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Homes for Sale in 05355

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  • /52

    $499,000

    • 5 Beds
    • 4 Baths
    • 3,665 Sq Ft

    522 Vermont Route 100, Wardsboro, VT 05355

    Dating to the 1830s and thoughtfully renovated through the 1990s and early 2000s, this Vermont homestead blends historic character with the comforts of modern living. Set on 12 mostly open, level acres surrounded by mountains, it offers the kind of setting people dream about but rarely find. Start your morning with coffee overlooking the meadow as mist rises from the fields and the sound of the

    Lee Brown Four Seasons Sotheby's Int'l Realty

    522 Vermont Route 100, Wardsboro, VT 05355
  • /33

    $339,000

    • 3 Beds
    • 2 Baths
    • 1,160 Sq Ft

    57 Timber Ln, Wardsboro, VT 05360

    Conveniently located between Mount Snow and Stratton Resort you'll find this three-bedroom, two-bathroom home surrounded by lush perennial gardens that thrive in the sun of the one-acre lot's southern exposure within the desirable Snow Mountain Farms community of Wardsboro, Vermont. The main level features an inviting open-concept layout that seamlessly connects the galley kitchen with eat-in

    Kim Meeker Southern Vermont Realty Group

    57 Timber Ln, Wardsboro, VT 05360
  • /21

    $425,000

    • 3 Beds
    • 2 Baths
    • 1,053 Sq Ft

    180 Debbie Higgins Ln, Wardsboro, VT 05355

    Charming, rustic mountain-theme home in excellent turnkey condition located in the peaceful, convenient Snow Mountain Farms in Wardsboro, offering the best of Vermont living. Surrounded by nature and just minutes from scenic hiking trails, outdoor recreation, and year-round adventure, this 3-bedroom, two-story chalet is the perfect mountain retreat. Features include three updated bedrooms, two

    Patrice Schneider Southern Vermont Realty Group

    180 Debbie Higgins Ln, Wardsboro, VT 05355
  • /27

    $169,900

    • 3 Beds
    • 2 Baths
    • 2,246 Sq Ft

    1102 Route 100, Wardsboro, VT 05355

    A great, affordable starter! Mostly open concept with L/D/FM and kitchen all flowing one to the other with lots of windows for light and air, bringing the outside in. There is also a bedroom and full bath on the first floor for aging in place. Attached is a huge shed for a workshop. The big surprise and great treat is the lot across the street that borders the Wardsboro Brook and could be a

    Christine Lewis Brattleboro Area Realty

    1102 Route 100, Wardsboro, VT 05355
  • /32

    $550,000

    $48K PRICE DROP
    • 5 Beds
    • 2 Baths
    • 2,892 Sq Ft

    238 Hemlock Hill Rd, Wardsboro, VT 05355

    This spacious 5 bedroom home is located on a private lot in the popular Snow Mountain Farms community. The Property has a brand new roof!!! The three levels offer privacy and quiet with an outdoor fire pit, garden shed, and access to the VAST snowmobile trails across the street. Its open floor plan with vaulted ceilings and stone hearth gas fireplace is perfect for aprés ski gatherings, and the

    Jeffrey Sheehan Cummings & Co

    238 Hemlock Hill Rd, Wardsboro, VT 05355
  • /49

    $875,000

    • 3 Beds
    • 2.5 Baths
    • 3,200 Sq Ft

    482 E Dover Rd, Wardsboro, VT 05355

    Beautiful custom-built log home perched on a hillside in South Wardsboro, offering privacy and a convenient location between Mount Snow and Stratton ski resorts, with easy access to Brattleboro and Manchester. Set on 3 scenic acres, this 3-bedroom, 2 1/2 bath home with a loft blends rustic charm with modern comfort. The inviting covered front porch leads to an open-concept living with fireplace,

    Jennifer Hovey-Densmore Deerfield Valley Real Estate

    482 E Dover Rd, Wardsboro, VT 05355
  • /24

    $350,000

    $30K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,830 Sq Ft

    4850 Vermont Route 100, Wardsboro, VT 05355

    Dual charming updated cottages located conveniently between Mount Snow and Stratton with easy access off a paved public road for peace of mind and tremendous rentability. The current owners have lovingly updated these 2 cape style homes. One partially burned down and has been completely rebuilt and just completed. That larger home features an open concept kitchen and dining area, large great room

