Homes for Sale near Stratton Mountain School

/35
$359,000
- 3 Beds
- 2 Baths
- 1,120 Sq Ft
33 Aspen Ln, Bondville, VT 05340

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

Alison Cummings

Cummings & Co

(802) 424-9210

33 Aspen Ln, Bondville, VT 05340
/10
$185,000
- Land
- 8 Acres
- $23,125 per Acre
4441 Vt Route 30, Jamaica, VT 05343

Discover the potential of this serene and wooded 8.0± acre parcel, offering a peaceful setting and natural beauty just minutes from the heart of Jamaica Village. Currently being subdivided from a larger tract, the lot features a 5 Bedroom Wastewater Permit pending state approval and a survey in progress to finalize boundaries—laying the foundation for your future plans. An existing electric

Trent Stephens

Wohler Realty Group

(802) 808-6056

4441 Vt Route 30, Jamaica, VT 05343
/41
$8,950,000
- 6 Beds
- 10 Baths
- 13,393 Sq Ft
370 Fischer Ln, Jamaica, VT 05343

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

Dia Jenks LandVest, Inc/Woodstock

370 Fischer Ln, Jamaica, VT 05343
/15
$775,000
- Land
- 52 Acres
- $14,924 per Acre
0 W Hill Rd, Jamaica, VT 05343

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

Thom Milke Fountains Land Inc.

0 W Hill Rd, Jamaica, VT 05343
/11
$595,000
- Land
- 69 Acres
- $8,637 per Acre
0 W Hill Rd, Jamaica, VT 05343

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

Thom Milke Fountains Land Inc.

0 W Hill Rd, Jamaica, VT 05343
/8
$320,000
- Land
- 35 Acres
- $9,267 per Acre
0 W Hill Rd, Jamaica, VT 05343

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

Thom Milke Fountains Land Inc.

0 W Hill Rd, Jamaica, VT 05343
/7
$235,000
- Land
- 15 Acres
- $15,390 per Acre
0 W Hill Rd, Jamaica, VT 05343

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

Thom Milke Fountains Land Inc.

0 W Hill Rd, Jamaica, VT 05343
/12
$995,000
- 3 Beds
- 3 Baths
- 1,900 Sq Ft
4 Dogwood Trail, Stratton, VT 05360

Ski back home to this beautiful three bedroom plus loft, three bath condominium. Located in the Treetop community, just off the Home Run ski trail. Enlarged patio with hot tub, one car detached garage. Very nice private neighborhood. Sold furnished.

John Sikes Stratton Real Estate

4 Dogwood Trail, Stratton, VT 05360
/37
$2,400,000
- 5 Beds
- 4.5 Baths
- 3,252 Sq Ft
115 Benson Fuller Dr, Jamaica, VT 05343

Perched on 3.5 private acres with commanding views from Stratton’s iconic slopes to Bromley’s trails, this architecturally striking residence blends the serenity of the mountains with sophisticated modern design. A dramatic central staircase anchors the home, leading to a sleek custom kitchen and a vaulted great room where walls of glass frame panoramic vistas. A floor-to-ceiling stone fireplace

Carrie Mathews Winhall Real Estate

115 Benson Fuller Dr, Jamaica, VT 05343
/28
$1,700,000
- 4 Beds
- 3.5 Baths
- 2,363 Sq Ft
43 Middle Ridge Rd Unit 415, Winhall, VT 05155

Perfect for the large family! Four bedrooms, Three and a Half Baths, plus a Loft! In highly desirable Rising Bear Lodge, Top Floor, Corner location! Easy walking distance to the Slopes, (Shuttle also available), the Commons' Skating Pond, and the Village Shops and Restaurants. Other amenities include a year round heated Pool, outdoor hot tubs, and a cedar sauna---all comfortably accessible by the

Edwin Kevil Stratton Real Estate

43 Middle Ridge Rd Unit 415, Winhall, VT 05155
/60
$1,825,000
- 3 Beds
- 4 Baths
- 2,872 Sq Ft
36 Beaver St, Bondville, VT 05340

Your Ultimate Vermont Mountain Retreat Awaits! 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, this property delivers! Plus, it's only a 10-minute

