2,206

Winhall, VT Homes

Section Image Section Image
  • 36 Beaver St, Bondville, VT 05340
    36 Beaver St, Bondville, VT 05340
    36 Beaver St, Bondville, VT 05340
    /60

    $1,650,000

    • 3 Beds
    • 4 Baths
    • 5,072 Sq Ft

    36 Beaver St, Bondville, VT 05340

    Your Ultimate Vermont Mountain Retreat Awaits! Luxury log home plus a 2,250 sqft guest house! Just 4 miles from Stratton & minutes to Bromley, this inviting log home is the perfect year-round escape - crafted for adventure, relaxation, and making lasting memories in every season. Whether you’re hitting the slopes in winter, hiking through summer trails, or soaking in the stunning fall foliage,

    MaryKate Grey Stratton Real Estate

    36 Beaver St, Bondville, VT 05340
  • 16 Old Farm Rd Unit 1, Winhall, VT 05340
    16 Old Farm Rd Unit 1, Winhall, VT 05340
    16 Old Farm Rd Unit 1, Winhall, VT 05340
    /33

    $20,000 Per Month

    • 2 Beds
    • 1 Bath
    • 1,004 Sq Ft
    • Condo for Rent

    16 Old Farm Rd Unit 1, Winhall, VT 05340

    16 OLD FARM ROADThe winter ski season is just around the corner! After a day on the slopes, unwind by the cozy brick wood-burning fireplace or relax in the comfortable living room, where the exposed beams and barn board wainscoting give you the warmth and charm of a classic Vermont ski retreat. The back door opens to a patio and level backyard, perfect for grilling your evening meal and

    Agent Photo

    Kristin Comeau

    TPW Real Estate

    16 Old Farm Rd Unit 1, Winhall, VT 05340
  • 19 Winhall Condo Rd Unit 1, Winhall, VT 05340
    19 Winhall Condo Rd Unit 1, Winhall, VT 05340
    19 Winhall Condo Rd Unit 1, Winhall, VT 05340
    /18

    $238,000

    Sold Aug 13, 2026

    19 Winhall Condo Rd Unit 1, Winhall, VT 05340

    • 3 Beds
    • 2 Baths
    • 1,020 Sq Ft
    • Built 1978

    Last Sold Summary

    • 4% Below List Price
    • $233/SF
    • 28 Days On Market

    Last Listing Agent Cheyanne Pugliese

    19 Winhall Condo Rd Unit 1, Winhall, VT 05340
    • E12 Rock Ridge Rd, Winhall, VT 05155
      E12 Rock Ridge Rd, Winhall, VT 05155
      E12 Rock Ridge Rd, Winhall, VT 05155
      /53

      Not Listed For Sale

      E12 Rock Ridge Rd, Winhall, VT 05155

      • 3 Beds
      • 3 Baths
      • 1,842 Sq Ft
      • Built 1986
      E12 Rock Ridge Rd, Winhall, VT 05155

      Last Sold Summary

      • 7 Days On Market

      Last Listing Agent Cheyanne Pugliese

  • 16 Middle Ridge Rd Unit 22, Winhall, VT 05155
    16 Middle Ridge Rd Unit 22, Winhall, VT 05155
    16 Middle Ridge Rd Unit 22, Winhall, VT 05155
    /16

    $1,050,000

    • 4 Beds
    • 3.5 Baths
    • 2,256 Sq Ft

    16 Middle Ridge Rd Unit 22, Winhall, VT 05155

    Unique four bedroom three and one half bath townhome, located directly across the street from the Stratton Village and ski area. Built in 1988, Fox Chapel is the second phase of the Village Chalet neighborhood. Only 27 of these properties exist. Although connected by a breezeway to the property next to it, feels very much like a stand alone home. Walking distance to shops, restaurants and all ski

    John Sikes Stratton Real Estate

    16 Middle Ridge Rd Unit 22, Winhall, VT 05155
  • 15 Nearing Rd, Winhall, VT 05340
    15 Nearing Rd, Winhall, VT 05340
    15 Nearing Rd, Winhall, VT 05340
    /46

