Hillsdale, NY Homes

/24
$325,000

Open Sun 12PM - 2PM
- 2 Beds
- 1 Bath
- 736 Sq Ft
81 SW Colony Rd, Hillsdale, NY 12529

Welcome to THE UPSTATE RETREAT--where every day feels like a vacation on Copake Lake, the largest lake in Columbia County, spanning approximately 425 acres. Whether you're searching for the perfect weekend escape, a summer lake house, or a year-round getaway, this charming 2-bedroom, 1-bath bungalow offers the quintessential upstate lifestyle just over two hours from New York City. Enjoy deeded

Mark Saxby Berkshire Hathaway HomeService

81 SW Colony Rd, Hillsdale, NY 12529

/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

/71
$3,148,000

New Construction $247K PRICE DROP
- 4 Beds
- 4 Baths
- 3,855 Sq Ft
110 Mansfield Rd, Hillsdale, NY 12529

Welcome to a newly built modern farmhouse estate set on 11.7 private acres in the heart of Hillsdale. Arriving via a sweeping driveway, rolling lawns unfold into cultivated fields and far-reaching pastoral and mountain views in every direction. Designed for indoor-outdoor living, this 4-bedroom, 4-bath residence blends modern architecture with the warmth and ease of Hudson Valley living. Clean

Peter Yates Four Seasons Sotheby's Int.

110 Mansfield Rd, Hillsdale, NY 12529

/9
Not Listed For Sale

Unlisted Address
- 4 Beds
- Built 1970
Unlisted Address

Last Sold Summary
- 148 Days On Market

/48
$3,850,000
- 5 Beds
- 5.5 Baths
- 5,083 Sq Ft
335 Dawson Rd, Hillsdale, NY 12529

Presiding over 27 acres of rolling hills, meadows, and dramatic mountain views, Southview Farm is a fully reimagined country estate in the heart of Hillsdale farm country. Once part of a 300-acre dairy farm with a grand farmhouse on this site for over a century, the property has been expanded and rebuilt from the ground up to deliver modern luxury, efficiency, and comfort while honoring its

Norah Burden Brown Harris Stevens HV LLC

335 Dawson Rd, Hillsdale, NY 12529

/2
Est $766,130

Not Listed For Sale

14 Holm Rd, Hillsdale, NY 12529
- 3 Beds
- 3 Baths
- 2,500 Sq Ft
- Built 2009
14 Holm Rd, Hillsdale, NY 12529

/12
$75,000

Under Contract
- Land
- 25,264 Sq Ft
- $129,310 per Acre
449 New York 71, Hillsdale, NY 12529

Rare waterfront opportunity on the Roeliff Jansen Kill / Green River! This prime .58-acre parcel in Hillsdale is the ultimate head-start for your dream home or weekend escape. Save thousands in development, the essential infrastructure is already completely in place, including an existing septic system, well, electric hookup, and a cleared house foundation ready for your vision. Imagine stepping

Jessie Bennett William Pitt Sothebys Intn'l

449 New York 71, Hillsdale, NY 12529

/2
Est $313,708

Not Listed For Sale

100 Lockwood Rd, Craryville, NY 12521
- 3 Beds
- 1 Bath
- 1,000 Sq Ft
- Built 1950
100 Lockwood Rd, Craryville, NY 12521

Last Sold Summary
- 88 Days On Market

/31
$890,000
- 4 Beds
- 3 Baths
- 2,040 Sq Ft
49 Knapp Hollow Ln, Hillsdale, NY 12529

Sited on 5 beautifully landscaped acres on a very quiet, park-like setting off a private road, this well maintained and thoughtfully designed home overlooks a tranquil pond and offers the perfect country escape. Designed by architect Dennis Wedlick, to maximize space and ease of living, the home features 3-4 bedrooms, and 3 baths, of which one is a primary ensuite and another a separate guest

marylou Kersten Copake Lake Realty Corp.

49 Knapp Hollow Ln, Hillsdale, NY 12529

/30
Est $865,651

Not Listed For Sale

212 Pumpkin Hollow Rd N, Hillsdale, NY 12529
- 3 Beds
- 2 Baths
- 1,500 Sq Ft
- Built 1840
212 Pumpkin Hollow Rd N, Hillsdale, NY 12529

Last Sold Summary
- 88 Days On Market

/12
$850,000
- Land
- 19.7 Acres
- $43,147 per Acre
2 Ridge Ln, Hillsdale, NY 12529

Shangri - La Off of Overlook Drive, on Ridge Lane a harmonious, breathtakingly beautiful 19 acre property with outstanding views over rolling pastures, distant hills and the Catskill Mountains; privacy and peace pervade. A dirt drive gently curves around a lovely pond and through the woods landing in a high clearing and perfect building site. BOHA approved. For an interested buyer, a stunning

Nicole Vidor Nicole Vidor Real Estate Inc.