MaryKate Grey Stratton Real Estate

36 Beaver St, Bondville, VT 05340
/55
$2,225,000
- 4 Beds
- 4.5 Baths
- 5,000 Sq Ft
16 Hunter Ridge Rd, Bondville, VT 05340

Custom built Wadsworth Design Build timber-frame mountain retreat blends luxury, craftsmanship, and convenience just minutes from Stratton Mountain Resort. Set on 2.66 acres and spanning 5,000± square feet, this 4-bedroom, 5-bath home includes two additional sleeping space ideal for hosting friends and family. A grand entry framed by oversized Douglas fir posts welcomes you into a lodge style

Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

16 Hunter Ridge Rd, Bondville, VT 05340
/30
$795,000
- 3 Beds
- 3 Baths
- 1,350 Sq Ft
771 Stratton Mountain Access Rd Unit 456/458, Stratton, VT 05360

Very unique three bedroom three bathroom in the ever popular Long Trail House community. Originally a studio and two bedroom unit preconstruction, this premiere condominium has been converted into a family retreat. The home was completely renovated a few years back with wood laminate flooring, granite counter tops, new appliances and renovated bathrooms. The studio was turned into a primary suite

Timothy Mich Doddridge Stratton Real Estate

771 Stratton Mountain Access Rd Unit 456/458, Stratton, VT 05360
/14
$1,750,000
- 4 Beds
- 3.5 Baths
- 2,698 Sq Ft
63 Sunbowl Ridge Rd Unit 63A, Stratton, VT 05360

The absolute best location in one of Stratton's most desirable communities!This four bedroom, three and one half bath townhome is located directly on the ski trail. Immaculate interior. Bright sunny interior with eastern and southern exposure. One car garage, family room, back patio with new hot tub. Private pool and hot tubs located a short walk away. Shuttle service to Stratton base area

John Sikes Stratton Real Estate

63 Sunbowl Ridge Rd Unit 63A, Stratton, VT 05360
/60
$1,100,000
- 6 Beds
- 5 Baths
- 5,298 Sq Ft
50 Stratton View Rd, Winhall, VT 05340

Custom built six-bedroom home on 2 acres with spectacular views of Stratton Mountain. The kitchen has granite countertops and custom cabinets with the dining area nearby with plenty of space to accommodate a large gathering. The living area has a cathedral ceiling with large windows for an abundance of natural light and stunning year-round views of Stratton Mountain, with a lovely stone fireplace

Mike England Michael England Real Estate

50 Stratton View Rd, Winhall, VT 05340
/20
$995,000
- 3 Beds
- 3.5 Baths
- 1,044 Sq Ft
56 Shattarack Rd Unit D6, Stratton, VT 05360

Rare opportunity to own an exceptional ski-in/ski-out Slopeside unit at Stratton. This newly renovated 3-bedroom plus loft, 3.5-bathroom townhome offers spacious accommodations in a prime location that is both private and highly convenient. The expanded kitchen features elegant stone countertops and stainless steel appliances, perfect for both everyday meals and entertaining. The wood-burning

Britt Wohler Wohler Realty Group

56 Shattarack Rd Unit D6, Stratton, VT 05360
/50
$1,050,000
- 5 Beds
- 5.5 Baths
- 4,729 Sq Ft
83 Benson Fuller Dr, Bondville, VT 05340

Just an 8-minute drive to Stratton, 83 Benson Fuller Drive sits atop the beautiful Forest Farms neighborhood, offering both serenity and convenience. This meticulously updated home is ready for you to move in and enjoy the best of Vermont living. Nestled on a quiet dirt road, it’s perfect for morning and evening strolls with the dog before or after a day on the slopes.Inside, this

Christiane Carroccio TPW Real Estate

83 Benson Fuller Dr, 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
/43
$749,000 Open Sun 11AM - 1PM
- 4 Beds
- 2 Baths
- 1,200 Sq Ft
86 Benson Fuller Dr, Bondville, VT 05340

Your Ultimate GetawayEscape to this idyllic Vermont retreat, where convenience meets relaxation. This spacious home offers everything you need for a fun-filled and carefree lifestyle, from outdoor entertaining to cozy indoor spaces.Step out onto the large deck and unwind by the gas fire pit table, or enjoy watching the friendly mini-golf matches below. In the cooler nights of winter,

