Frequently Asked Questions About Finding a Real Estate Agent in San Mateo

Sternsmith Group


By Sternsmith Group

Choosing a real estate agent in San Mateo isn’t just about finding someone with a license. It’s about finding a trusted advisor who knows how to get results in one of the Bay Area’s most competitive markets. Whether you’re buying your first home in Sunnybrae or preparing to sell in Baywood, the agent you choose will shape your outcome, timeline, and overall experience.

At Sternsmith Group, we’ve answered thousands of questions from clients just like you. In this blog, we’re sharing the most important ones, so you can make an informed decision with total confidence.

Key Takeaways

  • The best San Mateo agents offer deep neighborhood experience and strong client reviews.
  • Hiring local gives you access to pricing insights, school district knowledge, and off-market listings.
  • Ask detailed, specific questions to evaluate an agent’s experience and communication style.
  • Sternsmith Group is a top-performing team with consistent results across all 28 San Mateo neighborhoods.

How Do I Find the Best Real Estate Agent in San Mateo?

Look for an agent with proven results, hyperlocal knowledge, and a reputation for strategic, client-focused service. The best agents know how to price your home accurately, market it effectively, and navigate negotiations with confidence. In San Mateo’s competitive market, recent success and neighborhood familiarity are key.

Sternsmith Group, led by Casey Sternsmith, is consistently ranked among the top-performing teams in the region, recognized by FastExpert, Zillow, Homes.com, and RealTrends for verified sales performance and client satisfaction.

What Should I Look for in a San Mateo Realtor?

The right realtor will align with your goals and make the process easier.

What to Prioritize:

  • A strong track record in San Mateo neighborhoods like Baywood, Sunnybrae, and Bay Meadows
  • Professional-quality marketing and staging for listings, including video, social media, and strategic pricing
  • Responsive communication and honest advice
  • Experience handling competitive offer situations with calm, skilled negotiation
  • Positive reviews and a high rate of repeat business and referrals
With hundreds of 5-star client reviews and consistent local results, Sternsmith Group brings this full package to every transaction.

Is It Better to Hire a Local San Mateo Real Estate Agent?

Absolutely. San Mateo’s market varies significantly by neighborhood, even block to block. A local agent understands pricing trends, buyer behavior, and inventory fluctuations that out-of-area agents simply can’t match.

Agents at Sternsmith Group also provide access to local vendor networks, off-market opportunities, and deep familiarity with community-specific selling points, like school zones, walkability, and lifestyle features.

Who Are the Top Real Estate Agents in San Mateo County?

Top agents in San Mateo County consistently deliver strong results, in-depth local expertise, and trusted client relationships built over time. Sternsmith Group is proud to be ranked among the very best, year after year.

With over $1.3 billion in lifetime sales and more than a decade of experience in San Mateo real estate, Casey and her team have a track record few can match. From strategic pricing to high-level negotiation, they’ve earned a reputation for delivering results in every neighborhood and market cycle. The team has also been named the #1 Top Realtors in San Mateo from 2018 through 2025, a title earned through consistent sales performance, client satisfaction, and deep neighborhood knowledge.

How Many Real Estate Agents Should I Interview?

We recommend speaking with at least two to three agents before making a decision. Compare their communication styles, marketing strategies, pricing approaches, and neighborhood knowledge. You want someone who listens closely, asks the right questions, and presents a clear plan tailored to your specific goals.

What Questions Should I Ask a Realtor Before Hiring Them?

Ask questions that reveal true experience and local expertise, not just general knowledge.

Good Questions to Ask:

  • How long have you worked in San Mateo real estate?
  • How many homes have you sold in the past year?
  • What’s your pricing strategy for my neighborhood?
  • How do you market listings to attract strong offers?
  • How will you keep me informed during the process?
Agents with a solid background will offer specific, confident answers based on firsthand experience.

How Do I Know If a Realtor Is Experienced in My Neighborhood?

Ask for examples of recent sales or listings in your specific area. A qualified agent should be able to reference properties and outcomes in communities like Baywood, Aragon, Bay Meadows, The Highlands, and Sunnybrae.

At Sternsmith Group, we’ve helped clients buy and sell in every major San Mateo neighborhood, and we can share pricing data, buyer behavior, and local trends that impact your home directly.

Do Top Agents in San Mateo Offer Off-Market Listings?

Yes. Many of San Mateo’s top-performing agents have access to off-market and private listings through strong local relationships. Working with Sternsmith Group gives you early access to homes that may never be listed on public platforms like Zillow or Redfin, which is a key advantage in low-inventory environments.

Why Does Choosing the Right Real Estate Agent Matter?

