4,426

Windham, VT Homes

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  • 33 Aspen Ln, Bondville, VT 05340
    33 Aspen Ln, Bondville, VT 05340
    33 Aspen Ln, Bondville, VT 05340
    /35

    $359,000

    • 3 Beds
    • 2 Baths
    • 1,120 Sq Ft

    33 Aspen Ln, Bondville, VT 05340

    Minutes from Stratton Mountain, this cozy chalet offers the perfect mountain escape with timeless character and room to make it your own. Featuring a classic chalet style floor to ceiling stone fireplace and wood interior, this home exudes vintage alpine charm. There are three bedrooms, two baths and an open concept living space, providing plenty of room for gatherings or weekend getaways.

    Agent Photo

    Alison Cummings

    Cummings & Co

    (802) 424-9210

    33 Aspen Ln, Bondville, VT 05340
  • 8 Rocky Rd, Winhall, VT 05340
    8 Rocky Rd, Winhall, VT 05340
    8 Rocky Rd, Winhall, VT 05340
    /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
  • 33 Jamie Ln, Bondville, VT 05340
    33 Jamie Ln, Bondville, VT 05340
    33 Jamie Ln, Bondville, VT 05340
    /51

    $1,300,000 Sold Aug 25, 2025

    • 4,541 Sq Ft
    • $286/SF
    • 7 Days On Market
    • 4 Beds
    • 4.5 Baths
    • Built 2004

    33 Jamie Ln, Bondville, VT 05340

    Exceptional Log Home tucked away in the beautiful Green Mountains of Vermont. Welcome to 33 Jamie Lane a 12 acre sanctuary minutes to Stratton Mountain Resort. This extraordinary property offers true privacy surrounded by woods and nature. Features three finished levels of dramatic living space with floor to ceiling windows , soaring stone fireplace, and cherry floors. Open concept kitchen/dining

    Cynthia Mitrani Berkshire Hathaway HomeServices Stratton Home

    33 Jamie Ln, Bondville, VT 05340
    • 78 Middle Ridge Rd Unit 102, Stratton, VT 05155
      78 Middle Ridge Rd Unit 102, Stratton, VT 05155
      78 Middle Ridge Rd Unit 102, Stratton, VT 05155
      /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
  • 370 Fischer Ln, Jamaica, VT 05343
    370 Fischer Ln, Jamaica, VT 05343
    370 Fischer Ln, Jamaica, VT 05343
    /41

    $8,950,000

    • 6 Beds
    • 10 Baths
    • 13,393 Sq Ft

    370 Fischer Ln, Jamaica, VT 05343

    Accessible, but miles from the everyday. Camp Endo’s mountain kingdom is minutes from Stratton Mtn. with a 21st century take on a mountain timberframe home, and 417+/- acres threaded with trails and ridgelines. Ski your own glades and rip the eight miles of custom-designed mountain biking terrain, or just pause to enjoy the vast views. The house reimagines a rustic lodge with classic wood, bark

    Dia Jenks LandVest, Inc/Woodstock

    370 Fischer Ln, Jamaica, VT 05343
  • 36 Glendon Hills Rd, Bondville, VT 05340
    36 Glendon Hills Rd, Bondville, VT 05340
    36 Glendon Hills Rd, Bondville, VT 05340
    /14

    $27,000 per month

    • 3 Beds
    • 2 Baths
    • 2,486 Sq Ft
    • House for Rent

    36 Glendon Hills Rd, Bondville, VT 05340

    Seasonal Rental Near Stratton Mountain – $27,000Enjoy the ultimate Vermont winter escape with this charming 3-bedroom, 2-bath seasonal rental located just minutes from Stratton Mountain Resort and only 15 minutes to Manchester. Whether you're a skier, snowboarder, or simply love cozy mountain living, this home checks all the boxes.

    Christina Dryden Berkshire Hathaway HomeServices Stratton Home

    36 Glendon Hills Rd, Bondville, VT 05340
  • 5 Founders Hill Rd, Winhall, VT 05360
    5 Founders Hill Rd, Winhall, VT 05360
    5 Founders Hill Rd, Winhall, VT 05360
    /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
    • 30 Styles Branch Rd Unit 309, Stratton, VT 05360
      30 Styles Branch Rd Unit 309, Stratton, VT 05360
      30 Styles Branch Rd Unit 309, 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
  • 0 W Hill Rd, Jamaica, VT 05343
    0 W Hill Rd, Jamaica, VT 05343
    0 W Hill Rd, Jamaica, VT 05343
    /15

    $775,000

    • Land
    • 52 Acres
    • $14,924 per Acre

    0 W Hill Rd, Jamaica, VT 05343

    The Cotswold Hill Parcels are five separate surveyed house sites located off West Hill Road in Jamaica, VT. These high elevation properties have some views toward Bromley Mountain to the west and toward Magic Mountain to the east. The views from these sites could be expanded with some tree thinning. Lot 5 is 51.93 acres and is located at the top of the subdivision. This parcel is very

    Thom Milke Fountains Land Inc.

