South Londonderry, VT Homes for Sale

/42
$949,000
- 4 Beds
- 3 Baths
- 3,551 Sq Ft
1247 Cole Pond Rd, Jamaica, VT 05343

A once-in-a-lifetime opportunity to own a large family home on Vermonts hidden gem! Cole Pond, a spectacular private lake surrounded by mountains and nestled between five ski areas - 5 minutes from Stratton and close to Bromley, Mount Snow, Okemo and Magic. Cole Pond homes rarely come on the market, and this one is one-of-a-kind, with a lake-front lawn, walk-in access to the water (also great

Margaret Mcmahon Four Seasons Sotheby's Int'l Realty

1247 Cole Pond Rd, Jamaica, VT 05343
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/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
/28
$825,000
- 4 Beds
- 2 Baths
- 1,068 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
/27
$375,000
- Land
- 53 Acres
- $7,075 per Acre
0 Rock Bottom Ln, Peru, VT 05152

Discover the perfect canvas for your dream retreat on this stunning 53-acre parcel in picturesque Peru, Vermont. Tucked away in the Green Mountains, this exceptional property offers expansive views—including a breathtaking sightline to Magic Mountain—and the serenity of true Vermont wilderness.A private driveway is already in place, making access simple and setting the stage for your

David Shehadi Josiah Allen Real Estate, Inc.

0 Rock Bottom Ln, Peru, VT 05152
/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
/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
/12
$675,000
- Land
- 45 Acres
- $15,000 per Acre
000 Under the Mountain Rd, South Londonderry, VT 05155

Travel down a quiet, tree-lined country road past historic homes, horse farms, and a large nature preserve to discover this magnificent property with views of Stratton and Bromley mountains in the distance. A large open field graced with wild flowers, apple trees and classic Vermont rock walls provides an ideal level home site, protected on three sides by extensive mature woods. The parcel has

Steve Stettler Four Seasons Sotheby's Int'l Realty

000 Under the Mountain Rd, South Londonderry, VT 05155
/9
$65,000
- Land
- 0.74 Acre
- $87,838 per Acre
0 Stratton View Rd, Winhall, VT 05340

Stratton View Rd Lot # 58 , .74 +- acres wooded parcel. Just 3 minutes to Stratton access road. Minutes to the snow making pond, great for walking and a dip in. the summer. There are 3 ski resorts with in 15 minutes as well as Manchester for shopping and dining. Addition Lot MLS #5036984 available. Own your piece of Vermont.

Mike England Michael England Real Estate

0 Stratton View Rd, Winhall, VT 05340
/13
$135,000
- Land
- 1.36 Acres
- $99,265 per Acre
0 Stratton View Rd, Winhall, VT 05340

Stratton View Road lives up to its name. Big Views of Stratton, just 3 minutes to Stratton access road. Minutes to the snow making pond, great for walking and a dip in. the summer. There are 3 ski resorts with in 15 minutes as well as Manchester for shopping and dining. Own your piece of Vermont.

Mike England Michael England Real Estate

0 Stratton View Rd, Winhall, VT 05340
/8
$65,000
- Land
- 1.02 Acres
- $63,725 per Acre
0 Stratton View Rd, Winhall, VT 05340

Stratton View Rd Lot # 59 , 1.02 +- acres wooded parcel. Just 3 minutes to Stratton access road. Minutes to the snow making pond, great for walking and a dip in. the summer. There are 3 ski resorts with in 15 minutes as well as Manchester for shopping and dining. Addition lot MLS #5036988 available. Own your piece of Vermont.

Mike England Michael England Real Estate

0 Stratton View Rd, Winhall, VT 05340
/12
$1,050,000
- 3 Beds
- 3 Baths
- 1,501 Sq Ft
759 Stratton Mountain Access Rd Unit 339, Stratton, VT 05340

Designed with the mountain enthusiast in mind, and located just a short walk from the Stratton Resort Village and ski slopes, this three bedroom three bath condominium offers quality and convenience. Private parking, pool, hot tub, sauna and shuttle to the slopes.

