Winhall, VT Homes

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  $115,000

  • Land
  • 2.9 Acres
  • $39,655 per Acre

  Lot 3 Route 11 30, Winhall, VT 05340

  Spectacular West and Southerly Views over Manchester Valley and boasts a bird's eye view across to the Equinox Mountain!Located on the Manchester side of Winhall, this property is at the end of a private lane offering privacy... engineered and offering VT Waste Water and Potable Water Supply Permit: WW-2-3614, design for 3 BR single family residence. Bordered by the Green Mountain Nat'l

  

  Laura Beckwith

  Josiah Allen Real Estate, Inc.

  (802) 808-6197

  Lot 3 Route 11 30, Winhall, VT 05340
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  $40,000 per month

  • 4 Beds
  • 3 Baths
  • 2,791 Sq Ft
  • House for Rent

  33 Strattonwald Rd, Winhall, VT 05340

  Lock in your rental for ski season '26-'27! This cheerful, modern-yet-classic Strattonwald chalet is nestled in a private community just 7 minutes to Stratton's Main Base, with shuttle access. There is so much room for everyone, with two primary bedroom suites plus two more bedrooms; a gourmet open-concept kitchen/dining/living room with wood stove; second living/TV room. Downstairs living room

  Jamie Luke TPW Real Estate

  33 Strattonwald Rd, Winhall, VT 05340
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  /37

  $615,000 Sold Apr 15, 2025

  29 Burnt Hill Rd, Winhall, VT 05340

  • 3 Beds
  • 2 Baths
  • 1,500 Sq Ft
  • Built 1982

  Last Sold Summary

  • 18% Below List Price
  • $410/SF
  • 39 Days On Market

  Current Estimated Value $621,612

  Last Listing Agent Andie Fusco Four Seasons Sotheby's Int'l Realty

  29 Burnt Hill Rd, Winhall, VT 05340
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  /31

  Not Listed For Sale

  12 Stratton Rd W Unit 12, Winhall, VT 05340

  • 5 Beds
  • 2 Baths
  • 1,888 Sq Ft
  • Built 1968

  12 Stratton Rd W Unit 12, Winhall, VT 05340

  Last Sold Summary

  • $201/SF
  • 5 Days On Market

  Last Sold Price $380,000

  Last Listing Agent Sandy Laserte Berkshire Hathaway HomeServices Stratton Home
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  /32

  $430,000

  • 3 Beds
  • 2 Baths
  • 1,215 Sq Ft

  8 Silver Birch Rd Unit 8, Winhall, VT 05340

  Remarkable 3BR Birch Hill Value!Exceptional three-bedroom, two-bath end unit at Birch Hill! This well-thought-out floor plan is a true standout, providing two distinct living areas ideal for entertaining guests or relaxing after a day on the slopes. Features include an updated kitchen and dining space, two modernized baths, and a practical, renovated mudroom—essential for storing all your

  

  Lauren Behm

  Berkshire Hathaway HomeServices Stratton Home

  (802) 300-3975

  8 Silver Birch Rd Unit 8, Winhall, VT 05340
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  /23

  $7,000 per month

  • 3 Beds
  • 2 Baths
  • 1,540 Sq Ft
  • House for Rent

  65 Cranberry Hill Rd, Bondville, VT 05340

  Never before offered: This Strattonwald contemporary ski house is a well cared-for home base for all who love the mountain lifestyle, in a private woodland setting just 9 minutes to Stratton's Main Base. The expansive living room is the ultimate gathering spot from morning to night, with soaring cathedral ceilings, a super-cozy wood stove, and extraordinary windows looking out at the private

  Jamie Luke TPW Real Estate

  65 Cranberry Hill Rd, Bondville, VT 05340
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  /6

  $122,500 Sold Apr 18, 2025

  10 Little Brook Rd, Winhall, VT 05340

  • Land
  • 2.2 Acres
  • $55,682 per Acre

  Last Sold Summary

  • 9% Below List Price
  • 53 Days On Market

  Current Estimated Value $127,661

  Last Listing Agent Lauren Behm Berkshire Hathaway HomeServices Stratton Home

  10 Little Brook Rd, Winhall, VT 05340
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  /28

  Not Listed For Sale

  27 Mountain View Rd, Winhall, VT 05360

  • 6 Beds
  • 6.5 Baths
  • 5,896 Sq Ft
  • Built 2000

  27 Mountain View Rd, Winhall, VT 05360

  Last Sold Summary

  • $195/SF
  • 22 Days On Market

  Last Sold Price $1,150,000

  Last Listing Agent Andrew King Stratton Real Estate
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  /28

