4,472

South Londonderry, VT Homes

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  • /21

    $590,000 Sold Nov 25, 2025

    771 Stratton Mountain Access Rd Unit 261, Stratton, VT 05360

    • 2 Beds
    • 2 Baths
    • 916 Sq Ft
    • Built 1999

    Last Sold Summary

    • 6% Below List Price
    • $644/SF
    • 306 Days On Market

    Last Listing Agent Andrew King Stratton Real Estate

    771 Stratton Mountain Access Rd Unit 261, Stratton, VT 05360
    • /26

      Not Listed For Sale

      219 Deerwood Hill, Londonderry, VT 05155

      • 1 Bed
      • 1 Bath
      • 460 Sq Ft
      • Built 2022
      219 Deerwood Hill, Londonderry, VT 05155

      Last Sold Summary

      • $620/SF
      • 6 Days On Market

      Last Sold Price $285,000

      Last Listing Agent Claudia Harris Mary Mitchell Miller Real Estate

  • /39

    $1,750,000

    • 7 Beds
    • 5 Baths
    • 4,649 Sq Ft

    4669 Vermont Route 100, Londonderry, VT 05148

    Encompassing over 200 acres of pasture and forest, Timberland Farm is anchored by an early 1800s farmhouse that feels at once timeless and lived-in, a place shaped by centuries of stories, music, and shared meals. The living spaces feel both intimate and generous, framed by hand-hewn beams and original wide pine floors. From the dining room to the music room, wood-burning fireplaces crowned with

    Story Jenks LandVest, Inc/Woodstock

    4669 Vermont Route 100, Londonderry, VT 05148
  • /25

    $345,000 Sold Jun 30, 2025

    75 E Birch Rd Unit 21, Stratton, VT 05360

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

    Last Sold Summary

    • 9% Below List Price
    • $300/SF
    • 82 Days On Market

    Last Listing Agent Carrie Mathews Winhall Real Estate

    75 E Birch Rd Unit 21, Stratton, VT 05360
    • /21

      Not Listed For Sale

      85 E Birch Rd Unit 4, Stratton, VT 05360

      • 2 Beds
      • 2 Baths
      • 1,111 Sq Ft
      • Built 1983
      85 E Birch Rd Unit 4, Stratton, VT 05360

      Last Sold Summary

      • $302/SF
      • 3 Days On Market

      Last Sold Price $335,000

      Last Listing Agent Keith Nowak Four Seasons Sotheby's Int'l Realty

  • /33

    $1,650,000

    • 4 Beds
    • 3.5 Baths
    • 2,813 Sq Ft

    264 French Hollow Rd, Bondville, VT 05340

    Step into this newly constructed 2022 residence offering a rare sense of elevation—both literal and figurative—without sacrificing ease of access. While the home feels perched above it all, it is reached via a gentle sloping driveway, providing everyday convenience alongside breathtaking views. Sweeping, uninterrupted vistas are enjoyed from nearly every room, creating a constant connection to

    Kristin Pirie Winhall Real Estate

    264 French Hollow Rd, Bondville, VT 05340
  • /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 $641,172

    Last Listing Agent Mike England Michael England Real Estate

    3 Short Rd, Bondville, VT 05340
    • /10

      Not Listed For Sale

      0 Mowrey Rd Unit 5012138, Jamaica, VT 05343

      0 Mowrey Rd Unit 5012138, Jamaica, VT 05343

      Last Sold Summary

      • 2 Days On Market

      Last Sold Price $75,000

      Last Listing Agent Dan McKenna Cummings & Co

  • /15

    $500,000

    • Land
    • 21.2 Acres
    • $23,585 per Acre

    56 Lower Taylor Hill Rd, Winhall, VT 05340

    A rare opportunity to create a private Vermont retreat on 21.2 +/- acres along Lower Taylor Hill Road in Winhall. The property is supported by a State-approved wastewater permit for a six (6) bedroom single-family residence, offering flexibility to design a substantial home within permitted limits. Rolling terrain, natural clearings, and mature woodland provide multiple potential building sites,

    Kevin Moran Four Seasons Sotheby's Int'l Realty

    56 Lower Taylor 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 $843,812

    Last Listing Agent Lauren Behm Berkshire Hathaway HomeServices Stratton Home

    7 N Brookwood Rd, Winhall, VT 05340
    • /10

      Est $433,166 Not Listed For Sale

      16 Ober Tal Dr Unit E-13, Stratton, VT 05360

      • 1 Bed
      • 1 Bath
      • 850 Sq Ft
      • Built 1983
      16 Ober Tal Dr Unit E-13, Stratton, VT 05360

