Windsor County, VT Homes

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  $525,000 Under Contract

  • 4 Beds
  • 3 Baths
  • 2,557 Sq Ft

  144 Butternut Ln, Woodstock, VT 05091

  NEW PRICE!! Discover classic Vermont charm at The Harry Emmons House, an antique brick cape located in the village of Taftsville, ideally situated on a level, open lot. A traditional covered farm porch leads to a gathering room with a brick fireplace. The main level features bright, airy living spaces with high ceilings and exposed beams, comfortable rooms, a country kitchen, a sunny dining room,

  Scott Monahan Williamson Group Sothebys Intl. Realty

  144 Butternut Ln, Woodstock, VT 05091
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  /53

  $380,000 Sold Jul 14, 2025

  1371 Campbell Rd, Bethel, VT 05032

  • 3 Beds
  • 1 Bath
  • 2,268 Sq Ft
  • Built 1970

  Last Sold Summary

  • 17% Above List Price
  • $168/SF
  • 33 Days On Market

  Current Estimated Value $360,151

  Last Listing Agent Terry Davis Williamson Group Sothebys Intl. Realty

  1371 Campbell Rd, Bethel, VT 05032
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  /32

  Est $346,863 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,721 Sq Ft

  18 Pine St, Windsor, VT 05089

  18 Pine St, Windsor, VT 05089
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  /36

  $749,000

  • 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
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  /35

  $630,000 Sold May 02, 2025

  177 Black River Rd, Plymouth, VT 05056

  • 4 Beds
  • 3 Baths
  • 2,072 Sq Ft
  • Built 1975

  Last Sold Summary

  • 1% Above List Price
  • $304/SF
  • 0 Days On Market

  Current Estimated Value $613,277

  Last Listing Agent Franchesca Collins Hall Collins Real Estate Group

  177 Black River Rd, Plymouth, VT 05056
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  /13

  Est $205,604 Not Listed For Sale

  • 4 Beds
  • 1 Bath
  • 1,800 Sq Ft

  14 Mccarty Ave, Windsor, VT 05089

  14 Mccarty Ave, Windsor, VT 05089
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  /41

  $549,000

  • 3 Beds
  • 2 Baths
  • 1,248 Sq Ft

  22 Rimrock Rd Unit 4B, Ludlow, VT 05149

  Affordable Okemo Trailside 3 bedroom plus den end unit. In great condition and ready to be your ski get-a-way this season. Updates include kitchen, main level bathroom and a brand new wood burning fireplace installed in the Fall of 2025. On 2 levels, there is an open kitchen/dining/living area, bath and bedroom on the main level, 2 bedrooms, bath, laundry and a cozy den finish the lower level.

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

  22 Rimrock Rd Unit 4B, Ludlow, VT 05149
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  /42

  $550,000 Sold May 02, 2025

  62 Okemo Trailside Extension Unit 9-C, Ludlow, VT 05149

  • 3 Beds
  • 2 Baths
  • 1,470 Sq Ft
  • Built 1973

  Last Sold Summary

  • 20% Below List Price
  • $374/SF
  • 441 Days On Market

  Current Estimated Value $534,141

  Last Listing Agent Katherine Burns William Raveis Real Estate Vermont Properties

  62 Okemo Trailside Extension Unit 9-C, Ludlow, VT 05149
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  /39

  Est $362,744 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,408 Sq Ft

  1670 Marton Rd, Windsor, VT 05089

  1670 Marton Rd, Windsor, VT 05089
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  /23

  $199,000 Under Contract

  • 2 Beds
  • 2.5 Baths
  • 1,640 Sq Ft

  1833 Mattson Rd, Chester, VT 05143

  Set on a quiet country road in Chester, Vermont you'll find this charming 2 bedroom home on a comfortable 2 acre lot. Inside is a nicely appointed kitchen and dining area that flows into the living room and out to the back deck where there's lots of privacy as nature surrounds you. Both ensuite bedrooms are cozy and spacious. The basement could provide additional finished space as well as more

  Mike Masters Four Seasons Sotheby's Int'l Realty

  1833 Mattson Rd, Chester, VT 05143
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  /27

  $217,000 Sold Dec 17, 2025

  38 Prospect St, Springfield, VT 05156

  • 6 Beds
  • 2 Baths
  • 2,236 Sq Ft
  • Built 1940

  Last Sold Summary

  • 9% Above List Price
  • $97/SF
  • 4 Days On Market

  Last Listing Agent Thaddeus Abare Barrett and Valley Associates Inc.

