Homes in ZIP Code 12529

• 

  

  

  /19

  $299,888

  $25K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 736 Sq Ft

  81 SW Colony Rd, Hillsdale, NY 12529

  PRICE REDUCTION - Under 300,000 dollars on Copake Lake! Welcome to 81 SW Colony Road, a charming 2-bedroom, 1-bath bungalow now offered at a newly adjusted price point that makes owning a piece of Columbia County paradise more accessible than ever. Experience the quintessential upstate lifestyle just over two hours from New York City and 30 minutes from both the Hudson and Wassaic train

  

  Mark Saxby

  Berkshire Hathaway HomeService

  81 SW Colony Rd, Hillsdale, NY 12529
• 

  

  

  /18

  $8,000 Per Month

  • 3 Beds
  • 3 Baths
  • 1,885 Sq Ft
  • House for Rent

  70 SW Colony Rd, Hillsdale, NY 12529

  Set directly on the shores of Copake Lake, this character-filled lake house offers a rare opportunity to experience one of the Hudson Valley's most beloved waterfront communities through every season. Originally conceived as a weekend escape, the house combines the easygoing spirit of a classic lake cottage with a wonderfully considered mix of rustic, Scandinavian and mid-century

  Annabel Taylor Four Seasons Sotheby's Int.

  70 SW Colony Rd, Hillsdale, NY 12529
• 

  

  

  /14

  $104,000

  Sold May 27, 2026

  10021 New York 22, Hillsdale, NY 12529

  • 4 Beds
  • 1 Bath
  • 2,116 Sq Ft
  • Built 1856

  Last Sold Summary

  • 31% Below List Price
  • $49/SF
  • 91 Days On Market

  Last Listing Agent Paul Crayton Coldwell Banker Advisor Realty

  10021 New York 22, 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

  Last Listing Agent Anthony D'Argenzio Houlihan Lawrence Inc.
• 

  

  

  /25

  $549,000

  Under Contract

  • 2 Beds
  • 2 Baths
  • 992 Sq Ft

  35 Underhill Rd, Hillsdale, NY 12529

  Perfectly proportioned and thoughtfully reinvented, 35 Underhill is a stylish, turnkey home defined by artful details and intelligent design. Within walking distance of the hamlet of Hillsdale and set on a double lot, this reimagined 1950 ranch pairs original character with modern systems and an easy connection to the surrounding landscape.Facing east, the house takes in a classic country

  

  Rachel Levine

  Patricia A. Hinkein Realty

  35 Underhill Rd, Hillsdale, NY 12529
• 

  

  /24

  $1,850 Per Month

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

  3191 State Route 23 Unit 2, Hillsdale, NY 12529

  MULTIPLE APARTMENTS FOR RENTYour new digs? A.K.A, 3191 Route 23, Hilldale NY, one mile from Catamont on the Massachusetts border. Beautiful, updated two-bedroom, one bath apartments with pretty views and a balcony to enjoy them!! 1,850/mo. plus utilities. Laundry facility on property. Must have good credit and references. Pets allowed with additional funds. Additional units available, please

  Margaret Bower Avenia Columbia County RE Specialist

  3191 State Route 23 Unit 2, 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 $663,088

  Last Listing Agent Blanche Mackey Copake Lake Realty Corp.

  63 Cherokee Dr, Hillsdale, NY 12529
• 

  Not Listed For Sale

  515 Turnpike, Hillsdale, NY 12529

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

  515 Turnpike, Hillsdale, NY 12529

  Last Sold Summary

  • 50 Days On Market

  Last Listing Agent Joseph Briggs William Pitt Sothebys Int Rlty
• 

  

  /36

  $650,000

  Under Contract

  • 3 Beds
  • 2.5 Baths
  • 1,977 Sq Ft

  3493 County Route 7, Hillsdale, NY 12529

  Escape to your own private retreat where lake living, outdoor adventure, and timeless country charm come together!Just steps from scenic Copake Lake, this property offers access to one of Columbia County's premier recreational destinations. The 410-acre, motorboat-friendly lake is perfect for boating, waterskiing, kayaking, paddleboarding, and excellent fishing, while nearby Copake

  

  Sabrina Puppolo

  Corcoran Country Living

  3493 County Route 7, 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
• 

  

  /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
• 

  

  /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

  Last Listing Agent Kelsey Winters Davala Real Estate, LLC
• 

  

