$1,900,000 $333 per sq.ft. Stamford VT Home »

Waterfront on Pond
6 Beds | 6 Baths |   Total Sq. Ft. 5704  |  Acres: 8.98
Listed on Wednesday Apr 22, 2026
Description: Step into the most amazing Victorian house you will ever see! Built in 1880, you will feel like you've walked back in time. Beautiful architecture and woodwork. The house was built by John Tudor, a Welsh immigrant who had made a fortune as a mill owner in northern Vermont and settled in Stamford. There is a stunning 3 floor Post & Beam Barn built in 2000 with a 2 car garage built-in. Barn also features 4 stalls with room for a 5th, tack room, hayloft, along with some finished sq ft with electric, heat and water. Also included is a 2nd home on the property. It's a 2 bedroom 870 sq ft 1 story Modular. Other amenities include a very large in ground salt water pool with new liner along with a beautiful pool house with outdoor kitchen and bathroom, sauna, green houses, shed and a tiny vineyard with 50 vines! Two duck houses and a small 10 x 8 cow barn. Oh, I almost forgot the chicken coop! 400 amp Whole House Generator. 2 septics and 2 drilled wells. Located on the southern border of Vermont with mountain views of Mt Greylock in the Berkshire Mountains. Just under 10 acres of level land with fruit trees. 2 Stone Lions in the front yard have been a marque in the village for years. This property has so much to offer in a small southern Vermont town! See Listing Details & 60 images.

$1,135,000 $455 per sq.ft. Strafford VT Home »

Waterfront on Pond _Unnamed
5 Beds | 4 Baths |   Total Sq. Ft. 2939  |  Acres: 54.4
Listed on Tuesday May 26, 2026
Description: Set on 54.4 private acres in the hills of Strafford, this beautifully maintained New Englander offers sweeping long-range views, exceptional privacy, and a thoughtfully designed energy-efficient lifestyle. The five-bedroom, four-bath home was completely renovated in 2006 and features warm natural light, exposed beams, expansive windows, and inviting living spaces that seamlessly connect to the surrounding landscape. The spacious living room with woodstove opens to a covered porch perfectly positioned to enjoy mountain views and peaceful mornings. A bright dining area and well-appointed kitchen create an ideal setting for everyday living and entertaining. The large primary suite offers stunning views and mini split comfort, while the flexible layout includes an in-law suite ideal for guests or multi-generational living. Outside, trails wind through the 44 acres of mature forest, wildlife pond, open garden spaces, and outbuildings with endless possibilities for hobbies, farming, recreation, or storage. Sustainable features include a Solar PV system, two Tesla wall batteries, mini splits, EV charger, and an on-demand propane generator for year-round peace of mind. A rare combination of Vermont beauty, functionality, and self-sufficient living in an extraordinary private setting. See Listing Details & 43 images. Includes a Virtual Tour

$1,199,000 $479 per sq.ft. Strafford VT Home »

Waterfront on Pond _Unnamed
3 Beds | 2 Baths |   Total Sq. Ft. 2504  |  Acres: 123
Listed on Thursday Jul 2, 2026
Description: Sentinel Maples Farm- set on 123 acres, this timber-framed farmhouse offers a rare combination of craftsmanship, scale, and privacy in the Upper Valley. A pair of mature maple trees frames the entrance to the driveway, setting the tone for what follows: hand-hewn beams, cherry floors, and long views across fields, forest, and a private pond toward the surrounding mountains. Built by a local craftsman, the house showcases timber-frame construction throughout, with exposed post-and-beam ceilings running through the main living spaces. The living room opens onto a patio, extending the living space outdoors in warmer months. The kitchen features custom cabinetry and a Waterford Stanley luxury cook stove, imported from Ireland, paired with a farmhouse table and built-in shelving in the adjoining dining area. Wood floors and thoughtful craftsmanship carry through the rest of the home. The land is a mix of hardwoods, softwoods, and a sugar bush that the seller has tapped for many years, complete with a hobbyist sugar house tucked into the trees. A blueberry patch of roughly 50 bushes adds a charming touch to the property, while a private pond, ringed by woods and open meadow, anchors the landscape with mountains rising beyond. A post-and-beam equipment barn with a standing-seam roof rounds out the outbuildings, suited to the working side of a property this size. There's a quiet magic to 38 Ordway Road that's hard to put into words -- the sound of the pond at dusk, the smell of the sugar bush in early spring, the weight of hand-hewn beams overhead. Some properties you buy; this one you inherit as a way of life. Schedule a showing today to experience it for yourself. See Listing Details & 40 images.

