Very Cool Houses

MLS Number 5102722

• Residential Single Family
• PricePerSqFt 326.8
• Full Bath 1
• Address 3173 Brook Road
• Construction Existing

Rarely does an estate offer such an incredible convergence of residential potential, commercial agriculture, and investment opportunity. Spanning 81± surveyed acres with mountain views, brook frontage, a waterfall, and a private pond, the property features a custom 3,672± sq. ft. residence built in 2001 and first occupied in 2021. Offering a great design and layout with unfinished spaces ready for your finishing touches including the option to customize flooring using timber milled right from the land. The light-filled home boasts an open-concept layout, marble countertops, custom cabinetry, four bedrooms (or office options), passive solar design, four-zone hydronic heat, and expansive decks. Beyond the primary residence, the estate offers world-class commercial infrastructure powered by a high-capacity 100 GPM well. Included are four Dutch glass greenhouses for year-round growing plumbed for geothermal heating system, a nearly 4,900 sq. ft., two-story commercial warehouse with 600-amp power, upgraded transformer independent grow rooms, and high-efficiency climate controls. Farm-ready features include a 2-acre cut flower field, fenced pasture, chicken coop, separate commercial access drive, and a tiny home/employee site with existing utilities. With extensive recreational trails, mature timber, agritourism/event venue capability, and subdivision potential (subject to approvals), this exceptional retreat offers limitless opportunities for a family compound, specialty farm, or wellness sanctuary.

Listed by The Malley Group of KW Vermont

MLS Number 5100399

• Residential Single Family
• PricePerSqFt 615.38
• Full Bath 1
• Address 81 Fern Hill
• Construction Existing

Nestled in one of Dorset's most desirable private settings, this enchanting storybook Cape is a rare offering that beautifully blends timeless New England character with the relaxed elegance of Vermont living. Set amid seven picturesque acres, the property is surrounded by lush perennial gardens, magnificent specimen maples, and an extraordinary acre of mature pachysandra, creating a remarkable sense of privacy and natural beauty. At the heart of the home, the inviting living room is anchored by a classic colonial fireplace and opens to a slate terrace overlooking the garden, an idyllic setting for quiet afternoons or effortless entertaining. Filled with natural light, the dining room features elegant built-in cabinetry and flows seamlessly into the custom-designed kitchen, where a Dutch door leads to a covered porch perfect for morning coffee. A tranquil sunroom and charming powder room complete the first floor. Upstairs, the serene primary bedroom features its own fireplace and en suite bath, while a comfortable guest bedroom with adjoining bath provides a welcoming retreat for family and friends. A generous attic offers additional storage. The grounds are every bit as special as the home. A detached barn offers exciting possibilities for a guest cottage, studio, home office, or workshop, subject to applicable permits, while a charming colonial-style potting shed adds to the property's quintessential Vermont appeal. With seven acres to garden, wander, entertain, or simply enjoy the changing seasons, this is a property that invites you to slow down and savor its surroundings. Warm, welcoming, and rich with character, this distinctive Dorset property offers the privacy of a country retreat with the enduring appeal of one of Southern Vermont's most coveted communities. The owner is a Vermont licensed real estate agent.

Listed by Elena Atwill of Four Seasons Sotheby's Int'l Realty

MLS Number 5110051

• Residential Single Family
• PricePerSqFt 378.55
• Full Bath 3
• Address 80 Bear Ridge Road
• Construction Existing

Set on South Hill in Ludlow, this spacious country home offers the perfect combination of comfort, privacy, and convenience. With five bedrooms, each featuring its own en suite bathroom, there is plenty of room for family and guests. Enter through the welcoming mudroom, complete with ample storage for all your four-season gear, with direct access to the attached two-car heated garage. The main level features an inviting open-concept floor plan, with a kitchen flowing into the dining area and spacious living room. A wood-burning fireplace creates a warm gathering space, while glass doors open to a large deck overlooking beautiful mountain views. Also on this level is a convenient half bath and a private bedroom with a ¾ en suite bath. Upstairs, the primary suite features a full bathroom with a relaxing soaking tub. Two additional bedrooms each offer their own private bathrooms, providing comfort and privacy for everyone. The lower level adds even more living space with a family room, fifth bedroom, full bathroom, and generous storage. Located near Okemo Mountain, this home is ideally positioned for year-round recreation, from skiing and snowboarding to hiking, biking, and more. Just a short drive to Ludlow Village, you'll also enjoy easy access to local shops, restaurants, and everyday conveniences. Whether you're looking for a year-round residence, vacation retreat, or mountain getaway, this well-appointed home is ready to welcome you to Vermont. Visit the Okemo real estat community today. Taxes are based on town assessment. ROFR

Listed by Katherine Burns of William Raveis Real Estate Vermont Properties

MLS Number 5097942

• Residential Single Family
• PricePerSqFt 478.83
• Full Bath 1
• Address 38 Ordway Road
• Construction Existing

Sentinel Maples Farm- set on 123 acres, this timber-framed farmhouse offers a rare combination of craftsmanship, scale, and privacy in the Upper Valley. A pair of mature maple trees frames the entrance to the driveway, setting the tone for what follows: hand-hewn beams, cherry floors, and long views across fields, forest, and a private pond toward the surrounding mountains. Built by a local craftsman, the house showcases timber-frame construction throughout, with exposed post-and-beam ceilings running through the main living spaces. The living room opens onto a patio, extending the living space outdoors in warmer months. The kitchen features custom cabinetry and a Waterford Stanley luxury cook stove, imported from Ireland, paired with a farmhouse table and built-in shelving in the adjoining dining area. Wood floors and thoughtful craftsmanship carry through the rest of the home. The land is a mix of hardwoods, softwoods, and a sugar bush that the seller has tapped for many years, complete with a hobbyist sugar house tucked into the trees. A blueberry patch of roughly 50 bushes adds a charming touch to the property, while a private pond, ringed by woods and open meadow, anchors the landscape with mountains rising beyond. A post-and-beam equipment barn with a standing-seam roof rounds out the outbuildings, suited to the working side of a property this size. There's a quiet magic to 38 Ordway Road that's hard to put into words - the sound of the pond at dusk, the smell of the sugar bush in early spring, the weight of hand-hewn beams overhead. Some properties you buy; this one you inherit as a way of life. Schedule a showing today to experience it for yourself.

