Newest Homes for Sale in Stratton Mountain, VT

• 

  

  

  /34

  $949,000

  • 3 Beds
  • 3.5 Baths
  • 1,800 Sq Ft

  56 Shattarack Rd Unit D06, Stratton, VT 05360

  Experience ultimate year-round luxury in this tastefully renovated townhome at Slopeside, featuring convenient trail access. Perfectly blending comfort and convenience, this inviting mountain retreat features an updated kitchen and baths, a cozy wood-burning fireplace, and mini-splits for efficient summer cooling. The spacious layout offers three bedrooms plus a private loft complete with its own

  Christina Dryden Berkshire Hathaway HomeServices Stratton Home

  56 Shattarack Rd Unit D06, Stratton, VT 05360
• 

  

  

  /53

  $4,500,000

  • 5 Beds
  • 5.5 Baths
  • 5,700 Sq Ft

  24 Sawmill Rd, Stratton, VT 05360

  Experience the ultimate Stratton Mountain lifestyle from this exceptional ski home, perfectly positioned in one of the resort's most coveted locations. Offering the rare advantage of deeded access to Stratton's impeccably groomed ski trail, this extraordinary property places world-class skiing just steps from your front door—an amenity few homes can claim and even fewer can match.Designed for

  Carrie Mathews Winhall Real Estate

  24 Sawmill Rd, Stratton, VT 05360
• 

  

  

  /44

  $1,475,000

  • 2 Beds
  • 2 Baths
  • 1,601 Sq Ft

  691 Black Bear Rd, Jamaica, VT 05343

  A long winding driveway through a mountain of foliage leads you to this extraordinary mountain-modern retreat, perched high above nearly 200 acres of protected Vermont wilderness. Thoughtfully crafted by Big Pine Builders LLC, this striking off-grid solar home seamlessly blends contemporary design with Vermont’s rugged natural beauty, allowing you to live on the sun’s rhythm while enjoying

  Carrie Mathews Winhall Real Estate

  691 Black Bear Rd, Jamaica, VT 05343
• 

  

  

  /18

  $535,000

  • 2 Beds
  • 1 Bath
  • 850 Sq Ft

  12 Ober Tal Dr Unit C14, Stratton, VT 05360

  Opportunity awaits in this trailside condominium at Stratton Mountain Resort. Ideally positioned for convenient access to the Tamarack Chairlift and Stratton Village, this residence offers the mountain lifestyle buyers seek with direct access to skiing, dining, shopping, and year-round resort amenities. Inside, a wood-burning fireplace anchors the living area, creating an inviting space to gather

  Timothy Mich Doddridge Stratton Real Estate

  12 Ober Tal Dr Unit C14, Stratton, VT 05360
• 

  

  /2

  $50,000

  • Land
  • 28 Acres
  • $1,786 per Acre

  non Pikes Falls Rd, Jamaica, VT 05343

  This is a land locked parcel. There is no right of way or easement to access it. This is a town sale property. There is a 30 day waiting period after a fully executed contract. The 30 days is a window for public feedback. Under the statute, if Town residence object to the sale, they have 30 days from the date of the notice to submit a petition to the Town. If a petition is signed by at least 5%

  Carrie Mathews Winhall Real Estate

  non Pikes Falls Rd, Jamaica, VT 05343
• 

  /2

  $195,000

  • Land
  • 4.86 Acres
  • $40,123 per Acre

  1036 Dalewood Rd, Jamaica, VT 05343

  This is a town sale property. There is a 30-day waiting period after a fully executed contract. The 30 days is a window for public feedback. Under the statute, if Town residents object to the sale, they have 30 days from the date of the notice to submit a petition to the Town. If a petition is signed by at least 5% of the town's registered voters, the Select Board cannot just sell the property.