$1,160,000 $317 per sq.ft. Stratton VT Home »

5 Beds | 4 Baths |   Total Sq. Ft. 3664  |  Acres: 1.57
Listed on Saturday May 2, 2026
Description: Location , Location , Location! Situated on North Brookwood just below the covered brige you'll enjoy easy access to the Wanderer ski trail as well as the resort shuttle that picks you up at your driveway! This iconic resort property features a great room with custom wood barrel cathedral ceilings, a wall of glass, wood burning fireplace and wrap around deck. Designed for the mountain enthusiast, this propery has the features you look for in a Resort Residence, 5 bedrooms (which includes a spacious and private primary suite wing), 4 updated bathrooms, a spacious media room that opens to a patio with hot tub and fire pit. The galley kitchen opens to a dining room and all with ease to entertaining and apres ski. This location is prime for winter ski and snowboarding as well as an incredible mountain biking trail system during the summer and fall. Hike, bike, golf and enjoy incredible year round activities. Very few homes become available in the North Brookwood neighborhood. Don't miss an opportunity to create your own mountain lifestyle in this great resort location. See Listing Details & 60 images.

Under Contract Stratton VT Home for sale $1,795,000 $559 per sq.ft.

$1,795,000 $559 per sq.ft. Stratton VT Home »


Price Change! Reduced by $180,000 down 10% on August 1st 2026
4 Beds | 3 Baths |   Total Sq. Ft. 3212  |  Acres: 1.4
Listed on Wednesday May 13, 2026
Description: PRIME LOCATION near the coveted STRATTON MOUNTAIN RESORT. This EXCEPTIONAL four bedroom three bathroom turn-key home is PRIVATELY SITUATED on 1.5 acres and READY TO BE ENJOYED YEAR ROUND. Snowmobile right from the house to access thousands of acres of pristine VAST snowmobile trails for ENDLESS WINTER ADVENTURE. Ski home to the Covered Bridge neighborhood or hop on the resort shuttle, which runs every weekend and picks up right at the end of the driveway for an EFFORTLESS TRIP TO AND FROM THE MOUNTAIN. This property also coveys with the coveted Stratton Mountain and Fitness bond, granting FULL ACCESS to the golf course, fitness center, and an EXCLUSIVE PRIVATE HOMEOWNERS LODGE AT THE MOUNTAIN. The spacious great room features CATHEDRAL CEILINGS, walls of glass and a DRAMATIC WOOD BURNING FIREPLACE. The GOURMET KITCHEN with stone countertops and UPSCALE APPLIANCES opens seamlessly to the dining and great room. The primary suite offers privacy with a BEAUTIFUL BATH, walk in closets and WOODLAND VIEWS. A family room with SUNNY EXPOSURE opens to the back deck where you can ENJOY THE SPA. Multiple decks provide both covered and open spaces to enjoy the seasons, including a beautiful front upper deck that offers AMAZING SUNRISE AND SUNSET VIEWS. Wood floors, tile baths, and a lovely entry and mudroom complete the interior. IDEAL FOR WINTER AND SUMMER ENTHUSIASTS seeking a premier resort. See Listing Details & 32 images.

