24106 Deerpath Road occupies a hillside perch in the Saratoga foothills, where the road climbs into the oak-studded terrain south of town. The setting is defined by quiet, winding lanes and substantial separation between neighbors — a landscape that feels removed from the valley floor. Mature trees and sloped topography characterize the immediate surroundings. This is a car-dependent corridor; the neighborhood offers privacy and elevation rather than pedestrian infrastructure. The address sits within Saratoga's established residential patchwork, where lot sizes vary and homes are oriented toward views and seclusion rather than village life.
Saratoga clings to the western rim of Silicon Valley, where the Santa Cruz Mountains begin their ascent. The town is defined by elevation, old-growth canopy, and a network of scenic byways. Deerpath Road lies well beyond the village core — no coffee shop or bookstore within walking distance — but the location offers quick access to Stanford University (31 minutes by car) and Downtown San Jose (30 minutes). Valley International Academy and the Larry Ellison Conservation Center for Wildlife Care anchor the immediate area. The landscape is characterized by steep grades, serpentine streets, and a quiet, sylvan remove from the tech corridors below.
Market activity in the Saratoga hills reflects the segment's appeal to buyers seeking space and elevation. A six-bedroom, five-bath home at 13755 Skyline Boulevard — a neighboring hillside property — sold for $3,350,000 in June 2021, then appeared on the market in mid-2026 at $4,648,000, or roughly $1,091 per square foot, after 24 days. The trajectory suggests sustained demand for larger, view-oriented homes in wooded settings, though each property's access, topography, and condition will shape its pricing individually.
| Comparable Sale | Price | Bd/Ba | Sq Ft | $/Sq Ft | Date |
|---|---|---|---|---|---|
| 13755 Skyline Boulevard, Los Gatos, CA 95033 | $3,350,000 | 6/5 | 4,261 | — | Jun 2021 |
| 13755 Skyline Boulevard, Los Gatos, CA 95033 | $475,000 | 6/5 | 4,261 | — | May 2014 |
| 13755 Skyline Boulevard, Los Gatos, CA 95033 Active | — | 6/5 | 4,261 | $1,090.82 | — |
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.
Jennifer is a high-performing real estate professional, who is not only an experienced real estate agent and loan officer, and but also a skilled negotiator and a real estate paralegal. What sets Jennifer apart is her ability to listen to her clients’ needs and use her in-depth knowledge of the real estate market to negotiate the best deal to exceed the clients’ expectations. With more than two decades of experience working for residential real estate, title, escrow, and specializing in high net worth clients. Jennifer knows exactly what it takes to buy or sell a home. This is one of the reasons why she has been an award-winning agent since 2000. When working with clients, Jennifer first learns about what the client wants, then clearly explains the process, sets goals, and works hard to accomplish the best result.
Jennifer has built the team on three simple principles: 1. Be Kind, 2. Be Professional, 3. Be an Expert. Jennifer ensures each one of the Oldham Group Team members exemplifies this mantra without exception.
Jennifer started in real estate 20 plus years ago in the Bay Area, and never quit. She loves seeing great families find the right home, and wonderful agents expand their real estate acumen and experience. An adrenaline junkie, Jennifer has sought out and excelled at every possible extreme sport, from racing dirt bikes to competitive boxing, ice skating to skydiving, she has done it all. Her motto “Don’t eff it up!” pretty much sums up Jenn’s leadership style. Funny and full of love, this bad ass hugger makes long lasting connections with her clients and team members alike.
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.