Homes in ZIP Code 12529

• 

  

  

  /45

  $1,150,000

  • 5 Beds
  • 3 Baths
  • 2,548 Sq Ft

  1 Van Buren Dr, Copake, NY 12516

  Set just off the banks of Copake Lake and privately positioned on five wooded acres, The Van Bueran House offers a rare blend of modern design, an inground pool, and deeded lake rights to one of Columbia County’s most sought-after motorboat lakes. Recently renovated with forever in mind, the home pairs thoughtful design with meaningful infrastructure: white oak and radiant heated floors

  

  Craig Smith

  Compass Greater NY, LLC

  (518) 252-8157

  1 Van Buren Dr, Copake, NY 12516
• 

  

  

  /22

  $13,000 Per Month

  • 4 Beds
  • 3 Baths
  • 3,164 Sq Ft
  • House for Rent

  85 Gellert Ln, Hillsdale, NY 12529

  Located 2.5 hours from NYC and Boston, this 4-bedroom, 3-bathroom Hillsdale summer rental offers a bright, contemporary interior with curated antiques on 8+ private acres featuring streams, a pond, and historic barns. The home includes a modern open kitchen with Caesarstone countertops and state-of-the-art appliances, which flows directly to a bluestone patio and stone terrace equipped with an

  Amy Longley William Pitt Sotheby's Int'l

  85 Gellert Ln, Hillsdale, NY 12529
• 

  

  

  /3

  $25,000

  Sold May 28, 2025

  0 Stonehill Dr, Hillsdale, NY 12529

  • Land
  • 41,817 Sq Ft
  • $26,042 per Acre

  Last Sold Summary

  • 13 Days On Market

  Last Listing Agent David Birch Barns & Farms Realty, LLC

  0 Stonehill Dr, Hillsdale, NY 12529
• 

  

  

  /53

  Not Listed For Sale

  1090 Route 217, Philmont, NY 12513

  • 3 Beds
  • 2 Baths
  • 1,382 Sq Ft
  • Built 1940

  1090 Route 217, Philmont, NY 12513

  Last Sold Summary

  • 25 Days On Market
• 

  

  

  /42

  $1,100,000

  • 3 Beds
  • 2.5 Baths
  • 2,495 Sq Ft

  309 Pine Ridge Ln, Hillsdale, NY 12529

  Discover a truly beautiful, peaceful setting at 309 Pine Ridge Lane, a 2,500-square-foot, traditional colonial home custom built in 1996. Three-bedroom, three baths, set on just under 6 acres of pristine woodlands on one of Hillsdale's prettiest country roads. This home offers the rare combination of modern architecture, privacy, and effortless living. Walls of windows in the living room and

  Margaret Bower Avenia Columbia County RE Specialist

  309 Pine Ridge Ln, Hillsdale, NY 12529
• 

  

  /10

  $1,850 Per Month

  • 2 Beds
  • 1 Bath
  • 1,200 Sq Ft
  • Apartment for Rent

  3191 State Route 23 Unit 3, Hillsdale, NY 12529

  Well-maintained 2-bedroom, 1-bath apartment offering comfortable living with a functional layout. The unit features a bright living area, an updated kitchen with ample cabinetry, and two well-sized bedrooms with good natural light. The bathroom is clean and modern, with a full tub/shower. Enjoy easy access and sliding glass doors that open to a covered outdoor space—perfect for fresh air and

  Greg Berardi Berardi Realty

  3191 State Route 23 Unit 3, Hillsdale, NY 12529
• 

  

  /30

  $650,000

  Sold Dec 22, 2025

  63 Cherokee Dr, Hillsdale, NY 12529

  • 3 Beds
  • 2.5 Baths
  • 2,256 Sq Ft
  • Built 1985

  Last Sold Summary

  • 2% Below List Price
  • $288/SF
  • 33 Days On Market

  Current Estimated Value $678,069

  Last Listing Agent Blanche Mackey Copake Lake Realty Corp.

