Homes in ZIP Code 12529

Est $717,432 Not Listed For Sale

62 Bucky Rd, Hillsdale, NY 12529
- 4 Beds
- 3 Baths
- 3,034 Sq Ft
- Built 1960
62 Bucky Rd, Hillsdale, NY 12529

Last Sold Summary
- 4% Above List Price
- $228/SF
- 110 Days On Market
Last Sold Price $693,000

Last Listing Agent Ronald Green KW MidHudson

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/14
$150,000 Under Contract
- 4 Beds
- 1 Bath
- 2,116 Sq Ft
10021 New York 22, Hillsdale, NY 12529

Step back in time and imagine the possibilities with this charming 1800s farmhouse, situated on a picturesque 1-acre lot complete with a pond and stream. Nestled in a desirable area, this property offers a rare opportunity to restore and customize a true piece of history. The home features solid construction and ''great bones,'' providing a strong foundation for a full renovation. A spacious

Paul Crayton Coldwell Banker Advisor Realty

10021 New York 22, Hillsdale, NY 12529
/27
$393,500 Sold Apr 15, 2025

3002 State Route 23 --, Hillsdale, NY 12529
- 3 Beds
- 1 Bath
- 1,296 Sq Ft
- Built 1975
Last Sold Summary
- 8% Below List Price
- $304/SF
- 59 Days On Market
Last Listing Agent Paige Paluch WILLIAM RAVEIS - BERKSHIRE

3002 State Route 23 --, Hillsdale, NY 12529

/2
Est $646,330 Not Listed For Sale

76 Overlook Dr, Hillsdale, NY 12529
- 1 Bed
- 1.5 Baths
- 1,090 Sq Ft
- Built 1979
76 Overlook Dr, Hillsdale, NY 12529

Last Sold Summary
- 14% Above List Price
- $518/SF
- 6 Days On Market
Last Sold Price $565,000

Last Listing Agent Jennifer Harvey Compass Greater NY LLC

/13
$1,100,000
- Land
- 9.01 Acres
- $122,087 per Acre
197 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 8 embrace direct views of the Catskill mountains to the west, and

John Barbato Compass, Hillsdale

197 Lk Rdg Ln, Copake Lake, NY 12521
/15
$240,000 Sold Apr 09, 2025

38 Robin Rd, Craryville, NY 12521
- 2 Beds
- 1 Bath
- 864 Sq Ft
- Built 1945
Last Sold Summary
- 6% Below List Price
- $278/SF
- 96 Days On Market
Current Estimated Value $256,537

Last Listing Agent Dennis Wheeler, CBR, AHWD,SRES Berkshire Hathaway HomeService

38 Robin Rd, Craryville, NY 12521

/25
Est $554,943 Not Listed For Sale

15 Henich Ln, Hillsdale, NY 12529
- 2 Beds
- 2 Baths
- 1,650 Sq Ft
- Built 1990
15 Henich Ln, Hillsdale, NY 12529

Last Sold Summary
- 5% Above List Price
- $320/SF
- 46 Days On Market
Last Sold Price $528,000

Last Listing Agent Margaret Bower Avenia Columbia County RE Specialist

/6
$199,000
- Land
- 33.31 Acres
- $5,974 per Acre
50 Dugway Rd, Hillsdale, NY 12529

Create Your Own Vision.Escape to 33.31 acres of untouched beauty in Columbia County, NY, and close to Great Barrington, MA. 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. Over 1,677 feet of road frontage, and an old roadway that

Jeffrey McKinney Beach & Bartolo Realtors

50 Dugway Rd, Hillsdale, NY 12529
/18
$335,000 Sold Jul 24, 2025

118 Yonderview Rd, Hillsdale, NY 12529
- 3 Beds
- 1.5 Baths
- 1,536 Sq Ft
- Built 1963
Last Sold Summary
- 4% Below List Price
- $218/SF
- 58 Days On Market
Current Estimated Value $355,140

Last Listing Agent Lindsay Lebrecht Copake Lake Realty Corp.

118 Yonderview Rd, Hillsdale, NY 12529

/43
Est $614,839 Not Listed For Sale

141 Twin Bridges Rd, Copake, NY 12516
- 3 Beds
- 3.5 Baths
- 2,031 Sq Ft
- Built 1984
141 Twin Bridges Rd, Copake, NY 12516

Last Sold Summary
- 1% Below List Price
- $300/SF
- 28 Days On Market
Last Sold Price $610,000

Last Listing Agent Brittany Craig Houlihan Lawrence Inc.