$1,997,000 $843 per sq.ft. Stratton VT Home »

Waterfront on Pond _Unnamed
4 Beds | 5 Baths |   Total Sq. Ft. 3631  |  Acres: 7.1
Listed on Thursday Jul 9, 2026
Description: Perfectly positioned between Stratton Mountain and Mount Snow, this exceptional custom timber frame home by Wadsworth Design Build offers the best of Southern Vermont living. Tucked within a private neighborhood and backing directly to the Green Mountain National Forest, the property provides a peaceful setting with immediate access to hiking, snowshoeing, and year-round outdoor recreation right from your backyard. Thoughtfully designed with timeless craftsmanship, the home showcases timber frame construction, expansive walls of glass, and a two-sided stone fireplace that serves as the centerpiece of the main living spaces. Warm wood tones, natural stone, and quality finishes create an inviting atmosphere. The gourmet kitchen is designed for everyday living and entertaining alike, featuring a Wolf range, custom cabinetry, generous center island, and a spacious walk-in pantry offering abundant storage and prep space. The open floor plan flows seamlessly into the dining and great room, making it ideal for gathering with family and friends after a day on the slopes or exploring the surrounding mountains. All four bedrooms are ensuite, providing exceptional privacy and comfort for owners and guests alike. The luxurious primary suite offers a spa-inspired bath with soaking tub, oversized shower, and refined finishes that complement the home's timeless design. The finished lower level expands the living space with additional room for recreation, media, fitness, or overflow guests, while the attached two-car garage provides convenient storage for vehicles and outdoor gear. Meticulously maintained inside and out, this home offers the rare combination of handcrafted quality, modern amenities, and an outstanding location between Vermont's premier ski destinations. Whether serving as a full-time residence or mountain retreat. See Listing Details & 52 images. Includes a Virtual Tour

$4,500,000 $789 per sq.ft. Stratton VT Home »

5 Beds | 6 Baths |   Total Sq. Ft. 5700  |  Acres: 1.6
Listed on Thursday Jun 18, 2026
Description: Experience the ultimate Stratton Mountain lifestyle from this exceptional ski home, perfectly positioned in one of the resort's most coveted locations. Offering the rare advantage of deeded access to Stratton's impeccably groomed ski trail, this extraordinary property places world-class skiing just steps from your front door--an amenity few homes can claim and even fewer can match. Designed for both grand entertaining and comfortable mountain living, this spacious residence features five generously sized bedrooms and multiple gathering spaces that provide flexibility for hosting family and friends throughout every season. Expansive living areas create the perfect setting for après-ski evenings by the fire, holiday celebrations, or quiet retreats after a day on the slopes. A full house generator offers additional comfort. An oversized mudroom offers abundant space for skis, snowboards, bikes, and outdoor gear, ensuring effortless transitions from adventure to relaxation. The thoughtful floor plan balances open-concept living with private retreats, creating an atmosphere of refined comfort and timeless mountain elegance. Significant recent improvements elevate both the home's appearance and functionality. The entire exterior has been extensively renovated, delivering outstanding curb appeal and peace of mind for years to come. A paved driveway welcomes you home, while the attached garage provides convenience and protection from the elements in every season. Beyond its impressive features and updates, the true distinction of this property is its extraordinary location. With rare deeded access to Stratton's groomed trail network just steps from the front door, owners enjoy a level of convenience and exclusivity seldom available on the mountain. Opportunities to own a home with direct access to Stratton's premier ski experience are increasingly rare, making this a truly remarkable offering in one of Vermont's most sought-after resort communities. See Listing Details & 53 images.

$5,100,000 $767 per sq.ft. Stratton VT Home »

10 Beds | 10 Baths |   Total Sq. Ft. 6648  |  Acres: 1.71
Listed on Monday Jul 27, 2026
Description: Location, Location, Location. Representing the pinnacle of Stratton Mountain trailside living, 15 Sawmill is a generational property where unrivaled ski-in/ski-out access creates one of Stratton's most exceptional legacy offerings. This is one of the few homes located along the trail - one you admire and wish was yours when you ski by it all winter season! Perfectly positioned directly on the ski trails with effortless access, this remarkable opportunity is an open palate for the next owner. This rare property delivers an unparalleled lifestyle designed to be treasured for generations. This 10 bedroom 9.5 bath residence (with 7 ensuite bedrooms), offers an expansive floor plan thoughtfully crafted for entertaining, family gatherings, & private retreats. An open concept great room is anchored by a commanding stone fireplace, walls of glass facing the trails and a kitchen design featuring an oversized island and dining area. Designed to comfortably accommodate family & guests alike, the residence features an exceptional ski room that opens up to the trailside for ease of trail access! A large family/game room is perfect for watching the game after a day on the slopes or cozying up to watch a movie. Expansive deck - perfect for spring apres ski and summer mornings. The oversized garage provides ample space for vehicles, recreational equipment, & seasonal storage. The scale & thoughtful layout, make this an ideal retreat for multiple generations to gather under one roof. This is more than a residence. It's a rare opportunity to establish your family legacy in one of Stratton Mountain's most coveted locations, where effortless slope side living define the ultimate mountain lifestyle.There are very few Stratton Mountain Resort residences that enjoy direct access to the Wanderer Trail. Convenience abounds. A priceless legacy property. Rare Indeed. See Listing Details & 51 images.

