36,326

Windsor County, VT Homes

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  • /34

    $320,000 Under Contract

    • 2 Beds
    • 1.5 Baths
    • 1,100 Sq Ft

    860 Murphy's Rd Unit 4A, Quechee, VT 05059

    Move in ready 2BR, 1.5BA end unit condo with a fabulous view being sold fully furnished. This condo has been tastefully updated throughout and includes two mini splits in the living room and primary bedroom. Located within walking distance to both Lake Pinneo and the Quechee Clubhouse.

    Agent Photo

    Herb Hart

    Quechee Lakes Real Estate Center

    (802) 204-5972

    860 Murphy's Rd Unit 4A, Quechee, VT 05059
  • /24

    $1,500

    Total Monthly Price

    • 3 Beds
    • 1 Bath
    • 1,600 Sq Ft
    • Condo for Rent

    277 River St Unit millsone barn, Bethel, VT 05032

    277 River St Unit millsone barn, Bethel, VT 05032
  • /40

    $1,625,000 Sold Sep 29, 2025

    441 Spruce Way, Woodstock, VT 05091

    • 4 Beds
    • 3 Baths
    • 2,619 Sq Ft
    • Built 1986

    Last Sold Summary

    • 2% Below List Price
    • $620/SF
    • 6 Days On Market

    Current Estimated Value $1,591,365

    Last Listing Agent John Snyder Snyder Donegan Real Estate Group

    441 Spruce Way, Woodstock, VT 05091
    • /40

      Est $593,583 Not Listed For Sale

      105 Happy Valley Rd, Woodstock, VT 05091

      • 3 Beds
      • 1 Bath
      • 1,700 Sq Ft
      • Built 1848
      105 Happy Valley Rd, Woodstock, VT 05091

      Last Sold Summary

      • 3% Above List Price
      • $338/SF
      • 274 Days On Market
      • Last Sold Price $575,000
      • May 09, 2025

      Last Listing Agent John Bassette Bassette Real Estate Group

  • /37

    $270,000 Under Contract

    • 2 Beds
    • 1 Bath
    • 1,026 Sq Ft

    15 Breezy Ln, Chester, VT 05143

    Not your cookie cutter home, this charming 2 BR home is located on the outskirts of Chester. One floor living for those wanting an easy keeper and carefree living. Hardwood floors throughout, large living room, formal dining room, galley kitchen and 2 roomy bedrooms. And let's not forget the spacious breezeway/entry. This area is perfect for hosting a gathering of friends and neighbors under

    Agent Photo

    Julie Buffum

    Buffum Realty

    (802) 883-3697

    15 Breezy Ln, Chester, VT 05143
  • /6

    $1,100 Per Month

    • 1 Bed
    • 1 Bath
    • 600 Sq Ft
    • Apartment for Rent

    32 S Main St Unit 4, Chester, VT 05143

    Traditional one bedroom apartment on Main Street in Chester. Walking distance to amenities. Coin-op laundry on site.$1,100.00 per month with heat included. No pets.References and credit check required.

    Team BVA Rentals Barrett and Valley Associates Inc.

    32 S Main St Unit 4, Chester, VT 05143
  • /32

    $700,000 Sold May 30, 2025

    13 Golf Ave, Woodstock, VT 05091

    • 2 Beds
    • 2 Baths
    • 1,520 Sq Ft
    • Built 1880

    Last Sold Summary

    • $461/SF
    • 0 Days On Market

    Current Estimated Value $673,918

    Last Listing Agent Gretchjen Smith Williamson Group Sothebys Intl. Realty

    13 Golf Ave, Woodstock, VT 05091
    • /15

      Not Listed For Sale

      Lot 4 Echo View Dr, Plymouth, VT 05149

      Lot 4 Echo View Dr, Plymouth, VT 05149

      Last Sold Summary

      • 329 Days On Market
      • Last Sold Price $80,000
      • Apr 25, 2025

      Last Listing Agent Debra Staniscia Four Seasons Sotheby's Int'l Realty

  • /38

    $329,000 Pending

    • 2 Beds
    • 3.5 Baths
    • 1,984 Sq Ft

    974 Hard Rd Unit D6, Hartford, VT 05001

    This 2BR, 3.5BA end unit condo offers fantastic meadow views from the back deck, living room and dining room. Located in a private, quiet and serene country setting yet within close proximity to all Quechee Club and Upper Valley amenities. The condo has been lovingly cared for and updated throughout. It offers ample size with three separate levels of living space. Upstairs are two good size

