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Real Estate Agents in Chesapeake, VA

5 best Real Estate Agents in Chesapeake, VA that specialize in real estate investments. Updated February 18, 2025. See agent reviews, ratings, and investment specialties.

  • Kristopher Kyzar's profile image

    Kristopher Kyzar

    THiNK Real Estate Team

    Commercial

    Residential

    5.0 stars
    8 Reviews
    259 forum posts

    Commercial

    Residential

    I love all things real estate, especially helping other investors meet their goals. I have personnaly invested in Real Estate since 2004 and owe most of my education to Bigger Pockets. I've done deals in VA and SC (6 doors BRRRR'd and 6 flips, 2 wholesales, 1 live-in flip) 10 of those In the Hampton Roads area and am very familiar with the area. Let me know how I can help you reach your goals! view more
  • Geoffrey Whiteside's profile image

    Geoffrey Whiteside

    Side One Real Estate Group

    Commercial

    Residential

    5.0 stars
    117 Reviews

    Commercial

    Residential

    I have personally acquired 40+ units in the area over the last 7 years. I started off house hacking out of my primary residence and quickly moved to short term rental investing which helped me scale my portfolio. I personally own short term rentals, medium term rentals, long term rentals (multi family properties) and also a café. I'm also a top 1% real estate agent in the area that has helped a wide verity of clients ranging from first time home buyer looking to house hack to the experience... view more
  • Christopher Jason Lloyd's profile image

    Christopher Jason Lloyd

    Chris Lloyd Real Estate Team

    Residential

    Commercial

    4.9 stars
    25 Reviews
    92 forum posts

    Residential

    Commercial

    Investor-friendly agent specializing in house-hacking, auctions, buy-and-hold, and MTR's. We also have experience in short sales, liquidating portfolios, and more. Reach out today and see how we can help! view more
  • Jacob Sloop's profile image

    Jacob Sloop

    Jacob Sloop

    Residential

    Commercial

    5.0 stars
    22 Reviews
    249 forum posts

    Residential

    Commercial

    Hampton Roads house hack expert!! As an experienced investor myself, and lifetime local, I can set myself apart from the other "investor friendly" agents. I have house hacked 3 times, flipped 8 properties and counting, BRRRR'd and own 6 rental properties in Virginia Beach, have helped clients with SDIRA and 1031 transactions. As a lifelong resident and active investor in the Hampton Roads market I have expert knowledge, experience and timing on the local market trends. I am constantly ... view more
  • Nate Carl's profile image

    Nate Carl

    Keller Williams Elite 757

    Commercial

    Residential

    1 forum post

    Commercial

    Residential

    Nate is a investor-friendly agent specializing in BRRRR, fix & flips and buy & hold, long-term rentals. The most important thing, when choosing a real estate professional, is to find someone you can trust. Nate Carl has a history of success and integrity on which you can depend. He is an experienced negotiator with expert knowledge of the Hampton Roads market, including foreclosure and short sale properties. You can count on Nate to always work with your interests in mind and to represent you... view more
Showing 1 - 5 of 5 Chesapeake Agents

How to Find Investment Properties in Chesapeake, VA


For real estate investors, finding the right REALTOR® or real estate agent is crucial for successful investments in Chesapeake, VA—whether you're looking at residential or commercial properties in the Chesapeake area. Working with real estate agents in Chesapeake will give you an understanding of market trends for the surrounding areas when buying or selling properties.

Identifying the right investment property to generate rental income requires time, energy, and patience. While real estate agents can assist in this search, it's essential to choose the right one who is familiar with the specific areas of Chesapeake, VA. Not all agents have a strong understanding of investment properties, so it's essential to find investor-friendly ones to ensure you achieve your desired profits.

What Is an Investor-Friendly Real Estate Agent?

Not all real estate agents know the features investors need when purchasing rental properties. Some real estate agents work primarily with buyers looking for a primary residence. These buyers have many different needs than real estate investors. Primary residence real estate agents focus on features primary homebuyers need for their family versus considering after-repair value, the local rental market, or renovation costs. An investor-friendly agent understands the business side of purchasing rental properties and will help investors find properties that not only meet their budget but also help them achieve their investment goals.

You need a real estate agent with the pulse on everything real estate-related, including off-market properties, rental income, demand, renovation, the local market, and overall costs.

Finding a good rental property requires a lot of help from many professionals to make it work. It takes a village to invest in real estate.

Testimonials

"It was great and easy. I received emails and calls from two of the agents almost immediately"

Drew N.

"The agent seemed to be very knowledgeable and thorough"

Jonathan M.

"Found two great and professional agents very quickly. Literally no complaints and way better than googling it"

Tommy H.

"I received communication almost right away regarding my inquiry"

Wendy M.

"The easy way to connect and find the people of interest"

Euviel L.

"I found a few agents from several options available, thank you!"

Jordan D.

"It was great and easy. I received emails and calls from two of the agents almost immediately"

Drew N.

"Very simple. Contacted 2 different agents, got quick responses. I think I chose a great agent, my property is listed for sale. I'm happy so far!"

Michael B.

"Quick response. Willingness to connect and search for target homes."

Richmond M.