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Member of The Historic Preservation Roundtable of the National Trust Historic Preservation

Greater Capital Area Association of Realtors ( GCAAR)

The National Association of Realtors®.

Awards

Washingtonian Magazine Top Real Estate Agent Award 2019- 2022

GCAAR- Greater Capital Area Association of Realtors- 2019-2022 Award Winner- Silver

Top 1% of DC Metro Area Realtors, The Washington Post and Five Star Professional

2021, 2022 Top Agent- Modern Luxury DC 

Compass Top Agent 2021, 2022 Individual Agent and Team Member of Two- The Oakley Group 

Specialties

First-time home buyers, complex negotiations, DC real estate contracts, estate sales, VA sales, mortgage lender recommendations, DC Condo sales, DC row house sales, Construction experience, Historic Preservation, Lending recommendations, proficiency in Sales, Expert negotiating and comparison view

Education

The University of Georgia B.A. Urban Geography and Environmental Law, 2008 with Honors and Research Scholar Distinction
About Jesse

A man sitting on a chair holding a cell phone in New York


For Jesse Oakley, a DC Metro area realtor with over 14 years of top producer experience and over $100 million in sales, the needs of his clients always come first. Jesse offers a personalized and seamless solution to the real estate process, customizing each client’s experience with creativity, compassion, inclusivity, and keen expertise. Jesse brings a wealth of knowledge and industry relationships to every transaction—from his extensive insight into our vibrant neighborhoods, to his background in architecture and construction. Jesse’s mission? To arm his clients with the knowledge they need to make informed decisions while advocating for their best interests to maximize the value they’re getting when it matters most.

When he is not selling real estate, you can find Jesse in the Trinidad NE neighborhood of DC with his husband, friends, and our two cats "Linus and The Coconut." He prides himself on his gregarious and friendly nature and looks forward to being an advocate for your goals.


REVIEWS:

"Since my partner and I had never owned a house before, there many aspects of buying a home that were very unclear. Jesse was incredibly helpful and patient, thoroughly walking us through the process and responding to our numerous questions. Something that I found particularly helpful was that when we would go on house visits he would volunteer a lot of helpful information and suggest things to look out for (i.e., HVAC, roof, drainage issues, asbestos, etc.). His insights were incredibly helpful. For me, as a first-time buyer, I was really glad to have retained Jesse's services as he helped me to establish a solid understanding of what to be on the lookout for when buying a new home. He also had an extensive network of contacts to whom he was able to refer us in order to undertake some minor work that we wanted for our new home.
Jesse is an outstanding, top-notch real estate agent who provides full service from start to finish throughout the home-buying process. I think this could have been very problematic and potentially filled with a lot of pit falls; however, Jesse guided us step-by-step and really made it a pleasure. I would highly recommend working with Jesse, especially for first-time buyers like we were!"

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"I have bought two and sold one home with Jesse, and will continue to have him be my real estate agent. Jesse is the consummate professional, approachable, and very knowledgeable about the DC real estate market, necessary qualities for a good agent in this competitive market. I would definitely (and do) recommend him to anyone looking to buy or sell a home in the area."

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"Jesse is an ultra-responsive, knowledgeable champion. He guided us through the home-buying process, using his relationships and deep reservoir of DC knowledge to give us the advantage we needed to buy the house we wanted in an insane market. He dotted every i, crossed every t, and was a world-class nag when the situation warranted it. Someone wise once said that there are realtors and there are REAL-tors. I never understood that phrase, but Jesse is a walking, talking five-star home-buying experience."

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"Working with Jesse as my seller's agent was absolutely wonderful! He is organized, thoughtful, prepared, and everything you need in a Realtor. i appreciated his insights into all parts of the process and trusted his recommendations and judgment. I highly recommended working with Jesse as a buyer or seller."

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"I had an excellent experience working with Jesse. Jesse allowed me to search for a home at my own pace, without pressuring me, while continually providing me with properties that met my criteria as they popped up. Jesse’s knowledge of the DC-area market is a great asset, and he was very helpful at every step of the process. I would highly recommend working with Jesse - he was wonderful to work with as a first-time home buyer."

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"My partner and I just purchased our first house in the DMV area. We were introduced to Jesse through a former colleague of ours, and he highly recommended him. Now, we know why. Jesse's customer service is phenomenal, he knows the market, and most importantly, he tries to understand his clients. He was very patient with us, since we were first time home-buyers, and provided as much information as we needed. He goes the extra mile, and makes this stressful process as easy as possible. We are SO happy Jesse was our real estate agent, and we cannot recommend him more! Thank you, Jesse!"