    Agent Photo

    Herb Hart

    Quechee Lakes Real Estate Center

    (802) 392-0255

    974 Hard Rd Unit D6, Hartford, VT 05001
  • /17

    $3,200

    Total Monthly Price

    • 4 Beds
    • 2.5 Baths
    • 2,220 Sq Ft
    • House for Rent

    96 S Main St, Chester, VT 05143

    Spacious 4-Bedroom Home with Large Backyard in the Heart of Chester, VT.Welcome to 96 S Main St — a charming and well-appointed 4-bedroom, 2.5-bath home offering 2,215 square feet of comfortable living space in the very heart of Chester village.Inside, you’ll find a bright and generous living room and dining room perfect for relaxing or entertaining, a functional kitchen with all

    96 S Main St, Chester, VT 05143
  • /26

    $193,000 Sold Oct 17, 2025

    37 Coolidge Rd, Springfield, VT 05156

    • 2 Beds
    • 1 Bath
    • 942 Sq Ft
    • Built 1929

    Last Sold Summary

    • 2% Above List Price
    • $205/SF
    • 66 Days On Market

    Current Estimated Value $187,567

    Last Listing Agent Betsy Adamovich Real Broker LLC

    37 Coolidge Rd, Springfield, VT 05156
    • /37

      Not Listed For Sale

      43 Lee Way, Andover, VT 05143

      • 3 Beds
      • 3 Baths
      • 2,076 Sq Ft
      • Built 2008
      43 Lee Way, Andover, VT 05143

      Last Sold Summary

      • $289/SF
      • 575 Days On Market
      • Last Sold Price $600,000
      • May 09, 2025

      Last Listing Agent Britt Wohler

  • /58

    $1,400,000

    • 6 Beds
    • 5 Baths
    • 4,571 Sq Ft

    505 Deweys Mills Rd, Hartford, VT 05047

    The Dewey House joins timeless elegance with contemporary convenience. Situated on a quiet road adjacent to the Quechee Gorge waterfall in the charming town of Quechee, this property offers easy access to I-89, I-91, and Route 4. Nearby walking trails and direct water access lend themselves to outdoor pursuits, while the views from the house and its decks over the mill pond and hills create the

    Agent Photo

    Jennifer Falvey

    KW Vermont Woodstock

    (877) 419-4767

    505 Deweys Mills Rd, Hartford, VT 05047
  • /6

    $1,000

    Total Monthly Price

    • 2 Beds
    • 1 Bath
    • 1,010 Sq Ft
    • House for Rent

    6 Boynton Dr, North Springfield, VT 05150

    I have a 3 bedroom house, but am renting 2 of the bedrooms out to the right person(s). I have an energetic dog and 2 cats. If your fur babies are vaccinated they are welcome too, just bring their records. I have an energetic nice back yard with a grill. There is a deck with an outside table. If you smoke, then you must smoke outside. If you like to cook, we can negotiate on the price per

    6 Boynton Dr, North Springfield, VT 05150
  • /37

    $505,000 Sold Oct 24, 2025

    56 Main St, Ludlow, VT 05149

    • 4 Beds
    • 2.5 Baths
    • 2,200 Sq Ft
    • Built 1900

    Last Sold Summary

    • 6% Below List Price
    • $230/SF
    • 191 Days On Market

    Current Estimated Value $499,061

    Last Listing Agent Betty McEnaney Diamond Realty

    56 Main St, Ludlow, VT 05149
    • /5

      Not Listed For Sale

      237 John Meyers Rd, West Windsor, VT 05037

      • 2 Beds
      • Built 1970
      237 John Meyers Rd, West Windsor, VT 05037

      Last Sold Summary

      • $998/SF
      • 661 Days On Market
      • Last Sold Price $575,000
      • May 09, 2025

