South Londonderry, VT Homes

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  $205,000 Sold Sep 15, 2025

  24 Stratton Rd W, Winhall, VT 05340

  • 2 Beds
  • 1 Bath
  • 665 Sq Ft
  • Built 1970

  Last Sold Summary

  • $308/SF
  • 0 Days On Market

  Current Estimated Value $223,466

  Last Listing Agent Cheyanne Pugliese

  24 Stratton Rd W, Winhall, VT 05340
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  /40

  Est $805,399 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,196 Sq Ft

  40 Loop Rd, Winhall, VT 05340

  40 Loop Rd, Winhall, VT 05340
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  $639,000

  • 6 Beds
  • 3 Baths
  • 2,825 Sq Ft

  95 Melendy Hill Rd, Londonderry, VT 05155

  A fully reimagined 1900’s farmhouse located in the heart of South Londonderry, nestled between Magic and Stratton Mountain Resorts. This six-bedroom, three-bath home has been meticulously remodeled to blend timeless character with contemporary style. Sunlight pours through all-new windows, illuminating generous living spaces. Every detail has been thoughtfully upgraded, from the new heating

  Jessica Citera Cummings & Co

  95 Melendy Hill Rd, Londonderry, VT 05155
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  $775,000 Sold Aug 13, 2025

  E12 Rock Ridge Rd, Winhall, VT 05155

  • 3 Beds
  • 3 Baths
  • 1,842 Sq Ft
  • Built 1986

  Last Sold Summary

  • 3% Below List Price
  • $421/SF
  • 7 Days On Market

  Last Listing Agent Cheyanne Pugliese

  E12 Rock Ridge Rd, Winhall, VT 05155
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  Est $580,863 Not Listed For Sale

  • 5 Beds
  • 4 Baths
  • 3,024 Sq Ft

  381 Winhall Hollow Rd, Bondville, VT 05340

  381 Winhall Hollow Rd, Bondville, VT 05340
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  /40

  $1,800,000

  • 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
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  /22

  $407,000 Sold Oct 08, 2025

  7 Wanderer Rd Unit 7, Stratton, VT 05155

  • 3 Beds
  • 2 Baths
  • 1,400 Sq Ft
  • Built 1970

  Last Sold Summary

  • 5% Above List Price
  • $291/SF
  • 6 Days On Market

  Last Listing Agent Dan McKenna Cummings & Co

  7 Wanderer Rd Unit 7, Stratton, VT 05155
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  /25

  Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,900 Sq Ft

  8 Hardwood Hill Unit 8B, Stratton, VT 05360

  8 Hardwood Hill Unit 8B, Stratton, VT 05360
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  /40

  $1,150,000

  • 5 Beds
  • 3.5 Baths
  • 4,017 Sq Ft

  11 Founders Hill Rd, Winhall, VT 05360

  Stratton Mountain location for full time or vacation style living! Spacious home that you can walk to Village, gondola, golf and Sports center. Corner lot justdown the street from the Stratton Mountain Club and the Base Lodge. Home has five bedrooms with a chefs kitchen that has Viking Stove, ice-maker and three dishwashers for entertaining guests. Living room and dining room are graced with

  Bob Maisey Berkshire Hathaway HomeServices Stratton Home

  11 Founders Hill Rd, Winhall, VT 05360
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  /22

  $265,500 Sold Jul 15, 2025

  18 Stratton Ridge Rd, Winhall, VT 05340

  • 3 Beds
  • 2 Baths
  • 1,332 Sq Ft
  • Built 1970

  Last Sold Summary

  • 16% Below List Price
  • $199/SF
  • 72 Days On Market

  Last Listing Agent Derek Greene Derek Greene

  18 Stratton Ridge Rd, Winhall, VT 05340
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  /31

  Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 2,817 Sq Ft

  22 Mountain View Rd, Winhall, VT 05360

  22 Mountain View Rd, Winhall, VT 05360
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  $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
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  $379,000 Sold Jan 15, 2025

  3702 Vermont Route 100, Londonderry, VT 05148

  • 3 Beds
  • 2 Baths
  • 2,000 Sq Ft
  • Built 1970

  Last Sold Summary

  • 5% Below List Price
  • $190/SF
  • 13 Days On Market

  Last Listing Agent Terry Hill Berkshire Hathaway HomeServices Stratton Home

  3702 Vermont Route 100, Londonderry, VT 05148
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  Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 2,271 Sq Ft

  43 Middle Ridge Rd Unit 416, Winhall, VT 05155

  43 Middle Ridge Rd Unit 416, Winhall, VT 05155
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  $890,000 Open Mon 10AM - 12PM

  • 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
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  $649,000 Sold Dec 04, 2025

  282 Melendy Hill Rd, South Londonderry, VT 05155

  • 3 Beds
  • 3 Baths
  • 2,939 Sq Ft
  • Built 1991

  Last Sold Summary

  • $221/SF
  • 26 Days On Market

  Last Listing Agent Kevin Moran Four Seasons Sotheby's Int'l Realty

  282 Melendy Hill Rd, South Londonderry, VT 05155
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  /39

  Est $773,537 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 2,300 Sq Ft

  28 W Branch Rd, Winhall, VT 05340

  28 W Branch Rd, Winhall, VT 05340
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  $1,100,000 Under Contract

  • 5 Beds
  • 4 Baths
  • 4,788 Sq Ft

  6 Chad Cir, Winhall, VT 05340

  Tucked away at the end of a private cul-de-sac and just minutes from Stratton's slopes, this beautifully designed mountain home offers the perfect blend of comfort and luxury. The open-concept floor plan features a chef’s kitchen with granite countertops, a 6-burner professional gas stove, double ovens, a farm sink, and a wet bar with ice maker—ideal for entertaining. Wide pine floors and a

