Londonderry, VT Homes

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  /50

  $575,000

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

  532 Sherwood Forest, Londonderry, VT 05148

  Relax and Reconnect in the Heart of Vermonts Green Mountains.Tucked into a peaceful woodland setting, this warm and welcoming mountain retreat is all about comfort, character, and calm. Surrounded by trees and bathed in filtered natural light, the home blends into its serene landscape with expansive windows, cathedral ceilings, and glowing wood interiors throughout. At its heart, a striking

  Nancy Jensen Four Seasons Sotheby's Int'l Realty

  532 Sherwood Forest, Londonderry, VT 05148
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  /48

  $750,000 Sold Aug 14, 2025

  • 2,573 Sq Ft
  • $291/SF
  • 141 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1989

  573 Middletown Rd, Londonderry, VT 05148

  Wonderful four bedroom home in the desirable town of Londonderry, Vermont. Once part of the Janeway Farm and Middletown Dairy this property has served as a primary home for many years. Spacious home has four bedrooms with three en-suite bedrooms. Land is suitable for gardens and room for play. There is a garden shed and a work shop just behind the house for any hobbies or projects. Living room

  Bob Maisey Berkshire Hathaway HomeServices Stratton Home

  573 Middletown Rd, Londonderry, VT 05148
• 

  

  

  /29

  Est $257,443 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 696 Sq Ft

  398 Tallwood Cir, Londonderry, VT 05148

  398 Tallwood Cir, Londonderry, VT 05148
• 

  

  

  /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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  /37

  $340,000 Sold Aug 14, 2025

  • 2,809 Sq Ft
  • $121/SF
  • 159 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1936

  290 Melendy Hill Rd, South Londonderry, VT 05155

  This charming and spacious home is tucked away on a quiet road just off Route 100 in South Londonderry. Featuring wood floors throughout, two wood stoves, and a fireplace, this home radiates warmth and character. With 3 bedrooms, 3 bathrooms, a large living room, dining room, den, office, laundry room, and a bonus room, there’s ample space to meet all your needs. Two decks and a screened porch

  Lauren Behm Berkshire Hathaway HomeServices Stratton Home

  290 Melendy Hill Rd, South Londonderry, VT 05155
• 

  

  /34

  Est $450,787 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,824 Sq Ft

  26 Sherwood Forest, Londonderry, VT 05148

  26 Sherwood Forest, Londonderry, VT 05148
• 

  

  /37

  $739,000

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

  183 Vacation Lodge Rd, Londonderry, VT 05148

  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 that blends

  Brian Hill Remax Summit

  183 Vacation Lodge Rd, Londonderry, VT 05148
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  /8

  $30,000 Sold Jul 31, 2025

  • Land
  • 2.67 Acres
  • $11,236 per Acre

  • 3 Days On Market

  0 Loon Circle Private, Londonderry, VT 05148

  Nestled in the Powder Mill neighborhood of Londonderry, VT, this expansive 2.67-acre parcel offers a prime opportunity to build your dream home in a serene, wooded setting. With a 4-bedroom wastewater permit already in place and electricity at the street, much of the groundwork has been laid for seamless development. Powder Mill boasts its own network of private hiking trails and is located

  Andie Fusco Four Seasons Sotheby's Int'l Realty

  0 Loon Circle Private, Londonderry, VT 05148
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  /20

  Est $526,212 Not Listed For Sale

  • 5 Beds
  • 2 Baths
  • 1,266 Sq Ft

  23 Hemlock Dr, Londonderry, VT 05148

  23 Hemlock Dr, Londonderry, VT 05148
• 

  

  /35

  $625,000 Pending

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

  282 Melendy Hill Rd, South Londonderry, VT 05155

  Perfectly situated in the heart of Southern Vermont, this immaculate country Cape in South Londonderry offers the best of four-season living. Just minutes to Stratton, Magic, and Bromley Mountains, the property provides effortless access to skiing and snowboarding in winter. In summer, enjoy kayaking at Lowell Lake, golf at Stratton, or live theater at the Weston Playhouse. Everyday conveniences

  Kevin Moran Four Seasons Sotheby's Int'l Realty

  282 Melendy Hill Rd, South Londonderry, VT 05155
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  /17

  $195,000 Sold Jul 25, 2025

  • 1,414 Sq Ft
  • $138/SF
  • 26 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1880

  2147 N Main St, Londonderry, VT 05148

  Terrific in-town location! Improvements include new roof and trim last year, 24kw Generator, serviced annually, new flooring on first level and new washer and dryer. Easy to maintain yard space, walk to the plaza for shopping and restaurants, minutes to 3 ski resorts!

