36,490

Windsor County, VT Homes

Section Image
    • /37

      Est $354,968

      Not Listed For Sale

      1432 Woodstock Rd, White River Junction, VT 05001

      • 3 Beds
      • 2 Baths
      • 1,104 Sq Ft
      • Built 1971
      1432 Woodstock Rd, White River Junction, VT 05001

      Last Sold Summary

      • 55 Days On Market

  • /58

    $2,950,000

    $200K PRICE DROP
    • 5 Beds
    • 5.5 Baths
    • 3,460 Sq Ft

    48 Alpine Way Unit D-1, Ludlow, VT 05149

    Show Stopper—this five-bedroom slopeside townhouse sits just steps from the trails and offers three private suites across three levels of beautifully curated living space. Completely reimagined by a talented local designer, it features an organic palette, thoughtful details, and a true move-in-ready feel—just hang your artwork and your skis. The chef’s kitchen showcases a Dekton waterfall

    Suzanne Garvey Mary W. Davis Realtor & Assoc., Inc.

    48 Alpine Way Unit D-1, Ludlow, VT 05149
  • /2

    $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

    Current Estimated Value $211,828

    Last Listing Agent Thaddeus Abare Barrett and Valley Associates Inc.

    38 Prospect St, Springfield, VT 05156
    • /57

      Est $529,924

      Not Listed For Sale

      7 Sterling Springs Dr, White River Junction, VT 05001

      • 2 Beds
      • 2.5 Baths
      • 2,113 Sq Ft
      • Built 1999
      7 Sterling Springs Dr, White River Junction, VT 05001

      Last Sold Summary

      • 48 Days On Market

  • /32

    $264,900

    Under Contract
    • 3 Beds
    • 1 Bath
    • 1,050 Sq Ft

    13 Brierbrook Ln, Springfield, VT 05156

    Check out this sweet ranch home in a desirable cul-de-sac, but a short distance to schools, the shopping plaza, hospital, as well as downtown amenities. The roomy eat-in kitchen has plenty of cabinet space and a small bay window overlooking the yards. The living room is delightful with a large picture window and a cozy nook for, whatever, TV, bookcase, your desire! Three bedrooms and a full

    Carol Cole BHG Masiello Brattleboro

    13 Brierbrook Ln, Springfield, VT 05156
  • /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

    Current Estimated Value $582,456

    Last Listing Agent Heather Morse Coldwell Banker Hickok and Boardman

    578 E Barnard Rd, South Royalton, VT 05068
    • /40

      Est $456,107

      Not Listed For Sale

      24 Third Ave, White River Junction, VT 05001

      • 4 Beds
      • 1.5 Baths
      • 1,667 Sq Ft
      • Built 1900
      24 Third Ave, White River Junction, VT 05001

      Last Sold Summary

      • 6 Days On Market

  • /40

    $479,000

    $21K PRICE DROP
    • 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
  • /21

    $227,000

    Sold Jan 30, 2026

    1374 Vt Route 103 N, Chester, VT 05143

    • 2 Beds
    • 1 Bath
    • 1,222 Sq Ft
    • Built 1949

    Last Sold Summary

    • 5% Below List Price
    • $186/SF
    • 20 Days On Market

    Current Estimated Value $232,848

    Last Listing Agent Lisa Kelley Cummings & Co

    1374 Vt Route 103 N, Chester, VT 05143
    • /35

      Est $349,114

      Not Listed For Sale

      40 Cannon Dr, Rochester, VT 05767

      • 2 Beds
      • 2 Baths
      • 1,584 Sq Ft
      • Built 2008
      40 Cannon Dr, Rochester, VT 05767

      Last Sold Summary

      • 2 Days On Market

  • /27

    $199,000

    $11K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 675 Sq Ft

    2940 Route 103 Unit 158, Cavendish, VT 05142

    A Rare Find...1 bedroom condominium at Castle Point, only 3 miles to Okemo Mountain Resort.This condo can be rented out or used whenever you like, it is a full ownership property and fully furnished. It is located in the back away from the hotel lobbies, but has access to the pool and gym facilities. On the first floor the condo has an open living room with a gas fireplace, dining room, and a

