1,266

Southern Vermont, VT Homes for Sale

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  • /19

    $249,000

    • 2 Beds
    • 1 Bath
    • 960 Sq Ft

    3095 Thompsonburg Rd Unit B/2, Londonderry, VT 05155

    Close to Magic, Bromley and Stratton! This two-bedroom, one bath condo with woodburning fireplace overlooks a beautiful brook and tennis court area. Private deck out back to enjoy some sun. Eat in kitchen with pass through countertop area opens into the living room. Manageable and spacious for a nice weekend getaway or make this your fulltime home. Just minutes to downtown with shopping, fuel,

    Julie Lowe Lowe's Real Estate, LLC

    3095 Thompsonburg Rd Unit B/2, Londonderry, VT 05155
  • /46

    $625,000

    • 5 Beds
    • 3.5 Baths
    • 2,520 Sq Ft

    143 Hillwinds Rd, Brattleboro, VT 05301

    Welcome to Hillwinds and this lovely colonial. With 200 acres of conserved land and trails behind and a wonderful meadow view in the front, this house truly feels a part of the landscape. The main house has four bedrooms and two and a half baths and invites you to step right into your new life in this well cared for and lovingly maintained home. The gardens are in, the drive paved and the garden

    Christine Lewis Brattleboro Area Realty

    143 Hillwinds Rd, Brattleboro, VT 05301
  • /47

    $625,000

    • 4 Beds
    • 4 Baths
    • 2,904 Sq Ft

    5 Malagash Rd, South Reading, VT 05153

    Tucked within the peaceful hamlet of South Reading, this inviting property offers a lifestyle where the pace slows, and everyday living feels a bit more enjoyable. Set on over three acres, this spacious four-bedroom, four-bath home combines comfort, functionality, and natural beauty. The true highlight is the backyard oasis—featuring a tranquil pond, a generous deck ideal for entertaining, a

    Kevin Barnes William Raveis Real Estate Vermont Properties

    5 Malagash Rd, South Reading, VT 05153
  • /27

    $17,500

    • 1 Bed
    • 2 Baths
    • 941 Sq Ft

    230, Qtr. 4 89 Grand Summit Way, Dover, VT 05356

    PRICE IMPROVEMENT! This one-of-a-kind unit-style is on one level and includes one bedroom, two full bathrooms, and an open-concept kitchen, living, and dining area. The living room area features a queen Murphy bed and a queen pull-out sleeper sofa, comfortably sleeping six people. The spacious bedroom includes a king-size bed and a balcony with beautiful ridgeline views. The benefits of Grand

    Patricia Fitzpatrick Skihome Realty

    230, Qtr. 4 89 Grand Summit Way, Dover, VT 05356
  • /6

    $45,000

    • Land
    • 1 Acre
    • $45,000 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
  • /55

    $1,300,000

    • 5 Beds
    • 4 Baths
    • 3,640 Sq Ft

    96 Old Coach Rd, Killington, VT 05751

    This stunning Coventry Log Home, situated on 2.11 acres, is a true gem for outdoor enthusiasts and those seeking a peaceful mountain escape year-round. An added bonus is the ancillary unit with a separate entrance located over the garage.Savor breathtaking views of both Pico and Deer's Leap mountains. The elevated balcony deck is the perfect spot to enjoy a winter evening watching the snow

    James Hurley Four Corner Properties LLC

    96 Old Coach Rd, Killington, VT 05751
  • /12

    $69,900

    • 4 Beds
    • 1 Bath
    • 1,500 Sq Ft

    2984 Vermont 153, Pawlet, VT 05775

    Classic late 1800's Colonial home located in the center of the Village of Pawlet. This home offers four bedrooms, one bath in 1500 square feet. All on a 0.16 lot with a detached one car garage. Lot is level and open. Although she'll need some love -- she'll shine again!!

