Homes in ZIP Code 12529

• 

  

  

  /18

  $2,999,000

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

  2 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.

  2 Dugway Rd, Austerlitz, NY 12017
• 

  

  

  /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 $1,488,229

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

  57 Cold Water St, Hillsdale, NY 12529
• 

  

  

  /17

  Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 912 Sq Ft

  9398 New York 22, Hillsdale, NY 12529

  9398 New York 22, Hillsdale, NY 12529
• 

  

  

  /25

  $1,250,000

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

  161 Stagecoach Rd, Hillsdale, NY 12529

  Architecture meets nature in Hillsdale. A fully secluded getaway at the end of a private dead-end road on 7.3 pristine acres. This sunny 3-bedroom, 2-1/2 bath house is inspired by Scandinavian design and features 3 outdoor decks, with views of a spring-fed stream, a crystal clear pond, and deep green woodlands. Central AC for summer days and a wood stove for snowy nights. An ideal layout for

  Owen Davidson Brown Harris Stevens HV LLC

  161 Stagecoach Rd, Hillsdale, NY 12529
• 

  

  

  /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 $412,723

  Last Listing Agent Theresa Westlake Copake Lake Realty Corp.

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

  

  /6

  Not Listed For Sale

  0 Pumpkin Hollow Rd S, Hillsdale, NY 12529

  0 Pumpkin Hollow Rd S, Hillsdale, NY 12529
• 

  

  /24

  $347,000

  • 2 Beds
  • 1 Bath
  • 736 Sq Ft

  81 SW Colony Rd, Hillsdale, NY 12529

  Welcome to Copake Lake!! Sweet two-bedroom, one bath cottage, eat in kitchen, views of the lake from living room and one of the two bedrooms, nice big yard to enjoy outdoor fun. All appliances included. PLUS (As per Seller) water rights along that 20-foot stretch, a buyer may be able to agree with others in the area to extend the existing dock, which could be up to 60 feet into the lake! Property

  Margaret Avenia COLUMBIA COUNTY REAL ESTATE SPECIALISTS LLC

  81 SW Colony Rd, Hillsdale, NY 12529
• 

  

  /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

  Last Listing Agent Jennifer Harvey Compass Greater NY LLC

  441 Overlook Dr, Hillsdale, NY 12529
• 

  Est $393,000 Not Listed For Sale

  • 4 Beds

  0 Yonderview Rd Unit ONEH6300029, Hillsdale, NY 12529

  0 Yonderview Rd Unit ONEH6300029, Hillsdale, NY 12529
• 

  

  /44

  $1,250,000

  • 5 Beds
  • 3 Baths
  • 2,708 Sq Ft

  1 van Bueran Dr, Hillsdale, NY 12529

  Tucked away at Copake Lake! This fully renovated home is set on a private 5-acre lot and features an open floor plan with a spacious eat-in kitchen and large island, a dining area that seats 10, and a living room with a grand fireplace and custom built-in benches. French doors open to a large screened-in porch on a wrap-around deck, offering sweeping views of the surrounding landscape. A second,

  John Barbato Compass, Hillsdale

  1 van Bueran Dr, Hillsdale, NY 12529
• 

  $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 $438,133

  Last Listing Agent Michelle Ayala BHHS Hudson Valley Properties

  69 SW Colony Rd, Hillsdale, NY 12529
• 

  

  /50

  Est $344,524 Not Listed For Sale

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

  9376 New York 22, Hillsdale, NY 12529

  9376 New York 22, Hillsdale, NY 12529
• 

  

  /43

  $735,000

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

  7 Birch Hill Rd, Craryville, NY 12521

  Nestled on 6.27 private acres framed by vibrant fall foliage and mature hardwood trees, this nearly new 3-bedroom, 2.5-bath Colonial offers the perfect balance of modern comfort and country serenity. The long private driveway, flanked by stately stone pillars, welcomes you home to a place where nature and refinement coexist beautifully. Imagine weekend mornings sipping coffee on the front porch

  Michael Castellano Gilcrest Properties

  7 Birch Hill Rd, Craryville, NY 12521
• 

  

  /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
• 

  

  /13

  Est $243,000 Not Listed For Sale

  149 Yonderview Rd, Hillsdale, NY 12529

  149 Yonderview Rd, Hillsdale, NY 12529
• 

  

  /28

  $1,275,000

  • 1 Bed
  • 2.5 Baths
  • 1,700 Sq Ft

  401 Collins St Unit Stop 11, Hillsdale, NY 12529

  Discover a truly singular retreat: a 1,700-square-foot, octagonal contemporary barn residence designed and built by a noted architectural designer. Set deep within more than four acres of pristine woodlands on one of Columbia County's most coveted roads, this home offers the rare combination of modern architecture, privacy, and effortless living. Expansive pivoting picture windows invite a

  Pamela King-Belfor Four Seasons Sotheby's Int.