  63 Cherokee Dr, Hillsdale, NY 12529
• 

  

  /22

  Not Listed For Sale

  39 - stop 26 Justice Rd, Hillsdale, NY 12529

  • 2 Beds
  • 1 Bath
  • 1,896 Sq Ft
  • Built 1984

  39 - stop 26 Justice Rd, Hillsdale, NY 12529

  Last Sold Summary

  • 69 Days On Market
• 

  

  /44

  $1,350,000

  New Construction $125K PRICE DROP Under Contract

  • 3 Beds
  • 3 Baths
  • 2,350 Sq Ft

  501 Birch St, Craryville, NY 12521

  Newly constructed and thoughtfully designed, this home is ideally located within the Copake Lake community-Columbia County's only high-speed motorboat lake-and built by one of the area's most respected contractors. The property reflects quality craftsmanship throughout.The home offers 3 bedrooms and 3 full bathrooms, including two primary suites on the main level. The third bedroom is on the

  John Barbato Compass, Hillsdale

  501 Birch St, Craryville, NY 12521
• 

  

  /13

  $2,500 Per Month

  • 2 Beds
  • 1 Bath
  • 832 Sq Ft
  • House for Rent

  9 Washington Dr Unit 17, Hillsdale, NY 12529

  9 Washington Drive, Copake Lake. Partially Furnished Cottage for rent. Offered both seasonally for 3,000/month or yearly for 2,500/month. Beautiful views of the lake from almost every room due to the OPEN FLOOR plan. The lake is literally steps away. (3rd house in on Washington Drive) 2 Bedrooms, galley kitchen, efficient gas heating, large deck overlooking the lake. Great yard for having summer

  Margaret Bower Avenia Columbia County RE Specialist

  9 Washington Dr Unit 17, Hillsdale, NY 12529
• 

  

  /18

  $500,000

  Sold Jan 23, 2026

  2253 County Route 21, Hillsdale, NY 12529

  • 2 Beds
  • 2 Baths
  • 1,493 Sq Ft
  • Built 2021

  Last Sold Summary

  • 7% Below List Price
  • $335/SF
  • 124 Days On Market

  Last Listing Agent Jeffries Blackerby Houlihan Lawrence Inc.

  2253 County Route 21, Hillsdale, NY 12529
• 

  

  /7

  Not Listed For Sale

  0 - No# Justice Rd, Hillsdale, NY 12529

  0 - No# Justice Rd, Hillsdale, NY 12529

  Last Sold Summary

  • 71 Days On Market
• 

  

  /40

  $964,000

  $15K 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
• 

  

  /13

  $1,850 Per Month

  • 2 Beds
  • 1 Bath
  • 1,200 Sq Ft
  • Apartment for Rent

  3191 New York 23 Unit 3, Hillsdale, NY 12529

  Well-maintained 2-bedroom, 1-bath apartment offering comfortable living with a functional layout. The unit features a bright living area, an updated kitchen with ample cabinetry, and two well-sized bedrooms with good natural light. The bathroom is clean and modern, with a full tub/shower. Enjoy easy access and sliding glass doors that open to a covered outdoor space—perfect for fresh air and

  Greg Berardi Berardi Realty

  3191 New York 23 Unit 3, Hillsdale, NY 12529
• 

  

  /42

  $1,350,000

  Sold Jun 27, 2025

  864 W End Rd, Hillsdale, NY 12529

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

  Last Sold Summary

  • 4% Above List Price
  • $381/SF
  • 15 Days On Market

  Current Estimated Value $1,468,923

  Last Listing Agent John Barbato Compass, Hillsdale

  864 W End Rd, Hillsdale, NY 12529
• 

  

  /10

  Not Listed For Sale

  199 Rt 217, Ghent, NY 12075

  • 2 Beds
  • 1 Bath
  • 960 Sq Ft
  • Built 1925

  199 Rt 217, Ghent, NY 12075

  Last Sold Summary

  • 99 Days On Market
• 

  

  /45

  $1,150,000

  Open Sat 12PM - 2PM

  • 5 Beds
  • 3 Baths
  • 1,708 Sq Ft

  1 van Bueran Dr, Hillsdale, NY 12529

  Set just off the banks of Copake Lake and privately positioned on five wooded acres, The Van Bueran House offers a rare blend of modern design, an inground pool, and deeded lake rights to one of Columbia County's most sought-after motorboat lakes. Recently renovated with forever in mind, the home pairs thoughtful design with meaningful infrastructure: white oak and radiant heated floors

  Jessica Scott Compass Greater NY, LLC

  1 van Bueran Dr, Hillsdale, NY 12529
• 

  

