Photo of Libby Bailey
Mobile503-544-4131
Fax503-802-6596

Portland Uptown Office

25 NW 23rd Place, Suite 4

Portland, OR 97210

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Libby is the pacesetter. She has a knack for putting clients at ease by injecting fun into the process of buying and selling homes. Don’t be misled by her style! Libby brings more than 12 years of business practice, negotiation, and marketing experience to her investment and residential real estate clients. The success of her referral-based business is built on the value and guidance she shows before, during, and after each transaction. 

Libby has been a top producing broker for The Hasson Company since she earned Rookie of the Year in 2004, with sales exceeding $7 million. Libby continued to be a top 10% Portland agent from 2005 to 2008, and in 2009 was awarded Broker of the Year in the Portland Uptown Hasson office on NW 23rd Place. 

Libby leads at crafting competitive offers. Her acumen for negotiation, and her business savvy guides clients though all phases of buying and selling. Libby gets the job done for you. She is your trusted partner.

After pausing for a few years to start her family and to found a charity Your Sisters (yoursisters.org) for empowering women and orphan girls in Tanzania, Africa, Libby returned to her real estate career in Portland with full force. She LOVES this city…and it’s people. Libby feels it is a great honor to work with clients intimately through one of the most important decisions of their lives.

Libby graduated from the University of Oregon where she majored in Environmental Science and Psychology. She lives in Portland with her husband Frank and two children. In the early days, Libby was also a mountain-climber, with summits on four continents. She says “mountains and being in nature has always been a place I find great inspiration.”

We had the pleasure of working with Libby with both buying and selling....and she sure got the job done! As empty-nesters, we had been looking unsuccessfully for over a year, hoping to downsize from our family home to something more urban and with a view. We didn't really know what kind of property we wanted, but we knew we needed a change. It seemed like we had viewed an endless sequence of houses, but without seeing what we wanted. In addition, the thought of preparing our rather tired, and child-worn home for sale was simply daunting. Once we connected with Libby, she helped us see the range of possibilities for where we might go, and how we could quickly and inexpensively prepare our current house for sale. Libby showed us some homes with views that met our expectations, but knowing what we were looking for, also expanded our knowledge of the condominium market. This was key in helping us see that a condo was much more in line with our new lifestyle. Libby spent the time to help us truly understand what was available and how it might work for us. We then found the perfect place, and I can even remember the view of Mt. Hood at sunset that sealed the deal for us. The market was very challenging at that time, but Libby was knowledgeable about how to construct an offer that would get us into the home we had now fallen in love with. The negotiations got down to some fine points, but as Libby is always focused with finding solutions, she persisted to find a way to get all parties to agree. We were thrilled to have had gotten our place and to have had Libby guide us through all of it. For our old home, Libby knew exactly where we needed to focus and spend money and where we didn't. Her ability to advise and guide us through the process was greatly appreciated. She helped with contractors and made everything work efficiently. She has a talent for knowing how to get properties positioned to sell quickly. And ours did! We give a high recommendation for Libby- she is a true professional, she cares deeply for the people she works with, and she simply has a talent for real estate. Libby loves people and she loves helping them in the places that support their lives.

— Laura and Will McKinney

I have loved working with Libby so much! She's so gracious, supportive and present! She offers guidance and help with staging while making you feel completely at ease. It's so easy to trust her with your home. She actually answers her phone, and immediately shares when anything new is happening with your home. I am so grateful to work with her.

— Terra Bundance

Libby is a true professional! In assisting us with the sale of our house, she has provided us with excellent comparable information, perfect suggestions for staging and readying the house for sale, and marketing our home through RMLS, Zillow, flyers, and other means. Libby is also proving very helpful in helping us locate a new home, with great ideas and suggestions, as well as offering excellent research tools for us to use. She is readily available to show us homes, and works with our schedule. We are very pleased with Libby's assistance and highly recommend her!

— Michael Doss

“It’s about quality over quantity. At Hasson, we take tremendous pride in associating only with agents who epitomize the service, communication and professionalism that our company is known for. The agents and the company are dependent upon each other to achieve the greatest success.” - Mike Hasson, President & Owner

Provided by Zillow

05/16/2018 - zuser20150905131416209

Sold a Single Family home in 2018 for approximately $350K in Roseway, Portland, OR.

Highly Recommended


Local Knowledge

Process Expertise

Responsiveness

Negotiation Skills

"As a seller who was halfway around the world most of the time during the sale, Libby made the entire process expedient and as smooth as possible. I was able to get ahold of Libby immediately whenever I needed her and I was able to trust her expertise and ability to get the negotiations and sale complete - most importantly, in the amount of time needed. She is lovely to work with and she brought a high level of detail and that special personal touch to the entire transaction!"

— zuser20150905131416209

02/13/2018 - maylai41

Bought a Condo home in 2017 for approximately $425K in Corbett-Terwilliger-Lair Hill, Portland, OR.

Highly Recommended


Local Knowledge

Process Expertise

Responsiveness

Negotiation Skills

"We had a great experience with Libby! She worked hard to find us great properties that fulfilled our wants/needs in the areas we were interested in. Within 3 weeks of intense searching, Libby not only found us the property we ended up buying, but also worked overtime to ensure our offer got to the owner before any others. We are so happy in our new home! Thank you Libby!"

— maylai41

01/30/2018 - shelbyrbruner

Bought a Single Family home in 2018 for approximately $375K in Brentwood-Darlington, Portland, OR.

