Very Cool Houses

MLS Number 5049627

• Residential Single Family
• Full Bath 2
• Construction Existing
• Bedrooms 5
• Bathroom 4

Discover your Vermont sanctuary just 2 miles from stunning Lake Bomoseen and a short drive to the scenic Half Moon State Park! This exceptional home offers a perfect blend of natural beauty and luxurious comfort nestled within over 80 acres of lush land. Imagine waking up to breathtaking water features - a deep spring-fed pond, a majestic fifty-foot waterfall, and a tranquil year-round brook gently flowing behind the house - that create a peaceful, inspiring setting every day. This unique property boasts three distinct living areas, centered around a serene interior stone garden that invites relaxation and connection. The main house, an inviting guest wing, and a spa/living area with a swim-current pool, plunge pool, entertainment zone, cozy caf, and exercise area give everyone space to enjoy. Throughout, you'll find exceptional finishes and thoughtful upgrades, including a modernized primary kitchen, solar energy system, and mini-splits for ultimate comfort. With up to five bedrooms and separate spaces for privacy, this home is designed for creating lifelong memories in harmony with nature. The property’s expansive land offers endless outdoor adventures and privacy in a beautiful Vermont setting. Don’t miss this once-in-a-lifetime opportunity! Schedule your showing today and experience firsthand this one-of-a-kind Vermont retreat - your dream home awaits!

Listed by Michael Johnston of Coldwell Banker Hickok and Boardman

MLS Number 5100663

• Residential Single Family
• Full Bath 1
• Address 791 Journey End
• Construction Existing
• Bedrooms 4

Imagine wrapping up a day on the slopes and rolling home to your own slice of Mendon serenity; 3 bedroom, 2.5 baths and 2,244 square feet of modern luxury waiting down a long dirt driveway for you. This thoughtfully built home puts craftsmanship front and center. Radiant floors warm the main level, the three car garage, and the basement alike. The basement is an expansive, wide-open canvas ready to finish; with plumbing already in place to add a wet bar. A modern farmhouse aesthetic sets the tone throughout, beginning with an open floor plan, designer kitchen offers striking finishes with genuine functionality including a huge island, open to the living/dining areas with mountain views off the back balcony or front porch, Slip away to your primary suite featuring a soaking tub, unique large shower and huge walk-in closet. A practical mudroom is great for ski gear plus a huge upper bonus room. Equestrians, rejoice...A dedicated horse barn, rolling pasture and privacy is increasingly hard to come by, framed by mature trees and mountain scenery but the Location seals the deal; Pico Ski Area is a mere 5 minutes away, while world-class Killington Ski Resort is just 10. Prefer fairways to powder? Green Mountain National Golf Course is a quick drive, and Rutland for shopping and dining.

Listed by Nancy Greenwood of Watson Realty & Associates

MLS Number 5102943

• Residential Single Family
• Full Bath 3
• Address 1508 Sugarhouse Road
• Construction Existing
• Bedrooms 6

This exceptional home offers a wonderful combination of old and new, where a historic 1860's farmhouse has been gutted and totally redone with great care. The result is a comfortable home that provides great areas for gathering as well as private spaces, featuring a total of 6 bedrooms. With all new insulation, wiring, and modern systems including the septic and waterthe property functions seamlessly like a brand new home. The original house now contains a lovely formal living room and a library separated by glass doors, as well as a welcoming eat-in kitchen complete with a walk-in pantry. There is also a fully enclosed Porch off kitch the top floor of this section accommodates two bedrooms and a half bath. Extending the living space a connection to the former barn/garage has been masterfully transformed into a family room with cathedral ceilings and a loft above, accompanied by two guest bedrooms and a full bath. Back on the main floor, you'll find a large primary bedroom suite complete with a 3/4 bath with double sinks, and a huge walk-in closet with an integrated laundry room. Continuing through the office and mudroom, you will find a dedicated home gym featuring a sauna and a half bath. Located over the 3-bay garage is a spacious apartment featuring an open main living area, a comfortable bedroom, an office, a 3/4 bath, and a separate laundry room. A composite deck provides wonderful outdoor living space and direct views of Burke Mountain. Equipped with both stairs and an elevator for access, this space is ideal for multi-generational living. The surrounding grounds are spectacular, offering a private firepit area in the back away from the house, multiple covered porches, and heated patio spaces that eliminate the stress of shoveling snow. there are 2 200 amp services in the house. All set on a 3-acre parcel showcasing grand views to the south of Burke Mountain. Thoughtfully designed with nothing lacking, this home must be seen to fully appreciate its quality.

