Winhall, VT Homes

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  /26

  $575,000 Sold Aug 15, 2025

  • 2,448 Sq Ft
  • $235/SF
  • 17 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1981

  2 Spruce High Rd, Winhall, VT 05340

  Nestled in the desirable Vermont Ventures development, this stunning barn-style home blends rustic charm with modern comfort. Featuring soaring cathedral ceilings with exposed beams, the spacious open-concept kitchen, living, and dining areas are bathed in natural light, creating a warm and inviting atmosphere. Step outside to a large private deck with a hot tub—perfect for relaxing or

  Carrie Mathews Winhall Real Estate

  2 Spruce High Rd, Winhall, VT 05340
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  /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
• 

  

  

  /34

  $565,000

  • 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
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  /53

  $775,000 Sold Aug 13, 2025

  • 1,842 Sq Ft
  • $421/SF
  • 7 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1986

  E12 Rock Ridge Rd, Winhall, VT 05155

  Move right in and start enjoying the Vermont lifestyle at Piper Ridge E12 —an impeccably updated, fully furnished 3-bedroom plus den, 3-bath townhome just minutes from Stratton Mountain. Inside this turnkey home, you'll find bright and welcoming spaces designed for comfort and functionality. Every detail has been thoughtfully considered —a brand-new kitchen, stylishly renovated baths, new

  Cheyanne Pugliese

  E12 Rock Ridge Rd, Winhall, VT 05155
• 

  

  

  /39

  Est $755,122 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 2,300 Sq Ft

  28 W Branch Rd, Winhall, VT 05340

  28 W Branch Rd, Winhall, VT 05340
• 

  

  /33

  $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
• 

  

  /41

  $1,150,000 Sold Jul 25, 2025

  • 4,826 Sq Ft
  • $238/SF
  • 369 Days On Market

  • 4 Beds
  • 5.5 Baths
  • Built 1997

  35 Old Ridge Rd, Winhall, VT 05155

  Located in Stratton High Meadow, this four-bedroom six-bathroom home has everything you need and has a winter shuttle up to Stratton base area for skiing and snowboarding. Walking into the home, there is a large mudroom with bench and plenty of room to get gear organized and ready for the day on the mountain. The two-bay garage is off the right. Continuing, the living and dining areas have

  Mike England Michael England Real Estate

  35 Old Ridge Rd, Winhall, VT 05155
• 

  

  /38

  Not Listed For Sale

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

  14 Middle Ridge Rd Unit 19A, Winhall, VT 05155

  14 Middle Ridge Rd Unit 19A, Winhall, VT 05155
• 

  

  /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
• 

  

  /28

  $770,000 Sold Jul 18, 2025

  • 3,676 Sq Ft
  • $209/SF
  • 113 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1980

  5 Stratton Ridge Rd, Winhall, VT 05340

  Discover the ultimate Vermont ski retreat, just 2 miles from Stratton Mountain. This captivating home offers breathtaking mountain views across three spacious levels. The upper level features a private primary suite with a newly renovated bath and a cozy loft/office space — your peaceful sanctuary. The heart of the home, the main level, is perfect for gathering, with soaring cathedral ceilings,

  Carrie Mathews Winhall Real Estate

  5 Stratton Ridge Rd, Winhall, VT 05340
• 

  

  /21

  Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 1,940 Sq Ft

  38 Quarter Mile Rd, Winhall, VT 05360

  38 Quarter Mile Rd, Winhall, VT 05360
• 

  

  /33

  $525,000

  • 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
• 

  

  /22

  $265,500 Sold Jul 15, 2025

  • 1,332 Sq Ft
  • $199/SF
  • 72 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1970

  18 Stratton Ridge Rd, Winhall, VT 05340

  Welcome to 18 Stratton West Road – a charming 3-bedroom, 2-bath ski condo located just minutes from Stratton Mountain Resort. This spacious unit features over 1,300 square feet of well-maintained living space, complete with a cozy wood-burning fireplace, updated bathrooms, and generous natural light throughout. The open-concept layout is perfect for entertaining, with a functional kitchen, dining

  Derek Greene Derek Greene

  18 Stratton Ridge Rd, Winhall, VT 05340
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  /40

  Est $1,604,880 Not Listed For Sale

  • 6 Beds
  • 5.5 Baths
  • 4,551 Sq Ft

  82 High Meadow Rd, Winhall, VT 05340

  82 High Meadow Rd, Winhall, VT 05340
• 

  

  /6

  $110,000

  • Land
  • 1 Acre
  • $110,000 per Acre

  88A Sylvan Ridge Rd, Winhall, VT 05340

  Wooded lot with hardwoods, evergreens and birch trees. Potential views of Bromley Mountain and beyond. Town maintained road. Close to VAST snowmobile trails. Build your dream home in the Golden Triangle of ski areas, Stratton, Bromley, and Magic Mountains. Only 10 minuets to Manchester. Available on request:Wastewater System and Potable Water Supply PermitSeptic

  Andrew King Stratton Real Estate

  88A Sylvan Ridge Rd, Winhall, VT 05340
• 

  

