29

Londonderry, VT Homes for Sale

Section Image Section Image
  • /34

    $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

    Agent Photo

    Alison Cummings

    Cummings & Co

    (802) 392-0721

    410 Tallwood Cir, Londonderry, VT 05148
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /59

    $1,000,000

    • 3 Beds
    • 2 Baths
    • 2,700 Sq Ft

    580 Cross Rd, South Londonderry, VT 05155

    Tucked away in a tranquil setting, this newly constructed 3-bedroom, 2-bath barn-style residence is a masterful fusion of heritage & refined elegance, situated on 5.4 pristine acres. Absorb the beauty of reclaimed exposed overhead beams, while expansive floor-to ceiling custom-crafted windows capture mountain vistas & bathe interiors in golden natural light. Large sliding doors open to the melody

    Loana Sargent Wohler Realty Group

    580 Cross Rd, South Londonderry, VT 05155
  • /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
  • /51

    $895,000

    • 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
  • /38

    $1,075,000

    • 5 Beds
    • 2.5 Baths
    • 2,338 Sq Ft

    3715 Route 11, Londonderry, VT 05148

    Beautifully expanded and fully renovated 18th-century farmhouse, thoughtfully reimagined by Gray Interiors of Darien, CT. This home blends timeless charm with an elegant yet relaxed New England feel. All systems and mechanicals have been completely updated and modernized. Stylish barnboard accents complement marble countertops, custom cabinetry, high-end finishes like the Shaws sink, and upscale

    Cheyanne Pugliese

    3715 Route 11, Londonderry, VT 05148
  • /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
  • /39

    $639,000

    • 6 Beds
    • 3 Baths
    • 2,825 Sq Ft

    95 Melendy Hill Rd, Londonderry, VT 05155

    A fully reimagined 1900’s farmhouse located in the heart of South Londonderry, nestled between Magic and Stratton Mountain Resorts. This six-bedroom, three-bath home has been meticulously remodeled to blend timeless character with contemporary style. Sunlight pours through all-new windows, illuminating generous living spaces. Every detail has been thoughtfully upgraded, from the new heating

    Jessica Citera Cummings & Co

    95 Melendy Hill Rd, Londonderry, VT 05155
  • /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
  • /40

    $1,800,000

    • 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
  • /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
  • /60

    $1,350,000

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

    732 Under the Mountain Rd, South Londonderry, VT 05155

    Welcome to "Fairmount," a beautiful historic home with unrivaled panoramic views and an extraordinary blend of history, grace, and quintessential Vermont living on 42 acres. Originally built in 1810 and artfully reimagined in 1987, the 5BR farmhouse seamlessly merges historic charm with modern sensibility. Exposed beams, wide plank floors, and architectural character remain, while the thoughtful

    Claudia Harris Mary Mitchell Miller Real Estate

    732 Under the Mountain Rd, South Londonderry, VT 05155
  • /22

    $415,000

    • 3 Beds
    • 2 Baths
    • 1,300 Sq Ft

    275 Sherwood Forest, Londonderry, VT 05148

    Offered for the first time! Welcome to 275 Sherwood Forest, an immaculately maintained post-and-beam home tucked away in the heart of Londonderry. This charming property combines timeless craftsmanship with easy upkeep, making it an ideal Vermont getaway or year-round residence. The warm post-and-beam design creates a cozy yet open feel, with natural wood accents and inviting living spaces

    Timothy Apps Four Seasons Sotheby's Int'l Realty

    275 Sherwood Forest, Londonderry, VT 05148
  • /53

    $1,470,000

    • 5 Beds
    • 4.5 Baths
    • 5,160 Sq Ft

    224 Cobble Ridge Rd, Londonderry, VT 05148

    Perched on scenic Cobble Ridge, this custom five-bedroom, four-and-a-half-bath retreat embodies balance, light, and renewal in the heart of Southern Vermont. Set on seven private, fenced acres framed by stone walls and dual gated entries, the property enjoys southwest exposure with soft, filtered ridgeline views that evolve beautifully through the seasons. Inside, a brick fireplace anchors the

    Kevin Moran Four Seasons Sotheby's Int'l Realty

    224 Cobble Ridge Rd, Londonderry, VT 05148
  • /33

    $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, and there are three bedrooms and 1.5 bathrooms and a nice one-level layout

    Claudia Harris Mary Mitchell Miller Real Estate

    70 Overlook Dr, Londonderry, VT 05148
  • /23

    $135,000

    • Land
    • 5.1 Acres
    • $26,471 per Acre

    1192 Haven Hill Rd, South Londonderry, VT 05155

    This 5+ acre building lot is ready for planning and designing your 5 bedroom dream-home, WW-2-3657 on a quiet country road, and Land Use Permit 2W0032-3. Just minutes to Gale Meadows and Stratton Mountain Resort, there are plenty of summer and winter outdoor adventures to embark on from hiking, kayaking, and fishing in the summer to skiing and snowshoeing in the winter. Only 25-minutes from

