35,978

Windsor County, VT Homes

Section Image
  • /37

    $600,000 Sold May 09, 2025

    43 Lee Way, Andover, VT 05143

    • 3 Beds
    • 3 Baths
    • 2,076 Sq Ft
    • Built 2008

    Last Sold Summary

    • 14% Below List Price
    • $289/SF
    • 575 Days On Market

    Last Listing Agent Britt Wohler

    43 Lee Way, Andover, VT 05143
    • /38

      Est $418,525 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,604 Sq Ft

      515 North Rd, Bethel, VT 05032

      515 North Rd, Bethel, VT 05032
  • /47

    $379,900

    • 2 Beds
    • 2 Baths
    • 1,584 Sq Ft

    1001 Woodstock Rd, White River Junction, VT 05001

    Wonderful Ranch style home situated on a 2.5+/- acre in town lot and conveniently located only minutes from the bustling arts and theatre district of downtown White River Junction, VT. This home radiates warmth and hospitality and could be perfect for buyers looking for single level living! This two bedroom, (possible 3 bedroom,) two bath home is a rare opportunity to own a more affordable home

    Alex DeFelice The Clerkin Agency, P.C.

    1001 Woodstock Rd, White River Junction, VT 05001
  • /9

    $68,000 Sold Nov 06, 2025

    0 Porter Rd, Barnard, VT 05032

    • Land
    • 33.8 Acres
    • $2,012 per Acre

    Last Sold Summary

    • 47 Days On Market

    Last Listing Agent Susan Hickey Snyder Donegan Real Estate Group

    0 Porter Rd, Barnard, VT 05032
    • /29

      Est $342,498 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,137 Sq Ft

      201 Hill Top Rd, Chester, VT 05143

      201 Hill Top Rd, Chester, VT 05143
  • /52

    $1,250,000

    • 4 Beds
    • 3.5 Baths
    • 4,177 Sq Ft

    166 Woods Rd W, Ludlow, VT 05149

    Perched high on the hillside, this home offers expansive views of the lakes and mountains. Located at the end of a quiet road in the Farm Ridge Community just under 5 miles from the base of Okemo Mountain and 4 miles to Plymouth State Park for boating and swimming in the warmer months. The maintained trails on it's 16.15 acres makes it easy to explore, while the deck is a perfect place to relax,

    Jessica Citera Cummings & Co

    166 Woods Rd W, Ludlow, VT 05149
  • /52

    $390,000 Sold Oct 29, 2025

    2680 Hartford Ave Unit 15, White River Junction, VT 05001

    • 2 Beds
    • 2.5 Baths
    • 1,682 Sq Ft
    • Built 2004

    Last Sold Summary

    • 2% Below List Price
    • $232/SF
    • 3 Days On Market

    Last Listing Agent Jaime Durell BHHS Verani Upper Valley

    2680 Hartford Ave Unit 15, White River Junction, VT 05001
    • /40

      Est $743,427 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 2,040 Sq Ft

      201 Spruce Dr, Chester, VT 05143

      201 Spruce Dr, Chester, VT 05143
  • /16

    $390,000

    • 3 Beds
    • 1 Bath
    • 1,620 Sq Ft

    181 Banister Rd, Windsor, VT 05089

    Over 10 acres of beautiful fields and pasture with long range views and stone walls lining the property. Mature trees dot the perimeter and a lovely stream runs along the roadside. There is a multilevel functioning barn with water and electricity and a small gated paddock off to the side. Located in the heart of Horse Country, this would be and ideal equestrian property or a great place to raise

    Dan Noble Snyder Donegan Real Estate Group

    181 Banister Rd, Windsor, VT 05089
  • /31

    $415,000 Sold Jun 05, 2025

    121 Truell Rd, White River Junction, VT 05001

    • 3 Beds
    • 1.5 Baths
    • 1,791 Sq Ft
    • Built 1996

    Last Sold Summary

    • 3% Below List Price
    • $232/SF
    • 53 Days On Market

    Current Estimated Value $418,300

    Last Listing Agent Alex DeFelice The Clerkin Agency, P.C.

