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Meet Caroline Dinsmore

Our agents bring a wealth of experience to ensure your buying or selling experience is successful.
Caroline Dinsmore

Caroline Dinsmore

REALTOR®

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 Barbara, 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.
 
Selling your home? 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.

Contact Details

Email address [email protected]
Primary phone (650) 773-2226
Address 2977 Woodside Rd Woodside CA, 94062
License #01458457

Success Stories

"A huge thank you to Caroline and her entire team at the Dinsmore Group for providing us with an outstanding experience and outcome! We would absolutely work with her again! +10/10! We were aware of Caroline's stellar reputation from friends who have worked with her over the years. Each of their stories had the same pattern; she knew what the market wanted, her team knew how to get properties into shape to meet that demand, and with these pillars in place, her negotiation abilities closed deals quickly, exceeding expectations. Happily, we had the exact same experience with our San Carlos property! What we didn't know, however, was how quickly circumstances can change outside of anyone's control: Covid, bungled supply-chain issues, buyer fatigue, the list goes on and on. Like a true, seasoned sea captain, Caroline has seen it all, and she got us through the choppy waters. When our nerves got the best of us, her reassurances helped us focus on what we could control. When things got hard, it was when Caroline's talent and the training of her team really shone. Having now been through the process, it is her proven success under a variety of circumstances that has made us loyal clients."
"A huge thank you to Caroline and her entire team at the Dinsmore Group for providing us with an outstanding experience and outcome! We would absolutely work with her again! +10/10! We were aware of Caroline's stellar reputation from friends who have worked with her over the years. Each of their stories had the same pattern; she knew what the market wanted, her team knew how to get properties into shape to meet that demand, and with these pillars in place, her negotiation abilities closed deals quickly, exceeding expectations. Happily, we had the exact same experience with our San Carlos property! What we didn't know, however, was how quickly circumstances can change outside of anyone's control: Covid, bungled supply-chain issues, buyer fatigue, the list goes on and on. Like a true, seasoned sea captain, Caroline has seen it all, and she got us through the choppy waters. When our nerves got the best of us, her reassurances helped us focus on what we could control. When things got hard, it was when Caroline's talent and the training of her team really shone. Having now been through the process, it is her proven success under a variety of circumstances that has made us loyal clients."
Joy L.
"This is my second time working with Caroline, and she helped both on the recent sell and buy sides. Both transactions were complicated, but Caroline was able to work her way through, given her industry experience and professionalism. I was able to get $300,000 off my current house (in the Bay Area market, that is no small feat) and an additional $300,000 over asking, on the house we sold. Would recommend!"
"This is my second time working with Caroline, and she helped both on the recent sell and buy sides. Both transactions were complicated, but Caroline was able to work her way through, given her industry experience and professionalism. I was able to get $300,000 off my current house (in the Bay Area market, that is no small feat) and an additional $300,000 over asking, on the house we sold. Would recommend!"
Alan O.
"Caroline was amazing, making the experience of selling our mom's house after 67 years an easy experience. Caroline was very helpful and caring in the sale of our family home. Would highly recommend her."
"Caroline was amazing, making the experience of selling our mom's house after 67 years an easy experience. Caroline was very helpful and caring in the sale of our family home. Would highly recommend her."
Dorian C.
"Caroline and her team went beyond what we expected in selling our house. The entire cycle took 2 months and 2 weeks from when we first contacted her team, renovated the full kitchen and 3 bathrooms, to closing. All we can say is we have all the experts with outstanding results, every step of the process. Her team has its pulse on the market and the economic conditions to maximize your profits. She and her team provided constant updates throughout the entire process. Shelby was a great asset in explaining every step. I am looking for a new house and using Caroline's team to proceed with the next phase! Caroline and Shelby made the process easy for us, so we feel we made the right choice in using their team."
