4,489

South Londonderry, VT Homes

Section Image
  • /39

    $2,250,000

    Under Contract
    • 3 Beds
    • 3.5 Baths
    • 2,824 Sq Ft

    9 Mountain Reach Mews Rd Unit 9, Stratton, VT 05155

    Experience Stratton at its absolute finest from one of the mountain's most coveted locations. Perfectly positioned just behind Stratton Village, this exceptional ski-in/ski-out residence offers the rare combination of effortless slope access and a short stroll to the Village's vibrant shops, restaurants, cafés, and year-round activities. Leave the car behind and enjoy the ultimate mountain

    Carrie Mathews Winhall Real Estate

    9 Mountain Reach Mews Rd Unit 9, Stratton, VT 05155
  • /60

    $625,000

    Sold Nov 26, 2025

    3 Short Rd, Bondville, VT 05340

    • 3 Beds
    • 2.5 Baths
    • 2,034 Sq Ft
    • Built 1885

    Last Sold Summary

    • 12% Below List Price
    • $307/SF
    • 56 Days On Market

    Current Estimated Value $648,947

    Last Listing Agent Mike England Michael England Real Estate

    3 Short Rd, Bondville, VT 05340
    • /30

      Not Listed For Sale

      20 Maple Beech Rd Unit 20, Winhall, VT 05340

      • 3 Beds
      • 3 Baths
      • 1,650 Sq Ft
      • Built 1984
      20 Maple Beech Rd Unit 20, Winhall, VT 05340

      Last Sold Summary

      • 4 Days On Market

  • /16

    $139,000

    Pending
    • Land
    • 1.62 Acres
    • $85,802 per Acre

    0 Lower Taylor Hill Rd Unit 19, Winhall, VT 05340

    wooded slightly elevated parcel. With clearing there should be some across valley views. Past soil test indicates proposed septic locations.Five-minute walk to Stratton snowmaking pond.

    Mike England Michael England Real Estate

    0 Lower Taylor Hill Rd Unit 19, Winhall, VT 05340
  • /40

    $1,500,000

    Sold May 13, 2026

    207 Brooks Ln, Londonderry, VT 05148

    • 9 Beds
    • 9 Baths
    • 8,054 Sq Ft
    • Built 1820

    Last Sold Summary

    • 53% Below List Price
    • $186/SF
    • 909 Days On Market

    Last Listing Agent Timothy Apps Four Seasons Sotheby's Int'l Realty

    207 Brooks Ln, Londonderry, VT 05148
    • /33

      Not Listed For Sale

      47 Styles Branch Rd Unit 909, Stratton, VT 05360

      • 3 Beds
      • 2.5 Baths
      • 1,650 Sq Ft
      • Built 1979
      47 Styles Branch Rd Unit 909, Stratton, VT 05360

      Last Sold Summary

      • 8 Days On Market

  • /59

    $949,000

    $30K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 5,248 Sq Ft

    41-43 Cranberry Hill Rd, Winhall, VT 05340

    This is the ultimate modern Alpine chalet, fully renovated yet boasting the classic flat-sawn balusters characteristic of mountain homes in the Alps. Three expansive floors offer sunny, well-appointed space, beginning with a roomy mudroom, three bedrooms and two bathrooms (one en-suite). Head upstairs to join your friends and family in the open-concept European kitchen/living/dining room with

    Jamie Luke TPW Real Estate

    41-43 Cranberry Hill Rd, Winhall, VT 05340
  • /45

    $849,000

    Sold Dec 04, 2025

    7 N Brookwood Rd, Winhall, VT 05340

    • 4 Beds
    • 3.5 Baths
    • 2,028 Sq Ft
    • Built 1968

    Last Sold Summary

    • $419/SF
    • 12 Days On Market

    Current Estimated Value $843,993

    Last Listing Agent Lauren Behm Berkshire Hathaway HomeServices Stratton Home

    7 N Brookwood Rd, Winhall, VT 05340
    • /17

      Not Listed For Sale

      761 Stratton Mountain Access Rd Unit 427, Stratton, VT 05360

      • 2 Beds
      • 2 Baths
      • 1,044 Sq Ft
      • Built 1998
      761 Stratton Mountain Access Rd Unit 427, Stratton, VT 05360

