Windsor County

MLS Number 5025237

• Residential Single Family
• Full Bath 6
• Address 51 East Ash Road
• Bedrooms 7
• Bathroom 10

Welcome to Eureka House. This 7 bedroom Robert Carl Williams designed home is the ultimate in Vermont luxury and privacy. Enjoy unparalleled amenities like a 14-seat theater with stage, drive-through portico entrance, 2 story living room with gallery, 2 laundries, bedrooms are all en suite, and a 2 1/2-story carriage house with 3-car garage as well as living space above. The property is framed with beautiful stonework, patios, gardens, and a gently babbling stream. Exceptional craftsmanship coupled with the very finest materials makes this one of the nicest homes in the Hawk Resort community. Need to work remotely - the generous office suite provides what is needed to stay connected and affords some very nice views too. Game time is easy with a 2nd living room with billiards, an arcade game on the lower level, and a gaming/puzzle space on the top level. There's even a fun bunk room with a kid-sized bathroom. The carriage house is perfect for a private guest house or caretaker. The home has recently undergone system and mechanical upgrades to bring it up to date for easy living. Being sold fully finished makes it a true turn-key residence. Okemo Ski Resort is about 10 minutes away, Rutland Regional Airport is about 30 minutes away, and lots of hiking, biking, shopping, and fly fishing are close by. You must see it in person to appreciate this quality home in the Okemo Valley. Visit the Okemo real estate community today. Taxes are based on current town assessment.

Listed by Kevin Barnes of William Raveis Real Estate Vermont Properties

Union Street Media
444 South Union Street
Burlington VT, 05401
Office: 802.865.3332

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MLS Number 5012032

• Residential Single Family
• Full Bath 1
• Bedrooms 5
• Bathroom 6
• Square Feet 6,188

This beautiful and very spacious newly constructed home, with energy efficient upgrades, has over 6,000 square feet of living space on three levels. Within walking distance to the slopes, located close to the Base Lodge area, this home has everything a ski home needs. Enter through the carefully crafted front door into one of the two mudrooms, or through the two car garage or by the side mudroom and you will see walls of three-pane glass picture windows (for insulation and acoustics) looking at your mountain range view. An open floorplan with vaulted ceilings, large chef's kitchen with an island, hickory flooring, dining and living room with a fireplace that has a metal insert with internal blowing. There are 5 and a half bathrooms, plenty of spacious bedrooms, and a beautiful media/recreation room with a wall of windows, vaulted ceiling and view, which will be a fun space for entertaining guests! A hot tub, and covered porch/deck add to the exterior ambiance. Radiant heat on the ground floor, air recuperation system, 2x8 walls, foam insulation in walls and roof and more!

Listed by Elissa Scully of Mary W. Davis Realtor & Assoc., Inc.

Union Street Media
444 South Union Street
Burlington VT, 05401
Office: 802.865.3332

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MLS Number 5062350

• Residential Single Family
• Full Bath 11
• Address 41 Pleasant Street
• Bedrooms 9
• Bathroom 11

This exquisite Victorian invites you to embracequintessential New England living in a charming downtown setting. This property in Woodstock, VT offers a rare blend of historic charm and modern convenience, all within one of Vermont's most beloved communities. Woodstock is often hailed as “the prettiest small town in America,” and for good reason. The village is a vibrant resort town with maple-lined streets, stately homes, artisanal boutiques, and a warm and welcoming spirit. The town and assorted local organizations offer cultural and family fun activities offered throughout the year. Currently being used as a 7-room Inn boasting an additional 2-bedroom owner's quarters, this property could be returned to operating as a private residential property with zoning permit. Please contact for more information on making this beautiful place your dream home!

Listed by Jennifer Falvey of KW Vermont Woodstock, Steven Foster of KW Vermont-Stowe

Union Street Media
444 South Union Street
Burlington VT, 05401
Office: 802.865.3332

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MLS Number 5084167

• Residential Single Family
• Full Bath 1
• Address 5518 Route 12
• Bedrooms 6
• Bathroom 6

This gracious 1796 Brick Federal homestead was transformed into a popular gathering spot more than 60 years ago. The Barnard Inn has long been considered among the finest dining and hospitality venues in Vermont. It is currently operated as an event destination by the chef-owner and his family. Now, with children grown and off on their own paths, it is time to pass stewardship of the historic property to others, who can return it to private use or continue serving the community as a center of hospitality, helping to cover the costs of ownership. The Inn features original fireside dining rooms, complemented by a rustic tavern serving both classic and inventive 'pub' cuisine. The professional kitchen has undergone a thorough renovation, increasing efficiency and enabling flexibility of culinary styles. Marketing opportunities are limited only by imagination, including the use of expansive lawns for weddings and events in both indoor and outdoor settings among flowering shrubs, mature shade trees, and natural landscaping. The main floor of the Inn features the professional kitchen, tavern, and dining areas. The second and third floors offer private residential accommodation, including 5 bedrooms, 2 bathrooms, and a beautifully designed open-concept country kitchen that leads to a spacious deck with views of the surrounding hills and fields. The post-and-beam barn has been repurposed as an event venue and short-term rental, with a yoga studio. The main level of the former working barn is open to a height of 36', overlooked by the expansive hay loft. The barn is large enough to host up to 60 guests for dinner and 100 for casual events. A 2-bedroom building site beside the spring-fed pond has been approved, with additional sites potentially available by reallocating the existing septic system. The location is ideal for 'glamping' with nearby Silver Lake, miles of trails, and outdoor recreational activities drawing tourists throughout the year.