John Sikes Stratton Real Estate

759 Stratton Mountain Access Rd Unit 339, Stratton, VT 05340
/23
$135,000
- Land
- 5 Acres
- $26,471 per Acre
1192 Haven Hill Rd, South Londonderry, VT 05155

This 5+ acre building lot is ready for planning and designing your 5 bedroom dream-home, WW-2-3657 on a quiet country road, and Land Use Permit 2W0032-3. Just minutes to Gale Meadows and Stratton Mountain Resort, there are plenty of summer and winter outdoor adventures to embark on from hiking, kayaking, and fishing in the summer to skiing and snowshoeing in the winter. Only 25-minutes from

Mike England Michael England Real Estate

1192 Haven Hill Rd, South Londonderry, VT 05155
/39
$4,300,000
- 6 Beds
- 5 Baths
- 4,715 Sq Ft
141 W Ridge Rd, Stratton, VT 05360

Experience the charm of this renovated, ski-in/ski-out 6-bedroom, 5-bathroom retreat, perched as the second-highest home on Stratton’s iconic Lower Wanderer Ski Trail. Immerse yourself in the rustic elegance of this space, where expansive windows invite breathtaking outdoor views inside. This mountain sanctuary seamlessly combines modern comfort, solar technology, and nature’s serene beauty,

Elyn Bischof Berkshire Hathaway HomeServices Stratton Home

141 W Ridge Rd, Stratton, VT 05360
/57
$629,000
- 3 Beds
- 3 Baths
- 1,650 Sq Ft
11 Pond View Rd, Winhall, VT 05340

The Intervale community has long been popular for affordability and value. This bright and sunny unit boasts an updated kitchen, primary suite on the main level with updated bath. Mini suite on upper level along with a third bedroom and shared bath with the loft area. Heating system replaced with an efficient Buderus boiler. Plenty of room for your weekend guests but a manageable floor plan for

Terry Hill Berkshire Hathaway HomeServices Stratton Home

11 Pond View Rd, Winhall, VT 05340
/6
$495,000
- Land
- 7 Acres
- $71,429 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
/5
$465,000
- Land
- 6 Acres
- $83,935 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

Margaret Mcmahon Four Seasons Sotheby's Int'l Realty

Lot #4 Margeaux Ln, Stratton, VT 05155
/4
$225,000
- Land
- 1.99 Acres
- $113,065 per Acre
00 Margeaux Ln, Stratton, VT 05155

This beautiful 1.99-acre parcel, nestled in the woods, offers the perfect setting to build the home of your dreams. With a 5-bedroom septic permit already in place, you’ll be ready to start construction right away. Access is easy via a right-of-way from Margeaux Lane, providing both privacy and convenience. Located just minutes from the Sun Bowl at Stratton. It is close to everything Stratton

Margaret Mcmahon Four Seasons Sotheby's Int'l Realty

00 Margeaux Ln, Stratton, VT 05155
/22
$665,000
- 2 Beds
- 2 Baths
- 1,036 Sq Ft
43 Middle Ridge Rd Unit 311, Winhall, VT 05155

Exceptional 2 bedroom /2 bath Rising Bear Unit with Viking Kitchen, propane fireplace and private covered deck. Amenities abound with underground heated parking, year round private outdoor heated pool, sauna and spas. Enjoy private shuttle from the elevator to the Base Lodge during the winter, yet just a short stroll across the Commons into the Village for dining and shopping! Granite

Kim Morgan-Wohler Wohler Realty Group

43 Middle Ridge Rd Unit 311, Winhall, VT 05155
/49
$799,000
- 3 Beds
- 3 Baths
- 2,118 Sq Ft
A6 Ridge Unit A6, Winhall, VT 05340

It’s the Premier Location and commanding views that set this Piper Ridge townhome apart. The stunning unobstructed views are central to thetownhomes design, while the southern exposure provides all day sunshine and a light and airy atmosphere. You’ll experience the evening’s magic watching stunning sunsets with the resort lights on full display and will have the premier “front row seats” to

Karin Hardy Berkshire Hathaway HomeServices Stratton Home

A6 Ridge Unit A6, Winhall, VT 05340
/31
$975,000
- 4 Beds
- 4.5 Baths
- 2,658 Sq Ft
73 Cranberry Hill Rd, Winhall, VT 05340

Nestled at the end of a quiet road in the highly sought-after Strattonwald community, 73 Cranberry Hill Road is the quintessential European-style ski house, offering the perfect Vermont retreat. This impeccably upgraded home has never been rented and is turn-key, ready for immediate enjoyment. It combines timeless charm with modern conveniences, featuring air conditioning for year-round comfort.