"Caroline and her team went beyond what we expected in selling our house. The entire cycle took 2 months and 2 weeks from when we first contacted her team, renovated the full kitchen and 3 bathrooms, to closing. All we can say is we have all the experts with outstanding results, every step of the process. Her team has its pulse on the market and the economic conditions to maximize your profits. She and her team provided constant updates throughout the entire process. Shelby was a great asset in explaining every step. I am looking for a new house and using Caroline's team to proceed with the next phase! Caroline and Shelby made the process easy for us, so we feel we made the right choice in using their team."
Lynn F.
"Thanks to Caroline and her exceptional team, we just moved into our new home in Menlo Park! We were extremely satisfied when Caroline was our seller’s agent in 2021 in San Carlos (see my previous 5-star review for details), and we are extremely satisfied with her again as our buyer’s agent this year in 2022! After working with Caroline to sell our property last year, we paused to explore several areas of the peninsula before entering back into the market. As we explored, Caroline was always available to answer any questions that came up. Even though we were not officially considered buyers at this point, whenever we reached out, she would share her extensive knowledge, network, and ideas with us. She continued to be immediately available, responsive, and helpful. Her support helped us build confidence and narrow our sights on the city, and the neighborhood within that city, that was the best fit for our family. We quickly shifted to becoming buyers once we realized how competitive the situation was in our desired market. Caroline instinctively knew we were ready and made sure we had what we needed at every turn. She always offered us her sharp analysis on a property but never pressured us. I greatly appreciated the education and support she gave us throughout our house-hunting process. No matter our operating speed, she was always intuitively responsive and helpful, never missing a beat. Additionally, she introduced us to a great network of lenders where we were able to find the best match for our needs! Once we found the right house, Caroline knew exactly what to do to keep our offer competitive and to get it accepted in the highly competitive, multiple offer situation we were in. Her decades of experience through all different kinds of market situations and financial conditions kept the transaction smooth, extremely positive, professional, and well executed all the way through to closing and beyond. Without any hesitation, I would highly recommend Caroline and her team for any and all of your real estate needs!"
"Thanks to Caroline and her exceptional team, we just moved into our new home in Menlo Park! We were extremely satisfied when Caroline was our seller’s agent in 2021 in San Carlos (see my previous 5-star review for details), and we are extremely satisfied with her again as our buyer’s agent this year in 2022! After working with Caroline to sell our property last year, we paused to explore several areas of the peninsula before entering back into the market. As we explored, Caroline was always available to answer any questions that came up. Even though we were not officially considered buyers at this point, whenever we reached out, she would share her extensive knowledge, network, and ideas with us. She continued to be immediately available, responsive, and helpful. Her support helped us build confidence and narrow our sights on the city, and the neighborhood within that city, that was the best fit for our family. We quickly shifted to becoming buyers once we realized how competitive the situation was in our desired market. Caroline instinctively knew we were ready and made sure we had what we needed at every turn. She always offered us her sharp analysis on a property but never pressured us. I greatly appreciated the education and support she gave us throughout our house-hunting process. No matter our operating speed, she was always intuitively responsive and helpful, never missing a beat. Additionally, she introduced us to a great network of lenders where we were able to find the best match for our needs! Once we found the right house, Caroline knew exactly what to do to keep our offer competitive and to get it accepted in the highly competitive, multiple offer situation we were in. Her decades of experience through all different kinds of market situations and financial conditions kept the transaction smooth, extremely positive, professional, and well executed all the way through to closing and beyond. Without any hesitation, I would highly recommend Caroline and her team for any and all of your real estate needs!"
Joy L.