2 Ridge Ln, Hillsdale, NY 12529

/28
Est $457,760

Not Listed For Sale

14 Mansfield Rd, Hillsdale, NY 12529
- 2 Beds
- 2 Baths
- 1,300 Sq Ft
- Built 1880
14 Mansfield Rd, Hillsdale, NY 12529

Last Sold Summary
- 89 Days On Market

/50
$2,675,000

$625K PRICE DROP
- 4 Beds
- 3 Baths
- 3,641 Sq Ft
88 Mac Brown Rd, Claverack-Red Mills, NY 12513

Welcome to Wolverton Creative Compound, a storied 119-acre estate set within a hidden valley offering complete seclusion, integrated creative workspaces, and timeless beauty. The original 1830s farmhouse is tucked away at the end of a private lane in Claverack, NY, where the road terminates in a round gravel driveway anchored by the property's original stone well. Two large ponds grace the land,

Anthony D'Argenzio Houlihan Lawrence, Inc

88 Mac Brown Rd, Claverack-Red Mills, NY 12513

/54
Est $611,665

Not Listed For Sale

1650 County Route 11, Craryville, NY 12521
- 3 Beds
- 2 Baths
- 1,782 Sq Ft
- Built 2003
1650 County Route 11, Craryville, NY 12521

Last Sold Summary
- 196 Days On Market

/8
$375,000

Under Contract
- 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

/37
Est $931,955

Not Listed For Sale

111 Hunt Rd, Hillsdale, NY 12529
- 3 Beds
- 2 Baths
- 2,234 Sq Ft
- Built 1970
111 Hunt Rd, Hillsdale, NY 12529

Last Sold Summary
- 14 Days On Market

/35
$395,000

Pending
- 4 Beds
- 2 Baths
- 1,660 Sq Ft
50 Lockwood Rd, Craryville, NY 12521

Anthony D'Argenzio Houlihan Lawrence, Inc

50 Lockwood Rd, Craryville, NY 12521

/2
Est $610,374

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
- 6 Days On Market

/39
$649,000
- 3 Beds
- 2 Baths
- 1,753 Sq Ft
51 Sabeff Rd, Hillsdale, NY 12529

51 Sabeff Road is new to the market for the first time since the original owner, Sabcho Sabeff, sold it in 1981. It has been enjoyed as a family compound by the current owners since that time. Entering the property from Sabeff Road, a town maintained dead end road in the heart of Hillsdale, is like taking a step back in time. This spectacular parcel is a nice mix of flat lawn and slightly sloping

John Avenia Columbia County RE Specialist

51 Sabeff Rd, Hillsdale, NY 12529

/10
Est $600,715

Not Listed For Sale

1000 Mitchell St, Hillsdale, NY 12529
- 5 Beds
- 2 Baths
- 1,928 Sq Ft
- Built 2008
1000 Mitchell St, Hillsdale, NY 12529

Last Sold Summary
- 126 Days On Market

/52
$5,950,000

$2M PRICE DROP
- 5 Beds
- 4.5 Baths
- 6,438 Sq Ft
890 Bald Mountain Rd, Austerlitz, NY 12017

Welcome to Bald Mountain Estate, an extraordinary private compound spanning 85 breathtaking acres overlooking the Hudson Valley and the Berkshire Hills. This four-building, ultra-contemporary estate epitomizes modern country luxury, featuring floor-to-ceiling glass walls and a steel infrastructure that creates a distinctive blend of rusticelegance and architectural sophistication.The

Lisa Bouchard Hoe The Kinderhook Group, Inc.

