Londonderry, VT Homes for Sale

/14
$120,000
- Land
- 2.07 Acres
- $57,971 per Acre
191 Pingree Park Ln, Londonderry, VT 05148

Discover this hidden gem in Londonderry. River frontage on pristine Utley Brook with headwaters flowing from the Green Mountain National Forest create a serene setting minutes from downtown. Full time residence or vacation home, you choose! Ready to build. Completely engineered- State and Town permits for a 4 bedroom home in place including septic permits, well and house placement, updated

Alison Cummings

Cummings & Co

(802) 848-6904

191 Pingree Park Ln, Londonderry, VT 05148
/18
$130,000
- Land
- 2.19 Acres
- $59,361 per Acre
192 Pingree Park Ln, Londonderry, VT 05148

Discover this hidden gem in Londonderry. River frontage on pristine Utley Brook with headwaters flowing from the Green Mountain National Forest create a serene setting minutes from downtown. Full time residence or vacation home, you choose! Ready to build. Completely engineered- State and Town permits for a 4 bedroom home in place including septic permits, well and house placement, updated

Alison Cummings

Cummings & Co

(802) 444-8158

192 Pingree Park Ln, Londonderry, VT 05148
/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,

Laura Beckwith

Josiah Allen Real Estate, Inc.

(802) 441-6058

2072 N Main St, Londonderry, VT 05148
/57
$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
/44
$829,000
- 5 Beds
- 2.5 Baths
- 3,102 Sq Ft
1410 Haven Hill Rd, South Londonderry, VT 05155

This beautiful Timber frame home on an 8.1 acre lot is located a few miles from the base of Stratton, Bromley, and Magic Mountain making it a versatile investment. Whether a seasonal prospect or primary home, being next door to Gale Meadow Pond provides a wonderful destination to walk, hike, fish, or just paddle. This home has a private, beautiful yard with its own pond, stream, and firepit just

Amy Carson Lowe's Real Estate, LLC

1410 Haven Hill Rd, South Londonderry, VT 05155
/37
$730,000
- 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
/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
/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
/44
$495,000 Open Sun 11AM - 1PM
- 3 Beds
- 3 Baths
- 960 Sq Ft
486 Windy Rise Ln E, Londonderry, VT 05148

Contemporary Ski-Style Retreat in Southern Vermont – A Home for All Seasons!Escape to the mountains in this 3-bedroom, 3-bath home, nestled in the heart of Southern Vermont—just minutes from Stratton, Bromley, and Magic Mountain ski resorts.This home has rustic charm, features multiple living spaces and a bathroom on each floor. The relaxed dining/living space is open and inviting so

Sandy Laserte Berkshire Hathaway HomeServices Stratton Home

486 Windy Rise Ln E, Londonderry, VT 05148
/26
$529,000
- 4 Beds
- 2.5 Baths
- 1,864 Sq Ft
1966 Thompsonburg Rd, South Londonderry, VT 05155

A quiet, private sanctuary in a prime location—just minutes from all three local ski areas, Lowell Lake, and the shopping and dining of Londonderry and Manchester. This 4-bedroom retreat is ready to be loved by a new family. Enjoy newly updated bathrooms, appliances, countertops, a new chimney liner, a wood-burning fireplace, and a wood stove insert that makes the family room especially cozy on

Wilkie Bushby TPW Real Estate

1966 Thompsonburg Rd, South Londonderry, VT 05155
/38
$1,499,999
- 3 Beds
- 3.5 Baths
- 3,300 Sq Ft
111 Hughes Ln, Jamaica, VT 05343

Fully renovated in 2022, 450 ft of lake front footage on picturesque Cole Pond. Nestled on nearly 2 acres in Jamaica, VT, this stunning singlefamily home at 111 Hughes Lane was built in 1989 and offers a peaceful retreat for its next owners. With 3 bedrooms, 3 bathrooms, and 1 half bathroom, and 4 built-in adult size bunks for comfortable sleeping of 10, Air-conditioned master bedroom and

Derek Greene Derek Greene

111 Hughes Ln, Jamaica, VT 05343
/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
/18
$199,000
- Land
- 19 Acres
- $10,596 per Acre
00 Boynton Rd, Londonderry, VT 05148

Located off quiet, town-maintained Boynton Road in Londonderry, this nearly 20-acre wooded parcel offers the perfect opportunity to build your dream home in the heart of southern Vermont. With power and fiber optic internet available at the street and a state-issued wastewater permit in place for a five-bedroom residence, this raw land is ready for your vision. A small stream runs parallel to the

Andie Fusco Four Seasons Sotheby's Int'l Realty

00 Boynton Rd, Londonderry, VT 05148
/10
$342,000
- Land
- 28 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
/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
/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
/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
/39
$415,000
- 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
/23
$135,000
- Land
- 5 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
/10
$44,000
- Land
- 2.30 Acres
- $19,130 per Acre
00 Loon Circle Private, Londonderry, VT 05148

This beautiful 2.3-acre buildable lot offers the perfect blend of convenience and natural beauty, with a wastewater system permit available. Just three miles from Magic Mountain and within easy reach of Stratton, Bromley, and Okemo, it's an ideal location for outdoor enthusiasts. The VAST trail is nearby for snowmobiling adventures, while a network of hiking trails is just a short walk away.

Carrie Mathews Winhall Real Estate

00 Loon Circle Private, Londonderry, VT 05148
/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

Vermont Windham County Londonderry

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.

Learn more about living in Londonderry

Frequently Asked Questions

What is the average home price in Londonderry, VT?

Homes for sale in Londonderry, VT have an average home price of $690,418.

How many homes have sold over the last 12 months in Londonderry, VT?

51 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, 05161, 05343 and 05359.

How much do you need to make to afford a house in Londonderry?

The median home price in Londonderry is $489,000. If you put a 20% down payment of $97,800 and had a 30-year fixed mortgage with an interest rate of 6.63%, your estimated principal and interest payment would be $2,510 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $108K a year to afford the median home price in Londonderry.

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 Green Mountain Union High School. Browse all the schools in Londonderry, VT to learn more.

Home Trends in Londonderry, VT

On average, homes in Londonderry, VT sell after 30 days on the market compared to the national average of 70 days. The median sale price for homes in Londonderry, VT over the last 12 months is $427,000, up 42% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price

$427,000

Median Single Family Sale Price

$975,000

Median Townhouse Sale Price

$427,000

Average Price Per Sq Ft

$268

Number of Homes for Sale

Last 12 months Home Sales

Months of Supply

0.50

Median List Price

$489,000

Median Change From 1st List Price

Median Home Sale Price YoY Change

42%

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Copyright 2025 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display comes in part from the IDX Program of PrimeMLS. The information being provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.