35,996

Windsor County, VT Homes

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  • /45

    $519,000

    • 3 Beds
    • 3 Baths
    • 2,736 Sq Ft

    185 Beans Bridge Rd, Rochester, VT 05767

    Set on three peaceful acres just minutes from the historic village of Rochester, this expanded ranch offers generous living space in a lovely private setting. Amble past a historic farm along a quiet country road to the inviting homesite, perched above the White River valley. The sunny, level lot provides an ideal backdrop for gardening, recreation, and outdoor gatherings. Inside, a large open

    Kyle Kershner Killington Pico Realty

    185 Beans Bridge Rd, Rochester, VT 05767
  • /33

    $199,000 Sold Oct 07, 2025

    • 1,800 Sq Ft
    • $111/SF
    • 266 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2023

    35 Family Cir, Hartland, VT 05001

    Brand New 3-Bedroom, 2-Bath Double-Wide Home in Hartland, VT – Move-In Ready! Discover the comfort and convenience of this beautifully designed home featuring an open-concept layout with a bright and spacious living area, complete with built-in storage. Modern Kitchen & Dining: Cook and entertain with ease in the stylish kitchen boasting a large center island and a generous walk-in corner

    Jenna Luce RE/MAX Upper Valley

    35 Family Cir, Hartland, VT 05001
    • /40

      Est $426,489 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,040 Sq Ft

      681 Colonial Dr, White River Junction, VT 05001

      681 Colonial Dr, White River Junction, VT 05001
  • /10

    $349,000

    • Land
    • 60 Acres
    • $5,817 per Acre

    911 Waterman Rd, Royalton, VT 05068

    Explore the opportunity of this 60 Acre parcel which is beautifully wooded with awesome mountain view potential. Extensive walking trails throughout the land. Possible development options here or build your private dream retreat. VAST Snowmobile Trails run through the property and the backside of the land abuts the Second Branch of the White River. The land has never been percd for septic. Come

    Marni Rieger KW Vermont-Killington

    911 Waterman Rd, Royalton, VT 05068
  • /41

    $240,000 Sold Oct 07, 2025

    • 2,640 Sq Ft
    • $91/SF
    • 388 Days On Market
    • 4 Beds
    • 1.5 Baths
    • Built 1955

    15 Gill Terrace, Ludlow, VT 05149

    New improved price and bundle option. Who doesn't love a stately home in Ludlow? This one is a classic with many craftsman details throughout. The fireplace is stunning and the summer sleeping porch on the second floor is something from years gone by. There are hardwood floors in almost every room and decorative panels on many walls. With 4 bedrooms, 2 baths, and some bonus rooms, there is plenty

    Kevin Barnes William Raveis Real Estate Vermont Properties

    15 Gill Terrace, Ludlow, VT 05149
    • /24

      Est $447,648 Not Listed For Sale

      • 6 Beds
      • 2 Baths
      • 2,317 Sq Ft

      94 Fairview Terrace, White River Junction, VT 05001

      94 Fairview Terrace, White River Junction, VT 05001
  • /20

    $149,900

    • 2 Beds
    • 1 Bath
    • 1,120 Sq Ft

    4351 Vermont 11, Chester, VT 05143

    Almost there! This owner has taken this property to a new level...had the septic discovered and has a report, upgraded the electric entrance and added an EV station, laid flooring, opened up a wall for a much nicer open concept, cleaned and made into a little cottage for skiing, nature loving or just plain home. There are rain barrels for water, let nature fill them up or hire the local water

    Christine Lewis Brattleboro Area Realty

    4351 Vermont 11, Chester, VT 05143
  • /53

    $550,000 Sold Oct 06, 2025

    • 1,812 Sq Ft
    • $304/SF
    • 6 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1864

    1937 Green Mountain Turnpike, Chester, VT 05143

    The Stone Cottage began its long history as a schoolhouse built as the Civil War was nearing its conclusion in 1864. Scottish craftsmen from the Aberdeen region constructed the sturdy structure using a technique referred to as 'snecked ashlar' with hewn ashlar stones laid in horizontal and vertical courses with spaces filled with smaller 'snecks joined with mortar. The random patchwork yields a

    Laird Bradley Williamson Group Sothebys Intl. Realty

    1937 Green Mountain Turnpike, Chester, VT 05143
    • /35

      Est $561,002 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,960 Sq Ft

      258 Hanover St, White River Junction, VT 05001

      258 Hanover St, White River Junction, VT 05001
  • /24

    $299,000

    • 3 Beds
    • 1 Bath
    • 1,800 Sq Ft

    50 Bates Rd, Cavendish, VT 05142

    Bring your vision to this charming 3-bedroom, 1-bath farmhouse in the heart of Cavendish, a true opportunity for those looking to restore or reimagine a home with character. Set on a generous 1.6-acre lot, the property offers endless potential with plenty of space to expand, garden, or create your dream outdoor retreat. Inside, you’ll find original hardwood floors throughout and good bones that

    Daniel Preston KW Vermont Woodstock

    50 Bates Rd, Cavendish, VT 05142
  • /17

    $40,000 Sold Oct 06, 2025

    • 434 Sq Ft
    • $92/SF
    • 6 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1952

    138 Ascutney St, Windsor, VT 05089

    Cash Sale - Being Sold in "As Is - As Seen" Condition. This Trailer (+) addition(s) is on it's own land (Not in a Park). Is is located just a short walk form Kennedy Pond and Downtown Windsor VT. This home will NOT qualify for lender financing in its current condition. What started out as a trailer has had a couple of different additions over the years. Currently, you'll find a Kitchen/Dining

    DJ Chabot Town and Country Realty

    138 Ascutney St, Windsor, VT 05089
    • /32

      Est $444,513 Not Listed For Sale

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

      132 Laurel Ln, White River Junction, VT 05001

      132 Laurel Ln, White River Junction, VT 05001
  • /26

    $395,000

    • 4 Beds
    • 2.5 Baths
    • 2,240 Sq Ft

    215 Elm Hill St, Springfield, VT 05156

    Situated in a serene country setting just moments from the conveniences of town, 215 Elm Hill Street offers the ideal combination of privacy, comfort, and understated elegance. This beautifully maintained home features over 2,200 square feet of bright and inviting living space, designed for both relaxation and effortless entertaining. The expansive 1.25 acre lot is level and open, creating a

    Patrick Kelley Four Seasons Sotheby's Int'l Realty

    215 Elm Hill St, Springfield, VT 05156
  • /39

    $647,000 Sold Oct 06, 2025

    • 1,654 Sq Ft
    • $391/SF
    • 10 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1946

    4165 Hartland Hill Rd, Woodstock, VT 05091

    A professionally renovated classic cape, in a convenient Woodstock location! The interior appeals as fresh and new! The property presents itself as truly turn-key ready for a next owner! With 4 bedrooms and 2 full baths, this cape can easily fill a role of weekend retreat, with room to accommodate visiting friends! As a primary residence, the practical floor plan provides a good combination of

    John Wetmore Wetmore Real Estate

    4165 Hartland Hill Rd, Woodstock, VT 05091
    • /32

      Est $535,519 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 2,392 Sq Ft

      3158 Old River Rd, White River Junction, VT 05001

      3158 Old River Rd, White River Junction, VT 05001
  • /31

    $425,000

    • 2 Beds
    • 1 Bath
    • 908 Sq Ft

    1873 Old River Rd, White River Junction, VT 05001

    Super cute, renovated two bedroom home. Detached garage for some extra storage. Only 15 minutes to Dartmouth Hitchcock & Dartmouth College. Being 2.5 acres, there is plenty of room to expand if you wanted to! Current month by month rental. Tenants would like to stay but understand if buyer wants to occupy residence/has other plans for it.

    Lyndsey Freeman Quechee Lakes Real Estate Center

    1873 Old River Rd, White River Junction, VT 05001
  • /36

    $215,000 Sold Oct 06, 2025

    • 1,900 Sq Ft
    • $113/SF
    • 56 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1900

    31 Maple St, Windsor, VT 05089

    PRICE REDUCTION! Discover classic Vermont charm in this 3-bedroom, 1.5-bathroom home located on a quiet, tree-lined street just steps from downtown Windsor. This home is perfect for those who appreciate historic charm and are ready to make it their own. Inside, you’ll find a welcoming layout and abundant natural light. The first floor features a full bathroom, laundry, spacious living and dining

    Tara Reeves Vermont Real Estate Company

    31 Maple St, Windsor, VT 05089
    • /40

      Est $620,161 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,620 Sq Ft

      110 Chellis St, White River Junction, VT 05001

      110 Chellis St, White River Junction, VT 05001
  • /17

    $825,000

    • 4 Beds
    • 1.5 Baths
    • 2,200 Sq Ft

    1928 Vermont 131, Springfield, VT 05156

    COUNTRY LIVING ON 118 ACRES WITH FULLY APPLIANCED, 4 BR's, 1.5 BATH HOME WITH ATTACHED GARAGE WITH 2ND FLOOR, A STATE-OF-THE ART PELLET BOILER, ROOF TOP SOLAR SYSTEM, SMALL POND, BARN AND STORAGE BUILDINGS. THE LAND BOAST ONE OF THE MOST BEAUTIFUL AND PLENTIFUL SUGAR BUSH IN THE STATE THAT EASILY ACCOMADATES OVER 4500 TAPS. SEVERAL WELL-MAINTAINED WOOD-LAND TRAILS TRAVERSE THE ACREAGE AND THE

    Don Chabot Town and Country Realty

    1928 Vermont 131, Springfield, VT 05156
  • /49

    $502,500 Sold Oct 06, 2025

    • 1,764 Sq Ft
    • $285/SF
    • 38 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2016

    200 Butternut Rd, Hartford, VT 05001

    Tucked into one of Hartford’s most desirable neighborhoods, this thoughtfully maintained colonial offers space, comfort, and effortless indoor-outdoor living just minutes from the heart of the Upper Valley.Step inside to a bright, open layout where the kitchen, dining, and living areas flow seamlessly together — ideal for hosting friends, gathering for meals, or simply enjoying everyday

    Zack Bourque BHHS Verani Upper Valley

    200 Butternut Rd, Hartford, VT 05001
    • /13

      Est $295,330 Not Listed For Sale

      • Studio
      • 1,792 Sq Ft

      20 Talbert St, White River Junction, VT 05001

      20 Talbert St, White River Junction, VT 05001
  • /56

    $415,000

    • 5 Beds
    • 3 Baths
    • 1,976 Sq Ft

    198 Depot St, Cavendish, VT 05153

    Welcome to this charming home nestled in a small neighborhood along the scenic Black River in Cavendish, Vermont. This inviting property combines classic Vermont character with versatile living spaces, all within walking distance of the town green, shops, restaurants, and more. Step inside through the mudroom. The kitchen offers a warm, welcoming space with a sunny dining area perfect for morning

    Katherine Burns William Raveis Real Estate Vermont Properties

    198 Depot St, Cavendish, VT 05153
  • /31

    $450,000 Sold Oct 06, 2025

    • 1,715 Sq Ft
    • $262/SF
    • 71 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1966

    151 Burton Rd, Weston, VT 05161

    This beautifully updated 4-bedroom chalet-style home is nestled on a serene 1.4-acre lot, just minutes from the heart of Weston, the iconic Vermont Country Store, and the renowned Weston Playhouse. Featuring a freshly painted interior, newly finished walkout basement, and a new Harman pellet stove that efficiently heats the main level and upper loft, this home is move-in ready and perfect for

