1,968

Londonderry, VT Homes

Section Image
  • /35

    $350,000

    • 4 Beds
    • 3 Baths
    • 2,460 Sq Ft

    6795 Vt Route 100, Londonderry, VT 05148

    Charming Property with Endless Possibilities in Southern Vermont Nestled on 5 acres in the heart of Southern Vermont, this unique property offers the perfect blend of history, versatility, and potential. Currently operating as a successful business with fabrics, sewing machines, notions and more. This property presents an exceptional opportunity for a variety of uses –whether you’re looking to

    Sandy Laserte Berkshire Hathaway HomeServices Stratton Home

    6795 Vt Route 100, Londonderry, VT 05148
  • /35

    $115,000 Sold Dec 19, 2025

    2197 N Main St, Londonderry, VT 05148

    • 4 Beds
    • 2 Baths
    • 1,910 Sq Ft
    • Built 1860

    Last Sold Summary

    • 17% Below List Price
    • $60/SF
    • 46 Days On Market

    Current Estimated Value $183,318

    Last Listing Agent Lee Brown Four Seasons Sotheby's Int'l Realty

    2197 N Main St, Londonderry, VT 05148
    • /29

      Est $253,933 Not Listed For Sale

      398 Tallwood Cir, Londonderry, VT 05148

      • 2 Beds
      • 1 Bath
      • 696 Sq Ft
      • Built 1970
      398 Tallwood Cir, Londonderry, VT 05148

      Last Sold Summary

      • 12% Above List Price
      • $326/SF
      • 47 Days On Market

      Last Sold Price $227,000

      Last Listing Agent Christopher Cummings Cummings & Co

  • /36

    $499,000

    • Land
    • 41 Acres
    • $12,171 per Acre

    706 Vt Route 100, Stratton, VT 05360

    Exceptional New Offering! Rare 41± acres in Stratton with extraordinary 180 +/- long-range mountain views, improvements, base camp, driveway, clearings, trails, wildlife, and a substantial WOW factor. All for approx. $12,000/acre. A short drive in from paved Route 100, before the land rises further in elevation, sits the rustic 1-bed base camp overlooking open field and multiple ski

    Jacki Murano Southern Vermont Realty Group

    706 Vt Route 100, Stratton, VT 05360
  • /35

    $649,000 Sold Dec 04, 2025

    282 Melendy Hill Rd, South Londonderry, VT 05155

    • 3 Beds
    • 3 Baths
    • 2,939 Sq Ft
    • Built 1991

    Last Sold Summary

    • $221/SF
    • 26 Days On Market

    Current Estimated Value $638,660

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

    282 Melendy Hill Rd, South Londonderry, VT 05155
    • /39

      Est $589,339 Not Listed For Sale

      56 Hemlock Dr, Londonderry, VT 05148

      • 3 Beds
      • 2 Baths
      • 2,250 Sq Ft
      • Built 1987
      56 Hemlock Dr, Londonderry, VT 05148

      Last Sold Summary

      • 6% Above List Price
      • $247/SF
      • 149 Days On Market

      Last Sold Price $555,000

      Last Listing Agent Pat DelGiorno Winhall Real Estate

  • /50

    $415,000 Under Contract

    • 3 Beds
    • 1 Bath
    • 701 Sq Ft

    3034 Route 11, Londonderry, VT 05148

    Are you a large business owner looking for housing for employees, an investor looking for a great opportunity, a landlord looking for more rental units, or are you looking for a ski home with rental income to make it more affordable, or looking for a property to make your home with existing rental income to help make that dream a reality? Look no further than this unique property with endless

    Erin Kendall EXP Realty

    3034 Route 11, Londonderry, VT 05148
  • /53

    $1,425,000 Sold Dec 19, 2025

    207 Boynton Rd, Londonderry, VT 05148

    • 4 Beds
    • 4.5 Baths
    • 4,241 Sq Ft
    • Built 1995

    Last Sold Summary

    • 17% Below List Price
    • $336/SF
    • 153 Days On Market

    Current Estimated Value $1,401,196

    Last Listing Agent Kim Morgan-Wohler Wohler Realty Group

    207 Boynton Rd, Londonderry, VT 05148
    • /40

      Est $967,951 Not Listed For Sale

      929 Middletown Rd, South Londonderry, VT 05155

      • 5 Beds
      • 3.5 Baths
      • 3,354 Sq Ft
      • Built 1850
      929 Middletown Rd, South Londonderry, VT 05155

      Last Sold Summary

      • 6% Below List Price
      • $309/SF
      • 6 Days On Market

      Last Sold Price $1,035,000

      Last Listing Agent Laura Beckwith Josiah Allen Real Estate, Inc.

