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Meet Kelly Calabria

Kelly Calabria

Kelly Calabria

With a unique combination of entrepreneurial savvy and real estate expertise, Kelly approaches every client relationship with dedicated representation and service at the forefront. A trusted real estate advisor since 2006, she provides strategic, calm, and clear guidance to buyers and sellers across Lake Oswego, West Linn, Dunthorpe, and Portland’s West Side. Whether relocating to Lake Oswego, buying a first home, or selling a luxury property, she brings a data-driven and deeply personal approach to help clients make confident decisions.

By the Numbers
• 20+ years of real estate experience
• 300+ clients served
• 90% repeat + referral business
• $1.1M average sales price

Over the years, Kelly has cultivated trusted relationships throughout the local market, giving her clients access to off-market homes, early insights, and exclusive opportunities in the Lake Oswego area. Her roots run deep — from serving on the Lake Oswego Chamber of Commerce Board of Directors to co-founding Kelly’s Jelly, which was honored as Lake Oswego’s Business of the Year.

Kelly doesn’t just sell homes — she connects people to the community, lifestyle, and local network that make Lake Oswego such a special place to call home.

Contact Details

Email address [email protected]
Primary phone (503) 806-2972
Address 449 3rd St Lake Oswego OR, 97034
License #200505161

Testimonials

"One word to describe Kelly. Amazing! A few more words to explain why. Kelly knows the greater Portland area very well. She understands the dynamics of the housing market here, and she guided me through the selection and buying process like a pro. I was impressed not only with her incredible responsiveness, but also with her initiative. She worked around my schedule, and once we found the right property, she negotiated the best possible price for it. That wasn't the end of her engagement, though. She had great recommendations for lenders, she took care of all the inspections, and she ensured that the sellers followed through with all negotiated repairs so that we could close in less than 30 days. I couldn't have asked for anything more from a real estate agent."
"One word to describe Kelly. Amazing! A few more words to explain why. Kelly knows the greater Portland area very well. She understands the dynamics of the housing market here, and she guided me through the selection and buying process like a pro. I was impressed not only with her incredible responsiveness, but also with her initiative. She worked around my schedule, and once we found the right property, she negotiated the best possible price for it. That wasn't the end of her engagement, though. She had great recommendations for lenders, she took care of all the inspections, and she ensured that the sellers followed through with all negotiated repairs so that we could close in less than 30 days. I couldn't have asked for anything more from a real estate agent."
Timothy C.
"I just concluded two transactions — buying a new home and selling our home of 14 years. Throughout both transactions Kelly and Cynthia were immediately responsive and knowledgeable. There were days when we had to talk 10 times a day — from early morning until late into the evening — in order to get things arranged and negotiated and at all times they were on top of things. After 2 months of constant work and stress I can say without hesitation that they know the ins-and-outs of real estate and are amazingly professional and responsive. I recommend the team wholeheartedly!"
"I just concluded two transactions — buying a new home and selling our home of 14 years. Throughout both transactions Kelly and Cynthia were immediately responsive and knowledgeable. There were days when we had to talk 10 times a day — from early morning until late into the evening — in order to get things arranged and negotiated and at all times they were on top of things. After 2 months of constant work and stress I can say without hesitation that they know the ins-and-outs of real estate and are amazingly professional and responsive. I recommend the team wholeheartedly!"
Seth & Marti
"Kelly exceeded all of my expectations. She helped to sell my mom's house, which was difficult for me. Throughout the process, she proved her professionalism, market knowledge, and compassion. But above all else, she was my advocate. I felt safe knowing she had my best interests as her priority. She's earned my highest recommendation."
"Kelly exceeded all of my expectations. She helped to sell my mom's house, which was difficult for me. Throughout the process, she proved her professionalism, market knowledge, and compassion. But above all else, she was my advocate. I felt safe knowing she had my best interests as her priority. She's earned my highest recommendation."
Mark F.
"Kelly is fantastic! Very knowledgeable and made the process of purchasing smooth and easy. She is committed to helping her clients and she exceeded all of my expectations."
"Kelly is fantastic! Very knowledgeable and made the process of purchasing smooth and easy. She is committed to helping her clients and she exceeded all of my expectations."
Dustin T.
"Kelly was able to help us through the process swiftly and easily. We asked for a lot of concessions and she was able to get us all. I highly recommend her for anyone looking to buy or sell a home."
"Kelly was able to help us through the process swiftly and easily. We asked for a lot of concessions and she was able to get us all. I highly recommend her for anyone looking to buy or sell a home."
Danny
"Having bought and sold multiple homes with Kelly, I highly recommend her as an agent. She takes the time to understand a client’s individual needs and works relentlessly to meet them. Her knowledge of all aspects of the Portland area market is unprecedented. She goes above and beyond by taking care of details that other agents defer to their clients."
"Having bought and sold multiple homes with Kelly, I highly recommend her as an agent. She takes the time to understand a client’s individual needs and works relentlessly to meet them. Her knowledge of all aspects of the Portland area market is unprecedented. She goes above and beyond by taking care of details that other agents defer to their clients."
Buyer & Seller
"We have been relocated many times and depend on a realtor's knowledge of the area as there are always many desirable areas to center on — Kelly is remarkable at this — she introduced us to areas we may have missed and quickly understood our style and needs so we were able to more quickly concentrate on the areas we wanted to settle in with confidence — we ultimately found what was to be one of our favorite homes — she is astute, professional, efficient and an effective negotiator while being very upbeat and friendly to all involved. She was very resourceful when bids or inquiries were needed — the process was seamless. We had not known Kelly — she was referred through a friend of a friend- so the best testimony to her character and expertise is that we are now friends. Being able to build relationships is one of the keys to success and Kelly definitely excels at that - you will not be disappointed with Kelly as a Realtor!"
"We have been relocated many times and depend on a realtor's knowledge of the area as there are always many desirable areas to center on — Kelly is remarkable at this — she introduced us to areas we may have missed and quickly understood our style and needs so we were able to more quickly concentrate on the areas we wanted to settle in with confidence — we ultimately found what was to be one of our favorite homes — she is astute, professional, efficient and an effective negotiator while being very upbeat and friendly to all involved. She was very resourceful when bids or inquiries were needed — the process was seamless. We had not known Kelly — she was referred through a friend of a friend- so the best testimony to her character and expertise is that we are now friends. Being able to build relationships is one of the keys to success and Kelly definitely excels at that - you will not be disappointed with Kelly as a Realtor!"
Buyer
"Kelly helped us through the smoothest sale of our home (without even officially listing it!) and helped us through a tough negotiation of a purchase of another home while at the same time going above and beyond on her research and assistance with specifics around that home that we were invaluable to us in the purchase and eventual remodel of the home. Our experience with Kelly was amazing and I can't imagine ever buying or selling a home without her assistance."
"Kelly helped us through the smoothest sale of our home (without even officially listing it!) and helped us through a tough negotiation of a purchase of another home while at the same time going above and beyond on her research and assistance with specifics around that home that we were invaluable to us in the purchase and eventual remodel of the home. Our experience with Kelly was amazing and I can't imagine ever buying or selling a home without her assistance."
Anthony A.
"Kelly help me find and buy the perfect condo in a very competitive market. It was a first time buyer, and she made the process completely painless. She was immediate to respond to all my questions every day of the week and was great to work with. I would definitely recommend Kelly to everyone."
"Kelly help me find and buy the perfect condo in a very competitive market. It was a first time buyer, and she made the process completely painless. She was immediate to respond to all my questions every day of the week and was great to work with. I would definitely recommend Kelly to everyone."
Adam W.

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