  $1,700,000

  • 4 Beds
  • 3.5 Baths
  • 2,363 Sq Ft

  43 Middle Ridge Rd Unit 415, Winhall, VT 05155

  Perfect for the large family! Four bedrooms, Three and a Half Baths, plus a Loft! In highly desirable Rising Bear Lodge, Top Floor, Corner location! Easy walking distance to the Slopes, (Shuttle also available), the Commons' Skating Pond, and the Village Shops and Restaurants. Other amenities include a year round heated Pool, outdoor hot tubs, and a cedar sauna---all comfortably accessible by the

  Edwin Kevil Stratton Real Estate

  43 Middle Ridge Rd Unit 415, Winhall, VT 05155
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  /19

  $35,000 per month

  • 3 Beds
  • 3 Baths
  • 2,920 Sq Ft
  • House for Rent

  2 Aspen Ln, Winhall, VT 05340

  *Available for a partial season discount.* Stratton views, sunlight, space, and location: this ski chalet has it all! The open floor plan of the main level brings everyone together around the spacious kitchen, dining area, and living room, under a vaulted cathedral ceiling and with a wall of windows overlooking the forest below and Stratton's peak ahead. Front deck offers dining area and a grill

  Jamie Luke TPW Real Estate

  2 Aspen Ln, Winhall, VT 05340
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  /21

  $375,000 Sold May 05, 2025

  61 Birch Hill Rd Unit 6, Winhall, VT 05340

  • 3 Beds
  • 2 Baths
  • 1,215 Sq Ft
  • Built 1968

  Last Sold Summary

  • $309/SF
  • 42 Days On Market

  Last Listing Agent Christiane Carroccio TPW Real Estate

  61 Birch Hill Rd Unit 6, Winhall, VT 05340
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  /31

  Not Listed For Sale

  6 Black Birch Rd, Winhall, VT 05340

  • 3 Beds
  • 2 Baths
  • 1,215 Sq Ft
  • Built 1968

  6 Black Birch Rd, Winhall, VT 05340

  Last Sold Summary

  • $278/SF
  • 8 Days On Market

  Last Sold Price $338,000

  Last Listing Agent Kim Morgan-Wohler Wohler Realty Group
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  /30

  $1,495,000 Pending

  • 5 Beds
  • 5 Baths
  • 4,000 Sq Ft

  147 High Meadow Rd, Winhall, VT 05340

  Nestled in the heart of Vermont's Stratton Mountain Resort, this beautifully crafted 5 bedroom, 5 bath single-family home offers the perfect blend of rustic charm and modern comfort. Surrounded by towering pines and mountain views, the property offers 2 private acres and easy access to Stratton's World Class skiing and its championship 27 holes of golf. The open concept main living area features

  Timothy Mich Doddridge Stratton Real Estate

  147 High Meadow Rd, Winhall, VT 05340
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  /12

  $4,600 per month

  • 3 Beds
  • 1.5 Baths
  • 1,948 Sq Ft
  • House for Rent

  10 Rocky Rd, Winhall, VT 05340

  Location, location location..... This three-bedroom gem is located in one of the most desirable areas in the tri-mountain area. Centrally located between Stratton and Manchester; you will find yourself less than a 15-minute drive to each. Bromley is around the corner. The perfect chalet to come home to after a fun day of skiing. Sit by the roaring fire with a cup of cocoa and

  Peggy O'neill Cummings & Co

  10 Rocky Rd, Winhall, VT 05340
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  /31

  $895,000 Sold Dec 12, 2025

  73 Cranberry Hill Rd, Winhall, VT 05340

  • 4 Beds
  • 4.5 Baths
  • 2,658 Sq Ft
  • Built 1984

  Last Sold Summary

  • 8% Below List Price
  • $337/SF
  • 222 Days On Market

  Current Estimated Value $893,456

  Last Listing Agent Carrie Mathews Winhall Real Estate

  73 Cranberry Hill Rd, Winhall, VT 05340
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  /25

  Est $753,845 Not Listed For Sale

  110 Upper Taylor Hill Rd, Jamaica, VT 05343

  • 5 Beds
  • 3 Baths
  • 1,600 Sq Ft
  • Built 1968

  110 Upper Taylor Hill Rd, Jamaica, VT 05343

  Last Sold Summary

  • 6% Above List Price
  • $445/SF
  • 15 Days On Market

  Last Sold Price $711,500

  Last Listing Agent Helen Nault
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  /45

  $1,195,000

  • 4 Beds
  • 3.5 Baths
  • 4,200 Sq Ft

  9 Lower Taylor Hill Rd, Winhall, VT 05340

  Come home to your own Vermont playground! Situated on 8.75 private acres at the base of Stratton Mountain Resort access road, this recently renovated single family residence has all the amenities that your family needs. Explore the grounds, play in the Winhall river, hike the surrounding trails, and enjoy the mountain views. Property has easy access to the VAST snowmobile trails directly from the

  Timothy Mich Doddridge Stratton Real Estate

  9 Lower Taylor Hill Rd, Winhall, VT 05340
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  /20

  $5,800 per month

  • 3 Beds
  • 2 Baths
  • 2,348 Sq Ft
  • House for Rent

  8 Rocky Rd, Winhall, VT 05340

  Located in one of the most sought-after spots in the area. This three-bedroom "mid-century vibed" beauty is just a 10-minute drive to the Stratton Access Road and a 12-minute drive to Manchester. Bromley is literally around the corner and Magic is a quick 15-minute drive.There is a beautiful stream in the backyard that adds additional "802" ambiance to the property. Truly a peaceful setting

  Peggy O'neill Cummings & Co

  8 Rocky Rd, Winhall, VT 05340
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  $434,000 Sold Feb 27, 2026

  12 Stratton West Rd Unit 12, Winhall, VT 05340

  • 5 Beds
  • 2 Baths
  • 1,888 Sq Ft
  • Built 1968

  Last Sold Summary

  • 1% Below List Price
  • $230/SF
  • 6 Days On Market

  Last Listing Agent Robert Sabol Wohler Realty Group

  12 Stratton West Rd Unit 12, Winhall, VT 05340
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  /35

  Not Listed For Sale

  15 Stratton View Rd, Bondville, VT 05340

  • 4 Beds
  • 2 Baths
  • 1,680 Sq Ft
  • Built 1964

  15 Stratton View Rd, Bondville, VT 05340

  Last Sold Summary

  • 5% Below List Price
  • $250/SF
  • 1 Day On Market

  Last Sold Price $420,000

  Last Listing Agent Rachel Febbie EXP Realty
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  /46

  $1,350,000 Under Contract

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

  33 Forest Haunts Rd, Winhall, VT 05340

  Discover Your Vermont Retreat Nestled amidst 20.8 private acres of tranquil woods, this French country manor offers an exceptional opportunity to own a piece of Vermont paradise. Situated near the serene North Branch Ball Mountain Brook, enjoy the soothing sounds of cascading water and the breathtaking beauty of nature. Property Highlights: Prime Location: Just minutes from Stratton Resort for

  Timothy Apps Four Seasons Sotheby's Int'l Realty

  33 Forest Haunts Rd, Winhall, VT 05340
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  /23

  $28,000 per month

  • 4 Beds
  • 3 Baths
  • 2,406 Sq Ft
  • House for Rent

  35 Strattonwald Rd, Winhall, VT 05340

  $28,000 Winter Rental Rate | Spend the winter in Vermont at this inviting 4-bedroom, 3-bath Strattonwald chalet, available mid-November through mid-April. Nestled among the woods yet just minutes from Stratton Mountain, this home offers a welcoming retreat and the perfect base for the ski season. The main living area features soaring vaulted ceilings and a pellet stove, creating a bright and cozy

  Cheyanne Pugliese

  35 Strattonwald Rd, Winhall, VT 05340
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  $1,025,000 Sold Oct 10, 2025

  10 Middle Ridge Rd, Winhall, VT 05155

  • 4 Beds
  • 3.5 Baths
  • 2,160 Sq Ft
  • Built 1988

  Last Sold Summary

  • 6% Above List Price
  • $475/SF
  • 5 Days On Market

  Last Listing Agent Christiane Carroccio TPW Real Estate

  10 Middle Ridge Rd, Winhall, VT 05155
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  /13

  Not Listed For Sale

  234 Mountain Rd, Stratton, VT 05155

  234 Mountain Rd, Stratton, VT 05155

  Last Sold Summary

  • 501 Days On Market

  Last Sold Price $620,000

  Last Listing Agent Jamie Wylie Stratton Real Estate
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  /43