"We hired the Caroline Dinsmore Group to help us sell our condo in San Bruno and used them again to purchase our new condo in San Mateo. From the moment we started the process, the entire team was respectful, approachable, reliable, and professional. They took care of every step in the process and checked in with us regularly. In fact, one of the most impressive things about the group was their thorough and regular communication with us. On the sale of our condo, they worked with us to ensure that our house showed well. They helped us define small, but specific improvements that would increase the house's appeal, from the paint on the walls to the color of the lightbulbs (which, by the way, made the whole place brighter). Our property was placed on the market on a Friday, and we had multiple offers by that Monday. After each open house, they contacted us and let us know about the number of groups that had visited the property and how many of those already had agents. When the offers came in, they explained each one in detail, pointing out the positives and negatives of each. We were able to negotiate a price that was above asking, which was great! They continued to remain in touch throughout escrow and were quick to respond when we had questions. On the purchase of our new place, Caroline and her team helped us locate potential properties, went with us to view open houses, and helped us negotiate a fair price. In fact, Danielle Shapiro, our realtor, connected with the selling agent prior to the offer, which paved the way for our eventual accepted offer. Again, they stayed with us through the entire escrow process. Overall, we are extremely pleased with the Caroline Dinsmore Group. We recommend them without reservation."
"We hired the Caroline Dinsmore Group to help us sell our condo in San Bruno and used them again to purchase our new condo in San Mateo. From the moment we started the process, the entire team was respectful, approachable, reliable, and professional. They took care of every step in the process and checked in with us regularly. In fact, one of the most impressive things about the group was their thorough and regular communication with us. On the sale of our condo, they worked with us to ensure that our house showed well. They helped us define small, but specific improvements that would increase the house's appeal, from the paint on the walls to the color of the lightbulbs (which, by the way, made the whole place brighter). Our property was placed on the market on a Friday, and we had multiple offers by that Monday. After each open house, they contacted us and let us know about the number of groups that had visited the property and how many of those already had agents. When the offers came in, they explained each one in detail, pointing out the positives and negatives of each. We were able to negotiate a price that was above asking, which was great! They continued to remain in touch throughout escrow and were quick to respond when we had questions. On the purchase of our new place, Caroline and her team helped us locate potential properties, went with us to view open houses, and helped us negotiate a fair price. In fact, Danielle Shapiro, our realtor, connected with the selling agent prior to the offer, which paved the way for our eventual accepted offer. Again, they stayed with us through the entire escrow process. Overall, we are extremely pleased with the Caroline Dinsmore Group. We recommend them without reservation."
Deborah S.
"Caroline is the real estate agent to work with! Her knowledge of the market and inventory is amazing and a huge advantage for her clients. She is so experienced and tirelessly advocates for her clients for the best value. I just worked with Caroline to purchase a home in Redwood Shores and would absolutely work with her again + absolutely recommend her for any buyer or seller! Caroline is also so pleasant, kind, thoughtful, and caring about her clients."
"Caroline is the real estate agent to work with! Her knowledge of the market and inventory is amazing and a huge advantage for her clients. She is so experienced and tirelessly advocates for her clients for the best value. I just worked with Caroline to purchase a home in Redwood Shores and would absolutely work with her again + absolutely recommend her for any buyer or seller! Caroline is also so pleasant, kind, thoughtful, and caring about her clients."
Lindsey H.
"We just bought our home with Caroline. This is the 2nd home we've bought with Caroline. Like like the previous time, the entire team made this such a smooth experience. Caroline knows literally everyone in the Bay Area real estate community. Her connections are very helpful. She knew almost every agent, and every agent, at any open house we went to, knew Caroline. Her estimates on what the houses would sell for were very accurate. She really knows this market. Anyone who has been through this process knows that the real work starts when you decide to put down an offer. Caroline's team really held our hand through the entire process - with emails, texts, checklists, loan underwriting, and helping us understand the disclosures. They were working around the clock with us. Even after closing, Caroline has been there for us. She shared her list of contractors (GCs, gardeners, etc.), affordable places to buy materials, etc., and is always there to offer her advice! We love everyone on the team, not just for Caroline's connections in the Real Estate industry, but also for all the extra touches- the gifts, the emails, and the checklists. We felt so heard and understood. We would work with Caroline again in a heartbeat!"
