253

Windham County VT Homes for Sale with Acreage

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  • 47 Upper Howes Way Unit A-23, Wilmington, VT 05363
    47 Upper Howes Way Unit A-23, Wilmington, VT 05363
    47 Upper Howes Way Unit A-23, Wilmington, VT 05363
    /60

    $490,000

    • 3 Beds
    • 2 Baths
    • 1,440 Sq Ft

    47 Upper Howes Way Unit A-23, Wilmington, VT 05363

    On the Hill, end of the Road, double lot, brand new house with attached garage. If this is what you have been waiting for, wait no more! 2024 modular construction home with 3 bedrooms, 2 baths, one bedroom has an ensuite bath, the other 2 bedrooms share a full bath. Dining area has a slier to the deck out back, and it has a secluded feel of almost complete privacy. Enjoy all the amenities

    Sigrid Pickering Chimney Hill Realty

    47 Upper Howes Way Unit A-23, Wilmington, VT 05363
  • 932 Middle Rd, Dummerston, VT 05301
    932 Middle Rd, Dummerston, VT 05301
    932 Middle Rd, Dummerston, VT 05301
    /39

    $585,000

    • Land
    • 67.63 Acres
    • $8,650 per Acre

    932 Middle Rd, Dummerston, VT 05301

    Discover the perfect blend of peace, privacy, and potential on this 67.63-acre privately owned parcel of land. Nestled in a scenic and serene setting, this expansive property is a rare opportunity to build your dream home, estate, or getaway retreat. Two picturesque ponds – ideal for fishing, wildlife watching, or just enjoying the view. The main home site has amazing mountain views and sits

    Peggy Winchester ACORN REAL ESTATE GROUP LLC

    932 Middle Rd, Dummerston, VT 05301
  • 580 Cross Rd, South Londonderry, VT 05155
    580 Cross Rd, South Londonderry, VT 05155
    580 Cross Rd, South Londonderry, VT 05155
    /59

    $1,000,000

    • 3 Beds
    • 2 Baths
    • 2,700 Sq Ft

    580 Cross Rd, South Londonderry, VT 05155

    Tucked away in a tranquil setting, this newly constructed 3-bedroom, 2-bath barn-style residence is a masterful fusion of heritage & refined elegance, situated on 5.4 pristine acres. Absorb the beauty of reclaimed exposed overhead beams, while expansive floor-to ceiling custom-crafted windows capture mountain vistas & bathe interiors in golden natural light. Large sliding doors open to the melody

    Loana Sargent Wohler Realty Group

    580 Cross Rd, South Londonderry, VT 05155
  • 32 Steep Hill Rd, Wilmington, VT 05363
    32 Steep Hill Rd, Wilmington, VT 05363
    32 Steep Hill Rd, Wilmington, VT 05363
    /60

    $2,195,000

    • 5 Beds
    • 4.5 Baths
    • 4,200 Sq Ft

    32 Steep Hill Rd, Wilmington, VT 05363

    Private Vermont Sanctuary with Spectacular Mountain Views. Tucked away on a quiet dead-end road, yet just minutes to Hermitage Club, Mount Snow and downtown Wilmington. Every room offers a view. Direct snowmobile access and walking trails! Set on 20 private acres in the heart of Vermont’s Green Mountains, the property features panoramic views of Haystack, Mount Snow, and the spine of the

    Richard Caplan Deerfield Valley Real Estate

    32 Steep Hill Rd, Wilmington, VT 05363
  • 491 Whitneyville Rd, Halifax, VT 05358
    491 Whitneyville Rd, Halifax, VT 05358
    491 Whitneyville Rd, Halifax, VT 05358
    /13

    $185,000

    • Land
    • 15 Acres
    • $12,333 per Acre

    491 Whitneyville Rd, Halifax, VT 05358

    Escape the hustle and bustle of suburban life with this serene 15- acre parcel, comprising open meadow and woodland. Surrounded by mature trees, this tranquil lot is ideal for the nature lovers, providing seasonal ridgeline mountain views that enhance its beauty. A drilled well is already in place, ready to connect to for your future home. Conveniently located in southern Vermont, you'll enjoy