    Diana Lynn Harvey Alison McCullough Real Estate

    2984 Vermont 153, Pawlet, VT 05775
  • /14

    $169,000

    • Land
    • 49.9 Acres
    • $3,387 per Acre

    00 East St, North Clarendon, VT 05759

    GENEROUS 50-ACRE PARCELThis nearly 50-acre property provides extensive space for privacy, outdoor recreation, and long-term planning—ideal for gardeners, small hobby farms, or just enjoying Vermont’s natural beauty.The seller has already completed three test pits and will provide a Vermont State wastewater permit, saving you significant time and costs for septic approval—rare readiness at

    Mark Triller Real Broker LLC

    00 East St, North Clarendon, VT 05759
  • /12

    $235,000

    • 2 Beds
    • 1.5 Baths
    • 1,200 Sq Ft

    517 Cold River Rd, North Clarendon, VT 05759

    Tucked away on a full acre of land in picturesque Clarendon, Vermont, this charming and affordable two-bedroom, one-and-a-half-bath country home offers a unique blend of comfort, privacy, and value. This single-family home provides an elevated living experience with a cozy, inviting layout and peaceful surroundings. Step inside to find a bright and airy living space filled with natural light,

    Rhonda Nash Welcome Home Real Estate

    517 Cold River Rd, North Clarendon, VT 05759
  • /60

    $3,650,000

    • 5 Beds
    • 4 Baths
    • 5,181 Sq Ft

    348 Turtle Hill Rd, Ludlow, VT 05149

    Built over the course of two years and completed in 2023, this nearly new custom timberframe home showcases exceptional craftsmanship and fine attention to detail. Privately sited on over 13 acres, the property offers sweeping, panoramic views of southern Vermont's mountains and valleys; vistas that are truly second to none. The home's architectural highlights include hand-hewn Douglas fir beams

    Teresa DiNapoli Four Seasons Sotheby's Int'l Realty

    348 Turtle Hill Rd, Ludlow, VT 05149
  • /39

    $725,000

    • 2 Beds
    • 2 Baths
    • 1,193 Sq Ft

    58 Harrison Ln Unit K301, Ludlow, VT 05149

    Top-floor, two-bedroom condo in the desirable Winterplace community with direct slope access and trail views. The open living area features hardwood floors, a wall of windows overlooking the slopes and a cathedral ceiling that adds light and space. Functional layout with two bedrooms, two baths, and a tiled mudroom entry, AND the ability to add loft space above the bedrooms. Private ski locker.

    Debra Staniscia Four Seasons Sotheby's Int'l Realty

    58 Harrison Ln Unit K301, Ludlow, VT 05149
  • /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
  • /60

    $5,250,000

    • 9 Beds
    • 10 Baths
    • 7,900 Sq Ft

    1184 E Manchester Rd, Manchester, VT 05255

    Peacock Hollow, a c.1790 completely private estate, is gracefully sited on 29.9 acres surrounded by sweeping mountain views, a running stream, and bordered by the forest. This rare offering combines historic character with refined updates, creating a legacy property designed for both intimate living and grand entertaining. The 5,500 square foot main residence offers five beautifully appointed

    Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

    1184 E Manchester Rd, Manchester, VT 05255
  • /20

    $787,000

    • 4 Beds
    • 3 Baths
    • 5,295 Sq Ft

    679 Rupert Hill Rd, Pawlet, VT 05761

    Live your BEST life here in this charming and quaint renovated farmhouse on 8 acres of private land with very little traffic. Come find your oasis in Green Mountains and you’ll have plenty of opportunities to reinvent yourself here. Enjoy cooking in this quintessential open concept farmhouse kitchen and dining area. Flooded with natural light from big beautiful, beveled glass window, you can

    Jason Saphire www.HomeZu.com

    679 Rupert Hill Rd, Pawlet, VT 05761
  • /45

    $925,000

    • 4 Beds
    • 2 Baths
    • 2,634 Sq Ft

    3259 W Hill Rd, Wallingford, VT 05773

    Welcome to a quintessential Vermont farmhouse where history and comfort meet. This 1800s home has been thoughtfully refreshed while preserving its yesteryear charm. Original wood beams are showcased throughout, adding warmth and architectural character. Many recent improvements include updated flooring, an efficient woodstove, a pellet stove, and much more. A custom barn door opens to a welcoming

