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Londonderry, VT Houses for Sale

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  • /56

    $350,000

    • 6 Beds
    • 4.5 Baths
    • 3,042 Sq Ft

    2072 N Main St, Londonderry, VT 05148

    Rare Mixed-Use Opportunity in Downtown Londonderry, VT – Live, Work, or Invest! Unlock the full potential of this versatile and beautifully situated property in the heart of Londonderry’s vibrant downtown district. With major West River frontage, expansive lawn space, and prime visibility on North Main Street, this unique listing offers endless possibilities — perfect for residential, commercial,

    Agent Photo

    Laura Beckwith

    Josiah Allen Real Estate, Inc.

    (802) 441-6058

    2072 N Main St, Londonderry, VT 05148
  • /36

    $720,000

    • 5 Beds
    • 3 Baths
    • 2,275 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
  • /33

    $799,000

    • 5 Beds
    • 5 Baths
    • 3,431 Sq Ft

    389 Howard Hill Rd, Londonderry, VT 05148

    Showing to start July 7th. The Octagon at Powder Mill: An Exceptional Mountain GetawayThis extraordinary modern home is a true gem, offering a perfect blend of natural light, expansive space, and architectural elegance. With panoramic windows framing awe-inspiring mountain vistas from every corner, this property showcases a unique design that masterfully balances aesthetics with practicality.

    Carrie Mathews Winhall Real Estate

    389 Howard Hill Rd, 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
  • /49

    $1,350,000

    • 5 Beds
    • 3.5 Baths
    • 3,516 Sq Ft

    732 Under the Mountain Rd, South Londonderry, VT 05155

    Londonderry’s Under the Mountain Road is one of the area’s most beautiful roads, meandering along the edge of Glebe Mountain (home to Magic Mtn) and thousands of acres of conserved land. Here you’ll find “Fairmount”, featuring one of the best panoramic views in southern Vermont overlooking the West River Valley and majestic Green Mountains between Stratton and Bromley. The 1810 farmhouse was

    Claudia Harris Mary Mitchell Miller Real Estate

    732 Under the Mountain Rd, South Londonderry, VT 05155
  • /53

    $1,725,000

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

    207 Boynton Rd, Londonderry, VT 05148

    Perched on 12.70 pristine acres, this exceptional residence offers the perfect blend of refined comfort & serene seclusion. Set on a private rise w/ sweeping views, the property captures the quiet majesty of all four seasons. A tranquil pond reflects the ever-changing sky, inviting quiet mornings on the expansive deck, a coffee in hand or peaceful evenings listening to nature under the stars.

    Kim Morgan-Wohler Wohler Realty Group

    207 Boynton Rd, Londonderry, VT 05148
  • /37

    $759,000

    • 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
  • /58

    $825,000

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

    524 Reilly Rd, Londonderry, VT 05148

    Are you looking for a home with spectacular winter views of Stratton Mountain and seated on a private lot? Look no further. This home has it all. Spectacular views, soaring spacious rooms and more in this stunning Vermont facade log home. Vaulted ceilings and a dramatic stone fireplace framed by multiple windows looking out at your full wrap around deck and the slopes of Stratton across the open

    Lynn Rawson Berkshire Hathaway HomeServices Stratton Home

    524 Reilly Rd, Londonderry, VT 05148
  • /51

    $970,000

    • 6 Beds
    • 8 Baths
    • 5,764 Sq Ft

    24 Vt Route 11, Londonderry, VT 05148

    Step into a world of potential with this beautiful country retreat, set on the edge of pristine Green Mountain National Forest. Adventure truly begins here, with nearby access to the Catamount Trail and four renowned ski areas just minutes away. Once home to the beloved Nordic Inn, this versatile property carries a rich legacy of hospitality, having once hosted a restaurant and cross-country ski

    Nancy Jensen Four Seasons Sotheby's Int'l Realty

    24 Vt Route 11, Londonderry, VT 05148
  • /60

    $899,000

    • 7,902 Sq Ft

    3806 Vermont 11, Londonderry, VT 05148

    This property features a 18-unit motel, that includes two apartment suites, alongside a spacious 3-bedroom, 2-bathroom home, making it a unique investment opportunity. Situated in the charming town of Londonderry, this property is perfectly positioned to attract visitors year-round with its proximity to two of Vermont's most popular ski destinations—Okemo Mountain Resort and Stratton Mountain

    Flex Realty Group Flex Realty

    3806 Vermont 11, Londonderry, VT 05148
  • /50

    $595,000

    • 3 Beds
    • 3 Baths
    • 1,951 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
  • /39

    $499,000

    • 5 Beds
    • 3 Baths
    • 1,700 Sq Ft

    452 Sherwood Forest, Londonderry, VT 05148

    This immaculate well-maintained home offers 5BR/3BA and is centrally located with nature’s playground at your doorstep! The living areas are spread out over 3 levels with bedrooms and a bath on each and you’ll find the layout is flexible and works well for hosting large groups or intimate time reflecting on the surrounding peace and quiet. There is a wide deck along the back and sits high above

    Claudia Harris Mary Mitchell Miller Real Estate

    452 Sherwood Forest, Londonderry, VT 05148
  • /53

    $369,000

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

    150 Williams St, Londonderry, VT 05148

    Welcome to this well-cared-for, one-owner home situated on a quiet, established neighborhood near a highly regarded elementary school. It features 3-4 bedrooms, 2.5 baths, wood burning fireplace, oak wood flooring, 6 burner Bosch cooking stove, two car attached garage and a huge unfinished walk-out basement, offering endless potential for additional living space , storage or customization.

    Terry Hill Berkshire Hathaway HomeServices Stratton Home

    150 Williams St, Londonderry, VT 05148
  • /41

    $579,000

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

    196 Powder Mill Rd, Londonderry, VT 05148

    Mountain Escape with Multi-Generational Potential in Powder MillWelcome 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 carpet and flooring throughout.The flexible layout offers

    Katie Ladue Gilbert KW Vermont Woodstock

    196 Powder Mill Rd, Londonderry, VT 05148
  • /9

    $430,000

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

    1950 N Main St, Londonderry, VT 05148

    PRICE REDUCTION! IT IS possible to Live rent or mortgage free!!! And HERE it is.This is a 3 unit multi-family, fully rented/money making property now..Live in one and let the other two pay your bills.. Or, use your imagination, create your vision of what this premier location could be. Zoned BOTH commercial AND residential.. this property could be a fabulous restaurant with rivers edge al fresco

    Wilkie Bushby TPW Real Estate

    1950 N Main St, Londonderry, VT 05148
  • /39

    $425,000

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

    6795 Vt Route 100, Londonderry, VT 05148

    Charming Property with Endless Possibilities in Southern VermontNestled 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 Quilt Shop, this property presents an exceptional opportunity for a variety of uses – whether you’re looking to return it to a spacious home with

    Sandy Laserte Berkshire Hathaway HomeServices Stratton Home

    6795 Vt Route 100, Londonderry, VT 05148
  • /24

    $69,900

    • 2 Beds
    • 0.5 Baths
    • 414 Sq Ft

    33 W River St, Londonderry, VT 05155

    Motivated Seller. Bring all offers. Do not sleep on this rustic riverfront cabin in the heart of South Londonderry! The perfect glamping retreat for those looking for simple living yet close to amenities. The main floor features a cozy living room, and kitchen area, complete with a propane oven and range, mini fridge, small dining table, propane stove, and electric fireplace. Off the

    Peter Cahill EXP Realty

    33 W River St, Londonderry, VT 05155
  • /40

    $1,995,000

    • 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
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