    Monica Sumner BHG Masiello Brattleboro

    491 Whitneyville Rd, Halifax, VT 05358
  • 16 Nutmeg Ln, West Dover, VT 05356
    16 Nutmeg Ln, West Dover, VT 05356
    16 Nutmeg Ln, West Dover, VT 05356
    /60

    $529,000

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

    16 Nutmeg Ln, West Dover, VT 05356

    Step into this warm, inviting home, and you may never want to leave. Tucked away on a private road just three minutes from Mount Snow's north entrance, this sunny retreat offers winter views of the mountain and a lifestyle that feels both relaxed and rejuvenating. Situated on 3.7 combined acres (2.75 in Dover, 0.95 in Stratton), there's plenty of open lawn space for kids and pets to run free.

    Richard Caplan Deerfield Valley Real Estate

    16 Nutmeg Ln, West Dover, VT 05356
  • 39 Weston Heights Rd, Rockingham, VT 05101
    39 Weston Heights Rd, Rockingham, VT 05101
    39 Weston Heights Rd, Rockingham, VT 05101
    /39

    $449,900

    • 3 Beds
    • 2 Baths
    • 2,724 Sq Ft

    39 Weston Heights Rd, Rockingham, VT 05101

    Discover the magic of Vermont living where scenic views, vibrant gardens, and versatile spaces come together just minutes from the heart of Saxtons River. This 3-bedroom, 2-bath Cape is perfectly sited on 2.33 acres, offering both privacy and convenience with a setting that feels worlds away yet keeps you close to village life. From the moment you arrive, you’ll be captivated by the lush,

    Jamie Watson BHG Masiello Keene

    39 Weston Heights Rd, Rockingham, VT 05101
  • LOT E Handle Rd, West Dover, VT 05356
    LOT E Handle Rd, West Dover, VT 05356
    LOT E Handle Rd, West Dover, VT 05356
    /9

    $389,000

    • Land
    • 10 Acres
    • $38,900 per Acre

    LOT E Handle Rd, West Dover, VT 05356

    Location, Location, Location! This exceptional wooded, level lot offers the perfect blend of privacy and convenience in one of Vermont’s most desirable areas. The Coldbrook River runs gracefully through the property, creating a peaceful natural setting. Views of Haystack Mountain with clearing. An ideal spot for your dream home. Situated just minutes from The Hermitage Inn and the exclusive,

    Richard Caplan Deerfield Valley Real Estate

    LOT E Handle Rd, West Dover, VT 05356
  • 0 Dover Rd Unit 5054979, Newfane, VT 05345
    0 Dover Rd Unit 5054979, Newfane, VT 05345
    0 Dover Rd Unit 5054979, Newfane, VT 05345
    /13

    $79,500

    • Land
    • 3.5 Acres
    • $22,714 per Acre

    0 Dover Rd Unit 5054979, Newfane, VT 05345

    Welcome to your future home in the heart of a picturesque Vermont village! These exquisite land lots, thoughtfully designed by the architect-owner, offer a unique opportunity to build your dream home in a setting that perfectly captures the quintessential charm of small-town Vermont. Each lot is meticulously planned to adhere to the timeless "Vermont Vernacular" style, ensuring that your new

    Keith Nowak Four Seasons Sotheby's Int'l Realty

    0 Dover Rd Unit 5054979, Newfane, VT 05345
  • 78 Taft Brook Rd, East Dover, VT 05341
    78 Taft Brook Rd, East Dover, VT 05341
    78 Taft Brook Rd, East Dover, VT 05341
    /26

    $399,000

    • 3 Beds
    • 2 Baths
    • 1,288 Sq Ft

    78 Taft Brook Rd, East Dover, VT 05341

    Lovely country home that is being offered for the first time in 52 years. This special spot is 2 acres just off the Taft Brook in East Dover, a short drive from the Mount Snow ski resort, village of Wilmington, and Brattleboro. Enjoy complete privacy off the quiet country road, with beautiful landscaping, perennial gardens, natural stone work, level yard space, and direct access to walking and