    $5,000 Per Month

    • 3 Beds
    • 3.5 Baths
    • 2,300 Sq Ft
    • House for Rent

    15 Nearing Rd, Winhall, VT 05340

    THE ULTIMATE STRATTON MOUNTAIN RETREAT Experience the perfect Vermont winter getaway in this exceptional home ideally located in the highly desirable Forest Farms neighborhood. Boasting a premier location with effortless mountain access, this property is designed for those who want to maximize their time on the slopes and enjoy a seamless mountain lifestyle. Available for multiple flexible

    David Powers 42 North LP

    15 Nearing Rd, Winhall, VT 05340
  • 5 Wall St, Bondville, VT 05340
    5 Wall St, Bondville, VT 05340
    5 Wall St, Bondville, VT 05340
    /39

    $735,000

    Sold May 01, 2026

    5 Wall St, Bondville, VT 05340

    • 4 Beds
    • 3 Baths
    • 2,091 Sq Ft
    • Built 1972

    Last Sold Summary

    • $352/SF
    • 20 Days On Market

    Current Estimated Value $741,598

    Last Listing Agent Cheyanne Pugliese

    5 Wall St, Bondville, VT 05340
    • 2 Spruce High Rd, Winhall, VT 05340
      2 Spruce High Rd, Winhall, VT 05340
      2 Spruce High Rd, Winhall, VT 05340
      /26

      Est $607,839

      Not Listed For Sale

      2 Spruce High Rd, Winhall, VT 05340

      • 4 Beds
      • 2.5 Baths
      • 2,448 Sq Ft
      • Built 1981
      2 Spruce High Rd, Winhall, VT 05340

      Last Sold Summary

      • 17 Days On Market

      Last Listing Agent Carrie Mathews Winhall Real Estate

  • 43 Middle Ridge Rd Unit RBL 417, Winhall, VT 05155
    43 Middle Ridge Rd Unit RBL 417, Winhall, VT 05155
    43 Middle Ridge Rd Unit RBL 417, Winhall, VT 05155
    /32

    $1,150,000

    Under Contract
    • 3 Beds
    • 3.5 Baths
    • 1,775 Sq Ft

    43 Middle Ridge Rd Unit RBL 417, Winhall, VT 05155

    Welcome to this beautifully maintained top-floor Rising Bear condominium, where you’ll enjoy stunning views of Stratton Mountain and the Commons Pond from nearly every room. The soaring cathedral ceilings and abundant natural light create a bright, open feel, while the spacious loft overlooking the living area offers a great spot for relaxing, gathering, or extra sleeping space. The living room

    Jamie Wylie Stratton Real Estate

    43 Middle Ridge Rd Unit RBL 417, Winhall, VT 05155
  • 41 Cranberry Hill Rd, Winhall, VT 05340
    41 Cranberry Hill Rd, Winhall, VT 05340
    41 Cranberry Hill Rd, Winhall, VT 05340
    /13

    $14,000 Per Month

    • 1 Bed
    • 1 Bath
    • 900 Sq Ft
    • House for Rent

    41 Cranberry Hill Rd, Winhall, VT 05340

    Le Petite Chalet! -A rare opportunity to rent a beautifully updated 1-bedroom chalet in Strattonwald available this ski season. The house has been fully renovated with many modern updates made to this classic chalet home. There is a delightful open concept kitchen, living and dining on the first floor and a luxurious bedroom, bath and relaxing nook on the lower level. Skip the parking hassle at

    Peggy O'neill Cummings & Co

    41 Cranberry Hill Rd, Winhall, VT 05340
  • 8 Silver Birch Rd Unit 8, Winhall, VT 05340
    8 Silver Birch Rd Unit 8, Winhall, VT 05340
    8 Silver Birch Rd Unit 8, Winhall, VT 05340
    /32

    $410,000

    Sold Apr 29, 2026

    8 Silver Birch Rd Unit 8, Winhall, VT 05340

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

    Last Sold Summary

    • 5% Below List Price
    • $337/SF
    • 101 Days On Market

    Last Listing Agent Lauren Behm Berkshire Hathaway HomeServices Stratton Home

    8 Silver Birch Rd Unit 8, Winhall, VT 05340
    • 6 Black Birch Rd, Winhall, VT 05340
      6 Black Birch Rd, Winhall, VT 05340
      6 Black Birch Rd, Winhall, VT 05340
      /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

