Homes in ZIP Code 12529

• 

  Est $1,581,560

  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

  • 57 Days On Market

  Last Listing Agent John Panzer Elyse Harney Real Estate
• 

  

  

  /24

  $675,000

  • Land
  • 9.57 Acres
  • $70,533 per Acre

  109-Lot 4 Lake Ridge Ln, Copake Lake, NY 12521

  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. Access the waterfront from your individually appointed boat slip on the 99ft of private water frontage owned by the Association. A special opportunity to enjoy lake

  John Barbato Compass, Hillsdale

  109-Lot 4 Lake Ridge Ln, Copake Lake, NY 12521
• 

  

  

  /36

  $580,000

  Sold Jun 12, 2026

  2657 State Route 23, Hillsdale, NY 12529

  • 3 Beds
  • 2 Baths
  • 2,057 Sq Ft
  • Built 1780

  Last Sold Summary

  • 11% Below List Price
  • $282/SF
  • 244 Days On Market

  Current Estimated Value $587,474

  Last Listing Agent John Barbato Compass, Hillsdale

  2657 State Route 23, Hillsdale, NY 12529
• 

  

  

  /28

  Est $417,897

  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

  • 211 Days On Market

  Last Listing Agent Wendy Kenney Davala Real Estate, LLC
• 

  

  

  /26

  $650,000

  • Land
  • 10.55 Acres
  • $61,611 per Acre

  162-Lot 10 Lake Ridge Ln, Copake Lake, NY 12521

  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. A special opportunity to enjoy lake living within a uniquely private setting. The 10+ acres of Lot 10 embrace direct views of the Taconic mountains to the east.

  John Barbato Compass, Hillsdale

  162-Lot 10 Lake Ridge Ln, Copake Lake, NY 12521
• 

  

  /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
• 

  

  /14

  Est $516,432

  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

  • 142 Days On Market

  Last Listing Agent Amjad Mughal M J J Realty
• 

  

  /7

  $255,000

  $4K PRICE DROP

  • 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
• 

  

  /29

  $450,000

  Sold Jul 08, 2026

  44 Collins St, Hillsdale, NY 12529

  • 2 Beds
  • 1.5 Baths
  • 1,630 Sq Ft
  • Built 1933

  Last Sold Summary

  • 6% Above List Price
  • $276/SF
  • 64 Days On Market

  Current Estimated Value $431,843

  Last Listing Agent Margaret Bower Avenia Columbia County RE Specialist

  44 Collins St, Hillsdale, NY 12529
• 

  

  /27

  Est $889,198

  Not Listed For Sale

  66 Fado Rd, Hillsdale, NY 12529

  • 3 Beds
  • 1.5 Baths
  • 1,421 Sq Ft
  • Built 1850

  66 Fado Rd, Hillsdale, NY 12529

  Last Sold Summary

  • 368 Days On Market

  Last Listing Agent John Avenia Columbia County RE Specialist
• 

  

  /25

  $575,000

  $74K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,500 Sq Ft

  416 Whippoorwill Rd, Hillsdale, NY 12529

  416 Whippoorwill Rd, Hillsdale, NY ~ PRIVATE SETTING!! Cape Cod style home, built in 2000, meticulously maintained and is in excellent condition inside and out. The main level features a functional kitchen, dining area, bathroom, and living room centered around a propane fireplace; all with hardwood floors. A 12x12 great room with hardwood floors was added to provide additional living space.