    Adam Palmiter Berkley & Veller Greenwood/Dover

    78 Taft Brook Rd, East Dover, VT 05341
  • 1966 Thompsonburg Rd, South Londonderry, VT 05155
    1966 Thompsonburg Rd, South Londonderry, VT 05155
    1966 Thompsonburg Rd, South Londonderry, VT 05155
    /26

    $439,000

    • 4 Beds
    • 2.5 Baths
    • 1,864 Sq Ft

    1966 Thompsonburg Rd, South Londonderry, VT 05155

    MAJOR REDUCTION. PRICED TO SELL..A quiet, private sanctuary in a prime location—just minutes from all three local ski areas, Lowell Lake, and the shopping and dining of Londonderry and Manchester. This 4-bedroom retreat is ready to be loved by a new family. Enjoy newly updated bathrooms, appliances, countertops, a new chimney liner, a wood-burning fireplace, and a wood stove insert that makes the

    Wilkie Bushby TPW Real Estate

    1966 Thompsonburg Rd, South Londonderry, VT 05155
  • 1469 Higley Hill Rd, West Marlboro, VT 05363
    1469 Higley Hill Rd, West Marlboro, VT 05363
    1469 Higley Hill Rd, West Marlboro, VT 05363
    /35

    $399,000

    • 4 Beds
    • 2 Baths
    • 1,768 Sq Ft

    1469 Higley Hill Rd, West Marlboro, VT 05363

    Cozy Log Cabin with Sunny Addition, Small Pond & Sugar House on 5 Acres in Marlboro, VermontThis inviting log cabin blends classic Vermont charm with a thoughtfully designed, light-filled addition—offering comfort, space, and versatility on 5 peaceful acres. Tucked away on a quiet dirt road in a desirable Marlboro neighborhood, the property features a small pond and a traditional sugar house,

    Melissa Nebelski Skihome Realty

    1469 Higley Hill Rd, West Marlboro, VT 05363
  • 532 Sherwood Forest, Londonderry, VT 05148
    532 Sherwood Forest, Londonderry, VT 05148
    532 Sherwood Forest, Londonderry, VT 05148
    /50

    $575,000

    • 3 Beds
    • 3 Baths
    • 2,761 Sq Ft

    532 Sherwood Forest, Londonderry, VT 05148

    Relax and Reconnect in the Heart of Vermonts Green Mountains.Tucked into a peaceful woodland setting, this warm and welcoming mountain retreat is all about comfort, character, and calm. Surrounded by trees and bathed in filtered natural light, the home blends into its serene landscape with expansive windows, cathedral ceilings, and glowing wood interiors throughout. At its heart, a striking

    Nancy Jensen Four Seasons Sotheby's Int'l Realty

    532 Sherwood Forest, Londonderry, VT 05148
  • 85 Browns Rd, Newfane, VT 05345
    85 Browns Rd, Newfane, VT 05345
    85 Browns Rd, Newfane, VT 05345
    /59

    $795,000

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

    85 Browns Rd, Newfane, VT 05345

    Timeless 1780 Colonial on 80 Acres with Modern Sustainability- A Rare Historic Gem! Own a piece of American history with this stunning circa 1780 Colonial home, set on 80 serene acres of meadows and forest. Featuring 2 bedrooms plus a dedicated bedroom/office ,2 full bathrooms, and over two centuries of character, this historic property offers unmatched charm- now enhanced with energy-efficient

    Janet Lucier Barrett & Valley Assoc. Inc

    85 Browns Rd, Newfane, VT 05345
  • 197 Lake Raponda Rd, Wilmington, VT 05363
    197 Lake Raponda Rd, Wilmington, VT 05363
    197 Lake Raponda Rd, Wilmington, VT 05363
    /32

    $1,697,000

    • 4 Beds
    • 3 Baths
    • 2,420 Sq Ft

    197 Lake Raponda Rd, Wilmington, VT 05363

    This vintage renovated waterfront home is being offered for the second time in 40 years. Lake Raponda allows motorized craft, with primarily private beach front, and a small local boat launch and public beach. It is located conveniently down from the Mt Snow Ski Resort, on a quiet road, affording year round enjoyment and solitude. This home has been lovingly maintained, updated, and expanded by

