Londonderry, VT Homes

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  $379,000 Under Contract

  • 3 Beds
  • 2.5 Baths
  • 1,874 Sq Ft

  254 Boynton Rd Unit 3, Londonderry, VT 05148

  Riverside Farm condominiums are uniquely designed and situated in a rural setting along a country road in Londonderry, VT, close to some of the area's best attractions. Quiet and serene with a view of the West River and surrounding countryside, these residences provide the Vermont lifestyle with the convenience of shared maintenance and amenities. This attractively renovated unit in the lower

  

  Beth Vickers

  Vermont Real Estate Company

  (802) 330-8072

  254 Boynton Rd Unit 3, Londonderry, VT 05148
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  /23

  $5,000 per month

  • 3 Beds
  • 1.5 Baths
  • 2,092 Sq Ft
  • House for Rent

  1070 Hells Peak Rd, Londonderry, VT 05148

  Charming Antique Home on 60 Acres – Hell’s Peak Road, Londonderry, Vermont Set on 60 rolling acres in the quaint hamlet of Londonderry, this beautiful antique home offers the perfect Vermont retreat. With availability for the upcoming 2025–26 ski season, it’s an ideal opportunity for those seeking both seasonal enjoyment and year-round serenity. Located near three premier ski areas with a direct

  Bob Maisey Berkshire Hathaway HomeServices Stratton Home

  1070 Hells Peak Rd, Londonderry, VT 05148
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  $340,000 Sold Aug 14, 2025

  290 Melendy Hill Rd, South Londonderry, VT 05155

  • 3 Beds
  • 3 Baths
  • 2,809 Sq Ft
  • Built 1936

  Last Sold Summary

  • 15% Below List Price
  • $121/SF
  • 159 Days On Market

  Current Estimated Value $344,695

  Last Listing Agent Lauren Behm Berkshire Hathaway HomeServices Stratton Home

  290 Melendy Hill Rd, South Londonderry, VT 05155
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  /22

  Est $1,012,676 Not Listed For Sale

  • 4 Beds
  • 5 Baths
  • 3,227 Sq Ft

  389 Cobble Hill Rd, Londonderry, VT 05148

  389 Cobble Hill Rd, Londonderry, VT 05148
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  /43

  $565,000 Under Contract

  • 4 Beds
  • 2.5 Baths
  • 2,149 Sq Ft

  66 Hilltop Rd, Londonderry, VT 05155

  This great home is a must see! Fully renovated in the past 8 months, from floor to ceilings, every inch has been updated. Brand new kitchen and baths, all new fixtures and appliances, this 4 bedroom 3 bath home is waiting for new owners to enjoy it! Great proximity to skiing, recreation, groceries and dining, yet private and set back from the road. Sold furnished with a pleasing neutral palate,

  

  Alison Cummings

  Cummings & Co

  (802) 553-3290

  66 Hilltop Rd, Londonderry, VT 05155
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  $35,000 per month

  • 7 Beds
  • 4.5 Baths
  • 5,343 Sq Ft
  • House for Rent

  4669 Vermont Route 100, Londonderry, VT 05148

  GET THE BEST OF THE BEST. Just the 3 prime skiing months..JAN- MARCH. NOW AT A VERY REDUCED RATE!! Very Special rental opportunity... for 2 very lucky families. Sleeps 12+ easily. An amazing house, property, outbuildings, barns, land, total privacy.. to spend a totally fun enchanting winter together in Vermont heaven. This beautifully restored Vermont classic farmhouse has room for many, 2

