35,912

Windsor County, VT Homes

Section Image
  • /40

    $550,000 Sold Aug 18, 2025

    • 2,590 Sq Ft
    • $212/SF
    • 1 Day On Market
    • 2 Beds
    • 1.5 Baths
    • Built 1988

    65 Paquette Rd, Randolph, VT 05060

    Welcome to this 48 acres of peaceful Vermont countryside. This beautifully maintained 2-bedroom, 2-bathroom farmhouse-style home in Bethel offers the ultimate in privacy and rural charm. Located near the end of a quiet dirt road the setting is serene and secluded—yet just 15 minutes from both downtown Bethel and Randolph, and only 45 minutes to Killington Resort. A large attached two-car garage

    Mariah Kelley KW Vermont-Stowe

    65 Paquette Rd, Randolph, VT 05060
    • /40

      Est $1,096,609 Not Listed For Sale

      • 3 Beds
      • 3.5 Baths
      • 3,469 Sq Ft

      268 Loveland Hill Rd, White River Junction, VT 05001

      268 Loveland Hill Rd, White River Junction, VT 05001
  • /18

    $199,000

    • 1 Bed
    • 1 Bath
    • 708 Sq Ft

    221A Southridge St, Springfield, VT 05156

    This sweet little bungalow is a true work in progress — and it’s almost ready to welcome its next owner! Whether you’re searching for your very first home, looking to downsize, or dreaming of a Vermont retreat, this property is full of charm and possibility. Thoughtful updates are well underway, including a new roof, electrical, plumbing, heating, insulation, windows, flooring, and sheetrock, so

    Linda Benoit Highland Realty

    221A Southridge St, Springfield, VT 05156
  • /60

    $940,000 Sold Aug 18, 2025

    • 3,250 Sq Ft
    • $289/SF
    • 7 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1998

    94 Snow Track S Unit 13, Ludlow, VT 05149

    Snow Trak – A Must-See at Okemo Mountain! Tucked at the base of the Snow Trak Trail, this exceptional mountainside property offers the perfect blend of privacy, convenience, and year-round recreation. Located in a desirable, private community and directly across from the tennis courts, this home delivers effortless mountain living in an unbeatable location. Boasting over 3,250 sqft. of

    Katherine Burns William Raveis Real Estate Vermont Properties

    94 Snow Track S Unit 13, Ludlow, VT 05149
    • /26

      Est $646,230 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,764 Sq Ft

      1660 Bliss Rd, White River Junction, VT 05001

      1660 Bliss Rd, White River Junction, VT 05001
  • /58

    $2,250,000

    • 4 Beds
    • 3.5 Baths
    • 3,000 Sq Ft

    2651 Twenty Mile Stream Rd, Cavendish, VT 05142

    An unrivaled example of Snecked Ashlar building technique, built by Scottish masons back in the mid 1800's. Enjoy this completely renovated home with clever blends of modern technology, conveniences and old world country charm. Situated on renown Twenty Mile Stream Road, this home is surrounded by 172 acres featuring meadows, streams, deciduous forest and VAST access. Enter the home and you'll

    Joseph Karl William Raveis Real Estate Vermont Properties

    2651 Twenty Mile Stream Rd, Cavendish, VT 05142
  • /60

    $757,000 Sold Aug 18, 2025

    • 3,627 Sq Ft
    • $209/SF
    • 28 Days On Market
    • 5 Beds
    • 3 Baths
    • Built 2001

    5 Whispering Pines Rd, Ludlow, VT 05149

    Experience the Best of Country Living on North HillLocated just 1.9 miles from Okemo, this charming 5-bedroom contemporary home offers the perfect balance of privacy and convenience. Whether you're hitting the slopes in winter or teeing off in summer, world-class skiing and golf are just moments away. Plus, Main Street's pubs, pizza parlors, fine dining, and unique shops are all within easy