$1,815,000 $325 per sq.ft. Sunderland VT Home »

5 Beds | 5 Baths |   Total Sq. Ft. 5588  |  Acres: 8.9
Listed on Thursday Sep 3, 2026
Description: Contemporary Vermont Estate with Mountain and Meadow Views Set against the backdrop of Vermont's Green Mountains, this exceptional contemporary estate combines striking architecture, natural light and modern design. The open living area features vaulted ceilings, expansive windows, fieldstone accents and a dramatic suspended circular gas fireplace. Established perennial gardens, landscaped patios, a spacious deck and welcoming front porch extend the living outdoors. The main residence offers four bedrooms and three baths, including a primary suite with Jacuzzi tub and panoramic views. A newly renovated barn with horse stalls, paddock and open fields creates an ideal setting for equestrian pursuits. A separate newly constructed spectacular guest residence offers one bedroom plus bonus room, two baths, open modern living and dining areas, a gas fireplace and beautiful mountain views perfect for guests, a home office or potential rental opportunity. Enjoy peaceful country living just minutes from Manchester and approximately 15 minutes to Bromley, with Stratton, Magic Mountain and Mount Snow all within easy reach. School choice grades 9-12 including transportation to Burr and Burton Acadamy. Live your Vermont Dream NOW! Call today for a showing. See Listing Details & 59 images.

$1,495,000 $610 per sq.ft. Tunbridge VT Home »


Price Change! Reduced by $254,000 down 17% on September 3rd 2026
3 Beds | 5 Baths |   Total Sq. Ft. 3401  |  Acres: 10.7
Listed on Wednesday Apr 1, 2026
Description: Set against sweeping Vermont hills and surrounded by extraordinary privacy, this custom smart home blends the warmth of a mountain retreat with the intelligence and convenience today's buyers want. Soaring ceilings, walls of glass, wide-plank wood floors, a dramatic stone fireplace, and a chef's kitchen create the look and feel of high-end new construction, while expansive decking, a hot tub, and panoramic views extend the living experience outdoors. Built for the technology-focused buyer, the home is fully wired with Cat9 and direct fiber to every room, with a RUSS whole-house interface and in-room monitors for integrated control of security, lighting, built-in speakers, and everyday comfort. Lutron lighting, LED lighting, removable candle lighting, picture lights, dimmable fans, Wi-Fi Monogram smart appliances, SmartHQ connectivity, app-controlled heating and cooling, radiant heat, a LifeBreath air system, unified cameras, and a fully wired security system make this a truly future-ready residence. The lower level adds flexible living with a media room featuring built-in speakers, extra laundry hookups, and space for recreation or guests. Outside, automated Jellyfish lighting, a switched waterfall, buried utilities, and a whole-house generator on its own propane tank elevate both beauty and peace of mind. The barn is wired and plumbed for future apartment potential, and the property also includes an additional permit for a three-bedroom septic system offering rare flexibility, expansion potential, and lasting value. See Listing Details & 60 images. Includes a Virtual Tour

$1,850,000 $695 per sq.ft. Waitsfield VT Home »

