Homes in ZIP Code 12529

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  /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 $1,356,000

  Last Listing Agent Steven Gray Compass Greater NY, LLC

  120 Pumpkin Hollow Rd N, Hillsdale, NY 12529
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  /2

  Not Listed For Sale

  0 Justice Rd, Hillsdale, NY 12529

  0 Justice Rd, Hillsdale, NY 12529

  Last Sold Summary

  Last Sold Price $73,000

  Last Listing Agent Kelsey Winters Davala Real Estate, LLC
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  /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
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  /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 $536,756

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

  58 Deer Track Ln, Hillsdale, NY 12529
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  Not Listed For Sale

  228 County Route 21 --, Hillsdale, NY 12529

  • 6 Beds
  • 3 Baths
  • 3,028 Sq Ft
  • Built 1942

  228 County Route 21 --, Hillsdale, NY 12529

  Last Sold Summary

  • $182/SF
  • 13 Days On Market

  Last Sold Price $550,000

  Last Listing Agent Michael Castellano GILCREST PROPERTIES
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  /16

  $999,000

  • Land
  • 300.8 Acres
  • $3,321 per Acre

  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, Inc.

  25 Nobletown Rd, Hillsdale, NY 12529
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  /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 $679,734

  Last Listing Agent John Barbato Compass, Hillsdale

  7 Memory Ln, Hillsdale, NY 12529
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  /20

  Est $457,680 Not Listed For Sale

  3133 County Route 7, Copake, NY 12516

  • 2 Beds
  • 1 Bath
  • 1,494 Sq Ft
  • Built 1951

  3133 County Route 7, Copake, NY 12516

  Last Sold Summary

  • 8% Above List Price
  • $284/SF
  • 73 Days On Market

  Last Sold Price $425,000

  Last Listing Agent Lindsay Lebrecht Copake Lake Realty Corp.
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  /19

  $325,000

  • 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! Property

  Margaret Bower Avenia Columbia County RE Specialist

  81 SW Sw Colony Rd, Hillsdale, NY 12529
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  /35

  $410,000 Sold Aug 15, 2025

  51 Taconic Creek Rd, Hillsdale, NY 12529

  • 3 Beds
  • 2 Baths
  • 1,920 Sq Ft
  • Built 1993

  Last Sold Summary

  • 12% Below List Price
  • $214/SF
  • 24 Days On Market

  Current Estimated Value $455,333

  Last Listing Agent Kate Lascar COMPASS MASSACHUSETTS , LLC GB

  51 Taconic Creek Rd, Hillsdale, NY 12529
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  /11

  Not Listed For Sale

  10118 State Route 22, Hillsdale, NY 12529

  10118 State Route 22, Hillsdale, NY 12529

  Last Sold Summary

  • 332 Days On Market

  Last Sold Price $12,800

  Last Listing Agent John Avenia Columbia County RE Specialist
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  /8

  $375,000

  • Land
  • 90 Acres
  • $4,167 per Acre

  0 Harlemville Rd Unit 20254229, Hillsdale, NY 12529

  On a bucolic country by-way you will find this very private wooded hilltop parcel with Catskill Mountain views. Gorgeous mature timber and beautiful rocky outcrops dot this parcel. Access is via a brief right-of-way and along a pretty private lane. Note reduced taxes due to a power line easement to the rear of the property. Suitable for a single main residence.