  Carrie Mathews Winhall Real Estate

  6 Chad Cir, Winhall, VT 05340
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  /22

  $360,000 Sold Jun 20, 2025

  9 Mountain Acres Rd, Jamaica, VT 05343

  • 5 Beds
  • 2 Baths
  • 1,430 Sq Ft
  • Built 1960

  Last Sold Summary

  • 3% Below List Price
  • $252/SF
  • 112 Days On Market

  Current Estimated Value $356,736

  Last Listing Agent Helen Nault

  9 Mountain Acres Rd, Jamaica, VT 05343
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  Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 2,160 Sq Ft

  14 Middle Ridge Rd Unit 19A, Winhall, VT 05155

  14 Middle Ridge Rd Unit 19A, Winhall, VT 05155
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  $998,500

  • 4 Beds
  • 3.5 Baths
  • 2,070 Sq Ft

  32 Shattarack Rd Unit B5, Stratton, VT 05360

  They say beauty is only skin deep, but not in the case of this meticulously renovated Slopeside residence, which offers a rare combination of quality, comfort, and location. With more than $500,000 invested, this home delivers far more than surface-level appeal — the kind of work that is not always seen but is most certainly felt. Every system and surface has been thoughtfully addressed. Unlike

  Timothy Apps Four Seasons Sotheby's Int'l Realty

  32 Shattarack Rd Unit B5, Stratton, VT 05360
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  /27

  $300,000 Sold Dec 11, 2025

  0 Rock Bottom Ln, Peru, VT 05152

  • Land
  • 53 Acres
  • $5,660 per Acre

  Last Sold Summary

  • 20% Below List Price
  • 156 Days On Market

  Last Listing Agent David Shehadi Josiah Allen Real Estate, Inc.

  0 Rock Bottom Ln, Peru, VT 05152
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  Est $1,529,728 Not Listed For Sale

  • 6 Beds
  • 6.5 Baths
  • 7,426 Sq Ft

  541 Mtn Acres Rd, Jamaica, VT 05343

  541 Mtn Acres Rd, Jamaica, VT 05343
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  $950,000

  • 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
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  $645,000 Sold Mar 13, 2025

  418 Diers, Jamaica, VT 05343

  • 3 Beds
  • 2.5 Baths
  • 2,621 Sq Ft
  • Built 1988

  Last Sold Summary

  • 4% Above List Price
  • $246/SF
  • 4 Days On Market

  Current Estimated Value $615,940

  Last Listing Agent Julie Lowe Lowe's Real Estate, LLC

  418 Diers, Jamaica, VT 05343
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  /14

  Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,207 Sq Ft

  47 High Point Dr Unit B-15, Stratton, VT 05360

  47 High Point Dr Unit B-15, Stratton, VT 05360
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  /15

  $298,500

  • Land
  • 3.7 Acres
  • $80,676 per Acre

  69 Benson Fuller Dr, Winhall, VT 05340

  High dry and spectacular views of the Equinox Mountain range and Bromley Mountain! Oversized building lot with lots of privacy. Approved septic system for a 5 bedroom house!

  Andrea Linkin-Butler Stratton Buyer Brokerage

  69 Benson Fuller Dr, Winhall, VT 05340
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  $1,750,000 Sold May 09, 2025

  34 Mountain Reach Mews Rd, Stratton, VT 05155

  • 4 Beds
  • 4 Baths
  • 2,653 Sq Ft
  • Built 1986

  Last Sold Summary

  • 3% Below List Price
  • $660/SF
  • 87 Days On Market

  Last Listing Agent Heidi Zizza Four Seasons Sotheby's Int'l Realty

  34 Mountain Reach Mews Rd, Stratton, VT 05155
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  Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 1,940 Sq Ft

  38 Quarter Mile Rd, Winhall, VT 05360

  38 Quarter Mile Rd, Winhall, VT 05360
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  $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
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  $795,000 Sold Aug 21, 2025

  5 Founders Hill Rd, Winhall, VT 05360

  • 3 Beds
  • 3 Baths
  • 1,624 Sq Ft
  • Built 1970

  Last Sold Summary

  • $490/SF
  • 0 Days On Market

  Last Listing Agent Jamie Wylie Stratton Real Estate

  5 Founders Hill Rd, Winhall, VT 05360
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  /40

  Est $1,604,219 Not Listed For Sale

  • 6 Beds
  • 5.5 Baths
  • 4,551 Sq Ft

  82 High Meadow Rd, Winhall, VT 05340

  82 High Meadow Rd, Winhall, VT 05340
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  /25

  $225,000 Under Contract

  • 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
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  $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

  Last Listing Agent Kim Morgan-Wohler Wohler Realty Group

  192 N Brookwood Rd, Stratton, VT 05360
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  /40

  Not Listed For Sale

  • 4 Beds
  • 4.5 Baths
  • 2,327 Sq Ft

  13 Old Ridge Rd, Winhall, VT 05155

  13 Old Ridge Rd, Winhall, VT 05155
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  $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
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  /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

  Last Listing Agent Sandy Laserte Berkshire Hathaway HomeServices Stratton Home

  486 Windy Rise Ln E, Londonderry, VT 05148
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  /31

  Not Listed For Sale

  • 5 Beds
  • 5.5 Baths
  • 3,624 Sq Ft

  71 Todd Hill Rd, Jamaica, VT 05343

  71 Todd Hill Rd, Jamaica, VT 05343
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  $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
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  $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

Showing Results 161 - 200, Page 5 of 18