  Lisa Kelley Cummings & Co

  2147 N Main St, Londonderry, VT 05148
• 

  

  /35

  Est $517,865 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 1,732 Sq Ft

  117 Adams Dr, Londonderry, VT 05148

  117 Adams Dr, Londonderry, VT 05148
• 

  

  /31

  $565,000 Under Contract

  • 4 Beds
  • 2 Baths
  • 1,500 Sq Ft

  217 Magic Cir, Londonderry, VT 05148

  Just steps from the lift, this is one of the closest single-family homes to Magic Mountain’s base area. Meticulously maintained and thoughtfully updated, it’s a perfect year-round retreat. Upgrades over the years include a newer roof, interior/exterior paint, heat pump with A/C, Wi-Fi thermostats, and a renovated kitchen with modern appliances and an under-bar mini fridge. The open

  MaryKate Grey Stratton Real Estate

  217 Magic Cir, Londonderry, VT 05148
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  /40

  $840,000 Sold Jun 27, 2025

  • 6,570 Sq Ft
  • $128/SF
  • 27 Days On Market

  • 5 Beds
  • 5 Baths
  • Built 1990

  359 Chaves Rd, Londonderry, VT 05148

  Experience the best of Vermont in this private mountain retreat, perfectly located near Magic, Bromley, Okemo, and Stratton Mountains for skiing, as well as cross-country trails and Lowell Lake. Situated on 36 picturesque acres, the driveway winds past a neighboring pond to reveal a home with a level grassy yard, perfect for lawn games and evenings around the fire pit.This 5-bedroom

  Julie Citron RE/MAX Four Seasons

  359 Chaves Rd, Londonderry, VT 05148
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  /40

  Est $940,109 Not Listed For Sale

  • 5 Beds
  • 3.5 Baths
  • 3,354 Sq Ft

  929 Middletown Rd, South Londonderry, VT 05155

  929 Middletown Rd, South Londonderry, VT 05155
• 

  

  /50

  $680,000 Under Contract

  • 4 Beds
  • 4 Baths
  • 2,590 Sq Ft

  196 Old Sawmill Rd, Londonderry, VT 05148

  Nestled in the Green Mountains just minutes from Magic Mountain Ski Area, this spacious 4-bedroom retreat offers the perfect Vermont lifestyle. Enjoy easy access to beautiful Lowell Lake, while tucked away on a quiet dead-end road with serene mountain views. Inside, the home features 3 private en suite bedrooms, two of which include cozy loft spaces, plus an additional guest room. A warm and

  Lee Brown Four Seasons Sotheby's Int'l Realty

  196 Old Sawmill Rd, Londonderry, VT 05148
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  /26

  $593,500 Sold Jun 17, 2025

  • 1,607 Sq Ft
  • $369/SF
  • 75 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2003

  2513 Thompsonburg Rd Unit 3A, South Londonderry, VT 05155

  Welcome to this well-cared-for, one-owner home in the charming town of Londonderry, VT. Nestled on a private, beautifully landscaped lot, this property offers both tranquility and convenience, with easy access to three major ski areas—perfect for outdoor enthusiasts.This bright and inviting home features an open layout that maximizes natural light throughout. The spacious main floor boasts a

  Carrie Mathews Winhall Real Estate

  2513 Thompsonburg Rd Unit 3A, South Londonderry, VT 05155
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  /21

  Est $523,000 Not Listed For Sale

  • 5 Beds
  • 4.5 Baths
  • 4,482 Sq Ft

  3378 Under the Mountain Rd, South Londonderry, VT 05155

  3378 Under the Mountain Rd, South Londonderry, VT 05155
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  /32

  $295,000

  • 3 Beds
  • 1.5 Baths
  • 1,248 Sq Ft

  70 Overlook Dr, Londonderry, VT 05148

  Located close to town but in a private and quiet area, this property offers an affordable option for locals and first-time homebuyers who want to be in one of Vermont’s best little communities and are willing to make the time and investment to turn this house into a home. The house is solid and has been well-maintained but is modest and needs some updating. There are three bedrooms and 1.5

