Windham, VT Homes in ZIP Code 05360

• 

  

  

  /6

  $795,000

  • 3 Beds
  • 2 Baths
  • 1,267 Sq Ft

  635 Vermont Route 100, Wardsboro, VT 05355

  Great short term or long term rental for investment or use by a large family. Rent one and enjoy the other. Located 1.6 miles north of Mt. Snow with direct access to VAST from this property. This home was renovated in 2014 including a new roof, windows and doors. Current owners replaced hot tub 2 years ago and a tankless water heater 3 years ago. THIS PROPERTY IS ALSO BEING SOLD WITH LISTING

  Ginny Read Read Realty LTD

  635 Vermont Route 100, Wardsboro, VT 05355
• 

  

  

  /19

  $65,000 per month

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

  16 Winterberry Heights, Stratton, VT 05360

  Best of the Best. Ski on Ski off. never rented before, pristine clean and original owners. Largest Treetops there is.. 4 bedroom/4 bath, den family room, amazing views, hot tub.. everything you want and need for an amazing winter season. Loads of room for family and guests and entertaining. Enjoy all that Stratton has to offer as well as all the other ski areas close by and Manchester shopping

  Wilkie Bushby TPW Real Estate

  16 Winterberry Heights, Stratton, VT 05360
• 

  

  

  /15

  $370,000 Sold Aug 04, 2025

  • 580 Sq Ft
  • $638/SF
  • 120 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1999

  761 Stratton Mountain Access Rd Unit 231, Stratton, VT 05360

  This is your opportunity to own an iconic condominium located in the heart of the Stratton Mountain Village. Everything has been completely updated to today's style. Enjoy easy ownership through the Long Trail House association that includes a cozy gas fireplace, air conditioning for summer use, year round outdoor heated pool, three hot tubs, sauna, underground heated parking and owner storage.

  Timothy Mich Doddridge Stratton Real Estate

  761 Stratton Mountain Access Rd Unit 231, Stratton, VT 05360
• 

  

  

  /36

  Est $513,951 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,050 Sq Ft

  208 Shady Ln, West Wardsboro, VT 05360

  208 Shady Ln, West Wardsboro, VT 05360
• 

  

  

  /8

  $795,000

  • 4 Beds
  • 3 Baths
  • 1,742 Sq Ft

  633 Route 100, West Wardsboro, VT 05360

  Great short or long term rental for investment or use by a large family. Rent one and enjoy the other. Located 1.6 miles north of Mount Snow and with direct access to VAST from this property. This home was renovated in 2014 including new ro0f, windows & doors. Current owners replaced the hot tub 1 year ago and the tankless water heater 3 years ago. Being sold furnished and ready for family,

  Ginny Read Read Realty LTD

  633 Route 100, West Wardsboro, VT 05360
• 

  

  /44

  $510,000 Sold Jul 30, 2025

  • 1,488 Sq Ft
  • $343/SF
  • 68 Days On Market

  • 6 Beds
  • 3.5 Baths
  • Built 1965

  592 Vermont Route 100, Stratton, VT 05360

  6 Bed/4 Bath Expansive Chalet! Located in Stratton, minutes north of Mount Snow. Loft, den, two kitchens offer incredible space, flexibility, and potential across three full levels. Floor plan accommodates large groups, setting that offers easy access to skiing, snowmobiling, all-season recreation, and the Stratton Town Forest. Main floor welcomes you with soaring brick fireplace anchoring the

  Jacki Murano Southern Vermont Realty Group

  592 Vermont Route 100, Stratton, VT 05360
• 

  

  /30

  Not Listed For Sale

  • 5 Beds
  • 4 Baths
  • 2,088 Sq Ft

  30 Styles Branch Rd Unit 309, Stratton, VT 05360

  30 Styles Branch Rd Unit 309, Stratton, VT 05360
• 

  

  /26

  $795,000

  • 3 Beds
  • 3 Baths
  • 2,044 Sq Ft

  6 Quarter Mile Rd, Winhall, VT 05340

  AMAZING LOCATION! Walking distance to Stratton Mountain! This home is located on the shuttle route and being offered fully furnished! Walk to the slopes or just take a nice walk around the local trails. Spacious home with ample room for everyone. The open concept kitchen, dining, living room offers cathedral ceilings and woodburning fireplace. French doors leading out to the firepit area for

