34,511

Windsor County, VT Homes

Section Image
  • /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
    • /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

  • /25

    $115,000

    • Land
    • 10 Acres
    • $11,500 per Acre

    S-1C Great Roaring Brook Rd, Plymouth, VT 05056

    Ten-acre wooded parcel with potential views located near the top of Great Roaring Brook Rd. The topography is rolling too steep with multiple buildings sites, rock crop outs, and streams throughout. A wonderful opportunity to design and build your Vermont dream home. Located between Ludlow and Woodstock with equal distance to Killington and Okemo Ski areas. Close to Lake Rescue and Echo Lake for

    Terry Davis Williamson Group Sothebys Intl. Realty

    S-1C Great Roaring Brook Rd, Plymouth, VT 05056
  • /39

    $825,000

    Sold Dec 04, 2025

    151 Smokerise, Ludlow, VT 05149

    • 3 Beds
    • 5 Baths
    • 4,532 Sq Ft
    • Built 1996

    Last Sold Summary

    • 6% Below List Price
    • $182/SF
    • 101 Days On Market

    Current Estimated Value $889,400

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

    151 Smokerise, 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

  • /39

    $1,200,000

    • 4 Beds
    • 3 Baths
    • 3,308 Sq Ft

    76 Goldthwaite Rd, Chester, VT 05143

    Experience the Vermont lifestyle in this beautifully renovated 1864 Brick Federal style farmhouse set on 7.8 private acres just minutes from town. Rich in historic character and thoughtfully updated for modern living, this exceptional property offers the perfect blend of comfort, charm, and year-round recreation.Inside, you’ll find four spacious bedrooms, wide plank wood floors, and inviting

    Gary Coger Four Seasons Sotheby's Int'l Realty

    76 Goldthwaite Rd, Chester, VT 05143
  • /48

    $540,000

    Sold Dec 12, 2025

    12 Commonwealth Ave, Ludlow, VT 05149

    • 9 Beds
    • 6 Baths
    • 5,054 Sq Ft
    • Built 1900

    Last Sold Summary

    • 6% Below List Price
    • $107/SF
    • 184 Days On Market

    Current Estimated Value $555,636

    Last Listing Agent Frank Provance Diamond Realty

    12 Commonwealth Ave, Ludlow, VT 05149
    • /51

      Not Listed For Sale

      132 Chittenden, Hartford, VT 05059

      • 3 Beds
      • 2.5 Baths
      • 1,952 Sq Ft
      • Built 1981
      132 Chittenden, Hartford, VT 05059

      Last Sold Summary

      • 43 Days On Market

      Last Listing Agent Taylor Medeiros-Batey KW Coastal and Lakes & Mountains Realty/Hanover

  • /47

    $450,000

    • 3 Beds
    • 1 Bath
    • 1,186 Sq Ft

    489 Campbell St, White River Junction, VT 05001

    OPEN HOUSE: Saturday 8/15 10-12nThoughtfully reimagined from the studs out, this beautifully renovated home offers the peace of mind of all-new systems and finishes paired with seasonal views of the Upper Valley. A new, state-approved 3-bedroom septic system, new garage roof and doors, LP SmartSide siding and exterior trim, and new Jeld-Wen fiberglass exterior doors with composite frames set

    Katie Ladue Gilbert BHHS Verani Upper Valley

    489 Campbell St, White River Junction, VT 05001
  • /22

    $270,000

    Sold May 22, 2026

    1299 Quechee Main St Unit 2E, Hartford, VT 05001

    • 2 Beds
    • 1.5 Baths
    • 1,063 Sq Ft
    • Built 1978

    Last Sold Summary

    • 5% Below List Price
    • $254/SF
    • 85 Days On Market

    Last Listing Agent Linda Hicks Quechee Lakes Real Estate Center

    1299 Quechee Main St Unit 2E, Hartford, VT 05001
    • /17

      Est $84,194

      Not Listed For Sale

      35 Depot St, Chester, VT 05143

      • 4 Beds
      • Built 1880
      35 Depot St, Chester, VT 05143

      Last Sold Summary

      • 68 Days On Market

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

  • /36

    $95,000

    • 2 Beds
    • 2 Baths
    • 1,025 Sq Ft

    224 QIV Jackson Gore Inn Unit 224 QIV, Ludlow, VT 05149

    Experience Vermont's Premier Mountain Living Without Full Ownership Costs. Step directly onto Okemo's slopes from your slopeside retreat at Jackson Gore. This condo-tel quarter-share gives you deeded ownership of 13 weeks annually (25% of the year)—at a fraction of the cost of whole ownership. You own one of four deeded interests in this unit. You receive every fourth week on a rotating schedule,

    Rachael Lange Lange & Lange

    224 QIV Jackson Gore Inn Unit 224 QIV, Ludlow, VT 05149
  • /47

    $517,000

    Sold Dec 16, 2025

    127 Pleasant St, Cavendish, VT 05142

    • 4 Beds
    • 2 Baths
    • 2,300 Sq Ft
    • Built 1928

    Last Sold Summary

    • 6% Below List Price
    • $225/SF
    • 123 Days On Market

    Current Estimated Value $522,691

    Last Listing Agent Tyleen Murray Kelley Real Estate, Inc.