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

    2940 Route 103 Unit 158, Cavendish, VT 05142
  • /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
    • /37

      Est $857,208

      Not Listed For Sale

      232 Farm Ridge Rd, Ludlow, VT 05149

      • 3 Beds
      • 3 Baths
      • 2,193 Sq Ft
      • Built 2008
      232 Farm Ridge Rd, Ludlow, VT 05149

      Last Sold Summary

      • 58 Days On Market

  • /40

    $800,000

    • 3 Beds
    • 2 Baths
    • 1,649 Sq Ft

    58 Harrison Ln Unit K-102, Ludlow, VT 05149

    Winterplace at Okemo Mountain—where comfort, convenience, and year-round adventure come together for your slopeside retreat. Step inside to a welcoming mudroom, perfectly designed to keep all your ski gear organized after a day on the mountain. From there, the home opens into a bright and inviting living space, ideal for gathering with family and friends. The open-concept layout features a

    Joseph Karl William Raveis Real Estate Vermont Properties

    58 Harrison Ln Unit K-102, Ludlow, VT 05149
  • /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
    • /4

      Est $568,393

      Not Listed For Sale

      1709 Potash Brook Rd, Chester, VT 05143

      • 4 Beds
      • 3 Baths
      • 2,688 Sq Ft
      • Built 2008
      1709 Potash Brook Rd, Chester, VT 05143

      Last Sold Summary

      • 137 Days On Market

  • /32

    $1,345,000

    • 7 Beds
    • 6 Baths
    • 5,774 Sq Ft

    310 Pierce Hill Rd, West Windsor, VT 05089

    Set against sweeping views of Mount Ascutney, this distinctive property offers the kind of Vermont escape buyers rarely find—private, spacious, and designed for gathering. Thoughtfully expanded over time, the home seamlessly blends two living spaces, creating an ideal setting for hosting extended family and friends while still offering comfort and privacy for all.The newer portion of the home

    Gary Coger Four Seasons Sotheby's Int'l Realty

    310 Pierce Hill Rd, West Windsor, VT 05089
  • /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 $319,120

    Last Listing Agent Katie Ladue Gilbert BHHS Verani Upper Valley

    8 Old Mill Pond Rd, Windsor, VT 05089
    • /14

      Est $178,000

      Not Listed For Sale

      17 Fairview Terrace, Windsor, VT 05089

      • 2 Beds
      • 1 Bath
      • 768 Sq Ft
      • Built 1950
      17 Fairview Terrace, Windsor, VT 05089

      Last Sold Summary

      • 5 Days On Market

  • /27

    $259,000

    Under Contract
    • 3 Beds
    • 2 Baths
    • 1,620 Sq Ft

    250 Sand Hill Rd, Bethel, VT 05032

    Built in 2004, this well-maintained single-family home offers easy, low-maintenance living in a convenient location just minutes from downtown Bethel and local recreation fields. Situated on a hillside, the property enjoys a pleasant elevated position while remaining close to everyday amenities.The manageable yard includes a dedicated garden space — a rare find for buyers looking to grow

    Carter Auch BHHS Verani Upper Valley

    250 Sand Hill Rd, Bethel, VT 05032
  • /16

    $96,232

    Sold Feb 23, 2026

    9 Walnut St, Hartford, VT 05001

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

    Last Sold Summary

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

    Last Listing Agent Kate Barry EXP Realty

    9 Walnut St, Hartford, VT 05001
    • /39

      Est $792,221

      Not Listed For Sale

      938 Bible Hill Rd, Brownsville, VT 05037

      • 5 Beds
      • 2.5 Baths
      • 3,443 Sq Ft
      • Built 1990
      938 Bible Hill Rd, Brownsville, VT 05037

      Last Sold Summary

      • 78 Days On Market

  • /52

    $1,350,000

    • 4 Beds
    • 3 Baths
    • 2,138 Sq Ft

    24 Ledgewood Rd Unit B2/B6 GR, Ludlow, VT 05149

    Ledgewood on Okemo. Enjoy a ski on ski off community at Okemo Mountain Resort. This modern, multi-level condo balances contemporary convenience with cozy charm. Ideal for entertaining or a serene ski retreat, the layout features a bright, open-concept main level and an attached one-car garage. The main level boasts light hardwood flooring, a dramatic stone fireplace, and massive windows that