  Julie Lowe Lowe's Real Estate, LLC

  6 Quarter Mile Rd, Winhall, VT 05340
• 

  

  /39

  $380,000 Sold Jul 29, 2025

  • 1,150 Sq Ft
  • $330/SF
  • 27 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1986

  75 E Birch Rd Unit 39, Stratton, VT 05360

  Welcome to Vantage Point ! This updated and well appointed end unit is conveniently located on the second level of the middle building right behind the Stratton Fitness Center overlooking the outdoor tennis and pickleball courts. More recent upgrades are new flooring throughout, newer washer/dryer and lighting. Guest bedroom is set up for families. Winter shuttle service to the mtn base

  Terry Hill Berkshire Hathaway HomeServices Stratton Home

  75 E Birch Rd Unit 39, Stratton, VT 05360
• 

  

  /19

  Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,130 Sq Ft

  43 High Point Dr Unit D23, Stratton, VT 05360

  43 High Point Dr Unit D23, Stratton, VT 05360
• 

  

  /40

  $1,450,000

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

  11 Founders Hill Rd, Winhall, VT 05360

  Stratton Mountain location for full time or vacation style living! Spacious home that you can walk to Village, gondola, golf and Sports center. Corner lot justdown the street from the Stratton Mountain Club and the Base Lodge. Home has five bedrooms with a chefs kitchen that has Viking Stove, ice-maker and three dishwashers for entertaining guests. Living room and dining room are graced with

  Bob Maisey Berkshire Hathaway HomeServices Stratton Home

  11 Founders Hill Rd, Winhall, VT 05360
• 

  

  /25

  $345,000 Sold Jun 30, 2025

  • 1,150 Sq Ft
  • $300/SF
  • 82 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1983

  75 E Birch Rd Unit 21, Stratton, VT 05360

  Discover the perfect mountain getaway with this 2-bedroom, 2-bath condo located just moments from all the action at Stratton Mountain. Whether you're hitting the slopes or enjoying the year-round amenities, this condo offers convenience and comfort at every turn.Step inside to a bright and inviting space with a cozy wood-burning fireplace, ideal for relaxing after a day on the trails. The

  Carrie Mathews Winhall Real Estate

  75 E Birch Rd Unit 21, Stratton, VT 05360
• 

  

  /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
• 

  

  /49

  $999,800

  • 4 Beds
  • 3.5 Baths
  • 2,500 Sq Ft

  60 Forest Heights Rd, Stratton, VT 05360

  Spectacular Soaring Post and Beam located on the Dover/Stratton town line. This fabulous home boasts soaring vaulted ceilings in the living room with a wall of windows bringing the view into your home complete with a cozy brick fireplace that sets the perfect ambiance. The kitchen is a chef’s delight, featuring granite countertops with eat in dining, a center island, half bath and easy access to

  Richard Caplan Deerfield Valley Real Estate

  60 Forest Heights Rd, Stratton, VT 05360
• 

  /2

  $30,000 Sold Jun 18, 2025

  • Land
  • 1.10 Acres
  • $27,273 per Acre

  • 292 Days On Market

  0 Scandia Village Rd Unit 5012089, Wardsboro, VT 05360

  Don't' miss this fantastic opportunity to own this perfectly located lot! Halfway to Stratton Mountain and Mount snow. Close to Grout and Summerset Ponds! Consisting of two lots. This will be ideal for your future dreams of a Vermont getaway! Just insert your imagination.

  Daire Gibney Barrett and Valley Associates Inc.

