36,326

Windsor County, VT Homes

Section Image Section Image
  • /21

    $75,000

    • 1,440 Sq Ft

    178 Church St, Bethel, VT 05032

    Looking for a Summer Project? Put your ambition and skills to work in this unfinished, single-story 30' x 24'+ wood framed shell constructed with beefy rough-cut lumber. Electric service provided by Green Mountain Power (meter on building). Public water service to, and public sewage disposal from, are available on site. Currently, there is no electrical wiring, plumbing pipes, nor fixtures, but

    Agent Photo

    Lori Holt

    BHHS Vermont Realty Group/Montpelier

    (802) 330-8205

    178 Church St, Bethel, VT 05032
  • /19

    Starting at $1,990 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

    (802) 526-6296

    132 S Main St, White River Junction, VT 05001
  • /53

    $66,000 Sold Aug 05, 2025

    517-519 Jackson Gore Rd Unit 517-519 QTR I, Ludlow, VT 05149

    • 1 Bed
    • 2 Baths
    • 957 Sq Ft
    • Built 2003

    Last Sold Summary

    • 1% Below List Price
    • $69/SF
    • 53 Days On Market

    Last Listing Agent Frank Provance Diamond Realty

    517-519 Jackson Gore Rd Unit 517-519 QTR I, Ludlow, VT 05149
    • /48

      Est $420,212 Not Listed For Sale

      102 Church St, Chester, VT 05143

      • 4 Beds
      • 2 Baths
      • 1,990 Sq Ft
      • Built 1895
      102 Church St, Chester, VT 05143

      Last Sold Summary

      • 2% Above List Price
      • $207/SF
      • 142 Days On Market
      • Last Sold Price $412,000
      • Apr 30, 2025

      Last Listing Agent Geralyn Donohue Engel & Völkers Okemo

  • /57

    $535,000 Under Contract

    • 4 Beds
    • 2 Baths
    • 2,212 Sq Ft

    298 Jenneville Rd, Windsor, VT 05089

    PRICE REDUCED! Welcome to "Valley Brook Farm", an historic cape in the middle of horse country on 12.92 acres with barns, rolling & level pasture, a swimming pond, and brook. Located in the heart of the nationally renowned Green Mountain Horse Association trail network. Nestled on scenic & bucolic Jenneville Road, this c. 1820 cape offers the warmth of wide pine floors, post-and-beam character,

    Agent Photo

    John Bassette

    Bassette Real Estate Group

    (802) 802-3094

    298 Jenneville Rd, Windsor, VT 05089
  • /21

    Starting at $1,725 Per Month

    • 2 Beds

    382 River St, Springfield, VT 05156

    382-384 River St

    (802) 230-1192

    382 River St, Springfield, VT 05156
  • /53

    $798,000 Sold Oct 31, 2025

    392 Gully Rd, Woodstock, VT 05091

    • 2 Beds
    • 2 Baths
    • 1,308 Sq Ft
    • Built 2019

    Last Sold Summary

    • $610/SF
    • 28 Days On Market

    Current Estimated Value $758,277

    Last Listing Agent Keri Cole Williamson Group Sothebys Intl. Realty

    392 Gully Rd, Woodstock, VT 05091
    • /43

      Est $409,738 Not Listed For Sale

      3057 Vt Route 11 E, Chester, VT 05143

      • 3 Beds
      • 1.5 Baths
      • 1,800 Sq Ft
      • Built 1984
      3057 Vt Route 11 E, Chester, VT 05143

      Last Sold Summary

      • 2% Above List Price
      • $222/SF
      • 106 Days On Market
      • Last Sold Price $400,000
      • Apr 25, 2025

      Last Listing Agent Geralyn Donohue Engel & Völkers Okemo

  • /49

    $2,195,000

    • 3 Beds
    • 3 Baths
    • 2,997 Sq Ft

    9671 Vt Route 12, Barnard, VT 05031

    SPRING HILL FARM – A Storied Vermont Estate with Timeless Appeal. Set amidst the rolling hills of Barnard, Vermont, Spring Hill Farm is a distinguished country estate where historic charm and thoughtful stewardship come together across 207 acres of beautifully maintained landscape. Anchoring the property is a stately brick residence dating to 1795, offering a refined sense of heritage and