    Freddie Ann Bohlig Four Seasons Sotheby's Int'l Realty

    3259 W Hill Rd, Wallingford, VT 05773
  • /37

    $795,000

    • 4 Beds
    • 4 Baths
    • 3,600 Sq Ft

    5 Hillwinds N, Brattleboro, VT 05301

    Elegant Post-and-Beam!!! Tucked along a birch-lined drive, this exceptional home is set on almost 2 acres of landscaped grounds with lawns, stone walls & gardens, plus an adjoining 9.4 acre woodland lot with snowshoe trails in the desirable Hillwinds community. Enjoy direct trail access and easy proximity to downtown and the Country Club. Step inside the striking custom-designed interior through

    Robert Doyle Berkley & Veller Greenwood Country

    5 Hillwinds N, Brattleboro, VT 05301
  • /17

    $285,000

    • 1 Bed
    • 1 Bath
    • 1,320 Sq Ft

    116 Birge St Unit 2, Brattleboro, VT 05301

    Simple but elegant! Historic posts and wonderful beams define the magnificent open concept, giving visual shape and creating traditional options or whimsical uses for your new lifestyle. High ceilings and huge windows create a celebration of light, complementing the glowing antique floors—magical in combination and truly beautiful. A home, an artist loft...so many uses, so unique, so

    Christine Lewis Brattleboro Area Realty

    116 Birge St Unit 2, Brattleboro, VT 05301
  • /17

    $149,000

    • Land
    • 1.83 Acres
    • $81,421 per Acre

    00 Raymond Rd, Ludlow, VT 05149

    LAND PARCEL WITH LAKE RESCUE ACCESS....This parcel is the last undeveloped lot available that has lake access, shared with a small association, SUNNY VALLEY, with only (8) properties. The building envelope is level and power is at the road. The lot overlooks a pretty meadow with undeveloped woodlands as a backdrop. The Sunny Valley privileges at Lake Rescue include (2) deck platforms overlooking

    Roger Danyew Diamond Realty

    00 Raymond Rd, Ludlow, VT 05149
  • /43

    $579,000

    • 3 Beds
    • 2 Baths
    • 2,501 Sq Ft

    856 Matteson Rd, North Bennington, VT 05257

    Nestled on 5 private acres, this custom-built log home offers the perfect blend of rustic charm and refined comfort. Surrounded by beautifully curated gardens, mature apple trees, lilacs, maples, plum trees, oaks, and stone walls, the setting is both tranquil and picturesque—yet just minutes from town conveniences. There is even a targeting golf green! Inside, the home showcases a stunning great

    Faith Rhodes Maple Leaf Realty

    856 Matteson Rd, North Bennington, VT 05257
  • /8

    $295,000

    • Land
    • 25.3 Acres
    • $11,660 per Acre

    US U S 7, Rutland, VT 05701

    Originally part of the historic Baird Farm, this 25-acre parcel in Rutland Town offers a rare opportunity along bustling Route 7. With over 1,200 feet of road frontage and excellent visibility, the land is ideally suited for future business development or investment. Once farmed by a local family, this prime location combines Vermont heritage with commercial potential—an ideal setting for your

    Freddie Ann Bohlig Four Seasons Sotheby's Int'l Realty

    US U S 7, Rutland, VT 05701
  • /25

    $98,999 New Construction

    • 2 Beds
    • 2 Baths
    • 825 Sq Ft

    78 Ethans Way, Bennington, VT 05201

    Welcome to 78 Ethans Way, Bennington, VT 05201, where modern comfort meets affordability in Catamount Park! This brand-new Polomodel manufactured home offers 2 bedrooms, 2 bathrooms, and 825 sq. ft. of thoughtfully designed living space. Step inside to an open-concept layout with stylish finishes, a bright living area, and a well-appointed kitchen. The home features energy-efficient

