34,496

Windsor County, VT Homes

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  • /44

    $824,900

    $25K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 3,392 Sq Ft

    117 Horseshoe Dr, Brownsville, VT 05037

    Experience the best of Vermont living in this custom-built home in desirable West Windsor, where thoughtful craftsmanship, energy efficiency, and four-season recreation come together. Designed and built by its original builder, this home offers exceptional quality, low-maintenance living, and comfortable year-round enjoyment. Whether you're searching for a primary residence, a Vermont vacation

    Katie Ladue Gilbert BHHS Verani Upper Valley

    117 Horseshoe Dr, Brownsville, VT 05037
  • /16

    $1,625 Per Month

    • 2 Beds
    • 1 Bath
    • 51-53 Pleasant St

    51-53 Pleasant St Unit 53B, Springfield, VT 05156

    PRICE DROP!!!This two-bedroom is located on the second floor. This unit has an extra-large eat-in kitchen with lots of storage and is fully equipped with a stove, fridge, and dishwasher. Two spacious bedrooms and a living room. The bathroom has a standing shower only and a separate laundry room with washer/dryer hookups. This charming historic property has plenty of storage as well as

    51-53 Pleasant St Unit 53B, Springfield, VT 05156
  • /13

    $215,000

    Sold Jun 30, 2026

    0 French Meadow Rd, Springfield, VT 05156

    • Land
    • 46.06 Acres
    • $4,668 per Acre

    Last Sold Summary

    • 6% Below List Price
    • 27 Days On Market

    Last Listing Agent Jessica Landers Barrett and Valley Associates Inc.

    0 French Meadow Rd, Springfield, VT 05156
    • /40

      Not Listed For Sale

      1874 Hartford Ave, Hartford, VT 05001

      • 5 Beds
      • 1.5 Baths
      • 2,152 Sq Ft
      • Built 1916
      1874 Hartford Ave, Hartford, VT 05001

      Last Sold Summary

      • 141 Days On Market

      Last Listing Agent Jeffrey Batchelder Coldwell Banker LIFESTYLES - Hanover

  • /49

    $1,299,000

    Pending
    • 4 Beds
    • 3.5 Baths
    • 3,164 Sq Ft

    355 Kerwin Hill Rd, Norwich, VT 05055

    Ten acres and a four-bedroom Cape in Norwich with a pond, pasture, local mountain views, and real privacy. Built in 1992, this 3,164-square-foot house sits screened from the road by a curving driveway surrounded by trees, its gray clapboard catching afternoon light across an open, sloping lot. Fourteen rooms with a floor plan that works for everything from everyday life to full-house gatherings.

    Richard Higgerson Higgerson & Company

    355 Kerwin Hill Rd, Norwich, VT 05055
  • /19

    $280,900

    Sold Dec 15, 2025

    483 South St, Springfield, VT 05156

    • 3 Beds
    • 1 Bath
    • 1,716 Sq Ft
    • Built 1972

    Last Sold Summary

    • 6% Above List Price
    • $164/SF
    • 5 Days On Market

    Current Estimated Value $290,166

    Last Listing Agent Kirsten Dole Coldwell Banker LIFESTYLES - Hanover

    483 South St, Springfield, VT 05156
    • /20

      Not Listed For Sale

      51 River St, Windsor, VT 05089

      • 4 Beds
      • 4 Baths
      • 2,509 Sq Ft
      • Built 1875
      51 River St, Windsor, VT 05089

      Last Sold Summary

      • 20 Days On Market

      Last Listing Agent Ara Cardew BHG Masiello Keene

  • /60

    $3,275,000

    Pending
    • 4 Beds
    • 4.5 Baths
    • 4,708 Sq Ft

    207 Willey Hill Rd, Norwich, VT 05055

    207 WILLEY HILL ROAD- Gorgeous, recently updated, sophisticated home a stone's throw away from Norwich, Hanover, Dartmouth College, and the best of the Upper Valley. Expertly renovated by renowned builders O’Hara & Gercke, the result is a seamless blend of luxury, charm, and comfort. The sunlit gourmet kitchen is both functional and elegant and commands breathtaking views of the pond, with an