    Gary Coger Four Seasons Sotheby's Int'l Realty

    151 Burton Rd, Weston, VT 05161
    • /28

      Est $404,854 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,784 Sq Ft

      517 Connecticut River Rd, White River Junction, VT 05001

      517 Connecticut River Rd, White River Junction, VT 05001
  • /2

    $168,000

    • Land
    • 56.9 Acres
    • $2,953 per Acre

    0 Gird Lot Rd Unit 5066640, Weathersfield, VT 05030

    On an abandoned road running along Blood Brook, this 56 acre parcel of land, rising to 1000 feet-with potential views of New Hampshire, is a perfect property for all sorts of uses, from simple walks to possible development. Seize this opportunity to own land in Vermont that is also only minutes to Route 91 and the rest of the Upper Valley. Subject to to right of first refusal. Currently going

    John MacGovern Dark Horse Realty

    0 Gird Lot Rd Unit 5066640, Weathersfield, VT 05030
  • /48

    $350,000 Sold Oct 03, 2025

    • 1,312 Sq Ft
    • $267/SF
    • 6 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1860

    5666 Route 100n, Plymouth, VT 05056

    Quintessential Vermont living between Killington and Okemo! Perfectly positioned for four-season adventure, this charming 4-bedroom, 2-bathroom home offers easy access to both Killington and Okemo Mountain Resorts, and is just minutes from the lakes region and local favorite, Chloe’s Market. Set along the scenic Route 100 corridor, the property features access to the VAST snowmobile trail and

    Sarah Sheehan William Raveis Real Estate Vermont Properties

    5666 Route 100n, Plymouth, VT 05056
    • /40

      Est $471,863 Not Listed For Sale

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

      440 Kings Hwy, White River Junction, VT 05001

      440 Kings Hwy, White River Junction, VT 05001
  • /60

    $499,000

    • 8 Beds
    • 6 Baths
    • 3,683 Sq Ft

    61 Pleasant St, Ludlow, VT 05149

    Investment opportunity- One 3 bedroom, 3 bath unit, one 3 bedroom, 2 bath unit and a third owner occupied, renovated bonus 2 bedroom, 1 bath unit. Situated on a quiet side street in Ludlow with sidewalks and easy access to town and close proximity to skiing, this multi-unit property presents possibilities to an owner/investor who also wants a place for friends and family to ski while earning

    Geralyn Donohue Engel & Völkers Okemo

    61 Pleasant St, Ludlow, VT 05149
  • /38

    $510,000 Sold Oct 03, 2025

    • 1,542 Sq Ft
    • $331/SF
    • 26 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1988

    323 Crimson Hawk Rd, Plymouth, VT 05056

    Nestled in the trees between Okemo and Killington Mountain Resorts, this three-bedroom, three-bath, contemporary chalet offers the quintessential Vermont escape. The home's natural wood exterior and newer composite shake roof sit privately in a quiet one-acre setting. Inside, enjoy the warmth of a stone fireplace, three levels of living space, wood floors and updated tiled baths that add both

    Teresa DiNapoli Four Seasons Sotheby's Int'l Realty

    323 Crimson Hawk Rd, Plymouth, VT 05056
    • /32

      Est $314,958 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,505 Sq Ft

      169 Nutt Ln, White River Junction, VT 05001

      169 Nutt Ln, White River Junction, VT 05001
  • /60

    $18,000,000

    • 7 Beds
    • 10 Baths
    • 12,520 Sq Ft

    355 Greene Rd, Woodstock, VT 05071

    Star Hill Farm is completely private, hidden on a hillside with pastoral and mountain views in the heart of South Woodstock. From the valley floor to the top of Meetinghouse Hill, you will be inspired by its beauty, a mesmerizing 183.7+/- acre oasis over gorgeous terrain with fields, woodlands, trails, and stone walls. The historic 2-bedroom guest house and party barn are fully restored, and

    Chris Lang

    355 Greene Rd, Woodstock, VT 05071
  • /31

    $225,000 Sold Oct 03, 2025

    • 1,120 Sq Ft
    • $201/SF
    • 10 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2007

    10 Stryhas Trailer Ct, Ludlow, VT 05149

    Meticulously maintained, beautiful 3-bedroom, 2 full bath mobile home in a 55+ friendly small community. This home features a spacious, open floor plan with high ceilings and skylights that bring in the sun, making for a bright living area. Primary bedroom has an en-suite bath with walk-in shower and jetted tub. The additional bedrooms offer plenty of space for family, guests, or a home office.