  38 Prospect St, Springfield, VT 05156
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  /4

  Est $222,173 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,024 Sq Ft

  17 Maple St, Windsor, VT 05089

  17 Maple St, Windsor, VT 05089
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  /60

  $1,250,000

  • 6 Beds
  • 5.5 Baths
  • 5,790 Sq Ft

  49 Burton Rd, Weston, VT 05161

  Location, Views, and Room for Everyone – It’s All Here and Waiting for You! Offering maximum warmth, comfort, and charm, this beautifully-built and well-maintained home features traditional New England architecture on 7+ picturesque and tranquil acres just outside the delightful village of Weston. The inviting layout features classic design and rich architectural details with formal and informal

  Claudia Harris Mary Mitchell Miller Real Estate

  49 Burton Rd, Weston, VT 05161
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  /55

  $572,000 Sold Nov 07, 2025

  578 E Barnard Rd, South Royalton, VT 05068

  • 1 Bed
  • 2 Baths
  • 1,384 Sq Ft
  • Built 2002

  Last Sold Summary

  • 5% Below List Price
  • $413/SF
  • 29 Days On Market

  Last Listing Agent Heather Morse Coldwell Banker Hickok and Boardman

  578 E Barnard Rd, South Royalton, VT 05068
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  /23

  Est $169,747 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 1,165 Sq Ft

  149 Main St, Windsor, VT 05089

  149 Main St, Windsor, VT 05089
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  /25

  $539,000

  • 2,304 Sq Ft

  81 High St, Cavendish, VT 05142

  Do you love antique homes? Come and take a look and decide how that you would like to use this property. This renovated 1850's home is currently set up as two income-producing units (a three-bedroom unit upstairs and a two-bedroom (could be three) unit on the main level). There is even additional space on the third floor that could be finished too. By simply removing a piece of sheetrock in the

  Tyleen Murray Kelley Real Estate, Inc.

  81 High St, Cavendish, VT 05142
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  /36

  $300,000 Sold Oct 09, 2025

  2274 MacIntosh Hill Rd, Bethel, VT 05032

  • 2 Beds
  • 0.5 Baths
  • 780 Sq Ft
  • Built 2009

  Last Sold Summary

  • 5% Above List Price
  • $385/SF
  • 7 Days On Market

  Last Listing Agent Eric Kenyon Rural Vermont Real Estate

  2274 MacIntosh Hill Rd, Bethel, VT 05032
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  /40

  Est $480,832 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 3,024 Sq Ft

  29 Main St, Windsor, VT 05089

  29 Main St, Windsor, VT 05089
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  /56

  $399,000

  • 4 Beds
  • 2 Baths
  • 2,554 Sq Ft

  1806 Vermont Route 100, Rochester, VT 05767

  This historic cape, circa 1785, is one of the oldest homes in Rochester, VT, blending timeless charm with modern updates. Centrally located to Sugarbush Resort along with Killington Resort and Pico Mountain. Its exposed beams, hand-built doors, and wide pine plank floors evoke classic New England architecture, while recent upgrades ensure comfort and convenience. Major enhancements include new

  Nathan Mastroeni

  1806 Vermont Route 100, Rochester, VT 05767
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  /56

  $416,000 Sold Jun 30, 2025

  459 Campbell St, White River Junction, VT 05001

  • 2 Beds
  • 2 Baths
  • 1,532 Sq Ft
  • Built 1970

  Last Sold Summary

  • 4% Above List Price
  • $272/SF
  • 42 Days On Market

  Current Estimated Value $404,799

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

  459 Campbell St, White River Junction, VT 05001
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  /36

  Est $877,235 Not Listed For Sale

  • 9 Beds
  • 8.5 Baths
  • 6,232 Sq Ft

  26 Main St, Windsor, VT 05089

  26 Main St, Windsor, VT 05089
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  $699,000

  • Land
  • 52.3 Acres
  • $13,365 per Acre

  00 Granite Ledge, Pomfret, VT 05059

  Pristine Pomfret land with view of Ascutney! Build your dream home on this unspoiled parcel in one of Pomfret's most beautifully preserved and scenic locales. Surrounded by large landholdings and conserved farmland, but only ten minutes from Woodstock and with excellent access to Route 4 and Quechee, this land comprises historic rock walls, mature hardwoods, a stream, and offers the potential for