    121 Truell Rd, White River Junction, VT 05001
    • /37

      Est $677,301 Not Listed For Sale

      • 5 Beds
      • 4 Baths
      • 3,641 Sq Ft

      488 Andover Rd, Ludlow, VT 05149

      488 Andover Rd, Ludlow, VT 05149
  • /7

    $120,000

    • Land
    • 3.6 Acres
    • $33,333 per Acre

    263 High Ridge Rd, Cavendish, VT 05142

    Scenic Proctorsville Opportunity!Discover two parcels totaling 3.6 acres, perfectly perched on a beautiful hill. From this elevated setting, enjoy stunning views of Okemo Mountain’s ski trails (only 10 mins away), already impressive, with even greater ridgeline vistas possible through selective clearing. The land is a beautiful mix of open and wooded areas, offering both natural privacy and

    Matthew Bellantoni Mary W. Davis Realtor & Assoc., Inc.

    263 High Ridge Rd, Cavendish, VT 05142
  • /39

    $525,000 Sold Mar 11, 2025

    557 Willard Rd Unit 5182, Hartford, VT 05059

    • 3 Beds
    • 2.5 Baths
    • 1,865 Sq Ft
    • Built 1976

    Last Sold Summary

    • 4% Below List Price
    • $282/SF
    • 4 Days On Market

    Last Listing Agent Derek Cosentino Four Seasons Sotheby's Int'l Realty

    557 Willard Rd Unit 5182, Hartford, VT 05059
    • /34

      Est $311,703 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,568 Sq Ft

      82 Wellwood Orchard Rd, Springfield, VT 05156

      82 Wellwood Orchard Rd, Springfield, VT 05156
  • /54

    $995,000

    • 5 Beds
    • 4 Baths
    • 3,063 Sq Ft

    152 Town Farm Rd, Ludlow, VT 05149

    Welcome to your dream getaway! Add your "decorating" touches to this newly built "South Hill" home. This 5-bedroom, 4-bathroom country home combines timeless craftsmanship with modern comfort, just minutes from Okemo. Step inside to the inviting, open floor plan where natural light pours in. Open concept includes the kitchen, dining, and living areas—a perfect space for entertaining. The kitchen

    Joseph Karl William Raveis Real Estate Vermont Properties

    152 Town Farm Rd, Ludlow, VT 05149
  • /42

    $395,000 Sold Nov 07, 2025

    1093 Middle Hollow Rd, Rochester, VT 05767

    • 4 Beds
    • 2 Baths
    • 1,656 Sq Ft
    • Built 1970

    Last Sold Summary

    • 1% Below List Price
    • $239/SF
    • 10 Days On Market

    Last Listing Agent Kyle Kershner Killington Pico Realty

    1093 Middle Hollow Rd, Rochester, VT 05767
    • /29

      Est $377,541 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,000 Sq Ft

      21 Dell Rd, Springfield, VT 05156

      21 Dell Rd, Springfield, VT 05156
  • /60

    $3,650,000

    • 5 Beds
    • 4 Baths
    • 5,181 Sq Ft

    348 Turtle Hill Rd, Ludlow, VT 05149

    Built over the course of two years and completed in 2023, this nearly new custom timberframe home showcases exceptional craftsmanship and fine attention to detail. Privately sited on over 13 acres, the property offers sweeping, panoramic views of southern Vermont's mountains and valleys; vistas that are truly second to none. The home's architectural highlights include hand-hewn Douglas fir beams

    Teresa DiNapoli Four Seasons Sotheby's Int'l Realty

    348 Turtle Hill Rd, Ludlow, VT 05149
  • /15

    $55,000 Sold Feb 11, 2025

    Lot 3 Peavine Blvd, Bethel, VT 05032

    • Land
    • 4 Acres
    • $13,750 per Acre

    Last Sold Summary

    • 10 Days On Market

    Last Listing Agent Terry Davis Williamson Group Sothebys Intl. Realty

    Lot 3 Peavine Blvd, Bethel, VT 05032
    • /40

      Est $312,244 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 2,264 Sq Ft

      305 Summer St, Springfield, VT 05156

      305 Summer St, Springfield, VT 05156
  • /60

    $799,000

    • 4 Beds
    • 2 Baths
    • 2,516 Sq Ft

    14 Gill Terrace, Ludlow, VT 05149

    Effortless Style Meets Vermont Village Living Sweeping arches, sun-soaked spaces, and vintage charm, this Ludlow Village home is the perfect blend of character and modern comfort. Lovingly cared for over 33 years, it's been thoughtfully renovated to keep the history intact while adding all the upgrades you want. Wake up to southern light streaming into your sunroom, sip coffee on the elevated