Listed by Andrea Kupetz of Century 21 Farm & Forest/Burke

MLS Number 5077331

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

Encompassing over 200 acres of pasture and forest, Timberland Farm is anchored by an early 1800s farmhouse that feels at once timeless and lived-in, a place shaped by centuries of stories, music, and shared meals. The living spaces feel both intimate and generous, framed by hand-hewn beams and original wide pine floors. From the dining room to the music room, wood-burning fireplaces crowned with antique mantels add warmth and character, while the expansive kitchen hearth draws one in for easy conversation and board games. Built-in bookcases, plaster walls, wood paneling, and windows overlooking the land lend the house a quiet, grounded grace. The farmhouse also includes a lower-level guest apartment with a private entrance. Nearby, a charming guest cabin, once the town's blacksmith shop, provides a private haven for visitors. The barn has been thoughtfully reimagined and now houses a commercial kitchen, gym, and offices, offering flexibility for creative enterprise and agricultural ventures. A separate barn includes a woodworking shop. In recent years, pastureland surrounding the home and pond was reclaimed for grazing goats, restoring the agrarian rhythm of the property. Wildflowers and apple trees scatter the fields. A three-quarter-mile hike through the wood reveals a cool swimming hole. Additional woodland trails invite walking, snowshoeing, and foraging for berries, mushrooms and fiddleheads. Timberland Farm is a legacy holding, and very private, yet within easy reach of Stratton, Bromley, Magic Mtn. and Okemo. 17 miles from Manchester and 26 miles from Rutland Airport. 3 h from Boston and 4 h from New York. No showings through May 16th, 2026. Showings are by APPOINTMENT ONLY. Do not drive up the driveway to view the property. Home is owner-occupied and surveillance is in effect.

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

MLS Number 5094275

• Residential Single Family
• Full Bath 2
• Address 514 Robinson Road
• Construction Existing
• Bedrooms 3

Experience the essence of Vermont living at Lanes End Farm, a meticulously rebuilt farmhouse estate blending New England charm with modern luxury. Set at the end of a tree lined, town maintained gravel road, the property offers serenity, seclusion, and sweeping mountain views. Inside, an open plan creates effortless flow between the light filled kitchen, dining, and living areas. A wood burning fireplace anchors the living space, while west facing windows capture unforgettable sunsets. Step onto the wraparound rear deck, partially covered for all season use, to enjoy al fresco dining, stargazing, and the panoramic scenery. Upstairs, the primary suite provides a peaceful escape with a walk in closet and spa like bath. A separate guest wing with its own staircase includes two bedrooms and a full bath, ideal for hosting family and friends. Designed for today's flexible lifestyle, the home also features a bonus room over the heated 3 bay garage, perfect for an office, studio, or media lounge, and a finished walkout basement suited for a home gym, recreation, or guest space. Modern comforts include radiant heat, a second floor laundry room, and a whole house generator. The 73 acre property features a handsome two story Vermont barn with five or more stalls for equestrian use, hobby farming, or storage, along with a rustic cabin ready to become a guest house, studio, or caretaker's residence. Offered furnished with farm equipment negotiable, this beautifully maintained property is ready for immediate enjoyment. Located in the quintessential Vermont town of Shrewsbury, known for scenic beauty, historic farms, and its beloved general store, the property is a short drive to Rutland Regional Airport and world class skiing at Killington, Pico, and Okemo. Whether seeking a luxury farmhouse, country estate, equestrian farm, or four season retreat near major ski destinations, Lanes End Farm delivers an unmatched Green Mountain lifestyle.

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

MLS Number 5089684

• Residential Single Family
• Full Bath 2
• Address 1268 Myers Road
• Construction Existing
• Bedrooms 4

Welcome to your paradise! This exquisite 30 acre estate offers extreme privacy, a custom home with architectural details throughout, a modern 1 BR guest apartment, an oversized 2 car garage, top notch equestrian facilities, a trout pond, playhouse and the list goes on and on. The winding driveway leads one to an enchanting compound, as it opens to overlook the exclusive estate in all of it's glory. The 3 Bedroom, 4000SF home boasts 10 foot ceilings, with reclaimed antique oak pocket doors from a nearby mansion, inlaid floors, stained glass windows, arches and a custom cherry and granite eat in island kitchen. The foyer, gracious leads to the expansive living room and kitchen overlooking the fantastic spring fed pond... there is a main level primary suite, and second floor gathering space with pond-side balcony and 2 bedrooms. The finished basement hosts a family recreation room and a sauna. Equestrian facilities are comprised of a recently built barn with 4, 12 X 12 stalls boasting ThuroBed Matress Systems, as well as a 12 X 18 foaling stall, leaving room for additional stalls. Paddocks and pastures with Ramm Flex Fencing and a USDF regulation 20m X 60m dressage arena with sand and fiber footing. There's a large shed and a 5 acre pasture. There's so much room for storage or lifestyle expansion within the main house or the building hosting the detached garage and guest house as there is a full unfinished second floor that could expand studio, exercise and office needs. This special location is convenient to area amenities yet a total feel of being away from it all! Whether you are an equestrian, or you are looking for an idyllic homestead, a place to enjoy nature and peace, and/or a property that demonstrates Vermont beauty, one shall adore this property. It is conveniently 3 hours from NYC, 1 hour from the Albany airport, and 25 minutes from Manchester, all while still feeling a world away! West Mountain Views are engaged wherever one is on the property!

Listed by Laura Beckwith of Josiah Allen Real Estate,Inc.

MLS Number 5097802

• Residential Single Family
• Full Bath 2
• Address 20 Blackberry Lane
• Construction Existing
• Bedrooms 5

Welcome home to this spectacular, multi-level property in Bromley Village, a private slopeside community in Peru. Conveniently located just a short walk to/from Bromley Mountain's ski slopes, the Village Clubhouse, and across from the Village pond. A well designed layout which features 5 Bedrooms (including two En-suites), a total of 5 Bathrooms, multiple spacious Living areas, and a fabulous 2-story Deck with outdoor shower. This property is the ultimate vacation or year-round residence with no detail overlooked. A Fabulous, grand Main Living area with high ceilings features a wood-burning Fireplace in the Living room which is open to the large Dining room w/ sitting area, wet bar and sliders to the expansive, 2-level Deck with lovely mountain views. The chef's Kitchen has professional appliances (Thermador gas cooktop and dual ovens, Sub-Zero refrigerator, and Bosch dishwasher), custom cabinetry, and gorgeous soapstone counters. The two En-suites are located off the main living area, including the Primary suite which features a whirlpool tub, sauna, and an adjoining office or dressing area. A Loft overlooks the Living room. Two additional Bedrooms, two Bathrooms and the main Entrance of the home are on the first level. The Lower level offers a spacious Family room w/ walkout, Guest Bedroom, Bathroom, storage and utilities area w/ a high efficiency, hot-water based heating system. The exterior of this home and grounds have been meticulously cared for and include many lovely mature trees, perennial gardens, metal sculptures, and a convenient circular driveway. Located on Blackberry Lane in Bromley Village which includes access to the Clubhouse w/ year-round fitness ctr. and lounge, seasonal heated pool, tennis courts, playground, sledding hill/fire pit in the winter, and Shuttle Bus service to/from the Bromley Base Lodge! Come see this amazing Bromley property!

