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Curbed Cup 1st Round: (6) Pacific Heights vs. (11) Tenderloin

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The Curbed Cup, our annual award for the San Francisco neighborhood of the year, is kicking off with 16 areas vying for the prestigious (and fake) trophy. This week we'll have two matchups per day, and all the results and the full tournament bracket will be reviewed on Friday. Voting for each pairing ends 24 hours after it begins. Let the eliminations commence!

Pacific Heights photo (left) via San Francisco Days; Tenderloin photo (right) via SF Fun Cheap

Welcome to day three of our competition. Today, two very different neighborhoods go head-to-head, with tony Pacific Heights taking on the trendy Tenderloin. You'll determine who comes out on top!

First up, Pacific Heights. This neighborhood, with its aptly named Gold Coast along Broadway, has been known as San Francisco's high-end hood for years. Not surprisingly, it's also known for some of the grandest mansions in town. Case in point: The most expensive home on the market is located here at 2250 Vallejo St. That said, it's also home to a $500/month crawlspace rental (although that may be a hoax). There are luxury shops and restaurants here, as well as a lot of development (most recently The Pacific and LuXe).

Then there's the Tenderloin, traditionally one of the grittier neighborhoods in the city, but also one of the most happening areas in town. Plenty of new restaurants, bars, bakeries, and eateries have opened here in recent memory (Whitechapel and Mr. Holmes Bakeshop to name just two). This fall, we asked resident Erin Montoya to led us on a People's Tour of the neighborhood, and she said the best kept secret about the TL is the "incredible art galleries, new and old." Judging by the buzz around the Tenderloin, it's edgy charm is not much of a secret anymore.

Poll results

· This $28M Manse is the Most Expensive Home in SF Right Now [Curbed SF]

· The $500/Month Pac Heights Dirt Crawl Space Is Real—Sort Of [Curbed SF]

· This $28M Manse is the Most Expensive Home in SF Right Now [Curbed SF]
Take a First Look Inside Super-Luxury Development The Pacific

· Pacific Heights' Fancy New LuXe Building Releases Pricing [Curbed SF]

· Whitechapel, Gin Bar from Smuggler's Cove Owner, Opening Late October [Eater SF]

· Mr. Holmes Bakehouse Moving Forward with New Pastry Chef and New Fall Menu [Eater SF]

· Tenderloin Resident Erin Feher Montoya Has the DL on the TL [Curbed SF]