    Agent Photo

    Susan Hickey

    Snyder Donegan Real Estate Group

    (802) 300-4226

    9671 Vt Route 12, Barnard, VT 05031
  • /5

    Starting at $3,300 Per Month

    • 3 Beds

    45 Common St, Springfield, VT 05156

    Located in Springfield, Vermont, in a quiet neighborhood is this spacious 3 bedroom, 2.5 bathroom home. Upon entering the housing you will find a large entryway with many storage options. Entry to one car garage. Large eat in kitchen which boasts a built in desk, ample storage and a coffee bar. Fully equipped with a gas stove, fridge, and dishwasher. Separate formal dining room, half bath, large

    (802) 230-1226

    45 Common St, Springfield, VT 05156
  • /2

    $30,000 Sold Jun 04, 2025

    206 Cummings Rd, Chester, VT 05143

    • Land
    • 21,780 Sq Ft
    • $60,000 per Acre

    Last Sold Summary

    • 43% Below List Price
    • 208 Days On Market

    Current Estimated Value $32,193

    Last Listing Agent Thaddeus Abare Barrett and Valley Associates Inc.

    206 Cummings Rd, Chester, VT 05143
    • /35

      Est $666,596 Not Listed For Sale

      177 Black River Rd, Plymouth, VT 05056

      • 4 Beds
      • 3 Baths
      • 2,072 Sq Ft
      • Built 1975
      177 Black River Rd, Plymouth, VT 05056

      Last Sold Summary

      • 6% Above List Price
      • $304/SF
      • 0 Days On Market
      • Last Sold Price $630,000
      • May 02, 2025

      Last Listing Agent Franchesca Collins Hall Collins Real Estate Group

  • /54

    $2,599,000

    • 9 Beds
    • 11 Baths
    • 5,993 Sq Ft

    41 Pleasant St, Woodstock, VT 05091

    This exquisite Victorian invites you to embracequintessential New England living in a charming downtown setting. This property in Woodstock, VT offers a rare blend of historic charm and modern convenience, all within one of Vermont’s most beloved communities. Woodstock is often hailed as “the prettiest small town in America,” and for good reason. The village is a vibrant resort town with

    Agent Photo

    Jennifer Falvey

    KW Vermont Woodstock

    (802) 347-9544

    41 Pleasant St, Woodstock, VT 05091
  • /17

    $1,000 Per Month

    • 1 Bed
    • 1 Bath
    • Condo for Rent

    10 Mineral St Unit Keive House, Springfield, VT 05156

    Property Id: 2505999Spacious 144sf rooms , Our rooms include electricity, heating, Wi-Fi, large living room, Kitchen with stove, refrigerator, and Micro wave.Keive House is convexly located to restaurants, shopping, schools, hospitals, and churches all within walking distance or you can take the bus that stops across the street. We take long term and short term rentals.To apply

    (802) 471-3704

    10 Mineral St Unit Keive House, Springfield, VT 05156
  • /60

    $625,000 Sold Sep 11, 2025

    200 Peregrine Rd, Plymouth, VT 05056

    • 4 Beds
    • 4 Baths
    • 2,818 Sq Ft
    • Built 1995

    Last Sold Summary

    • 11% Below List Price
    • $222/SF
    • 108 Days On Market

    Current Estimated Value $708,647

    Last Listing Agent Marni Rieger KW Vermont-Killington

    200 Peregrine Rd, Plymouth, VT 05056
    • /41

      Not Listed For Sale

      3755 Quechee Main St Unit B, Quechee, VT 05059

      • 3 Beds
      • 3.5 Baths
      • 2,282 Sq Ft
      • Built 1985
      3755 Quechee Main St Unit B, Quechee, VT 05059

      Last Sold Summary

      • $362/SF
      • 0 Days On Market
      • Last Sold Price $825,000
      • May 02, 2025

      Last Listing Agent Kasia Butterfield Coldwell Banker LIFESTYLES - Quechee

  • /33

    $195,000

    • Land
    • 3.41 Acres
    • $57,185 per Acre

    119 Advent Hill Rd, Hartland, VT 05048

    Perched high in the scenic hills of Hartland, this exceptional 3.41 acre parcel offers the perfect balance of privacy, sunshine, and sweeping Vermont beauty. Fully surveyed, the property features a selectively cleared and thoughtfully laid out open house site, positioned to capture big vistas overlooking abutting fields and pastureland. In a neighborhood with multi-million dollar homes nearby,

