Windsor County, VT Homes

• 

  

  

  /58

  $599,000

  • 4 Beds
  • 3 Baths
  • 3,200 Sq Ft

  84 Old Barn Ln, West Windsor, VT 05089

  Open House Saturday 5/9/26 10-12n. Breathtaking Views of Mt. Ascutney & the Valley Beyond!Welcome to this stunning custom-built 4-bedroom, 3-bath home where every window frames a masterpiece. Sweeping, panoramic views of majestic Mt. Ascutney and the rolling hillsides create an awe-inspiring backdrop you'll never tire of — whether sipping morning coffee or watching the sunset paint the peaks

  Katie Ladue Gilbert BHHS Verani Upper Valley

  84 Old Barn Ln, West Windsor, VT 05089
• 

  

  

  /44

  $1,700,000 Sold Aug 15, 2025

  2090 Randall Rd, Woodstock, VT 05091

  • 3 Beds
  • 2.5 Baths
  • 2,423 Sq Ft
  • Built 2007

  Last Sold Summary

  • 6% Below List Price
  • $702/SF
  • 177 Days On Market

  Current Estimated Value $1,699,354

  Last Listing Agent Danny Kogut Williamson Group Sothebys Intl. Realty

  2090 Randall Rd, Woodstock, VT 05091
• 

  

  

  /40

  Est $891,148 Not Listed For Sale

  25 Slayton Terrace, Woodstock, VT 05091

  • 3 Beds
  • 1.5 Baths
  • 1,632 Sq Ft
  • Built 1925

  25 Slayton Terrace, Woodstock, VT 05091

  Last Sold Summary

  • 6% Below List Price
  • $579/SF
  • 15 Days On Market

  • Last Sold Price $945,000
  • May 24, 2024

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

  

  

  /51

  $499,000 Under Contract

  • 4 Beds
  • 2 Baths
  • 1,700 Sq Ft

  4 Twine Hill Rd, Ludlow, VT 05149

  Welcome to Twine Hill...A fully updated 4-bedroom, 2-bath home combining modern upgrades with an amazing, functional layout. Recent renovations include a new furnace with anti-freeze system, LVP flooring, recessed lighting, fresh interior paint, and smart thermostats and security camera/system. Move in and start enjoying immediately.Designed for effortless single-level living, the home

  McLaughlin Team Mary W. Davis Realtor & Assoc., Inc.

  4 Twine Hill Rd, Ludlow, VT 05149
• 

  

  

  /34

  $55,000 Sold Aug 29, 2025

  420 Qtr III Jackson Gore Inn, Ludlow, VT 05149

  • 1 Bath
  • 496 Sq Ft
  • Built 2003

  Last Sold Summary

  • 15% Below List Price
  • $111/SF
  • 413 Days On Market

  Last Listing Agent Laurene Skinner Mary W. Davis Realtor & Assoc., Inc.

  420 Qtr III Jackson Gore Inn, Ludlow, VT 05149
• 

  

  /40

  Est $1,029,610 Not Listed For Sale

  77 Central St, Woodstock, VT 05091

  • 4 Beds
  • 1.5 Baths
  • 2,136 Sq Ft
  • Built 1826

  77 Central St, Woodstock, VT 05091

  Last Sold Summary

  • 3% Above List Price
  • $468/SF
  • 4 Days On Market

  • Last Sold Price $1,000,000
  • Jul 31, 2024

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

  

  /35

  $425,000

  • 2 Beds
  • 1 Bath
  • 1,208 Sq Ft

  3078 N Hollow Rd, Rochester, VT 05767

  Nestled in the picturesque hollows of Rochester, Vermont, this charming and fully updated home offers the ease of one-level living in a modest yet wonderfully comfortable package. Antique softwood floors, knotty pine ceilings, and a large bay window framing beautiful North Hollow views create a warm and inviting atmosphere, while the open floor plan is equally suited for entertaining and intimate

  Kyle Kershner Killington Pico Realty

  3078 N Hollow Rd, Rochester, VT 05767
• 

  

  /60

  $700,000 Sold Nov 14, 2025

  104 Spruce Ln, Ludlow, VT 05149

  • 2 Beds
  • 2 Baths
  • 1,644 Sq Ft
  • Built 1988

  Last Sold Summary

  • 7% Below List Price
  • $426/SF

  Current Estimated Value $722,277

  Last Listing Agent Michael Normyle Mary W. Davis Realtor & Assoc., Inc.

  104 Spruce Ln, Ludlow, VT 05149
• 

  

  /38

  Est $312,277 Not Listed For Sale

  87 Kennedy Dr, Windsor, VT 05089

  • 3 Beds
  • 1.5 Baths
  • 955 Sq Ft
  • Built 1942

  87 Kennedy Dr, Windsor, VT 05089

  Last Sold Summary

  • 1% Above List Price
  • $325/SF
  • 2 Days On Market

  • Last Sold Price $310,000
  • Jun 30, 2023

  Last Listing Agent Katie Ladue Gilbert BHHS Verani Upper Valley
• 

  

  /42

  $499,000

  • 5 Beds
  • 3 Baths
  • 3,120 Sq Ft

  115 Horseshoe Dr, Brownsville, VT 05037

  Tucked away at the end of a quiet dirt road, this well-maintained and inviting home offers the perfect blend of privacy and comfort. Set on a secluded lot, the property provides ample space to relax and unwind, featuring two bright and versatile four-season porches ideal for enjoying the surrounding natural beauty year-round. Inside, a spacious living room serves as the heart of the home,

