4,310

Bennington, VT Homes

Section Image
    • 1567 Cole Pond Rd, Jamaica, VT 05343
      1567 Cole Pond Rd, Jamaica, VT 05343
      1567 Cole Pond Rd, Jamaica, VT 05343
      /40

      Est $787,873 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,667 Sq Ft

      1567 Cole Pond Rd, Jamaica, VT 05343

      1567 Cole Pond Rd, Jamaica, VT 05343
    • 3013 Pikes Falls Rd, Jamaica, VT 05343
      3013 Pikes Falls Rd, Jamaica, VT 05343
      3013 Pikes Falls Rd, Jamaica, VT 05343
      /37

      Est $623,834 Not Listed For Sale

      • 5 Beds
      • 5 Baths
      • 2,952 Sq Ft

      3013 Pikes Falls Rd, Jamaica, VT 05343

      3013 Pikes Falls Rd, Jamaica, VT 05343
    • 35 Mill Brook Rd, South Londonderry, VT 05155
      35 Mill Brook Rd, South Londonderry, VT 05155
      35 Mill Brook Rd, South Londonderry, VT 05155
      /15

      Est $324,305 Not Listed For Sale

      35 Mill Brook Rd, South Londonderry, VT 05155

      35 Mill Brook Rd, South Londonderry, VT 05155
    • 748 Goodaleville Rd, South Londonderry, VT 05155
      748 Goodaleville Rd, South Londonderry, VT 05155
      748 Goodaleville Rd, South Londonderry, VT 05155
      /26

      Est $1,200,366 Not Listed For Sale

      • 7 Beds
      • 5.5 Baths
      • 5,400 Sq Ft

      748 Goodaleville Rd, South Londonderry, VT 05155

      748 Goodaleville Rd, South Londonderry, VT 05155
    • 25 Beaver St, Bondville, VT 05340
      25 Beaver St, Bondville, VT 05340
      25 Beaver St, Bondville, VT 05340
      /33

      Est $587,925 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 1,395 Sq Ft

      25 Beaver St, Bondville, VT 05340

      25 Beaver St, Bondville, VT 05340
    • 15 Winhall Hollow Rd, Bondville, VT 05340
      15 Winhall Hollow Rd, Bondville, VT 05340
      15 Winhall Hollow Rd, Bondville, VT 05340
      /33

      Est $922,797 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 2,586 Sq Ft

      15 Winhall Hollow Rd, Bondville, VT 05340

      15 Winhall Hollow Rd, Bondville, VT 05340
    • 1 Highwood Rd, Bondville, VT 05340
      1 Highwood Rd, Bondville, VT 05340
      1 Highwood Rd, Bondville, VT 05340
      /15

      Est $377,798 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,310 Sq Ft

      1 Highwood Rd, Bondville, VT 05340

      1 Highwood Rd, Bondville, VT 05340
    • 40 South Rd, Winhall, VT 05340
      40 South Rd, Winhall, VT 05340
      40 South Rd, Winhall, VT 05340
      /11

      Est $300,077 Not Listed For Sale

      • 1 Bed
      • 0.5 Baths
      • 98 Sq Ft

      40 South Rd, Winhall, VT 05340

      40 South Rd, Winhall, VT 05340
    • 146 Winhall Hollow Rd, Bondville, VT 05340
      146 Winhall Hollow Rd, Bondville, VT 05340
      146 Winhall Hollow Rd, Bondville, VT 05340
      /9

      Est $1,236,911 Not Listed For Sale

      • 4 Beds

      146 Winhall Hollow Rd, Bondville, VT 05340

      146 Winhall Hollow Rd, Bondville, VT 05340
    • 3 French Hollow Rd, Winhall, VT 05340
      3 French Hollow Rd, Winhall, VT 05340
      3 French Hollow Rd, Winhall, VT 05340
      /15

      Est $236,826 Not Listed For Sale

      3 French Hollow Rd, Winhall, VT 05340

      3 French Hollow Rd, Winhall, VT 05340
    • Lot # 3 Hunker, Winhall, VT 05340
      Lot # 3 Hunker, Winhall, VT 05340
      Lot # 3 Hunker, Winhall, VT 05340
      /6

