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Open House Activity

20910 Kirkland Woods Dr
2:00 PM - 4:00 PM
Saturday, Oct 10, 2026
Houston, TX 77095
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Jon Caballero, commonly known as “Cabby” to many, is a native Houstonian who grew up in the northwest suburbs of the city. Thanks to a diverse background and work experience ranging from the corporate oil and gas sector to the world of men’s fashion, Cabby possesses a unique expertise that blends technical knowledge, data-driven analysis, and social media savvy with an eye for style and design. 

Upon graduating high school he spent 4 years at UT-Austin, where he earned a BBA in Management Information Systems from the McCombs School of Business. 

After graduating from UT he worked as a management consultant and financial systems auditor. Then in 2011 he decided to pivot away from the corporate world to pursue his dreams of entrepreneurship, opening The Class Room, a men’s clothing store and lifestyle boutique in Houston’s historic Rice Village. It’s also during this time he earned his real estate license. 

At the end of 2018, Cabby’s growing real estate business signaled to him it was time to close The Class Room and dedicate himself full-time to the real estate profession. And that’s exactly what he’s done since then, alongside his wife Christina Tran. Together, they operate as the Chris & Cab Team. 

Outside of real estate, Cabby loves to run, weight train, eat good food, and spend time with Christina and their adopted pittie Rocko. He still has an appreciation for men’s clothing and “copping new jawnz”. His vices include drinking too much coffee, and wanting to spend way too much money on home gym equipment and coffee/espresso gear.

 


Membership:
Houston Association of REALTORS®

Team

Lead of The Chris & Cab Team

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Listings by Jon Caballero & Prior Sales

1811 Winter St

Houston, TX 77007
$530K
Active
3 beds
2 baths
2,568 sqft.

20910 Kirkland Woods Dr

Houston, TX 77095
$335K
Active
5 beds
3 baths
2,606 sqft.

3010 Peekskill Ct

Pearland, TX 77584
$515K
Active
4 beds
4 baths
3,074 sqft.
See more for sale houses →

1602 Elgin St #10

Houston, TX 77004
$2K
Active
2 beds
1 bath
1,502 sqft.

2300 Old Spanish Trail #1109

Houston, TX 77054
$2K
Active
2 beds
2 baths
1,019 sqft.

4163 Griggs Rd

Houston, TX 77021
$2K
Active
3 beds
2 baths
1,446 sqft.
Sold
09/11/2026
Represented: Seller

910 W 18th St B

Houston, TX 77008
$482K - $552K
3 beds
3 baths
2,396 sqft.
Sold
09/10/2026
Represented: Buyer

14131 Hillvale Dr

Houston, TX 77077
$325K - $370K
3 beds
2 baths
1,877 sqft.
Sold
08/24/2026
Represented: Seller

7327 Trail Ridge Dr

Fulshear, TX 77441
$370K - $420K
4 beds
3 baths
2,159 sqft.
See more recently sold houses →
Rented
07/15/2026
Represented: Seller

2412 Canal St J

Houston, TX 77003
$3K - $3K
2 beds
2 baths
1,881 sqft.
Rented
07/10/2026
Represented: Seller

3006 Mcculloch Cir

Houston, TX 77056
$3K - $3K
3 beds
3 baths
2,557 sqft.
Rented
05/31/2026
Represented: Seller

506 Willard St

Houston, TX 77006
$3K - $3K
2 beds
2 baths
1,552 sqft.
See more recently rented houses →

606 E 7th St

Houston, TX 77007
$3K
Active
2 beds
2 baths
1,464 sqft.

20910 Kirkland Woods Dr

Houston, TX 77095
$335K
Active
5 beds
3 baths
2,606 sqft.

12326 Brandywyne Dr

Houston, TX 77077
$424K
Under Contract - OP
3 beds
2 baths
1,713 sqft.
See more recent showing →

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Happen Houston Office Location

720 W 25th St., Houston, TX 77008
Happen Houston, is a Texas real estate firm, located at 720 W 25th St., Houston, TX 77008. Happen Houston provides a wide range of real estate services. Consumers continue to find value in having a real estate professional help them through the home buying and selling process. The range of services the real estate professionals provide is proving ever more valuable in real estate transactions (financing twists and sales contract intricacies). Please view Happen Houston current listings, or sold listings.

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