    Agent Photo

    John Bassette

    Bassette Real Estate Group

    (802) 523-2987

    119 Advent Hill Rd, Hartland, VT 05048
  • /20

    $2,750 Per Month

    • 4 Beds
    • 3 Baths
    • 2,200 Sq Ft
    • Condo for Rent

    50 Pleasant St Unit Apartment 1, Ludlow, VT 05149

    Property Id: 1266254 Bedroom 3Bath fully furnished 1st floor apartment. .This is a unique property unlike any other.Walk to Ludlow shops and restaurants.Furnished with antique furniture.SORRY NO PETS OR SMOKING ALLOWEDThis is a spring and summer vacation rental.

    (802) 644-3469

    50 Pleasant St Unit Apartment 1, Ludlow, VT 05149
  • /60

    $997,500 Sold Nov 14, 2025

    2941 Twenty Mile Stream Rd, Cavendish, VT 05142

    • 4 Beds
    • 4.5 Baths
    • 4,420 Sq Ft
    • Built 1834

    Last Sold Summary

    • 19% Below List Price
    • $226/SF
    • 109 Days On Market

    Last Listing Agent Joseph Karl William Raveis Real Estate Vermont Properties

    2941 Twenty Mile Stream Rd, Cavendish, VT 05142
    • /52

      Est $1,706,905 Not Listed For Sale

      1328 Chandler Rd, Chester, VT 05143

      • 4 Beds
      • 3.5 Baths
      • 3,779 Sq Ft
      • Built 1972
      1328 Chandler Rd, Chester, VT 05143

      Last Sold Summary

      • 8% Below List Price
      • $490/SF
      • 220 Days On Market
      • Last Sold Price $1,850,000
      • Apr 30, 2025

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

  • /60

    $950,000 Under Contract

    • 3 Beds
    • 2.5 Baths
    • 2,794 Sq Ft

    34 Midsomer Meadows Ln, Woodstock, VT 05091

    Welcome to Starry Hill, a fully furnished, handcrafted, solid-timber Colonial privately nestled on 18.9 tranquil acres just 5 miles North of Woodstock. This 3-bedroom, 2.5 bath home was built over 4 years by a family of loggers and master craftsmen. Used recently as an AirBnB rental and ready for occupancy. This exceptional home features Eastern white pine walls, hemlock structural beams, and

    Agent Photo

    John Bassette

    Bassette Real Estate Group

    (802) 347-6383

    34 Midsomer Meadows Ln, Woodstock, VT 05091
  • /20

    $2,300 Per Month

    • 3 Beds
    • 2 Baths
    • 1,500 Sq Ft
    • Condo for Rent

    50 Pleasant St Unit 2, Ludlow, VT 05149

    Property Id: 1266323 Bedroom 2 Bath 2nd floor Apartment. Very bright and open. New dishwasher, washer and dryer.Fully furnished. Close to shopping and restaurants.On the shuttle route. Okemo base 2 miles away.

    (802) 622-2635

    50 Pleasant St Unit 2, Ludlow, VT 05149
  • /60

    $475,000 Sold Aug 27, 2025

    472 Main St, Chester, VT 05143

    • 5 Beds
    • 7 Baths
    • 5,546 Sq Ft
    • Built 1850

    Last Sold Summary

    • 5% Below List Price
    • $86/SF
    • 36 Days On Market

    Current Estimated Value $479,585

    Last Listing Agent Geralyn Donohue Engel & Völkers Okemo

    472 Main St, Chester, VT 05143
    • /20

      Est $3,036,925 Not Listed For Sale

      3086 South Rd, Woodstock, VT 05091

      • 4 Beds
      • 4.5 Baths
      • 3,550 Sq Ft
      • Built 1986
      3086 South Rd, Woodstock, VT 05091

      Last Sold Summary

      • 5% Above List Price
      • $817/SF
      • 0 Days On Market
      • Last Sold Price $2,900,000
      • May 05, 2025

      Last Listing Agent John Snyder Snyder Donegan Real Estate Group

  • /60

    $289,000 Under Contract

    • 3 Beds
    • 2 Baths
    • 1,451 Sq Ft

    29 Summer Hill St, Springfield, VT 05156

    Delightful home located in a desirable residential area of town. This home is located right across from one of the town parks/playgrounds. Enjoy this light filled 2 story home featuring hardwood and tile floors on the first floor and warm and comfortable carpet on second floor bedrooms. A gas fireplace in the living room for the cool winter days will help to keep you cozy. Kitchen is nicely set

    Agent Photo

    Julie Buffum

    Buffum Realty

    (802) 520-2696

    29 Summer Hill St, Springfield, VT 05156
  • /20

    $2,500 Per Month

    • 3 Beds
    • 3 Baths
    • 1,500 Sq Ft
    • House for Rent

    6 Alpine Dr, Ludlow, VT 05149

    Property Id: 126643Very private mountain setting.True Vermont setting. FULLY FURNISHEDSleeps 6Most pets allowed.SPRING AND SUMMER VACATION RENTALNOT AVAILABLE FOR A LONG TERM RENTAL

    (802) 300-3715

    6 Alpine Dr, Ludlow, VT 05149
  • /36

    $655,000 Sold Nov 24, 2025

    4 Stanton St, Woodstock, VT 05091

    • 4 Beds
    • 2.5 Baths
    • 2,124 Sq Ft
    • Built 1901

    Last Sold Summary

    • 18% Above List Price
    • $308/SF
    • 7 Days On Market

    Current Estimated Value $609,874

    Last Listing Agent Nan Carroll Coldwell Banker LIFESTYLES - Hanover

    4 Stanton St, Woodstock, VT 05091
    • /60

      Est $1,602,740 Not Listed For Sale

      162 Okemo Ridge Rd, Ludlow, VT 05149

      • 4 Beds
      • 3.5 Baths
      • 3,416 Sq Ft
      • Built 1974
      162 Okemo Ridge Rd, Ludlow, VT 05149

      Last Sold Summary

      • 7% Above List Price
      • $439/SF
      • 99 Days On Market
      • Last Sold Price $1,500,000
      • Apr 30, 2025

      Last Listing Agent Joseph Karl William Raveis Real Estate Vermont Properties

  • /37

    $249,900

    • 3 Beds
    • 1 Bath
    • 1,152 Sq Ft

    10 Randall St, Springfield, VT 05156

    Charming cape home located on a dead-end, family friendly street. Home is flexible in bedroom space-currently 3 bedrooms and a home office, it could be 4 bedrooms or any layout that would work for you. Hardwood floors throughout with updated kitchen and bath that feature laminate flooring. Owners have added a wonderful side deck off the kitchen and to be able to enjoy it all summer long they have

    Agent Photo

    Julie Buffum

    Buffum Realty

    (802) 849-4842

    10 Randall St, Springfield, VT 05156
  • /8

    $1,600 Per Month

    • 1 Bed
    • 1 Bath
    • 650 Sq Ft
    • Condo for Rent

    201 Union St Unit 201C, Springfield, VT 05156

    Property Id: 2507664650 sf 1 bedroom apartment, large kitchen, with recently updated appliances, laminate flooring throughout the apartment. bedroom is has a large closet. Bath has a tub and shower with tile flooring. It has a large yard area for outdoor recreation.Apartment is located within walking distance to shopping, hospital, and K-12 schools, and churches also has public

    (802) 416-4077

    201 Union St Unit 201C, Springfield, VT 05156
  • /23

    $255,000 Sold Jul 01, 2025

    59 Weston Heights, Windsor, VT 05089

    • 4 Beds
    • 1 Bath
    • 1,008 Sq Ft
    • Built 1942

    Last Sold Summary

    • $253/SF
    • 90 Days On Market

    Current Estimated Value $261,601

    Last Listing Agent Don Chabot Town and Country Realty

    59 Weston Heights, Windsor, VT 05089
    • /21

      Est $238,103 Not Listed For Sale

      158 Horseshoe Ave, Hartford, VT 05047

      • 3 Beds
      • 1.5 Baths
      • 1,056 Sq Ft
      • Built 1972
      158 Horseshoe Ave, Hartford, VT 05047

      Last Sold Summary

      • 44% Above List Price
      • $156/SF
      • 2 Days On Market
      • Last Sold Price $165,000
      • May 05, 2025

      Last Listing Agent Daniel Preston KW Vermont Woodstock

  • /41

    $349,000

    • 2 Beds
    • 2 Baths
    • 1,288 Sq Ft

    31 Northfield Dr, North Springfield, VT 05150

    First time on market! This custom-built home has had only one owner. Shows like a new home. The owners have meticulously maintained this home and are ready to pass it on for its next chapter. Situated in a neighborhood in North Springfield just off the beaten path you'll enjoy the neighborhood, great area for walking and nature is literally out your back door. This home features an efficient

    Agent Photo

    Julie Buffum

    Buffum Realty

    (802) 200-2986

    31 Northfield Dr, North Springfield, VT 05150
  • /20

    $1,650 Per Month

    • 2 Beds
    • 1 Bath
    • 900 Sq Ft
    • Condo for Rent

    50 Pleasant St Unit 3, Ludlow, VT 05149

    Property Id: 140633Third floor nicely furnished apartment. Short walk to restaurants and shopping. MUST MEET LANDLORD BEFORE LEASE.Tenant to pay oil and electric.Sorry no pets or smoking allowed.Great Ludlow village location.This is a spring and summer vacation rental.Please call with questions or to set up a showing.

    (802) 712-1371

    50 Pleasant St Unit 3, Ludlow, VT 05149
  • /31

    $450,000 Sold Oct 06, 2025

    151 Burton Rd, Weston, VT 05161

    • 4 Beds
    • 2 Baths
    • 1,715 Sq Ft
    • Built 1966

    Last Sold Summary

    • 9% Below List Price
    • $262/SF
    • 71 Days On Market

    Current Estimated Value $444,408

    Last Listing Agent Gary Coger Four Seasons Sotheby's Int'l Realty

    151 Burton Rd, Weston, VT 05161
    • /31

      Est $363,973 Not Listed For Sale

      3 Sycamore Dr, White River Junction, VT 05001

      • 2 Beds
      • 2 Baths
      • 1,019 Sq Ft
      • Built 1998
      3 Sycamore Dr, White River Junction, VT 05001

      Last Sold Summary

      • 4% Above List Price
      • $343/SF
      • 5 Days On Market
      • Last Sold Price $350,000
      • May 02, 2025

      Last Listing Agent Melissa Robinson Coldwell Banker LIFESTYLES - Hanover

  • /34

    $320,000 Under Contract

    • 2 Beds
    • 1.5 Baths
    • 1,100 Sq Ft

    860 Murphy's Rd Unit 4A, Quechee, VT 05059

    Move in ready 2BR, 1.5BA end unit condo with a fabulous view being sold fully furnished. This condo has been tastefully updated throughout and includes two mini splits in the living room and primary bedroom. Located within walking distance to both Lake Pinneo and the Quechee Clubhouse.

    Agent Photo

    Herb Hart

    Quechee Lakes Real Estate Center

    (802) 204-5972

    860 Murphy's Rd Unit 4A, Quechee, VT 05059
  • /7

    $1,875 Per Month

    • 3 Beds
    • 2 Baths
    • 1,200 Sq Ft
    • House for Rent

    222 Moses Ln, Royalton, VT 05068

    Property Id: 2498113Spacious lawn with fire pit. Walking distance to law school. Tenants pay utilities. Shared roommates allowed. High speed internet available.

    (802) 636-5822

    222 Moses Ln, Royalton, VT 05068
  • /35

    $400,000 Sold Jun 12, 2025

    562 Quechee West Hartford Rd, Hartford, VT 05001

    • 2 Beds
    • 1 Bath
    • 1,632 Sq Ft
    • Built 1967

    Last Sold Summary

    • 11% Above List Price
    • $245/SF
    • 4 Days On Market

    Last Listing Agent Jeff Fogg Black House Real Estate

    562 Quechee West Hartford Rd, Hartford, VT 05001
    • /40

      Not Listed For Sale

      6963 South Rd, Woodstock, VT 05071

      • 2 Beds
      • 1.5 Baths
      • 1,840 Sq Ft
      • Built 1970
      6963 South Rd, Woodstock, VT 05071

      Last Sold Summary

      • $408/SF
      • 43 Days On Market
      • Last Sold Price $750,000
      • May 01, 2025

      Last Listing Agent Gretchjen Smith Williamson Group Sothebys Intl. Realty

Showing Results 41 - 80, Page 2 of 18

How to Buy a Home How to Finance a Home How to Sell a Home