Pittsfield, VT Homes

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  /60

  $2,150,000 Under Contract

  • 3 Beds
  • 4.5 Baths
  • 4,671 Sq Ft

  681 S Hill Rd, Pittsfield, VT 05762

  Welcome to your private sanctuary in the heart of Vermont—this exceptional three bedroom, five bath property blends high-end craftsmanship with unmatched access to outdoor adventure. Offered fully furnished and meticulously equipped, this log-home masterpiece is defined by its stunning views of neighboring mountains and the valley below. Situated on 31 secluded acres encompassing three

  Bret Williamson Killington Valley Real Estate

  681 S Hill Rd, Pittsfield, VT 05762
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  /50

  $550,000 Sold Oct 24, 2025

  26 Fiddlehead Ln, Pittsfield, VT 05762

  • 3 Beds
  • 1.5 Baths
  • 1,512 Sq Ft
  • Built 1975

  Last Sold Summary

  • 8% Below List Price
  • $364/SF
  • 64 Days On Market

  Current Estimated Value $545,014

  Last Listing Agent Jessica Posch Killington Pico Realty

  26 Fiddlehead Ln, Pittsfield, VT 05762
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  /40

  Est $762,167 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,869 Sq Ft

  63 Tozier Hill Rd, Pittsfield, VT 05762

  63 Tozier Hill Rd, Pittsfield, VT 05762
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  /40

  $629,000

  • 4 Beds
  • 1.5 Baths
  • 1,380 Sq Ft

  1114 Hawk Mountain Rd, Pittsfield, VT 05762

  This thoughtfully reimagined four-bedroom Hawk home showcases the signature elements of Robert Carl Williams’ renowned design—vaulted ceilings, a soaring fieldstone fireplace, walls of windows, and wide pine floors—while offering the comfort and efficiency of a modern, high-end renovation. Taken down to the studs and fully reconstructed, the home features closed-cell spray foam insulation

  Kyle Kershner Killington Pico Realty

  1114 Hawk Mountain Rd, Pittsfield, VT 05762
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  /21

  $95,000 Sold Jul 01, 2025

  3306 Liberty Hill Rd, Rochester, VT 05767

  • 1 Bed
  • 0.5 Baths
  • 528 Sq Ft
  • Built 1976

  Last Sold Summary

  • 4% Below List Price
  • $180/SF
  • 31 Days On Market

  Current Estimated Value $94,130

  Last Listing Agent Kyle Kershner Killington Pico Realty

  3306 Liberty Hill Rd, Rochester, VT 05767
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  /40

  Est $406,085 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,551 Sq Ft

  63 Hadley Ln, Pittsfield, VT 05762

  63 Hadley Ln, Pittsfield, VT 05762
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  /36

  $70,000

  • Land
  • 2.02 Acres
  • $34,653 per Acre

  360 Liberty Hill Rd, Pittsfield, VT 05762

  Positioned at the scenic corner of Liberty Hill Road and Eagle Rock Road, this 2.02-acre offering, comprised of two separate lots, presents an exceptional opportunity to build in the heart of the beloved Green Mountains of Vermont. Whether dreaming of a cozy mountain getaway, a modern rustic retreat, or an investment with high recreational appeal, this property provides the canvas and the