  /35

  $620,000

  • 3 Beds
  • 2 Baths
  • 2,932 Sq Ft

  33 Twin Bridges Rd, Copake, NY 12516

  Welcome to this charming country home set along a quiet rural road in Copake. Bright, comfortable living spaces and a peaceful setting surrounded by mature trees and open lawn create an atmosphere that feels instantly relaxing. The open living area brings together the updated kitchen, dining room, and living room anchored by a brick fireplace—perfect for cozy evenings.French doors open to a

  

  Brad Rebillard

  DUTCHESS COUNTRY REALTY INC. M

  33 Twin Bridges Rd, Copake, NY 12516
• 

  

  /16

  $1,850 Per Month

  • 2 Beds
  • 1 Bath
  • 1,122 Sq Ft
  • Apartment for Rent

  14 Anthony St Unit 1st Floor, Hillsdale, NY 12529

  FOR RENT ~ 14 Anthony Street, Hillsdale 1st Floor Apartment, available October 2-26.Right in the heart of the Hillsdale Hamlet, first floor apartment with oil heat, 2 bedrooms, full bath, brand new kitchen, dining room and large bright & sunny living rooms. Awesome back porch overlooking the back yard with room to garden. In town living with easy walk to local grocery store, restaurants,

  Margaret Bower Avenia Columbia County RE Specialist

  14 Anthony St Unit 1st Floor, Hillsdale, NY 12529
• 

  

  /9

  $675,000

  Sold Jun 09, 2026

  3244 Cr 7, Hillsdale, NY 12529

  • Land
  • 56.9 Acres
  • $11,863 per Acre

  Last Sold Summary

  • 20% Below List Price
  • 809 Days On Market

  Last Listing Agent Theresa Westlake Copake Lake Realty Corp.

  3244 Cr 7, Hillsdale, NY 12529
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  /3

  Not Listed For Sale

  0 Anthony St Unit 147147, Copake, NY 12529

  0 Anthony St Unit 147147, Copake, NY 12529

  Last Sold Summary

  • 80 Days On Market

  Last Listing Agent Cathleen Hamm Mahar Real Estate, LLC
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  /5

  $225,000

  • Land
  • 6 Acres
  • $37,500 per Acre

  L135.2 Rockledge Rd, Hillsdale, NY 12529

  Escape to your own private sanctuary in the heart of Columbia County's coveted Hudson Valley. This 6 acre wooded parcel on scenic Rockledge Road offers the perfect canvas for your dream retreat, with mature trees providing natural privacy and a peaceful, secluded setting that feels worlds away from the everyday. Ideally situated in the Town of Hillsdale -- one of the region's most sought-after

  

  Jamie Mazuryk

  Venture Fox Realty Group LLC

  L135.2 Rockledge Rd, Hillsdale, NY 12529
• 

  

  /30

  $4,000 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 $1,579,708

  Last Listing Agent Anthony D'Argenzio Houlihan Lawrence Inc.

  46 Collins St, Hillsdale, NY 12529
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  /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

  Last Listing Agent John Avenia Columbia County RE Specialist
• 

  

  /75

  $290,000

  • Land
  • 40.25 Acres
  • $7,205 per Acre

  0 Anthony St Unit LotWP001, Copake, NY 12529

  Located within the Town of Hillsdale itself, this unique 40.25 acre offering presents a rare opportunity to own a sizable tract of land in one of Columbia County's most desirable communities. While the property enjoys immediate access to the restaurants, shops, services, and amenities that make Hillsdale such a sought-after destination, its layout and surrounding landscape create a surprisingly

  Mitchell Serlin Whitetail Properties Real Estate

  0 Anthony St Unit LotWP001, Copake, NY 12529
• 

  

  /11

  $1,600 Per Month

  • 1 Bed
  • 1 Bath
  • 773 Sq Ft
  • Apartment for Rent

  32 Anthony St Unit 3B, Hillsdale, NY 12529

  Interested parties in this listing please contact Gerard Meenagh the listing agent

  Gerard Meenagh The Meenagh Group Realty

  32 Anthony St Unit 3B, Hillsdale, NY 12529
• 

  $3,700,000

  Sold Jul 17, 2026

  54 Far View Ln, Hillsdale, NY 12529

  • 4 Beds
  • 3 Baths
  • 3,666 Sq Ft
  • Built 1971

  Last Sold Summary

  • 7% Below List Price
  • $1,009/SF
  • 20 Days On Market

  Current Estimated Value $3,889,257

  Last Listing Agent Anthony D'Argenzio Houlihan Lawrence, Inc

  54 Far View Ln, 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

  Last Listing Agent Kylah Campeta-Perez LYF Homes
• 

  

