Very Cool Houses

MLS Number 5044620

• Residential Single Family
• Full Bath 4
• Address 412 Skyland Lane
• Construction New Construction
• Bedrooms 4

Once the site of an 1850s homestead and now reimagined for 21st-century living, Skyland Farm is a private retreat on 63 acres. Mineral springs, glass architecture, and extraordinary views define this rare legacy property, just minutes from the village of Woodstock and with direct access to the trails of Mount Peg. Found at the end of a quiet lane, sweeping vistas of the Green Mountains and Killington are viewed from nearly every room. Finished in 2024, this timber frame home channels modern farmhouse warmth with a clean, contemporary edge.The wall-to-wall glass in both gables frames the surrounding landscape like living artwork, while inside, 24-foot ceilings, radiant heat, A/C, and a sauna provide everyday indulgence and embrace. At the heart of the home is a chef's kitchen with Marinace granite, Wolf and SubZero appliances, and reclaimed hickory floors. Gently sloping meadows invite sledding in winter and lead to the barns below including a 6-stall stable, indoor riding arena with heated viewing area, and a spacious barn perfect for guest quarters, workshop or a car collection. Set between the twin gables, an elevated courtyard with a heated Soake pool creates a seamless indoor-outdoor connection, ideal for sunset reflections in the summer and stargazing in the winter. A 3-bay garage, and stream complete this offering. GMHA, and premier skiing nearby. Additional land available.

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

MLS Number 4974441

• Residential Single Family
• Full Bath 3
• Address 515 West Fields Road
• Construction Existing
• Bedrooms 5

Enduring values expressed in stone and wood! VERMONT CRAFTMANSHIP...A WORK OF ART!! Offering a private haven just minutes from downtown, in the heart of Manchester Village, nestled in the foothills of Equinox Mtn. is this rare and exceptional 5-bedroom, 6-bathroom home....The creative design of Architect Ramsey Gourd and Master Builder Mark Breen, well known as two of Southern Vermont's best, along with a dream team of highly skilled craftsmen, all passionate Masters of their own trade, and the result is quite simply....BREATH TAKING!!! The serpentine driveway is bordered by Maples, Birches, Pines and curves gracefully up to the cloistered court yard. Step through the front door into a wide foyer adorned with a gallery of floor to ceiling windows which further enhances the intimacy between the home's interior aesthetic and natural landscape. The home's showstopper has to be its jaw-dropping Great Room, thoughtfully designed as the heart of the home, this massive space accommodates kitchen, dining and living under a vaulted, 26 ft ceiling accented with hand-sawn wood beams. It features an incredible Chef's kitchen at one end and a floor-to-ceiling fire place at the other. The kitchen boasts a 17-foot book matched soap stone clad island seating for 6-8 and light filled sunny breakfast nook. With an outdoor kitchen, fire pit, built in water fall soaking pool, 5 verdant acres, tastefully blends with its idyllic valley setting, serenity is sublime!!!

Listed by Sunny Breen of Josiah Allen Real Estate,Inc.

MLS Number 5099532

• Residential Single Family
• Full Bath 1
• Address 115 Eastman Road
• Construction Existing
• Bedrooms 3

Sorgenfrei German for "carefree" captures the spirit of this remarkable property in one of South Woodstock's most desirable locations: a place where life slows and the beauty of the Vermont countryside takes center stage. Built by Ennis Construction in 2015 on 68 acres, the three-bedroom home embodies the enduring appeal of timber frame architecture with soaring spaces, exposed fir beams, and exceptional craftsmanship. Mahogany clapboard siding lends timeless character to the exterior. Inside, walls of glass frame sweeping mountain views, filling the home with natural light and creating a seamless connection to the landscape. Nearly every principal room is oriented toward the views to the East. The open floor plan flows from the gourmet kitchen to the dining area and dramatic great room, anchored by a floor-to-ceiling double-sided stone fireplace. A sitting room, screened porch, deck, and the primary suite complete the main level. Upstairs are a loft office, two en suite guest bedrooms, and a media room, while the walk-out lower level is dedicated to recreation and relaxation with a gym, infrared sauna, workshop, and a temperature-controlled wine room for approximately 1,000 bottles. A three-bay garage provides ample space for vehicles, and gear. Complete end-of-road privacy, panoramic views over the Woodstock Valley, perennial gardens, open pasture for a few horses or sheep, and an extensive trail network connecting directly to the GMHA trail system create a quintessential Vermont lifestyle. Thoughtfully designed for ease of ownership, the property is as practical as it is beautiful, with an 18.5 kW solar array supporting near net-zero living. Just minutes from Woodstock Village, 16 miles from Killington Resort, and 26 miles from Okemo Mountain Resort.

