Very Cool Houses

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 4989182

• Residential Single Family
• Full Bath 2
• Village Quechee
• Address 399 Bentley Road
• Construction New Construction

The Evergreen at Mountain Stream - Currently under construction at 399 Bentley Road, the Evergreen offers 2,709 square feet of contemporary living across two finished levels, paired with a detached two-car garage. A long, low silhouette under a standing-seam metal roof, composite board-and-batten siding, and oversized windows give the home a distinctly modern presence - clean architectural lines softened by the surrounding forest. The main level opens to expansive living, dining, and kitchen areas anchored by a Wittus Shaker wood stove and stretching out to a generous deck designed for entertaining or for quiet mornings beneath the trees. A primary suite sits alongside three additional bedrooms and two more full baths, delivering true single-level living whenever so desired. The walkout lower level adds a fifth bedroom, full bath, family room, flex space, laundry, and generous storage - exceptional flexibility for family, guests, and four-season Vermont living. Interior finishes are uncompromising throughout: hand-applied skim-coat plaster walls for a refined, seamless finish; wide-plank white oak floors; custom tilework in the kitchen and all bathrooms; natural stone countertops on every kitchen surface and vanity; and thoughtful, high-quality millwork in every single room. Built to perform as beautifully as it lives, the Evergreen features high-efficiency construction with R-30 wall insulation and R-60 in the cap, delivering year-round comfort and meaningful energy savings. Located within Quechee Lakes, owners enjoy access to two championship golf courses, an alpine ski hill, tennis, pickleball, and paddle facilities, lake and river recreation, and an extensive year-round network of hiking, biking, and Nordic ski trails. Mountain Stream represents a new chapter at Quechee Lakes - architecturally considered homes built by a developer committed to craft, performance, and longevity. This Is The Place. Photos are renderings only. CO expected 6/1/2026

Listed by Richard Higgerson of Higgerson & Company

MLS Number 5087874

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

Set on 18 private acres, Popple Dungeon is a distinctive Vermont property offering the feel of a true country retreat. Owned by one family and designed and built by its owner, the Williamsburg-style reproduction Saltbox reflects a deep appreciation for traditional craftsmanship and enduring design. Inside, the home is defined by warm, handcrafted details-wide-plank wood floors, paneled walls, layered moldings, and reclaimed beams create a sense of comfort and authenticity throughout. The scale and layout offer a balance of inviting gathering spaces and quieter rooms, well-suited for both everyday living and hosting. Originally operated as a bed-and-breakfast, the home was thoughtfully designed to welcome guests while maintaining a natural flow and sense of privacy. The surrounding land provides a peaceful and private setting, with stone walls, established gardens, wildflowers, fruit trees, and a blueberry patch woven into the natural landscape. Open areas and wooded sections create a property that feels both curated and comfortably natural, offering space to explore, relax, and enjoy Vermont's changing seasons. A guest house and dedicated woodworking barn add to the property's appeal, offering flexibility for hosting, hobbies, or creative pursuits. Ideally located near the charming village of Chester, the property offers convenient access to year-round outdoor recreation, including skiing, hiking, biking, fishing, and scenic trails. Throughout the home, the builder's attention to detail is unmistakable, with thoughtfully crafted custom woodwork and timeless finishes that reflect a genuine commitment to quality and design. Quiet, private, and rooted in tradition, this is a property well suited for those seeking a classic Vermont retreat and lifestyle.

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

MLS Number 5091076

• Residential Single Family
• Full Bath 4
• Address 163 Chapin Road
• Construction Existing
• Bedrooms 4

