36,326

Windsor County, VT Homes

Section Image
  • /60

    $2,195,000

    • 5 Beds
    • 6 Baths
    • 5,625 Sq Ft

    16 Olcott Rd, Norwich, VT 05055

    16 OLCOTT ROAD- Elegant, spacious, and immaculate reproduction colonial constructed by premier builder Douglas Gest in an idyllic location minutes to Norwich Village yet privately set with lovely westerly views. This gorgeous home is well-appointed, bright, and has fine finish work at every turn. The main level flows effortlessly from a spacious kitchen and pantry to open concept dining and

    David Donegan Snyder Donegan Real Estate Group

    16 Olcott Rd, Norwich, VT 05055
  • /34

    $2,650 Per Month

    • 3 Beds
    • 3 Baths
    • 1,500 Sq Ft
    • Spacious 3-Bedroom 3 Bath Condo on Ascutney Mountain – Nature at Your Doorstep

    295 Hotel Rd Unit 13, Brownsville, VT 05037

    (CURRENTLY UNDER CONTRACT)Discover the perfect blend of comfort and adventure with this charming three-bedroom condo, located on Ascutney Mountain near Mount Ascutney State Park and Ascutney Outdoors. Enjoy immediate access to nature trails, hiking, skiing, biking, and snow tubing right outside your door.This two-story condo spans the second and third floors, offering ample space

    295 Hotel Rd Unit 13, Brownsville, VT 05037
  • /39

    $387,000 Sold Apr 30, 2026

    5 Brownsville Rd, Hartland, VT 05048

    • 3 Beds
    • 2 Baths
    • 1,932 Sq Ft
    • Built 1820

    Last Sold Summary

    • 7% Below List Price
    • $200/SF
    • 10 Days On Market

    Last Listing Agent Jane Darrach Martha E. Diebold/Hanover

    5 Brownsville Rd, Hartland, VT 05048
    • /26

      Not Listed For Sale

      976 Hard Rd Unit C3, Hartford, VT 05001

      • 3 Beds
      • 3.5 Baths
      • 1,426 Sq Ft
      • Built 1972
      976 Hard Rd Unit C3, Hartford, VT 05001

      Last Sold Summary

      • $189/SF
      • 137 Days On Market
      • Last Sold Price $270,000
      • Jan 31, 2025

      Last Listing Agent Gretchjen Smith Williamson Group Sothebys Intl. Realty

  • /44

    $849,900

    • 3 Beds
    • 3 Baths
    • 3,392 Sq Ft

    117 Horseshoe Dr, Brownsville, VT 05037

    Experience Vermont living at its finest in this custom-built home, thoughtfully designed by the builder for exceptional energy efficiency and year-round comfort. Perfect as a relaxing getaway, this property offers expansive sleeping spaces ideal for hosting family and friends. Spend your days exploring the nearby VAST Trail system or Ascutney Mountain, and your evenings unwinding by the

    Katie Ladue Gilbert BHHS Verani Upper Valley

    117 Horseshoe Dr, Brownsville, VT 05037
  • /13

    $1,150 Per Month

    • 1 Bed
    • 1 Bath
    • Condo for Rent

    18 Central St Unit 3, Windsor, VT 05089

    18 Central St Unit 3, Windsor, VT 05089
  • /22

    $618,500 Sold Oct 03, 2025

    187 Dana Rd, Woodstock, VT 05091

    • 3 Beds
    • 1.5 Baths
    • 1,468 Sq Ft
    • Built 1955

    Last Sold Summary

    • 8% Below List Price
    • $421/SF
    • 108 Days On Market

    Current Estimated Value $603,522

    Last Listing Agent Mary Mayhew Snyder Donegan Real Estate Group

    187 Dana Rd, Woodstock, VT 05091
    • /15

      Est $61,541 Not Listed For Sale

      3438 Royalton Turnpike, Barnard, VT 05068

      3438 Royalton Turnpike, Barnard, VT 05068

      Last Sold Summary

      • 16% Above List Price
      • 168 Days On Market
      • Last Sold Price $53,000
      • Mar 04, 2024

