281-283 Castro Street, San Francisco, CA 94114, San Francisco, 94114 - 4 bed, 6 bath
Loading property details...
San Francisco, CA 94114
Analysis of 281-283 Castro Street, San Francisco, CA 94114 is currently available with a list price of $4,700,000. The property maintains a Excellent Condition Rating (95/100), indicating excellent structural integrity and modern finishes throughout. This turnkey property requires minimal updates and is ready for immediate occupancy. Located in a high-demand neighborhood within the San Francisco 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.
Property is new construction or fully renovated.
The property underwent a comprehensive renovation in 2025-2026, placing it in mint condition. It features a high-end chef's kitchen with Viking appliances, quartz and soapstone countertops, and modern bathrooms. All finishes, including refinished hardwood floors and recessed lighting, are brand new, meeting the criteria for a renovation less than 5 years old.
Elementary School: Chinese Immersion School At Deavila (9/10). Middle School: Lilienthal (Claire) Elementary School (9/10). High School: Lowell High School (10/10).
The property features a legal two-unit configuration plus a fully warranted ADU, offering exceptional flexibility for multi-generational living, high-end guest quarters, or significant rental income potential in a premier San Francisco location.
Completed in 2025-2026, the residence blends historic 1900s charm with modern sophistication, featuring a chef’s kitchen with Viking appliances, quartz countertops, and a luxurious primary suite with downtown city views.
Living area discrepancy between mls listing and other public or private record. mls listing living area = 4998, other record living area = 3630.
At a $4.7 million list price, the property is positioned at the top of the local market for multi-unit dwellings, which may narrow the pool of qualified buyers and increase the total days on market.
While the area offers access to some high-performing specialized schools, several of the closest assigned public school options have lower ratings, which may be a drawback for families prioritizing immediate neighborhood education quality.
Set along one of San Francisco's most iconic corridors, 281 Castro Street presents a rare opportunity to own a fully renovated, legal two-unit building with a fully warranted ADU. Behind its historic facade lies a thoughtfully curated living experience that blends architectural charm with contemporary sophistication, ideal for multi-generational living, income potential, or a seamless single-residence compound. Fully renovated in 2025-2026, the primary residence boasts 3 bedrooms and 3.5 bathrooms across 3 levels (appx. 3,693 sqft), including a finished attic, primary suite with expansive en suite bathroom, soaking tub and wet-room, downtown City views, walk-in cedar-lined closet, refinished hardwood floors, luxury finishes including a chef's kitchen, stainless steel Viking appliances, quartz countertops, a soapstone island, a coffee bar, and modern open-concept living. The lower level includes a 1-bedroom, 1-bathroom garden apartment (appx. 954 sq/ft) with access to the backyard, and a studio ADU (appx. 351 sq/ft), perfect for au pair quarters or a guest suite. With 5+ bedrooms, 5.5+ bathrooms, and multiple outdoor spaces, 281 Castro Street is a rare opportunity to own a piece of San Francisco history, thoughtfully designed for the way we live today. Potential Rental Income: 281 (Main House) - $11,000/mo 281A (Studio) - $2,600/mo 283 (Garden Unit) - $5,000/mo Gross annualized estimated rent per qualified leasing agent: $223,200 *Projected rents are Pro Forma. Buyers to investigate.
No exterior & parking available.
Grades K-5 • 0.2 mi
Grades K-5 • 0.6 mi
Grades K-5 • 0.7 mi
No sensitive facilities data found.
| Feature | Subject | Average Home | Neighborhood Ranking (50 Listings) |
|---|---|---|---|
| Beds | 4.0 | 4.0 | 50% |
| Baths | 6.0 | 3.0 | 71% |
| Square foot | 4,998 | 2,595 | 71% |
| Lot Size | 2,496 | 2,739.92 | 29% |
| Price | $4.70M | $2.70M | 71% |
| Price per sq ft | $940 | $940 | 50% |
| Built year | 1900 | 1906 | 29% |
| HOA | $0 | $0 | 50% |
| Days on market | 65 | 188 | 14% |
Apr 10, 2026
$4,700,000
Initial Listing
Oct 15, 2004
$1,350,000
Public Record
Oct 18, 2000
$300,000
Public Record
Jul 21, 2000
$513,000
Public Record