    Adam Palmiter Berkley & Veller Greenwood/Dover

    197 Lake Raponda Rd, Wilmington, VT 05363
  • 71 Overlook Dr, Dover, VT 05356
    71 Overlook Dr, Dover, VT 05356
    71 Overlook Dr, Dover, VT 05356
    /46

    $2,250,000

    • 6 Beds
    • 5.5 Baths
    • 6,995 Sq Ft

    71 Overlook Dr, Dover, VT 05356

    Enjoy stunning views, privacy, and access, from a rare offering of a home at the Peaks at Mt Snow. This luxury community sits above the Greenspring development, directly across from the ski slopes at Mount Snow, with access to all the great amenities including club house, gym, indoor pool and hot tub, pickleball courts, game room, on site management company, and direct shuttle service from your

    Adam Palmiter Berkley & Veller Greenwood/Dover

    71 Overlook Dr, Dover, VT 05356
  • 45 Blue Brook Rd, Dover, VT 05356
    45 Blue Brook Rd, Dover, VT 05356
    45 Blue Brook Rd, Dover, VT 05356
    /24

    $499,000

    • 7 Beds
    • 2 Baths
    • 2,038 Sq Ft

    45 Blue Brook Rd, Dover, VT 05356

    A truly unique and eclectic ski chalet. The current owner has tastefully updated this home in order to foster a tremendous rental investment, but it could also work great for anyone looking for a spacious ski home with great access off a paved town road and tremendous mountain proximity. Easily accessible off a paved road, not far from shuttle service, and only a couple miles to the Mount Snow

    Adam Palmiter Berkley & Veller Greenwood/Dover

    45 Blue Brook Rd, Dover, VT 05356
  • 3021 Potter Rd, Wardsboro, VT 05355
    3021 Potter Rd, Wardsboro, VT 05355
    3021 Potter Rd, Wardsboro, VT 05355
    /40

    $325,000

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

    3021 Potter Rd, Wardsboro, VT 05355

    Set on two serene acres overlooking a tranquil neighboring pond, this inviting 4-bedroom, 2-bath home offers the quintessential Vermont lifestyle. Surrounded by expansive wildflower gardens, mature trees, and breathtaking natural beauty, this property is a private sanctuary with year-round appeal. Inside, the cozy and light-filled interior features warm wood accents, a spacious layout, and a wood

    Erika Weisenburger Kenneth

    3021 Potter Rd, Wardsboro, VT 05355
  • 196 Powder Mill Rd, Londonderry, VT 05148
    196 Powder Mill Rd, Londonderry, VT 05148
    196 Powder Mill Rd, Londonderry, VT 05148
    /41

    $539,000

    • 4 Beds
    • 3 Baths
    • 2,948 Sq Ft

    196 Powder Mill Rd, Londonderry, VT 05148

    Falling Leaves and PRICES! Buy now before the ski season begins!Mountain Escape with Multi-Generational Potential in Powder Mill Welcome to your mountain retreat in the heart of Vermont’s ski country! This spacious home in the desirable Powder Mill community has been thoughtfully updated with brand new kitchen cabinets, gleaming granite countertops, stainless steel appliances, and fresh

    Katie Ladue Gilbert KW Vermont Woodstock

    196 Powder Mill Rd, Londonderry, VT 05148
  • 1771 Townshend Dam Rd, Townshend, VT 05353
    1771 Townshend Dam Rd, Townshend, VT 05353
    1771 Townshend Dam Rd, Townshend, VT 05353
    /21

    $149,000

    • 1 Bed
    • 1 Bath
    • 680 Sq Ft

    1771 Townshend Dam Rd, Townshend, VT 05353

    Embrace the simplicity of cabin living, tucked away on just over 2 peaceful acres, this charming country retreat offers a nice balance of comfort and nature. Inside, you’ll find a cozy one bedroom layout, with an additional den, perfect for overflow sleeping or an office area. The home is open concept kitchen/living/dining area, and a bath. The added antique charm of the potbellied wood stove

    Prema Fitzpatrick Skihome Realty

    1771 Townshend Dam Rd, Townshend, VT 05353
  • 48 Villager Loop, West Dover, VT 05356
    48 Villager Loop, West Dover, VT 05356
    48 Villager Loop, West Dover, VT 05356
    /26