    127 Pleasant St, Cavendish, VT 05142
    • /6

      Est $78,090

      Not Listed For Sale

      600 Kendricks Corner Rd, Perkinsville, VT 05151

      600 Kendricks Corner Rd, Perkinsville, VT 05151

      Last Sold Summary

      • 16 Days On Market

      Last Listing Agent Glenn Olney Barrett and Valley Associates Inc.

  • /27

    $125,000

    • Land
    • 3.82 Acres
    • $32,723 per Acre

    0 Berry Patch Ln Unit 5099902, Ludlow, VT 05149

    Build your Vermont dream home on this beautiful 3.82-acre parcel in a peaceful South Hill setting. Just under five miles from downtown Ludlow and Okemo, this shovel-ready property offers the perfect blend of privacy and convenience. A 4-bedroom wastewater permit has already been filed with the State of Vermont, and power is available at the road, making it easy to begin your building plans. The

    Kevin Barnes William Raveis Real Estate Vermont Properties

    0 Berry Patch Ln Unit 5099902, Ludlow, VT 05149
  • /19

    $243,000

    Sold Sep 03, 2025

    86 Webster Rd, Hartland, VT 05048

    • 3 Beds
    • 1 Bath
    • 940 Sq Ft
    • Built 1969

    Last Sold Summary

    • 3% Below List Price
    • $259/SF
    • 34 Days On Market

    Current Estimated Value $244,925

    Last Listing Agent Jim Bialowski BHG Masiello Keene

    86 Webster Rd, Hartland, VT 05048
    • /17

      Not Listed For Sale

      00 Hemlock Hill Dr, Ludlow, VT 05149

      00 Hemlock Hill Dr, Ludlow, VT 05149

      Last Sold Summary

      • 1,056 Days On Market

      Last Listing Agent Teresa DiNapoli Four Seasons Sotheby's Int'l Realty

  • /12

    $199,000

    • Land
    • 29 Acres
    • $6,862 per Acre

    00 Vermont 12, Barnard, VT 05031

    A beautiful and private 29 acre building lot on a mountainside in an area of Barnard populated by estate properties. A road to the potential building site is in and soil testing for septic will be completed as soon as snow clears. Views of the valley and local mountains currently cleared and can be expanded with additional clearing. The location is a short drive to Woodstock, a shorter drive to

    Stan Butler Four Seasons Sotheby's Int'l Realty

    00 Vermont 12, Barnard, VT 05031
  • /52

    $598,000

    Sold Oct 10, 2025

    2510 E Hill Rd, Chester, VT 05143

    • 3 Beds
    • 2.5 Baths
    • 2,264 Sq Ft
    • Built 1978

    Last Sold Summary

    • 5% Below List Price
    • $264/SF
    • 94 Days On Market

    Current Estimated Value $592,640

    Last Listing Agent Betty McEnaney Diamond Realty

    2510 E Hill Rd, Chester, VT 05143
    • /39

      Not Listed For Sale

      122 Parrish View Rd, West Windsor, VT 05037

      • 2 Beds
      • 2.5 Baths
      • 1,400 Sq Ft
      • Built 2007
      122 Parrish View Rd, West Windsor, VT 05037

      Last Sold Summary

      • 47 Days On Market

      Last Listing Agent Katie Ladue Gilbert BHHS Verani Upper Valley

  • /34

    $100,000

    • 2 Beds
    • 3 Baths
    • 1,367 Sq Ft

    506/508 Qtr I Adams House, Ludlow, VT 05149

    Adams House Unit 506/508 QII: Quarter ownership. This 2 Bedroom, 3 Bathroom lock-out style unit that sleeps 8 in Adams House is in an excellent location. When you park in the heated garage, you find yourself only steps away from the unit which is located on the first floor. A very short walk down the hall and you pass the owners locker location. The gas fireplace will warm your spirits and make

    Michael Normyle Mary W. Davis Realtor & Assoc., Inc.

