Find the perfect real estate agent in Kenwood, San Jose, CA
We analyze top real estate agents in San Jose’s Kenwood neighborhood and across the country to find you the most proven local agents, for free.
Compare the top 25 real estate agents in Kenwood
Agent Pronto analyzes transaction data, specialties, client reviews, and more to find the best agent for you. Updated for May 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.
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.
- Tell us what you need.
- Answer a few quick questions about your real estate needs so we can begin our search.
- Match with the perfect agent.
- Our personalized matching system will connect you with a top-rated real estate agent with the local expertise and experience you need.
- Meet your agent.
- Review the details of your top agent recommendations and speak with them to learn exactly how they can make your real estate journey a success.
- Buy and sell with confidence.
- While real estate decisions are among the most important financial and personal decisions we make, you can rest easy knowing that you have a proven real estate professional on your side.
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.
“We couldn't have had a better realtor. With Geoff's experience, he was able to explain the process and the why's. Any realtor can help you when everything is smooth sailing, but when our sale started getting bumpy, Geoff was there always explaining options, ultimately leaving the decisions to us. He was definitely in our corner and earned our respect.”
“It was a pleasure to deal with Louis in regards to the sale of my property.”
“Connected me with a very good, knowledgeable agent, which made the whole experience very satisfying. Would definitely recommend.”
“It was fast and easy!”
“It was fast and professional. I would recommend.”
“Kelly is a really professional agent. She always quickly responds to my requests or questions. And during the selling and buying process, she has been coordinating between different parties, helping me solving all kinds of issues and even mentally support us. I can't make it without her! ”
“Outstanding referral, Kelli was beyond professional.”
“We had Matthew Welch as our realtor and he was so easy to work with. What I appreciated most was the consistent open communication. He was available to us at all hours and assisted with anything we had questions about. Matt has a very positive outlook and reassured us that our perfect home was out there. He was right. He worked hard for us and worked to give us the best chance of getting the house we really wanted.”
“Agent Pronto was great! They connected me with an awesome agent who was with me every step of the way. My agent provided information at each intersection of my purchase! Even with a few bumps in the road, Sheila Green kept me informed.”
“They picked a great agency to sell my house. I really enjoyed working with the Beer Team.”
Kenwood real estate Market Report.
Information and statistics on the latest trends in the Kenwood real estate market, updated for May 2025. *
The typical home value in Kenwood is projected to be $621,250 for the month of May. April’s finalized data reported the typical value of a home in the neighborhood to be $632,500—up 36.76% over the previous 12 months. For comparison, city-level data pegged home values at $1,480,000 in San Jose for the most recent reporting period. That number is expected to float around $1,480,000 in May.
The median listing price for homes in Kenwood fell 0.18% from March to April, bringing the current median listing price to $628,890. Based on projected data for May, listing prices may continue to fall.
The number of days that homes have been on the market prior to going under contract rose year-over-year. In April 2025, the median time for a listed property to go pending was 28 days, compared to 16 days in April 2024. In recent months the median number of days from listed to pending appears to be increasing. That trend is predicted to have carried through to this May.
Market gauge is calculated based on the the number of active listings divided by home sales over the most recently available reporting period.
Learn more about what Kenwood has to offer.
Kenwood offers residents a charming blend of scenic beauty, historic character, and a thriving community atmosphere that makes it a wonderful place to call home.
Kenwood offers residents and potential home-seekers a distinctive slice of San Jose living, defined by mature tree-lined streets, a close-knit community vibe, and a superb location amidst the urban energy of Silicon Valley. This neighborhood pairs a relaxed residential atmosphere with enviable access to both essential conveniences and popular destinations. Locals enjoy proximity to the famed Winchester Mystery House, a beloved regional landmark drawing visitors from across the Bay Area. For retail therapy or dining experiences, residents can easily reach the eclectic Santana Row shopping district and the expansive Westfield Valley Fair mall.
Families are particularly drawn to Kenwood for its educational opportunities. The neighborhood serves as a gateway to schools such as Castlemont Elementary, which is part of the reputable Union School District. With its commitment to community-focused learning and enriching programs, the district makes the area appealing to those prioritizing their children's academic journey.
Recreational needs are well met, as Kenwood situates you just a short drive from the tranquil trails of Los Gatos Creek Trail, making outdoor adventures readily accessible. The neighborhood's strategic spot next to Campbell and the thriving Willow Glen area means that local charm is complemented by the diverse amenities and cultural offerings of surrounding communities.
Those considering Kenwood can anticipate a residential experience that blends peaceful suburban moments with the dynamic rhythm of San Jose. Whether buying or selling, Agent Pronto connects clients with real estate agents who know how to make every move a smooth and informed transition in this sought-after part of the city.
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!
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 Kenwood 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!
Resources for buyers and sellers.
Tips and market insights to make your San Jose real estate journey a success.
Frequently Asked Questions
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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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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.
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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.
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No. Agent Pronto is a free service for home buyers and sellers and you are under no obligation to work with our recommended agents.
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