      Last Sold Summary

      • 4% Below List Price
      • $529/SF
      • 10 Days On Market

      Last Sold Price $450,000

      Last Listing Agent Edwin Kevil Stratton Real Estate

  • /60

    $1,350,000

    • 5 Beds
    • 3.5 Baths
    • 3,516 Sq Ft

    732 Under the Mountain Rd, South Londonderry, VT 05155

    With 42+ stunning acres and unrivaled panoramic mountain (and sunset) views, this beautiful historic home seamlessly blends an extraordinary sense of history, grace, modern amenities, and will offer you the quintessential Vermont experience! Originally built in 1810 and artfully reimagined in 1987, the 5BR farmhouse features exposed beams, wide plank wood floors, and architectural character, and

    Claudia Harris Mary Mitchell Miller Real Estate

    732 Under the Mountain Rd, South Londonderry, VT 05155
  • /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
    • /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

      • $333/SF
      • 4 Days On Market

      Last Sold Price $550,000

      Last Listing Agent Christiane Carroccio TPW Real Estate

  • /13

    $1,050,000 Pending

    • 3 Beds
    • 3 Baths
    • 1,501 Sq Ft

    759 Stratton Mtn Access Rd Unit 239, Stratton, VT 05360

    Beautifully renovated three bedroom, three bath condominium in one of Stratton Resort's most popular neighborhoods. Heated parking garage, pool, hot tubs. Shuttle or walk to slopes. Sunny eastern exposure. Sold furnished. Hearthstone Lodge is modeled after the grand lodges of the west, filled with unique stone and timber details. Just across from the Stratton Village and ski slopes.

    John Sikes Stratton Real Estate

    759 Stratton Mtn Access Rd Unit 239, Stratton, VT 05360
  • /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
    • /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

      • $355/SF
      • 8 Days On Market

      Last Sold Price $585,000

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

  • /6

    $239,000

    • Land
    • 1.57 Acres
    • $152,229 per Acre

    2 Gold Medal Cir, Stratton, VT 05343

    This lot is only one mile from the Stratton Mountain Resort's Sun Bowl base area. The lot has views of Stratton's ski trails. The Powers Subdivision has 11 lots in total and 2.71 acres of common land. Additionally, there is 69 acres of conservation land making this community very private. Build your 4-bedroom dream home right here in one of the best planned communities in southern Vermont. Find

    Andrew King Stratton Real Estate

    2 Gold Medal Cir, Stratton, VT 05343
  • /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
    • /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

      • $551/SF
      • 7 Days On Market

      Last Sold Price $575,000

      Last Listing Agent Andrew King Stratton Real Estate

  • /31

    $475,000 Under Contract

    • 3 Beds
    • 2 Baths
    • 1,570 Sq Ft

    5 Byington Ln, Winhall, VT 05340

    Built in the style of an Austrian ski chalet, this impeccable property is the perfect opportunity to own a mountain-modern Vermont home. Fully renovated and lovingly maintained, this chalet is stylish and functional for both entertaining and cozying up. With wifi, landscaping, snow removal, and trash managed by the association and included in the community's reasonable dues, ownership is turnkey.

    Jamie Luke TPW Real Estate

    5 Byington Ln, Winhall, VT 05340
  • /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 $2,227,362

    Last Listing Agent Christiane Carroccio TPW Real Estate

    19 Old Town Rd, Bondville, 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

      • $412/SF
      • 13 Days On Market

      Last Sold Price $615,000

      Last Listing Agent Timothy Mich Doddridge Stratton Real Estate

  • /40

    $1,899,000 Under Contract

    • 4 Beds
    • 4 Baths
    • 4,270 Sq Ft

    14 Old Ridge Rd, Winhall, VT 05155

    This mountain home is beautifully furnished with a refined design that perfectly balances comfort and style, offering a seamless move-in ready experience. Located in the sought-after High Meadow neighborhood, this four bedroom, four bathroom property sits high on a perch, with clear views of Stratton’s trails, and a view of Bromley from the front of the house. Rebuilt in 2023/2024, the home is

    Christiane Carroccio TPW Real Estate

    14 Old Ridge Rd, Winhall, VT 05155
  • /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 $823,751

    Last Listing Agent Christina Dryden Berkshire Hathaway HomeServices Stratton Home