  Claudia Harris Mary Mitchell Miller Real Estate

  70 Overlook Dr, Londonderry, VT 05148
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  /43

  $490,000 Sold Jun 16, 2025

  • 1,204 Sq Ft
  • $407/SF
  • 239 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1982

  132 Pingree Park Ln, Londonderry, VT 05148

  The interior footprint of this home is over 3900 sq feet! The original 1200 finished sq feet is enhanced by an addition needing interior finishing only. The large main floor of the addition (595 sq ft) has top quality construction, lots of natural light and an open floor plan. The 595 sq ft space above will make a stunning primary suite. Situated on a lovely parcel of land you will find

  Alison Cummings Cummings & Co

  132 Pingree Park Ln, Londonderry, VT 05148
• 

  

  /29

  Est $730,974 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,156 Sq Ft

  109 Fieldstone Way, South Londonderry, VT 05155

  109 Fieldstone Way, South Londonderry, VT 05155
• 

  

  /21

  $249,000

  • 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
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  /30

  $275,000 Sold Jun 11, 2025

  • 1,350 Sq Ft
  • $204/SF
  • 48 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1962

  5 Snow Drift Ln Unit 6, Londonderry, VT 05155

  Are you looking to add a little Magic to your life? Then, this is the place for you! Located just off the base area of Vermont’s beloved Magic Mountain in Londonderry, this small, welcoming condo development has just 6 units and embodies the spirit of its nearby mountain with a closeknit and friendly community. Walk to the lifts and ski home in the winter months, wander over to the base area for

  Claudia Harris Mary Mitchell Miller Real Estate

  5 Snow Drift Ln Unit 6, Londonderry, VT 05155
• 

  

  /13

  Est $173,316 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,146 Sq Ft

  1797 Thompsonburg Rd, South Londonderry, VT 05155

  1797 Thompsonburg Rd, South Londonderry, VT 05155
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  /44

  $485,000

  • 3 Beds
  • 2 Baths
  • 1,751 Sq Ft

  2418 Vermont 11, Londonderry, VT 05148

  Discover this truly one-of-a-kind property in the heart of Londonderry, Vermont — a stunningly renovated former church that perfectly blends historic charm with modern elegance. This unique three-bedroom, two-bathroom home offers an expansive open-concept living space filled with natural light, showcasing soaring ceilings and gorgeous finishes throughout. The kitchen is a showstopper, featuring

  Noel Weeks Welcome Home Real Estate

  2418 Vermont 11, Londonderry, VT 05148
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  /39

  $405,000 Sold May 16, 2025

  • 1,215 Sq Ft
  • $333/SF
  • 24 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1968

  5 Red Hickory Rd, Winhall, VT 05340

  The season is not over! Red Hickory 5 at Birch Hill is one of the best values today offered at Stratton. This ready to move into attractively appointed Co-Op townhome is located at the quiet end of popular Birch Hill street with views of the mountain. Three bedrooms, two baths, family room. Winter shuttle service to the base lodge. Brand new in ground pool for your summer enjoyment. This

  Terry Hill Berkshire Hathaway HomeServices Stratton Home

  5 Red Hickory Rd, Winhall, VT 05340
• 

  

  /37

  Est $435,148 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,728 Sq Ft

  947 Boynton Rd, Londonderry, VT 05148

  947 Boynton Rd, Londonderry, VT 05148
• 

  

  /35

  $139,000

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

  2197 N Main St, Londonderry, VT 05148

  Charming 1860 Village Home with Character and Potential – Sold As Is.Step back in time with this 1860 village home offering space, character, and opportunity. Located right on the main road in a busy village setting, this 4-bedroom, 2-bath home provides a traditional layout with all bedrooms on the upper level and multiple gathering spaces on the first floor. Inside, you’ll find a

  Lee Brown Four Seasons Sotheby's Int'l Realty

  2197 N Main St, Londonderry, VT 05148
• 

  

