Very Cool Houses

MLS Number 5092809

• Residential Single Family
• Full Bath 6
• Address 413 Hibbard Road
• Construction Existing
• Bedrooms 6

Spanning an incredible 110 acres, this exceptional Vermont estate offers a rare opportunity to own an expansive piece of the countryside with endless possibilities. Rolling fields, wooded acreage, scenic hillsides, and panoramic views of Jay Peak, Mount Mansfield, and Camel's Hump create an unforgettable setting for farming, equestrian pursuits, maple sugaring, recreation, or the ultimate private retreat. At the heart of the property is a custom designed home offering more than 5,000 square feet of living space across three levels. Thoughtfully designed for comfort and flexibility, the home features radiant heat throughout, indoor and outdoor wood furnaces, a luxurious primary suite with a jetted tub, dual shower heads, and double vanity, a room-to-room intercom and music system, surround sound in the living room, an air purification system, home security system, central vacuum, and laundry capability on every floor. A walkout basement apartment and an oversized heated garage provide additional living and storage options. The restored barn includes 6+ stalls with room to expand and a spacious hayloft above, making it ideal for horses or agricultural use. Adjacent to the barn, a charming cottage offers additional storage and the potential to be expanded into a permitted one-bedroom accessory dwelling unit for guests, caretakers, or rental income. Approximately 80 acres are currently in active use, including an established maple sugaring operation with more than 200 tapped trees and significant room for expansion.

Listed by The Gardner Group of RE/MAX North Professionals

MLS Number 5088273

• Residential Single Family
• Full Bath 2
• Construction Existing
• Bedrooms 4
• Bathroom 3

Imagine a time where taverns were the heart of the community, where laughter echoed off thick brick walls and stories were told by firelight. Now see yourself enjoying the ease of Single Floor Living that includes an enormous primary ensuite, with laundry! Start your day in the completely updated kitchen and move effortlessly into the dining area and living room with an easy to light cozy propane fireplace. This majestic 4 bedroom, 3 bath 1820's Brick Federal has been meticulously preserved and offers that rare, storied tactile history but now as a reimagined luxury home just minutes from downtown and three area ski resorts! You'll be embraced by refined details, high ceilings and then, stunned to find an historic tavern and additional living space including a wine cellar in the finished basement. Auto enthusiasts will love the 4 bay detached barn with office and space for an additional dwelling unit. Equestrians will love the immediate proximity to a famous Morgan Horse Farm and living just minutes to the Annual Summer Festival in Dorset. Step into a story with sweeping Vermont mountain views that's already over two centuries old, but brand new at the same time and make it your own. Contact us today to schedule your private tour. All measurements Approximate.

Listed by Greg Cutler of Four Seasons Sotheby's Int'l Realty

MLS Number 5076119

• Residential Single Family
• Full Bath 3
• Address 411 Wood Road
• Construction Existing
• Bedrooms 4

Open House 10-2 Saturday 6/13 - Commanding a spectacular position atop 35 pristine acres, this extraordinary contemporary estate offers sweeping, long-range panoramas of the Quechee Valley, the Woodstock hills, and the Quechee Ski Hill. Designed as a true sanctuary, the home spans over 4,000 square feet of impeccably curated living space, where architectural elegance and natural beauty exist in perfect harmony. Sliding doors invite the landscape indoors, while custom millwork, tile and wood floors, and radiant heat create a refined yet welcoming atmosphere throughout. The main level is an entertainer's showpiece, anchored by a chef's kitchen and enormous pantry flowing seamlessly into a dramatic great room defined by soaring ceilings and a gas fireplace, ideal for both intimate evenings and elevated gatherings. The primary suite is a private retreat of light and serenity, featuring dual walk-in closets and a spa-inspired ambiance. A beautifully appointed in-law suite, with both interior and private access, offers exceptional flexibility for guests or multi-generational living, all while preserving privacy and independence. In total, the residence includes four bedrooms, three full baths, and a half bath at the entry. The lower level extends the living experience with a generous media room perfect for cinematic evenings or game-day entertaining, accompanied by two additional bedrooms and a full bath. Beyond the home, rolling pastoral meadows transition into timeless Vermont woodland, creating a secluded four-season haven alive with wildlife and tranquility. A 26' x 36' barn offers versatile space for storage, studio, or workshop use, while a two-car garage and ample parking ensure effortless convenience. Ideally situated just minutes from golf courses and fine dining, near Woodstock's shops and trails, and within easy reach of Dartmouth College, DHMC, and Killington, just 20 miles west. A rare offering delivers privacy and prestige - Not in QLLA.

