$1,650,000 $350 per sq.ft. Shrewsbury VT Home »

Price Change! Reduced by $300,000 down 18% on July 13th 2026
6 Beds | 5 Baths |   Total Sq. Ft. 4719  |  Acres: 97
Saturday Aug 30, 2025
Description: Exceptional Shrewsbury Estate: 97-Acre Legacy Property Offered for the discerning buyer, 1204 Bailey Road presents a unique opportunity to acquire a substantial 97-acre parcel in the heart of Shrewsbury. This 5-bedroom, 4-bath, 2-story colonial boasts 4,719 sq. ft. of well-maintained living space, characterized by quality craftsmanship and timeless design. The property distinguishes itself with significant infrastructure, including 82 acres under current use (agricultural and forest), ensuring lower tax implications. Notable upgrades to the property include a fully permitted tiny house conversion (septic, well, kitchen, and bath) providing versatile additional living quarters. Featuring 5 bedrooms, 4 bathrooms, 2 fireplaces, and expansive acreage, this property is a standout for those valuing privacy, land stewardship, and substantial square footage in a premier Vermont location. Schedule your private showing to explore the potential of this impressive land holding. See MLS Property & Listing Details & 60 images. Includes a Virtual Tour

$2,300,000 $266 per sq.ft. Springfield VT Home »

6 Beds | 5 Baths |   Total Sq. Ft. 8656  |  Acres: 2
Friday May 22, 2026
Description: Steeped in history and timeless elegance, this extraordinary circa-1860 Georgian Colonial estate offers over 8,000 square feet of refined living space where classic architecture meets remarkable craftsmanship. From the moment you enter, you are greeted by stunning period details including exquisite crown moldings, grand proportions, soaring ceilings, and beautifully preserved finishes that showcase the home's rich character and sophistication. Designed with both elegance and comfort in mind, the spacious floor plan offers an unparalleled sense of scale and flow, creating exceptional spaces for entertaining, gathering, and everyday living. Every room reflects the quality and artistry of a bygone era while providing the versatility desired for modern lifestyles. Set atop a picturesque 2-acre retreat, the property is complemented by a three-car garage, a charming 1930s greenhouse filled with vintage appeal, and an additional storage building offering endless possibilities. Surrounded by mature landscaping and peaceful grounds, this one-of-a-kind estate presents a rare opportunity to own a truly distinguished and iconic property. See MLS Property & Listing Details & 60 images.

$2,790,000 $964 per sq.ft. Springfield VT Home »

Waterfront on River Connecticut River
4 Beds | 5 Baths |   Total Sq. Ft. 2894  |  Acres: 157.41
Tuesday Jul 7, 2026
Description: Set on 157 private acres with sweeping long-range views of the Connecticut River, this meticulously restored circa 1735 Cape offers a rare blend of historic character, refined comfort, and estate-scale amenities. Completely dismantled and rebuilt with care, the post-and-beam residence displays exposed beams, wide-board floors and sheathing, gunstock corner posts, and classic brick fireplaces alongside thoughtful modern upgrades. The inviting, renovated kitchen features an oversized fireplace, high-end appliances, and expansive views of the swimming pond and distant views of the Connecticut River. Three en-suite bedrooms include a gracious first-floor primary suite enhanced by a 30-by-20-foot addition. A detached one-bedroom guest cottage with a four-bay garage, a separate utility barn, walking trails, and a 40-acre maintained hay field creates an exceptional private retreat. Mechanical upgrades, a concrete basement, and a whole-house generator provide ease and reliability, with convenient access to Interstate 91, all-season recreation, and Hartness State Airport approximately 20 minutes away. 4 hours to NYC, 2.5 hours to Boston. See MLS Property & Listing Details & 36 images. Includes a Virtual Tour

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

6 Beds | 6 Baths |   Total Sq. Ft. 5704  |  Acres: 8.98
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 MLS Property & Listing Details & 60 images.