  James Male HOUSE Hudson Valley Realty

  0 Harlemville Rd Unit 20254229, Hillsdale, NY 12529
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  /2

  $1,250,000 Sold Mar 09, 2026

  0 La Branche Rd Unit 248871, Hillsdale, NY 12529

  • Land
  • 203 Acres
  • $6,158 per Acre

  Last Sold Summary

  • 8 Days On Market

  Last Listing Agent Jen Harvey COMPASS MASSACHUSETTS , LLC GB

  0 La Branche Rd Unit 248871, Hillsdale, NY 12529
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  Est $1,502,097 Not Listed For Sale

  60 River Rd, Austerlitz, NY 12017

  • 4 Beds
  • 4 Baths
  • 2,626 Sq Ft
  • Built 1890

  60 River Rd, Austerlitz, NY 12017

  Last Sold Summary

  • 16% Above List Price
  • $495/SF
  • 9 Days On Market

  Last Sold Price $1,300,000

  Last Listing Agent Annabel Taylor Four Seasons Sothebys Intl
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  /26

  $1,100,000 Pending

  • 5 Beds
  • 2.5 Baths
  • 3,350 Sq Ft

  9715 State Route 22, Hillsdale, NY 12529

  Said to be Hillsdale's second oldest home, this historic c1788 Shaker built center chimney Colonial sits on 17 acres of sprawling green hillside, gardens, and fruit trees. Once the home of Captain John Collin III, the home sits along the beautiful corridor connecting the Hudson Valley and the Berkshires— an area characterized by its rolling hillsides and rural landscape. Meticulously restored,

  Annabel Taylor Four Seasons Sothebys Intl

  9715 State Route 22, Hillsdale, NY 12529
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  $1,100,000 Sold Sep 05, 2025

  228 County Road 21, Hillsdale, NY 12529

  • 3 Beds
  • 2.5 Baths
  • 2,128 Sq Ft
  • Built 1942

  Last Sold Summary

  • 7% Below List Price
  • $517/SF
  • 78 Days On Market

  Last Listing Agent Annabel Taylor Four Seasons Sothebys Intl

  228 County Road 21, Hillsdale, NY 12529
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  /2

  Est $2,674,060 Not Listed For Sale

  431 Lakeview Rd, Craryville, NY 12521

  • 7 Beds
  • 4.5 Baths
  • 2,947 Sq Ft
  • Built 1920

  431 Lakeview Rd, Craryville, NY 12521

  Last Sold Summary

  • 1% Below List Price
  • $916/SF
  • 83 Days On Market

  Last Sold Price $2,700,000

  Last Listing Agent MATTHEW CAREY Rouse + Co Real Estate, LLC
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  /22

  $1,695,000

  • Land
  • 127 Acres
  • $13,346 per Acre

  0 Mitchell St Unit 246335, 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

  Jen Harvey COMPASS MASSACHUSETTS , LLC GB

  0 Mitchell St Unit 246335, Hillsdale, NY 12529
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  /2

  $94,000 Sold Sep 16, 2025

  76 New York 71, Hillsdale, NY 12529

  • Land
  • 6 Acres
  • $15,667 per Acre

  Last Sold Summary

  • 24% Below List Price
  • 472 Days On Market

  Last Listing Agent Rochelle Bartolo Beach & Bartolo Realtors

  76 New York 71, Hillsdale, NY 12529
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  /3

  Not Listed For Sale

  10695 Ny-22, Hillsdale, NY 12529

  10695 Ny-22, Hillsdale, NY 12529

  Last Sold Summary

  • 39 Days On Market

  Last Sold Price $137,000

  Last Listing Agent Scott Varley KW Platform
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  /14

  $700,000

  • Land
  • 9 Acres
  • $77,778 per Acre

  162 Lk Rdg Ln, Copake Lake, NY 12521

  A special opportunity to enjoy lake living within a uniquely private setting. 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. The 9+ acres of Lot 10 embrace direct views of the Taconic mountains to the east.

