36,189

Windsor County, VT Homes

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  • /51

    $299,000 Under Contract

    • 4 Beds
    • 2 Baths
    • 1,782 Sq Ft

    147 South St, Springfield, VT 05156

    Welcome to your own oasis! This lovingly updated, renovated and maintained 4-bedroom, 2-bath home located on a large 1.50 acre lot gives you the convenience of an in-town home and the back yard that looks like your own personal oasis with an above ground pool, landscaped perennial beds, deck with a shade awning, fire pit, fenced for family and pets along with room for a veggie bed beyond the

    Agent Photo

    Julie Buffum

    Buffum Realty

    (802) 474-3914

    147 South 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

    6 Alpine Dr, Ludlow, VT 05149
  • /59

    $1,625,000 Sold Oct 24, 2025

    7 North St, Woodstock, VT 05091

    • 2 Beds
    • 3 Baths
    • 2,106 Sq Ft
    • Built 1880

    Last Sold Summary

    • 12% Below List Price
    • $772/SF
    • 111 Days On Market

    Last Listing Agent Keri Cole Williamson Group Sothebys Intl. Realty

    7 North St, Woodstock, VT 05091
    • /16

      Not Listed For Sale

      TBD Lilliesville Brook Rd, Stockbridge, VT 05746

      TBD Lilliesville Brook Rd, Stockbridge, VT 05746

      Last Sold Summary

      • 7 Days On Market

      Last Sold Price $60,000

      Last Listing Agent Leslie Drown Leslie Drown Real Estate LLC

  • /29

    $349,000

    • 3 Beds
    • 2 Baths
    • 1,488 Sq Ft

    447 Elm St, Chester, VT 05143

    Welcome to your dream home – This meticulously maintained and efficient New England-style gem is bursting with charm and modern convenience. Extra insulation, new windows and new hot water heater make this home as energy-efficient as it is beautiful. Picture yourself whipping up meals in a kitchen with custom Hugh Pennell solid wood cabinets, upgraded appliances and solid countertops. Be wowed by

    Agent Photo

    Lisa Kelley

    Cummings & Co

    (802) 200-2452

    447 Elm St, Chester, VT 05143
  • /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.

    50 Pleasant St Unit 3, Ludlow, VT 05149
  • /39

    $462,500 Sold May 01, 2025

    69 Pleasant St, Ludlow, VT 05149

    • 3 Beds
    • 2 Baths
    • 1,374 Sq Ft
    • Built 1900

    Last Sold Summary

    • 5% Below List Price
    • $337/SF
    • 210 Days On Market

    Current Estimated Value $462,697

    Last Listing Agent Katherine Burns William Raveis Real Estate Vermont Properties

    69 Pleasant St, Ludlow, VT 05149
    • /8

      Not Listed For Sale

      97 Raymond Rd, Sharon, VT 05065

      97 Raymond Rd, Sharon, VT 05065

      Last Sold Summary

      • 10 Days On Market

      Last Sold Price $154,000

      Last Listing Agent Susanne Pacilio Martha E. Diebold/Hanover

  • /6

    $172,000

    • Land
    • 4.3 Acres
    • $40,000 per Acre

    51 Loveland Rd, Norwich, VT 05055

    Fantastic opportunity to build your dream home on this 4.3 -acre lot in Norwich, Vermont, complete with full architectural plans for the exact home the sellers were planning to build, as shown in the photos and renderings. The property has already undergone significant preparation, including completed building designs and preliminary plans for the water and septic system along with other

    Agent Photo

    Spenser Molloy

    Nexthome Modern Realty

    (802) 214-8650

    51 Loveland Rd, Norwich, VT 05055
  • /48

    $2,500 per month

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

    2015 Quechee Main St Unit 1, Quechee, VT 05059

    This property at 2015 Quechee Main St offers 2 bedrooms and 2 bathrooms within a total of 800 square feet. The living room provides a functional space for relaxation and gatherings. Each bedroom is designed for comfort, with adequate closet space. The bathrooms are equipped with essential fixtures for convenience. The kitchen includes a dishwasher for easy cleanup, and a washer/dryer is provided

    2015 Quechee Main St Unit 1, Quechee, VT 05059
  • /46

    $200,000 Sold Jan 09, 2026

    713/715 Qtr I Adams House, Ludlow, VT 05149

    • 3 Beds
    • 3 Baths
    • 2,001 Sq Ft
    • Built 2007

    Last Sold Summary

    • 5% Below List Price
    • $100/SF
    • 13 Days On Market

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

    713/715 Qtr I Adams House, Ludlow, VT 05149
    • /41

      Not Listed For Sale

      228 Birch Landing Rd Unit 26, Plymouth, VT 05056

      • 3 Beds
      • 3 Baths
      • 1,800 Sq Ft
      • Built 1985
      228 Birch Landing Rd Unit 26, Plymouth, VT 05056

