Rolling Oaks

Rolling Oaks Real Estate

Rolling Oaks is a scenic community in Driftwood offering spacious lots, custom-built homes, and a relaxed Hill Country lifestyle. With a variety of home styles—from ranch-style layouts to more modern Texas builds—this neighborhood appeals to buyers looking for a home with character, space, and natural beauty. Many properties sit on one-acre or larger lots and include features like wraparound porches, outdoor living spaces, and room for gardens, workshops, or recreational vehicles. Sellers in Rolling Oaks benefit from the area's steady demand, particularly among those seeking land and privacy within reach of Austin and Dripping Springs.

Discover Rolling Oaks

Nestled off FM 150, Rolling Oaks offers residents a peaceful atmosphere with scenic surroundings, quiet roads, and plenty of green space. While it feels tucked into nature, the neighborhood is still within a 30–40 minute drive of downtown Austin, making it a great fit for those who want room to breathe without sacrificing access to city conveniences. The community includes a private neighborhood park with a swimming pool, playscape, and clubhouse—ideal for family gatherings and neighborhood events. Whether you're walking the tree-lined streets or watching a Hill Country sunset, Rolling Oaks offers a slower pace of life that’s easy to enjoy.

Amenities Near Rolling Oaks

Rolling Oaks is part of the highly rated Dripping Springs Independent School District, with students typically attending Sycamore Springs Elementary and Middle Schools, and Dripping Springs High School. The area is surrounded by other well-loved Driftwood communities like Rim Rock, Sawyer Ranch, and La Ventana. Residents have access to shopping and groceries in nearby Dripping Springs, and are just a short drive from popular destinations like Salt Lick BBQ, Driftwood Estate Winery, and local breweries. Whether you're purchasing your forever home or preparing to list, Rolling Oaks offers a blend of space, charm, and convenience that continues to attract attention.

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Rolling Oaks (Driftwood) May 8, 2026
21
Listed
210
Avg. DOM
$379.21
Avg. $ / Sq.Ft.
$569,000
Med. List Price
21 Properties
Page 1 of 2
$399,000
Neighborhood: Rolling Oaks Sec 4
3
Beds
2
Baths
1,368
Sq.Ft.
1998
Year Built
9
Days on Site
2740980
MLS
$485,000
Neighborhood: Rolling Oaks Ranch Sec 4
1
Beds
1
Baths
384
Sq.Ft.
2007
Year Built
23
Days on Site
7526356
MLS
$725,000
Neighborhood: Rolling Oaks Sec 3
3
Beds
1
Baths
960
Sq.Ft.
1990
Year Built
29
Days on Site
9616710
MLS
$299,000
Neighborhood: Rolling Oaks Sec 3
2.5
Acres
45
Days on Site
608261
MLS
$569,000
Neighborhood: Rolling Oaks Ranch Sec 4
2
Beds
1
Baths
1,290
Sq.Ft.
1947
Year Built
57
Days on Site
1245336
MLS
$749,000
Neighborhood: Rolling Oaks Ranch Sec 4
4
Beds
2
Baths
2,204
Sq.Ft.
2010
Year Built
72
Days on Site
605673
MLS
$695,000
Neighborhood: Rolling Oaks
11.5
Acres
73
Days on Site
3004040
MLS
$695,000
Neighborhood: Rolling Oaks Ranch Sec 4
11.55
Acres
73
Days on Site
605119
MLS
$749,000
Neighborhood: Rolling Oaks Ranch Sec 4
4
Beds
2
Baths
2,204
Sq.Ft.
2010
Year Built
77
Days on Site
3812781
MLS
$650,000
Neighborhood: Rolling Oaks
4
Beds
2
Baths
2,072
Sq.Ft.
1989
Year Built
80
Days on Site
1942404
MLS
$449,000
Neighborhood: Rolling Oaks Sec 3
4
Beds
3
Baths
2,128
Sq.Ft.
1993
Year Built
109
Days on Site
6590166
MLS
$325,000
Neighborhood: Rolling Oaks Sec 3
3.82
Acres
109
Days on Site
9631343
MLS
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