    $399,900

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

    48 Villager Loop, West Dover, VT 05356

    What a find! This well-maintained 3-bedroom plus den home in the Dover Hills is the perfect year-round Vermont getaway. Just 10 minutes to Mount Snow, you’ll have easy access to world-class skiing and riding in winter and scenic lift-served mountain biking in summer. With a first-floor bedroom and laundry, it’s designed for ease and convenience. Stay cozy with the pellet stove in winter, and cool

    Patrice Schneider Southern Vermont Realty Group

    48 Villager Loop, West Dover, VT 05356
  • 5825 Vermont 30, Townshend, VT 05353
    5825 Vermont 30, Townshend, VT 05353
    5825 Vermont 30, Townshend, VT 05353
    /55

    $929,000

    • 6 Beds
    • 4.5 Baths
    • 3,500 Sq Ft

    5825 Vermont 30, Townshend, VT 05353

    6+ bed, 5 bath 21± Acre Equestrian Estate in West Townshend VT Distinctive property combines the charm of a private equestrian estate w/tastefully finished and versatile living space & top horse facilities. On ~21 acres, including a 3-bed main home plus attached 1-bed accessory unit—ideal for guests, staff, or flex living. Metal roof, drilled well, whole-house generator. Main Barn: 8 box stalls,

    Jacki Murano Southern Vermont Realty Group

    5825 Vermont 30, Townshend, VT 05353
  • 339 Coldbrook Rd, Wilmington, VT 05363
    339 Coldbrook Rd, Wilmington, VT 05363
    339 Coldbrook Rd, Wilmington, VT 05363
    /53

    $1,200,000

    • 4 Beds
    • 3 Baths
    • 3,506 Sq Ft

    339 Coldbrook Rd, Wilmington, VT 05363

    Just a half mile from The Hermitage Club, 3.5 miles to Mount Snow, and only a mile from Haystack Golf Club, this 4 bedroom, 3 bathroom home on 10.1 acres offers the perfect blend of rustic charm and modern comfort. Direct access to the VAST snowmobile trails and mountain views makes this an outdoor enthusiast’s dream.Step inside to find warm wood finishes, exposed beams, and rich natural textures

    Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

    339 Coldbrook Rd, Wilmington, VT 05363
  • 1270 Melendy Hill Rd, Guilford, VT 05301
    1270 Melendy Hill Rd, Guilford, VT 05301
    1270 Melendy Hill Rd, Guilford, VT 05301
    /16

    $259,900

    • Land
    • 29.2 Acres
    • $8,901 per Acre

    1270 Melendy Hill Rd, Guilford, VT 05301

    A rare find! This amazing land has long range views, privacy and close to everything! There is a right of way for egress, and will be perfect for an off grid tuck away cabin or primary. A small meadow is part of the 2 acre exemption for house site, just at the end of the existing drive...easy to get to and just the beginning of the land. Mostly Black Birch, Sugar Maple and Hemlock, there is

    Christine Lewis Brattleboro Area Realty

    1270 Melendy Hill Rd, Guilford, VT 05301
  • 0 Forest Heights Rd, West Dover, VT 05356
    0 Forest Heights Rd, West Dover, VT 05356
    0 Forest Heights Rd, West Dover, VT 05356
    /12

    $275,000

    • Land
    • 18.93 Acres
    • $14,527 per Acre

    0 Forest Heights Rd, West Dover, VT 05356

    Are you ready to turn your dream home into a reality? This expansive parcel of land, located just 2 miles from the slopes of Mount Snow, is waiting for your vision. The property offers an ideal combination of privacy and seclusion and with some clearing, you can unveil extraordinary views of the Mount Snow ski slopes, creating the perfect backdrop for your dream home. The property boasts

    Michelle O'Neil Deerfield Valley Real Estate

    0 Forest Heights Rd, West Dover, VT 05356
  • 251 Pratt Bridge Rd, Jamaica, VT 05343
    251 Pratt Bridge Rd, Jamaica, VT 05343
    251 Pratt Bridge Rd, Jamaica, VT 05343
    /40