      Last Listing Agent Kate Cassidy Four Seasons Sotheby's Int'l Realty

  • /60

    $3,275,000 Under Contract

    • 4 Beds
    • 4.5 Baths
    • 4,708 Sq Ft

    207 Willey Hill Rd, Norwich, VT 05055

    207 WILLEY HILL ROAD- Gorgeous, recently updated, sophisticated home a stone's throw away from Norwich, Hanover, Dartmouth College, and the best of the Upper Valley. Expertly renovated by renowned builders O’Hara & Gercke, the result is a seamless blend of luxury, charm, and comfort. The sunlit gourmet kitchen is both functional and elegant and commands breathtaking views of the pond, with an

    David Donegan Snyder Donegan Real Estate Group

    207 Willey Hill Rd, Norwich, VT 05055
  • /20

    $3,000 Per Month

    • 3 Beds
    • 2 Baths
    • 1,524 Sq Ft
    • House for Rent

    82 Vt-12, Hartland, VT 05048

    Discover comfortable Vermont country living in this charming 3-bedroom, 2-bath Cape located in the peaceful Hartland village. This home sits on a generous level lot, offering plenty of outdoor space for gardening, relaxing, or enjoying the scenic surroundings along Route 12. Two car garage and workshop included. Perfectly situated for those seeking a quiet, low-traffic setting with easy access to

    82 Vt-12, Hartland, VT 05048
  • /2

    $130,000 Sold Jul 22, 2025

    34 High St, Ludlow, VT 05149

    • Land
    • 7,405 Sq Ft
    • $764,706 per Acre

    Last Sold Summary

    • 0 Days On Market

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

    34 High St, Ludlow, VT 05149
    • /22

      Not Listed For Sale

      574 Willard Rd Unit 2C, Hartford, VT 05001

      • 2 Beds
      • 1 Bath
      • 832 Sq Ft
      • Built 1978
      574 Willard Rd Unit 2C, Hartford, VT 05001

      Last Sold Summary

      • $255/SF
      • 104 Days On Market
      • Last Sold Price $211,966
      • Mar 28, 2025

      Last Listing Agent Sandy Reavill

  • /32

    $1,195,000

    • 3 Beds
    • 3.5 Baths
    • 2,592 Sq Ft

    26 Mount Peg Rd Unit A, Woodstock, VT 05091

    Introducing the Mt Peg Condos – Beautifully situated at the foot of Mt. Peg in the Village of Woodstock! Rare opportunity to enjoy a turn-key, new construction condo in a prime location that offers ease of access to and year-round enjoyment of a plentitude of options for recreating, dining, shopping, theatre, and the arts. A light-filled main level interior with white oak flooring sets the stage

    Mary Mayhew Snyder Donegan Real Estate Group

    26 Mount Peg Rd Unit A, Woodstock, VT 05091
  • /27

    $2,900 Per Month

    • 1 Bed
    • 1 Bath
    • 600 Sq Ft
    • Short Term lease- Fully Furnished One bedroom, one bath

    3411 Beaver Meadow Rd, Sharon, VT 05065

    Welcome to the charming Willow House, available for a 1.5-month lease in the picturesque town of Sharon, VT, fully renovated and tastefully furnished. This one-bedroom, one-bathroom home is perfect for those who appreciate compact, efficient living without compromising on comfort or location. Nestled in a serene setting, this home is just a stone's throw away from scenic hiking and biking trails,

    3411 Beaver Meadow Rd, Sharon, VT 05065
  • /26

    $950,000 Sold Jul 14, 2025

    43 Hazen St, Norwich, VT 05055

    • 4 Beds
    • 2 Baths
    • 2,872 Sq Ft
    • Built 1910

    Last Sold Summary

    • 21% Below List Price
    • $331/SF
    • 112 Days On Market

    Current Estimated Value $990,321

    Last Listing Agent Susan Zak Four Seasons Sotheby's Int'l Realty

    43 Hazen St, Norwich, VT 05055
    • /40

      Not Listed For Sale

      1874 Hartford Ave, Hartford, VT 05001

      • 5 Beds
      • 1.5 Baths
      • 2,152 Sq Ft
      • Built 1916
      1874 Hartford Ave, Hartford, VT 05001

      Last Sold Summary

      • $170/SF
      • 141 Days On Market
      • Last Sold Price $365,000
      • Jan 09, 2025

