$465,000 $216 per sq.ft. Londonderry VT Home »

4 Beds | 3 Baths |   Total Sq. Ft. 3268  |  Acres: 1
Wednesday Aug 26, 2026
Description: 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! See MLS Property & Listing Details & 57 images.

$489,000 $211 per sq.ft. Londonderry VT Home »

Price Change! Reduced by $36,000 down 7% on August 10th 2026
4 Beds | 4 Baths |   Total Sq. Ft. 2320  |  Acres: 2.52
Friday May 29, 2026
Description: 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, like the specially-selected Glenwood Modern F Cookstove. Luxuriate in central AC, a 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! See MLS Property & Listing Details & 40 images.

$495,000 $273 per sq.ft. Londonderry VT Home »

Price Change! Reduced by $40,000 down 8% on August 23rd 2026
4 Beds | 2 Baths |   Total Sq. Ft. 1816  |  Acres: 1
Friday Jun 26, 2026
Description: Discover this charming Vermont log cabin, built by Richard Ragone, one of the pre-eminent log home builders in the northeast. Situated on a quiet, secluded lot just 5 minutes from downtown Londonderry, and 15 minutes to downtown Manchester's restaurants and shopping. This home offers the perfect balance of peaceful mountain living and easy access to local amenities. The first level welcomes you into a large, open-concept living room, dining room, and kitchen area, perfect for entertaining. This level also includes two bedrooms, full bathroom, and a dedicated storage room. Upstairs, you will find two additional large bedrooms, a full bathroom, and a spacious open loft area, offering versatile space for family, guests, or home office. Outdoors there's a brand new deck, the perfect place to enjoy a quiet cup of coffee, or glass of wine. Ideally situated for year-round adventure located less than 10 minutes to Magic Mountain, and just 15-20 minutes to Stratton, Bromley, Okemo, and Mt. Snow. In the warmer weather enjoy easy access to local hiking, biking, swimming and golf courses. See MLS Property & Listing Details & 43 images.

$529,000 $273 per sq.ft. Londonderry VT Home »

Price Change! Reduced by $20,000 down 4% on August 3rd 2026
4 Beds | 3 Baths |   Total Sq. Ft. 1936  |  Acres: 1.54
Tuesday Jun 23, 2026
Description: Tucked away at the end of a long private driveway on a quiet cul-de-sac, this impeccable 4-bedroom chalet offers the perfect blend of privacy, adventure, and year-round Vermont living in the sought-after Powder Mill community. Set on 1.54 wooded acres, the property is surrounded by nature with access to maintained hiking and snowmobile trails, including connections to the VAST trail network and scenic Lowell Lake. Designed for gathering and relaxation, the home features a classic chalet layout with warm wood accents, inviting open living spaces, and room for everyone to unwind after a day outdoors. The lower level offers three bedrooms, two renovated baths, laundry, and a sauna, while the upper level features an open-concept living, dining, and kitchen, as well as the primary suite with yet another fully renovated bathroom. A loft provides additional flexible space for a game room or office. Powder Mill is a conservation-minded community known for its peaceful setting and outdoor lifestyle, with trails and recreation right outside your door in every season. Ideally located in the heart of southern Vermont's ski country, you'll enjoy easy access to Magic, Stratton, Bromley, and Okemo Mountains. This special property captures the very best of Vermont living. See MLS Property & Listing Details & 36 images.

$535,000 $255 per sq.ft. Londonderry VT Home »

4 Beds | 3 Baths |   Total Sq. Ft. 2100  |  Acres: 3
Monday Aug 24, 2026
Description: 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. See MLS Property & Listing Details & 40 images.

