2,260

Winhall, VT Homes

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  • /8

    $65,000 Under Contract

    • Land
    • 1.02 Acres
    • $63,725 per Acre

    0 Stratton View Rd Unit 26, Winhall, VT 05340

    Stratton View Rd Lot # 59 , 1.02 +- acres wooded parcel. Just 3 minutes to Stratton access road. Minutes to the snow making pond, great for walking and a dip in. the summer. There are 3 ski resorts with in 15 minutes as well as Manchester for shopping and dining. Addition lot MLS #5036988 available. Own your piece of Vermont.

    Mike England Michael England Real Estate

    0 Stratton View Rd Unit 26, Winhall, VT 05340
  • /43

    $755,000 Sold Nov 14, 2025

    43 Hilltop Rd, Winhall, VT 05340

    • 4 Beds
    • 4 Baths
    • 3,020 Sq Ft
    • Built 1988

    Last Sold Summary

    • 2% Above List Price
    • $250/SF
    • 0 Days On Market

    Last Listing Agent Daniel Preston KW Vermont Woodstock

    43 Hilltop Rd, Winhall, VT 05340
    • /29

      Est $682,622 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,179 Sq Ft

      32 Beaver St, Bondville, VT 05340

      32 Beaver St, Bondville, VT 05340
  • /30

    $735,000 Under Contract

    • 3 Beds
    • 3 Baths
    • 2,317 Sq Ft

    32 Cobble Ridge Rd Unit D10, Winhall, VT 05155

    This gorgeous Stratton area townhome is designed for comfort and style, featuring three spacious bedrooms, three baths plus an open loft. Being a Highgate model, it offers a second family room with ample space for relaxation and entertainment, making it perfect for holiday gatherings. The interior of this special home has been freshly painted in October '25 and stunning wide-board pine floors

    Elyn Bischof Berkshire Hathaway HomeServices Stratton Home

    32 Cobble Ridge Rd Unit D10, Winhall, VT 05155
  • /59

    $1,082,500 Sold Aug 29, 2025

    4 Garden Loop Rd, Winhall, VT 05340

    • 3 Beds
    • 3.5 Baths
    • 4,054 Sq Ft
    • Built 2005

    Last Sold Summary

    • 10% Below List Price
    • $267/SF
    • 45 Days On Market

    Current Estimated Value $1,201,378

    Last Listing Agent Lucy Ferrada Heney Realtors - Element Real Estate (Montpelier)

    4 Garden Loop Rd, Winhall, VT 05340
    • /31

      Est $578,660 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,896 Sq Ft

      22 Little Brook Rd, Winhall, VT 05340

      22 Little Brook Rd, Winhall, VT 05340
  • /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
  • /33

    $740,000 Sold Jan 02, 2026

    G12 Cobble Ridge Rd, Winhall, VT 05340

    • 4 Beds
    • 4 Baths
    • 2,764 Sq Ft
    • Built 1985

    Last Sold Summary

    • 5% Below List Price
    • $268/SF
    • 1 Day On Market

    Last Listing Agent Timothy Apps Four Seasons Sotheby's Int'l Realty

    G12 Cobble Ridge Rd, Winhall, VT 05340
    • /40

      Est $911,445 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 2,872 Sq Ft

      34 Raspberry Hill Rd, Winhall, VT 05340

      34 Raspberry Hill Rd, Winhall, VT 05340
  • /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
  • /58

    $975,000 Sold Nov 27, 2025

    20 Jamie Ln, Winhall, VT 05340

    • 5 Beds
    • 3.5 Baths
    • 3,500 Sq Ft
    • Built 1987

    Last Sold Summary

    • $279/SF
    • 38 Days On Market

    Last Listing Agent David Powers 42 North LP

    20 Jamie Ln, Winhall, VT 05340
    • /35

      Est $484,206 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,470 Sq Ft

      383 Winhall Hollow Rd, Bondville, VT 05340

      383 Winhall Hollow Rd, Bondville, VT 05340
  • /40

    $1,025,000

    • 4 Beds
    • 2.5 Baths
    • 3,086 Sq Ft

    19 Roundtree Rd, Bondville, VT 05340

    This rare offering, located in the North Brookwood neighborhood at the Stratton Mountain Resort, presents an opportunity to secure your legacy winter home and enjoy the revenue of a $38,000 seasonal tenant and also benefit from a tax adjustment at closing. Don't overlook the benefits this property offers. Located on Stratton Mountain Resort with shuttle and near the ski trails, this four-bedroom,

