Windsor, VT Homes in ZIP Code 05053

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  /30

  $455,000

  • 3 Beds
  • 1.5 Baths
  • 1,582 Sq Ft

  7873 Pomfret Rd, North Pomfret, VT 05053

  Great location to both historic Woodstock and the Upper Valley. This charming cape has lots of antique characteristics with original wood floors and accented with hand hewn beams. The second floor was expanded with taller ceiling height, new windows and insulation. Kitchen flows to a large dining room with half bath and laundry on first floor. Large sunlit living room off the North end of the

  Gretchjen Smith Williamson Group Sothebys Intl. Realty

  7873 Pomfret Rd, North Pomfret, VT 05053
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  /40

  $731,250 Sold Jun 18, 2025

  • 2,390 Sq Ft
  • $306/SF
  • 0 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1944

  519 Cherry Hill Rd, Pomfret, VT 05084

  Imagine waking up to a view of the quintessential picture postcard of Vermont; rolling hills and a white church steeple in the valley below! This is the scene at Cherry Hill Chalet in beautiful N. Pomfret, located just 20 minutes from the Village of Woodstock and 25 minutes to Hanover, NH. Access to both I89 and I91 are also less than 30 minutes away. The Chalet is rich in local history and was

  David Donegan Snyder Donegan Real Estate Group

  519 Cherry Hill Rd, Pomfret, VT 05084
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  /40

  Est $721,920 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 2,128 Sq Ft

  167 Limey Ln, Pomfret, VT 05053

  167 Limey Ln, Pomfret, VT 05053
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  /36

  $846,000

  • 3 Beds
  • 3.5 Baths
  • 1,840 Sq Ft

  49 Vt Rt 12, Pomfret, VT 05053

  Discover the possibilities with this beautifully crafted three bedroom, three and one half bath home and versatile Post and Beam barn/studio, set between Woodstock and Silver Lake in scenic Barnard. The main residence features an airy great room with vaulted ceilings, warm wood accents, and expansive windows that invite natural light and frame peaceful views. Thoughtful design and quality

  Eric Johnston Four Seasons Sotheby's Int'l Realty

  49 Vt Rt 12, Pomfret, VT 05053
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  /40

  $700,000 Sold Jun 03, 2025

  • 4,142 Sq Ft
  • $169/SF
  • 137 Days On Market

  • 4 Beds
  • 4.5 Baths
  • Built 1805

  8754 Pomfret Rd, Pomfret, VT 05084

  PRICES ARE FALLING WITH THOSE GORGEOUS LEAVES! Discover the perfect blend of vintage charm and modern amenities at The Rabbit Run Farm, a stunning 1805 farmhouse offering a lifestyle of comfort and elegance. This beautiful property features comfortably sized rooms filled with natural sunlight, showcasing the timeless appeal of classic architecture.A large addition provides a main bedroom

  Katie Ladue Gilbert KW Vermont Woodstock

  8754 Pomfret Rd, Pomfret, VT 05084
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  /26

  Est $658,431 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,993 Sq Ft

  204 Hewitt Hill Rd, North Pomfret, VT 05053

  204 Hewitt Hill Rd, North Pomfret, VT 05053
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  /56

  $3,250,000 Sold Apr 15, 2025

  • 3,100 Sq Ft
  • $1048/SF
  • 221 Days On Market

  • 6 Beds
  • 4.5 Baths
  • Built 1850

  501 Galaxy Hill Rd, North Pomfret, VT 05053

  MAPLE LANE FARM - With a sweeping, maple-lined drive, this property holds court in one of Pomfret's most beautiful neighborhoods. Seven perennial gardens offer beauty in every season - from the "Secret Shade Garden" (created during Covid spring) to the two 100' perennial borders to the "Dwarf Conifer Garden" (how they GREW!) - and nothing is more peaceful than a walk through the Paper Birch

  Keri Cole Williamson Group Sothebys Intl. Realty

  501 Galaxy Hill Rd, North Pomfret, VT 05053
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  /35

  Not Listed For Sale

  tbd Pomfret Rd, Pomfret, VT 05053

  tbd Pomfret Rd, Pomfret, VT 05053
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  /25