    Diane Rousseau Four Seasons Sotheby's Int'l Realty

    5 Whispering Pines Rd, Ludlow, VT 05149
    • /34

      Est $500,310 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 1,434 Sq Ft

      102 Jericho St, White River Junction, VT 05001

      102 Jericho St, White River Junction, VT 05001
  • /34

    $55,000

    • 2 Beds
    • 1 Bath
    • 936 Sq Ft

    75 White St, Springfield, VT 05156

    This will most likely have to be a cash sale, because the building needs a lot of work, but the price is right! This is an older mobile home which was added onto more than once through the years, and therefore it does not give the appearance of a mobile home any longer. Sitting up on a stone and rock hill, this won't be suitable for someone having difficulty with stairs. However, once you are at

    Glenn Olney Barrett and Valley Associates Inc.

    75 White St, Springfield, VT 05156
  • /43

    $400,000 Sold Aug 18, 2025

    • 2,468 Sq Ft
    • $162/SF
    • 56 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1774

    4 Quechee Rd, Hartland, VT 05048

    Built in the 1770's with an addition in the 1820's and once a popular Inn, this classic antique federal home has been lovingly brought up to modern standards without any loss of its original character. Sitting in the center of the village, yet with 1.7 +/-ac of outstanding gardens, this home has an unusual combination of "walk to the store" convenience and quiet serenity. A former barn serves as

    Jane Darrach Martha E. Diebold/Hanover

    4 Quechee Rd, Hartland, VT 05048
    • /36

      Est $568,079 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 1,920 Sq Ft

      117 Perkins Place, White River Junction, VT 05001

      117 Perkins Place, White River Junction, VT 05001
  • /60

    $919,000

    • 5 Beds
    • 5 Baths
    • 3,886 Sq Ft

    3961 Hartland Hill Rd, Woodstock, VT 05091

    This lovely,expanded Cape sits just a half mile from Woodstock Village's East End.Surrounded by rolling green fields and wooded hillsides-this home offers a beautiful country setting less than a mile to village shopping, schools, dining and recreation. Updated with modern finishes to enhance accessibility and one level living-while maintaining the warm, country charm. First floor features a

    Tambrey Vutech KW Vermont Woodstock

    3961 Hartland Hill Rd, Woodstock, VT 05091
  • /51

    $1,500,000 Sold Aug 18, 2025

    • 4,351 Sq Ft
    • $345/SF
    • 39 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1968

    775 E Lake Rd, Ludlow, VT 05149

    Spectacular Waterfront Gem on Lake Rescue. Welcome to one of the most coveted locations on Lake Rescue where breathtaking sunsets, serene waters, and panoramic year-round views of Okemo Mountain create the ultimate Vermont lakefront retreat.This rare, true gem offers a sprawling, level yard with direct and effortless water access, an exceptional feature on this picturesque lake. Nestled on the

    Suzanne Garvey Mary W. Davis Realtor & Assoc., Inc.

    775 E Lake Rd, Ludlow, VT 05149
    • /24

      Est $404,909 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,008 Sq Ft

      127 Truell Rd, White River Junction, VT 05001

      127 Truell Rd, White River Junction, VT 05001
  • /21

    $110,000

    • Land
    • 1.13 Acres
    • $97,345 per Acre

    00 Evergreen Acres, Ludlow, VT 05149

    Located just 3.5 miles from Okemo Mountain, this prime parcel offers endless potential for your dream home. With selective clearing, enjoy breathtaking views of Okemo Mountain. The property comes with an existing Vermont Wastewater permit for a 3-bedroom residence, making it ready for your plans. Whether you're looking to build your perfect retreat or a year-round residence, this location is

    Kevin Barnes William Raveis Real Estate Vermont Properties

    00 Evergreen Acres, Ludlow, VT 05149
  • /45

    $310,000 Sold Aug 18, 2025

    • 2,484 Sq Ft
    • $125/SF
    • 46 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1951