      Last Listing Agent Jeffrey Batchelder Coldwell Banker LIFESTYLES - Hanover

  • /54

    $750,000

    • 3 Beds
    • 2.5 Baths
    • 1,972 Sq Ft

    207 Hartness Way, Hartford, VT 05001

    Discover the perfect blend of comfort, efficiency, and adventure in this beautifully designed, sunny and bright newer-build home, nestled within Vermont's coveted Quechee Lakes community tailored for a relaxing or active quality lifestyle. Residents enjoy access to exceptional amenities including a professional golf course, ski hill, scenic walking and hiking trails, and a welcoming country club

    Tyler Hall BHHS Verani Upper Valley

    207 Hartness Way, Hartford, VT 05001
  • /7

    $2,750 Per Month

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

    1398 Quechee-Hartland Rd Unit 1, Hartford, VT 05059

    1398 Quechee-Hartland Rd Unit 1, Hartford, VT 05059
  • /38

    $65,000 Sold Dec 16, 2025

    609/611 Qtr I Adams House, Ludlow, VT 05149

    • 1 Bed
    • 2 Baths
    • 957 Sq Ft
    • Built 2007

    Last Sold Summary

    • $68/SF
    • 16 Days On Market

    Last Listing Agent Michael Normyle Mary W. Davis Realtor & Assoc., Inc.

    609/611 Qtr I Adams House, Ludlow, VT 05149
    • /39

      Est $908,558 Not Listed For Sale

      433 Cowdrey Path, Woodstock, VT 05091

      • 4 Beds
      • 4 Baths
      • 3,507 Sq Ft
      • Built 1986
      433 Cowdrey Path, Woodstock, VT 05091

      Last Sold Summary

      • 7% Below List Price
      • $278/SF
      • 207 Days On Market
      • Last Sold Price $975,000
      • Jul 31, 2023

      Last Listing Agent Mary Mayhew Snyder Donegan Real Estate Group

  • /8

    $590,000

    • Land
    • 61.49 Acres
    • $9,595 per Acre

    0 Wild Apple Rd, Pomfret, VT 05067

    One of the most sought-after locations in the Woodstock area, this 61-acre property is accessed off of Wild Apple Road with a building site oriented to the south and east. At 1,600 feet in elevation, it enjoys sweeping views of Killington, Mount Ascutney, and the surrounding hills. The land offers complete privacy with a blend of woodlands, open fields, a stream, and a pond site. Bordering the

    Story Jenks LANDVEST

    0 Wild Apple Rd, Pomfret, VT 05067
  • /11

    $1,525 Per Month

    • 1 Bed
    • 1 Bath
    • Condo for Rent

    2574 Christian St Unit 3, Hartford, VT 05001

    White River Junction VT, 1 BR, 1B Apartment $1525 - including hot waterAvailable 05/08/20261 Bedroom, 1 Bathroom unit in WRJ, VTAppliances included: Refrigerator and electric stoveTenant responsible for electric, propane heat, & cable/internet.Landlord responsible for hot water, trash removal, plowing and lawn care.$1525 per month rent, $1525 security

    2574 Christian St Unit 3, Hartford, VT 05001
  • /60

    $524,900 Sold Oct 20, 2025

    41 Woodlawn Dr, White River Junction, VT 05001

    • 2 Beds
    • 3 Baths
    • 3,000 Sq Ft
    • Built 1985

    Last Sold Summary

    • $175/SF
    • 5 Days On Market

    Current Estimated Value $517,556

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

    41 Woodlawn Dr, White River Junction, VT 05001
    • /20

      Not Listed For Sale

      51 River St, Windsor, VT 05089

      • 4 Beds
      • 4 Baths
      • 2,509 Sq Ft
      • Built 1875
      51 River St, Windsor, VT 05089

      Last Sold Summary

      • $92/SF
      • 20 Days On Market
      • Last Sold Price $230,000
      • Dec 19, 2023

      Last Listing Agent Ara Cardew BHG Masiello Keene

  • /16

    $3,150,000

    • Land
    • 506 Acres
    • $6,225 per Acre

    Markham Mountain, Andover, VT 05143

    Red Top is a breathtaking 506 +/- acre parcel in the town of Andover and on the border of Weston. Here, the rugged grandeur of the Green Mountains unfolds, offering extraordinary views to the South, where the mountain silhouettes stretch across the skyline and the imposing profile of Glebe Mountain asserts its presence.This land's historical roots run deep, originally belonging to the Marsh