      Last Sold Summary

      • $250/SF
      • 7 Days On Market

      Last Sold Price $450,000

      Last Listing Agent Taylor Medeiros-Batey KW Coastal and Lakes & Mountains Realty/Hanover

  • /14

    $158,000

    • Land
    • 16.5 Acres
    • $9,576 per Acre

    000 Chateauguay Rd, Barnard, VT 05031

    Discover a rare opportunity to own a 16.5-acre land parcel nestled in the heart of Barnard, Vermont. This idyllic property features a perfect blend of cleared and wooded areas, providing endless possibilities for your dream home or retreat. Situated on a quiet, town-maintained road, this parcel offers both privacy and accessibility. Imagine waking up to serene pastoral views, surrounded by the

    Agent Photo

    Susan Hickey

    Snyder Donegan Real Estate Group

    (802) 471-2770

    000 Chateauguay Rd, Barnard, VT 05031
  • /15

    $1,800 per month

    • 2 Beds
    • 1 Bath
    • 912 Sq Ft
    • House for Rent

    53 Coolidge Rd, Springfield, VT 05156

    1 Bedroom + Office (can be 2 bedroom)1 Bath - newly renovated2 Floors + basementCute little back yard & front yardWater & sewer included in rentOil heat. Town water & sewerWasher & Dryer in unitTransfer Station close bySpace for 2 car parkingWalking distance to downtownPets on case by case basis$1,800/month1st & Security deposit

    53 Coolidge Rd, Springfield, VT 05156
  • /2

    $195,000 Sold Jul 10, 2025

    271 Cragiue Hill Rd, Springfield, VT 05156

    • 2 Beds
    • 2 Baths
    • 1,663 Sq Ft
    • Built 1933

    Last Sold Summary

    • 29% Below List Price
    • $117/SF
    • 213 Days On Market

    Last Listing Agent Thaddeus Abare Barrett and Valley Associates Inc.

    271 Cragiue Hill Rd, Springfield, VT 05156
    • /30

      Not Listed For Sale

      531 Quechee Rd, Hartland, VT 05048

      • 3 Beds
      • 2 Baths
      • 1,520 Sq Ft
      • Built 2023
      531 Quechee Rd, Hartland, VT 05048

      Last Sold Summary

      • $320/SF
      • 5 Days On Market

      Last Sold Price $487,000

      Last Listing Agent Danny Kogut Williamson Group Sothebys Intl. Realty

  • /60

    $899,000

    • 6 Beds
    • 6 Baths
    • 5,497 Sq Ft

    31 Huntington Place Unit 1,2 & 3, Rochester, VT 05767

    Charming 1900s Village Building, Three Condo Units, One Incredible Opportunity! In the heart of Rochesters picturesque village, this beautifully restored early 1900s building is a rare investment opportunity, offered as a single property with three fully furnished condo units. Perfect for an owner-occupant, a multi-generational retreat, or a savvy investor, this historic gem blends classic New

    Kate Cassidy Four Seasons Sotheby's Int'l Realty

    31 Huntington Place Unit 1,2 & 3, Rochester, VT 05767
  • /9

    $2,695 per month

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

    20 Northfield Dr, North Springfield, VT 05150

    This listing is for the main unit (upstairs) of a multi-family home. There is a main/house unit (3BD/2BA) available for $2695/mon and a garage unit currently occupied and not available. Newly updated: new tub/shower, new appliances, freshly painted, updated flooring.Multi-family home on a very quiet street. Clean, spacious, quiet, nice yard surrounded by trees.

    20 Northfield Dr, North Springfield, VT 05150
  • /2

    $350,000 Sold Jun 25, 2025

    198 Coach Rd, Chester, VT 05143

    • 4 Beds
    • 2.5 Baths
    • 2,904 Sq Ft
    • Built 1987

    Last Sold Summary

    • 6% Above List Price
    • $121/SF
    • 82 Days On Market

    Current Estimated Value $347,591

    Last Listing Agent Daire Gibney Barrett and Valley Associates Inc.

    198 Coach Rd, Chester, VT 05143
    • /3

      Not Listed For Sale

      0 Route 107 Unit 5027257, Stockbridge, VT 05772

      0 Route 107 Unit 5027257, Stockbridge, VT 05772

      Last Sold Summary

      • 23 Days On Market

      Last Sold Price $11,000

      Last Listing Agent John Wetmore Wetmore Real Estate

  • /49

    $1,595,000

    • 5 Beds
    • 3.5 Baths
    • 3,648 Sq Ft

    1522 Barnard Rd, Woodstock, VT 05091

    Just 2 miles from Woodstock Village, this gracious brick cape on 6 open acres offers space, comfort, and classic Vermont charm. The expanded chef’s kitchen opens to a gracious gathering room ideal for entertaining, while 3 fireplaces—wood-burning, brick, and gas-ready—provide cozy warmth throughout. Upstairs, find 3–4 bedrooms including one with its own fireplace, plus a private guest room or

    Keri Cole Williamson Group Sothebys Intl. Realty

    1522 Barnard Rd, Woodstock, VT 05091
  • /10

    $2,400 per month

    • 2 Beds
    • 1 Bath
    • 1,275 Sq Ft
    • Condo for Rent

    2460 US Route 5 N, Windsor, VT 05089

    Duplex set back from road on Route 5, Windsor, VT. Town of Windsor, stores, restaurants, post office, rec center, bank within walking distance/short drive. Easy commute to Interstate 91.