  Wilkie Bushby TPW Real Estate

  4669 Vermont Route 100, Londonderry, VT 05148
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  /32

  $500,000 Sold Mar 17, 2025

  659 Magic Cir, Londonderry, VT 05148

  • 5 Beds
  • 3 Baths
  • 2,962 Sq Ft
  • Built 1972

  Last Sold Summary

  • 17% Below List Price
  • $169/SF
  • 182 Days On Market

  Current Estimated Value $519,451

  Last Listing Agent Ernie Rossi Rossi & Riina Real Estate

  659 Magic Cir, Londonderry, VT 05148
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  /40

  Est $1,215,986 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,536 Sq Ft

  1751 Under the Mountain Rd, South Londonderry, VT 05155

  1751 Under the Mountain Rd, South Londonderry, VT 05155
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  $359,000

  • 3 Beds
  • 1.5 Baths
  • 1,152 Sq Ft

  410 Tallwood Cir, Londonderry, VT 05148

  This cute Sherwood Forest house is ready for the next owners! Nicely renovated over the past several years, this 3 bedroom, 1 and a half bath chalet is located in the heart of Vermont ski country. In between Londonderry and Bromley, minutes from Manchester or Stratton and Magic ,this central location allows for access to all that makes Vermont special! Enjoy the open living area after a day of

  

  Alison Cummings

  Cummings & Co

  (802) 392-0721

  410 Tallwood Cir, Londonderry, VT 05148
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  /24

  $40,000 per month

  • 5 Beds
  • 5 Baths
  • 3,000 Sq Ft
  • House for Rent

  1303 Goodaleville Rd, South Londonderry, VT 05155

  Stunning expansive farmhouse ready for your winter enjoyment. Just ten minutes from Stratton's access road entrance . Located on a beautiful country road. 5 attractive bedrooms , 3 full baths, 2 half baths. Yoga room. Sauna. Wood burning fireplace. Garage. This decorator appointed home is the perfect winter vacation respite for you and your family and friends. Utilities , Owners's

  Terry Hill Berkshire Hathaway HomeServices Stratton Home

  1303 Goodaleville Rd, South Londonderry, VT 05155
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  $750,000 Sold Aug 14, 2025

  573 Middletown Rd, Londonderry, VT 05148

  • 4 Beds
  • 3.5 Baths
  • 2,573 Sq Ft
  • Built 1989

  Last Sold Summary

  • 18% Below List Price
  • $291/SF
  • 141 Days On Market

  Current Estimated Value $724,802

  Last Listing Agent Bob Maisey Berkshire Hathaway HomeServices Stratton Home

  573 Middletown Rd, Londonderry, VT 05148
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  Est $445,178 Not Listed For Sale

  • 5 Beds
  • 4 Baths
  • 2,838 Sq Ft

  4232 Vt Route 11, Londonderry, VT 05148

  4232 Vt Route 11, Londonderry, VT 05148
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  /37

  $719,000

  • 3 Beds
  • 4 Baths
  • 3,352 Sq Ft

  183 Vacation Lodge Rd, Londonderry, VT 05148

  Price Adjustment! Welcome to your mountain oasis tucked away in the scenic hills of Londonderry, Vermont. This contemporary 3-bedroom, 4-bathroom home is designed for comfort, entertaining, and enjoying every season. Whether you're looking for a relaxing retreat, a rental income opportunity, or a full-time family compound, this property offers something special for everyone. Step into a space

  Brian Hill Remax Summit

  183 Vacation Lodge Rd, Londonderry, VT 05148
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  /23

  $4,000 per month

  • 3 Beds
  • 2.5 Baths
  • 1,600 Sq Ft
  • House for Rent

  923 Landgrove Rd, Londonderry, VT 05148

  This three-bedroom, three-bathroom cape is located in the exclusive rural town of Landgrove and it is absolutely darling. Situated on a huge parcel of land equipped with space for snowshoeing, cross-country skiing, and a pond. Enjoy your "tucked away" Norman Rockwell style winter/ski home this season and reap the benefits and ease of being just a short drive from Stratton, Bromely,