    47 Dell Rd, Springfield, VT 05156

    Welcome to a home that truly has it all! Perfectly positioned on a cul-de-sac, this property is steps away from the trailhead of Hartness Park where you can enjoy 3 miles of trails in the 85 acre town forest. A seamless blend of privacy whilst still being in town - what more can you ask for? This beautifully maintained property offers the rare and coveted convenience of first-floor living—with

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

    47 Dell Rd, Springfield, VT 05156
    • /24

      Est $366,887 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 960 Sq Ft

      471 Colonial Dr, White River Junction, VT 05001

      471 Colonial Dr, White River Junction, VT 05001
  • /19

    $279,000

    • Land
    • 10.2 Acres
    • $27,353 per Acre

    00 Parker Ln, Weston, VT 05161

    Great 10.2 Acre Building Lot with state approved 5 bedroom septic! Ready to bring your vision to life - this property has already had the hard work done for you and features a large 4 acre newly created meadow with spring fed pond. Architectural renderings of a potential home design are available to help you imagine the possibilities. With southern exposure, views of the Green Mountains, and

    Nancy Jensen Four Seasons Sotheby's Int'l Realty

    00 Parker Ln, Weston, VT 05161
  • /31

    $600,000 Sold Aug 18, 2025

    • 2,747 Sq Ft
    • $218/SF
    • 71 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1998

    350 Farrar Rd, Chester, VT 05143

    ~Price correction~ Looking for a peaceful escape with plenty of space to spread out? This inviting home sits on a quiet dirt road, just minutes from the heart of Chester Village and close to all the best things Vermont has to offer—skiing, hiking, swimming, and more. This property is perfect as a Primary home, vacation home or can be used as a short-term rental.Inside, there’s tons of

    Linda Benoit Highland Realty

    350 Farrar Rd, Chester, VT 05143
    • /34

      Est $398,410 Not Listed For Sale

      • 2 Beds
      • 1.5 Baths
      • 1,589 Sq Ft

      39 Garland Row, White River Junction, VT 05001

      39 Garland Row, White River Junction, VT 05001
  • /60

    $1,450,000

    • 4 Beds
    • 4 Baths
    • 5,838 Sq Ft

    44 John Deere Dr, Ludlow, VT 05149

    Exquisite Vermont Estate with Okemo and Reservoir views! Discover refined four season Vermont living in this multi-level residence. Blending rustic elegance with modern comfort, the light-filled home showcases rich wood flooring, striking log beam accents, and a dramatic stone- backed gas fireplace as the centerpiece of its open living spaces. French doors connect the kitchen, dining and living

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

    44 John Deere Dr, Ludlow, VT 05149
  • /40

    $740,000 Sold Aug 18, 2025

    • 2,688 Sq Ft
    • $275/SF
    • 67 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1975

    339 Gully Rd, Woodstock, VT 05091

    Peaceful Gully Road Retreat. Just minutes from Woodstock Village.Set on 5.1 private acres along quiet and desirable Gully Road, this beautifully updated four-bedroom, two and one-half bath home offers the perfect blend of peaceful country living and convenient proximity to Woodstock shops, restaurants, and schools.The main level features a light-filled, open-concept layout with a dramatic

    Derek Cosentino Four Seasons Sotheby's Int'l Realty

    339 Gully Rd, Woodstock, VT 05091
    • /39

      Est $377,978 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,479 Sq Ft

      148 Saunders Ave, White River Junction, VT 05001

      148 Saunders Ave, White River Junction, VT 05001
  • /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
  • /40

    $2,425,000 Sold Aug 15, 2025

    • 5,017 Sq Ft
    • $483/SF
    • 0 Days On Market
    • 4 Beds
    • 4.5 Baths
    • Built 2003

