Very Cool Houses

MLS Number 5092084

• Land
• Address 00 Montgomery Road
• Acreage 52.61
• Area VT-Bennington
• Utilities None

A rare opportunity to own one of the most extraordinary parcels in the region. High Meadows Farm encompasses sweeping open meadows, mature woodlands, and truly breathtaking 360-degree views stretching from Mount Greylock to the south, Mount Anthony to the north, the Taconic Ridge to the west, and Dome and Pine Cobble to the east. Wander a secluded birch-lined pathway, discover a magnificent century-old oak tree, and follow the gentle brook that borders the property. This remarkable landscape offers a rare combination of privacy, natural beauty, and accessibility. Create an incomparable estate overlooking the mountains, or take advantage of the property's three ready-to-build lots to establish a family compound nestled among meadows and woodland. Whether envisioned as a private retreat, legacy property, or development opportunity, High Meadows Farm provides an exceptional setting unlike any other. Ideally located just 7 minutes from Williamstown, 15 minutes from Bennington, and 45 minutes from Albany, this peaceful paradise offers the perfect balance of seclusion and convenience.

Listed by Ann Greenwood of Alton + Westall Real Estate Agency,LLC

MLS Number 5093962

• Residential Single Family
• Full Bath 2
• Address 995 Dorset Street
• Construction Existing
• Bedrooms 5

Some homes just have it all and 995 Dorset Street is one of them. This gorgeous Victorian offers the rare combination of timeless character, modern updates, income potential, and a South Burlington location that simply can't be beat. The first floor flows beautifully and is anchored by an updated kitchen with chef quality stainless steel appliances and custom cabinetry, a formal dining room perfect for entertaining, and an oversized living room with the kind of space that invites everyone to stay a while. If our custom painting is not your style, we are happy to offer a concession to repaint the interior. Step outside to the secret garden oasis and take in the lush, surprisingly private lot beautifully landscaped with mature trees, perennial gardens, pathways, and a patio area ideal for outdoor dining. The second story deck offers the perfect gathering spot for warm summer nights, your personal retreat above it all. Upstairs, the second floor delivers three generous bedrooms, a full guest bath, a large game room, and a stunning primary ensuite with jetted tub. Then there's the bonus that sets this property apart from everything else on the market: a separate ADU unit and a finished basement with direct access to the garage, giving you an additional income stream and the flexibility to house extended family. Live in the main home, offset your mortgage with the short-term rental. The income potential is exceptional. Location? As good as it gets in South Burlington. Directly across from Cairns Arena, baseball and soccer fields, and just minutes from all area schools, restaurants, shopping, and I-89. This is a dream home that also makes financial sense. Don't let it pass you by.

Listed by Cole Elwood of KW Vermont

MLS Number 5094619

• Residential Single Family
• Full Bath 3
• Address 181 Route 11
• Construction Existing
• Bedrooms 2

Perched on 6.3 private acres with sweeping views of Mt. Equinox, this custom post-and-beam home offers a rare combination of craftsmanship, energy efficiency, and natural beauty. Bordering the Green Mountain National Forest on two sides and located just minutes from Manchester, Bromley, and Stratton, the property delivers a secluded mountain retreat without sacrificing convenience. Built in 2012, the home was engineered for durability and year-round comfort. Exposed timber framing, soaring ceilings, and expansive windows frame the mountains, creating a light-filled, open-concept environment designed for both everyday living and entertaining. The main level is centered around a dramatic great room with vaulted ceilings and mountain views, complemented by a spacious primary suite and the ease of single-level living. Upstairs, an oversized loft overlooks the main living area and connects to a private guest bedroom suite. The finished walkout lower level adds exceptional flexibility with multiple finished rooms, a full bath, kitchenette, recreation space, fitness area, and direct access to the surrounding landscape. A three-season sunroom provides additional space to relax and enjoy the changing seasons, while outdoor decks and patios create seamless connections to the natural setting. Built to a high-performance standard with a HERS rating of 39, the home features SIP wall and roof construction, an insulated concrete form foundation, standing-seam metal roof, central air conditioning, and outstanding energy efficiency. Combining architectural character, modern performance, and a spectacular mountainside setting close to skiing, hiking, golf, dining, and shopping, this property captures the very best of four-season Vermont living.

