September in Round Top: Fall Happenings, Local Highlights & Real Estate

September 2026 | A Letter from the Owners

As fall approaches, Round Top is preparing for one of the busiest and most exciting times of the year. Cooler temperatures, the return of the Fall Antiques Show, and a full calendar of events bring renewed energy to our community.

The season also offers many opportunities to gather in support of causes close to our hearts, including the Round Top Family Library Gala, the Round Top Film Festival Gala, and the Arts for Rural Texas Gala. Giving back while enjoying time with friends and neighbors is a wonderful example of what it means to live in and around Fayette County. In this issue, we’re sharing a guide to these celebrations, Fall Show events, and other local happenings you won’t want to miss.

As we assess the real estate market, the trends continue to show that properties are moving, but thoughtful preparation and a strategic approach to pricing are more important than ever. Today’s buyers are informed and selective, making it essential for sellers to position their properties well from the start. Whether you’re considering buying, selling, or simply curious about the market, our team is here to provide the local knowledge and guidance you need to achieve your goals.

We look forward to welcoming another memorable fall season and celebrating everything that makes Round Top and the surrounding communities so special.

Frank Hillbolt, Lisa Mayer, & Lilla Blackburn Sivek

Your Source for the Fall Round Top Antiques & Design Show

Dust off your boots and mark your calendars — the Fall Round Top Antiques & Design Show is almost here! From October 17–31, 2026, our quiet little stretch of Texas countryside transforms into a treasure hunter's paradise, drawing pickers, designers, collectors, and curious wanderers from across the country. Whether you're on the hunt for that perfect farmhouse find, a one-of-a-kind statement piece, or simply here for the sights, the scenes, and the pie... There's nothing quite like fall show season in Round Top.

For two glorious weeks, the fields and historic halls along Highway 237 fill with tents, barns, and showrooms brimming with antiques, vintage goods, art, and design inspiration. And the show is only the beginning! This season is packed with wine trails, galas, proms, and harvest festivals that showcase everything we love about calling this place home. As your neighbors (and proud sponsors of more than a few of the festivities), we've rounded up our favorite events, insider tips, and can't-miss stops to help you make the most of it all.

Below, you'll find our complete fall guide, including where to find us pouring wine on the wine trail, which galas we'll be dressing up for, and a special video from our own Caroline Wolff with local tips for navigating the show like a pro. And when you pick up the show editions of The Real Estate Locator and PaperCity's Round Top guide, keep an eye out! You'll spot some familiar faces! Happy hunting, y'all. We'll see you in the fields.

Our Agent, Caroline Wolff, with Tips for the Show:

Additional Fall Events:

Fayette County

Washington County

Lee County

Austin County

Colorado County

Meet Crady Newton

Some people discover Round Top later in life. For Crady Newton, it's been part of his story all along.

Crady's family has owned property in the Round Top area since 1990, long before the antique shows put our little town on the national map. He grew up knowing these back roads, these fence lines, and this community not as a visitor, but as a landowner. That firsthand connection gives him something no amount of market research can replicate: a genuine understanding of what it means to own, steward, and love land in this part of Texas.

Of course, deep roots are only half the story. Crady brings more than two decades of professional experience to the table, having launched his real estate career in commercial real estate in Houston back in 2004. Over the years, he's built a broad foundation in brokerage, land transactions, and development, experience that serves his clients well when navigating the many considerations that come with buying and selling land, from acreage and property characteristics to long-term stewardship and ownership goals.

As a Broker Associate specializing in farm and ranch properties throughout the Round Top area, Crady combines big-market expertise with a landowner's perspective. He understands the practical realities of owning property in the country because he lives them himself, and that combination of professional knowledge and personal investment allows him to guide his clients with the kind of thoughtful, well-informed counsel that land transactions deserve.

Get to know Crady and the communities he serves here. Whether you're searching for your own piece of the countryside or preparing to pass a cherished property on to its next steward, Crady would be honored to help you navigate the journey. Please join us in giving him a warm Round Top welcome!

Meet Ben Kastleman