    Story Jenks LANDVEST

    Markham Mountain, Andover, VT 05143
  • /5

    $1,425 Per Month

    • 1 Bed
    • 1 Bath
    • Condo for Rent

    151 Lantern Ln Unit 1, Hartford, VT 05001

    White River Junction, VT 1 BR Apartment $1425 includes heat and hot waterAvailable 07/17/20261st floor 1 bedroom unit on end of Lantern Lane in WRJ, VTAppliances included: Refrigerator and electric stoveCommon laundry roomTenant responsible for electric & cable/internet.Landlord responsible for heat, trash removal, plowing and lawn care.$1425 per month

    151 Lantern Ln Unit 1, Hartford, VT 05001
  • /39

    $360,000 Sold Oct 20, 2025

    123 Commonwealth Ave, Springfield, VT 05156

    • 3 Beds
    • 2 Baths
    • 2,113 Sq Ft
    • Built 1945

    Last Sold Summary

    • 12% Below List Price
    • $170/SF
    • 258 Days On Market

    Current Estimated Value $366,113

    Last Listing Agent Brian Whipple Coldwell Banker Homes Unlimited

    123 Commonwealth Ave, Springfield, VT 05156
    • /34

      Est $867,333 Not Listed For Sale

      728 Route 12, Hartland, VT 05048

      • 3 Beds
      • 2.5 Baths
      • 2,976 Sq Ft
      • Built 2005
      728 Route 12, Hartland, VT 05048

      Last Sold Summary

      • 8% Above List Price
      • $269/SF
      • 7 Days On Market
      • Last Sold Price $800,000
      • Nov 26, 2024

      Last Listing Agent Carrie Mathews Winhall Real Estate

  • /60

    $1,300,000 Under Contract

    • 4 Beds
    • 5 Baths
    • 3,195 Sq Ft

    125 Shurtleff Ln, Woodstock, VT 05091

    Beautifully sited just a short walk from Woodstock Village, this 2015 custom-built home blends modern comfort with timeless Vermont charm. Thoughtfully designed for everyday living and entertaining, the main level features an open, light-filled layout, a well-appointed kitchen, and seamless access to a sunny three-season room overlooking the landscaped grounds. The sought-after first-floor

    Keri Cole Williamson Group Sothebys Intl. Realty

    125 Shurtleff Ln, Woodstock, VT 05091
  • /8

    $1,650 Per Month

    • 2 Beds
    • 1 Bath
    • Condo for Rent

    56 Lantern Ln Unit 1, Hartford, VT 05001

    White River Junction, VT 2 BR Apartment $1650 includes heatAvailable 07/24/20262 Bedroom, 2nd floor apartment. Private entrance.Appliances include : Electric stove and refrigeratorTenant responsible for electric & cable/internet.Landlord responsible for heat, trash removal, snow removal and lawn care.$1650 per month rent, $1650 security depositNo pets.

    56 Lantern Ln Unit 1, Hartford, VT 05001
  • /30

    $335,000 Sold Jun 02, 2025

    77 Taylor Dr, Windsor, VT 05089

    • 8 Beds
    • 4 Baths
    • 5,088 Sq Ft
    • Built 1860

    Last Sold Summary

    • 7% Below List Price
    • $66/SF
    • 126 Days On Market

    Current Estimated Value $358,984

    Last Listing Agent Katie Ladue Gilbert BHHS Verani Upper Valley

    77 Taylor Dr, Windsor, VT 05089
    • /38

      Est $245,759 Not Listed For Sale

      3089 Vt Route 11 W, Chester, VT 05143

      • 4 Beds
      • 2 Baths
      • 1,732 Sq Ft
      • Built 1857
      3089 Vt Route 11 W, Chester, VT 05143

      Last Sold Summary

      • 55% Above List Price
      • $92/SF
      • 55 Days On Market
      • Last Sold Price $159,000
      • Apr 16, 2024

      Last Listing Agent Geralyn Donohue Engel & Völkers Okemo

  • /41

    $795,000

    • 3 Beds
    • 2.5 Baths
    • 2,128 Sq Ft

    115 Prior Rd, Cavendish, VT 05142

    Living and working in the country with privacy, wildlife, snowmobiling from your front door, skiing at Okemo, and the overall beauty of Vermont would be a dream come true, right? Well, here's your opportunity with this pretty log home on 19 acres on a dead-end town-maintained road. Inside the house, you will love the open concept of the living room, and the kitchen and dining room with cathedral

    Glenn Olney Barrett and Valley Associates Inc.