  Peggy O'neill Cummings & Co

  923 Landgrove Rd, Londonderry, VT 05148
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  /44

  $640,000 Sold Apr 25, 2025

  13 Winhall Station Rd, Londonderry, VT 05155

  • 7 Beds
  • 4 Baths
  • 3,988 Sq Ft
  • Built 1942

  Last Sold Summary

  • 1% Below List Price
  • $160/SF
  • 52 Days On Market

  Current Estimated Value $637,532

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

  13 Winhall Station Rd, Londonderry, VT 05155
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  /18

  Est $359,580 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,440 Sq Ft

  107 Pond St, Londonderry, VT 05148

  107 Pond St, Londonderry, VT 05148
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  /51

  $585,000

  • 3 Beds
  • 2 Baths
  • 1,814 Sq Ft

  1886 Winhall Hollow Rd, South Londonderry, VT 05155

  Exceptional property tucked amidst nature with views toward Magic. Whether you're a weekend warrior looking to enjoy everything the Green Mountains have to offer or looking for a year round residence with great schools, this property offers an optimal location- convenient to Stratton, Bromley and Magic Mountains as well as Burr and Burton Academy and Floodbrook School. Gourmet kitchen with gas

  Kim Morgan-Wohler Wohler Realty Group

  1886 Winhall Hollow Rd, South Londonderry, VT 05155
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  /53

  $1,525,000 Sold Sep 30, 2025

  3333 Under the Mountain Rd, Londonderry, VT 05148

  • 3 Beds
  • 3.5 Baths
  • 5,105 Sq Ft
  • Built 2003

  Last Sold Summary

  • $299/SF
  • 7 Days On Market

  Last Listing Agent Bob Maisey Berkshire Hathaway HomeServices Stratton Home

  3333 Under the Mountain Rd, Londonderry, VT 05148
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  /40

  Est $581,691 Not Listed For Sale

  • 8 Beds
  • 4 Baths
  • 4,473 Sq Ft

  55 Pond St, Londonderry, VT 05148

  55 Pond St, Londonderry, VT 05148
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  /27

  $425,000

  • 5 Beds
  • 3 Baths
  • 1,440 Sq Ft

  135 Overlook Dr, Londonderry, VT 05148

  Investment opportunity! This beautiful ski country compound offers 3 streams of rental income, or a home where you can enjoy sweeping views of the West River Valley just minutes away from Magic Mountain skiing and a surprising array of amenities in Londonderry’s town center. A barn apartment over a garage with a 3/4 bath, and an upstairs and downstairs unit with a full bath each, are all equipped

  Zachary Zupan EXP Realty

  135 Overlook Dr, Londonderry, VT 05148
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  /2

  $428,000 Sold Mar 13, 2025

  5735 Vt Route 11, Londonderry, VT 05148

  • 4 Beds
  • 4 Baths
  • 2,320 Sq Ft
  • Built 1890

  Last Sold Summary

  • 11% Below List Price
  • $184/SF
  • 158 Days On Market

  Current Estimated Value $449,554

  Last Listing Agent Daire Gibney Barrett and Valley Associates Inc.

  5735 Vt Route 11, Londonderry, VT 05148
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  /27

  Est $266,509 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,356 Sq Ft

  765 Thompsonburg Rd, South Londonderry, VT 05155

  765 Thompsonburg Rd, South Londonderry, VT 05155
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  /41

  $539,000

  • 4 Beds
  • 3 Baths
  • 2,948 Sq Ft

  196 Powder Mill Rd, Londonderry, VT 05148

  Falling Leaves and PRICES! Buy now before the ski season begins!Mountain Escape with Multi-Generational Potential in Powder Mill Welcome to your mountain retreat in the heart of Vermont’s ski country! This spacious home in the desirable Powder Mill community has been thoughtfully updated with brand new kitchen cabinets, gleaming granite countertops, stainless steel appliances, and fresh

  Katie Ladue Gilbert KW Vermont Woodstock

  196 Powder Mill Rd, Londonderry, VT 05148
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  /43

  $490,000 Sold Jun 16, 2025

  132 Pingree Park Ln, Londonderry, VT 05148

  • 3 Beds
  • 2 Baths
  • 1,204 Sq Ft
  • Built 1982

  Last Sold Summary

  • 12% Below List Price
  • $407/SF
  • 239 Days On Market

  Current Estimated Value $483,637

  Last Listing Agent Alison Cummings Cummings & Co

  132 Pingree Park Ln, Londonderry, VT 05148
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  /4

  Est $417,502 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,600 Sq Ft

  283 Main St, South Londonderry, VT 05155

  283 Main St, South Londonderry, VT 05155
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  $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
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  /53