    Kim Morgan-Wohler Wohler Realty Group

    19 Roundtree Rd, Bondville, VT 05340
  • /29

    $750,000 Sold May 12, 2025

    12 Jamie Ln, Jamaica, VT 05343

    • 4 Beds
    • 3.5 Baths
    • 3,084 Sq Ft
    • Built 2003

    Last Sold Summary

    • 6% Below List Price
    • $243/SF
    • 82 Days On Market

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

    12 Jamie Ln, Jamaica, VT 05343
    • /25

      Est $306,776 Not Listed For Sale

      • 4 Beds

      84 Lower Taylor Hill Rd, Winhall, VT 05340

      84 Lower Taylor Hill Rd, Winhall, VT 05340
  • /50

    $750,000

    • 3 Beds
    • 2 Baths
    • 2,000 Sq Ft

    57 Pearl Buck Dr Unit 33, Bondville, VT 05340

    WAKE UP TO UNPRECEDENTED MOUNTAIN VIEWS once called Terra Bella with ownership over four decades and now this can be the Winhall/Stratton residence you have been searching for. From the moment you drive in you are captivated with incredible scenery off prestigious Pearl Buck Drive. Offered on 3.5 acres.The main level boasts newly refinished oak floors, two bedrooms, a den or living area with

    Terry Hill Berkshire Hathaway HomeServices Stratton Home

    57 Pearl Buck Dr Unit 33, Bondville, VT 05340
  • /44

    $702,000 Sold Oct 24, 2025

    86 Benson Fuller Dr, Bondville, VT 05340

    • 4 Beds
    • 2 Baths
    • 2,040 Sq Ft
    • Built 1983

    Last Sold Summary

    • 6% Below List Price
    • $344/SF
    • 42 Days On Market

    Last Listing Agent Sandy Laserte Berkshire Hathaway HomeServices Stratton Home

    86 Benson Fuller Dr, Bondville, VT 05340
    • /15

      Est $524,377 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,416 Sq Ft

      6 Old Snow Valley Rd, Winhall, VT 05340

      6 Old Snow Valley Rd, Winhall, VT 05340
  • /2

    $450,000

    • Land
    • 1.18 Acres
    • $381,356 per Acre

    97 N Branch Rd, Winhall, VT 05155

    The only undeveloped parcel of land on Stratton Lake. Underground utilities stubbed out to the road at entrance to lot. Stratton shuttle service, community water and sewer. Eastern exposure with views over the Stratton Lake. Adjacent to the Stratton Country Club golf course.

    John Sikes Stratton Real Estate

    97 N Branch Rd, Winhall, VT 05155
  • /20

    $500,000 Sold Nov 26, 2025

    374 Winhall Hollow Rd, Winhall, VT 05340

    • 4 Beds
    • 3 Baths
    • 1,920 Sq Ft
    • Built 1986

    Last Sold Summary

    • 1% Above List Price
    • $260/SF
    • 3 Days On Market

    Last Listing Agent Annette Gallo Real Broker LLC

    374 Winhall Hollow Rd, Winhall, VT 05340
    • /20

      Est $520,632 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 1,212 Sq Ft

      109 Sylvan Ridge Rd, Winhall, VT 05340

      109 Sylvan Ridge Rd, Winhall, VT 05340
  • /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
  • /29

    $455,000 Sold Mar 28, 2025

    2 Byington Ln Unit 5, Winhall, VT 05340

    • 3 Beds
    • 2 Baths
    • 1,570 Sq Ft
    • Built 1977

    Last Sold Summary

    • 7% Below List Price
    • $290/SF
    • 53 Days On Market

    Last Listing Agent Robin Apps Four Seasons Sotheby's Int'l Realty

    2 Byington Ln Unit 5, Winhall, VT 05340
    • /39

      Est $1,062,165 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,814 Sq Ft

      19 Maple Hill Rd, Winhall, VT 05340

      19 Maple Hill Rd, Winhall, VT 05340
  • /43

    $1,399,000 Open Sun 2PM - 4PM

    • 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
  • /22

    $445,000 Sold Sep 16, 2025

    163 Vt Route 30, Winhall, VT 05340

    • 3 Beds
    • 2 Baths
    • 1,590 Sq Ft
    • Built 1970

    Last Sold Summary

    • 1% Below List Price
    • $280/SF
    • 13 Days On Market

    Current Estimated Value $473,459

    Last Listing Agent Timothy Apps Four Seasons Sotheby's Int'l Realty

    163 Vt Route 30, Winhall, VT 05340
    • /36

      Est $833,483 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,800 Sq Ft

      11 Todd Hill Rd, Winhall, VT 05340

      11 Todd Hill Rd, Winhall, VT 05340
  • /32

    $450,000 Under Contract

    • 5 Beds
    • 3 Baths
    • 2,303 Sq Ft

    44 Lake Rd, Bondville, VT 05340

    Nestled in the woods on a generous private lot, 44 Lake Road is a contemporary Vermont retreat offering peaceful seclusion with big-sky views of Stratton Mountain. Designed to blend with its natural surroundings, this home features warm wood accents, soaring ceilings, and walls of glass that bring the outdoors in. The open main living area is ideal for apres-ski gatherings, with a spacious great

