Caroline Dinsmore - Realtor at The Agency

Caroline Dinsmore - Realtor at The Agency Caroline has successfully represented buyers and sellers as a top real estate agent since 2004. DRE # 01458457
Broker DRE # 01904054 Selling your home?

With over 20 years of experience, Caroline Dinsmore is more than just a top-ranked realtor; she's a trusted advisor who builds lasting relationships with her clients. Her deep roots as a Peninsula native and extensive market knowledge provide an invaluable advantage to her clients. Caroline's path to real estate was anything but typical. After graduating with honors in History from UC Santa Barbar

a, she spent several years teaching English in Spain before diving into the dynamic world of Silicon Valley tech. Her decade-long tenure at companies like Oracle and Webex, spanning the dot-com boom and bust, provided invaluable insights into market fluctuations. Her experience weathering the storms of the 2008-2012 financial crisis and the Covid pandemic provided invaluable insights into the complexities of the real estate market, further solidifying her expertise. These diverse experiences have not only equipped her to guide clients through the ever-evolving Silicon Valley real estate landscape but also provided a solid foundation for building a thriving real estate practice in this competitive market. Caroline's proven strategies get you the highest possible price in the shortest amount of time. She will work with you to expertly prepare your home for sale, using professional staging, photography, videography, 3D technology and targeted marketing to reach qualified buyers worldwide. Buying a home? Caroline's deep local knowledge and strong agent relationships give you a competitive edge. She will guide you through every step of the process, ensuring you find the perfect home at the best possible price. Caroline's personalized approach ensures her clients receive the guidance and support they need to make informed decisions and achieve their real estate goals. Whether you're buying or selling a home, Caroline is committed to your success. CalBRE # 01458457
Broker DRE # 01904054

Price Improvement | A Waterfront Opportunity in HarbortownIf you haven’t seen 1016 Shoreline Drive yet, this may be the ...
03/06/2026

Price Improvement | A Waterfront Opportunity in Harbortown

If you haven’t seen 1016 Shoreline Drive yet, this may be the moment to take another look.

Now offered at $1,198,000, this beautifully updated 3BD | 2BA condo features soaring vaulted ceilings, hardwood floors, and tranquil lagoon views. The open living space flows to a private balcony overlooking the water—perfect for enjoying the peaceful Harbortown setting.

Residents enjoy resort-style amenities including pools, spa, tennis & pickleball courts, a community garden, and scenic walking paths near the Bay Trail.

🕑 Open House Sunday | 2–4 PM
📍 1016 Shoreline Drive, San Mateo
🔗 https://1016shoreline.com







02/21/2026

Open House Weekend | Feb 21–22 | 2–4pm

You’re invited to tour this refined waterfront residence in San Mateo’s Harbortown community. This beautifully updated 3-bedroom, 2-bath condo offered at $1,225,000 features vaulted ceilings, hardwood floors, and peaceful lagoon views.

The open layout includes a refreshed kitchen with quartz countertops and stainless steel appliances, plus a private balcony overlooking the water. Residents enjoy access to multiple pools, spa, tennis and pickleball courts, a community garden, and scenic walking paths.

🕑 Saturday, Feb 21 | 2–4pm
🕑 Sunday, Feb 22 | 2–4pm
📍 1016 Shoreline Drive, San Mateo
🔗 https://1016shoreline.com

Stop by to experience waterfront living on the Peninsula.

February Dinsmore Digest | Find a Home Worth Falling For🔗 https://mailchi.mp/carolinedinsmore/feb2026newsletterHappy Feb...
02/18/2026

February Dinsmore Digest | Find a Home Worth Falling For
🔗 https://mailchi.mp/carolinedinsmore/feb2026newsletter

Happy February! This month’s Dinsmore Digest is all about helping you find a space to love. Whether you are planning a spring move or just staying connected to our local community, this edition has you covered.

This edition covers:
📊 Market Snapshot: San Mateo County activity is up—homes sold increased by 46.1% YoY!
🏘️ Featured Listing: A serene waterfront home at 1016 Shoreline Drive, San Mateo ($1,225,000)
🧧 Local Favorites: Celebrating the Lunar New Year in Redwood City and baking classes at Draeger's
🚲 Outdoor Fun: Bicycle Sundays on Cañada Road are back!