    739 Westerdale Rd, Woodstock, VT 05091

    Absolutely stunning, newly renovated residence, privately situated towards the end of a quiet town road in Woodstock, in an area of other substantial homes. Lovely mountain views and 10+ acres of privacy. The present owners have completed over $1 million in documented renovations in the past three years, including a fabulous new gourmet kitchen, powder bath, new bamboo flooring throughout the

    John Snyder Snyder Donegan Real Estate Group

    739 Westerdale Rd, Woodstock, VT 05091
    • /19

      Est $555,538 Not Listed For Sale

      • 2 Beds
      • 2.5 Baths
      • 2,053 Sq Ft

      12 Sterling Springs Dr, White River Junction, VT 05001

      12 Sterling Springs Dr, White River Junction, VT 05001
  • /50

    $2,400,000

    • 5 Beds
    • 4.5 Baths
    • 4,832 Sq Ft

    1059 Carlton Hill Rd, Woodstock, VT 05091

    Set on over two picturesque acres along one of the most beautiful country roads in the area, this spacious and impeccably renovated contemporary farmhouse offers the perfect balance of charm and modern comfort. Just minutes from Woodstock and South Woodstock, the property enjoys both convenience and a peaceful setting.Completely remodeled in 2016 by Sargent Design Company, the home

    Keri Cole Williamson Group Sothebys Intl. Realty

    1059 Carlton Hill Rd, Woodstock, VT 05091
  • /26

    $325,000 Sold Aug 15, 2025

    • 1,340 Sq Ft
    • $243/SF
    • 6 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1930

    38 Cardinal Dr, Hartford, VT 05001

    Great location in Wilder! This cozy 4 bedroom, 2 bathroom home sits on a well kept flat lot at the end of a dead end street. Walking distance to hiking trails, bike paths, Kilowatt fields (& the boat launch), public transportation and town. Dartmouth Health is a 16 minute drive. And only 10 minutes to the green in Hanover, 15 minutes to the green in Lebanon and 7 minutes to all of the restaurants

    Josh Hunt Snyder Donegan Real Estate Group

    38 Cardinal Dr, Hartford, VT 05001
    • /35

      Est $451,508 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,390 Sq Ft

      116 Remick Rd, White River Junction, VT 05001

      116 Remick Rd, White River Junction, VT 05001
  • /27

    $249,000 Open Sat 1PM - 3PM

    • 1 Bed
    • 1 Bath
    • 528 Sq Ft

    106 Hall Rd, Chester, VT 05143

    Open House Saturday, September 20, 1:00 - 3:00 Welcome to your Vermont retreat, an inviting one bedroom, one bath home sat on 2.5 acres at the end of a dead end road in Chester. This 528 square-foot cottage has been thoughtfully updated for four season, comfort, featuring full insulation, a woodstove for cozy evenings, and efficient mini-splits providing both heating and air-conditioning. Recent

    Sandy Reavill Real Broker LLC

    106 Hall Rd, Chester, VT 05143
  • /38

    $459,000 Sold Aug 15, 2025

    • 1,946 Sq Ft
    • $236/SF
    • 20 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1970

    66 Summit Trails Rd, Weston, VT 05161

    Nestled on 4 private acres, this charming chalet is full of character with warm vertical wood interiors throughout. The cathedral-ceiling great room features a stunning fieldstone fireplace and opens to a spacious deck, perfect for outdoor living and soaking in panoramic views of the Green Mountains. The primary bedroom and bath are conveniently located on the main level, while three additional

    Nancy Jensen Four Seasons Sotheby's Int'l Realty

    66 Summit Trails Rd, Weston, VT 05161
    • /33

      Est $445,401 Not Listed For Sale

      • 4 Beds
      • 1.5 Baths
      • 2,438 Sq Ft

      344 Fairview Terrace, White River Junction, VT 05001

      344 Fairview Terrace, White River Junction, VT 05001
  • /39

    $139,000

    • 2 Beds
    • 2 Baths
    • 1,248 Sq Ft

    149 Willow Cir, Hartford, VT 05001

    Nice double wide on desirable lot in a lovely area of the park with neighbors on just one side. Two spacious bedrooms, two baths, den, and a carport to keep the snow off your car this winter! Tall Timbers features an inground pool for summer fun and a community room available for your use.