    Katherine Burns William Raveis Real Estate Vermont Properties

    24 Ledgewood Rd Unit B2/B6 GR, Ludlow, VT 05149
  • /2

    $299,000

    Sold Feb 02, 2026

    22 Hammond Hill Rd, West Windsor, VT 05089

    • 2 Beds
    • 1 Bath
    • 936 Sq Ft
    • Built 1963

    Last Sold Summary

    • $319/SF
    • 0 Days On Market

    Current Estimated Value $303,172

    Last Listing Agent Shawna Fox BHHS Verani Upper Valley

    22 Hammond Hill Rd, West Windsor, VT 05089
    • /38

      Est $405,999

      Not Listed For Sale

      93 Butterfield Hill Rd, Perkinsville, VT 05151

      • 4 Beds
      • 1.5 Baths
      • 1,400 Sq Ft
      • Built 1981
      93 Butterfield Hill Rd, Perkinsville, VT 05151

      Last Sold Summary

      • 23 Days On Market

  • /55

    $249,900

    $10K PRICE DROP Under Contract
    • 4 Beds
    • 2.5 Baths
    • 1,776 Sq Ft

    22 Coolidge Rd, Springfield, VT 05156

    Room for everyone with 4 bedrooms and 2 and 1/4 baths! A large primary bedroom, a bathroom with walk in shower, full laundry and a 2nd 1/4 bath ALL on the 1st level! Affordable too! Comfort, Convenience & Timeless Functionality are All Here in One Address.This well-maintained 4-bedroom, 2 full bath home delivers. Includes a first-floor bedroom, full bath, and laundry, ideal for flexible

    Jen Baker Connecticut River Valley Realty

    22 Coolidge Rd, Springfield, VT 05156
  • /15

    $70,000

    Sold May 14, 2026

    00 Hillcrest Dr, Andover, VT 05143

    • Land
    • 4.05 Acres
    • $17,284 per Acre

    Last Sold Summary

    • 26% Below List Price
    • 274 Days On Market

    Last Listing Agent Daire Gibney Barrett and Valley Associates Inc.

    00 Hillcrest Dr, Andover, VT 05143
    • /35

      Est $454,979

      Not Listed For Sale

      1035 Davidson Hill Rd, North Springfield, VT 05150

      • 4 Beds
      • 3.5 Baths
      • 2,405 Sq Ft
      • Built 2007
      1035 Davidson Hill Rd, North Springfield, VT 05150

      Last Sold Summary

      • 3 Days On Market

  • /37

    $375,000

    • 3 Beds
    • 1 Bath
    • 2,128 Sq Ft

    1057 Brockway Mills Rd, Springfield, VT 05156

    Conveniently located between Rockingham, Springfield, and Chester, this sweet 3-bedroom ranch sits on 1.5 +/- acres of mostly open, level land. The home has seen many recent upgrades, including fresh paint inside and out, beautifully refinished wood floors in select rooms, and new click-lock flooring in others. What was once attic space has been thoughtfully converted into additional finished

    Chelsea Richardson Barrett and Valley Associates Inc.

    1057 Brockway Mills Rd, Springfield, VT 05156
  • /25

    $465,000

    Sold Oct 24, 2025

    73 Iris Way, White River Junction, VT 05001

    • 2 Beds
    • 2 Baths
    • 1,366 Sq Ft
    • Built 1995

    Last Sold Summary

    • 6% Above List Price
    • $340/SF
    • 0 Days On Market

    Current Estimated Value $450,057

    Last Listing Agent Chuck Clifford Four Seasons Sotheby's Int'l Realty

    73 Iris Way, White River Junction, VT 05001
    • /40

      Est $854,476

      Not Listed For Sale

      1811 Connecticut River Rd, Springfield, VT 05156

      • 5 Beds
      • 4.5 Baths
      • 2,580 Sq Ft
      • Built 2007
      1811 Connecticut River Rd, Springfield, VT 05156

