Historic Homes

MLS Number 4955863

• Residential Single Family
• Village Ludlow
• Construction Existing
• Bedrooms 5
• Bathroom 2

Welcome home to this breathtaking 127-acre estate nestled at the foot of Okemo Mountain, just two minutes from downtown Ludlow. This extraordinary property encompasses sprawling meadows, enchanting forests, a network of scenic trails & panoramic views that will leave you in awe. Meticulously maintained, this generational farm sets the standard for perfection. The centerpiece of this remarkable estate is a beautifully renovated 4-bedroom, farmhouse. As you step onto the expansive stone patio, you'll be greeted by inspiring views in every direction, making it an ideal space for outdoor entertaining. Enter the oversized mudroom complete with laundry and custom storage designed to accommodate an abundance of gear. Inside the antique farmhouse, you'll find natural wood accents throughout, exposed natural beams, and tin ceiling, adding to its timeless charm and character. This well-appointed home can serve as your primary residence, a guest house, or sold to make way for your dream home on the surrounding acreage. The possibilities are endless. This exceptional parcel of land is one of the last remaining undeveloped properties in the area. It represents the ultimate playground for outdoor enthusiasts, unmatched in its offerings and natural beauty. Words alone cannot convey the possibilities and the sheer beauty of this unique parcel-this is a property that must be seen in person to fully appreciate its magnificence.

Listed by Frank Provance of Diamond Realty

MLS Number 4973539

• Commercial
• Year Built 1890
• Acreage 69.08

Shovel ready Eco-Retreat Project with in-hand permit for 40+ 4 season glamping units. The project aspires to create a sustainable, immersive, and enlightening retreat experience by harnessing the inherent natural beauty and recreational opportunities available on the Property and in the surrounding region. Our primary goal is to offer guests a distinctive opportunity to connect with both nature and the local community. In addition to this primary objective, the Project will also host a diverse range of events, including weddings, corporate retreats, cultural gatherings, and business conferences. Boorn Brook Farm has a storied history, with its origins dating back to the 1790s Farmhouse and the iconic 1820s Barn. Over time, it has evolved into a secluded country estate. Nestled adjacent to the Green Mountain National Forest, the estate was acquired in 1999 from the Shelburne Museum as part of the estate of Marion Gould Pleissner. She had been the proud owner for over five decades and was the spouse of the renowned outdoor hunting sports artist, Ogden Pleissner. Notably, Pleissner's studio once occupied the Barn, and its legacy has been preserved at the Shelburne Museum in Burlington, VT. Today, the estate stands as a multi-generational private sanctuary and an exclusive estate, bounded by Bourn Brook to the north, and surrounded by the lush expanse of the Green Mountain National Forests and the tranquil Lye Brook Wilderness to the east, south, and west.

Listed by Kevin Moran and Timothy Apps of Four Seasons Sotheby's Int'l Realty

MLS Number 4971898

• Residential Single Family
• Construction Existing
• Bedrooms 6
• Bathroom 3
• Square Feet 3,309

Discover the quintessential Vermont lifestyle at historic Wheeler Farm! Nestled amid its own 260+/- acres of scenic beauty, this 6-bedroom farmhouse embodies rural farmhouse charm. Open meadows, green hay fields and the sugarhouse's steam on spring days barely begin to tell the story of all this special property holds. Boasting a coveted southeast exposure, the home and land are cheerful and whimsical and yes it gets even better-this is waterfront property that offers substantial frontage on the North Branch of the Deerfield River, a haven for fly fishing & serenity. For the farmer in you, two livestock barns provide ample space for your animals or hobbies or envision more-the potential to transform these barns into charming event spaces or the farm into a Bed and Breakfast to blend Vermont's rural allure with modern comfort. This property is an opportunity waiting to be realized. With 5 identified potential new home sites, you may consider creating a family compound or explore development possibilities. Additionally, there's a sugar house and sugar lot, operated with modern efficiency for maple syrup production. Historic Wilmington, is only a stone's throw away and Mount Snow and the prestigious Hermitage Club are just a few miles North. Rarely does an opportunity like this arise. While currently part of Vermont's Current Use program, removal is an option upon sale, making your vision even more attainable. Unlock the limitless posibilities at Wheeler Farm!

Listed by Melissa Ellis of Southern Vermont Realty Group

MLS Number 4895993

• Residential Single Family
• Bathroom 8
• Construction Existing
• Square Feet 5,142
• Bedrooms 6

Conveniently located on the southwest side of the picturesque Woodstock Village Green, this classic c1840 Greek Revival farmhouse is one of the town's finest residences. Lovingly stewarded and thoughtfully restored to the highest standard preserving the historic integrity and honoring the period detail, all while achieving the perfect unification of sophistication, functionality, modern comfort and convenience. The first level of the original home features generous spaces for entertaining and cozy, intimate rooms for quiet reflection. Original wide pine plank floors, oversized 6/6 windows, formal parlor and library each with a working fireplace. There is potential for a first-floor primary suite. The main house is further completed by 3 ensuite bedrooms and laundry on the second level, and two guest rooms with a shared bathroom on the third. The magnificent, attached c1750 oak gunstock post and beam barn frame was disassembled, imported from Hampshire, England and added to the home in the 1980's, providing a Great Room beyond compare. Anchored by a massive stone fireplace, Palladian windows and a well-appointed chef's kitchen, all located on the main level. There is a guest suite, three car garage, and courtyard entrance on the walk out lower level stepping out to lovely, landscaped grounds and gardens.

