Seller's Agent in 2025
Disen Cai
KW Advisors
(650) 622-2156
5 in this area
346 Total Sales
Estimated Value: $4,004,000 - $4,643,782
Discover the perfect blend of luxury, comfort, & California living at 2185 Cobblehill Place, nestled in the highly sought-after Highlands neighborhood of San Mateo. Situated on a sprawling 17,997 sq ft lot, this beautifully crafted home features 4 bedrooms, 3.5 bathrooms, & 3,390 sq ft of thoughtfully designed living space. Expansive picture windows in the light-filled living & dining areas frame stunning panoramic views, while the open-concept kitchen offers a large center island, breakfast bar, walk-in pantry & premium finishes. The kitchen seamlessly flows into a spacious family room with a fireplace & breathtaking vistas-ideal for relaxing or entertaining. The main level includes a private guest suite tucked off the entry. Downstairs, 2 bedrooms share a full hall bath, while the private primary suite offers a spa-like en-suite, walk-in closet, & serene retreat. Step outside to a beautifully appointed patio with a second fireplace & an expansive backyard perfect for creating your dream outdoor oasis. Additional features include a dedicated laundry room/mudroom located off the attached 2 car garage for added convenience. Enjoy easy access to top-rated schools, scenic trails, shopping, & Highway 280. This home offers timeless design, modern comfort, & a lifestyle you'll love!
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Buyer | Sale Price | Title Company |
|---|---|---|---|
| $3,950,000 | Stewart Title Of California | ||
| $3,700,000 | Old Republic Title |
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Status | Borrower | Loan Amount |
|---|---|---|---|
| Previous Owner | $1,000,000 |
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Event | Price | List to Sale | Price per Sq Ft | Prior Sale |
|---|---|---|---|---|---|
| 09/10/2025 09/10/25 | Sold | $3,950,000 | -6.0% | $1,165 / Sq Ft | |
| 08/26/2025 08/26/25 | Pending | -- | -- | -- | |
| 08/22/2025 08/22/25 | Price Changed | $4,200,000 | +10.6% | $1,239 / Sq Ft | |
| 08/06/2025 08/06/25 | Price Changed | $3,799,000 | -15.6% | $1,121 / Sq Ft | |
| 07/24/2025 07/24/25 | For Sale | $4,499,000 | +21.6% | $1,327 / Sq Ft | |
| 03/23/2023 03/23/23 | Sold | $3,700,000 | -5.0% | $1,091 / Sq Ft | View Prior Sale |
| 02/25/2023 02/25/23 | Pending | -- | -- | -- | |
| 02/20/2023 02/20/23 | For Sale | $3,895,000 | 0.0% | $1,149 / Sq Ft | |
| 02/14/2023 02/14/23 | Pending | -- | -- | -- | |
| 01/27/2023 01/27/23 | For Sale | $3,895,000 | -- | $1,149 / Sq Ft |
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
|---|---|---|---|---|
| 2025 | $48,670 | $3,849,480 | $2,169,234 | $1,680,246 |
| 2023 | $48,670 | $1,812,429 | $1,429 | $1,811,000 |
| 2022 | $18,965 | $1,480,401 | $1,401 | $1,479,000 |
| 2021 | $5,550 | $301,374 | $1,374 | $300,000 |
| 2020 | $459 | $1,360 | $1,360 | $0 |
| 2019 | $448 | $1,334 | $1,334 | $0 |
| 2018 | $145 | $1,308 | $1,308 | $0 |
| 2017 | $142 | $1,283 | $1,283 | $0 |
Seller's Agent in 2025
Disen Cai
KW Advisors
(650) 622-2156
5 in this area
346 Total Sales
Buyer's Agent in 2025
Stephanie Nash
Compass
(650) 995-3820
1 in this area
25 Total Sales
J
Seller's Agent in 2023
John Shroyer
Golden Gate Sotheby's International Realty
Buyer's Agent in 2023
Hanna Shacham
Coldwell Banker Realty
(650) 752-0767
1 in this area
26 Total Sales
Source: MLSListings
MLS Number: ML82007258
APN: 041-101-430
Ask me questions while you tour the home.