North Pomfret, VT Homes

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  /46

  $795,000 Under Contract

  • 2,496 Sq Ft

  410 Upper Rd, Bridgewater Corners, VT 05035

  Classic Farmhouse character combines with modern systems and amenities in an unbeatable location midway between historic Woodstock and Kellington Vermont Offered fully furnished and equipped with a strong Airbnb/VRBO history covering the costs of ownership relying primarily on income from the separate second story unit as the owners lived on the main level except when traveling on business. The

  Laird Bradley Williamson Group Sothebys Intl. Realty

  410 Upper Rd, Bridgewater Corners, VT 05035
• 

  

  

  /52

  $1,320,000 Sold Jul 25, 2025

  11 College Hill Rd, Woodstock, VT 05091

  • 5 Beds
  • 3.5 Baths
  • 3,953 Sq Ft
  • Built 1919

  Last Sold Summary

  • 5% Below List Price
  • $334/SF
  • 85 Days On Market

  Current Estimated Value $1,246,586

  Last Listing Agent Zoe Hathorn Washburn Snyder Donegan Real Estate Group

  11 College Hill Rd, Woodstock, VT 05091
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  /38

  Est $924,000 Not Listed For Sale

  506 Westerdale Rd, Woodstock, VT 05091

  • 3 Beds
  • 2 Baths
  • 1,492 Sq Ft
  • Built 1987

  506 Westerdale Rd, Woodstock, VT 05091

  Last Sold Summary

  • 10% Above List Price
  • $563/SF
  • 5 Days On Market

  Last Sold Price $840,000

  Last Listing Agent Gretchjen Smith Williamson Group Sothebys Intl. Realty
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  /7

  $325,000

  • Land
  • 8 Acres
  • $40,625 per Acre

  1 Carlton Hill Rd, Woodstock, VT 05091

  Sweet Spot - 8 acre building lot located within minutes of the Woodstock Village Green! Driveway is in place and a lovely building site has been cleared and power is at site. Wonderful opportunity to build your Vermont getaway or primary residence. Enjoy access to four season recreation, Marsh-Billings-Rockefeller National Park, theatre, arts, dining, shopping and a short commute to all

  Mary Mayhew Snyder Donegan Real Estate Group

  1 Carlton Hill Rd, Woodstock, VT 05091
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  /24

  $482,500 Sold Dec 11, 2025

  51 Terrace St, Woodstock, VT 05091

  • 2 Beds
  • 2 Baths
  • 1,237 Sq Ft
  • Built 1870

  Last Sold Summary

  • 4% Below List Price
  • $390/SF
  • 3 Days On Market

  Last Listing Agent Dan Noble Snyder Donegan Real Estate Group

  51 Terrace St, Woodstock, VT 05091
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  /6

  Not Listed For Sale

  7 Hathorn Hill Unit 7, Woodstock, VT 05091

  • 3 Beds
  • 3 Baths
  • 1,310 Sq Ft
  • Built 1984

  7 Hathorn Hill Unit 7, Woodstock, VT 05091

  Last Sold Summary

  • $476/SF
  • 0 Days On Market

  Last Sold Price $623,000

  Last Listing Agent Gretchjen Smith Williamson Group Sothebys Intl. Realty
• 

  

  /14

  $845,000

  • 2 Beds
  • 1 Bath
  • 600 Sq Ft

  234 Randall Rd, Wood Stock, VT 05091

  Randall Road Farm represents a rare opportunity to purchase a multigenerational family farmstead in an exceptionally desirable location. Long recognized as a well established farm raising Charolais beef cattle, poultry and hay. The owner has been the farmer/steward of many of the areas farms in the Woodstock and South Woodstock. The property has a single family dwelling, shop building with farm

  Wade Treadway Wade I Treadway Real Estate

  234 Randall Rd, Wood Stock, VT 05091
• 

  

  /37

  $925,000 Sold Jul 31, 2025

  4 River St, Woodstock, VT 05091

  • 2 Beds
  • 2.5 Baths
  • 2,176 Sq Ft
  • Built 1847

  Last Sold Summary

  • 7% Below List Price
  • $425/SF
  • 68 Days On Market

  Current Estimated Value $952,300

  Last Listing Agent Mary Mayhew Snyder Donegan Real Estate Group

  4 River St, Woodstock, VT 05091
• 

  