    Diane Rousseau Four Seasons Sotheby's Int'l Realty

    14 Gill Terrace, Ludlow, VT 05149
  • /42

    $77,000 Sold Jul 10, 2025

    211/213 Qtr I Jackson Gore Inn, Ludlow, VT 05149

    • 1 Bed
    • 2 Baths
    • 775 Sq Ft
    • Built 2003

    Last Sold Summary

    • 3% Below List Price
    • $99/SF
    • 69 Days On Market

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

    211/213 Qtr I Jackson Gore Inn, Ludlow, VT 05149
    • /27

      Est $1,069,013 Not Listed For Sale

      • 5 Beds
      • 3 Baths
      • 3,579 Sq Ft

      7 Golf Ave, Woodstock, VT 05091

      7 Golf Ave, Woodstock, VT 05091
  • /40

    $799,000

    • 7 Beds
    • 6 Baths
    • 5,028 Sq Ft

    52 Upper, Bridgewater, VT 05035

    A "turn-key" commercial opportunity in a highly visible location! Being well situated between the world class skiing of Killington and the numerous amenities of historic Woodstock Village entrepreneurial dreams for this diverse property can easily take flight! Within this classic New England style structure are a professionally appointed and immaculate commercial kitchen, spacious dining rooms,

    John Wetmore Wetmore Real Estate

    52 Upper, Bridgewater, VT 05035
  • /42

    $340,000 Sold Jun 23, 2025

    4729 Us Route 5 S, Perkinsville, VT 05151

    • 3 Beds
    • 1.5 Baths
    • 1,842 Sq Ft
    • Built 1972

    Last Sold Summary

    • 5% Above List Price
    • $185/SF
    • 39 Days On Market

    Current Estimated Value $323,926

    Last Listing Agent Ross Doody Century 21 Highview Realty

    4729 Us Route 5 S, Perkinsville, VT 05151
    • /37

      Est $834,715 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,800 Sq Ft

      13 High St, Woodstock, VT 05091

      13 High St, Woodstock, VT 05091
  • /17

    $149,000

    • Land
    • 1.83 Acres
    • $81,421 per Acre

    00 Raymond Rd, Ludlow, VT 05149

    LAND PARCEL WITH LAKE RESCUE ACCESS....This parcel is the last undeveloped lot available that has lake access, shared with a small association, SUNNY VALLEY, with only (8) properties. The building envelope is level and power is at the road. The lot overlooks a pretty meadow with undeveloped woodlands as a backdrop. The Sunny Valley privileges at Lake Rescue include (2) deck platforms overlooking

    Roger Danyew Diamond Realty

    00 Raymond Rd, Ludlow, VT 05149
  • /33

    $313,000 Sold Oct 02, 2025

    85 Slawson Rd, Weston, VT 05161

    • 2 Beds
    • 1 Bath
    • 1,000 Sq Ft
    • Built 1980

    Last Sold Summary

    • 4% Below List Price
    • $313/SF
    • 26 Days On Market

    Last Listing Agent Claudia Harris Mary Mitchell Miller Real Estate

    85 Slawson Rd, Weston, VT 05161
    • /38

      Est $516,518 Not Listed For Sale

      • 2 Beds
      • 1.5 Baths
      • 1,020 Sq Ft

      39 South St, Woodstock, VT 05091

      39 South St, Woodstock, VT 05091
  • /14

    $159,000 Under Contract

    • Land
    • 11.63 Acres
    • $13,672 per Acre

    Lot 10 S Hill Rd, Stockbridge, VT 05772

    Embrace the beauty of Vermont living on this picturesque 11.63-acre parcel in the heart of the Green Mountains. Bordered by a year-round brook, this beautiful, wooded property captures the essence of classic Vermont charm. With easy access from a town-maintained road, a roughed-in driveway, and a partially cleared homesite, the groundwork is already in place for your dream 3-bedroom home. Unlike

