4,475

South Londonderry, VT Homes

Section Image
    • /31

      Est $564,935 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

      • 15% Above List Price
      • $258/SF
      • 10 Days On Market
      • Last Sold Price $490,000
      • Sep 06, 2024

      Last Listing Agent TG Glazer Winhall Real Estate

  • /2

    $125,000

    • Land
    • 1.45 Acres
    • $86,207 per Acre

    L/O River Rd, Winhall, VT 05340

    This 1.45+/- acre building lot offers a rare combination of privacy, recreation, and convenience. An approved Vermont wastewater permit for a 3-bedroom single-family home is already in place, streamlining the path toward building a year-round residence or mountain getaway. The property is located just one mile from the base of the Stratton Access Road and only twenty minutes from Manchester’s

    Cheyanne Pugliese

    L/O River Rd, Winhall, VT 05340
  • /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 $728,333

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

    G12 Cobble Ridge Rd, Winhall, VT 05340
    • /40

      Est $887,330 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

      • 10% Above List Price
      • $282/SF
      • 5 Days On Market
      • Last Sold Price $810,000
      • May 14, 2024

      Last Listing Agent Jamie Luke TPW Real Estate

  • /24

    $680,000 Under Contract

    • 2 Beds
    • 2 Baths
    • 1,020 Sq Ft

    761 Stratton Mountain Access Rd Unit 322, Stratton, VT 05360

    *** Stratton Club *** Stratton Club *** Stratton Club ***Owner will resign from the STRATTON MOUNTAIN CLUB so the buyer can join right away!Long Trail House is Stratton’s #1 location for owners who wish to combine personal use with an optional rental offset when not in residence. Walk to Village shops, restaurants and ski lifts. The floor plan for Long Trail House #322 is one of the

    Andrew King Stratton Real Estate

    761 Stratton Mountain Access Rd Unit 322, Stratton, VT 05360
  • /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 $611,333

    Last Listing Agent Edwin Kevil Stratton Real Estate

    18 Ober Tal Dr Unit F32, Stratton, VT 05360
    • /35

      Est $741,114 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

      • 16% Above List Price
      • $340/SF
      • 146 Days On Market
      • Last Sold Price $640,000
      • Nov 13, 2024

      Last Listing Agent Christopher Cummings Cummings & Co

  • /9

    $185,000

    • Land
    • 8 Acres
    • $23,125 per Acre

    4441 Vermont 30, Jamaica, VT 05343

    Set amidst a peaceful woodland setting, this 8.0± acre parcel offers the perfect balance of seclusion and convenience—tucked away for privacy yet easily accessible year-round.. Currently being subdivided from a larger tract, this parcel presents a rare chance to shape your vision from the ground up.A five-bedroom Wastewater Permit has been approved, and a professional boundary survey is

    Helen Nault

    4441 Vermont 30, Jamaica, VT 05343
  • /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
    • /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

      • $537/SF
      • 2 Days On Market
      • Last Sold Price $1,725,000
      • Nov 08, 2023

      Last Listing Agent Kim Morgan-Wohler Wohler Realty Group

  • /37

    $690,000

    • 5 Beds
    • 3 Baths
    • 2,635 Sq Ft

    341 Under the Mountain Rd, Londonderry, VT 05148

    Escape to this idyllic 1800s cape-style farmhouse nestled on a quiet dirt road in a peaceful country setting, just minutes from three popular ski areas. Set on 44 private acres with a scenic pond, this unique property offers the perfect blend of historic character and modern comfort, making it ideal for a family getaway, vacation rental, or year-round home. Inside, you'll find surprisingly

    Andy Reed Four Seasons Sotheby's Int'l Realty

    341 Under the Mountain Rd, Londonderry, VT 05148
  • /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
    • /25

      Est $356,238 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

      • 53% Above List Price
      • $122/SF
      • 4 Days On Market
      • Last Sold Price $233,000
      • Dec 02, 2024

