Winhall, VT Homes

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  Not Listed For Sale

  00 Kendall Farm To Black Cherry Ridge Rd, Winhall, VT 05340

  00 Kendall Farm To Black Cherry Ridge Rd, Winhall, VT 05340
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  /31

  $475,000

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

  5 Byington Ln, Winhall, VT 05340

  Built in the style of an Austrian ski chalet, this impeccable property is the perfect opportunity to own a mountain-modern Vermont home. Fully renovated and lovingly maintained, this chalet is stylish and functional for both entertaining and cozying up. With wifi, landscaping, snow removal, and trash managed by the association and included in the community's reasonable dues, ownership is turnkey.

  Jamie Luke TPW Real Estate

  5 Byington Ln, Winhall, VT 05340
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  /28

  $770,000 Sold Jul 18, 2025

  5 Stratton Ridge Rd, Winhall, VT 05340

  • 4 Beds
  • 3 Baths
  • 3,676 Sq Ft
  • Built 1980

  Last Sold Summary

  • 4% Below List Price
  • $209/SF
  • 113 Days On Market

  Current Estimated Value $848,519

  Last Listing Agent Carrie Mathews Winhall Real Estate

  5 Stratton Ridge Rd, Winhall, VT 05340
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  Est $633,919 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,512 Sq Ft

  22 Cranberry Hill Rd, Winhall, VT 05340

  22 Cranberry Hill Rd, Winhall, VT 05340
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  /40

  $1,899,000

  • 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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  /30

  $325,000 Sold Dec 19, 2025

  19 Winhall Condo Rd Unit 5, Winhall, VT 05340

  • 2 Beds
  • 2 Baths
  • 960 Sq Ft
  • Built 1978

  Last Sold Summary

  • $339/SF
  • 12 Days On Market

  Last Listing Agent Cheyanne Pugliese

  19 Winhall Condo Rd Unit 5, Winhall, VT 05340
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  /33

  Est $597,808 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,400 Sq Ft

  1 Burnt Hill Ln, Winhall, VT 05340

  1 Burnt Hill Ln, Winhall, VT 05340
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  /50

  $4,999,000

  • 6 Beds
  • 7.5 Baths
  • 8,720 Sq Ft

  454 Mountain Rd, Stratton, VT 05155

  Welcome to a one-of-a-kind 141-acre mountaintop retreat at Stratton Mountain Resort - an extraordinary sanctuary with panoramic views of Stratton, Mount Snow, and Bromley. Designed for elegance and ease, this home is a rare blend of architectural beauty, comfort, and sophistication. A gracious entryway opens to a sunlit living room and library anchored by an 18-foot stone fireplace. Expansive

  Lisa Sullivan Four Seasons Sotheby's Int'l Realty

  454 Mountain Rd, Stratton, VT 05155
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  /36

  $720,000 Sold Oct 21, 2025

  58 Todd Hill Rd, Bondville, VT 05340

  • 4 Beds
  • 4 Baths
  • 2,389 Sq Ft
  • Built 1989

  Last Sold Summary

  • $301/SF
  • 5 Days On Market

  Last Listing Agent Jamie Wylie Stratton Real Estate

  58 Todd Hill Rd, Bondville, VT 05340
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  /19

  Not Listed For Sale

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

  0 Birch Hill Rd Unit Sugar Maple 5003081, Winhall, VT 05340

  0 Birch Hill Rd Unit Sugar Maple 5003081, Winhall, VT 05340
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  $999,000

  • 4 Beds
  • 3.5 Baths
  • 2,280 Sq Ft

  17 Roundtree Rd, Winhall, VT 05340

  Contemporary ski chalet on shuttle route located on a short cul-de-sac in the coveted North Brookwood neighborhood, a stone's throw from the Stratton base lodge. This 4 bedroom, 3 1⁄2 bath home boasts an open plan, walls of windows, and floor-to-ceiling stone fireplace in the Great Room. The pass-through kitchen was fully renovated in 2021 in addition to many other upgrades. Test your skills at