      Last Listing Agent Katie Ladue Gilbert BHHS Verani Upper Valley

  • /31

    $995,000

    • 3 Beds
    • 3.5 Baths
    • 2,584 Sq Ft

    26 Mount Peg Rd Unit B, Woodstock, VT 05091

    Introducing the Mt Peg Condos – Beautifully situated at the foot of Mt. Peg in the Village of Woodstock! Rare opportunity to enjoy a turn-key, new construction condo in a prime location that offers ease of access to and year-round enjoyment of a plentitude of options for recreating, dining, shopping, theatre, and the arts. A light-filled main level interior with white oak flooring sets the stage

    Mary Mayhew Snyder Donegan Real Estate Group

    26 Mount Peg Rd Unit B, Woodstock, VT 05091
  • /13

    $1,275 Per Month

    • 1 Bed
    • 1 Bath
    • Condo for Rent

    2 Quechee Rd Unit 2, Hartland, VT 05048

    2 Quechee Rd Unit 2, Hartland, VT 05048
  • /46

    $250,000 Sold Nov 18, 2025

    2665 Brook Rd, Cavendish, VT 05142

    • 2 Beds
    • 2 Baths
    • 1,250 Sq Ft
    • Built 1972

    Last Sold Summary

    • 6% Below List Price
    • $200/SF
    • 53 Days On Market

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

    2665 Brook Rd, Cavendish, VT 05142
    • /40

      Not Listed For Sale

      2051 Goldcoast Rd, Bridgewater, VT 05091

      • 4 Beds
      • 3.5 Baths
      • 3,562 Sq Ft
      • Built 1979
      2051 Goldcoast Rd, Bridgewater, VT 05091

      Last Sold Summary

      • $702/SF
      • 646 Days On Market
      • Last Sold Price $2,500,000
      • May 02, 2025

      Last Listing Agent Story Jenks LandVest, Inc/Woodstock

  • /38

    $795,000

    • 4 Beds
    • 3 Baths
    • 2,099 Sq Ft

    6077 Vt Route 12, Barnard, VT 05031

    BARNARD VILLAGE CAPE- This elegant Cape sits in an ideal location in the idyllic village of Barnard, just a short walk to the Barnard General Store and Silver Lake. The perfect blend of original charm, sophistication, and modern amenities, the house is bright and welcoming with lovely natural woodwork and plenty of space for social gatherings or quiet privacy. A large central living room features

    David Donegan Snyder Donegan Real Estate Group

    6077 Vt Route 12, Barnard, VT 05031
  • /9

    $1,325 Per Month

    • 1 Bed
    • 1 Bath
    • 15-17 State Street

    17 State St Unit B, Windsor, VT 05089

    17 State St Unit B, Windsor, VT 05089
  • /11

    $213,000 Sold Jun 06, 2025

    644 Vermont 12, Hartland, VT 05048

    • Land
    • 33.2 Acres
    • $6,416 per Acre

    Last Sold Summary

    • 23% Below List Price
    • 508 Days On Market

    Current Estimated Value $208,497

    Last Listing Agent Chris Crowe Quechee Lakes Real Estate Center

    644 Vermont 12, Hartland, VT 05048
    • /7

      Est $148,563 Not Listed For Sale

      2195 Music Mountain Rd, Stockbridge, VT 05772

      • 3 Beds
      • 1 Bath
      • 768 Sq Ft
      • Built 1978
      2195 Music Mountain Rd, Stockbridge, VT 05772

      Last Sold Summary

      • 2% Above List Price
      • $189/SF
      • 163 Days On Market
      • Last Sold Price $145,000
      • May 02, 2025

      Last Listing Agent Hurley Cavacas New England Lakeside Realty

  • /60

    $2,500,000

    • 4 Beds
    • 3.5 Baths
    • 5,127 Sq Ft

    114 Oak Ridge Way, Woodstock, VT 05091

    See the property specific website with video, 3-D tour and more. Set against the timeless beauty of Woodstock’s rolling countryside, this exceptional estate offers a rare blend of refined luxury and pastoral charm. Thoughtfully designed for both elegant entertaining and everyday comfort, the four-bedroom, four-bath residence centers around a stunning gourmet kitchen—complete with a Sub-Zero

