Properties Near 25 Old School Street Londonderry, VT

Nestled in the scenic beauty of Londonderry, Vermont, this delightful 3-bedroom, 2-bathroom home offers the perfect blend of comfort, convenience, and outdoor charm. With a thoughtfully designed layout that includes a bedroom and full bath on the main floor, this home is ideal for aging in place or accommodating guests. The heart of the home boasts an open living, dining, and kitchen area, perfect for entertaining or relaxing by the wood-burning fireplace. Windows and doors to the outside let in plenty of natural light and offer views of the lush garden surroundings. Enjoy winter nights in front of the inviting stone fireplace, creating a warm and welcoming atmosphere for family gatherings or quiet evenings. The second floor features two large bedrooms and a full bathroom. A spacious detached garage offers ample room for vehicles, storage, or a workshop, making it ideal for hobbyists or those needing extra space. There is excellent potential for year-round living or a vacation getaway. Additionally, it is 5 miles to Bromley, 14 miles to Stratton, and provides easy access to local amenities and recreational opportunities such as Wild Wings Nordic Center and Viking Nordic Center.

Nestled in the woods on a generous private lot, 44 Lake Road is a contemporary Vermont retreat offering peaceful seclusion with big-sky views of Stratton Mountain. Designed to blend with its natural surroundings, this home features warm wood accents, soaring ceilings, and walls of glass that bring the outdoors in. The open main living area is ideal for apres-ski gatherings, with a spacious great room, wood-burning fireplace, and sliders that open to an expansive deck overlooking the forest and mountain vistas. Multiple levels provide excellent separation of space with comfortable bedrooms, a lofted flex area, and bonus rooms perfect for guests, recreation, or work-from-home needs. Outside, enjoy the quiet of the trees, the serenity of your private setting, and easy access to everything that makes this area special. Located just minutes to Stratton Mountain Resort, skiing, snowboarding, golf, dining, and the shops of Manchester and Londonderry, this is an ideal getaway or year-round home base in the heart of southern Vermont. Keep all your toys in the 14 x 17 Barn

MAJOR REDUCTION. PRICED TO SELL..A quiet, private sanctuary in a prime location—just minutes from all three local ski areas, Lowell Lake, and the shopping and dining of Londonderry and Manchester. This 4-bedroom retreat is ready to be loved by a new family. Enjoy newly updated bathrooms, appliances, countertops, a new chimney liner, a wood-burning fireplace, and a wood stove insert that makes the family room especially cozy on chilly winter days. It’s the perfect place to unwind after a day on the slopes, hiking, biking, golfing, or simply soaking in the fall foliage. There's room for everyone in this warm, inviting, and very private setting. The insulated, wood-heated 3-car garage with a workshop is ideal for hobbyists, tinkerers, or anyone looking for a place to store and work on their gear.

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.

Offered for the first time! Welcome to 275 Sherwood Forest, an immaculately maintained post-and-beam home tucked away in the heart of Londonderry. This charming property combines timeless craftsmanship with easy upkeep, making it an ideal Vermont getaway or year-round residence. The warm post-and-beam design creates a cozy yet open feel, with natural wood accents and inviting living spaces throughout. Perfectly situated for four-season recreation, the home is just minutes from Bromley, Stratton, Magic, and Okemo mountains, offering world-class skiing, hiking, and outdoor adventure at your doorstep. Thoughtfully cared for and designed for low maintenance, this is a move-in-ready retreat where you can spend less time on chores and more time enjoying Vermont's lifestyle. If you're seeking a mountain escape, this gem in Sherwood Forest is a rare find.

Nestled alongside a meandering stream, this perfectly private Cape-style home offers an idyllic setting with over 2 acres of lush land, perfect for play, gardening, or entertaining. Built in the late 80's this home features 3 bedrooms and 2 baths blending timeless appeal with modern conveniences. First floor bedroom and a 2 car garage attached with a practical mudroom offers easy living. 5 new heat pumps provides efficient heating and cooling. Located near Magic Mountain ski resort and Lowell Lake state park keeping you active year-round.

Welcome to your quintessential Vermont retreat! This freshly painted red Cape is perfect as a full-time residence or a ski-season getaway. Ideally located just off Main Street in South Londonderry, you can stroll to the post office or grab a bite at the beloved Corner Market Deli. Ski enthusiasts will love the proximity to multiple mountains — Magic Mountain (9 min), Bromley (13 min), Stratton (25 min), Okemo (26 min), and Killington (45 min) — making this a true skier’s paradise. Inside, you’ll find a comfortable layout with a primary suite featuring a full bath, plus two additional bedrooms and another full bath on the main level. Enjoy two inviting living areas — one upstairs and one down — including a cozy living room with a fireplace. The kitchen offers upgraded appliances, and recently added mini-split units in the primary suite, guest room, and upstairs keep you cool in the summer. Step outside to your private back porch and gazebo, perfect for relaxing or entertaining — whether it’s après-ski, with a warm cup of coffee on a winter morning or dinner at sunset in the summer. This home truly embodies the Vermont lifestyle — simple, beautiful, and built for making memories with family and friends.

This cute Sherwood Forest house is ready for the next owners! Nicely renovated over the past several years, this 3 bedroom, 1 and a half bath chalet is located in the heart of Vermont ski country. In between Londonderry and Bromley, minutes from Manchester or Stratton and Magic ,this central location allows for access to all that makes Vermont special! Enjoy the open living area after a day of exploring, the new kitchen is a dream with an induction cook-top and lots of counter space. New mini splits, interior and exterior lights are "smart" controlled remotely. With new roof, windows, insulation, bamboo and tile flooring, this little gem is move in ready! Spend time on your large deck or sitting around the fire pit and looking at the stars. Split Rock, named for the neat rock formation out front is a cozy, efficient and updated place to come home to! Make an appointment to see it today!

Here’s your opportunity to have your own mountain retreat just minutes from Stratton. Set at the end of a quiet road less than a mile from the Stratton Access Road, The Winhall Condos provide a peaceful, convenient setting surrounded by Vermont’s natural beauty. Owners enjoy stunning mountain views, easy access to both Stratton and Manchester, and a true sense of privacy. This two-bedroom, two-bath residence offers an inviting open layout that blends the kitchen, living, and dining areas, along with two elevated decks ideal for relaxing or entertaining. Sold fully furnished, the home is turn-key and ready for every season—skiing, hiking, biking, swimming, golfing, and more. The intimate, six-unit association values its tranquility and sense of community. To preserve that atmosphere, owners have established thoughtful rental guidelines, allowing up to five short-term leases per year for a total of six months that a unit can be rented. Enjoy sweeping mountain views, a desirable location, and excellent value enhanced by very reasonable HOA fees. This welcoming Vermont getaway combines comfort, convenience, and lasting appeal. Annual HOA: $2,433 — Annual Taxes: $2,625

Located close to town but in a private and quiet area, this property offers an affordable option for locals and first-time homebuyers who want to be in one of Vermont’s best little communities and are willing to make the time and investment to turn this house into a home. The house is solid and has been well-maintained, and there are three bedrooms and 1.5 bathrooms and a nice one-level layout with a large eat-in kitchen and extra spacious living room. The lower basement level has plenty of space to finish out some additional living area in addition to the workshop, laundry area and a one-car garage. A large, two-level detached barn/garage is perfect for tools, vehicles and additional storage and workspace.