  Sarah Nichols Winhall Real Estate

  17 Roundtree Rd, Winhall, VT 05340
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  /51

  $1,300,000 Sold Aug 25, 2025

  33 Jamie Ln, Bondville, VT 05340

  • 4 Beds
  • 4.5 Baths
  • 4,541 Sq Ft
  • Built 2004

  Last Sold Summary

  • 19% Below List Price
  • $286/SF
  • 7 Days On Market

  Current Estimated Value $1,417,286

  Last Listing Agent Cynthia Mitrani Berkshire Hathaway HomeServices Stratton Home

  33 Jamie Ln, Bondville, VT 05340
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  Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 812 Sq Ft

  39 Todd Hill Rd, Jamaica, VT 05343

  39 Todd Hill Rd, Jamaica, VT 05343
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  /5

  $440,000

  • Land
  • 5.54 Acres
  • $79,422 per Acre

  Lot #4 Margeaux Ln, Stratton, VT 05155

  Nestled along a peaceful babbling brook, this 5.54-acre parcel offers an idyllic setting for building the home of your dreams. Surrounded by a serene wooded landscape, the property provides both privacy and tranquility, while still being just moments from the Sun Bowl at Stratton. With a septic permit already approved for a 4-bedroom home, this lot is ready for construction, allowing you to begin

  Margaret Mcmahon Four Seasons Sotheby's Int'l Realty

  Lot #4 Margeaux Ln, Stratton, VT 05155
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  /33

  $951,014 Sold Oct 24, 2025

  14 Mountain Haunts, Winhall, VT 05340

  • 5 Beds
  • 3 Baths
  • 3,238 Sq Ft
  • Built 1987

  Last Sold Summary

  • 9% Above List Price
  • $294/SF
  • 4 Days On Market

  Last Listing Agent Carrie Mathews Winhall Real Estate

  14 Mountain Haunts, Winhall, VT 05340
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  /40

  Not Listed For Sale

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

  D3 Cobble Ridge Rd, Winhall, VT 05340

  D3 Cobble Ridge Rd, Winhall, VT 05340
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  /16

  $139,000

  • Land
  • 1.62 Acres
  • $85,802 per Acre

  0 Lower Taylor Hill Rd Unit 19, Winhall, VT 05340

  wooded slightly elevated parcel. With clearing there should be some across valley views. Past soil test indicates proposed septic locations.Five-minute walk to Stratton snowmaking pond.

  Mike England Michael England Real Estate

  0 Lower Taylor Hill Rd Unit 19, Winhall, VT 05340
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  /2

  $1,850,000 Sold Mar 10, 2025

  92 County Rd, Stratton, VT 05155

  • 5 Beds
  • 5.5 Baths
  • 7,954 Sq Ft
  • Built 2003

  Last Sold Summary

  • 7% Below List Price
  • $233/SF
  • 135 Days On Market

  Last Listing Agent Lauren Niles Coldwell Banker LIFESTYLES - Quechee

  92 County Rd, Stratton, VT 05155
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  /40

  Est $993,035 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 1,860 Sq Ft

  41 Rogues Ridge Rd, Winhall, VT 05340

  41 Rogues Ridge Rd, Winhall, VT 05340
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  $470,000

  • Land
  • 6.93 Acres
  • $67,821 per Acre

  lot#2 Margeaux Ln, Stratton, VT 05155

  This stunning 6.93-acre parcel offers the perfect setting to build the home of your dreams, just moments from the Sun Bowl at Stratton. Nestled in a serene wooded landscape, the property provides both privacy and tranquility while being ideally located for easy access to all that Stratton has to offer. With a septic permit already approved for a 4-bedroom home, this lot is ready for you to begin

  Margaret Mcmahon Four Seasons Sotheby's Int'l Realty

  lot#2 Margeaux Ln, Stratton, VT 05155
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  /47

  $822,500 Sold Sep 12, 2025

  C1 Meadow Ridge Rd, Winhall, VT 05340

  • 4 Beds
  • 4 Baths
  • 2,598 Sq Ft
  • Built 1983

  Last Sold Summary

  • 7% Below List Price
  • $317/SF
  • 18 Days On Market

  Last Listing Agent Sunny Breen Josiah Allen Real Estate, Inc.

