35,978

Windsor County, VT Homes

Section Image
    • 574 Willard Rd Unit 1A, Hartford, VT 05001
      574 Willard Rd Unit 1A, Hartford, VT 05001
      574 Willard Rd Unit 1A, Hartford, VT 05001
      /18

      Not Listed For Sale

      • 1 Bed
      • 1 Bath
      • 880 Sq Ft

      574 Willard Rd Unit 1A, Hartford, VT 05001

      574 Willard Rd Unit 1A, Hartford, VT 05001
  • 411 Wood Rd, Hartford, VT 05001
    411 Wood Rd, Hartford, VT 05001
    411 Wood Rd, Hartford, VT 05001
    /55

    $1,425,000

    • 4 Beds
    • 3.5 Baths
    • 4,204 Sq Ft

    411 Wood Rd, Hartford, VT 05001

    Set On 35 acres, This hilltop contemporary captures sweeping long-range views of the Quechee Valley, the Woodstock hills, and the Quechee Ski Hill. With over 4,000 sq. ft. of finely crafted living space, the home showcases quality throughout - custom trim, warm wood and tile floors, radiant heat, and walls of glass designed to frame Vermont’s beauty from nearly every room. The main level is ideal

    Sandy Reavill Real Broker LLC

    411 Wood Rd, Hartford, VT 05001
  • 15 Gill Terrace, Ludlow, VT 05149
    15 Gill Terrace, Ludlow, VT 05149
    15 Gill Terrace, Ludlow, VT 05149
    /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

    Last Listing Agent Kevin Barnes William Raveis Real Estate Vermont Properties

    15 Gill Terrace, Ludlow, VT 05149
    • 230 S Main St, Rochester, VT 05767
      230 S Main St, Rochester, VT 05767
      230 S Main St, Rochester, VT 05767
      /21

      Est $175,073 Not Listed For Sale

      • Studio
      • 1,500 Sq Ft

      230 S Main St, Rochester, VT 05767

      230 S Main St, Rochester, VT 05767
  • 26 Mount Peg Rd Unit A, Woodstock, VT 05091
    26 Mount Peg Rd Unit A, Woodstock, VT 05091
    26 Mount Peg Rd Unit A, Woodstock, VT 05091
    /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
  • 26 Summit Trails Rd, Weston, VT 05161
    26 Summit Trails Rd, Weston, VT 05161
    26 Summit Trails Rd, Weston, VT 05161
    /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 $567,133

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

    26 Summit Trails Rd, Weston, VT 05161
    • 1432 Union Village Rd, Norwich, VT 05055
      1432 Union Village Rd, Norwich, VT 05055
      1432 Union Village Rd, Norwich, VT 05055
      /38

      Est $702,407 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 3,888 Sq Ft

      1432 Union Village Rd, Norwich, VT 05055

      1432 Union Village Rd, Norwich, VT 05055
  • 58 Greenbush Rd, Cavendish, VT 05142
    58 Greenbush Rd, Cavendish, VT 05142
    58 Greenbush Rd, Cavendish, VT 05142
    /46

    $750,000

    • 3 Beds
    • 3 Baths
    • 1,432 Sq Ft

    58 Greenbush Rd, Cavendish, VT 05142

    Charming Cape Cod Home in a Serene Country Setting – 10.10 Acres Welcome to this beautifully transformed Cape Cod-style home, nestled on just over 10 acres of picturesque countryside. Offering a perfect blend of classic charm and modern convenience, this inviting property is ideal for those seeking tranquility and space. Step onto the welcoming front porch, where you can relax and take in the

    Katie Ladue Gilbert KW Vermont Woodstock

    58 Greenbush Rd, Cavendish, VT 05142
  • 973 Route 106, Reading, VT 05062
    973 Route 106, Reading, VT 05062
    973 Route 106, Reading, VT 05062
    /59

    $495,000 Sold Oct 02, 2025

    973 Route 106, Reading, VT 05062

    • 3 Beds
    • 2 Baths
    • 2,035 Sq Ft
    • Built 1835

    Last Sold Summary

    • $243/SF
    • 5 Days On Market

    Last Listing Agent John Bassette Bassette Real Estate Group

    973 Route 106, Reading, VT 05062
    • 35 Depot St, Chester, VT 05143
      35 Depot St, Chester, VT 05143
      35 Depot St, Chester, VT 05143
      /17

