44

West Wardsboro, VT Homes for Sale with Acreage

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  • /21

    $290,000

    • Land
    • 289.12 Acres
    • $1,003 per Acre

    2817 Lt 22, Jamaica, VT 05343

    Windham Woods Forest offers 289.12 acres of productive, predominantly hardwood timberland in the scenic southern Green Mountains of Jamaica, VT, an area prized for sparse development, strong wildlife habitat, and proximity to the Green Mountain National Forest and Stratton Mountain Resort. The property boasts significant Legal Trail frontage on both Black Bear and Melis Roads and sits directly on

    Zach Jaminet Fountains Land

    2817 Lt 22, Jamaica, VT 05343
  • /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
  • /29

    $799,999

    New Construction
    • 3 Beds
    • 3.5 Baths
    • 2,592 Sq Ft

    62 Potter Rd, Wardsboro, VT 05355

    Brand-new construction in process in Wardsboro, set on a spacious 2-acre parcel. Introducing a brand-new 3-bedroom, 3.5-bath home is slated for completion in late fall 2026. Inside, you’ll find beautiful natural light, wide-plank pine flooring, oversized windows, and an inviting, bright living space. The main level offers an open-concept layout with a well-appointed kitchen, dining area, and

    Jennifer Hovey-Densmore Deerfield Valley Real Estate

    62 Potter Rd, Wardsboro, VT 05355
  • /37

    $699,000

    • 3 Beds
    • 3 Baths
    • 3,024 Sq Ft

    42 Bills Rd, Stratton, VT 05360

    Private Vermont Log Cabin Retreat Near Stratton Mountain. Nestled at the end of a quiet dead-end road and bordering the Green Mountain National Forest, this exceptional log cabin at 42 Bills Road offers the ultimate Vermont mountain escape. Located just minutes from Stratton Mountain Resort, this fully furnished three-bedroom, three-bathroom home combines rustic charm with modern comfort in a

    Julie Lowe Lowe's Real Estate, LLC

    42 Bills Rd, Stratton, VT 05360
  • /52

    $1,997,000

    • 4 Beds
    • 4.5 Baths
    • 3,631 Sq Ft

    14 Talon Dr, Stratton, VT 05360

    Perfectly positioned between Stratton Mountain and Mount Snow, this exceptional custom timber frame home by Wadsworth Design Build offers the best of Southern Vermont living. Tucked within a private neighborhood and backing directly to the Green Mountain National Forest, the property provides a peaceful setting with immediate access to hiking, snowshoeing, and year-round outdoor recreation right

    Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

    14 Talon Dr, Stratton, VT 05360
  • /8

    $250,000

    $230K PRICE DROP
    • Land
    • 5.08 Acres
    • $49,213 per Acre

    10 Overlook Dr, Dover, VT 05356

    A rare opportunity to own one of the last remaining lots in the prestigious Peaks/Greenspring community! This home development site offers 5.08 acres of land and features full panoramic mountain and woodland views to the south, including mountain views to undeveloped national forest land. This property is one of the most private lots in The Peaks community, providing a full immersion in the woods

    Patricia Fitzpatrick Skihome Realty

    10 Overlook Dr, Dover, VT 05356
  • /60

    $3,995,000

    • 4 Beds
    • 5.5 Baths
    • 5,500 Sq Ft

    816 Black Bear Rd, Jamaica, VT 05343

    Set atop the Vermont hillside with stunning views, offering 4 bedrooms with additional sleeping rooms accommodating up to 16 family and friends. A custom-built home by The Wadsworth Design Build/Vermont Barns is an example of craftsmanship blended with modern luxury. Timber-framed architecture, this four-bedroom, six-bath estate offers a warm, rustic elegance that embraces its natural

    Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

    816 Black Bear Rd, Jamaica, VT 05343
  • /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
  • /39

    $475,000

    $44K PRICE DROP
    • Land
    • 80.11 Acres
    • $5,929 per Acre

    47 Whites Hill Rd, Dover, VT 05341

    Escape to Your Private 80-Acre Paradise – Nature, Adventure, and Opportunity Await! Discover the perfect blend of natural beauty and endless outdoor adventure on this breathtaking 80-acre property, nestled in a peaceful and pristine setting. With towering maple trees ready for harvesting or simply to enjoy for their beauty and shade, this land offers both recreational enjoyment and income