    Kate Barry EXP Realty

    78 Ethans Way, Bennington, VT 05201
  • /38

    $290,000

    • 4 Beds
    • 1 Bath
    • 1,521 Sq Ft

    134 Washington St, Brattleboro, VT 05301

    Tucked away on a quiet corner just off Washington Street in Brattleboro, VT, this charming 4-bedroom, 1-bath home offers a peaceful setting with beautiful views overlooking town. Enjoy the best of both privacy and convenience, with ample parking and a generous backyard space perfect for relaxing, gardening, or entertaining. Inside, you’ll find spacious living areas filled with character,

    Kate Barry EXP Realty

    134 Washington St, Brattleboro, VT 05301
  • /60

    $925,000

    • 6 Beds
    • 7.5 Baths
    • 5,588 Sq Ft

    726 E Ash Rd, Plymouth, VT 05056

    Nestled on a 3-acre private lot at Hawk Resort in Vermont’s Lakes Region, this expansive custom residence offers an exceptional mountain retreat. Thoughtfully designed across four levels--each accessible by elevator--the home provides outstanding separation of space, perfect for hosting family and guests.Designed by architect Robert Carl Williams, the home showcases signature craftsmanship,

    Debra Staniscia Four Seasons Sotheby's Int'l Realty

    726 E Ash Rd, Plymouth, VT 05056
  • /31

    $879,000

    • 5 Beds
    • 3 Baths
    • 3,015 Sq Ft

    100 Mowing Way, Wilmington, VT 05363

    Impeccably maintained golf course home nestled in the Vermont mountains just 5 miles from lakes, ski resorts, and scenic trails. Perfect for entertaining or quiet enjoyment, this elegant property combines luxury and comfort in a stunning natural setting. The soaring great room features beamed ceilings, radiant heated hickory floors, and a gas fireplace flanked by built ins. A chefs dream kitchen

    Leslie Fraser Four Seasons Sotheby's Int'l Realty

    100 Mowing Way, Wilmington, VT 05363
  • /4

    $55,000

    • Land
    • 13,503 Sq Ft
    • $177,419 per Acre

    00 Airport Rd Unit 4, Fair Haven, VT 05743

    FAIR HAVEN: Don't miss this desirable corner building lot available in Fair Haven, Vermont! Lot #4 offers a level and open parcel located at the corner with road frontage, providing a flexible building site for a primary residence or investment property. Public water, public sewer, and power are available at the street, allowing for ease of development. Conveniently located near downtown Fair

    Owen Loughan Westside Real Estate

    00 Airport Rd Unit 4, Fair Haven, VT 05743
  • /53

    $540,000

    • 1 Bed
    • 2 Baths
    • 957 Sq Ft

    717/719 Q1-4 Jackson Gore Adams House Unit 717/719 Q1-4, Ludlow, VT 05149

    Located in the heart of Jackson Gore at Okemo Mountain Resort, Adams House 717/719 Q1–4 presents a rare opportunity to own 100% interest in a traditionally quarter-share residence—all four quarters conveyed together, offering full ownership with excellent rental flexibility. This turn-key, ski-on/ski-off residence is being sold fully furnished, allowing a new owner to step right into the winter

    Sarah Sheehan William Raveis Real Estate Vermont Properties

    717/719 Q1-4 Jackson Gore Adams House Unit 717/719 Q1-4, Ludlow, VT 05149
  • /43

    $359,000

    • 3 Beds
    • 1 Bath
    • 1,144 Sq Ft

    919 Vt Route 100 S, Rochester, VT 05767

    Set on a sun-drenched, level lot, this beautifully updated ranch offers effortless living with modern upgrades throughout. Recent improvements include new electrical and heating systems, a water heater, insulation, siding, doors, and double-pane windows—providing both comfort and efficiency. Inside, you’ll find warm hardwood floors, recessed lighting, and a spacious, inviting kitchen perfect for

    Christopher King King Real Estate

    919 Vt Route 100 S, Rochester, VT 05767
  • /7

    $997,000

    • Land
    • 23,086 Sq Ft
    • $1,881,132 per Acre

    153 Northside Dr, Bennington, VT 05201

    Level, .53-acre lot situated in Bennington’s high-traffic Planned Commercial (PC) District. This site offers a rare opportunity to save significantly on demolition costs and move straight into the design and permitting phase for a new commercial project. This busy corridor lot is located entirely outside of the flood zone, providing a clean slate for development and a more streamlined path for

