34,494

Windsor County, VT Homes

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  • /59

    $985,000

    Pending
    • 2 Beds
    • 3 Baths
    • 1,586 Sq Ft

    2865 Bridgewater Hill Rd, Bridgewater Corners, VT 05035

    Welcome to "Green Shutters," an exceptional 20-acre Vermont homestead that seamlessly bridges late-1800s heritage with state-of-the-art, sustainable luxury. While technically a two-bedroom, this highly versatile property offers far more space, featuring a fully renovated circa 1895 farmhouse and a striking modern addition with an oversized heated two-car garage, private guest suite, and multiple

    Agent Photo

    KC Gandee

    Real Broker LLC

    2865 Bridgewater Hill Rd, Bridgewater Corners, VT 05035
  • /12

    Starting at $2,600 Per Month

    • 2 - 3 Beds

    38 Hillcrest Terrace, White River Junction, VT 05001

    Charming, Convenient, and Full of Character!Welcome to 38 Hillcrest Terrace, a bright and inviting home tucked into one of White River Junction’s most walkable neighborhoods. This property blends classic New England charm with practical updates, offering a comfortable living experience just moments from the village center.Property Highlights• Spacious layout with well-proportioned

    38 Hillcrest Terrace, White River Junction, VT 05001
  • /2

    $4,350,000

    Sold Dec 12, 2025

    700 Barton Rd, West Windsor, VT 05089

    • 3 Beds
    • 3.5 Baths
    • 3,884 Sq Ft
    • Built 2006

    Last Sold Summary

    • $1,120/SF
    • 0 Days On Market

    Last Listing Agent Story Jenks LandVest, Inc/Woodstock

    700 Barton Rd, West Windsor, VT 05089
    • /60

      Est $352,667

      Not Listed For Sale

      44 Watershed Rd, Bethel, VT 05032

      • 4 Beds
      • 2 Baths
      • 2,425 Sq Ft
      • Built 1830
      44 Watershed Rd, Bethel, VT 05032

      Last Sold Summary

      • 32 Days On Market

      Last Listing Agent John Bassette Bassette Real Estate Group

  • /55

    $1,595,000

    • 5 Beds
    • 5.5 Baths
    • 3,521 Sq Ft

    2615 North Rd, Barnard, VT 05031

    At 2615 North Road, the landscape is ever-present. Expansive decks and walls of windows invite the mountains into everyday life, from the first light across the hills to the rich colors of a Vermont sunset. Set along one of Barnard’s most coveted roads, this fully renovated five-bedroom, 5.5-bath home brings a sophisticated point of view to country living...beautifully considered, effortlessly

    Agent Photo

    Susan Hickey

    Snyder Donegan Real Estate Group

    2615 North Rd, Barnard, VT 05031
  • /13

    Starting at $1,975 Per Month

    • 1 - 2 Beds

    1 Vt Route 12, Hartland, VT 05048

    Welcome to comfortable, convenient living in the heart of Hartland.This well-maintained property takes the stress out of everyday life with heat, plowing, lawn care, and parking all included—a huge value that keeps your monthly expenses predictable. Pets are warmly welcomed.Everything you need is just steps away.You’ll be surrounded by local amenities that make small-town living a

    1 Vt Route 12, Hartland, VT 05048
  • /2

    $652,800

    Sold Nov 26, 2025

    191 Mason Rd, Hartford, VT 05047

    • 3 Beds
    • 2 Baths
    • 1,700 Sq Ft
    • Built 2007

    Last Sold Summary

    • 7% Below List Price
    • $384/SF
    • 0 Days On Market

    Current Estimated Value $642,930

    Last Listing Agent Lori Shipulski BHHS Verani Upper Valley

    191 Mason Rd, Hartford, VT 05047
    • /27

      Est $442,000

      Not Listed For Sale

      107 Winding Brook Ln, White River Junction, VT 05001

      • 3 Beds
      • 2 Baths
      • 1,989 Sq Ft
      • Built 1995
      107 Winding Brook Ln, White River Junction, VT 05001

      Last Sold Summary

      • 21 Days On Market

      Last Listing Agent Kasia Butterfield Coldwell Banker LIFESTYLES - Quechee

  • /29

    $249,000

    • 3 Beds
    • 1 Bath
    • 1,203 Sq Ft

    42 Mark St, Springfield, VT 05156

    Delightful cape style home in a family friendly neighborhood. Large lot with detached single car garage, additional building for storage, lots of level space for a garden or to fence in. Home features a covered entry. This home has seen lots of updates thru its life including a newer roof, new wooden siding that has been freshly painted, interior of the home has also been freshly painted. Lots of