  • /12

    $325,000

    • Land
    • 3.42 Acres
    • $95,029 per Acre

    2366 Middletown Rd, Landgrove, VT 05148

    This property is within walking distance to the village of Londonderry and overlooks the town from its location approximately 500 paces up the hill on Middletown Road. The lot encompasses a hill that gives it privacy and security. Spring water flows to the base of the hill at one end of the propertyThe village commercial zoning gives the site options for multiple residential units (condos?),

    Bob Maisey Berkshire Hathaway HomeServices Stratton Home

    2366 Middletown Rd, Landgrove, VT 05148
  • /2

    $422,000 Sold Oct 24, 2025

    486 Windy Rise Ln E, Londonderry, VT 05148

    • 3 Beds
    • 3 Baths
    • 1,600 Sq Ft
    • Built 1975

    Last Sold Summary

    • 15% Below List Price
    • $264/SF
    • 21 Days On Market

    Current Estimated Value $439,941

    Last Listing Agent Sandy Laserte Berkshire Hathaway HomeServices Stratton Home

    486 Windy Rise Ln E, Londonderry, VT 05148
    • /21

      Est $591,000 Not Listed For Sale

      3378 Under the Mountain Rd, South Londonderry, VT 05155

      • 5 Beds
      • 4.5 Baths
      • 4,482 Sq Ft
      • Built 2007
      3378 Under the Mountain Rd, South Londonderry, VT 05155

      Last Sold Summary

      • 13% Above List Price
      • $117/SF
      • 47 Days On Market

      Last Sold Price $525,000

      Last Listing Agent Linda Benoit Highland Realty

  • /43

    $299,000

    • 6 Beds
    • 5 Baths
    • 3,942 Sq Ft

    2072 N Main St, Londonderry, VT 05148

    This is your chance to own in downtown Londonderry! You have the option of commercial, residential or BOTH. One unit is currently set up for residential use with living area and 3/4 bath on the first level and three bedrooms and full bath on the second floor. The second unit has been used for commercial use in the past with open space and 1/2 bath on the first floor with 3 rooms and 2 full baths

    Catherine Cairns Maple Leaf Realty

    2072 N Main St, Londonderry, VT 05148
  • /13

    $38,000 Sold Nov 21, 2025

    E9 Loon Circle Private, Londonderry, VT 05148

    • Land
    • 2.3 Acres
    • $16,522 per Acre

    Last Sold Summary

    • 12 Days On Market

    Last Listing Agent Mike England Michael England Real Estate

    E9 Loon Circle Private, Londonderry, VT 05148
    • /13

      Est $197,498 Not Listed For Sale

      1797 Thompsonburg Rd, South Londonderry, VT 05155

      • 2 Beds
      • 1 Bath
      • 1,146 Sq Ft
      • Built 1956
      1797 Thompsonburg Rd, South Londonderry, VT 05155

      Last Sold Summary

      • 72% Above List Price
      • $100/SF
      • 8 Days On Market

      Last Sold Price $115,000

      Last Listing Agent Rachel Febbie EXP Realty

  • /9

    $430,000

    • 7 Beds
    • 4 Baths
    • 3,551 Sq Ft

    1950 N Main St, Londonderry, VT 05148

    It is possible to live rent- or mortgage-free — and here’s your opportunity.This fully rented, three-unit multi-family property is already generating income. Live in one unit and let the other two cover your expenses, or bring your own vision to life in this premier location. Zoned for both commercial and residential use, the possibilities are extensive. Imagine a riverfront restaurant with

    Wilkie Bushby TPW Real Estate

    1950 N Main St, Londonderry, VT 05148
  • /35

    $1,900,000 Sold Apr 01, 2025

    16 Mountain Reach Mews Rd, Stratton, VT 05155

    • 3 Beds
    • 3.5 Baths
    • 2,581 Sq Ft
    • Built 1986

    Last Sold Summary

    • 1% Below List Price
    • $736/SF
    • 14 Days On Market

    Last Listing Agent Trent Stephens Wohler Realty Group

    16 Mountain Reach Mews Rd, Stratton, VT 05155
    • /37

      Est $419,285 Not Listed For Sale

      947 Boynton Rd, Londonderry, VT 05148

      • 3 Beds
      • 3 Baths
      • 1,728 Sq Ft
      • Built 1979
      947 Boynton Rd, Londonderry, VT 05148

      Last Sold Summary

      • 11% Below List Price
      • $272/SF
      • 72 Days On Market

      Last Sold Price $470,000

      Last Listing Agent Alison Cummings Cummings & Co

  • /50

    $565,000

    • 3 Beds
    • 2 Baths
    • 1,944 Sq Ft

    3148 Route 11, Londonderry, VT 05148

    Looking for a piece of Vermont to call your own? Look no further then this beautiful home looking for new owners to love and enjoy it like the current owners have. Perfectly situated in Londonderry, Vermont near Bromley, Stratton, Okemo, and Magic Mountains. The sellers have done updates to the home and property but have left spots for the new owners to still put their own finishing touches on

