Windham, VT Homes in ZIP Code 05155

• 

  

  

  /43

  $920,000

  • 5 Beds
  • 4 Baths
  • 2,238 Sq Ft

  8 E Birch Rd Unit 103, Stratton, VT 05360

  Rare 5BR/4BA Stratton Townhome | Ski-Back Access | Designer Furnished | Spacious, fully renovated 5-bedroom, 4-bath townhome at Stratton with ski-back access. Professionally designed and furnished by ACK Design, this move-in-ready home blends mountain charm with modern finishes. The main level features hardwood floors, a stunning floor-to-ceiling stone fireplace, and a granite kitchen

  Cheyanne Pugliese

  8 E Birch Rd Unit 103, Stratton, VT 05360
• 

  

  

  /20

  $5,800 per month

  • 3 Beds
  • 2 Baths
  • 2,348 Sq Ft
  • House for Rent

  8 Rocky Rd, Winhall, VT 05340

  Located in one of the most sought-after spots in the area. This three-bedroom "mid-century vibed" beauty is just a 10-minute drive to the Stratton Access Road and a 12-minute drive to Manchester. Bromley is literally around the corner and Magic is a quick 15-minute drive.There is a beautiful stream in the backyard that adds additional "802" ambiance to the property. Truly a peaceful setting

  Peggy O'neill Cummings & Co

  8 Rocky Rd, Winhall, VT 05340
• 

  

  

  /26

  $795,000 Sold Aug 21, 2025

  • 1,624 Sq Ft
  • $490/SF
  • 0 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1970

  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
• 

  

  

  /20

  Est $566,406 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,036 Sq Ft

  78 Middle Ridge Rd Unit 102, Stratton, VT 05155

  78 Middle Ridge Rd Unit 102, Stratton, VT 05155
• 

  

  

  /33

  $995,000

  • 3 Beds
  • 2 Baths
  • 1,620 Sq Ft

  19 Village Lodge Rd Unit 407, Stratton, VT 05155

  Rare opportunity to own in the heart of the Stratton Mountain Village! Come home to the Landmark community. Located attached to the iconic "Clocktower" at Stratton, Vermont. This homes boasts three spacious bedrooms and two full bathrooms with amazing mountain views and southern exposure. Enjoy the cozy gas burning fireplace after a hard day skiing or riding. Landmark provides ski lockers, an

  Timothy Mich Doddridge Stratton Real Estate

  19 Village Lodge Rd Unit 407, Stratton, VT 05155
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  /32

  $49,000 per month

  • 4 Beds
  • 4 Baths
  • 3,500 Sq Ft
  • House for Rent

  896 Melendy Hill Rd, Londonderry, VT 05155

  Stunning, gorgeous, brand-new post-and-beam contemporary home for rent this season. Barely lived in, never rented. ALL NEW, EVERYTHING. 4 bedrooms, all with en-suite bathrooms. Huge living room with 2-story windows facing east and morning views of Magic. The house faces south, so it is sunny and gorgeous all day. Close to ALL 3 local ski areas! New Gourmet kitchen, marble counters, new

  Wilkie Bushby TPW Real Estate

  896 Melendy Hill Rd, Londonderry, VT 05155
• 

  

  /48

  $750,000 Sold Aug 14, 2025

  • 2,573 Sq Ft
  • $291/SF
  • 141 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1989

  573 Middletown Rd, Londonderry, VT 05148

  Wonderful four bedroom home in the desirable town of Londonderry, Vermont. Once part of the Janeway Farm and Middletown Dairy this property has served as a primary home for many years. Spacious home has four bedrooms with three en-suite bedrooms. Land is suitable for gardens and room for play. There is a garden shed and a work shop just behind the house for any hobbies or projects. Living room

  Bob Maisey Berkshire Hathaway HomeServices Stratton Home

  573 Middletown Rd, Londonderry, VT 05148
• 

  

  /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
• 

  

