Homes in ZIP Code 05091

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  /58

  $825,000 Under Contract

  • 4 Beds
  • 4 Baths
  • 3,184 Sq Ft

  256 Barnard Rd, Woodstock, VT 05091

  Discover the charm of historic Woodstock in this beautifully maintained late-1800s residence, set on just over an acre of flat, open lawn and ideally located within walking distance to the village. Bordering the scenic Billings Farm & Museum, this 4-bedroom home blends timeless New England character with thoughtful modern updates.Inside, you’ll find light-filled living spaces, a

  Kasia Butterfield Coldwell Banker LIFESTYLES - Quechee

  256 Barnard 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

  Last Listing Agent Gretchjen Smith Williamson Group Sothebys Intl. Realty

  13 Slayton Terrace, Woodstock, VT 05091
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  /14

  Est $670,522 Not Listed For Sale

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

  16 Pomfret Rd, Woodstock, VT 05091

  16 Pomfret Rd, Woodstock, VT 05091
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  /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
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  /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

  • 2 Beds
  • 2 Baths
  • 934 Sq Ft

  13 Park View Way Unit 31, Woodstock, VT 05091

  13 Park View Way Unit 31, Woodstock, VT 05091
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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
• 

  

  /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

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

  7 Park View Way Unit 32, Woodstock, VT 05091

  7 Park View Way Unit 32, Woodstock, VT 05091
• 

  

  /60

  $1,300,000

  • 4 Beds
  • 5 Baths
  • 3,195 Sq Ft

  125 Shurtleff Ln, Woodstock, VT 05091

  Beautifully sited just a short walk from Woodstock Village, this 2015 custom-built home blends modern comfort with timeless Vermont charm. Thoughtfully designed for everyday living and entertaining, the main level features an open, light-filled layout, a well-appointed kitchen, and seamless access to a sunny three-season room overlooking the landscaped grounds. The sought-after first-floor

  Keri Cole Williamson Group Sothebys Intl. Realty

  125 Shurtleff Ln, Woodstock, VT 05091
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  /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

  Last Listing Agent John Snyder Snyder Donegan Real Estate Group

  10 College Hill Rd, Woodstock, VT 05091
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  /40

  Est $941,748 Not Listed For Sale

  • 5 Beds
  • 3.5 Baths
  • 2,689 Sq Ft

  524 Fairbanks Turn, Hartford, VT 05059

  524 Fairbanks Turn, Hartford, VT 05059
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  /14

  $249,000

  • Land
  • 6.5 Acres
  • $38,308 per Acre

  5518 Vt Route 12, Barnard, VT 05031

  A pastoral parcel of land with the benefit a truly mesmerizing private pond! The location is great! Recreation on pristine Silver Lake and shopping in the beloved Barnard General Store are just a few minutes away from this peaceful Barnard Village acreage! One obvious building site would take advantage of views of the pond. Other possible sites certainly are presented within the extended open

  John Wetmore Wetmore Real Estate

  5518 Vt Route 12, Barnard, VT 05031
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  /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 $472,307

  Last Listing Agent Danny Kogut Williamson Group Sothebys Intl. Realty

  24 High St, Woodstock, VT 05091
• 

  

  /30

  Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,459 Sq Ft

  92 Lakota Rd, Barnard, VT 05031

  92 Lakota Rd, Barnard, VT 05031
• 

  

  /42

  $1,499,000

  • 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
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  /49

  $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

  Last Listing Agent John Bassette Bassette Real Estate Group

  2 High St, Woodstock, VT 05091
• 

  

  /27

  Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,666 Sq Ft

  2411 Chateauguay Rd, Woodstock, VT 05091

  2411 Chateauguay Rd, Woodstock, VT 05091
• 

  

  /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
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  /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

  Last Listing Agent John Wetmore Wetmore Real Estate

  4165 Hartland Hill Rd, Woodstock, VT 05091
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  /28

  Est $1,486,068 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,836 Sq Ft

  4411 Church Hill Rd, Woodstock, VT 05091

  4411 Church Hill Rd, Woodstock, VT 05091
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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
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  /37

  $685,000 Sold Aug 04, 2025

  258 Densmore Hill Rd, Hartland, VT 05048

  • 3 Beds
  • 2.5 Baths
  • 2,239 Sq Ft
  • Built 1985

  Last Sold Summary

  • 4% Below List Price
  • $306/SF
  • 60 Days On Market

  Last Listing Agent Danny Kogut Williamson Group Sothebys Intl. Realty

  258 Densmore Hill Rd, Hartland, VT 05048
• 

  

  /40

  Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,411 Sq Ft

  1106 Church Hill Rd, Woodstock, VT 05091

  1106 Church Hill Rd, Woodstock, VT 05091
• 

  