      Est $85,061 Not Listed For Sale

      • 4 Beds

      35 Depot St, Chester, VT 05143

      35 Depot St, Chester, VT 05143
  • 2346 Quechee Main St, White River Junction, VT 05001
    2346 Quechee Main St, White River Junction, VT 05001
    2346 Quechee Main St, White River Junction, VT 05001
    /32

    $1,865,000

    • 3 Beds
    • 3.5 Baths
    • 3,827 Sq Ft

    2346 Quechee Main St, White River Junction, VT 05001

    A beautifully constructed residence, designed to take in breathtaking views of the river, the Lakeland course of the Quechee club golf course, the Quechee ski slopes, and lake Pinneo. The house offers high-quality details inside and out including porches, stone patios, octagonal viewing/sitting rooms and more. Gourmet kitchen of with a large walk-in pantry, 2 river stone fireplaces, tigerwood

    John Snyder Snyder Donegan Real Estate Group

    2346 Quechee Main St, White River Junction, VT 05001
  • 531 Quechee Rd, Hartland, VT 05048
    531 Quechee Rd, Hartland, VT 05048
    531 Quechee Rd, Hartland, VT 05048
    /30

    $487,000 Sold Mar 12, 2025

    531 Quechee Rd, Hartland, VT 05048

    • 3 Beds
    • 2 Baths
    • 1,520 Sq Ft
    • Built 2023

    Last Sold Summary

    • 4% Above List Price
    • $320/SF
    • 5 Days On Market

    Last Listing Agent Danny Kogut Williamson Group Sothebys Intl. Realty

    531 Quechee Rd, Hartland, VT 05048
    • 600 Kendricks Corner Rd, Perkinsville, VT 05151
      600 Kendricks Corner Rd, Perkinsville, VT 05151
      600 Kendricks Corner Rd, Perkinsville, VT 05151
      /6

      Est $75,659 Not Listed For Sale

      600 Kendricks Corner Rd, Perkinsville, VT 05151

      600 Kendricks Corner Rd, Perkinsville, VT 05151
  • 33 Mountain Ave, Woodstock, VT 05091
    33 Mountain Ave, Woodstock, VT 05091
    33 Mountain Ave, Woodstock, VT 05091
    /32

    $1,295,000

    • 2 Beds
    • 3.5 Baths
    • 2,280 Sq Ft

    33 Mountain Ave, Woodstock, VT 05091

    Welcome to 33 Mountain Avenue – a mid-century modern gem poised perfectly on the edge of Faulkner Park and at the foot of Mt. Tom and once part of the Marianne Faulkner Estate. The spacious one-level design provides a seamless connection between the indoor and outdoor living space which includes two ensuite bedrooms, living/dining room with fireplace, kitchen, family room, office and attached one

    Mary Mayhew Snyder Donegan Real Estate Group

    33 Mountain Ave, Woodstock, VT 05091
  • 441 Spruce Way, Woodstock, VT 05091
    441 Spruce Way, Woodstock, VT 05091
    441 Spruce Way, Woodstock, VT 05091
    /40

    $1,625,000 Sold Sep 29, 2025

    441 Spruce Way, Woodstock, VT 05091

    • 4 Beds
    • 3 Baths
    • 2,619 Sq Ft
    • Built 1986

    Last Sold Summary

    • 2% Below List Price
    • $620/SF
    • 6 Days On Market

    Last Listing Agent John Snyder Snyder Donegan Real Estate Group

    441 Spruce Way, Woodstock, VT 05091
    • 00 Hemlock Hill Dr, Ludlow, VT 05149
      00 Hemlock Hill Dr, Ludlow, VT 05149
      00 Hemlock Hill Dr, Ludlow, VT 05149
      /17

      Not Listed For Sale

      00 Hemlock Hill Dr, Ludlow, VT 05149

      00 Hemlock Hill Dr, Ludlow, VT 05149
  • 0 New Boston Rd, Thetford, VT 05074
    0 New Boston Rd, Thetford, VT 05074
    0 New Boston Rd, Thetford, VT 05074
    /15

    $237,000 Under Contract

    • Land
    • 226 Acres
    • $1,049 per Acre

    0 New Boston Rd, Thetford, VT 05074

    The land's primary feature is its nearly 1/2 mile of river frontage at its northern end. Two old woods trails head to the river providing good access to this scenic water resource. Given the land’s access, distance to electric power, Restricted Use Area, and opposing solar array, the highest and best use is likely a camp/seasonal home development, recreation, and/or forest management. A meadow at

    Thom Milke Fountains Land Inc.

