25

Farmhouse Homes for Sale in Windsor County VT

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  • /58

    $985,000

    • 2 Beds
    • 3 Baths
    • 1,586 Sq Ft

    2865 Bridgewater Hill Rd, Bridgewater Corners, VT 05035

    Welcome to "Green Shutters," an exceptional 20-acre Vermont homestead that seamlessly bridges late-1800s heritage with state-of-the-art, sustainable luxury. While technically a two-bedroom, this highly versatile property offers far more space, featuring a fully renovated circa 1895 farmhouse and a striking modern addition with an oversized heated two-car garage, private guest suite, and multiple

    Agent Photo

    KC Gandee

    Real Broker LLC

    2865 Bridgewater Hill Rd, Bridgewater Corners, VT 05035
  • /54

    $750,000

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

    207 Hartness Way, Hartford, VT 05001

    Are you looking for the ideal energy efficient property, perhaps perfect as a 2nd home or investment opportunity? The Sellers have paid less than $3,300 per year covering all utilities for this premium energy efficient home. 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

    Tyler Hall BHHS Verani Upper Valley

    207 Hartness Way, Hartford, VT 05001
  • /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
  • /36

    $845,000

    $50K PRICE DROP
    • 3 Beds
    • 3.5 Baths
    • 1,840 Sq Ft

    49 Vt Rt 12, Pomfret, VT 05053

    Discover the possibilities with this beautifully crafted three bedroom, three and one half bath home and versatile Post and Beam barn/studio, set between Woodstock and Silver Lake in scenic Barnard. The main residence features an airy great room with vaulted ceilings, warm wood accents, and expansive windows that invite natural light and frame peaceful views. Thoughtful design and quality

    Eric Johnston Four Seasons Sotheby's Int'l Realty

    49 Vt Rt 12, Pomfret, VT 05053
  • /59

    $1,150,000

    • 5 Beds
    • 4.5 Baths
    • 3,370 Sq Ft

    1036 N Main St, Bethel, VT 05032

    Set along the storied banks of the White River, the historic WA Dunham Farm—also known as the Hungerford Farm—offers a rare blend of Vermont heritage, natural beauty, and modern comfort on 92.6 conserved acres. Originally built circa 1867, this extensively restored estate features nearly one mile of private river frontage with a secluded beach, perennial streams, protected woodlands, open

    Evan Russell Real Broker LLC

    1036 N Main St, Bethel, VT 05032
  • /49

    $5,250,000

    • 4 Beds
    • 7 Baths
    • 7,715 Sq Ft

    83 Town Farm Hill Rd, Hartland, VT 05048

    Hartland Hill Farm unfolds across rolling meadows in one of the Upper Valley's most picturesque settings. Sited to embrace the surrounding landscape, the property enjoys sweeping pastoral views east to New Hampshire's White Mountains and south over open fields to the iconic silhouette of Mount Ascutney. Mature maples, stone walls, an apple orchard, two ponds, productive farmland, and a classic

    Story Jenks LandVest, Inc/Woodstock

    83 Town Farm Hill Rd, Hartland, VT 05048
  • /42

    $4,500,000

    $1M PRICE DROP
    • 4 Beds
    • 2 Baths
    • 3,150 Sq Ft

    85 Pallottas Hill Rd, Ludlow, VT 05149

    MAJOR 7 FIGURE PRICE REDUCTION! Your Vermont Mountain Retreat Awaits Discover 127 acres of pure Vermont beauty at the foot of Okemo Mountain, just 2 minutes from downtown Ludlow. This rare property offers expansive meadows, forested trails, and panoramic views of Okemo, Mount Ascutney and beyond. Enjoy direct access to cross country skiing, hiking, snowshoeing, the VAST trail system, and

    Frank Provance Diamond Realty

    85 Pallottas Hill Rd, Ludlow, VT 05149
  • /44

    $1,450,000

    • 3 Beds
    • 1.5 Baths
    • 1,360 Sq Ft

    1503 Rush Meadow Rd, West Windsor, VT 05089

    They say land remembers. On Rush Meadow Road—where rolling fields meet the quiet rhythm of the seasons—there is a place that has been held, cared for, and passed down for over a century. This 103-acre estate is not something that was assembled. It was lived. Worked. Protected. For generations, it operated as a dairy farm, and the land still reflects that stewardship—lush hayfields, a ready-to-tap

    Katie Ladue Gilbert BHHS Verani Upper Valley

    1503 Rush Meadow Rd, West Windsor, VT 05089
  • /46

    $718,500

    $31K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,660 Sq Ft

    37 South St, Woodstock, VT 05091

    Great new price! Nestled in the vibrant heart of Woodstock Village, this beautifully renovated residence offers the ultimate "walk-to-all" lifestyle. Stepping inside, newly installed pine flooring guides you through an inviting main level designed for both daily living and effortless entertaining. The cozy living room anchors the home with its warm gas fireplace, while the spacious dining area

    Mark Roden KW Coastal and Lakes & Mountains Realty/Hanover

    37 South St, Woodstock, VT 05091
  • /33

    $320,000

    $17K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,056 Sq Ft

    20 Church St, North Springfield, VT 05150

    A classic Vermont farmhouse with space, flexibility, and possibilities for the future. Currently enjoyed as a spacious single-family home, the layout offers clear potential to adapt for multi-generational living or a two-family configuration with modification. For those with a bigger vision, the substantial rear barn and workshop areas may offer further possibilities, subject to permitting and

    Daire Gibney Barrett and Valley Associates Inc.

