A Legacy Slopeside Opportunity on Okemo Mountain
There are properties—and then there are legacy opportunities.
Offered in a location that simply cannot be replicated, this extraordinary 27-acre slopeside holding on Okemo Mountain represents a once-in-a-generation chance to own land directly on one of Vermont’s most coveted ski mountains. Positioned above Solitude Village, with acreage extending alongside the Sidewinder Trail and direct access to Okemo’s Mountain Road Trail, this offering occupies a setting that is as rare as it is remarkable.
This is not merely a home or a parcel of land—it is a visionary canvas set within a world-class alpine environment.
Unmatched Slopeside Position
The defining characteristic of this property is its true ski-in / ski-out access. With direct frontage along Okemo’s Mountain Road Trail and adjacency to the Sidewinder Trail, the land is fully integrated into the mountain’s trail network—placing it among the most exclusive slopeside properties in New England.
Very few properties in Vermont—and even fewer nationwide—offer this level of proximity and integration with a major ski resort. This is not land near the mountain. This is land within the mountain itself.
During winter months, access is via ski lift, underscoring the property’s authentic alpine nature. In the off-season, access is available via Mountain Road, allowing for maintenance, exploration, and long-term planning outside of ski season.
Natural Boundaries & Inspiring Views
The property’s northern boundary is defined by Coleman Brook, a mountain stream that adds both beauty and natural separation. This organic boundary enhances privacy while grounding the land in a timeless, natural setting.
The acreage enjoys excellent eastern exposure, with sunrise views that can be further expanded through selective clearing. The landscape transforms dramatically with the seasons—snow-covered winter slopes, vibrant green summers, and iconic Vermont fall foliage—ensuring year-round visual impact.
With 27 acres at your disposal, the property offers a sense of scale, seclusion, and flexibility that is almost unheard of on a ski mountain of this caliber.
A Property for Visionaries
This is not a turnkey offering—and it is not meant to be.
This is an opportunity for buyers who think beyond convention and understand the true value of irreplaceable location, land, and long-term potential. With the right vision, this property could become:
A private multi-generational family compound
A singular luxury slopeside estate
A distinctive investment or redevelopment opportunity
A mountain retreat designed to endure for decades
There are many ways to shape 27 acres on Okemo Mountain—and almost no comparable opportunities remaining.
Existing Residence – Restoration Required
The property includes an existing residence with three levels of living space plus a basement, as well as five marble bathrooms, offering a glimpse into the level of luxury originally envisioned.
However, the structure is in significant disrepair due to vandalism and neglect. All existing systems and utilities are unknown, and the property is being sold strictly “as is.”
For the right buyer, the existing structure may be:
Fully restored and reimagined
Incorporated into a broader redevelopment vision
Considered a foundation for an entirely new concept
This is not a project for the faint of heart—but for experienced buyers with resources and creativity, it represents a rare chance to rebuild in a location where replacement opportunities simply do not exist.
Rare Privacy at Scale
Perhaps one of the most compelling aspects of this offering is the combination of true slopeside access and substantial acreage. Most ski-in/ski-out properties sit on compact lots with close neighbors. Here, you have:
27 acres of land
Exceptional privacy
Natural buffers and separation
Room for thoughtful, long-term planning
This level of seclusion—paired with direct trail access—is virtually unheard of at Okemo Mountain.
Four-Season Appeal
While Okemo is celebrated for its winter skiing and riding, the mountain offers year-round appeal, including hiking, mountain biking, scenic lift rides, and foliage viewing.
A thoughtfully restored or redeveloped property could serve as:
A winter ski retreat
A summer mountain escape
A year-round residence for those seeking elevation, views, and privacy
Each season brings a distinct character, ensuring the property is never static and never ordinary.
A Trophy Investment Asset
From an investment perspective, this property occupies a class of its own. Large slopeside tracts at major ski resorts are finite and no longer being created. Their rarity, exclusivity, and long-term value continue to increase.
Whether held for personal use, restored as a luxury residence, or positioned as a unique investment, this property represents a trophy asset defined by location above all else.
Important Considerations
Existing home in significant disrepair
Utilities and systems unknown
Property sold “as is”
Winter access via ski lift only
Off-season access via Mountain Road
Buyer to perform all due diligence regarding restoration, access, utilities, and future use
This offering is best suited for buyers who understand mountain real estate, are comfortable with complexity, and recognize opportunity where others see challenge.
Why This Property Is Truly One of a Kind
Direct slopeside ownership on Okemo Mountain
Adjacency to the Sidewinder Trail
Above Solitude Village
27 acres on a premier ski mountain
Eastern exposure with view-clearing potential
Coleman Brook natural boundary
Exceptional privacy combined with ski access
Rare restoration or redevelopment potential
Conclusion: A Visionary Opportunity on Okemo Mountain
This is not a conventional listing. It is an invitation to think boldly.
For those who have ever imagined owning **a meaningful piece of a ski mountain—not just a home near the slopes, but land on the mountain itself—**this is an opportunity that demands attention.
Properties like this are exceedingly rare. Once gone, they are gone forever.
One extraordinary location. Endless potential.
27 unforgettable acres on Okemo Mountain.
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