    0 New Boston Rd, Thetford, VT 05074
  • 1179 S Hill Rd, Ludlow, VT 05149
    1179 S Hill Rd, Ludlow, VT 05149
    1179 S Hill Rd, Ludlow, VT 05149
    /40

    $585,000 Sold Feb 26, 2025

    1179 S Hill Rd, Ludlow, VT 05149

    • 3 Beds
    • 2 Baths
    • 1,860 Sq Ft
    • Built 1980

    Last Sold Summary

    • 2% Below List Price
    • $315/SF
    • 248 Days On Market

    Current Estimated Value $571,988

    Last Listing Agent Frank Provance Diamond Realty

    1179 S Hill Rd, Ludlow, VT 05149
    • 111 Lakeland Dr Unit B, Hartford, VT 05001
      111 Lakeland Dr Unit B, Hartford, VT 05001
      111 Lakeland Dr Unit B, Hartford, VT 05001
      /33

      Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,346 Sq Ft

      111 Lakeland Dr Unit B, Hartford, VT 05001

      111 Lakeland Dr Unit B, Hartford, VT 05001
  • 3147 Mount Hunger Rd, Barnard, VT 05031
    3147 Mount Hunger Rd, Barnard, VT 05031
    3147 Mount Hunger Rd, Barnard, VT 05031
    /42

    $15,000,000

    • 5 Beds
    • 10 Baths
    • 9,679 Sq Ft

    3147 Mount Hunger Rd, Barnard, VT 05031

    Honey Hill Farm is a rare and distinguished Vermont estate, encompassing over 300 acres of pastoral beauty, panoramic mountain views, trails, and a spring-fed pond. The main residence has been masterfully reimagined with a full-scale renovation, marrying timeless craftsmanship with the highest standard of modern luxury. At its heart lies an expansive gourmet kitchen—designed with custom marble

    Keri Cole Williamson Group Sothebys Intl. Realty

    3147 Mount Hunger Rd, Barnard, VT 05031
  • 171 Southridge St, Springfield, VT 05156
    171 Southridge St, Springfield, VT 05156
    171 Southridge St, Springfield, VT 05156
    /21

    $49,000 Sold Mar 07, 2025

    171 Southridge St, Springfield, VT 05156

    • 2 Beds
    • 1.5 Baths
    • 792 Sq Ft
    • Built 1960

    Last Sold Summary

    • 25% Below List Price
    • $62/SF
    • 202 Days On Market

    Last Listing Agent Glenn Olney Barrett and Valley Associates Inc.

    171 Southridge St, Springfield, VT 05156
    • 122 Parrish View Rd, West Windsor, VT 05037
      122 Parrish View Rd, West Windsor, VT 05037
      122 Parrish View Rd, West Windsor, VT 05037
      /39

      Not Listed For Sale

      • 2 Beds
      • 2.5 Baths
      • 1,400 Sq Ft

      122 Parrish View Rd, West Windsor, VT 05037

      122 Parrish View Rd, West Windsor, VT 05037
  • 115 Eastman Rd, South Woodstock, VT 05071
    115 Eastman Rd, South Woodstock, VT 05071
    115 Eastman Rd, South Woodstock, VT 05071
    /42

    $8,000,000

    • 3 Beds
    • 3.5 Baths
    • 6,096 Sq Ft

    115 Eastman Rd, South Woodstock, VT 05071

    Sorgenfrei, or "Carefree," was built by Ennis Construction in 2015, and this extraordinary property truly embodies that sobriquet. A stunning and uncommon confluence of the finest materials and the most energy efficient techniques, this home was carefully constructed to maximize worry-free enjoyment. The most advanced systems and a focused commitment to the highest quality make this home a

    Keri Cole Williamson Group Sotheby's International Realty

    115 Eastman Rd, South Woodstock, VT 05071
  • 13 Golf Ave, Woodstock, VT 05091
    13 Golf Ave, Woodstock, VT 05091
    13 Golf Ave, Woodstock, VT 05091
    /32