  $525,000 Sold Jan 31, 2025

  • Land
  • 22 Acres
  • $23,864 per Acre

  • 151 Days On Market

  0 Skyline Dr, Pomfret, VT 05053

  Rare opportunity to build your dream home on 22 magical acres on highly coveted Skyline Drive in Pomfret, VT. “Laughing Winds” has been lovingly stewarded by the same family for 24 years. The land was expertly sculpted to reveal beautiful long-range views which can easily be expanded on with minor clearing. The house site area and roughed-in semi-circular drive have been protected from the road

  Dan Noble Snyder Donegan Real Estate Group

  0 Skyline Dr, Pomfret, VT 05053
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  /24

  Est $987,297 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,350 Sq Ft

  8126 Pomfret Rd, Pomfret, VT 05053

  8126 Pomfret Rd, Pomfret, VT 05053
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  /19

  $1,850,000 Sold Oct 24, 2024

  • 1,800 Sq Ft
  • $1028/SF
  • 9 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1951

  433 Freeman Rd, Pomfret, VT 05084

  This stunning 604 acre parcel has been in the same family (the Freeman family) - and is offered for sale for the first time - in 75 years. The property includes miles of trails, woodlands, streams, stone walls, and three ponds - including one that is approx 3.5 acres, nearly a "lake". Much of the land is in a Current Land Use conservation program, but is not in permanent conservation. One

  John Snyder Snyder Donegan Real Estate Group

  433 Freeman Rd, Pomfret, VT 05084
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  /33

  Est $634,261 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,806 Sq Ft

  5994 Broad Brook Rd, Pomfret, VT 05068

  5994 Broad Brook Rd, Pomfret, VT 05068
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  /39

  $542,000 Sold Oct 01, 2024

  • 1,995 Sq Ft
  • $272/SF
  • 6 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1840

  346 Hewitt Hill Rd, Pomfret, VT 05053

  The "Obed Whipple house" is a charming colonial on a quiet gravel road that takes you back in history to the rural beauty of old-time, quintessential Vermont. The owners through the years have made timely renovations without losing the charm of this antique home. The room flow lends itself to all possibilities. One enters through a sunny, enclosed porch into a mudroom with an antique woodstove

  Bobbi Dagger Bassette Real Estate Group

  346 Hewitt Hill Rd, Pomfret, VT 05053
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  /4

  Not Listed For Sale

  0 Pomfret Rd Unit 4908761, Pomfret, VT 05053

  0 Pomfret Rd Unit 4908761, Pomfret, VT 05053
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  /25

  $730,000 Sold Aug 30, 2024

  • 2,466 Sq Ft
  • $296/SF
  • 76 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1973

  717 Allen Hill Rd, Pomfret, VT 05053

  Beautiful setting and piece of land with extensive gardens, a lovely coursing brook and pastoral views located on a quiet road 1/2 mile from pavement (Howe Hill) and convenient to both Woodstock and Hanover/Norwich/Leb, which are about 20 mins in either direction. The house was built by the sellers and they loved it and lived in it for 50 years. It has an open floorplan with big stone-faced