  401 Collins St Unit Stop 11, Hillsdale, NY 12529
• 

  

  /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 $2,267,682

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

  184A Cambridge Rd, Hillsdale, NY 12529
• 

  

  /9

  Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 620 Sq Ft

  25 Nicholson (Catamount) Rd, Copake, NY 12516

  25 Nicholson (Catamount) Rd, Copake, NY 12516
• 

  

  /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 $1250/m (month-to- month, should be 1450 on lease). Other side is studio apartment up and storefront down. Can be rented to same party for commercial downstairs. Current rental is $895 + $400 ( should be $550). Ideal for

  David Birch Barns & Farms Realty, LLC

  9249 Route 22 Rd, Hillsdale, NY 12516
• 

  

  /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 $1,262,016

  Last Listing Agent Jennifer Harvey Compass Greater NY LLC

  90 Overlook Dr, Hillsdale, NY 12529
• 

  

  /29

  Not Listed For Sale

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

  10247 Ny-22 --, Hillsdale, NY 12529

  10247 Ny-22 --, Hillsdale, NY 12529
• 

  

  /19

  $225,000

  • 2 Beds
  • 2 Baths
  • 794 Sq Ft

  2227 County Route 21, Hillsdale, NY 12529

  Tucked away on over 17 serene, subdividable acres in the Town of Kinderhook, this rare offering includes a half-finished 2-bedroom home (a shell awaiting your vision) with a brand-new raised-bed septic system and drilled well (newer pump) & new pressure tank already in place. With frontage on two quiet country roads; County Route 21 and Fowler Lake Rd. this land is a mix of old stone walls,

  Michael Castellano Gilcrest Properties

  2227 County Route 21, Hillsdale, NY 12529
• 

  

  /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

  Last Listing Agent John Barbato Compass, Hillsdale

  350 Tory Hill Farm Rd, Hillsdale, NY 12529
• 

  

  /23

  Not Listed For Sale

  50 Lake Ridge Ln, Craryville, NY 12521

  50 Lake Ridge Ln, Craryville, NY 12521
• 

  

  /13

  $749,000 Pending

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

  2318 County Road 11, Hillsdale, NY 12529

  Warm and inviting custom new construction. 5 private acres, high end kitchen and baths, open layout. Soaring two story ceilings with oversized windows to take in the abundant light. Expansive covered porch provides the perfect outdoor living space. Step in to your own slice of peace and tranquility.Central location - 10 minutes to Hudson, 5 minutes to Taconic Pkwy.

  Emma French Gabel Real Estate

  2318 County Road 11, Hillsdale, NY 12529
• 

  $359,900 Sold Apr 21, 2025

  631 SW Colony Rd, Hillsdale, NY 12529

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

  Last Sold Summary

  • $295/SF
  • 80 Days On Market

  Last Listing Agent Angel Ayala BHHS Hudson Valley Properties

  631 SW Colony Rd, Hillsdale, NY 12529
• 

  

  /34

  Est $2,774,949 Not Listed For Sale

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

  383 Mitchell St, Hillsdale, NY 12529

  383 Mitchell St, Hillsdale, NY 12529
• 

  

  /17

  $499,000

  • Land
  • 83.22 Acres
  • $5,996 per Acre

  50 - 61 Dugway Rd, Hillsdale, NY 12529

  Two Large Parcels Combine Offering Serenity & Great Potential. 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

  Jeffrey McKinney Beach & Bartolo Realtors

  50 - 61 Dugway Rd, Hillsdale, NY 12529
• 

  

  /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 $655,436

  Last Listing Agent Maggie Merelle William Pitt Sothebys Intn'l

  35 Stagecoach Rd, Hillsdale, NY 12529
• 

  

  /25

  Not Listed For Sale

  0 Railroad Ln Unit 149543, Hillsdale, NY 12529

  0 Railroad Ln Unit 149543, Hillsdale, NY 12529
• 

  

  /44

  $1,295,000

  • 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
• 

  

  /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

  Last Listing Agent Steven Gray Compass Greater NY, LLC

  120 Pumpkin Hollow Rd N, Hillsdale, NY 12529
• 

  

  /31

  Not Listed For Sale

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

  615 County Route 21, Ghent, NY 12075

  615 County Route 21, Ghent, NY 12075
• 

  

  /19

  $347,000

  • 2 Beds
  • 1 Bath
  • 736 Sq Ft

  81 SW Sw Colony Rd, Hillsdale, NY 12529

  Welcome to Copake Lake!! Sweet two-bedroom, one bath cottage, eat in kitchen, views of the lake from living room and one of the two bedrooms, nice big yard to enjoy outdoor fun. All appliances included. PLUS (As per Seller) water rights along that 20-foot stretch, a buyer may be able to agree with others in the area to extend the existing dock, which could be up to 60 feet into the lake!

  Margaret Bower Avenia Columbia County RE Specialist

  81 SW Sw Colony 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

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

  58 Deer Track Ln, Hillsdale, NY 12529
• 

  

  /17

  Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,896 Sq Ft

  39 Stop 26 Justice Rd, Hillsdale, NY 12529

  39 Stop 26 Justice Rd, Hillsdale, NY 12529
• 

  

  /15

  $999,000 Pending

  • 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

  25 Nobletown Rd, 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 $665,630

  Last Listing Agent John Barbato Compass, Hillsdale

  7 Memory Ln, Hillsdale, NY 12529
• 

  

  /37

  Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,681 Sq Ft

  9361 Ny-22 --, Hillsdale, NY 12529

  9361 Ny-22 --, Hillsdale, NY 12529
• 

  

  /49

  $2,995,000

  • 4 Beds
  • 3 Baths
  • 2,825 Sq Ft

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

  Welcome to Mac Brown Waterhouse, a storied 119-acre estate set within a hidden valley offering complete seclusion 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, one directly in front of the house that

  Anthony D'Argenzio Houlihan Lawrence, Inc

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

Showing Results 81 - 120, Page 3 of 18