    Dorothy Griswold The Clerkin Agency, P.C.

    149 Willow Cir, Hartford, VT 05001
  • /55

    $1,145,000 Sold Aug 15, 2025

    • 2,710 Sq Ft
    • $423/SF
    • 5 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 2020

    2 Maple St, Woodstock, VT 05091

    Located in the Heart of Woodstock Village- fantastic location at the foot of the Mtn Peg trail system with easy access to Vail field and all of towns amenities. This beautifully renovated home is completely new. Handsome farmhouse vernacular style home with traditional slate floors, sliding barn doors and wood floors throughout first floor with an open concept for entertaining and all new

    Gretchjen Smith Williamson Group Sothebys Intl. Realty

    2 Maple St, Woodstock, VT 05091
    • /19

      Est $277,723 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,575 Sq Ft

      15 Union St, White River Junction, VT 05001

      15 Union St, White River Junction, VT 05001
  • /43

    $349,000

    • 3 Beds
    • 1.5 Baths
    • 1,248 Sq Ft

    436 Mount View Loop, Rochester, VT 05767

    Located on the back side of Mt View Loop is this comfy home, furnished and ready to move right in. Very open concept living space on top floor with woodstove and large dining room set up to enjoy gatherings of any size. Lower floor bedrooms and full bath. Community swim or fishing pond is a deeded right with garden space available and cross country skiing terrain. North Hollow is a

    Patricia Harvey Xsell Realty LLC

    436 Mount View Loop, Rochester, VT 05767
  • /60

    $677,000 Sold Aug 15, 2025

    • 2,456 Sq Ft
    • $276/SF
    • 6 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1878

    3236 Weston-Andover Rd, Chester, VT 05143

    Set on a stunning, level 7.38-acre parcel, this beautifully updated farmhouse is turnkey and full of character, comfort, and space! The convenient mudroom offers built-in shelving for your gear and leads into a lovely country kitchen featuring handmade cabinetry, granite countertops, a butcher block island, and a cozy breakfast bar. Step out to the charming front porch to enjoy your morning

    Mendi Michael Engel & Völkers Okemo

    3236 Weston-Andover Rd, Chester, VT 05143
    • /40

      Est $486,225 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 1,728 Sq Ft

      99 Davis Cir, White River Junction, VT 05001

      99 Davis Cir, White River Junction, VT 05001
  • /14

    $69,000

    • Land
    • 1.05 Acres
    • $65,714 per Acre

    Lot 49 Spring St, Stockbridge, VT 05772

    Attractive building lot in the desirable Highwood community. This lot offers potential long-range views and includes sewer rights in the Highwood community sewer system, sufficient for a three-bedroom residence. Architectural review and protective covenants ensure that the quality of life in this small community is always preserved. Highwood is adjacent to the Green Mountain Trail network for

    Kyle Kershner Killington Pico Realty

    Lot 49 Spring St, Stockbridge, VT 05772
  • /60

    $345,000 Sold Aug 15, 2025

    • 2,425 Sq Ft
    • $142/SF
    • 32 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1830

    44 Watershed Rd, Bethel, VT 05032

    TAMARACK FARM - PRICE REDUCTION! Historic circa. 1830's antique Brick cape with attached two-car garage/barn, year round brook, and a pathway leading to a lovely lower meadow on Route 12 perfect for equestrian pursuits. Nestled in a picturesque Vermont countryside, this classic 4-bedroom, 2-bath home on 2 acres showcases wide-board pine floors, exposed ceiling beams, and period details

    John Bassette Bassette Real Estate Group

    44 Watershed Rd, Bethel, VT 05032

Showing Results 321 - 360, Page 9 of 18

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