    $700,000 Sold May 30, 2025

    13 Golf Ave, Woodstock, VT 05091

    • 2 Beds
    • 2 Baths
    • 1,520 Sq Ft
    • Built 1880

    Last Sold Summary

    • $461/SF
    • 0 Days On Market

    Current Estimated Value $688,474

    Last Listing Agent Gretchjen Smith Williamson Group Sothebys Intl. Realty

    13 Golf Ave, Woodstock, VT 05091
    • 28 Fowler Rd Unit N103, Ludlow, VT 05149
      28 Fowler Rd Unit N103, Ludlow, VT 05149
      28 Fowler Rd Unit N103, Ludlow, VT 05149
      /39

      Est $643,313 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,320 Sq Ft

      28 Fowler Rd Unit N103, Ludlow, VT 05149

      28 Fowler Rd Unit N103, Ludlow, VT 05149
  • 98 Spaulding Rd Unit H-4, Cavendish, VT 05153
    98 Spaulding Rd Unit H-4, Cavendish, VT 05153
    98 Spaulding Rd Unit H-4, Cavendish, VT 05153
    /38

    $525,000

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

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

    The Castle Hill Resort & Spa is your place to enjoy and relax. Top floor end unit has 2 levels of living spaces. There are three spacious bedrooms, 3.5 baths, a second level loft area (den) and a lock out area with a bedroom, 3/4 bath and den that can be rented out if you choose. Cathedral ceilings, air conditioning, gas fireplace with an open kitchen/dining/living room. A private main level

    Elissa Scully Mary W. Davis Realtor & Assoc., Inc.

    98 Spaulding Rd Unit H-4, Cavendish, VT 05153
  • 37 Coolidge Rd, Springfield, VT 05156
    37 Coolidge Rd, Springfield, VT 05156
    37 Coolidge Rd, Springfield, VT 05156
    /26

    $193,000 Sold Oct 17, 2025

    37 Coolidge Rd, Springfield, VT 05156

    • 2 Beds
    • 1 Bath
    • 942 Sq Ft
    • Built 1929

    Last Sold Summary

    • 2% Above List Price
    • $205/SF
    • 66 Days On Market

    Last Listing Agent Betsy Adamovich Real Broker LLC

    37 Coolidge Rd, Springfield, VT 05156
    • 238 South St, Hartford, VT 05088
      238 South St, Hartford, VT 05088
      238 South St, Hartford, VT 05088
      /28

      Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,170 Sq Ft

      238 South St, Hartford, VT 05088

      238 South St, Hartford, VT 05088
  • 891 Vermont Route 100, Weston, VT 05161
    891 Vermont Route 100, Weston, VT 05161
    891 Vermont Route 100, Weston, VT 05161
    /12

    $245,000

    • 2 Beds
    • 1 Bath
    • 864 Sq Ft

    891 Vermont Route 100, Weston, VT 05161

    Charming and efficient, this 2-bedroom, 1-bath home offers a cozy retreat in the heart of Weston, Vermont. Designed for single-level living and low maintenance, the layout makes the most of its space. The main living area features an open flow between the living room and eat-in kitchen, leading to a deck that is perfect for morning coffee or outdoor grilling. Two bedrooms and a full bath complete

    Andie Fusco Four Seasons Sotheby's Int'l Realty

    891 Vermont Route 100, Weston, VT 05161
  • 56 Main St, Ludlow, VT 05149
    56 Main St, Ludlow, VT 05149
    56 Main St, Ludlow, VT 05149
    /37

    $505,000 Sold Oct 24, 2025

    56 Main St, Ludlow, VT 05149

    • 4 Beds
    • 2.5 Baths
    • 2,200 Sq Ft
    • Built 1900

    Last Sold Summary

    • 6% Below List Price
    • $230/SF
    • 191 Days On Market

    Last Listing Agent Betty McEnaney Diamond Realty

    56 Main St, Ludlow, VT 05149
    • 976 Hard Rd Unit 2, Hartford, VT 05001
      976 Hard Rd Unit 2, Hartford, VT 05001
      976 Hard Rd Unit 2, Hartford, VT 05001
      /19

      Not Listed For Sale

      • 2 Beds
      • 3.5 Baths
      • 1,426 Sq Ft

      976 Hard Rd Unit 2, Hartford, VT 05001

      976 Hard Rd Unit 2, Hartford, VT 05001
  • 225/227 Qtr I Jackson Gore Inn, Ludlow, VT 05149
    225/227 Qtr I Jackson Gore Inn, Ludlow, VT 05149
    225/227 Qtr I Jackson Gore Inn, Ludlow, VT 05149
    /38

    $139,900

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

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

    Jackson Gore Inn 225/227; Quarter II: Great Location with Deck off the living area with spectacular views of Jackson Gore slopes, overlooking the fire pit and courtyard! Two bedroom lockout design with plenty of room sleeping 10. Cozy and Comfortable open concept living, dining and kitchen. The lockout gives you flexibility for renting and privacy. Convenient elevator access to the pool, daycare

    Laurene Skinner Mary W. Davis Realtor & Assoc., Inc.