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

MLS Number 5070706

• Residential Single Family
• Full Bath 2
• Address 64 Needle Leaf Lane
• Construction Existing
• Bedrooms 4

“Tansy Hill Farm” is the quintessential Stowe, Vermont breathtaking, timeless, and meticulously crafted home. This exceptional farmhouse was designed and built by the current owners with an uncompromising eye for quality and detail. Offering over 8000 sq. ft. of beautifully appointed living space, the floor plan is both expansive and exceptionally functional. The main level features a grand living room with French doors opening to a gracious stone patio; an inviting library warmed by a gas fireplace; and a gourmet kitchen overlooking the circular cobblestone drive. The adjoining dining area, also with a gas fireplace, leads seamlessly into a stunning four-season sunroom equipped with a built-in gas grill. A spa-like primary suite with vaulted ceilings and office. A second bedroom offers vaulted ceilings and an extraordinary architectural centerpiece: a partial 20-foot faux oak tree with custom walnut stairs. Second floor offers 2 more spacious bedrooms complete with baths, a comfortable/family area with 1/2 bath, dining table and built in sleeping area. A spiral staircase leading to view the property completes the second floor. Finished basement with exercise room and hot tub. Three car attached garage. Charming one bedroom 2 bath cottage, a 4 stall barn complete with fully fenced area for your animals. Pole barn for equipment and toys. Over 28 acres of fields, woods, ponds and completely private bordering Sterling Brook!!

Listed by Angela Dodge and Nancy Durand of Pall Spera Company Realtors-Morrisville

MLS Number 5075285

• Residential Single Family
• Full Bath 1
• Construction Existing
• Bedrooms 5
• Bathroom 6

'MOONLIGHT REFLECTIONS ON AN UPPER HOLLOW SANCTUARY'... This stunning rare estate sits on 66 secluded acres of unspoiled beauty, offering breathtaking sweeping views of two luminous ponds, where moonlight reflections shimmer across the water each evening, creating a truly magical feeling. Inside you will find a contemporary open layout anchored by a dramatic stone fireplace, perfect for cozy evenings. The main residence captures the landscape from every angle blending modern architecture seamlessly with nature. This is much more than a home, it is truly a legacy property... Prestigious, Private and Profoundly Peaceful and must be seen to be fully appreciated!! Beauty, solitude, quiet luxury!!! Subdivision potential.

Listed by Sunny Breen of Josiah Allen Real Estate,Inc.

MLS Number 5091992

• Residential Single Family
• Full Bath 3
• Construction Existing
• Bedrooms 4
• Bathroom 5

On a secluded headland offering ultimate privacy with 14.7 private acres and over 1,200 feet of pristine Lake Champlain shoreline, Blue Heron Point offers exceptional privacy, panoramic lake and Adirondack views, and a rare turn-key Vermont waterfront lifestyle. Designed by architect Peter Morris, the 6,059± square foot shingle-style residence blends timeless New England character with modern luxury, thoughtful craftsmanship, and pristine natural surroundings. Professionally landscaped grounds, mature gardens, forested walking trails, expansive lawns, and an easy gravel path to the private cedar dock create a setting of unmatched beauty and seclusion. Seamless indoor-outdoor living is central to the property, with patios, poolside and lakeside gathering areas, and a screened dining porch for relaxed summer living and effortless entertaining. A cathedral-ceilinged Great Room anchored by a massive fieldstone fireplace showcases hand-selected Northern Hemlock timbers, while open interiors flow easily into modern amenities including a fitness studio with professional-grade equipment, wet bar, and versatile family/media room with gas fireplace. Waterfront living includes a private cedar dock, sweeping Adirondack views, and a spring-fed pond for seasonal swimming or skating. A heated gunite pool with bluestone patio, stone terraces, perennial gardens, wooded trails, fire pit, and independent one-bedroom guest apartment with kitchen, bath, and laundry complete this property. Just under an hour from Burlington International Airport and close to historic sites, dining, and shopping in Middlebury and Vergennes, Blue Heron Point is a legacy property where timeless design meets Vermont's most sublime natural setting.

