Homes for Sale in 05155

/40
$535,000
- 4 Beds
- 2.5 Baths
- 2,100 Sq Ft
619 Main St, South Londonderry, VT 05155

Set on 3 lovely acres in the heart of South Londonderry, this gracious four-bedroom, 2½-bath Victorian blends timeless character with thoughtful modern updates. Original floor-to-ceiling windows, soaring ceilings, hardwood floors, and classic Victorian details create a warm and inviting sense of history throughout the home.The newly renovated kitchen provides a fresh, functional gathering

Alison Cummings

Cummings & Co

619 Main St, South Londonderry, VT 05155
/43
$1,050,000
- 4 Beds
- 4 Baths
- 2,380 Sq Ft
20 W Branch Rd, Winhall, VT 05340

Escape to the mountains and enjoy everything Stratton, Vermont has to offer in this fabulous 4 bedroom, 4 bath contemporary home, ideally located on a private cul-de-sac in the heart of Stratton Resort. Designed for gathering with family and friends, the home features a spacious open floor plan with a cathedral-ceiling living room, wood-burning fireplace, open kitchen and dining area, and plenty

MaryKate Grey Stratton Real Estate

20 W Branch Rd, Winhall, VT 05340
/46
$1,599,000
- 6 Beds
- 5.5 Baths
- 5,568 Sq Ft
144 High Meadow Rd, Winhall, VT 05340

Expansive Stratton Mountain Resort Residence with exceptional floor plan and renovation! Featuring an upscale redesign of two top floor primary suite bathrooms, updated kitchen and expanded finished lower level, this home is ready for mountain living and endless entertaining! Designed with multiple gathering rooms and fireplaces, you'll enjoy apres ski with and an incredible open floor plan. Game

Kim Morgan-Wohler Wohler Realty Group

144 High Meadow Rd, Winhall, VT 05340
/52
$535,000

$30K PRICE DROP
- 3 Beds
- 2 Baths
- 1,814 Sq Ft
1886 Winhall Hollow Rd, South Londonderry, VT 05155

Great New Price, Great VALUE, Great Location, New Roof, New Septic, recent exterior painting! This turn key residence is ideally located between three ski areas and near schools and shopping. Gourmet kitchen, wood floors, upscale baths and a huge 3 car garage/ barn with finished office space. Tucked amidst the forest with views of Magic Mountain's ridge line, whether you are looking for a second

Kim Morgan-Wohler Wohler Realty Group

1886 Winhall Hollow Rd, South Londonderry, VT 05155
/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
/31
$425,000
- 2 Beds
- 2 Baths
- 1,110 Sq Ft
65 E Birch Rd Unit 43, Stratton, VT 05155

Welcome to Your Stratton Mountain GetawayDiscover the ultimate in mountain convenience with this turnkey, ground level condo in the highly sought after Vantage Point community. Featuring a spacious 2 bedroom, 2 bathroom layout, this home boasts a bright, open concept living, dining, and kitchen area designed for effortless entertaining and relaxation. Positioned in an unbeatable location,

Sandy Laserte Berkshire Hathaway HomeServices Stratton Home

65 E Birch Rd Unit 43, Stratton, VT 05155
/35
$725,000
- 2 Beds
- 2 Baths
- 1,071 Sq Ft
771 Stratton Mountain Access Rd Unit 472, Stratton, VT 05360

Hang up your keys for the weekend and enjoy one of Stratton’s most convenient locations. Walk to the slopes and Stratton Village for skiing, dining, shopping, and year-round activities. This quiet, top-floor end unit at Long Trail House is filled with natural light and offers wide mountain views, including the front face of Stratton. The desirable two-bedroom, two-bath layout is an ideal choice

Cheyanne Pugliese

771 Stratton Mountain Access Rd Unit 472, Stratton, VT 05360
/37
$600,000

$130K PRICE DROP
- 5 Beds
- 3 Baths
- 2,635 Sq Ft
341 Under the Mountain Rd, Londonderry, VT 05148

Escape to this idyllic 1800s cape-style farmhouse nestled on a quiet dirt road in a peaceful country setting, just minutes from three popular ski areas. Set on 44 private acres with a scenic pond, this unique property offers the perfect blend of historic character and modern comfort, making it ideal for a family getaway, vacation rental, or year-round home. Inside, you'll find surprisingly

Andy Reed Four Seasons Sotheby's Int'l Realty

341 Under the Mountain Rd, Londonderry, VT 05148
/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
/54
$875,000
- 3 Beds
- 3.5 Baths
- 3,916 Sq Ft
30 Fieldstone Way, Londonderry, VT 05155

Set in the peaceful Vermont countryside of Londonderry, this contemporary home offers the perfect blend of spacious living, natural beauty, and convenient access to some of Southern Vermont’s ski areas. Situated on 1.58 acres between Magic Mountain, Bromley, and Stratton, the property is ideally positioned for year-round recreation and relaxation.Built in 2004, the 4,094-square-foot home

David Shehadi Josiah Allen Real Estate, Inc.

