Londonderry Homes with Flood Brook USD 20 School district

Londonderry Homes with Flood Brook USD 20 School district

Welcome to the charming city of Londonderry, Vermont, nestled in the heart of Windham County. Known for its stunning natural beauty and close-knit community, Londonderry offers a perfect blend of rural tranquility and vibrant local culture. With picturesque landscapes, rolling hills, and lush forests, this quaint town is an outdoor enthusiast's paradise, ideal for hiking, skiing, and exploring Vermont's breathtaking scenery.

One of the standout features of Londonderry is its commitment to education, with homes situated within the Flood Brook USD 20 School District. Families will appreciate the district's dedication to providing quality education, fostering a nurturing environment where children can thrive. The schools are known for their strong academic programs, dedicated staff, and a strong sense of community involvement, making it an excellent choice for families looking to settle down.

The real estate market in Londonderry showcases a variety of homes, from cozy cottages to spacious family residences, each offering unique charm and character. Whether you're seeking a peaceful retreat or a home with easy access to local amenities, Londonderry has something for everyone. The town's friendly atmosphere, combined with its rich history and vibrant community events, makes it a wonderful place to call home.

Explore the delightful offerings of Londonderry, where the beauty of nature meets the warmth of community. With its excellent schools and welcoming neighborhoods, this idyllic Vermont town is ready to welcome you home. Come and discover why Londonderry is the perfect place for your next chapter!

Newest Londonderry Homes with Flood Brook USD 20 School district

8 Winhall Station Rd, Londonderry
$385,000
3 Beds ⋅ 2 Baths ⋅ 5112923 MLS
Welcome to 8 Winhall Station Road in South Londonderry, a well-located three-bedroom, two-full-bath Vermont home offering convenient access to some of Southern Vermont’s best year-round recreation. Several major ski resorts are within easy driving distance, along with nearby hiking trails, campgrounds, swimming, biking, and countless opportunities to enjoy the Green Mountains. The home offers a comfortable, practical layout that works equally well as a primary residence, vacation retreat, or ski getaway. Its location combines the peaceful feel of Vermont country living with convenient access to local schools, shopping, dining, and everyday services. Whether you are drawn to the area for skiing, hiking, camping, or simply enjoying the beauty and relaxed pace of Southern Vermont, 8 Winhall Station Road provides an excellent home base for every season. With multiple resorts and outdoor destinations nearby, this property offers a wonderful opportunity to enjoy the Vermont lifestyle year-round.

8 Winhall Station Rd, Londonderry
215 Main St, Londonderry
$499,000
4 Beds ⋅ 3 Baths ⋅ 5112125 MLS
IN THE HEART OF THE HAMLET that is South Londonderry, VT, sits this exquisitely charming 1820s home, where historic Vermont character meets thoughtful updates and remarkable future potential. From the moment you arrive, the curb appeal, spacious private lot, and classic architecture set the tone. Inside, freshly professionally refinished wood floors gleam alongside beautiful stained-glass windows, original woodwork, turned newel posts, period railings, and distinctive details that give this home a personality all its own. The updated kitchen brings a fresh feel to the heart of the home, while a slate-floor mudroom, wood and propane stoves, and generous living spaces add warmth and practicality. Upstairs, the vaulted primary bedroom is full of character, complete with intriguing hidden rooms and unexpected spaces that speak to the home's nearly two centuries of history. One of the true gems is the inviting covered back porch, a wonderful place to unwind, with an adjacent hot tub ready for crisp Vermont evenings after a day of skiing or exploring. A large barn provides substantial storage, workshop possibilities, and exciting potential for future use. South Londonderry is expected to have municipal sewer connectivity possibly available as soon as 2027, which may create additional options for future expansion or reimagining of the property, subject to permitting. Close to skiing, outdoor recreation, local shops, dining, and the villages of Southern Vermont, this is a rare combination of historic character, usable space, privacy, and opportunity.

215 Main St, Londonderry
165 Stone Hollow Rd, Londonderry
$699,000
4 Beds ⋅ 3 Baths ⋅ 5111772 MLS
Welcome to an extraordinary property where Vermont living meets year-round recreation and relaxation. Located a mile from the center of Londonderry and within 20 minutes of three ski resorts. This spacious 4-bedroom, 3-bath home offers a truly uncommon amenity: your very own private indoor pool. Imagine having a private wellness retreat with recreation spaces, and gathering spots under the stars without leaving home. There's room for family, overnight guests, entertaining, and creating flexible spaces for work or relaxation. This house has easy access to skiing at Magic, Bromley, Stratton and Okemo. In the warmer months enjoy hiking, biking, area lakes and rivers. Slow down, gather, and enjoy every season. This home is worth seeing!

