34,496

Windsor County, VT Homes

Section Image Section Image
  • /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
  • /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

    $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
  • /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
  • /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

  • /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
  • /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
  • /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

  • /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
  • /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
  • /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

  • /24

    $89,000

    • 2 Beds
    • 2 Baths
    • 980 Sq Ft

    23 Family Cir, Hartland, VT 05001

    Affordable, low-maintenance living in a convenient Hartland location! This well-cared-for 1997 mobile home in Dales Homes Mobile Home Park offers 2 bedrooms, 2 full bathrooms, and a bright, comfortable layout. The home features a spacious living room, an eat-in kitchen, and a primary bedroom with a private bath. A paved driveway, attached carport, and storage shed provide added convenience and

    Agent Photo

    Melissa Robinson

    Coldwell Banker LIFESTYLES - Hanover

    23 Family Cir, Hartland, VT 05001
  • /15

    Starting at $1,895 Per Month

    • 3 Beds

    8 Union St, Windsor, VT 05089

    8 Union St.

    8 Union St, Windsor, VT 05089
  • /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

  • /29

    $469,000

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

    167 Chestnut St, Hartford, VT 05001

    Freshly painted inside and out, this beautifully renovated New Englander in Wilder Village blends timeless charm with modern updates, including a new roof, boiler, updated electric service, many new appliances, hardwood floors, and an upstairs washer and dryer. Situated on a rare, level 0.73-acre double lot with three garage bays, the property is just a short walk to the Connecticut River and

    Agent Photo

    Jeff Fogg

    Black House Real Estate

    167 Chestnut St, Hartford, VT 05001
  • /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
  • /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

  • /6

    $299,000

    • Land
    • 116.2 Acres
    • $2,573 per Acre

    00 Grout Rd, Weathersfield, VT 05153

    A large private parcel of land located in Cavendish on the Weathersfield line. This 116+- acres is a mix of woods and cleared areas that has beautiful mountain views that can be accessed from Grout road. There is road frontage on scenic vermont route 131 that can access the land with grading. These 2 lot have been surveyed and there are multiple possible building sites. This property is close to

    Agent Photo

    John Napier

    TPW Real Estate

    00 Grout Rd, Weathersfield, VT 05153
  • /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
  • /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

    $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

    178 Church St, Bethel, VT 05032
  • /3

    Starting at $1,100 Per Month

    • 1 Bed

    11 Park St, Springfield, VT 05156

    This studio apartment is a corner unit with plenty of natural light. Open concept living and kitchen area. Bathroom with a shower only. Walking distance to all downtown amenities and local parks.Included in rent:• Water/Sewer• Heating Fuel• Trash Removal

    11 Park St

    11 Park St, Springfield, VT 05156
  • /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

  • /60

    $1,695,000

    • 4 Beds
    • 3.5 Baths
    • 4,800 Sq Ft

    2706 E Woodstock Rd, Woodstock, VT 05091

    Gracious Single Family home and Investment Opportunity - This 3 bedroom, 2 bath brick colonial is approx. 2,300+/- sq/ft with beautiful old wood flooring, newer kitchen, upgraded systems, and fully furnished. Also included, is an additional 2,500+/- sq/ft (total) of an AirBNB rental/In-Law apartment, along with an active US Postal Service rental space, and generous storefront space in the former

    Agent Photo

    John Bassette

    Bassette Real Estate Group

    2706 E Woodstock Rd, Woodstock, VT 05091
  • /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
  • /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

  • /57

    $535,000

    $100K PRICE DROP Pending
    • 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

    298 Jenneville Rd, Windsor, VT 05089
  • /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

    $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

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