  /38

  $1,499,999

  • 3 Beds
  • 3.5 Baths
  • 3,300 Sq Ft

  111 Hughes Ln, Jamaica, VT 05343

  Fully renovated in 2022, 450 ft of lake front footage on picturesque Cole Pond. Nestled on nearly 2 acres in Jamaica, VT, this stunning singlefamily home at 111 Hughes Lane was built in 1989 and offers a peaceful retreat for its next owners. With 3 bedrooms, 3 bathrooms, and 1 half bathroom, and 4 built-in adult size bunks for comfortable sleeping of 10, Air-conditioned master bedroom and

  Derek Greene Derek Greene

  111 Hughes Ln, Jamaica, VT 05343
• 

  

  /11

  $10,000 per month

  • 1 Bed
  • 1 Bath
  • 1,200 Sq Ft
  • House for Rent

  23 Old School Rd Unit the Barn, Londonderry, VT 05155

  Adorable, Brand New/completely re done in 2023... new everything! Floors, ceilings, windows, furnishing, appliances, beds, TV's..paint. you name it-- NEW and perfect and gorgeously done. Tucked away in quaint idylic South Londonderry Vt., with a stunning view overlooking picturesque West River... this is an IDEAL Winter retreat, a perfect location in the heart of ski country- near Magic, Stratton

  Wilkie Bushby TPW Real Estate

  23 Old School Rd Unit the Barn, Londonderry, VT 05155
• 

  

  /37

  $340,000 Sold Aug 14, 2025

  • 2,809 Sq Ft
  • $121/SF
  • 159 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1936

  290 Melendy Hill Rd, South Londonderry, VT 05155

  This charming and spacious home is tucked away on a quiet road just off Route 100 in South Londonderry. Featuring wood floors throughout, two wood stoves, and a fireplace, this home radiates warmth and character. With 3 bedrooms, 3 bathrooms, a large living room, dining room, den, office, laundry room, and a bonus room, there’s ample space to meet all your needs. Two decks and a screened porch

  Lauren Behm Berkshire Hathaway HomeServices Stratton Home

  290 Melendy Hill Rd, South Londonderry, VT 05155
• 

  

  /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
• 

  

  /59

  $1,350,000

  • 5 Beds
  • 3.5 Baths
  • 3,516 Sq Ft

  732 Under the Mountain Rd, South Londonderry, VT 05155

  Welcome to "Fairmount," a beautiful historic home with unrivaled panoramic views and an extraordinary blend of history, grace, and quintessential Vermont living on 42 acres. Originally built in 1810 and artfully reimagined in 1987, the 5BR farmhouse seamlessly merges historic charm with modern sensibility. Exposed beams, wide plank floors, and architectural character remain, while the thoughtful

  Claudia Harris Mary Mitchell Miller Real Estate

  732 Under the Mountain Rd, South Londonderry, VT 05155
• 

  

  /18

  $25,000 per month

  • 3 Beds
  • 2 Baths
  • 1,423 Sq Ft
  • House for Rent

  378 Tuttle Hill Rd, Londonderry, VT 05155

  Welcome to your turn-key home for the '25-'26 ski season! Fully renovated with attention to detail, this cheerful, sunny Scandinavian Modern space welcomes and inspires. 15 minutes to Stratton Base, 14 minutes to Bromley Village, and 10 minutes to Magic Mountain, you are in the middle of it all, with your choice to either explore or stick to your home mountain. The main floor includes a

  Jamie Luke TPW Real Estate

  378 Tuttle Hill Rd, Londonderry, VT 05155
• 

  

  /27

  $450,000 Sold Aug 14, 2025

  • 841 Sq Ft
  • $535/SF
  • 175 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 2004

  19 Village Lodge Rd Unit 304, Stratton, VT 05155

  It’s all about location! Landmark is located within Stratton Mountain Resorts iconic clock tower, nestled within the heart of the village. This 1 bedroom plus bonus room, 1 bath Landmark unit is at the center of all that Stratton Mountain has to offer and is walking distance to village restaurants and shops. Enjoy the ease of two parking spaces, one on the upper deck and another one in the

  MaryKate Grey Stratton Real Estate

  19 Village Lodge Rd Unit 304, Stratton, VT 05155
• 

  