$1,499,000 $428 per sq.ft. Stockbridge VT Home »

4 Beds | 5 Baths |   Total Sq. Ft. 3500  |  Acres: 2
Sunday Aug 24, 2025
Description: OVER $496,000 PRICE ADJUSTMENT AND OVER $120,000 RENTAL INCOME, THIS ONE YOU SHOULD CONSIDER OWNING. LUXURY FURNISHINGS TOO. TIMBERS IN THE SKY - Featured in Log and Timber Home Living magazine, this one-of-a-kind Vermont timber frame retreat, built in 2022, blends dramatic architecture with refined comfort. Fully furnished with luxury pieces, the open floor plan showcases a soaring great room with vaulted ceilings, walls of glass framing breathtaking mountain views, exposed beams, and a striking tile gas fireplace. The chef's kitchen offers stainless steel appliances, custom cabinetry, and a generous island, while radiant-heated Italian porcelain floors and rustic wood accents provide warmth and elegance. Four bedrooms and five spa-like baths include a stunning primary suite and a fun bunk room sleeping up to 14 guests with ease. Every bedroom has its own personality, and every bath is designed with a luxurious spa feel. Outdoor living is equally impressive. A huge covered deck with grilling area, hot tub, firepit, and gas fire pit creates gathering spaces for every season. The exterior's stone and wood siding blend naturally into the Vermont landscape, reflecting the craftsmanship within. Permitted for a 4-bedroom septic plus a 1-bedroom ADU, allowing future expansion and long-term flexibility. With proven short-term rental income exceeding $120,000 annually, this home is not only a spectacular retreat but also a sound investment opportunity. Minutes from world-class skiing at Killington, Pico, Sugarbush, and Stowe, this mountain escape offers unmatched access to Vermont's premier ski areas. NUMBERS AVAILABLE TO QUALIFIED INTERESTED PARTIES. ADDITIONAL LAND AVAILABLE! See MLS Property & Listing Details & 38 images. Includes a Virtual Tour

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

Price Change! Reduced by $115,000 down 10% on July 7th 2026
5 Beds | 4 Baths |   Total Sq. Ft. 2939  |  Acres: 54.4
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 MLS Property & Listing Details & 42 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
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 MLS Property & Listing Details & 40 images.

$1,375,000 $1,228 per sq.ft. Strafford VT Home »

2 Beds | 2 Baths |   Total Sq. Ft. 1120  |  Acres: 132.79
Monday Jun 15, 2026
Description: Set on an exceptional 132.79 acres in picturesque Strafford, Vermont, this remarkable property offers a rare combination of privacy, productivity, and breathtaking natural beauty. Held by the same family since 1920, the farm reflects generations of thoughtful stewardship and care, preserving the land's agricultural heritage, natural resources, and enduring character. The comfortable two-bedroom, two-bath Ranch home serves as an ideal base for a working farm, equestrian property, recreational retreat, or future estate. Approximately 50 acres of open fields and pasture provide excellent opportunities for livestock, hay production, equestrian pursuits, or expanded agricultural ventures, while the balance of the land features mature woods, established trails, apple trees, and abundant wildlife habitat. A large barn and equipment shed provide extensive storage and support for farming, equipment, or hobby operations. Two substantial streams meander through the property, enhancing both its beauty and utility. For those seeking an even more dramatic homesite, a spectacular view building location sits above the existing homestead, offering the opportunity to create a custom residence while maintaining the current home for guests, rental income, or farm use. The property's open fields and favorable exposure present excellent potential for solar energy, making it an appealing option for those seeking a more sustainable lifestyle. Fiber-optic internet is available at the road, providing the connectivity needed for remote work and modern living while enjoying the peace and privacy of the Vermont countryside. Whether your vision includes horses, cattle, sheep, farming, environmental stewardship, outdoor recreation, or simply enjoying the tranquility of a private Vermont landscape, this extraordinary property offers endless possibilities in a setting of exceptional natural beauty and a land management spanning more than a century. See MLS Property & Listing Details & 26 images. Includes a Virtual Tour

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

5 Beds | 4 Baths |   Total Sq. Ft. 3664  |  Acres: 1.57
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 MLS Property & Listing Details & 60 images.