    20 Church St, North Springfield, VT 05150
  • /49

    $550,000

    • 3 Beds
    • 4 Baths
    • 2,727 Sq Ft

    1787 Route 100 N, Ludlow, VT 05149

    From location to layout, this home offers the best of Vermont living. Set along scenic Route 100 in the heart of the lakes region, you’ll enjoy year-round recreation just minutes from Okemo Mountain Resort, Killington Resort, and Plymouth State Park. This thoughtfully remodeled farmhouse blends classic charm with modern updates. Offering 3 bedrooms and 4 bathrooms, the home features generous

    Sarah Sheehan William Raveis Real Estate Vermont Properties

    1787 Route 100 N, Ludlow, VT 05149
  • /33

    $695,000

    $55K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 2,285 Sq Ft

    47 Pleasant St, Woodstock, VT 05091

    Excellent opportunity for residential or office/commercial space with easy access and high visibility on Rt 4 coming into town, Currently configured as office space downstairs (which previously has been living spacce), combined with a separate two-bedroom apartment (with its own access) upstairs. The 1,335 sf lower level (Unit C) is currently a chiropractor's office space and was previously used

    John Snyder Snyder Donegan Real Estate Group

    47 Pleasant St, Woodstock, VT 05091
  • /60

    $1,300,000

    • 4 Beds
    • 2 Baths
    • 1,908 Sq Ft

    366 Knapp Pond Rd, Cavendish, VT 05142

    Did I read that right? 172 acres?! Impeccably renovated farmhouse on +-172 acres - what more could you ask for? ~131 acres of this property are located in Cavendish while the other ~41 are in Reading. Enjoy apples straight from the backyard. Listen and watch the brook babble down by the road and enjoy the peace that comes from this lovely home. All new Marvin Elevate windows, all new appliances,

    Franchesca Collins Hall Collins Real Estate Group

    366 Knapp Pond Rd, Cavendish, VT 05142
  • /34

    $619,900

    $105K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 1,938 Sq Ft

    4205 Vermont 131, Weathersfield, VT 05151

    Step into timeless New England charm with this historic circa-1760s expanded Cape, offering a wonderful blend of early craftsmanship, character, and modern-day livability. The home showcases classic timber frame construction with hand hewn beams, beautiful wide plank floors, and preserved period details that create warmth and authenticity throughout every room. With three bedrooms and two full

    Thaddeus Abare Barrett and Valley Associates Inc.

    4205 Vermont 131, Weathersfield, VT 05151
  • /54

    $795,000

    • 3 Beds
    • 2.5 Baths
    • 3,110 Sq Ft

    19 Lawridge Heights, Ludlow, VT 05149

    Beautifully renovated farmhouse offering the perfect blend of timeless New England charm and modern convenience. Situated on a private, low-maintenance lot with both town water and sewer, this inviting home is just a short stroll to Main Street's shops and restaurants and only three minutes from Okemo Mountain Resort.The heart of the home is the spectacular oversized great room, filled with

    Daniel Vigeant Mary W. Davis Realtor & Assoc., Inc.

    19 Lawridge Heights, Ludlow, VT 05149
  • /20

    $249,000

    $11K PRICE DROP
    • 4 Beds
    • 1 Bath
    • 1,738 Sq Ft

    1009 Vermont 131, Weathersfield, VT 05156

    MOTIVATED SELLER - PRICE REDUCTION - GREAT LOCATION - Check out this Circa 1840's Farmhouse with attached Garage and Shed on 1.98 acres with open meadows and woods. First floor features an Eat-In Kitchen, Full Bathroom, Laundry Room, Living Room, Bedroom and Den/Dining Room with Pellet Stove. Upstairs you'll find 4 Bedrooms that need some cosmetic work. Just 3/4 mile from Exit 8 for easy commute

    Don Chabot Town and Country Realty

    1009 Vermont 131, Weathersfield, VT 05156
  • /38

    $249,500

    • 1,922 Sq Ft

    3668 Vt Route 103 N, Chester, VT 05143

    Entrepreneurs and investors take note! This commercially zoned property offers exceptional potential for a home-based business, investment opportunity, or live/work lifestyle. The property features an oversized barn, multiple outbuildings, and ample space to support a wide variety of business ventures, workshops, storage, or hobby pursuits.The home is currently configured as two charming

    Daniel Vigeant Mary W. Davis Realtor & Assoc., Inc.

