We analyze top real estate agents in Lake Oswego’s Old Town neighborhood and across the country to find you the most proven local agents, for free.
Agent Pronto analyzes transaction data, specialties, client reviews, and more to find the best agent for you. Updated for September 2025. *
* Sales data is calculated based on transaction information available to Agent Pronto at the time of publishing and may not accurately reflect all transactions for a given agent.
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“Gary was amazing to work with. I appreciate his knowledge and expertise. His patience with me as this was a first for me he was very easy to work and was very good about setting expectations for the process. I would highly recommend working with Gary to anyone looking for a knowledgeable and professional broker.”
“Julie A. Smith is one of the hardest working women I have ever met, Went out of her way in helping us to find a new home rand sell our old one. Terry and Toni Hunter”
“Brooklyn served as our agent, and we successfully closed our first home last week. Her assistance was invaluable in understanding our in-house requirements, scheduling appointments, negotiating with the seller’s agents, and obtaining contractors’ estimates. Her unwavering support and proactive approach ensured a seamless and successful transaction. I highly recommend Brooklyn to anyone seeking guidance in real estate matters, whether it’s purchasing a primary residence, investing in property, or any other real estate-related inquiry. She is the ideal resource for all your real estate needs. Looking forward to work with again in near future.”
“We worked with Josh to help us buy our first home. He went above and beyond what I expected from a real estate agent, helping us to understand all the nitty gritty details of the homebuying process while also coaching and supporting us through the emotional ups and downs. Josh is a great negotiator and will go the extra mile to help you get all the information you need to make a decision.”
“We used Jordan on a previous sale and we were very satisfied. It was a no-brainer to work with her again on this sale. The closing proceeded smoothly and without hiccups. Highly recommended.”
“Very knowledgeable and hard working realtor. From start to finish, Kevin was on top of everything. Such quick responses and he handled things for me, so I never worried about a thing. Kevin's dedication to his clients is amazing. He assisted with making my dream of becoming a homeowner, a reality! Highly recommend Kevin for all your real estate needs.”
“Lindsay is a great realtor with passion for what she does and keeps her clients needs at the forefront of her mind. Great communication as well. I would highly recommend Lindsay for your next realtor.”
“Rebeccah Lee is wonderful to work with.She is very knowledgeable,and personable.The properties were all top notch that we looked at . Thanks again Beccah Lee!!!!!!!!”
“Great, I felt good about choosing to go with Val, put my trust in her after speaking with her then watched her do what her Magic. Before I knew it, we closed on the sale of our home. Price above what we asked and added a lot of things that let us stay in the house to get things moved. I wouldn't think of seeking anyone else if I'm buying or selling. Her experience is obvious as she maneuvers things and for the sell. The best! ”
“My agent was very professional and followed up with me for about a year to get the listing. He did a great marketing job to get it sold. I had upgraded the property and never once did I have to visit the property to take care of an issue. My agent made sure it sold as is.”
“Chuck was fantastic!!!! He helped me and my wife through all of the "sometimes stressful" process of buying a home. While I never met Chuck in person, he made me feel like he was right there the whole time always getting the info we needed in a very timely way. I would highly recommend him to anyone who wishes to purchase a home. I have bought and sold a few homes in my life, and I feel that I could trust Chuck at all times. ”
Information and statistics on the latest trends in the Old Town real estate market, updated for September 2025. *
The typical home value in Oldtown is projected to be $381,250 for the month of August. July’s finalized data reported the typical value of a home in the neighborhood to be $525,000—down 78.11% over the previous 12 months. For comparison, city-level data pegged home values at $1,050,000 in Lake Oswego for the most recent reporting period. That number is expected to float around $1,082,500 in August.
Oldtown had 1 new listings and 1 listings that went under contract in July, decreasing the area’s total available inventory to 1—down 0.0% from the previous month. Inventory is projected to have further decreased in August.
The median listing price for homes in Oldtown fell 8.52% from June to July, bringing the current median listing price to $800,000. Based on projected data for August, listing prices may continue to fall.
The number of days that homes have been on the market prior to going under contract rose year-over-year. In July 2025, the median time for a listed property to go pending was 8 days, compared to -94 days in July 2024. In recent months the median number of days from listed to pending appears to be increasing. That trend is predicted to have carried through to this August.
Market gauge is calculated based on the the number of active listings divided by home sales over the most recently available reporting period.
Old Town offers residents a walkable, community-focused hub with unique shops, welcoming dining, frequent events, and easy access to parks and the lakeside waterfront.
Old Town is the riverside pocket of Lake Oswego where the city’s iron-era roots meet easy, in-town living. Morning jogs drift past the restored furnace and sandy beach at George Rogers Park, while sunsets spread across the broad lawn at Foothills Park. Weekends bring trolley bells from the Willamette Shore Trolley and strolls to downtown boutiques, cafes, and the Lake Oswego Public Library. History buffs can dig deeper at the Oswego Heritage House & Museum, and nature lovers find miles of shaded trails minutes away at Tryon Creek State Natural Area. Commuters appreciate the straight-shot into Portland, yet life here feels distinctly small-town and close to the water.
Families value strong public schools through the Lake Oswego School District, with neighborhood streets feeding to Hallinan Elementary, Lake Oswego Junior High, and Lake Oswego High. Community rhythms revolve around riverfront recreation, Saturday errands at the Lake Oswego Farmers’ Market, and block-by-block connections with nearby First Addition. Homes range from vintage cottages and view condos to thoughtfully updated residences, many with front porches made for neighborly chats. If you’re considering a move, or planning to sell, Agent Pronto can introduce you to a trusted local real estate pro who knows Old Town inside and out.
Within a few minutes, I was paired up with an awesome agent who really knew the local area and helped me find a great condo in a super tight market. It was daunting to think about how to find the right agent. Agent Pronto got me the right agent, pronto!
With over 2 million real estate agents across the U.S., it’s not easy deciding who to trust when buying or selling a home.
We’ve analyzed performance metrics, close rates, specialties, and client reviews of the top real estate agents in Old Town to qualify the best agents for your specific needs.
We know that choosing the right real estate agent can be a stressful task. With Agent Pronto, it doesn’t have to be.
Agent Pronto works through troves of local and national housing data, client reviews, and agent performance metrics to find the top agents in Lake Oswego. But we don’t stop there.
Our Agent Specialists will take into account any special requests you have when searching for your real estate agent recommendation.
Need a great agent who speaks fluent Spanish and is a luxury condo expert in your neighborhood? No problem!
Tips and market insights to make your Lake Oswego real estate journey a success.
There are more than 2 million real estate agents across the U.S., and you want to be sure the one you partner with is an experienced and trustworthy professional with strong local expertise. Working with a proven agent will help you sell your home faster and for more money, and help you find your dream home at the best possible price.
Choosing a real estate agent to help you buy or sell property is one of the most important decisions you’ll make in your lifetime. You want to make sure your agent is an expert in your area, has a proven record helping people buy and sell similar homes to yours, and is well regarded by their previous clients. Let us know a few details about the property you are selling or the kind of home you want to buy, and Agent Pronto will match you with trusted real estate agents that have the experience you need. And before you interview an agent, check out our top five questions to ask a buyer’s agent and listing agent.
We consider performance metrics, close rates, specialties, and client reviews to qualify the best full-time agents. We then take the information you provide about the home you are selling or the kind of home you want to buy, and analyze the top local agents with the right experience for your specific needs. For more than a decade, we've helped hundreds of thousands of home buyers and sellers find the right agent. Get started now and find the perfect real estate agent.
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