  Keri Cole Williamson Group Sothebys Intl. Realty

  00 Granite Ledge, Pomfret, VT 05059
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  /35

  $495,000 Sold Apr 18, 2025

  70 Lyman Batcheller Rd, Hartford, VT 05001

  • 3 Beds
  • 2 Baths
  • 1,768 Sq Ft
  • Built 1978

  Last Sold Summary

  • 9% Below List Price
  • $280/SF
  • 191 Days On Market

  Last Listing Agent Kasia Butterfield Coldwell Banker LIFESTYLES - Quechee

  70 Lyman Batcheller Rd, Hartford, VT 05001
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  /40

  Est $439,968 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 3,146 Sq Ft

  25 Main St, Windsor, VT 05089

  25 Main St, Windsor, VT 05089
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  /56

  $879,000 Under Contract

  • 2 Beds
  • 2 Baths
  • 1,576 Sq Ft

  1342 Old Stage Rd, Chester, VT 05143

  Welcome to your own private retreat—98 acres of Vermont beauty offering meadows, woods, two ponds, and eight versatile outbuildings. Thoughtfully maintained, this charming home is nestled in a park-like setting complete with long, historic rock walls, mature trees, and lovely perennial gardens. Nature lovers will appreciate the abundance of wildlife, from hummingbirds and ducks to deer and the

  Jessica Landers Barrett and Valley Associates Inc.

  1342 Old Stage Rd, Chester, VT 05143
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  /40

  $1,225,000 Sold Apr 02, 2025

  384 Skyhawk Ln, Brownsville, VT 05037

  • 4 Beds
  • 4.5 Baths
  • 4,411 Sq Ft
  • Built 2004

  Last Sold Summary

  • 2% Below List Price
  • $278/SF
  • 12 Days On Market

  Current Estimated Value $1,254,221

  Last Listing Agent David Donegan Snyder Donegan Real Estate Group

  384 Skyhawk Ln, Brownsville, VT 05037
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  /20

  Est $247,503 Not Listed For Sale

  • 4 Beds
  • 1.5 Baths
  • 1,400 Sq Ft

  4 Kiniry St, Windsor, VT 05089

  4 Kiniry St, Windsor, VT 05089
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  $164,500

  • Land
  • 5 Acres
  • $32,900 per Acre

  0 Route 155 Unit 4905774, Weston, VT 05161

  OWNER TERMS POSSIBLE FOR THE RIGHT BUYER! Driveway has been improved to drive up to a cleared potential house site!Two parcels with two installed septic systems being sold as one offering. These parcels are private, yet convenient to to the Village of Weston, Okemo for skiing, and near the Priory.The land behind these lots is a large parcel owned by the neighbor.There is access

  Tyleen Murray Kelley Real Estate, Inc.

  0 Route 155 Unit 4905774, Weston, VT 05161
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  /34

  $400,000 Sold Jul 25, 2025

  35 Depot St, Hartford, VT 05001

  • 4 Beds
  • 2 Baths
  • 2,352 Sq Ft
  • Built 1870

  Last Sold Summary

  • 8% Below List Price
  • $170/SF
  • 28 Days On Market

  Last Listing Agent Josh Hunt Snyder Donegan Real Estate Group

  35 Depot St, Hartford, VT 05001
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  /19

  Est $256,751 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,110 Sq Ft

  242 Huntington Dr, Windsor, VT 05089

  242 Huntington Dr, Windsor, VT 05089
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  /30

  $499,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,560 Sq Ft

  90 Blueberry Hill Rd, Bridgewater Corners, VT 05035

  This well-appointed 3-bedroom, 2-bath home sits in the heart of Vermont’s recreational corridor and offers the perfect blend of comfort, efficiency, and turn-key investment potential. Just 10 minutes to Killington’s Skyeship Gondola and 20 minutes to Okemo Mountain, this property is a true skier’s paradise with strong year-round short-term rental history. Built in 2008, the home was designed for

