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$4,700,000

  • For Sale
  • Active
  • Duplex
  • 4 Beds
  • 5 Full Baths
  • 4,998 Sq. Ft.
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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.

Full Property Details for 281-283 Castro St

General

  • Price: $4,700,000
  • Status: Active
  • Type: Duplex
  • Source: San_Francisco
  • MLS ID: 426128469
  • Updated: 5/11/2026
  • Added to Site: 18 day(s) ago

Interior

  • Number of Rooms: 20
  • Interior Features: Formal Entry
  • Appliances: Dishwasher, Free-Standing Gas Oven, Free-Standing Gas Range, Free-Standing Refrigerator, Gas Water Heater, Microwave
  • Flooring: Luxury Vinyl Plank, Marble, Painted/Stained, Tile, Wood

Rooms

Bathrooms

  • Total Bathrooms: 5
  • Full Bathrooms: 5

Bedrooms

  • Total Bedrooms: 4

Other Rooms

  • Laundry: Common Area, Laundry Closet, Washer/Dryer Hookups, Common Area, Laundry Closet, Washer/Dryer Hookups

Additional Information

  • Security/Safety: Carbon Monoxide Detector(s), Security Gate, Smoke Detector(s)

Location

  • Area: SF District 5
  • County: San Francisco
  • Cross Streets: 16th Street
  • Driving Directions: Traveling west on Market, take a right onto 16th Street and a right onto Castro. Traveling east on Market, take a left onto Castro. Traveling north on Castro property is on the right. Traveling south on Castro, the property is on the right.

School Information

  • Elem School District: San Francisco
  • Midd School District: San Francisco
  • High School District: San Francisco

Heating & Cooling

  • Cooling Type: None
  • Heating Type: Central, Gas

Utilities

  • Sewer: Public Sewer
  • Water: Public
  • Utility Description: Separate Meters (None), Electricity Available, Natural Gas Connected, Sewer Connected

Structural Information

  • Architectural Style: Victorian
  • Construction: Wood, Wood Siding
  • Foundation: Combination, Concrete, Slab
  • Roof: Composition
  • Windows: Bay Window(s), Dual Pane Partial, Skylight(s)
  • Stories/Levels: 4
  • Square Feet: 4,998
  • Sq. Ft. Source: Graphic Artist
  • Living Area: 4,998 Sq. Ft.
  • Year Built: 1900

Lot Features

  • Property View: Bay, City, Downtown, San Francisco
  • Lot Size (Acres): 0.0573
  • Lot Size (Sq. Ft.): 2,495
  • Lot Features: Garden, Landscape Front
  • Zoning: RH3
  • Fencing (Description): Fenced

Financial Considerations

  • For Sale: Yes

Disclosures and Reports

  • Special Conditions: Trust
  • APN: 3561033

Listed by Helm Real Estate, Justin Hedemark

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Listing agent

— 281-283 Castro St —

  • Justin Hedemark

    Helm Real Estate

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

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Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

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Price & Sales History for 281-283 Castro St Get Price Alerts and Save Property

Date
Details
Price
Change
Source
5/11/2026
Listed
$4,700,000
248.15%
MLS
10/05/2004
Sold
$1,350,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 281-283 Castro St

Year
Property Taxes
Change
Tax Assessment
Change
2025
$22,980
3%
$1,881,771
2%
2024
$22,319
2%
$1,844,875
2%
2023
$21,984
2%
$1,808,702
2%
2022
$21,570
2%
$1,773,239
2%
2021
$21,188
-1%
$1,738,471
1%
2020
$21,328
4%
$1,720,646
2%
2019
$20,595
4%
$1,686,909
2%
2018
$19,896
3%
$1,653,833
2%
2017
$19,363
2%
$1,621,406
2%
2016
$19,054
1%
$1,589,615
2%
2015
$18,816
3%
$1,565,739
2%
2014
$18,318
-1%
$1,535,069
—
2013
$18,433
—
$1,528,132
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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Listed by Helm Real Estate, Justin Hedemark

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281-283 Castro Street, San Francisco, CA 94114 (MLS# 426128469) is a Duplex property with 4 bedrooms and 5 full bathrooms. 281-283 Castro Street is currently listed for $4,700,000 and was received on May 11, 2026. Want to learn more about 281-283 Castro Street? Do you have questions about finding other Duplex real estate for sale in Sunset District? You can browse all Sunset District real estate or contact a Coldwell Banker agent to request more information.

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