Caroline Dinsmore — REALTOR® | The Agency
DRE # 01458457

January Dinsmore Digest | Thinking of Making a Move in 2026?🔗 https://mailchi.mp/carolinedinsmore/jan2026newsletterJanua...
01/12/2026

January Dinsmore Digest | Thinking of Making a Move in 2026?

🔗 https://mailchi.mp/carolinedinsmore/jan2026newsletter

January is a key moment to assess the market and plan ahead. This month’s Dinsmore Digest breaks down current San Mateo County housing trends, inventory levels, and early-year indicators to help buyers and sellers make informed decisions.

This edition covers:
📈 San Mateo County SFH market data
🏡 Inventory and pricing trends
📊 Days on market and demand indicators
🎯 What 2026 is shaping up to look like

Caroline Dinsmore – REALTOR® | The Agency
DRE # 01458457

A Note for the New YearWith over two decades of experience serving our community, I understand that real estate is about...
01/05/2026

A Note for the New Year

With over two decades of experience serving our community, I understand that real estate is about more than just transactions—it's about the families and the unique goals behind every door.

As we enter 2026, I remain committed to providing a thoughtful, personalized approach to your real estate journey. Whether you are selling a long-time family estate or searching for your next sanctuary, my service is always tailored to your needs and guided with the utmost discretion.

Recent Success: 🏡 13961 Fremont Pines Lane, Los Altos Hills 💰 Sold for $6,800,000

I look forward to helping you achieve real progress toward the home and lifestyle you’ve been dreaming of this year.

Caroline Dinsmore
carolinedinsmore.com
(650) 773-2226 | DRE: 01458457

🎄 The December Dinsmore Digest is live! 🎄As the year comes to a close, I’m so grateful for this community and the opport...
12/15/2025

🎄 The December Dinsmore Digest is live! 🎄

As the year comes to a close, I’m so grateful for this community and the opportunity to help clients navigate important milestones. December’s newsletter highlights local holiday events, market insights, and recent real estate activity across the Peninsula.

This month includes:
🏡 A San Mateo home under contract
🎉 A recent San Mateo sale
📊 San Mateo County SFH market update
✨ Festive events + Caroline’s Favorites

👉 Read the full December newsletter here:
🔗 https://mailchi.mp/carolinedinsmore/dec2025newsletter

Wishing everyone a warm and wonderful holiday season.

Caroline Dinsmore – REALTOR® | The Agency
DRE # 01458457

12/08/2025

Another San Mateo closing!

We’re thrilled to share the sale of 1705 Palm Avenue #19 for $1,070,000. This corner-unit townhouse offers a bright open layout, hardwood floors, a modern kitchen, and two en-suite bedrooms on separate levels.

https://www.theagencyre.com/condominium/mls/82017442/1705-palm-ave-19-san-mateo-ca-94402

Located near downtown San Mateo, Hillsdale Mall, and major commuter routes, it’s a great example of continued buyer demand across the Peninsula.

If you’re considering selling or buying in 2026, reach out to start the conversation.

🍁 The November Dinsmore Digest is live! 🍁November is a month of gratitude, reflection, and celebrating the community tha...
11/17/2025

🍁 The November Dinsmore Digest is live! 🍁

November is a month of gratitude, reflection, and celebrating the community that makes the Peninsula so special. I’m excited to share this month’s highlights — from local holiday events to real estate milestones I’m incredibly grateful for.

Here’s a peek at what’s inside:

🏡 New Listing: 1016 Shoreline Dr, San Mateo
🔑 Under Contract: 1705 Palm Ave # 19, San Mateo
🎉 Just Sold: 13961 Fremont Pines Ln, Los Altos Hills

📊 Regional SFH market statistics
🎄 Local November + holiday event guide
✨ Caroline’s Favorites

👉 Read the full November newsletter:
https://mailchi.mp/carolinedinsmore/nov2025newsletter

Caroline Dinsmore – REALTOR® | The Agency
DRE # 01458457 • The Agency DRE # 01904054
carolinedinsmore.com | (650) 773-2226

RealTrends named me one of Woodside’s Top 10 agents in the 2025 Verified City Rankings.Each residential sale is reviewed...
11/13/2025

RealTrends named me one of Woodside’s Top 10 agents in the 2025 Verified City Rankings.

Each residential sale is reviewed and confirmed before results are released.

Thank you for the trust and support. I look forward to delivering strong results for clients in 2026!