Set on over 10 private acres with access to an additional 26 acres of common land, this exceptional 4-bedroom, 5-bathroom Essex property offers a rare combination of privacy, flexibility, and everyday convenience. Located just minutes from local amenities with an easy commute to Burlington, the University of Vermont Medical Center, and Burlington International Airport. With over 6,000 square feet of living space, the home was thoughtfully designed for both entertaining and comfortable daily living. Soaring cathedral ceilings and expansive windows fill the main living areas with natural light, anchored by a dramatic floor-to-ceiling stone fireplace. The kitchen features rich wood cabinetry, stainless appliances, generous counter space, breakfast bar seating, and a sunny breakfast nook, all flowing easily into the formal dining room and spacious living area. A screened porch and expansive wraparound deck extend the living space outdoors. A standout feature of the home is the flexible first-floor layout, including a guest suite with vaulted ceilings, en suite bath, and direct deck access ideal for guests or a comfortable first-floor primary option. A dedicated den or office adds even more versatility. Upstairs, the primary suite includes a gas fireplace, walk-in closet, and spacious bath with soaking tub, along with two additional bedrooms and second-floor laundry. The finished walkout lower level offers exceptional bonus space with a fireplace, bar, game room, gym, and additional flexible areas for entertaining, hobbies, or guests. Outdoor features include an attached heated garage, stone patio, reinforced deck with hot tub hookup, gas grill hookup, pole barn ideal for equipment or RV storage, and a detached barn/2-car garage with finished space above and a 3/4 bath. Perfect for hobbies, studio space, guests, or flexible use. A truly special Essex property offering exceptional space, privacy, and opportunity both inside and out.

Listed by Nancy Warren of Coldwell Banker Hickok and Boardman

MLS Number 5091196

• Residential Single Family
• Full Bath 3
• Construction Existing
• Bedrooms 7
• Bathroom 6

The Hickory Ridge House is a Federal Masterpiece. Own a definitive piece of Vermont history with this 1808 Federal-style estate, proudly listed on the National Register of Historic Places. For decades, it was a B&B. It could still be used as a very upscale, sophisticated country Inn. While its soul remains rooted in the 19th century, its heart beats with 21st-century innovation. This meticulously restored residence features a newer roof, solar panels, and a Tesla Powerwall, offering a level of energy independence rarely found in historic homes. The interiors are a masterclass in "refined rustic" design. Five spacious bedrooms are anchored by a chef's kitchen where rough-hewn textures meet polished, modern finishes. Outside, the lush grounds are a perennial paradise of fruit trees and colorful flowers. For those seeking the ultimate family compound, a charming two-bedroom cottage is on the premises. Located just moments from one of the most vibrant villages in Vermont, with world-class performances at Yellow Barn and the legendary pies of Green Mountain Orchards, this isn't just a home-it's a front-row seat to the best of Putney. More photos of the Cottage and a full prospectus are available upon request.

Listed by Thom Dahlin of Berkley & Veller Greenwood Country

MLS Number 5066300

• Residential Single Family
• Full Bath 2
• Address 185 Maple Road
• Construction Existing
• Bedrooms 4

Discover your mountain escape! This beautifully renovated 4-bedroom, 4-bath contemporary ski home is being sold fully furnished and ready for immediate enjoyment on a 1.2-acre lot offering the perfect blend of ski town charm and high-end modern living, minutes from Stowe Mountain Resort. The cook's kitchen features Viking appliances, granite countertops, and cherry cabinets. Cozy up to the beautiful wood-burning stove while enjoying details like maple hardwood floors and a large welcoming mudroom with heated stone flooring. This home has bedrooms and bathrooms on all three levels so there's plenty of room for everyone! Watch the SMR Snowcats groom the mountain from the hot tub on the deck. Ownership perks include a community swimming pool and tennis court, and 2 pickleball courts. Easy access to swimming holes and great hiking. A great opportunity in Vermont! Listing agent related to seller.

Listed by Ferrara Libby Team of Coldwell Banker Hickok and Boardman

MLS Number 5090534

• Residential Single Family
• Full Bath 1
• Address 39 Eagle Ridge
• Construction Existing
• Bedrooms 5

5.7 beautiful acres just off of Morse Hill Road where the southern exposures are to behold, a warm and inviting modern designed residence, post and beam barn and sweeping mountain views await your attention! The 5 Bedroom mostly ensuite house features the grand open concept where living areas are spacious and distinctive areas yet transition beautifully from space to space with newly finished hickory flooring and all areas are walking out to a great deck that overlooks the bucolic 5.7 acres. There's stone walls, easy perennial gardens, the classic red barn, some fruit trees, a small pond, and meadow. Plenty of room to maximize it's potential for vegetable beds... a pool... or any lifestyle whimsy. The great-room marble cooks kitchen has vast cabinetry and upgrade stainless appliances, the dining room would entertain large or small gatherings with ease and the step down living room with cathedral wood ceiling and massive stone hearth wood burning fireplace is lovely with warm natural light. There's an office, powder room and laundry room convenient to the central family command center. The primary suite is quite luxurious with the soaking tub, separate stone shower, double vanity and walk in closet. There are two ensuite bedrooms upstairs boasting new baths. The lower level sun soaked family room can work for recreation, lounging, media, or exercise... there's two other lower level bedrooms or one is considered more in line with flex-space such as a second office. There is a new bath there as well! All baths are just finished. Add central air, the three car attached garage, with and work-shop/studio extension, the fantastic barn that also has a work-shop addition where parties can be had with a separate drive. The possibilities are endless in how this property and house can be utilized. Easy single floor living for the empty nester with plenty of room for the generations to reappear, or a terrific family home. Mountain Views! Welcome to 39 Eagle Ridge!

