Nestled in guard-gated Bear Brand Ranch, a sprawling 20,580-square-foot ocean-view estate with its own resort is poised to become Laguna Niguel’s most expensive home sold.

The asking price is $29.998 million.

If it sells near the asking price, it will best a transitional Spanish-style home across the street that closed Valentine’s Day for $16.25 million and is less than half the size of this immense compound.

The estate occupies nearly 2 acres, secured by double gates, and encompasses two Santa Barbara-style mansions with separate addresses included in the list price. Together, they offer a total of nine bedrooms and 16 bathrooms.

According to listing agent Shawn Halan of Agent Inc./The Real, the previous owner who lived in the home above the lower property purchased what was then an undeveloped 1-acre lot on which he built an 8,671-square-foot home with a lighted tennis court with a viewing deck for his wife in 2006.

County records confirm the couple bought that land adjacent to their home on a 3/4-quarter-acre lot in June 2004. They sold both the main estate house and its entertainment and sports pavilion, as described in an old listing, to the current owners in March 2014 for $15 million, plus $4.25 million for the furniture.

A staircase connects the two houses, cutting through the ground’s lush greenery and luxury resort-style amenities.

Each structure contains a wine cellar and a pool. The upper pool has a lanai room and a large patio, and it overlooks the lower property’s grotto waterfall pool.

Halan suggests that the property would make an ideal corporate retreat “because it’s like a resort,” complete with two one-bedroom, one-bathroom villa suites with kitchens that overlook the tennis court. “Those are the only bedrooms for the property below.”

The lower property, known as The Resort, lives up to its name.

It features a gourmet kitchen with dual appliances, a movie theater, a karaoke bar, an indoor basketball court, a fully equipped gym, a sauna and his and her locker rooms.

It also boasts a 10-car subterranean garage.

The main house spans 11,909 square feet. Completed in 1993, it features seven bedrooms with en suite bathrooms, a game room and a self-contained mother-in-law suite wing.

“It’s a grand, elegant home with columns and a grand staircase,” Halan said. “Although trends and styles change … there are still people who love that classic Santa Barbara, California, meets Aspen vibe where the scale of everything is oversized but warm. There are lots of rich tones. The house has been very well maintained.”