    Joe Castaluccio Winhall Real Estate

    47 Whites Hill Rd, Dover, VT 05341
  • /36

    $489,000

    $10K PRICE DROP
    • Land
    • 41 Acres
    • $11,927 per Acre

    706 Vt Route 100, Stratton, VT 05360

    Exceptional New Offering! Rare 41± acres in Stratton with extraordinary 180 +/- long-range mountain views, improvements, base camp, driveway, clearings, trails, wildlife, and a substantial WOW factor. All for approx. $12,000/acre. A short drive in from paved Route 100, before the land rises further in elevation, sits the rustic 1-bed base camp overlooking open field and multiple ski

    Jacki Murano Southern Vermont Realty Group

    706 Vt Route 100, Stratton, 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
  • /4

    $37,000

    $22K PRICE DROP
    • Land
    • 3.3 Acres
    • $11,212 per Acre

    0 E Dover Rd Unit 5082739, Wardsboro, VT 05355

    Discover the perfect canvas for your Vermont dream home on this newly created 3.3-acre parcel in Wardsboro. Tucked away in a peaceful, private setting, you’ll enjoy the quiet beauty of the surrounding woods while still being within easy reach of some of Southern Vermont’s most sought-after destinations. Spend your winters skiing at Mount Snow or Stratton Mountain Resort, and take advantage of

    Mike Masters Four Seasons Sotheby's Int'l Realty

    0 E Dover Rd Unit 5082739, 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
  • /57

    $850,000

    • 5 Beds
    • 4 Baths
    • 3,218 Sq Ft

    4880 Pikes Falls Rd, Jamaica, VT 05343

    Welcome to your perfect four-season retreat nestled just minutes from Stratton Mountain Ski Resort. This authentic 5-bedroom, 4-bathroom log cabin plenty of space throughout, with ample natural light and that signature Vermont charm and cozy ambiance. A large kitchen, combined with an open dining area and expansive wrap around deck, offer a multitude of opportunities for seasonal gatherings no

    Mike England Michael England Real Estate

    4880 Pikes Falls Rd, Jamaica, VT 05343
  • /9

    $250,000

    $230K PRICE DROP
    • Land
    • 7.8 Acres
    • $32,051 per Acre

    16 Overlook Dr, Dover, VT 05356

    A rare opportunity to own one of the last remaining lots in the prestigious Peaks/Greenspring community! This home development site offers 7.8 acres of land with a home site featuring full panoramic mountain and woodland views to the north and east, including mountain views to undeveloped national forest land. This property is the largest and most private lot in The Peaks community, providing a

    Patricia Fitzpatrick Skihome Realty

    16 Overlook Dr, Dover, VT 05356
  • /34

    $175,000

    • 3 Beds
    • 1.5 Baths
    • 1,130 Sq Ft

    58 Scandia Village Rd, West Wardsboro, VT 05360

    Tucked away on 1.20 acres in Wardsboro, this 3-bedroom, 1.5-bath home offers a peaceful Vermont setting with plenty of outdoor space to enjoy. The home features 1,130 finished square feet with a warm, cabin-like interior, wood accents, and an inviting open living area with a wood stove insert for added comfort. The kitchen flows nicely into the main living space, creating an easy layout for

    Grayson VanHendrick Flex Realty

    58 Scandia Village Rd, West Wardsboro, VT 05360
  • /21

    $290,000

    • Land
    • 289.12 Acres
    • $1,003 per Acre

    0 Black Bear Rd Unit 5101033, Jamaica, VT 05343

    Windham Woods Forest offers 289.12 acres of productive, predominantly hardwood timberland in the scenic southern Green Mountains of Jamaica, VT, an area prized for sparse development, strong wildlife habitat, and proximity to the Green Mountain National Forest and Stratton Mountain Resort. The property boasts significant Legal Trail frontage on both Black Bear and Melis Roads and sits directly on

    Thom Milke Fountains Land Inc.