Carrie Mathews Winhall Real Estate

73 Cranberry Hill Rd, Winhall, VT 05340
/26
$399,000
- 4 Beds
- 1.5 Baths
- 1,344 Sq Ft
2 Lower Stratton Valley Rd, Winhall, VT 05340

Welcome to this charming ski chalet situated in close proximity to three major ski resorts and offered fully furnished so you can move right in, unpack, and start enjoying yourself. There's a full bath downstairs to go along with 4 generously sized bedrooms and a 1/2 bath upstairs for guests, creating a cozy and inviting atmosphere that's ideal for apres-ski relaxation or a peaceful retreat

Mike Masters Four Seasons Sotheby's Int'l Realty

2 Lower Stratton Valley Rd, Winhall, VT 05340
/43
$2,500,000
- 5 Beds
- 7 Baths
- 7,625 Sq Ft
19 Old Town Rd, Bondville, VT 05340

Experience Vermont luxury at 19 Old Town Road, Winhall—a stunning 5-bedroom, 7-bathroom estate on 21.53 private acres. Built in 2000, this meticulously designed retreat offers unobstructed views of both Stratton Mountain and Magic Mountain.The spacious great room is the heart of the home, featuring soaring ceilings, a grand stone fireplace, and walls of windows that frame breathtaking

Christiane Carroccio TPW Real Estate

19 Old Town Rd, Bondville, VT 05340
/35
$649,000
- 8 Beds
- 3.5 Baths
- 2,520 Sq Ft
405 Vermont 30, Winhall, VT 05340

Ski Resort Investment Gem! 2-Family Home Near Stratton & BromleyRare investment opportunity in the heart of Vermont's premier ski region. Located on scenic Vermont Route 30, this property offers unparalleled access to both Stratton Mountain Resort and Bromley Mountain Ski Resort. Whether you're looking to live in one unit and rent the other, or convert it to a single-family home, this

Robin Apps Four Seasons Sotheby's Int'l Realty

405 Vermont 30, Winhall, VT 05340
/16
$635,000
- 2 Beds
- 2 Baths
- 916 Sq Ft
761 Stratton Mountain Access Rd Unit 240, Stratton, VT 05360

Beautifully renovated two bedroom two bathroom condominium in the ever popular Long Trail House community at Stratton Mountain Resort. Recently updates include new flooring throughout, paint, granite counter tops in kitchen and bathrooms, stainless steel appliances, window treatments, furniture and decor. Not many details have been left out. This particular floorplan boasts a large primary

Timothy Mich Doddridge Stratton Real Estate

761 Stratton Mountain Access Rd Unit 240, Stratton, VT 05360
/13
$150,000
- Land
- 4.68 Acres
- $32,051 per Acre
8559 Vt Route 30 Unit Lots 2 & 3, Jamaica, VT 05343

Waaaaait a minute! There’s buildable land just minutes from Stratton Mountain, and it’s already got septic not only approved, but basically installed?!?! I can just build my house on these 4.68 acres and enjoy all of the beauty and convenience of the area? And it's approved for 2 three bedroom houses!!! 2 miles to Stratton and 20 minutes to Manchester. I almost can’t believe this is

TG Glazer Winhall Real Estate

8559 Vt Route 30 Unit Lots 2 & 3, Jamaica, VT 05343
/48
$2,999,000
- 6 Beds
- 6.5 Baths
- 6,500 Sq Ft
25 Mountain Haunts Rd, Winhall, VT 05340

Attend the PUBLIC OPEN HOUSE Monday February 17 from 10:00-2:00. Exceptional 40.8 acre newly expanded and renovated Stratton Mountain estate with unrivaled views of Stratton just minutes from the Base Lodge or Sun Bowl. This is your own personal winter playground where you can hit the slopes or snowmobile and hike on your own land with additional acreage available.This Grand Lodge NOW BOASTS 4