  /54

  $970,000 Sold Jun 17, 2025

  • 2,672 Sq Ft
  • $363/SF
  • 120 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1994

  13 Windtree Rd, Bondville, VT 05340

  OPEN HOUSE SATURDAY , February 22nd-11:00-3:00.Showings begin 2/20Exceptional Stratton Mountain Resort location on Windtree Road in the desirable North Brookwood neighborhood with Shuttle from your driveway to the Base Lodge! Enjoy this wonderful deck house open floor plan with great winter views, vaulted ceilings, 2 wood burning fireplaces and multiple decks. Well designed for apres ski

  Kim Morgan-Wohler Wohler Realty Group

  13 Windtree Rd, Bondville, VT 05340
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  /40

  Not Listed For Sale

  • 4 Beds
  • 4.5 Baths
  • 2,327 Sq Ft

  13 Old Ridge Rd, Winhall, VT 05155

  13 Old Ridge Rd, Winhall, VT 05155
• 

  

  /13

  $135,000

  • Land
  • 1.36 Acres
  • $99,265 per Acre

  0 Stratton View Rd, Winhall, VT 05340

  Stratton View Road lives up to its name. Big Views of Stratton, 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. Own your piece of Vermont.

  Mike England Michael England Real Estate

  0 Stratton View Rd, Winhall, VT 05340
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  /29

  $363,825 Sold Jun 06, 2025

  • 1,215 Sq Ft
  • $299/SF
  • 19 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1968

  30 Birch Hill Rd Unit 8 Rock Maple, Winhall, VT 05340

  Discover the ease of Mountain living with the complimentary Birch Hill Shuttle, providing seamless access to winter adventures. This bright and welcoming end-unit townhouse offers plenty of space for family and friends to gather and unwind. With two inviting living areas, three comfortable bedrooms, and two well-appointed bathrooms, there's room for everyone to relax. The spacious entryway is

  Christine Chovan

  30 Birch Hill Rd Unit 8 Rock Maple, Winhall, VT 05340
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  /31

  Not Listed For Sale

  • 5 Beds
  • 5.5 Baths
  • 3,624 Sq Ft

  71 Todd Hill Rd, Jamaica, VT 05343

  71 Todd Hill Rd, Jamaica, VT 05343
• 

  

  /58

  $617,000

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

  11 Pond View Rd, Winhall, VT 05340

  Fall Bulletin: Though this seller would love to sell he will also rent this fine property as a Winter Seasonal Rental for $25,000 plus utilities if you have any interest. The Intervale community has long been popular for affordability and value. This bright and sunny unit boasts an updated kitchen, primary suite on the main level with updated bath. Mini suite on upper level along with a third

  Terry Hill Berkshire Hathaway HomeServices Stratton Home

  11 Pond View Rd, Winhall, VT 05340
• 

  

  /39

  $405,000 Sold May 16, 2025

  • 1,215 Sq Ft
  • $333/SF
  • 24 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1968

  5 Red Hickory Rd, Winhall, VT 05340

  The season is not over! Red Hickory 5 at Birch Hill is one of the best values today offered at Stratton. This ready to move into attractively appointed Co-Op townhome is located at the quiet end of popular Birch Hill street with views of the mountain. Three bedrooms, two baths, family room. Winter shuttle service to the base lodge. Brand new in ground pool for your summer enjoyment. This

  Terry Hill Berkshire Hathaway HomeServices Stratton Home

  5 Red Hickory Rd, Winhall, VT 05340
• 

  

  /35

  Est $591,932 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,592 Sq Ft

  20 Deep Woods Cir, Winhall, VT 05255

  20 Deep Woods Cir, Winhall, VT 05255
• 

  

  /6

  $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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  /29

  $750,000 Sold May 12, 2025

  • 3,084 Sq Ft
  • $243/SF
  • 82 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 2003

  12 Jamie Ln, Jamaica, VT 05343

  Showings begin Saturday, February 22, 2025. Set in the heart of Vermont’s stunning landscape, this handcrafted Lincoln Log home offers the perfect blend of privacy and convenience. Surrounded by towering Maples and classic stone walls, it’s just minutes from Stratton’s ski slopes and a short drive to Bromley, Magic Mountain, and Manchester. Inside, a bright, open floor plan features soaring

  Kevin Moran Four Seasons Sotheby's Int'l Realty

  12 Jamie Ln, Jamaica, VT 05343
• 

  

  /30

  Not Listed For Sale

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

  20 Maple Beech Rd Unit 20, Winhall, VT 05340

  20 Maple Beech Rd Unit 20, Winhall, VT 05340
• 

  

  /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
• 

  

  /30

  $330,000 Sold May 09, 2025

  • 1,088 Sq Ft
  • $303/SF
  • 115 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1970

  21 Stratton Ridge Rd, Winhall, VT 05340

  This charming 3-bedroom, 1.5-bathroom condo is the perfect getaway for ski enthusiasts and nature lovers alike. Conveniently located just minutes from Stratton Mountain, you'll enjoy year-round access to skiing, hiking, and all the village has to offer.Entry has a built-in storage area for all of your gear. The updated kitchen with radiant heat tile floors, features modern appliances,