      Not Listed For Sale

      Lot # 3 Hunker, Winhall, VT 05340

      Lot # 3 Hunker, Winhall, VT 05340
    • 132 Upper Taylor Hill Rd, Winhall, VT 05155
      132 Upper Taylor Hill Rd, Winhall, VT 05155
      132 Upper Taylor Hill Rd, Winhall, VT 05155
      /10

      Not Listed For Sale

      132 Upper Taylor Hill Rd, Winhall, VT 05155

      132 Upper Taylor Hill Rd, Winhall, VT 05155
    • 55 Sugarbush Dr, Winhall, VT 05340
      55 Sugarbush Dr, Winhall, VT 05340
      55 Sugarbush Dr, Winhall, VT 05340
      /32

      Est $1,108,617 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 2,385 Sq Ft

      55 Sugarbush Dr, Winhall, VT 05340

      55 Sugarbush Dr, Winhall, VT 05340
    • 21 Hollow View Rd, Winhall, VT 05340
      21 Hollow View Rd, Winhall, VT 05340
      21 Hollow View Rd, Winhall, VT 05340
      /40

      Est $1,840,091 Not Listed For Sale

      • 4 Beds
      • 4.5 Baths
      • 4,900 Sq Ft

      21 Hollow View Rd, Winhall, VT 05340

      21 Hollow View Rd, Winhall, VT 05340
    • 119 W Ridge Rd, Stratton, VT 05360
      119 W Ridge Rd, Stratton, VT 05360
      119 W Ridge Rd, Stratton, VT 05360
      /37

      Est $2,216,179 Not Listed For Sale

      • 5 Beds
      • 5.5 Baths
      • 4,589 Sq Ft

      119 W Ridge Rd, Stratton, VT 05360

      119 W Ridge Rd, Stratton, VT 05360
    • 244 Derry Ln, Londonderry, VT 05155
      244 Derry Ln, Londonderry, VT 05155
      244 Derry Ln, Londonderry, VT 05155
      /40

      Not Listed For Sale

      • 4 Beds
      • 4 Baths
      • 4,872 Sq Ft

      244 Derry Ln, Londonderry, VT 05155

      244 Derry Ln, Londonderry, VT 05155
    • 8b Dogwood Trail, Stratton, VT 05155
      8b Dogwood Trail, Stratton, VT 05155
      8b Dogwood Trail, Stratton, VT 05155
      /27

      Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 1,916 Sq Ft

      8b Dogwood Trail, Stratton, VT 05155

      8b Dogwood Trail, Stratton, VT 05155
    • 56 Todd Hill Rd, Winhall, VT 05340
      56 Todd Hill Rd, Winhall, VT 05340
      56 Todd Hill Rd, Winhall, VT 05340
      /29

      Est $1,605,339 Not Listed For Sale

      • 4 Beds
      • 4.5 Baths
      • 4,410 Sq Ft

      56 Todd Hill Rd, Winhall, VT 05340

      56 Todd Hill Rd, Winhall, VT 05340
    • 507 Mountain Rd, Stratton, VT 05360
      507 Mountain Rd, Stratton, VT 05360
      507 Mountain Rd, Stratton, VT 05360
      /15

      Est $820,309 Not Listed For Sale

      • 1 Bed
      • 1 Bath
      • 600 Sq Ft

      507 Mountain Rd, Stratton, VT 05360

      507 Mountain Rd, Stratton, VT 05360
    • 149 High Meadow Rd, Winhall, VT 05340
      149 High Meadow Rd, Winhall, VT 05340
      149 High Meadow Rd, Winhall, VT 05340
      /18

      Est $1,189,207 Not Listed For Sale

      • 5 Beds
      • 2.5 Baths
      • 3,616 Sq Ft

      149 High Meadow Rd, Winhall, VT 05340

      149 High Meadow Rd, Winhall, VT 05340
    • 771 Stratton Mountain Access Rd Unit 257, Stratton, VT 05360
      771 Stratton Mountain Access Rd Unit 257, Stratton, VT 05360
      771 Stratton Mountain Access Rd Unit 257, Stratton, VT 05360
      /18

