34,496

Windsor County, VT Homes

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  • /2

    $129,000

    $10K PRICE DROP
    • 2,144 Sq Ft

    73 Union St, Springfield, VT 05156

    Nice sized in-town home and yard with large 2 car garage and shed. Lots of room for your toys. The home is currently a 2-unit home but was originally a single-family home and could be changed back into a one family without a lot of effort. Home does need some work so cash buyers only please. This could be your chance to get into rental business. Lots of possibilities for this home.Home is

    Agent Photo

    Julie Buffum

    Buffum Realty

    73 Union St, Springfield, VT 05156
  • /4

    $1,325 Per Month

    • 1 Bed
    • 1 Bath
    • Condo for Rent

    9 State St Unit 2B, Windsor, VT 05089

    Enjoy this bright second-floor one-bedroom apartment in the heart of historic Windsor. The open-concept kitchen and living area offers plenty of natural light. The kitchen includes a stove, refrigerator, dishwasher, washer/dryer combo, and ample cabinet space. The bedroom features a large built-in closet, and the bathroom has a full tub and shower.Located above the popular Boston Dreams

    9 State St Unit 2B, Windsor, VT 05089
  • /34

    $269,000

    Sold Jun 15, 2026

    45 Dalrymple St, Chester, VT 05143

    • 3 Beds
    • 1 Bath
    • 1,168 Sq Ft
    • Built 1986

    Last Sold Summary

    • $230/SF
    • 6 Days On Market

    Current Estimated Value $270,457

    Last Listing Agent Julie Buffum Buffum Realty

    45 Dalrymple St, Chester, VT 05143
    • /27

      Est $320,176

      Not Listed For Sale

      942 Christian St, White River Junction, VT 05001

      • 2 Beds
      • 1 Bath
      • 900 Sq Ft
      • Built 1945
      942 Christian St, White River Junction, VT 05001

      Last Sold Summary

      • 2 Days On Market

      Last Listing Agent Susanne Pacilio Martha E. Diebold/Hanover

  • /47

    $1,595,000

    $300K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 1,708 Sq Ft

    196 Cowdrey Outlook, Bethel, VT 05032

    For the first time in over half a century, this extraordinary 100+ acre estate-level property in Barnard is being offered for sale. Cherished by the same family for generations, the property presents a rare opportunity to own one of Vermont’s most scenic and versatile landscapes. Commanding long-range mountain views define the setting, while several picturesque spring-fed ponds, rolling meadows,

    Agent Photo

    Susan Hickey

    Snyder Donegan Real Estate Group

    196 Cowdrey Outlook, Bethel, VT 05032
  • /13

    $1,595 Per Month

    • 1 Bed
    • 1 Bath
    • 1,400 Sq Ft
    • Apartment for Rent

    36 Happy Valley Rd, Woodstock, VT 05091

    Lovely studio efficiency kitchen area, located in a Historic Hamlet of Woodstock Vermont.7 miles to I89 and the Upper Valley. The house is beautiful and studio is on the second floor. Spacious, furnished, charming. Couch, full size bed, table and 2 chairs. Heat, electric, water, sewer, high speed internet , off street parking all included in rent.Quiet, easy living. Security background

    Gail Childs Covered Bridge RE

    36 Happy Valley Rd, Woodstock, VT 05091
  • /38

    $875,000

    Sold Jun 18, 2026

    710 Meadowland Farms Rd, Hartford, VT 05001

    • 3 Beds
    • 3.5 Baths
    • 2,540 Sq Ft
    • Built 1983

    Last Sold Summary

    • $344/SF
    • 11 Days On Market

    Last Listing Agent Rowan Carroll Coldwell Banker LIFESTYLES - Hanover

    710 Meadowland Farms Rd, Hartford, VT 05001
    • /54

      Est $500,175

      Not Listed For Sale

      1118 Wildlife Rd, White River Junction, VT 05001

      • 3 Beds
      • 3 Baths
      • 2,067 Sq Ft
      • Built 1987
      1118 Wildlife Rd, White River Junction, VT 05001

