Very Cool Houses

MLS Number 5096071

• Land
• Acreage 103.1
• Area VT-Windsor
• Utilities None
• PricePerSqFt 14064.02

They say land remembers. On Rush Meadow Road-where rolling fields meet the quiet rhythm of the seasons-there is a place that has been held, cared for, and passed down for over a century. This 103-acre estate is not something that was assembled. It was lived. Worked. Protected. For generations, it operated as a dairy farm, and the land still reflects that stewardship-lush hayfields, a ready-to-tap sugarbush, rich soil for gardening and beautiful solar exposure across every acre. It's the kind of property that continues to give, year after year. At its heart sits a classic Vermont farmhouse with 3 bedrooms and 1.5 baths, grounded by its traditional woodshed ell and surrounded by substantial garage and equipment space. It's practical, authentic, and full of quiet character-equally suited as a full-time residence or a welcoming guest house. To the west, the land opens into sweeping fields with one of the most compelling building sites in the region-long-range views stretching to Mt. Ascutney, expansive and uninterrupted. Whether you envision a private compound, a retreat, or preserving the land as it has been for generations, the setting invites something meaningful. Consider your dream home resting at the height of the land, the beginning to your own heritage. Moments from Brownsville, with easy access to trails across Ascutney Mountain, coffee at local favorites like the Butcher & Pantry, and the culture of Woodstock just 25 minutes down the road, this property offers both connection and complete escape. This is not simply a farm. It is a legacy-waiting for its next chapter

Listed by Katie Ladue Gilbert of BHHS Verani Upper Valley

MLS Number 5077720

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

Gorgeous, renovated Colonial offering exceptional flexibility, thoughtful design, and timeless charm. This beautifully updated property features a spacious main residence along with a stunning addition that includes a full in-law suite and a private studio above ideal for guests, extended family, a home office, or potential rental income. Solar panels installed above the garage power efficient mini-split systems, and a Tesla Powerwall provides added energy independence and peace of mind. The main house offers four bedrooms, a fabulous chef's kitchen with quality finishes and generous workspace, and warm, inviting living areas filled with abundant natural light. Magnificent views of Mount Anthony and the sweeping five-acre meadow below can be enjoyed from the kitchen, dining room, living room, and screened porch-where wildlife is often part of the daily landscape. A new large enclosed porch further expands the living space, creating the perfect setting to relax or entertain year-round. Set on 17+ picturesque acres framed by classic stone walls, the property offers lovely views, open meadow, and wooded privacy with ample outdoor space to explore and enjoy. A three-car detached garage provides excellent space for vehicles, storage, or hobby use, while a workshop and spacious woodshed add exceptional functionality. Equestrian enthusiasts will appreciate the charming pony barn and paddock, completing this truly special setting. A rare opportunity to own a beautifully expanded home with multiple living options, sustainable features, and breathtaking views in a serene and private landscape.

Listed by Kelley McCarthy of Mahar McCarthy Real Estate

MLS Number 5093727

• Residential Single Family
• Full Bath 1
• Construction Existing
• Bedrooms 3
• Bathroom 2

They say land remembers. On Rush Meadow Road-where rolling fields meet the quiet rhythm of the seasons-there is a place that has been held, cared for, and passed down for over a century. This 103-acre estate is not something that was assembled. It was lived. Worked. Protected. For generations, it operated as a dairy farm, and the land still reflects that stewardship-lush hayfields, a ready-to-tap sugarbush, rich soil for gardening and beautiful solar exposure across every acre. It's the kind of property that continues to give, year after year. At its heart sits a classic Vermont farmhouse with 3 bedrooms and 1.5 baths, grounded by its traditional woodshed ell and surrounded by substantial garage and equipment space. It's practical, authentic, and full of quiet character-equally suited as a full-time residence or a welcoming guest house. To the west, the land opens into sweeping fields with one of the most compelling building sites in the region-long-range views stretching to Mt. Ascutney, expansive and uninterrupted. Whether you envision a private compound, a retreat, or preserving the land as it has been for generations, the setting invites something meaningful. Consider your dream home resting at the height of the land, the beginning to your own heritage. Moments from Brownsville, with easy access to trails across Ascutney Mountain, coffee at local favorites like the Butcher & Pantry, and the culture of Woodstock just 25 minutes down the road, this property offers both connection and complete escape. This is not simply a farm. It is a legacy-waiting for its next chapter

Listed by Katie Ladue Gilbert and Allison Griep of BHHS Verani Upper Valley

MLS Number 5098168

• Condo
• Square Feet 1,836
• Bedrooms 3
• New Contruction Existing
• Village Ludlow

