“Our experience with Josh Kaplan was terrific. He was a steady voice with calm guidence and spot on with market knowledge. Would use him again!”
Soldera Properties, Inc.
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Agent Pronto analyzes transaction data, agent specialties, and client reviews to handpick the best agents in your area. Updated for November 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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Crestwood real estate Market Report.
Information and statistics on the latest trends in the Crestwood real estate market. *
Latest Rolling 3-Month Snapshot
Jul 1, 2026 - Sep 30, 2026
Median sale price
$440K
-21%
from Q2 '26
Median list price
$544K
-5.3%
from Q2 '26
Active listings
20
-29%
from Q2 '26
Homes sold
9
-40%
from Q2 '26
New pendings
11
-31%
from Q2 '26
New listings
9
-53%
from Q2 '26
Quarterly Pricing Trends for Crestwood
Rolling three-month data ending on quarter boundaries when available.
Median sale price
Median list price
Quarterly Pricing Trends for Crestwood
Rolling three-month data ending on quarter boundaries when available.
Median sale price
Median list price
Quarterly Pricing Trends for Crestwood
Rolling three-month data ending on quarter boundaries when available.
Median sale price
Median list price
Quarterly Inventory and Sales Activity for Crestwood
Rolling three-month supply and activity totals for the selected period.
Active listings
Homes sold
New pendings
New listings
Quarterly Inventory and Sales Activity for Crestwood
Rolling three-month supply and activity totals for the selected period.
Active listings
Homes sold
New pendings
New listings
Quarterly Inventory and Sales Activity for Crestwood
Rolling three-month supply and activity totals for the selected period.
Active listings
Homes sold
New pendings
New listings
18
Seller’s Market
Seller’s Market
Buyer’s Market
0
20
40
60
80
100
0
25
50
75
100
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.
Learn more about what Crestwood has to offer.
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.
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“I appreciated Gary's professionalism and insight when marketing my home. He provided the names of professional service companies when needed. Was promp in responding to my questions and consistent in sharing details about my sale. I would feel confident in recommending Gary Musgrove to others.”
Berkshire Hathaway Home Services Northwest Real Estate
“Danny was amazing to work with. We are relocating to Camas from the other side of the country, and he showed a great deal of patience with us. Showing several homes on a Sunday on short notice with great insights for us. When we found the home we wanted to purchase he made a video of the home for us because we were not able to see it in person before banking an offer and inspection. Danny is also a genuinely nice person and was very helpful throughout the entire process.”
Reger Homes
“Moving from Arizona we knew there would be challenges but Jordan made it so much easier for us. The inspections she helped get set up, her recommendations and professionalism makes her a stand out in the Reality business. Jordan called or sent us a text with every step of the process. She would be the first person we would recommend to anyone.”
MORE REALTY
“Great experience. Very responsive. Help with loan and title company. Setup inspection company and stayed during inspection. Great communication. Stayed on top of all the steps in the process. Follow up after all was finalized.”
Barnes Portland
“Michael did an excellent job with our search for the right property. Having grown up in the area and with years of experience, he was able to give good advice on schools, neighborhood and other influences. He knows the market and provided the data to allow us to negotiate a good deal on the house we purchased. He also assisted with inspections and contractors. I would recommend Michael Green to anyone looking to buy or sell in the Portland area. He was on top of all aspects of the deal and stayed in communication through out.”
Coldwell Banker Bain
“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”
More Realty
“Kevin is the hardest working agent I have ever had the pleasure of working with! He has been the reason I have been able to buy and he has negotiated really well for me! I love working with Kevin.”
Keller Williams
“I’m grateful for the support Rebecca provided during a difficult home sale. She was consistently available, responsive, and incredibly nonjudgmental, which made it easier to navigate on all levels?. She stayed on top of things and put a great deal of time and effort into helping me move the sale forward. I appreciated her dedication and willingness to work through challenges with me. I would definitely recommend her to anyone looking for a hardworking, supportive realtor.”
Portland Works Real Estate
“Jenessa was great to work with. She helped us every step of the way and was on top of everything on her end. I will gladly recommend her to my family and friends and will definitely work with her again.”
Summa Real Estate Group
“I highly recommend Russel and his team! They were very efficient and great with communication during the process of selling our home. Very quick to respond to my many many questions and I never felt ignored one time...Excellent service from the initial listing to the sale of our home!! Highly recommend!!!”
Matin Real Estate
“Bryan Atkinson provided precisely what we needed to close quickly on a house in our dream neighborhood and sell for a good price even more quickly. Here are just a few of the things that made us confident in our choice to work with Bryan: He provided expert market research to inform our decisions He gave us a realistic understanding of the current market and what to expect He marketed our unique, micro-ADU property perfectly to its niche market Most importantly, we felt understood by Bryan, knowing that he had internalized our preferences and best interests. We knew we could trust him to communicate on our behalf and represent us accurately.”
eXp Realty
“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.”
Berkshire Hathaway BHHS Northwest Real Estate
“What a pleasure it was to work with Ariel and her staff. She always provided quick responses and sound advice. Her attention to detail and the way she marketed our home by placing signs around the house calling out its features really made the difference for us. We interviewed several realtors and she stood out amongst them. So glad we chose Ariel!”
Property Group NW
“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”
MORE Realty
“Five-Star Service from a True Professional. As a veteran, I cannot recommend Troy highly enough for his incredible dedication to helping the military community navigate the market. He recently handled the sale of our home in Vancouver, WA, putting us in the absolute best position with a strategic marketing plan that allowed us to sell our home much faster than expected. Throughout the entire process, Troy made us feel like we were his only clients, turning what could have been a stressful selling journey into an amazing, deeply personable, and seamless experience. I would absolutely recommend him to all of my friends and family.”
Northwest Realty Source
“My experience working with Brooklyn was nothing short of amazing! As a first-time homebuyer, she made the entire home-buying process easy and stress-free. She was extremely confident and professional when it came to negotiating and working things out with the seller. She always went above and beyond to make sure I understood every detail throughout the process. I couldn’t have asked for a better realtor. Highly recommended!”
MORE Realty
“Jennifer is always a pleasure to work with, and does everything she can to be helpful and get the job done and get you what you want. This would be the second time I have worked with her, and because she did such a great job helping us sell and purchase the first time, when we wanted to sell this time we made sure to contact her first thing.”
Oregon First Realty
“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.”
Engel & Völkers Portland Rose City
“Matt, was very patient with us, while making recommendations in preparation for the selling of my property. Working with Matt reduced the stress normally associated with this process. Matt was very attentive and reliable. Our property sold quickly and efficiently. Thank you for your help and support Matt! David Jones, Oregon City”
Keller Williams Fox Real Estate Group
Frequently Asked Questions
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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.
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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.
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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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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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