Kim Morgan-Wohler Wohler Realty Group

25 Mountain Haunts Rd, Winhall, VT 05340
/45
$619,000
- 3 Beds
- 3 Baths
- 2,341 Sq Ft
49 High Point Dr Unit A122, Stratton, VT 05360

Crown Point, Stratton Vermont. Enjoy this two-level, three bedroom, three bath condo. This home has an upper and lower entry, both with plenty of storage for outdoor gear. The upper level opens into the kitchen, dining area, and living room with wood burning fireplace and a small deck. The primary ensuite bedroom, with a jacuzzi tub, is also on the upper level. The lower level has a second living

Mike England Michael England Real Estate

49 High Point Dr Unit A122, Stratton, VT 05360
/6
$109,000
- Land
- 1.78 Acres
- $61,236 per Acre
0000 Wonder Ln Unit Lot 18, Jamaica, VT 05343

Prime 1.78-Acre Wooded Lot near Stratton Mountain Ski Resort and Golf Course---Nestled in a serene and private subdivision, this magnificent 1.78-acre wooded lot offers an unparalleled opportunity to build your dream home amidst Vermont's natural beauty. Located conveniently close to the renowned Stratton Mountain Ski Resort and Golf Course, this property promises year-round recreation and

Rachel Febbie EXP Realty

0000 Wonder Ln Unit Lot 18, Jamaica, VT 05343
/7
$99,000
- Land
- 2.06 Acres
- $48,058 per Acre
000 Wonder Ln Unit LOT 15, Jamaica, VT 05343

Prime 2.06-Acre Wooded Lot near Stratton Mountain Ski Resort and Golf Course---Nestled in a serene and private subdivision, this magnificent 2.08-acre wooded lot offers an unparalleled opportunity to build your dream home amidst Vermont's natural beauty. Located conveniently close to the renowned Stratton Mountain Ski Resort and Golf Course, this property promises year-round recreation and

Rachel Febbie EXP Realty

000 Wonder Ln Unit LOT 15, Jamaica, VT 05343
/35
$649,000
- 3 Beds
- 3 Baths
- 1,886 Sq Ft
4A Ridge, Winhall, VT 05340

This immaculate 3-bedroom, 3-bath condominium sleeping eight comfortably is located in the desirable Piper Ridge Community. The first floor includes a spacious mudroom with built-in storage, a full-sized laundry area, and a guest bedroom suite. The living/dining room boasts a brick fireplace, knotty pine walls, and a cathedral ceiling. The kitchen, which is ideal for family gatherings, includes

Margaret Mcmahon Four Seasons Sotheby's Int'l Realty

4A Ridge, Winhall, VT 05340
/21
$609,000
- 2 Beds
- 2 Baths
- 916 Sq Ft
771 Stratton Mountain Access Rd Unit 261, Stratton, VT 05360

771 Stratton Mountain Access Rd, Stratton, VT 05155Long Trail House is Stratton’s #1 location for owners who wish to combine personal use with an optional rental offset when not in residence. Walk to Village shops, restaurants and ski lifts. The floor plan for Long Trail House #261 is one of the largest of the 2 bedroom layouts. Master bedrooms has nice views of the Village Common.

Andrew King Stratton Real Estate

771 Stratton Mountain Access Rd Unit 261, Stratton, VT 05360
/36
$998,500
- 4 Beds
- 3.5 Baths
- 2,070 Sq Ft
32 Shattarack Rd Unit B5, Stratton, VT 05360

Ski-in, ski-out Slopeside Townhouse! This meticulously remodeled offers everything you need for an exceptional mountain lifestyle. Inside, you’ll find your choice of two ensuite primary bedrooms, along with two additional spacious bedrooms, providing ample room and privacy for family and guests. Two bedrooms are enhanced with custom-built-ins, blending functionality with stylish design. The

Timothy Apps Four Seasons Sotheby's Int'l Realty

32 Shattarack Rd Unit B5, Stratton, VT 05360
/47
$1,800,000
- 4 Beds
- 3.5 Baths
- 2,698 Sq Ft
89 Sunbowl Ridge Rd Unit 89A, Stratton, VT 05360

