1521 Cherrywood Drive, San Mateo, California 94403, San Mateo, 94403 - 5 bed, 3 bath
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San Mateo, California 94403
This Spacious Laurelwood Retreat is a Strong Value Opportunity, listed at $2,750,000—positioned well below the $2,911,953 Fair Market Value by 5%. This valuation gap provides $161,953 in Instant Equity for the incoming buyer. Boasting a Condition Rating of 3, the residence features a Gourmet Granite Kitchen, cherrywood floors, and a backyard oasis with a waterfall and putting green. Proximity to Top-Rated Schools including Ralston Intermediate (9/10) and Carlmont High (9/10) ensures long-term asset stability. This is an ideal acquisition for Owner-Occupants or growing families seeking a turnkey lifestyle with significant built-in financial upside.
Comparables within 1 miles sold in recently
| Address | Sold Price | Beds | Baths | Sq Ft | $/Sqft | Distance |
|---|---|---|---|---|---|---|
★ 1521 Cherrywood Drive Subject | $2,750,000* List Price | 5 | 3 | 2,710 | $1,075 | - |
A 1413 Parkwood Drive Sold | $2,860,000 | 3 | 3 | 2,610 | $1,096 | 0.2 mi |
B 1500 Crestwood Drive Pending | $2,898,000 List Price | 4 | 2 | 2,537 | $1,142 | 0.3 mi |
* Subject property listed price vs sold prices of comps.
Property is move-in ready.
While built in 1975, the property has undergone significant high-end renovations likely within the 5-15 year range. The kitchen features custom cabinetry, granite countertops, and stainless steel appliances, while the primary bath includes modern upgrades like radiant flooring. The home is well-maintained with cherrywood floors and updated systems, making it fully move-in ready.
Middle School: Ralston Intermediate School (9/10). High School: Carlmont High School (9/10).
The rare configuration of five bedrooms plus a dedicated ground-floor office provides exceptional flexibility for large families and professional remote work needs.
The expansive 8,740 sq. ft. lot features a private backyard oasis with a waterfall, mature trees, and a putting green, offering a high-end environment for entertaining.
The significant reduction from the original list price of $2.999M to $2.75M suggests the property may have faced initial market resistance or overvaluation.
Despite modern interior updates, the 1975 construction may necessitate ongoing maintenance or further upgrades to core systems to compete with newer luxury builds.
PRICE ADJUSTMENT!! Welcome to 1521 Cherrywood Dr - A standout 5 bedrooms + office, 2.5 bath retreat nested in one of San Mateos most sought-after Laurelwood neighborhoods. Set on a generous ~8700 sq. ft. lot. This 1975 built home offers ~2710 sq. ft. of thoughtfully designed living space, perfect for families & entertaining. The home welcomes you with a spacious floor plan, an elegant staircase, a sun filled living room with a fireplace & an inviting formal dining room with sliding doors to the lush gardens. The heart of this home is a well-appointed kitchen with a majestic inviting island - a place to create memories with family & friends. The cozy family room flows directly into a large private oasis backyard. Imagine hosting a private party within a serene garden space under mature trees and a waterfall. Office conveniently located on ground level and 5 private bedrooms upstairs. Additional features include, cherrywood hardwood floors, gourmet granite countertops, custom cabinetry, stainless steel appliances, radiant flooring in the primary bath, putting green, seperate laundry & attached 2 car garage. This centrally located Laurelwood enclave features premium schools, shopping destinations, scenic trails, parks and major commuter routes. OFFERS DUE, Tuesday 4/21/26 at 10am.
No exterior & parking available.
Grades K-5 • 1.0 mi
Grades K-5 • 1.2 mi
Grades K-5 • 1.2 mi
No sensitive facilities data found.
| Feature | Subject | Average Home | Neighborhood Ranking (50 Listings) |
|---|---|---|---|
| Beds | 5.0 | 3.0 | 96% |
| Baths | 3.0 | 2.0 | 71% |
| Square foot | 2,710 | 1,650 | 96% |
| Lot Size | 8,740 | 5,720 | 90% |
| Price | $2.75M | $2.17M | 92% |
| Price per sq ft | $1.0K | $1.2K | 16% |
| Built year | 1975 | 1954 | 78% |
| HOA | $0 | $0 | 50% |
| Days on market | 55 | 135 | 20% |
Apr 8, 2026
$2,750,000
$2,999,000
-8% Price Drop
Initial Listing
Feb 27, 2026
$2,999,000
Initial Listing