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Hillcrest Neighborhood Spotlight

Hillcrest, Neighborhood Spotlight

Hillcrest is one of San Diego’s most vibrant neighborhoods.  The bustling community offers a welcoming vibe with pedestrian friendly streets.   It’s not uncommon for local residents to claim there are few places that capture the essence of San Diego more than the streets around University Avenue. 

Officially, Hillcrest stretches West of Park Boulevard to Dove Street, and South of Washington Street to Upas Street. But to confine Hillcrest to geographical limits would be an insult to its reach around the greater San Diego area.  It’s influence and uniquely crafted vibe can be felt through the neighboring areas of North Park, South Park, Banker’s Hill, and Downtown.

Hillcrest, On The Rise

Unfortunately, after World War II, Hillcrest found itself in despair.

The LGBTQA+ community was seeking a safe, yet affordable, place to live and work as themselves and recognized a social and economic opportunity in centrally located Hillcrest.

As a result, the gay and lesbian community in the 1960’s claimed the neighborhood for their own.

After undergoing a few decades of gentrification, the gay and lesbian community rebranded Hillcrest as the cultural hub of the city.  Above all, Hillcrest still prides itself on, well, pride and most notably in it’s inclusion of all people.

Hillcrest, Spots & Events

Hillcrest is home to great shopping, dining, and events most notably the San Diego’s Pride parade.  The community has countless other charms such as Bronx Pizza, Lestat’s on Park, Ichiban, and Better Buzz which are all local food favorites made for San Diegans by San Diegans. 

On Sundays, Hillcrest hosts one of the biggest farmers markets in the City right off University Avenue under the watchful eye of the Hillcrest Pride flag, which became a permanent staple of the neighborhood in 2012. Other notable quirks include the Before I Die Wall (also located on University Avenue) and the Spruce Street Suspension Bridge, which is claimed by Hillcrest, though technically located in Banker’s Hill. Walking around, a passerby is sure to see some of the best street art San Diego has to offer.

Public transportation runs smoothly in and out of Hillcrest with the Rapid Transit Bus lane running down Park Ave and there are many high end grocery stores just steps from residential areas. Consequently, many San Diego seniors also choose to reside in Hillcrest due to its urban appeal and walkability rating of 81/100. 

Hillcrest, Investment Opportunities

Come explore Hillcrest with us in our short video and see why it’s one of the most vibrant and diverse San Diego neighborhoods.

This highly desired combination of walkability, vibrance, and community diversification makes Hillcrest one of San Diego’s best neighborhoods for rental income investments. The community boasts turn of the century California craftsman single family homes, mid century gated condominium complexes, and master planned communities that seamlessly fit right into the fabric of the neighborhood.  Below are some examples of small, medium, and larger complexes that offer great rental income investments.

Villa Madrid

Hillcrest, Villa Madrid -San Diego Premier Property Management

Built 1999 | 14 Units | Gated Community |1 & 2 Bedroom Units | HOA Dues $300 |  

Walkable rating 82/100
Bike rating 71/100
Transit rating 58/100

From the Mid $500K as of 7/2019
Rental Rates Starting at $1,995/Month


Essex Place

Hillcrest, Essex -San Diego Premier Property Management

Built 1989 | 39 Units | Gated Community | Studio, 1 & 2 Bedroom Units | HOA Dues $200-$300 

Walkable rating 76/100
Bike rating 68/100
Transit rating 57/100

1 Bd Units From the Mid $300K as of 7/2019
Rental Rates Starting at $1,995/Month


Uptown District

Hillcrest, Uptown District -San Diego Premier Property Management

Built 1991 | 309 Units |  1 & 2 Bedroom Townhouse, Flats, & Artist Lofts | HOA Dues $300+

Community Features: Gated/Security, Pool, Spa/Hot Tub, Exercise Room, Parking Garage, Community BBQ Grills

Walkable rating 88/100
Bike rating 70/100
Transit rating 58/100

1 Bd Units From the low $400K
Rental Rates Starting at $1,995/Month


If you have any interest in learning more about purchasing rental property in Hillcrest or currently own rental property in the Hillcrest and need professional property management, please contact us for private consultation or request a Free Rental Quote.   


Hillcrest, San Diego Premier Property Management

We hope you enjoyed reading the Hillcrest, San Diego | Neighborhood Spotlight 

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Written by Jayne Friscia of San Diego Premier Property Management a full service residential property management company offering Worry Free property management to the greater San Diego area since 2004.


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