  0 Scandia Village Rd Unit 5012089, Wardsboro, VT 05360
• 

  

  /34

  Not Listed For Sale

  • 6 Beds
  • 3 Baths
  • 2,400 Sq Ft

  291 Pikes Falls Rd, Stratton, VT 05360

  291 Pikes Falls Rd, Stratton, VT 05360
• 

  

  /26

  $795,000 Under Contract

  • 3 Beds
  • 3 Baths
  • 1,624 Sq Ft

  5 Founders Hill Rd, Winhall, VT 05360

  Nestled just minutes from Stratton Mountain, this adorable 3-bedroom chalet is your perfect year-round getaway or cozy full-time retreat. With its classic alpine charm and thoughtful modern updates, it offers the best of both worlds.Step inside to find welcoming interior, with large windows upstairs that fill the home with natural light throughout the day. The open living space invites

  Jamie Wylie Stratton Real Estate

  5 Founders Hill Rd, Winhall, VT 05360
• 

  

  /34

  $690,000 Sold May 30, 2025

  • 1,502 Sq Ft
  • $459/SF
  • 49 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1977

  22 Shattarack Rd Unit A-5, Stratton, VT 05360

  Slopeside A-5 at Stratton Mountain is a 3-level townhouse with direct access to the Tamarack ski lift via a short walk down a maintained trail. This offering features a generous ski room entry with powder room, main level living and dining with wood-burning fireplace and private deck, upper level primary suite, and lower level bunk room, guest bedroom with Queen bed, shared full bathroom, and

  Beth Vickers Vermont Real Estate Company

  22 Shattarack Rd Unit A-5, Stratton, VT 05360
• 

  

  /22

  Est $231,371 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 800 Sq Ft

  881 Stratton Arlington Rd, Wardsboro, VT 05360

  881 Stratton Arlington Rd, Wardsboro, VT 05360
• 

  

  /56

  $1,330,500 Under Contract

  • 4 Beds
  • 4.5 Baths
  • 3,692 Sq Ft

  225 W Jamaica Rd, Stratton, VT 05360

  Perfectly situated between Mount Snow and Stratton Resort, and just a short drive to scenic Grout Pond and the National Forest, this Stratton, Vermont retreat offers the ideal balance of privacy, recreation, and comfort. Set on landscaped grounds with a tranquil pond, the main residence features four spacious bedrooms, two of which are en suite and four bathrooms. The open concept great room

  Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

  225 W Jamaica Rd, Stratton, VT 05360
• 

  

  /12

  $150,000 Sold May 30, 2025

  • Land
  • 12 Acres
  • $12,097 per Acre

  • 110 Days On Market

  Lot 1 Streeter Rd, Wardsboro, VT 05360

  What a GREAT LOCATION. About 5 minutes to Mount Snow, 15 minutes to Stratton Mountain, 3 minutes to the West Wardsboro Market for all your grocery needs, 10 minutes to restaurants, 15 minutes to Grout Pond, The Long Trail or Appalachian trail, connect to the VAST Snowmobile trails from your yard/dead end road. This is the perfect sized lot in the perfect location. With Waste Water Permit

  Steve Goldfarb Deerfield Valley Real Estate

  Lot 1 Streeter Rd, Wardsboro, VT 05360
• 

  

  /38

  Not Listed For Sale

  • 5 Beds
  • 3 Baths
  • 2,400 Sq Ft

  510 Streeter Rd, Wardsboro, VT 05360

  510 Streeter Rd, Wardsboro, VT 05360
• 

  

  /29

  $499,000

  • 4 Beds
  • 1.5 Baths
  • 1,300 Sq Ft

  137 Stratton Arlington Rd, West Wardsboro, VT 05360

  Classic Vermont Home with Hilltop Views – Minutes from Mount Snow & Stratton. Set on a peaceful New England hilltop, this traditional-style home offers beautiful local and long-range views in a highly desirable location—just 6 miles to both Mount Snow and Stratton ski resorts, and only 6 miles to Grout Pond for VAST snowmobile trail access. Recently renovated and filled with natural light, the

  Donald Koelsch Deerfield Valley Real Estate

  137 Stratton Arlington Rd, West Wardsboro, VT 05360
• 

  

  /30

  $760,000 Sold May 23, 2025

  • 1,600 Sq Ft
  • $475/SF
  • 282 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1978

  15 Tamarack Rd Unit G-2, Stratton, VT 05360

  Discover the perfect blend of adventure and relaxation in this stunning 3-bedroom, 3-bathroom townhome, located on the slopes of Stratton Mountain Resort. Offering the ultimate in convenience, this property features ski-in/ski-out access, allowing you to hit the slopes in seconds and return home with ease.Inside, you'll find a spacious and inviting living area, complete with a cozy

  Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

  15 Tamarack Rd Unit G-2, Stratton, VT 05360
• 

  

  /40

  Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 3,016 Sq Ft

  12 Quarter Mile Rd, Winhall, VT 05360

  12 Quarter Mile Rd, Winhall, VT 05360
• 

  

  /11

  $30,000

  • Land
  • 1.00 Acre
  • $30,000 per Acre

  58 Boardman Loop, Wardsboro, VT 05360

  Nestled in the heart of ski country, this property is perfectly situated near the slopes of Mount Snow and Stratton Ski areas. With snowmobile trails, hiking, kayaking, and the stunning Green Mountain National Forest just minutes away, the small community of Snow Mountain Farms West invites you to embrace the natural beauty of Vermont. This 1-acre lot already has a wastewater permit for a

  Michelle O'Neil Deerfield Valley Real Estate

  58 Boardman Loop, Wardsboro, VT 05360
• 

  

  /39

  $2,200,000 Sold May 14, 2025

  • 2,244 Sq Ft
  • $980/SF
  • 10 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1997

  52 Snow Bridge Rd, Stratton, VT 05360

  Exclusive Snowbridge Trailside Retreat — With a premier snowfront location in Stratton’s coveted Snowbridge community, this unit provides true ski-in/ski-out access and walkability to the Stratton Village shops and restaurants. Gear up in the comfort of your home — go from slippers to ski boots, then take the Old Log Trail directly to the Main Base, Gondola, and Ski School. In addition to an

  Cheyanne Pugliese

  52 Snow Bridge Rd, Stratton, VT 05360
• 

  

  /39

  Est $641,278 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 1,891 Sq Ft

  9 Willis Cemetery Rd, Stratton, VT 05360

  9 Willis Cemetery Rd, Stratton, VT 05360
• 

  

  /12

  $315,000

  • Land
  • 19 Acres
  • $16,640 per Acre

  0 Forest Heights Rd, West Dover, VT 05356

  Are you ready to turn your dream home into a reality? This expansive parcel of land, located just 2 miles from the slopes of Mount Snow, is waiting for your vision. The property offers an ideal combination of privacy and seclusion and with some clearing, you can unveil extraordinary views of the Mount Snow ski slopes, creating the perfect backdrop for your dream home. The property boasts

  Michelle O'Neil Deerfield Valley Real Estate

  0 Forest Heights Rd, West Dover, VT 05356
• 

  

  /25

  $499,000 Sold May 02, 2025

  • 1,096 Sq Ft
  • $455/SF
  • 2 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1983

  16 Ober Tal Dr Unit E35, Stratton, VT 05360

  This top-floor, 2-bedroom, 2-bath condo in the sought-after E section of Ober Tal offers the ultimate in mountain access. Located just steps from the lifts, it's a true ski-in/ski-out property, and in the warmer months, enjoy hiking and mountain biking directly from your door. Whether you're hitting the slopes, exploring the trails, or biking the mountain, this condo offers the perfect location

  Carrie Mathews Winhall Real Estate

  16 Ober Tal Dr Unit E35, Stratton, VT 05360
• 

  

  /36

  Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 2,244 Sq Ft

  22 Upper Glades Unit 22, Stratton, VT 05360

  22 Upper Glades Unit 22, Stratton, VT 05360
• 

  

  /49

  $795,000

  • 4 Beds
  • 3.5 Baths
  • 1,993 Sq Ft

  65 Styles Branch Rd Unit 819, Stratton, VT 05360

  Welcome to Styles Brook 819, an impeccably maintained end unit townhome nestled in the heart of Stratton Mountain Resort. This spacious and light filled 4 bedroom, 3.5 bath residence offers everything you need for four season mountain living, whether you're hitting the slopes in winter or enjoying the cool summer breeze from your private deck. Soak, unwind and recharge after a day on the mtn in

  Terry Hill Berkshire Hathaway HomeServices Stratton Home

  65 Styles Branch Rd Unit 819, Stratton, VT 05360
• 

  