    David Donegan Snyder Donegan Real Estate Group

    207 Willey Hill Rd, Norwich, VT 05055
  • /2

    $895,000

    Sold Nov 25, 2025

    255 Robert Frost Ln, Hartford, VT 05001

    • 4 Beds
    • 5.5 Baths
    • 3,244 Sq Ft
    • Built 2000

    Last Sold Summary

    • $276/SF
    • 0 Days On Market

    Last Listing Agent Linda Hicks Quechee Lakes Real Estate Center

    255 Robert Frost Ln, Hartford, VT 05001
    • /34

      Est $880,708

      Not Listed For Sale

      728 Route 12, Hartland, VT 05048

      • 3 Beds
      • 2.5 Baths
      • 2,976 Sq Ft
      • Built 2005
      728 Route 12, Hartland, VT 05048

      Last Sold Summary

      • 7 Days On Market

      Last Listing Agent Carrie Mathews Winhall Real Estate

  • /40

    $479,000

    $21K PRICE DROP Under Contract
    • 3 Beds
    • 2 Baths
    • 1,700 Sq Ft

    7429 US Route 4, Bridgewater, VT 05034

    THE SUGAR HOUSE Beautifully renovated in 2007, this light-filled Vermont home is ideally located in the heart of historic Bridgewater, just 10 minutes from the charm, dining, and culture of the village of Woodstock. Offering the perfect balance of four-season recreation and classic New England character, the property is equally suited as a primary residence, weekend retreat, or investment

    Keri Cole Williamson Group Sothebys Intl. Realty

    7429 US Route 4, Bridgewater, VT 05034
  • /60

    $1,520,000

    Sold Sep 30, 2025

    6196 Stage Rd, Woodstock, VT 05091

    • 4 Beds
    • 4 Baths
    • 2,408 Sq Ft
    • Built 2015

    Last Sold Summary

    • 2% Above List Price
    • $631/SF
    • 4 Days On Market

    Last Listing Agent Eric Johnston Four Seasons Sotheby's Int'l Realty

    6196 Stage Rd, Woodstock, VT 05091
    • /38

      Est $254,241

      Not Listed For Sale

      3089 Vt Route 11 W, Chester, VT 05143

      • 4 Beds
      • 2 Baths
      • 1,732 Sq Ft
      • Built 1857
      3089 Vt Route 11 W, Chester, VT 05143

      Last Sold Summary

      • 55 Days On Market

      Last Listing Agent Geralyn Donohue Four Seasons Sotheby's Int'l Realty

  • /38

    $1,599,000

    • 4 Beds
    • 3.5 Baths
    • 3,456 Sq Ft

    96 Echo View Dr, Plymouth, VT 05056

    Experience the perfect blend of luxury, comfort, and Vermont charm in this exceptional 3,456-square-foot home. Built with superior craftsmanship andmeticulous attention to detail, this residence reflects a commitment to quality where every finish was carefully selected and thoughtfully executed. No detail wasoverlooked, with premium materials and high-end finishes throughout, creating a home that

    Gail Beardmore Engel & Volkers Okemo

    96 Echo View Dr, Plymouth, VT 05056
  • /32

    $370,000

    Sold Dec 12, 2025

    109 Okemo Ridge Rd Unit C201, Ludlow, VT 05149

    • 1 Bed
    • 1 Bath
    • 640 Sq Ft
    • Built 1984

    Last Sold Summary

    • $578/SF
    • 32 Days On Market

    Current Estimated Value $378,160

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

    109 Okemo Ridge Rd Unit C201, Ludlow, VT 05149
    • /15

      Est $388,994

      Not Listed For Sale

      15 Railroad Row Unit 2C4, White River Junction, VT 05001

      • 1 Bed
      • 1 Bath
      • 866 Sq Ft
      • Built 2005
      15 Railroad Row Unit 2C4, White River Junction, VT 05001