      Last Sold Summary

      • 13 Days On Market

  • /60

    $1,150,000

    • 3 Beds
    • 2.5 Baths
    • 2,520 Sq Ft

    764 Upper Sparrow Hawk Rd, Rochester, VT 05767

    Where Mountain Living Meets Modern Design. Set on 7.3± private acres in the heart of Vermont’s premier ski country, this extraordinary retreat offers a rare blend of refined luxury and natural beauty. Thoughtfully renovated and expanded, the home showcases over 2,500 finished square feet of curated living space with sweeping views of Killington and Pico, and seasonal glimpses of Camel’s Hump and

    The Hammond Team KW Vermont

    764 Upper Sparrow Hawk Rd, Rochester, VT 05767
  • /50

    $338,000

    Sold Apr 10, 2026

    129 Ranger Rd, Rochester, VT 05767

    • Land
    • 11.25 Acres
    • $30,044 per Acre

    Last Sold Summary

    • 23% Above List Price
    • 11 Days On Market

    Current Estimated Value $269,500

    Last Listing Agent William Brokhof Vermont Backcountry Real Estate

    129 Ranger Rd, Rochester, VT 05767
    • /23

      Est $695,850

      Not Listed For Sale

      632 East Rd, Cavendish, VT 05142

      • 3 Beds
      • 2.5 Baths
      • 2,922 Sq Ft
      • Built 2000
      632 East Rd, Cavendish, VT 05142

      Last Sold Summary

      • 0 Days On Market

  • /23

    $299,000

    • Land
    • 45 Acres
    • $6,644 per Acre

    1376 Kingdom Rd, Plymouth, VT 05056

    Rare offering of forty-five beautiful acres in the lakes region between Killington and Okemo. You know what they say..."They don't make more land". More photos coming soon or come and take a look yourself and hike around the property. Potential views of Okemo with clearing. Subdivision is possible and has been started at the State level (along with wastewater permitting), but needs to be

    Tyleen Murray Kelley Real Estate, Inc.

    1376 Kingdom Rd, Plymouth, VT 05056
  • /47

    $354,000

    Sold Jan 09, 2026

    113 Hanover St, White River Junction, VT 05001

    • 2 Beds
    • 1 Bath
    • 864 Sq Ft
    • Built 1974

    Last Sold Summary

    • 6% Below List Price
    • $410/SF
    • 21 Days On Market

    Current Estimated Value $358,711

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

    113 Hanover St, White River Junction, VT 05001
    • /29

      Est $338,798

      Not Listed For Sale

      201 Hill Top Rd, Chester, VT 05143

      • 3 Beds
      • 1 Bath
      • 1,137 Sq Ft
      • Built 1983
      201 Hill Top Rd, Chester, VT 05143

      Last Sold Summary

      • 18 Days On Market

  • /28

    $219,000

    • 1 Bed
    • 1 Bath
    • 744 Sq Ft

    16 Hemlock Ridge Dr Unit 101, White River Junction, VT 05001

    Charming 1-Bedroom Condo conveniently located just 3 miles to Dartmouth College and surrounding area with easy interstate access as well. This inviting one bedroom condo at the Barn at Hemlock Ridge offers the perfect blend of comfort and utility. The layout features an additional versatile room ideal for a dedicated home office or study space. Association dues cover both heat and hot water.

    Dorothy Griswold The Clerkin Agency, P.C.

    16 Hemlock Ridge Dr Unit 101, White River Junction, VT 05001
  • /6

    $90,000

    Sold Sep 26, 2025

    36 Chestnut St, Hartford, VT 05001

    • Land
    • 28,314 Sq Ft
    • $138,462 per Acre

    Last Sold Summary

    • 28% Below List Price
    • 346 Days On Market

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

    36 Chestnut St, Hartford, VT 05001
    • /37

      Est $811,822

      Not Listed For Sale

      488 Andover Rd, Ludlow, VT 05149

      • 5 Beds
      • 4 Baths
      • 3,641 Sq Ft
      • Built 1920
      488 Andover Rd, Ludlow, VT 05149

      Last Sold Summary

      • 19 Days On Market

Showing Results 601 - 640, Page 16 of 18

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