30 Fieldstone Way, Londonderry, VT 05155
/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
/18
$515,000

$20K PRICE DROP
- 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

Timothy Mich Doddridge Stratton Real Estate

12 Ober Tal Dr Unit C14, Stratton, VT 05360
/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
/25
$1,200,000

Open House 10/10
- 6 Beds
- 3.5 Baths
- 4,017 Sq Ft
11 Founders Hill Rd, Winhall, VT 05360

Selling very close to the assessed value of $1,126,100!!! This 2026 town assessment just made this property a REAL DEAL because the Owner wants 1,200,000. This property can be sold furnished or unfurnished with closing before the ski season is here. 6 bedrooms and 3.5 bathrooms to accommodate your family and guests. Enjoy 2 primary suites with attached baths and one is on the main floor. Walk in

Derek Greene Derek Greene

11 Founders Hill Rd, Winhall, VT 05360
/50
$1,800,000
- 4 Beds
- 5 Baths
- 4,853 Sq Ft
95 Middletown Rd, South Londonderry, VT 05155

One-of-a-Kind Vermont Lifestyle PropertyHome, Income & Creative Opportunity Welcome to an exceptional Southern Vermont offering that blends refined country living with rare income and lifestyle flexibility. Set on 2.4 picturesque acres in South Londonderry, this beautifully restored 1865 property is first and foremost a warm and inviting 4-bedroom home—rich in character, thoughtfully updated,

Eric Nathan Nathan Auction & Real Estate Inc.

95 Middletown Rd, South Londonderry, VT 05155
/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
/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
/58
$549,000

$26K PRICE DROP
- 3 Beds
- 2 Baths
- 1,944 Sq Ft
3148 Route 11, Londonderry, VT 05148

More than a Vermont home, this is a property built for the way you want to live here.Set on 14 acres in Londonderry, this versatile Southern Vermont property combines a 3-bedroom, 2-bath home with something increasingly difficult to find near the mountains: acreage, substantial storage, multiple outbuildings and room for all the gear that comes with the Vermont lifestyle.The

Erin Kendall EXP Realty

3148 Route 11, Londonderry, VT 05148
/57
$465,000
- 4 Beds
- 3 Baths
- 3,268 Sq Ft
2855 Thompsonburg Rd, South Londonderry, VT 05155

This spacious Londonderry contemporary house sits on a sunny, level one-acre lot and is conveniently located at the base of Glebe Mountain and mere minutes from Magic Mountain for snow sports and Lowell Lake for summer hikes, kayaking and keeping an eye on the native loons that nest there. The layout offers three levels of bright and roomy living spaces with a comfortable floorplan and lots of

Claudia Harris Mary Mitchell Miller Real Estate

2855 Thompsonburg Rd, South Londonderry, VT 05155
/33
$865,000
- 4 Beds
- 3.5 Baths
- 2,133 Sq Ft
6 High Point Dr Unit 401, Stratton, VT 05360

This tastefully renovated 4-bedroom, 4-bathroom townhome is the mountain getaway you’ve been waiting for. The coveted end unit boasts an open, airy layout and new oversized windows in the kitchen and living room. The result is a space flooded with natural light, offering private, wooded views right from the couch. Just one mile from the Village, you can skip the parking hassle with the convenient

Christina Dryden Berkshire Hathaway HomeServices Stratton Home

6 High Point Dr Unit 401, Stratton, VT 05360
/59
$1,100,000

$100K PRICE DROP
- 4 Beds
- 3 Baths
- 4,193 Sq Ft
70 Hunter Ln, Jamaica, VT 05343

Discover a truly unique four season home. In the summer, kayak and swim on a private pond. In the fall, hike the many trails that are available and enjoy the foliage. When the Winter comes, it's a ten minute trip to Stratton Mountain and afterwards, ice skate on your own back yard pond. In the spring, step outside to a private hot tub inviting you to to soak while overlooking the sprawling

Bob Maisey Berkshire Hathaway HomeServices Stratton Home

70 Hunter Ln, Jamaica, VT 05343
/40
$445,000

$44K PRICE DROP
- 4 Beds
- 2 Baths
- 1,560 Sq Ft
494 W River St, Londonderry, VT 05155