Listed by Brooks Reavill and Sandy Reavill of Willow Brook Realty

MLS Number 5099245

• Residential Single Family
• Full Bath 2
• Construction Existing
• Bedrooms 6
• Bathroom 6

Set on approximately 105 acres of picturesque Vermont countryside, this extraordinary property offers exceptional privacy, natural beauty, and the rare advantage of two separate homes-perfectly suited for a primary residence with an entertaining guest house, multi-generational living, or short-term rental opportunity. This one-of-a-kind offering provides space, comfort, and endless four-season recreational potential. The main home is filled with natural light, highlighted by expansive windows that frame the surrounding landscape. Thoughtfully designed for both everyday living and hosting, it features two bedrooms, two and a half baths, and a dedicated office space ideal for remote work. Two inviting living rooms create flexible gathering spaces, while the fully equipped kitchen serves as the heart of the home. Rooftop access offers a unique vantage point to take in sweeping countryside views, and central air ensures year-round comfort. The second home functions beautifully as an entertaining guest house, offering four bedrooms, two and a half baths, an additional kitchen and living room designed for hosting family and friends. A bonus room provides even more versatility for recreation, a game room, gym, or studio. Below the homes, a substantial four-bay garage offers abundant storage for vehicles, outdoor equipment, and seasonal gear. The land itself is a private playground, complete with a pond and expansive acreage to create trails for hiking, snowshoeing, or ATV riding. Enjoy sledding in winter, wildlife watching, and peaceful seclusion in every season. Ideally located near Pico Mountain, Killington Resort, and Okemo Mountain Resort, as well as the charming town of Manchester, the property is approximately three hours to Boston and four and a half hours to New York City. A rare opportunity to own a truly special Vermont retreat offering both lifestyle and investment appeal.

Listed by Hughes Group Team of Casella Real Estate

MLS Number 5090923

• Residential Single Family
• Full Bath 2
• Address 10 Hedgehog Hill
• Construction Existing
• Bedrooms 3

Set on 16 beautiful acres in picturesque Underhill, Vermont, this extraordinary custom-built country property offers timeless beauty, exceptional craftsmanship, and an idyllic rural setting. Surrounded by mountain views, a stunning pond, and an expansive antique orchard, this is a truly rare Vermont retreat. The thoughtfully designed home features warm wood floors, beautiful custom woodwork, large crown moldings, coffered ceiling, and a welcoming wood-burning fireplace. The spacious kitchen is beautifully appointed with granite countertops, custom cabinetry, a pantry, and an adjoining mudroom designed for everyday Vermont living. Two large porches and a deck overlooking the pond and orchard create seamless indoor-outdoor living and the perfect setting to relax or entertain. With four bedrooms plus a vaulted bonus room overlooking the barns and rolling land, the home offers generous living space filled with natural light. The remarkable orchard includes around 100 apple trees with over a dozen varieties, offering beauty, history, and abundance throughout the seasons. The scenic pond is wonderful for swimming in the summer and skating in the winter. Terraced perennial gardens, rich landscaping, and ample space for a large vegetable garden complete the property's extraordinary outdoor appeal. A rare opportunity to own a spectacular Vermont country estate where craftsmanship, history, and natural beauty come together in an unforgettable setting.

Listed by Sara Puretz of Coldwell Banker Hickok and Boardman

MLS Number 5099479

• Residential Single Family
• Full Bath 1
• Address 183 Morrie Road
• Construction Existing
• Bedrooms 3

An extraordinary opportunity to own a true Vermont legacy farm. Set on 218.5 conserved acres among the rolling hills of Washington, Vermont, this remarkable property offers the rare combination of historic agricultural character, extensive farm infrastructure, privacy, and breathtaking natural beauty. Protected through the Vermont Land Trust to preserve its agricultural future, this property is designed for those who value stewardship, sustainability, and a meaningful connection to the land. Whether envisioned as a working farm, regenerative agriculture operation, homestead, equestrian property, or multi-generational Vermont retreat, the foundation is already in place. The classic farmhouse offers over 2,100 finished square feet with timeless country charm, including a convenient first-floor primary bedroom overlooking peaceful sunrise views and two additional bedrooms upstairs. The surrounding acreage is a diverse Vermont landscape of open pasture, productive farmland, orchards, gardens, sugar woods, trails, and three spring-fed ponds. Established perennial gardens, garlic beds, apple trees, walnut trees, and abundant open land create endless opportunities for agricultural pursuits. Farm infrastructure is exceptional. Features include two hoop houses for growing and livestock use, a horse barn with stalls, tack room, and hay storage, milk house, fenced animal areas, paddocks with water access, and a farm-wide electric fencing system. A massive 6,000 sq. ft. steel barn on a reinforced concrete slab provides incredible flexibility for equipment, storage, agricultural operations, or future business needs. Additional improvements include a detached garage, insulated workshop with a 12,000 lb. truck lift, and a dedicated sugar house. With mountain views, over 4,400 feet of public road frontage, subdivision potential subject to applicable approvals and conservation requirements, and access to Vermont's outdoor lifestyle, this is more than a farm, it's a legacy.

