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

$885,000

4 Beds ⋅ 4 Baths ⋅ 5094205 MLS

Nestled in a peaceful Londonderry setting, 157 Old Sawmill Road offers the perfect blend of Vermont charm, comfort, and outdoor recreation. Originally built in 1971 and extensively renovated and expanded in 1992, this inviting home features nearly 3,200 square feet of living space designed for year-round enjoyment. Surrounded by nature, the property enjoys direct access to trails leading to Lowell Lake, providing endless opportunities for hiking, kayaking, snowshoeing, and exploring the beauty of Southern Vermont. A private pond enhances the picturesque setting, while multiple decks offer ideal spaces for relaxing, entertaining, or taking in the serene surroundings. Inside, warm and welcoming living areas are highlighted by a wood-burning fireplace and pellet stove, creating cozy gathering spaces in every season. Numerous updates and improvements throughout the home reflect pride of ownership and add to its comfort and functionality. Conveniently located near Lowell Lake, Stratton Mountain, Magic Mountain, Bromley Mountain, and the village amenities of Londonderry, this property is equally suited as a primary residence, vacation retreat, or investment opportunity. Enjoy the privacy of a country setting while remaining close to skiing, dining, shopping, and four-season recreation. A rare opportunity to own a well-maintained Vermont home with direct access to some of the area's most treasured natural resources.

157 Old Sawmill Rd, Londonderry

$469,000

4 Beds ⋅ 2 Baths ⋅ 5093410 MLS

Welcome to 494 West River Street, a classic Vermont retreat nestled on more than 10 picturesque acres along the scenic West River in South Londonderry. Built in 1965, this four-bedroom, two-bath ranch-style home offers a rare opportunity to enjoy the natural beauty, privacy, and year-round recreation that make Southern Vermont such a sought-after destination. Set among mature trees and open spaces, the property provides a peaceful setting where the sights and sounds of the river create a truly relaxing atmosphere. Whether enjoying morning coffee on the porch, gathering with family and friends, or simply unwinding after a day outdoors, you'll appreciate the connection to nature that surrounds this special property. Outdoor enthusiasts will love the proximity to some of the area's most treasured recreational resources. Also Views of Magic Mtn from house! The renowned West River Trail is just a short walk away, offering miles of scenic hiking, biking, cross-country skiing, and snowshoeing. Nearby access to the Green Mountain National Forest and Winhall Brook Campground provides endless opportunities for exploring Vermont's beautiful landscape, while the West River itself invites fishing, kayaking, and peaceful riverside enjoyment. Conveniently located in the heart of Southern Vermont, the property is just minutes from the charming villages of South Londonderry and Londonderry. There, you'll find local shops, restaurants, farmers markets, and a welcoming small-town atmosphere. World-class skiing, golf, and year-round events at Stratton and Bromley Mountains are also within easy reach, making this an ideal base for every season. Whether you're seeking a full-time residence, a weekend escape from city life, or a vacation property to enjoy with family and friends, 494 West River Street offers a unique combination of riverfront beauty, acreage, privacy, and recreational access in one of Vermont's most desirable four-season locations

494 W River Rd, 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

$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

$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

$235,000

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

Start Your Search

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors, landlords and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non commercial use of consumers having a good faith interest in purchasing, leasing or renting listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing, leasing or renting. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.

board logo Copyright 2026 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, noncommercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated .