Winhall, VT Homes

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  /15

  $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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  /17

  $2,000 per month

  • 3 Beds
  • 1 Bath
  • 980 Sq Ft
  • House for Rent

  13 Winhall Hollow Rd, Winhall, VT 05340

  Amazing Location!! This recently renovated home (2023) offers modern comfort in a quiet, wooded setting just minutes to Stratton Mountain. With 2.5 bedrooms, a full kitchen, and living spaces on both floors, it's an ideal year-roundresidence or seasonal ski retreat.The main bedrooms are spacious and bright, while the additional "half" bedroom features built-in bunks andlaundry perfect

  Sandy Laserte Berkshire Hathaway HomeServices Stratton Home

  13 Winhall Hollow 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 $692,601

  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

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

  12 Stratton Rd W Unit 12, Winhall, VT 05340

  12 Stratton Rd W Unit 12, Winhall, VT 05340
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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

  8 Silver Birch Rd Unit 8, Winhall, VT 05340
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  /49

  $10,000 per month

  • 4 Beds
  • 3 Baths
  • 5,624 Sq Ft
  • House for Rent

  37 Burnt Hill Rd, Winhall, VT 05340

  MARCH 2026 ONLY. Location, Stratton ski shuttle, style, and so much space: Welcome to your mountain home! This luxurious Strattonwald home offers bedrooms for the whole crew, plus loads of living space, light, a well-equipped, gourmet kitchen for cooking and entertaining, and a hot tub for après-ski memories. It is well-built, lovingly cared-for, and a rare opportunity to rent for just one month

  Jamie Luke TPW Real Estate

  37 Burnt Hill Rd, Winhall, 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 $125,354

  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

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

  27 Mountain View Rd, Winhall, VT 05360

  27 Mountain View Rd, Winhall, VT 05360
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  /59

  $2,800,000

  • 3 Beds
  • 3.5 Baths
  • 3,938 Sq Ft

  23 Valley View Rd, Winhall, VT 05340

  Set at the end of a long, private driveway, this remarkable property unveils dramatic panoramic vistas that stretch nearly 40 miles. Offering a rare sense of seclusion & grandeur, the home is an ideal retreat where nature, privacy, and beauty converge.Designed w/a modern aesthetic,an expansive open-concept layout, the main floor features a stunning stone fireplace , enhanced by soaring ceilings

  Kim Morgan-Wohler Wohler Realty Group

  23 Valley View Rd, Winhall, VT 05340
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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

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

  6 Black Birch Rd, Winhall, VT 05340

  6 Black Birch Rd, Winhall, VT 05340
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  /51

  $439,000 Under Contract

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

  12 Stratton West Rd Unit 12, Winhall, VT 05340

  This 5 bedroom, 2 full bath townhouse is the perfect getaway for ski enthusiasts and nature lovers alike. It is conveniently located just minutes to Stratton Mountain Resort. You'll enjoy year-round access to skiing, hiking, paddling, golfing, and many additional Southern Vermont area amenities. Enjoy three floors of spacious living. Enter through the large mudroom with exceptional storage for

  Robert Sabol Wohler Realty Group

  12 Stratton West Rd Unit 12, 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

  Last Listing Agent Carrie Mathews Winhall Real Estate

  73 Cranberry Hill Rd, Winhall, VT 05340
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  /25

  Est $783,226 Not Listed For Sale

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

  110 Upper Taylor Hill Rd, Jamaica, VT 05343

  110 Upper Taylor Hill Rd, Jamaica, VT 05343
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  /56

  $2,999,000

  • 6 Beds
  • 6.5 Baths
  • 6,650 Sq Ft

  25 Mountain Haunts Rd, Winhall, VT 05340

  Attend the PUBLIC OPEN HOUSE Monday February 17 from 10:00-2:00. Exceptional 40.8 acre newly expanded and renovated Stratton Mountain estate with unrivaled views of Stratton just minutes from the Base Lodge or Sun Bowl. This is your own personal winter playground where you can hit the slopes or snowmobile and hike on your own land with additional acreage available.This Grand Lodge NOW BOASTS 4

  Kim Morgan-Wohler Wohler Realty Group

  25 Mountain Haunts 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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  /24

  $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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  /35

  Est $397,000 Not Listed For Sale

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

  15 Stratton View Rd, Bondville, VT 05340

  15 Stratton View Rd, Bondville, VT 05340
• 

  

  /22

  $375,000

  • 3 Beds
  • 2 Baths
  • 1,344 Sq Ft

  3 Kimball Hill Rd Unit 1, Winhall, VT 05340

  Escape to the mountains in this charming A-frame, ideally located between the bustling town of Manchester and the area's best ski mountains. This home is your perfect base for year-round adventure, putting you just minutes from world-class skiing, hiking, mountain biking, and shopping.Inside, you'll find a comfortable layout featuring 3 bedrooms, 2 bathrooms, and a home office that can

  Robin Apps Four Seasons Sotheby's Int'l Realty

  3 Kimball Hill Rd Unit 1, 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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  /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
• 

  

  /13

  Not Listed For Sale

  234 Mountain Rd, Stratton, VT 05155

  234 Mountain Rd, Stratton, VT 05155
• 

  

  /25

  $385,000

  • Land
  • 41.1 Acres
  • $9,367 per Acre

  00 Ross Rd, Winhall, VT 05340

  Welcome to 41.1 acres of quintessential Vermont beauty, ideally located between downtown Manchester (11 minutes), Bromley Mountain (6 minutes), and Stratton Mountain (15 mins). This property offers the best of both worlds—easy access to town, ski mountains, and year-round recreation, yet a peaceful and private setting surrounded by nature. The land features a meandering stream, a mix of mature

  David Shehadi Josiah Allen Real Estate, Inc.