Listed by Kathleen OBrien and Alex Pintair of Four Seasons Sotheby's Int'l Realty

MLS Number 5088954

• Residential Single Family
• Full Bath 3
• Address 302 Ledge Hill Drive
• Construction Existing
• Bedrooms 4

There's a certain kind of Vermont property that feels less like a house and more like a place where traditions take root. Set on 31 acres with sweeping Lake views, this modern Victorian invites a slower rhythm - mornings spent wandering wooded trails with a basket for fiddleheads and ramps, afternoons picking apples from the orchard, and summer evenings returning from the waters of Lake Champlain sun-tired and happy. The setting is equal parts storybook and sanctuary. Old stone walls and forest surrounds the home, creating a sense of quiet and seclusion while still leaving room for open skies, lake views, and gathering spaces. Store your boat or other outdoor toys in the large barn equipped with power. Inside, the home balances classic Victorian character (like the salvaged stained glass windows) with a more modern ease of living. Spaces flow naturally for both everyday life and larger celebrations - holiday dinners that stretch late into the evening, summer parties spilling outside, weekends filled with guests. The accessory dwelling offers flexibility for visitors, extended stays, creative pursuits, or simply giving everyone a little more room to settle in comfortably. And then there's the lake access - the kind of amenity that changes the rhythm of your summers. Keep the boat packed, spend long days exploring the shoreline, or head out for sunset cruises before returning home to the peace of the woods. This is a property made for hosting, harvesting, exploring, and creating memories season after season. A place where life feels connected to the landscape in all the best ways. Come experience what makes this corner of Vermont so special.

Listed by Sarah MacLeod of Four Seasons Sotheby's Int'l Realty

MLS Number 5075961

• Residential Single Family
• Full Bath 3
• Address 13 Barn Road
• Construction New Construction
• Bedrooms 4

New construction with soaring 20-foot vaulted ceilings and a dramatic wall of windows showcase breathtaking views of Mount Mansfield, Camel's Hump, and the Green Mountains, filling this home with natural light and Vermont's iconic scenery. The energy-efficient Mansfield model offers nearly 3,000 sqft. of beautifully designed living space with 4 bedrooms and 3 bathrooms. An open floor plan features vaulted ceilings, a chef's kitchen with an oversized island, and a morning kitchen providing additional workspace and storage. The first-floor primary suite is a private retreat with 10' ceilings, a luxurious 5-piece tiled bath, an expansive walk-in closet, and direct access to the rear deck - perfect for enjoying the mountain backdrop. High-end standard features include an electric fireplace, engineered hardwood and tile flooring, 9' second-floor ceilings, laundry cabinetry, Marvin windows, and enlarged covered decks. Located in Hillside East in South Burlington, one of the nation's first 100% fossil fuel- and carbon-free neighborhoods, this O'Brien Brothers home is built to pursue Energy Star and U.S. Department of Energy Zero Energy Ready Home (ZERH) certification, blending sustainability, comfort, and elevated mountain-view living. Prices subject to change. Photos are likeness only.

Listed by Lipkin Audette Team of Coldwell Banker Hickok and Boardman

MLS Number 5080872

• Multifamily
• Address 14 Barrows Road
• Units 4
• Acreage 0.91
• Square Feet 9,013

Seize a rare opportunity to own a versatile multi-unit property at the base of the Von Trapp Family Lodge hill in Stowe, VT, ideally positioned for activities in all seasons.This prime location features a cozy 60-seat restaurant and bar, complete with a picturesque outdoor stone patio that offers stunning views, perfect for aprs-ski gatherings in winter, and enjoying warm breezes & soft natural lighting in spring & summer. Designed for multi-use, this property is well-suited for various business ventures, capitalizing on the vibrant winter tourism that attracts both locals and visitors. The fully equipped commercial kitchen is ready for a seamless transition, allowing you to cater to the seasonal influx of guests and skiers eager for warm meals and drinks after a day of outdoor fun. Additionally, the property includes four one-bedroom residential units that present excellent potential for supplemental income, making it a smart investment during the busy winter months. With ample two-level parking available, your guests will have convenient access to everything this location has to offer. Located at the intersection of Barrows Rd and Luce Hill Rd, this property enjoys high visibility and is sure to be a lively hub, especially during the winter season. Don’t miss this exceptional chance to invest in a multi-unit, multi-use property in one of Stowe’s most desirable destinations!

Listed by Trombley & Day Group of BHHS Vermont Realty Group/Morrisville-Stowe