  /14

  $1,800 Per Month

  • 2 Beds
  • 1 Bath
  • 1,200 Sq Ft
  • Apartment for Rent

  3191 New York 23 Unit 1, Hillsdale, NY 12529

  Well-maintained 2-bedroom, 1-bath ground-floor apartment (with limited steps) offering comfortable living with a functional layout. The unit features a bright living area, an updated kitchen with ample cabinetry, and two well-sized bedrooms with good natural light. The bathroom is clean and modern, with a full tub/shower. Enjoy easy access with ground-level entry and sliding glass doors that open

  Greg Berardi Berardi Realty

  3191 New York 23 Unit 1, Hillsdale, NY 12529
• 

  

  /20

  $605,000

  Sold Sep 17, 2025

  15 Roosevelt Dr, Hillsdale, NY 12529

  • 1,080 Sq Ft
  • Built 1958

  Last Sold Summary

  • 34% Below List Price
  • $560/SF
  • 742 Days On Market

  Current Estimated Value $607,202

  Last Listing Agent Donna Peck Past Member

  15 Roosevelt Dr, Hillsdale, NY 12529
• 

  

  /27

  Not Listed For Sale

  3002 State Route 23 --, Hillsdale, NY 12529

  • 3 Beds
  • 1 Bath
  • 1,296 Sq Ft
  • Built 1975

  3002 State Route 23 --, Hillsdale, NY 12529

  Last Sold Summary

  • 59 Days On Market
• 

  

  /37

  $749,000

  Open Sat 12PM - 2PM $50K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,574 Sq Ft

  407 Lakeview Rd, Craryville, NY 12521

  A rare year-round Lakefront Opportunity on Copake Lake. Just 2 Hours from NYC -Charming Log Home with Private Dock and deck. Swim, boat, ski, and relax year-round at this lakefront home.Ideally located between Hudson and Great Barrington in the heart of the Hudson Valley-Berkshires region. Turn-key four-season log home with sweeping lake views, a 46-foot private waterfront deck and

  Maria DiSalvo Coldwell Banker Prime

  407 Lakeview Rd, Craryville, NY 12521
• 

  

  /30

  $5,000 Per Month

  • 4 Beds
  • 3 Baths
  • 2,349 Sq Ft
  • House for Rent

  125 Taconic Creek Rd, Hillsdale, NY 12529

  Experience the quintessential Hudson Valley retreat in this private, 4-bedroom, 3-bathroom country home. Located just minutes from the slopes of Catamount Mountain Resort, this residence offers a seamless blend of rustic charm and modern convenience. The interior features a well-appointed kitchen and a living area anchored by a cozy wood stove--all complemented by tasteful, high-quality

  Rochelle Bartolo Beach & Bartolo Realtors

  125 Taconic Creek Rd, Hillsdale, NY 12529
• 

  

  /77

  $1,625,000

  Sold May 18, 2026

  46 Collins St, Hillsdale, NY 12529

  • 4 Beds
  • 3 Baths
  • 2,608 Sq Ft
  • Built 1850

  Last Sold Summary

  • 4% Below List Price
  • $623/SF
  • 62 Days On Market

  Current Estimated Value $1,644,612

  Last Listing Agent Anthony D'Argenzio Houlihan Lawrence Inc.

  46 Collins St, Hillsdale, NY 12529
• 

  

  /19

  Est $293,481

  Not Listed For Sale

  22 Anthony St, Hillsdale, NY 12529

  • 5 Beds
  • 5 Baths
  • 2,502 Sq Ft
  • Built 1888

  22 Anthony St, Hillsdale, NY 12529

  Last Sold Summary

  • 83 Days On Market
• 

  

  /28

  $1,275,000

  • 1 Bed
  • 2 Baths
  • 1,700 Sq Ft

  401 Collins St, 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 Sothebys Intl

  401 Collins St, Hillsdale, NY 12529
• 

  

  /20

  $295,000

  Sold Dec 30, 2025

  376 Approx Whippoorwill Rd, Hillsdale, NY 12529

  • Land
  • 12 Acres
  • $24,583 per Acre

  Last Sold Summary

  • 39 Days On Market

  Last Listing Agent John Avenia Columbia County RE Specialist

  376 Approx Whippoorwill Rd, Hillsdale, NY 12529
• 

  /2

  Not Listed For Sale

  105 Seekonk Rd, Hillsdale, NY 12529

  • 1 Bed
  • 1 Bath
  • 1,134 Sq Ft
  • Built 1984

  105 Seekonk Rd, Hillsdale, NY 12529

  Last Sold Summary
• 

  

