235 Hillside Drive, Woodside, California 94062, Woodside, 94062 - 3 bed, 2 bath
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235 Hillside Drive
Woodside, California 94062
ACTIVE
CONDITION: FAIR
3Beds
2Baths
1,500Sq Ft
20,461Lot Size
Property Price
LIST PRICE$2,150,000
SUMMARY
BEST VALUE IN WOODSIDE!! Nestled under Woodside's heritage oaks, this 1929 Woodside Glens retreat offers a rare blend of vintage character, privacy, and views. The nearly 0.5 acre lot features abundant, verdant scenery and a wrap-around deck to take it all in. The main level boasts a large, open-beam living room anchored by a cozy wood-burning stove, and is surrounded by windows which bring the natural beauty of the Glens inside. The floor plan includes a vintage kitchen, a dining area overlooking the oaks, and two bedrooms -- one featuring its own fireplace. Central air-conditioning provides year-round comfort. Upstairs is a versatile loft with a storage area. The lower level features a large bedroom with a bathroom and shower, an oversize 2-car garage, plus driveway space for 2 additional vehicles. With the large lot, an ADU is possible (buyer to confirm with the town). Located in the district for top-rated Woodside Elementary (K-8) and Woodside High, this home is moments from Woodside Village and offers a convenient commute to the entire Bay Area via Hwy 280. Experience the quintessential Woodside lifestyle in this timeless woodland sanctuary.
Condition Analysis
See Full ReportOVERALL CONDITION SCORE
Fair
TeardownExcellent
Property is moderate renovation needed.
Built in 1929, the property is well-maintained but features a 'vintage' kitchen and dated bathrooms that appear to be 20-30 years old. While it has received cosmetic updates like new laminate flooring, fresh paint, and the addition of central HVAC, the primary wet areas and acoustic tile ceilings require modernization.
PROSSTRENGTHS & OPPORTUNITIES
- High Available Lot Utilization
The property has a large lot size, which is more than 4 times of its living area. lot size in square feet = 20461, living area = 1500.
- Great Schools
Middle School: Woodside Elementary School (9/10).
- Prime Location and Elite Schooling
Situated in the prestigious Woodside Glens, this property offers access to top-rated schools, including Woodside Elementary (K-8), and provides a convenient commute to the entire Bay Area via Highway 280.
CONSRISKS & DEFICIENCIES
- MLS Listing Discrepancy
Living area discrepancy between mls listing and other public or private record. mls listing living area = 1500, other record living area = 1270. Bedroom count discrepancy between mls listing and other public or private record. mls listing bedroom count = 3, other record bedroom count = 2.
- Dated Interior and Infrastructure
With a 'vintage' kitchen and a build date of 1929, the property likely requires significant modernization and capital investment to meet the expectations of contemporary luxury buyers.
- Market Stagnation
The property has been on the market for 126 days with multiple price reductions from the original $2.45M, suggesting that the current condition or layout may not be aligning with buyer expectations at this price level.
About 235 Hillside Drive
Property Details
Public Facts
- Property Type
- Single Family Residence
- Year Built
- 1929
- Lot Size
- 20,461 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
Woodside Unified Schools
Woodside Elementary School
Grades K-8 • 0.8 mi
9/10
Woodside High School
Grades 9-12 • 1.4 mi
6/10
Sensitive Facilities
No sensitive facilities data found.
Neighborhood Comparison
| Feature | Subject | Average Home |
|---|---|---|
| Beds | 3.0 | 3.8 |
| Baths | 2.0 | 3.4 |
| Square foot | 1,500 | 3,139.375 |
| Lot Size | 20,461 | 54,015.125 |
| Price | $2.15M | $3.84M |
| Price per sq ft | $1.4K | $1.3K |
| Built year | 1929 | 1968 |
| HOA | $0 | $260 |
| Days on market | 204 | 75 |
Pricing History
Listed for Sale
Jul 26, 2026
$2,150,000
$2,350,000
-9% Price Drop
Initial Listing
Price Change
Apr 25, 2026
$2,350,000
$2,450,000
-4% Price Drop
Initial Listing
Price Change
Apr 3, 2026
$2,450,000
Initial Listing
Sold
Mar 15, 2019
$1,800,000
Public Record