  Carrie Mathews Winhall Real Estate

  1036 Dalewood Rd, Jamaica, VT 05343
• 

  

  /26

  $850,000

  • 3 Beds
  • 3 Baths
  • 2,598 Sq Ft

  46 Ridge Rd Unit C-4, Winhall, VT 05340

  Experience four-season Vermont living in this beautifully appointed end-unit townhome in the highly sought-after Highgate neighborhood at Piper Ridge, one of Stratton Mountain's premier resort communities. Ideally located in Winhall, Vermont, just minutes from Stratton Mountain Resort, this spacious 3-bedroom, 3-bath residence offers exceptional privacy, abundant natural light, The thoughtfully

  Timothy Apps Four Seasons Sotheby's Int'l Realty

  46 Ridge Rd Unit C-4, Winhall, VT 05340
• 

  

  /16

  $1,050,000

  • 4 Beds
  • 3.5 Baths
  • 2,256 Sq Ft

  16 Middle Ridge Rd Unit 22, Winhall, VT 05155

  Unique four bedroom three and one half bath townhome, located directly across the street from the Stratton Village and ski area. Built in 1988, Fox Chapel is the second phase of the Village Chalet neighborhood. Only 27 of these properties exist. Although connected by a breezeway to the property next to it, feels very much like a stand alone home. Walking distance to shops, restaurants and all ski

  John Sikes Stratton Real Estate

  16 Middle Ridge Rd Unit 22, Winhall, VT 05155
• 

  

  /39

  $2,250,000

  • 3 Beds
  • 3.5 Baths
  • 2,824 Sq Ft

  9 Mountain Reach Mews Rd Unit 9, Stratton, VT 05155

  Experience Stratton at its absolute finest from one of the mountain's most coveted locations. Perfectly positioned just behind Stratton Village, this exceptional ski-in/ski-out residence offers the rare combination of effortless slope access and a short stroll to the Village's vibrant shops, restaurants, cafés, and year-round activities. Leave the car behind and enjoy the ultimate mountain

  Carrie Mathews Winhall Real Estate

  9 Mountain Reach Mews Rd Unit 9, Stratton, VT 05155
• 

  /2

  $2,500

  $13K PRICE DROP

  • Land
  • 7,840 Sq Ft
  • $13,889 per Acre

  0 Clayton Ln Unit 5094564, Jamaica, VT 05343

  This is a town sale property. There is a 30 day waiting period after a fully executed contract. The 30 days is a window for public feedback. Under the statute, if Town residence object to the sale, they have 30 days from the date of the notice to submit a petition to the Town. If a petition is signed by at least 5% of the towns registered voters, the select, Board cannot just sell the property,

  Carrie Mathews Winhall Real Estate

  0 Clayton Ln Unit 5094564, Jamaica, VT 05343
• 

  /2

  $45,000

  • Land
  • 1 Acre
  • $45,000 per Acre

  0 Edie Ln, Jamaica, VT 05343

  This is a town sale property. There is a 30 day waiting period after a fully executed contract. The 30 days is a window for public feedback. Under the statute, if Town residence object to the sale, they have 30 days from the date of the notice to submit a petition to the Town. If a petition is signed by at least 5% of the towns registered voters, the select, Board cannot just sell the property,

  Carrie Mathews Winhall Real Estate

  0 Edie Ln, Jamaica, VT 05343
• 

  /2

  $45,000

  • Land
  • 1 Acre
  • $45,000 per Acre

  0 W Hill Rd, Jamaica, VT 05343

  This is a town sale property. There is a 30 day waiting period after a fully executed contract. The 30 days is a window for public feedback. Under the statute, if Town residence object to the sale, they have 30 days from the date of the notice to submit a petition to the Town. If a petition is signed by at least 5% of the towns registered voters, the select, Board cannot just sell the property,

  Carrie Mathews Winhall Real Estate

  0 W Hill Rd, Jamaica, VT 05343
• 

  

  /45

  $648,000

  • 3 Beds
  • 2 Baths
  • 1,920 Sq Ft

  227 W Jamaica Rd, Stratton, VT 05360

  Just 10 minutes to Stratton Mountain and 12 minutes to Mount Snow, this thoughtfully updated three-bedroom home offers the perfect balance of mountain charm and modern comfort. Ideally located near Grout Pond, the Stratton Recreation Area, hiking trails, skiing, snowmobiling, and year-round outdoor recreation, this property is perfectly positioned for both full-time living and weekend

  Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

  227 W Jamaica Rd, Stratton, VT 05360
• 

  

  /18

  $249,000

  • 3 Beds
  • 2 Baths
  • 1,020 Sq Ft

  19 Winhall Condo Rd Unit 1, Winhall, VT 05340

  Here’s your opportunity to have your own mountain retreat just minutes from Stratton. Set at the end of a quiet road less than a mile from the Stratton Access Road, The Winhall Condos provide a peaceful, convenient setting surrounded by Vermont’s natural beauty. Owners enjoy easy access to both Stratton and Manchester and a true sense of privacy. This three-bedroom, two-bath residence offers

  Cheyanne Pugliese

  19 Winhall Condo Rd Unit 1, Winhall, VT 05340
• 

  

  /38

  $625,000

  • 3 Beds
  • 2 Baths
  • 2,288 Sq Ft

  1 Beaver St, Bondville, VT 05340

  Ideally located between Manchester and the mountains, this home offers the perfect blend of convenience, comfort, and Vermont charm. Just 10 minutes to Stratton, 5 minutes to Bromley, and 12 minutes to Manchester, you’ll enjoy easy access to skiing, dining, shopping, and year-round recreation.Inside, the home features a spacious living room filled with natural light, creating a warm and

  Carrie Mathews Winhall Real Estate

  1 Beaver St, Bondville, VT 05340
• 

  

  /60

  $1,100,000

  • 3 Beds
  • 4 Baths
  • 2,745 Sq Ft

  65 Lower Taylor Hill Rd, Winhall, VT 05340

  Nestled on 10 private acres just off the Stratton Mountain Access Road, 65 Lower Taylor Hill Road offers a rare opportunity to own a beautifully renovated Vermont retreat ideally positioned between Stratton Mountain Resort and the area's endless four-season recreation. Surrounded by mature woodlands and exceptional privacy, this property offers a three-bedroom, three-bath main house along with a

  Bob Maisey Berkshire Hathaway HomeServices Stratton Home

  65 Lower Taylor Hill Rd, Winhall, VT 05340
• 

  

  /22

  $430,000

  • 5 Beds
  • 2 Baths
  • 1,664 Sq Ft

  13 Golden Triangle Rd, Winhall, VT 05340

  The ideal opportunity in a prime location, minutes from Stratton Mountain, Bromley Mountain, and the charming town of Manchester, this 5-bedroom, 2-bathroom home has what you need for your primary Vermont residence or a quiet place to getaway. The spacious living room and dining area is complimented by a wrap around porch. This home is low maintenance and setup well for those who want a

  Mike England Michael England Real Estate

  13 Golden Triangle Rd, Winhall, VT 05340
• 

  

  /36

  $650,000

  • 3 Beds
  • 3.5 Baths
  • 2,678 Sq Ft

  177 Alwin Ln, Jamaica, VT 05343

  Nestled in a peaceful and private mountain setting, this beautifully maintained home offers a seamless blend of comfort, functionality, and timeless Vermont charm. Thoughtfully updated and designed for easy living.The main level features a spacious primary suite with custom built-in cabinetry, a convenient mudroom, and an updated kitchen highlighted by Vermont Verde marble countertops and

  Helen Nault

  177 Alwin Ln, Jamaica, VT 05343
• 

  

  /37

  $839,000

  • 5 Beds
  • 4.5 Baths
  • 3,840 Sq Ft

  42 Blackberry Ln, Jamaica, VT 05343

  OPEN HOUSE SAT 6/20 12PM-2PM Only 8 miles from Stratton Mountain, this extra-large expanded farmhouse provides ample space, quiet, and tons of classic Vermont charm. Set in a lush garden landscape surrounded by meadows, a stone wall, perennial gardens, an apple orchard, a barn, & multiple outbuildings, the home feels like old Vermont while being close to major amenities. The original home is from

  Cheyanne Pugliese

  42 Blackberry Ln, Jamaica, VT 05343
• 

  

  /5

  $374,900

  • Land
  • 2.31 Acres
  • $162,294 per Acre

  0 Wall St, Winhall, VT 05340

  Offered as a set, this property presents a rare opportunity to own two separately deeded parcels in a location that is only minutes from Stratton Mountain yet worlds away from the bustle of the resort. Totaling 2.31 acres, this land is situated high on River Road where neighboring homes enjoy spectacular views of Stratton. The engineering has already been completed, with each lot having a

  Cheyanne Pugliese

  0 Wall St, Winhall, VT 05340
• 

  

  /52

  $495,000

  • 3 Beds
  • 2.5 Baths
  • 1,344 Sq Ft

  994 W Jamaica Rd, Jamaica, VT 05343

  A Rare Riverfront Investment & Lifestyle Opportunity Nestled along the banks of a picturesque river, this magical 8.5-acre property offers a unique blend of natural beauty, privacy, and income-producing potential. Surrounded by mature trees, and the soothing sounds of the water, this is a truly special retreat in Southern Vermont. The main residence was thoughtfully updated in 2015 and features 3

  Britt Wohler

  994 W Jamaica Rd, Jamaica, VT 05343
• 

  

  /54

  $1,990,000

  • 6 Beds
  • 6.5 Baths
  • 5,896 Sq Ft

  27 Mountain View Rd, Winhall, VT 05360

  Direct views of Stratton Mountain set the stage for this exceptional post-and-beam residence, offering a rare combination of luxury living, entertaining space, and rental flexibility. Handcrafted timber framing creates warmth and character throughout, while four fireplaces including a gas fireplace in the primary suite enhance the home's mountain atmosphere. Designed for gathering, the lower

  Jamie Wylie Stratton Real Estate

  27 Mountain View Rd, Winhall, VT 05360
• 

  

  /40

  $1,100,000

  • 5 Beds
  • 4.5 Baths
  • 4,453 Sq Ft

  6 Old Ridge Rd, Winhall, VT 05340

  Tucked into Stratton Mountain Resort’s sought after High Meadow neighborhood, 6 Old Ridge Road offers the rare combination of substantial square footage, significant recent exterior improvements, and the opportunity to personalize the interior aesthetic to your own taste. Encompassing over 4,600 sq. ft. across three finished levels, this expansive mountain home is designed for gathering,

  Trent Stephens Wohler Realty Group

  6 Old Ridge Rd, Winhall, VT 05340
• 

  

  /47

  $1,225,000

  • 4 Beds
  • 3 Baths
  • 3,357 Sq Ft

  153 High Meadow Rd, Winhall, VT 05340

  Located in Stratton Resort’s sought-after High Meadow community, this beautifully maintained and turnkey home offers the perfect blend of comfort, convenience, and mountain charm. Filled with natural light, the home features four bedrooms and three recently updated full baths, along with hardwood floors, cathedral ceilings, skylights, and a stunning floor-to-ceiling brick fireplace. Recent

  Britt Wohler

  153 High Meadow Rd, Winhall, VT 05340
• 

  

  /22

  $595,000

  • 4 Beds
  • 2 Baths
  • 1,430 Sq Ft

  9 Mountain Acres Rd, Jamaica, VT 05343

  Completely renovated and move-in ready, this stunning mountain home offers the perfect blend of comfort and convenience. The full interior renovation includes a brand-new kitchen and bathroom (as well as an updated second bath) , updated bedrooms, new doors, fresh paint, and beautiful new flooring throughout. A propane fireplace adds warmth and charm, while a newly installed mini-split system

  Carrie Mathews Winhall Real Estate

  9 Mountain Acres Rd, Jamaica, VT 05343
• 

  

  /15

  $215,000

  • 2 Beds
  • 1 Bath
  • 691 Sq Ft

  8581 Vermont 30 Unit B, Jamaica, VT 05343

  Escape to the mountains in this charming 2-bedroom/1 bath condominium conveniently located near premier ski areas and year-round outdoor recreation. It's only 15 minutes to Stratton, 20 minutes to Bromley, and 10 to the Jamaica State Park. Enjoy easy access to skiing, hiking, biking, golf, and snowmobile trails, all just minutes from your door, and Manchester's shopping and dining are 30 minutes

  Deborah Hanst

  8581 Vermont 30 Unit B, Jamaica, VT 05343
• 

  

  /57

  $850,000

  • 5 Beds
  • 4 Baths
  • 3,218 Sq Ft

  4880 Pikes Falls Rd, Jamaica, VT 05343

  Welcome to your perfect four-season retreat nestled just minutes from Stratton Mountain Ski Resort. This authentic 5-bedroom, 4-bathroom log cabin plenty of space throughout, with ample natural light and that signature Vermont charm and cozy ambiance. A large kitchen, combined with an open dining area and expansive wrap around deck, offer a multitude of opportunities for seasonal gatherings no

  Mike England Michael England Real Estate

  4880 Pikes Falls Rd, Jamaica, VT 05343
• 

  

  /32

  $1,975,000

  • 4 Beds
  • 3 Baths
  • 3,212 Sq Ft

  74 N Brookwood Rd, Stratton, VT 05360

  PRIME LOCATION near the coveted STRATTON MOUNTAIN RESORT. This EXCEPTIONAL four bedroom three bathroom turn-key home is PRIVATELY SITUATED on 1.5 acres and READY TO BE ENJOYED YEAR ROUND. Snowmobile right from the house to access thousands of acres of pristine VAST snowmobile trails for ENDLESS WINTER ADVENTURE. Ski home to the Covered Bridge neighborhood or hop on the resort shuttle, which runs

  Paul Marino WWW.FLATFEEMLS4FREE.COM

  74 N Brookwood Rd, Stratton, VT 05360
• 

  

  /60

  $1,160,000

  • 5 Beds
  • 4 Baths
  • 3,664 Sq Ft

  82 N Brookwood Rd, Stratton, VT 05360

  Location , Location , Location! Situated on North Brookwood just below the covered brige you'll enjoy easy access to the Wanderer ski trail as well as the resort shuttle that picks you up at your driveway! This iconic resort property features a great room with custom wood barrel cathedral ceilings, a wall of glass, wood burning fireplace and wrap around deck. Designed for the mountain enthusiast,

  Kim Morgan-Wohler Wohler Realty Group

  82 N Brookwood Rd, Stratton, VT 05360
• 

  

  /55

  $2,950,000

  New Construction

  • 4 Beds
  • 4.5 Baths
  • 3,762 Sq Ft

  59 Garden Loop Rd, Winhall, VT 05340

  Move into this brand new stunning custom contemporary set on over 3 acres in coveted Stratton ski country. This exceptional modern design offers elevated living with superior craftsmanship and sweeping endless views. Featuring four well appointed ensuites with polished baths boasting radiant heated floors, half bath, family room and dual laundry areas. The well designed kitchen with Italian

  Terry Hill Berkshire Hathaway HomeServices Stratton Home

  59 Garden Loop Rd, Winhall, VT 05340
• 

  

  /40

  $720,000

  $15K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 2,317 Sq Ft

  B2 Maple Ridge Rd, Winhall, VT 05155

  The Highgate Piper Ridge Townhome is ideally located just a short stroll from the exclusive sports center and provides convenient shuttle service to Stratton’s ski lifts during the winter season. This residence is filled with natural light and features a contemporary kitchen and bathrooms, polished hardwood floors, and elegant tile accents throughout. The one-car garage has been ingeniously

  Mike England Michael England Real Estate

  B2 Maple Ridge Rd, Winhall, VT 05155
• 

  

  /3

  $125,000

  • Land
  • 1.77 Acres
  • $70,621 per Acre

  997 Stratton Arlington Rd, Stratton, VT 05360

  STRATTON & MOUNT SNOW - Build your dream ski home on this newly subdivided lot with 103' of road frontage and 1.77 private acres located only 10 minutes from both Stratton Mountain Ski Resort and Mount Snow Ski Resort. All the hard work has been done! Survey, septic design, site plan, state of VT wastewater and well approval, and driveway permit have all been approved and filed with the town.

  Derek Greene Derek Greene

  997 Stratton Arlington Rd, Stratton, VT 05360
• 

  

  /27

  $1,450,000

  • Land
  • 201.4 Acres
  • $7,200 per Acre

  0 Forrester Rd Unit 5082418, Jamaica, VT 05360

  Own this large tract of land, over 200 acres that abuts over 1100 additional acres of Green Mountain National Forest. This private setting is less than 3 miles to Stratton Mountain Resort with easy owned access on Forrester Pond. Currently only 18 of the 200 acres is gravel pit and being reclaimed and closed out on this property. See the Vermont Land Use Permit 2W1316 online for further

  Chris Lowe Lowe's Real Estate, LLC

  0 Forrester Rd Unit 5082418, Jamaica, VT 05360
• 

  

  /31

  $1,200,000

  • 1 Bath
  • 950 Sq Ft

  109 Winhall Hollow Rd, Winhall, VT 05340

  Experience the pinnacle of Green Mountain living on this extraordinary 23.5-acre property. Perfectly positioned to capture a stunning, direct-line-of-sight view of Stratton Mountain, this property is more than just a home—it is a private outdoor sanctuary meticulously designed by The Wadsworth Company for the modern adventurer. The centerpiece of the property is a striking, contemporary dwelling

  Margaret Mcmahon Four Seasons Sotheby's Int'l Realty

  109 Winhall Hollow Rd, Winhall, VT 05340
• 

  

  /33

  $915,000

  • 3 Beds
  • 2.5 Baths
  • 1,529 Sq Ft

  761 Stratton Mountain Access Rd Unit 321/323, Stratton, VT 05360

  A rare opportunity in Long Trail House, this corner residence has been thoughtfully reimagined from two separate units into a spacious, fully renovated retreat designed for flexible living. The expanded layout now includes multiple sleeping areas and a den/office, offering versatility for guests or remote work. Natural light fills the home thanks to its corner position, while open living space

  Edwin Kevil Stratton Real Estate

  761 Stratton Mountain Access Rd Unit 321/323, Stratton, VT 05360
• 

  

  /9

  $195,000

  • Land
  • 1.2 Acres
  • $162,500 per Acre

  4769 Pikes Falls Rd, Jamaica, VT 05143

  This 1.2-acre parcel offers what few properties in Southern Vermont can—a front-row seat to one of the region’s most breathtaking natural landscapes. Abutting the renowned Pikes Falls swimming hole and waterfall, this land enjoys immediate proximity to a setting protected by the Conservation Society of Southern Vermont. Glamping has become one of Vermont’s most sought-after experiences, and this

  Rachel Febbie EXP Realty

  4769 Pikes Falls Rd, Jamaica, VT 05143
• 

  

  /12

  $299,999

  • Land
  • 10.05 Acres
  • $29,851 per Acre

  00 Garden Loop Rd, Winhall, VT 05340

  The largest remaining vacant lot on the Stratton Mountain access road. Ten acres deeded for one magnificent home. The lot is wooded with some clearing on the east side. There's a roughed-in driveway here too, making it the best spot for construction. In the center of the property is a small pond--about a tenth of an acre--and west of that a scenic perennial creek winds its way downhill along the

  David White OwnerEntry.com

  00 Garden Loop Rd, Winhall, VT 05340
• 

  

  /33

  $649,000

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

  39 Pond View Rd Unit 39, Winhall, VT 05340

  Set in a prime location along Stratton Access Road, this Intervale townhouse offers an easygoing mountain lifestyle with everything you need close at hand—including weekend and holiday winter shuttle service to the base lodge.The 3-bedroom + loft, 3-bath layout provides plenty of space for guests, while the open living area brings everyone together with a seamless flow between the kitchen,

  Carrie Mathews Winhall Real Estate

  39 Pond View Rd Unit 39, Winhall, VT 05340
• 

  

  /33

  $1,399,999

  • 6 Beds
  • 4 Baths
  • 3,800 Sq Ft

  121 High Meadow Rd, Winhall, VT 05340

  Bring the whole household to this great place with lots of room for fun. A 6-bedroom, 4-bathroom Adirondack-style Ski Chalet located in a neighborhood just minutes from the Stratton Mountain Ski Resort, with free door-to-mountain shuttle service on select days. Amenities include four (4) fireplaces, best hot-tub on the market, an in home gym, electric sauna, pool table, SuperChexx Bubble Hockey

  Ralph Harvey Listwithfreedom.com

  121 High Meadow Rd, Winhall, VT 05340
• 

  

  /27

  $609,000

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

  60 Hilltop Rd Unit 60, Winhall, VT 05340

  Turn-key Stratton retreat in one of the area’s most desirable year-round communities. This 4-bedroom, 3-bath Intervale townhome offers the perfect blend of comfort and convenience—just minutes to the slopes with seasonal shuttle service right from the community. The open-concept living area is ideal for gathering after a day on the mountain, while five mini-split systems provide efficient heating

  Timothy Apps Four Seasons Sotheby's Int'l Realty

  60 Hilltop Rd Unit 60, Winhall, VT 05340

Showing Results 1 - 40, Page 1 of 2