  Margaret Avenia COLUMBIA COUNTY REAL ESTATE SPECIALISTS LLC

  416 Whippoorwill Rd, Hillsdale, NY 12529
• 

  

  /34

  $580,000

  Sold Jun 05, 2026

  66 Anthony St, Hillsdale, NY 12529

  • 3 Beds
  • 2 Baths
  • 2,300 Sq Ft
  • Built 1971

  Last Sold Summary

  • 2% Below List Price
  • $252/SF
  • 112 Days On Market

  Last Listing Agent Susan Calkins STONE HOUSE PROPERTIES, LLC

  66 Anthony St, Hillsdale, NY 12529
• 

  

  /114

  Est $3,294,261

  Not Listed For Sale

  184A Cambridge Rd, Hillsdale, NY 12529

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

  184A Cambridge Rd, Hillsdale, NY 12529

  Last Sold Summary

  • 35 Days On Market

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

  

  /19

  $392,500

  • 2 Beds
  • 2 Baths
  • 1,494 Sq Ft

  155 Pumpkin Hollow Rd N, Hillsdale, NY 12529

  Colonial Home on a Beautiful Country Parcel with New Garage Nestled on a peaceful country road, this charming two-bedroom Colonial offers the perfect blend of privacy, comfort, and convenience. Set back from the road on a beautiful parcel, the home welcomes you into a bright, open-concept living and dining area filled with natural light and complemented by attractive hardwood floors. The

  Jonathan Scarinzi Elyse Harney Real Estate

  155 Pumpkin Hollow Rd N, Hillsdale, NY 12529
• 

  

  /23

  $460,000

  Sold Aug 13, 2026

  217 Anthony St, Hillsdale, NY 12529

  • 3 Beds
  • 2 Baths
  • 1,375 Sq Ft
  • Built 2026

  Last Sold Summary

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

  Last Listing Agent John Barbato Compass, Hillsdale

  217 Anthony St, Hillsdale, NY 12529
• 

  

  /20

  Est $272,256

  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

  • 34 Days On Market

  Last Listing Agent Scott Varley KW Platform
• 

  

  /20

  $795,000

  • Land
  • 50.5 Acres
  • $15,743 per Acre

  0 Rd Unit 20264993, Hillsdale, NY 12529

  A short 5 minute drive from the Taconic State Parkway, tucked up on a mountainside with incredible far-reaching panoramic views of the Catskills and the Hudson Valley. Untouched and unencumbered, this former farmland has no archaeological issues or no endangered species. Stone walls and gentle slopes. Ready for building. Divided into 5 lots of varying sizes. Sell off the lots one by one, or keep

  John Barbato Compass, Hillsdale

  0 Rd Unit 20264993, 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 $803,906

  Last Listing Agent Tom Lynch Compass Greater NY LLC

  470 N Mountain Rd, Copake Falls, NY 12517
• 

  

  /13

  Est $414,721

  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

  • 38 Days On Market

  Last Listing Agent Margaret Bower Avenia Columbia County RE Specialist
• 

  

  /7

  $75,000

  $20K PRICE DROP

  • Land
  • 12.95 Acres
  • $5,792 per Acre

  00 Stone Ledge Rd, Hillsdale, NY 12529

  Quiet location next to the Berkshires. Dead end road with a 12 acre parcel. Hiking trails throughout. Glorious views off the top. Great value. More land available.

  Tracy Tassinari Gabel Real Estate

  00 Stone Ledge Rd, Hillsdale, NY 12529
• 

  

  /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
• 

  

  /44

  Est $1,483,407

  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

  • 27 Days On Market

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

  

  /36

  $698,000

  $51K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 2,040 Sq Ft

  695 Wolf Hill Rd, Hillsdale, NY 12529

  This country home is nestled on 8.7 private acres just five miles from the center of Hillsdale, this charming retreat offers the perfect blend of comfort, character, and natural beauty. A meandering driveway winds through the woods, leading to a welcoming cottage-style home surrounded by perennial gardens filled with native ferns and plantings.The inviting covered front porch opens to a

  Kimberly Baker BHHS Hudson Valley Properties

  695 Wolf Hill Rd, Hillsdale, NY 12529
• 

  $1,183,000

  Sold Aug 10, 2026

  161 Stagecoach Rd, Hillsdale, NY 12529

  • 3 Beds
  • 2.5 Baths
  • 2,200 Sq Ft
  • Built 1968

  Last Sold Summary

  • 21% Below List Price
  • $538/SF
  • 338 Days On Market

  Current Estimated Value $1,101,203

  Last Listing Agent Owen Davidson Brown Harris Stevens HV LLC

  161 Stagecoach Rd, Hillsdale, NY 12529
• 

  

  /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

  • 32 Days On Market

  Last Listing Agent Barbara Robinson Red Apple Realty
• 

  

  /20

  $5,100,000

  $830K PRICE DROP Pending

  • 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 James Tellerday Houlihan Lawrence Inc.

