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

$535,000

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

$850,000

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. Take in front-row views of Magic Mountain's ski trails right from your front deck and dining room - watch skiers carve down the slopes by day, and in the evenings, enjoy the quiet spectacle of the snow cats grooming the trails. Set in the heart of Southern Vermont ski country, Magic, Bromley, and Stratton Mountains are all just 20 minutes away, with Okemo, Mount Snow, and Killington also within an hour's drive few properties offer this kind of access to Vermont's best skiing. Snowmobile enthusiasts will love the direct VAST trail access right off the road no trailering required. Simply load up and ride straight from home onto Vermont's extensive network, with connections to trails across the entire state. The backyard abuts Lowell Lake State Park, ensuring lasting privacy with no future development possible behind the property, while offering endless opportunities for hiking, kayaking, and snowshoeing right out your back door. A private pond adds to the picturesque setting, and multiple decks provide ideal spaces for relaxing, entertaining, or simply watching the mountain views change with the seasons. 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 reflect pride of ownership and add to the home's comfort and functionality. Equally suited as a primary residence, vacation retreat, or investment opportunity, this is a rare chance to own a well-maintained Vermont home with unbeatable ski access, state park-bordered privacy, and direct VAST snowmobile trail access minutes from Londonderry's village & Farmers M

157 Old Sawmill Rd, Londonderry

$445,000

4 Beds ⋅ 2 Baths ⋅ 5093410 MLS

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

$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

$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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