      Last Sold Summary

      • 7 Days On Market

  • /40

    $720,000

    $15K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,317 Sq Ft

    B2 Maple Ridge Rd, Winhall, VT 05155

    The Highgate Piper Ridge Townhome is ideally located just a short stroll from the exclusive sports center and provides convenient shuttle service to Stratton’s ski lifts during the winter season. This residence is filled with natural light and features a contemporary kitchen and bathrooms, polished hardwood floors, and elegant tile accents throughout. The one-car garage has been ingeniously

    Mike England Michael England Real Estate

    B2 Maple Ridge Rd, Winhall, VT 05155
  • /35

    $530,000

    Sold Apr 10, 2026

    4138 W Hill Rd S, Jamaica, VT 05343

    • 3 Beds
    • 3 Baths
    • 2,704 Sq Ft
    • Built 2002

    Last Sold Summary

    • 5% Below List Price
    • $196/SF
    • 16 Days On Market

    Current Estimated Value $542,246

    Last Listing Agent Patricia Fitzpatrick Skihome Realty

    4138 W Hill Rd S, Jamaica, VT 05343
    • /25

      Not Listed For Sale

      0 Cobble Ridge Rd Unit D2, Winhall, VT 05340

      • 4 Beds
      • 3 Baths
      • 2,317 Sq Ft
      • Built 1988
      0 Cobble Ridge Rd Unit D2, Winhall, VT 05340

      Last Sold Summary

      • 135 Days On Market

  • /2

    $50,000

    Under Contract
    • Land
    • 28 Acres
    • $1,786 per Acre

    non Pikes Falls Rd, Jamaica, VT 05343

    This is a land locked parcel. There is no right of way or easement to access it. This is a town sale property. There is a 30 day waiting period after a fully executed contract. The 30 days is a window for public feedback. Under the statute, if Town residence object to the sale, they have 30 days from the date of the notice to submit a petition to the Town. If a petition is signed by at least 5%

    Carrie Mathews Winhall Real Estate

    non Pikes Falls Rd, Jamaica, VT 05343
  • /36

    $975,000

    Sold Nov 24, 2025

    19 Village Lodge Rd Unit 209, Stratton, VT 05155

    • 3 Beds
    • 3 Baths
    • 1,697 Sq Ft
    • Built 2004

    Last Sold Summary

    • 2% Below List Price
    • $575/SF
    • 15 Days On Market

    Last Listing Agent Robin Apps Four Seasons Sotheby's Int'l Realty

    19 Village Lodge Rd Unit 209, Stratton, VT 05155
    • /4

      Not Listed For Sale

      790 Stratton Mtn Access Rd Unit 3525, Stratton, VT 05155

      • 4 Beds
      • 3 Baths
      • 2,200 Sq Ft
      • Built 1983
      790 Stratton Mtn Access Rd Unit 3525, Stratton, VT 05155

      Last Sold Summary

      • 113 Days On Market

  • /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
  • /10

    $385,000

    Sold Sep 10, 2025

    0 River Rd, Winhall, VT 05340

    • Land
    • 24.54 Acres
    • $15,689 per Acre

    Last Sold Summary

    • 11% Below List Price
    • 28 Days On Market

    Last Listing Agent Cheyanne Pugliese

    0 River Rd, Winhall, VT 05340
    • /37

      Not Listed For Sale

      43 High Point Dr Unit D31, Stratton, VT 05360

      • 3 Beds
      • 2.5 Baths
      • 1,494 Sq Ft
      • Built 1985
      43 High Point Dr Unit D31, Stratton, VT 05360

      Last Sold Summary

      • 13 Days On Market

  • /21

    $160,000

    • Land
    • 11.08 Acres
    • $14,440 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
  • /39

    $875,000

    Sold May 21, 2026

    F2 Cobble Ridge Rd Unit F2, Winhall, VT 05340

    • 4 Beds
    • 4 Baths
    • 2,673 Sq Ft
    • Built 1988

    Last Sold Summary

    • 2% Below List Price
    • $327/SF
    • 51 Days On Market

    Last Listing Agent Mike England Michael England Real Estate

    F2 Cobble Ridge Rd Unit F2, Winhall, VT 05340
    • /30

      Est $694,214

      Not Listed For Sale

      6 Golden Triangle Rd, Winhall, VT 05340

      • 3 Beds
      • 3 Baths
      • 1,680 Sq Ft
      • Built 2004
      6 Golden Triangle Rd, Winhall, VT 05340