      Last Sold Summary

      • 79 Days On Market

      Last Listing Agent John Bassette Bassette Real Estate Group

  • /52

    $579,000

    $20K PRICE DROP Under Contract
    • 4 Beds
    • 3 Baths
    • 3,428 Sq Ft

    583 Hawk Spur Rd, Plymouth, VT 05056

    Looking for a property with HUGE equity possibilities?? Your dream mountain retreat perfectly nestled between Okemo/Vail and Killington awaits! This contemporary diamond in the rough boasts mountain views and sits on a double lot in the desirable Hawk resort area. You will fall in love with the floods of natural light that bring the outdoors in. This home is ready for your ideas and finishes

    Agent Photo

    Lisa Kelley

    Cummings & Co

    583 Hawk Spur Rd, Plymouth, VT 05056
  • /36

    $6,500 Per Month

    • 5 Beds
    • 2.5 Baths
    • 3,000 Sq Ft
    • House for Rent

    276 Hopson Rd, Norwich, VT 05055

    Norwich VT - 5 Bed, 2.5 Bath Partially Furnished House - $6500 plus utilitiesAvailable - NOWThis spacious home offers the perfect combination of privacy, convenience, and scenic Upper Valley living. Just 5 minutes from Baker Library, Dartmouth's campus, Tuck School of Business, and Dartmouth Health, the property provides an easy commute while offering a peaceful setting just across

    276 Hopson Rd, Norwich, VT 05055
  • /2

    $880,000

    Sold Feb 12, 2026

    6 Ledgewood Rd Unit A1 w/ A2 Garage, Ludlow, VT 05149

    • 3 Beds
    • 3 Baths
    • 1,573 Sq Ft
    • Built 1991

    Last Sold Summary

    • 2% Above List Price
    • $559/SF
    • 0 Days On Market

    Last Listing Agent Joseph Karl William Raveis Real Estate Vermont Properties

    6 Ledgewood Rd Unit A1 w/ A2 Garage, Ludlow, VT 05149
    • /25

      Not Listed For Sale

      75 Royall Tyler Rd, Hartford, VT 05001

      • 3 Beds
      • 2.5 Baths
      • 3,090 Sq Ft
      • Built 1997
      75 Royall Tyler Rd, Hartford, VT 05001

      Last Sold Summary

      • 264 Days On Market

      Last Listing Agent Barbara West Quechee Associates, Inc

  • /43

    $699,000

    • 2 Beds
    • 3 Baths
    • 1,364 Sq Ft

    193 Jackson Gore Unit 739/741, Ludlow, VT 05149

    Come and experience Vermont at its best! This condo is located in Jackson Gore on Okemo Mountain in Ludlow. This slope side condo unit has stunning views of the mountain and trails. This unit would serve well as a family retreat or rental investment property. It boasts a gas fireplace for cold winter nights. It has 2 bedrooms and 3 bathrooms and offers lock-out capability for separate rental

    Agent Photo

    John Napier

    TPW Real Estate

    193 Jackson Gore Unit 739/741, Ludlow, VT 05149
  • /14

    $1,800 Per Month

    • 1 Bed
    • 1 Bath
    • 800 Sq Ft
    • Apartment for Rent

    44 Butternut Ln Unit 2, Wood Stock, VT 05091

    Enjoy the charm of village living in this beautifully furnished third-floor, one-bedroom apartment located in a historic home in the heart of Taftsville, Vermont, a hamlet of Woodstock. Bright and inviting, this apartment features large windows, hardwood floors, and an open-concept kitchen and dining area, creating a comfortable and welcoming living space ideal for professionals or anyone seeking

    Matt DePrizio Covered Bridge RE

    44 Butternut Ln Unit 2, Wood Stock, VT 05091
  • /2

    $252,000

    Sold Jun 30, 2026

    849 Knapp Pond Rd, Cavendish, VT 05142

    • 2 Beds
    • 1 Bath
    • 897 Sq Ft
    • Built 1959

    Last Sold Summary

    • 1% Below List Price
    • $281/SF
    • 0 Days On Market

    Current Estimated Value $253,048

    Last Listing Agent Kevin Barnes William Raveis Real Estate Vermont Properties

    849 Knapp Pond Rd, Cavendish, VT 05142
    • /52

      Not Listed For Sale

      2067 Music Mountain Rd, Stockbridge, VT 05772

      • 2 Beds
      • 2 Baths
      • 1,917 Sq Ft
      • Built 1969
      2067 Music Mountain Rd, Stockbridge, VT 05772