Lucky for the next Buyer that this home is back on market because last buyer could not secure financing!This comfortable home is situated in a peaceful and open sunny meadow surrounded by mature trees and 10 acres of Vermont woods offering total privacy. A view of Magic Mountain is a bonus as is the close proximity to shopping and dining. An important feature of the home is the newly added

Bob Maisey Berkshire Hathaway HomeServices Stratton Home

494 W River St, Londonderry, VT 05155
/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
/15
$119,000
- Land
- 10.9 Acres
- $10,917 per Acre
0 Under the Mountain Rd, South Londonderry, VT 05155

10+ acres on beautiful Under the Mountain Road, home to horse farms, stone walls, and pure country charm! This property offers a blank slate to bring your vision to life; whether you are looking to build a small efficient home, a large country estate, or a self-sufficient homestead. There is a small rustic camp already on the property, and a small wetland area towards the back. Bordered by

Rebecca Seymour Brattleboro Area Realty

0 Under the Mountain Rd, South Londonderry, VT 05155
/54
$3,495,000
- 6 Beds
- 6.5 Baths
- 5,660 Sq Ft
168 Sunbowl Ridge Rd Unit 168 AB, Stratton, VT 05360

Experience true mountain luxury in this stunning six bedroom six bathroom slope side single family home, perfectly positioned for effortless access to world-class skiing and snowboarding at the Stratton Mountain Resort. Designed with comfort and style in mind, this residence combines refined alpine architecture with modern amenities including a gym, steam shower, pool table that doubles as table

Timothy Mich Doddridge Stratton Real Estate

168 Sunbowl Ridge Rd Unit 168 AB, Stratton, VT 05360
/30
$995,000
- 5 Beds
- 4.5 Baths
- 3,363 Sq Ft
1189 Cole Pond Rd, Jamaica, VT 05343

Discover a rare opportunity at this five-bedroom, 5-bath waterfront home in the Cole Pond community. Situated just minutes from skiing and steps from the water, this property is a year-round paradise for outdoor enthusiasts.The main home features a spacious four-bedroom, 3.5-bath layout. Its open-concept living and dining area is bathed in natural light from large windows, creating a

Margaret Mcmahon Four Seasons Sotheby's Int'l Realty

1189 Cole Pond Rd, Jamaica, VT 05343
/34
$915,000

$34K PRICE DROP
- 3 Beds
- 3.5 Baths
- 1,800 Sq Ft
56 Shattarack Rd Unit D6, 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 D6, 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
/40
$1,325,000
- 4 Beds
- 3.5 Baths
- 3,400 Sq Ft
11 W Round Rd, Winhall, VT 05340

11 Round Tree Road, Winhall, VT 05340A landmark on Round Tree Road, this house has inviting curb appeal with its stone façade and archway. With 1.83 acres the house has a very private setting in back for the patio, fire pit and hot tub. Unique U-shaped driveway has plenty of room for friends and family. Appropriately sized mud room for all the gear. Downstairs family room with fireplace and

Andrew King Stratton Real Estate

11 W Round Rd, Winhall, VT 05340
/41
$910,000

$40K PRICE DROP
- 4 Beds
- 3.5 Baths
- 3,031 Sq Ft
7 Roundtree Rd, Winhall, VT 05340

Discover the perfect mountain retreat at 7 Roundtree Road, a contemporary and beautifully designed 4-bedroom home set on 1.37 private acres in one of Stratton’s most sought-after neighborhoods. Ideally located just a quick drive to the Base Lodge—or simply hop on the convenient shuttle for effortless access to the slopes, this property offers the best of Stratton living in every season.Step

Bob Maisey Berkshire Hathaway HomeServices Stratton Home

7 Roundtree Rd, Winhall, VT 05340
/14
$210,000

$25K PRICE DROP
- Land
- 33.48 Acres
- $6,272 per Acre
0 Vt Route 100 Unit 5072614, Londonderry, VT 05155

Beautiful 33.48 acre building lot in Londonderry. Some views possible and some clearing has been done. There are some wetlands on property but various choices for building sites exist. South East Facing

Bob Maisey Berkshire Hathaway HomeServices Stratton Home

0 Vt Route 100 Unit 5072614, Londonderry, VT 05155
/5
$375,000

$90K PRICE DROP
- Land
- 5.54 Acres
- $67,690 per Acre
Lot #4 Margeaux Ln, Stratton, VT 05155

Nestled along a peaceful babbling brook, this 5.54-acre parcel offers an idyllic setting for building the home of your dreams. Surrounded by a serene wooded landscape, the property provides both privacy and tranquility, while still being just moments from the Sun Bowl at Stratton. With a septic permit already approved for a 4-bedroom home, this lot is ready for construction, allowing you to begin