    Adam Palmiter Berkley & Veller Greenwood/Dover

    4850 Vermont Route 100, Wardsboro, VT 05355
  • /30

    $399,000

    • 3 Beds
    • 1 Bath
    • 1,440 Sq Ft

    255 Fitts Rd, Wardsboro, VT 05355

    Ready for its next stewards, this cozy home has been cherished by the same family for many years and is set on 10 acres of open land and woodlands. Enjoy a peaceful rural setting conveniently located between two of southern Vermont’s premier ski destinations: Stratton Mountain Resort and Mount Snow. At the heart of the house is an inviting kitchen featuring updated cabinets, soapstone

    Heidi Bernier Berkley & Veller Greenwood Country

    255 Fitts Rd, Wardsboro, VT 05355
  • /28

    $235,000

    • 2 Beds
    • 1 Bath
    • 970 Sq Ft

    3153 Vermont Route 100, Wardsboro, VT 05355

    Charming 2-bedroom, 1-bath rustic cottage featuring a versatile 14x9 mudroom and plenty of recent upgrades. The spacious kitchen flows into a generous dining area, while the cozy living room offers a VT Castings woodstove, a side bar with stools, and warm, inviting finishes. Both bedrooms are nicely sized, with one offering sliding doors that open directly to the backyard—perfect for easy outdoor

    Jennifer Hovey-Densmore Deerfield Valley Real Estate

    3153 Vermont Route 100, Wardsboro, VT 05355
  • /46

    $485,000

    • 3 Beds
    • 2 Baths
    • 1,600 Sq Ft

    4027 Route 100 Hwy, Wardsboro, VT 05360

    Welcome to Your Vermont Retreat on scenic Route 100 in Wardsboro. Beautifully maintained and thoughtfully designed, this turnkey 3-bedroom, 2-bath home is ready to enjoy from day one whether as your full time residence, vacation getaway, or a highly successful short-term rental that guests absolutely love. Walking in through the covered entry you’ll find soaring cathedral ceilings in the living

    Steve Goldfarb Deerfield Valley Real Estate

    4027 Route 100 Hwy, Wardsboro, VT 05360
  • /36

    $599,000

    $20K PRICE DROP
    • 4 Beds
    • 4 Baths
    • 3,354 Sq Ft

    556 Sawmill Rd, Wardsboro, VT 05355

    Set on a private one-acre lot in Wardsboro, this well-designed 4-bedroom, 4-bathroom home with a dedicated office space and attached garage offers over 3,000 square feet of living space. Ideally located just 12 minutes from Mount Snow and 20 minutes from Stratton Mountain Resort, the property is perfectly positioned for year-round enjoyment — from winter skiing and riding to relaxing summer

    Kim Meeker Southern Vermont Realty Group

    556 Sawmill Rd, Wardsboro, VT 05355
  • /27

    $69,000

    $6K PRICE DROP
    • Land
    • 1 Acre
    • $69,000 per Acre

    170 Maple Dr, Wardsboro, VT 05355

    This one-acre parcel at 170 Maple Drive in the Snow Mountain Farms community offers the perfect opportunity to start your Vermont dream home. The property already has a state-issued 4-bedroom wastewater permit in place, making it ready for your 2026 build. Located on a town-maintained road with a quiet cul-de-sac setting, this lot provides both easy access and privacy. Driveway is in, lot is

    Chris Lowe Lowe's Real Estate, LLC

    170 Maple Dr, Wardsboro, VT 05355
  • /44

    $550,000

    • 4 Beds
    • 2 Baths
    • 2,580 Sq Ft

    1229 Sheldon Hill Rd, Wardsboro, VT 05355

    Nestled among the trees in the sought-after Snow Mountain Farms community, this beautifully maintained four-bedroom home is just 7.6 miles to Mount Snow and 13 miles to Stratton Mountain Resort.The welcoming front porch leads to a spacious wrap around deck, creating an ideal setting for entertaining or simply enjoying the peaceful natural surroundings. The main living area features pine

    Jessica Citera Cummings & Co

    1229 Sheldon Hill Rd, Wardsboro, VT 05355
  • /19

    $150,000

    $35K PRICE DROP
    • Land
    • 16.05 Acres
    • $9,346 per Acre

    00 E Hill Rd, Wardsboro, VT 05355

    Discover your private Vermont sanctuary on this heavily wooded 16.05-acre parcel on East Hill Road in Wardsboro. This pristine property is bordered by the year-round Wardsboro Brook, which serves as a scenic natural boundary and offers an extensive fly fishing area, while the diverse forest canopy provides an unlimited, sustainable source of firewood. The heavy lifting is already done with a