      Last Sold Summary

      • 75 Days On Market

      Last Listing Agent Rowan Carroll Coldwell Banker LIFESTYLES - Hanover

  • /58

    $1,395,000

    $100K PRICE DROP
    • 5 Beds
    • 3.5 Baths
    • 3,648 Sq Ft

    1522 Barnard Rd, Woodstock, VT 05091

    Just 2 miles from Woodstock Village, this gracious brick Cape on 6 open acres offers the perfect blend of privacy, comfort, and classic Vermont charm. Thoughtfully expanded and beautifully maintained, the home features a chef’s kitchen that opens seamlessly to a spacious gathering room designed for entertaining and everyday living. Multiple fireplaces—including a wood-burning and gas-ready—add

    Keri Cole Williamson Group Sothebys Intl. Realty

    1522 Barnard Rd, Woodstock, VT 05091
  • /15

    $120,000

    Sold Apr 17, 2026

    00 Carlton Hill Rd, Woodstock, VT 05091

    • Land
    • 3.54 Acres
    • $33,898 per Acre

    Last Sold Summary

    • 19% Below List Price
    • 0 Days On Market

    Last Listing Agent Sandy Reavill

    00 Carlton Hill Rd, Woodstock, VT 05091
    • /14

      Est $269,859

      Not Listed For Sale

      1416 Allen Hill Rd, Pomfret, VT 05068

      • 2 Beds
      • 1 Bath
      • 1,088 Sq Ft
      • Built 1968
      1416 Allen Hill Rd, Pomfret, VT 05068

      Last Sold Summary

      • 84 Days On Market

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

  • /60

    $2,300,000

    • 6 Beds
    • 4.5 Baths
    • 8,656 Sq Ft

    55 Cherry Hill, Springfield, VT 05156

    Steeped in history and timeless elegance, this extraordinary circa-1860 Georgian Colonial estate offers over 8,000 square feet of refined living space where classic architecture meets remarkable craftsmanship. From the moment you enter, you are greeted by stunning period details including exquisite crown moldings, grand proportions, soaring ceilings, and beautifully preserved finishes that

    Joe Castaluccio Winhall Real Estate

    55 Cherry Hill, Springfield, VT 05156
  • /38

    $870,000

    Sold Jun 25, 2026

    51 River St, Woodstock, VT 05091

    • 4 Beds
    • 1.5 Baths
    • 1,580 Sq Ft
    • Built 1853

    Last Sold Summary

    • 3% Below List Price
    • $551/SF
    • 10 Days On Market

    Current Estimated Value $831,773

    Last Listing Agent Gretchjen Smith Williamson Group Sothebys Intl. Realty

    51 River St, Woodstock, VT 05091
    • /35

      Est $610,610

      Not Listed For Sale

      93 Blackbriar Rd, Woodstock, VT 05091

      • 2 Beds
      • 1 Bath
      • 1,146 Sq Ft
      • Built 1950
      93 Blackbriar Rd, Woodstock, VT 05091

      Last Sold Summary

      • 38 Days On Market

      Last Listing Agent David Donegan Snyder Donegan Real Estate Group

  • /16

    $3,150,000

    • Land
    • 506 Acres
    • $6,225 per Acre

    Markham Mountain, Andover, VT 05143

    Red Top is a breathtaking 506 +/- acre parcel in the town of Andover and on the border of Weston. Here, the rugged grandeur of the Green Mountains unfolds, offering extraordinary views to the South, where the mountain silhouettes stretch across the skyline and the imposing profile of Glebe Mountain asserts its presence.This land's historical roots run deep, originally belonging to the Marsh

    Story Jenks LANDVEST

    Markham Mountain, Andover, VT 05143
  • /33

    $300,000

    Sold Jul 31, 2026

    53 Alexander Place, South Royalton, VT 05068

    • 3 Beds
    • 2 Baths
    • 1,014 Sq Ft
    • Built 1903

    Last Sold Summary

    • $296/SF
    • 9 Days On Market

    Current Estimated Value $295,522

    Last Listing Agent John Wetmore Wetmore Real Estate

    53 Alexander Place, South Royalton, VT 05068
    • /40

      Est $732,120

      Not Listed For Sale

      2124 Mount Hunger Rd, Bethel, VT 05032

      • 3 Beds
      • 2 Baths
      • 1,820 Sq Ft
      • Built 1971
      2124 Mount Hunger Rd, Bethel, VT 05032

