South Londonderry, VT Homes

/38
$860,000
- 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
/22
$389,000 Sold Feb 23, 2026

2 Lower Stratton Valley Rd, Winhall, VT 05340
- 4 Beds
- 1.5 Baths
- 1,344 Sq Ft
- Built 1978
Last Sold Summary
- $289/SF
- 26 Days On Market
Current Estimated Value $388,549

Last Listing Agent Mike Masters Four Seasons Sotheby's Int'l Realty

2 Lower Stratton Valley Rd, Winhall, VT 05340

/52
Not Listed For Sale

E11 Rock Ridge Rd, Winhall, VT 05155
- 3 Beds
- 3 Baths
- 2,300 Sq Ft
- Built 1986
E11 Rock Ridge Rd, Winhall, VT 05155

Last Sold Summary
- $348/SF
- 47 Days On Market
Last Sold Price $800,000

Last Listing Agent Terry Hill Berkshire Hathaway HomeServices Stratton Home

/29
$699,000
- 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
/56
$3,750,000 Sold Oct 30, 2025

192 N Brookwood Rd, Stratton, VT 05360
- 7 Beds
- 7.5 Baths
- 6,900 Sq Ft
- Built 1988
Last Sold Summary
- $543/SF
- 16 Days On Market
Current Estimated Value $4,083,226

Last Listing Agent Kim Morgan-Wohler Wohler Realty Group

192 N Brookwood Rd, Stratton, VT 05360

/48
Not Listed For Sale

3702 Vermont Route 100, Londonderry, VT 05148
- 3 Beds
- 2 Baths
- 2,000 Sq Ft
- Built 1970
3702 Vermont Route 100, Londonderry, VT 05148

Last Sold Summary
- $190/SF
- 13 Days On Market
Last Sold Price $379,000

Last Listing Agent Terry Hill Berkshire Hathaway HomeServices Stratton Home

/40
$1,650,000
- 9 Beds
- 9 Baths
- 8,054 Sq Ft
207 Brooks Ln, Londonderry, VT 05148

This extraordinary, fully furnished property boasts an abundance of amenities and natural splendor. Revel in the awe-inspiring views and the tranquil swimming pond spread across these extensive 69 acres. Delight in the winding trails that lead to 1,235 feet of pristine West River frontage, providing year-round outdoor activities for all. With three distinct residences and a charming cabin, it

Timothy Apps Four Seasons Sotheby's Int'l Realty

207 Brooks Ln, Londonderry, VT 05148
/2
$422,000 Sold Oct 24, 2025

486 Windy Rise Ln E, Londonderry, VT 05148
- 3 Beds
- 3 Baths
- 1,600 Sq Ft
- Built 1975
Last Sold Summary
- 15% Below List Price
- $264/SF
- 21 Days On Market
Current Estimated Value $423,212

Last Listing Agent Sandy Laserte Berkshire Hathaway HomeServices Stratton Home

486 Windy Rise Ln E, Londonderry, VT 05148

/7
Not Listed For Sale

0 W Hill Rd S Unit 5021406, Jamaica, VT 05343
0 W Hill Rd S Unit 5021406, Jamaica, VT 05343

Last Sold Summary
- 64 Days On Market
Last Sold Price $115,000

Last Listing Agent Thom Milke Fountains Land Inc.

/35
$559,000 Coming Soon
- 3 Beds
- 3 Baths
- 2,704 Sq Ft
4138 W Hill Rd S, Jamaica, VT 05343

Nestled on 2.37 private acres in a serene mountain setting just minutes from skiing, this custom-built three-bedroom, three-bath log home offers the perfect blend of rustic charm and comfort. Constructed with double tongue-and-groove logs, the home showcases the rich wood interior and craftsmanship you would expect in a classic mountain retreat.The open-concept main level centers around a

Patricia Fitzpatrick Skihome Realty

4138 W Hill Rd S, Jamaica, VT 05343
/49
$705,000 Sold Jan 06, 2026

A6 Ridge Unit A6, Winhall, VT 05340
- 4 Beds
- 3 Baths
- 2,118 Sq Ft
- Built 1982
Last Sold Summary
- 12% Below List Price
- $333/SF
- 225 Days On Market
Last Listing Agent Karin Hardy Berkshire Hathaway HomeServices Stratton Home