    0 Black Bear Rd Unit 5101033, Jamaica, VT 05343
  • /49

    $835,000

    $40K PRICE DROP
    • 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
  • /6

    $35,000

    $10K PRICE DROP
    • Land
    • 1 Acre
    • $35,000 per Acre

    0 Boardman Loop, Wardsboro, VT 05360

    In the Heart of it all! This affordable acre of land is close to skiing, hiking, ponds and all the good stuff Vermont has to offer. Electric poles are across the street and the neighbors are hooked up. Starlink and Xfinity charts say they service the area for at home work, streaming or game playing. There are Covenants attached for the after midnight reading. There is a small stream on the

    Christine Lewis Brattleboro Area Realty

    0 Boardman Loop, Wardsboro, VT 05360
  • /3

    $125,000

    • Land
    • 1.77 Acres
    • $70,621 per Acre

    997 Stratton Arlington Rd, Stratton, VT 05360

    STRATTON & MOUNT SNOW - Build your dream ski home on this newly subdivided lot with 103' of road frontage and 1.77 private acres located only 10 minutes from both Stratton Mountain Ski Resort and Mount Snow Ski Resort. All the hard work has been done! Survey, septic design, site plan, state of VT wastewater and well approval, and driveway permit have all been approved and filed with the town.

    Derek Greene Derek Greene

    997 Stratton Arlington Rd, Stratton, VT 05360
  • /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
  • /2

    $59,900

    • Land
    • 1 Acre
    • $59,900 per Acre

    Lot 35 Woodsman Rd, Dover, VT 05356

    Super building lots up near the Dover Elementary School. Gentle sloping lots, with municipal sewer and underground telephone & electric. Prices reflect the quality of the view(s). Some with ski area(s) to the west and others with local ridgelines to south. Only moments from West Dover dining, shopping, and skiing. The Elementary School provides a fun campus for younger recreational fun. How many

    Michael Purcell Berkley & Veller Greenwood/Dover

    Lot 35 Woodsman Rd, Dover, VT 05356
  • /27

    $1,450,000

    • Land
    • 201.4 Acres
    • $7,200 per Acre

    0 Forrester Rd Unit 5082418, Jamaica, VT 05360

    Own this large tract of land, over 200 acres that abuts over 1100 additional acres of Green Mountain National Forest. This private setting is less than 3 miles to Stratton Mountain Resort with easy owned access on Forrester Pond. Currently only 18 of the 200 acres is gravel pit and being reclaimed and closed out on this property. See the Vermont Land Use Permit 2W1316 online for further

    Chris Lowe Lowe's Real Estate, LLC

    0 Forrester Rd Unit 5082418, Jamaica, VT 05360
  • /33

    $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

    $499,000

    $51K PRICE DROP
    • 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
  • /26

    $229,000

    $30K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 1,136 Sq Ft

    279 North St, East Dover, VT 05341

    Rustic Hunting Cabin on 1+/- Acres. Several sleeping areas including a loft. One full bathroom. Kitchen with stove, ,microwave, refrigerator, stove, pellet stove, wood stove, 2 mini splits, washer & dryer. Plan your weekend runaway now!

    Janet Boyd Boyd Real Estate

    279 North St, East Dover, VT 05341
  • /10

    $499,000

    • Land
    • 2 Acres
    • $249,500 per Acre

    70 Overlook Dr, Dover, VT 05356

    Stunning 2 acre building parcel at the prestigious Peaks at Mt Snow directly across from the ski resort. This lot affords tremendous privacy and exposure, but with amazing access and amenities including direct on call shuttle service from your door to the mountain, indoor pool, gym, clubhouse, and game courts. Paved road access, sewer, and water, means total peace of mind. Build your dream home

    Adam Palmiter Berkley & Veller Greenwood/Dover

    70 Overlook Dr, Dover, VT 05356
  • /15

    $57,000

    • Land
    • 2 Acres
    • $28,500 per Acre

    56 & 57 Boardman Loop, Wardsboro, VT 05355

    Located in the Snow Mountain Farms West community, this wooded two acre lot offers the perfect setting and privacy for your Vermont home. Positioned strategically between Stratton and Mount Snow, the property serves as an ideal base camp for winter sports enthusiasts and summer adventurers alike. Also close by is the Green Mountain National Forest, and the VAST snowmobile trails. Successful

