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Agent Pronto analyzes transaction data, agent specialties, and client reviews to handpick the best agents in your area. Updated for March 2026. *
* 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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Information and statistics on the latest trends in the Crestwood real estate market, updated for March 2026. *
Year-over-year, Crestwood’s typical home value has dipped about 2.25 percent to roughly $518,000, compared with a smaller 0.75 percent decline in Portland overall to about $496,250. At the same time, pending sales are down sharply by about 53.85 percent and new listings have fallen 36.36 percent, signaling less buyer activity and fewer homes coming to market than a year ago.
Looking at the latest month of February 2026, list prices and pace tell a different part of the story, with the median list price at about $389,900 and homes spending around 64.5 days on the market. Inventory is still tight at just 10 active listings, yet roughly 37.5 percent of recent sales closed above asking, and the average sale-to-list ratio sits near 0.986, supporting Crestwood’s current label as a seller’s market.
Projections for March 2026 point to some softening, with the typical home value expected to edge down toward $494,500 and the median list price projected near $252,350. Inventory could tick up to around 12 homes, giving buyers a bit more to choose from while still keeping conditions relatively favorable for sellers. In this shifting environment, both buyers and sellers in Crestwood can benefit from Agent Pronto’s help in connecting with a local real estate agent who understands these trends.
Market gauge is calculated based on the the number of active listings divided by home sales over the most recently available reporting period.
Crestwood offers residents a close-knit, family-friendly community with tree-lined streets, easy access to parks and trails, top-rated schools, and a welcoming mix of shops and gatherings that make everyday life both vibrant and comfortable.
Crestwood in southwest Portland is a small, wooded neighborhood with easy access to major routes, everyday services, and outdoor recreation. Tucked between Multnomah Village and West Portland Park, it offers a practical balance of quiet streets and city convenience.
Residents appreciate how quickly they can reach I‑5 and Highway 99W for commuting across Portland or into Washington County. Bus lines connect Crestwood to downtown and OHSU, and nearby Barbur Transit Center expands options for car‑light living. Daily errands are simple, with grocery, pharmacies, and services a short drive away along Barbur Boulevard.
Nature is a major draw. Woods Memorial Natural Area borders the neighborhood, offering forested trails and wildlife viewing, while Maricara Natural Area adds more quiet paths. Families value access to Portland Public Schools and nearby branches of Multnomah County Library, and dining options range from relaxed spots in Multnomah Village to broader choices throughout southwest Portland.
Whether you are comparing Crestwood with Hillsdale or preparing to list a long‑time home, having a local real estate expert can simplify decisions on pricing, timing, and strategy. Agent Pronto connects buyers and sellers with experienced Crestwood agents who understand the nuances of this neighborhood and work to make each move as straightforward and low stress as possible.
See why so many people rely on Agent Pronto to make their real estate journey a success.
“JulieAnn's expertise and calm demeanor were truly appreciated during the sale of my parent's house this winter. She explained the things I didn't understand, and smoothed the way in the difficulties. I highly recommend JulieAnn.”
“Gabriela was wonderful to work with from start to finish. She is extremely knowledgeable, organized, timely, and helpful. As a first time homebuyer, she made the process less daunting and was there for me every step of the way. I will be working with Gabriela for all my future real estate needs!”
“Jordan McAllister is a total professional, experienced and very knowledgeable about the status about the current real estate marketplace. From the time the house was active on MRLS to the buyers taking possession and funds disbursed was less than 30 days.”
“Valerie was a perfect fit for my daughter and I. She listened carefully to our request and found a house that was just right. She helped all the way through the closing process while I was in the hospital and has also been a tremendous resource for us with our many questions.”
“Laura went out of her way to ensure everything was in top notch shape and had answers to all our questions. She was gracious and patient when we were not, but was there when we needed her. Her professionalism and friendship made this experience easy.”
“Very professional,great local knowledge and has her clients best interests in mind.”
“Lindsey played a pivotal role in our recent sale of a downtown condo in Vancouver, Wa and purchase of a senior living home in King City. Her patience and extensive knowledge guided us through this somewhat intrusive transition. Living in Tigard, Oregon, has made our lives much easier and more fulfilling. Thank you, Lindsey. We couldn’t have done it without you.”
“It was a absolute pleasure to work with Kevin.”
“Brooklyn Morgan went above and beyond with getting me into a great house. She was an awesome help , especially when there was something I didn't understand , she explained it so I did understand. She worked extremely hard to get us into the house we were looking for. She looked out for us as the buyer. I was super lucky to get her as real estate broker. She is literally constantly working for her clients.. I highly recommend other clients go with Brooklyn Morgan..”
“Josh was a pleasure to work with. Very knowledgeable and responsive.”
“Gary was wonderful to work with. He was prompt and communicative. He's very knowledgeable and made our first home buying process extremely easy.”
“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!!!!!!!!”
“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. ”
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 covering the housing market in and around Crestwood. 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.
No. Agent Pronto is a free service for home buyers and sellers and you are under no obligation to work with our recommended agents. Find your Crestwood Realtor® or real estate agent today.
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