      Last Sold Summary

      • 86 Days On Market

      Last Listing Agent Kevin Casey Coldwell Banker Hickok & Boardman / E. Montpelier

  • /15

    $205,000

    $32K PRICE DROP
    • Land
    • 221 Acres
    • $928 per Acre

    0 New Boston Rd, Thetford, VT 05074

    The ownership is selling their property in two separate parcels, divided by the town line. The +/-60-acre Strafford parcel is well-suited for future home development, with paved town road frontage and roadside electric service. The +/-220 acre Thetford parcel is well suited to a camp or seasonal off-grid home development with beautiful local views.Both parcels have significant frontage

    John Latham Fountains Land

    0 New Boston Rd, Thetford, VT 05074
  • /51

    $1,085,000

    Sold Sep 18, 2025

    51 Alpine Way Unit A2, Ludlow, VT 05149

    • 3 Beds
    • 3.5 Baths
    • 1,897 Sq Ft
    • Built 1986

    Last Sold Summary

    • 3% Below List Price
    • $572/SF
    • 4 Days On Market

    Current Estimated Value $1,234,689

    Last Listing Agent Boris Lavanovich Mary W. Davis Realtor & Assoc., Inc.

    51 Alpine Way Unit A2, Ludlow, VT 05149
    • /39

      Est $613,000

      Not Listed For Sale

      1650 Quimby Mountain Rd, Sharon, VT 05065

      • 4 Beds
      • 4 Baths
      • 2,289 Sq Ft
      • Built 1964
      1650 Quimby Mountain Rd, Sharon, VT 05065

      Last Sold Summary

      • 6 Days On Market

      Last Listing Agent Wynne Washburn Coldwell Banker LIFESTYLES - Hanover

  • /24

    $199,500

    $18K PRICE DROP
    • Land
    • 94 Acres
    • $2,122 per Acre

    6416 Vermont 107, Stockbridge, VT 05772

    Nestled among natural streams in the rolling hills of Vermont’s Green Mountains, this remarkable 94-acre parcel offers sweeping views overlooking the White River. Rich with potential for residential use or future development, the property includes a private septic system and a drilled well already in place. With 670 feet of frontage along VT Route 107, the land provides convenient access while

    Kate Jarvis Williamson Group Sothebys Intl. Realty

    6416 Vermont 107, Stockbridge, VT 05772
  • /34

    $2,210,000

    Sold Sep 24, 2025

    15 Hathorn Hill Street Extension, Woodstock, VT 05091

    • 4 Beds
    • 3.5 Baths
    • 3,564 Sq Ft
    • Built 2009

    Last Sold Summary

    • 1% Above List Price
    • $620/SF
    • 68 Days On Market

    Last Listing Agent John Snyder Snyder Donegan Real Estate Group

    15 Hathorn Hill Street Extension, Woodstock, VT 05091
    • /39

      Est $863,316

      Not Listed For Sale

      714 Beaver Meadow Rd, Norwich, VT 05055

      • 3 Beds
      • 2 Baths
      • 1,985 Sq Ft
      • Built 1903
      714 Beaver Meadow Rd, Norwich, VT 05055

      Last Sold Summary

      • 6 Days On Market

      Last Listing Agent Melissa Robinson Coldwell Banker LIFESTYLES - Hanover

  • /41

    $725,000

    $70K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,128 Sq Ft

    115 Prior Rd, Cavendish, VT 05142

    Living and working in the country with privacy, wildlife, snowmobiling from your front door, skiing at Okemo, and the overall beauty of Vermont would be a dream come true, right? Well, here's your opportunity with this pretty log home on 19 acres on a dead-end town-maintained road. Inside the house, you will love the open concept of the living room, and the kitchen and dining room with cathedral

    Glenn Olney Barrett and Valley Associates Inc.

