4,475

South Londonderry, VT Homes

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    • /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
      • Oct 29, 2024

      Last Listing Agent Christina Dryden Berkshire Hathaway HomeServices Stratton Home

  • /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
  • /2

    $815,000 Sold Mar 05, 2026

    B15 Maple Ridge Rd Unit B15, Winhall, VT 05340

    • 4 Beds
    • 3 Baths
    • 2,500 Sq Ft
    • Built 1985

    Last Sold Summary

    • 1% Above List Price
    • $326/SF
    • 0 Days On Market

    Last Listing Agent Andrew King Stratton Real Estate

    B15 Maple Ridge Rd Unit B15, Winhall, VT 05340
    • /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
      • Oct 25, 2024

      Last Listing Agent Claudia Harris Mary Mitchell Miller Real Estate

  • /33

    $1,650,000 Under Contract

    • 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
  • /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
    • /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
      • Nov 01, 2024

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

  • /27

    $609,000

    • 4 Beds
    • 3 Baths
    • 1,650 Sq Ft

    60 Hilltop Rd Unit 60, Winhall, VT 05340

    Turn-key Stratton retreat in one of the area’s most desirable year-round communities. This 4-bedroom, 3-bath Intervale townhome offers the perfect blend of comfort and convenience—just minutes to the slopes with seasonal shuttle service right from the community. The open-concept living area is ideal for gathering after a day on the mountain, while five mini-split systems provide efficient heating

    Timothy Apps Four Seasons Sotheby's Int'l Realty

    60 Hilltop Rd Unit 60, Winhall, VT 05340
  • /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 $344,282

    Last Listing Agent Alison Cummings Cummings & Co

    33 Aspen Ln, 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
      • Oct 02, 2024

      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
  • /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 $241,413

    Last Listing Agent Bob Maisey Berkshire Hathaway HomeServices Stratton Home

    347 Main St, South Londonderry, VT 05155
    • /10

      Est $432,346 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
      • Oct 08, 2024

      Last Listing Agent Edwin Kevil Stratton Real Estate

  • /60

    $1,250,000 Under Contract

    • 4 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
  • /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
    • /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
      • Oct 03, 2024

      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
  • /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
    • /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
      • Oct 25, 2024

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

  • /6

    $229,000

    • Land
    • 1.57 Acres
    • $145,860 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
  • /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 $645,888

    Last Listing Agent Mike England Michael England Real Estate

    3 Short Rd, Bondville, 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

      • $551/SF
      • 7 Days On Market
      • Last Sold Price $575,000
      • Oct 30, 2024

      Last Listing Agent Andrew King Stratton Real Estate

  • /33

    $649,000

    • 3 Beds
    • 3 Baths
    • 1,650 Sq Ft

    39 Pond View Rd Unit 39, Winhall, VT 05340

    Set in a prime location along Stratton Access Road, this Intervale townhouse offers an easygoing mountain lifestyle with everything you need close at hand—including weekend and holiday winter shuttle service to the base lodge. The 3-bedroom + loft, 3-bath layout provides plenty of space for guests, while the open living area brings everyone together with a seamless flow between the kitchen,

    Carrie Mathews Winhall Real Estate

    39 Pond View Rd Unit 39, 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 $845,468

    Last Listing Agent Lauren Behm Berkshire Hathaway HomeServices Stratton Home

    7 N Brookwood Rd, Winhall, VT 05340
    • /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

      • $356/SF
      • 135 Days On Market
      • Last Sold Price $825,000
      • Mar 14, 2025

      Last Listing Agent Jamie Wylie Stratton Real Estate

  • /15

    $309,000 Pending

    • Land
    • 30 Acres
    • $10,300 per Acre

    00 Pratt Bridge Rd, Jamaica, VT 05343

    Thinking of building!! Enjoy Vermont in all the seasons!! This land has a number of options! A sectioned parcel of 30 acres of land has been already approved for a 4 lot subdivision with state approved septic designs. OR develop one site to sell and keep one for yourself with more land to share. OR keep it all to yourself and build your dream home. Pratt Bridge Road is a close drive to Stratton,

    Sandy Laserte Berkshire Hathaway HomeServices Stratton Home

    00 Pratt Bridge Rd, Jamaica, VT 05343
  • /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 $572,323

    Last Listing Agent Patricia Fitzpatrick Skihome Realty

    4138 W Hill Rd S, Jamaica, VT 05343
    • /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
      • Oct 22, 2024

      Last Listing Agent Timothy Mich Doddridge Stratton Real Estate

  • /37

    $829,000

    • 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
  • /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

      Est $672,837 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

      • 11% Above List Price
      • $360/SF
      • 10 Days On Market
      • Last Sold Price $605,000
      • Oct 08, 2024

      Last Listing Agent TG Glazer Winhall 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
  • /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
    • /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
      • Dec 30, 2024

      Last Listing Agent Jamie Wylie Stratton Real Estate

  • /5

    $375,000

    • Land
    • 5.54 Acres
    • $67,690 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
  • /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
    • /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
      • Nov 25, 2024

      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
  • /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 $2,225,474

    Last Listing Agent Christiane Carroccio TPW Real Estate

    19 Old Town Rd, Bondville, VT 05340
    • /60

      Est $896,497 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

      • 10% Above List Price
      • $217/SF
      • 30 Days On Market
      • Last Sold Price $817,500
      • Dec 13, 2024

      Last Listing Agent Kim Morgan-Wohler Wohler Realty Group

Showing Results 241 - 280, Page 7 of 18

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