Welcome to South Face Village! True slopeside living at its best. This front-row, ski-in/ski-out 3-bedroom, 3-bath condo is literally on the slope. Walk out your front door, plop your skis or board down and head to the Sunshine lift. This gives you direct access to the South Face Express Quad. Inside this immaculate, turnkey unit is everything you'll want in your mountain chteau. Step in take off your boots hang up your coat and relax in the cozy living area in front of the gas fireplace while you take in the game or your favorite show. The kitchen is state-of-the-art, which any chef will appreciate. Stainless steel appliances, ample counter space, a working breakfast bar and beautiful cabinetry. You'll love the slopeside dining with two big windows to take in the outdoor action. The convenience of a first-floor bedroom and full bath will be great for guests or grandparents. Upstairs you'll find a second living space/family room. This is where the kids will take over. The bunkroom, washer/dryer, and 3/4 bath are right next to this fun space. The primary en-suite is just thatsweet! Overlooking the slopes you'll have a bird's-eye view of the day's conditions. The beautiful bathroom has a large walk-in shower with a seat, a double-sink vanity and more than ample closet space. This wonderful condominium shows quality through and through. The amenities are the crme de la crme, an outdoor heated pool and hot tub, an up-to-date workout facility and an incredible owners' lounge. This is the best and newest in slopeside communities, come take advantage of all South Face has to offer! You won't be disappointed.

Listed by Frank Provance of Diamond Realty

MLS Number 5099590

• Land
• Acreage 10.64
• Area VT-Lamoille
• Utilities None
• PricePerSqFt 136278.2

Discover a rare opportunity to build your ultimate Stowe retreat in one of Vermont's most coveted neighborhoods. Situated on 10.64 acres along Pinnacle Meadow Road, this exceptionally private property borders a pristine State forest, delivering scale, privacy and room for future vision. Thanks to its elevated, west-facing slope, the land boasts panoramic mountain views that capture the ski trails of Stowe Mountain Resort and the state's highest ridgeline. All necessary Town and State approvals are already secured for a custom five-bedroom luxury home designed by the renowned specialists at PASTELLA BURNS. This includes permitted tree clearing to further maximize the sweeping, expansive vistas. If you are seeking a uniquely private and serene location to bring your dream home to life, this spectacular property is a must-see.

Listed by Craig Santenello of Vermont Life Realtors

MLS Number 5101688

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

10 MINUTES TO STRATTON RESORT | 4BR main house, 1BR barn apartment, and separate restored vintage barn | Just minutes from Stratton Mountain Resort, this beautifully restored Vermont farmhouse blends authentic character, exceptional craftsmanship, and modern comfort. Once the summer residence of renowned art historian Meyer Schapiro, the property retains the riverside beauty and creative spirit that have long defined it. Thoughtfully renovated by Vermont Country Builders, the home preserves its historic soul while providing quality and efficiency suited for each season. The main house spans three finished levels. An expanded kitchen with soapstone countertops opens to a spacious dining room and cozy sitting area with gas fireplace. Original wide-plank floors, antique doors, and a classic clawfoot tub celebrate the home's heritage. Extensive improvements include modern insulation, electrical, plumbing, a new foundation, sheetrock, high-efficiency propane boiler, HRV ventilation, mini-splits, Marvin windows, and an improved floor plan. Additional upgrades include standing-seam roofs on all three buildings, custom gutters and snow guards, updated baths, custom built-ins, new appliances, and AZEK decks. A separate guest house, originally Schapiro's art studio, offers a self-contained one-bedroom apartment with SMEG appliances, in-unit laundry and private hot tub. Below is a large heated storage area and screened porch. The vintage barn has been stabilized and restored with parking and EV charger. Extensive stonework, thoughtful landscaping, gardens, decks, a stone patio, and welcoming front porch complement the setting along the Winhall River. Direct access to the West River Rail Trail makes it easy to walk, bike, swim, and explore right from home. Less than a mile from Honeypie and Rawsonville Market and only minutes from Stratton Mountain Resort. Listing agent is related to seller. See neighboring property MLS # 5101689.

Listed by Cheyanne Pugliese of The Haven Group

MLS Number 5089425

• Residential Single Family
• Full Bath 2
• Address 527 Sleighbell Lane
• Construction Existing
• Bedrooms 4

Set on over 11.5 private acres, this custom-built Colonial offers the kind of comfort, craftsmanship, and peace of mind that's increasingly hard to find. Thoughtfully designed and maintained since it was built in 2004, this home blends timeless style with practical features for everyday living. With over 4,300 square feet, the layout provides generous space without feeling overwhelming. The home is permitted for four bedrooms, with flexibility for additional rooms to accommodate guests, hobbies, or a home office. Five full bathrooms and a half bath ensure convenience for both residents and visitors. The main level is designed for ease and accessibility, featuring a spacious primary suite with a spa-like bathroom, complete with a soaking tub. A two-story great room with a striking floor-to-ceiling stone fireplace creates a welcoming gathering space, while hardwood floors and central air conditioning add comfort throughout. The kitchen is equipped with high-quality Viking appliances, ideal for those who enjoy cooking and entertaining. Outside, the property has been thoughtfully improved to enhance mountain views and to maximize natural light. Additional features include a heated two-car garage, a large laundry room, ample storage space, and a finished lower level with a recreation or fitness area that opens directly to a bluestone patio. An elevated screened porch offers a quiet place to relax and enjoy the surrounding landscape.