Listed by Dylan Gage of Bromley Real Estate

MLS Number 5046390

• Commercial
• Year Built 1848
• Square Feet 14,861
• Acreage 3.5
• Area VT-Bennington

The historic Arlington Inn & Spa is the centerpiece of scenic Arlington, Vermont. It features a tavern, restaurant and massage spa room. There are 15 guest rooms in 3 buildings, and an antique event barn on over 3.5 beautifully landscaped acres. This unique property can easily be configured in many creative ways. It could remain as an inn with a restaurant and bar. It could become a restaurant and event destination for weddings and parties. And it would make a wonderful family compound or corporate retreat. In addition to three guest suites, the c. 1848 Main Inn offers a commercial kitchen serving formal and informal dining spaces and the fully renovated Deming Tavern. The romantic Tavern features an antique bar front crafted from a pulpit from the Old First Church in Bennington and Pullman Railcar lighting in a nod to Martin Chester Deming, the original owner of the property and a railroad magnate. While respecting historical detail, the current owners have added modern conveniences and updates. This includes underground utilities, fiber optic high-speed WIFI internet, SmartTV in every room, portable a/c units and USB port alarm clocks. Antique romance with 21st century upgrades! Guests are free to enjoy the front and back yards, patio areas, gazebo and beautiful perennial gardens. This special property is ready for the next stewards to take it to a new level! Please click on the "unbranded tour" link for a virtual tour of the property.

Listed by Vicki Wilson of Maple Leaf Real Estate

MLS Number 5046479

• Residential Single Family
• Full Bath 15
• Construction Existing
• Bedrooms 17
• Bathroom 20

The historic Arlington Inn & Spa is the centerpiece of scenic Arlington, Vermont. It features a tavern, restaurant and massage spa room. There are 15 guest rooms in 3 buildings, and an antique event barn on over 3.5 beautifully landscaped acres. This unique property can easily be configured in many creative ways. It could remain as an inn with a restaurant and bar. It could become a restaurant and event destination for weddings and parties. And it would make a wonderful family compound or corporate retreat. In addition to three guest suites, the c. 1848 Main Inn offers a commercial kitchen serving formal and informal dining spaces and the fully renovated Deming Tavern. The romantic Tavern features an antique bar front crafted from a pulpit from the Old First Church in Bennington and Pullman Railcar lighting in a nod to Martin Chester Deming, the original owner of the property and a railroad magnate. While respecting historical detail, the current owners have added modern conveniences and updates. This includes underground utilities, fiber optic high-speed WIFI internet, SmartTV in every room, portable a/c units and USB port alarm clocks. Antique romance with 21st century upgrades! Guests are free to enjoy the front and back yards, patio areas, gazebo and beautiful perennial gardens. This special property is ready for the next stewards to take it to a new level! Please click on the "unbranded tour" link for a virtual tour of the property.

Listed by Vicki Wilson of Maple Leaf Real Estate

MLS Number 5078509

• Commercial
• Address 40 The Common
• Year Built 1920
• Area VT-Windsor

A rare opportunity to own one of southern Vermont's most beloved hospitality landmarks. Located directly on the picturesque village green in historic downtown Chester, the iconic Fullerton Inn stands as the centerpiece of this charming New England village and offers a fully established turnkey business ready for its next steward. Set on 2.28 acres with access to the scenic Williams River, the property combines classic Vermont character with exceptional hospitality infrastructure. Guests gather in multiple inviting spaces including a spacious main dining room, a cozier secondary dining area, and a lively tavern and bar, creating a warm and memorable destination for locals and travelers alike. A large rear deck overlooking the grounds and river provides an ideal setting for outdoor dining, seasonal gatherings, and private celebrations. The inn features 20 guest rooms and suites, along with two separate owner or general manager apartments, offering flexible on-site living and management options. A professional commercial kitchen supports a full restaurant operation and catered events. Well known as a regional gathering place, the property also serves as a popular event venue for weddings, large parties, and cultural or civic celebrations. The inn even appeared as a filming location for the 2008 Hallmark movie Moonlight & Mistletoe. Offering 18,896 square feet of hospitality space in the heart of Vermont ski country, the Fullerton Inn benefits from year-round tourism, from winter skiers to the region's world famous fall foliage visitors. An extraordinary chance to own a true Vermont destination.

