4,492

South Londonderry, VT Homes

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    • /30

      Not Listed For Sale

      13 Stratton Rd W Unit 13, Winhall, VT 05340

      • 5 Beds
      • 3 Baths
      • 1,785 Sq Ft
      • Built 1970
      13 Stratton Rd W Unit 13, Winhall, VT 05340

      Last Sold Summary

      • 4 Days On Market

  • /40

    $1,699,000

    • 4 Beds
    • 4 Baths
    • 2,951 Sq Ft

    1949 South Rd, Peru, VT 05152

    Discover Berry Hill Farm, an exceptional Vermont estate where inspired design, extraordinary craftsmanship, and natural beauty come together in one remarkable setting. Offering privacy, versatility, and a deep connection to the landscape, this unique property encompasses 15.52 acres across two separately deeded parcels, creating a rare offering for a Southern Vermont retreat. The contemporary

    Helen Nault

    1949 South Rd, Peru, VT 05152
  • /41

    $785,000

    Sold Nov 21, 2025

    202 Pratt Bridge Rd, Jamaica, VT 05343

    • 3 Beds
    • 2.5 Baths
    • 2,800 Sq Ft
    • Built 1966

    Last Sold Summary

    • 1% Below List Price
    • $280/SF
    • 28 Days On Market

    Current Estimated Value $665,487

    Last Listing Agent Geralyn Donohue Four Seasons Sotheby's Int'l Realty

    202 Pratt Bridge Rd, Jamaica, VT 05343
    • /29

      Est $713,988

      Not Listed For Sale

      32 Beaver St, Bondville, VT 05340

      • 4 Beds
      • 2.5 Baths
      • 2,179 Sq Ft
      • Built 2008
      32 Beaver St, Bondville, VT 05340

      Last Sold Summary

      • 7 Days On Market

  • /36

    $1,295,000

    $20K PRICE INCREASE
    • 5 Beds
    • 3.5 Baths
    • 3,040 Sq Ft

    4427 W Hill Rd S, Jamaica, VT 05343

    One-of-a-kind luxury lodge offering the comfort and amenities of a five-star retreat with the warmth and charm of a Vermont mountain home. The house provides all the space your friends and family could want—an expansive open layout perfect for gatherings, along with plenty of cozy, private spots for quiet moments. Enjoy movie nights in the 11-foot home theater, or relax in front of one of two

    Carrie Mathews Winhall Real Estate

    4427 W Hill Rd S, Jamaica, VT 05343
  • /35

    $707,500

    Sold May 01, 2026

    9 Old Route 30, Winhall, VT 05340

    • 4 Beds
    • 2 Baths
    • 2,715 Sq Ft
    • Built 1948

    Last Sold Summary

    • 2% Above List Price
    • $261/SF
    • 4 Days On Market

    Current Estimated Value $667,986

    Last Listing Agent Carrie Mathews Winhall Real Estate

    9 Old Route 30, Winhall, VT 05340
    • /31

      Est $621,721

      Not Listed For Sale

      22 Little Brook Rd, Winhall, VT 05340

      • 3 Beds
      • 2 Baths
      • 1,896 Sq Ft
      • Built 2004
      22 Little Brook Rd, Winhall, VT 05340

      Last Sold Summary

      • 10 Days On Market

  • /32

    $849,000

    • 4 Beds
    • 3.5 Baths
    • 2,878 Sq Ft

    32 Benson Fuller Dr, Bondville, VT 05340

    Embrace Vermont living with this fully furnished, 4-bedroom, 3.5-bath contemporary home located just minutes from Stratton Mountain Resort. Situated on a serene 1-acre lot along a quiet road, this move-in-ready sanctuary offers effortless mountain comfort, high-end entertaining space, and practical updates throughout. Quality architectural details welcome you into a bright main level boasting a

    Margaret Mcmahon Four Seasons Sotheby's Int'l Realty

    32 Benson Fuller Dr, Bondville, VT 05340
  • /37

    $777,500

    Sold Jun 01, 2026

    34 Mountain View Rd, Winhall, VT 05360

    • 4 Beds
    • 2.5 Baths
    • 2,500 Sq Ft
    • Built 1980

    Last Sold Summary

    • 2% Below List Price
    • $311/SF
    • 15 Days On Market

    Last Listing Agent Jason Saphire www.HomeZu.com

    34 Mountain View Rd, Winhall, VT 05360
    • /40

      Est $897,704

      Not Listed For Sale

      34 Raspberry Hill Rd, Winhall, VT 05340

      • 4 Beds
      • 3 Baths
      • 2,872 Sq Ft
      • Built 1975
      34 Raspberry Hill Rd, Winhall, VT 05340