Highly Recommended


Local Knowledge

Process Expertise

Responsiveness

Negotiation Skills

"From the first time we spoke to Libby, we knew we were going to enjoy working with her! She was kind, patient, and asked us all the questions to ensure she got a good idea of what we were looking for in a home. As first time home buyers, we were nervous to jump into the market, but Libby walked us through it and made us feel comfortable and confident. She was extremely knowledgeable about the area we wanted to buy. She found us numerous homes to look at that were in the area we wanted to live in within our price range. We found our dream home and move in in two days. In the matter of a month and half, we went from speaking to Libby on the phone to signing our documents and closing on the sale of our DREAM HOME. Thank you Libby for helping us reach our dreams! We could not be happier!"

— shelbyrbruner

12/14/2017 - mikeandlina

Bought a Condo home in 2017 for approximately $900K in Corbett-Terwilliger-Lair Hill, Portland, OR.

Highly Recommended


Local Knowledge

Process Expertise

Responsiveness

Negotiation Skills

"Libby has helped us with two very different purchases. She listens carefully to what you want and is that partner to help you find it. Libby is patient yet very focused and really helps you navigate many levels of the real estate process. She helps balance different opinions and in the end she manages to find something everybody loves. On top of that, you are confident that she used all her business savvy to get you the best possible arrangement: a real estate experience where everyone involved feels good about the deal. This last transaction was very competitive and her skill and care was what helped win the day for our family."

— mikeandlina

12/14/2017 - jamiecartermt

Sold a Condo home in 2017 for approximately $400K in Corbett-Terwilliger-Lair Hill, Portland, OR.

Highly Recommended


Local Knowledge

Process Expertise

Responsiveness

Negotiation Skills

"I have used Libby for multiple transactions and she always makes it very easy and comfortable for me. The process of buying and selling is emotionally stressful for me (as it probably is for most buyers) but Libby always manages to alleviate the stress. She's an excellent negotiator and communicator and a great advocate for her clients. I trust her advice implicitly. I always feel that she has my best interest at heart and I know she gives all her clients the same high level of service and care. I highly recommend her!"

— jamiecartermt

12/13/2017 - Brandon Stanley

Bought a Condo home in 2017 for approximately $500K in Northwest, Portland, OR.

Highly Recommended


Local Knowledge

Process Expertise

Responsiveness

Negotiation Skills

"Libby is a true professional and really knows the ins and outs of her craft. Being new to the area, we really leaned on Libby and her team for knowledge, information and guidance and she provided more support and patience than we could have ever anticipated. Libby and her team worked harder behind the scenes to make sure our purchase closed smoothly and communication channels stayed flowing between all parties than any other realtor we have ever dealt with. We appreciate everything she put into our home purchase and would highly recommend her to anyone looking for a real estate professional in Portland."

— Brandon Stanley

05/10/2017 - dean boyd1959

Bought and sold a Condo home in 2016 in Downtown, Portland, OR.

Highly Recommended


Local Knowledge

Process Expertise

Responsiveness

Negotiation Skills

"Libby was chief strategist and tactical person on both ends of our selling and buying experience. It was a real luxury to find someone who fully understands what you are trying to do and to whom you can turn over the responsibility for making it happen. We could not recommend her more highly."

— dean boyd1959

03/31/2017 - BrianBaumann

Sold a Single Family home in 2017 for approximately $500K in Richmond, Portland, OR.

Highly Recommended


Local Knowledge

Process Expertise

Responsiveness

Negotiation Skills

"Libby, you have been fantastic to work with. Your advice & time invested prepping our property were priceless in getting our home to draw the crowds & fetch far more. I appreciate your willingness to shoot straight and push back. At every turn, you always had our best interests at heart. Due to following your leadership, we couldn't have asked for a better outcome. Thank you! Brian and Jennifer"

— BrianBaumann

03/05/2017 - heather ochan

Bought and sold a Single Family home in 2016 for approximately $1.625M in Damascus, OR.

Highly Recommended


Local Knowledge

Process Expertise

Responsiveness

Negotiation Skills

"“ My husband and I loved working with Libby to sell our house and purchase a new home. She instinctively new what we were looking and helped us to go after a place we would absolutely love. Libby was on the ball and helped us get our offer accepted. Libby is a great listener and truly wants what is best for you and your family. I never felt pressured through the whole process, even in Portland’s crazy fast-paced housing market. Whenever an issues or challenges came up, on the listing or buying side, Libby just took care of it. I really appreciated that as a mom of two little ones! She had great advice on what work needed to be done to our home to increase the purchase price and she actually saved us money. I would recommend Libby to anyone looking to sell or purchase a home in Portland. She’s knows how to get the job done for you. Thanks Libby for making a stressful time in our lives so simple and smooth!""

— heather ochan

03/05/2017 - owenmccarty

Bought and sold a home in 2016 in Hillsdale, Portland, OR 97239.

Highly Recommended


Local Knowledge

Process Expertise

Responsiveness

Negotiation Skills

"Libby is tireless in her gentle approach to listening to her clients to understand their desires and passions, equally weighing their fears and dislikes. She then looks for the ideal home, through the vantage point of her client’s eyes. It almost appears effortless as you first step into your new space, as Libby strives to toil behind the scenes to ensure you achieve a feeling of destiny, and of being home."

— owenmccarty

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