  /45

  $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

  Carol Wood Williamson Group Sothebys Intl. Realty

  5798 W Woodstock Rd, Woodstock, VT 05091
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  /27

  $900,000 Sold Oct 17, 2025

  19 Church St Unit EX, Woodstock, VT 05091

  • 5 Beds
  • 4.5 Baths
  • 3,486 Sq Ft
  • Built 1940

  Last Sold Summary

  • 25% Below List Price
  • $258/SF
  • 99 Days On Market

  Last Listing Agent John Snyder Snyder Donegan Real Estate Group

  19 Church St Unit EX, Woodstock, VT 05091
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  /26

  Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,250 Sq Ft

  317 Bridgewater Hollow Road Extension Unit 7-035, Woodstock, VT 05091

  317 Bridgewater Hollow Road Extension Unit 7-035, Woodstock, VT 05091
• 

  

  /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
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  /33

  $525,000 Sold Dec 22, 2025

  75 Pleasant St, Woodstock, VT 05091

  • 3 Beds
  • 1 Bath
  • 1,064 Sq Ft
  • Built 2020

  Last Sold Summary

  • $493/SF
  • 3 Days On Market

  Last Listing Agent Zoe Hathorn Washburn Snyder Donegan Real Estate Group

  75 Pleasant St, Woodstock, VT 05091
• 

  

  /40

  Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 1,152 Sq Ft

  21 Townhouse Way, Woodstock, VT 05091

  21 Townhouse Way, Woodstock, VT 05091
• 

  

  /45

  $985,000

  • 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
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  /35

  $499,000 Sold Dec 01, 2025

  85 Townhouse Way Unit 13, Woodstock, VT 05091

  • 2 Beds
  • 3 Baths
  • 2,209 Sq Ft
  • Built 1978

  Last Sold Summary

  • $226/SF
  • 6 Days On Market

  Last Listing Agent Gretchjen Smith Williamson Group Sothebys Intl. Realty

  85 Townhouse Way Unit 13, Woodstock, VT 05091
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  /20

  Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,045 Sq Ft

  12 Linden Hill St, Woodstock, VT 05091

  12 Linden Hill St, Woodstock, VT 05091
• 

  

  /60

  $1,995,000 Under Contract

  • 4 Beds
  • 3.5 Baths
  • 5,573 Sq Ft

  851 Riverside Park Rd, Woodstock, VT 05091

  "All Seasons" is the ultimate Vermont retreat, designed for gatherings and getaways while seamlessly blending rustic charm with modern luxury. This 5,900-sq-ft barn-style home, just over five minutes from Woodstock Village via Route 4 and the Lincoln Covered Bridge, sits high on a knoll above the Ottauquechee River with views to Killington. A veritable mini-resort, the property offers

  Richard Higgerson Higgerson & Company

  851 Riverside Park Rd, Woodstock, VT 05091
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  /52

  $545,000 Sold Aug 06, 2025

  1613 W Woodstock Rd, Woodstock, VT 05091

  • 3 Beds
  • 1.5 Baths
  • 2,240 Sq Ft
  • Built 1944

  Last Sold Summary

  • 1% Below List Price
  • $243/SF
  • 53 Days On Market

  Current Estimated Value $523,638

  Last Listing Agent Holly Hall Hall Collins Real Estate Group

  1613 W Woodstock Rd, Woodstock, VT 05091
• 

  

  /17

  Est $1,124,264 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,798 Sq Ft

  4651 Cloudland Rd, Woodstock, VT 05091

  4651 Cloudland Rd, Woodstock, VT 05091
• 

  

  /42

  $587,715 Sold Dec 19, 2025

  93 Blake Hill Rd Unit B, Woodstock, VT 05091

  • 3 Beds
  • 2.5 Baths
  • 2,100 Sq Ft
  • Built 1981

  Last Sold Summary

  • 2% Below List Price
  • $280/SF
  • 18 Days On Market

  Last Listing Agent Gretchjen Smith Williamson Group Sothebys Intl. Realty

  93 Blake Hill Rd Unit B, Woodstock, VT 05091
• 

  

  /39

  Est $658,508 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,943 Sq Ft

  629 N Bridgewater Rd, Bridgewater, VT 05034

  629 N Bridgewater Rd, Bridgewater, VT 05034
• 

  

  /43

  $700,000 Sold Feb 14, 2025

  944 College Hill Rd, Woodstock, VT 05091

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

  Last Sold Summary

  • 4% Below List Price
  • $268/SF
  • 15 Days On Market

  Current Estimated Value $740,836

  Last Listing Agent Gretchjen Smith Williamson Group Sothebys Intl. Realty

  944 College Hill Rd, Woodstock, VT 05091
• 

  

  /32

  Est $686,950 Not Listed For Sale

  • 3 Beds
  • 4 Baths
  • 2,527 Sq Ft

  1207 Church Hill Rd, Woodstock, VT 05091

  1207 Church Hill Rd, Woodstock, VT 05091

Showing Results 161 - 200, Page 5 of 18