      Not Listed For Sale

      • 1 Bed
      • 1 Bath
      • 590 Sq Ft

      771 Stratton Mountain Access Rd Unit 257, Stratton, VT 05360

      771 Stratton Mountain Access Rd Unit 257, Stratton, VT 05360
    • 9 Cranberry Hill Rd, Winhall, VT 05340
      9 Cranberry Hill Rd, Winhall, VT 05340
      9 Cranberry Hill Rd, Winhall, VT 05340
      /35

      Est $737,553 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 2,128 Sq Ft

      9 Cranberry Hill Rd, Winhall, VT 05340

      9 Cranberry Hill Rd, Winhall, VT 05340
    • 13 Aspen Ln, Winhall, VT 05340
      13 Aspen Ln, Winhall, VT 05340
      13 Aspen Ln, Winhall, VT 05340
      /38

      Est $550,506 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,112 Sq Ft

      13 Aspen Ln, Winhall, VT 05340

      13 Aspen Ln, Winhall, VT 05340
    • 132 Kendall Farm Rd, Bondville, VT 05340
      132 Kendall Farm Rd, Bondville, VT 05340
      132 Kendall Farm Rd, Bondville, VT 05340
      /19

      Est $584,318 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,320 Sq Ft

      132 Kendall Farm Rd, Bondville, VT 05340

      132 Kendall Farm Rd, Bondville, VT 05340
    • 18 Old Ridge Rd, Winhall, VT 05155
      18 Old Ridge Rd, Winhall, VT 05155
      18 Old Ridge Rd, Winhall, VT 05155
      /37

      Not Listed For Sale

      • 5 Beds
      • 4.5 Baths
      • 3,662 Sq Ft

      18 Old Ridge Rd, Winhall, VT 05155

      18 Old Ridge Rd, Winhall, VT 05155
    • 21 Old Ridge Rd, Winhall, VT 05155
      21 Old Ridge Rd, Winhall, VT 05155
      21 Old Ridge Rd, Winhall, VT 05155
      /40

      Not Listed For Sale

      • 6 Beds
      • 5.5 Baths
      • 9,400 Sq Ft

      21 Old Ridge Rd, Winhall, VT 05155

      21 Old Ridge Rd, Winhall, VT 05155
    • 11 Windtree Rd, Winhall, VT 05340
      11 Windtree Rd, Winhall, VT 05340
      11 Windtree Rd, Winhall, VT 05340
      /34

      Est $1,845,714 Not Listed For Sale

      • 4 Beds
      • 4.5 Baths
      • 3,731 Sq Ft

      11 Windtree Rd, Winhall, VT 05340

      11 Windtree Rd, Winhall, VT 05340
    • 139 High Meadow Rd, Winhall, VT 05340
      139 High Meadow Rd, Winhall, VT 05340
      139 High Meadow Rd, Winhall, VT 05340
      /38

      Est $1,102,678 Not Listed For Sale

      • 6 Beds
      • 5 Baths
      • 4,164 Sq Ft

      139 High Meadow Rd, Winhall, VT 05340

      139 High Meadow Rd, Winhall, VT 05340
    • 8026 Vt Rt 30, Jamaica, VT 05343
      8026 Vt Rt 30, Jamaica, VT 05343
      8026 Vt Rt 30, Jamaica, VT 05343
      /23

      Est $486,054 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,800 Sq Ft

      8026 Vt Rt 30, Jamaica, VT 05343

      8026 Vt Rt 30, Jamaica, VT 05343
    • 39 Acer Rd, Jamaica, VT 05343
      39 Acer Rd, Jamaica, VT 05343
      39 Acer Rd, Jamaica, VT 05343
      /30

      Est $654,942 Not Listed For Sale

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

      39 Acer Rd, Jamaica, VT 05343

      39 Acer Rd, Jamaica, VT 05343
    • 144 High Meadow Rd, Winhall, VT 05340
      144 High Meadow Rd, Winhall, VT 05340
      144 High Meadow Rd, Winhall, VT 05340
      /27