  John Snyder Snyder Donegan Real Estate Group

  717 Allen Hill Rd, Pomfret, VT 05053
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  /40

  Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,729 Sq Ft

  1350 Vermont 12, Pomfret, VT 05053

  1350 Vermont 12, Pomfret, VT 05053
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  /9

  Est $807,927 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 3,695 Sq Ft

  408 Hidden Ridge Rd, Pomfret, VT 05068

  408 Hidden Ridge Rd, Pomfret, VT 05068
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  /30

  Est $315,705 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 4,500 Sq Ft

  7868 Pomfret Rd, North Pomfret, VT 05053

  7868 Pomfret Rd, North Pomfret, VT 05053
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  /38

  Est $1,263,321 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,693 Sq Ft

  381 Galaxy Hill Rd, North Pomfret, VT 05053

  381 Galaxy Hill Rd, North Pomfret, VT 05053
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  /40

  Est $1,473,149 Not Listed For Sale

  • 4 Beds
  • 6 Baths
  • 4,871 Sq Ft

  1162 Galaxy Hill Rd, North Pomfret, VT 05053

  1162 Galaxy Hill Rd, North Pomfret, VT 05053
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  /11

  Not Listed For Sale

  00 Allen Hill Rd, North Pomfret, VT 05053

  00 Allen Hill Rd, North Pomfret, VT 05053
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  /38

  Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 4,224 Sq Ft

  7721 Us Route 4 Route, Bridgewater, VT 05053

  7721 Us Route 4 Route, Bridgewater, VT 05053
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  /30

  Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 2,400 Sq Ft

  7728 Us Route 4 Route, Bridgewater, VT 05053

  7728 Us Route 4 Route, Bridgewater, VT 05053
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  /37

  Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,612 Sq Ft

  1319 Webster Hill Rd, Pomfret, VT 05067

  1319 Webster Hill Rd, Pomfret, VT 05067
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  /40

  Est $2,308,535 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 4,316 Sq Ft

  935 Dana Rd, Pomfret, VT 05053

  935 Dana Rd, Pomfret, VT 05053
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  /38

  Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,462 Sq Ft

  131 Bernard Rd, Pomfret, VT 05067

  131 Bernard Rd, Pomfret, VT 05067
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  /29

  Est $475,287 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,440 Sq Ft

  7478 Pomfret Rd, Pomfret, VT 05053

  7478 Pomfret Rd, Pomfret, VT 05053
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  /36

  Est $630,521 Not Listed For Sale

  • 5 Beds
  • 4 Baths
  • 3,351 Sq Ft

  448 Bunker Hill Rd, Pomfret, VT 05053

  448 Bunker Hill Rd, Pomfret, VT 05053
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  /21

  Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,720 Sq Ft

  372 Cherry Hill Rd, Pomfret, VT 05084

  372 Cherry Hill Rd, Pomfret, VT 05084
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  /4

  Not Listed For Sale

  2 Starbuck Rd, Pomfret, VT 05084

  2 Starbuck Rd, Pomfret, VT 05084
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  /28

  Est $477,465 Not Listed For Sale

  • 5 Beds
  • 2.5 Baths
  • 2,018 Sq Ft

  2597 Stage Rd, Pomfret, VT 05067

  2597 Stage Rd, Pomfret, VT 05067
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  /9

  Not Listed For Sale

  0 Joe Ranger Rd, Pomfret, VT 05053

  0 Joe Ranger Rd, Pomfret, VT 05053
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  /33

  Est $1,511,666 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 2,646 Sq Ft

  520 Galaxy Hill Rd, North Pomfret, VT 05053

  520 Galaxy Hill Rd, North Pomfret, VT 05053
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  /16

  Est $432,837 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,440 Sq Ft

  386 Bunker Hill Rd, North Pomfret, VT 05053

  386 Bunker Hill Rd, North Pomfret, VT 05053
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  /4

  Not Listed For Sale

  00 Kenyon Rd, Pomfret, VT 05053

  00 Kenyon Rd, Pomfret, VT 05053
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  /32

  Est $850,000 Not Listed For Sale

  OFF N Pomfret Rd, Pomfret, VT 05053

  OFF N Pomfret Rd, Pomfret, VT 05053
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  /21

  Not Listed For Sale

  1 Starbuck Rd, Pomfret, VT 05084

  1 Starbuck Rd, Pomfret, VT 05084
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  /36

  Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,492 Sq Ft

  1734 Howe Hill Rd, North Pomfret, VT 05053

  1734 Howe Hill Rd, North Pomfret, VT 05053
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  /40

  Est $644,181 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,002 Sq Ft

  5142 Pomfret Rd, North Pomfret, VT 05053

  5142 Pomfret Rd, North Pomfret, VT 05053
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  /34

  Est $1,050,833 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 3,640 Sq Ft

  404 Hidden Ridge Rd, South Royalton, VT 05068

  404 Hidden Ridge Rd, South Royalton, VT 05068

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