Listed by Carter Auch of BHHS Verani Upper Valley

MLS Number 5085625

• Residential Single Family
• PricePerSqFt 71.43
• Full Bath 2
• Address 14 School Street
• Construction Existing

Positioned in the vibrant heart of Bristol Vermont, this iconic former high school presents an exceptionally rare opportunity to acquire a fully leased, income-producing asset with both commercial use and residential zoning, offering multiple avenues for future value and flexibility. Assets of this scale, history, and versatility especially at an approachable price point are rarely brought to market. Steeped in heritage, the property has served the community since the early 1800s, evolving from its origins as a schoolhouse to Bristol High School and now the well-known Bristol Suites. Today, it is meticulously maintained and fully occupied, delivering immediate and stable income from day one. More than just a building, this is a true community hub. A diverse tenant mix including a chiropractor, skin care boutique, forest conservation office, yoga studio, fitness facility, and more drives consistent daily activity and creates a resilient, multi-industry income stream that supports long-term stability. The upper levels are currently configured as professional office suites and open studio spaces, while the lower level is anchored by a popular local gym, reinforcing visibility and steady use. Beyond its current income-producing profile, the property offers meaningful long-term optionality. With residential zoning in place, a future owner may explore conversion to apartments, a mixed-use redevelopment, or even repositioning the property as a distinctive single-family residence, subject to applicable permits and approvals. Its historic character, generous scale, central village location, and flexible interior layout create a compelling foundation for a one-of-a-kind private home or legacy estate. This is not just an investment, it is a scarce legacy asset with built-in income, community integration, residential potential, and meaningful upside in the Bristol, Vermont real estate market.

Listed by Kate Earley and Flex Realty Group of Flex Realty

MLS Number 5085622

• Commercial
• PricePerSqFt 63.84
• Address 14 School Street
• Year Built 1880
• Square Feet 18,780

Positioned in the vibrant heart of Bristol Vermont, this iconic former high school presents an exceptionally rare opportunity to acquire a fully leased, income-producing asset with both commercial use and residential zoning offering multiple avenues for future value. Assets of this scale, history, and flexibility, especially at an approachable price point are rarely brought to market. Steeped in heritage, the property has served the community since the early 1800s, evolving from its origins as a schoolhouse to Bristol High School and now the well-known Bristol Suites. Today, it is meticulously maintained and fully occupied, delivering immediate and stable income from day one. More than just a building, this is a true community hub. A diverse tenant mix, including a chiropractor, skin care boutique, forest conservation , yoga studio, fitness facility, and more drives consistent daily activity and creates a resilient, multi-industry income stream that supports long-term stability. Upper levels are configured as professional office suites, open studio spaces while the lower level is anchored by a popular local gym, reinforcing visibility and steady use. With residential zoning in place, investors have the added potential for apartment conversion, mixed-use redevelopment, or future repositioning. This is not just an investment, it's a scarce legacy asset with built-in income, community integration, and meaningful upside in the Bristol Vermont real estate market.

Listed by Kate Earley and Flex Realty Group of Flex Realty

MLS Number 5096204

• Residential Single Family
• PricePerSqFt 693.87
• Full Bath 1
• Address 2035 Mountain Road
• Construction Existing

For Sale By Owner: $1,199,000 Modern Trailside Sanctuary: 2035 Mountain Rd, East Burke 3+ Bed | 1.25 Bath | 1,728 SF + Expandable Walkout Basement | 3.4 +/- Acres 2022 custom Organic Modern home offers architectural sophistication & world-class recreation. True ski-in/skin-out capability with direct Kingdom Trails access, abutting state land adjacent to Burke Mountain Academy. Views of the iconic Willoughby Gap nestled in quintessential rolling Vermont fields. Interior Highlights: ~ Chef’s Inspired Kitchen: Open-concept, custom cabinetry, hand-crafted Cl zellige tile, marble island, soapstone counters, & a handcrafted Pinch Design London light fixture. ~ Premium Finishes: White Oak flooring throughout with multi-zone radiant heat, authentic Belgian reproduction entryway flooring, walk-in pantry, & a sleek propane stucco fireplace. ~ Athlete's Gear Room: Functional gear storage with built-in office space or ski tuning/bike maintenance area. High-Performance Infrastructure: ~ Vermont Efficiency code qualified, Energy Star-rated envelope, Marvin Ultimate triple-pane windows, & HRV air exchange. ~ 200-amp service, 12 GPM well, Staymat driveway, & extensive landscaping. ~ Expansion Potential: Septic/leach field designed & basement plumbed for a future 1-bed apartment/second kitchen in the walkout lower level. A turn-key, high-performance mountain retreat sold directly by owner.

Listed by Derek Greene of Derek Greene