      Last Sold Summary

      • 10 Days On Market

  • /14

    $649,000

    • 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 place

    Margaret Mcmahon Four Seasons Sotheby's Int'l Realty

    792 Stratton Mtn Access Rd Unit 4310, Stratton, VT 05155
  • /58

    $1,600,000

    Sold Dec 19, 2025

    14 Stone House Rd, Winhall, VT 05155

    • 3 Beds
    • 4.5 Baths
    • 4,312 Sq Ft
    • Built 2000

    Last Sold Summary

    • 7% Below List Price
    • $371/SF
    • 8 Days On Market

    Last Listing Agent Jamie Wylie Stratton Real Estate

    14 Stone House Rd, Winhall, VT 05155
    • /14

      Not Listed For Sale

      8 Ober Tal, Stratton, VT 05155

      • 1 Bed
      • 1 Bath
      • 820 Sq Ft
      • Built 1983
      8 Ober Tal, Stratton, VT 05155

      Last Sold Summary

      • 75 Days On Market

  • /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
  • /44

    $2,200,000

    Sold Oct 14, 2025

    19 Old Town Rd, Bondville, VT 05340

    • 5 Beds
    • 7 Baths
    • 7,625 Sq Ft
    • Built 2000

    Last Sold Summary

    • 21% Below List Price
    • $289/SF
    • 190 Days On Market

    Current Estimated Value $2,219,906

    Last Listing Agent Christiane Carroccio TPW Real Estate

    19 Old Town Rd, Bondville, VT 05340
    • /32

      Not Listed For Sale

      1 Silver Birch Rd, Winhall, VT 05340

      • 3 Beds
      • 2 Baths
      • 1,215 Sq Ft
      • Built 1968
      1 Silver Birch Rd, Winhall, VT 05340

      Last Sold Summary

      • 61 Days On Market

  • /36

    $219,000

    Under Contract
    • 2 Beds
    • 1 Bath
    • 753 Sq Ft

    16 Old Farm Rd Unit 4, Winhall, VT 05340

    Tucked into the Old Farm community in Winhall, this inviting condominium offers classic Vermont character with the ease of association living. The main building has pre-1900 roots, with later additions that help create a warm and practical mountain-town retreat. A hydronic electric baseboard heating system, replaced when the current owners purchased the property, is complemented by a pellet stove

    Trent Stephens Wohler Realty Group

    16 Old Farm Rd Unit 4, Winhall, VT 05340
  • /28

    $815,000

    Sold Oct 28, 2025

    6 Roundtree Rd, Winhall, VT 05340

    • 4 Beds
    • 2 Baths
    • 1,908 Sq Ft
    • Built 1971

    Last Sold Summary

    • 4% Below List Price
    • $427/SF
    • 93 Days On Market

    Current Estimated Value $841,403

    Last Listing Agent Christina Dryden Berkshire Hathaway HomeServices Stratton Home

    6 Roundtree Rd, Winhall, VT 05340
    • /30

      Not Listed For Sale

      15 Tamarack Rd Unit G-2, Stratton, VT 05360

      • 3 Beds
      • 3 Baths
      • 1,600 Sq Ft
      • Built 1978
      15 Tamarack Rd Unit G-2, Stratton, VT 05360

      Last Sold Summary

      • 282 Days On Market

  • /54

    $1,990,000

    • 6 Beds
    • 6.5 Baths
    • 5,896 Sq Ft

    27 Mountain View Rd, Winhall, VT 05360

    Direct views of Stratton Mountain set the stage for this exceptional post-and-beam residence, offering a rare combination of luxury living, entertaining space, and rental flexibility. Handcrafted timber framing creates warmth and character throughout, while four fireplaces including a gas fireplace in the primary suite enhance the home's mountain atmosphere. Designed for gathering, the lower