  /15

  $159,500 Sold May 14, 2025

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

  • 440 Days On Market

  000 Rose Ln, Londonderry, VT 05148

  MOTIVATED SELLERS!!!! This 11 acre parcel is located just off Cole Pond, and is just a few miles to Stratton Mountain Access Road. One lot sits high in the sky with breathtaking views and all the serenity of nature. A well constructed driveway runs approximately halfway up the property where you will find a partial building site with an incredible view of Bromley Mountain, from there if you

  Rachel Febbie EXP Realty

  000 Rose Ln, Londonderry, VT 05148
• 

  

  /33

  Est $213,136 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,584 Sq Ft

  361 Little Pond Rd, Londonderry, VT 05148

  361 Little Pond Rd, Londonderry, VT 05148
• 

  

  /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
• 

  

  /16

  $195,000 Sold May 09, 2025

  • Land
  • 22.5 Acres
  • $8,667 per Acre

  • 152 Days On Market

  5734 Vermont 11, Landgrove, VT 05148

  MAKE YOUR MEMORIES HERE!! The possibilities are endless for turning this diversified property into your heart's desire. Loved, ownedby, gathered upon, and maintained by the same family for generations, and now it's your turn to make it your own haven. This 23.5 acre parcel is just fullof natural beauty, with an abundance of birds and wildlife. Some of the features include a stream-fed

  Bob Maisey Berkshire Hathaway HomeServices Stratton Home

  5734 Vermont 11, Landgrove, VT 05148
• 

  

  /40

  Est $795,621 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 2,556 Sq Ft

  115 Pitchfork Ln, Londonderry, VT 05148

  115 Pitchfork Ln, Londonderry, VT 05148
• 

  

  /49

  $525,000

  • 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
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  /35

  $227,000 Sold May 02, 2025

  • 2,072 Sq Ft
  • $110/SF
  • 146 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1830

  347 Main St, South Londonderry, VT 05155

  Nestled in a peaceful location just 10 minutes from Bromley, Stratton, and Magic Mountains, this 3-bedroom, 2-bathroom home offers the perfect mix of comfort, charm, and functionality. With stunning views in every direction, it’s an ideal spot for both relaxation and entertaining. The spacious living room, featuring a beautiful fireplace, serves as the heart of the home. Large windows frame

  Bob Maisey Berkshire Hathaway HomeServices Stratton Home

  347 Main St, South Londonderry, VT 05155
• 

  

  /35

  Est $631,998 Not Listed For Sale

  • 4 Beds
  • 5 Baths
  • 2,958 Sq Ft

  641 Hells Peak Rd, Londonderry, VT 05148

  641 Hells Peak Rd, Londonderry, VT 05148
• 

  

  /20

  $475,000

  • 3 Beds
  • 2 Baths
  • 1,840 Sq Ft

  175 Sherwood Forest, Londonderry, VT 05148

  Nestled in the scenic beauty of Londonderry, Vermont, this delightful 3-bedroom, 2-bathroom home offers the perfect blend of comfort, convenience, and outdoor charm. With a thoughtfully designed layout that includes a bedroom and full bath on the main floor, this home is ideal for aging in place or accommodating guests. The heart of the home boasts an open living, dining, and kitchen area,

  Christiane Carroccio TPW Real Estate

  175 Sherwood Forest, Londonderry, VT 05148
• 

  

  /44

  $640,000 Sold Apr 25, 2025

  • 3,988 Sq Ft
  • $160/SF
  • 52 Days On Market

  • 7 Beds
  • 4 Baths
  • Built 1942

  13 Winhall Station Rd, Londonderry, VT 05155

  Solid six-bedroom home with detached one bedroom apartment being offered fully furnished on 3.4 acres of land! Surrounded by mature maples and beautiful local views of Stratton Mountain. This property sits on the corner of Winhall Station Road and Route 100 in Londonderry Vermont. Winhall Station Road will lead out a dead-end road to the Winhall Campground and the West River area with wonderful

  Julie Lowe Lowe's Real Estate, LLC

  13 Winhall Station Rd, Londonderry, VT 05155
• 

  

  /38

  Est $700,538 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 2,830 Sq Ft

  207 Roberts Rd, Londonderry, VT 05148

  207 Roberts Rd, Londonderry, VT 05148
• 

  

  /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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