    115 Prior Rd, Cavendish, VT 05142
  • /30

    $350,000

    Sold Aug 07, 2026

    35 Andover St, Ludlow, VT 05149

    • 4 Beds
    • 2 Baths
    • 1,373 Sq Ft
    • Built 1900

    Last Sold Summary

    • $255/SF
    • 47 Days On Market

    Current Estimated Value $346,045

    Last Listing Agent Betty McEnaney Diamond Realty

    35 Andover St, Ludlow, VT 05149
    • /40

      Est $832,837

      Not Listed For Sale

      8754 Pomfret Rd, Pomfret, VT 05084

      • 4 Beds
      • 4.5 Baths
      • 4,142 Sq Ft
      • Built 1805
      8754 Pomfret Rd, Pomfret, VT 05084

      Last Sold Summary

      • 137 Days On Market

      Last Listing Agent Katie Ladue Gilbert BHHS Verani Upper Valley

  • /17

    $53,000

    • Land
    • 1.5 Acres
    • $35,333 per Acre

    2-66 Goshawk Dr, Plymouth, VT 05056

    Dreaming of building your own Vermont-style home but hoping to find an affordable parcel? This lot at Hawk Resort is the perfect opportunity. With power and other utilities already on site and the ability to connect to the community septic system, you’ll be well on your way to breaking ground on your dream home. Tucked among the trees in a peaceful natural setting, this property offers privacy

    Teresa DiNapoli Four Seasons Sotheby's Int'l Realty

    2-66 Goshawk Dr, Plymouth, VT 05056
  • /16

    $96,232

    Sold Aug 05, 2026

    517 Back Mountain Rd, Windsor, VT 05089

    • 2 Beds
    • 2 Baths
    • 777 Sq Ft
    • Built 2025

    Last Sold Summary

    • 1% Above List Price
    • $124/SF
    • 322 Days On Market

    Last Listing Agent Kate Barry EXP Realty

    517 Back Mountain Rd, Windsor, VT 05089
    • /18

      Not Listed For Sale

      574 Willard Rd Unit 1A, Hartford, VT 05001

      • 1 Bed
      • 1 Bath
      • 880 Sq Ft
      • Built 1978
      574 Willard Rd Unit 1A, Hartford, VT 05001

      Last Sold Summary

      • 17 Days On Market

      Last Listing Agent Brooks Reavill

  • /30

    $3,500,000

    • 4 Beds
    • 3 Baths
    • 2,571 Sq Ft

    58 Lakeshore Dr, Ludlow, VT 05149

    One-of-a-kind Lake Rescue sanctuary with 179 feet of shoreline, stone walls, perennial gardens, apple trees, and a sprawling flat lawn perfect for games and gatherings. Offering exceptional flexibility, this special setting on 4.35 acres has the potential to become a family compound, multi-generational retreat, or income-producing investment. A 3-bedroom septic permit is already in place,

    Teresa DiNapoli Four Seasons Sotheby's Int'l Realty

    58 Lakeshore Dr, Ludlow, VT 05149
  • /2

    $427,500

    Sold Oct 01, 2025

    4 Twine Hill Rd, Ludlow, VT 05149

    • 4 Beds
    • 2 Baths
    • 1,700 Sq Ft
    • Built 1956

    Last Sold Summary

    • 2% Below List Price
    • $251/SF
    • 30 Days On Market

    Current Estimated Value $485,952

    Last Listing Agent Jacob Barnes EXP Realty

    4 Twine Hill Rd, Ludlow, VT 05149
    • /21

      Est $173,547

      Not Listed For Sale

      230 S Main St, Rochester, VT 05767

      • Studio
      • 1,500 Sq Ft
      • Built 1920
      230 S Main St, Rochester, VT 05767

      Last Sold Summary

      • 4 Days On Market

      Last Listing Agent William Brokhof Vermont Backcountry Real Estate

Showing Results 241 - 280, Page 7 of 18

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