    Timothy Apps Four Seasons Sotheby's Int'l Realty

    44 Lake Rd, Bondville, VT 05340
  • /25

    $825,000 Sold Mar 14, 2025

    0 Cobble Ridge Rd Unit D2, Winhall, VT 05340

    • 4 Beds
    • 3 Baths
    • 2,317 Sq Ft
    • Built 1988

    Last Sold Summary

    • 8% Below List Price
    • $356/SF
    • 135 Days On Market

    Last Listing Agent Jamie Wylie Stratton Real Estate

    0 Cobble Ridge Rd Unit D2, Winhall, VT 05340
    • /40

      Est $805,399 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 2,196 Sq Ft

      40 Loop Rd, Winhall, VT 05340

      40 Loop Rd, Winhall, VT 05340
  • /38

    $860,000

    • 4 Beds
    • 3.5 Baths
    • 4,104 Sq Ft

    25 Benson Fuller Dr, Jamaica, VT 05343

    Mountain paradise awaits in this magnificent 5,000 sq ft Winhall retreat! Perched on a private acre with breathtaking, panoramic mountain views, this 4-bedroom, 3.5-bath home is an entertainer's dream and a serene escape.Step inside to discover a grand living room, a cozy family room, and a luxurious primary ensuite bedroom, each featuring a crackling wood-burning fireplace, perfect for

    Robin Apps Four Seasons Sotheby's Int'l Realty

    25 Benson Fuller Dr, Jamaica, VT 05343
  • /39

    $615,000 Sold Mar 12, 2025

    81 Pond View Rd Unit 81, Winhall, VT 05340

    • 3 Beds
    • 3 Baths
    • 1,650 Sq Ft
    • Built 1998

    Last Sold Summary

    • 2% Below List Price
    • $373/SF
    • 32 Days On Market

    Current Estimated Value $689,179

    Last Listing Agent Lauren Behm Berkshire Hathaway HomeServices Stratton Home

    81 Pond View Rd Unit 81, Winhall, VT 05340
    • /40

      Est $580,863 Not Listed For Sale

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

      381 Winhall Hollow Rd, Bondville, VT 05340

      381 Winhall Hollow Rd, Bondville, VT 05340
  • /22

    $389,000 Under Contract

    • 4 Beds
    • 1.5 Baths
    • 1,344 Sq Ft

    2 Lower Stratton Valley Rd, Winhall, VT 05340

    Charming updated 4 bedroom ski chalet. With all fresh paint, new flooring, a totally remodeled bathroom, and less than 5 years on the new roof and high efficiency furnace, the heavy lifting has been done for you. Warm up next to the cozy wood burning fireplace after enjoying your time at anyone of the nearby world class ski resorts like Stratton, Bromley, or Magic Mountain. The open concept

    Mike Masters Four Seasons Sotheby's Int'l Realty

    2 Lower Stratton Valley Rd, Winhall, VT 05340
  • /2

    $205,000 Sold Sep 15, 2025

    24 Stratton Rd W, Winhall, VT 05340

    • 2 Beds
    • 1 Bath
    • 665 Sq Ft
    • Built 1970

    Last Sold Summary

    • $308/SF
    • 0 Days On Market

    Current Estimated Value $223,466

    Last Listing Agent Cheyanne Pugliese

    24 Stratton Rd W, Winhall, VT 05340
    • /31

      Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 2,817 Sq Ft

      22 Mountain View Rd, Winhall, VT 05360

      22 Mountain View Rd, Winhall, VT 05360
  • /31

    $749,000

    • 3 Beds
    • 3 Baths
    • 2,317 Sq Ft

    9 F Cobble Ridge Rd, Winhall, VT 05340

    Step into a lifestyle of luxury and convenience at Piper Ridge D9! This stunning community offers the perfect blend of comfort and excitement, with fantastic amenities like a sparkling swimming pool, tennis courts, a clubhouse for social gatherings, and even a weekend shuttle service in the winter—ideal for enjoying the nearby slopes! Inside the impeccably maintained townhouse, you'll find a cozy

    Carrie Mathews Winhall Real Estate

    9 F Cobble Ridge Rd, Winhall, VT 05340
  • /53

    $775,000 Sold Aug 13, 2025

    E12 Rock Ridge Rd, Winhall, VT 05155

    • 3 Beds
    • 3 Baths
    • 1,842 Sq Ft
    • Built 1986

    Last Sold Summary

    • 3% Below List Price
    • $421/SF
    • 7 Days On Market

    Last Listing Agent Cheyanne Pugliese

    E12 Rock Ridge Rd, Winhall, VT 05155
    • /36

      Not Listed For Sale

      • 4 Beds
      • 4 Baths
      • 2,271 Sq Ft

      43 Middle Ridge Rd Unit 416, Winhall, VT 05155

      43 Middle Ridge Rd Unit 416, Winhall, VT 05155
  • /31

    $565,000 Under Contract

    • 4 Beds
    • 2.5 Baths
    • 2,408 Sq Ft

    22 Bromley Forest Rd, Bondville, VT 05340

    Welcome to your ideal Vermont retreat where comfort, style, and location converge! This upgraded 4-bedroom home, complete with a versatile bonus room, has been meticulously maintained and offers an open floor plan perfect for gathering and everyday living. The kitchen shines with stainless steel appliances and a new professional grade dual-fuel convection range. East and south facing windows

    Carrie Mathews Winhall Real Estate

    22 Bromley Forest Rd, Bondville, VT 05340

Showing Results 41 - 80, Page 2 of 18

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