Skip the search. We analyze thousands of real estate agents in Portland’s Deering Highlands neighborhood and nationwide to find you proven local pros, for free.
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 Deering Highlands real estate market, updated for March 2026. *
Deering Highlands had 2 new listings and 4 listings that went under contract in January, decreasing the area’s total available inventory to 1—down 0.0% from the previous month. Inventory is projected to have further decreased in February.
The median listing price for homes in Deering Highlands grew 11.14% from December to January, bringing the current median listing price to $972,500. Based on projected data for February, listing prices may continue to grow.
Market gauge is calculated based on the the number of active listings divided by home sales over the most recently available reporting period.
Deering Highlands offers residents a welcoming, walkable community with historic charm, ample green space, and convenient access to culture, dining, and daily life.
Deering Highlands in Portland is a leafy residential neighborhood known for walkable streets, classic architecture, and easy access to daily necessities. Set between Downtown Portland and the Back Cove, it offers a practical balance of quiet living and city convenience.
Tree‑lined blocks feature early 20th century homes, sidewalks, and a strong sense of continuity. Residents can reach Woodford’s Corner for neighborhood staples, morning coffee, and casual dining, or head toward Deering Center for more local shops and services. The area is popular with those who value short commutes and straightforward access to METRO bus routes.
Outdoor options are a major draw. Baxter Boulevard along the Back Cove Trail is close enough for regular runs and bike rides, while nearby Fore River Sanctuary and Evergreen Cemetery provide wooded trails and open green space. Families appreciate proximity to Portland public schools such as Deering High School.
Parking, snow removal, and city services are important considerations in this four‑season climate, and Deering Highlands residents benefit from established infrastructure and clear municipal support. Whether you are planning to relocate across town or sell a long‑owned home, a local real estate agent who knows Deering Highlands block by block can help you price accurately, navigate inspections, and time the market. Agent Pronto connects buyers and sellers with the right Portland expert so the process feels more manageable and less stressful.
See why so many people rely on Agent Pronto to make their real estate journey a success.
“Jack Hernandez was fantastic to work with throughout our home buying process. He was always responsive and communicative, keeping us informed at every step. His knowledge of the local market and ability to clearly explain things made the process much less stressful. He’s also very personable and genuinely empathetic, which made us feel supported the whole time. Overall, we had a great experience and would highly recommend him.”
“Amy, thank you so much for all of your help in securing us another home. It's such a pleasure to work with you. Your knowledge, support, guidance and follow-through certainly made this challenging process so much smoother and manageable. And most of all we had some fun along the way too! Appreciate everything you and Brittany did for us. You're the best!”
“I'm very satisfied with Steven and his team, for helping me sell my house. I'm glad I chosed him, everything went smoothly until the end. Thank you Steven!”
“Evelyn is amazing! She sold our condo in less than 2 weeks, and for much more than we expected to get for it. She knows the clientele, area, and neighborhood better than anyone else. It was such an easy process and she handled everything, making it stress free for us. I would recommend her to anyone!”
“I’m so grateful to have had Christian’s team help me and my family sale our parents home and farm. Christian and Leslie were very patient with us. Kind, dedicated and knowledgeable in guiding our family through this emotional process. I have worked with this team twice now and I would work with this team again!”
“Casey was an amazing agent. The first home we put an offer in had many red flags that we later found out. In trusting Casey and with going through the process with him we felt very secure knowing that we may need to back off and seek other options for houses in the area. In our (now newly first home) that we found with Casey during our second search, we trusted in his knowledge and insight which we greatly appreciate. Since it is our first home we purchased we felt that Casey guided us through the process in a very smooth manner which we greatly appreciate. We highly recommend Casey to anyone who is looking for a home (either first or second, etc) and wants a trustworthy agent.”
“I had a great experience working with Adysyn Araujo while buying my home. She was professional, knowledgeable, and extremely responsive throughout the entire process. Adysyn took the time to explain everything clearly, answered all of my questions, and made sure I felt confident at every step. Her attention to detail and commitment truly made the process smooth and stress-free. I highly recommend Adysyn to anyone looking to buy a home.”
“Amy is excellent. She quickly responded to all my inquiries and kept me well informed. I trust her explicitly!”
“Dane was referred by a mutual friend. He was quick and efficent in getting me set up to view properties and with the quick turn around I needed. I would highly recommend him to anyone”
“Elise was very professional, strong negotiator, amazing marketing, and timely consistent responding. I would definitely use her services again and highly recommend!”
“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!”
“Lonnie was a pleasure to work with and we would happily recommend him to anyone searching for a home.”
“I have been in the real estate business for over 20 years, and Meagan Jones is my top choice among Sarasota realtors. She is knowledgeable, trustworthy, communicative, a go-getter, and super easy to work with. I highly recommend!”
“Great person to work with. Very efficient and responsive.”
“Amy Hullet was fantastic! She kept us updated every step of the way. She knows the Bismarck market and had good insight. She was also very patient and accommodating in showing us multiple properties. Thank you Amy!”
“Kim was professional from listing to closing. She held my hand on my many emotional roller-coaster rides throughout the process.”
“Tahiti Reed and Nani Cockett are truly a dream team! In just a matter of weeks, they helped our family find, negotiate, and close on a new home that we absolutely love. Tahiti and Nani have top notch experience and expertise, with a strong understanding of both the real estate market overall and the nuances of local neighborhoods across the island. But even more importantly, they truly care about their clients, which shines through in the way they handle every step of the home search and purchase process. They and their transaction manager Kristy helped make what could otherwise have been an intimidating process so much easier to understand and manage. I especially appreciated everyone's responsiveness and how they were always willing to work through any questions we had along the way. I am so grateful to have been referred to Tahiti and Nani, and I would absolutely recommend them!”
“Debbie was great to work with. We have already referred her to a family member. If you have a property you are buying or selling we strongly recommend her.”
“Just moved here from another state,and Michelle treated us extremely friendly, like family and walked us through whole procedure, from looking, to closing. Will recommend her highly.”
“Leigh was a fantastic agent who worked over and above alll expectations. Her experience and guidance resulted in the sale of our condo in a tough buyers market.”
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 Deering Highlands. 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 Deering Highlands Realtor® or real estate agent today.
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