Sandy Laserte Berkshire Hathaway HomeServices Stratton Home

86 Benson Fuller Dr, Bondville, VT 05340
/39
$795,000
- 3 Beds
- 2.5 Baths
- 2,800 Sq Ft
202 Pratt Bridge Rd, Jamaica, VT 05343

Your slice of heaven awaits! Leave your worries behind and step into a beautiful Southern Vermont home that's truly turnkey. This well-designed, fully furnished, 3 bedroom, 2.5 bath home on 1.8+/- professionally landscaped acres offers privacy and convenience to the area's premier slopes, trails and natural beauty. The heart of the home is an expansive chef’s kitchen where country cabinetry and

Geralyn Donohue Engel & Völkers Okemo

202 Pratt Bridge Rd, Jamaica, VT 05343
/35
$799,000
- 3 Beds
- 2.5 Baths
- 2,230 Sq Ft
5 Linscott Rd Unit 56, Jamaica, VT 05343

This irresistible renovated Forest Farms contemporary with 3 bedrooms and 2 and a half baths has an inviting ambiance as well as appealing floor plan flow. Past the foyer with half bath is the open living concept with white oak hardwood floors. The glow and warmth of the raised hearth stone fireplace in the living area is shared from windowed dining area to bright kitchen with all new appliances,

Diana Stugger Four Seasons Sotheby's Int'l Realty

5 Linscott Rd Unit 56, Jamaica, VT 05343
/41
$574,000
- 3 Beds
- 3 Baths
- 2,704 Sq Ft
4138 W Hill Rd S, Jamaica, VT 05343

This three-bedroom, three-bath custom-built log home is situated on 2.37 acres in a tranquil mountain setting just minutes from skiing. Built with double tongue-and-groove log construction, the cozy home provides the warm wood interior one would expect. The open-concept main level focuses on the fieldstone hearth, wood stove, and beautiful oak floors. A covered porch in the front of the home

Patricia Fitzpatrick Skihome Realty

4138 W Hill Rd S, Jamaica, VT 05343
/33
$820,000
- 4 Beds
- 3 Baths
- 2,317 Sq Ft
0 Maple Ridge Rd Unit B-2, Winhall, VT 05340

Beautifully updated Piper Ridge townhouse just steps from the private sports center and offering weekend/holiday shuttle service to Stratton’s lifts in winter. This light-filled home features an updated kitchen and baths, gleaming hardwood floors, and elegant tilework throughout. The one-car garage has been thoughtfully converted into a spacious ski room plus a large storage or owner’s

Carrie Mathews Winhall Real Estate

0 Maple Ridge Rd Unit B-2, Winhall, VT 05340
/31
$799,000
- 3 Beds
- 3 Baths
- 2,317 Sq Ft
9 F Cobble Ridge Rd, Winhall, VT 05340

Step into a lifestyle of luxury and convenience at Piper Ridge D9! This stunning community offers the perfect blend of comfort and excitement, with fantastic amenities like a sparkling swimming pool, tennis courts, a clubhouse for social gatherings, and even a weekend shuttle service in the winter—ideal for enjoying the nearby slopes! Inside the impeccably maintained townhouse, you'll find a cozy

Carrie Mathews Winhall Real Estate

9 F Cobble Ridge Rd, Winhall, VT 05340
/28
$749,000
- 4 Beds
- 2 Baths
- 2,055 Sq Ft
21 Burnt Hill Rd, Winhall, VT 05341

Welcome to Gone Ski Inn, your cozy, all-season mountain retreat in the heart of Vermont!This charming home features four inviting bedrooms and two well-appointed bathrooms, offering plenty of space to unwind after a day of adventure. In the winter, cozy up by the crackling wood-burning fireplace , toasty wood stove or relax in the soothing hot tub under the stars. With ski trails just

Margaret Mcmahon Four Seasons Sotheby's Int'l Realty

21 Burnt Hill Rd, Winhall, VT 05341
/33
$525,000
- 3 Beds
- 1 Bath
- 1,344 Sq Ft
3 Strattonwald Rd, Winhall, VT 05340

Lovingly renovated and move-in ready, this 3-bedroom chalet is your ideal mountain escape in the sought-after Strattonwald neighborhood. Take in beautiful views of Stratton Mountain from the comfort of your home while enjoying the warmth and character of this thoughtfully updated retreat. Inside, you’ll find a brand-new kitchen and updated bathroom, stone wood burning fireplace, gleaming hardwood