    Jamie Wylie Stratton Real Estate

    27 Mountain View Rd, Winhall, VT 05360
  • /30

    $350,000

    Sold Sep 26, 2025

    65 E Birch Rd Unit 57, Stratton, VT 05155

    • 2 Beds
    • 2 Baths
    • 1,150 Sq Ft
    • Built 1983

    Last Sold Summary

    • $304/SF
    • 1 Day On Market

    Last Listing Agent Carrie Mathews Winhall Real Estate

    65 E Birch Rd Unit 57, Stratton, VT 05155
    • /60

      Est $825,872

      Not Listed For Sale

      53 Stratton View Rd, Bondville, VT 05340

      • 4 Beds
      • 3.5 Baths
      • 3,772 Sq Ft
      • Built 1989
      53 Stratton View Rd, Bondville, VT 05340

      Last Sold Summary

      • 30 Days On Market

  • /47

    $1,225,000

    • 4 Beds
    • 3 Baths
    • 3,357 Sq Ft

    153 High Meadow Rd, Winhall, VT 05340

    Located in Stratton Resort’s sought-after High Meadow community, this beautifully maintained and turnkey home offers the perfect blend of comfort, convenience, and mountain charm. Filled with natural light, the home features four bedrooms and three recently updated full baths, along with hardwood floors, cathedral ceilings, skylights, and a stunning floor-to-ceiling brick fireplace. Recent

    Britt Wohler

    153 High Meadow Rd, Winhall, VT 05340
  • /34

    $565,000

    Sold Jun 18, 2026

    4 Pearl Buck Dr, Winhall, VT 05340

    • 3 Beds
    • 2 Baths
    • 1,455 Sq Ft
    • Built 1968

    Last Sold Summary

    • 2% Below List Price
    • $388/SF
    • 29 Days On Market

    Current Estimated Value $583,595

    Last Listing Agent Andie Fusco Four Seasons Sotheby's Int'l Realty

    4 Pearl Buck Dr, Winhall, VT 05340
    • /60

      Est $1,494,914

      Not Listed For Sale

      43 Pearl Buck Dr, Bondville, VT 05340

      • 5 Beds
      • 5 Baths
      • 4,686 Sq Ft
      • Built 1983
      43 Pearl Buck Dr, Bondville, VT 05340

      Last Sold Summary

      • 116 Days On Market

  • /54

    $1,299,000

    • 4 Beds
    • 4 Baths
    • 3,644 Sq Ft

    279 French Hollow Rd, Bondville, VT 05340

    Built and thoughtfully expanded by its original owners, this substantial Winhall residence offers the scale and comfort of a true year-round home in a location made for four-season Vermont living. Set on 5.02 acres, the property stands apart for its broad, level, cleared grounds, an uncommon and highly usable setting just minutes from the Stratton Access Road. Inside, 3,644 square feet, four

    Trent Stephens Wohler Realty Group

    279 French Hollow Rd, Bondville, VT 05340
  • /22

    $1,200,000

    Sold Mar 05, 2026

    58 Village Square, Stratton, VT 05360

    • 4 Beds
    • 3 Baths
    • 1,920 Sq Ft
    • Built 1986

    Last Sold Summary

    • $625/SF
    • 1 Day On Market

    Current Estimated Value $1,212,000

    Last Listing Agent Andy Reed Four Seasons Sotheby's Int'l Realty

    58 Village Square, Stratton, VT 05360
    • /40

      Est $937,588

      Not Listed For Sale

      36 Road To Millbrook, Winhall, VT 05340

      • 4 Beds
      • 3.5 Baths
      • 3,119 Sq Ft
      • Built 1996
      36 Road To Millbrook, Winhall, VT 05340

      Last Sold Summary

      • 168 Days On Market

  • /29

    $825,000

    • 4 Beds
    • 3.5 Baths
    • 1,993 Sq Ft

    18 High Point Dr Unit 501, Stratton, VT 05360

    Located just one mile from Stratton’s Base Lodge and Village, this 4-bedroom, 3-bath end-unit Styles Brook townhome offers the perfect combination of convenience, comfort, and year-round mountain living. Spanning three levels, Unit 501 enjoys the added privacy, extra windows, and abundant natural light that come with end-unit ownership. The main level is designed for gathering, featuring

    Cheyanne Pugliese

    18 High Point Dr Unit 501, Stratton, VT 05360

Showing Results 281 - 320, Page 8 of 18

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