  /31

  Est $729,434 Not Listed For Sale

  • 2 Beds
  • 3 Baths
  • 1,375 Sq Ft

  78 Middle Ridge Rd Unit 106, Stratton, VT 05155

  78 Middle Ridge Rd Unit 106, Stratton, VT 05155
• 

  

  /12

  $995,000

  • 3 Beds
  • 3 Baths
  • 1,501 Sq Ft

  759 Stratton Mountain Access Rd Unit 339, Stratton, VT 05340

  Designed with the mountain enthusiast in mind, and located just a short walk from the Stratton Resort Village and ski slopes, this three bedroom three bath condominium offers quality and convenience. Private parking, pool, hot tub, sauna and shuttle to the slopes.

  John Sikes Stratton Real Estate

  759 Stratton Mountain Access Rd Unit 339, Stratton, VT 05340
• 

  

  /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
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  /16

  $130,000 Sold Aug 13, 2025

  • 1,331 Sq Ft
  • $98/SF
  • 12 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1987

  272 Landman Ln, Jamaica, VT 05343

  Jamaica Landman Lane off Cole Pond Rd. This 2.7 acres has a 3 bedroom septic, electricity and spring. Nice location... 15 minutes to 3 major Ski Resorts and golf, 30 minutes to Manchester shopping and dining. Close to Jamaica State Park great hiking. Seller has asked that all buyer be pre qualified, as this most likely will need to be a cash sale. SOLD AS IS. Home is compromised. No entry.

  Mike England Michael England Real Estate

  272 Landman Ln, Jamaica, VT 05343
• 

  

  /40

  Est $951,472 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,536 Sq Ft

  1751 Under the Mountain Rd, South Londonderry, VT 05155

  1751 Under the Mountain Rd, South Londonderry, VT 05155
• 

  

  /20

  $995,000

  • 3 Beds
  • 3.5 Baths
  • 1,044 Sq Ft

  56 Shattarack Rd Unit D6, Stratton, VT 05360

  Rare opportunity to own an exceptional ski-in/ski-out Slopeside unit at Stratton. This newly renovated 3-bedroom plus loft, 3.5-bathroom townhome offers spacious accommodations in a prime location that is both private and highly convenient. The expanded kitchen features elegant stone countertops and stainless steel appliances, perfect for both everyday meals and entertaining. The wood-burning

  Britt Wohler Wohler Realty Group

  56 Shattarack Rd Unit D6, Stratton, VT 05360
• 

  

  /19

  $3,000 per month

  • 3 Beds
  • 3 Baths
  • 1,900 Sq Ft
  • Condo for Rent

  47 Crown Point Dr Unit B-13, Stratton, VT 05155

  Need a place to get away this Summer or Fall? Look no further. This well-equipped condo has three bedrooms and three full baths. The main living area is the much-desired open concept style which is wonderful for entertaining. There is a second living room on the lower level which is fantastic for company. This condo has several mini splits which will conquer those humid nights that we get

  Peggy O'neill Cummings & Co

  47 Crown Point Dr Unit B-13, Stratton, VT 05155
• 

  

  /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
• 

  

  /32

  Est $453,849 Not Listed For Sale

  • 5 Beds
  • 4 Baths
  • 2,838 Sq Ft

  4232 Vt Route 11, Londonderry, VT 05148

  4232 Vt Route 11, Londonderry, VT 05148
• 

  

  /46

  $1,350,000

  • 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
• 

  

  /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
• 

  

  /27

  Est $206,401 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,356 Sq Ft

  765 Thompsonburg Rd, South Londonderry, VT 05155

  765 Thompsonburg Rd, South Londonderry, VT 05155
• 

  

  /41

  $865,000 Under Contract

  • 3 Beds
  • 2.5 Baths
  • 1,656 Sq Ft

  2 Stratton Springs Rd Unit 2, Stratton, VT 05360

  Welcome to the exceptional Resort Townhome community of Stratton Springs with private shuttle, Stratton Sports Center access and convenient location near the Stratton Mountain Resort Village and lifts. These upscale floor plans offer a multi level great room with 2 story ceilings, walls of windows with natural light and commanding fireplace. The second level gourmet kitchen and dining area