5 Beds | 4 Baths |   Total Sq. Ft. 2660  |  Acres: 15.1
Listed on Monday Jun 29, 2026
Description: Privately tucked away on the eastern slope of the Northfield Range, this perfect gem of a home features 5 bedrooms, 4 bathrooms, and awe-inspiring western views overlooking the Valley from almost every room. The main floor has an expansive open floor plan and boasts black granite radiant heat floors with 10' ceilings, 8' doors, recessed lighting, a wood-powered fireplace, and custom white ash woodwork throughout. In addition, large windows from the kitchen to the great room allow for beautiful views of the Mad River Valley below. The main floor also features a large en suite primary bedroom with an expansive closet space that boasts magnificent views to wake up to every morning, views that can also be experienced from the jacuzzi tub. Adjacent to the primary bedroom is an office space for when work has to be done and a formal entry to the home. On the 2nd floor, you will find four bedrooms that share two full bathrooms. Each bedroom comes with unbelievable views that are really going to impress your guests when they come to visit. Outside, you have an easily maintained front yard with rustic stone walls and a pristine sugar maple forest that has potential for a future 3 lot conceptual subdivision sketched by Bannon Engineering, Mark Bannon consultation. Add to this incredible walking trails nearby, an electric car charger pre-installed, reliable fiber optic internet, and you get an extremely well-built home in a secluded private location where you can come and go as you like. Stop by to take a look and imagine the possibilities! See Listing Details & 45 images. Includes a Virtual Tour

$1,429,000 $462 per sq.ft. Wallingford VT Home »

4 Beds | 3 Baths |   Total Sq. Ft. 3092  |  Acres: 134.5
Listed on Friday Jun 26, 2026
Description: A Private Vermont Sanctuary on 135 Spectacular Acres. Set on an extraordinary 135-acre parcel of rolling hills, open meadows, and peaceful woodlands, this lovely and stylish country retreat offers exceptional privacy and timeless Vermont beauty. Built in 1985, the contemporary home is enhanced by underground utilities that preserve the natural landscape and create a true sense of sanctuary. The interior features soaring vaulted ceilings, walls of windows that flood the home with natural light, and an open floor plan designed for comfortable living and entertaining. The beautifully renovated white kitchen flows seamlessly into the spacious family room, where rich brick flooring and two fireplaces create a warm and inviting gathering space. Offering four bedrooms and three full baths, the home features two primary suites--one on the first floor and another on the second making it ideal for family, guests, or multi-generational living. Originally owned by an equestrian, the restored historic barn has been thoughtfully converted into a five-stall horse barn with a spacious loft that has served as a basketball court and recreation area, offering endless possibilities. The solar energy system keeps electric costs to a minimum while underground power enhances the property's pristine appearance. Miles of open land provide opportunities for horseback riding, hiking, cross-country skiing, farming, gardening, or simply enjoying the abundant wildlife and spectacular mountain views. Located in one of Vermont's most desirable country settings, surrounded by beautiful homes and scenic landscapes, yet just minutes from world class skiing at Killington Resort, "The Beast of the East," and Okemo Mountain Resort. Manchester is nearby for upscale shopping, dining, galleries, and entertainment, while Rutland offers a vibrant downtown, renowned Farmers Market, the Paramount Theatre, excellent restaurants, and Amtrak's Ethan Allen Express with direct service to New York City. See Listing Details & 41 images. Includes a Virtual Tour

$1,300,000 $447 per sq.ft. Warren VT Home »

Waterfront on Pond _Unnamed
4 Beds | 3 Baths |   Total Sq. Ft. 2908  |  Acres: 16.65
Listed on Thursday Jul 30, 2026
Description: Welcome to 31 South Hollow Road, a gorgeous 4-bedroom home with mountain views surrounded by long rolling meadows overlooking stone walls and a private pond. On the first floor, you will find a large open concept kitchen/dining room with idyllic views of the pond, meadows and mountains, along with a cozy fireplace, a spacious pantry area, and a mudroom that sits adjacent to a sun-filled room perfect for putting on or taking off your gear. Also on the first floor is a living room with access to a covered porch area, a ½ bathroom, and an office which can also be converted to a bedroom on the main floor if desired. The second floor comes with a large primary bedroom with en suite bath and walk-in closet, as well as two other nicely sized bedrooms that share a full bathroom and a laundry room. The third floor has an unfinished room that could become an amazing private office, and a large finished space that had plumbing installed for an eventual third floor bathroom. This home also features a full basement with previously installed plumbing from when the home was originally built so that it could be converted into a finished space. The basement has both interior access and exterior access through a Bilco door. Outside, you will find 16.65 +/- acres of Pure Vermont with two open meadows, the largest of which is entirely fenced in with multiple gated entries and a small barn. This home is located in a very scenic, private area that is minutes from Sugarbush Resort, Sugarbush Golf Course, Sunset Rock and Warren Village. Come take a look around and imagine the possibilities of this spectacular property. See Listing Details & 55 images. Includes a Virtual Tour

