Jenny Gregoriou & Robbi Chapman Realtors

Jenny Gregoriou & Robbi Chapman Realtors Simple, Client-Focused Real Estate Solutions. Together, they form a united partnership built on warmth, wit, and wisdom. Their commitment to community runs deep.

With more than 30 years of combined experience each in the Central Oregon real estate market, Principal Broker Jenny and Broker Robbi bring a rare blend of expertise, teamwork, and genuine care to every client they serve. Jenny’s background includes owning and operating two large real estate offices and a property management company with 140 doors. Robbi brings specialized knowledge as an SRES, he

lping Veterans relocate, running the property management division and long-standing dedication to community service. Their combined strengths create a seamless experience for clients who want trusted guidance through the Bend, Redmond, Sunriver, and Sisters areas. Jenny and Robbi believe that real estate is not only about buying and selling homes. It is about helping people navigate life changes with confidence, clarity, and dignity. They understand local housing challenges firsthand as parents of young adults facing today’s market and use that insight to support families seeking creative housing solutions and long-term wealth-building opportunities. Whether guiding a first-time buyer, assisting a relocating family, or navigating new construction opportunities, their teamwork provides twice the care and twice the attention. Jenny volunteers at local memory care facilities and previously served as President of the Wolfpack Football Boosters for three years. Robbi has been an active supporter of CASA and Ducks Unlimited, contributing to causes that strengthen the community. Both share a passion for serving others with authenticity and heart, which is reflected in how they show up for every client who trusts them with one of life’s most meaningful decisions. Outside of their professional work, Jenny and Robbi share many interests that enrich their partnership. They love attending concerts, traveling, hiking, and exploring the outdoors with their dogs. They enjoy time with grandchildren, gardening, camping, paddleboarding, and spending days at the beach. Their philosophy is simple. Two heads with one purpose deliver a better real estate experience. And with a subtle tip of the hat to the Emerald City and a ruby slipper tattoo for good measure, they believe there truly is no place like home.

06/18/2026

Staging your home doesn’t have to mean spending a fortune ✨

Small changes can make a big impact. Check out these 5 budget-friendly staging tips to help your home feel more inviting and market-ready.

Questions? Not sure where to start? Reach out, we’d love to help.

Jenny & Robbi
📞 541-280-5752
📧 [email protected]

Big congratulations to Stephanie Lebold on reaching ICON Agent status! 🎉✨This achievement reflects the time, effort, and...
06/16/2026

Big congratulations to Stephanie Lebold on reaching ICON Agent status! 🎉✨

This achievement reflects the time, effort, and heart you’ve poured into your work. We’re so happy to celebrate this milestone with you and can’t wait to see what’s next in your journey. So well deserved, congratulations! 💙

New connections. New opportunities. New goals ahead 💙We’re excited to welcome Caleb Stewart and celebrate the beginning ...
06/16/2026

New connections. New opportunities. New goals ahead 💙

We’re excited to welcome Caleb Stewart and celebrate the beginning of this new adventure. Wishing you success and a great start!

Welcome to the team ✨

Real estate goals look different for everyone, and sometimes the hardest part is knowing what to do next.If you’re still...
06/11/2026

Real estate goals look different for everyone, and sometimes the hardest part is knowing what to do next.

If you’re still wondering, feeling unsure, or not sure which direction makes the most sense, we are here to help. Whether you’re thinking about buying, selling, investing, or simply exploring your options, let’s talk and create a plan that works for you.

Reach out anytime:
Jenny & Robbi
📞 541-280-5752
📧 [email protected]

Please join us in giving a warm welcome to Megan Shannon at eXp Realty 🎉✨Watching Megan step into this chapter and now g...
06/11/2026

Please join us in giving a warm welcome to Megan Shannon at eXp Realty 🎉✨

Watching Megan step into this chapter and now getting the opportunity to work alongside her is something we’re truly excited about. She brings so much heart, dedication, and genuine care for the people around her, and we know she’s going to do amazing things.

We’re so happy you’re here and can’t wait to see all the lives you’ll impact along the way. Welcome to the team, Megan ♥️

Buying a home soon? Before you say yes to the address, make sure you check these 5 important things first. A little plan...
06/09/2026

Buying a home soon?

Before you say yes to the address, make sure you check these 5 important things first. A little planning now can save big surprises later.

Have questions about buying a home? Send us a message, we’re happy to help!

Jenny & Robbi
📞 541-280-5752
📧 [email protected]

How to Lose a House in 10 Days 😬It happens more often than you think.Swipe through to see the common mistakes that can c...
06/05/2026

How to Lose a House in 10 Days 😬

It happens more often than you think.

Swipe through to see the common mistakes that can cost buyers their dream home, and how to avoid them.

👉 Save this post for your home search.

- Jenny & Robbi

Congratulations to Robbi on reaching her cap in just over one month! This is an incredible accomplishment and a reflecti...
06/03/2026

Congratulations to Robbi on reaching her cap in just over one month!

This is an incredible accomplishment and a reflection of the hard work, dedication, and commitment she brings to her clients every day.

Reaching this milestone means she'll now earn 100% commission on her transactions for the remainder of her cap year, a huge achievement this early in the year.

We're excited to celebrate this win and can't wait to see what's next.


Please join us in welcoming Chelsey Hadley to the team! 🎉Some people bring more than experience and talent, they bring g...
06/03/2026

Please join us in welcoming Chelsey Hadley to the team! 🎉

Some people bring more than experience and talent, they bring genuine connection, trust, and heart. We're so excited to begin this new chapter together and can't wait to see all that you'll accomplish.

Welcome aboard, Chelsey! We're glad you're here. 💙

Favorite Bend Coffee Shop ☕There's something special about a place that combines great coffee with the charm of a local ...
06/02/2026

Favorite Bend Coffee Shop ☕

There's something special about a place that combines great coffee with the charm of a local bookstore. Dudley's Bookshop Café has become a beloved Bend staple, and it's easy to see why.

Whether you're a longtime local or just discovering Central Oregon, spots like this are what make Bend feel like home.

What's your go-to coffee shop in town? 🙂

Address

208 SE Vine Lane
Bend, OR
97702

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