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2170 N Main St, Londonderry
$675,000
5091253 MLS
For more than 20 years, this mixed-use property has been consistently operated and maintained by the same owner an indicator of stability, reliability, and proven performance. The building features three distinct income channels: a fully equipped small-town diner with loyal local traffic, a well-established general market serving the community’s daily needs, and two rental apartments above that provide steady residential income. Positioned directly on a main road with excellent traffic exposure, the property benefits from continuous visibility and easy access, supporting both the commercial tenants and future growth potential. Whether you’re an investor seeking diversified revenue streams or an owner-operator looking to step into a turnkey, multi-income asset, this property offers immediate cash flow with room to expand, modernize, or reposition for even greater returns.

2170 N Main St, Londonderry

7 Lily Ln, Londonderry
$990,000
3 Beds ⋅ 3 Baths ⋅ 5087313 MLS
Welcome to Winni Estates, South Londonderry's newest 21-lot development by DHB Homes featuring both first and second floor primary suite options. Open concept floor plans, large windows, tall ceilings, light or dark interiors, crisp and cool exterior color schemes, designer-inspired finishes, custom cabinetry options, sleek quartz countertops, stunning tile selections - the chance to make our brand new builds your new home at every turn. Winni Estates is where the essence of modern residential living meets the timeless charm of a small town. Common areas featuring a park and a recreation field, where all residents can gather with family and friends for a birthday party or a game of soccer. Walking trails throughout giving all homeowners the ability to connect with nature. Set amongst the trees but close to everything Londonderry has to offer - easy highway access to Exit 4, I-93, top-rated schools, shopping and restaurants. Tour our model home and other builds under construction and experience all of the beauty and uniqueness that Winni Estates has to offer! *Use 22 Young Road for GPS location.

7 Lily Ln, Londonderry

26 Wedgewood Dr, Londonderry
$689,900
3 Beds ⋅ 3 Baths ⋅ 5083727 MLS
*Quick Close Available* Among the gently curving neighborhood streets of North Londonderry, this well renovated extended cape is looking for its new owner! While the current residents are moving on, they have put in extensive efforts to modernize and improve the functionality. Of course the expected upgrades are here in the new kitchen with custom backsplash tile and leathered granite counters, hardwood floors, completely renovated bathrooms, and modern paint colors throughout. On the outside, there is brand new vinyl siding in 2026 and new windows in 2023. Above and beyond, it is a welcome surprise to find a complete smart home ready setup and standby generator to wait out dreaded winter power outages in style. All of these enhancements only complement the home's natural charm, unique architectural appeal, and features, such as multiple living rooms, home office, bonus room, eat-in kitchen, primary suite, 1 acre lot, fenced in backyard, and two car garage. All of this in a quiet, side street neighborhood that is only minutes from rt.102 amenities, rt.93, and Manchester. *Agent interest*

26 Wedgewood Dr, 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

3148 Rte 11, Londonderry
$549,000
3 Beds ⋅ 2 Baths ⋅ 5074646 MLS
More than a Vermont home, this is a property built for the way you want to live here. Set on 14 acres in Londonderry, this versatile Southern Vermont property combines a 3-bedroom, 2-bath home with something increasingly difficult to find near the mountains: acreage, substantial storage, multiple outbuildings and room for all the gear that comes with the Vermont lifestyle. The property features a 3-bay pole barn, 1.5-bay garage and additional outbuildings surrounded by mostly wooded acreage with open areas to enjoy. Inside, the 1,944-square-foot home offers three bedrooms, two full baths, a spacious living room, separate dining room and a bonus room with its own exterior entrance, ideal for a home office, studio or flexible workspace. Multiple porches and decks extend the living space outdoors, while the hot tub provides the perfect place to unwind after a day on the mountain. And the location puts four-season recreation within easy reach. Bromley, Stratton, Magic and Okemo are all accessible from your Southern Vermont basecamp, along with hiking, biking, snowmobiling, fishing, golf and everything else the Green Mountains offer. Whether you're searching for a full-time Vermont residence, mountain getaway, recreational property or simply a home where there's finally enough room for the skis, bikes, sleds, tractor, workshop and outdoor gear, 3148 Route 11 deserves a closer look. 14 acres. Mountain access. Room for everything. Schedule a private showing and come experience the possibilities for yourself.

3148 Rte 11, Londonderry

135 Overlook Dr, Londonderry
$425,000
5 Beds ⋅ 3 Baths ⋅ 5070340 MLS
Investment opportunity! This beautiful ski country compound offers 3 potential 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 with their own kitchen and come with paying tenants. Keep the property in its current configuration, or combine the main house into one living area, with the barn as an in-law suite. A septic design exists for a subdivision of the property which, if the subdivision is obtained and a septic permit approved, would enable further development. Property to be sold as-is. Owner financing available.

135 Overlook Dr, Londonderry

2072 N Main St, Londonderry
$299,000
5069109 MLS
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 on the second floor. Should you choose to live in all or part you would be close to skiing at Bromley, Magic, Okemo and Stratton as well as nearby shopping/dining in Weston and Manchester. If you like outdoor activities you would have most options near by including hiking, biking and horseback riding. There are separate utilities and some updates have been done including a new furnace and hot water heater on the residential side. There is currently on site septic but there is an approved application in place for town sewer.

2072 N Main St, Londonderry

341 Under The Mountain Rd, Londonderry
$600,000
5 Beds ⋅ 3 Baths ⋅ 5053705 MLS
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 spacious rooms perfect for entertaining and family gatherings. Wide pine floors, antique fireplaces, and original glazed windows add warmth and charm throughout. The main level features a large primary bedroom suite, while four additional bedrooms and a full bath upstairs provide plenty of space for guests. A cozy recreation room with a grand fireplace or the sauna is perfect for apres-ski evenings, and a separate dining building offers a private space ideal for hosting dinners or working from home as a dedicated office or studio. Outdoors, enjoy peaceful walks through the forest along an old logging road, fish or relax by your own large private pond, and take in the serene beauty of the countryside. A detached 3-car garage adds extra convenience and storage for outdoor gear or snowmobiles. Just a short drive from top ski resorts and year-round activities including hiking, biking, and nearby lakes, this Vermont farmhouse is the perfect mountain retreat.

341 Under The Mountain Rd, Londonderry

3715 Rte 11, Londonderry
$755,000
5 Beds ⋅ 3 Baths ⋅ 5061900 MLS
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 lighting and bath fixtures. Located in the heart of ski country with views of Magic Mountain and just minutes from Magic, Bromley, and Stratton, this is a home for the outdoor enthusiast. A large pond in the backyard invites swimming, canoeing, and paddleboarding, while the expansive back deck overlooks the water--perfect for outdoor dining and entertaining. Upstairs bedrooms feature custom built-ins, and the primary suite --set in its own wing--boasts cathedral ceilings, a beautiful bath, and serene pond views. The well-planned gear room includes ample closets, cubbies, and hooks to keep outdoor essentials organized. Pet-friendly with a fully fenced backyard, custom dog cubbies, and a pet shower. Tesla EV charger included. The vintage barn offers flexible space for storage and an opportunity for another area to entertain. Live your best Vermont life in comfort, style, and natural beauty.

3715 Rte 11, Londonderry

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