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Kelly Calabria

Kelly Calabria smiling, with shoulder-length blonde hair and gold hoop earrings.

Kelly Calabria

Real Estate Agent in Oregon 

Since 2006, Kelly Calabria has served as a trusted real estate advisor to buyers and sellers throughout Lake Oswego and the surrounding communities. With two decades of experience and more than 300 clients served, she has built a reputation for thoughtful strategy, exceptional service, and disciplined execution. Combining deep local market knowledge with data-driven insights, Kelly provides personalized guidance that empowers clients to make confident, informed decisions and achieve their real estate goals. 

Kelly believes trust is built through action. Exceptional representation begins with thoughtful preparation, proactive communication, and unwavering follow-through. Known for her calm demeanor and steady approach, she anticipates challenges, solves problems before they become obstacles, and manages every detail with professionalism and accountability. Her clients value her honest advice, responsiveness, and commitment to doing exactly what she says she will do.

For sellers, Kelly develops customized marketing strategies that maximize exposure and position each property for the strongest possible outcome. Through thoughtful pricing, exceptional presentation, professional photography, innovative digital marketing, and skilled negotiation, she helps clients achieve outstanding results. Buyers benefit from her strategic guidance, strong negotiation skills, and extensive network, including access to off-market opportunities and trusted local professionals.

Kelly's commitment to Lake Oswego extends well beyond real estate. She serves on the Lake Oswego Chamber of Commerce Board of Directors and co-founded Kelly's Jelly, recognized as Lake Oswego's Business of the Year. Her deep community involvement and long-standing relationships provide clients with valuable local insight, trusted resources, and meaningful connections that help them feel at home long after the transaction is complete.

Contact Details

Email address [email protected]
Primary phone 503-806-2972
License #200505161

My Happy Clients

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.
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 Q.
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 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
I just concluded two transactions-- buying a new home and selling our home of 14 years. Throughout both transactions Kelly was 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 she was on top of things. After 2 months of constant work and stress I can say without hesitation that she know the ins-and-outs of real estate and is amazingly professional and responsive. I recommend her wholeheartedly!
I just concluded two transactions-- buying a new home and selling our home of 14 years. Throughout both transactions Kelly was 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 she was on top of things. After 2 months of constant work and stress I can say without hesitation that she know the ins-and-outs of real estate and is amazingly professional and responsive. I recommend her wholeheartedly!
-Seth
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!
-S. Gordon

Current Listings

Past Transactions

Sold Home entrance with a wooden door, brick steps, and landscaped garden in warm sunset light.

4393 SUNDEW CT, Lake Oswego, OR 97035

$1,215,000

4 Beds
3 Baths
4,443 Sq.Ft.

Property description

**Seller is willing to offer concessions toward an interest-rate buydown** Move-in ready with brand-new carpet and refreshed paint throughout, this spacious Lake Oswego home offers exceptional valu...

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Sold Modern dark-sided house with a wood-paneled entry, glass garage door, and landscaped front garden.

37 NE SKIDMORE ST, Portland, OR 97211

$585,000

3 Beds
3 Baths
1,690 Sq.Ft.

Property description

Legally a condominium, this home lives like a private townhome with its own entrance, attached garage, and no neighbors above or below. Perfectly positioned in the heart of Inner North/Northeast Po...

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Sold House entrance with a red front door, brick-framed window, and landscaped steps.

4984 BILFORD LN, Lake Oswego, OR 97035

$925,000

3 Beds
3 Baths
2,629 Sq.Ft.

Property description

Hard-to-find main-level living in Westlake, with a primary suite on the main and a flexible floor plan designed to adapt as life changes. Ideally positioned at the end of a quiet cul-de-sac, this l...

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Sold Two-story white house with twin gables, an arched entry, brick accents, and a dark double garage door.

2136 5TH AVE, West Linn, OR 97068

$1,115,000

4 Beds
4 Baths
2,737 Sq.Ft.

Property description

Located in the heart of West Linn's sought-after Willamette neighborhood, this stylish custom home offers timeless style and an exceptional walkable lifestyle just blocks from charming downtown Wil...

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Sold Gray craftsman-style home with stone accents, two-car garage, and wide concrete driveway.

17547 CHERRY CT, Lake Oswego, OR 97034

$1,610,000

4 Beds
4 Baths
3,737 Sq.Ft.

Property description

Elevated above Lake Oswego, this home was designed to showcase its extraordinary 180-degree views of Mt. St. Helens, Lake Oswego, Mt. Hood, the Willamette River, and the surrounding landscape. From...

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Sold Two-story gray house with white trim, a two-car garage, and a covered front porch.

8485 SW 176TH AVE, Beaverton, OR 97007

$666,900

4 Beds
3 Baths
2,510 Sq.Ft.

Property description

Price reduced and seller offering a credit that can be used toward a 2-1 temporary rate buydown, closing costs, or even a permanent rate reduction (subject to lender guidelines). This gives you opt...

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Sold Two-story stone-and-tan home with wooden garage doors, a dormer, landscaped shrubs, and a wide driveway.

2539 REMINGTON DR, West Linn, OR 97068

$1,700,000

5 Beds
5 Baths
5,175 Sq.Ft.

Property description

There are homes you live in--and then there are homes that change the way you live. This one sit's quietly above the treetops, hidden within a private acre of terraced gardens and whispering canopy...

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Sold Single-story home with an attached garage, landscaped front yard, and mature trees.

29 WESTRIDGE DR, Lake Oswego, OR 97034

$965,000

5 Beds
3 Baths
2,928 Sq.Ft.

Property description

Welcome to this spacious home that is immaculate and move in ready. 5 Bdrms, 3 Bths with mstr on main and room for all. Light and bright in a quiet nbrhd on a quiet street. Lovely kitchen with eati...

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Sold White split-level house with a red front door, attached garage, and colorful autumn landscaping.

1464 GREENTREE CIR, Lake Oswego, OR 97034

$1,055,000

4 Beds
3 Baths
2,264 Sq.Ft.

Property description

Rare In-Ground Pool Home nestled in the coveted Palisades neighborhood of Lake Oswego. This beautifully updated, 4-bedroom, 3-bath, home on tranquil Greentree Circle offers the perfect blend of an ...

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