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

  • /12

    $450,000

    • Land
    • 10.26 Acres
    • $43,860 per Acre

    4.1 Pearl Buck Dr, Winhall, VT 05340

    One of the last significant VIEW lots available on the mountain , with unrivaled 360 degree views, including dead on views of Stratton Mountain trails. The pinnacle of this 10.26 acre lot is deserving of an exceptionally designed and expansive home in this premium location with commanding views.Prime for a legacy property in a most desirable location, just 5 minutes to the Stratton Base Area,

    Kim Morgan-Wohler Wohler Realty Group

    4.1 Pearl Buck Dr, Winhall, VT 05340
  • /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
    • /38

      Est $1,563,993 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

      • 1% Below List Price
      • $394/SF
      • 29 Days On Market
      • Last Sold Price $1,575,000
      • May 15, 2024

      Last Listing Agent Nancy Jensen Four Seasons Sotheby's Int'l Realty

  • /38

    $375,000

    • Land
    • 1.23 Acres
    • $304,878 per Acre

    0 Winhall Hollow Rd Unit 5073717, Bondville, VT 05340

    Exceptional offering. This premier parcel defines phase II of Ravenwood, an enclave of distinctive and premier mountain residences. This notable site offers extraordinary mountain views, direct access from Winhall Hollow Road and still enjoys all the benefits and amenities of The Ravenwood Neighborhood Association. Combining, privacy, natural beauty and convenience, this well-established

    Kim Morgan-Wohler Wohler Realty Group

    0 Winhall Hollow Rd Unit 5073717, Bondville, VT 05340
  • /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 $980,115

    Last Listing Agent David Powers 42 North LP

    20 Jamie Ln, Winhall, VT 05340
    • /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

      • $847/SF
      • 19 Days On Market
      • Last Sold Price $1,900,000
      • May 24, 2024

      Last Listing Agent Cheyanne Pugliese

  • /17

    $2,495,000

    • Land
    • 2.36 Acres
    • $1,057,203 per Acre

    4 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. Lot #4

    Andrew King Stratton Real Estate

    4 Gold Medal Cir, Stratton, VT 05343
  • /10

    $345,000 Sold Nov 06, 2025

    85 E Birch Rd Unit 15, Stratton, VT 05360

    • 2 Beds
    • 2 Baths
    • 1,119 Sq Ft
    • Built 1982

    Last Sold Summary

    • 4% Below List Price
    • $308/SF
    • 22 Days On Market

    Last Listing Agent Edwin Kevil Stratton Real Estate

    85 E Birch Rd Unit 15, Stratton, VT 05360
    • /39

      Est $1,231,265 Not Listed For Sale

      19 Maple Hill Rd, Winhall, VT 05340

      • 3 Beds
      • 2.5 Baths
      • 2,814 Sq Ft
      • Built 1978
      19 Maple Hill Rd, Winhall, VT 05340

      Last Sold Summary

      • 1% Above List Price
      • $435/SF
      • 6 Days On Market
      • Last Sold Price $1,225,000
      • Jul 11, 2023

      Last Listing Agent Kim Morgan-Wohler Wohler Realty Group

  • /38

    $399,000 Under Contract

    • 2 Beds
    • 2 Baths
    • 1,119 Sq Ft

    75 E Birch Rd Unit 35, Stratton, VT 05360

    Beautifully updated top-floor condominium located in Stratton Village, offering breathtaking views of Stratton Mountain. The Vantage Point community is ideally positioned to provide a sense of privacy while remaining just minutes from all the year-round amenities Stratton has to offer. A short stroll leads to the Stratton Fitness Center, featuring tennis and pickleball courts, an indoor pool, and