    Prema Fitzpatrick Real Broker LLC

    56 & 57 Boardman Loop, Wardsboro, VT 05355
  • /2

    $59,900

    • Land
    • 1 Acre
    • $59,900 per Acre

    Lot 37 Woodsman Rd, Dover, VT 05356

    Super building lots up near the Dover Elementary School. Gentle sloping lots, with municipal sewer and underground telephone & electric. Prices reflect the quality of the view(s). Some with ski area(s) to the west and others with local ridgelines to south. Only moments from West Dover dining, shopping, and skiing. The Elementary School provides a fun campus for younger recreational fun. How many

    Michael Purcell Berkley & Veller Greenwood/Dover

    Lot 37 Woodsman Rd, Dover, VT 05356
  • /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
  • /9

    $195,000

    • Land
    • 1.2 Acres
    • $162,500 per Acre

    4769 Pikes Falls Rd, Jamaica, VT 05143

    This 1.2-acre parcel offers what few properties in Southern Vermont can—a front-row seat to one of the region’s most breathtaking natural landscapes. Abutting the renowned Pikes Falls swimming hole and waterfall, this land enjoys immediate proximity to a setting protected by the Conservation Society of Southern Vermont. Glamping has become one of Vermont’s most sought-after experiences, and this

    Rachel Febbie EXP Realty

    4769 Pikes Falls Rd, Jamaica, VT 05143
  • /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
  • /2

    $59,900

    • Land
    • 1 Acre
    • $59,900 per Acre

    Lot 36 Woodsman Rd, Dover, VT 05356

    Super building lots up near the Dover Elementary School. Gentle sloping lots, with municipal sewer and underground telephone & electric. Prices reflect the quality of the view(s). Some with ski area(s) to the west and others with local ridgelines to south. Only moments from West Dover dining, shopping, and skiing. The Elementary School provides a fun campus for younger recreational fun. How many

    Michael Purcell Berkley & Veller Greenwood/Dover

    Lot 36 Woodsman Rd, Dover, VT 05356
  • /4

    $299,000

    • Land
    • 57.76 Acres
    • $5,177 per Acre

    0 Vt Route 100 S Unit 5103450, Jamaica, VT 05343

    Discover the possibilities with this exceptional 57+ acre parcel in the Town of Jamaica, Vermont, where no local zoning provides incredible flexibility for your vision. Ideally located just minutes from Stratton Mountain, Mount Snow, and within easy reach of Bromley, Magic Mountain, Manchester, and Brattleboro, this property offers the perfect balance of privacy, recreation, and convenience.

    Julie Lowe Lowe's Real Estate, LLC

    0 Vt Route 100 S Unit 5103450, Jamaica, VT 05343
  • /2

    $249,000

    • Land
    • 1.29 Acres
    • $193,023 per Acre

    350 Route 100, Dover, VT 05356

    Amazing opportunity to have a building lot near Mount Snow with huge view potential, no HOA restrictions, and easy access off a main paved road. This unique site is being offered for the first time in a long time and could be the ideal spot to build your dream Vermont home.

    Adam Palmiter Berkley & Veller Greenwood/Dover

    350 Route 100, Dover, VT 05356
  • /51

    $1,990,000

    $109K PRICE DROP
    • 5 Beds
    • 5.5 Baths
    • 7,190 Sq Ft

    6 Trail View Ln, Dover, VT 05356

    Enjoy stunning views, privacy, and luxury, 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, tennis courts, game room, on site management company, and direct shuttle service between your

    Adam Palmiter Berkley & Veller Greenwood/Dover

    6 Trail View Ln, Dover, VT 05356
  • /44

    $1,475,000

    • 2 Beds
    • 2 Baths
    • 1,601 Sq Ft

    691 Black Bear Rd, Jamaica, VT 05343

    A long winding driveway through a mountain of foliage leads you to this extraordinary mountain-modern retreat, perched high above nearly 200 acres of protected Vermont wilderness. Thoughtfully crafted by Big Pine Builders LLC, this striking off-grid solar home seamlessly blends contemporary design with Vermont’s rugged natural beauty, allowing you to live on the sun’s rhythm while enjoying

    Carrie Mathews Winhall Real Estate

    691 Black Bear Rd, Jamaica, VT 05343
  • /33

    $575,000

    $50K 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

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