165 Stone Hollow Rd, Londonderry
619 Main St, Londonderry
$489,000
4 Beds ⋅ 3 Baths ⋅ 5106426 MLS
Set on 3 lovely acres in the heart of South Londonderry, this gracious four-bedroom, 2½-bath Victorian blends timeless character with thoughtful modern updates. Original floor-to-ceiling windows, soaring ceilings, hardwood floors, and classic Victorian details create a warm and inviting sense of history throughout the home. The newly renovated kitchen provides a fresh, functional gathering space, while the large living room is a standout feature, with built-in bookshelves flanking the fireplace and abundant natural light streaming through the original windows. Spacious bedrooms and 2½ baths offer comfortable living and space to spread out. Several important upgrades to the property include new windows in the upstairs of the home, exterior drainage, and basement encapsulation with dehumidifier. There is a whole house surge protector and whole house water filter system. Outside, the property offers an open yard with room to garden, play, entertain, or simply enjoy the peaceful Vermont setting. A barn provides additional space for storage, hobbies, studio, equipment, or other possibilities. Across Main Street from the house is the West River, providing a peaceful backdrop to this beautifully preserved Victorian home. Ideally located close to Londonderry village and minutes to Magic, Stratton and Bromley mountains, this property offers the perfect combination of convenience, recreation, privacy, and classic Vermont charm. A wonderful opportunity to own a distinctive and beautifully updated Victorian in one of Southern Vermont’s most appealing communities.

619 Main St, Londonderry
58 Stone Hollow Rd, Londonderry
$595,000
3 Beds ⋅ 2 Baths ⋅ 5095764 MLS
Located just under a mile from the center of Londonderry this unique chalet home is crafted with exceptional attention to detail and energy efficiency for year-round comfort. The gourmet kitchen is equipped with professional-grade appliances, contemporary finishes, and a layout designed for everyday living. Adding to the property's unique appeal is a remarkable 480-square-foot treehouse retreat, connected to the main residence by a charming elevated catwalk. Complete with pine floors, a kitchenette, and a loft, this extraordinary space offers a rare combination of comfort, creativity, and adventure among the treetops. Outdoor living is equally impressive. Relax in the hot tub on the private patio, or enjoy the versatile lawn area, which transforms into a picturesque skating rink during the winter months and serves as the perfect setting for recreation and gatherings throughout the warmer seasons. A peaceful walking path leads to the scenic West River, which borders the property and provides a tranquil natural backdrop.

58 Stone Hollow Rd, Londonderry
494 W River Rd, Londonderry
$445,000
4 Beds ⋅ 2 Baths ⋅ 5093410 MLS
Lucky for the next Buyer that this home is back on market because last buyer could not secure financing! This comfortable home is situated in a peaceful and open sunny meadow surrounded by mature trees and 10 acres of Vermont woods offering total privacy. A view of Magic Mountain is a bonus as is the close proximity to shopping and dining. An important feature of the home is the newly added Lochinvar high efficiency propane boiler with on demand hot water installed in November of 2025. The 4 bedroom, 2 bath home has been lovingly cared for by the owners of it for over 25 years. The house has had many updates including cedar shake siding and the first floor windows replaced in 2008. In addition, the two baths were updated and a heated mudroom/sunroom was added. One of the baths features a shower for two with dual shower heads. The living area features a Hearthstone propane stove that turns on with the flip of a switch and looks and heats like a wood-burning stove without the effort. The separate two-car garage also has a loft area. The walk-out basement is huge and offers a regulation slate pool table and ping pong table as well as the laundry area. The West River Trail that is so popular for walking/jogging/biking, and cross country skiing is just a short walk away. Stratton, Bromley and Magic are all within a 20 minute drive.