    Mike England Michael England Real Estate

    1192 Haven Hill Rd, South Londonderry, VT 05155
  • /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
  • /40

    $850,000

    • 3 Beds
    • 3 Baths
    • 2,994 Sq Ft

    260 Mansfield Ln, Londonderry, VT 05148

    Enjoy breathtaking views of Magic Mountain and the surrounding Green Mountains from the deck, living room, family room, and primary suite of this beautifully updated home. Whether you're seeking a primary residence or a vacation getaway, this property offers the perfect Vermont lifestyle. Large windows allow sunlight to flood the Great Room, highlighting a stunning floor-to-ceiling stone

    Lynn Rawson Berkshire Hathaway HomeServices Stratton Home

    260 Mansfield Ln, Londonderry, VT 05148
  • /12

    $675,000

    • Land
    • 45 Acres
    • $15,000 per Acre

    000 Under the Mountain Rd, South Londonderry, VT 05155

    Travel down a quiet, tree-lined country road past historic homes, horse farms, and a large nature preserve to discover this magnificent property with views of Stratton and Bromley mountains in the distance. A large open field graced with wild flowers, apple trees and classic Vermont rock walls provides an ideal level home site, protected on three sides by extensive mature woods. The parcel has

    Steve Stettler Four Seasons Sotheby's Int'l Realty

    000 Under the Mountain Rd, South Londonderry, VT 05155
  • /33

    $375,000

    • 3 Beds
    • 2 Baths
    • 1,520 Sq Ft

    528 Vermont 121, Windham, VT 05155

    Nestled alongside a meandering stream, this perfectly private Cape-style home offers an idyllic setting with over 2 acres of lush land, perfect for play, gardening, or entertaining. Built in the late 80's this home features 3 bedrooms and 2 baths blending timeless appeal with modern conveniences. First floor bedroom and a 2 car garage attached with a practical mudroom offers easy living. 5 new

    Julie Citron RE/MAX Four Seasons

    528 Vermont 121, Windham, VT 05155

Why Live in Londonderry

Londonderry, Vermont, is a picturesque community nestled in the Green Mountains, serving as a commercial hub in a predominantly rural area. The town's landscape is marked by historic colonial and folk homes, alongside newer constructions like rustic cabins and contemporary custom builds. The local real estate market offers a range of single-family homes, with prices reflecting the area's appeal as a mountain town. Londonderry's attractions include the Magic Mountain Ski Area and the Viking Nordic Center, catering to both alpine and cross-country skiing enthusiasts. Lowell Lake State Park provides opportunities for fishing, paddling, and hiking throughout the year. The West River Trail, a former railway route, is popular among cyclists and hikers. The town's commercial district features the Londonderry Village Market, In the Moment Records, and dining options like SoLo Farm & Table. The West River Farmers Market and the South Londonderry Free Library serve as community focal points. Educational options include the highly rated Long Trail School, supported by the state's school choice program. While Londonderry offers a charming lifestyle, residents should be aware of flood risks associated with the West River, with ongoing efforts to enhance flood resiliency. The town lacks public transportation, necessitating personal vehicles for travel, with regional hubs like Rutland and Brattleboro over 30 miles away.

Frequently Asked Questions

What is the average home price in Londonderry, VT?
Homes for sale in Londonderry, VT have an average home price of $650,756.
Are home prices dropping in Londonderry?
Yes, home prices in Londonderry are down 7% in the last 12 months.
How many homes have sold over the last 12 months in Londonderry, VT?
29 homes have sold in Londonderry, VT over the last 12 months.
What are the most popular zip codes in Londonderry, VT?
The most popular zip codes in Londonderry, VT include 05155, 05148, 05359, 05343 and 05143.
How much do you need to make to afford a house in Londonderry?
The median home price in Londonderry is $536,500. If you put a 20% down payment of $107,300 and had a 30-year fixed mortgage with an interest rate of 6.22%, your estimated principal and interest payment would be $2,630 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $113K a year to afford the median home price in Londonderry. Learn how much home you can afford with our Home Affordability Calculator.
How are the schools in Londonderry, VT?
Londonderry, VT has highly rated public and private schools. Some of the best schools in Londonderry based on Niche Grades are Jamaica Village School, Flood Brook School and Chester-Andover Elementary School. Browse all the schools in Londonderry, VT to learn more.

Home Trends in Londonderry, VT

Housing Trends

Median Sale Price
$440,000
Median Single Family Sale Price
$527,000
Median 1 Bedroom Sale Price
$211,500
Average Price Per Sq Ft
$266
Number of Homes for Sale
17
Last 12 months Home Sales
29
Months of Supply
7.00
Median List Price
$536,500
Median Change From 1st List Price
5%
Median Home Sale Price YoY Change
-14%
How to Buy a Home How to Finance a Home How to Sell a Home