The right agent will help you:

  • Sell faster and for a better price
  • Win in multiple-offer situations without overpaying
  • Avoid unexpected surprises in inspections, appraisals, or contract terms
  • Stay ahead of the competition through expert strategy and communication
  • Feel supported throughout every step of the process
In a fast-paced market like San Mateo’s, choosing to work with Sternsmith Group ensures you have expert guidance and proven success on your side.

Contact Sternsmith Group Today

If you’re considering buying or selling in San Mateo, we’d love to help you make your next move a success. With award-winning service, deep community knowledge, and results that consistently outperform expectations, Sternsmith Group is one of the most trusted real estate teams in San Mateo County.

Reach out to us at Sternsmith Group or call (650) 678-5455 to schedule your private consultation. Let’s talk about how we can help navigate your next chapter together.



Casey Sternsmith

Casey Sternsmith

Founder

Get to Know Me

Meet Casey Sternsmith, founding partner of the Sternsmith Group. In business, exceptional service is what matters most to Casey Sternsmith.

With Casey at the helm of the Sternsmith Group, this level of commitment is shared by all members of the group who pride themselves on being excellent listeners with unwavering integrity, and for providing the best advocacy and negotiation skills for their buyers and sellers.

Casey’s philosophy of “love what you do, or do something else” is at the forefront of the entire team, which is evident by their true passion for helping clients achieve their real estate goals.
 
As a leader in real estate marketing, Casey employs tried and true traditional marketing as well as cutting-edge strategies such as social media marketing and professional videos for every home – from small condos to luxury estate properties. Casey’s clients also benefit from her vast personal network as a lifelong resident of the area.
 
As a result, she often achieves unprecedented outcomes for her sellers with quick sales and prices exceeding the list prices. To her buyers, Casey is known for excelling in competitive multiple-offer situations.
 
With more than 10 years of results that speak for themselves, Casey never looks at the process as a transaction, but rather as a personal decision and life choice that impact each and every day of their life. Because of this, a great deal of Casey’s personal business, and the Sternsmith Group’s as a whole, comes from repeat businesses and referrals.
 
Prior to her career in real estate, Casey owned and operated a personal training/Pilates studio in San Mateo where she honed her customer service, management, organization, and marketing skills. Combined with a bachelor’s degree from UC Santa Barbara, all of this proved to be the ideal foundation for her future success in real estate. Casey and her husband have two small children and reside in Hillsborough.
 
Tess Salter

Tess Salter

REALTOR®

Get to Know Me

Tess Salter is a top-ranked real estate agent in San Mateo County and a key leader of the Sternsmith Group, known for her exceptional negotiation skills, client-first approach, and record of delivering outstanding results. Tess has helped clients buy and sell homes across San Mateo, Burlingame, Hillsborough, Belmont, San Carlos, Redwood Shores, Redwood City, San Bruno, Millbrae, South San Francisco, Bay Meadows, Menlo Park, and Foster City. She specializes in single-family homes, condominiums, townhomes, luxury estates, and investment properties.

With over 10 years of experience, Tess has sold 71 homes in San Mateo County in 2025 and helped 61 buyers and sellers achieve over $125M in sales in 2024, according to RealTrends. Since 2015, Tess and her partner Casey Sternsmith have closed $1.3B+ in total sales, ranking them among the top 5 agents in San Mateo County and the #1 agents in San Mateo for seven consecutive years.

Tess was recognized by Gentry Magazine as one of the Top 10 Agents Under 40 in 2020, and the Sternsmith Group has been nationally recognized on The Leading 100 for the past seven years, celebrating the top-performing real estate teams in the San Francisco Peninsula.

Tess is known for her expertise in off-market listings, pre-market preparation, luxury marketing strategies, and customized property-specific marketing. She leverages Compass’ advanced technology, social media, and Facebook/Instagram Live tours to maximize exposure and deliver top results. With a strong foundation in finance, accounting, and economics, Tess provides data-driven insights that help clients make strategic real estate decisions.

Outside of real estate, Tess is deeply committed to her community. She served as PARCA Auxiliary President (2024–2025), continues on the PARCA Board (2019–2025), volunteers in Hillsborough schools, served on the West Elementary School Site Council, and chairs the Relay for Life for the American Cancer Society.

With 150+ five-star reviews and a reputation for integrity, responsiveness, and personalized service, Tess Salter and the Sternsmith Group provide exceptional guidance, strategic marketing, and unparalleled support for anyone buying or selling in San Mateo County, Burlingame, Hillsborough, and surrounding Peninsula neighborhoods.

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Insightful local knowledge and extensive expertise. We looks forward to earning your family’s trust and leveraging our success for your benefit for generations to come. We looks forward to earning your family’s trust and leveraging our success for your benefit for generations to come.

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