  $1,399,000 Under Contract

  • 4 Beds
  • 3.5 Baths
  • 5,397 Sq Ft

  12 Sunny Hill Rd, Manchester Center, VT 05255

  One-of-a-kind, craftsman-built Vermont log home set on over 26 private acres with breathtaking, long-range mountain views. Tucked away at the dead end of the road, this exceptional property offers rare privacy while remaining close to premier ski mountains and all the dining, shopping, and cultural attractions of Manchester, VT. The land features two picturesque waterfalls and a serene natural

  Carrie Mathews Winhall Real Estate

  12 Sunny Hill Rd, Manchester Center, VT 05255
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  /29

  $30,000 per month

  • 3 Beds
  • 3 Baths
  • 1,650 Sq Ft
  • Townhouse for Rent

  90 Turkey Run Rd, Winhall, VT 05340

  Intervale Rental. Available for the winter 25-26 winter season. Also available for summer or fall monthly rental. Entry mud room for boot storage. Main floor has wood burning fire place, and the deck off the living room is a overlooks the pond. Main floor has primary suite. Two bedrooms plus a sleeping loft on the upper floor. One bedroom has an en suite bathroom, and a hallway full bathroom

  Christiane Carroccio TPW Real Estate

  90 Turkey Run Rd, Winhall, VT 05340
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  /40

  $595,000 Sold Nov 10, 2025

  4A Ridge, Winhall, VT 05340

  • 3 Beds
  • 3 Baths
  • 1,886 Sq Ft
  • Built 1985

  Last Sold Summary

  • 3% Below List Price
  • $315/SF
  • 31 Days On Market

  Last Listing Agent Christiane Carroccio TPW Real Estate

  4A Ridge, Winhall, VT 05340
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  /27

  Not Listed For Sale

  22 Snowflake Ln, Winhall, VT 05340

  • 3 Beds
  • 2 Baths
  • 1,268 Sq Ft
  • Built 1979

  22 Snowflake Ln, Winhall, VT 05340

  Last Sold Summary

  • $347/SF
  • 8 Days On Market

  Last Sold Price $440,000

  Last Listing Agent Jessica Citera Cummings & Co
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  /40

  $1,150,000

  • 5 Beds
  • 3.5 Baths
  • 4,017 Sq Ft

  11 Founders Hill Rd, Winhall, VT 05360

  Stratton Mountain location for full time or vacation style living! Spacious home that you can walk to Village, gondola, golf and Sports center. Corner lot justdown the street from the Stratton Mountain Club and the Base Lodge. Home has five bedrooms with a chefs kitchen that has Viking Stove, ice-maker and three dishwashers for entertaining guests. Living room and dining room are graced with

  Bob Maisey Berkshire Hathaway HomeServices Stratton Home

  11 Founders Hill Rd, Winhall, VT 05360
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  /4

  $225,000 Sold Dec 19, 2025

  00 Margeaux Ln, Stratton, VT 05155

  • Land
  • 1.99 Acres
  • $113,065 per Acre

  Last Sold Summary

  • 189 Days On Market

  Last Listing Agent Margaret Mcmahon Four Seasons Sotheby's Int'l Realty

  00 Margeaux Ln, Stratton, VT 05155
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  /28

  Not Listed For Sale

  43 Middle Ridge Rd Unit 312, Winhall, VT 05155

  • 2 Beds
  • 2 Baths
  • 1,014 Sq Ft
  • Built 2004

  43 Middle Ridge Rd Unit 312, Winhall, VT 05155

  Last Sold Summary

  • $626/SF
  • 46 Days On Market

  Last Sold Price $635,000

  Last Listing Agent Mike England Michael England Real Estate
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  $1,650,000 Under Contract

  • 4 Beds
  • 3.5 Baths
  • 2,813 Sq Ft

  264 French Hollow Rd, Bondville, VT 05340

  Step into this newly constructed 2022 residence offering a rare sense of elevation—both literal and figurative—without sacrificing ease of access. While the home feels perched above it all, it is reached via a gentle sloping driveway, providing everyday convenience alongside breathtaking views. Sweeping, uninterrupted vistas are enjoyed from nearly every room, creating a constant connection to