    Lori Hurley Four Corner Properties LLC

    153 Northside Dr, Bennington, VT 05201
  • /31

    $18,500

    • 1 Bed
    • 1 Bath
    • 673 Sq Ft

    302 Qtr 2 Grand Summit Way Unit 302, Qtr 2, Dover, VT 05356

    Top-floor, one-bedroom condo that sleeps six! This sun-filled unit with a large window overlooking the Sundance ski trail is in a quieter area of the bustling hotel, and is only steps to the slopes, and to all that the Grand Summit Resort Hotel offers. Use it, Rent it, Trade it! Does 13 weeks of vacation a year sound nice? Own this deeded quartershare property for 1 week every 28 days, on a

    Patricia Fitzpatrick Skihome Realty

    302 Qtr 2 Grand Summit Way Unit 302, Qtr 2, Dover, VT 05356
  • /60

    $1,185,000

    • 4 Beds
    • 4.5 Baths
    • 4,110 Sq Ft

    2734 Healdville Rd, Mount Holly, VT 05758

    When every window offers a view, the outside world feels close—yet comfortably held at a distance on winter days like these.Set high in the mountains at over 2,100 feet, this inviting contemporary retreat is surrounded by sweeping views in nearly every direction. Just minutes from Okemo Mountain Resort, 30 minutes to Killington, or 35 minutes to Bromley or Magic Mountain--outdoor recreation

    Gail Engel & Völkers Okemo

    2734 Healdville Rd, Mount Holly, VT 05758
  • /13

    $99,500

    • Land
    • 5.12 Acres
    • $19,434 per Acre

    0 Mckinley Ave, Rutland, VT 05701

    GORGEOUS 5.1-ACRE LOT IN RUTLAND TOWN – Rarely available building lot offering rolling meadows, river frontage, and stunning mountain views. Accessed by a 54’ right-of-way off McKinley Lane, this parcel opens into a picturesque meadow, providing the perfect setting to build your dream home. Highly rated elementary school just minutes away, plus school choice for high school, makes this a win/win

    Freddie Ann Bohlig Four Seasons Sotheby's Int'l Realty

    0 Mckinley Ave, Rutland, VT 05701
  • /42

    $875,000

    • 2 Beds
    • 2 Baths
    • 1,820 Sq Ft

    860 Yale Heights Rd, Windsor, VT 05089

    This impeccably orchestrated cottage style contemporary home was crafted by Ennis Builders in 2006 with an eye to meticulous detail. The sweeping cherry spiral staircase, beautiful stonework and superior fit and finish imbue a quality of workmanship that reflects throughout the home. The main level features an open-concept kitchen with maple butcher block counters, and quality stainless steel

    Danny Kogut Williamson Group Sothebys Intl. Realty

    860 Yale Heights Rd, Windsor, VT 05089
  • /16

    $19,500

    • 1 Bath
    • 407 Sq Ft

    121 Qtr 4 89 Grand Summit Way Unit 121, Dover, VT 05356

    Quarter share (deeded interval 4) ownership at the Grand Summit offers 13 weeks of vacation per year on a rotating schedule that can be used, rented, or traded as you desire. Experience the mountain resort lifestyle affordably!! This first floor (Unit 121) with a sleep four studio is 407 sq ft and has a Murphy bed in the living area, a kitchen/dining area, and a full bath. This unit is located on

    Jennifer Hovey-Densmore Deerfield Valley Real Estate

    121 Qtr 4 89 Grand Summit Way Unit 121, Dover, VT 05356
  • /47

    $740,000 Open Sat 11AM - 1PM

    • 5 Beds
    • 3.5 Baths
    • 2,789 Sq Ft

    49 View Point Rd, Putney, VT 05346

    Privately sited on 5.54 acres at the end of a quiet, privately maintained road, 49 View Point Road offers the Vermont setting buyers dream of: mountain views, open lawn, wooded privacy, and a warm, light-filled Contemporary Cape just minutes from Putney Village and I-91. This spacious 5-bedroom, 3.5-bath home features 2,789 finished square feet with natural woodwork, hardwood floors, exposed