Robin Apps Four Seasons Sotheby's Int'l Realty

3 Strattonwald Rd, Winhall, VT 05340
/49
$795,000
- 4 Beds
- 3.5 Baths
- 1,993 Sq Ft
65 Styles Branch Rd Unit 819, Stratton, VT 05360

Welcome to Styles Brook 819, an impeccably maintained end unit townhome nestled in the heart of Stratton Mountain Resort. This spacious and light filled 4 bedroom, 3.5 bath residence offers everything you need for four season mountain living, whether you're hitting the slopes in winter or enjoying the cool summer breeze from your private deck. Soak, unwind and recharge after a day on the mtn in

Terry Hill Berkshire Hathaway HomeServices Stratton Home

65 Styles Branch Rd Unit 819, Stratton, VT 05360
/28
$525,000
- 2 Beds
- 2 Baths
- 1,096 Sq Ft
8 Ober Tal Unit A-32, Stratton, VT 05155

Located trailside at the Tamarack Lift, this two-bedroom, two-bathroom Ober Tal condo offers prime proximity to the slopes—no need to spend time driving or finding parking. Simply gear up from the comfort of your home and head straight to the lift. In the summer, you'll also have direct access to hiking, mountain biking, and seasonal events and concerts in Stratton Village. Inside, the condo

Cheyanne Pugliese

8 Ober Tal Unit A-32, Stratton, VT 05155
/60
$899,000
- 5 Beds
- 4.5 Baths
- 5,000 Sq Ft
42 Blackberry Ln, Jamaica, VT 05343

Idyllic, Picturesque, Expansive, Vast Family Farm with outbuildings and Large Farmhouse! Known to some as Sweet Berry Farm the blueberries and blackberries are plentiful along with many other productive fruits trees, a grove of 20 mature apple trees with many over 30 years old, , flowers and veggies in the gardens. This location just off of Route 30 is perfect for ALL of your Vermont dreams and

Steve Goldfarb Deerfield Valley Real Estate

42 Blackberry Ln, Jamaica, VT 05343
/13
$165,000
- Land
- 1.20 Acres
- $137,500 per Acre
4769 Pikes Falls Rd, Jamaica, VT 05143

A Rare Vermont Gem:This 1.2-acre parcel offers what few can—a front-row seat to one of Southern Vermont’s most breathtaking natural landscapes. Abutting the renowned Pikes Falls swimming hole and waterfall, this property is the equivalent of what would be Vermont’s oceanfront real estate.A wooded path leads directly from the land to the pristine falls, which are preserved by the

Rachel Febbie EXP Realty

4769 Pikes Falls Rd, Jamaica, VT 05143
/38
$980,000
- 4 Beds
- 3.5 Baths
- 4,104 Sq Ft
25 Benson Fuller Dr, Jamaica, VT 05343

Mountain paradise awaits in this magnificent 5,000 sq ft Winhall retreat! Perched on a private acre with breathtaking, panoramic mountain views, this 4-bedroom, 3.5-bath home is an entertainer's dream and a serene escape.Step inside to discover a grand living room, a cozy family room, and a luxurious primary ensuite bedroom, each featuring a crackling wood-burning fireplace, perfect for

Robin Apps Four Seasons Sotheby's Int'l Realty

25 Benson Fuller Dr, Jamaica, VT 05343
/10
$38,000
- Land
- 1.00 Acre
- $38,000 per Acre
00 Susan Lynn Ln, Wardsboro, VT 05355

Escape to the beauty of Southern Vermont with this serene parcel located in the charming town of Wardsboro. Nestled in the Snow Mountain Farms development, this level 1 acre lot offers the perfect opportunity to build your dream home or vacation retreat. A short drive to Mount Snow and Stratton Mountain. Also within 30 minutes of Bromley Mountain & Magic Mountain. Outdoor enthusiasts will

Jessica Samples BHG Masiello Keene

00 Susan Lynn Ln, Wardsboro, VT 05355
/6
$239,000
- Land
- 1.57 Acres
- $152,229 per Acre
2 Gold Medal Cir, Stratton, VT 05343

This lot is only one mile from the Stratton Mountain Resort's Sun Bowl base area. The lot has views of Stratton's ski trails. The Powers Subdivision has 11 lots in total and 2.71 acres of common land. Additionally, there is 69 acres of conservation land making this community very private. Build your 4-bedroom dream home right here in one of the best planned communities in southern Vermont.