  Kristin Pirie Winhall Real Estate

  264 French Hollow Rd, Bondville, VT 05340
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  /60

  $2,100,000 Sold May 02, 2025

  18 Rocky Dell Rd, Winhall, VT 05340

  • 7 Beds
  • 5.5 Baths
  • 6,195 Sq Ft
  • Built 2007

  Last Sold Summary

  • 14% Below List Price
  • $339/SF
  • 246 Days On Market

  Current Estimated Value $2,686,041

  Last Listing Agent Kim Morgan-Wohler Wohler Realty Group

  18 Rocky Dell Rd, Winhall, VT 05340
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  /40

  Est $2,305,515 Not Listed For Sale

  95 Winhall Hollow Rd, Bondville, VT 05340

  • 7 Beds
  • 9.5 Baths
  • 5,641 Sq Ft
  • Built 2001

  95 Winhall Hollow Rd, Bondville, VT 05340

  Last Sold Summary

  • 2% Above List Price
  • $399/SF
  • 18 Days On Market

  Last Sold Price $2,250,000

  Last Listing Agent Kevin Moran Four Seasons Sotheby's Int'l Realty
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  /55

  $995,000

  • 5 Beds
  • 4.5 Baths
  • 2,321 Sq Ft

  24 N Branch Rd, Winhall, VT 05340

  Exceptional Renovation of a Stratton Resort Residence in the Stratton Quarter Mile neighborhood on Shuttle, just a short walk home from the Village. Beautiful upscale baths with tile work and craftsmanship of the highest caliber. Wood floors throughout. Open gourmet kitchen makes for premier apres ski gatherings. With 5 bedrooms/4 baths and multiple ensuite- this mountain chalet has been updated

  Kim Morgan-Wohler Wohler Realty Group

  24 N Branch Rd, Winhall, VT 05340
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  /19

  $426,000 Sold Jan 16, 2026

  46-48 Lower Taylor Hill Rd, Winhall, VT 05340

  • 2 Beds
  • 2 Baths
  • 1,798 Sq Ft
  • Built 1963

  Last Sold Summary

  • 1% Above List Price
  • $237/SF
  • 1 Day On Market

  Last Listing Agent Margaret Mcmahon Four Seasons Sotheby's Int'l Realty

  46-48 Lower Taylor Hill Rd, Winhall, VT 05340
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  /30

  Not Listed For Sale

  13 Stratton Rd W Unit 13, Winhall, VT 05340

  • 5 Beds
  • 3 Baths
  • 1,785 Sq Ft
  • Built 1970

  13 Stratton Rd W Unit 13, Winhall, VT 05340

  Last Sold Summary

  • $202/SF
  • 4 Days On Market

  Last Sold Price $360,000

  Last Listing Agent Elyn Bischof Berkshire Hathaway HomeServices Stratton Home
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  /40

  $1,899,000 Under Contract

  • 4 Beds
  • 4 Baths
  • 4,270 Sq Ft

  14 Old Ridge Rd, Winhall, VT 05155

  This mountain home is beautifully furnished with a refined design that perfectly balances comfort and style, offering a seamless move-in ready experience. Located in the sought-after High Meadow neighborhood, this four bedroom, four bathroom property sits high on a perch, with clear views of Stratton’s trails, and a view of Bromley from the front of the house. Rebuilt in 2023/2024, the home is

  Christiane Carroccio TPW Real Estate

  14 Old Ridge Rd, Winhall, VT 05155
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  /25

  $360,000 Sold Feb 25, 2026

  00 Ross Rd, Winhall, VT 05340

  • Land
  • 41.1 Acres
  • $8,759 per Acre

  Last Sold Summary

  • 6% Below List Price
  • 82 Days On Market

  Last Listing Agent David Shehadi Josiah Allen Real Estate, Inc.

  00 Ross Rd, Winhall, VT 05340
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  /40

  Est $560,148 Not Listed For Sale

  10 Deer St, Bondville, VT 05340

  • 4 Beds
  • 3 Baths
  • 2,200 Sq Ft
  • Built 1976

  10 Deer St, Bondville, VT 05340

  Last Sold Summary

  • 7% Below List Price
  • $273/SF
  • 3 Days On Market

  Last Sold Price $600,000

  Last Listing Agent Carrie Mathews Winhall Real Estate

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