/32
$339,000
- 3 Beds
- 1 Bath
- 1,470 Sq Ft
9539 New York 22, Hillsdale, NY 12529

Newly Renovated Hillsdale Gem! Welcome to this beautifully renovated 3-bedroom home in the heart of Hillsdale. Thoughtfully updated with today's buyer in mind, this residence blends modern comfort with timeless charm. Inside, you'll find a bright, welcoming kitchen featuring quartz countertops, high-end vinyl plank flooring, and a suite of updated appliances designed for both style and

Marie Rodriguez Red Apple Realty

9539 New York 22, Hillsdale, NY 12529
/26
$510,000 Sold Dec 15, 2025

25 Catamount Rd, Hillsdale, NY 12529
- 2 Beds
- 2 Baths
- 820 Sq Ft
- Built 2024
Last Sold Summary
- 7% Below List Price
- $622/SF
- 33 Days On Market
Last Listing Agent Paige Paluch Lance Vermeulen Real Estate

25 Catamount Rd, Hillsdale, NY 12529

/37
Est $603,680 Not Listed For Sale

68 Cherokee Dr, Hillsdale, NY 12529
- 3 Beds
- 2 Baths
- 1,685 Sq Ft
- Built 1994
68 Cherokee Dr, Hillsdale, NY 12529

Last Sold Summary
- 6% Above List Price
- $338/SF
- 61 Days On Market
Last Sold Price $570,000

Last Listing Agent Margaret Bower Avenia Columbia County RE Specialist

/24
$615,000
- 3 Beds
- 1.5 Baths
- 864 Sq Ft
5 Adams Dr, Hillsdale, NY 12529

This charming 3 BR, 1.5 Bath cottage is located across the street from Copake Lake and the HOA Waterfront, Marina and Beach area. Unlike some of the other homes in the area, the house is situated on an elevated, oversized lot with a big front yard and spectacular sunset views. Inside, the house features real wood paneling and a wood burning stove in the living room, a cozy kitchen with a new gas

Russ Stein Compass Greater NY LLC

5 Adams Dr, Hillsdale, NY 12529
/14
$255,000 Sold Feb 13, 2026

49 Stonehill Dr, Hillsdale, NY 12529
- 1 Bed
- 1 Bath
- 525 Sq Ft
- Built 1963
Last Sold Summary
- 9% Above List Price
- $486/SF
- 78 Days On Market
Current Estimated Value $231,717

Last Listing Agent Sarah Lipsky William Pitt Sothebys Intn'l

49 Stonehill Dr, Hillsdale, NY 12529

Est $1,458,998 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
- 2% Above List Price
- $632/SF
- 57 Days On Market
Last Sold Price $1,435,000

Last Listing Agent John Panzer Elyse Harney Real Estate

/20
$5,100,000
- 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 Tellerday Houlihan Lawrence Inc.

4 W Hill Rd, Austerlitz, NY 12017
/68
$3,700,000 Sold Aug 18, 2025

149 Tory Hill Farm Rd, Hillsdale, NY 12529
- 4 Beds
- 2.5 Baths
- 3,604 Sq Ft
- Built 1986
Last Sold Summary
- 1% Above List Price
- $1,027/SF
- 39 Days On Market
Current Estimated Value $3,304,102

Last Listing Agent John Barbato Compass, Hillsdale

149 Tory Hill Farm Rd, Hillsdale, NY 12529

/28
Est $378,394 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
- 7% Above List Price
- $286/SF
- 211 Days On Market
Last Sold Price $352,000

Last Listing Agent Wendy Kenney Davala Real Estate, LLC

/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
/4
$150,000 Sold Jan 29, 2026

0 Knapp Hollow Ln, Hillsdale, NY 12529
- Land
- 6.25 Acres
- $24,000 per Acre
Last Sold Summary
- 12% Below List Price
- 39 Days On Market
Last Listing Agent marylou Kersten Copake Lake Realty Corp.

0 Knapp Hollow Ln, Hillsdale, NY 12529

/14
Est $494,604 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
- 77% Above List Price
- $120/SF
- 142 Days On Market
Last Sold Price $280,000

Last Listing Agent Amjad Mughal M J J Realty

/21
$364,900
- 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
/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, LLC

11 Cold Water St, Hillsdale, NY 12529

/27
Est $899,682 Not Listed For Sale

66 Fado Rd, Hillsdale, NY 12529
- 3 Beds
- 1.5 Baths
- Built 1850
66 Fado Rd, Hillsdale, NY 12529

Last Sold Summary
- 28% Above List Price
- $496/SF
- 368 Days On Market
Last Sold Price $705,000

Last Listing Agent John Avenia Columbia County RE Specialist

/15
$2,999,000
- Land
- 242 Acres
- $12,393 per Acre
00 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.