    Tami Sullivan Snyder Donegan Real Estate Group

    114 Oak Ridge Way, Woodstock, VT 05091
  • /11

    $1,100 Per Month

    • Studio
    • 1 Bath
    • 500 Sq Ft
    • 886 VT RTE 110

    886 Vt-110 Unit 1, Royalton, VT 05068

    Studio Apartment – First Floor, Pet Friendly, Utilities Included!!Bright studio apartment on the first floor with easy access, a full kitchen, and a full bathroom. This charming first-floor studio offers convenience and comfort with a full kitchen, full bathroom, and easy ground-level entry. The property features ample parking and a spacious backyard perfect for relaxing outdoors. Front and rear

    886 Vt-110 Unit 1, Royalton, VT 05068
  • /2

    $880,000 Sold Feb 12, 2026

    6 Ledgewood Rd Unit A1 w/ A2 Garage, Ludlow, VT 05149

    • 3 Beds
    • 3 Baths
    • 1,573 Sq Ft
    • Built 1991

    Last Sold Summary

    • 2% Above List Price
    • $559/SF
    • 0 Days On Market

    Last Listing Agent Joseph Karl William Raveis Real Estate Vermont Properties

    6 Ledgewood Rd Unit A1 w/ A2 Garage, Ludlow, VT 05149
    • /60

      Not Listed For Sale

      388 Alden Partridge Rd Unit 6C, Hartford, VT 05001

      • 3 Beds
      • 3 Baths
      • 2,341 Sq Ft
      • Built 1983
      388 Alden Partridge Rd Unit 6C, Hartford, VT 05001

      Last Sold Summary

      • $235/SF
      • 171 Days On Market
      • Last Sold Price $550,000
      • May 02, 2025

      Last Listing Agent Richard Higgerson Higgerson & Company

  • /51

    $849,000 Under Contract

    • 3 Beds
    • 3.5 Baths
    • 2,992 Sq Ft

    235 Main St Unit 2, Norwich, VT 05055

    NORWICH GATEWAY - Welcome to townhome #2; spacious and modern within a coveted 5-unit community at the entrance to charming Norwich, VT. Lovingly maintained and move-in ready, this bright and cheery home offers an ideal blend of comfort, style, and convenience in one of the area’s most desirable locations. The thoughtfully designed three-level floor plan provides flexible living space, ideal for

    Tyler Hall BHHS Verani Upper Valley

    235 Main St Unit 2, Norwich, VT 05055
  • /27

    $3,500 Per Month

    • 2 Beds
    • 2 Baths
    • 1,237 Sq Ft
    • 2 Bedroom in Woodstock

    51 Terrace St, Woodstock, VT 05091

    Welcome to the Furnished 2 Bedroom in Woodstock, a charming home nestled in the heart of Woodstock, VT. This home boasts two spacious bedrooms and two full bathrooms, perfect for those who value comfort and convenience. The updated kitchen and baths add a modern touch to the home, while the hardwood flooring throughout gives it a warm, inviting feel. The home is equipped with air conditioning,

    51 Terrace St, Woodstock, VT 05091
  • /41

    $525,000 Sold Dec 15, 2025

    77 Winding Rd, Brownsville, VT 05037

    • 4 Beds
    • 2 Baths
    • 2,380 Sq Ft
    • Built 1988

    Last Sold Summary

    • 1% Above List Price
    • $221/SF
    • 23 Days On Market

    Current Estimated Value $526,393

    Last Listing Agent Dana Waters Dark Horse Realty

    77 Winding Rd, Brownsville, VT 05037
    • /47

      Not Listed For Sale

      78 Harry Gibbs St, Hartford, VT 05001

      • 3 Beds
      • 2 Baths
      • 1,796 Sq Ft
      • Built 1888
      78 Harry Gibbs St, Hartford, VT 05001

      Last Sold Summary

      • $270/SF
      • 11 Days On Market
      • Last Sold Price $485,000
      • May 09, 2025