    6 Roundtree Rd, Winhall, VT 05340
    • /30

      Est $642,846 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

      • 6% Above List Price
      • $360/SF
      • 10 Days On Market

      Last Sold Price $605,000

      Last Listing Agent TG Glazer Winhall Real Estate

  • /37

    $849,000

    • 4 Beds
    • 3 Baths
    • 2,797 Sq Ft

    13 Betty Johnson Ln, Bondville, VT 05340

    Experience the magic of Vermont in every season with this stunning four-bedroom, three-bathroom home directly on Stratton Mountain. Your ultimate year-round retreat. Nestled in the heart of Vermont, this property boasts two cozy fireplaces, perfect for warming up after a day of winter adventures or enjoying a crisp autumn evening. With two distinct living areas, you'll find the ideal spaces for

    Margaret Mcmahon Four Seasons Sotheby's Int'l Realty

    13 Betty Johnson Ln, Bondville, VT 05340
  • /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
    • /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

      • $451/SF
      • 75 Days On Market

      Last Sold Price $370,000

      Last Listing Agent Jamie Wylie Stratton Real Estate

  • /50

    $4,999,000

    • 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. Expansive

    Lisa Sullivan Four Seasons Sotheby's Int'l Realty

    454 Mountain Rd, Stratton, VT 05155
  • /28

    $770,000 Sold Jul 18, 2025

    5 Stratton Ridge Rd, Winhall, VT 05340

    • 4 Beds
    • 3 Baths
    • 3,676 Sq Ft
    • Built 1980

    Last Sold Summary

    • 4% Below List Price
    • $209/SF
    • 113 Days On Market

    Current Estimated Value $837,191

    Last Listing Agent Carrie Mathews Winhall Real Estate

    5 Stratton Ridge Rd, Winhall, 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

      • $309/SF
      • 61 Days On Market

      Last Sold Price $375,000

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

  • /5

    $440,000

    • Land
    • 5.54 Acres
    • $79,422 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
  • /2

    $2,250,000 Sold May 02, 2025

    22 Upper Glades, Stratton, VT 05360

    • 4 Beds
    • 3.5 Baths
    • 2,240 Sq Ft
    • Built 1995

    Last Sold Summary

    • 5% Above List Price
    • $1,004/SF
    • 0 Days On Market

    Last Listing Agent Kim Morgan-Wohler Wohler Realty Group

    22 Upper Glades, Stratton, VT 05360
    • /60

      Est $855,736 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

      • 5% Above List Price
      • $217/SF
      • 30 Days On Market

      Last Sold Price $817,500

      Last Listing Agent Kim Morgan-Wohler Wohler Realty Group

  • /24

    $510,000 Under Contract

    • 2 Beds
    • 1 Bath
    • 850 Sq Ft

    18 Ober Tal Dr Unit F-12, Stratton, VT 05360

    TRUE Trailside, walk out your slider -directly onto the snow in front of the Tamarack lift- soon to be upgraded to a high speed this summer of 2026- You'll have the most convenient access point to mid mountain and Ursa from your dining room slider! EXPERIENCE the kind of convenience usually reserved for multi million dollar properties. This 2 bedroom/1 bath ground floor Obertal is front and

    Kim Morgan-Wohler Wohler Realty Group

    18 Ober Tal Dr Unit F-12, Stratton, VT 05360
  • /27

    $450,000 Sold Aug 14, 2025

    19 Village Lodge Rd Unit 304, Stratton, VT 05155

    • 1 Bed
    • 1 Bath
    • 841 Sq Ft
    • Built 2004

    Last Sold Summary

    • 10% Below List Price
    • $535/SF
    • 175 Days On Market

    Last Listing Agent MaryKate Grey Stratton Real Estate

    19 Village Lodge Rd Unit 304, Stratton, VT 05155
    • /38

      Not Listed For Sale

      1 Stratton Springs Rd Unit 1E, Stratton, VT 05360

      • 3 Beds
      • 2.5 Baths
      • 1,700 Sq Ft
      • Built 1999
      1 Stratton Springs Rd Unit 1E, Stratton, VT 05360

      Last Sold Summary

      • $474/SF
      • 5 Days On Market

      Last Sold Price $805,000

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

  • /16

    $139,000

    • 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
  • /34

    $690,000 Sold May 30, 2025

    22 Shattarack Rd Unit A-5, Stratton, VT 05360

    • 3 Beds
    • 2.5 Baths
    • 1,502 Sq Ft
    • Built 1977

    Last Sold Summary

    • 8% Below List Price
    • $459/SF
    • 49 Days On Market

    Current Estimated Value $774,208

    Last Listing Agent Beth Vickers Vermont Real Estate Company

    22 Shattarack Rd Unit A-5, Stratton, VT 05360

Showing Results 241 - 280, Page 7 of 18

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