00 Dugway Rd, Austerlitz, NY 12017
/10
Sold Mar 21, 2025

199 Rt 217, Ghent, NY 12075
- 2 Beds
- 1 Bath
- 960 Sq Ft
- Built 1925
Last Sold Summary
- 99 Days On Market
Last Listing Agent Kylah Campeta LYF Homes

199 Rt 217, Ghent, NY 12075

/2
Est $377,265 Not Listed For Sale

189 Prach Rd, Hillsdale, NY 12529
- 2 Beds
- 1 Bath
- 884 Sq Ft
- Built 1964
189 Prach Rd, Hillsdale, NY 12529

Last Sold Summary
- 51% Above List Price
- $283/SF
- 24 Days On Market
Last Sold Price $250,000

Last Listing Agent Daniel Mahar Coldwell Banker Advisor Realty

/28
$490,000 Pending
- 4 Beds
- 5 Baths
- 3,425 Sq Ft
364 Yonderview Rd, Hillsdale, NY 12529

Reduced Price! Close to skiing and the Berkshires. Once the Flood farmhouse, circa 1850. Over 3400 sf sited on 5 acres. Beautiful perennial gardens. Farmland views of the Taconic Range. Attached 2-car garage. The main floor has an office, that connects the home to the garage. Formal living room and formal dining room. The primary suite includes both his and hers full bathrooms, and a changing

Lindsay Lebrecht Copake Lake Realty Corp.

364 Yonderview Rd, Hillsdale, NY 12529
$1,100,000 Sold Aug 18, 2025

515 Turnpike, Hillsdale, NY 12529
- 3 Beds
- 2 Baths
- 2,134 Sq Ft
- Built 1983
Last Sold Summary
- 8% Below List Price
- $515/SF
- 50 Days On Market
Last Listing Agent Joseph Briggs William Pitt Sothebys Int Rlty

515 Turnpike, Hillsdale, NY 12529

/20
Est $309,856 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
- 47% Above List Price
- $115/SF
- 34 Days On Market
Last Sold Price $211,000

Last Listing Agent Scott Varley KW Platform

/31
$1,695,000
- Land
- 127.1 Acres
- $13,336 per Acre
0 Mitchell St Unit 20251360, 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

Jennifer Harvey Compass Greater NY LLC

0 Mitchell St Unit 20251360, Hillsdale, NY 12529
/32
$1,175,000 Sold Jul 03, 2025

17 White Hill Rd, Hillsdale, NY 12529
- 3 Beds
- 2.5 Baths
- 2,194 Sq Ft
- Built 1970
Last Sold Summary
- 9% Below List Price
- $536/SF
- 38 Days On Market
Current Estimated Value $1,224,073

Last Listing Agent PATRICIA HINKEIN Patricia A. Hinkein Realty

17 White Hill Rd, Hillsdale, NY 12529

/13
Est $378,811 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
- 15% Above List Price
- $307/SF
- 38 Days On Market
Last Sold Price $330,000

Last Listing Agent Margaret Bower Avenia Columbia County RE Specialist

/10
$3,600,000
- 4 Beds
- 2 Baths
- 3,200 Sq Ft
90 W End Rd, Hillsdale, NY 12529

For the first time on the market in 50 years, Underwood Farm, with its late 18th century cedar shake 3200 square foot salt box house, is 281 acres of primo hilltop exposure. Driving the property, the entire expanse is the high ground between West End Road and Rockledge Road with its equal parts woods, open meadows and fields with the rolling Taconics to the East. Below, the neighborhood is

Parker Meyer Four Seasons Sotheby's Int.

90 W End Rd, 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 $797,409

Last Listing Agent Tom Lynch Compass Greater NY LLC

470 N Mountain Rd, Copake Falls, NY 12517

/44
Est $1,219,373 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
- 17% Below List Price
- $567/SF
- 27 Days On Market
Last Sold Price $1,475,000

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

/36
$595,000 Under Contract
- 3 Beds
- 2 Baths
- 2,057 Sq Ft
2657 State Route 23, Hillsdale, NY 12529

Proudly offering one of Hillsdale's most iconic and enduring homes—an exquisite piece of the Hudson Valley's heritage, perfectly positioned at the crossroads between Hudson, NY and Great Barrington, MA. Set in the vibrant and historic hamlet center, this timeless 3-bedroom, 2-bathroom residence is simply beautiful colonial charm.Thoughtfully renovated from top to bottom, the home retains its

John Barbato Compass, Hillsdale

2657 State Route 23, Hillsdale, NY 12529
/33
$310,000 Sold May 01, 2025

287 New York 71, Hillsdale, NY 12529
- 3 Beds
- 1 Bath
- 1,400 Sq Ft
- Built 1955
Last Sold Summary
- 7% Above List Price
- $221/SF
- 26 Days On Market
Last Listing Agent Peter Newman Beach & Bartolo Realtors

287 New York 71, 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
- $157/SF
- 32 Days On Market
Last Sold Price $143,100

Last Listing Agent Barbara Robinson Red Apple Realty

Showing Results 41 - 80, Page 2 of 18

New York Columbia County Hillsdale 12529

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