      Last Sold Summary

      • 5 Days On Market

  • /19

    $63,000

    • 2 Beds
    • 1 Bath
    • 672 Sq Ft

    2022 Route 30, Jamaica, VT 05343

    Looking for an easy escape to the mountains? This furnished 2-bedroom mobile home sits right on the banks of the West River in West River Park—an ideal spot for seasonal living in Southern Vermont. The park has 23 sites and allows homeowners to stay up to 6 months each year, making it a great option for summer adventures or a winter ski base or, a little bit of both!Stratton is just 20

    Carrie Mathews Winhall Real Estate

    2022 Route 30, Jamaica, VT 05343
  • /43

    $755,000

    Sold Nov 14, 2025

    43 Hilltop Rd, Winhall, VT 05340

    • 4 Beds
    • 4 Baths
    • 3,020 Sq Ft
    • Built 1988

    Last Sold Summary

    • 2% Above List Price
    • $250/SF
    • 0 Days On Market

    Current Estimated Value $751,921

    Last Listing Agent Daniel Preston KW Vermont Woodstock

    43 Hilltop Rd, Winhall, VT 05340
    • /35

      Est $753,966

      Not Listed For Sale

      660 Dalewood Rd, Jamaica, VT 05343

      • 4 Beds
      • 3.5 Baths
      • 1,880 Sq Ft
      • Built 1996
      660 Dalewood Rd, Jamaica, VT 05343

      Last Sold Summary

      • 146 Days On Market

  • /30

    $429,000

    $16K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,353 Sq Ft

    49 High Point Dr Unit A-14, Stratton, VT 05360

    Embrace the ultimate Stratton lifestyle in this turnkey, one-level 2BR/2BA condo designed for effortless mountain access. Located just moments from the Village and the Stratton training center, this home eliminates the logistics and maximizes the fun with a dedicated gear-ready mudroom and a complimentary shuttle that whisks you straight to the lifts. The interior features a bright, open-concept

    Margaret Mcmahon Four Seasons Sotheby's Int'l Realty

    49 High Point Dr Unit A-14, Stratton, VT 05360
  • /59

    $1,082,500

    Sold Aug 29, 2025

    4 Garden Loop Rd, Winhall, VT 05340

    • 3 Beds
    • 3.5 Baths
    • 4,054 Sq Ft
    • Built 2005

    Last Sold Summary

    • 10% Below List Price
    • $267/SF
    • 45 Days On Market

    Current Estimated Value $1,133,000

    Last Listing Agent Lucy Ferrada Heney Realtors - Element Real Estate (Montpelier)

    4 Garden Loop Rd, Winhall, VT 05340
    • /29

      Not Listed For Sale

      30 Birch Hill Rd Unit 8 Rock Maple, Winhall, VT 05340

      • 3 Beds
      • 2 Baths
      • 1,215 Sq Ft
      • Built 1968
      30 Birch Hill Rd Unit 8 Rock Maple, Winhall, VT 05340

      Last Sold Summary

      • 19 Days On Market

  • /25

    $399,000

    Pending
    • 2 Beds
    • 2 Baths
    • 1,111 Sq Ft

    85 E Birch Rd Unit 2, Stratton, VT 05360

    Nestled in one of Vantage Point’s most secluded settings, this lower-level end unit enjoys a picturesque location and a private walkout patio. The home feels wonderfully secluded and serene while remaining just moments from everything Stratton Resort has to offer. Enjoy an easy stroll to the Village or Sports Center during the warmer months or take advantage of the convenient winter shuttle for

    Helen Nault

    85 E Birch Rd Unit 2, Stratton, VT 05360
  • /28

    $518,000

    Sold Sep 19, 2025

    8 Ober Tal Unit A-32, Stratton, VT 05155

    • 2 Beds
    • 2 Baths
    • 1,096 Sq Ft
    • Built 1983

    Last Sold Summary

    • 1% Below List Price
    • $473/SF
    • 40 Days On Market

    Last Listing Agent Cheyanne Pugliese

    8 Ober Tal Unit A-32, Stratton, VT 05155
    • /40

      Not Listed For Sale

      74 N Brookwood, Stratton, VT 05155

      • 4 Beds
      • 3 Baths
      • 3,212 Sq Ft
      • Built 1972
      74 N Brookwood, Stratton, VT 05155

      Last Sold Summary

      • 2 Days On Market

  • /60

    $8,200,000

    • 6 Beds
    • 10 Baths
    • 10,763 Sq Ft

    557 Trager Rd, Jamaica, VT 05343

    Premier 416 acre Vermont Mountain Sanctuary -Luxury Estate with sweeping mountain views-a rare expression of outdoor and mountain living where nature inspired artistry, master craftsmanship and the environment converge in quiet harmony.. Set within an expansive private landscape, the 10,000+SF residence unfolds as a sanctuary oasis designed to elevate everyday living, remaining deeply rooted in

