Find the perfect real estate agent in Tanglewood, Chesapeake, VA

We analyze top real estate agents in Chesapeake’s Tanglewood neighborhood and across the country to find you the most proven local agents, for free.

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Real estate in Chesapeake’s Tanglewood neighborhood.

The easiest way to find the best real estate agent.

Sell your home fast and for top dollar or find your dream home at the best possible price. Use our free service to find top agents you can trust.

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Home buyers and sellers love Agent Pronto.

Here’s what some of the 400,000+ home buyers and sellers have had to say about our service.

“Mark was a great person to work with. I found him to have a high level of integrity and I would not hesitate to recommend Mark or use him again if conditions warranted. Mark was a pleasure to work with and I feel that he placed my requirements above his, a wonderful representation of a professional realtor and individual. Highly recommended!!”
5 stars
EA
Edward M A.
Chesapeake, VA
“Great communication and overall great service!”
5 stars
EH
Ed H.
Chesapeake, VA
“Kimberly and Holly were very personable and professional. They were very informative. They guided us through this cumbersome and tedious process. They both were great to work with and kept us abreast with what we needed to do to sell our home. We are most grateful to work with them. They know what it takes to sell a house!”
5 stars
DP
Derald E P.
Newport News, VA
“We had a 5-star experience. Thank you so much for helping us close on our new condo!”
5 stars
MC
Maryjane C.
Virginia Beach, VA
“Deb Kelly did a fantastic job!”
5 stars
JL
Jeannine L.
Hampton, VA
“Because I was trying to do a long distance short sale, I needed someone who really knew what they were doing. I was given the name and number of Colin. He took on the challenge and a little over two years later, we finally closed. If you have done a short sale before, it is a very trying ordeal! Colin took good care of the house, had repairs done, and always had clients waiting in line with a new contract. I believe it was the 5th contract and a lot of patience that got us to closing.”
5 stars
DW
Denise W.
Norfolk, VA
“You were prompt and friendly. Nancy Shiley is the best home agent we have ever encountered. She is amazing. Went out of her way many times to find us just the right home. She is a gem.”
5 stars
NK
Nancy K.
Winchester, VA
“It was a pleasure dealing with you all. Everything went very smoothly. Everyone was very professional and courteous. Brett Sisk went overboard helping us sell our home and buy a new one. He was great and is truly a great friend going forward!!”
5 stars
MB
Michael T. B.
Brookneal, VA
“Emilie was amazing to work with. She went above and beyond to make sure we got the perfect home.”
5 stars
MB
Missy B.
Ruther Glen, VA
“Melissa Sanford was like an angel sent to me. She was professional...she kept me informed every step of the way and closing was a breeze. I would recommend her as an agent to anyone looking to sell their home/land. If I could give her more than five stars, I would.”
5 stars
AB
Annmarie B.
Gum Spring, VA

Tanglewood real estate Market Report.

Information and statistics on the latest trends in the Tanglewood real estate market, updated for May 2025. *

Real estate in Chesapeake’s Tanglewood neighborhood.
* Data provided by Redfin, a national real estate brokerage.

Learn more about what Tanglewood has to offer.

Tanglewood in Chesapeake offers residents a welcoming community with beautiful parks, convenient amenities, and a charming atmosphere that enhances quality of life.

Tanglewood is a welcoming enclave in Chesapeake where tree-lined streets and peaceful cul-de-sacs foster a sense of home from the very first glance. Residents appreciate its convenient location, mere minutes from the bustling Greenbrier area and a quick commute to Norfolk for urban adventures. The neighborhood draws families and professionals alike—people who relish quiet evenings, friendly neighbors, and access to some of the area’s standout amenities.

A key attraction for families in Tanglewood is the quality of public schooling. The community is served by Crestwood Intermediate School, Crestwood Middle School, and Oscar Smith High School, each renowned for their commitment to student achievement. Parks and outdoor spaces like Tanglewood Park and Chesapeake City Park invite residents to stroll, picnic, and play close to home. Shopping enthusiasts and food lovers enjoy proximity to local favorites, while seamless access to Virginia Beach ensures weekend getaways and coastal relaxation are always within reach.

With its blend of accessibility, community spirit, and the ease of everyday living, Tanglewood offers a lifestyle many aspire to find in Chesapeake. Whether you are considering purchasing a home or selling your current one, Agent Pronto can simplify the process by connecting you with the area’s most trusted real estate professionals.

Woman smiling

Within a few minutes, I was paired up with an awesome agent who really knew the local area and helped me find a great condo in a super tight market. It was daunting to think about how to find the right agent. Agent Pronto got me the right agent, pronto!

Sarah W.

Take the guesswork out of finding an agent.

With over 2 million real estate agents across the U.S., it’s not easy deciding who to trust when buying or selling a home.

We’ve analyzed performance metrics, close rates, specialties, and client reviews of the top real estate agents in Tanglewood to qualify the best agents for your specific needs.

We know that choosing the right real estate agent can be a stressful task. With Agent Pronto, it doesn’t have to be.

Data analysis with a human touch.

Agent Pronto works through troves of local and national housing data, client reviews, and agent performance metrics to find the top agents in Chesapeake. But we don’t stop there.

Our Agent Specialists will take into account any special requests you have when searching for your real estate agent recommendation.

Need a great agent who speaks fluent Spanish and is a luxury condo expert in your neighborhood? No problem!


Frequently Asked Questions

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. 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.