    Steve Lawrence KW Vermont-Stowe

    00 E Hill Rd, Wardsboro, VT 05355
  • /7

    $20,000

    • Land
    • 1.3 Acres
    • $15,385 per Acre

    0 Smead Rd Unit 5097619, Wardsboro, VT 05360

    Affordable opportunities to own land in Southern Vermont are becoming increasingly hard to find. This 1.30+/- acre wooded parcel on Smead Road offers a gradual rise from the road, creating a private, natural setting to enjoy now or explore for the future. Conveniently located between Mount Snow and Stratton, the property is close to year-round recreation, including skiing, snowmobiling, hiking,

    Jacki Murano Southern Vermont Realty Group

    0 Smead Rd Unit 5097619, Wardsboro, VT 05360
  • /33

    $599,000

    $26K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,775 Sq Ft

    4448 Route 100, Wardsboro, VT 05355

    This four-bedroom, three-bathroom home with additional office or bonus room space can be yours! Offering a spacious family room with fireplace, a cozy den off the garage entry. A formal dining room in addition to kitchen that allows for another sitting area with plenty of wall space to decorate. The location is set back off Route 100, so very minimal road noise yet the highway is always

    Julie Lowe Lowe's Real Estate, LLC

    4448 Route 100, Wardsboro, VT 05355
  • /25

    $334,000

    $65K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 800 Sq Ft

    1511 E Dover Rd, Wardsboro, VT 05355

    Tucked along a scenic stretch of East Dover Road, this charming Wardsboro property captures the essence of Vermont country living with the added bonus of easy access to some of Southern Vermont’s most sought-after destinations. Just a short drive to Mount Snow and Stratton Mountain Resort, this location is ideal for year-round recreation from skiing and snowboarding in the winter to hiking,

    Mike Masters Four Seasons Sotheby's Int'l Realty

    1511 E Dover Rd, Wardsboro, VT 05355
  • /20

    $330,000

    $120K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 2,575 Sq Ft

    3730 Route 100, Wardsboro, VT 05355

    Property is being sold "as is where is" and does need some TLC. The house is set back off the road quite a bit for total privacy and there is a pond on the property. There is a one car garage, a full daylight basement, and a sun room.Sellers have given permission to encourage all offers. Property was originally listed for $450,000 but the sellers have reduced the price to $350,000. The tax

    Ginny Read Read Realty LTD

    3730 Route 100, Wardsboro, VT 05355
  • /24

    $299,900

    $20K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 1,192 Sq Ft

    1329 Newfane Rd, Wardsboro, VT 05355

    Nature lovers rejoice! Escape to the charm of rural Vermont with this rustic cottage retreat, privately set on a secluded 1-acre lot surrounded by woods and nature. Tucked away in a peaceful setting, this inviting home offers warmth, character, and the simple beauty of country living. The first floor features an open floor plan with hardwood floors and natural woodwork throughout, a cozy

    Matt Waddington Hoffman Real Estate

    1329 Newfane Rd, Wardsboro, VT 05355
  • /29

    $349,000

    $31K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 1,750 Sq Ft

    34 Main St, Wardsboro, VT 05355

    Lovely late 1800s farmhouse conveniently located in the village of Wardsboro, Vermont, just a short drive to both Mount Snow and Stratton ski resorts. Meticulously maintained, the home sits on a well-positioned parcel with ample parking, private lawn space, and direct snowmobile trail access, plus easy walking access to the nearby convenience store for everyday necessities. Inside, the home

    Adam Palmiter Berkley & Veller Greenwood/Dover

    34 Main St, Wardsboro, VT 05355
  • /8

    $225,000

    $70K PRICE DROP
    • Land
    • 54.8 Acres
    • $4,106 per Acre

    0 Townshend Dam Rd Unit 5066172, Wardsboro, VT 05355

    Perced in 2025 for a 5 bedroom home! Explore the potential of this beautiful 53.8 acre parcel just 3.5 miles from the scenic Townshend Dam. This expansive property offers a peaceful, wooded setting with ample privacy, ideal for recreation, a possible future homesite, or continued forest management. Currently enrolled in Vermont’s Current Use Program, the land offers significant tax savings and

    Carrie Mathews Winhall Real Estate

    0 Townshend Dam Rd Unit 5066172, Wardsboro, VT 05355
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