Trailside! Ski In, Ski Out! The very best Ski Direct Access at Stratton! Most popular of luxury townhouses--offering an enlarged patio with hot tub, open and sunny, four bedroom plus den floorplan, single car garage. Fully furnished! Hardwood flooring, floor to ceiling stone, wood burning fireplace! Enjoy this outstanding trailside location! And as an added benefit, the Stratton Training and

Edwin Kevil Stratton Real Estate

89 Sunbowl Ridge Rd Unit 89A, Stratton, VT 05360
/31
$1,750,000
- 4 Beds
- 3.5 Baths
- 2,698 Sq Ft
148 Sunbowl Ridge Rd Unit 148B, Stratton, VT 05360

148B Sun Bowl Ridge Rd., Stratton Mountain, VT 05155, Solstice 148B Ski in, ski out directly from your private garage on a Stratton ski trail that has full snowmaking coverage. This home is in one of the most exclusive trailside communities in all of the Northeast! It has an open and sunny floorplan with large windows and a sliding glass door to the private patio with fire pit

Andrew King Stratton Real Estate

148 Sunbowl Ridge Rd Unit 148B, Stratton, VT 05360
/15
$530,000
- Land
- 30 Acres
- $17,667 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
/28
$365,000
- 3 Beds
- 1.5 Baths
- 1,088 Sq Ft
19 Stratton Ridge Rd, Winhall, VT 05340

Exceptionally Maintained with 3 bedrooms, 1 and 1/2 baths. Nicely renovated kitchen--granite counters. Great location just off of the Stratton Access Road! Recent carpet, spacious deck. Fully furnished and equipped--ready to move in! Would offer strong rental potential! $375,000 furnished.

Edwin Kevil Stratton Real Estate

19 Stratton Ridge Rd, Winhall, VT 05340
/51
$5,999,000
- 6 Beds
- 7.5 Baths
- 8,720 Sq Ft
454 Mountain Rd, Stratton, VT 05155

Welcome to a one-of-a-kind 141-acre mountaintop retreat at Stratton Mountain Resort - an extraordinary sanctuary with panoramic views of Stratton, Mount Snow, and Bromley. Designed for elegance and ease, this home is a rare blend of architectural beauty, comfort, and sophistication.A gracious entryway opens to a sunlit living room and library anchored by an 18-foot stone fireplace.

Lisa Sullivan Four Seasons Sotheby's Int'l Realty

454 Mountain Rd, Stratton, VT 05155
/24
$69,900
- 2 Beds
- 0.5 Baths
- 414 Sq Ft
33 W River St, Londonderry, VT 05155

Motivated Seller. Bring all offers. Do not sleep on this rustic riverfront cabin in the heart of South Londonderry! The perfect glamping retreat for those looking for simple living yet close to amenities. The main floor features a cozy living room, and kitchen area, complete with a propane oven and range, mini fridge, small dining table, propane stove, and electric fireplace. Off the

Peter Cahill EXP Realty

33 W River St, Londonderry, VT 05155
/8
$65,000
- Land
- 2.00 Acres
- $32,500 per Acre
585 Sawmill Rd, Stratton, VT 05360

Ready to build! Nestled in the picturesque Snow Mountain Farms development, this prime 2 acre property offers the perfect canvas for your dream home. Situated in a great neighborhood with a convenient location, it provides easy access to both Mount Snow and Stratton. The property is equipped with a wastewater permit, septic design, an already cleared building envelope, and a driveway.

Carrie Mathews Winhall Real Estate

585 Sawmill Rd, Stratton, VT 05360
/21
$235,000
- Land
- 1.30 Acres
- $180,769 per Acre
80 the Hollow Rd, Winhall, VT 05340

We can build it for you. Nestled in the heart of the picturesque **High Meadow at Stratton**, this captivating lot awaits your vision. Embrace the opportunity to own one of the last available parcels in this highly sought-after neighborhood, where extraordinary living blends seamlessly with the tranquility of the Vermont mountains. Enjoy breathtaking views of the iconic **Stratton ski

Jacek / Realtor Mikolajczyk BHHS Verani Upper Valley

80 the Hollow Rd, Winhall, VT 05340

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