    2460 US Route 5 N, Windsor, VT 05089
  • /41

    $315,000 Sold Nov 21, 2025

    1 Dorrance St, Windsor, VT 05089

    • 2 Beds
    • 1.5 Baths
    • 1,649 Sq Ft
    • Built 1945

    Last Sold Summary

    • 4% Below List Price
    • $191/SF
    • 7 Days On Market

    Current Estimated Value $313,644

    Last Listing Agent Evan Russell Real Broker LLC

    1 Dorrance St, Windsor, VT 05089
    • /18

      Not Listed For Sale

      108 Mountains Edge Rd Unit 302, Brownsville, VT 05037

      • 3 Beds
      • 3 Baths
      • 1,500 Sq Ft
      • Built 1984
      108 Mountains Edge Rd Unit 302, Brownsville, VT 05037

      Last Sold Summary

      • $186/SF
      • 23 Days On Market

      Last Sold Price $278,416

      Last Listing Agent Bonnie Bergeron Snyder Donegan Real Estate Group

  • /31

    $1,195,000

    • 3 Beds
    • 3.5 Baths
    • 2,385 Sq Ft

    26 Mount Peg Rd Unit D, 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 D, Woodstock, VT 05091
  • /20

    $1,750 per month

    • 2 Beds
    • 1 Bath
    • 1,100 Sq Ft
    • Condo for Rent

    100 Vt-14 Unit Post Office Apt, Randolph, VT 05061

    Apologies, the photos are old. There have been updates since, including new flooring. $1750/mo incl heat, hot/cold water, rubbish, parking and plowing.w/d hookuprental applicationsec /dam deposit required

    100 Vt-14 Unit Post Office Apt, Randolph, VT 05061
  • /3

    $245,000 Sold Nov 14, 2025

    574 Willard Rd Unit 1A, Quechee, VT 05059

    • 2 Beds
    • 1 Bath
    • 880 Sq Ft
    • Built 1978

    Last Sold Summary

    • 5% Below List Price
    • $278/SF
    • 97 Days On Market

    Last Listing Agent Mark Roden KW Coastal and Lakes & Mountains Realty/Hanover

    574 Willard Rd Unit 1A, Quechee, VT 05059
    • /56

      Not Listed For Sale

      97 Okemo Trailside Extension Unit 15E, Ludlow, VT 05149

      • 3 Beds
      • 2 Baths
      • 1,638 Sq Ft
      • Built 1979
      97 Okemo Trailside Extension Unit 15E, Ludlow, VT 05149

      Last Sold Summary

      • $415/SF
      • 23 Days On Market

      Last Sold Price $680,000

      Last Listing Agent Frank Provance Diamond Realty

  • /55

    $949,000 Under Contract

    • 5 Beds
    • 3 Baths
    • 2,807 Sq Ft

    157 Dartt Hill Rd, Bethel, VT 05032

    Nestled on 102 acres in Bethel, Vermont, this property offers the perfect blend of privacy, natural beauty, and functionality. Rolling pastures, wooded trails, and breathtaking Green Mountain views create a serene backdrop for everyday living or a weekend retreat. The land is well-suited for equestrian or hobby farming pursuits, featuring multiple open fields, a four-stall run-in barn, and a

    Eric Johnston Four Seasons Sotheby's Int'l Realty

    157 Dartt Hill Rd, Bethel, VT 05032
  • /25

    $1,050 - $2,495 per month

    • 1 - 3 Beds
    • 1 Bath
    • 300 Sq Ft
    • Condo for Rent

    429 S Windsor St, Royalton, VT 05068

    INCLUDED IS: Heat/Hot water AND electric, off street parking and ALSO a tilled area for your veggie garden!Located on S. Windsor St., maybe a 9 minute walk to Vermont Law School andminutes away from White River Jct., Lebanon, Hanover area.

