1959 Playa Street, San Mateo, California 94403, San Mateo, 94403 - 3 bed, 2 bath

1959 Playa Street
San Mateo, California 94403
Property Price
SUMMARY
Analysis of 1959 Playa Street, San Mateo, California 94403 reveals a Prime Investment Opportunity with a current list price of $2,099,000—significantly undercutting the $2,291,484 Fair Market Value by 8%. This valuation gap indicates a +$192,484 Instant Equity potential for buyers. The property maintains a Good Condition Rating (78/100), reflecting solid structural condition with well-maintained systems. The property presents an attractive opportunity for buyers seeking a move-in ready home. Located in a high-demand neighborhood within the San Mateo Unified School District, this asset is categorized as a low-risk, high-reward acquisition suitable for both Buy-and-Hold Investors and Owner-Occupants willing to undertake light renovation work.
Estimated Market Value
Comparable Sales Map
Comparables within 1 miles sold in recently
| Address | Sold Price | Beds | Baths | Sq Ft | $/Sqft | Distance |
|---|---|---|---|---|---|---|
★ 1959 Playa Street Subject | $2,099,000* List Price | 3 | 2 | 2,050 | $1,118 | - |
A 2257 Portsmouth Way Sold | $1,530,000 | 3 | 2 | 1,330 | $1,150 | 0.9 mi |
B 3936 Regan Drive Pending | $1,888,888 List Price | 4 | 3 | 2,020 | $935 | 0.5 mi |
* Subject property listed price vs sold prices of comps.
Condition Analysis
OVERALL CONDITION SCORE
Property is move-in ready.
The property is move-in ready and has been exceptionally well-maintained by the same family for over 40 years. While originally built in 1960, it features an updated kitchen with granite countertops and stainless steel appliances, and modern system upgrades including a solar power system with two backup batteries. The interior boasts quality finishes like stone fireplaces and custom built-ins, and the outdoor living space with a pool and built-in grill is in functional, well-kept condition. It avoids a 'fair' rating due to the high level of maintenance and significant modern energy upgrades.
PROSSTRENGTHS & OPPORTUNITIES
- Outdoor Living & Amenities
The property features a private backyard oasis complete with a sparkling pool, built-in grill, and seamless indoor-outdoor flow via multiple sliding glass doors, ideal for California entertaining.
- Sustainable Energy Upgrades
Equipped with a solar power system and two backup batteries, this home offers significant long-term energy savings and power resilience, providing a modern edge over similar aged homes.
- Versatile Floor Plan
With 2,050 square feet of living space, the layout includes a main-floor primary suite and a flexible den that easily serves as a fourth bedroom, accommodating multi-generational living or a home office.
CONSRISKS & DEFICIENCIES
- Elementary School Rating
The assigned elementary school carries a lower rating (4/10) compared to the higher-rated middle and high schools, which may be a concern for families prioritizing top-tier primary education.
- Vintage Infrastructure
Despite being well-maintained for 40 years, the 1960s construction may still harbor original plumbing or electrical components that could require future capital investment compared to newer developments.
About 1959 Playa Street
Welcome to this beautifully maintained 3-bedroom, 2-bath home plus a den that can easily serve as a fourth bedroom with closets, updated and owned by the same family for over 40 years. Nestled on a cul-de-sac, this home offers comfort, charm, and exceptional indoor-outdoor living. The entry leads to a spacious living room designed for both relaxation and entertaining, featuring a stunning stone fireplace, custom built-in cabinetry, and a striking wall of wood shiplap adding warmth and character. The beautifully updated kitchen showcases granite countertops, ample cabinets, stainless steel appliances, a charming garden window, and a large eat-in dining area with sliders leading directly to the backyard, great for everyday living. The main level offers a desirable layout with a primary bedroom suite complete with built-in cabinetry and direct backyard access. Also on the main floor is a den or optional fourth bedroom with slider access to the yard, along with a second full bathroom. Upstairs, you'll find two additional bedrooms, both with generous closet space, providing comfort and privacy. The backyard features a sparkling pool, entertaining areas, and an outdoor built-in grill. Additional highlights include; a solar system with 2 back up batteries, and 2 tuff sheds. A Must See!
Property Details
Public Facts
- Property Type
- Single Family Residence
- Year Built
- 1960
- Lot Size
- 6,820 Sq. Ft.
Interior
- Total Bedrooms
- 3
- Total Bathrooms
- 2 (2 Full, 0 Half)
Exterior & Parking
No exterior & parking available.
Utilities & Misc
- HOA Fee
- $0 / Month
Neighborhood Insights
San Mateo Unified Schools
Parkside Elementary School
Grades K-5 • 1.7 mi
Bayside S.T.E.M. Academy
Grades 6-8 • 2.0 mi
Hillsdale High School
Grades 9-12 • 2.0 mi
Sensitive Facilities
No sensitive facilities data found.
Neighborhood Comparison
| Feature | Subject | Average Home | Neighborhood Ranking (50 Listings) |
|---|---|---|---|
| Beds | 3.0 | 3.0 | 50% |
| Baths | 2.0 | 2.0 | 50% |
| Square foot | 2,050 | 1,660 | 77% |
| Lot Size | 6,820 | 5,954.5 | 72% |
| Price | $2.10M | $2.15M | 43% |
| Price per sq ft | $1.0K | $1.2K | 17% |
| Built year | 1960 | 1954 | 77% |
| HOA | $0 | $0 | 50% |
| Days on market | 29 | 163 | 3% |
Pricing History
Listed for Sale
Feb 6, 2026
$2,099,000
Initial Listing


























