Bennington County

VT, 05251

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Real Estate & Property for Sale in VT, 05251

Showing 106 - 126 of 537 properties

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Betsy Wadsworth

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Under Contract

$798,000

Unit 11/52 High Meadow Road

Bennington County VT 05340

3

5

1

Condo

Listing courtesy of Four Seasons Sotheby's Int'l Realty

Laura Beckwith

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For Sale

$1,450,000

Dorset VT 05251

5

5

3

Single-Family

Listing courtesy of Josiah Allen Real Estate, Inc.

Annette Gallo

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For Sale

$1,795,000

1310 Dorset Hill Rd

Bennington County VT 05253

4

3

2

Single-Family

Listing courtesy of Real Broker LLC

Brian Jolicoeur

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Pending

$359,000

3589 Morse Hill Road

Dorset VT 05251

2

1

Single-Family

Listing courtesy of Four Seasons Sotheby's Int'l Realty

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SoldMay 22, 2026

$1,600,113

264 French Hollow Road

Winhall VT 05340

4

4

2

Single-Family

Listing courtesy of William Raveis Winhall and Mountain Realty ERA Powered

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SoldMay 22, 2026

$960,000

17 Roundtree Road

Winhall VT 05340

4

4

1

Single-Family

Listing courtesy of William Raveis Winhall and 42 North LP

SoldMay 22, 2026

$2,850,000

41 Stark Farm Road

Bennington County VT 05340

4

6

2

Single-Family

Listing courtesy of Mountain Realty ERA Powered and Mary W. Davis Realtor & Assoc., Inc.

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SoldMay 22, 2026

$305,000

557 Beech Street

Manchester VT 05255

3

1

1

Single-Family

Listing courtesy of REMAX Four Seasons | Chewelah and Maple Leaf Realty

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For Sale

$399,000

2456 VT Route 30

Pawlet VT 05761

2

3

3

Single-Family

Listing courtesy of New England Lakeside Realty

Laura Beckwith

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For Sale

$570,000

10-00-99/185 Kelleher Road

Dorset VT 05251

3

2

2

Single-Family

Listing courtesy of Josiah Allen Real Estate, Inc.

Trent Stephens

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For Sale

$1,100,000

6 Old Ridge Road

Winhall VT 05340

5

5

2

Single-Family

Listing courtesy of Wohler Realty Group

Carrie Mathews

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Under Contract

$799,000

63 Raspberry Hill Road

Winhall VT 05340

4

4

2

Single-Family

Listing courtesy of William Raveis Winhall

Britt Wohler

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Under Contract

$975,000

962 Raymond Road

5

3

2

Single-Family

Listing courtesy of WOHLER REALTY GROUP

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For Sale

$675,000

85 Sylvan Ridge Road

Winhall VT 05340

4

5

1

Single-Family

Listing courtesy of Real Broker LLC

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SoldMay 21, 2026

$260,000

60 Circular Drive

Wallingford VT 05773

3

1

2

Single-Family

Listing courtesy of Country Horizon Realty and The Next Chapter Real Estate LLC

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SoldMay 21, 2026

$875,000

F2/2 Cobble Ridge Road

Bennington County VT 05340

4

4

Condo

Listing courtesy of Michael England Real Estate and TPW Real Estate

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SoldMay 21, 2026

$1,250,000

84 Edward Isham Drive

Manchester VT 05255

5

5

2

Single-Family

Listing courtesy of Four Seasons Sotheby's Int'l Realty and Josiah Allen Real Estate, Inc.

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SoldMay 21, 2026

$1,374,000

12 Sunny Hill Road

Winhall VT 05340

4

4

3

Single-Family

Listing courtesy of William Raveis Winhall and Mountain Realty ERA Powered

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SoldMay 21, 2026

$375,000

20/8920 Sage Hill Road

Manchester Center VT 05255

3

3

2

Condo

Listing courtesy of Four Seasons Sotheby's Int'l Realty and TPW Real Estate

Britt Wohler

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For Sale

$1,225,000

153 High Meadow Road

Bennington County VT 05340

4

3

2

Single-Family

Listing courtesy of WOHLER REALTY GROUP

Britt Wohler

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For Sale

$1,375,000

1/37463738 Main Street

Manchester VT 05255

3

5

2

Condo

Listing courtesy of WOHLER REALTY GROUP

106 - 126 of 537

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