Londonderry, VT | 5892 Route 100

What do you get when two pioneers buy a beautiful colonial farmstead with the intention of sticking around quite a while, rehabilitate it for their long-term use, and then find out work will require them to relocate?  You get this gorgeously renovated 4-bath-4-bed 1890 construction on over 2.5 lovely acres back on the market!  Sellers are motivated due to having already relocated for work!  Historical authenticity has not been sacrificed in their successful pursuit of modern comfort:  the tasteful remodeling of the kitchen, bathrooms, floors, ceilings, and more won't distract from your delight in the rustic touches left intact or even improved upon.  Luxuriate in central AC, a true Vermont rarity, when you come in from your work in the expansive 2-floor garage/barn, chicken coop, or on the grounds graced by a lovingly cared for orchard beside a scenic private pond.  Did we mention the orchard?  Apples, peaches, pears and cherries dot the landscape, an arborist's dream, with gorgeous mountain views in the distance!  Nestled in the desirable town of Londonderry, you have access to year-round amenities at a level not found in every ski town: it's home to Magic Mountain, and a short drive away from Bromley, Stratton, and Okemo.  In the warmer months, enjoy gorgeous 102-acre Lowell Lake, its state park and its islands just minutes away!  While newly-planted arbor vitae promise to shoot up quickly and reduce the highway noise, the house sits comfortably above Vermont Route 11, a road offering pleasant drives between ski towns.  Once you're inside or in your backyard, you may be surprised how quickly you forget about the world going by and remember to be glad you bought this diamond-out-of-the-rough.  Sold largely furnished!  Inquire today while it's still available!

This spacious Londonderry contemporary house sits on a sunny, level one-acre lot and is conveniently located at the base of Glebe Mountain and mere minutes from Magic Mountain for snow sports and Lowell Lake for summer hikes, kayaking and keeping an eye on the native loons that nest there. The layout offers three levels of bright and roomy living spaces with a comfortable floorplan and lots of room for gathering or finding private quiet time. The main level features a large kitchen and dining area, living room with fireplace and vaulted ceilings, and two bedrooms including an expansive primary suite with a fireplace, walk-in closet and private bathroom. Above is large loft, partially open to the area below and suitable for almost any use (home office, library, play space) with lots of attic space for storage. A partially finished lower level (above grade at the rear of the house with full walk-out and regular windows) has a large rec room with woodstove and hearth, two additional bedrooms, laundry, full bathroom, bonus room, and a large workshop in the mechanical and utility area. The two-car garage with workshop and upper level, and a garden shed complete the offering. Renovations were in progress but incomplete, and the house needs work (mostly cosmetic) and updating, and it is priced to reflect that need. Londonderry is a dynamic community with a good mix of primary and vacation homes with access to great schools, shopping and dining, four-season recreation in any direction, arts and music through the year, and a fantastic farmers market in the summer and fall. The location and community will support your investment, so come take a look!

Lucky for the next Buyer that this home is back on market because last buyer could not secure financing! 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.

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.

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.

Showings Start Saturday. OPEN HOUSE SATURDAY October 31 from 1-3 PM. Adorable and perfectly sized for simple country living, this inviting retreat in desirable Weston Heights offers comfort, character, and a wonderful Vermont setting. Tucked back in the woods with open lawn areas for play, a large deck for outdoor enjoyment, and winter views, it is truly a haven in every season. The upper-level living space features a cathedral ceiling, abundant glass, and a corner fireplace anchoring the great room. An efficient galley kitchen opens to the dining and living area, creating an easy flow for everyday living and entertaining. Sleeping quarters are on the lower level, offering separation and privacy, while convenient rear storage adds practicality. Ideally located in Weston's hills, enjoy summer theater, Vermont Country Store, an upscale restaurant, and a local bakery. Skiing at Okemo, Magic, Bromley, and Stratton, along with Viking Nordic skiing and numerous hiking trails, make this a delightful vacation getaway or year-round country escape. An exceptional bonus is the separately deeded adjacent lot, offering options to explore future development, retain for added privacy and protection, or consider selling separately, subject to applicable approvals. A charming retreat with a special connection to the outdoors and all that makes Vermont living so appealing. Measurements approximated.

Opportunity awaits in this three-bedroom, two-bath home set in a peaceful Vermont location near Bromley Mountain, Hapgood Pond, and the Catamount Trail. The single-level floor plan offers a comfortable living room with a brick fireplace, a separate dining area, and plenty of natural light. A new roof provides an important recent improvement, while the interior is ready for updates and a new owner’s personal vision. With some TLC, this property could become a welcoming primary residence, weekend getaway, or four-season Vermont retreat. Enjoy easy access to skiing, hiking, swimming, cross-country skiing, and the many year-round recreational opportunities the area has to offer.

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.