  John Barbato Compass, Hillsdale

  162 Lk Rdg Ln, Copake Lake, NY 12521
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  /38

  $635,000 Sold Oct 24, 2025

  47 Cherokee Dr, Hillsdale, NY 12529

  • 3 Beds
  • 1.5 Baths
  • 1,248 Sq Ft
  • Built 1973

  Last Sold Summary

  • 2% Below List Price
  • $509/SF
  • 98 Days On Market

  Current Estimated Value $627,153

  Last Listing Agent Arlena Armstrong Anatole House LLC

  47 Cherokee Dr, Hillsdale, NY 12529
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  Not Listed For Sale

  2653 New York 23, Hillsdale, NY 12529

  • 3 Beds
  • 2 Baths
  • 1,500 Sq Ft
  • Built 1970

  2653 New York 23, Hillsdale, NY 12529

  Last Sold Summary

  • $450/SF
  • 27 Days On Market

  Last Sold Price $675,000

  Last Listing Agent John Barbato Compass, Hillsdale
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  /20

  $598,000

  • Land
  • 12.6 Acres
  • $47,460 per Acre

  67 Taconic Creek Rd, Hillsdale, NY 12529

  Set down a secluded 1/8-mile driveway, this 12.6-acre property in the tranquil countryside of Hillsdale offers unmatched privacy and sweeping valley and mountain views. This beautiful home site includes plans for a stunning, modern-country 4,200sq ft main house and a separate 1,700sq ft 3 car garage with studio. Ready to build your dream home, this site provides an ideal canvas for creating your

  Peter Yates Four Seasons Sotheby's Int.

  67 Taconic Creek Rd, Hillsdale, NY 12529
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  /20

  Not Listed For Sale

  0 W End Rd, Hillsdale, NY 12529

  0 W End Rd, Hillsdale, NY 12529

  Last Sold Summary

  • 24 Days On Market

  Last Sold Price $110,000

  Last Listing Agent Michael Tellerday Houlihan Lawrence, Inc.
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  /32

  $499,000

  • 3 Beds
  • 1 Bath
  • 1,303 Sq Ft

  16 Robin Rd, Craryville, NY 12521

  Price reduction - come see this one before it's gone and be ready to enjoy ski season or summer on Copake Lake in style! To say that the owner had vision when he purchased the home in 2018 is an understatement. The last listing said ''Bring your tools and fix this one up.'' The owner did just that. Removal of the interior walls, roof, exterior walls down to the frame & portions of the foundation

  Mark Saxby Berkshire Hathaway HomeService

  16 Robin Rd, Craryville, NY 12521
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  /26

  Not Listed For Sale

  2871 New York 23, Hillsdale, NY 12529

  • 29 Beds
  • 28 Baths
  • 3,000 Sq Ft
  • Built 1920

  2871 New York 23, Hillsdale, NY 12529

  Last Sold Summary

  • $367/SF

  Last Sold Price $1,100,000

  Last Listing Agent Natalia de Amorim Preferred Country Properties
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  /17

  Est $371,864 Not Listed For Sale

  2951 State Route 23, Hillsdale, NY 12529

  • 2 Beds
  • 1.5 Baths
  • 1,111 Sq Ft
  • Built 1930

  2951 State Route 23, Hillsdale, NY 12529

  Last Sold Summary

  • 5% Above List Price
  • $320/SF
  • 62 Days On Market

  Last Sold Price $355,000

  Last Listing Agent Lindsay Lebrecht Copake Lake Realty Corp.
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  /11

  Est $759,493 Not Listed For Sale

  7 Birch Hill Rd, Craryville, NY 12521

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

  7 Birch Hill Rd, Craryville, NY 12521

  Last Sold Summary

  • 111% Above List Price
  • $157/SF
  • 15 Days On Market

  Last Sold Price $360,000

  Last Listing Agent Dennis Wheeler, CBR, AHWD,SRES Berkshire Hathaway Home Services Blake
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  /3

  Not Listed For Sale

  0 Anthony St, Copake, NY 12529

  0 Anthony St, Copake, NY 12529

  Last Sold Summary

  • 33 Days On Market

  Last Sold Price $45,000

  Last Listing Agent Karen Davala Davala Real Estate
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  /2