  Kim Morgan-Wohler Wohler Realty Group

  2 Stratton Springs Rd Unit 2, Stratton, VT 05360
• 

  

  /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
• 

  

  /4

  Est $335,082 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,600 Sq Ft

  283 Main St, South Londonderry, VT 05155

  283 Main St, South Londonderry, VT 05155
• 

  

  /47

  $885,000 Under Contract

  • 4 Beds
  • 4 Baths
  • 1,917 Sq Ft

  C1 Meadow Ridge Rd, Winhall, VT 05340

  WELCOME TO YOUR FAMILY'S PERFECT MOUNTAIN RETREAT..WELCOME TO PIPER RIDGE!! This spacious 4 bedroom/4 bath condo is designed for comfort, convenience and offers an exceptional blend of mountain charm and modern amenities! Enjoy two open concept living areas with cozy wood burning fireplaces, fully equipped kitchen, private balcony showcasing winter mountain views...Perfect for entertaining...With

  Sunny Breen Josiah Allen Real Estate, Inc.

  C1 Meadow Ridge Rd, Winhall, VT 05340
• 

  

  /41

  $1,150,000 Sold Jul 25, 2025

  • 2,593 Sq Ft
  • $444/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

  Est $522,412 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,856 Sq Ft

  116 Deerwood Hill, South Londonderry, VT 05155

  116 Deerwood Hill, South Londonderry, VT 05155
• 

  

  /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
• 

  

  /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
• 

  

  /35

  Est $556,117 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 2,436 Sq Ft

  117 Adams Dr, Londonderry, VT 05148

  117 Adams Dr, Londonderry, VT 05148
• 

  

  /30

  $795,000 Under Contract

  • 3 Beds
  • 3 Baths
  • 1,350 Sq Ft

  771 Stratton Mountain Access Rd Unit 456/458, Stratton, VT 05360

  Very unique three bedroom three bathroom in the ever popular Long Trail House community. Originally a studio and two bedroom unit preconstruction, this premiere condominium has been converted into a family retreat. The home was completely renovated a few years back with wood laminate flooring, granite counter tops, new appliances and renovated bathrooms. The studio was turned into a primary suite

  Timothy Mich Doddridge Stratton Real Estate

  771 Stratton Mountain Access Rd Unit 456/458, Stratton, VT 05360
• 

  

  /26

  $593,500 Sold Jun 17, 2025

  • 1,607 Sq Ft
  • $369/SF
  • 75 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2003

  2513 Thompsonburg Rd Unit 3A, South Londonderry, VT 05155

  Welcome to this well-cared-for, one-owner home in the charming town of Londonderry, VT. Nestled on a private, beautifully landscaped lot, this property offers both tranquility and convenience, with easy access to three major ski areas—perfect for outdoor enthusiasts.This bright and inviting home features an open layout that maximizes natural light throughout. The spacious main floor boasts a cozy

  Carrie Mathews Winhall Real Estate

  2513 Thompsonburg Rd Unit 3A, South Londonderry, VT 05155
• 

  

  /40

  Est $735,523 Not Listed For Sale

  • 5 Beds
  • 3.5 Baths
  • 3,714 Sq Ft

  929 Middletown Rd, South Londonderry, VT 05155

  929 Middletown Rd, South Londonderry, VT 05155
• 

  

  /15

  $485,000

  • 2 Beds
  • 2 Baths
  • 1,353 Sq Ft

  49 High Point Dr Unit A-14, Stratton, VT 05360

  49 High Point Drive, Crown Point A14, Stratton, VTIncredible opportunity to make Stratton Mountain Resort a place to call home. Nestled in the Green Mountains of Vermont, Crown Point offers easy condominium living close to the Stratton Mountain Resort Village. Shuttle service to the base area for skiing and riding. An outdoor pool and BBQ area is inviting for summer use. This one-level 2

  Andrew King Stratton Real Estate

  49 High Point Dr Unit A-14, Stratton, VT 05360

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