  /40

  Est $623,469 Not Listed For Sale

  3256 South Rd, Woodstock, VT 05091

  • 3 Beds
  • 2 Baths
  • 1,888 Sq Ft
  • Built 1884

  3256 South Rd, Woodstock, VT 05091

  Last Sold Summary

  • $332/SF
  • 4 Days On Market

  Last Sold Price $626,000

  Last Listing Agent Keri Cole Williamson Group Sothebys Intl. Realty
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  /8

  $650,000 Under Contract

  • Land
  • 2.41 Acres
  • $269,710 per Acre

  2 Highland Ave, Woodstock, VT 05091

  An extraordinary opportunity to acquire a private building parcel overlooking the Marsh Billings Rockefeller National Park, Billing's Farm to the Connecticut River Valley in Woodstock Village. The secluded, elevated parcel combines an early homesite and a productive hayfield mowed by a family member within living memory. The access is level and intersects Highland Avenue with an extended line of

  Laird Bradley Williamson Group Sothebys Intl. Realty

  2 Highland Ave, Woodstock, VT 05091
• 

  

  /28

  $239,000 Sold Sep 11, 2025

  42 Heritage Condo Way Unit 16, Woodstock, VT 05091

  • 1 Bed
  • 1 Bath
  • 816 Sq Ft
  • Built 1987

  Last Sold Summary

  • 4% Below List Price
  • $293/SF
  • 15 Days On Market

  Last Listing Agent Franchesca Collins Hall Collins Real Estate Group

  42 Heritage Condo Way Unit 16, Woodstock, VT 05091
• 

  

  /40

  Est $681,606 Not Listed For Sale

  64 Fowler Rd Unit Q104, Ludlow, VT 05149

  • 3 Beds
  • 2 Baths
  • 1,296 Sq Ft
  • Built 1989

  64 Fowler Rd Unit Q104, Ludlow, VT 05149

  Last Sold Summary

  • 6% Below List Price
  • $559/SF
  • 101 Days On Market

  Last Sold Price $725,000

  Last Listing Agent Joseph Karl William Raveis Real Estate Vermont Properties
• 

  

  /42

  $1,499,000 Under Contract

  • Land
  • 4.57 Acres
  • $328,009 per Acre

  458 Woodstock Rd, Wood Stock, VT 05091

  It has been said that the highest and best use of this landmark Woodstock property would be a combination of constructing multiple residential units, in the private rear acreage, and commercial development, of the highly visible Route 4 road frontage. There is no question of the unlimited potential! Highly visible! Well located, on the East End entrance route to Woodstock Village! This property

  John Wetmore Wetmore Real Estate

  458 Woodstock Rd, Wood Stock, VT 05091
• 

  

  /39

  $410,000 Sold Apr 01, 2025

  6 Highland Ave, Woodstock, VT 05091

  • 1 Bed
  • 1 Bath
  • 1,052 Sq Ft
  • Built 1930

  Last Sold Summary

  • 9% Below List Price
  • $390/SF
  • 97 Days On Market

  Current Estimated Value $717,512

  Last Listing Agent John Wetmore Wetmore Real Estate

  6 Highland Ave, Woodstock, VT 05091
• 

  

  /29

  Est $614,188 Not Listed For Sale

  64 Fowler Rd Unit Q103, Ludlow, VT 05149

  • 3 Beds
  • 2 Baths
  • 1,350 Sq Ft
  • Built 1989

  64 Fowler Rd Unit Q103, Ludlow, VT 05149

  Last Sold Summary

  • 10% Above List Price
  • $415/SF
  • 355 Days On Market

  Last Sold Price $560,000

  Last Listing Agent Sarah Sheehan William Raveis Real Estate Vermont Properties
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  /48

  $6,750,000 New Construction

  • 4 Beds
  • 4.5 Baths
  • 5,087 Sq Ft

  412 Skyland Ln, Woodstock, VT 05091

  Once the site of an 1850s homestead and now reimagined for 21st-century living, Skyland Farm is a private retreat on 65 acres. Mineral springs, glass architecture, and extraordinary views define this rare legacy property, just minutes from the village of Woodstock and with direct access to the trails of Mount Peg. Found at the end of a quiet lane, sweeping vistas of the Green Mountains and