Listed by Jonathan Minerick of homecoin.com

MLS Number 5095537

• Multifamily
• Units 3
• Bathroom 3
• Acreage 0.09
• Square Feet 2,632

Fully Leased Burlington Triplex Near UVM | 8.0% Cap Rate | 10 Bedrooms Rare opportunity to acquire a fully leased 3-unit multifamily investment property in Burlington, Vermont, located just 4.5 blocks from the University of Vermont and within walking distance of Downtown Burlington. Offering an attractive 8.0% cap rate, this turnkey investment features 10 bedrooms across three units and is fully leased through May 2027 with signed leases and parental co-signers in place. Positioned in one of Burlington's strongest rental markets, the property benefits from consistent demand driven by its proximity to UVM, downtown employment centers, restaurants, entertainment, and public transportation. The building maintains a strong occupancy history and is currently 100% occupied. Property features include: 3-unit multifamily / triplex 10 total bedrooms 8.0% cap rate Fully leased through May 2027 Signed leases with parental co-signers 7 off-street parking spaces, including detached garage Coin-operated laundry for additional income Hardwood floors throughout Original built-in cabinetry and woodwork Three porches No-smoking property No-animal policy Strong rental history and occupancy record Operating expenses are enhanced by tenant-paid utilities, with tenants responsible for electricity, natural gas heat, and internet service. This Burlington multifamily investment combines stable cash flow, strong in-place income, and long-term appreciation potential in a highly desirable walk-to-campus location. The combination of an 8.0% cap rate, 10-bedroom configuration, ample parking, tenant-paid utilities, and leases secured through May 2027 makes this a compelling opportunity for investors seeking immediate returns and predictable income. Investment Highlights Burlington, Vermont University of Vermont (UVM) location Walk-to-campus investment property Fully leased through May 2027 8.0% cap rate 100% occupied Tenant-paid utilities Coin-operated laundry income Downtown Burlington

Listed by Chad Dion of Chad Dion Real Estate

MLS Number 5092556

• Residential Single Family
• Full Bath 4
• Village Brownsville
• Address 310 Pierce Hill Road
• Construction Existing

With sweeping views of Mount Ascutney, this exceptional home offers the Vermont lifestyle so many buyers dream of. A place where family and friends gather, traditions begin, and every season brings new adventures. Thoughtfully expanded over time, it blends two living spaces into one inviting home, offering generous room to be together while providing comfort and privacy for everyone. The newer addition features an open concept kitchen, dining, and living area anchored by a custom stone fireplace and dramatic floor to ceiling windows framing the mountain views. A sun-filled deck invites morning coffee, summer entertaining, or cozy aprs ski evenings. The primary suite is a private retreat with its own deck, ensuite bath, walk in closet, and dedicated office. The original wing offers four additional bedrooms, a kitchen, living area, and its own deck, creating an ideal space for guests or extended family. Whether enjoyed as one expansive residence, configured for private guest accommodations, or explored for its income-producing rental potential, the flexible layout adapts to a variety of lifestyles. Located in the heart of Brownsville. Just minutes from Mount Ascutney's trails and outdoor recreation, and within easy reach of Woodstock, Okemo, Killington, and the Upper Valley, this is a rare opportunity to own a true Vermont retreat where unforgettable memories are made all year long, with the added flexibility of potential rental income when you're away.

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

MLS Number 5103949

• Residential Single Family
• Full Bath 2
• Address 343 Black Bear Run
• Construction Existing
• Bedrooms 3

Set at the end of a quiet road just south of Stowe Village, this well-maintained three-bedroom home enjoys a peaceful setting abutting conserved land and an extensive trail network. Thoughtfully updated over the years, the floor plan centers on a newly renovated kitchen and inviting living room anchored by a wood-burning fireplace. Three bedrooms and an office comfortably accommodate family and guests, while two covered porches invite morning coffee, evening reading, or simply relaxing in the quiet surroundings. The spacious backyard provides room for gardening, recreation, or unwinding amid the natural setting. With convenient access to Stowe Mountain Resort, Trapp Family Lodge, Cady Hill Forest, shopping, and dining, this home offers a wonderful combination of location, privacy, and value.

Listed by Meg Kauffman of LandVest,Inc.

MLS Number 5103229

• Residential Single Family
• Full Bath 2
• Address 39 Snowy Owl Lane
• Construction Existing
• Bedrooms 5

Experience the best of mountain living at this exceptional custom residence in Hawk Resort, offered fully furnished for a turnkey opportunity. Set on 1.33 private acres with seasonal views of Lake Amherst and Okemo Mountain, this impeccably maintained home offers over 3,500 square feet of thoughtfully designed living space between Okemo's Jackson Gore Base and Killington's Skyship Gondola. Built with an uncompromising commitment to quality, craftsmanship, and energy efficiency, where exceptional construction extends beyond what meets the eye. Carefully engineered for Vermont's climate, every detail was carefully considered, from its superior mechanical systems and premium materials to the care and improvements that have kept the property in exceptional condition. The kitchen, dining area, and great room flow effortlessly together, making it the heart of the home and creating an inviting space where family and friends gather together. The home features soaring cathedral ceilings, expansive windows, and a dramatic floor-to-ceiling stone fireplace. The great room and primary bedroom provide access to the three-season porch and expansive composite deck, creating effortless indoor-outdoor living. The lower level is complete and features a walkout to a beautifully crafted paver patio, where you can enjoy the property's serene natural setting year-round. Offering five bedrooms, two full and one three quarter baths, a flexible floor plan includes a finished walkout lower level with a spacious family room, a recreation area, a dedicated office, and ample space for family and guests, and 5 zone heating and cooling on the main level . Meticulously landscaped grounds, a paved driveway, and an exceptional 34'x28' garage with extra-deep bays allowing room for vehicles, recreational equipment, a workshop, and extensive storage above. A rare offering where timeless craftsmanship, exceptional quality, and an unmatched mountain lifestyle come together in one remarkable property.

Listed by Heidi Matusik of Ski Country Real Estate

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