    429 S Windsor St, Royalton, VT 05068
  • /11

    $33,000 Sold Dec 18, 2025

    25 Maxfield Ln, Hartland, VT 05001

    • 3 Beds
    • 2 Baths
    • 1,120 Sq Ft
    • Built 1987

    Last Sold Summary

    • 33% Below List Price
    • $29/SF
    • 5 Days On Market

    Last Listing Agent Charlene Gaudette Coldwell Banker LIFESTYLES - Hanover

    25 Maxfield Ln, Hartland, VT 05001
    • /53

      Not Listed For Sale

      709 W Hill Rd, Ludlow, VT 05149

      • 4 Beds
      • 4 Baths
      • 2,606 Sq Ft
      • Built 2024
      709 W Hill Rd, Ludlow, VT 05149

      Last Sold Summary

      • $441/SF
      • 5 Days On Market

      Last Sold Price $1,150,000

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

  • /35

    $895,000

    • 3 Beds
    • 3.5 Baths
    • 3,036 Sq Ft

    580 Murphys Rd Unit 3B, Quechee, VT 05059

    Experience quintessential Quechee living in this beautifully appointed 3-bedroom, 3.5-bath Fox Hollow condo. Ideally positioned overlooking Lake Pineo and the 12th hole of the Lakeland Golf Course, this home offers an exceptional blend of modern comfort and year-round recreation. Main Level Highlights:Enter through a charming garden terrace into a sun-drenched, open-concept living space. The

    Dail Frates Snyder Donegan Real Estate Group

    580 Murphys Rd Unit 3B, Quechee, VT 05059
  • /10

    $2,400 per month

    • 2 Beds
    • 1 Bath
    • 1,275 Sq Ft
    • Condo for Rent

    2460 US Route 5 N, Windsor, VT 05089

    Duplex set back from road on Route 5, Windsor, VT. Town of Windsor, stores, restaurants, post office, rec center, bank within walking distance/short drive. Easy commute to Interstate 91.

    2460 US Route 5 N, Windsor, VT 05089
  • /41

    $240,000 Sold Oct 07, 2025

    15 Gill Terrace, Ludlow, VT 05149

    • 4 Beds
    • 1.5 Baths
    • 2,640 Sq Ft
    • Built 1955

    Last Sold Summary

    • 40% Below List Price
    • $91/SF
    • 388 Days On Market

    Current Estimated Value $292,145

    Last Listing Agent Kevin Barnes William Raveis Real Estate Vermont Properties

    15 Gill Terrace, Ludlow, VT 05149
    • /46

      Est $558,788 Not Listed For Sale

      311 Hawk Spur Rd, Plymouth, VT 05056

      • 3 Beds
      • 2 Baths
      • 1,428 Sq Ft
      • Built 1981
      311 Hawk Spur Rd, Plymouth, VT 05056

      Last Sold Summary

      • 3% Above List Price
      • $378/SF
      • 10 Days On Market

      Last Sold Price $540,000

      Last Listing Agent Debra Staniscia Four Seasons Sotheby's Int'l Realty

  • /50

    $1,395,000

    • 4 Beds
    • 2.5 Baths
    • 2,710 Sq Ft

    187 Hopson Rd, Norwich, VT 05055

    This one-of-a-kind spacious home was designed by the architect, George T. Hathorn, and built by G.R. Porter and Sons - both of whom represent an era of home building quality unsurpassed to this day. As befits the climate, the centerpiece of this house is a woodstove, framed by a grand 3-story brick chimney and adjacent staircase – a unique layout that is both beautiful and wonderfully efficient

    Zoe Hathorn Washburn Snyder Donegan Real Estate Group

    187 Hopson Rd, Norwich, VT 05055
  • /25

    $1,050 - $2,495 per month

    • 1 - 3 Beds
    • 1 Bath
    • 300 Sq Ft
    • Condo for Rent

    429 S Windsor St, Royalton, VT 05068

    INCLUDED IS: Heat/Hot water AND electric, off street parking and ALSO a tilled area for your veggie garden!Located on S. Windsor St., maybe a 9 minute walk to Vermont Law School andminutes away from White River Jct., Lebanon, Hanover area.

    429 S Windsor St, Royalton, VT 05068
  • /40

    $575,000 Sold Jun 13, 2025

    26 Summit Trails Rd, Weston, VT 05161

    • 3 Beds
    • 2.5 Baths
    • 2,209 Sq Ft
    • Built 1997

    Last Sold Summary

    • $260/SF
    • 51 Days On Market

    Current Estimated Value $619,367

    Last Listing Agent Steve Stettler Four Seasons Sotheby's Int'l Realty

    26 Summit Trails Rd, Weston, VT 05161
    • /37

      Not Listed For Sale

      0 Baker Turn Unit 5019377, Hartford, VT 05001

      0 Baker Turn Unit 5019377, Hartford, VT 05001

      Last Sold Summary

      • 4 Days On Market

      Last Sold Price $45,000

      Last Listing Agent Betsy Adamovich Real Broker LLC

Showing Results 81 - 120, Page 3 of 18

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