    $1,695,000

    • 7 Beds
    • 7.5 Baths
    • 8,364 Sq Ft

    251 Pratt Bridge Rd, Jamaica, VT 05343

    Cold Moon Farm: Where Dreams Take Root! Ever imagine waking up to mountain vistas & the gentle sound of contented goats? This legendary Vermont property, makes that dream a reality. This once-in-a-lifetime offering is brimming with possibilities, whether you crave a sprawling family haven, a luxurious personal retreat, or a chance to revive the farm's celebrated B&B. Prepare to be Enchanted! An

    TG Glazer Winhall Real Estate

    251 Pratt Bridge Rd, Jamaica, VT 05343
  • 6036 Jacksonville Stage Rd, Guilford, VT 05301
    6036 Jacksonville Stage Rd, Guilford, VT 05301
    6036 Jacksonville Stage Rd, Guilford, VT 05301
    /47

    $995,000

    • 5 Beds
    • 1 Bath
    • 1,224 Sq Ft

    6036 Jacksonville Stage Rd, Guilford, VT 05301

    Welcome to a rare and breathtaking slice of Vermont. This expansive 216-acre farm offers a beautiful mix of open pastures, mature woodlands, fruit trees, berry bushes, and a small section of scenic wetlands – a true haven for nature lovers and outdoor enthusiasts seeking peace and space in every direction. Set along a quiet dirt road near the Massachusetts border, with the added convenience of

    Melissa Nebelski Skihome Realty

    6036 Jacksonville Stage Rd, Guilford, VT 05301
  • 64 Gleason Farm Ln, Jamaica, VT 05343
    64 Gleason Farm Ln, Jamaica, VT 05343
    64 Gleason Farm Ln, Jamaica, VT 05343
    /34

    $599,000

    • 3 Beds
    • 2.5 Baths
    • 2,033 Sq Ft

    64 Gleason Farm Ln, Jamaica, VT 05343

    Nestled on nearly 2 flat acres, this beautifully maintained South-facing New England Cape Cod farmhouse is a rare find in the mountains. Located on a private dead-end road, the home offers peaceful seclusion while being just a short drive to Stratton Mountain for skiing and tubing in the winter and Jamaica State Park for hiking and stunning waterfalls in the warmer months. With only one owner,

    Carrie Mathews Winhall Real Estate

    64 Gleason Farm Ln, Jamaica, VT 05343
  • 12 Encore Place, Dover, VT 05356
    12 Encore Place, Dover, VT 05356
    12 Encore Place, Dover, VT 05356
    /35

    $924,900

    • 4 Beds
    • 3.5 Baths
    • 2,272 Sq Ft

    12 Encore Place, Dover, VT 05356

    Mountain Modern Living with unmatched ski views of Mount Snow. Discover the perfect blend of luxury and nature in this 3 year young contemporary home ideally situated to capture breathtaking unobstructed views of Carinthia. This thoughtfully designed 4 bedroom home offers an open concept floor plan while still offering privacy and cozy spaces that highlight the beauty of the alpine landscape.

    Heidi Zizza Four Seasons Sotheby's Int'l Realty

    12 Encore Place, Dover, VT 05356
  • 0 Route 30 Unit 5048856, Jamaica, VT 05343
    0 Route 30 Unit 5048856, Jamaica, VT 05343
    0 Route 30 Unit 5048856, Jamaica, VT 05343
    /6

    $54,500

    • Land
    • 2.4 Acres
    • $22,708 per Acre

    0 Route 30 Unit 5048856, Jamaica, VT 05343

    Tucked along a quiet, town-maintained road in Jamaica, Vermont, this beautifully wooded parcel places you right in the heart of southern Vermont’s legendary ski country. Stratton, Magic, and Bromley Mountains are each only minutes away, giving you three distinct downhill experiences—plus miles of lift-served mountain-bike trails—at your fingertips. Yet winter fun is just the beginning: the West

    Joe Castaluccio Winhall Real Estate

    0 Route 30 Unit 5048856, Jamaica, VT 05343
  • 340 Melendy Hill Rd, Londonderry, VT 05155
    340 Melendy Hill Rd, Londonderry, VT 05155
    340 Melendy Hill Rd, Londonderry, VT 05155
    /30