      Last Sold Summary

      • 42 Days On Market

      Last Listing Agent The Hammond Team KW Vermont

  • /34

    $385,000

    Under Contract
    • Land
    • 62 Acres
    • $6,210 per Acre

    3051 Vt Rte 107, Stockbridge, VT 05772

    A rare chance to own a substantial slice of Vermont's countryside, with commercial upside built in. This 62-acre property spans both sides of VT Route 107, offering a diverse landscape along with the flexibility of a commercial zoning designation, opening the door to a range of business and development possibilities. On the south side, mature forested acreage includes a former sugarbush offering

    Agent Photo

    Susan Hickey

    Snyder Donegan Real Estate Group

    3051 Vt Rte 107, Stockbridge, VT 05772
  • /33

    $5,900 Per Month

    • 4 Beds
    • 2 Baths
    • 2,942 Sq Ft
    • House for Rent

    476 Hawk Pine Rd, Norwich, VT 05055

    Owned by Dartmouth Alum and recent graduate. Fully furnished and professionally designed 4 bedroom 2 bath home in Norwich offers comfortable living in a desirable Norwich, VT location. The residence features hardwood flooring, a beautifully renovated kitchen and master bath, and an office and fast internet ideal for remote work or study. The property includes AC throughout, a generator, a two-car

    476 Hawk Pine Rd, Norwich, VT 05055
  • /41

    $525,000

    Sold Dec 15, 2025

    77 Winding Rd, Brownsville, VT 05037

    • 4 Beds
    • 2 Baths
    • 2,380 Sq Ft
    • Built 1988

    Last Sold Summary

    • 1% Above List Price
    • $221/SF
    • 23 Days On Market

    Current Estimated Value $541,861

    Last Listing Agent Dana Waters Dark Horse Realty

    77 Winding Rd, Brownsville, VT 05037
    • /41

      Not Listed For Sale

      281 Okemo Trailside Extension Unit 30B, Ludlow, VT 05149

      • 3 Beds
      • 2.5 Baths
      • 1,694 Sq Ft
      • Built 1983
      281 Okemo Trailside Extension Unit 30B, Ludlow, VT 05149

      Last Sold Summary

      • 360 Days On Market

      Last Listing Agent Joseph Karl William Raveis Real Estate Vermont Properties

  • /39

    $949,000

    $50K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 3,183 Sq Ft

    63 Royall Tyler Rd, Hartford, VT 05001

    Settle into the farmers porch with a morning coffee and watch the seasons change across the Vermont hills. Inside, every detail speaks to quality craftsmanship — thoughtful appointments, warm finishes, and a layout designed for real family life. The yard has plenty of room for kids to run, explore, and make the kind of memories that bring families back to Vermont generation after

    Agent Photo

    Herb Hart

    Quechee Lakes Real Estate Center

    63 Royall Tyler Rd, Hartford, VT 05001
  • /29

    $10,000 Per Month

    • 4 Beds
    • 4 Baths
    • 4,400 Sq Ft
    • House for Rent

    36 Moses Pond Rd, Weston, VT 05161

    No need to ski out west this ski season because WE have all of the snow here on the east with an impressive snow base and seemingly endless supply heading our way this season!It's time to indulge yourself with this truly unique custom log, masterfully crafted timber peg construction mecca of mountain luxury at its finest. The views are incredible; the amenities are top shelf. The screened in

    Peggy O'neill Cummings & Co

    36 Moses Pond Rd, Weston, VT 05161
  • /40

    $375,000

    Sold Jul 02, 2026

    21 Dell Rd, Springfield, VT 05156

    • 3 Beds
    • 2.5 Baths
    • 2,500 Sq Ft
    • Built 1950

    Last Sold Summary

    • $150/SF
    • 2 Days On Market

    Current Estimated Value $377,130

    Last Listing Agent Franchesca Collins Hall Collins Real Estate Group

    21 Dell Rd, Springfield, VT 05156
    • /26

      Est $372,450

      Not Listed For Sale

      1474 Hartford Ave, White River Junction, VT 05001

      • 2 Beds
      • 2 Baths
      • 960 Sq Ft
      • Built 1965
      1474 Hartford Ave, White River Junction, VT 05001

