How do I address my social retardation?

I am a 27 year old guy from the southern United States. I turn 28 later this year, and I have never had a real girlfriend before, especially nothing serious or long-term. In addition, I am lacking friends. Almost everyday I have a sense of dread, doom, and depression. It is an overall sense of loneliness and hopelessness that consumes my everyday life.

Recently, within the past 2 months, I managed to move out into my own apartment. I have a very well-paying, stable career. I am a software developer and live comfortably on my salary. I also own 2 cars and a large, 37 foot RV. Financially, I am well off right now. However, my financial successes didn't come until recently.

It has been a never-ending struggle trying to acquire romantic relationships and even just friends. I work remotely from home, and I am no longer attending school. The opportunities to form relationships, both romantic and non-romantic friendships, feels very limited.

It is gut wrenching to me seeing most of my peers and those I have known growing up getting married, having kids, and/or both. I know more people around my age (and even younger) who are married than not, yet I have never even had my first real girlfriend yet!

I feel socially inept and almost subhuman. I have always desired to have a girlfriend, wife, and a family of my own, but it just feels so unobtainable. It is not that I haven't tried. I have gone on dates and asked girls out, although it usually never progresses past the first date. They usually find me unattractive.

I am short with a height of 5 feet 6 inches. I would say I am average looking at best. I can often be socially awkward.

I do have high standards, and many say that what I am looking for is almost impossible to find. But I want to point out that I am struggling to attract ANY woman. I feel as if most high school kids have more experience than I do regarding relationships and sex.

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Speaking of intimacy, I have only slept with one girl one time 7 years ago during a weekend fling. She did not want to pursue anything with me after that weekend. I haven't touched a girl since. Although I am not a virgin by definition, I feel like one. I especially cannot say I ever "made love". I am very inexperienced when it comes to sex and intimacy.

I do want to make it clear, however, I am not out looking for just sex. I want something meaningful for once
How do I address my social retardation?
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