"We just bought our home with Caroline. This is the 2nd home we've bought with Caroline. Like like the previous time, the entire team made this such a smooth experience. Caroline knows literally everyone in the Bay Area real estate community. Her connections are very helpful. She knew almost every agent, and every agent, at any open house we went to, knew Caroline. Her estimates on what the houses would sell for were very accurate. She really knows this market. Anyone who has been through this process knows that the real work starts when you decide to put down an offer. Caroline's team really held our hand through the entire process - with emails, texts, checklists, loan underwriting, and helping us understand the disclosures. They were working around the clock with us. Even after closing, Caroline has been there for us. She shared her list of contractors (GCs, gardeners, etc.), affordable places to buy materials, etc., and is always there to offer her advice! We love everyone on the team, not just for Caroline's connections in the Real Estate industry, but also for all the extra touches- the gifts, the emails, and the checklists. We felt so heard and understood. We would work with Caroline again in a heartbeat!"
Buyer
"Caroline has been a phenomenal partner for us, both when we bought our property in Redwood Shores back in 2013 and again as we just sold it in 2024. She had also collaborated with and guided us when we were briefly in the market to potentially purchase a property in the Hillsborough and Burlingame areas. Caroline brings that immense knowledge of the real estate landscape in the Peninsula, informed by having grown up in the area. She’s such a wonderful and pleasant person who has become a friend while also being a neighbor in the Shores. Caroline has longstanding relationships with several of her staff and other facilitators, such as at the title company, and all that makes for a smooth transaction. She puts one at ease about the entire process and helps the buyers or sellers navigate the process step by step. Her communication is prompt, crisp, timely, and reassuring. My wife and I would highly recommend Caroline for any realtor needs in the Peninsula!"
"Caroline has been a phenomenal partner for us, both when we bought our property in Redwood Shores back in 2013 and again as we just sold it in 2024. She had also collaborated with and guided us when we were briefly in the market to potentially purchase a property in the Hillsborough and Burlingame areas. Caroline brings that immense knowledge of the real estate landscape in the Peninsula, informed by having grown up in the area. She’s such a wonderful and pleasant person who has become a friend while also being a neighbor in the Shores. Caroline has longstanding relationships with several of her staff and other facilitators, such as at the title company, and all that makes for a smooth transaction. She puts one at ease about the entire process and helps the buyers or sellers navigate the process step by step. Her communication is prompt, crisp, timely, and reassuring. My wife and I would highly recommend Caroline for any realtor needs in the Peninsula!"
Garimell
"Working with Caroline to purchase our first home in Redwood Shores was an outstanding experience. As a Bay Area local herself, she has an impressive understanding of the local market and truly knows the Redwood Shores neighborhood inside and out. Caroline was incredibly responsive, always available to answer our questions and keep us informed of each and every detail. Her calm demeanor made what could have been a stressful process feel manageable and even enjoyable. One of the things we appreciated most was her transparency; Caroline gave us unbiased opinions, outlining the pros and cons of every property we visited, which enabled us to make informed decisions. She clearly prioritizes her clients' best interests, and her advice helped us find the perfect home. We highly recommend Caroline to anyone looking to buy a home—her expertise, patience, and dedication are invaluable. Thank you, Caroline, for making our dream a reality!"
"Working with Caroline to purchase our first home in Redwood Shores was an outstanding experience. As a Bay Area local herself, she has an impressive understanding of the local market and truly knows the Redwood Shores neighborhood inside and out. Caroline was incredibly responsive, always available to answer our questions and keep us informed of each and every detail. Her calm demeanor made what could have been a stressful process feel manageable and even enjoyable. One of the things we appreciated most was her transparency; Caroline gave us unbiased opinions, outlining the pros and cons of every property we visited, which enabled us to make informed decisions. She clearly prioritizes her clients' best interests, and her advice helped us find the perfect home. We highly recommend Caroline to anyone looking to buy a home—her expertise, patience, and dedication are invaluable. Thank you, Caroline, for making our dream a reality!"
Ritvik R.