    Kristin Pirie Winhall Real Estate

    75 E Birch Rd Unit 35, Stratton, VT 05360
  • /36

    $2,500,000 Sold Mar 02, 2026

    771 Stratton Mtn Access Unit 452, Stratton, VT 05155

    • 5 Beds
    • 5.5 Baths
    • 4,098 Sq Ft
    • Built 1999

    Last Sold Summary

    • $610/SF
    • 0 Days On Market

    Last Listing Agent Margaret Mcmahon Four Seasons Sotheby's Int'l Realty

    771 Stratton Mtn Access Unit 452, Stratton, VT 05155
    • /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

      • $656/SF
      • 71 Days On Market
      • Last Sold Price $1,250,000
      • Nov 18, 2024

      Last Listing Agent Christiane Carroccio TPW Real Estate

  • /35

    $695,000 Under Contract

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

    9 Old Route 30, Winhall, VT 05340

    Classic Vermont farmhouse set on over 18 private acres with Bromley Mountain views, offering timeless character, privacy, and mountain views. This four-bedroom, two-bath home features a striking stone fireplace anchoring the main living space, along with a dedicated library and office—ideal for reading, work, or creative pursuits. Outdoor living shines with a spacious patio and stone firepit,

    Carrie Mathews Winhall Real Estate

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

    $717,500 Sold Feb 13, 2026

    32 Cobble Ridge Rd Unit D10, Winhall, VT 05155

    • 3 Beds
    • 3 Baths
    • 2,317 Sq Ft
    • Built 1985

    Last Sold Summary

    • 2% Below List Price
    • $310/SF
    • 60 Days On Market

    Last Listing Agent Elyn Bischof Berkshire Hathaway HomeServices Stratton Home

    32 Cobble Ridge Rd Unit D10, Winhall, VT 05155
    • /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

      • $575/SF
      • 58 Days On Market
      • Last Sold Price $600,000
      • Oct 04, 2024

      Last Listing Agent Kim Morgan-Wohler Wohler Realty Group

  • /37

    $795,000

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

    34 Mountain View Rd, Winhall, VT 05360

    Stratton Chalet with INCREDIBLE Mountain Views! Recently renovated this VT mountain retreat is the perfect place to enjoy all seasons in Southern VT. Enjoy the majestic views of the summit from your hot tub and firepit all year long. The interior layout is wonderful for larger groups to gather with an expansive open entertainment area on the ground level including the kitchen, dining and living

    Jason Saphire www.HomeZu.com

    34 Mountain View Rd, Winhall, VT 05360
  • /14

    $780,000 Sold Nov 25, 2025

    19 Village Lodge Rd Unit 309, Stratton, VT 05155

    • 2 Beds
    • 2 Baths
    • 1,263 Sq Ft
    • Built 2000

    Last Sold Summary

    • 4% Below List Price
    • $618/SF
    • 46 Days On Market

    Last Listing Agent Timothy Mich Doddridge Stratton Real Estate

    19 Village Lodge Rd Unit 309, Stratton, VT 05155
    • /36

      Est $742,606 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

      • 2% Above List Price
      • $403/SF
      • 30 Days On Market
      • Last Sold Price $725,000
      • Jan 03, 2025

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

  • /8

    $65,000

    • Land
    • 2 Acres
    • $32,500 per Acre

    585 Sawmill Rd, Stratton, VT 05360

    Ready to build! Nestled in the picturesque Snow Mountain Farms development, this prime 2 acre property offers the perfect canvas for your dream home. Situated in a great neighborhood with a convenient location, it provides easy access to both Mount Snow and Stratton. The property is equipped with a wastewater permit, septic design, an already cleared building envelope, and a driveway. Association

