Matt Holliday Built His Own Field of Dreams in Stillwater, Oklahoma. Now It's For Sale for $9.8 Million

Every kid who ever picked up a bat in a backyard has imagined it: a real diamond, lights blazing, grass cut in perfect stripes, right outside the back door. Matt Holliday actually built it.

Not in Los Angeles. Not in some gated enclave outside St. Louis or Denver, where he won a batting title, a World Series ring, and seven All-Star nods over a 15-year MLB career. He built it in Stillwater, Oklahoma, the same town where he grew up throwing touchdowns and hitting home runs at Stillwater High School, the same town that nicknamed him "the Stillwater Stinger" before the rest of the country ever knew his name.

Now that 62-acre compound, baseball field, batting cage, two-story pool, guest house and all, is on the market for $9,800,000. And if it sells anywhere close to that number, it will be, by a wide margin, the most expensive home ever sold in the state of Oklahoma.

A Hometown Hero's Field of Dreams

Holliday didn't leave Stillwater behind when he made it to the big leagues. He came back to it. Drafted by the Colorado Rockies out of Stillwater High in 1998, where he was good enough at football to be recruited as a quarterback, Holliday went on to play 15 MLB seasons with the Rockies, A's, Cardinals, and Yankees. Along the way: a National League batting title, four Silver Slugger Awards, the 2007 NLCS MVP, and a World Series championship with the Cardinals in 2011.

That legacy didn't stop with him. His sons carried it forward in a way that reads like fiction: Jackson Holliday was taken with the first overall pick in the 2022 MLB Draft by the Baltimore Orioles. Ethan Holliday followed him into professional baseball with the Colorado Rockies, the same franchise where their father's career began. A father and two sons, three first-round-caliber careers, all rooted in a town of about 50,000 people in north-central Oklahoma.

So when Matt Holliday built his forever home, he didn't build a trophy house. He built a ballpark.

What $9.8 Million Actually Buys

The estate sits on 62 acres and includes a 7,500-square-foot, single-level farmhouse-style home completed in 2022, five bedrooms, seven bathrooms, and finishes that read more like a design magazine spread than a residential listing: Gucci wallpaper, a primary suite with his-and-hers closets built for two, a wine cellar, and roughly $3,000,000 in custom furniture included in the sale.

Then there's what's outside. A private, professionally lit baseball field with a batting cage, the kind of amenity you simply cannot find anywhere else on the market, in Oklahoma or almost anywhere else in the country. A $2,000,000 two-level pool with a cabana and hot tub. A private putting green. A tranquil pond. Indoor pickleball and basketball courts. A guest house, a barn, a workshop, RV hookups, and a $150,000 Crestron smart home system running the whole property from a phone.

It is, in the most literal sense, a compound built for legacy.

The Number That Changes Everything

Here's what makes this listing remarkable beyond the amenities: Oklahoma's real estate market has only ever recorded six home sales above $5,000,000, ever, in the history of the MLS. The current record sits at $6,300,000, for a home that reportedly cost more than $10,000,000.

The Holliday estate is priced at $9,800,000. If it closes anywhere near ask, it won't just be a notable sale. It will rewrite the record books for the entire state.

"There's no comp for this house because there's never been a house like this here," says Wyatt Poindexter of The Agency, the listing agent representing the property. "You're not just buying 7,500 square feet and 62 acres. You're buying the actual field where an MLB legend's sons learned the game before they were drafted into the big leagues. That's not something you can build twice."

A Home Built to Be Talked About

There's a version of this story where a professional athlete builds a big, private, forgettable mansion. This isn't that story. This is a hometown kid who made it to the top of his sport, came home, and built the exact field he once dreamed about as a boy in Stillwater, then filled it with his own sons' cleats and home runs before they left for the majors themselves.

"People ask me all the time what makes a listing go viral," Poindexter says. "Usually it's not the square footage or the price tag. It's the story. And this house has one of the best stories I've ever gotten to sell."

The estate is listed exclusively through The Agency Oklahoma. Showings are available by private appointment.