18780 Macalpine Loop: A Breathtaking 10-Acre Estate in Bend’s Gated Highlands, Listed at $6.4 Million

Date of Publishing: July 16, 2025

Set within the exclusive gates of The Highlands at Broken Top, 18780 Macalpine Loop is a triumph of mountain-modern architecture, where timeless elegance meets cutting-edge comfort. Offered at $6,400,000, this estate presents a rare opportunity to own over 10 acres of privacy and prestige on Bend’s scenic Westside. Spanning 6,400 square feet, the five-bedroom, six-bath residence embraces the grandeur of the Oregon High Desert with dramatic design, serene natural surroundings, and world-class amenities.

18780 Macalpine Loop: A Breathtaking 10-Acre Estate in Bend’s Gated Highlands, Listed at $6.4 Million

Built in 2007 and meticulously updated, the home showcases soaring vaulted ceilings, exposed beams, and a Montana mossy rock fireplace that anchors the heart of the great room. Floor-to-ceiling accordion doors flood the interiors with light and open to an expansive outdoor living pavilion. According to listing agent Brian Ladd of Cascade Hasson Sotheby’s International Realty, “This is the kind of property where architecture and landscape are in complete harmony. Every window feels like it frames a painting.”

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A Legacy Property with Modern Soul

18780 Macalpine Loop has undergone a remarkable evolution since its original construction. Public records show the property last sold in 2020 for $2.495 million. Today, with smart-home upgrades, a reimagined outdoor experience, and thoughtful remodeling, it stands as a pinnacle of Bend Real Estate—and an example of how long-term ownership and vision can create lasting value.

The home was originally crafted by Patrick Todd Construction and later enhanced by Montgomery Remodeling. From the heated Modpool overlooking the Deschutes National Forest to the Control4 smart system, solar panels, SPAN panel, and EV charger, the estate blends rustic Northwest aesthetics with future-forward functionality. “The current owners designed it as a sanctuary for all ages,” says agent Jenn Schaake. “You can have kids in the pickleball court, friends around the pizza oven, and a quiet moment by the firepit—all without leaving home.”

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Where Nature Meets Sophistication

Located just minutes from downtown and some of the best trails in Central Oregon, including Phil’s Trail, this residence offers access to all that defines Bend Real Estate—outdoor adventure, elite schools, and a thriving cultural scene. Yet, it remains entirely private, thanks to its gated setting and generous 10.11-acre parcel, which includes access to public lands and manicured native landscapes.

Inside, the main-level primary suite provides a luxurious escape, while upstairs guest suites, a bunk room, and a media lounge cater to family and guests. The chef’s kitchen opens seamlessly into indoor and outdoor gathering spaces, with premium appliances, a walk-in pantry, and custom cabinetry. The outdoor pavilion is a resort-like escape featuring a full kitchen, grills, MAK smoker, wet bar, firepit, and an all-weather sound system.

As Schaake tells Luxury Houses Magazine, “What sets this property apart isn’t just the luxury—it’s the lifestyle. You’re not buying a house; you’re investing in an experience tailored for joy, rest, and connection.”

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A Jewel of Oregon Real Estate

Among all listings currently available in Oregon Real Estate, few compare to the holistic offering of 18780 Macalpine Loop—a property that exemplifies environmental harmony, architectural excellence, and smart design. Its history of ownership tells a compelling story of value appreciation and curated upgrades. From the high-end finishes to the forested views, this home represents the finest of what the High Desert lifestyle can offer.

Cascade Hasson’s Brian Ladd sums it up best: “This estate speaks to a buyer who wants the wild beauty of Bend with the elegance of a private resort. It’s one of the most thoughtfully executed properties we’ve represented.”

To truly appreciate the craftsmanship and setting of this remarkable home, visit the full listing on Zillow and reach out to Cascade Hasson for a personal tour.

* This property might not for sale at the moment you read this post; please check property status at the above Zillow or Agent website links*