Sleepy Hollow Homes with Modern/High Tech Style

Sleepy Hollow Homes with Modern/High Tech Style

Welcome to Sleepy Hollow, a picturesque subdivision nestled in the heart of Orinda, California, within the scenic Contra Costa County. This charming community is renowned for its serene atmosphere, lush landscapes, and a unique blend of modern living with a touch of natural beauty. Sleepy Hollow is not just a neighborhood; it's a lifestyle choice that embraces tranquility and sophistication.

The homes in Sleepy Hollow are a striking testament to modern architecture, showcasing high-tech styles that cater to the most discerning homeowners. With sleek lines, expansive windows, and open-concept designs, these residences are designed to maximize both comfort and functionality. Many of the properties feature cutting-edge smart home technology, allowing residents to control lighting, security, and climate with just a touch of a button. Imagine waking up to a home that intuitively adjusts to your preferences, creating an environment that is both welcoming and efficient.

Beyond the stunning homes, Sleepy Hollow offers a vibrant community spirit. Residents enjoy access to picturesque parks, scenic hiking trails, and top-rated schools, making it an ideal place for families and outdoor enthusiasts alike. The proximity to downtown Orinda and its array of boutiques, cafes, and cultural amenities further enhances the appeal of this idyllic neighborhood.

Whether you are looking for a modern sanctuary that embraces high-tech living or a peaceful retreat surrounded by nature, Sleepy Hollow in Orinda, CA, promises a lifestyle that is both luxurious and fulfilling. Discover your dream home in this enchanting community today!

Newest Sleepy Hollow Homes with Modern/High Tech 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

$2,499,000
5 Beds 5 Baths 41136328 MLS
Improved price! Nestled on a peaceful cul-de-sac in Orinda's coveted Sleepy Hollow neighborhood, this beautifully remodeled residence offers an exceptional combination of modern design, flexible living spaces, and a serene natural setting. Featuring 5 bedrooms, 4.5 bathrooms, approximately 2,741± sq. ft. of living space, and situated on a generous .55-acre lot, the home is thoughtfully designed with dramatic walls of glass that blur the lines between indoor and outdoor living while filling the home with abundant natural light. The open-concept floor plan showcases engineered hardwood floors throughout and seamlessly connects the main living spaces to an expansive terrace—perfect for al fresco dining, entertaining, or simply relaxing while overlooking the peaceful surroundings. The versatile lower level features three secondary bedrooms and a spacious second family room ideal as a media room, playroom, teen retreat, or guest lounge. Outside, a level yard area near the upper driveway offers space for a play area, garden, or your own outdoor vision, while the remainder of the property is surrounded by mature trees and scenic natural beauty that enhance the home's sense of privacy and tranquility. Ample off-street parking complements the attached two-car garage, providing convenience for family and guests alike. Ideally located within walking distance of the popular Sleepy Hollow Swim & Tennis Club and just minutes from top-rated K-12 schools, downtown Orinda, BART, freeway access, and the iconic Orinda Theatre, this turnkey home delivers the perfect blend of privacy, convenience, and the coveted Sleepy Hollow lifestyle.

16 Sunnyside Ct, Orinda

Listing courtesy of Alex Villasenor from Coldwell Banker. 925-351-4949

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