73

Homes for Sale near Stratton Mountain School

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  • 367 Stratton Gate Rd, Jamaica, VT 05343
    367 Stratton Gate Rd, Jamaica, VT 05343
    367 Stratton Gate Rd, Jamaica, VT 05343
    /38

    $495,000

    $20K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,115 Sq Ft

    367 Stratton Gate Rd, Jamaica, VT 05343

    Nestled on 2.4 private acres along desirable Stratton Gate Road, this well-maintained four-bedroom, three-bath home offers the perfect balance of comfort, space, and year-round recreation. Just minutes from Stratton Mountain, you’ll enjoy easy access to skiing, golf, hiking, mountain biking, and all that Southern Vermont has to offer.Designed for gathering and relaxing, the home features two

    Agent Photo

    Alison Cummings

    Cummings & Co

    367 Stratton Gate Rd, Jamaica, VT 05343
  • 16 Middle Ridge Rd Unit 22, Winhall, VT 05155
    16 Middle Ridge Rd Unit 22, Winhall, VT 05155
    16 Middle Ridge Rd Unit 22, Winhall, VT 05155
    /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
  • 6 Stone Lodge Rd, Winhall, VT 05340
    6 Stone Lodge Rd, Winhall, VT 05340
    6 Stone Lodge Rd, Winhall, VT 05340
    /13

    $2,525,000

    New Construction $100K PRICE INCREASE
    • 4 Beds
    • 3.5 Baths
    • 4,536 Sq Ft

    6 Stone Lodge Rd, Winhall, VT 05340

    FULLY FINISHED-Premier New Construction, offering 4500+ SF of luxury living on three levels, perched on 2.5 acres to maximize panoramic mountain and Bromley views. Just minutes to the Stratton Resort Base Lodge, this exceptional 4 bedroom/3.5 bath floor plan combines contemporary design, craftsmanship of the highest caliber and energy efficiency. Thoughtfully designed for comfort and performance,

    Kim Morgan-Wohler Wohler Realty Group

    6 Stone Lodge Rd, Winhall, VT 05340
  • 36 Beaver St, Bondville, VT 05340
    36 Beaver St, Bondville, VT 05340
    36 Beaver St, Bondville, VT 05340
    /60

    $1,650,000

    • 3 Beds
    • 4 Baths
    • 5,072 Sq Ft

    36 Beaver St, Bondville, VT 05340

    Your Ultimate Vermont Mountain Retreat Awaits! Luxury log home plus a 2,250 sqft guest house! Just 4 miles from Stratton & minutes to Bromley, this inviting log home is the perfect year-round escape - crafted for adventure, relaxation, and making lasting memories in every season. Whether you’re hitting the slopes in winter, hiking through summer trails, or soaking in the stunning fall foliage,

    MaryKate Grey Stratton Real Estate

    36 Beaver St, Bondville, VT 05340
  • 2817 Lt 22, Jamaica, VT 05343
    2817 Lt 22, Jamaica, VT 05343
    2817 Lt 22, Jamaica, VT 05343
    /21

    $290,000

    • Land
    • 289.12 Acres
    • $1,003 per Acre

    2817 Lt 22, Jamaica, VT 05343

    Windham Woods Forest offers 289.12 acres of productive, predominantly hardwood timberland in the scenic southern Green Mountains of Jamaica, VT, an area prized for sparse development, strong wildlife habitat, and proximity to the Green Mountain National Forest and Stratton Mountain Resort. The property boasts significant Legal Trail frontage on both Black Bear and Melis Roads and sits directly on

    Zach Jaminet Fountains Land

    2817 Lt 22, Jamaica, VT 05343
  • 59 Garden Loop Rd, Winhall, VT 05340
    59 Garden Loop Rd, Winhall, VT 05340
    59 Garden Loop Rd, Winhall, VT 05340
    /55

    $2,850,000

    New Construction $100K PRICE DROP
    • 4 Beds
    • 4.5 Baths
    • 3,762 Sq Ft

    59 Garden Loop Rd, Winhall, VT 05340

    JULY 23 - Significant new price change today! - 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

    Terry Hill Berkshire Hathaway HomeServices Stratton Home

    59 Garden Loop Rd, Winhall, VT 05340
  • 6 Old Ridge Rd, Winhall, VT 05340
    6 Old Ridge Rd, Winhall, VT 05340
    6 Old Ridge Rd, Winhall, VT 05340
    /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
  • E1 Rock Ridge Rd, Winhall, VT 05155
    E1 Rock Ridge Rd, Winhall, VT 05155
    E1 Rock Ridge Rd, Winhall, VT 05155
    /41

    $899,000

    $301K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 3,252 Sq Ft

    E1 Rock Ridge Rd, Winhall, VT 05155

    Ideally situated near the renowned Stratton Mountain Resort and offering convenient shuttle service to the slopes, this spacious four-bedroom, three-bath ski condo is thoughtfully designed for year-round enjoyment. A true retreat for outdoor enthusiasts, the home provides effortless access to world-class skiing in the winter and outstanding hiking and mountain biking throughout the warmer months.

    Christine Chovan

    E1 Rock Ridge Rd, Winhall, VT 05155
  • 14 Talon Dr, Stratton, VT 05360
    14 Talon Dr, Stratton, VT 05360
    14 Talon Dr, Stratton, VT 05360
    /52

    $1,997,000

    • 4 Beds
    • 4.5 Baths
    • 3,631 Sq Ft

    14 Talon Dr, Stratton, VT 05360

    Perfectly positioned between Stratton Mountain and Mount Snow, this exceptional custom timber frame home by Wadsworth Design Build offers the best of Southern Vermont living. Tucked within a private neighborhood and backing directly to the Green Mountain National Forest, the property provides a peaceful setting with immediate access to hiking, snowshoeing, and year-round outdoor recreation right

    Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

    14 Talon Dr, Stratton, VT 05360
  • 4441 Vermont 30, Jamaica, VT 05343
    4441 Vermont 30, Jamaica, VT 05343
    4441 Vermont 30, Jamaica, VT 05343
    /12

    $178,000

    $7K PRICE DROP
    • Land
    • 8 Acres
    • $22,250 per Acre

    4441 Vermont 30, Jamaica, VT 05343

    Set amidst a peaceful woodland setting, this 8.0± acre parcel offers the perfect balance of seclusion and convenience—tucked away for privacy yet easily accessible year-round.. Currently being subdivided from a larger tract, this parcel presents a rare chance to shape your vision from the ground up.A five-bedroom Wastewater Permit has been approved, and a professional boundary survey is

    Helen Nault

    4441 Vermont 30, Jamaica, VT 05343
  • 816 Black Bear Rd, Jamaica, VT 05343
    816 Black Bear Rd, Jamaica, VT 05343
    816 Black Bear Rd, Jamaica, VT 05343
    /60

    $3,995,000

    • 4 Beds
    • 5.5 Baths
    • 5,500 Sq Ft

    816 Black Bear Rd, Jamaica, VT 05343

    Set atop the Vermont hillside with stunning views, offering 4 bedrooms with additional sleeping rooms accommodating up to 16 family and friends. A custom-built home by The Wadsworth Design Build/Vermont Barns is an example of craftsmanship blended with modern luxury. Timber-framed architecture, this four-bedroom, six-bath estate offers a warm, rustic elegance that embraces its natural

    Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

    816 Black Bear Rd, Jamaica, VT 05343
  • 57 Timber Ln, Wardsboro, VT 05360
    57 Timber Ln, Wardsboro, VT 05360
    57 Timber Ln, Wardsboro, VT 05360
    /33

    $339,000

    • 3 Beds
    • 2 Baths
    • 1,160 Sq Ft

    57 Timber Ln, Wardsboro, VT 05360

    Conveniently located between Mount Snow and Stratton Resort you'll find this three-bedroom, two-bathroom home surrounded by lush perennial gardens that thrive in the sun of the one-acre lot's southern exposure within the desirable Snow Mountain Farms community of Wardsboro, Vermont. The main level features an inviting open-concept layout that seamlessly connects the galley kitchen with eat-in

    Kim Meeker Southern Vermont Realty Group

    57 Timber Ln, Wardsboro, VT 05360
  • 564 Goodaleville Rd, Jamaica, VT 05343
    564 Goodaleville Rd, Jamaica, VT 05343
    564 Goodaleville Rd, Jamaica, VT 05343
    /38

    $1,250,000

    • 4 Beds
    • 3 Baths
    • 2,022 Sq Ft

    564 Goodaleville Rd, Jamaica, VT 05343

    10 MINUTES TO STRATTON RESORT | This beautifully reimagined former schoolhouse blends timeless Vermont character with thoughtful modern updates. Built around the historic Goodaleville Road schoolhouse with a timber-frame addition, and renovated by Vermont Country Builders, the home reflects exceptional craftsmanship, energy efficiency, and enduring design. Just 10 minutes from Stratton Mountain

    Cheyanne Pugliese

    564 Goodaleville Rd, Jamaica, VT 05343
  • 4.1 Pearl Buck Dr, Winhall, VT 05340
    4.1 Pearl Buck Dr, Winhall, VT 05340
    4.1 Pearl Buck Dr, Winhall, VT 05340
    /12

    $450,000

    • Land
    • 10.26 Acres
    • $43,860 per Acre

    4.1 Pearl Buck Dr, Winhall, VT 05340

    One of the last significant VIEW lots available on the mountain , with unrivaled 360 degree views, including dead on views of Stratton Mountain trails. The pinnacle of this 10.26 acre lot is deserving of an exceptionally designed and expansive home in this premium location with commanding views.Prime for a legacy property in a most desirable location, just 5 minutes to the Stratton Base Area,

    Kim Morgan-Wohler Wohler Realty Group

    4.1 Pearl Buck Dr, Winhall, VT 05340
  • 0 Winhall Hollow Rd Unit 5073717, Bondville, VT 05340
    0 Winhall Hollow Rd Unit 5073717, Bondville, VT 05340
    0 Winhall Hollow Rd Unit 5073717, Bondville, VT 05340
    /38

    $375,000

    • Land
    • 1.23 Acres
    • $304,878 per Acre

    0 Winhall Hollow Rd Unit 5073717, Bondville, VT 05340

    Exceptional offering. This premier parcel defines phase II of Ravenwood, an enclave of distinctive and premier mountain residences. This notable site offers extraordinary mountain views, direct access from Winhall Hollow Road and still enjoys all the benefits and amenities of The Ravenwood Neighborhood Association. Combining, privacy, natural beauty and convenience, this well-established

    Kim Morgan-Wohler Wohler Realty Group

    0 Winhall Hollow Rd Unit 5073717, Bondville, VT 05340
  • 238 Hemlock Hill Rd, Wardsboro, VT 05355
    238 Hemlock Hill Rd, Wardsboro, VT 05355
    238 Hemlock Hill Rd, Wardsboro, VT 05355
    /32

    $550,000

    $48K PRICE DROP
    • 5 Beds
    • 2 Baths
    • 2,892 Sq Ft

    238 Hemlock Hill Rd, Wardsboro, VT 05355

    This spacious 5 bedroom home is located on a private lot in the popular Snow Mountain Farms community. The Property has a brand new roof!!! The three levels offer privacy and quiet with an outdoor fire pit, garden shed, and access to the VAST snowmobile trails across the street. Its open floor plan with vaulted ceilings and stone hearth gas fireplace is perfect for aprés ski gatherings, and the

    Jeffrey Sheehan Cummings & Co

    238 Hemlock Hill Rd, Wardsboro, VT 05355
  • 4880 Pikes Falls Rd, Jamaica, VT 05343
    4880 Pikes Falls Rd, Jamaica, VT 05343
    4880 Pikes Falls Rd, 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
  • 121 High Meadow Rd, Winhall, VT 05340
    121 High Meadow Rd, Winhall, VT 05340
    121 High Meadow Rd, 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
  • 585 Sawmill Rd, Stratton, VT 05360
    585 Sawmill Rd, Stratton, VT 05360
    585 Sawmill Rd, Stratton, VT 05360
    /15

    $59,900

    $15K PRICE DROP
    • Land
    • 2 Acres
    • $29,950 per Acre

    585 Sawmill Rd, Stratton, VT 05360

    Ready to build your Vermont dream home! Perfectly positioned between Stratton Mountain and Mount Snow, this exceptional 2-acre property offers the ideal blend of privacy, recreation, and convenience in the highly desirable Snow Mountain Farms community.Set within a picturesque mountain setting, the property is already prepared for construction with a cleared building envelope, driveway,

    Carrie Mathews Winhall Real Estate

    585 Sawmill Rd, Stratton, VT 05360
  • 12 Ober Tal Dr Unit C14, Stratton, VT 05360
    12 Ober Tal Dr Unit C14, Stratton, VT 05360
    12 Ober Tal Dr Unit C14, Stratton, VT 05360
    /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
  • 9 Mountain Acres Rd, Jamaica, VT 05343
    9 Mountain Acres Rd, Jamaica, VT 05343
    9 Mountain Acres Rd, Jamaica, VT 05343
    /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
  • 8559 Vt Route 30, Jamaica, VT 05343
    8559 Vt Route 30, Jamaica, VT 05343
    8559 Vt Route 30, Jamaica, VT 05343
    /13

    $120,000

    • Land
    • 4.68 Acres
    • $25,641 per Acre

    8559 Vt Route 30, Jamaica, VT 05343

    Double the Lots, Half the Drama.Why buy one lot when you can have two for the price of... well, this one? Here are 4.68 acres of "ready-to-go" land. Permits are secured for a 3 bedroom house on each lot, and the septic is already there, so you don't have to spend your weekends at town hall meetings. Build on both, or build on one and sell the other to that friend who always "forgets" their

    TG Glazer Winhall Real Estate

    8559 Vt Route 30, Jamaica, VT 05343
  • 778 Stratton Mountain Access Rd Unit 2302, Stratton, VT 05155
    778 Stratton Mountain Access Rd Unit 2302, Stratton, VT 05155
    778 Stratton Mountain Access Rd Unit 2302, Stratton, VT 05155
    /31

    $680,000

    • 2 Beds
    • 2 Baths
    • 1,200 Sq Ft

    778 Stratton Mountain Access Rd Unit 2302, Stratton, VT 05155

    Nestled right on the slopes of Stratton Mountain Resort, this two bedroom two ensuite bathroom condominium offers true ski-in/ski-out convenience for your winter getaway. You'll find yourself just steps from the Villager chairlift, beginner ski area as well as a stone's throw to the shops and restaurants in the Stratton Village. An open-concept living/dinning/kitchen area that features a stone

    Timothy Mich Doddridge Stratton Real Estate

    778 Stratton Mountain Access Rd Unit 2302, Stratton, VT 05155
  • 0 Black Bear Rd Unit 5101033, Jamaica, VT 05343
    0 Black Bear Rd Unit 5101033, Jamaica, VT 05343
    0 Black Bear Rd Unit 5101033, Jamaica, VT 05343
    /21

    $290,000

    • Land
    • 289.12 Acres
    • $1,003 per Acre

    0 Black Bear Rd Unit 5101033, Jamaica, VT 05343

    Windham Woods Forest offers 289.12 acres of productive, predominantly hardwood timberland in the scenic southern Green Mountains of Jamaica, VT, an area prized for sparse development, strong wildlife habitat, and proximity to the Green Mountain National Forest and Stratton Mountain Resort. The property boasts significant Legal Trail frontage on both Black Bear and Melis Roads and sits directly on

    Thom Milke Fountains Land Inc.

    0 Black Bear Rd Unit 5101033, Jamaica, VT 05343
  • 11 Founders Hill Rd, Winhall, VT 05360
    11 Founders Hill Rd, Winhall, VT 05360
    11 Founders Hill Rd, Winhall, VT 05360
    /25

    $1,200,000

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

    11 Founders Hill Rd, Winhall, VT 05360

    Located .25 of a mile from the Stratton Mtn Gondola, Village and Resort. Corner lot with mature, professionally planned landscaping to enjoy all year. New roof and skylights were installed in 2024. One large expansion to the whole side of the house, all 3 levels, was 30 years ago. Lovingly maintained but needs a new kitchen floor and floor refinishing of the hard woods. Recently the bamboo

    Derek Greene Derek Greene

    11 Founders Hill Rd, Winhall, VT 05360
  • 997 Stratton Arlington Rd, Stratton, VT 05360
    997 Stratton Arlington Rd, Stratton, VT 05360
    997 Stratton Arlington Rd, Stratton, VT 05360
    /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
  • C-4 Ridge Rd Unit C-4, Winhall, VT 05340
    C-4 Ridge Rd Unit C-4, Winhall, VT 05340
    C-4 Ridge Rd Unit C-4, Winhall, VT 05340
    /26

    $825,000

    $25K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 2,598 Sq Ft

    C-4 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

    C-4 Ridge Rd Unit C-4, Winhall, VT 05340
  • 4427 W Hill Rd S, Jamaica, VT 05343
    4427 W Hill Rd S, Jamaica, VT 05343
    4427 W Hill Rd S, Jamaica, VT 05343
    /36

    $1,295,000

    $20K PRICE INCREASE
    • 5 Beds
    • 3.5 Baths
    • 3,040 Sq Ft

    4427 W Hill Rd S, Jamaica, VT 05343

    One-of-a-kind luxury lodge offering the comfort and amenities of a five-star retreat with the warmth and charm of a Vermont mountain home. The house provides all the space your friends and family could want—an expansive open layout perfect for gatherings, along with plenty of cozy, private spots for quiet moments. Enjoy movie nights in the 11-foot home theater, or relax in front of one of two

    Carrie Mathews Winhall Real Estate

    4427 W Hill Rd S, Jamaica, VT 05343
  • 32 Benson Fuller Dr, Bondville, VT 05340
    32 Benson Fuller Dr, Bondville, VT 05340
    32 Benson Fuller Dr, Bondville, VT 05340
    /32

    $849,000

    • 4 Beds
    • 3.5 Baths
    • 2,878 Sq Ft

    32 Benson Fuller Dr, Bondville, VT 05340

    Embrace Vermont living with this fully furnished, 4-bedroom, 3.5-bath contemporary home located just minutes from Stratton Mountain Resort. Situated on a serene 1-acre lot along a quiet road, this move-in-ready sanctuary offers effortless mountain comfort, high-end entertaining space, and practical updates throughout. Quality architectural details welcome you into a bright main level boasting a

    Margaret Mcmahon Four Seasons Sotheby's Int'l Realty

    32 Benson Fuller Dr, Bondville, VT 05340
  • 2022 Route 30, Jamaica, VT 05343
    2022 Route 30, Jamaica, VT 05343
    2022 Route 30, Jamaica, VT 05343
    /19

    $63,000

    • 2 Beds
    • 1 Bath
    • 672 Sq Ft

    2022 Route 30, Jamaica, VT 05343

    Looking for an easy escape to the mountains? This furnished 2-bedroom mobile home sits right on the banks of the West River in West River Park—an ideal spot for seasonal living in Southern Vermont. The park has 23 sites and allows homeowners to stay up to 6 months each year, making it a great option for summer adventures or a winter ski base or, a little bit of both!Stratton is just 20

    Carrie Mathews Winhall Real Estate

    2022 Route 30, Jamaica, VT 05343
  • 49 High Point Dr Unit A-14, Stratton, VT 05360
    49 High Point Dr Unit A-14, Stratton, VT 05360
    49 High Point Dr Unit A-14, Stratton, VT 05360
    /30

    $429,000

    $16K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,353 Sq Ft

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

    Embrace the ultimate Stratton lifestyle in this turnkey, one-level 2BR/2BA condo designed for effortless mountain access. Located just moments from the Village and the Stratton training center, this home eliminates the logistics and maximizes the fun with a dedicated gear-ready mudroom and a complimentary shuttle that whisks you straight to the lifts. The interior features a bright, open-concept

    Margaret Mcmahon Four Seasons Sotheby's Int'l Realty

    49 High Point Dr Unit A-14, Stratton, VT 05360
  • 556 Sawmill Rd, Wardsboro, VT 05355
    556 Sawmill Rd, Wardsboro, VT 05355
    556 Sawmill Rd, Wardsboro, VT 05355
    /33

    $599,000

    $20K PRICE DROP
    • 4 Beds
    • 4 Baths
    • 3,354 Sq Ft

    556 Sawmill Rd, Wardsboro, VT 05355

    Set on a private one-acre lot in Wardsboro, this well-designed 4-bedroom, 4-bathroom home with a dedicated office space and attached garage offers over 3,000 square feet of living space. Ideally located just 12 minutes from Mount Snow and 20 minutes from Stratton Mountain Resort, the property is perfectly positioned for year-round enjoyment from winter skiing and riding to relaxing summer

    Kim Meeker Southern Vermont Realty Group

    556 Sawmill Rd, Wardsboro, VT 05355
  • 557 Trager Rd, Jamaica, VT 05343
    557 Trager Rd, Jamaica, VT 05343
    557 Trager Rd, Jamaica, VT 05343
    /60

    $8,200,000

    • 6 Beds
    • 10 Baths
    • 10,763 Sq Ft

    557 Trager Rd, Jamaica, VT 05343

    Premier 416 acre Vermont Mountain Sanctuary -Luxury Estate with sweeping mountain views-a rare expression of outdoor and mountain living where nature inspired artistry, master craftsmanship and the environment converge in quiet harmony.. Set within an expansive private landscape, the 10,000+SF residence unfolds as a sanctuary oasis designed to elevate everyday living, remaining deeply rooted in

    Kim Morgan-Wohler Wohler Realty Group

    557 Trager Rd, Jamaica, VT 05343
  • 57 Oak Ln, Jamaica, VT 05343
    57 Oak Ln, Jamaica, VT 05343
    57 Oak Ln, Jamaica, VT 05343
    /53

    $460,000

    $65K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,888 Sq Ft

    57 Oak Ln, Jamaica, VT 05343

    This charming saltbox home, built in 1980, features three bedrooms and two bathrooms, complemented by a dining room that invites abundant sunlight. The spacious living room and family room, equipped with a wood stove, create a warm and inviting atmosphere. The large kitchen offers ample space for culinary endeavors, while the full unfinished basement presents opportunities for customization. Set

    Mike England Michael England Real Estate

    57 Oak Ln, Jamaica, VT 05343
  • 00 W Hill Rd S, Jamaica, VT 05343
    00 W Hill Rd S, Jamaica, VT 05343
    00 W Hill Rd S, Jamaica, VT 05343
    /15

    $475,000

    $55K PRICE DROP
    • Land
    • 30 Acres
    • $15,833 per Acre

    00 W Hill Rd S, Jamaica, VT 05343

    Discover 30+ acres of coveted Vermont land, offering breathtaking views, open fields, stonewalls, large pond & established driveway. This unique property features an expansive, man-made pond that’s clean, deep, and perfect for paddling, swimming, or even stocking with fish. Excellent southern exposure for solar energy possibilities ,power line access adjacent to the property, this land offers

    Jacki Murano Southern Vermont Realty Group

    00 W Hill Rd S, Jamaica, VT 05343
  • 70 Hunter Ln, Jamaica, VT 05343
    70 Hunter Ln, Jamaica, VT 05343
    70 Hunter Ln, Jamaica, VT 05343
    /47

    $1,140,000

    $60K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 4,193 Sq Ft

    70 Hunter Ln, Jamaica, VT 05343

    Discover a truly special Vermont hidden treasure at 70 Hunter Lane, set within the private Highland Forest community in the Cole Pond community . Just five minutes to Stratton Mountain Resort, this exceptional property offers the perfect balance of privacy, convenience, and year-round recreation. This 4,200 square foot home features four bedrooms and three Bathrooms. The generous living spaces

    Bob Maisey Berkshire Hathaway HomeServices Stratton Home

    70 Hunter Ln, Jamaica, VT 05343
  • 82 N Brookwood Rd, Stratton, VT 05360
    82 N Brookwood Rd, Stratton, VT 05360
    82 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
  • 494-498 Goodaleville Rd, Jamaica, VT 05343
    494-498 Goodaleville Rd, Jamaica, VT 05343
    494-498 Goodaleville Rd, Jamaica, VT 05343
    /47

    $1,450,000

    • 5 Beds
    • 4 Baths
    • 2,974 Sq Ft

    494-498 Goodaleville Rd, Jamaica, VT 05343

    10 MINUTES TO STRATTON RESORT | 4BR main house, 1BR barn apartment, and separate restored vintage barn | Just minutes from Stratton Mountain Resort, this beautifully restored Vermont farmhouse blends authentic character, exceptional craftsmanship, and modern comfort. Once the summer residence of renowned art historian Meyer Schapiro, the property retains the riverside beauty and creative spirit

    Cheyanne Pugliese

    494-498 Goodaleville Rd, Jamaica, VT 05343
  • 778 Stratton Mountain Access Rd Unit 2103, Stratton, VT 05155
    778 Stratton Mountain Access Rd Unit 2103, Stratton, VT 05155
    778 Stratton Mountain Access Rd Unit 2103, Stratton, VT 05155
    /17

    $729,000

    • 2 Beds
    • 2 Baths
    • 1,200 Sq Ft

    778 Stratton Mountain Access Rd Unit 2103, Stratton, VT 05155

    Ski-In/Ski-Out Perfection: Your Premier Stratton Mountain Retreat! Experience the ultimate Vermont lifestyle in this rare 2-bedroom, 2-bathroom condo, perfectly positioned for true ski-in/ski-out convenience. Located just steps from the Villager Chairlift and the bustling heart of Stratton Village, this residence offers a seamless transition from the slopes to your front door.Designed with

    Robin Apps Four Seasons Sotheby's Int'l Realty

    778 Stratton Mountain Access Rd Unit 2103, Stratton, VT 05155
  • 0 Wall St, Winhall, VT 05340
    0 Wall St, Winhall, VT 05340
    0 Wall St, Winhall, VT 05340
    /9

    $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. Conceptual rendering showing the potential view is based on the current

    Cheyanne Pugliese

    0 Wall St, Winhall, VT 05340

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