$645,000 $235 per sq.ft. Londonderry VT Home »

4 Beds | 3 Baths |   Total Sq. Ft. 2740  |  Acres: 0.42
Thursday Jul 16, 2026
Description: Beautifully renovated 4-bedroom home with a stylish 2-bedroom accessory dwelling, offering the perfect blend of modern comfort, flexibility, and Vermont charm. Whether you're looking for space for extended family, guests, or the potential for rental income, this thoughtfully designed property offers endless possibilities. Step inside to discover contemporary upgrades throughout, where every detail has been carefully considered. Filled with natural light, the home's inviting floor plan creates a bright and airy feel from room to room. The beautifully updated kitchen, refreshed finishes, and modern touches make this home truly move-in ready while maintaining its warm and welcoming character. The dining room is highlighted by a beautiful propane fireplace, creating the perfect ambiance for dinners, holiday gatherings, and entertaining friends year-round. Outside, you'll find a peaceful yard designed for relaxing and enjoying Vermont's natural beauty. Two spacious decks provide plenty of room for outdoor dining, grilling, or simply soaking in the tranquil surroundings. A wonderful screened-in porch off the side yard offers the perfect three-season gathering space for morning coffee, evening cocktails, or enjoying the fresh mountain air without the bugs. Adventure is right outside your door. Ideally located less than a mile from Viking Nordic Center and Lowell Lake State Park, and close to some of Southern Vermont's premier ski destinations including Magic Mountain, Bromley Mountain, Stratton Mountain, and Okemo, this home offers year-round recreation at its best. Whether your passion is skiing, hiking, biking, kayaking, or simply enjoying the beauty of Southern Vermont, you'll love having it all within easy reach. With beautiful renovations, abundant natural light, flexible living space, and an unbeatable location, this home offers the very best of Vermont living. See MLS Property & Listing Details & 38 images.

$690,000 $303 per sq.ft. Londonderry VT Home »

Waterfront on Pond
5 Beds | 3 Baths |   Total Sq. Ft. 2635  |  Acres: 44.4
Monday Jul 28, 2025
Description: 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. See MLS Property & Listing Details & 37 images.

$725,000 $454 per sq.ft. Londonderry VT Home »

5 Beds | 3 Baths |   Total Sq. Ft. 2427  |  Acres: 3
Friday Jul 3, 2026
Description: The smell of woodsmoke on a crisp alpine afternoon, the quiet crunch of fresh powder underfoot, and the sense that the rest of the world has dropped away, this is the reality waiting at the top of Powder Mill Ridge. Tucked into three acres of private Vermont forest, this contemporary retreat is designed less like a standard house and more like a basecamp for a life well lived. Winters mean stepping right out your door and onto local trails, spending the afternoon carving through fresh snow, and returning home with frozen cheeks to sink into the bubbling hot tub. In the summer, those same paths transform into a network of shaded hiking trails, where the only soundtrack is the wind through the hemlocks. Inside, the home strikes a balance between clean, contemporary lines and classic mountain warmth. The open-concept main floor encourages everyone to gather around the kitchen and dining spaces, sharing stories from the day's adventures while looking out at the mountain views. Downstairs, a fully finished walk out game room,complete with a pool table, rich pine ceilings, and a built in Sonos sound system offers the perfect space for rainy day tournaments or late-night movies. When the weather cooperates, the living space naturally flows outdoors. A newly constructed upper deck keeps you level with the treetops, while a clever dry-ceiling system protects the custom bluestone patio below. Walk to It is a place built for quiet mornings with a mug of coffee, lively weekend gatherings with friends, and immediate access to the best of Vermont's outdoors. Ready to Experience Powder Mill? Properties that offer this degree of privacy alongside direct trail access rarely stay quiet for long. Reach out today to schedule a private tour and see the views for yourself. See MLS Property & Listing Details & 36 images. Includes a Virtual Tour

$755,000 $323 per sq.ft. Londonderry VT Home »

Price Change! Reduced by $320,000 down 42% on August 30th 2026
Waterfront on Pond _Unnamed
5 Beds | 3 Baths |   Total Sq. Ft. 2338  |  Acres: 7.8
Thursday Sep 18, 2025
Description: 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. See MLS Property & Listing Details & 39 images.