Margaret Mcmahon Four Seasons Sotheby's Int'l Realty

Lot #4 Margeaux Ln, Stratton, VT 05155
/51
$5,100,000
- 10 Beds
- 9.5 Baths
- 6,648 Sq Ft
15 Sawmill Rd, Stratton, VT 05155

Location, Location, Location. Representing the pinnacle of Stratton Mountain trailside living, 15 Sawmill is a generational property where unrivaled ski-in/ski-out access creates one of Stratton's most exceptional legacy offerings. This is one of the few homes located along the trail - one you admire and wish was yours when you ski by it all winter season! Perfectly positioned directly on the ski

Kim Morgan-Wohler Wohler Realty Group

15 Sawmill Rd, Stratton, VT 05155
/48
$599,000

$45K PRICE DROP
- 3 Beds
- 2.5 Baths
- 2,329 Sq Ft
774 Stratton Arlington Rd, Stratton, VT 05360

Charming Log Cabin Compound Near Stratton and Mount SnowEscape to this quintessential Vermont retreat nestled on 1.2 private acres just minutes from Grout Pond, the Green Mountain National Forest, and a short drive to both Stratton and Mount Snow Resorts.The main log home offers three bedrooms and two baths with a warm, inviting open-concept living space. A stone fireplace anchors the

Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

774 Stratton Arlington Rd, Stratton, VT 05360
/12
$645,000
- 2 Beds
- 2 Baths
- 1,200 Sq Ft
776 Stratton Mountain Access Rd Unit 1102, Stratton, VT 05155

Immaculate two bedroom, two bath ski in, ski out condominium steps from the snow front and Stratton Village Square with its shops and restaurants. Ski home for lunch! Mudroom and full laundry facilities, serve through kitchen, two ensuite baths. One of Stratton resort's most sought after properties. Sold furnished, turnkey. Excellent rental potential.

John Sikes Stratton Real Estate

776 Stratton Mountain Access Rd Unit 1102, Stratton, VT 05155
/6
$395,000

$100K PRICE DROP
- Land
- 6.93 Acres
- $56,999 per Acre
lot#2 Margeaux Ln, Stratton, VT 05155

This stunning 6.93-acre parcel offers the perfect setting to build the home of your dreams, just moments from the Sun Bowl at Stratton. Nestled in a serene wooded landscape, the property provides both privacy and tranquility while being ideally located for easy access to all that Stratton has to offer. With a septic permit already approved for a 4-bedroom home, this lot is ready for you to begin

Margaret Mcmahon Four Seasons Sotheby's Int'l Realty

lot#2 Margeaux Ln, Stratton, VT 05155
/21
$152,000

$8K PRICE DROP
- Land
- 11.08 Acres
- $13,718 per Acre
0 Rose Ln Unit 5097818, Londonderry, VT 05148

This 11-acre parcel is situated near Cole Pond, only a few miles from the Stratton Mountain Access Road. The lot offers several potential building sites, including an elevated area that boasts stunning views, as well as a lower option. A driveway extends approximately halfway up the property, providing access to the upper site, which features a remarkable vista of Bromley Mountain. As one

Mike England Michael England Real Estate

0 Rose Ln Unit 5097818, Londonderry, VT 05148
/14
$629,000

$20K PRICE DROP
- 2 Beds
- 2 Baths
- 1,148 Sq Ft
792 Stratton Mtn Access Rd Unit 4310, Stratton, VT 05155

Imagine Friday evening: you pull through the private gate, the tires of your car crunching over the paved lot, and you find that perfect spot right near the entrance. As you turn off the engine, a quiet stillness settles in. You won’t be reaching for those keys again until Monday.Welcome to your retreat at Village Watch.The ArrivalStep inside the dedicated mudroom, where there’s a

Margaret Mcmahon Four Seasons Sotheby's Int'l Realty

792 Stratton Mtn Access Rd Unit 4310, Stratton, VT 05155
/3
$735,000
- 2 Beds
- 2 Baths
- 1,131 Sq Ft
771 Stratton Mountain Access Rd Unit 457, Stratton, VT 05360

Incredible combination of location and amenities. Walk across the street to the ski slopes and Stratton Village with its shops, restaurants, and year-round activities. This top-floor condominium features soaring ceilings, abundant natural light, and a desirable two-bedroom, two-bath layout. Long Trail offers a year-round heated outdoor pool, hot tubs, and a sauna. Heated underground parking, ski

Cheyanne Pugliese

771 Stratton Mountain Access Rd Unit 457, Stratton, VT 05360

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