  Last Sold Summary

  • $259/SF
  • 59 Days On Market

  • Last Sold Price $435,000
  • Nov 30, 2023

  Last Listing Agent Beth DeMatteo Berkshire Hathaway HomeService

Showing Results 81 - 120, Page 3 of 18