  Story Jenks LandVest, Inc/Woodstock

  412 Skyland Ln, Woodstock, VT 05091
• 

  

  /33

  $565,000 Sold Dec 30, 2025

  35 Mountain Ave, Woodstock, VT 05091

  • 3 Beds
  • 2.5 Baths
  • 1,555 Sq Ft
  • Built 1856

  Last Sold Summary

  • 16% Below List Price
  • $363/SF
  • 69 Days On Market

  Current Estimated Value $606,002

  Last Listing Agent Danny Kogut Williamson Group Sothebys Intl. Realty

  35 Mountain Ave, Woodstock, VT 05091
• 

  

  /40

  Est $680,220 Not Listed For Sale

  588 Kendall Rd, Woodstock, VT 05091

  • 5 Beds
  • 2 Baths
  • 2,904 Sq Ft
  • Built 1870

  588 Kendall Rd, Woodstock, VT 05091

  Last Sold Summary

  • 37% Above List Price
  • $170/SF
  • 92 Days On Market

  Last Sold Price $495,000

  Last Listing Agent John Wetmore Wetmore Real Estate
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  /37

  $985,000

  • 4 Beds
  • 3 Baths
  • 2,785 Sq Ft

  1782 Randall Rd, Woodstock, VT 05091

  This early Woodstock residence was built in 1792 by Joseph Wood on a parcel of land he purchased in 1786 from Ebenezer Kingsley, one of Woodstock early settlers. A classic New England Cape of the period with the notable features of a central chimney with multiple fireplaces and a second story overhang on the gables. The house retains a great deal of original features and fabric including wide

  Wade Treadway Wade I Treadway Real Estate

  1782 Randall Rd, Woodstock, VT 05091
• 

  

  /44

  $1,900,000 Sold Sep 05, 2025

  51 Watkins Way Unit 2, Woodstock, VT 05091

  • 3 Beds
  • 2.5 Baths
  • 3,227 Sq Ft
  • Built 2021

  Last Sold Summary

  • $589/SF
  • 0 Days On Market

  Current Estimated Value $1,983,734

  Last Listing Agent John King

  51 Watkins Way Unit 2, Woodstock, VT 05091
• 

  

  /14

  Not Listed For Sale

  74 Upper Rd, Bridgewater Corners, VT 05035

  • 3 Beds
  • 2 Baths
  • 1,008 Sq Ft
  • Built 1993

  74 Upper Rd, Bridgewater Corners, VT 05035

  Last Sold Summary

  • $79/SF
  • 5 Days On Market

  Last Sold Price $80,000

  Last Listing Agent Amy Carson Lowe's Real Estate, LLC
• 

  

  /52

  $439,000

  • 4 Beds
  • 2 Baths
  • 1,617 Sq Ft

  5798 W Woodstock Rd, Woodstock, VT 05091

  Charming 4 bedroom farmhouse with attached barn/garage with lots of overhead storage is located across the road from the scenic Ottauquechee River. Minutes from Woodstock Village Green with all of its amenities and a short distance from Killington with its world renown Ski Resort. Year round activities abound ! The house has a sunny eat in kitchen, spacious dining room and a living room complete

  Carol Wood Williamson Group Sothebys Intl. Realty

  5798 W Woodstock Rd, Woodstock, VT 05091
• 

  

  /40

  $2,425,000 Sold Aug 15, 2025

  739 Westerdale Rd, Woodstock, VT 05091

  • 4 Beds
  • 4.5 Baths
  • 5,017 Sq Ft
  • Built 2003

  Last Sold Summary

  • $483/SF
  • 0 Days On Market

  Current Estimated Value $2,517,713

  Last Listing Agent John Snyder Snyder Donegan Real Estate Group

  739 Westerdale Rd, Woodstock, VT 05091
• 

  

  /40

  Est $1,570,096 Not Listed For Sale

  612 Church Hill Rd, Woodstock, VT 05091

  • 5 Beds
  • 4 Baths
  • 3,042 Sq Ft
  • Built 2009

  612 Church Hill Rd, Woodstock, VT 05091

  Last Sold Summary

  • 12% Above List Price
  • $460/SF
  • 23 Days On Market

  Last Sold Price $1,400,000

  Last Listing Agent Keri Cole Williamson Group Sothebys Intl. Realty
• 

  

