Londonderry, VT | 322 West River Street

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.

Charming Farmhouse Gem in the Heart of Londonderry Welcome home to this inviting 2-bedroom, bonus room and 2-bathroom residence centrally located in Londonderry, VT a dream location for outdoor enthusiasts with quick, convenient access to world-class skiing at Magic, Bromley, Stratton, and Okemo Mountains in the winter. Summer and fall you are close to hiking the multitude of trails, kayaking, swimming or fishing at a one of the nearby state parks. The local coffee shop is within walking distance as well as the Londonderry Farmers Market! Inside, the home features classic farmhouse-style decor and warm, bright natural light throughout its comfortable living spaces. Step outside into a private backyard oasis designed for year-round fun and relaxation, complete with a cozy fire pit, a classic tree swing, and a custom treehouse. Whether you are looking for a primary residence or the ultimate Vermont ski getaway, this property seamlessly blends cozy style, outdoor adventure, and quintessential New England charm.

PRICE REDUCTION-- to Sell! It is possible to live rent or mortgage free and here’s your opportunity. This fully rented, three unit multi family property is already generating income. Live in one unit and let the other two cover your expenses, or bring your own vision to life in this premier location. Zoned for both commercial and residential use, the possibilities are extensive. Imagine a riverfront restaurant with al fresco dining, a new retail shop, an exercise or hot yoga studio, an art gallery, or continue with office and wellness services the property currently includes office space and a massage therapy business. The offering includes two houses, one apartment unit, an office space unit, and four garages along the Utley Brook branch of the West River. You’ll enjoy 365 feet of beautiful waterfront and 435 feet of frontage on Londonderry Marketplace, with ample parking to support your business or development plans. All three residential units are fully rented and generating strong income. There are many properties on the market but only one with this unique combination of location, flexibility, and potential. An exceptional opportunity to create the lifestyle or business you envision.

Tucked at the end of a quiet back road less than one mile from the Stratton Access Road, The Winhall Condos offer a peaceful mountain retreat with convenient access to both Stratton and Manchester. This updated 2-bedroom, 2-bath residence features an open-concept kitchen, living, and dining area, two elevated decks, and beautiful views of Stratton Mountain. Offered furnished and ready to enjoy, the unit makes an ideal Vermont home base for skiing, hiking, biking, golf, swimming, and year-round adventures throughout Southern Vermont. The intimate six-unit association is composed of second-home owners who value its quiet, close-knit atmosphere and relaxed vacation-home setting. Limited short-term rentals are permitted, while full-time residency is not allowed. With reasonable HOA fees, a convenient location, mountain views, and a welcoming community, this is an easy and appealing place to enjoy Vermont in every season.

Enjoy the best of Vermont living at 322 West River Street, where small-town charm, outdoor recreation, and everyday convenience come together in a peaceful riverside setting. Ideally situated on a quiet town-maintained dirt road alongside the West River, this home is within walking distance of the village of South Londonderry and the beloved West River Trail, a scenic recreational pathway enjoyed year-round. Outdoor enthusiasts will also appreciate the home's proximity to some of Southern Vermont's premier ski destinations, with Magic Mountain just 5 minutes away, Stratton Mountain only 10 minutes away, and Bromley Mountain approximately 15 minutes away. Located in the Flood Brook School District, the property also benefits from Vermont's high school choice. The spacious yard offers ample parking, room for a future garage or shed, a small apple orchard, a beautiful hydrangea bush, and a historic old railroad bed known as the "36 Miles of Trouble" runs along the back of the property. Built in 2002, this well-maintained home offers nearly 1,200 square feet of comfortable living space filled with natural light. The floor plan features three bedrooms, two bathrooms, a spacious living room, a large kitchen and dining area, a dedicated laundry room, and a primary suite with a private bath. A generous 362-square-foot deck provides the perfect place to relax and enjoy the sights and sounds of the nearby river. Numerous improvements have already been completed, including a new hot water heater, vinyl flooring, carpeting throughout, freshly painted ceilings, a newly stained deck, replacement skirting, a new furnace (2020), a new roof (2021), and a new washer (2025). Offering a peaceful setting, thoughtful updates, and a location that is hard to beat, 322 West River Street is ready to welcome its next owner home.

Welcome to 398 Tallwood Circle, a cozy Vermont retreat tucked into a quiet country setting in Londonderry. Set on 1.5 acres with a wooded backdrop, this 2-bedroom, 1-bath home offers privacy, character, and an ideal base for enjoying Southern Vermont. Inside, an inviting open living area features a vaulted wood ceiling, abundant natural light, and a wood stove for warmth and classic Vermont character. The kitchen flows into the main living space, while a spiral staircase leads to a spacious loft offering flexible space for guests, an office, or a place to unwind. Sliding doors open to the deck and peaceful wooded surroundings. Equally important are the improvements that may not immediately catch your eye but speak to the owner's thoughtful care of the home. A new septic system was installed in 2024, along with drainage and driveway improvements, removal of large trees near the house, a whole-house water filtration system, and second water tank. Additional updates include work to the furnace, water heater and sump pump, water and power for a washer/dryer, WiFi thermostat, bathroom updates, living room ceiling fan, and new refrigerator. Four-season recreation is within easy reach. Magic Mountain is right in Londonderry, with Stratton and Bromley nearby for skiing, dining, shopping, and year-round activities. Lowell Lake State Park offers paddling and hiking, while the West River Farmers Market, local shops, restaurants, and everyday conveniences are all nearby. Whether a primary residence, weekend getaway, or Vermont home base, 398 Tallwood Circle offers a wonderful combination of privacy, character, thoughtful improvements, and access to the mountains.

Great location for primary or vacation home. Near Burbee Pond in Windhame. 2.6 acres and possibly small commercial. 4 Plus bedrooms with one full bath and a half bath on main floor. Home is ready for your improvements. Close to ski resorts!

This tidy log home is located 30 minutes or less from 5 ski areas! From Windham there are many directions to choose with activities like hiking and biking right out the door and restaurants, shops and recreation within a short drive. On a quiet dead end dirt road in the heart of Windham, this cute Vermont log home offers the kind of peace and privacy that is getting harder to find. Set in the clearing of four acres of wooded land, this property feels like a private retreat, surrounded by conservation land and abundant wildlife. The log home blends rustic charm with comfortable living. The warm wood finishes on the interior, vaulted ceiling, newly supported, and a cozy loft create an atmosphere that invites you to slow down and relax! Immerse in nature while enjoying coffee on the porch or evenings under the stars on the back deck. The West Windham Valley is the home of a beautiful natural waterfall, providing a scenic escape and reminder of the area's untouched beauty. This is an ideal setting for outdoor enthusiasts , nature lovers and anyone seeking a quiet country lifestyle. Home will need a new septic system. If you have been looking for a true Vermont getaway, this property delivers!