Listed by Carol Wood and Danny Kogut of Williamson Group Sothebys Intl. Realty

MLS Number 4904677

• Residential Single Family
• Construction Existing
• Bedrooms 5
• Bathroom 7
• Square Feet 5,094

Hagarbook Farm completely restored 5034 SF C. 1767 Residence consisting of magnificent Mettowee River frontage interior to the 320 acres, Hagar Brook and Waterfall, Harmons Mint Historic Site, Pond, Agricultural Fields, Extensive Trail System and View Sites galore! The Land Straddles both East Rupert and Dorset. Add significant buildings in lovely condition: 750 SF Guest House, Barn 37 X 100, Tractor Barn 26 X 50, Horse Barn 50 X 28 and additional out buildings--24 X 18, 20 X 14, 20 X 12, 16 X 12, 40 X 24! An exemplary eighteenth century compound approximately 3 miles north of the Dorset Green. The Great-Room Kitchen with exposed post and beam framing is the welcoming hearth of the home which walks out to the wrap around porch or sun room to the west where the living extends upon a wonderful level stone walled terrace overlooking the grounds and river beyond. Crisp architectural details witnessed in every room; Dining, Living, Family, Office and 4 Wonderful Bedrooms up. There are 5 baths, 2 half baths and a guest house ... Whether it's agricultural or equine interest, stream & field, auto collector, historical appreciation or family gathering ideals, this property is a treasure. Vermont Current Use real estate tax benefits for the next steward to embrace. 320 acres in the prized Mettowee Valley nearby Dorset!!!

Listed by Charles Mauro of Josiah Allen Real Estate,Inc.

MLS Number 4976603

• Residential Single Family
• Square Feet 7,066
• Bedrooms 9
• Construction Existing
• Bathroom 7

Welcome to Forever Farm, a landmark property & location in Manchester Village, VT. This well maintained home is ready for family and friends - whether it be entertaining a large dinner crowd or relaxing on the front porch with a good book, this home is so versatile. The main house is comprised of 6 bedrooms, gorgeous cooks kitchen and several inviting living room spaces. The well manicure grounds give a pop of color year-round, whether it be the perennial gardens in the stone walls, colorful fall foliage on the maples, birches and fruit trees, snowcapped mountains or the spring time flowers, this home makes any season a delight. The separate carriage house with 3 bedrooms & 2 baths is a great retreat for guests. Horse stalls and outdoor riding ring, three bay heated garage, home gym & multiple ponds! This home awaits its new owner, to love and continue the tradition of Southern Vermont living. Property is being offer fully furnished & completely turn key.

Listed by Andrea Kaplan of Four Seasons Sotheby's Int'l Realty

MLS Number 4971327

• Residential Single Family
• Construction Existing
• Bedrooms 9
• Bathroom 9
• Square Feet 8,054

This extraordinary, fully furnished property boasts an abundance of amenities and natural splendor. Revel in the awe-inspiring views and the tranquil swimming pond spread across these extensive 69 acres. Delight in the winding trails that lead to 1,235 feet of pristine West River frontage, providing year-round outdoor activities for all. With three distinct residences and a charming cabin, it offers ample space for everyone to convene while relishing their individual, private retreats. The main house, steeped in history dating back to 1820, is a delightful 3-bedroom brick farmhouse showcasing a generous 45-foot-long great room that seamlessly extends to a covered patio adorned with an awning, a idyllic setting for outdoor gatherings. The newly renovated kitchen, with granite countertops, serves as the heart of the home, combining modern elegance with timeless charm. The guest cottage features an additional three bedrooms, a cozy living room, and a well-appointed kitchen with an adjoining dining area. Adjacent to the guest cottage, a spa facility awaits, boasting a ground-level private gym, sauna, and an outdoor hot tub. Ascend to the second floor to discover two bedrooms, each with a private bathroom and a shared balcony. Nestled at the property's edge, overlooking the serene swimming pond with a beach, is a rustic cabin complete with a welcoming wood-burning stove and a lofted sleeping area. Ideally suited as a family compound, this retreat offers both separation and privacy

Listed by Timothy Apps of Four Seasons Sotheby's Int'l Realty

MLS Number 4958334

• Commercial
• Year Built 1810
• Square Feet 9,730
• Acreage 23.7
• PricePerSqFt 287.77