  /8

  $275,000

  • Land
  • 1.95 Acres
  • $141,026 per Acre

  3186 South Rd, Woodstock, VT 05091

  1.95 Acre lot minutes from Woodstock Village, South Woodstock, and Green Mountain Horse Association. Kidder Brook runs along the North property boundary, and a sunny lawn area has multiple small gardens. There is a large clearing, and a well-cared for 1973 mobile home on a concrete slab on the property. This lot has tremendous potential in a fantastic location. House is being sold As-is.

  Andrew Hubbell Vermont Real Estate Company

  3186 South Rd, Woodstock, VT 05091
• 

  

  /31

  $684,000 Sold Oct 10, 2025

  13 Slayton Terrace, Woodstock, VT 05091

  • 3 Beds
  • 3 Baths
  • 1,550 Sq Ft
  • Built 1920

  Last Sold Summary

  • 13% Below List Price
  • $441/SF
  • 162 Days On Market

  Current Estimated Value $685,571

  Last Listing Agent Gretchjen Smith Williamson Group Sothebys Intl. Realty

  13 Slayton Terrace, Woodstock, VT 05091
• 

  

  /14

  Est $691,267 Not Listed For Sale

  16 Pomfret Rd, Woodstock, VT 05091

  • 3 Beds
  • 1.5 Baths
  • 1,656 Sq Ft
  • Built 1947

  16 Pomfret Rd, Woodstock, VT 05091

  Last Sold Summary

  • 2% Above List Price
  • $409/SF
  • 0 Days On Market

  Last Sold Price $678,000

  Last Listing Agent Mary Mayhew Snyder Donegan Real Estate Group
• 

  

  /60

  $799,000

  • 7 Beds
  • 7 Baths
  • 4,581 Sq Ft

  7137 US Route 4, Bridgewater, VT 05034

  Welcome to the historic Bridgewater Inn — a rare, turn-key Vermont property perfectly positioned between Woodstock Village, Killington Resort, and Okemo Mountain. This unique offering features a spacious 3-bedroom, 3-bath main home along with four fully equipped guest suites, creating exceptional flexibility for full-time living, multi-generational use, or continued short-term rental success. The

  Benjamin Cote EXP Realty

  7137 US Route 4, Bridgewater, VT 05034
• 

  

  /31

  $475,000 Sold Jun 16, 2025

  85 Townhouse Way Unit 18, Woodstock, VT 05091

  • 2 Beds
  • 3 Baths
  • 2,091 Sq Ft
  • Built 1978

  Last Sold Summary

  • 2% Below List Price
  • $227/SF
  • 29 Days On Market

  Last Listing Agent Gretchjen Smith Williamson Group Sothebys Intl. Realty

  85 Townhouse Way Unit 18, Woodstock, VT 05091
• 

  

  /15

  Not Listed For Sale

  13 Park View Way Unit 31, Woodstock, VT 05091

  • 2 Beds
  • 2 Baths
  • 934 Sq Ft
  • Built 2023

  13 Park View Way Unit 31, Woodstock, VT 05091

  Last Sold Summary

  • $140/SF
  • 5 Days On Market

  Last Sold Price $131,000

  Last Listing Agent Deb Roberts RE/MAX
• 

  

  /45

  $895,000 Under Contract

  • 3 Beds
  • 3 Baths
  • 1,920 Sq Ft

  72 Oakridge Way, Woodstock, VT 05091

  PRIME LOCATION! Tucked away at the end of a peaceful dead-end road in the Westerdale neighborhood is this Vermont Cape Cod home offers the perfect blend of privacy and convenience on just over 6 acres. Surrounded by mature trees and set on a wooded lot overlooking a tranquil pond, you’ll enjoy the calm of nature right outside your doorstep. The freshly installed deck provides a serene spot.

