The Agency Bend

10/20/2026

Westside Bend living at its best! 🌲

📍 2737 NW Skyliners Road | Bend, OR
💰 Offered at $750,000

Tucked among the pines and just minutes from Northwest Crossing, this charming cabin-style home offers the perfect mix of comfort, character, and location.

Inside, vaulted ceilings, warm wood finishes, and a cozy fireplace create an inviting atmosphere. The main-level primary suite adds convenience, while the open kitchen and living spaces make entertaining easy.

Step outside to your private hot tub after a day exploring Bend’s trails, hitting the slopes, or enjoying everything the west side has to offer.

With a two-car garage, EV charger, and easy access to The Grove, Sparrow Bakery, and the Cascade Highlands Trail system, this property is an incredible opportunity for a full-time home, Bend getaway, or investment.

Your westside Bend retreat awaits! 🏡

Listed by Thomas Benton Howard

10/16/2026

Our hearts are heavy today. We stand with Silver Rail and our Bend community. ❤️

10/15/2026

The Good, The Bad & The Unexpected: Part 3 🎬

To wrap up this three-part series, Matt and Grant are sharing some of the things they didn’t see coming when opening The Agency Bend three and a half years ago👀

From navigating the challenges of running a brokerage to supporting agents through the ups and downs of life, the role has come with plenty of surprises.

One of the most rewarding? Watching the agents at The Agency Bend take such an active role in shaping the culture, bringing new ideas, and making the office better every day🔥

Three and a half years in, there’s still plenty to learn and a lot to look forward to🤝

10/13/2026

Meet Lauren & Jenny!🎾

Tennis partners, great friends, and now officially a team at The Agency Bend!

Their shared love for Bend, real estate, and helping people find their place in Central Oregon makes them a perfect match. Whether they’re on the court or working with clients, these two know they’re better together🤝

We’re excited to welcome Lauren & Jenny to The Agency Bend!🤩

10/10/2026

Check out these offerings now available at new and improved prices!

10/09/2026

From golf course living to wide-open acreage, there’s something new for every kind of Central Oregon lifestyle.

Explore our latest listings, featuring a luxury estate on 40 acres, premier golf course living in Broken Top, elevated living on Awbrey Butte, and more—including a townhome, duplex, and a home in an established SW Bend neighborhood.

Six opportunities. Countless ways to find your place.
Priced from $605,900 to $4.49M.

Swipe to explore what’s new on the market, and connect with The Agency Bend to find your next move.

10/08/2026

10/06/2026

The Good, The Bad & The Unexpected🎬

Part 2: The Bad… although they had a pretty hard time finding much “bad” to talk about😂

Grant and Matt dive into some of the challenges that come with running The Agency Bend, from busier schedules to being in a smaller market… Growing the team gets more challenging, especially when you’re looking to bring on the best of the best🤝

Turns out, when the people around you are this committed, “the bad” really isn’t so bad🙌

10/06/2026

A rare opportunity in one of Bend’s most coveted communities 🏔️

Offered at $3,390,000, this custom Westgate estate sits on 2.5 acres with incredible views of the Three Sisters and Cascade Mountains.

Inside, you’ll find 3,105 sq. ft. of main-level living plus a 677 sq. ft. bonus room, soaring ceilings, walls of glass, designer finishes, a Thermador-equipped kitchen, and an impressive 1,100+ sq. ft. owner’s retreat.

Outside, a private hot tub patio takes full advantage of the mountain views, while the oversized four-bay garage includes a 10’ door built to accommodate a Sprinter van and a dedicated gear bay.

Homes in Westgate rarely come back to market. This is a special one ✨

Listed by Thomas Benton Howard

📍 Bend, Oregon
💰 $3,390,000
🌲 2.5 Acres
🏡 3,105 SF + 677 SF Bonus Room

10/02/2026

We’re thrilled to announce that David Gilmore has joined our team at The Agency Bend!

With more than 26 years of real estate experience, David brings a wealth of industry knowledge, a client-first approach, and a passion for delivering an exceptional real estate experience.

From his early career in the upscale coastal community of Del Mar to his work helping clients navigate Central Oregon’s market, David combines local expertise, luxury hospitality experience, and a commitment to service that extends well beyond the transaction.

Whether helping buyers find the right home or creating strategic marketing plans that elevate a property and drive demand, David is dedicated to putting his clients’ goals first.

Welcome to The Agency, David! We’re excited to have you on board. 🥂