  Not Listed For Sale

  361 Craryville Rd, Hillsdale, NY 12529

  • 3 Beds
  • 2 Baths
  • 2,024 Sq Ft
  • Built 1900

  361 Craryville Rd, Hillsdale, NY 12529

  Last Sold Summary

  • $487/SF
  • 375 Days On Market

  Last Sold Price $985,000

  Last Listing Agent Andrew Gates Houlihan Lawrence, Inc.
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  /26

  Est $305,283 Not Listed For Sale

  431 SW Colony Rd, Hillsdale, NY 12529

  • 3 Beds
  • 1 Bath
  • 1,200 Sq Ft
  • Built 1952

  431 SW Colony Rd, Hillsdale, NY 12529

  Last Sold Summary

  • 6% Above List Price
  • $239/SF
  • 79 Days On Market

  Last Sold Price $287,000

  Last Listing Agent John Barbato Compass, Hillsdale
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  /25

  Est $902,622 Not Listed For Sale

  184 Overlook Dr, Hillsdale, NY 12529

  • 4 Beds
  • 2 Baths
  • 2,126 Sq Ft
  • Built 1910

  184 Overlook Dr, Hillsdale, NY 12529

  Last Sold Summary

  • 5% Above List Price
  • $406/SF
  • 73 Days On Market

  Last Sold Price $863,000

  Last Listing Agent Jason Loeb Four Seasons Sotheby's Int.
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  /36

  Not Listed For Sale

  208 Cambridge Rd, Hillsdale, NY 12529

  • 3 Beds
  • 3.5 Baths
  • 2,384 Sq Ft
  • Built 1981

  208 Cambridge Rd, Hillsdale, NY 12529

  Last Sold Summary

  • $389/SF
  • 56 Days On Market

  Last Sold Price $927,000

  Last Listing Agent Gerard Meenagh The Meenagh Group Realty
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  Not Listed For Sale

  0 Route 71 Unit 170123471, Unknown Ny City, NY 12529

  0 Route 71 Unit 170123471, Unknown Ny City, NY 12529

  Last Sold Summary

  • 1,581 Days On Market

  Last Sold Price $80,000

  Last Listing Agent Bob Giumarro Giumarro Real Estate
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  /23

  Est $779,147 Not Listed For Sale

  161 White Hill Rd, Hillsdale, NY 12529

  • 2 Beds
  • 1 Bath
  • 1,310 Sq Ft
  • Built 1996

  161 White Hill Rd, Hillsdale, NY 12529

  Last Sold Summary

  • 108% Above List Price
  • $286/SF
  • 69 Days On Market

  Last Sold Price $375,000

  Last Listing Agent Victor Franco Jr Weichert Realtors Northeast Gp
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  /3

  Not Listed For Sale

  0 Connelly - Off Unit 137624, Copake, NY 12517

  0 Connelly - Off Unit 137624, Copake, NY 12517

  Last Sold Summary

  • 151 Days On Market

  Last Sold Price $90,000

  Last Listing Agent Jennifer Capala William Pitt Sothebys Intn'l
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  /4

  Not Listed For Sale

  0 Mitchell St Unit 131897, Hillsdale, NY 12529

  0 Mitchell St Unit 131897, Hillsdale, NY 12529

  Last Sold Summary

  • 312 Days On Market

  Last Sold Price $1,200,000

  Last Listing Agent Jennifer Harvey Compass Greater NY LLC
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  Not Listed For Sale

  0 Mitchell St Unit 131892, Hillsdale, NY 12529

  0 Mitchell St Unit 131892, Hillsdale, NY 12529

  Last Sold Summary

  • 237 Days On Market

  Last Sold Price $999,000

  Last Listing Agent Jennifer Harvey Compass Greater NY LLC
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  /4

  Not Listed For Sale

  0 Mitchell St Unit 132496, Hillsdale, NY 12529

  0 Mitchell St Unit 132496, Hillsdale, NY 12529

  Last Sold Summary

  • 755 Days On Market

  Last Sold Price $220,000

  Last Listing Agent Tracy Tassinari Past Member

Showing Results 121 - 160, Page 4 of 18