      Last Sold Summary

      • 43 Days On Market

      Last Listing Agent Jill Stark RE/MAX Upper Valley

  • /52

    $1,249,000

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

    52 Fishing Access Rd, Ludlow, VT 05149

    Lakefront Living on Lake Rescue- Minutes from Okemo Mountain.Rarely does a Lake Rescue property offer this combination of location, views, privacy and four-season appeal. Perched above the clear waters of Lake Rescue, this distinctive lake house offers sweeping water views, easy access to boating and swimming, and the convenience of being just minutes from Okemo Mountain. Whether your ideal

    Agent Photo

    Gail Beardmore

    Engel & Völkers Okemo

    52 Fishing Access Rd, Ludlow, VT 05149
  • /8

    $1,325 Per Month

    • 1 Bed
    • 1 Bath
    • Condo for Rent

    9 State St Unit 3C, Windsor, VT 05089

    (CURRENTLY UNDER CONTRACT)Located on the third floor, this beautiful one bedroom apartment is located in the heart of historic downtown Windsor. This unit has an open concept kitchen/living. The kitchen has plenty of storage and is fully equipped with a stove, fridge, dishwasher and washer/dryer combo. A good sized bedroom features a large built in closet. The bathroom has a shower/tub

    9 State St Unit 3C, Windsor, VT 05089
  • /59

    $515,000

    Sold Nov 06, 2025

    37 Breezy Hill Rd, Springfield, VT 05156

    • 5 Beds
    • 4.5 Baths
    • 4,244 Sq Ft
    • Built 1940

    Last Sold Summary

    • 26% Below List Price
    • $121/SF
    • 321 Days On Market

    Current Estimated Value $534,115

    Last Listing Agent Carol Cole BHG Masiello Brattleboro

    37 Breezy Hill Rd, Springfield, VT 05156
    • /36

      Est $854,734

      Not Listed For Sale

      61 Putnam Rd, Bridgewater Corners, VT 05035

      • 4 Beds
      • 1 Bath
      • 2,330 Sq Ft
      • Built 1865
      61 Putnam Rd, Bridgewater Corners, VT 05035

      Last Sold Summary

      • 367 Days On Market

      Last Listing Agent Geoff Eckler Real Broker LLC

  • /3

    $170,000

    • Land
    • 10.04 Acres
    • $16,932 per Acre

    00 Will Dean Rd, Springfield, VT 05156

    Nice piece of land with some selected clearing done but more could be done with the potential of views. Land is both clear and wooded, level and sloping. Located on a quiet gravel road with a mix of single-family homes and small farms it is the perfect reflection of rural Vermont. Just minutes to I91and downtown Springfield makes this a great spot to set down roots.

    Agent Photo

    Julie Buffum

    Buffum Realty

    00 Will Dean Rd, Springfield, VT 05156
  • /16

    $25,000 Per Month

    • 4 Beds
    • 2.5 Baths
    • 3,438 Sq Ft
    • House for Rent

    237 Ellisons Lake Rd, Ludlow, VT 05149

    Make the most of this ski season in this spacious 4-bedroom, 2.5-bath home, perfectly located just minutes from the slopes. With room to sleep family and friends comfortably, it’s the ideal spot to gather after a day on the mountain. The home offers a welcoming layout, plenty of space to relax, and all the essentials for a cozy Vermont winter getaway. Whether you’re looking for quick access to

    Roger Danyew Diamond Realty

    237 Ellisons Lake Rd, Ludlow, VT 05149
  • /23

    $89,499

    Sold Feb 23, 2026

    129 Ash Ln, Springfield, VT 05156

    • 2 Beds
    • 1 Bath
    • 746 Sq Ft
    • Built 2024

    Last Sold Summary

    • $120/SF
    • 202 Days On Market

    Last Listing Agent Kate Barry EXP Realty

    129 Ash Ln, Springfield, VT 05156
    • /17

      Not Listed For Sale

      46 Barrister Dr Unit 208, White River Junction, VT 05001

      • 1 Bed
      • 1 Bath
      • 569 Sq Ft
      • Built 2005
      46 Barrister Dr Unit 208, White River Junction, VT 05001