  /29

  $785,000

  Pending

  • 3 Beds
  • 2.5 Baths
  • 1,500 Sq Ft

  9254 New York 22, Hillsdale, NY 12529

  Hillsdale 2500 SF 4BR residence with large deck, inground pool and 60x100 garage on 2.9 acs. Currently Auto Repair Business near Junction of Routes 22 & 23. Incredible opportunity to continue Auto Repair and towing business or convert 60x100 Garage into Storage Facility or other use. House would make great rental property.

  David Birch Barns & Farms Realty

  9254 New York 22, Hillsdale, NY 12529
• 

  

  /44

  $725,000

  Sold Dec 09, 2025

  15 Tory Hill Rd, Hillsdale, NY 12529

  • 3 Beds
  • 2 Baths
  • 2,592 Sq Ft
  • Built 2007

  Last Sold Summary

  • $280/SF
  • 45 Days On Market

  Current Estimated Value $782,151

  Last Listing Agent John Avenia Columbia County RE Specialist

  15 Tory Hill Rd, Hillsdale, NY 12529
• 

  

  /45

  Est $931,704

  Not Listed For Sale

  445 Lakeview Rd, Craryville, NY 12521

  • 3 Beds
  • 1 Bath
  • 1,320 Sq Ft
  • Built 1920

  445 Lakeview Rd, Craryville, NY 12521

  Last Sold Summary

  • 14 Days On Market
• 

  

  /25

  $770,000

  New Construction $30K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 1,800 Sq Ft

  801 Rodman Rd, Hillsdale, NY 12529

  New listing in Hillsdale, set high on a quiet dirt road where privacy, peace, and panoramic views define your backdrop. Why wait a year and a half for a new house to be built? This brand-new construction is being sold as it stands today, as a blank unfinished canvas ready for you to make it your own. The structure is in place with a brand-new drilled well, septic system, and 200-amp electrical

  Michael Castellano Gilcrest Properties

  801 Rodman Rd, Hillsdale, NY 12529
• 

  

  /29

  $965,000

  Sold Dec 22, 2025

  271 Texas Hill Rd, Hillsdale, NY 12529

  • 3 Beds
  • 2 Baths
  • 2,279 Sq Ft
  • Built 1930

  Last Sold Summary

  • $423/SF
  • 21 Days On Market

  Current Estimated Value $1,011,081

  Last Listing Agent Kelcey Otten Compass Greater NY, LLC d/b/a

  271 Texas Hill Rd, Hillsdale, NY 12529
• 

  

  /41

  Est $1,117,078

  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
• 

  

  /31

  $725,000

  • 4 Beds
  • 2.5 Baths
  • 2,225 Sq Ft

  2999 New York 23, Hillsdale, NY 12529

  2999 Route 23, Hillsdale, New York - Historic Country Estate on 12.5 Acres Step into a piece of living history with this beautifully preserved 1915 home, perfectly situated on a private 12.5-acre parcel in the heart of the Berkshires. Offering four generous bedrooms and three baths (2 full, 1 Half), this classic residence blends timeless charm with everyday comfort, creating an ideal setting for

  Tyler Bervy Stone House Properties, LLC

  2999 New York 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
• 

  /2

  Est $1,575,071

  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

  Last Sold Summary
• 

  

  /28

  $795,000

  $787K PRICE INCREASE

  • 6 Beds
  • 2 Baths
  • 2,998 Sq Ft

  60 Anthony St, Hillsdale, NY 12529

  1800s farm house. Just waiting for some TLC. This property consists of the main farm house. one very large barn. Addtional 3 out building. One of the back building contains an attractive apartment.The property butts up to the Harlem Valley Rail Trail. Walking distant to the Hamlet of Hillsdale. Including the Roe Jan Brewing Co. IGA, The Hillsdale House, The town park. Less then 5 min ride to

  Gerard Meenagh The Meenagh Group Realty

  60 Anthony St, 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
• 

  

  /11

  Est $500,758

  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
• 

  

  /44

  $1,275,000

  $20K PRICE DROP

  • 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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