    Karen Wilson TPW Real Estate

    10 Stryhas Trailer Ct, Ludlow, VT 05149
    • /27

      Est $288,074 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 960 Sq Ft

      37 Thomas St, White River Junction, VT 05001

      37 Thomas St, White River Junction, VT 05001
  • /60

    $39,000,000

    • 2 Beds
    • 7 Baths
    • 9,950 Sq Ft

    650 Francis Rd, Barnard, VT 05031

    Set on 400+/- acres in Barnard, Vermont, Monsalvat Farm is a legacy estate where rolling pastures, stone walls, forests, and mountain views reflect the state’s timeless character. Settled in 1793, the land carries generations of stewardship, elevated by one of the finest residences in the country—an architectural masterpiece complemented by historic and companion structures that are carefully

    Chris Lang

    650 Francis Rd, Barnard, VT 05031
  • /2

    $227,000 Sold Oct 03, 2025

    • 1,302 Sq Ft
    • $174/SF
    • 12 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1955

    23 Southridge St, Springfield, VT 05156

    Come and take a look at this very inviting home that has been lovingly maintained by the current owner for 41 years! The yard is gorgeous with lots of flowers, berry bushes, rhubarb, ornamental trees and an apple tree, and there is good privacy to enjoy the quiet backyard. On the main level of the house to the nice roomy country kitchen, a dining room, and living room. Walk down the wide hallway

    Glenn Olney Barrett and Valley Associates Inc.

    23 Southridge St, Springfield, VT 05156
    • /19

      Est $338,322 Not Listed For Sale

      • 6 Beds
      • 1 Bath
      • 1,494 Sq Ft

      808 Jericho Rd, White River Junction, VT 05001

      808 Jericho Rd, White River Junction, VT 05001
  • /60

    $2,600,000

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

    1362 Barnard Rd, Woodstock, VT 05091

    Gilbert’s Hill is one of Vermont’s most celebrated properties and a national landmark for its contribution to the sport of alpine skiing. Spanning 112.88± acres in Woodstock (79.31 acres) and Pomfret (33.57 acres), the farm is recognized as the birthplace of lift-served skiing in America, where the first rope tow was installed in 1934. Today, its open pastures, rolling terrain, and historic ski

    Chris Lang

    1362 Barnard Rd, Woodstock, VT 05091
  • /56

    $1,750,000 Sold Oct 03, 2025

    • 2,550 Sq Ft
    • $686/SF
    • 4 Days On Market
    • 3 Beds
    • 3.5 Baths
    • Built 1996

    161 Fishing Access Rd, Ludlow, VT 05149

    Spectacular Lakefront Living in Ludlow, Vermont. Welcome to your ultimate four-season escape — a rare lakefront treasure tucked at the end of a quiet private road on the peaceful Round Pond section of Lake Rescue. With a private swimming area and boat docks just steps from your door, this home offers unparalleled privacy, natural beauty, and direct water access. Take in panoramic lake views from

    Katherine Burns William Raveis Real Estate Vermont Properties

    161 Fishing Access Rd, Ludlow, VT 05149
    • /11

      Est $558,489 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 2,278 Sq Ft

      59 Raymond Cir, White River Junction, VT 05001

      59 Raymond Cir, White River Junction, VT 05001
  • /12

    $299,000

    • Land
    • 4.3 Acres
    • $69,535 per Acre

    00 Chateauguay Rd, Barnard, VT 05031

    A rare and beautiful parcel of land that is cleared, level and ready to be built upon with over 1200 feet of frontage along the North Branch of Locust Creek.Locust Creek runs year round with water falls and deep pools, not only pleasant to look at, but fun to play in.Site prep costs for a parcel like this will be considerably lower than wooded lots that require clearing and excavation.

    Stan Butler Four Seasons Sotheby's Int'l Realty

    00 Chateauguay Rd, Barnard, VT 05031

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