We analyze thousands of real estate agents in Portland’s Crestwood neighborhood and nationwide to find you proven local professionals, for free.
Agent Pronto analyzes transaction data, agent specialties, and client reviews to handpick the best agents in your area. Updated for October 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. *
Jul 1, 2026 - Sep 30, 2026
Rolling three-month data ending on quarter boundaries when available.
Rolling three-month data ending on quarter boundaries when available.
Rolling three-month data ending on quarter boundaries when available.
Rolling three-month supply and activity totals for the selected period.
Rolling three-month supply and activity totals for the selected period.
Rolling three-month supply and activity totals for the selected period.
Market gauge is calculated using active listings and pending sales from the most recently available reporting period (Jul 2026 - Sep 2026).
Year over year, Crestwood’s rolling three-month median sale price has fallen sharply, down about 27 percent compared with late 2025. Prices in the neighborhood are now well below the broader Portland median, with Crestwood’s typical home value near $440,000 versus roughly $518,000 citywide.
Inventory and activity have both cooled in this rolling three-month view, as active listings are slightly lower than a year ago and homes sold are down about 17 percent. New listings have dropped even more, falling nearly 30 percent year over year, yet months of supply has been cut roughly in half to 2.9 months, reinforcing its classification as a seller’s market.
Looking at the latest period more closely, homes are taking longer to move, with median days on market up modestly from last year to about a month. Even with this slower pace, about one-third of sales are still closing above list price and the average sale-to-list ratio is essentially at 100 percent, while pending sales have jumped nearly 39 percent from a year ago, signaling solid buyer interest. In this kind of shifting environment, both buyers and sellers can benefit from Agent Pronto’s help connecting with a Crestwood agent who understands the numbers behind these trends.
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.
“Will and would, recommend Jimmy Robinson to all people looking for an agent ! Very personalable. Fast responses is an understatement. An other plus, his photographer is outstanding! Of course his fee being one and one half percent helped. Thank you Jimmy Robinson JT - RS”
“Jordan is an extremely skilled and accomplished real estate broker/agent. Her preparation for our initial meeting was very impressive. We trusted her with the sale of our home and she was successful beyond expectation. A professional from the get go we would recommend her to anyone considering a home sale.”
“From start to finish, Laura Oviatt, did an excellent job of communicating and helping me in selling my property. Laura was professional and always there to answer any questions I had. I would highly recommend Laura if you are looking for a realtor. Laura deserves more than 5 stars.”
“It has been a pleasure to work with Josh. The service he provided was beyond our expections. We were not looking forward to going through the process but he helped us feel calmer by explaining everything as we proceeded. Thoughtful, knowledgable, dependable and always there with an answer to our questions. In a tough market for our neighborhood he sold our house in 5 days. Helped with the purchase of the new house also. We highly recommend Josh Kaplan to anyone considering selling their home.”
“Valerie was easy to work with and always available for my calls. She arranged for the extra work that needed to be done in order for the sale to be complete, in a timely manner. Communication was good”
“I have used Sam for a handful of home purchases and sales when he was previously based in Los Angeles. He and his team are on it! Sam has a firm grip on the market, its trends, is always accessible, and is a proven team leader. He is also a skilled negotiator and will represent his clients to the fullest.”
“Julieann is a friend of my daughter. She is nice and approachable. She's very patient w/ us and professional as well.”
“We had such an incredible experience working with Lindsay Fiarito to purchase our beach house in Ocean Shores! She was knowledgeable, responsive, and truly went above and beyond to make the entire process feel easy and stress-free. We’re so grateful for her guidance and absolutely thrilled with our new place!”
“Jordan with McKillion Real Estate Group was absolutely fantastic! Professional, responsive, and extremely knowledgeable about the Portland area real estate market. We were trying to find the ideal home for retirement and came from out of state several times to look at houses. Jordan listened to what we wanted, was patient with each and every request, and found creative solutions when we hit problems or obstacles. On top of all that, he was friendly and easy to get along with. He went above and beyond, even helping us with some issues after closing. I can't recommend him highly enough - more than 5 stars!”
“Working with Alysa over the past year was one of the best experiences we could have hoped for during what is often a stressful process. From day one, she was knowledgeable, honest, and incredibly supportive. She took the time to explain the market, answer every question, and help us make informed decisions every step of the way. She guided us through preparing, listing, and selling our home. Even when we paused during the holidays, she stayed in touch, came back with a fresh strategy, and helped us successfully achieve our goal. There are many realtors out there, but what truly sets them apart is how they treat people. Alysa advocated for us like family. She was always available, responsive, willing to travel, and never stopped working on our behalf. She also helped us find and purchase our new home, making the entire journey feel manageable and supported. Her professionalism, kindness, generosity, and dedication are exceptional. We couldn’t have asked for a better experience.”
“Gary was referred to me by family that has used him in many home purchases and he was great to work with. He had excellent knowledge of the area is was looking to buy in and we found something right away. This was my first time buying and Gary made the whole process super easy. He was always available to me anytime I need him or if I had a question about something. I would highly recommend Gary to anyone that's looking for to buy. Gary you are awesome thank you again.”
“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!”
“Very professional,great local knowledge and has her clients best interests in mind.”
“Working with Tony was an outstanding experience from start to finish. He is professional, knowledgeable, responsive, and truly goes above and beyond for his clients. Tony has a deep understanding of the market, strong negotiation skills, and an impressive ability to anticipate issues before they become problems. Throughout the entire process, he communicated clearly, stayed on top of every detail, and always had my best interests in mind. His guidance made what could have been a stressful transaction smooth, efficient, and successful. If you are looking for a real estate agent who is honest, hardworking, and genuinely committed to delivering results, Tony is the one. I would absolutely work with him again and recommend him without hesitation to anyone buying or selling real estate.”
“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..”
“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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