494 W River Rd, Londonderry
192 Pingree Park Ln, Londonderry
$135,000
5086621 MLS
2.17 acres with 199' of riverfront bordering the west bank of pristine Utley Brook with headwaters flowing from the national forest. This waterfront parcel has is fully engineered with a fully permitted septic for a 4 bedroom home. Set at the end of a quiet, dead-end lane, this is a rare gem in Londonderry. Beautiful riverfront, convenient to everything in one of Vermont's most sought-after mountain areas. Next to 16 acre Pingree Park which is minutes right down your private river trail or driveway. This park is most desirable and is at your doorstep with pickleball courts, tennis courts, playground, basketball courts, Little League baseball fields, walking trails, dog park, small pavilion and summer music. Truly an exceptional park. This secluded parcel is minutes to so many amenities, year round events, and attractions. A great, safe location for children, grandchildren and adults with outdoor recreation including the River, Nature trails, Biking, birdwatching and wildlife- plentiful on the property and surrounding areas. A conservation district on the east side of the river ensures privacy. Located only 5 minutes to the Mountain Marketplace, Flood Brook School and the Medical Center. Just 10-30 minutes to 5 major ski resorts- Stratton, Bromley, Magic, Okemo and Mount Snow. As well as cross country skiing, snowmobile trails, ice skating and more. Recreational activities abound including Lowell Lake, Gale Meadows, Hapgood Pond, Lily Pond - offering swimming, boating, tubing, fishing and fun! Quintessential Weston, Chester, Peru, and Stratton Village are just 10-20 minutes away with year-round, events and activities. As is Manchester- renowned for its historic and cultural attractions, fine dining, premier shopping and golf courses. Possible Magic Mountain Views with selective clearing. Boarders vacant property on N/E side providing unique location privacy. This is a perfect location to break ground on your country or year round retreat!

192 Pingree Park Ln, Londonderry
191 Pingree Park Ln, Londonderry
$122,000
5086615 MLS
2.07 acres with 140' riverfront bordering the west bank of pristine Utley Brook with headwaters flowing from the national forest. This waterfront parcel has is fully engineered with a fully permitted septic for a 4 bedroom home. Set at the end of a quiet, dead-end lane, this is a rare gem in Londonderry. Beautiful riverfront, convenient to everything in one of Vermont's most sought-after mountain areas. Next to 16 acre Pingree Park which is minutes right down your private river trail or driveway. This park is most desirable and is at your doorstep with pickleball courts, tennis courts, playground, basketball courts, Little League baseball fields, walking trails, dog park, small pavilion and summer music. Truly an exceptional park. This secluded parcel is minutes to so many amenities, year round events, and attractions. A great, safe location for children, grandchildren and adults with outdoor recreation including the River, Nature trails, Biking, birdwatching and wildlife- plentiful on the property and surrounding areas. A conservation district on the east side of the river ensures privacy. Located only 5 minutes to the Mountain Marketplace, Flood Brook School and the Medical Center. Just 10-30 minutes to 5 major ski resorts- Stratton, Bromley, Magic, Okemo and Mount Snow. As well as cross country skiing, snowmobile trails, ice skating and more. Recreational activities abound including Lowell Lake, Gale Meadows, Hapgood Pond, Lily Pond - offering swimming, boating, tubing, fishing and fun! Quintessential Weston, Chester, Peru, and Stratton Village are just 10-20 minutes away with year-round, events and activities. As is Manchester- renowned for its historic and cultural attractions, fine dining, premier shopping and golf courses. This is a perfect location to break ground on your country or year round retreat!

191 Pingree Park Ln, Londonderry
6795 Vt Route 100, Londonderry
$339,000
4 Beds ⋅ 3 Baths ⋅ 5077737 MLS
Motivated sellers! Charming Property with Endless Possibilities in Southern Vermont Nestled 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 business with fabrics, sewing machines, notions and more. This property presents an exceptional opportunity for a variety of uses –whether you’re looking to return it to a spacious home with 4-bedrooms, or start your own thriving business venture. The building's furnace keeps the winters warm and the summers with central air conditioning ensure year-round comfort. This property features plenty of parking, making it ideal for commercial use or family gatherings. A true highlight is the large, historic waterwheel barn, providing a space with endless potential for creative projects or storage. If you’re a handy person, the barn is a perfect opportunity for a workshop. Whether you're looking to settle into a quiet country home or embark on your next business adventure, this property is a rare find in picturesque Southern Vermont. Don’t miss your chance to own a slice of Vermont. Schedule a showing today and explore the possibilities! There are 4 pictures that are virtual renovations of rooms in the house.

6795 Vt Route 100, Londonderry
Vt Route 100, Londonderry
$210,000
5072614 MLS
Beautiful 33.48 acre building lot in Londonderry. Some views possible and some clearing has been done. There are some wetlands on property but various choices for building sites exist. South East Facing

Vt Route 100, Londonderry
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