  C1 Meadow Ridge Rd, Winhall, VT 05340
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  /27

  Not Listed For Sale

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

  5 Oak Rd Unit 5, Winhall, VT 05340

  5 Oak Rd Unit 5, Winhall, VT 05340
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  /12

  $95,000 Under Contract

  • Land
  • 1 Acre
  • $95,000 per Acre

  41 Moose Hollow Rd, Winhall, VT 05340

  Build your dream home on this ready-to-go 1-acre lot in the Green Mountains. Located on a private gravel road in Winhall, this mostly cleared parcel offers a gentle slope, power at the road, a nearby stream, and a state-issued 4-bedroom septic permit already in place. The setting provides a peaceful, natural feel while keeping you close to the best of Southern Vermont. Bromley Mountain is about

  Keith Nowak Four Seasons Sotheby's Int'l Realty

  41 Moose Hollow Rd, Winhall, VT 05340
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  /10

  $64,000 Sold Mar 12, 2025

  Lot 44 Moose Hollow Rd, Winhall, VT 05340

  • Land
  • 1 Acre
  • $64,000 per Acre

  Last Sold Summary

  • 11% Below List Price
  • 114 Days On Market

  Last Listing Agent Tatsiana Clark Four Seasons Sotheby's Int'l Realty

  Lot 44 Moose Hollow Rd, Winhall, VT 05340
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  /28

  Not Listed For Sale

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

  61 Birch Hill Rd Unit 2 Shagbark HIckory, Winhall, VT 05340

  61 Birch Hill Rd Unit 2 Shagbark HIckory, Winhall, VT 05340
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  $699,000

  • 3 Beds
  • 2.5 Baths
  • 2,370 Sq Ft

  5 Linscott Rd Unit 56, Jamaica, VT 05343

  PRICE ADJUSTMENT This irresistible renovated Forest Farms contemporary with 3 bedrooms and 2 and a half baths has an inviting ambiance as well as appealing floor plan flow. Past the foyer with half bath is the open living concept with white oak hardwood floors. The glow and warmth of the raised hearth stone fireplace in the living area is shared from windowed dining area to bright kitchen with

  Diana Stugger Four Seasons Sotheby's Int'l Realty

  5 Linscott Rd Unit 56, Jamaica, VT 05343
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  /26

  $575,000 Sold Aug 15, 2025

  2 Spruce High Rd, Winhall, VT 05340

  • 4 Beds
  • 2.5 Baths
  • 2,448 Sq Ft
  • Built 1981

  Last Sold Summary

  • 2% Below List Price
  • $235/SF
  • 17 Days On Market

  Current Estimated Value $661,598

  Last Listing Agent Carrie Mathews Winhall Real Estate

  2 Spruce High Rd, Winhall, VT 05340
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  /15

  Est $437,840 Not Listed For Sale

  • 2 Beds

  300 Vt Route 30, Bondville, VT 05340

  300 Vt Route 30, Bondville, VT 05340
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  /48

  $510,000

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

  7 Stratton West Rd Unit 7, Winhall, VT 05340

  This recently renovated 4/5 bedroom Stratton West home is located minutes to Stratton Resort for skiing, golf, and all your recreation activities. The new, custom-built kitchen offers an open layout with beautiful granite countertops. Front and back decks provides places to grill and relax on warm summer nights, or you can cozy up with the Harman pellet stove in the winter months. The first level

  Mike England Michael England Real Estate

  7 Stratton West Rd Unit 7, Winhall, VT 05340
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  $975,000 Sold Nov 14, 2025

