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Real Estate & Property for Sale in Great Barrington

Showing 1 - 21 of 105 properties
For Sale
$535,000
88 Hillside Lane
Sheffield MA 01222
2
1
Single-Family
Listing courtesy of William Pitt Sotheby's Int'l
For Sale
$299,900
759 Greylock Street
Lee MA 01238
3
1
1
Single-Family
Listing courtesy of REMAX Compass | Lee
SoldOct 30, 2026
$581,000
21 St James Ave
Lee MA 01238
5
3
6
Single-Family
Listing courtesy of REMAX Compass | Westfield
SoldOct 23, 2026
$299,000
2779 State Route 23
Hillsdale NY 12529
1
1
Single-Family
Listing courtesy of Compass Greater NY, LLC
SoldOct 16, 2026
$1,095,000
523 Breezy Hill Road
Hillsdale NY 12529
3
3
2
Single-Family
Listing courtesy of William Pitt Sothebys Int Rlty
SoldOct 16, 2026
$1,095,000
Breezy Hill Road
Hillsdale NY 12529
3
3
2
Single-Family
Listing courtesy of William Pitt Sotheby's Int'l
Pending
$495,000
108 RT-344
Copake Falls NY 12517
2
Duplex
Listing courtesy of HOULIHAN LAWRENCE, INC
Under Contract
$310,000
2408 State Route 23
Hillsdale NY 12529
3
2
1
Single-Family
Listing courtesy of Copake Lake Realty Corp.
For Sale
$725,000
144 Underhill Road
Hillsdale NY 12529
3
2
Single-Family
Listing courtesy of Houlihan Lawrence Inc.
For Sale
$289,900
53/84 Connelly Road
Hillsdale NY 12529
3
1
Townhouse
Listing courtesy of Realmart Realty, LLC
For Sale
$1,450,000
577 Mallard Lane
Lee MA 01238
4
4
3
Condo
Listing courtesy of Berkshire Hathaway HomeServices Realty Professionals
For Sale
$1,398,000
63 Knapp Hollow Lane
Hillsdale NY 12529
3
3
Single-Family
Listing courtesy of The Kinderhook Group
For Sale
$1,398,000
62 Knapp Hollow Lane
Hillsdale NY 12529
3
3
Single-Family
Listing courtesy of The Kinderhook Group, Inc.
SoldSep 19, 2026
$5,995,000
250 Long Pond Road
Great Barrington MA 01230
9
11
3
Single-Family
For Sale
$849,000
7 Iron Mine Road
West Stockbridge MA 01266
4
4
4
Single-Family
Listing courtesy of Birch Properties
SoldSep 16, 2026
$370,000
386 North Plain Road
Great Barrington MA 01230
3
2
3
Single-Family
Listing courtesy of Century 21 North East
For Sale
$995,000
2227 State Route 23
Hillsdale NY 12529
3
2
Single-Family
Listing courtesy of Copake Lake Realty Corp.
SoldSep 11, 2026
$895,000
10 Prospect Hill Road
Stockbridge MA 01262
4
2
3
Single-Family
Listing courtesy of Birch Properties
For Sale
$21,000,000
21 School House Road
Hillsdale NY 12529
5
7
3
Single-Family
Listing courtesy of Douglas Elliman Real Estate
For Sale
$649,000
261 Yonderview Road
Hillsdale NY 12529
3
2
3
Single-Family
Listing courtesy of Red Apple Realty
1 - 21 of 105

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