      • 8 Days On Market

      Last Listing Agent Kim Morgan-Wohler Wohler Realty Group

  • 59 Garden Loop Rd, Winhall, VT 05340
    59 Garden Loop Rd, Winhall, VT 05340
    59 Garden Loop Rd, Winhall, VT 05340
    /55

    $2,850,000

    New Construction $100K PRICE DROP
    • 4 Beds
    • 4.5 Baths
    • 3,762 Sq Ft

    59 Garden Loop Rd, Winhall, VT 05340

    JULY 23 - Significant new price change today! - Move into this brand new stunning custom contemporary set on over 3 acres in coveted Stratton ski country. This exceptional modern design offers elevated living with superior craftsmanship and sweeping endless views. Featuring four well appointed ensuites with polished baths boasting radiant heated floors, half bath, family room and dual laundry

    Terry Hill Berkshire Hathaway HomeServices Stratton Home

    59 Garden Loop Rd, Winhall, VT 05340
  • 8 Spring Hill Rd, Winhall, VT 05340
    8 Spring Hill Rd, Winhall, VT 05340
    8 Spring Hill Rd, Winhall, VT 05340
    /35

    $35,000 Per Month

    • 4 Beds
    • 3 Baths
    • 2,472 Sq Ft
    • House for Rent

    8 Spring Hill Rd, Winhall, VT 05340

    Imagine arriving to your ski home and having the property giving you a giant hug. This is the house. A perfect combination of the old and the new with tastefully choses recent renovations which highlight architectural elements of yesterday while at the same time providing modern day comfort and luxury. This home has four beautiful bedrooms with a primary suite on the main floor.There is also

    Peggy O'neill Cummings & Co

    8 Spring Hill Rd, Winhall, VT 05340
  • 36 Birch Hill Rd Unit 8 Red Maple, Winhall, VT 05340
    36 Birch Hill Rd Unit 8 Red Maple, Winhall, VT 05340
    36 Birch Hill Rd Unit 8 Red Maple, Winhall, VT 05340
    /26

    $440,000

    Sold Jun 29, 2026

    36 Birch Hill Rd Unit 8 Red Maple, Winhall, VT 05340

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

    Last Sold Summary

    • 2% Below List Price
    • $362/SF
    • 10 Days On Market

    Last Listing Agent Helen Nault

    36 Birch Hill Rd Unit 8 Red Maple, Winhall, VT 05340
    • 82 High Meadow Rd, Winhall, VT 05340
      82 High Meadow Rd, Winhall, VT 05340
      82 High Meadow Rd, Winhall, VT 05340
      /40

      Est $1,630,551

      Not Listed For Sale

      82 High Meadow Rd, Winhall, VT 05340

      • 6 Beds
      • 5.5 Baths
      • 4,551 Sq Ft
      • Built 2002
      82 High Meadow Rd, Winhall, VT 05340

      Last Sold Summary

      • 126 Days On Market

      Last Listing Agent Kim Morgan-Wohler Wohler Realty Group

  • 6 Old Ridge Rd, Winhall, VT 05340
    6 Old Ridge Rd, Winhall, VT 05340
    6 Old Ridge Rd, Winhall, VT 05340
    /40

    $1,100,000

    • 5 Beds
    • 4.5 Baths
    • 4,453 Sq Ft

    6 Old Ridge Rd, Winhall, VT 05340

    Tucked into Stratton Mountain Resort’s sought after High Meadow neighborhood, 6 Old Ridge Road offers the rare combination of substantial square footage, significant recent exterior improvements, and the opportunity to personalize the interior aesthetic to your own taste. Encompassing over 4,600 sq. ft. across three finished levels, this expansive mountain home is designed for gathering,

    Trent Stephens Wohler Realty Group

    6 Old Ridge Rd, Winhall, VT 05340
  • 65 Cranberry Hill Rd, Bondville, VT 05340
    65 Cranberry Hill Rd, Bondville, VT 05340
    65 Cranberry Hill Rd, Bondville, VT 05340
    /23