$795,000 $313 per sq.ft. Londonderry VT Home »

4 Beds | 3 Baths |   Total Sq. Ft. 2544  |  Acres: 4.12
Tuesday Aug 18, 2026
Description: Pride of ownership is evident throughout this exceptionally well cared for four-bedroom home, beautifully situated on more than four acres in desirable Londonderry. A long, welcoming driveway and a stately row of mature pines create a wonderful sense of arrival while providing year-round privacy. Offering an ideal blend of comfort, seclusion, and convenience, this inviting property is equally suited for year round living, a Vermont retreat, or a gathering place for family and friends. The spacious acreage provides room to relax, garden, play, and enjoy the natural beauty of every season. During the warmer months, the heated swimming pool creates your own private oasis, perfect for sunny afternoons, entertaining guests, or unwinding after a day of outdoor adventure. An attached garage adds everyday convenience, while the dedicated woodshed provides practical storage and easy access to a generous supply of firewood. The current owners comfortably heat the home entirely with wood, offering an efficient and self-reliant option, while an oil heating system is also available as a convenient alternative. Located in the heart of southern Vermont's recreational corridor, the property offers easy access to Stratton, Magic Mountain, and Bromley for skiing, snowboarding, dining, and year-round resort activities. Lowell Lake State Park is also nearby, offering paddling, hiking, fishing, picnicking, and peaceful days by the water. Londonderry's high school choice adds even more appeal for those seeking flexibility in education. For added peace of mind, a protective berm has been thoughtfully created between the stream and the property, and a State of Vermont elevation certificate is in hand. Meticulously maintained and surrounded by the best of Vermont, this special property delivers the space, warmth, privacy, and lifestyle buyers dream about. Come experience a home that has been truly loved and is ready to welcome its next owners. See MLS Property & Listing Details & 42 images.

$850,000 $270 per sq.ft. Londonderry VT Home »

Price Change! Reduced by $35,000 down 4% on July 27th 2026
Waterfront on Pond _Unnamed
4 Beds | 4 Baths |   Total Sq. Ft. 3154  |  Acres: 2.1
Thursday Jun 11, 2026
Description: 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 See MLS Property & Listing Details & 60 images.

$1,392,000 $270 per sq.ft. Londonderry VT Home »

5 Beds | 5 Baths |   Total Sq. Ft. 5160  |  Acres: 7.02
Wednesday Jun 17, 2026
Description: Set on seven private fenced acres with stone walls and dual gated entrances, this custom Vermont property offers privacy, flexibility, and year-round access to Southern Vermont's premier recreational destinations. Perched on scenic Cobble Ridge in Londonderry, the property enjoys southwest exposure and seasonal Green Mountain views. Natural light fills the great room, where a brick fireplace anchors the living space. The kitchen with premium appliances flows into the dining and living areas, creating an inviting setting for entertaining and everyday living. The main residence features three ensuite bedrooms, including a lower-level suite and an upper-level suite that could each serve as a primary bedroom, depending on how the home is used. Additional living spaces provide flexibility for guests, recreation, remote work, or additional sleeping accommodations. A separate one-bedroom guest cottage offers added privacy and versatility. Designed for both gathering and retreat, the property includes multiple decks, a covered porch, open meadow, and expansive fenced acreage. A three-car garage and solar power system further enhance functionality and efficiency. Conveniently located near Stratton, Bromley, Magic, and Okemo Mountains, as well as Lowell Lake, Manchester, Weston, Londonderry, and South Londonderry, the property provides easy access to skiing, hiking, cycling, fishing, golf, shopping, dining, and cultural attractions throughout the region. 224 Cobble Ridge Road presents a rare opportunity to own a private Southern Vermont retreat combining quality craftsmanship, flexible living spaces, and exceptional access to the region's four-season amenities. See MLS Property & Listing Details & 43 images.

$1,498,500 $379 per sq.ft. Londonderry VT Home »