    Agent Photo

    Julie Buffum

    Buffum Realty

    42 Mark St, Springfield, VT 05156
  • /3

    Starting at $1,800 Per Month

    • 1 - 2 Beds

    29 Cross St, Quechee, VT 05059

    Settle into this comfortable first-floor one-bedroom/one-bath apartment where convenience meets classic Upper Valley charm. Pet-friendly and thoughtfully maintained, this home includes lawn care, plowing, trash, water/sewer, and parking—a rare bundle that keeps living simple and stress-free.Just off Route 4, you’ll be minutes from the Quechee Green Park, home of the beloved Annual Quechee

    29 Cross St, Quechee, VT 05059
  • /38

    $490,000

    Sold Mar 20, 2026

    98 Spaulding Rd Unit H-4, Cavendish, VT 05153

    • 3 Beds
    • 3.5 Baths
    • 2,023 Sq Ft
    • Built 2005

    Last Sold Summary

    • 7% Below List Price
    • $242/SF
    • 87 Days On Market

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

    98 Spaulding Rd Unit H-4, Cavendish, VT 05153
    • /55

      Est $1,174,227

      Not Listed For Sale

      2 Maple St, Woodstock, VT 05091

      • 4 Beds
      • 3.5 Baths
      • 2,710 Sq Ft
      • Built 2020
      2 Maple St, Woodstock, VT 05091

      Last Sold Summary

      • 5 Days On Market

      Last Listing Agent Gretchjen Smith Williamson Group Sothebys Intl. Realty

  • /43

    $419,900

    $5K PRICE DROP
    • 5 Beds
    • 2 Baths
    • 1,982 Sq Ft

    176 Meadow Rd, Chester, VT 05143

    Welcome to this beautifully updated raised ranch, thoughtfully designed for both relaxed day-to-day living and effortless entertaining. Step inside to an open-concept main level bathed in natural light, anchored by rich hickory hardwood floors that flow throughout. At the heart of the home, the renovated kitchen shines with modern finishes, a classic apron-front farmhouse sink, and stainless

    Agent Photo

    Lauren Behm

    Berkshire Hathaway HomeServices Stratton Home

    176 Meadow Rd, Chester, VT 05143
  • /14

    Starting at $1,950 Per Month

    • 1 - 3 Beds

    77-79 Christian St, White River Junction, VT 05001

    Apartments in Hartford, VT! Check out the listings for floor plans and additional details. Located in White River Junction only 4min. (1.5 mi.) from downtown White River Junction, 9 min. (3.2 mi.) to the West Lebanon shopping center; 16 min. (8 mi.) to Dartmouth Hitchcock Medical Center; and 7 min. (4.9 mi.) to Dartmouth College.

    77-79 Christian St, White River Junction, VT 05001
  • /12

    $242,750

    Sold Jul 07, 2026

    891 Vermont Route 100, Weston, VT 05161

    • 2 Beds
    • 1 Bath
    • 864 Sq Ft
    • Built 1964

    Last Sold Summary

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

    Last Listing Agent Andie Fusco Four Seasons Sotheby's Int'l Realty

    891 Vermont Route 100, Weston, VT 05161
    • /15

      Est $211,641

      Not Listed For Sale

      14 Central St, Windsor, VT 05089

      • 1 Bed
      • 1.5 Baths
      • 1,056 Sq Ft
      • Built 1920
      14 Central St, Windsor, VT 05089

      Last Sold Summary

      • 7 Days On Market

      Last Listing Agent David White OwnerEntry.com

  • /43

    $259,000

    • 3 Beds
    • 1 Bath
    • 1,489 Sq Ft

    32 Mark St, Springfield, VT 05156

    More photos are coming! This home has been loved and cared for 50 plus years by the same family and now it is ready for a new chapter. Located in a nice family friendly neighborhood that is perfect for evening strolls around the block. Home features newer windows, hardwood floors, a heated sunroom, and a large dining room. The living room flows nicely into the heated sunroom for lots of

    Agent Photo

    Julie Buffum

    Buffum Realty

    32 Mark St, Springfield, VT 05156
  • /19

    Starting at $1,750 Per Month

    • Studio

    132 S Main St, White River Junction, VT 05001

    The apartment building at 132 South Main Street was designed by the award-winning Studio Nexus Architects. High ceilings and large windows characterize the open-concept design of these spacious studios. The building is located in the heart of downtown White River Junction, just footsteps from public transportation, Northern Stage Theater, area shops and award-winning restaurants including Elixir,