    506/508 Qtr I Adams House, Ludlow, VT 05149
  • /60

    $1,650,000

    Sold Nov 08, 2025

    2334 South Rd, Woodstock, VT 05091

    • 3 Beds
    • 2.5 Baths
    • 5,422 Sq Ft
    • Built 1972

    Last Sold Summary

    • 25% Below List Price
    • $304/SF
    • 94 Days On Market

    Last Listing Agent Danny Kogut Williamson Group Sothebys Intl. Realty

    2334 South Rd, Woodstock, VT 05091
    • /28

      Not Listed For Sale

      238 South St, Hartford, VT 05088

      • 3 Beds
      • 1.5 Baths
      • 1,170 Sq Ft
      • Built 1883
      238 South St, Hartford, VT 05088

      Last Sold Summary

      • 5 Days On Market

      Last Listing Agent Rowan Carroll Coldwell Banker LIFESTYLES - Hanover

  • /41

    $350,000

    Pending
    • 2 Beds
    • 1.5 Baths
    • 1,092 Sq Ft

    143 Ascutney St, Windsor, VT 05089

    Welcome to 143 Ascutney Street, a well-maintained 2-bedroom, 1.5-bath home offering 1,092 square feet of comfortable living space. Thoughtfully cared for over the years, this home features a functional layout with bright living areas, an eat-in kitchen, and the convenience of a first-floor half bath. Outside, enjoy a manageable yard that's easy to maintain while still providing space for

    Evan Russell Real Broker LLC

    143 Ascutney St, Windsor, VT 05089
  • /52

    $405,000

    Sold Mar 30, 2026

    394 Lyman Batcheller Rd Unit 2D, Hartford, VT 05001

    • 3 Beds
    • 2.5 Baths
    • 1,578 Sq Ft
    • Built 1978

    Last Sold Summary

    • 2% Above List Price
    • $257/SF
    • 5 Days On Market

    Last Listing Agent Jill Harlow Coldwell Banker LIFESTYLES - Hanover

    394 Lyman Batcheller Rd Unit 2D, Hartford, VT 05001
    • /19

      Not Listed For Sale

      976 Hard Rd Unit 2, Hartford, VT 05001

      • 2 Beds
      • 3.5 Baths
      • 1,426 Sq Ft
      • Built 1972
      976 Hard Rd Unit 2, Hartford, VT 05001

      Last Sold Summary

      • 11 Days On Market

      Last Listing Agent Tyler Hall BHHS Verani Upper Valley

  • /60

    $350,000

    • 1 Bed
    • 1 Bath
    • 874 Sq Ft

    4163 Route 14, Hartford, VT 05047

    Open House Saturday, August 15, 10:00 AM–12:00 PM.Some properties are simply special-- and this is one of them. Full of character, creativity, and thoughtful surprises at every turn, this extraordinary property truly has to be seen to be appreciated. Set across the road from the White River, it offers beautiful water and hillside views from nearly every corner, creating a peaceful

    Tami Sullivan Snyder Donegan Real Estate Group

    4163 Route 14, Hartford, VT 05047
  • /35

    $400,000

    Sold Jun 26, 2026

    71 Grouse Ln, Perkinsville, VT 05151

    • 1 Bed
    • 1.5 Baths
    • 1,255 Sq Ft
    • Built 2018

    Last Sold Summary

    • 6% Below List Price
    • $319/SF
    • 16 Days On Market

    Current Estimated Value $411,886

    Last Listing Agent Thaddeus Abare Barrett and Valley Associates Inc.

    71 Grouse Ln, Perkinsville, VT 05151
    • /48

      Est $412,444

      Not Listed For Sale

      32 Route 103 S Unit F3, Ludlow, VT 05149

      • 3 Beds
      • 2 Baths
      • 1,125 Sq Ft
      • Built 1984
      32 Route 103 S Unit F3, Ludlow, VT 05149

      Last Sold Summary

      • 14 Days On Market

      Last Listing Agent Sarah Sheehan William Raveis Real Estate Vermont Properties

  • /17

    $85,000

    • Land
    • 11.51 Acres
    • $7,385 per Acre

    00 Chaos Turnpike, Cavendish, VT 05142

    This Hideaway is Just down the country lane to Knapp Ponds/Knapp Brook Wildlife Management Area. Forgotten by the owners for the last 30 years, this lot has a mix of timber, stone wall & sloping mountain terrain. 475 feet frontage along the Class 3 road and only a short hike to the ponds. Boat ramps for fishing and hunting access.

    Alexandra Eatmon Kelley Real Estate, Inc.

    00 Chaos Turnpike, Cavendish, VT 05142
  • /21

    $360,000

    Sold Jul 17, 2026

    32 Route 103 S Unit C5, Ludlow, VT 05149

    • 3 Beds
    • 2 Baths
    • 1,134 Sq Ft
    • Built 1984

    Last Sold Summary

    • 4% Below List Price
    • $317/SF
    • 126 Days On Market

    Current Estimated Value $373,397

    Last Listing Agent Andre Menard Mary W. Davis Realtor & Assoc., Inc.