  Benjamin Cote EXP Realty

  90 Blueberry Hill Rd, Bridgewater Corners, VT 05035
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  /2

  $305,000 Sold Aug 26, 2025

  8 Old Mill Pond Rd, Windsor, VT 05089

  • 3 Beds
  • 5 Baths
  • 1,754 Sq Ft
  • Built 1989

  Last Sold Summary

  • $174/SF
  • 0 Days On Market

  Current Estimated Value $296,971

  Last Listing Agent Katie Ladue Gilbert KW Vermont Woodstock

  8 Old Mill Pond Rd, Windsor, VT 05089
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  /39

  Est $363,397 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,080 Sq Ft

  39 Huntington Dr, Windsor, VT 05089

  39 Huntington Dr, Windsor, VT 05089
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  /27

  $150,000

  • 2 Beds
  • 1 Bath
  • 1,296 Sq Ft

  46 Ledgeside Terrace, White River Junction, VT 05001

  Situated on a quiet, private shared road, this sunny 2-bedroom, 1-bath Cape offers excellent potential. Wood floors and built-in features throughout add warmth and character, while the second level provides two additional rooms for storage, an office, or future expansion. The basement includes a one-car pull-in garage. Please note there is water damage from the roof. Property being sold as is

  Cassandra Ehrlich BHG Masiello Brattleboro

  46 Ledgeside Terrace, White River Junction, VT 05001
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  /60

  $1,499,000 Sold Jan 06, 2025

  1133 Atwood Ln, Woodstock, VT 05091

  • 3 Beds
  • 3 Baths
  • 3,001 Sq Ft
  • Built 1985

  Last Sold Summary

  • 21% Below List Price
  • $500/SF
  • 181 Days On Market

  Current Estimated Value $1,534,835

  Last Listing Agent Tambrey Vutech KW Vermont Woodstock

  1133 Atwood Ln, Woodstock, VT 05091
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  /39

  Est $289,323 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,242 Sq Ft

  69 Morningside Dr, Windsor, VT 05089

  69 Morningside Dr, Windsor, VT 05089
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  /38

  $429,000

  • 3 Beds
  • 3 Baths
  • 2,074 Sq Ft

  259 Jay Hill Rd, Hartford, VT 05001

  Welcome to this bright and sunny home that has been updated in the past two years. New floors throughout, a remodeled kitchen, 2 remodeled bathrooms, a whole house generator, and an electric car charger are just a few of the assets of this property. Enjoy being outside with two decks and an electric dog fence around the whole house. This home is being offered furnished except for the basement

  Sandra Dell KW Coastal and Lakes & Mountains Realty/Hanover

  259 Jay Hill Rd, Hartford, VT 05001
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  /10

  $35,500 Sold Jan 17, 2025

  0 Gould Rd Unit 5023598, Chester, VT 05143

  • Land
  • 8.75 Acres
  • $4,057 per Acre

  Last Sold Summary

  • 9% Below List Price
  • 17 Days On Market

  Last Listing Agent Sandy Laserte Berkshire Hathaway HomeServices Stratton Home

  0 Gould Rd Unit 5023598, Chester, VT 05143
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  /34

  Est $389,038 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,638 Sq Ft

  37 Morningside Dr, Windsor, VT 05089

  37 Morningside Dr, Windsor, VT 05089
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  $399,000

  • 2 Beds
  • 2.5 Baths
  • 2,332 Sq Ft

  402 Marsh Family Rd, Hartford, VT 05047

  Tucked back on a peaceful 0.93-acre lot, this cozy 2-bed, 3-bath Quechee Lakes chalet offers the perfect blend of rustic charm and resort living. With vaulted ceilings, an open-concept main floor, and a pellet stove for warm winter nights, it’s a true Vermont retreat. Large sliders open to a spacious deck off the main level, while the upstairs primary suite features its own private balcony—ideal

  Simon Verkaik BHHS Verani Seacoast

  402 Marsh Family Rd, Hartford, VT 05047

Showing Results 601 - 640, Page 16 of 18