Listed by Laird Bradley of Williamson Group Sothebys Intl. Realty

Union Street Media
444 South Union Street
Burlington VT, 05401
Office: 802.865.3332

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MLS Number 5087228

• Residential Single Family
• Full Bath 2
• Address 114 Oak Ridge Way
• Bedrooms 4
• Bathroom 4

See the property specific website with video, 3-D tour and more. Set against the timeless beauty of Woodstock's rolling countryside, this exceptional estate offers a rare blend of refined luxury and pastoral charm. Thoughtfully designed for both elegant entertaining and everyday comfort, the four-bedroom, four-bath residence centers around a stunning gourmet kitchen-complete with a Sub-Zero refrigerator, Wolf range, dual dishwashers, prep sink, and a generous granite island perfect for gathering. Beyond the kitchen, a gracious butler's pantry, inviting den, game room, and large living room create a home that is as functional as it is inviting. Expansive windows frame unobstructed views, bringing the surrounding landscape into every room, while modern efficiencies-including a whole-house generator and rooftop solar-offer peace of mind and sustainability. Equestrians and hobby enthusiasts alike will appreciate the impeccably maintained grounds: a four-stall barn with heated tack room, double run-in shed within the six-acre pasture, a greenhouse, and an additional five-bay garage/shop provide endless flexibility for pursuits and storage. The primary three-car garage ensures convenience close to home. With two wells servicing the property and an included separate, buildable lot with a four-bedroom septic design, the estate presents a unique opportunity for expansion or multigenerational living. All of this, just seven minutes from the charm of Woodstock Village and under twenty minutes to world-class skiing, creates a lifestyle defined by privacy, beauty, and effortless access to Vermont's finest amenities.

Listed by Tami Sullivan of Snyder Donegan Real Estate Group

Union Street Media
444 South Union Street
Burlington VT, 05401
Office: 802.865.3332

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MLS Number 5044086

• Residential Single Family
• Full Bath 3
• Address 248 Gird Lot Road
• Bedrooms 5
• Bathroom 5

Perched above the Connecticut River Valley with sweeping views to the New Hampshire mountains, this meticulously maintained five bedroom, four and a half bath home offers a rare opportunity just 30 minutes to Hanover, NH, Dartmouth College, and Dartmouth Hitchcock Medical Center. For medical professionals relocating to the Upper Valley, this property provides privacy, acreage, and panoramic views at a value rarely found closer to Hanover or Lebanon. Easy access to I 91 allows a comfortable commute to Dartmouth Hitchcock Medical Center while enjoying a peaceful Vermont setting. The open concept layout offers a desirable main level living option and is well suited for multigenerational living or extended guest stays. Hardwood floors, tall ceilings, and expansive windows fill the home with natural light. The spacious kitchen is ideal for entertaining with granite countertops, high end cabinetry, built in refrigerator, wine fridge, and a generous island with prep sink. Both the living room and den feature fireplaces and custom built ins. Upstairs bedrooms offer comfort and privacy. The walkout lower level with tall ceilings and natural light provides excellent expansion potential for recreation space, gym, or media room. The three-car attached garage includes a separate bay with private entrance and direct access to unfinished space above, ideal for a future guest suite, studio, or in law apartment. Outside, enjoy a spacious deck, fire pit area, cleared yard, fenced pen, and spring fed pond. Convenient to Okemo Mountain Resort, Lake Sunapee, Crown Point Country Club, and Upper Valley amenities. Approximately 2 hours to Boston, MA and under 3 hours to Fairfield County, CT, offering strong appeal for both primary and second home buyers seeking Vermont lifestyle with New England accessibility.

Listed by Karen DeMas of Four Seasons Sotheby's Int'l Realty

Union Street Media
444 South Union Street
Burlington VT, 05401
Office: 802.865.3332

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MLS Number 5085971

• Residential Single Family
• Full Bath 3
• Address 1497 Bowman Road
• Bedrooms 5
• Bathroom 9

Circa 1799 Vermont cape, thoughtfully restored and expanded to over 7,300 finished square feet on 12.5 private acres, minutes to Silver Lake and Woodstock village. Five bedrooms, nine baths, and a layout that balances everyday living with the ability to host. Original materials carry throughout, including wide pine floors, skim-coat plaster walls, hand-carved paneling, and period hardware, giving the house a consistent, grounded feel across old and new spaces. The 24' x 24' kitchen is designed for real use, anchored by an eight-foot Atlantic granite island and equipped with Sub-Zero, Wolf, and DCS appliances, dual Bosch dishwashers, and a walk-in pantry with tiled counters, extensive storage, half bath, and laundry. It opens to a sitting room with a wood-burning fireplace and full-height paneling. A separate wet bar includes a wine cooler, ice maker, and copper sink. Living spaces include a formal dining room, library with built-ins, study with J?tul woodstove, a 22' sunroom with stone fireplace and custom windows, and a 34' screened porch with fir floors and painted wainscot ceiling. The bedroom layout offers flexibility and privacy, with a first-floor en-suite for guests and a primary suite with fireplace, private deck, dressing room, and bath with soaking tub and tiled shower. Two additional en-suite bedrooms, along with a large family room, office, and second laundry, are located upstairs. The grounds feature three ponds, fieldstone terraces and walkways, brick patios, perennial gardens, raised beds, and an apple orchard, along with tucked-away seating areas. Outbuildings include a heated three-bay attached garage and a separate 1,465 SF heated car barn with capacity for up to ten vehicles (four on lifts). Above, a one-bedroom apartment with full kitchen and bath is currently used as a short-term rental. Additional structures include a historic bank barn and chicken coop. 15kW whole-house generator, fiber internet, and updated systems throughout.

Listed by Richard Higgerson of Higgerson & Company

Union Street Media
444 South Union Street
Burlington VT, 05401
Office: 802.865.3332

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