    0 W Hill Rd, Jamaica, VT 05343
  • 35 Strattonwald Rd, Winhall, VT 05340
    35 Strattonwald Rd, Winhall, VT 05340
    35 Strattonwald Rd, Winhall, VT 05340
    /23

    $42,000 per month

    • 4 Beds
    • 3 Baths
    • 2,406 Sq Ft
    • House for Rent

    35 Strattonwald Rd, Winhall, VT 05340

    $42,000 Winter Rental Rate | Spend the winter in Vermont at this inviting 4-bedroom, 3-bath Strattonwald chalet, available mid-November through mid-April. Nestled among the woods yet just minutes from Stratton Mountain, this home offers a welcoming retreat and the perfect base for the ski season. The main living area features soaring vaulted ceilings and a pellet stove, creating a bright and cozy

    Cheyanne Pugliese

    35 Strattonwald Rd, Winhall, VT 05340
  • 2 Spruce High Rd, Winhall, VT 05340
    2 Spruce High Rd, Winhall, VT 05340
    2 Spruce High Rd, Winhall, VT 05340
    /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
    • 12 Stratton Rd W Unit 12, Winhall, VT 05340
      12 Stratton Rd W Unit 12, Winhall, VT 05340
      12 Stratton Rd W Unit 12, Winhall, VT 05340
      /31

      Not Listed For Sale

      • 5 Beds
      • 2 Baths
      • 1,888 Sq Ft

      12 Stratton Rd W Unit 12, Winhall, VT 05340

      12 Stratton Rd W Unit 12, Winhall, VT 05340
  • 0 W Hill Rd, Jamaica, VT 05343
    0 W Hill Rd, Jamaica, VT 05343
    0 W Hill Rd, Jamaica, VT 05343
    /11

    $595,000

    • Land
    • 69 Acres
    • $8,637 per Acre

    0 W Hill Rd, Jamaica, VT 05343

    The Cotswold Hill Parcels are five separate surveyed house sites located off West Hill Road in Jamaica, VT. These high elevation properties have some views toward Bromley Mountain to the west and toward Magic Mountain to the east. The views from these sites could be expanded with some tree thinning. Lot 4 is 68.89 acres and is the largest of the five parcels for sale. This lot has a

    Thom Milke Fountains Land Inc.

    0 W Hill Rd, Jamaica, VT 05343
  • 896 Melendy Hill Rd, Londonderry, VT 05155
    896 Melendy Hill Rd, Londonderry, VT 05155
    896 Melendy Hill Rd, Londonderry, VT 05155
    /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
  • 573 Middletown Rd, Londonderry, VT 05148
    573 Middletown Rd, Londonderry, VT 05148
    573 Middletown Rd, Londonderry, VT 05148
    /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
    • 43 High Point Dr Unit D23, Stratton, VT 05360
      43 High Point Dr Unit D23, Stratton, VT 05360
      43 High Point Dr Unit D23, 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
  • 0 W Hill Rd, Jamaica, VT 05343
    0 W Hill Rd, Jamaica, VT 05343
    0 W Hill Rd, Jamaica, VT 05343
    /8

    $320,000

    • Land
    • 35 Acres
    • $9,267 per Acre

    0 W Hill Rd, Jamaica, VT 05343

    The Cotswold Hill Parcels are five separate surveyed house sites located off West Hill Road in Jamaica, VT. These high elevation properties have some views toward Bromley Mountain to the west and toward Magic Mountain to the east. The views from these sites could be expanded with some tree thinning. Lot 3 is 34.53 acres, and is mostly forested near the access road. A driveway would need

    Thom Milke Fountains Land Inc.

    0 W Hill Rd, Jamaica, VT 05343
  • 23 Old School Rd Unit the Barn, Londonderry, VT 05155
    23 Old School Rd Unit the Barn, Londonderry, VT 05155
    23 Old School Rd Unit the Barn, Londonderry, VT 05155
    /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
  • 290 Melendy Hill Rd, South Londonderry, VT 05155
    290 Melendy Hill Rd, South Londonderry, VT 05155
    290 Melendy Hill Rd, South 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
    • 27 Mountain View Rd, Winhall, VT 05360
      27 Mountain View Rd, Winhall, VT 05360
      27 Mountain View Rd, Winhall, 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
  • 0 W Hill Rd, Jamaica, VT 05343
    0 W Hill Rd, Jamaica, VT 05343
    0 W Hill Rd, Jamaica, VT 05343
    /7

    $235,000

    • Land
    • 15 Acres
    • $15,390 per Acre

    0 W Hill Rd, Jamaica, VT 05343

    The Cotswold Hill Parcels are five separate surveyed house sites located off West Hill Road in Jamaica, VT. These high elevation properties have some views toward Bromley Mountain to the west and toward Magic Mountain to the east. The views from these sites could be expanded with some tree thinning. Lot 2 is 15.27 acres and is the first parcel found on the left side of the newly built 20 foot

    Thom Milke Fountains Land Inc.

    0 W Hill Rd, Jamaica, VT 05343
  • 378 Tuttle Hill Rd, Londonderry, VT 05155
    378 Tuttle Hill Rd, Londonderry, VT 05155
    378 Tuttle Hill Rd, 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
  • 19 Village Lodge Rd Unit 304, Stratton, VT 05155
    19 Village Lodge Rd Unit 304, Stratton, VT 05155
    19 Village Lodge Rd Unit 304, Stratton, 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
    • 80 Pond View Rd, Winhall, VT 05340
      80 Pond View Rd, Winhall, VT 05340
      80 Pond View Rd, Winhall, VT 05340
      /38

      Est $762,685 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 2,081 Sq Ft

      80 Pond View Rd, Winhall, VT 05340

      80 Pond View Rd, Winhall, VT 05340
  • 8 E Birch Rd Unit 103, Stratton, VT 05360
    8 E Birch Rd Unit 103, Stratton, VT 05360
    8 E Birch Rd Unit 103, Stratton, VT 05360
    /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
  • 16 Winterberry Heights, Stratton, VT 05360
    16 Winterberry Heights, Stratton, VT 05360
    16 Winterberry Heights, Stratton, VT 05360
    /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
  • 272 Landman Ln, Jamaica, VT 05343
    272 Landman Ln, Jamaica, VT 05343
    272 Landman Ln, Jamaica, VT 05343
    /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
    • 6 Black Birch Rd, Winhall, VT 05340
      6 Black Birch Rd, Winhall, VT 05340
      6 Black Birch Rd, Winhall, VT 05340
      /31

      Not Listed For Sale

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

      6 Black Birch Rd, Winhall, VT 05340

      6 Black Birch Rd, Winhall, VT 05340
  • 17 Roundtree Rd, Winhall, VT 05340
    17 Roundtree Rd, Winhall, VT 05340
    17 Roundtree Rd, Winhall, VT 05340
    /37

    $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
  • 197 Monadnock View Ln, Jamaica, VT 05343
    197 Monadnock View Ln, Jamaica, VT 05343
    197 Monadnock View Ln, Jamaica, VT 05343
    /26

    $30,000 per month

    • 4 Beds
    • 3.5 Baths
    • 3,800 Sq Ft
    • House for Rent

    197 Monadnock View Ln, Jamaica, VT 05343

    Perfect private location only minutes to Ski resorts.Home could accommodate two families comfortably. Hot Tub, fireplace, towels and linens. Sleeping space for up to 10. Close to shopping and to Interstate 91. Beautiful home to spend the winter season at!

    Bob Maisey Berkshire Hathaway HomeServices Stratton Home

    197 Monadnock View Ln, Jamaica, VT 05343
  • E12 Rock Ridge Rd, Winhall, VT 05155
    E12 Rock Ridge Rd, Winhall, VT 05155
    E12 Rock Ridge Rd, Winhall, 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
    • 10 Pond View Rd, Winhall, VT 05340
      10 Pond View Rd, Winhall, VT 05340
      10 Pond View Rd, Winhall, VT 05340
      /35

      Est $623,746 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 1,577 Sq Ft

      10 Pond View Rd, Winhall, VT 05340

      10 Pond View Rd, Winhall, VT 05340
  • 580 Cross Rd, South Londonderry, VT 05155
    580 Cross Rd, South Londonderry, VT 05155
    580 Cross Rd, South Londonderry, VT 05155
    /59

    $1,000,000

    • 3 Beds
    • 2 Baths
    • 2,700 Sq Ft

    580 Cross Rd, South Londonderry, VT 05155

    Tucked away in a tranquil setting, this newly constructed 3-bedroom, 2-bath barn-style residence is a masterful fusion of heritage & refined elegance, situated on 5.4 pristine acres. Absorb the beauty of reclaimed exposed overhead beams, while expansive floor-to ceiling custom-crafted windows capture mountain vistas & bathe interiors in golden natural light. Large sliding doors open to the melody

    Loana Sargent Wohler Realty Group

    580 Cross Rd, South Londonderry, VT 05155
  • 20 Jamie Ln, Winhall, VT 05340
    20 Jamie Ln, Winhall, VT 05340
    20 Jamie Ln, Winhall, VT 05340
    /48

    $7,000 per month

    • 5 Beds
    • 3.5 Baths
    • 3,858 Sq Ft
    • House for Rent

    20 Jamie Ln, Winhall, VT 05340

    Escape to the tranquility of Vermont with this stunning long-term rental at "Valley View." Nestled in a desirable neighborhood of Winhall, this spacious contemporary home offers unparalleled panoramic views of the surrounding mountains. Imagine waking up to the beauty of the Green Mountains every day in this expansive retreat!This meticulously maintained 5-bedroom, 3.5 bathroom home

    David Powers 42 North LP

    20 Jamie Ln, Winhall, VT 05340
  • 544 Dalewood Rd, Jamaica, VT 05343
    544 Dalewood Rd, Jamaica, VT 05343
    544 Dalewood Rd, Jamaica, VT 05343
    /54

    $759,000 Sold Aug 08, 2025

    • 2,600 Sq Ft
    • $292/SF
    • 24 Days On Market
    • 5 Beds
    • 4.5 Baths
    • Built 1985

    544 Dalewood Rd, Jamaica, VT 05343

    Exceptional Vermont Retreat – Turnkey & Fully Furnished! Welcome to this beautifully maintained 5-bedroom, 5-bathroom contemporary home, offering a perfect mix of spacious comfort and cozy charm. Nestled in a peaceful neighborhood, and just 4 miles from SunBowl and minutes from the base lodge, this home features three en-suite bedrooms,two additional bedrooms, and a flexible extra room ideal for

    Rachel Febbie EXP Realty

    544 Dalewood Rd, Jamaica, VT 05343
    • 78 Middle Ridge Rd Unit 106, Stratton, VT 05155
      78 Middle Ridge Rd Unit 106, Stratton, VT 05155
      78 Middle Ridge Rd Unit 106, 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
  • 19 Village Lodge Rd Unit 407, Stratton, VT 05155
    19 Village Lodge Rd Unit 407, Stratton, VT 05155
    19 Village Lodge Rd Unit 407, 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
  • 15 Nearing Rd, Winhall, VT 05340
    15 Nearing Rd, Winhall, VT 05340
    15 Nearing Rd, Winhall, VT 05340
    /46

    $5,000 per month

    • 3 Beds
    • 3.5 Baths
    • 2,300 Sq Ft
    • House for Rent

    15 Nearing Rd, Winhall, VT 05340

    Imagine waking up to inspiring vistas every day in this remarkable 3 bedroom, 3.5 bath saltbox home. Perched to capture stunning panoramic views of Stratton Mountain's trails, this classic contemporary ski home offers a truly special living experience. The property is settled upon a 1.63-acre knoll and abuts the Winhall Forest, offering peace and privacy.Embrace sustainable living with a

    David Powers 42 North LP

    15 Nearing Rd, Winhall, VT 05340
  • 176 Pratt Bridge Rd, Jamaica, VT 05343
    176 Pratt Bridge Rd, Jamaica, VT 05343
    176 Pratt Bridge Rd, Jamaica, VT 05343
    /29

    $526,000 Sold Aug 08, 2025

    • 1,620 Sq Ft
    • $325/SF
    • 36 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1965

    176 Pratt Bridge Rd, Jamaica, VT 05343

    Meticulously maintained and in pristine condition, this exceptional home has been lovingly cared for by the same family for over 50 years. Set back on a level, tree-lined lot on a quiet dead-end road, the home offers serenity and privacy while still being just a short drive to Stratton Mountain. Oversized windows throughout flood the interior with natural light, highlighting the soaring cathedral

    Carrie Mathews Winhall Real Estate

    176 Pratt Bridge Rd, Jamaica, VT 05343
    • 1751 Under the Mountain Rd, South Londonderry, VT 05155
      1751 Under the Mountain Rd, South Londonderry, VT 05155
      1751 Under the Mountain Rd, South Londonderry, VT 05155
      /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

Showing Results 1 - 40, Page 1 of 18

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