    225/227 Qtr I Jackson Gore Inn, Ludlow, VT 05149
  • 2665 Brook Rd, Cavendish, VT 05142
    2665 Brook Rd, Cavendish, VT 05142
    2665 Brook Rd, Cavendish, VT 05142
    /46

    $250,000 Sold Nov 18, 2025

    2665 Brook Rd, Cavendish, VT 05142

    • 2 Beds
    • 2 Baths
    • 1,250 Sq Ft
    • Built 1972

    Last Sold Summary

    • 6% Below List Price
    • $200/SF
    • 53 Days On Market

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

    2665 Brook Rd, Cavendish, VT 05142
    • 32 Route 103 S Unit F3, Ludlow, VT 05149
      32 Route 103 S Unit F3, Ludlow, VT 05149
      32 Route 103 S Unit F3, Ludlow, VT 05149
      /48

      Est $393,938 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,125 Sq Ft

      32 Route 103 S Unit F3, Ludlow, VT 05149

      32 Route 103 S Unit F3, Ludlow, VT 05149
  • 115 Prior Rd, Cavendish, VT 05142
    115 Prior Rd, Cavendish, VT 05142
    115 Prior Rd, Cavendish, VT 05142
    /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
  • 644 Vermont 12, Hartland, VT 05048
    644 Vermont 12, Hartland, VT 05048
    644 Vermont 12, Hartland, VT 05048
    /11

    $213,000 Sold Jun 06, 2025

    644 Vermont 12, Hartland, VT 05048

    • Land
    • 33.2 Acres
    • $6,416 per Acre

    Last Sold Summary

    • 23% Below List Price
    • 508 Days On Market

    Current Estimated Value $211,511

    Last Listing Agent Chris Crowe Quechee Lakes Real Estate Center

    644 Vermont 12, Hartland, VT 05048
    • 621 Main St, Proctorsville, VT 05153
      621 Main St, Proctorsville, VT 05153
      621 Main St, Proctorsville, VT 05153
      /40

      Est $573,880 Not Listed For Sale

      • 5 Beds
      • 5 Baths
      • 3,434 Sq Ft

      621 Main St, Proctorsville, VT 05153

      621 Main St, Proctorsville, VT 05153
  • 1979 N Hill Rd, Chester, VT 05143
    1979 N Hill Rd, Chester, VT 05143
    1979 N Hill Rd, Chester, VT 05143
    /42

    $429,000

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

    1979 N Hill Rd, Chester, VT 05143

    Welcome to this attractive Andover Contemporary home, perfectly suited for year-round living or as a Vermont vacation retreat. Built in 2005, this 3 bedroom, 2 bath residence offers modern comfort in a peaceful country setting on 2.1 acres while being just minutes from Okemo Mountain Resort and close to scenic snowmobile trails—ideal for outdoor enthusiasts in every season. The inviting

    Geralyn Donohue Engel & Völkers Okemo

    1979 N Hill Rd, Chester, VT 05143
  • 77 Winding Rd, Brownsville, VT 05037
    77 Winding Rd, Brownsville, VT 05037
    77 Winding Rd, Brownsville, VT 05037
    /41

    $525,000 Sold Dec 15, 2025

    77 Winding Rd, Brownsville, VT 05037

    • 4 Beds
    • 2 Baths
    • 2,380 Sq Ft
    • Built 1988

    Last Sold Summary

    • 1% Above List Price
    • $221/SF
    • 23 Days On Market

    Last Listing Agent Dana Waters Dark Horse Realty

    77 Winding Rd, Brownsville, VT 05037
    • 160 Solitude Rd Unit L104, Ludlow, VT 05149
      160 Solitude Rd Unit L104, Ludlow, VT 05149
      160 Solitude Rd Unit L104, Ludlow, VT 05149
      /4

      Est $825,680 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,456 Sq Ft

      160 Solitude Rd Unit L104, Ludlow, VT 05149

      160 Solitude Rd Unit L104, Ludlow, VT 05149

Showing Results 121 - 160, Page 4 of 18

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