  83 Benson Fuller Dr, Bondville, VT 05340

  • 5 Beds
  • 5.5 Baths
  • 4,729 Sq Ft
  • Built 2005

  Last Sold Summary

  • 7% Below List Price
  • $206/SF
  • 24 Days On Market

  Last Listing Agent Christiane Carroccio TPW Real Estate

  83 Benson Fuller Dr, Bondville, VT 05340
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  /31

  Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 2,140 Sq Ft

  43 Middle Ridge Rd Unit 410, Winhall, VT 05155

  43 Middle Ridge Rd Unit 410, Winhall, VT 05155
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  $65,000 Under Contract

  • Land
  • 0.74 Acre
  • $87,838 per Acre

  0 Stratton View Rd Unit 25, Winhall, VT 05340

  Stratton View Rd Lot # 58 , .74 +- 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 #5036984 available. Own your piece of Vermont.

  Mike England Michael England Real Estate

  0 Stratton View Rd Unit 25, Winhall, VT 05340
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  /31

  $637,000 Sold Mar 14, 2025

  69 Fox Hollow Rd, Winhall, VT 05340

  • 3 Beds
  • 3 Baths
  • 2,470 Sq Ft
  • Built 1989

  Last Sold Summary

  • 1% Above List Price
  • $258/SF
  • 11 Days On Market

  Current Estimated Value $719,400

  Last Listing Agent Jamie Wylie Stratton Real Estate

  69 Fox Hollow Rd, Winhall, VT 05340
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  Est $709,202 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,220 Sq Ft

  28 Redbrook Rd, Winhall, VT 05340

  28 Redbrook Rd, Winhall, VT 05340
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  $775,000

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

  0 Maple Ridge Rd Unit B-2, Winhall, VT 05340

  Beautifully updated Piper Ridge townhouse just steps from the private sports center and offering weekend/holiday shuttle service to Stratton’s lifts in winter. This light-filled home features an updated kitchen and baths, gleaming hardwood floors, and elegant tilework throughout. The one-car garage has been thoughtfully converted into a spacious ski room plus a large storage or owner’s

  Carrie Mathews Winhall Real Estate

  0 Maple Ridge Rd Unit B-2, Winhall, VT 05340
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  /40

  $850,000 Sold Apr 04, 2025

  36 Road To Millbrook, Winhall, VT 05340

  • 4 Beds
  • 3.5 Baths
  • 3,119 Sq Ft
  • Built 1996

  Last Sold Summary

  • 5% Below List Price
  • $273/SF
  • 168 Days On Market

  Current Estimated Value $854,344

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

  36 Road To Millbrook, Winhall, VT 05340
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  /40

  Est $908,823 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 2,017 Sq Ft

  17 Cranberry Hill Rd, Winhall, VT 05340

  17 Cranberry Hill Rd, Winhall, VT 05340
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  /46

  $660,000

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

  9 Pond View Rd Unit 9, Winhall, VT 05340

  Exceptional Renovation and Prime Intervale Location on the Pond . Beautiful upscale kitchen that opens to a wonderful great room with wood burning fireplace, cathedral ceiling, a spacious dining area and new deck with steps to the outdoors and pond. Tasteful details of this highly desirable floor plan with three bedrooms/3 baths that includes two bedrooms ensuite and a loft. The loft features

  Kim Morgan-Wohler Wohler Realty Group

  9 Pond View Rd Unit 9, Winhall, VT 05340
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  /39

  $2,250,000 Sold Sep 25, 2025

  69 Upper Taylor Hill Rd Unit D, Winhall, VT 05155

  • 8 Beds
  • 8.5 Baths
  • 6,471 Sq Ft
  • Built 2009

  Last Sold Summary

  • 24% Below List Price
  • $348/SF
  • 88 Days On Market

  Last Listing Agent Sara Buckley Josiah Allen Real Estate, Inc.

  69 Upper Taylor Hill Rd Unit D, Winhall, VT 05155
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  /38

  Not Listed For Sale

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

  233 Vermont 30, Winhall, VT 05340

  233 Vermont 30, Winhall, VT 05340

Showing Results 121 - 160, Page 4 of 18