Lakeside San Diego CA Real Estate – including, Homes, Townhomes, Condos, and Multifamilies for Sale Search

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Lakeside June 4, 2023
Avg. DOM
Avg. $ / Sq.Ft.
Med. List Price
17 Properties

Lakeside Information and Highlights

Here's a quick rundown of our list:

Lakeside Information and Highlights

Lakeside was founded and became quite prosperous on the edict and age-old wisdom that, no matter the epoch, people will pay handsomely for a great view.

Its development began in 1886, with a rather large land buyout (about 6600 acres) around the naturally occurring Lindo Lake. El Cajon Valley Land Company’s business gambit was brazen and fortified by the almost majestic vistas and serene panoramas surrounding this area. It instantly began to promote the new venture as a town. Building, aside from the usual accoutrements that makes a city center, an 80-room Victorian Style inn, the Lakeside Hotel. Their general idea was not only to attract tourist but possible investors to the bucolic region.

Three years later, after some acrobatic lobbying and finagling, the company managed to entice the railroad system to pass through its land. This was, at were, the proverbial spark that ignited the powder keg,

By 1904 small business were propping up like wildflowers around the hotel. The land price of the land had tripled in less than 15 years, and the investment was paying off in a big way. That very year, John H. Gay, bought the Lakeside Hotel from the original company. He then proceeded to construct an automobile and horse race track around the lake. Lakeside, due to Gay’s obsession with fast things, transformed into a headline beauty in 1907, when Barney Oldfield set a new land speed record on the track’s opening day.

Since that pivotal event, Lakeside became the stomping ground doc the rich and famous. Upon Gay’s death, per his orders and last will and testament, the racetrack was tore down.

It has long held a reputation as a “cowboy town”, due mostly to its rural setting, prevalence of ranches and its horse ownership in the area. Nonetheless, despite its rodeo like atmosphere, Lakeside still maintains its Gatsby heart as a rich boy’s playground.

Nowadays, the local historic Society maintains its antique like downtown; preserving its buildings and climate for future generations.


Lakeside has managed to maintain, despite its way off point from San Diego harbor and the Pacific Ocean, that huge cities Climate. Known and classified as a warm-summer Mediterranean Climate on meteorological charts. Lakeside has, as the name of the system professes, hot summers and warm, almost inexistent, winters.


Lakeside was named for the presence of a natural lake known as Lake Lindo, since that period it is now home to a trio of manmade reservoirs fully stocked by the Fish and Wildlife Department of California with all sorts of fishes. It has, due to this element, quickly become a popular fishing destination for locals and foreign aficionados of the graft.

Other activities prevalent in the area are: swimming, waterboarding, water skiing, jet skiing, hiking, biking, horseback riding, golf, tennis, climbing to the summit of “El Capitan”, as well as visiting a number of Native American casinos.


Lakeside’s many business ventures and local spots to do trade can be found along its old highway 8 street or the main Kumeyaa Highway. It is nonetheless a rather rural and secluded area with few credit card ready attractions to rile you in. You will find all the necessary fare and stock. Handsome general store shelves brimming with the essentials.

  • Vapor Meister - 12346 Woodside Ave - (619) 938-0254
  • At The Beehive - 9779 Los Coches Rd - (619) 792-0445
  • Refining Fire Chiles - 13409 Bubbling Ln - (619) 504-9777
  • Bow N Arrow Shop - 9748 Los Coches Rd - (619) 443-5488
  • Total Leather Care - 12570 Lemon Crest Dr - (619) 561-6221
  • The Local Mercantile - 13277 Hwy 8 Business - (619) 390-5900
  • Lakeside Bait & Tackle - 12255 Woodside Ave - (619) 443-3859


Lakeside has few belly busting options within its borders. Still, what it does have is both yummy and tantalizing as well as varied. You’ll discover, aside from the usual fast-food joint peppering a highway, a almost handpicked motley of places and venues. Each the best at its style and genre.

  • Cafe 67 - 12381 Mapleview St - (619) 443-4100
  • Merry’s Subs - 12346 Woodside Ave - (619) 390-9201
  • Lake Lindo Grill - 12128 Woodside Ave - (619) 443-0366
  • Sausage & More - 12241 Woodside Ave - (619) 390-1514
  • Brooklyn Giant Pizza - 13326 Hwy 8 Business - (619) 390-3332
  • Albert’s Mexican Food - 13334 Hwy 8 Business - (619) 390-6510
  • Ottavio’s Italian Restaurant - 12440 Woodside Ave - (619) 443-2165 
  • Gaetano’s Italian Restaurant - 13524 Hwy 8 Business - (619) 561-1651
  • Better Days Pizzeria and Sports Grill - 10109 Maine Ave - (619) 561-6767
  • Los Rancheritos Mexican Food - 10205 Lake Jennings Park Rd - (619) 561-0772


Lakeside’s after hour festivities are a bit tamed compared to what San Diego as a whole has to offer. The place working on the axiom that the early bird gets the worm. Given its many nature delights and scenic shows, few of its citizens like to rock on till’ dawn and wallow away the day below the blankets. The fun, in Lakeside, is mostly reserved for those hours of the day when the sun shows its face. Still, it does have a couple of bars and dive like establishments to crack open a brew or two.

  • Eastbound Bar & Grill - 10053 Maine Ave - (619) 334-2566
  • Coo-Coo Club - 8203 Winter Gardens Blvd - (619) 561-1158
  • The Coach Stop - 13334 Highway 8 Business - (619) 561-4636
  • Mynt Hookah Lounge - 9746 Winter Gardens Blvd - (619) 938-4999


Lakeside is composed of a mostly white racial population, almost 90% of its overall citizens tan rather easy and are of the pale variety. Still, you’ll find a decent amount of Hispanic and Native Americans in order give some variety to its 20 thousand plus community.


Lakeside has a array of schools and educational institutes within its borders. One per each of the scholarly echelons a child most wade through before journeying into higher, University like, academies.

  • Tierra Del Sol Middle School - 9611 Petite Ln - 619-390-2670.

  • Lindo Park Elementary School - 12824 Lakeshore Dr - 619-390-2656.

  • River Valley High School - 9707 Marilla Dr - 619-390-2579.

  • El Capitan High School - 10410 Ashwood St - 619-938-9100.

  • Lakeview Elementary School - 9205 Lakeview Rd - 619-390-2652.


Out any door or on any porch, Lakeside’s many natural landmarks can be viewed all around. Its most endearing and captivating iconic scenery is El Cajon Mountain, nicknamed "El Capitan” for its resemblance to the famous Yosemite cliff; a summit that dominates northeast of Lakeside.

  • Lake Jennings - 9535 Harritt Rd - 619-443-2510.

  • Lakeside Rodeo Arena - 12584 Mapleview St - 619-561-4331.

  • Lindo Lake County Park - 12660 Lindo Ln - 619-443-1666.

  • Calvary Ranch - 13610 Willow Rd - 619-390-9800.

  • Willowbrook Country Club - 11905 Riverside Dr - 619-561-1061.


Lakeside is a magical and absolutely picturesque spot that manages to entice and seduce all who enter its frontiers. Its alluring and bewitching qualities are readily on display for all to see and delight at them. 

Lakeside Mortgage

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Lakeside Market Statistics

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