Skip to main content

406 Hillside Drive

406 Hillside Drive

A private, cul-de-sac road leads to the highest point in Sewickley Heights, where “Hillside,” a William Boyd, Sr. design, feels timeless and enduring. On 11 acres of level ground, the estate reveals a tennis court woven into the landscape, while a sweeping vista is anchored by a lily pond and Italianate pool pavilion, lending both history and character. A shaded northern terrace invites long summer evenings, while the infinity pool with its kitchen, covered loggia, and outdoor fireplace creates a private retreat. The experience is defined by privacy, dramatic views, and a natural flow between home and landscape. Inside, ceilings rise 9.5 feet. From the grand entry, the main rooms extend with a rhythm designed for everyday living and entertaining. The music room, with hand-carved paneling from an English castle, embodies timeless craftsmanship and history. Upstairs, the expansive primary suite is joined by 4 additional suites, while a main-level guest suite includes its own living room.

More in Sewickley Heights

View all →
52 Timberhill Dr

52 Timberhill Dr

52 Timberhill Dr, Sewickley Heights, PA, 15143

$4,975,000

61110,353 sqft
The Thurber Team TNT LogoThe Thurber Team

Premier real estate professionals serving the Pittsburgh and North Hills Suburban market with integrity, excellence, and expert service.

Contact The Team

Direct Line

724-934-3400

Team Hours

Mon - Fri: 9:00 AM - 6:00 PM

Sat - Sun: 10:00 AM - 3:00 PM

Broker Office

Howard Hanna Real Estate Services

2100 Corporate Dr
Wexford, PA 15090

Office: 724-934-3400

Equal Housing Opportunity

© 2026 The Thurber Team. All rights reserved.

Privacy PolicyTerms of ServiceEqual Housing Opportunity
Serving Greater Pittsburgh & North Hills: Wexford Real Estate Agent | Sewickley Luxury Homes | Marshall Township Realtor | Pine Township Homes for Sale | Franklin Park Real Estate | Bradford Woods Luxury Agent | Treesdale Community Specialist | Cranberry Township | Seven Fields | Downtown Pittsburgh Condos | The Thurber Team - Top 1% Western PA