    32 Route 103 S Unit C5, Ludlow, VT 05149
    • /45

      Est $793,700

      Not Listed For Sale

      145 Ledgewood Rd Unit D4, Ludlow, VT 05149

      • 3 Beds
      • 2 Baths
      • 1,360 Sq Ft
      • Built 1991
      145 Ledgewood Rd Unit D4, Ludlow, VT 05149

      Last Sold Summary

      • 132 Days On Market

      Last Listing Agent Joseph Karl William Raveis Real Estate Vermont Properties

  • /44

    $729,000

    $20K PRICE DROP
    • 5 Beds
    • 2.5 Baths
    • 2,018 Sq Ft

    51 High St, Ludlow, VT 05149

    Welcome to 51 High Street: an immaculate, turnkey village home just steps from the Okemo shuttle stop, offering effortless access to Okemo Mountain Resort and all that Ludlow has to offer. This inviting residence features five bedrooms and 2.5 baths, thoughtfully updated for comfortable year-round living. The renovated kitchen shines with classic soapstone countertops and a charming Jøtul

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

    51 High St, Ludlow, VT 05149
  • /52

    $500,000

    Sold Jul 10, 2026

    352 Edwins Pond Rd, Rochester, VT 05767

    • 3 Beds
    • 2 Baths
    • 2,008 Sq Ft
    • Built 1987

    Last Sold Summary

    • $249/SF
    • 6 Days On Market

    Current Estimated Value $497,019

    Last Listing Agent William Brokhof Vermont Backcountry Real Estate

    352 Edwins Pond Rd, Rochester, VT 05767
    • /40

      Est $743,480

      Not Listed For Sale

      621 Main St, Proctorsville, VT 05153

      • 5 Beds
      • 5 Baths
      • 3,434 Sq Ft
      • Built 1787
      621 Main St, Proctorsville, VT 05153

      Last Sold Summary

      • 9 Days On Market

      Last Listing Agent Frank Provance Diamond Realty

  • /36

    $450,000

    $50K PRICE DROP Under Contract
    • 3 Beds
    • 3 Baths
    • 2,122 Sq Ft

    1138 Bethel Mountain Rd, Rochester, VT 05767

    Set on 4.7± acres along scenic Bethel Mountain Road, this mountain-view property offers the kind of Vermont experience that you're yearning for. With a swimming pond, expansive outdoor living spaces, detached three-car garage, and easy access to some of the state’s best outdoor recreation, this is a home designed to be enjoyed in every season. The setting is exceptional. Long-range mountain views

    William Brokhof Vermont Backcountry Real Estate

    1138 Bethel Mountain Rd, Rochester, VT 05767
  • /2

    $720,000

    Sold Jan 16, 2026

    66 Sugar House Hill Rd, Barnard, VT 05068

    • 5 Beds
    • 3.5 Baths
    • 3,407 Sq Ft
    • Built 1970

    Last Sold Summary

    • 9% Below List Price
    • $211/SF
    • 0 Days On Market

    Current Estimated Value $741,736

    Last Listing Agent Dan Noble Snyder Donegan Real Estate Group

    66 Sugar House Hill Rd, Barnard, VT 05068
    • /4

      Est $878,619

      Not Listed For Sale

      160 Solitude Rd Unit L104, Ludlow, VT 05149

      • 3 Beds
      • 2.5 Baths
      • 1,456 Sq Ft
      • Built 1998
      160 Solitude Rd Unit L104, Ludlow, VT 05149

      Last Sold Summary

      • 1 Day On Market

      Last Listing Agent Suzanne Garvey Mary W. Davis Realtor & Assoc., Inc.

  • /29

    $65,000

    • 1 Bath
    • 390 Sq Ft

    243 Qtr. I V Jackson Gore Inn, Ludlow, VT 05149

    Jackson Gore Inn Unit 243 Qtr. IV: Quarter ownership. Centrally located Jackson Gore studio unit with beautiful slope views and easy access to all resort amenities. This inviting studio comfortably sleeps four and features a queen-size bed and a queen sofa bed, along with one full bathroom. Enjoy the convenience of being just steps from dining, skiing, the fire pit, the Round House, the outdoor

    Laurene Skinner Mary W. Davis Realtor & Assoc., Inc.

    243 Qtr. I V Jackson Gore Inn, Ludlow, VT 05149
  • /33

    $730,000

    Sold Apr 30, 2026

    57 Lower IV Unit 54A, Ludlow, VT 05149

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

    Last Sold Summary

    • 6% Below List Price
    • $396/SF
    • 16 Days On Market

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

    57 Lower IV Unit 54A, Ludlow, VT 05149

Showing Results 281 - 320, Page 8 of 18

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