2700 Oakmont Dr San Bruno Ca, 94066
2700 Oakmont Drive sits in San Bruno's Rollingwood neighborhood, a residential enclave of mid-century homes tucked into the hills above the Peninsula flatlands. The address places residents within a short walk of Monte Verde Elementary and Ponderosa Park, with Westborough Middle School and its recreation building less than a half-mile away. The street is lined with mature trees and enjoys a quiet, suburban rhythm. San Francisco International Airport is seven minutes by car, and Downtown San Francisco is twenty-two minutes north on clear days. The setting offers a balance of residential calm and metropolitan access.
San Bruno occupies a central position on the Peninsula, bounded by South San Francisco to the north and Millbrae to the south. The Rollingwood area is car-dependent, with a Walk Score of 50, and is served by a network of parks including Ponderosa, Sellick, and Monte Verde. Daily errands are covered by Safeway, Seafood City Supermarket, and Pacific Supermarket, with Philz Coffee and Starbucks nearby. Commuters have direct access to both SFO—seven minutes by car, forty-one minutes by transit—and Downtown San Francisco, twenty-two minutes by car or one hour three minutes by transit. Stanford University is twenty-six minutes south.
Recent comparable sales in San Bruno's Monte Verde and Rollingwood neighborhoods show a median sale price of $1,625,000, with an average of $984 per square foot and thirty-one days on market. Active listings are priced slightly higher on average at $1,670,667, though with a lower average price per square foot of $922. The overall average across sold and active properties is $959 per square foot. Homes in this pocket have been moving steadily, with sold properties averaging just over a month on market.
| Comparable Sale | Price | Bd/Ba | Sq Ft | $/Sq Ft | Date |
|---|---|---|---|---|---|
| 2741 Oakmont Drive, San Bruno, CA 94066 | $1,625,000 | 4/2 | 1,756 | $925 | Apr 14, 2026 |
| 2891 Cottonwood Drive, San Bruno, CA 94066 | $1,650,000 | 4/3 | 1,510 | $1,093 | May 18, 2026 |
| 2306 Valleywood Drive, San Bruno, CA 94066 | $1,550,000 | 4/3 | 1,637 | $947 | Aug 27, 2026 |
| 245 Castleton Way, San Bruno, CA 94066 Active | $1,689,000 | 5/3 | 2,035 | $830 | — |
| 2600 Evergreen Drive, San Bruno, CA 94066 Active | $1,825,000 | 4/3 | 1,683 | $1,084 | — |
- Monte Verde Elementary, rated 9 out of 10 by GreatSchools, is 0.3 miles from the property; El Camino High School, rated 10 out of 10, is 2.2 miles away.
- The home is seven minutes by car from San Francisco International Airport, making it a practical base for frequent travelers or those working in aviation, hospitality, or logistics.
- Westborough Recreation Building and three neighborhood parks—Ponderosa, Sellick, and Monte Verde—are all within a half-mile radius.
Walk Score® rates an address from 0–100 by how easily everyday errands — groceries, coffee, dining, school pickup — can be done on foot. 50+ means some errands can be walked, 70+ means most can, and 90+ is a rare walker's paradise. Transit and Bike scores read the same way for public transportation and cycling.
Ratings are GreatSchools Summary Ratings on a 1–10 scale, based on test scores, student progress, and college readiness — 8–10 is above average, 5–7 average, 1–4 below average. Schools shown are the closest rated options within five miles. Attendance boundaries change; always verify enrollment eligibility directly with the school district.
As a longtime resident of Los Altos Hills, I have had the privilege of raising my children and watching them grow through Palo Alto public schools, and later at Woodside Priorya private school in Portola Valley. Our family has loved the peaceful and calmness of the hills, the hiking trails, and its close proximity to Silicon Valley and San Francisco.
Through the years, I’ve navigated our community extensively, driving my kids to activities across neighboring towns for various activities which has given me extensive knowledge and familiarity in Atherton, Menlo Park, Palo Alto, Portola Valley and Los Altos and beyond. This experience has given me an intimate knowledge of the area and a deep appreciation for the vibrant lifestyle it offers.
Some of my favorite local spots include Los Altos Grill or Evvia for a night out, Satura or Mademoiselle Colette for a morning coffee and croissant, and Terun for a lunch meet up. For fitness, I love the small, intense classes at barre3 or MPX Pilates, and for outdoor relaxation, I enjoy a quick hike at Arastradero Preserve. When it comes to self-care, No Filter Brazilian MedSpa in San Mateo is a personal favorite.
The Oldham Group is one of the Bay Area’s top-ranked real estate teams, with 50+ agents and over $403 million in annual sales across San Francisco, Silicon Valley, the Peninsula, Marin, Monterey, and beyond. As part of Compass, the team combines deep local expertise with the resources of one of the nation’s leading brokerages — powerful technology, innovative marketing, and a nationwide network — so every client benefits from the collective knowledge and support of an entire team working toward one goal: your success.