A6 Ridge Unit A6, Winhall, VT 05340

/22
Not Listed For Sale

8581 Vt Route 30 Unit B, Jamaica, VT 05343
- 2 Beds
- 1 Bath
- 691 Sq Ft
- Built 1982
8581 Vt Route 30 Unit B, Jamaica, VT 05343

Last Sold Summary
- $268/SF
- 22 Days On Market
Last Sold Price $185,000

Last Listing Agent Christina Dryden Berkshire Hathaway HomeServices Stratton Home

/39
$895,000
- 4 Beds
- 4 Baths
- 2,673 Sq Ft
F2 Cobble Ridge Rd Unit F2, Winhall, VT 05340

Own your piece of Piper Ridge, a prestigious condo complex, in Stratton, Vermont. This 4-bedroom, 4-bathroom townhome received significant improvements over the past two years, making it move-in ready for maximum relaxation in the mountains. This spacious open floor plan has been upgraded with new hardwood flooring on the first and second floors and kitchen renovations with new countertops and

Mike England Michael England Real Estate

F2 Cobble Ridge Rd Unit F2, Winhall, VT 05340
/30
$330,000 Sold May 09, 2025

21 Stratton Ridge Rd, Winhall, VT 05340
- 3 Beds
- 1.5 Baths
- 1,088 Sq Ft
- Built 1970
Last Sold Summary
- 13% Below List Price
- $303/SF
- 115 Days On Market
Last Listing Agent Andie Fusco Four Seasons Sotheby's Int'l Realty

21 Stratton Ridge Rd, Winhall, VT 05340

/22
Est $229,076 Not Listed For Sale

3389 Vt Route 100 N, Londonderry, VT 05148
- 1 Bed
- 1 Bath
- 880 Sq Ft
- Built 1979
3389 Vt Route 100 N, Londonderry, VT 05148

Last Sold Summary
- 10% Above List Price
- $236/SF
- 8 Days On Market
Last Sold Price $208,000

Last Listing Agent Bob Maisey Berkshire Hathaway HomeServices Stratton Home

/8
$175,000
- Land
- 2.26 Acres
- $77,434 per Acre
0 Stratton Gardens Rd Unit 5072896, Winhall, VT 05340

Welcome to the Stratton Gardens Community. Build your Vermont home on this 2+ acre parcel in Stratton Gardens. Ease of access right off the Stratton Mountain Access Road, and all the amenities of Stratton Gardens Association- highlights include-Shuttle service to the Mountain, Road Maintenance, Plowing, Landscaping, and Trash removal.State Waste Water permit in place for a 4 bedroom home.

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

0 Stratton Gardens Rd Unit 5072896, Winhall, VT 05340
/35
$1,900,000 Sold Apr 01, 2025

16 Mountain Reach Mews Rd, Stratton, VT 05155
- 3 Beds
- 3.5 Baths
- 2,581 Sq Ft
- Built 1986
Last Sold Summary
- 1% Below List Price
- $736/SF
- 14 Days On Market
Last Listing Agent Trent Stephens Wohler Realty Group

16 Mountain Reach Mews Rd, Stratton, VT 05155

/27
Not Listed For Sale

771 Stratton Mnt Access Rd Unit 371, Stratton, VT 05155
- 2 Beds
- 2 Baths
- 1,071 Sq Ft
- Built 1999
771 Stratton Mnt Access Rd Unit 371, Stratton, VT 05155

Last Sold Summary
- $567/SF
- 8 Days On Market
Last Sold Price $607,500

Last Listing Agent Robert Sabol Wohler Realty Group

/22
$1,200,000 Pending
- 4 Beds
- 3 Baths
- 1,920 Sq Ft
58 Village Square, Stratton, VT 05360

Enjoy true walk-to-slopes living in Stratton Village with this highly desirable 4-bedroom, 3-bath Village Square townhouse offering mountain views. Located just steps from the ski lifts, restaurants, shops, and year-round amenities, this home delivers the ultimate Stratton Mountain lifestyle where you can leave the car parked in your private parking garage and walk everywhere.The interior

Andy Reed Four Seasons Sotheby's Int'l Realty

58 Village Square, Stratton, VT 05360
/15
$159,500 Sold May 14, 2025

000 Rose Ln, Londonderry, VT 05148
- Land
- 11.08 Acres
- $14,395 per Acre
Last Sold Summary
- 47% Below List Price
- 440 Days On Market
Last Listing Agent Rachel Febbie EXP Realty