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

MLS Number 5093229

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

Perched atop a scenic hill on over 60 acres of pristine countryside, this exceptional Timberpeg home offers breathtaking views of Jay Peak and the perfect blend of luxury, efficiency, and rural elegance. Surrounded by sweeping views and abundant privacy, this extraordinary property combines timeless craftsmanship, modern efficiency, and the tranquility of Vermont's countryside, creating a truly rare opportunity to own a one-of-a-kind estate. Designed for comfort in every season, the home features radiant heat, hot water baseboard heat, four mini-split units, a propane fireplace, and a standby generator for peace of mind. Additional quality features include a drilled well, 200-amp electrical service, central vacuum system, and a radon mitigation system already in place. The thoughtfully designed floor plan offers convenient first-floor living with a spacious primary suite and laundry room on the main level, while three additional bedrooms upstairs provide ample space for family and guests. The heated two-car garage adds year-round convenience. Equestrians and hobby farmers will appreciate the beautiful horse barn located a short distance from the main residence, offering endless possibilities for horses, livestock, or equipment storage.

Listed by Larry Faust of Big Bear Real Estate

MLS Number 5072983

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

A private Vermont sanctuary set on over 40 acres of meadows, rolling hills, stone walls, and mature forest. This sophisticated modern farmhouse offers rare peace, privacy, and natural beauty, and sweeping seasonal views from every room. Designed to blend seamlessly into the land, the light-filled home features expansive Marvin windows and refined custom finishes throughout. The chef's kitchen includes custom inset cabinetry, marble countertops, a Sub-Zero refrigerator, Viking range, and a walk-in pantry with walnut counter and beadboard ceiling. The primary suite offers a cathedral ceiling and tranquil views, with a spa-like bath featuring marble floors and a clawfoot soaking tub. Two additional bedrooms, a full bath, and laundry complete the second floor. Recent 2025 updates include a standing-seam metal roof and mini-split systems throughout. Property is offered fully furnished with nearly new pieces from Pottery Barn and West Elm. A rare opportunity for those seeking privacy, beauty, and understated Vermont luxury. All measurements approximate.

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

MLS Number 5058749

• Residential Single Family
• Full Bath 3
• Address 932 Mcnamara Road
• Construction Existing
• Bedrooms 4

Tucked away at the end of a gently curved, tree-lined drive, this exceptional contemporary home blends timeless elegance with Vermont charm. A welcoming paver patio leads to the informal entry, while a marble pathway guides you to the striking formal entrance and grand foyer. Inside, locally sourced marble floors flow into rich cherry hardwoods, setting the tone for quality throughout. Soaring ceilings extend from the foyer into the formal living room with a wood-burning fireplace and into the relaxed family room, where a second fireplace with a dramatic floor-to-ceiling brick hearth creates a warm gathering space. The formal dining room opens to an expansive eat-in kitchen, designed with generous counter space for cooking, entertaining, and daily living. The serene primary suite offers oversized windows and a charming pellet stove, while the spa-like bath includes a soaking tub, walk-in shower, double vanity, and ample closets. A private guest suite with its own bath and a laundry/utility room complete the first floor. Upstairs are two additional guest bedrooms, a full bath, and a spacious recreation room with wet bar and wood finishes-ideal for a pool table or media space. A detached, heated and cooled studio offers the perfect home office, art studio, or retreat. Nestled on 5 picturesque acres and just a short stroll to the Equinox Highlands Natural Area, this property balances sophistication, comfort, and Vermont lifestyle. NEW ROOF and exterior maintenance all updated for new buyer!

Listed by Britt Wohler of WOHLER REALTY GROUP, Martina Dvorak-Grattan of Wohler Realty Group