    $32,000 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
  • 73 Cranberry Hill Rd, Winhall, VT 05340
    73 Cranberry Hill Rd, Winhall, VT 05340
    73 Cranberry Hill Rd, Winhall, VT 05340
    /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 $927,697

    Last Listing Agent Carrie Mathews Winhall Real Estate

    73 Cranberry Hill Rd, Winhall, VT 05340
    • 110 Upper Taylor Hill Rd, Jamaica, VT 05343
      110 Upper Taylor Hill Rd, Jamaica, VT 05343
      110 Upper Taylor Hill Rd, Jamaica, VT 05343
      /25

      Est $758,855

      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

      • 15 Days On Market

      Last Listing Agent Helen Nault

  • 2 Corner Rock Rd, Winhall, VT 05340
    2 Corner Rock Rd, Winhall, VT 05340
    2 Corner Rock Rd, Winhall, VT 05340
    /33

    $749,000

    Under Contract
    • 4 Beds
    • 2 Baths
    • 2,128 Sq Ft

    2 Corner Rock Rd, Winhall, VT 05340

    Stratton Mountain Renovated! 4 bedroom 2 bath is located just mins to the mountain . This home has access to all that Stratton has to offer. The Ski shuttle comes right outside your door for easy access to the mountain and your home. Freshly painted inside and out, with a partial renovation just completed. This home just installed all new windows with egress and new doors and sliders. The new

    Jessica Marullo TPW Real Estate

    2 Corner Rock Rd, Winhall, VT 05340
  • 35 Strattonwald Rd, Winhall, VT 05340
    35 Strattonwald Rd, Winhall, VT 05340
    35 Strattonwald Rd, Winhall, VT 05340
    /23

    $34,000 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
  • 21 Burnt Hill Rd, Winhall, VT 05341
    21 Burnt Hill Rd, Winhall, VT 05341
    21 Burnt Hill Rd, Winhall, VT 05341
    /28

    $716,845

    Sold Jun 26, 2026

    21 Burnt Hill Rd, Winhall, VT 05341

    • 4 Beds
    • 2 Baths
    • 2,055 Sq Ft
    • Built 1978

    Last Sold Summary

    • 2% Below List Price
    • $349/SF
    • 11 Days On Market

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

    21 Burnt Hill Rd, Winhall, VT 05341
    • 234 Mountain Rd, Stratton, VT 05155
      234 Mountain Rd, Stratton, VT 05155
      234 Mountain Rd, Stratton, VT 05155
      /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 Listing Agent Jamie Wylie Stratton Real Estate

  • E1 Rock Ridge Rd, Winhall, VT 05155
    E1 Rock Ridge Rd, Winhall, VT 05155
    E1 Rock Ridge Rd, Winhall, VT 05155
    /41

    $899,000

    $301K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 3,252 Sq Ft

    E1 Rock Ridge Rd, Winhall, VT 05155

    Ideally situated near the renowned Stratton Mountain Resort and offering convenient shuttle service to the slopes, this spacious four-bedroom, three-bath ski condo is thoughtfully designed for year-round enjoyment. A true retreat for outdoor enthusiasts, the home provides effortless access to world-class skiing in the winter and outstanding hiking and mountain biking throughout the warmer months.

    Christine Chovan

    E1 Rock Ridge Rd, Winhall, VT 05155
  • 45 Benson Fuller Dr, Bondville, VT 05340
    45 Benson Fuller Dr, Bondville, VT 05340
    45 Benson Fuller Dr, Bondville, VT 05340
    /35

    $7,250 Per Month

    • 4 Beds
    • 3 Baths
    • 2,000 Sq Ft
    • House for Rent

    45 Benson Fuller Dr, Bondville, VT 05340

    THE ULTIMATE STRATTON MOUNTAIN RETREAT Experience the perfect Vermont winter getaway in this exceptional home ideally located directly off the prestigious Stratton Mountain access road. Boasting a premier location with effortless mountain access, this property is designed for those who want to maximize their time on the slopes and enjoy a seamless mountain lifestyle. Available for multiple