Portfolio

  • 13961 Fremont Pines Lane Sold

    $6,800,000

    13961 Fremont Pines Lane, LOS ALTOS HILLS, CA 94022

    • 5 Beds
    • 4 Baths
    • 4,845 Sq.Ft.
  • 455 Upland Rd Sold

    $4,998,000

    455 Upland Road, Redwood City, CA 94062

    • 5 Beds
    • 4 Baths
    • 4,650 Sq.Ft.
  • 1235 Paloma Ave Buyer

    $4,610,000

    1235 Paloma Avenue, Burlingame, CA 94010

    • 5 Beds
    • 6 Baths
    • 3,345 Sq.Ft.
  • 300 Sierra Dr Buyer

    $4,600,000

    300 Sierra Drive, Hillsborough, CA 94010

    • 4 Beds
    • 5 Baths
    • 3,920 Sq.Ft.
  • 1090 Bear Gulch Rd Buyer

    $3,980,000

    1090 Bear Gulch Road, Woodside, CA 94062

    • 3 Beds
    • 4 Baths
    • 5,440 Sq.Ft.
  • 220 Frances Ln Buyer

    $3,588,000

    220 Frances Lane, San Carlos, CA 94070

    • 4 Beds
    • 3 Baths
    • 3,310 Sq.Ft.
  • 23 Woodsworth Ave Buyer

    $3,550,000

    23 Woodsworth Avenue, Redwood City, CA 94062

    • 4 Beds
    • 3 Baths
    • 3,391 Sq.Ft.
  • 535 Laurent Rd Seller

    $3,300,000

    535 Laurent Road, Hillsborough, CA 94010

    • 3 Beds
    • 4 Baths
    • 2,530 Sq.Ft.
  • 1216 Vancouver Ave Seller

    $3,285,000

    1216 Vancouver Avenue, Burlingame, CA 94010

    • 4 Beds
    • 3 Baths
    • 2,908 Sq.Ft.
  • 2017 Seabrook Ct Seller

    $3,250,000

    2017 Seabrook Court, Redwood City, CA 94065

    • 4 Beds
    • 4 Baths
    • 3,510 Sq.Ft.
  • 715 Esther Ln Buyer

    $3,000,000

    715 Esther Lane, Redwood City, CA 94062

    • 3 Beds
    • 4 Baths
    • 1,953 Sq.Ft.
  • 98 Waterside Cir (Redwood City) Seller