    $750,000

    • 3 Beds
    • 2 Baths
    • 2,198 Sq Ft

    340 Melendy Hill Rd, Londonderry, VT 05155

    340 Melendy Hill Road, South Londonderry, VT40 Acres | 3 Beds | 2 Baths | Expansive Barn | Mountain ViewsTucked away in the hills of South Londonderry, this charming three-bedroom, two-bath cabin offers the perfect balance of privacy, natural beauty, and quintessential Vermont living. Sited on 40 peaceful acres with sweeping mountain views, the property feels like a private

    Bob Maisey Berkshire Hathaway HomeServices Stratton Home

    340 Melendy Hill Rd, Londonderry, VT 05155
  • 256 Potter Rd, Wardsboro, VT 05355
    256 Potter Rd, Wardsboro, VT 05355
    256 Potter Rd, Wardsboro, VT 05355
    /39

    $575,000

    • 3 Beds
    • 2 Baths
    • 1,957 Sq Ft

    256 Potter Rd, Wardsboro, VT 05355

    Built with a decade of love and care, this custom 3-bedroom, 2-bath hybrid timber frame home showcases quality craftsmanship and a deep connection to nature. Designed with natural materials to harmonize with the surrounding landscape, this inviting home offers peace and comfort both inside and out. Fall asleep to the soothing sound of the river that flows the length of the property. The main

    Jennifer Hovey-Densmore Deerfield Valley Real Estate

    256 Potter Rd, Wardsboro, VT 05355
  • 42 Blackberry Ln, Jamaica, VT 05343
    42 Blackberry Ln, Jamaica, VT 05343
    42 Blackberry Ln, Jamaica, VT 05343
    /60

    $899,000

    • 5 Beds
    • 4.5 Baths
    • 5,000 Sq Ft

    42 Blackberry Ln, Jamaica, VT 05343

    Idyllic, Picturesque, Expansive, Vast Family Farm with outbuildings and Large Farmhouse! Known to some as Sweet Berry Farm the blueberries and blackberries are plentiful along with many other productive fruits trees, a grove of 20 mature apple trees with many over 30 years old, , flowers and veggies in the gardens. This location just off of Route 30 is perfect for ALL of your Vermont dreams and

    Steve Goldfarb Deerfield Valley Real Estate

    42 Blackberry Ln, Jamaica, VT 05343
  • 4769 Pikes Falls Rd, Jamaica, VT 05143
    4769 Pikes Falls Rd, Jamaica, VT 05143
    4769 Pikes Falls Rd, Jamaica, VT 05143
    /13

    $165,000

    • Land
    • 1.2 Acres
    • $137,500 per Acre

    4769 Pikes Falls Rd, Jamaica, VT 05143

    A Rare Vermont Gem:This 1.2-acre parcel offers what few can—a front-row seat to one of Southern Vermont’s most breathtaking natural landscapes. Abutting the renowned Pikes Falls swimming hole and waterfall, this property is the equivalent of what would be Vermont’s oceanfront real estate.A wooded path leads directly from the land to the pristine falls, which are preserved by the

    Rachel Febbie EXP Realty

    4769 Pikes Falls Rd, Jamaica, VT 05143
  • 118 Chimney Hill Rd, Wilmington, VT 05363
    118 Chimney Hill Rd, Wilmington, VT 05363
    118 Chimney Hill Rd, Wilmington, VT 05363
    /34

    $125,000

    • Land
    • 1.31 Acres
    • $95,420 per Acre

    118 Chimney Hill Rd, Wilmington, VT 05363

    Brand new Quad Lot right on Chimney Hill Road! Former lots M118 & M119 have had two additional parcels added on each end to form a 1.31-Acre Lot suitable for a three-bedroom single family home. Build your dream home and live the all-season resort lifestyle. Chimney Hill Owners Association is located on 1,200 acres adjacent to the Green Mt. National Forest, with 550 acres owned in common by the

    Sigrid Pickering Chimney Hill Realty

    118 Chimney Hill Rd, Wilmington, VT 05363
  • 1591 Higley Hill, Marlboro, VT 05344
    1591 Higley Hill, Marlboro, VT 05344
    1591 Higley Hill, Marlboro, VT 05344
    /49