  Nancy Greenwood Watson Realty & Associates

  72 Oakridge Way, Woodstock, VT 05091
• 

  

  /18

  $230,000 Sold Oct 15, 2025

  56 Heritage Condo Way Unit 9, Woodstock, VT 05091

  • 1 Bed
  • 1 Bath
  • 856 Sq Ft
  • Built 1989

  Last Sold Summary

  • 8% Below List Price
  • $269/SF
  • 40 Days On Market

  Last Listing Agent Gretchjen Smith Williamson Group Sothebys Intl. Realty

  56 Heritage Condo Way Unit 9, Woodstock, VT 05091
• 

  

  /22

  Not Listed For Sale

  7 Park View Way Unit 32, Woodstock, VT 05091

  • 3 Beds
  • 2 Baths
  • 1,013 Sq Ft
  • Built 2023

  7 Park View Way Unit 32, Woodstock, VT 05091

  Last Sold Summary

  • $129/SF
  • 194 Days On Market

  Last Sold Price $131,000

  Last Listing Agent Jenna Luce RE/MAX
• 

  

  /35

  $1,650,000 Sold Nov 24, 2025

  10 College Hill Rd, Woodstock, VT 05091

  • 5 Beds
  • 4.5 Baths
  • 4,214 Sq Ft
  • Built 1916

  Last Sold Summary

  • 17% Below List Price
  • $392/SF
  • 79 Days On Market

  Current Estimated Value $1,553,234

  Last Listing Agent John Snyder Snyder Donegan Real Estate Group

  10 College Hill Rd, Woodstock, VT 05091
• 

  

  /28

  Not Listed For Sale

  823 Goldcoast Rd, Bridgewtr Cor, VT 05035

  • 3 Beds
  • 2 Baths
  • 1,328 Sq Ft
  • Built 1998

  823 Goldcoast Rd, Bridgewtr Cor, VT 05035

  Last Sold Summary

  • $203/SF
  • 72 Days On Market

  Last Sold Price $270,000

  Last Listing Agent Marni Rieger KW Vermont-Killington
• 

  

  /36

  $460,000 Sold Apr 18, 2025

  24 High St, Woodstock, VT 05091

  • 5 Beds
  • 2 Baths
  • 2,996 Sq Ft
  • Built 1840

  Last Sold Summary

  • 29% Below List Price
  • $154/SF
  • 325 Days On Market

  Current Estimated Value $479,799

  Last Listing Agent Danny Kogut Williamson Group Sothebys Intl. Realty

  24 High St, Woodstock, VT 05091
• 

  

  /43

  Est $747,266 Not Listed For Sale

  944 College Hill Rd, Woodstock, VT 05091

  • 4 Beds
  • 2.5 Baths
  • 2,616 Sq Ft
  • Built 1988

  944 College Hill Rd, Woodstock, VT 05091

  Last Sold Summary

  • 7% Above List Price
  • $268/SF
  • 15 Days On Market

  Last Sold Price $700,000

  Last Listing Agent Gretchjen Smith Williamson Group Sothebys Intl. Realty
• 

  /2

  $400,000 Sold Sep 30, 2025

  2 High St, Woodstock, VT 05091

  • 3 Beds
  • 3 Baths
  • 1,600 Sq Ft
  • Built 1890

  Last Sold Summary

  • 14% Below List Price
  • $250/SF
  • 89 Days On Market

  Current Estimated Value $427,983

  Last Listing Agent John Bassette Bassette Real Estate Group

  2 High St, Woodstock, VT 05091
• 

  

  /39

  Not Listed For Sale

  5713 U S 4, Bridgewater, VT 05035

  • 2 Beds
  • 2 Baths
  • 1,239 Sq Ft
  • Built 1977

  5713 U S 4, Bridgewater, VT 05035

  Last Sold Summary

  • $234/SF
  • 16 Days On Market

  Last Sold Price $290,000

  Last Listing Agent Dorothy Griswold The Clerkin Agency, P.C.
• 

  

  /39

  $647,000 Sold Oct 06, 2025

  4165 Hartland Hill Rd, Woodstock, VT 05091

  • 4 Beds
  • 2 Baths
  • 1,654 Sq Ft
  • Built 1946

  Last Sold Summary

  • 5% Above List Price
  • $391/SF
  • 10 Days On Market

  Current Estimated Value $666,671

  Last Listing Agent John Wetmore Wetmore Real Estate

  4165 Hartland Hill Rd, Woodstock, VT 05091

Showing Results 121 - 160, Page 4 of 18