Listed by Patrick Kelley and Betsy Adamovich of Real Broker LLC

MLS Number 5082283

• Residential Single Family
• Full Bath 1
• Address 25 Buell Street
• Construction Existing
• Bedrooms 4

Lovingly and meticulously updated Victorian blends historic charm with refined contemporary living. Since 2019, this gorgeous home has been extensively renovated with a new kitchen, three new baths, new lighting, and efficient heat pump for whole house year-round comfort, all with new wiring and plumbing. All the work is done. Inside, exquisite unpainted woodwork, pocket doors, stained glass, and original hardwood floors create a warm, light-filled ambiance. Double wall construction creates a surprisingly quiet interior. The chef's kitchen, rebuilt to the studs, showcases custom cabinetry, Danby VT marble counters and large island, 4-burner gas range with griddle and electric oven, wine fridge, coffee bar, and original pantry - perfect for entertaining. The expansive primary suite is a sanctuary, featuring a spa-like marble bath with soaking tub, steam shower, heated towel bars, and radiant heat. Additional distinctive spaces include a soaring post-and-beam attic and “tower room” ideal for a studio, office, or retreat, plus a local quarried red stone basement with wine cellar and gym. Outdoors, enjoy a gracious wrap-around porch, private courtyard, and lush gardens. Ideally located near downtown, with easy access to shops, dining, the waterfront, UVM, Champlain College, and the UVM Medical Center. This rare blend of beautiful design, highest quality construction, and modern luxury features sets the stage for an exceptional urban lifestyle. City records reflect six bedrooms; there is a first- floor office with adjoining bath which could be a fifth bedroom. While a wonderful home, the property is located in the downtown zoning district allowing for a wide range of commercial, retail, hospitality uses.

Listed by Brian M. Boardman of Coldwell Banker Hickok and Boardman

MLS Number 5099478

• Residential Single Family
• Full Bath 2
• Address 344 Morrie Road
• Construction Existing
• Bedrooms 4

Experience the lifestyle so many people dream of when they move to Vermont-a slower pace, cleaner air, and an exceptional connection to nature. Built in 2023, this contemporary home is perfectly positioned to capture mountain views with a sunny southern exposure. Expansive floor-to-ceiling windows fill the home with natural light while showcasing south-to-southwest vistas and unforgettable sunsets. Located just 10 minutes from both Barre and Montpelier, you'll enjoy convenient access to shopping, restaurants, healthcare, and everyday amenities. Burlington and Burlington International Airport are an easy 50-minute drive away. The main level features cathedral ceilings and a wall of windows that frame the surrounding landscape. Designed for both entertaining and everyday living, the chef's kitchen offers a large granite island with breakfast bar, generous granite workspaces, premium appliances, and a walk-in pantry. A spacious mudroom connects to the oversized three-car garage, while the main level private primary suite enjoys views and a spa-inspired bath. The living room is anchored by a custom stone fireplace, creating warmth and character throughout the seasons. Radiant floor heating provides exceptional comfort. The second floor offers three additional bedrooms, a full bath, and a spacious family room where oversized windows continue to capture the magnificent mountain scenery. For buyers seeking an extraordinary Vermont lifestyle, the property may also be purchased as part of a remarkable 210 acre mini-farm offered at $1.295 million. This unique offering includes the contemporary residence, a beautifully renovated antique farmhouse, classic barns, a large modern metal barn, a hoop house, and extensive acreage creating endless opportunities for farming, recreation, equestrian pursuits, or a multigenerational family estate. The address is 183 Morrie Road, MLS#5099479. Be sure to watch the video for the properties!

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