  Katie Ladue Gilbert BHHS Verani Upper Valley

  115 Horseshoe Dr, Brownsville, VT 05037
• 

  

  /29

  $440,000 Sold Jun 30, 2025

  210 Hanover St, White River Junction, VT 05001

  • 3 Beds
  • 2 Baths
  • 1,444 Sq Ft
  • Built 1965

  Last Sold Summary

  • 4% Above List Price
  • $305/SF
  • 76 Days On Market

  Current Estimated Value $451,015

  Last Listing Agent Jill Harlow Coldwell Banker LIFESTYLES - Hanover

  210 Hanover St, White River Junction, VT 05001
• 

  

  /17

  Est $258,074 Not Listed For Sale

  93 Weston Heights, Windsor, VT 05089

  • 3 Beds
  • 1 Bath
  • 1,064 Sq Ft
  • Built 1942

  93 Weston Heights, Windsor, VT 05089

  Last Sold Summary

  • 32% Above List Price
  • $184/SF
  • 11 Days On Market

  • Last Sold Price $195,500
  • May 16, 2023

  Last Listing Agent Amy Messina
• 

  

  /36

  $749,000 Under Contract

  • 3 Beds
  • 2 Baths
  • 1,531 Sq Ft

  45 Kettlebrook Rd Unit J6, Ludlow, VT 05149

  This is a beautifully renovated 3 bedroom, 2 full bath condominium on 2 levels. The interior entry, with laundry, has an air lock so that the cold air does not come into the condo. On the main level, you walk into a mudroom area and then into the open kitchen/dining/living room with new gas fireplace. The sunlight pours in through the wall of windows where there is a sliding door to the deck

  Elissa Scully Mary W. Davis Realtor & Assoc., Inc.

  45 Kettlebrook Rd Unit J6, Ludlow, VT 05149
• 

  

  /47

  $695,000 Sold Dec 23, 2025

  36 Lower IV Unit 48A, Ludlow, VT 05149

  • 4 Beds
  • 2.5 Baths
  • 1,844 Sq Ft
  • Built 1987

  Last Sold Summary

  • 10% Below List Price
  • $377/SF
  • 165 Days On Market

  Last Listing Agent Elissa Scully Mary W. Davis Realtor & Assoc., Inc.

  36 Lower IV Unit 48A, Ludlow, VT 05149
• 

  

  /26

  Est $261,123 Not Listed For Sale

  1092 Weeden Hill Rd, Windsor, VT 05089

  • 3 Beds
  • 1.5 Baths
  • 1,452 Sq Ft
  • Built 1863

  1092 Weeden Hill Rd, Windsor, VT 05089

  Last Sold Summary

  • 95% Above List Price
  • $92/SF
  • 35 Days On Market

  • Last Sold Price $134,000
  • Nov 10, 2023

  Last Listing Agent Geoff Eckler Real Broker LLC
• 

  

  /39

  $749,000

  • 3 Beds
  • 2 Baths
  • 1,660 Sq Ft

  37 South St, Woodstock, VT 05091

  Welcome to this beautifully renovated residence in the vibrant heart of Woodstock Village. Enjoy unparalleled convenience with a short stroll to the Elementary School, Woodstock Inn, the picturesque Green, and an array of charming shops, restaurants, and bakeries that define village living. Nestled directly across from Vail Field, this home offers easy access to playgrounds, ball fields, and

  Mark Roden KW Coastal and Lakes & Mountains Realty/Hanover

  37 South St, Woodstock, VT 05091
• 

  

  /23

  $257,500 Sold Nov 25, 2025

  6 Blodgett Ln, Hartland, VT 05048

  • 2 Beds
  • 1 Bath
  • 1,336 Sq Ft
  • Built 1925

  Last Sold Summary

  • 11% Below List Price
  • $193/SF
  • 45 Days On Market

  Current Estimated Value $259,345

  Last Listing Agent Ara Cardew BHG Masiello Keene

  6 Blodgett Ln, Hartland, VT 05048
• 

  

  /25

  Est $247,884 Not Listed For Sale

  153 State St, Windsor, VT 05089

  • 4 Beds
  • 1.5 Baths
  • 1,600 Sq Ft
  • Built 1830

  153 State St, Windsor, VT 05089

  Last Sold Summary

  • 34% Above List Price
  • $116/SF
  • 10 Days On Market

  • Last Sold Price $185,000
  • Oct 24, 2023

  Last Listing Agent Don Chabot Town and Country Realty
• 

  

  /30

  $229,900

  • 4 Beds
  • 2 Baths
  • 1,540 Sq Ft

  7 Frederic St, Springfield, VT 05156

  This charming 4 bedroom cape is ready for someone to move right in! The roof was just replaced, and it has newer windows, oil tank and vinyl siding. The interior is so nice and clean with recent paint too, with beautiful hardwood floors. Many of these capes built in the early 1940's had only three bedrooms and one bath, but this one has four, PLUS a nice family room and 3/4 bathroom in the

  Glenn Olney Barrett and Valley Associates Inc.

  7 Frederic St, Springfield, VT 05156
• 

  /2

  $215,000 Sold Aug 29, 2025

  234 Harvard St, Springfield, VT 05156

  • 3 Beds
  • 1 Bath
  • 1,556 Sq Ft
  • Built 1918

  Last Sold Summary

  • 8% Above List Price
  • $138/SF
  • 6 Days On Market

  Last Listing Agent Isabella Luhrs BHG Masiello Keene

  234 Harvard St, Springfield, VT 05156

Showing Results 681 - 720, Page 18 of 18