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Highland Oaks by Schulte-Blackwell — a 1965 new-home community in Pleasanton

Tucked against the rolling, oak-studded hills of what is now the Pleasanton Ridge Regional Park, Highland Oaks emerged in the mid-1960s as one of west Pleasanton's first large-scale residential developments. Built in four phases between 1965 and 1969, the new-home community brought approximately 363 homes to the edge of what was then still a small, agrarian town on the brink of suburban transformation.

The community was constructed by Schulte-Blackwell, a builder known for creating family-oriented neighborhoods with modern comforts. Though sales began in October 1965, the official grand opening wasn't until January 1966—by which time more than 100 homes had already been sold, a testament to the area’s appeal and the shifting demand for suburban living among Bay Area families.

A 1966 newspaper ad announcing the grand opening of Highland Oaks in Pleasanton. The ad includes a stylized logo of rolling hills with a house on top, and illustrations of five model homes and a proposed recreation center. The design emphasizes mid-century optimism and planned suburban living.
This January 1966 newspaper ad heralded the grand opening of Highland Oaks. Featured are the first five model homes and recreation center in a self-contained community tucked against Pleasanton’s west hills.

Where is Highland Oaks?

Annotated aerial map showing the boundaries of the Highland Oaks neighborhood in Pleasanton.
Annotated aerial map of the Highland Oaks community in Pleasanton, California. Base imagery from Apple Maps.

A new lifestyle on Foothill Road

Situated off Foothill Road, before the construction of the West Las Positas Boulevard overpass, Highland Oaks is a neighborhood defined by both its geographic beauty and a sense of promise. Commuters reached it via the Foothill exit off the new Interstate 580, or the Bernal exit from 680, which wouldn’t open until 1967—a major event that would shorten commutes to Fremont and San Jose, helping solidify Pleasanton's role as a bedroom community for the South Bay tech industry.

In those early years, before Pleasanton’s own west side schools were built, children from Highland Oaks were bused to Dublin schools. The subdivision would later include Lydiksen Elementary School and Muirwood Community Park, shaping a self-contained community where education and recreation were central values.

Newspaper clipping from October 1967 showing the Highland Oaks subdivision under construction, looking east. Partially completed housing tracts are visible in the foreground, with wide fields and farmland stretching into the background, illustrating Pleasanton’s shift from agriculture to suburban development.
This 1967 newspaper clipping captures Highland Oaks in mid-construction, looking east toward Pleasanton. The image marks a pivotal moment in Pleasanton’s transformation from rural valley farmland to a modern suburban community, with Highland Oaks as one of its earliest and most visible developments on the west side.

Selling the dream

With prices starting at $20,950 and down payments as low as $650, buyers were promised more than just square footage—they were sold on a lifestyle. Marketing materials invited families to “move up to the good life” at Highland Oaks, where homes came complete with:

  • Front lawns and rear yard fencing

  • Tappan kitchen ranges and dishwashers

  • Handcrafted oak staircases (in 2-story models)

  • Shake roofs

  • Pre-wired master antenna systems that offered reception from up to 11 television stations

These weren’t just homes—they were gateways to postwar prosperity and the suburban ideal that was rapidly transforming the Tri-Valley region.

At the heart of Highland Oaks is its defining feature: a private recreation center and swim club reserved exclusively for residents, and maintained by the homeowners association. Unlike the typical neighborhood pool-and-cabana model, the Highland Oaks Swim Club spans two acres and features:

  • A 13,000 sq. ft. deck area

  • A large swimming pool for family recreation

  • A multi-purpose clubhouse with kitchen and 26’ x 10’ meeting room

  • Most uniquely, two Viking sauna baths, a rare amenity in Pleasanton’s housing developments at the time

This investment in recreation highlighted the developers’ commitment to fostering not just houses, but a strong sense of community and wellness, reflective of broader suburban planning trends of the 1960s.

1966 newspaper ad for Highland Oaks in Pleasanton, with a picture of a family enjoying shorter commute times.
Oakland Tribune newspaper ad from July 1966—with the opening of the MacArthur Freeway (I-580) commute times to San Francisco reduced by 11 minutes, and neighborhoods in the Tri-Valley became more attractive.