Listed by Averill Cook and Wade Weathers of LandVest,Inc-Burlington

MLS Number 5089015

• Residential Single Family
• Full Bath 6
• Address 740 Edson Hill Road
• Construction Existing
• Bedrooms 8

Set in one of Stowe's most sought-after locations, Eden is a remarkable 22± acre mountain estate offering privacy, recreation, and breathtaking natural beauty. Surrounded by lush landscapes with views of Mount Mansfield and the Worcester Range, the property features beautifully maintained gardens, twin ponds, a tennis court, heated pool, and two hot tubs, creating an exceptional setting for both relaxation and entertaining. The residence offers eight bedrooms and eight baths with soaring vaulted ceilings and thoughtfully designed living spaces throughout. Just minutes from Stowe Mountain Resort, the property also enjoys direct access to Wiessner Woods for hiking, snowshoeing, and cross-country skiing. Paired with close proximity to some of Stowe's best dining and amenities, Eden presents a rare opportunity to experience elevated Vermont mountain living in an extraordinary setting.

Listed by The Nancy Jenkins Team of Nancy Jenkins Real Estate

MLS Number 5101079

• Residential Single Family
• Full Bath 5
• Construction Existing
• Bedrooms 4
• Bathroom 7

Hartland Hill Farm unfolds across rolling meadows in one of the Upper Valley's most picturesque settings. Sited to embrace the surrounding landscape, the property enjoys sweeping pastoral views east to New Hampshire's White Mountains and south over open fields to the iconic silhouette of Mount Ascutney. Mature maples, stone walls, an apple orchard, two ponds, productive farmland, and a classic Vermont barn define a working landscape rooted in stewardship and unmistakably Vermont. The Hamady-designed four-bedroom residence, completed in 2019, draws upon the enduring traditions of American country architecture, pairing classical proportions with exceptional craftsmanship and modern livability. A columned front porch, balanced faade, and well proportioned rooms establish an atmosphere of refined simplicity, while expansive windows frame the changing landscape and fill the home with natural light throughout the day. Designed for both everyday living and gathering with family and friends, the home is warm, inviting, and deeply connected to the outdoors. A guest suite above the garage, separate two-bedroom guest house, and two sleeping cabins provide flexibility for extended family and guests. The land is equally compelling. Open meadows, fenced paddocks, trails, and well-established farm infrastructure support a variety of agricultural and equestrian pursuits. Together, the residence and surrounding landscape create a property that functions as both a productive working farm and a peaceful country retreat. Hartland Hill Farm is 3.6 miles from I-91, 7.5 miles to Woodstock, 19 miles to Dartmouth College and 21 miles to Dartmouth Hitchcock Medical Center, and 2 1/4 hours to Boston.

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

MLS Number 5089880

• Residential Single Family
• Full Bath 1
• Construction Existing
• Bedrooms 8
• Bathroom 8

Bringing generations together in a place that inspires connection, adventure, celebration, work and stewardship, Moosewalk Lane is a purpose built multigenerational family compound. Created over two decades and set on 384 private acres in Vermont's Green Mountains, Moosewalk Lane is offered fully furnished and equipped. Anchored by a 10,062 square foot timber frame home, guest house, writer's cabin, equipment barn, and miles of private trails, Moosewalk provides a true sense of place where comfort, privacy, and recreation exist in equal measure. Designed for year round living and entertaining, the compound comfortably accommodates extended family, friends, and guests with eight bedrooms, seven full baths, a dramatic two story great room, a chef's kitchen with Viking appliances and an Italian wood fired pizza oven, a library, media and game room, fitness space, six garage bays, and thoughtfully designed gathering places both inside and out. Just beyond the backyard, Broadway, the property's original logging road turned trailhead, provides direct access to the balance of the 384 acre property and four season recreation. Ride horses through open meadows, hike, snowshoe, or explore miles of private woodland trails, produce maple syrup from your own gravity fed sugarbush, enjoy direct access to Vermont's VAST trail system, or retreat to the writer's cabin overlooking the Connecticut River Valley. Historic stone walls, managed hardwood forests, abundant wildlife, and protected Current Use acreage reflect more than ownership, they reflect stewardship. Thoughtfully created for extended family, private retreats, entertaining, or simply escaping the pace of everyday life, Moosewalk offers something increasingly rare: a place where time slows, memories are made, meals are shared, and life is measured by moments well spent.

Listed by Steve Stettler and Gary Coger of Four Seasons Sotheby's Int'l Realty