Listed by David Halligan of Four Seasons Sotheby's Int'l Realty

MLS Number 5103023

• Commercial
• Address 1229 Portland Street
• Year Built 1980
• Square Feet 15,616
• Acreage 5.52

Established commercial investment opportunity featuring an approximately 14,835-square-foot finished office building on 5.515 commercial acres. Located about one mile from the center of bustling St. Johnsbury and just minutes from Interstates 91 and 93, the property provides easy access throughout the region. The site has two entrances, two separate parking areas, and approximately 23,000 square feet of paved area. The size and layout of the lot may also offer potential for additional development, subject to state and local approvals. The lower level offers 18 offices, a large training classroom, server room, two utility rooms, three bathrooms, a kitchen, and separate break room. The upper level, which was recently renovated and updated by the tenant, includes 19 additional offices, a conference room, two storage areas, three bathrooms, a kitchen, and reception area. The property generated $317,898 in gross rental income during 2025 and offers a potential cap rate of approximately 19%, based on seller-provided income and operating expenses. The annual rent recently increased by 3% to approximately $332,274, or $27,689 per month. The current lease extends through July 31, 2029, includes annual CPI-based rent increases capped at 3%, and gives the tenant an additional five-year renewal option. The tenant currently pays for utilities, heat, water, sewer, landscaping, snow removal, and other property services. With strong existing income, 37 offices, extensive paved parking, excellent interstate access, and future development potential, this is a unique commercial investment opportunity. Income, expenses, NOI, cap rate, square footage, development potential, and lease information are based on seller-provided and municipal records. All financial information is subject to buyer verification.

Listed by Michael Jones of Coldwell Banker Commercial NNE Advisors

MLS Number 5096933

• Residential Single Family
• Full Bath 3
• Address 2643 Sugar Hill Road
• Construction Existing
• Bedrooms 4

A Private Vermont Sanctuary on 135 Spectacular Acres. Set on an extraordinary 135-acre parcel of rolling hills, open meadows, and peaceful woodlands, this lovely and stylish country retreat offers exceptional privacy and timeless Vermont beauty. Built in 1985, the contemporary home is enhanced by underground utilities that preserve the natural landscape and create a true sense of sanctuary. The interior features soaring vaulted ceilings, walls of windows that flood the home with natural light, and an open floor plan designed for comfortable living and entertaining. The beautifully renovated white kitchen flows seamlessly into the spacious family room, where rich brick flooring and two fireplaces create a warm and inviting gathering space. Offering four bedrooms and three full baths, the home features two primary suites-one on the first floor and another on the second making it ideal for family, guests, or multi-generational living. Originally owned by an equestrian, the restored historic barn has been thoughtfully converted into a five-stall horse barn with a spacious loft that has served as a basketball court and recreation area, offering endless possibilities. The solar energy system keeps electric costs to a minimum while underground power enhances the property's pristine appearance. Miles of open land provide opportunities for horseback riding, hiking, cross-country skiing, farming, gardening, or simply enjoying the abundant wildlife and spectacular mountain views. Located in one of Vermont's most desirable country settings, surrounded by beautiful homes and scenic landscapes, yet just minutes from world class skiing at Killington Resort, "The Beast of the East," and Okemo Mountain Resort. Manchester is nearby for upscale shopping, dining, galleries, and entertainment, while Rutland offers a vibrant downtown, renowned Farmers Market, the Paramount Theatre, excellent restaurants, and Amtrak's Ethan Allen Express with direct service to New York City.

Listed by Freddie Ann Bohlig of Four Seasons Sotheby's Int'l Realty

MLS Number 5094369

• Land
• Address B Prospect Street
• Acreage 38
• Area VT-Bennington
• Utilities None

A rare opportunity to own 38 stunning acres in the heart of Manchester Village, offering the perfect balance of seclusion, natural beauty, and convenience. A long, winding serpentine driveway gracefully leads to a beautifully manicured and ready-to-build homesite, creating a dramatic and private approach. Thoughtfully improved with underground power brought directly to the building site, a well, and a 7-bedroom septic design, this property allows you to begin planning your dream home immediately. As you explore the property, you'll discover a peaceful stream and a beautiful maple grove, enhancing its classic Vermont character and year-round natural appeal. From the homesite, enjoy magnificent views of Mt. Equinox and the Green Mountains to both the east and west, capturing breathtaking sunrises, sunsets, and the beauty of Vermont's changing seasons. A private trail from the property leads directly to Equinox Pond, where it connects to an extensive network of hiking trails. Privacy, views, and location come together in this truly exceptional offering.

Listed by Sunny Breen of Josiah Allen Real Estate,Inc.

MLS Number 5058749

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

It's SUMMER in Dorset and Manchester Vermont and this home screams opportunity ! NEW ROOF and exterior maintenance all updated for new owner! Situated in a most beautiful 5.4 acre setting of mature trees, landscaping and privacy, tucked away at the end of a gently curved, tree-lined drive. Located just over the Manchester Dorset town line, where Three Maple Drive becomes MacNamara, you'll experience the rare combination of private country living with the convenience of being in the Manchester Village or Dorset Village in 5 minutes. This well built and maintained residence offers an abundance of space and an open floor plan ready for you to create your legacy home. 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.

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