$1,485,000 $413 per sq.ft. Warren VT Home »


Price Change! Reduced by $240,000 down 16% on September 3rd 2026
5 Beds | 4 Baths |   Total Sq. Ft. 3600  |  Acres: 7.63
Listed on Friday Dec 19, 2025
Description: Upper Pines Lodge is a one-of-a-kind masterpiece of design and craftsmanship sited on a private 7.6-acre lot with mountain views, manicured grounds and majestic pines just minutes from Sugarbush Resort and all the amenities the Mad River Valley offers. In 2000/2001 local architect David Sellers was enlisted to re-design and transform the original 1968 home into what is now Upper Pines Lodge. The footprint of the house was doubled in size to 3600 sq ft, and a complete rebuild was undertaken. Among the many unique features are: a 3-story atrium, impressive maple tree trunks in the main hall, custom cabinetry with cherry & birch bark inserts, huge Wolf range, artisan crafted lighting fixtures, furniture and built-ins, exquisite VT marble counters/vanity tops, showers, & sink, hand blown glass sinks, gorgeous stonework, a 4+ person steamroom, luxurious primary suite, expansive deck with firepit, and so much more. Ongoing improvements since the 2001 re-build include a 3-car carriage barn & sports equipment shed in 2019, a complete renovation of the great room with 3 walls of windows & French doors in 2021, a complete redo of the wrap-around deck system in 2023/24, and an all-new cedar shake roof in 2024. This spectacular Lodge is offered as a fully furnished turn-key opportunity with a mix of antiques, custom made furniture, rugs, artwork & more with few exclusions. Make this magical VT mountain retreat your family's Shangri-la. See Listing Details & 55 images.

$1,495,000 $590 per sq.ft. Warren VT Home »

3 Beds | 2 Baths |   Total Sq. Ft. 2536  |  Acres: 2.4
Listed on Monday Aug 3, 2026
Description: There are homes near the mountains, and then there are homes that redefine mountain living. Meticulously engineered for Vermont's four seasons, this extraordinary modern farmhouse pairs timeless New England architecture with cutting-edge energy efficiency, renewable solar power, and high-performance certified energy star 5+ rated construction to deliver exceptional comfort, enduring value, and a lifestyle that is as sustainable as it is luxurious. Located just minutes from Sugarbush Resort, this exceptional property offers one of the most coveted locations in Vermont's Mad River Valley. Situated directly on the Sugarbush shuttle route between Lincoln Peak and Mt. Ellen, with Mad River Glen only 15 minutes away, the property places world-class skiing, mountain biking, hiking, snowshoeing, trail running, golf and paddling at your doorstep while offering the privacy and serenity expected from a modern mountain retreat. Sited towards the eastern skies, awaken in a sun-filled home, ready for a day's exploration. Soaring vaulted ceilings create bright, open living spaces filled with natural light. The heart of the home is a spectacular chef's kitchen featuring walnut cabinetry, quartz countertops, 2 ranges (gas and induction), multiple sinks and refrigerators, and a walk-in pantry with twin 19-cu. ft. refrigerator and freezer columns. An ideal space for entertaining or hosting unforgettable getaways! For buyers seeking an uncompromising four-season retreat within easy reach of Boston, New York, or beyond, this property represents the very best of Vermont living, where luxury, sustainability, and adventure come together in perfect balance. See Listing Details & 60 images.

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