  $339,000 Sold Nov 07, 2025

  150 Williams St, Londonderry, VT 05148

  • 3 Beds
  • 2.5 Baths
  • 1,304 Sq Ft
  • Built 1962

  Last Sold Summary

  • 8% Below List Price
  • $260/SF
  • 71 Days On Market

  Last Listing Agent Terry Hill Berkshire Hathaway HomeServices Stratton Home

  150 Williams St, Londonderry, VT 05148
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  Est $488,992 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,856 Sq Ft

  116 Deerwood Hill, South Londonderry, VT 05155

  116 Deerwood Hill, South Londonderry, VT 05155
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  /37

  $730,000

  • 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
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  $267,500 Sold Apr 21, 2025

  38 Pine Tree Hill, Londonderry, VT 05148

  • 2 Beds
  • 1 Bath
  • 864 Sq Ft
  • Built 1966

  Last Sold Summary

  • 28% Below List Price
  • $310/SF
  • 117 Days On Market

  Current Estimated Value $270,763

  Last Listing Agent Jacki Murano Southern Vermont Realty Group

  38 Pine Tree Hill, Londonderry, VT 05148
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  /36

  Est $403,883 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 988 Sq Ft

  74 Evergreen Ln, Londonderry, VT 05148

  74 Evergreen Ln, Londonderry, VT 05148
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  /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
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  /26

  $515,000 Sold Aug 21, 2025

  89 Birch Rd Unit 51, Londonderry, VT 05148

  • 4 Beds
  • 2 Baths
  • 1,536 Sq Ft
  • Built 1980

  Last Sold Summary

  • $335/SF
  • 11 Days On Market

  Current Estimated Value $496,197

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

  89 Birch Rd Unit 51, Londonderry, VT 05148
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  Est $380,065 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,568 Sq Ft

  81 Evergreen Ln, Londonderry, VT 05148

  81 Evergreen Ln, Londonderry, VT 05148
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  /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
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  /58

  $980,000 Sold Sep 11, 2025

  524 Reilly Rd, Londonderry, VT 05148

  • 4 Beds
  • 3.5 Baths
  • 3,588 Sq Ft
  • Built 2007

  Last Sold Summary

  • 19% Above List Price
  • $273/SF
  • 87 Days On Market

  Current Estimated Value $929,172

  Last Listing Agent Lynn Rawson Berkshire Hathaway HomeServices Stratton Home

  524 Reilly Rd, Londonderry, VT 05148
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  /23

  Est $249,817 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 960 Sq Ft

  534 Sherwood Forest, Londonderry, VT 05148

  534 Sherwood Forest, Londonderry, VT 05148
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  /30

  $750,000

  • 3 Beds
  • 2 Baths
  • 2,198 Sq Ft

  340 Melendy Hill Rd, Londonderry, VT 05155

  340 Melendy Hill Road, South Londonderry, VT40 Acres | 3 Beds | 2 Baths | Expansive Barn | Mountain ViewsTucked away in the hills of South Londonderry, this charming three-bedroom, two-bath cabin offers the perfect balance of privacy, natural beauty, and quintessential Vermont living. Sited on 40 peaceful acres with sweeping mountain views, the property feels like a private

  Bob Maisey Berkshire Hathaway HomeServices Stratton Home

  340 Melendy Hill Rd, Londonderry, VT 05155
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  /17

  $195,000 Sold Jul 25, 2025

  2147 N Main St, Londonderry, VT 05148

  • 3 Beds
  • 2 Baths
  • 1,414 Sq Ft
  • Built 1880

  Last Sold Summary

  • 28% Below List Price
  • $138/SF
  • 26 Days On Market

  Current Estimated Value $198,639

  Last Listing Agent Lisa Kelley Cummings & Co

  2147 N Main St, Londonderry, VT 05148
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  /37

  Est $531,513 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 976 Sq Ft

  76 Tallwood Cir, Londonderry, VT 05148

  76 Tallwood Cir, Londonderry, VT 05148

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