    David Powers 42 North LP

    45 Benson Fuller Dr, Bondville, VT 05340
  • 74 Pond View Rd, Winhall, VT 05340
    74 Pond View Rd, Winhall, VT 05340
    74 Pond View Rd, Winhall, VT 05340
    /44

    $781,000

    Sold Aug 03, 2026

    74 Pond View Rd, Winhall, VT 05340

    • 4 Beds
    • 4.5 Baths
    • 2,980 Sq Ft
    • Built 1985

    Last Sold Summary

    • 4% Below List Price
    • $262/SF
    • 43 Days On Market

    Current Estimated Value $811,199

    Last Listing Agent Christine Chovan

    74 Pond View Rd, Winhall, VT 05340
    • 43 Middle Ridge Rd Unit 312, Winhall, VT 05155
      43 Middle Ridge Rd Unit 312, Winhall, VT 05155
      43 Middle Ridge Rd Unit 312, Winhall, VT 05155
      /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

      • 46 Days On Market

      Last Listing Agent Mike England Michael England Real Estate

  • 65 Lower Taylor Hill Rd, Winhall, VT 05340
    65 Lower Taylor Hill Rd, Winhall, VT 05340
    65 Lower Taylor Hill Rd, Winhall, VT 05340
    /60

    $1,100,000

    Under Contract
    • 3 Beds
    • 4 Baths
    • 2,745 Sq Ft

    65 Lower Taylor Hill Rd, Winhall, VT 05340

    Nestled on 10 private acres just off the Stratton Mountain Access Road, 65 Lower Taylor Hill Road offers a rare opportunity to own a beautifully renovated Vermont retreat ideally positioned between Stratton Mountain Resort and the area's endless four-season recreation. Surrounded by mature woodlands and exceptional privacy, this property offers a three-bedroom, three-bath main house along with a

    Bob Maisey Berkshire Hathaway HomeServices Stratton Home

    65 Lower Taylor Hill Rd, Winhall, VT 05340
  • 37 Burnt Hill Rd, Winhall, VT 05340
    37 Burnt Hill Rd, Winhall, VT 05340
    37 Burnt Hill Rd, Winhall, VT 05340
    /48

    $45,000 Per Month

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

    37 Burnt Hill Rd, Winhall, VT 05340

    Now available for the 26-27 ski season! This spacious, luxurious post-and-beam mountain home has been owner-occupied for past winter weekends, and is now available as the ultimate ski rental just a 7-minute drive to Stratton's base lodge. Beginning with the property's 2-car garage-barn, enviable curb appeal extends throughout. An expansive, well-equipped chef's kitchen offers duel ranges and

    Jamie Luke TPW Real Estate

    37 Burnt Hill Rd, Winhall, VT 05340
  • 12 Stratton West Rd Unit 12, Winhall, VT 05340
    12 Stratton West Rd Unit 12, Winhall, VT 05340
    12 Stratton West Rd Unit 12, Winhall, VT 05340
    /51

    $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
    • 95 Winhall Hollow Rd, Bondville, VT 05340
      95 Winhall Hollow Rd, Bondville, VT 05340
      95 Winhall Hollow Rd, Bondville, VT 05340
      /40

      Est $2,262,248

      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

      • 18 Days On Market

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

  • G2 Cobble Ridge Rd, Winhall, VT 05340
    G2 Cobble Ridge Rd, Winhall, VT 05340
    G2 Cobble Ridge Rd, Winhall, VT 05340
    /42

    $875,000

    Pending
    • 4 Beds
    • 3 Baths
    • 2,322 Sq Ft

    G2 Cobble Ridge Rd, Winhall, VT 05340

    Enjoy sweeping views of Stratton Mountain from this beautifully updated and meticulously maintained 3-bedroom, 3-bath Piper Ridge condominium, offering plenty of room for family and friends to gather, relax and spread out. The dramatic main living area features vaulted ceilings, exposed beams, hardwood floors and a striking floor-to-ceiling stone fireplace. Large windows fill the space with

