Sleepy Hollow Homes with Custom Style

Sleepy Hollow Homes with Custom Style

Welcome to Sleepy Hollow, a hidden gem nestled in the picturesque hills of Orinda, California. Known for its serene ambiance and breathtaking views, this charming subdivision is a haven for those seeking tranquility without sacrificing convenience. Just a short drive from the bustling urban centers of the Bay Area, Sleepy Hollow offers the perfect balance of peaceful living and easy access to city amenities.

One of the standout features of Sleepy Hollow is its stunning homes, each boasting unique custom styles that reflect the individuality of their owners. From elegant contemporary designs to classic Mediterranean villas, the architectural diversity within this community is truly remarkable. These custom homes are often set against the backdrop of lush greenery and rolling hills, providing residents with a picturesque setting that feels like a retreat from the everyday hustle and bustle.

Families will appreciate the top-rated schools in the area, as well as the close-knit community atmosphere that Sleepy Hollow fosters. The well-maintained streets are perfect for leisurely strolls or bike rides, and the nearby parks offer ample opportunities for outdoor recreation. Whether you’re enjoying a quiet afternoon in your beautifully landscaped yard or hosting a gathering with friends and neighbors, Sleepy Hollow is a place where memories are made.

If you’re looking for a home that combines custom style with a tranquil lifestyle, look no further than Sleepy Hollow in Orinda. Discover the charm and beauty of this enchanting subdivision, where every day feels like a getaway.

Newest Sleepy Hollow Homes with Custom Style

$3,395,000
4 Beds 3 Baths 41139237 MLS
Custom designed by renowned Bay Area architects EnvelopeAD and completed in 2009, this striking contemporary residence offers 4 bedrooms, 3 baths, and approximately 3,907 square feet of living space on a private .52-acre lot in Orinda’s coveted Sleepy Hollow neighborhood. Thoughtfully positioned to capture beautiful ridgeline views and blend seamlessly with its natural surroundings, the home offers a rare combination of architectural sophistication, exceptional construction, and everyday comfort. The open, light-filled floor plan features dramatic walls of glass, soaring ceilings, and seamless indoor-outdoor living. Clean lines and warm modern finishes create spaces that feel both elegant and inviting, while the flexible layout provides ideal separation between gathering spaces and private retreats. A gated driveway and detached two-car garage provide privacy, convenience, and ample off-street parking. Built with an emphasis on quality and longevity, the home incorporates Class A fire-rated Italian siding by Abet, radiant heat, extensive copper plumbing, laminated glass windows and doors, interior fire sprinklers, built-in speakers, and high-end aluminum sliding doors. Substantial engineering, including approximately 70 piers anchored to bedrock, reflects the thoughtful planning and craftsmanship behind this exceptional residence. Located just minutes from Sleepy Hollow Swim and Tennis Club, award-winning Sleepy Hollow Elementary School, downtown Orinda, BART, Highway 24, and miles of scenic trails, 2 Crane Court offers a rare opportunity to enjoy contemporary architecture in one of Orinda’s most desirable neighborhoods. A truly distinctive custom home where design, quality, and setting come together beautifully.

2 Crane Ct, Orinda

Listing courtesy of Ann Sharf from Village Associates Real Estate. 925-200-0222

Start Your Search

Bay East © 2026. CCAR © 2026. BridgeMLS © 2026. Information Deemed Reliable But Not Guaranteed. This information is being provided by the Bay East MLS, or CCAR MLS, or bridgeMLS. The listings presented here may or may not be listed by the Broker/Agent operating this website. This information is intended for the personal use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated on: