Homes for Sale near Stratton Mountain School

/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
/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
/21
$2,525,000

New Construction $100K PRICE INCREASE
- 4 Beds
- 3.5 Baths
- 4,536 Sq Ft
6 Stone Lodge Rd, Winhall, VT 05340

SHOWINGS BEGIN at Thursday February 12. 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

Kim Morgan-Wohler Wohler Realty Group

6 Stone Lodge Rd, Winhall, VT 05340
/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
/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
/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
/59
$2,800,000
- 3 Beds
- 3.5 Baths
- 3,938 Sq Ft
23 Valley View Rd, Winhall, VT 05340

Set at the end of a long, private driveway, this remarkable property unveils dramatic panoramic vistas that stretch nearly 40 miles. Offering a rare sense of seclusion & grandeur, the home is an ideal retreat where nature, privacy, and beauty converge.Designed w/a modern aesthetic,an expansive open-concept layout, the main floor features a stunning stone fireplace , enhanced by soaring ceilings

Kim Morgan-Wohler Wohler Realty Group

23 Valley View Rd, Winhall, VT 05340
/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
/39
$1,590,000
- 4 Beds
- 3.5 Baths
- 2,698 Sq Ft
47B Sun Bowl Ridge Rd, Stratton, VT 05155

Truly ski-in, ski-out, this four-story Solstice townhouse enjoys one of the most coveted Stratton locations, situated right on the 91 ski trail from Ursa to Snow Bowl. The gourmet kitchen, dining, and living room space offers the ultimate in before- and après-ski entertaining, defined by an extraordinary floor-to-ceiling stone fireplace, wood beams and cathedral ceiling that paint the idyllic

Jamie Luke TPW Real Estate

47B Sun Bowl Ridge Rd, Stratton, VT 05155
/40
$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
/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
/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
/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
/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
/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
/32
$575,000

$23K 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
/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
/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
/15
$65,000

$10K PRICE DROP
- Land
- 2 Acres
- $32,500 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
/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
/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
/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
/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
/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
/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
/30
$445,000
- 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
/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
/36
$609,000

$10K 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
/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
$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
/60
$695,000

$55K PRICE DROP
- 3 Beds
- 2 Baths
- 2,000 Sq Ft
57 Pearl Buck Dr, Bondville, VT 05340

WAKE UP TO UNPRECEDENTED MOUNTAIN VIEWS once called Terra Bella with ownership over four decades and now this can be the Winhall/Stratton residence you have been searching for. From the moment you drive in you are captivated with incredible scenery off prestigious Pearl Buck Drive. Offered on 3.5 acres.The main level boasts newly refinished oak floors, two bedrooms, a den or living area with

Terry Hill Berkshire Hathaway HomeServices Stratton Home

57 Pearl Buck Dr, Bondville, VT 05340
/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
/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
/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
/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
/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
/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
/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
/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
/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

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