    Kim Morgan-Wohler Wohler Realty Group

    557 Trager Rd, Jamaica, VT 05343
  • /4

    $170,000

    Sold Nov 07, 2025

    440 Edie Ln, Jamaica, VT 05343

    • 3 Beds
    • 2.5 Baths
    • 2,100 Sq Ft
    • Built 1971

    Last Sold Summary

    • 19% Below List Price
    • $81/SF
    • 16 Days On Market

    Current Estimated Value $249,123

    Last Listing Agent Timothy Mich Doddridge Stratton Real Estate

    440 Edie Ln, Jamaica, VT 05343
    • /25

      Est $555,154

      Not Listed For Sale

      84 Lower Taylor Hill Rd, Winhall, VT 05340

      • 4 Beds
      • Built 1900
      84 Lower Taylor Hill Rd, Winhall, VT 05340

      Last Sold Summary

      • 4 Days On Market

  • /2

    $195,000

    Under Contract
    • Land
    • 4.86 Acres
    • $40,123 per Acre

    1036 Dalewood Rd, Jamaica, VT 05343

    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 residents 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% of the town's registered voters, the Select Board cannot just sell the property.

    Carrie Mathews Winhall Real Estate

    1036 Dalewood Rd, Jamaica, VT 05343
  • /33

    $740,000

    Sold Jan 02, 2026

    G12 Cobble Ridge Rd, Winhall, VT 05340

    • 4 Beds
    • 4 Baths
    • 2,764 Sq Ft
    • Built 1985

    Last Sold Summary

    • 5% Below List Price
    • $268/SF
    • 1 Day On Market

    Current Estimated Value $759,667

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

    G12 Cobble Ridge Rd, Winhall, VT 05340
    • /38

      Est $1,441,429

      Not Listed For Sale

      308 Hubble Rd, Peru, VT 05152

      • 5 Beds
      • 5.5 Baths
      • 3,997 Sq Ft
      • Built 1965
      308 Hubble Rd, Peru, VT 05152

      Last Sold Summary

      • 29 Days On Market

  • /4

    $50,000

    • Land
    • 43,124 Sq Ft
    • $50,505 per Acre

    0 Route 30 Unit 5099207, Winhall, VT 05340

    Wooded one acre parcel off Rt 30 in Winhall, just past the west entrance to French Hollow Rd. and by Green Mountain National Forest and VTRT 30. This is a sloping /wooded parcel that extends down to the Mill Brook. There seems to be a nice plateau/bench as a possible build site........All Buyers should/must do their Own due diligence.

    Mike England Michael England Real Estate

    0 Route 30 Unit 5099207, Winhall, VT 05340
  • /11

    $615,000

    Sold Apr 15, 2026

    18 Ober Tal Dr Unit F32, Stratton, VT 05360

    • 2 Beds
    • 2 Baths
    • 1,050 Sq Ft
    • Built 1980

    Last Sold Summary

    • 3% Below List Price
    • $586/SF
    • 0 Days On Market

    Current Estimated Value $583,962

    Last Listing Agent Edwin Kevil Stratton Real Estate

    18 Ober Tal Dr Unit F32, Stratton, VT 05360
    • /21

      Est $413,636

      Not Listed For Sale

      8 Strattonwald Rd, Winhall, VT 05340

      • 3 Beds
      • 2 Baths
      • 1,392 Sq Ft
      • Built 1970
      8 Strattonwald Rd, Winhall, VT 05340

      Last Sold Summary

      • 90 Days On Market

  • /18

    $295,000

    • 4 Beds
    • 2 Baths
    • 1,024 Sq Ft

    3380 Under the Mountain Rd, Londonderry, VT 05155

    Amazing opportunity to own 60 acres on desirable Under The Mountain Road. This location is perfect for nature and adventure lovers alike, with several ski areas nearby. Ski at Bromley, Magic, Stratton, or take advantage of the many hiking and biking trails. There is a barn on the property with a residence on the second floor offering 4 bedrooms with 2 bathrooms. Options to live in the barn/house

    Rebecca Seymour Brattleboro Area Realty

    3380 Under the Mountain Rd, Londonderry, VT 05155
  • /20

    $590,000

    Sold Nov 19, 2025

    771 Stratton Mountain Access Rd Unit 361, Stratton, VT 05360

    • 2 Beds
    • 2 Baths
    • 920 Sq Ft
    • Built 2000

    Last Sold Summary

    • $641/SF
    • 59 Days On Market

    Last Listing Agent Christiane Carroccio TPW Real Estate

    771 Stratton Mountain Access Rd Unit 361, Stratton, VT 05360
    • /36

      Not Listed For Sale

      22 Upper Glades Unit 22, Stratton, VT 05360

      • 4 Beds
      • 3.5 Baths
      • 2,244 Sq Ft
      • Built 1997
      22 Upper Glades Unit 22, Stratton, VT 05360