000 Rose Ln, Londonderry, VT 05148

/33
Not Listed For Sale

792 Stratton Mountain Rd Unit 4527, Stratton, VT 05360
- 2 Beds
- 2 Baths
- 1,208 Sq Ft
- Built 1983
792 Stratton Mountain Rd Unit 4527, Stratton, VT 05360

Last Sold Summary
- $650/SF
- 7 Days On Market
Last Sold Price $785,000

Last Listing Agent Kim Morgan-Wohler Wohler Realty Group

/39
$890,000
- 5 Beds
- 3.5 Baths
- 3,218 Sq Ft
4880 Pikes Falls Rd, Jamaica, VT 05343

This majestic log home offers peaceful mountain living with room for Everyone. Discover your tranquil 5-bedroom, 4-bathroom family retreat nestled just minutes from the year-round activities at Stratton Ski Resort. This authentic and expansive log cabin exudes classic Vermont charm. The inviting main living area is flooded with natural light, featuring an efficient wood stove to provide cozy

Margaret Mcmahon Four Seasons Sotheby's Int'l Realty

4880 Pikes Falls Rd, Jamaica, VT 05343
/38
$779,000 Sold Oct 31, 2025

44 Hilltop Rd, Winhall, VT 05340
- 4 Beds
- 4 Baths
- 2,997 Sq Ft
- Built 1996
Last Sold Summary
- 1% Below List Price
- $260/SF
- 22 Days On Market
Current Estimated Value $773,901

Last Listing Agent Christiane Carroccio TPW Real Estate

44 Hilltop Rd, Winhall, VT 05340

/5
Not Listed For Sale

15 Mountain Reach Mews Unit 15, Stratton, VT 05360
- 4 Beds
- 6 Baths
- 3,422 Sq Ft
- Built 1986
15 Mountain Reach Mews Unit 15, Stratton, VT 05360

Last Sold Summary
- $1,081/SF
- 0 Days On Market
Last Sold Price $3,700,000

Last Listing Agent Andrew King Stratton Real Estate

/5
$55,000
- Land
- 1 Acre
- $55,000 per Acre
000F-320 Bourbon Run Rd, Jamaica, VT 05343

This 1-acre wooded lot in Jamaica, Vermont offers a unique opportunity for peaceful living in a quiet town with no zoning restrictions. Jamaica maintains its own roads and is home to a State Park that provides excellent camping and summer recreational activities. The property is conveniently located near major ski resorts including Stratton, Bromley, Magic Mountain, and Mount Snow, ideal for

Mike England Michael England Real Estate

000F-320 Bourbon Run Rd, Jamaica, VT 05343
/17
$215,000 Sold Nov 21, 2025

5997 Vermont 30, Jamaica, VT 05343
- 3 Beds
- 2 Baths
- 1,387 Sq Ft
- Built 1999
Last Sold Summary
- 13% Above List Price
- $155/SF
- 0 Days On Market
Last Listing Agent Timothy Apps Four Seasons Sotheby's Int'l Realty

5997 Vermont 30, Jamaica, VT 05343

/29
Est $471,264 Not Listed For Sale

10 Ober Tal Dr Unit B32, Stratton, VT 05360
- 2 Beds
- 2 Baths
- 1,098 Sq Ft
- Built 1983
10 Ober Tal Dr Unit B32, Stratton, VT 05360

Last Sold Summary
- 2% Below List Price
- $437/SF
- 3 Days On Market
Last Sold Price $480,000

Last Listing Agent Jamie Wylie Stratton Real Estate

/47
$575,000
- 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 and BONUS "4th" room with direct access to bath. 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

Mike England Michael England Real Estate

49 High Point Dr Unit A122, Stratton, VT 05360
/59
$5,150,000 Sold Mar 12, 2025

64 Tamarack Rd, Stratton, VT 05360
- 9 Beds
- 10.5 Baths
- 7,498 Sq Ft
- Built 2014
Last Sold Summary
- 2% Below List Price
- $687/SF
- 93 Days On Market
Current Estimated Value $5,630,409

Last Listing Agent Kim Morgan-Wohler Wohler Realty Group

64 Tamarack Rd, Stratton, VT 05360

/55
Est $939,104 Not Listed For Sale

45 Hilltop Rd, Winhall, VT 05340
- 5 Beds
- 4 Baths
- 2,900 Sq Ft
- Built 1996
45 Hilltop Rd, Winhall, VT 05340

Last Sold Summary
- 4% Above List Price
- $310/SF
- 7 Days On Market
Last Sold Price $899,000

