3,380

Stratton Mountain, VT Homes

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  • /7

    $125,000

    • Land
    • 10 Acres
    • $12,195 per Acre

    0 W Hill Rd, Jamaica, VT 05343

    IntroductionThe 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. Four of the five parcels have frontage on the newly constructed 20 foot wide

    Thom Milke Fountains Land

    0 W Hill Rd, Jamaica, VT 05343
  • /20

    $30,000 per month

    • 3 Beds
    • 3 Baths
    • 2,912 Sq Ft
    • House for Rent

    130 Benson Fuller Dr, Bondville, VT 05340

    3 bedroom 3 bath log home right on Stratton Mountain available for upcoming 2025-2026 season This special property is also negotiable on longer terms ($3000 a month plus utilities) . Great layout for apres ski festivities with a soaring stone fireplace and a cooks dream kitchen. Finished basement with wood burning stove and media room and foosball table. Don't miss out on this picture perfect log

    Cynthia Mitrani Berkshire Hathaway HomeServices Stratton Home

    130 Benson Fuller Dr, Bondville, VT 05340
  • /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 fireplace,

    Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

    15 Tamarack Rd Unit G-2, Stratton, VT 05360
    • /20

      Est $689,969 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
  • /39

    $2,950,000

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

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

    This extraordinary Stratton Mountain Retreat, just minutes to the slopes, offers glorious long range views and a very private setting. This impressive home was masterfully constructed in 2009 and includes a separate barn, 11.55 acres of land, 2 covered porches, a built in barbecue and an outdoor fireplace, hot tub and fire pit.The main level of the home features a Gourmet Kitchen, grand Great

    Sara Buckley Josiah Allen Real Estate, Inc.

    69 Upper Taylor Hill Rd Unit D, Winhall, VT 05155
  • /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
  • /34

    $338,000 Sold May 16, 2025

    • 1,296 Sq Ft
    • $261/SF
    • 100 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1969

    6217 Vt Route 30, Jamaica, VT 05343

    Perched on a hill above the village of Jamaica, this inviting Cape-style home offers privacy and stunning surroundings just minutes from Stratton Mountain. Sitting on 1.5 acres, the property provides a peaceful retreat with easy access to Winhall, Stratton, and endless outdoor activities. A babbling stream flows nearby, adding to the tranquil setting as you relax on the spacious deck.Despite its

    Trent Stephens Wohler Realty Group

    6217 Vt Route 30, Jamaica, VT 05343
    • /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
  • /12

    $1,050,000

    • 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
  • /13

    $2,000 per month

    • 4 Beds
    • 2 Baths
    • 1,685 Sq Ft
    • House for Rent

    31 Aspen Ln, Winhall, VT 05340

    Escape to Southern Vermont this summer and fall in our cozy contemporary 4-bedroom, 2-bath rental—perfectly located near Stratton and Manchester. Whether you're hiking scenic trails, mountain biking through the Green Mountains, swimming in nearby lakes, or simply unwinding with a good book on the porch, this inviting home offers the ideal base for both adventure and relaxation. AVAILABLE FOR THE

    Sandy Laserte Berkshire Hathaway HomeServices Stratton Home

    31 Aspen Ln, Winhall, VT 05340
  • /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 Wohler Realty Group

    52 Snow Bridge Rd, Stratton, VT 05360
    • /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
  • /52

    $629,000

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

    11 Pond View Rd, Winhall, VT 05340

    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 bedroom and shared bath with the loft area. Heating system replaced with an efficient Buderus boiler. Plenty of room for your weekend guests but a manageable floor plan

    Terry Hill Berkshire Hathaway HomeServices Stratton Home

    11 Pond View Rd, 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 boasts a

    David Powers 42 North LP

    20 Jamie Ln, Winhall, VT 05340
  • /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
    • /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
  • /48

    $2,500,000

    • 5 Beds
    • 7 Baths
    • 7,625 Sq Ft

    19 Old Town Rd, Bondville, VT 05340

    Experience Vermont luxury at 19 Old Town Road, Winhall—a stunning 5-bedroom, 7-bathroom estate on 21.53 private acres. Built in 2000, this meticulously designed retreat offers unobstructed views of both Stratton Mountain and Magic Mountain.The spacious great room is the heart of the home, featuring soaring ceilings, a grand stone fireplace, and walls of windows that frame breathtaking mountain

    Christiane Carroccio TPW Real Estate

    19 Old Town Rd, Bondville, 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 large,

    David Powers 42 North LP

    15 Nearing Rd, Winhall, VT 05340
  • /39

    $1,750,000 Sold May 09, 2025

    • 2,653 Sq Ft
    • $660/SF
    • 87 Days On Market
    • 4 Beds
    • 4 Baths
    • Built 1986

    34 Mountain Reach Mews Rd, Stratton, VT 05155

    Incredible opportunity to own a stunning end unit just steps to Stratton Village and the Villager Lift! Walk right out your door and you are next to Stratton's delicious Firetower restaurant! This location cannot be beat. Unit has a young roof and is meticulously maintained. 4 Bedrooms and 4 bathrooms spread out over 4 floors makes for a great ski home that can accommodate sleeping 10-12 with

    Heidi Zizza Four Seasons Sotheby's Int'l Realty

    34 Mountain Reach Mews Rd, Stratton, VT 05155
    • /38

      Est $784,344 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
  • /39

    $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
  • /32

    $14,000 per month

    • 4 Beds
    • 2.5 Baths
    • 2,600 Sq Ft
    • House for Rent

    14 Burnt Hill Rd, Winhall, VT 05340

    This modern Strattonwald gem is the ultimate plug-and-play Vermont summer house with location, style, convenience and a lake-side lifestyle to remember. Three living spaces -- one on each floor -- allow for plenty of overflow in the morning and afternoon, with two fireplaces ready for friends and family. Four bedrooms plus sleep loft with its own hang-out space lend space for the whole crew!

    Jamie Luke TPW Real Estate

    14 Burnt Hill Rd, Winhall, VT 05340
  • /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, granite

    Andie Fusco Four Seasons Sotheby's Int'l Realty

    21 Stratton Ridge 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
  • /45

    $650,000

    • 3 Beds
    • 3 Baths
    • 2,341 Sq Ft

    49 High Point Dr Unit A122, Stratton, VT 05360

    Crown Point, Stratton Vermont. Enjoy this two-level, three bedroom, three bath condo. This home has an upper and lower entry, both with plenty of storage for outdoor gear. The upper level opens into the kitchen, dining area, and living room with wood burning fireplace and a small deck. The primary ensuite bedroom, with a jacuzzi tub, is also on the upper level. The lower level has a second living

    Mike England Michael England Real Estate

    49 High Point Dr Unit A122, Stratton, VT 05360
  • /16

    $27,500 per month

    • 3 Beds
    • 2 Baths
    • 1,570 Sq Ft
    • Condo for Rent

    5 Byington Ln, Winhall, VT 05340

    A classic Austrian chalet, this outdoors enthusiasts' home is structured for year-round fun! The living and entertaining space encompasses the main floor: The functional open kitchen/dining room is perfect for the gang before and after weekend adventures, with a spacious great room and stone fireplace. A cozy, irresistible loft awaits upstairs for moments curled up with a book, coffee and a thick

    Jamie Luke TPW Real Estate

    5 Byington Ln, 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
    • /35

      Est $612,904 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
  • /21

    $609,000

    • 2 Beds
    • 2 Baths
    • 916 Sq Ft

    771 Stratton Mountain Access Rd Unit 261, Stratton, VT 05360

    771 Stratton Mountain Access Rd, Stratton, VT 05155Long Trail House is Stratton’s #1 location for owners who wish to combine personal use with an optional rental offset when not in residence. Walk to Village shops, restaurants and ski lifts. The floor plan for Long Trail House #261 is one of the largest of the 2 bedroom layouts. Master bedrooms has nice views of the Village Common. Great

    Andrew King Stratton Real Estate

    771 Stratton Mountain Access Rd Unit 261, Stratton, VT 05360
  • /29

    $30,000 per month

    • 3 Beds
    • 3 Baths
    • 1,650 Sq Ft
    • Townhouse for Rent

    90 Turkey Run Rd, Winhall, VT 05340

    Intervale Rental. Available for the winter 25-26 winter season. Also available for summer or fall monthly rental. Entry mud room for boot storage. Main floor has wood burning fire place, and the deck off the living room is a overlooks the pond. Main floor has primary suite. Two bedrooms plus a sleeping loft on the upper floor. One bedroom has an en suite bathroom, and a hallway full bathroom

    Christiane Carroccio TPW Real Estate

    90 Turkey Run Rd, Winhall, VT 05340
  • /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
    • /31

      Est $743,215 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
  • /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 a

    Bob Maisey Berkshire Hathaway HomeServices Stratton Home

    11 Founders Hill Rd, Winhall, VT 05360
  • /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
    • /40

      Not Listed For Sale

      • 9 Beds
      • 8 Baths
      • 3,375 Sq Ft

      103 Winhall Hollow Rd, Bondville, VT 05340

      103 Winhall Hollow Rd, Bondville, VT 05340
  • /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
  • /53

    $825,000 Sold Apr 29, 2025

    • Land
    • 36 Acres
    • $23,109 per Acre
    • 102 Days On Market

    324 Pikes Falls Rd, South Londonderry, VT 05155

    Extraordinary Stratton Mountain Acreage Opportunity:Discover a rare gem in Stratton Mountain, a 35.7-acre parcel offering breathtaking, commanding views of the resort. Just 5 minutes away from the the Main Base Lodge and less to Sun Bowl. This exceptional property features two building sites, each supported by wastewater systems for a 6-bedroom and a 4-bedroom home.The established driveway leads

    Britt Wohler Wohler Realty Group

    324 Pikes Falls Rd, South Londonderry, VT 05155
    • /40

      Est $734,488 Not Listed For Sale

      • 5 Beds
      • 3 Baths
      • 4,000 Sq Ft

      386 Winhall Hollow Rd, Bondville, VT 05340

      386 Winhall Hollow Rd, Bondville, VT 05340
  • /41

    $1,475,000

    • 4 Beds
    • 5.5 Baths
    • 4,826 Sq Ft

    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
  • /37

    $454,000 Sold Apr 28, 2025

    • 1,760 Sq Ft
    • $258/SF
    • 315 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1987

    400 Edie Ln, Jamaica, VT 05343

    Welcome to Hot Toddy Hill. your perfect Vermont Getaway! Nestled minutes away from Stratton, this cozy contemporary home in the charming town of Jamaica, Vermont, is ideal for gatherings and retreats with friends. The living room boasts vaulted ceilings with wood slat detail, its ideal for relaxing in front of the wood-burning fireplace apres ski. The fully equipped eat-in kitchen boasts brand

    Andie Fusco Four Seasons Sotheby's Int'l Realty

    400 Edie Ln, Jamaica, VT 05343

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