      Last Sold Summary

      • 19 Days On Market

  • /36

    $650,000

    Under Contract
    • 3 Beds
    • 3.5 Baths
    • 2,678 Sq Ft

    177 Alwin Ln, Jamaica, VT 05343

    Nestled in a peaceful and private mountain setting, this beautifully maintained home offers a seamless blend of comfort, functionality, and timeless Vermont charm. Thoughtfully updated and designed for easy living.The main level features a spacious primary suite with custom built-in cabinetry, a convenient mudroom, and an updated kitchen highlighted by Vermont Verde marble countertops and

    Helen Nault

    177 Alwin Ln, Jamaica, VT 05343
  • /17

    $640,000

    Sold Dec 23, 2025

    761 Stratton Mountain Access Rd Unit 130, Stratton, VT 05360

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

    Last Sold Summary

    • 3% Below List Price
    • $653/SF
    • 60 Days On Market

    Last Listing Agent Timothy Mich Doddridge Stratton Real Estate

    761 Stratton Mountain Access Rd Unit 130, Stratton, VT 05360
    • /35

      Not Listed For Sale

      8 Dogwood Trail Unit 8A Treetop, Stratton, VT 05360

      • 3 Beds
      • 4 Baths
      • 1,906 Sq Ft
      • Built 2004
      8 Dogwood Trail Unit 8A Treetop, Stratton, VT 05360

      Last Sold Summary

      • 71 Days On Market

  • /15

    $475,000

    $55K PRICE DROP
    • Land
    • 30 Acres
    • $15,833 per Acre

    00 W Hill Rd S, Jamaica, VT 05343

    Discover 30+ acres of coveted Vermont land, offering breathtaking views, open fields, stonewalls, large pond & established driveway. This unique property features an expansive, man-made pond that’s clean, deep, and perfect for paddling, swimming, or even stocking with fish. Excellent southern exposure for solar energy possibilities ,power line access adjacent to the property, this land offers

    Jacki Murano Southern Vermont Realty Group

    00 W Hill Rd S, Jamaica, VT 05343
  • /8

    $50,000

    Sold Apr 15, 2026

    0 Stratton View Rd Unit 26, Winhall, VT 05340

    • Land
    • 1.02 Acres
    • $49,020 per Acre

    Last Sold Summary

    • 23% Below List Price
    • 218 Days On Market

    Last Listing Agent Mike England Michael England Real Estate

    0 Stratton View Rd Unit 26, Winhall, VT 05340
    • /20

      Not Listed For Sale

      761 Stratton Mountain Access Rd Unit 423, Stratton, VT 05360

      • 2 Beds
      • 2 Baths
      • 1,044 Sq Ft
      • Built 1998
      761 Stratton Mountain Access Rd Unit 423, Stratton, VT 05360

      Last Sold Summary

      • 58 Days On Market

  • /47

    $1,140,000

    $60K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 4,193 Sq Ft

    70 Hunter Ln, Jamaica, VT 05343

    Discover a truly special Vermont hidden treasure at 70 Hunter Lane, set within the private Highland Forest community in the Cole Pond community . Just five minutes to Stratton Mountain Resort, this exceptional property offers the perfect balance of privacy, convenience, and year-round recreation. This 4,200 square foot home features four bedrooms and three Bathrooms. The generous living spaces

    Bob Maisey Berkshire Hathaway HomeServices Stratton Home

    70 Hunter Ln, Jamaica, VT 05343
  • /58

    $975,000

    Sold Nov 27, 2025

    20 Jamie Ln, Winhall, VT 05340

    • 5 Beds
    • 3.5 Baths
    • 3,500 Sq Ft
    • Built 1987

    Last Sold Summary

    • $279/SF
    • 38 Days On Market

    Current Estimated Value $988,014

    Last Listing Agent David Powers 42 North LP

    20 Jamie Ln, Winhall, VT 05340
    • /36

      Est $770,482

      Not Listed For Sale

      11 Todd Hill Rd, Winhall, VT 05340

      • 3 Beds
      • 2 Baths
      • 1,800 Sq Ft
      • Built 1973
      11 Todd Hill Rd, Winhall, VT 05340

      Last Sold Summary

      • 30 Days On Market

Showing Results 121 - 160, Page 4 of 18

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