    3668 Vt Route 103 N, Chester, VT 05143
  • /54

    $399,500

    $40K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 2,264 Sq Ft

    264 Elm Hill St, Springfield, VT 05156

    No words describe this property better than peaceful, rural, convenient and historic. Throughout its long life, the top of Elm Hill exudes country. The rugged stone walls, lower barn, tool shed and upper barn reveal an agricultural past. The upper barn has been converted to a 2-car garage and workshop, complete with a half-ton hoist. The upstairs hayloft (attic type storage) is easily accessible

    Carol Cole BHG Masiello Brattleboro

    264 Elm Hill St, Springfield, VT 05156
  • /56

    $455,000

    • 5 Beds
    • 1.5 Baths
    • 2,205 Sq Ft

    191 Route 100 N, Ludlow, VT 05149

    Nestled between Okemo Mountain and the lakes region, this inviting 5-bedroom home sits on 2 peaceful acres framed by mature trees and an expansive open yard. Filled with warmth and character, the home is a charming reminder of simpler times, offering large sun-filled rooms and generous gathering spaces throughout. At the heart of the home is the open kitchen and family room, where a cozy wood

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

    191 Route 100 N, Ludlow, VT 05149
  • /16

    $172,900

    • 3 Beds
    • 2 Baths
    • 1,359 Sq Ft

    136 Store Hill Rd, Bethel, VT 05032

    Property being sold "AS IS".State septic permitting is in progress. Located in quaint E. Bethel Village, this 1825 farmhouse offers an opportunity to finish to your taste.

    Dean Goulet Dunrovin Real Estate

    136 Store Hill Rd, Bethel, VT 05032
  • /45

    $599,999

    • 6 Beds
    • 5 Baths
    • 4,184 Sq Ft

    49 Pleasant St, Ludlow, VT 05149

    If you are a skier, this is your hop-on-the shuttle to Okemo location. If you want to park your car and walk to restaurants and shops, this is a great home base to scoot out from. If you want to generate rental income, this is a property that can allow you to have your cake and eat it too. An easy keeper, without a lot of landscape to take care of, this large residence has hardwood floors and

    Teresa DiNapoli Four Seasons Sotheby's Int'l Realty

    49 Pleasant St, Ludlow, VT 05149
  • /16

    $109,900

    $20K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,321 Sq Ft

    31 Amsden Hollow Rd, Perkinsville, VT 05151

    Older farmhouse looking for someone to bring it back to what it once was currently has 3-4 bedrooms, two baths, two kitchens, level lot, shed in the front yard area and a brook in the back yard area.

    April Shepard Twin State Realty LLC

    31 Amsden Hollow Rd, Perkinsville, VT 05151
  • /37

    $865,000

    $320K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,785 Sq Ft

    1782 Randall Rd, Woodstock, VT 05091

    This early Woodstock residence was built in 1792 by Joseph Wood on a parcel of land he purchased in 1786 from Ebenezer Kingsley, one of Woodstock early settlers. A classic New England Cape of the period with the notable features of a central chimney with multiple fireplaces and a second story overhang on the gables. The house retains a great deal of original features and fabric including wide

    Wade Treadway Wade I Treadway Real Estate

    1782 Randall Rd, Woodstock, VT 05091
  • /47

    $395,000

    $44K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,617 Sq Ft

    5798 W Woodstock Rd, Woodstock, VT 05091

    Classic Vermont farmhouse just minutes from the heart of Woodstock. This charming 4 bedroom , 2 bath home offers the character of a traditional New England property with comfortable , move in ready living spaces. The home features a bright eat-in kitchen, spacious dining room, and a welcoming living room with a wood-burning fireplace--perfect for cozy Vermont evenings. Freshly painted interiors

    Carol Wood Williamson Group Sothebys Intl. Realty

    5798 W Woodstock Rd, Woodstock, VT 05091
  • /60

    $1,699,000

    • 4 Beds
    • 4.5 Baths
    • 3,788 Sq Ft

    184 Hartland Hill Rd, Hartland, VT 05048

    Discover the possibilities at Wise Pines, an extraordinary 40± acre property in the heart of Hartland, Vermont, ideally located between Woodstock and Quechee. Surrounded by rolling hills, mature forests, and tranquil walking trails, this unique property was thoughtfully created as a sustainable wellness retreat and offers an exceptional opportunity for its next owner. Wise Pines began its journey

    Mark Roden KW Coastal and Lakes & Mountains Realty/Hanover

    184 Hartland Hill Rd, Hartland, VT 05048
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