A 1967 newspaper ad for Highland Oaks featuring the slogan “Move up to the good life.” The image shows two women in bathing suits posing poolside, while a man sits on a diving board watching them, promoting the neighborhood’s upscale, recreation-centered lifestyle.
This May 1967 newspaper ad promoted the leisure lifestyle of Highland Oaks. Set at the community pool, it features an image steeped in the era’s aspirational suburban ideal. Beyond selling homes, the ad sold a vision of status, sunshine, and social life in one of Pleasanton’s most modern developments.

Legacy and buildout

By late 1968, the model complex was retired, and final sales were handled out of Schulte-Blackwell’s nearby Foothill Farms development. The final homes sold by mid-1969, completing a neighborhood that would become a quiet cornerstone of Pleasanton’s west side.

Today, Highland Oaks stands as a living example of mid-century suburban planning, representing the optimism and aspirations of a generation seeking space, stability, and community just beyond the reach of the rapidly urbanizing Bay Area.


Exploring the original Highland Oaks today

Although the sales office is long gone and the advertisements have faded, the original Highland Oaks model homes remain part of the neighborhood. These homes gave prospective buyers their first glimpse of Schulte-Blackwell's vision for suburban living in 1965.

Today, they provide a tangible connection to Highland Oak's earliest days. The guide below documents the original model home complex, the homes themselves, and how they appear today.

Original advertised prices

  • Oct. 1965 advertisement: From $20,950
  • Jan. 1966 advertisement: $21,500 - $26,950
  • May 1967 advertisement: $22,950 - $28,500
  • May 1968 advertisement (Unit 4): From $24,950
  • Sep. 1969 advertisement (Unit 4): From $25,950

The original model home complex

Highland Oak's six original model homes were arranged on Capewood Place around a temporary sales complex that welcomed prospective buyers during the neighborhood's grand opening in January 1966. While the sales office disappeared long ago, the model homes remain, allowing visitors to trace the neighborhood's beginnings more than fifty years later.

A map of the Highland Oaks model home complex in Pleasanton, centered on Capewood Place. It marks the locations of six model homes displayed between 1966 and 1967, used to promote the subdivision’s various floor plans to potential buyers.
Annotated aerial map of the original Highland Oaks model home complex on Capewood Place. Base imagery from Apple Maps.

The original model homes

1. The Southwood - This model offered approximately 1,593 square feet with 4 bedrooms and 2 bathrooms. The 3-bedroom version (approximately 1,355 sq. ft.) was The Oakwood.

Current appearance of a Southwood home in Pleasanton’s Highland Oaks.
A Southwood home today (the original model home is camera shy) via Google Street View.

2. The Redwood - This model offered approximately 1,680 square feet with 4 bedrooms and 2 bathrooms. Introduced in 1967. The 3-bedroom version (approximately 1,555 sq. ft.) was The Sequoia.

Current appearance of the original Redwood home in Pleasanton’s Highland Oaks.
Original Redwood model today via Google Street View.

3. The Highland - This model offered approximately 1,868 square feet with 4 bedrooms and 2.5 bathrooms. The 3-bedroom version (approximately 1,707 sq. ft.) was The Northwood.

Current appearance of the original Highland home in Pleasanton’s Highland Oaks.
Original Highland model today via Google Street View.

4. The Westwood - This model offered approximately 1,255 square feet with 3 bedrooms and 2 bathrooms. The 4-bedroom version was The Hillview.

Current appearance of the original Westwood home in Pleasanton’s Highland Oaks.
Original Westwood model today via Google Street View.

5. The Hillcrest - This model offered approximately 1,810 square feet with 5 bedrooms and 2.5 bathrooms. The 6-bedroom version (approximately 2.098 sq. ft.) was The Cliffwood.

Current appearance of the original Hillcrest home in Pleasanton’s Highland Oaks.
Original Hillcrest model today via Google Street View.

6. The Castlemont - This model offered approximately 1,911 square feet with 4 bedrooms and 2 bathrooms. Introduced in Unit 2, April 1966.

Current appearance of the original Castlemont home in Pleasanton’s Highland Oaks.
Original Castlemont model today via Google Street View.

Design not shown in the model complex

The Havenwood - This design offered approximately 1,682 square feet with 4 bedrooms and 2 bathrooms. However, it was only built in Unit 1, then discontinued.


Collection

Pleasanton — the places that built a modern city

This collection explores the new-home communities, builders, and neighborhoods that reshaped Pleasanton during the decades when the city evolved from an agricultural town into one of the East Bay's defining suburban cities.

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