  /36

  $394,000 Sold Apr 14, 2025

  • 1,741 Sq Ft
  • $226/SF
  • 223 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1936

  5336 Vermont Route 100, Wardsboro, VT 05355

  "The Silver Gnome" has had it's name for several decades and continues to be a home with lots of character and charm. Lovely exposed wood beams in the living area and 3 bedrooms upstairs and a main level ensuite bedroom. A spacious 2 bay garage for the wintry months that Vermont offers the skiers. Only a 15 minute drive to Stratton Mtn. and less that 5 miles to Mt. Snow parking areas. There

  Regina Perrotto Skihome Realty

  5336 Vermont Route 100, Wardsboro, VT 05355
• 

  

  /26

  Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 1,993 Sq Ft

  47 Styles Branch Rd Unit 907, Stratton, VT 05360

  47 Styles Branch Rd Unit 907, Stratton, VT 05360
• 

  

  /26

  $329,000

  • 3 Beds
  • 1.5 Baths
  • 1,370 Sq Ft

  749 Vermont Route 100, Wardsboro, VT 05355

  This charming, updated 3-bedroom, 2-bath Cape style home sits on 0.17 acres in the heart of Vermont's ski country. Filled with natural light, the warm and inviting interior features a main-level bedroom, while two additional upstairs bedrooms are perfect for guests. After a day on the slopes, unwind by the cozy gas fireplace. Enjoy your morning coffee on the covered porch, or spend evenings

  Cassandra Ehrlich BHG Masiello Brattleboro

  749 Vermont Route 100, Wardsboro, VT 05355
• 

  

  /41

  $2,100,000 Sold Apr 04, 2025

  • 5,300 Sq Ft
  • $396/SF
  • 248 Days On Market

  • 5 Beds
  • 4.5 Baths
  • Built 1974

  20 W Ridge Rd, Stratton, VT 05360

  OPEN HOUSE. Friday July 5th, 2-4pm. All Welcome.The exquisite craftsmanship of this stunning Austrian-style chalet evokes the lure of Stratton's early days. A location that was selected for incredible views, and close ski trail access. This true mountain haus has been thoughtfully updated to preserve its charm and authenticity. Imagine waking up to incredible mountain views every morning and

  Christiane Carroccio TPW Real Estate

  20 W Ridge Rd, Stratton, VT 05360
• 

  

  /40

  Est $572,957 Not Listed For Sale

  • 5 Beds
  • 2 Baths
  • 2,892 Sq Ft

  238 Hemlock Hill Rd, West Wardsboro, VT 05360

  238 Hemlock Hill Rd, West Wardsboro, VT 05360
• 

  

  /11

  $75,000

  • Land
  • 1.80 Acres
  • $41,667 per Acre

  L40 Boardman Loop, Wardsboro, VT 05360

  Nestled in the desirable Snow Mountain Farms West community, this 1.8-acre wooded lot offers the perfect setting to build your Vermont dream home or getaway. Gently sloping and bordered by the serene Wardsboro Brook (outside the FEMA flood zone), the property combines natural beauty with practical readiness. A state-issued wastewater permit for a 3 bedroom single family home and an individual

  Andie Fusco Four Seasons Sotheby's Int'l Realty

  L40 Boardman Loop, Wardsboro, VT 05360
• 

  

  /39

  $1,250,000 Sold Apr 02, 2025

  • 2,625 Sq Ft
  • $476/SF
  • 32 Days On Market

  • 4 Beds
  • 4 Baths
  • Built 2003

  6 Cranberry Ct, Stratton, VT 05360

  Designed for mountain living, this expansive 4-bedroom, 4-bathroom townhome is the largest floor plan in Tree Top, offering unparalleledsquare footage and luxurious features. The property includes a total of 4 bedrooms, 3 are spacious primary suites with private baths, a cozy lower-level family room, and an open-concept great room adorned with a stone fireplace, soaring cathedral ceilings, and

  Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

  6 Cranberry Ct, Stratton, VT 05360
• 

  

  /25

  Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,900 Sq Ft

  8 Hardwood Hill Unit 8B, Stratton, VT 05360

  8 Hardwood Hill Unit 8B, Stratton, VT 05360

Showing Results 1 - 40, Page 1 of 18