    $475,000

    • 3 Beds
    • 3 Baths
    • 2,463 Sq Ft

    1591 Higley Hill, Marlboro, VT 05344

    Wonderful home on 11.2 acres in a peaceful setting on Higley Hill in Marlboro. The main level boasts a beautiful family room addition with lots of windows and a gas fireplace, galley kitchen with stainless appliances, dining area, 3/4 bath with laundry, living room with gas stove, 3/4 bath with sitting area and a primary bedroom with ensuite full bath. A loft area that can be used as a bedroom or

    Jennifer Hovey-Densmore Deerfield Valley Real Estate

    1591 Higley Hill, Marlboro, VT 05344
  • 233 Poverty Row, Whitingham, VT 05361
    233 Poverty Row, Whitingham, VT 05361
    233 Poverty Row, Whitingham, VT 05361
    /34

    $699,000

    • 3 Beds
    • 4 Baths
    • 3,796 Sq Ft

    233 Poverty Row, Whitingham, VT 05361

    What a gem! This absolutely meticulously maintained 2015 farmhouse sits just up from Lake Sadawga and Harriman Reservoir on a private 2 acre parcel off a paved road. The curb appeal is beyond what most can dream of with gorgeous perennial gardens, split rail fencing, ample yard space, and total privacy. Features include a beautiful open floor plan with large living room and family room, beautiful

    Adam Palmiter Berkley & Veller Greenwood/Dover

    233 Poverty Row, Whitingham, VT 05361
  • 161 Depot Rd, Williamsville, VT 05362
    161 Depot Rd, Williamsville, VT 05362
    161 Depot Rd, Williamsville, VT 05362
    /38

    $1,750,000

    • 4 Beds
    • 3.5 Baths
    • 2,862 Sq Ft

    161 Depot Rd, Williamsville, VT 05362

    Perched high above the enchanting hills of Newfane, VT, lies a truly one-of-a-kind property. This meticulously crafted home offers an off-grid, private retreat with breathtaking views of the surrounding landscape. Constructed in 2003, the post and beam design incorporates wood and stone harvested from its expansive219-acre setting, showcasing a harmonious blend of nature and architecture. This

    Keith Nowak Four Seasons Sotheby's Int'l Realty

    161 Depot Rd, Williamsville, VT 05362
  • Lot X Tyanoga Rd, Whitingham, VT 05361
    Lot X Tyanoga Rd, Whitingham, VT 05361
    Lot X Tyanoga Rd, Whitingham, VT 05361
    /7

    $499,000

    • Land
    • 30 Acres
    • $16,633 per Acre

    Lot X Tyanoga Rd, Whitingham, VT 05361

    Spectacular opportunity to own a rare waterfront building lot on Lake Sadawga in Southern Vermont. This lot sits on a private dead end corner with southern exposure, private lake frontage including an earthen dam, and easy access along this pristine, natural lake. There is additional frontage along Stimpson Hill Road. The lake offers tremendous fishing, kayaking, canoeing, water sports, and

    Adam Palmiter Berkley & Veller Greenwood/Dover

    Lot X Tyanoga Rd, Whitingham, VT 05361
  • 42 Sugar House Rd, West Dover, VT 05356
    42 Sugar House Rd, West Dover, VT 05356
    42 Sugar House Rd, West Dover, VT 05356
    /46

    $940,000

    • 3 Beds
    • 4.5 Baths
    • 3,318 Sq Ft

    42 Sugar House Rd, West Dover, VT 05356

    Tucked into the serene hills of Dover, Vermont, this custom crafted mountain home offers the ideal blend of rustic charm and modern comfort just minutes from Mount Snow and The Hermitage Club. Set on a private lot with winter views of both ski mountains, this 3-bedroom(+bonus bedroom), 4.5-bath home features an open-concept layout with soaring cathedral ceilings, exposed beams, and a stunning

    Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

    42 Sugar House Rd, West Dover, VT 05356

Showing Results 121 - 160, Page 4 of 7

Vermont Windham County

Homes for Sale with Acreage in Windham County, VT

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