Andrew King Stratton Real Estate

2 Gold Medal Cir, Stratton, VT 05343
/26
$795,000
- 3 Beds
- 3 Baths
- 2,044 Sq Ft
6 Quarter Mile Rd, Winhall, VT 05340

AMAZING LOCATION! Walking distance to Stratton Mountain! This home is located on the shuttle route and being offered fully furnished! Walk to the slopes or just take a nice walk around the local trails. Spacious home with ample room for everyone. The open concept kitchen, dining, living room offers cathedral ceilings and woodburning fireplace. French doors leading out to the firepit area for

Julie Lowe Lowe's Real Estate, LLC

6 Quarter Mile Rd, Winhall, VT 05340
/3
$35,000
- Land
- 1.00 Acre
- $35,000 per Acre
I22 Fay Boyden Rd, Wardsboro, VT 05355

Level building lot in the Snow Mountain Farms association. Snowmobile trail access, use of indoor pool and tennis court, and easy proximity to both Mount Snow and Stratton ski resorts.

Adam Palmiter Berkley & Veller Greenwood/Dover

I22 Fay Boyden Rd, Wardsboro, VT 05355
/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

Sara Buckley Josiah Allen Real Estate, Inc.

69 Upper Taylor Hill Rd Unit D, Winhall, VT 05155
/32
$598,000
- 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 three levels offer privacy and quiet with an outdoor fire pit, garden shed, and access to the VAST snowmobile trails. Its open floor plan with vaulted ceilings and stone hearth gas fireplace is perfect for apres ski gatherings, and the large open kitchen is ready to accommodate cooking for a

Jeffrey Sheehan Cummings & Co

238 Hemlock Hill Rd, Wardsboro, VT 05355
/28
$825,000
- 4 Beds
- 2 Baths
- 1,908 Sq Ft
6 Roundtree Rd, Winhall, VT 05340

Prime Stratton location! This charming 4-bedroom, 2-bathroom retreat offers vaulted ceilings, an open-concept living area with a wood burning fireplace, and a private deck and backyard for relaxing after a day on the slopes. With weekend and holiday shuttle service during ski season, plus easy access to Stratton Village’s shops, dining, and year-round activities, it’s the ideal spot to recharge

Christina Dryden Berkshire Hathaway HomeServices Stratton Home

6 Roundtree Rd, Winhall, VT 05340
/30
$275,000
- Land
- 58 Acres
- $4,761 per Acre
0 Vermont Route 100, Jamaica, VT 05343

Over 57 IMPRESSIVE ACRES located in a NO ZONING town close to Stratton and Mount Snow! Large tract of land with stunning views from multiple locations throughout the property! State wastewater permit already in place and on file with the State of Vermont for construction of a three bedroom home, see permit number WW-2-5317 attached. So many other options available should you want to subdivide or

Julie Lowe Lowe's Real Estate, LLC

0 Vermont Route 100, Jamaica, VT 05343
/28
$205,000
- 2 Beds
- 1 Bath
- 844 Sq Ft
8577 Vermont 30 Unit H, Jamaica, VT 05343

Welcome to The Willows. Where convenience, comfort, and value come together in this well-appointed 2 bedroom, 1 bathroom condominium. Set privately back from Route 30, this thoughtfully maintained unit offers peaceful surroundings just two minutes from Strattons Access Road and within easy reach of Jamaica State Park and the West River.Ideal for first-time homebuyers or those looking to

Tara van de Velde Four Seasons Sotheby's Int'l Realty

8577 Vermont 30 Unit H, Jamaica, VT 05343

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Copyright 2025 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display comes in part from the IDX Program of PrimeMLS. The information being provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.