  4 W Hill Rd, Austerlitz, NY 12017
• 

  

  /27

  $640,000

  Sold Sep 11, 2026

  149 Julianna Dr, Copake, NY 12516

  • 3 Beds
  • 2.5 Baths
  • 2,093 Sq Ft
  • Built 1994

  Last Sold Summary

  • 7% Below List Price
  • $306/SF
  • 194 Days On Market

  Current Estimated Value $698,383

  Last Listing Agent Lindsay Lebrecht Copake Lake Realty Corp.

  149 Julianna Dr, Copake, NY 12516
• 

  

  /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 Listing Agent Austin Urban Venture Fox Realty Group
• 

  

  /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
• 

  

  /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 $682,445

  Last Listing Agent Michael Castellano Gilcrest Properties

  7 Birch Hill Rd, Craryville, NY 12521
• 

  Est $920,000

  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

  • 219 Days On Market

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

  

  /21

  $339,900

  $60K PRICE DROP

  • 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
• 

  

  /19

  $190,000

  Sold Jun 05, 2026

  2227 County Route 21, Hillsdale, NY 12529

  • 2 Beds
  • 2 Baths
  • 794 Sq Ft
  • Built 1950

  Last Sold Summary

  • 37% Below List Price
  • $239/SF
  • 362 Days On Market

  Last Listing Agent Michael Castellano Gilcrest Properties

  2227 County Route 21, Hillsdale, NY 12529
• 

  

  /10

  Not Listed For Sale

  10344 New York 22, Hillsdale, NY 12529

  • 5 Beds
  • 2 Baths
  • 2,541 Sq Ft
  • Built 1875

  10344 New York 22, Hillsdale, NY 12529

  Last Sold Summary

  • 281 Days On Market

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

  

  /33

  $1,398,000

  • 3 Beds
  • 3 Baths
  • 2,366 Sq Ft

  63 Knapp Hollow Ln, Hillsdale, NY 12529

  Where Nature and Serenity Take Center Stage!At the end of a private road, a magical country retreat awaits. Offered with two lots totaling over 10 acres, this secluded sanctuary brings together tranquility, natural beauty, and privacy.A winding gravel drive leads to the home, framed by colorful gardens and two picturesque ponds. A stone pathway meanders through vibrant flowers and

  Martin Salerno The Kinderhook Group, Inc.

  63 Knapp Hollow Ln, 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

  Current Estimated Value $775,583

  Last Listing Agent Jennifer Harvey Compass Greater NY LLC

  441 Overlook Dr, Hillsdale, NY 12529
• 

  

  /50

  Est $348,882

  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

  • 30 Days On Market

  Last Listing Agent Nicholas Miuccio Miuccio Real Estate Group
• 

  

  /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
• 

  

  /57

  $957,000

  Sold Jul 24, 2026

  1 Breezy Hill Rd, Copake Falls, NY 12517

  • 3 Beds
  • 2 Baths
  • 1,376 Sq Ft
  • Built 1887

  Last Sold Summary

  • 20% Above List Price
  • $695/SF
  • 24 Days On Market

  Current Estimated Value $601,596

  Last Listing Agent Eva Reece Houlihan Lawrence Inc.

  1 Breezy Hill Rd, Copake Falls, NY 12517
• 

  

  /13

  Est $319,000

  Not Listed For Sale

  149 Yonderview Rd, Hillsdale, NY 12529

  149 Yonderview Rd, Hillsdale, NY 12529

  Last Sold Summary

  • 21 Days On Market

  Last Listing Agent John O'Neill-Knasick eXp Realty

Showing Results 81 - 120, Page 3 of 18