    Christine Chovan

    G2 Cobble Ridge Rd, Winhall, VT 05340
  • 43 Cranberry Hill Rd, Winhall, VT 05340
    43 Cranberry Hill Rd, Winhall, VT 05340
    43 Cranberry Hill Rd, Winhall, VT 05340
    /34

    $45,000 Per Month

    • 3 Beds
    • 2.5 Baths
    • 3,600 Sq Ft
    • House for Rent

    43 Cranberry Hill Rd, Winhall, VT 05340

    This tres chic classic chalet has been fully renovated and decorated with a modern and classy flair. The main living area has an open kitchen, dining and living concept design. With two additional living and gathering areas, there is plenty of room for family and friends to have conversation. Complete with a pool table, a built-in sofa suitable for extra sleeping, a meticulously designed mudroom

    Peggy O'neill Cummings & Co

    43 Cranberry Hill Rd, Winhall, VT 05340
  • 10 Middle Ridge Rd, Winhall, VT 05155
    10 Middle Ridge Rd, Winhall, VT 05155
    10 Middle Ridge Rd, Winhall, VT 05155
    /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
    • 13 Stratton Rd W Unit 13, Winhall, VT 05340
      13 Stratton Rd W Unit 13, Winhall, VT 05340
      13 Stratton Rd W Unit 13, Winhall, VT 05340
      /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

      • 4 Days On Market

      Last Listing Agent Elyn Bischof Berkshire Hathaway HomeServices Stratton Home

  • 4.1 Pearl Buck Dr, Winhall, VT 05340
    4.1 Pearl Buck Dr, Winhall, VT 05340
    4.1 Pearl Buck Dr, Winhall, VT 05340
    /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
  • 25 Mountain Haunts Rd, Winhall, VT 05340
    25 Mountain Haunts Rd, Winhall, VT 05340
    25 Mountain Haunts Rd, Winhall, VT 05340
    /56

    $2,600,000

    Sold May 01, 2026

    25 Mountain Haunts Rd, Winhall, VT 05340

    • 6 Beds
    • 6.5 Baths
    • 6,650 Sq Ft
    • Built 1960

    Last Sold Summary

    • 13% Below List Price
    • $391/SF
    • 366 Days On Market

    Current Estimated Value $2,552,242

    Last Listing Agent Kim Morgan-Wohler Wohler Realty Group

    25 Mountain Haunts Rd, Winhall, VT 05340
    • 43 Pearl Buck Dr, Jamaica, VT 05343
      43 Pearl Buck Dr, Jamaica, VT 05343
      43 Pearl Buck Dr, Jamaica, VT 05343
      /60

      Not Listed For Sale

      43 Pearl Buck Dr, Jamaica, VT 05343

      • 5 Beds
      • 5 Baths
      • 4,686 Sq Ft
      • Built 1983
      43 Pearl Buck Dr, Jamaica, VT 05343

      Last Sold Summary

      • 116 Days On Market

      Last Listing Agent Kim Morgan-Wohler Wohler Realty Group

  • 0 Winhall Hollow Rd Unit 5073717, Bondville, VT 05340
    0 Winhall Hollow Rd Unit 5073717, Bondville, VT 05340
    0 Winhall Hollow Rd Unit 5073717, Bondville, VT 05340
    /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

Showing Results 1 - 40, Page 1 of 18

Vermont Bennington County

Real Estate & Homes

Home Prices in Winhall, VT

The median home sale price in Winhall, VT is $776,250, up 26% year-over-year. Homes in Winhall sell in 83 days on average, compared to the national average of 56 days.

Home Price Trends

Median Sale Price
$776,250
Median Single Family Sale Price
$949,000
Median Townhouse Sale Price
$600,000
Median 2 Bedroom Sale Price
$370,500
Average Price Per Sq Ft
$409
Number of Homes for Sale
19
Last 12 months Home Sales
68
Months of Supply
3.40
Median List Price
$815,000
Median Change From 1st List Price
2%
Median Home Sale Price YoY Change
26%
How to Buy a Home How to Finance a Home How to Sell a Home

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Copyright 2026 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display comes in part from the IDX Program of PrimeMLS. The information being provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage

Copyright © 2026 CoStar Group