    Kyle Kershner Killington Pico Realty

    Lot 10 S Hill Rd, Stockbridge, VT 05772
  • /22

    $200,000 Sold Aug 01, 2025

    20 Smith St, Springfield, VT 05156

    • 3 Beds
    • 2 Baths
    • 1,083 Sq Ft
    • Built 1950

    Last Sold Summary

    • $185/SF
    • 37 Days On Market

    Current Estimated Value $194,481

    Last Listing Agent Patrick Kelley Four Seasons Sotheby's Int'l Realty

    20 Smith St, Springfield, VT 05156
    • /31

      Est $1,093,712 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 2,280 Sq Ft

      10 Linden Hill, Woodstock, VT 05091

      10 Linden Hill, Woodstock, VT 05091
  • /22

    $239,000 Under Contract

    • 3 Beds
    • 1 Bath
    • 1,152 Sq Ft

    75 Whitney Rd, Springfield, VT 05156

    This well-maintained home is located in a quiet, private, country setting. Recent updates include fresh interior paint, new carpeting throughout, and a brand new hot water tank. The open-concept living area offers a functional layout that’s great for everyday living. An oversized first-floor laundry room adds flexibility and could also be used for storage, or other needs. The home offers a

    Thaddeus Abare Barrett and Valley Associates Inc.

    75 Whitney Rd, Springfield, VT 05156
  • /52

    $1,470,000 Sold Sep 05, 2025

    7511 Woodstock Rd, Hartford, VT 05001

    • 4 Beds
    • 3 Baths
    • 3,311 Sq Ft
    • Built 1983

    Last Sold Summary

    • 8% Below List Price
    • $444/SF
    • 66 Days On Market

    Last Listing Agent Richard Higgerson Higgerson & Company

    7511 Woodstock Rd, Hartford, VT 05001
    • /40

      Est $1,610,598 Not Listed For Sale

      • 6 Beds
      • 6 Baths
      • 3,892 Sq Ft

      28 The Green Unit 30, Woodstock, VT 05091

      28 The Green Unit 30, Woodstock, VT 05091
  • /59

    $410,000

    • 2 Beds
    • 2 Baths
    • 2,400 Sq Ft

    54 Twitchell Settlement, Rochester, VT 05767

    "Nestled on over three private acres, this Vermont retreat exudes rustic charm and modern comfort. The soaring cathedral ceilings and floor-to-ceiling arched windows in the great room flood the space with natural light, creating a warm and inviting atmosphere. The open-concept layout seamlessly connects the kitchen, dining, and living areas, ideal for gatherings or quiet moments by the pellet

    Nick Sicard EXP Realty

    54 Twitchell Settlement, Rochester, VT 05767
  • /60

    $825,000 Sold Nov 14, 2025

    226 Trailside Rd Unit 47-C, Ludlow, VT 05149

    • 4 Beds
    • 2.5 Baths
    • 2,610 Sq Ft
    • Built 1986

    Last Sold Summary

    • 3% Below List Price
    • $316/SF
    • 45 Days On Market

    Last Listing Agent Frank Provance Diamond Realty

    226 Trailside Rd Unit 47-C, Ludlow, VT 05149
    • /40

      Est $1,905,760 Not Listed For Sale

      • 4 Beds
      • 6 Baths
      • 3,997 Sq Ft

      2 Border Ln, Woodstock, VT 05091

      2 Border Ln, Woodstock, VT 05091
  • /53

    $540,000

    • 1 Bed
    • 2 Baths
    • 957 Sq Ft

    717/719 Q1-4 Jackson Gore Adams House Unit 717/719 Q1-4, Ludlow, VT 05149

    Located in the heart of Jackson Gore at Okemo Mountain Resort, Adams House 717/719 Q1–4 presents a rare opportunity to own 100% interest in a traditionally quarter-share residence—all four quarters conveyed together, offering full ownership with excellent rental flexibility. This turn-key, ski-on/ski-off residence is being sold fully furnished, allowing a new owner to step right into the winter

    Sarah Sheehan William Raveis Real Estate Vermont Properties

    717/719 Q1-4 Jackson Gore Adams House Unit 717/719 Q1-4, Ludlow, VT 05149
  • /60

    $220,000 Sold Nov 07, 2025

    442 Vermont 103, Chester, VT 05143

    • 3 Beds
    • 1 Bath
    • 1,024 Sq Ft
    • Built 1941

    Last Sold Summary

    • 8% Below List Price
    • $215/SF
    • 70 Days On Market

    Last Listing Agent Rachael Rogala Lange & Lange

    442 Vermont 103, Chester, VT 05143

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