    $3,000,000

    98 Waterside Circle, Redwood Shores, CA 94065

    • 4 Beds
    • 3 Baths
    • 2,600 Sq.Ft.
  • 3169 La Mesa Dr Seller

    $2,800,000

    3169 La Mesa Drive, San Carlos, CA 94070

    • 3 Beds
    • 2 Baths
    • 2,040 Sq.Ft.
  • 992 Governors Bay Dr Seller

    $2,788,000

    992 Governors Bay Drive, Redwood City, CA 94065

    • 4 Beds
    • 3 Baths
    • 2,974 Sq.Ft.
  • 1783 Parrott DR Seller

    $2,700,000

    1783 Parrott DR, SAN MATEO, CA 94402

    • 3 Beds
    • 2 Baths
    • 1,990 Sq.Ft.
  • 808 Schooner Bay Sold

    $2,700,000

    808 Schooner Bay, Redwood Shores, CA 94065

    • 4 Beds
    • 3 Baths
    • 2,660 Sq.Ft.
  • 15 Barcelona CIR Sold

    $2,685,000

    15 Barcelona Circle, Redwood Shores, CA 94065

    • 4 Beds
    • 2.5 Baths
    • 2,490 Sq.Ft.
  • 810 Cape Cod DR Sold

    $2,675,000

    810 Cape Cod Drive, Redwood Shores, CA 94065

    • 3 Beds
    • 2.5 Baths
    • 2,020 Sq.Ft.
  • 2016 Mezes Ave Buyer

    $2,670,000

    2016 Mezes Avenue, Belmont, CA 94002

    • 5 Beds
    • 4 Baths
    • 2,146 Sq.Ft.
  • 756 Davit Lane Sold

    $2,555,000

    756 Davit Lane, REDWOOD CITY, CA 94065

    • 4 Beds
    • 2.5 Baths
    • 1,990 Sq.Ft.
  • 992 Lakeview WAY Seller

    $2,550,000

    992 Lakeview Way, REDWOOD CITY, CA 94062

    • 4 Beds
    • 2.5 Baths
    • 1,970 Sq.Ft.
  • 2942 San Juan BLVD Seller

    $2,440,000

    2942 San Juan Boulevard, Belmont, CA 94002

    • 3 Beds
    • 2 Baths
    • 1,620 Sq.Ft.
  • 431 Hillcrest BLVD Seller

    $2,425,000

    431 Hillcrest Boulevard, MILLBRAE, CA 94030

    • 3 Beds
    • 1.5 Baths
    • 1,800 Sq.Ft.
  • 609 Rockingham Ln (Redwood City) Seller

    $2,380,000

    609 Rockingham Lane, Redwood City, CA 94065

    • 3 Beds
    • 2 Baths
    • 2,020 Sq.Ft.
  • 910 Sunset Dr Seller

    $2,300,000

    910 Sunset Drive, San Carlos, CA 94070

    • 3 Beds
    • 3 Baths
    • 2,105 Sq.Ft.
  • 150 Yawl CT Sold

    $2,287,001

    150 Yawl CT, FOSTER CITY, CA 94404

    • 4 Beds
    • 2 Baths
    • 1,940 Sq.Ft.
  • 1109 Ridgewood DR Sold

    $2,253,000

    1109 Ridgewood DR, MILLBRAE, CA 94030

    • 3 Beds
    • 2 Baths
    • 1,510 Sq.Ft.
  • 410 Krystallos Lane Sold

    $2,248,000

    410 Krystallos Lane, REDWOOD CITY, CA 94065

    • 4 Beds
    • 2.5 Baths
    • 1,980 Sq.Ft.
  • 2009 Gossamer Avenue Sold

    $2,070,000

    2009 Gossamer Avenue, Redwood Shores, CA 94065

    • 3 Beds
    • 2.5 Baths
    • 1,870 Sq.Ft.
  • 415 Krystallos Ln Sold

    $1,880,000

    415 Krystallos Lane, Redwood Shores, CA 94065

    • 3 Beds
    • 3 Baths
    • 1,520 Sq.Ft.
  • 302 whidbey lane Sold

    $1,860,000

    302 whidbey lane, REDWOOD CITY, CA 94065

    • 3 Beds
    • 2.5 Baths
    • 1,924 Sq.Ft.
  • 825 Lakeshore DR Sold

    $1,850,000

    825 Lakeshore Drive, REDWOOD CITY, CA 94065

    • 3 Beds
    • 2 Baths
    • 2,056 Sq.Ft.
  • 315 Ramona St Seller

    $1,825,000

    315 Ramona Street, San Mateo, CA 94401

    • 5 Beds
    • 2 Baths
    • 1,980 Sq.Ft.
  • 840 Lakeshore DR Sold

    $1,760,000

    840 Lakeshore Drive, Redwood Shores, CA 94065

    • 3 Beds
    • 2.5 Baths
    • 1,996 Sq.Ft.
  • 1024 5th AVE Sold

    $1,670,000

    1024 5th Avenue, Redwood City, CA 94063

    • 4 Beds
    • 2 Baths
    • 2,198 Sq.Ft.
  • 639 Turnbuckle Dr #1503 Sold

    $1,575,000

    639 Turnbuckle Drive #1503, Redwood City, CA 94063

    • 3 Beds
    • 3 Baths
    • 1,966 Sq.Ft.
  • 1016 Shoreline Drive Pending

    $1,225,000

    1016 Shoreline Drive, SAN MATEO, CA 94404

    • 3 Beds
    • 2 Baths
    • 1,570 Sq.Ft.
  • 1705 Palm Avenue 19 Sold

    $1,070,000

    1705 Palm Avenue 19, SAN MATEO, CA 94402

    • 2 Beds
    • 2.5 Baths
    • 1,320 Sq.Ft.
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