  00 Ross Rd, Winhall, VT 05340
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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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  /52

  $800,000 Sold Feb 13, 2025

  E11 Rock Ridge Rd, Winhall, VT 05155

  • 3 Beds
  • 3 Baths
  • 2,300 Sq Ft
  • Built 1986

  Last Sold Summary

  • 2% Below List Price
  • $348/SF
  • 47 Days On Market

  Last Listing Agent Terry Hill Berkshire Hathaway HomeServices Stratton Home

  E11 Rock Ridge Rd, Winhall, VT 05155
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  /27

  Not Listed For Sale

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

  22 Snowflake Ln, Winhall, VT 05340

  22 Snowflake Ln, Winhall, VT 05340
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  /12

  $450,000

  • Land
  • 10.26 Acres
  • $43,860 per Acre

  4.1 Pearl Buck Dr, Winhall, VT 05340

  One of the last significant VIEW lots available on the mountain , with unrivaled 360 degree views, including dead on views of Stratton Mountain trails. The pinnacle of this 10.26 acre lot is deserving of an exceptionally designed and expansive home in this premium location with commanding views.Prime for a legacy property in a most desirable location, just 5 minutes to the Stratton Base Area,

  Kim Morgan-Wohler Wohler Realty Group

  4.1 Pearl Buck Dr, Winhall, VT 05340
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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

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

  43 Middle Ridge Rd Unit 312, Winhall, VT 05155

  43 Middle Ridge Rd Unit 312, Winhall, VT 05155
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  /38

  $375,000

  • Land
  • 1.23 Acres
  • $304,878 per Acre

  0 Winhall Hollow Rd Unit 5073717, Bondville, VT 05340

  Exceptional offering. This premier parcel defines phase II of Ravenwood, an enclave of distinctive and premier mountain residences. This notable site offers extraordinary mountain views, direct access from Winhall Hollow Road and still enjoys all the benefits and amenities of The Ravenwood Neighborhood Association. Combining, privacy, natural beauty and convenience, this well-established

  Kim Morgan-Wohler Wohler Realty Group

  0 Winhall Hollow Rd Unit 5073717, 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 $2,061,985

  Last Listing Agent Kim Morgan-Wohler Wohler Realty Group

  18 Rocky Dell Rd, Winhall, VT 05340
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  /40

  Est $2,536,237 Not Listed For Sale

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

  95 Winhall Hollow Rd, Bondville, VT 05340

  95 Winhall Hollow Rd, Bondville, VT 05340
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  /33

  $485,000

  • 3 Beds
  • 1 Bath
  • 1,344 Sq Ft

  3 Strattonwald Rd, Winhall, VT 05340

  Lovingly renovated and move-in ready, this 3-bedroom chalet is your ideal mountain escape in the sought-after Strattonwald neighborhood. Take in beautiful views of Stratton Mountain from the comfort of your home while enjoying the warmth and character of this thoughtfully updated retreat. Inside, you'll find a brand-new kitchen and updated bathroom, stone wood burning fireplace, gleaming hardwood

  Robin Apps Four Seasons Sotheby's Int'l Realty

  3 Strattonwald Rd, Winhall, VT 05340
• 

  

  /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

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

  13 Stratton Rd W Unit 13, Winhall, VT 05340

  13 Stratton Rd W Unit 13, Winhall, VT 05340
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  /4

  $400,000

  • Land
  • 8.01 Acres
  • $49,938 per Acre

  248 French Hollow Rd, Winhall, VT 05340

  Legacy family property, held until now for its premier location and extraordinary views of Stratton Mountain. Acreage offers a building site that is privately situated off the road with a 4 bedroom state septic permit and ready for the mountain home you have been hoping to create! A beautiful parcel with level plateau for building and a moderate slope down to its lower boundary. Surrounded by a

  Kim Morgan-Wohler Wohler Realty Group

  248 French Hollow Rd, Winhall, VT 05340
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  /41

  $1,150,000 Sold Jul 25, 2025

  35 Old Ridge Rd, Winhall, VT 05155

  • 4 Beds
  • 5.5 Baths
  • 4,826 Sq Ft
  • Built 1997

  Last Sold Summary

  • 38% Below List Price
  • $238/SF
  • 369 Days On Market

  Last Listing Agent Mike England Michael England Real Estate

  35 Old Ridge Rd, Winhall, VT 05155
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  /40

  Est $555,895 Not Listed For Sale

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

  10 Deer St, Bondville, VT 05340

  10 Deer St, Bondville, VT 05340

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