      Last Sold Summary

      • 83 Days On Market

      Last Listing Agent Jill Harlow Coldwell Banker LIFESTYLES - Hanover

  • /37

    $399,000

    New Construction
    • 4 Beds
    • 2.5 Baths
    • 2,148 Sq Ft

    40 Fenton Rd, Chester, VT 05143

    This property is a handy man's dream for someone who has a vision of finishing a house and turning it into their own sanctuary. The bones of the house are in place, furnace and piping for heat are in, rough plumping and wiring are done, and most sheet rock is completed. Gas fireplace is mounted and vented to outside and kitchen cabinets are on site. It boasts a little over 2000 square feet of

    Agent Photo

    John Napier

    TPW Real Estate

    40 Fenton Rd, Chester, VT 05143
  • /32

    $6,000 Per Month

    • 4 Beds
    • 3.5 Baths
    • 4,900 Sq Ft
    • House for Rent

    410 Main St, Norwich, VT 05055

    Discover 4 Bedroom home in Norwich, a renovated, well-appointed residence. This four-bedroom, 3.5-bath home features hardwood flooring throughout and a beautifully renovated kitchen ideal for cooking and entertaining. Located within a short commute to Dartmouth College and I-91, it’s also about 15 minutes to Dartmouth-Hitchcock (DH) and within walking distance to Dan & Whits. Thoughtfully updated

    410 Main St, Norwich, VT 05055
  • /28

    $202,000

    Sold May 29, 2026

    221A Southridge St, Springfield, VT 05156

    • 1 Bed
    • 1 Bath
    • 828 Sq Ft
    • Built 1979

    Last Sold Summary

    • 2% Above List Price
    • $244/SF
    • 4 Days On Market

    Current Estimated Value $196,527

    Last Listing Agent Linda Benoit Highland Realty

    221A Southridge St, Springfield, VT 05156
    • /30

      Not Listed For Sale

      444/446 Qtr I V Jackson Gore Inn, Ludlow, VT 05149

      • 2 Beds
      • 3 Baths
      • 1,355 Sq Ft
      • Built 2003
      444/446 Qtr I V Jackson Gore Inn, Ludlow, VT 05149

      Last Sold Summary

      • 532 Days On Market

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

  • /60

    $2,200,000

    $295K PRICE DROP
    • 5 Beds
    • 9 Baths
    • 7,322 Sq Ft

    1497 Bowman Rd, Barnard, VT 05068

    Circa 1799 Vermont cape, thoughtfully restored and expanded to over 7,300 finished square feet on 12.5 private acres, minutes to Silver Lake and Woodstock village. Five bedrooms, nine baths, and a layout that balances everyday living with the ability to host. Original materials carry throughout, including wide pine floors, skim-coat plaster walls, hand-carved paneling, and period hardware, giving

    Richard Higgerson Higgerson & Company

    1497 Bowman Rd, Barnard, VT 05068
  • /10

    $9,500 Per Month

    • 2 Beds
    • 1 Bath
    • 780 Sq Ft
    • Townhouse for Rent

    28 Smith St, Ludlow, VT 05149

    Clean, convenient and affordable. This ski season, seasonal rental from November 15th - April 15th is located in the heart of the village. Walking distance to all of the conveniences of downtown Ludlow to include the shuttle to Okemo. This cozy two bedroom has beautiful hardwood floors throughout and is well appointed and ready to move in. The kitchenette does not have a stove but is adequate for

    Frank Provance Diamond Realty

    28 Smith St, Ludlow, VT 05149
  • /54

    $2,750,000

    Sold Oct 14, 2025

    74 Grouse Ln, Ludlow, VT 05149

    • 5 Beds
    • 3.5 Baths
    • 4,360 Sq Ft
    • Built 2003

    Last Sold Summary

    • 5% Below List Price
    • $631/SF
    • 0 Days On Market

    Current Estimated Value $2,708,167

    Last Listing Agent Katherine Burns William Raveis Real Estate Vermont Properties

    74 Grouse Ln, Ludlow, VT 05149
    • /26

      Not Listed For Sale

      38 Cardinal Dr, Hartford, VT 05001

      • 4 Beds
      • 2 Baths
      • 1,340 Sq Ft
      • Built 1930
      38 Cardinal Dr, Hartford, VT 05001

      Last Sold Summary

      • 6 Days On Market

      Last Listing Agent Josh Hunt Snyder Donegan Real Estate Group

Showing Results 121 - 160, Page 4 of 18

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