    Erin Kendall EXP Realty

    3148 Route 11, Londonderry, VT 05148
  • /15

    $159,500 Sold May 14, 2025

    000 Rose Ln, Londonderry, VT 05148

    • Land
    • 11.08 Acres
    • $14,395 per Acre

    Last Sold Summary

    • 47% Below List Price
    • 440 Days On Market

    Last Listing Agent Rachel Febbie EXP Realty

    000 Rose Ln, Londonderry, VT 05148
    • /40

      Est $777,353 Not Listed For Sale

      115 Pitchfork Ln, Londonderry, VT 05148

      • 4 Beds
      • 3.5 Baths
      • 2,556 Sq Ft
      • Built 1970
      115 Pitchfork Ln, Londonderry, VT 05148

      Last Sold Summary

      • 9% Below List Price
      • $335/SF
      • 18 Days On Market

      Last Sold Price $855,777

      Last Listing Agent Claudia Harris Mary Mitchell Miller Real Estate

  • /41

    $1,495,000

    • 4 Beds
    • 3.5 Baths
    • 4,153 Sq Ft

    487 Vermont Route 100, Londonderry, VT 05148

    Set on nine acres, this inviting three bedroom brick home offers a rare blend of comfort, space, and rural charm. The main level features a large primary bedroom, with a beautiful full bathroom and walk in closet. Each room on the main level you'll find bright and comfortable living spaces and a beautiful sunroom that overlooks the surrounding fields. Upstairs, two spacious bedrooms share a

    Jamie Wylie Stratton Real Estate

    487 Vermont Route 100, Londonderry, VT 05148
  • /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
    • /35

      Est $713,235 Not Listed For Sale

      641 Hells Peak Rd, Londonderry, VT 05148

      • 4 Beds
      • 5 Baths
      • 2,958 Sq Ft
      • Built 1985
      641 Hells Peak Rd, Londonderry, VT 05148

      Last Sold Summary

      • 26% Above List Price
      • $191/SF
      • 129 Days On Market

      Last Sold Price $565,000

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

  • /10

    $342,000

    • Land
    • 28.5 Acres
    • $12,000 per Acre

    11 Old County Rd E, Londonderry, VT 05148

    A rare opportunity to own a wooded hillside property with potential southern and western views on a quiet country road in the much coveted village of Landgrove. Priced below the town assessment, the land is in current use, affording a tax savings, with a state permit for a 4-bedroom house. Enjoy all the elements of a Vermont country setting including a mix of mature hardwoods and softwoods,

    Steve Stettler Four Seasons Sotheby's Int'l Realty

    11 Old County Rd E, Londonderry, VT 05148
  • /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 $244,009

    Last Listing Agent Bob Maisey Berkshire Hathaway HomeServices Stratton Home

    347 Main St, South Londonderry, VT 05155
    • /38

      Est $762,448 Not Listed For Sale

      207 Roberts Rd, Londonderry, VT 05148

      • 4 Beds
      • 3.5 Baths
      • 2,830 Sq Ft
      • Built 1835
      207 Roberts Rd, Londonderry, VT 05148

      Last Sold Summary

      • 9% Above List Price
      • $247/SF
      • 2 Days On Market

      Last Sold Price $698,000

      Last Listing Agent Chuck Sweetman Mary Mitchell Miller Real Estate

  • /40

    $1,650,000 Under Contract

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

    207 Brooks Ln, Londonderry, VT 05148

    This extraordinary, fully furnished property boasts an abundance of amenities and natural splendor. Revel in the awe-inspiring views and the tranquil swimming pond spread across these extensive 69 acres. Delight in the winding trails that lead to 1,235 feet of pristine West River frontage, providing year-round outdoor activities for all. With three distinct residences and a charming cabin, it

    Timothy Apps Four Seasons Sotheby's Int'l Realty

    207 Brooks Ln, Londonderry, VT 05148
  • /31

    $355,000 Sold Apr 18, 2025

    5 Snow Drift Ln, Londonderry, VT 05155

    • 4 Beds
    • 2 Baths
    • 1,350 Sq Ft
    • Built 1968

    Last Sold Summary

    • 2% Above List Price
    • $263/SF
    • 2 Days On Market

    Last Listing Agent Lisa Sullivan Four Seasons Sotheby's Int'l Realty

    5 Snow Drift Ln, Londonderry, VT 05155
    • /40

      Est $606,835 Not Listed For Sale

      1379 Reilly Rd, Londonderry, VT 05148

      • 3 Beds
      • 2 Baths
      • 1,872 Sq Ft
      • Built 1976
      1379 Reilly Rd, Londonderry, VT 05148