    South Block

    132 S Main St, White River Junction, VT 05001
  • /32

    $850,000

    Sold May 29, 2026

    0 Newton Ln Unit 5082131, Hartford, VT 05001

    • Land
    • 110.01 Acres
    • $7,727 per Acre

    Last Sold Summary

    • 5% Below List Price
    • 18 Days On Market

    Last Listing Agent Laird Bradley Williamson Group Sothebys Intl. Realty

    0 Newton Ln Unit 5082131, Hartford, VT 05001
    • /38

      Est $483,094

      Not Listed For Sale

      66 Summit Trails Rd, Weston, VT 05161

      • 4 Beds
      • 3 Baths
      • 1,946 Sq Ft
      • Built 1970
      66 Summit Trails Rd, Weston, VT 05161

      Last Sold Summary

      • 20 Days On Market

      Last Listing Agent Nancy Jensen Four Seasons Sotheby's Int'l Realty

  • /17

    $75,000

    • 2 Beds
    • 1 Bath
    • 620 Sq Ft

    1144 Potash Brook Rd, Chester, VT 05143

    Nice country spot with older mobile home on it. Property is located in a flood zone so if removed could not be replaced with a permanent structure. Power, septic and electric on sight along with a 1 car garage. Home could be repaired, would also make a great spot for a snowbird wanting a spot in Vermont or anyone looking to park an RV. Property is sold AS IS CASH ONLY

    Agent Photo

    Julie Buffum

    Buffum Realty

    1144 Potash Brook Rd, Chester, VT 05143
  • /22

    Starting at $1,725 Per Month

    • 2 Beds

    382 River St, Springfield, VT 05156

    382-384 River St

    382 River St, Springfield, VT 05156
  • /60

    $250,000

    Sold Oct 14, 2025

    643 Vermont 12, Hartland, VT 05048

    • 2 Beds
    • 1 Bath
    • 1,076 Sq Ft
    • Built 1940

    Last Sold Summary

    • 11% Below List Price
    • $232/SF
    • 40 Days On Market

    Last Listing Agent John Bassette Bassette Real Estate Group

    643 Vermont 12, Hartland, VT 05048
    • /22

      Est $209,761

      Not Listed For Sale

      20 Smith St, Springfield, VT 05156

      • 3 Beds
      • 2 Baths
      • 1,083 Sq Ft
      • Built 1950
      20 Smith St, Springfield, VT 05156

      Last Sold Summary

      • 37 Days On Market

      Last Listing Agent Patrick Kelley Real Broker LLC

  • /12

    $149,000

    • Land
    • 17.7 Acres
    • $8,418 per Acre

    0 Trebo Rd, Chester, VT 05143

    Discover the perfect setting for your Vermont dream home or future development on this picturesque rural parcel. Set along scenic Trebo Road, a quiet country road lined with historic homes, open fields, and mature woodlands, this nearly 18-acre property offers exceptional potential. Highlights include approximately 1,500 feet of road frontage, a charming pond, beautiful stone walls, and a Vermont

    Agent Photo

    Gail Beardmore

    Engel & Völkers Okemo

    0 Trebo Rd, Chester, VT 05143
  • /3

    Starting at $1,675 Per Month

    • 1 Bed

    22 Mineral St, Springfield, VT 05156

    This unit has a large living area, updated kitchen and bathroom, off-street parking, as well as a washer and dryer on the premises. An additional bonus room can be used as an office or den. Bathroom with a standing shower only.Located in a relatively quiet setting with comfortable covered porch areas for enjoying that morning cuppa or watching the sunset. The setting is reasonably private

    22 Mineral St, Springfield, VT 05156
  • /38

    $130,000

    Sold Feb 20, 2026

    225/227 Qtr I Jackson Gore Inn, Ludlow, VT 05149

    • 2 Beds
    • 3 Baths
    • 1,190 Sq Ft
    • Built 2003

    Last Sold Summary

    • 12% Below List Price
    • $109/SF
    • 151 Days On Market

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

    225/227 Qtr I Jackson Gore Inn, Ludlow, VT 05149
    • /40

      Est $315,422

      Not Listed For Sale

      91 Fairground Rd, Springfield, VT 05156

      • 3 Beds
      • 1.5 Baths
      • 1,432 Sq Ft
      • Built 1954
      91 Fairground Rd, Springfield, VT 05156