890 Bald Mountain Rd, Austerlitz, NY 12017

/10
Est $972,718

Not Listed For Sale

86 Stagecoach Rd, Hillsdale, NY 12529
- 3 Beds
- Built 2023
86 Stagecoach Rd, Hillsdale, NY 12529

Last Sold Summary
- 93 Days On Market

/17
$999,000

$271K PRICE DROP
- 4 Beds
- 2.5 Baths
- 1,344 Sq Ft
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

/15
Est $357,977

Not Listed For Sale

234 Harder Rd, Hillsdale, NY 12529
- 3 Beds
- 1.5 Baths
- 1,500 Sq Ft
- Built 1890
234 Harder Rd, Hillsdale, NY 12529

Last Sold Summary
- 900 Days On Market

/31
$349,900
- 4 Beds
- 2 Baths
- 2,080 Sq Ft
9161 Ny-22, Copake, NY 12516

Just minutes from the center of Hillsdale, Roe Jan Park, and the Harlem Valley Rail Trail, this split-level ranch offers a convenient location with easy access to some of the area's most popular outdoor and community amenities. The 2,080-square-foot home features four bedrooms and two bathrooms, providing a practical layout with space for everyday living. A bright sunroom serves as a natural

Paige Backhaus William Raveis Real Estate

9161 Ny-22, Copake, NY 12516

/2
Est $349,805

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
- 24 Days On Market

/35
Not Listed For Sale

2 Julianna Dr Unit Main, Copake, NY 12516
- 3 Beds
- 3 Baths
- 2,596 Sq Ft
- Built 1987
2 Julianna Dr Unit Main, Copake, NY 12516

Last Sold Summary
- 8 Days On Market

/45
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
- 13 Days On Market

/10
Not Listed For Sale

84 Connelly Rd, Copake, NY 12516
- 2 Beds
- 2 Baths
- 2,479 Sq Ft
- Built 1966
84 Connelly Rd, Copake, NY 12516

Last Sold Summary
- 263 Days On Market

Not Listed For Sale

2367 County Route 11, Hillsdale, NY 12529
- 3 Beds
- 2.5 Baths
- 2,400 Sq Ft
- Built 1887
2367 County Route 11, Hillsdale, NY 12529

Last Sold Summary
- 21 Days On Market

/50
Est $1,808,964

Not Listed For Sale

241 Labranche Rd, Hillsdale, NY 12529
- 5 Beds
- 3 Baths
- 2,353 Sq Ft
- Built 1790
241 Labranche Rd, Hillsdale, NY 12529

Last Sold Summary
- 33 Days On Market

/8
Est $535,905

Not Listed For Sale

25 van Bueran Dr, Hillsdale, NY 12529
- 3 Beds
- 1 Bath
- 984 Sq Ft
- Built 1984
25 van Bueran Dr, Hillsdale, NY 12529

Last Sold Summary
- 37 Days On Market

/7
Not Listed For Sale

0 Birch Ln Unit 141417, Hillsdale, NY 12529
0 Birch Ln Unit 141417, Hillsdale, NY 12529

Last Sold Summary
- 190 Days On Market

/53
Not Listed For Sale

11248 Star Route #22 St, Austerlitz, NY 12017
- 2 Beds
- 2 Baths
- 1,834 Sq Ft
- Built 1960
11248 Star Route #22 St, Austerlitz, NY 12017

Last Sold Summary
- 66 Days On Market

/34
Not Listed For Sale

52 Primrose St, Copake, NY 12516
- 3 Beds
- 2 Baths
- 2,500 Sq Ft
- Built 2020
52 Primrose St, Copake, NY 12516

Last Sold Summary
- 21 Days On Market

Est $444,347

Not Listed For Sale

4 Lockwood Rd, Craryville, NY 12521
- 4 Beds
- 3 Baths
- 1,704 Sq Ft
- Built 1969
4 Lockwood Rd, Craryville, NY 12521

Last Sold Summary
- 399 Days On Market

/48
Est $1,717,094

Not Listed For Sale

70 Blueberry Ln, Austerlitz, NY 12037
- 3 Beds
- 3.5 Baths
- 3,800 Sq Ft
- Built 2006
70 Blueberry Ln, Austerlitz, NY 12037

Last Sold Summary
- 9 Days On Market

/3
Est $565,145

Not Listed For Sale

35 Tory Hill Farm Rd, Hillsdale, NY 12529
- 2 Beds
- Built 2024
35 Tory Hill Farm Rd, Hillsdale, NY 12529

Last Sold Summary
- 925 Days On Market

/6
Not Listed For Sale

0 New York 23, Hillsdale, NY 12529
0 New York 23, Hillsdale, NY 12529

Last Sold Summary
- 439 Days On Market

/13
Not Listed For Sale

0 Tory Hill Rd, Hillsdale, NY 12529
0 Tory Hill Rd, Hillsdale, NY 12529

Last Sold Summary
- 303 Days On Market

Showing Results 161 - 200, Page 5 of 18

New York Columbia County Hillsdale

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