      Last Listing Agent Kara Koptiuch Vermont Real Estate Company

  • /52

    $849,000

    • 4 Beds
    • 4.5 Baths
    • 4,009 Sq Ft

    320 Old Bow Rd, Springfield, VT 05156

    Tucked away on a private road in Weathersfield, this property offers nearly 14 acres of open land, big sky, and clear views of Ascutney Mountain. A good portion of the land has already been cleared and is currently home to farm animals, so there is a head start here if that lifestyle appeals to you. You can keep it going as it is, expand into something more, or simply enjoy the open land for the

    Patrick Kelley Real Broker LLC

    320 Old Bow Rd, Springfield, VT 05156
  • /11

    $1,000 Per Month

    • 1 Bed
    • 0.5 Baths
    • Condo for Rent

    45 Common St Unit Room 2, Springfield, VT 05156

    45 Common St Unit Room 2, Springfield, VT 05156
  • /10

    $176,560 Sold Jun 09, 2025

    39 Livery Stable Rd, Bethel, VT 05032

    • 2 Baths
    • 1,128 Sq Ft
    • Built 1900

    Last Sold Summary

    • 26% Below List Price
    • $157/SF
    • 225 Days On Market

    Current Estimated Value $183,569

    Last Listing Agent Jonathan Falby Green Light Real Estate

    39 Livery Stable Rd, Bethel, VT 05032
    • /30

      Not Listed For Sale

      72 Mountains Edge Rd Unit 501, Brownsville, VT 05037

      • 3 Beds
      • 2.5 Baths
      • 1,824 Sq Ft
      • Built 1984
      72 Mountains Edge Rd Unit 501, Brownsville, VT 05037

      Last Sold Summary

      • $167/SF
      • 101 Days On Market
      • Last Sold Price $305,000
      • May 07, 2025

      Last Listing Agent Katie Ladue Gilbert BHHS Verani Upper Valley

  • /28

    $995,000

    • 3 Beds
    • 3.5 Baths
    • 2,584 Sq Ft

    26 Mount Peg Rd Unit C, Woodstock, VT 05091

    Introducing the Mt Peg Condos – Beautifully situated at the foot of Mt. Peg in the Village of Woodstock! Rare opportunity to enjoy a turn-key, new construction condo in a prime location that offers ease of access to and year-round enjoyment of a plentitude of options for recreating, dining, shopping, theatre, and the arts. A light-filled main level interior with white oak flooring sets the stage

    Mary Mayhew Snyder Donegan Real Estate Group

    26 Mount Peg Rd Unit C, Woodstock, VT 05091
  • /17

    $2,800 Per Month

    • 2 Beds
    • 2.5 Baths
    • 1,083 Sq Ft
    • Short Term- 2 bedroom condo in Quechee- Fully Furnished

    383 Old Quechee Rd, Hartford, VT 05059

    Fully furnished & fully stocked condo in Quechee Vermont. 2 bedroom, 2.5 bathroom with private balcony. Open concept living/dining/kitchen, laundry in unit, primary bedroom with ensuite bath. This condo is available mid-March through May. Short drive to I89, Dartmouth College and DH. Quechee Club Tenant Membership available through QLLA.

    383 Old Quechee Rd, Hartford, VT 05059
  • /59

    $515,000 Sold Nov 06, 2025

    37 Breezy Hill Rd, Springfield, VT 05156

    • 5 Beds
    • 4.5 Baths
    • 4,244 Sq Ft
    • Built 1940

    Last Sold Summary

    • 26% Below List Price
    • $121/SF
    • 321 Days On Market

    Current Estimated Value $517,142

    Last Listing Agent Carol Cole BHG Masiello Brattleboro

    37 Breezy Hill Rd, Springfield, VT 05156
    • /40

      Est $324,822 Not Listed For Sale

      4149 Vt Route 107, Stockbridge, VT 05772

      • 3 Beds
      • 1.5 Baths
      • 1,600 Sq Ft
      • Built 1900
      4149 Vt Route 107, Stockbridge, VT 05772

      Last Sold Summary

      • 19% Above List Price
      • $171/SF
      • 70 Days On Market
      • Last Sold Price $274,000
      • Mar 11, 2024

      Last Listing Agent Flex Realty Group Flex Realty

Showing Results 121 - 160, Page 4 of 18

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