Last Listing Agent Terry Hill Berkshire Hathaway HomeServices Stratton Home

/21
$379,000
- Land
- 12.05 Acres
- $31,452 per Acre
101 Catherine Rd, Jamaica, VT 05343

Discover 12 scenic acres close to Stratton Mountain Resort with sweeping mountain views and endless potential. This unique property features a charming small treehouse and two Jamaica cottage structures set on permanent foundations ready to be finished. Cabin would be perfect for income producing tiny homes, storage, creative space, or future development. An active septic permit is already in

Jamie Wylie Stratton Real Estate

101 Catherine Rd, Jamaica, VT 05343
/33
$50,000 Sold Dec 05, 2025

33 W River St, Londonderry, VT 05155
- 2 Beds
- 0.5 Baths
- 414 Sq Ft
- Built 1952
Last Sold Summary
- 17% Below List Price
- $121/SF
- 43 Days On Market
Last Listing Agent Christine Chovan

33 W River St, Londonderry, VT 05155

/25
Not Listed For Sale

761 Stratton Mountain Access Rd Unit 443 / 444, Stratton, VT 05360
- 3 Beds
- 2 Baths
- 1,383 Sq Ft
- Built 1998
761 Stratton Mountain Access Rd Unit 443 / 444, Stratton, VT 05360

Last Sold Summary
- $602/SF
- 43 Days On Market
Last Sold Price $832,000

Last Listing Agent Andrew King Stratton Real Estate

/24
$225,000
- 1 Bed
- 1 Bath
- 265 Sq Ft
2053 Pikes Falls Rd, Jamaica, VT 05343

A unique tiny house offering contemporary, Vermont farmhouse luxury in the Green Mountains. Featured on A & E's Living Smaller!This is tiny house vacation living at its finest. The house offers a full kitchen with four-burner gas stove and oven, farmhouse sink, butcher-block countertops, electric fireplace, AC, 40” Smart TV, Starlink WiFi, small soaking bathtub with shower. The bedroom loft

Sandy Laserte Berkshire Hathaway HomeServices Stratton Home

2053 Pikes Falls Rd, Jamaica, VT 05343
/35
$339,000 Sold Oct 20, 2025

33 Aspen Ln, Bondville, VT 05340
- 3 Beds
- 2 Baths
- 1,120 Sq Ft
- Built 1970
Last Sold Summary
- 6% Below List Price
- $303/SF
- 37 Days On Market
Current Estimated Value $338,385

Last Listing Agent Alison Cummings Cummings & Co

33 Aspen Ln, Bondville, VT 05340

/27
Not Listed For Sale

19 Village Lodge Rd Unit 301, Stratton, VT 05155
- 2 Beds
- 2 Baths
- 1,207 Sq Ft
- Built 2004
19 Village Lodge Rd Unit 301, Stratton, VT 05155

Last Sold Summary
- $571/SF
- 9 Days On Market
Last Sold Price $689,000

Last Listing Agent Jamie Wylie Stratton Real Estate

/54
$3,750,000
- 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
/35
$227,000 Sold May 02, 2025

347 Main St, South Londonderry, VT 05155
- 3 Beds
- 2 Baths
- 2,072 Sq Ft
- Built 1830
Last Sold Summary
- 25% Below List Price
- $110/SF
- 146 Days On Market
Current Estimated Value $307,785

Last Listing Agent Bob Maisey Berkshire Hathaway HomeServices Stratton Home

347 Main St, South Londonderry, VT 05155

/27
Not Listed For Sale

85 E Birch Rd Unit 7, Stratton, VT 05360
- 2 Beds
- 2 Baths
- 1,111 Sq Ft
- Built 1983
85 E Birch Rd Unit 7, Stratton, VT 05360

Last Sold Summary
- $302/SF
- 6 Days On Market
Last Sold Price $335,000

Last Listing Agent Christina Dryden Berkshire Hathaway HomeServices Stratton Home

/13
$135,000 Under Contract
- Land
- 1.36 Acres
- $99,265 per Acre
0 Stratton View Rd Unit 14, 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 Unit 14, Winhall, VT 05340

Showing Results 201 - 240, Page 6 of 18

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