Just Sold | Los Altos Hillshttps://www.13961fremontpines.com/Thrilled to announce the sale of 13961 Fremont Pines Lane —...
11/10/2025

Just Sold | Los Altos Hills

https://www.13961fremontpines.com/

Thrilled to announce the sale of 13961 Fremont Pines Lane — a rare Arts & Crafts–inspired estate offering privacy, prestige, and close proximity to downtown Los Altos.

Set on over an acre of newly landscaped grounds, this 4,845 sq ft residence welcomes you with custom stained-glass doors, vaulted ceilings, and rich mahogany detailing. French doors throughout connect nearly every room to the outdoors.

The expansive primary suite features two balconies, a walk-in closet, mini-bar, and spa-like bath. Three additional bedrooms are downstairs, including an en-suite, along with two offices — one beautifully framed in stained glass and another upstairs plumbed for conversion to a second suite.

Landscaping highlights include imported Sierra boulders, mature redwoods, and a thoughtful, drought-tolerant design. ADU plans with a private drive offer incredible future flexibility.

A true statement of craftsmanship and lifestyle.

Open House This Sunday | Nov 9th | 2–4pmDiscover Refined Waterfront Living in Harbortown at this beautifully updated 3-b...
11/07/2025

Open House This Sunday | Nov 9th | 2–4pm

Discover Refined Waterfront Living in Harbortown at this beautifully updated 3-bedroom, 2-bath condo offered at $1,225,000. Enjoy peaceful lagoon views, vaulted ceilings, wide-plank flooring, and a private balcony overlooking the water.

The refreshed kitchen features quartz countertops and stainless steel appliances, while the spacious primary suite includes dual closets and an updated en suite bath.

Harbortown offers resort-style amenities: multiple pools, spa, tennis & pickleball courts, a community garden, and scenic walking paths—just moments from the Bay Trail, parks, dining, and shopping.

📍 1016 Shoreline Drive, San Mateo
💰 Offered at $1,225,000
🕑 Sunday, Nov 9th | 2–4pm
🔗 Learn more: 1016Shoreline.com

10/31/2025

✨ Open House This Sunday! ✨

1705 Palm Ave. #19, San Mateo
$1,070,000

📅 Sunday, Nov 2nd | 2:00 PM - 4:00 PM

This stunning San Mateo condo at 1705 Palm Ave #19 offers an exceptional value you have to see to believe. With 2 bedrooms, 2.5 bathrooms, and a spacious 1,320 sq. ft., this is the perfect home you've been searching for.

🔗 https://www.theagencyre.com/condominium/mls/82017442/1705-palm-ave-19-san-mateo-ca-94402













Address

303 Twin Dolphin Drive 6th Floor
Redwood City, CA
94065

Opening Hours

Monday 9am - 7pm
Tuesday 9am - 7pm
Wednesday 9am - 7pm
Thursday 9am - 7pm
Friday 9am - 7pm
Saturday 1pm - 6pm
Sunday 1pm - 6pm

Telephone

+16507732226

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Our Story

Caroline Dinsmore takes pride in helping her clients make their dreams come true. Her professionalism and expert negotiation skills, combined with great creativity and flexibility, have earned Caroline top distinctions in real estate. Most importantly, her clients are more than delighted. As Bryan K. states in his Yelp review, "Caroline has flawless integrity and a deep knowledge of real estate... we can't recommend Caroline strongly enough!" Caroline is in the top 1% of all agents in San Mateo County, and is a member of Top Agent Network, a network of the top 10% of agents in San Mateo County. She was recently recognized as one of the Top 10 Most Influential Peninsula Realtors by RealScout for her high sales volume, quantity of excellent reviews and strong social media and press influence, including being featured on HGTV. This means she has more experience with negotiations, more connections within the real estate community to find her clients the best opportunities, and a specialized team to make every client's experience top-notch with the least amount of hassle. Simply put, working with the best gets the best results. She is also a 5-Star Zillow Premier Agent, Certified Negotiation Specialist, member of the Institute for Luxury Home Marketing and has the Internet Marketing Specialist Designation, all key points for getting sellers' homes maximum exposure and buyers maximum access to potential investment opportunities. With ten years in real estate, ten years in high tech sales and marketing, and as a Peninsula native, Caroline has a deep understanding of the local market and has experience you can trust. Putting her heart into what she does is a given. From her early career abroad in education to her involvement with the Leukemia Society of America, Caroline brings a sense of compassion and joy to every day. She is actively involved in the local community with her husband and daughter and enjoys the many cultural activities the Bay Area provides. CalBRE # 01458457