  Andie Fusco Four Seasons Sotheby's Int'l Realty

  21 Stratton Ridge Rd, Winhall, VT 05340
• 

  

  /30

  Est $643,167 Not Listed For Sale

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

  6 Golden Triangle Rd, Winhall, VT 05340

  6 Golden Triangle Rd, Winhall, VT 05340
• 

  

  /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
• 

  

  /21

  $375,000 Sold May 05, 2025

  • 1,215 Sq Ft
  • $309/SF
  • 42 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1968

  61 Birch Hill Rd Unit 6, Winhall, VT 05340

  This updated 3 bedroom, 2 bathroom Birch Hill unit is decorated with stylish choices, and is offered fully furnished. The mudroom entry has a heated tile floor, and custom ski racks. The first floor has a family room, with laundry closets and newer washer/dryer. The bunkroom is on this first floor along with a bathroom. The middle floor is the living/kitchen/dining room with a fully updated

  Christiane Carroccio TPW Real Estate

  61 Birch Hill Rd Unit 6, Winhall, VT 05340
• 

  

  /32

  Not Listed For Sale

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

  1 Silver Birch Rd, Winhall, VT 05340

  1 Silver Birch Rd, Winhall, VT 05340
• 

  

  /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.

  Lisa Sullivan Four Seasons Sotheby's Int'l Realty

  454 Mountain Rd, Stratton, VT 05155
• 

  

  /60

  $2,100,000 Sold May 02, 2025

  • 6,195 Sq Ft
  • $339/SF
  • 246 Days On Market

  • 7 Beds
  • 5.5 Baths
  • Built 2007

  18 Rocky Dell Rd, Winhall, VT 05340

  Welcome to this stunning Contemporary Mountain Estate on 26 acres where luxury, privacy and nature converge.Offering more than a home-It's a lifestyle with the perfect blend of sophistication, comfort & natural surroundings. Ideally located just minutes to the Stratton Mountain Resort or the Green Mountain National Forest, easily accessed from Kendall Farm Road. Enjoy the mountains & the outdoors

  Kim Morgan-Wohler Wohler Realty Group

  18 Rocky Dell Rd, Winhall, VT 05340
• 

  

  /38

  Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 2,673 Sq Ft

  F2 Cobble Ridge Rd Unit F2, Winhall, VT 05340

  F2 Cobble Ridge Rd Unit F2, Winhall, VT 05340
• 

  

  /47

  $235,000

  • Land
  • 1.3 Acres
  • $180,769 per Acre

  80 the Hollow Rd, Winhall, VT 05340

  We can build it for you. Nestled in the heart of the picturesque **High Meadow at Stratton**, this captivating lot awaits your vision. Embrace the opportunity to own one of the last available parcels in this highly sought-after neighborhood, where extraordinary living blends seamlessly with the tranquility of the Vermont mountains. Enjoy breathtaking views of the iconic **Stratton ski

  Jacek Mikolajczyk BHHS Verani Upper Valley

  80 the Hollow Rd, Winhall, VT 05340
• 

  

  /6

  $122,500 Sold Apr 18, 2025

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

  • 53 Days On Market

  10 Little Brook Rd, Winhall, VT 05340

  Prime 2.2-acre building lot in the desirable Vermont Ventures community! Conveniently located less than 15 minutes from Stratton Resort and Bromley, just 20 minutes from Manchester. This property includes a wastewater permit for a 5-bedroom home, with power available at the road, Little Brook is a town-maintained road, there is a ROW for access to the lot. With some clearing, the property offers

  Lauren Behm Berkshire Hathaway HomeServices Stratton Home

  10 Little Brook Rd, Winhall, VT 05340
• 

  

  /14

  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
• 

  

  /15

  $298,500

  • Land
  • 3.7 Acres
  • $80,676 per Acre

  69 Benson Fuller Dr, Winhall, VT 05340

  High dry and spectacular views of the Equinox Mountain range and Bromley Mountain! Oversized building lot with lots of privacy. Approved septic system for a 5 bedroom house!

  Andrea Linkin-Butler Stratton Buyer Brokerage

  69 Benson Fuller Dr, Winhall, VT 05340
• 

  

  /37

  $615,000 Sold Apr 15, 2025

  • 1,500 Sq Ft
  • $410/SF
  • 39 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1982

  29 Burnt Hill Rd, Winhall, VT 05340

  Discover your dream chalet in the heart of Strattonwald—a stunningly renovated retreat designed for year-round mountain adventures and modern comfort! Beautifully renovated 3-bedroom, 2-bathroom home in Winhall offers the perfect blend of convenience and recreation. Just a quick drive to Stratton Mountain, this property provides easy access to winter slopes and summer fun. The community amenities

  Andie Fusco Four Seasons Sotheby's Int'l Realty

  29 Burnt Hill Rd, Winhall, VT 05340

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