  /42

  $900,000

  $200K PRICE DROP

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

  309 Pine Ridge Ln, Hillsdale, NY 12529

  Nestled on a wooded hillside on one of Hillsdale's prettiest country roads is where you will discover this exceptional 2,500 sq.ft. custom-built home. The 5.5-acre parcel sits above Pine Ridge Lane; a lightly travelled country road located just off Mitchell Street in the heart of Hillsdale. Surrounded by nature in every direction, the peaceful, park-like setting is unique and as beautiful as any

  Margaret Bower Avenia Columbia County RE Specialist

  309 Pine Ridge Ln, 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
• 

  

  /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

  Last Listing Agent Paige Backhaus WILLIAM RAVEIS - BERKSHIRE
• 

  

  /25

  $299,000

  $26K PRICE DROP Pending

  • 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

  Lindsay Lebrecht Copake Lake Realty Corp.

  127 Hillside Dr, Copake Lake, NY 12521
• 

  

  /31

  $1,555,000

  Sold Sep 10, 2026

  0 Mitchell St Unit 20262545, Hillsdale, NY 12529

  • Land
  • 127.1 Acres
  • $12,234 per Acre

  Last Sold Summary

  • 8% Below List Price
  • 48 Days On Market

  Last Listing Agent Jennifer Harvey Compass Greater NY LLC

  0 Mitchell St Unit 20262545, Hillsdale, NY 12529
• 

  

  /19

  Est $272,503

  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

  Last Listing Agent Margaret Bower Avenia Columbia County RE Specialist
• 

  

  /66

  $1,300,000

  • 4 Beds
  • 3.5 Baths
  • 3,115 Sq Ft

  351 Dugway Rd, Austerlitz, NY 12017

  Welcome to Bons Reves House, a beautifully designed escape tucked away on nearly seven acres in the most desirable part of the Austerlitz hills. Built in 1985 and meticulously renovated and expanded by a top builder in 2012 and again in 2025, this 4-bedroom, 3.5-bath contemporary home feels like a luxury treehouse hidden among mature hardwoods and surrounded by large estates and high-end

  Anthony D'Argenzio Houlihan Lawrence Inc.

  351 Dugway Rd, Austerlitz, NY 12017
• 

  

  /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 $766,107

  Last Listing Agent John Avenia Columbia County RE Specialist

  15 Tory Hill Rd, Hillsdale, NY 12529
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  /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
• 

  

  /68

  $649,000

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

  261 Yonderview Rd, Hillsdale, NY 12529

  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

  261 Yonderview Rd, Hillsdale, NY 12529
• 

  

  /45

  $1,150,000

  Sold Jul 31, 2026

  1 van Bueran Dr, Hillsdale, NY 12529

  • 5 Beds
  • 3 Baths
  • 1,708 Sq Ft
  • Built 1988

  Last Sold Summary

  • $673/SF
  • 40 Days On Market

  Current Estimated Value $1,126,613

  Last Listing Agent Jessica Scott Compass Greater NY LLC

  1 van Bueran Dr, Hillsdale, NY 12529
• 

  

  /45

  Est $971,715

  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

  Last Listing Agent Joseph Briggs William Pitt Sothebys Intn'l
• 

  

  /40

  $1,250,000

  New Construction Open Sun 12:30PM - 1:30PM $225K PRICE DROP

  • 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
• 

  

  /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 $966,958

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

  271 Texas Hill Rd, Hillsdale, NY 12529
• 

  

  /18

  Est $350,005

  Not Listed For Sale

  118 Yonderview Rd, Hillsdale, NY 12529

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

  118 Yonderview Rd, Hillsdale, NY 12529

  Last Sold Summary

  • 58 Days On Market

  Last Listing Agent Lindsay Lebrecht Copake Lake Realty Corp.
• 

  

  /6

  $175,000

  $120K PRICE DROP

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

  50 Dugway Rd, Hillsdale, NY 12529

  Escape to 33.31 acres of untouched beauty in Columbia County, NY. 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. This parcel features a dynamic topography of hills that reach an elevation of over 1,000 feet. With this parcel,

  Jeffrey McKinney Beach & Bartolo Realtors

  50 Dugway Rd, Hillsdale, NY 12529

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