A RARE SPECIAL OPPORTUNITY- "Charming, picturesque, dynamic, caring, and friendly"-That is the mountain town of Landgrove where the historic, beautiful and well maintained Landgrove Inn and InView Center for the Arts are located. Within minutes of 4 ski areas, this 9730 sq ft Inn is convenient for all winter activities. The spring, summer and fall have become key desired times for hiking, biking, foliage and "relaxing" enthusiasts. In 2009, the InView Center for the Arts was built adding another 1815 sq ft of valuable space. Yearly, it hosts 30-35 four day/five-night popular art workshops-With a limit of 15 per course, all stay at the Inn for lodging and meals. This dynamic adds greatly to the value, sustainability and appeal of normal Inn operations. This, along with the location and quality of the Inn, is certainly one of the factors that adds to this as a going concern of value. With 23 acres of land, a pond, and Utley Brook frontage, this must-see property is indeed special and hosts events from weddings to special family /friend celebrations to corporate retreats to outdoor clubs. The Inn has had only three owners in its long history with the present owner there for 21 years of care. Many of the 16 rental rooms have been upgraded in recent years. There is also an Innkeepers 3 room apartment. The country restaurant seats 45 plus comfortably. New generator in 2023--new roof on 1/2 of Inn in 2022-- beautiful updated pool--with pickleball courts coming! This is Vermont.

Listed by Chuck Sweetman of Mary Mitchell Miller Real Estate

MLS Number 4975706

• Residential Single Family
• Construction Existing
• Bedrooms 6
• Bathroom 7
• Square Feet 6,400

Surrounded by Ascutney Mountain to the north, Monadnock Mountain to the east and Stratton Mountain to the south in beautiful Windsor County Vermont is an amazing property named the Estate of North Mowing. Winding through the granite pillar entrance you will find expansive views of hay fields and the Connecticut River Valley. Steeped in history you will find approximately nine buildings including the updated main house. This property has been used as a family compound and an event destination for weddings and other venues. The stone walls and stairs that lead you through the gardens originally designed by Ellen Biddle Shipman, designer of the Saint-Gaudens National Historic site. Pausing at the top of the stairs of the garden and looking around, the views are just breathtaking. Inside the main home you will find five generous bedrooms with five full baths. Kitchen nicely updated looks north to spectacular views of Mount Ascutney. Tranquility is the main theme here with a stone patio and reflection pool for entertaining. Across the courtyard is a small barn that has a fireplace and gathering space, also a larger barn for equipment, snowmobiles and cars. Across the walkway are a few other buildings, one that is a great one bedroom guest house and another that was once a mapping room is now a workout room. There are trails on property for hiking, ATV or snowmobiling. 230 plus acres and more options on this beautiful retreat that is only hours drive from both NY and MA.

Listed by Bob Maisey of Four Seasons Sotheby's Int'l Realty

MLS Number 4965438

• Residential Single Family
• Construction Existing
• Bedrooms 8
• Bathroom 6
• Square Feet 5,699

On an Eastern hillside, between two ridgelines of the Taconic Range, is Goodman Farm. It is reminiscent of an earlier time with two cottages and an antique red barn set at the edge of a spacious hay meadow just outside the village of Dorset. The 187 acres abuts Rupert State Forest with panoramic views, perennial gardens, stone walls and a small pond. Crossing the stone bridge over Goodman Brook and continuing along a carriage width trail to an upper meadow, there is an exceptional building site, which offers complete privacy and spectacular mountain views. The houses include a 2,026 s/f farmhouse built in 1850 with 4 bedrooms and a 2,160 s/f cape built in the 1980s with 4 bedrooms. May Goodman, a former owner and the namesake, was one of the founders of the Dorset Players in 1927. Over the last half century, the owners have lovingly managed the land and created an extensive trail network through the woodlands suitable for walking, riding, mountain biking, or snow shoeing. The large and majestic trees, mostly maple, are a result of a soil rich in lime. According to the forester, these Eastern facing slopes of the Taconic are some of the most productive timberland in the state. Wild elderberries, black walnuts and apple trees abound, and it is an important wildlife corridor. The property is in current use and has a conservation easement with the Vermont Land Trust. 12 miles from Bromley and 24 miles from Stratton. 4 h from New York and 3 h 18 m from Boston.

Listed by T Story Jenks and Dia Jenks of LandVest,Inc/Woodstock

MLS Number 4951509

• Commercial
• Year Built 1764
• Square Feet 11,000
• Acreage 2.5
• PricePerSqFt 204.55

This is a fully turnkey bed and breakfast inn featuring ten guest rooms with private bathrooms, spacious owners apartment, and many public spaces. There are wood burning or gas fireplaces and whirlpool tubs in every guest room. As a Select Registry member, the inn enjoys a superlative reputation as a luxury couples retreat is recognized. In place is a loyal housekeeping team who help to maintain immaculate standards of cleanliness throughout the property. The historic nature of this property along with its location in a highly sought after year round destination is unique and adds tremendous value to the offering.

Listed by Wendy Beach of Hearthside Group