    Grayson VanHendrick Flex Realty

    49 View Point Rd, Putney, VT 05346
  • /34

    $549,000

    • 2 Beds
    • 2 Baths
    • 1,010 Sq Ft

    112 High Ridge Rd Unit D2, Killington, VT 05751

    Beautifully updated corner, end-unit two-bedroom, two-bath condo at High Ridge, one of Killington’s most desirable communities. This light-filled unit offers an open living, dining, and kitchen layout with winter views of the ski trails, granite countertops in the kitchen, and a cozy wood-burning, stone-faced fireplace. Recent upgrades include a renovated bathroom with granite counters, double

    Daniel Preston KW Vermont Woodstock

    112 High Ridge Rd Unit D2, Killington, VT 05751
  • /11

    $97,900

    • 4 Beds
    • 1 Bath
    • 1,585 Sq Ft

    82 Franklin St, Rutland, VT 05701

    This property is part of a First Look program. It allows owner occupant buyers to have their offers negotiated on day 8 of being listed."ALL offers must have POF for CASH offers and Lender PQ's for Financed offers. Cash offers require 10% EMD. Rehab Offers must have one rehab bid in hand pre-offer, no exceptions. "New RRE Rules for FINCEN. transfers will be subject to reporting when buyers use

    April Shepard Twin State Realty LLC

    82 Franklin St, Rutland, VT 05701
  • /18

    $1,145,000 New Construction

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

    80 Banning Rd, Putney, VT 05346

    Rare offering on Putney Mountain! Spectacular house site with new foundation and great Southern exposure awaits your vision! Includes four bedroom septic system, and drilled well. Create your new home with the included framing lumber and your team of craftsmen. House is sited in a private location, yet is accessible to the town road via an easily maintained level driveway. Additional

    David White OwnerEntry.com

    80 Banning Rd, Putney, VT 05346
  • /46

    $540,000

    • 1 Bed
    • 2 Baths
    • 1,112 Sq Ft

    193 Jackson Gore Unit 639/641, Ludlow, VT 05149

    Escape to mountain luxury with this fully furnished 1-bedroom, 2-bathroom condo located in the heart of the premier Okemo ski resort at Jackson Gore. Perfectly positioned just steps from the slopes, this stylish retreat offers the ultimate blend of comfort, convenience and year round adventure. The open-concept living space features a cozy gas fireplace and large windows with mountains views. The

    Matthew Bellantoni Mary W. Davis Realtor & Assoc., Inc.

    193 Jackson Gore Unit 639/641, Ludlow, VT 05149
  • /9

    $295,000

    • 4 Beds
    • 2 Baths
    • 2,206 Sq Ft

    116 S Branch St Unit 118, Bennington, VT 05201

    Well-maintained two-family home offering spacious units, each featuring 2 bedrooms, a cozy kitchen, dining room, living room, full bath, and convenient in-unit washer and dryer hookups. Enjoy relaxing on the inviting covered front porch or the private covered back decks for each unit. Situated on a level half-acre lot, this property also includes off-street parking with a driveway and a 2-car

    Julie Glover Mahar McCarthy Real Estate

    116 S Branch St Unit 118, Bennington, VT 05201
  • /20

    $239,000

    • 1 Bed
    • 1 Bath
    • 720 Sq Ft

    574 Willard Rd Unit 4A, Quechee, VT 05059

    Experience the ultimate Vermont lifestyle in this stunning end-unit condominium, where modern elegance meets trailside serenity. This home offers a rare sense of privacy, featuring a spacious deck that wraps around the the condo, providing a front-row seat to the soothing sounds of the nearby brook and the quiet beauty of the surrounding woods. Inside, the residence is completely move-in ready

    Linda Hicks Quechee Lakes Real Estate Center

    574 Willard Rd Unit 4A, Quechee, VT 05059

Showing Results 401 - 440, Page 11 of 18

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