Price Change! Reduced by $251,500 down 17% on July 31st 2026
Waterfront on Pond
7 Beds | 5 Baths |   Total Sq. Ft. 4649  |  Acres: 211.45
Monday Feb 23, 2026
Description: Encompassing over 200 acres of pasture and forest, Timberland Farm is anchored by an early 1800s farmhouse that feels at once timeless and lived-in, a place shaped by centuries of stories, music, and shared meals. The living spaces feel both intimate and generous, framed by hand-hewn beams and original wide pine floors. From the dining room to the music room, wood-burning fireplaces crowned with antique mantels add warmth and character, while the expansive kitchen hearth draws one in for easy conversation and board games. Built-in bookcases, plaster walls, wood paneling, and windows overlooking the land lend the house a quiet, grounded grace. The farmhouse also includes a lower-level guest apartment with a private entrance. Nearby, a charming guest cabin, once the town's blacksmith shop, provides a private haven for visitors. The barn has been thoughtfully reimagined and now houses a commercial kitchen, gym, and offices, offering flexibility for creative enterprise and agricultural ventures. A separate barn includes a woodworking shop. In recent years, pastureland surrounding the home and pond was reclaimed for grazing goats, restoring the agrarian rhythm of the property. Wildflowers and apple trees scatter the fields. A three-quarter-mile hike through the wood reveals a cool swimming hole. Additional woodland trails invite walking, snowshoeing, and foraging for berries, mushrooms and fiddleheads. Timberland Farm is a legacy holding, and very private, yet within easy reach of Stratton, Bromley, Magic Mtn. and Okemo. 17 miles from Manchester and 26 miles from Rutland Airport. 3 h from Boston and 4 h from New York. No showings through May 16th, 2026. Showings are by APPOINTMENT ONLY. Do not drive up the driveway to view the property. Home is owner-occupied and surveillance is in effect. See MLS Property & Listing Details & 41 images. Includes a Virtual Tour

$1,800,000 $371 per sq.ft. Village of So. Londonderry in Town of Londonderry VT Home »

4 Beds | 5 Baths |   Total Sq. Ft. 4853  |  Acres: 2.4
Wednesday May 6, 2026
Description: One-of-a-Kind Vermont Lifestyle Property Home, Income & Creative Opportunity Welcome to an exceptional Southern Vermont offering that blends refined country living with rare income and lifestyle flexibility. Set on 2.4 picturesque acres in South Londonderry, this beautifully restored 1865 property is first and foremost a warm and inviting 4-bedroom home--rich in character, thoughtfully updated, and designed for everyday living. Originally an inn and lovingly reimagined by its current owners, the residence offers comfortable living spaces alongside multiple options for creative use, hosting, or generating income. A separate rental ADU, classic Vermont barn, greenhouse, and expansive grounds bordered by historic stone walls create a setting that feels both private and full of possibility. Adding to the property's versatility is the space currently home to the nationally recognized SoLo Farm & Table--an award-winning farm-to-table restaurant with a loyal following. Fully equipped with a state-of-the-art kitchen, wood-fired masonry grill, sound-insulated dining rooms, and curated wine display, this space is ideal for a turnkey culinary venture--or could be reimagined as a studio, event venue, workshop, or expanded residential use. Outdoor living is equally compelling, featuring a beautifully designed stone patio with a custom-built whole animal cooker, a hard-wired generator, established growing spaces, and room to gather, create, and unwind. Whether you envision continuing a celebrated culinary destination, cultivating a home-based business, or simply enjoying a distinctive Vermont property with room to grow, this offering presents a rare opportunity to live, work, and thrive in one remarkable setting. See MLS Property & Listing Details & 50 images.

$150,000 $53 per sq.ft. Ludlow VT Home »

4 Beds | 4 Baths |   Total Sq. Ft. 2838  |  Acres: 0.26
Thursday Jul 9, 2026
Description: Bring your vision and unlock the potential of this classic village property, ideally located on a quiet cul-de-sac within walking distance of Ludlow's restaurants, shops, parks, and year-round community events. Offering a 4-bedroom wastewater allocation, four bathrooms, and a top-floor apartment with its own private fire escape, this versatile property presents a variety of possibilities for residential, investment, or mixed-use living (subject to applicable approvals). The building is fully sprinklered and features handicap-accessible ramps, with a flexible floor plan that can easily adapt to a range of needs. The property previously experienced flooding, and portions of the lower-level walls have been removed as part of the remediation process, providing a head start for future renovations. At the end of the cul-de-sac, a pedestrian bridge crosses the Black River, adding to the neighborhood's charm and convenience. Outdoor recreation is just minutes away, with Okemo Mountain Resort less than two miles from the property and mountain biking trails approximately one-half mile away. With its prime village location, generous layout, and tremendous potential, this is an excellent opportunity for buyers ready to restore and reimagine a well-located property. Being sold "as is". Visit the Okemo real estate community today. Taxes are based on town assessment. See MLS Property & Listing Details & 60 images.