$1,850,000 $576 per sq.ft. Stratton VT Home »

Price Change! Reduced by $125,000 down 7% on July 13th 2026
4 Beds | 3 Baths |   Total Sq. Ft. 3212  |  Acres: 1.4
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 MLS Property & Listing Details & 32 images.

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

4 Beds | 5 Baths |   Total Sq. Ft. 3631  |  Acres: 7.1
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 MLS Property & 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
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 MLS Property & Listing Details & 53 images.

$4,999,000 $573 per sq.ft. Stratton VT Home »

6 Beds | 8 Baths |   Total Sq. Ft. 8720  |  Acres: 141.2
Monday Jul 15, 2024
Description: Welcome to a one-of-a-kind 141-acre mountaintop retreat at Stratton Mountain Resort - an extraordinary sanctuary with panoramic views of Stratton, Mount Snow, and Bromley. Designed for elegance and ease, this home is a rare blend of architectural beauty, comfort, and sophistication. A gracious entryway opens to a sunlit living room and library anchored by an 18-foot stone fireplace. Expansive windows frame breathtaking mountain vistas, filling the space with natural light. The gourmet kitchen features a casual dining area and connects to a separate dining room - ideal for both relaxed and formal gatherings. With six en suite bedrooms, including a luxurious primary suite with a private office, dual walk-in closets, a cedar closet, and a separate storage room, theres plenty of space for all. A custom bunk room with built-in cubbies adds a fun, functional touch for younger guests. Year-round enjoyment continues with a golf simulator, home theatre, and a detached three-car garage with a fully equipped gym. A light-filled hallway connects all levels, creating a seamless flow throughout the home. Outdoors, unwind in the heated gunite pool and hot tub or enjoy tennis, pickleball, or basketball on your private courts. Lush perennial gardens, stonework, and bluestone walkways enhance the natural setting. Whether you're seeking a private escape or a home for generations, this mountaintop retreat is your Vermont dream - just in time for ski season. See MLS Property & Listing Details & 38 images. Includes a Virtual Tour

$1,699,000 $694 per sq.ft. Tunbridge VT Home »

Price Change! Reduced by $50,000 down 3% on July 12th 2026
3 Beds | 5 Baths |   Total Sq. Ft. 3401  |  Acres: 10.7
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 MLS Property & Listing Details & 60 images. Includes a Virtual Tour

$1,135,000 $298 per sq.ft. Vergennes VT Home »

4 Beds | 3 Baths |   Total Sq. Ft. 4086  |  Acres: 0.2
Thursday Jun 11, 2026
Description: Welcome to one of Vergennes' most gracious residences, 30 North Street. Overlooking the beautiful Little City Green, this remarkable brick home seamlessly blends architectural character with the comforts and conveniences of modern living. Originally constructed from 1795-1816, the home showcases historic details including wide plank flooring, original fireplaces, elegant moldings, period doors, and timeless craftsmanship throughout. Meticulously maintained and carefully enhanced over the years, every room reflects a deep appreciation for the home's rich history while providing the functionality today's buyers desire. At the heart of the home is an inviting, well equipped kitchen with custom cabinetry, Vermont Verde countertops, a gas range, and abundant workspace. Formal and informal living spaces provide exceptional flexibility for entertaining, family gatherings, or enjoying quiet evenings at home. With over 3,800 light-filled square feet of living space, the home includes four bedrooms and a variety of comfortable living areas, whether you choose to curl up by a cozy fire in the living room or enjoy the sun-filled retreat overlooking the private garden. One of the property's most unique features is that it can be lived in as a 4-bedroom home, or as a 2-bedroom home with a separate 2-bedroom living area accessed by both stairs and elevator. This aspect provides outstanding potential for guests, multi-generational living or continued short-term rental use. Below the sunroom is a heated garage with elevator access to the upper floors. Nestled behind the home is a beautifully landscaped garden with its bluestone seating and brick patio offering peace and privacy, but just steps from local restaurants, boutiques, parks, the Opera House and vibrant events. Lake Champlain and the Basin Harbor Club with its golf, boating and dining are all nearby. This exceptional property presents a unique opportunity to own a piece of Vergennes' history in a wonderful community. See MLS Property & Listing Details & 57 images. Includes a Virtual Tour