    115 Prior Rd, Cavendish, VT 05142
  • /15

    $1,700 Per Month

    • 2 Beds
    • 1 Bath
    • 51-53 Pleasant St

    51-53 Pleasant St Unit 53B, Springfield, VT 05156

    51-53 Pleasant St Unit 53B, Springfield, VT 05156
  • /52

    $355,000 Sold Sep 30, 2025

    643 Main St, Cavendish, VT 05153

    • 5,984 Sq Ft
    • Built 1820

    Last Sold Summary

    • 15% Below List Price
    • $59/SF
    • 60 Days On Market

    Current Estimated Value $378,088

    Last Listing Agent Tyleen Murray Kelley Real Estate, Inc.

    643 Main St, Cavendish, VT 05153
    • /15

      Est $372,587 Not Listed For Sale

      15 Railroad Row Unit 2C4, White River Junction, VT 05001

      • 1 Bed
      • 1 Bath
      • 866 Sq Ft
      • Built 2005
      15 Railroad Row Unit 2C4, White River Junction, VT 05001

      Last Sold Summary

      • 5% Above List Price
      • $410/SF
      • 75 Days On Market
      • Last Sold Price $355,000
      • Oct 04, 2024

      Last Listing Agent Rowan Carroll Coldwell Banker LIFESTYLES - Hanover

  • /60

    $699,000

    • 4 Beds
    • 4 Baths
    • 2,578 Sq Ft

    78 Coopers Trace, Plymouth, VT 05056

    Set in Hawk Resort, conveniently located between Killington and Okemo, this well-kept four-bedroom, four-bath home offers privacy, space, and easy access to Vermont’s best outdoor recreation. The main level features an open layout with cathedral ceilings, wide pine floors, and excellent natural light from large windows and skylights. A renovated kitchen and fresh interior paint give the home a

    Debra Staniscia Four Seasons Sotheby's Int'l Realty

    78 Coopers Trace, Plymouth, VT 05056
  • /40

    $700,000 Sold Jun 03, 2025

    8754 Pomfret Rd, Pomfret, VT 05084

    • 4 Beds
    • 4.5 Baths
    • 4,142 Sq Ft
    • Built 1805

    Last Sold Summary

    • 18% Below List Price
    • $169/SF
    • 137 Days On Market

    Current Estimated Value $780,146

    Last Listing Agent Katie Ladue Gilbert BHHS Verani Upper Valley

    8754 Pomfret Rd, Pomfret, VT 05084
    • /14

      Est $293,712 Not Listed For Sale

      1416 Allen Hill Rd, Pomfret, VT 05068

      • 2 Beds
      • 1 Bath
      • 1,088 Sq Ft
      • Built 1968
      1416 Allen Hill Rd, Pomfret, VT 05068

      Last Sold Summary

      • 22% Above List Price
      • $221/SF
      • 84 Days On Market
      • Last Sold Price $240,000
      • Nov 30, 2023

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

  • /39

    $1,200,000

    • 4 Beds
    • 3 Baths
    • 3,308 Sq Ft

    76 Goldthwaite Rd, Chester, VT 05143

    Experience the Vermont lifestyle in this beautifully renovated 1864 Brick Federal-style farmhouse set on 7.8 private acres just minutes from town. Rich in historic character and thoughtfully updated for modern living, this exceptional property offers the perfect blend of comfort, charm, and year-round recreation.Inside, you’ll find four spacious bedrooms, wide plank wood floors, and inviting

    Gary Coger Four Seasons Sotheby's Int'l Realty

    76 Goldthwaite Rd, Chester, VT 05143

Showing Results 201 - 240, Page 6 of 18

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