●Rolling OaksHomes for Sale

Market Overview for Rolling Oaks

There are 3 active listings in Rolling Oaks with a median list price of $899K and a median sold price of $655K.

Homes average 38 days on market.

Over the past 30 days, 0 homes have sold, with 5 sales in the past 12 months.

The average price per square foot is $561.

About Rolling Oaks

Rolling Oaks is an established subdivision in unincorporated Hays County near Driftwood, Texas, accessed off FM 3237 (Old Kyle Road) via Rolling Oaks Drive. The subdivision includes multiple platted sections recorded in Hays County, including Rolling Oaks Sections 1 through 3 and Rolling Oaks Ranch Sections 1 and 4. The community is located in the Texas Hill Country, approximately 25 miles southwest of downtown Austin.

Homes in Rolling Oaks were built primarily from the 1970s through the 1990s on lots ranging from 2 to over 12 acres. Properties range from approximately 1,000 to 3,000 square feet, with one to four bedrooms and one to two bathrooms. Homes typically feature single-story ranch-style construction with stone or wood exteriors, reflecting the Hill Country building tradition. The neighborhood has mature cedar and live oak tree canopies, gravel driveways, and ranch-style fencing. The mix ranges from working ranch properties to substantially updated homes with modern interiors.

Rolling Oaks operates on private wells and septic systems with no municipal water or sewer service. Electric service is provided by Pedernales Electric Cooperative. Internet options are limited in the Driftwood area, with cable coverage at approximately 70 percent and fiber at less than 1 percent. A voluntary property owners association maintains a community pool and clubhouse situated among mature oak trees. Membership is not mandatory.

Driftwood is an unincorporated census-designated place that was originally settled around 1850 and established as a supply center in the 1880s near the Kyle and Buda rail terminals. The community had a post office, school, churches, cotton gin, and general store by 1890.

Living in Rolling Oaks

Rolling Oaks sits approximately 25 miles southwest of downtown Austin, with a commute of roughly 30 minutes depending on traffic. The community occupies a rural setting along FM 3237, close to the small crossroads of Driftwood. Driftwood itself is an unincorporated census-designated place with deep agricultural roots, originally settled around 1850 and established as a supply center in the 1880s.

The neighborhood is served by Wimberley Independent School District, which holds a TEA accountability rating of B (score of 86) and is ranked 94th out of 961 districts in Texas. Students attend Blue Hole Primary School for Pre-K through 2nd grade, Jacob's Well Elementary for 3rd through 5th, Danforth Junior High for 6th through 8th, and Wimberley High School for 9th through 12th.

The Driftwood area is known for its concentration of wineries, breweries, and distilleries. The Salt Lick BBQ, one of Central Texas's most recognized barbecue destinations, is nearby, along with Vista Brewing, Driftwood Estate Winery, and Jester King Brewery.

Things to Do in Rolling Oaks

• The Salt Lick BBQ: One of Central Texas's most recognized open-pit barbecue destinations, located in Driftwood. BYOB policy.
• Vista Brewing: A 21-acre ranch brewery in Driftwood featuring European-style beers, a farm-to-table kitchen, farm stand, and nature trails.
• Jester King Brewery: A farmhouse brewery in the Driftwood area specializing in barrel-aged and wild ales. Features wood-fired pizza and goat walks on the property.
• Driftwood Estate Winery: A Driftwood winery known for its panoramic Hill Country views, live music, and sunset tastings.
• Camp Ben McCulloch: A historic gathering site operating since 1896, located near Driftwood. Hosts the annual Old Settlers Music Festival and other community events.

Major Employers in Rolling Oaks

• Austin (metro employers) (Technology and Government): Downtown Austin is approximately 25 miles northeast, providing access to state government, the University of Texas, and the technology sector.
• Texas State University (Higher Education): Located in San Marcos, approximately 25 miles south. One of the largest employers in Hays County with more than 1,700 full-time faculty and 2,300 full-time staff.
• Dripping Springs ISD and local businesses (Education and Hospitality): The growing Dripping Springs area, approximately 10 miles northwest, has an expanding commercial base including wineries, restaurants, and event venues.
• Kyle and Buda employers (Logistics and Manufacturing): Amazon distribution facilities and other employers in Kyle and Buda are approximately 15 miles east via FM 150 and I-35.

Rolling Oaks Schools

Rolling Oaks is served by Wimberley Independent School District, which holds a TEA accountability rating of B (score of 86) and is ranked 94th out of 961 districts in Texas.

School District: Wimberley ISD

Public Schools

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