Find the perfect real estate agent in Checkers, San Jose, CA

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

Real estate in San Jose’s Checkers neighborhood.

Compare the top real estate agents in Checkers

Agent Pronto analyzes transaction data, specialties, client reviews, and more to find the best agent for you. Updated for August 2025. *

* 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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Checkers real estate Market Report.

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

Real estate in San Jose’s Checkers neighborhood.
* Data provided by Redfin, a national real estate brokerage.

Learn more about what Checkers has to offer.

Checkers neighborhood offers residents a welcoming, community-minded vibe, with tree-lined streets, convenient access to parks and schools, and a thriving mix of local shops and services that support a comfortable, balanced lifestyle.

Checkers. A pocket of San Jose with a tidy, easy-to-navigate street grid, it blends residential calm with quick access to urban energy. Neighbors wave from front porches as joggers cut through to pocket parks, and weekend plans often revolve around tasting rooms, food halls, and galleries just minutes away in Downtown. Culinary adventures span ramen runs in Japantown to brunch favorites and boutiques in nearby Willow Glen, while green space—think the trails along Guadalupe River Park—gives runners, cyclists, and dog walkers ample room to roam.

Families appreciate access to the San José Unified School District, known for diverse programs, language offerings, and strong community engagement. The City of San José supports youth sports, recreation classes, and libraries that keep schedules full after school. Commuters value regional connectivity: the VTA network links Checkers to light rail, major employment centers, and Diridon Station for broader rail connections. Healthcare, tech campuses, and county services across Santa Clara County are all within practical reach.

Housing here tends to be a mix of classic mid-century homes and refreshed townhomes, often with ADU potential, inviting both first-time buyers and long-term planners. Evenings are pleasantly low-key—block parties, food truck pop-ups, and a short hop to performances, sports, and museums downtown. Whether you’re setting roots or optimizing your next move, Agent Pronto can connect you with a top local agent who understands Checkers and can guide you through buying or selling with confidence.

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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 Checkers 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 San Jose. 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.


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