    Carrie Mathews Winhall Real Estate

    585 Sawmill Rd, Stratton, VT 05360
  • /34

    $338,000 Sold May 16, 2025

    6217 Vt Route 30, Jamaica, VT 05343

    • 2 Beds
    • 2 Baths
    • 1,296 Sq Ft
    • Built 1969

    Last Sold Summary

    • 12% Below List Price
    • $261/SF
    • 100 Days On Market

    Current Estimated Value $348,391

    Last Listing Agent Trent Stephens Wohler Realty Group

    6217 Vt Route 30, Jamaica, VT 05343
    • /40

      Est $801,412 Not Listed For Sale

      40 Loop Rd, Winhall, VT 05340

      • 3 Beds
      • 3 Baths
      • 2,196 Sq Ft
      • Built 2006
      40 Loop Rd, Winhall, VT 05340

      Last Sold Summary

      • $365/SF
      • 5 Days On Market
      • Last Sold Price $802,000
      • Apr 26, 2024

      Last Listing Agent Terry Hill Berkshire Hathaway HomeServices Stratton Home

  • /4

    $400,000

    • Land
    • 8.01 Acres
    • $49,938 per Acre

    248 French Hollow Rd, Winhall, VT 05340

    Legacy family property, held until now for its premier location and extraordinary views of Stratton Mountain. Acreage offers a building site that is privately situated off the road with a 4 bedroom state septic permit and ready for the mountain home you have been hoping to create! A beautiful parcel with level plateau for building and a moderate slope down to its lower boundary. Surrounded by a

    Kim Morgan-Wohler Wohler Realty Group

    248 French Hollow Rd, Winhall, VT 05340
  • /29

    $750,000 Sold May 12, 2025

    12 Jamie Ln, Jamaica, VT 05343

    • 4 Beds
    • 3.5 Baths
    • 3,084 Sq Ft
    • Built 2003

    Last Sold Summary

    • 6% Below List Price
    • $243/SF
    • 82 Days On Market

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

    12 Jamie Ln, Jamaica, VT 05343
    • /40

      Est $551,219 Not Listed For Sale

      381 Winhall Hollow Rd, Bondville, VT 05340

      • 5 Beds
      • 4 Baths
      • 3,024 Sq Ft
      • Built 1970
      381 Winhall Hollow Rd, Bondville, VT 05340

      Last Sold Summary

      • 38% Above List Price
      • $132/SF
      • 10 Days On Market
      • Last Sold Price $399,000
      • May 17, 2023

      Last Listing Agent Carrie Mathews Winhall Real Estate

  • /13

    $120,000

    • Land
    • 4.68 Acres
    • $25,641 per Acre

    8559 Vt Route 30, Jamaica, VT 05343

    Double the Lots, Half the Drama.Why buy one lot when you can have two for the price of... well, this one? Here are 4.68 acres of "ready-to-go" land. Permits are secured for a 3 bedroom house on each lot, and the septic is already there, so you don't have to spend your weekends at town hall meetings. Build on both, or build on one and sell the other to that friend who always "forgets" their

    TG Glazer Winhall Real Estate

    8559 Vt Route 30, Jamaica, VT 05343
  • /40

    $1,000,000 Sold Feb 24, 2026

    19 Roundtree Rd, Bondville, VT 05340

    • 4 Beds
    • 2.5 Baths
    • 3,086 Sq Ft
    • Built 1978

    Last Sold Summary

    • 2% Below List Price
    • $324/SF
    • 80 Days On Market

    Current Estimated Value $1,013,886

    Last Listing Agent Kim Morgan-Wohler Wohler Realty Group

    19 Roundtree Rd, Bondville, VT 05340
    • /25

      Not Listed For Sale

      8 Hardwood Hill Unit 8B, Stratton, VT 05360

      • 3 Beds
      • 3 Baths
      • 1,900 Sq Ft
      • Built 2005
      8 Hardwood Hill Unit 8B, Stratton, VT 05360

      Last Sold Summary

      • $513/SF
      • 45 Days On Market
      • Last Sold Price $975,000
      • Apr 21, 2023

      Last Listing Agent Andrew King Stratton Real Estate

Showing Results 121 - 160, Page 4 of 18

How to Buy a Home How to Finance a Home How to Sell a Home