  Eric Johnston Four Seasons Sotheby's Int'l Realty

  360 Liberty Hill Rd, Pittsfield, VT 05762
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  /49

  $810,000 Sold Sep 05, 2025

  436 River View Trail, Pittsfield, VT 05762

  • 3 Beds
  • 2 Baths
  • 3,635 Sq Ft
  • Built 2006

  Last Sold Summary

  • 5% Below List Price
  • $223/SF
  • 62 Days On Market

  Current Estimated Value $834,464

  Last Listing Agent Shannon Handrahan

  436 River View Trail, Pittsfield, VT 05762
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  /21

  Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 704 Sq Ft

  3 Leigh Kelly Dr, Pittsfield, VT 05762

  3 Leigh Kelly Dr, Pittsfield, VT 05762
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  /45

  $655,000 Sold Apr 11, 2025

  244 Mountain Top Rd, Pittsfield, VT 05762

  • 3 Beds
  • 3 Baths
  • 3,094 Sq Ft
  • Built 1997

  Last Sold Summary

  • 1% Above List Price
  • $212/SF
  • 24 Days On Market

  Last Listing Agent Leo Pond Four Seasons Sotheby's Int'l Realty

  244 Mountain Top Rd, Pittsfield, VT 05762
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  /29

  Est $504,274 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 1,433 Sq Ft

  199 Heritage Heights, Pittsfield, VT 05762

  199 Heritage Heights, Pittsfield, VT 05762
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  /48

  $575,000 Sold Jan 14, 2026

  430 Hawk Mountain Rd, Pittsfield, VT 05762

  • 3 Beds
  • 3.5 Baths
  • 2,404 Sq Ft
  • Built 1965

  Last Sold Summary

  • 3% Below List Price
  • $239/SF
  • 5 Days On Market

  Last Listing Agent Kyle Kershner Killington Pico Realty

  430 Hawk Mountain Rd, Pittsfield, VT 05762
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  /24

  Est $404,980 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,064 Sq Ft

  2074 N Route 100 Hwy, Pittsfield, VT 05762

  2074 N Route 100 Hwy, Pittsfield, VT 05762
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  /53

  Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,624 Sq Ft

  853 S Hill Rd, Pittsfield, VT 05762

  853 S Hill Rd, Pittsfield, VT 05762
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  /60

  Not Listed For Sale

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

  113 Moose Run Rd, Pittsfield, VT 05762

  113 Moose Run Rd, Pittsfield, VT 05762
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  /60

  Est $867,587 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,382 Sq Ft

  121 Jenny Pond Rd, Pittsfield, VT 05762

  121 Jenny Pond Rd, Pittsfield, VT 05762
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  /40

  Not Listed For Sale

  • 4 Beds
  • 1.5 Baths
  • 1,689 Sq Ft

  3863 Vermont Route 100, Stockbridge, VT 05772

  3863 Vermont Route 100, Stockbridge, VT 05772
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  /9

  Est $502,461 Not Listed For Sale

  • 3 Beds

  98 Wilcox Peak Rd, Pittsfield, VT 05762

  98 Wilcox Peak Rd, Pittsfield, VT 05762
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  /9

  Est $72,135 Not Listed For Sale

  100 Hawk Trail Unit 10, Pittsfield, VT 05762

  100 Hawk Trail Unit 10, Pittsfield, VT 05762
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  /40

  Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,740 Sq Ft

  3628 Vermont Route 100, Stockbridge, VT 05772

  3628 Vermont Route 100, Stockbridge, VT 05772
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  /40

  Est $974,890 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 2,512 Sq Ft

  3702 Liberty Hill Rd, Pittsfield, VT 05762

  3702 Liberty Hill Rd, Pittsfield, VT 05762
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  /14

  Est $148,390 Not Listed For Sale

  60 Trillium Hill Rd, Pittsfield, VT 05762

  60 Trillium Hill Rd, Pittsfield, VT 05762
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  /17

  Est $1,290,571 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 3,202 Sq Ft

  200 Moose Run, Pittsfield, VT 05762

  200 Moose Run, Pittsfield, VT 05762
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  /6

  Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 988 Sq Ft

  71 Hawk Pond Rd, Pittsfield, VT 05767

  71 Hawk Pond Rd, Pittsfield, VT 05767
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  /23

  Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 740 Sq Ft

  157 Hawk Run Rd, Pittsfield, VT 05762

  157 Hawk Run Rd, Pittsfield, VT 05762
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  /14

  Est $184,897 Not Listed For Sale

  380 Forsha, Pittsfield, VT 05762

  380 Forsha, Pittsfield, VT 05762
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  /39

  Est $583,530 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,776 Sq Ft

  125 Park Place, Pittsfield, VT 05762

  125 Park Place, Pittsfield, VT 05762
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  /40

  Est $599,563 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,750 Sq Ft

  309 Lookout Rd, Pittsfield, VT 05762

  309 Lookout Rd, Pittsfield, VT 05762
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  /37

  Est $792,789 Not Listed For Sale

  • 4 Beds
  • 4.5 Baths
  • 2,380 Sq Ft

  121 Townsend Brook Rd, Pittsfield, VT 05762

  121 Townsend Brook Rd, Pittsfield, VT 05762
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  /39

  Est $308,636 Not Listed For Sale

  350 Camp 12 Rd, Pittsfield, VT 05762

  350 Camp 12 Rd, Pittsfield, VT 05762
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  /16

  Est $138,771 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 696 Sq Ft

  2358 Route 100 Unit 102, Pittsfield, VT 05762

  2358 Route 100 Unit 102, Pittsfield, VT 05762
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  /19

  Est $805,790 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,476 Sq Ft

  117 S Hill Rd, Pittsfield, VT 05762

  117 S Hill Rd, Pittsfield, VT 05762
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  /40

  Est $767,592 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 1,976 Sq Ft

  369 Tozier Hill Rd, Pittsfield, VT 05762

  369 Tozier Hill Rd, Pittsfield, VT 05762
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  /34

  Est $838,768 Not Listed For Sale

  • 3 Beds
  • 4 Baths
  • 2,856 Sq Ft

  39 Lookout Rd, Pittsfield, VT 05762

  39 Lookout Rd, Pittsfield, VT 05762
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  /18

  Est $130,245 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 696 Sq Ft

  2358 Route 100 Unit 208, Pittsfield, VT 05762

  2358 Route 100 Unit 208, Pittsfield, VT 05762
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  /32

  Est $514,397 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,888 Sq Ft

  69 Butternut Ln, Pittsfield, VT 05762

  69 Butternut Ln, Pittsfield, VT 05762
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  /38

  Est $929,533 Not Listed For Sale

  • 4 Beds
  • 4.5 Baths
  • 2,310 Sq Ft

  217 Tozier Hill Rd, Pittsfield, VT 05762

  217 Tozier Hill Rd, Pittsfield, VT 05762
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  /40

  Est $816,429 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,176 Sq Ft

  187 S Hill Rd, Pittsfield, VT 05762

  187 S Hill Rd, Pittsfield, VT 05762
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  /32

  Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,148 Sq Ft

  322 Cahill Rd, Pittsfield, VT 05762

  322 Cahill Rd, Pittsfield, VT 05762
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  /40

  Est $489,652 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 912 Sq Ft

  454 Liberty Hill Rd, Pittsfield, VT 05762

  454 Liberty Hill Rd, Pittsfield, VT 05762

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