      Est $1,617,968 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 4,068 Sq Ft

      144 High Meadow Rd, Winhall, VT 05340

      144 High Meadow Rd, Winhall, VT 05340
    • 107 County Rd, Stratton, VT 05360
      107 County Rd, Stratton, VT 05360
      107 County Rd, Stratton, VT 05360
      /38

      Not Listed For Sale

      • 4 Beds
      • 4.5 Baths
      • 2,986 Sq Ft

      107 County Rd, Stratton, VT 05360

      107 County Rd, Stratton, VT 05360
    • 177 Barbara Jane Dr, Jamaica, VT 05343
      177 Barbara Jane Dr, Jamaica, VT 05343
      177 Barbara Jane Dr, Jamaica, VT 05343
      /19

      Est $467,237 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,562 Sq Ft

      177 Barbara Jane Dr, Jamaica, VT 05343

      177 Barbara Jane Dr, Jamaica, VT 05343
    • 47 High Point Dr Unit B32, Stratton, VT 05360
      47 High Point Dr Unit B32, Stratton, VT 05360
      47 High Point Dr Unit B32, Stratton, VT 05360
      /18

      Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 1,600 Sq Ft

      47 High Point Dr Unit B32, Stratton, VT 05360

      47 High Point Dr Unit B32, Stratton, VT 05360
    • 3 Benson Fuller Dr, Jamaica, VT 05343
      3 Benson Fuller Dr, Jamaica, VT 05343
      3 Benson Fuller Dr, Jamaica, VT 05343
      /38

      Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 2,187 Sq Ft

      3 Benson Fuller Dr, Jamaica, VT 05343

      3 Benson Fuller Dr, Jamaica, VT 05343
    • 14 Sap Bucket Rd, Jamaica, VT 05343
      14 Sap Bucket Rd, Jamaica, VT 05343
      14 Sap Bucket Rd, Jamaica, VT 05343
      /40

      Not Listed For Sale

      • 5 Beds
      • 3 Baths
      • 3,308 Sq Ft

      14 Sap Bucket Rd, Jamaica, VT 05343

      14 Sap Bucket Rd, Jamaica, VT 05343
    • 4 Basswood Row Unit 4A, Stratton, VT 05360
      4 Basswood Row Unit 4A, Stratton, VT 05360
      4 Basswood Row Unit 4A, Stratton, VT 05360
      /40

      Not Listed For Sale

      • 4 Beds
      • 4 Baths
      • 2,418 Sq Ft

      4 Basswood Row Unit 4A, Stratton, VT 05360

      4 Basswood Row Unit 4A, Stratton, VT 05360
    • 122 Sun Bowl Ridge Rd Unit 122B, Stratton, VT 05360
      122 Sun Bowl Ridge Rd Unit 122B, Stratton, VT 05360
      122 Sun Bowl Ridge Rd Unit 122B, Stratton, VT 05360
      /15

      Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 2,650 Sq Ft

      122 Sun Bowl Ridge Rd Unit 122B, Stratton, VT 05360

      122 Sun Bowl Ridge Rd Unit 122B, Stratton, VT 05360
    • 26 Deepwoods Rd, Winhall, VT 05340
      26 Deepwoods Rd, Winhall, VT 05340
      26 Deepwoods Rd, Winhall, VT 05340
      /18

      Not Listed For Sale

      • 5 Beds
      • 2 Baths
      • 1,828 Sq Ft

      26 Deepwoods Rd, Winhall, VT 05340

      26 Deepwoods Rd, Winhall, VT 05340
    • 164 Route 11 30 Route, Winhall, VT 05340
      164 Route 11 30 Route, Winhall, VT 05340
      164 Route 11 30 Route, Winhall, VT 05340
      /32

      Not Listed For Sale

      • 3 Beds
      • 3.5 Baths
      • 2,800 Sq Ft

      164 Route 11 30 Route, Winhall, VT 05340

      164 Route 11 30 Route, Winhall, VT 05340

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