      Last Sold Summary

      • 46 Days On Market

      Last Listing Agent Heather Gleim CENTURY 21 North East

  • /30

    $385,000

    Under Contract
    • 3 Beds
    • 1 Bath
    • 1,488 Sq Ft

    3051 Vt Rt 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 Rt 107, Stockbridge, VT 05772
  • /15

    Starting at $1,895 Per Month

    • 3 Beds

    8 Union St, Windsor, VT 05089

    8 Union St.

    8 Union St, Windsor, VT 05089
  • /33

    $706,000

    Sold Mar 06, 2026

    215 Granite Way Unit 8B, Quechee, VT 05059

    • 4 Beds
    • 3.5 Baths
    • 2,609 Sq Ft
    • Built 2006

    Last Sold Summary

    • 3% Below List Price
    • $271/SF
    • 8 Days On Market

    Last Listing Agent Herb Hart Quechee Lakes Real Estate Center

    215 Granite Way Unit 8B, Quechee, VT 05059
    • /29

      Est $225,995

      Not Listed For Sale

      92 Pleasant St, Bethel, VT 05032

      • 3 Beds
      • 2 Baths
      • 1,482 Sq Ft
      • Built 1900
      92 Pleasant St, Bethel, VT 05032

      Last Sold Summary

      • 57 Days On Market

      Last Listing Agent Rachel Arsenault Williamson Group Sothebys Intl. Realty

  • /39

    $850,000

    • 4 Beds
    • 2 Baths
    • 2,352 Sq Ft

    208 Jarvis Rd, Perkinsville, VT 05151

    Delayed showings until 8/16. Motivated Seller! This exceptional four-bedroom home encompasses 11.5 pristine acres. The residence features light-filled, elegantly scaled principal rooms optimized for entertaining and daily living. There is a study/bedroom on the first floor with a three-quarter hall bath next to it. Upstairs, there are three bedrooms (one is being used as a study) and a generously

    Agent Photo

    Jennifer Falvey

    KW Vermont Woodstock

    208 Jarvis Rd, Perkinsville, VT 05151
  • /20

    Starting at $1,500 Per Month

    • 2 - 3 Beds

    120 Main St, Springfield, VT 05156

    120 Main St.

    120 Main St, Springfield, VT 05156
  • /42

    $415,000

    Sold Mar 30, 2026

    1979 N Hill Rd, Chester, VT 05143

    • 3 Beds
    • 2 Baths
    • 1,872 Sq Ft
    • Built 2005

    Last Sold Summary

    • 10% Below List Price
    • $222/SF
    • 113 Days On Market

    Current Estimated Value $393,500

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

    1979 N Hill Rd, Chester, VT 05143
    • /60

      Est $676,856

      Not Listed For Sale

      3236 Weston-Andover Rd, Chester, VT 05143

      • 4 Beds
      • 3 Baths
      • 2,456 Sq Ft
      • Built 1878
      3236 Weston-Andover Rd, Chester, VT 05143

      Last Sold Summary

      • 6 Days On Market

      Last Listing Agent Mendi Michael Engel & Völkers Okemo

  • /50

    $499,900

    • 4 Beds
    • 2 Baths
    • 2,259 Sq Ft

    50 Linhale Rd, Springfield, VT 05156

    On a quiet dead-end road in Springfield, Vermont, this classic 1935 Cape Cod sits on 5.5 private, rolling acres that have been lovingly shaped over many years into a true country haven. Mature landscaping, established garden beds, a functional greenhouse for year-round growing, a barn, stables, and open fields ready for pasture or cultivation all speak to a deep appreciation for the land and

    Agent Photo

    Vin Morris

    BHHS Verani Upper Valley

    50 Linhale Rd, Springfield, VT 05156
  • /17

    Starting at $1,810 Per Month

    • Studio

    241 S Main St, White River Junction, VT 05001

    Studio's available in downtown White River Junction, walking distance to most amenities!

    241 S Main St, White River Junction, VT 05001
  • /60

    $605,000

    Sold Jul 20, 2026

    228 Birch Landing Rd Unit 23, Plymouth, VT 05056

    • 3 Beds
    • 3 Baths
    • 1,990 Sq Ft
    • Built 2004

    Last Sold Summary

    • 10% Above List Price
    • $304/SF
    • 3 Days On Market

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

    228 Birch Landing Rd Unit 23, Plymouth, VT 05056
    • /52

      Est $562,548

      Not Listed For Sale

      1613 W Woodstock Rd, Woodstock, VT 05091

      • 3 Beds
      • 1.5 Baths
      • 2,240 Sq Ft
      • Built 1944
      1613 W Woodstock Rd, Woodstock, VT 05091

      Last Sold Summary

      • 53 Days On Market

      Last Listing Agent Holly Hall Hall Collins Real Estate Group

Showing Results 1 - 40, Page 1 of 18

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