      Last Sold Summary

      • 1% Below List Price
      • $326/SF
      • 22 Days On Market

      Last Sold Price $610,000

      Last Listing Agent Kathy Snyder

  • /21

    $249,000 Under Contract

    • Land
    • 48.5 Acres
    • $5,134 per Acre

    590 Howard Hill Rd, Landgrove, VT 05148

    Discover the perfect blend of privacy, recreation, and natural beauty with this exceptional 48+ acre parcel located in the desirable Powder Mill development. Set at the end of a quiet, dead-end road, this property offers peace and seclusion while being part of a community known for its extensive network of trails, ideal for year-round enjoyment — hike, cross-country ski, snowshoe, or snowmobile

    Carrie Mathews Winhall Real Estate

    590 Howard Hill Rd, Landgrove, VT 05148
  • /54

    $581,000 Sold Mar 13, 2026

    532 Sherwood Forest, Londonderry, VT 05148

    • 3 Beds
    • 3 Baths
    • 2,761 Sq Ft
    • Built 1970

    Last Sold Summary

    • 2% Below List Price
    • $210/SF
    • 172 Days On Market

    Current Estimated Value $570,866

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

    532 Sherwood Forest, Londonderry, VT 05148
    • /36

      Est $456,927 Not Listed For Sale

      868 Magic Cir, Londonderry, VT 05148

      • 3 Beds
      • 2 Baths
      • 1,568 Sq Ft
      • Built 1960
      868 Magic Cir, Londonderry, VT 05148

      Last Sold Summary

      • 6% Below List Price
      • $309/SF
      • 82 Days On Market

      Last Sold Price $485,000

      Last Listing Agent Bob Maisey 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
  • /29

    $705,000 Sold Mar 06, 2026

    373 Vermont 11, Peru, VT 05152

    • 4 Beds
    • 2 Baths
    • 2,528 Sq Ft
    • Built 1973

    Last Sold Summary

    • 7% Above List Price
    • $279/SF
    • 5 Days On Market

    Last Listing Agent Carrie Mathews Winhall Real Estate

    373 Vermont 11, Peru, VT 05152
    • /32

      Est $522,743 Not Listed For Sale

      659 Magic Cir, Londonderry, VT 05148

      • 5 Beds
      • 3 Baths
      • 2,962 Sq Ft
      • Built 1972
      659 Magic Cir, Londonderry, VT 05148

      Last Sold Summary

      • 5% Above List Price
      • $169/SF
      • 182 Days On Market

      Last Sold Price $500,000

      Last Listing Agent Ernie Rossi 802 Real Estate

  • /29

    $235,000

    • Land
    • 33.48 Acres
    • $7,019 per Acre

    0 Vt Route 100 Unit 5072614, Londonderry, VT 05155

    Beautiful 33.48 acre building lot in Londonderry. Some views possible and some clearing has been done. There are some wetlands on property but various choices for building sites exist. South East Facing

    Bob Maisey Berkshire Hathaway HomeServices Stratton Home

    0 Vt Route 100 Unit 5072614, Londonderry, VT 05155
  • /50

    $649,000 Sold Aug 29, 2025

    1721 Vt Route 11, Londonderry, VT 05148

    • 3 Beds
    • 3.5 Baths
    • 3,191 Sq Ft
    • Built 2008

    Last Sold Summary

    • $203/SF
    • 4 Days On Market

    Current Estimated Value $661,050

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

    1721 Vt Route 11, Londonderry, VT 05148
    • /35

      Est $569,336 Not Listed For Sale

      745 Magic Cir, Londonderry, VT 05148

      • 4 Beds
      • 2.5 Baths
      • 2,300 Sq Ft
      • Built 1970
      745 Magic Cir, Londonderry, VT 05148

      Last Sold Summary

      • 12% Above List Price
      • $222/SF
      • 3 Days On Market

      Last Sold Price $510,000

      Last Listing Agent Jessica Citera Cummings & Co

  • /49

    $525,000 Under Contract

    • 4 Beds
    • 3.5 Baths
    • 1,913 Sq Ft

    35 Birch Rd, Londonderry, VT 05148

    Nestled in the heart of Vermont’s ski country, this architect-designed home is a striking blend of whimsical artistry and alpine living. A stones throw from Magic Mountains base lodge, skiing and four-season adventure await right outside your door. Designed by a visionary architect with a love for natural light, the residence offers both artistic flair and multiple finished spaces the whole

    Mendi Michael Engel & Völkers Okemo

    35 Birch Rd, Londonderry, VT 05148

Showing Results 41 - 80, Page 2 of 18

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