Sleepy Hollow Homes with Modern/High Tech Style

Welcome to Sleepy Hollow, a serene subdivision nestled in the picturesque city of Orinda, California, within the enchanting Contra Costa County. This charming community is a hidden gem, offering residents a perfect blend of tranquility and modern living. With its tree-lined streets, lush landscapes, and a welcoming atmosphere, Sleepy Hollow is an ideal place to call home.

One of the standout features of Sleepy Hollow is its collection of modern, high-tech homes that redefine contemporary living. These residences are thoughtfully designed to incorporate cutting-edge technology and sustainable features, ensuring that comfort and convenience are at the forefront of your lifestyle. From smart home systems that allow you to control lighting, security, and climate with a touch of a button, to energy-efficient appliances that promote a greener way of living, these homes are tailored for the discerning buyer who values innovation.

Imagine hosting friends and family in spacious, open-concept living areas adorned with sleek finishes and large windows that invite natural light to flood the space. Many homes in Sleepy Hollow boast outdoor living areas that seamlessly blend with the surrounding nature, providing the perfect backdrop for entertaining or simply unwinding after a long day.

Beyond the stunning architecture and high-tech amenities, Sleepy Hollow offers a tight-knit community feel, with access to top-rated schools, parks, and recreational activities. Whether you’re exploring the nearby hiking trails or enjoying a leisurely stroll through the neighborhood, you’ll quickly discover why so many are drawn to this idyllic enclave.

Experience the perfect fusion of modern living and natural beauty in Sleepy Hollow, where your dream home awaits!

Newest Sleepy Hollow Homes with Modern/High Tech Style

$2,395,000

5 Beds ⋅ 5 Baths ⋅ 41148080 MLS

A fresh opportunity and one of Orinda’s best values in the coveted Sleepy Hollow neighborhood! Set on a peaceful cul-de-sac and surrounded by mature trees and natural beauty, this beautifully remodeled 5-bedroom, 4.5-bath residence offers approximately 2,741± sq. ft. of thoughtfully designed living space on a generous .55-acre lot. Dramatic walls of glass fill the home with natural light, frame the serene surroundings, and create a seamless connection between indoors and out. The open-concept main living spaces feature engineered hardwood floors and an effortless flow ideal for both everyday living and entertaining. Step from the living area onto the expansive terrace—an inviting extension of the home for al fresco dinners, morning coffee, entertaining friends, or simply unwinding while taking in the peaceful setting. The beautifully updated kitchen connects naturally to the surrounding living spaces, creating a warm and welcoming heart of the home. The flexible floor plan provides excellent separation of space. The lower level features three secondary bedrooms along with a spacious second family room—perfect for a media room, playroom, teen retreat, home office, or additional gathering space. With 5 bedrooms and 4.5 baths, there is room to comfortably accommodate family, guests, work-from-home needs, and changing lifestyles. Outdoors, a level yard area near the upper driveway provides space for play, gardening, or creating your own outdoor retreat. The remainder of the property embraces the natural contours of the .55-acre setting, with mature landscaping and trees contributing to the home's wonderful sense of privacy and tranquility. Ample off-street parking complements the attached 2-car garage. Enjoy the sought-after Sleepy Hollow lifestyle with the popular Sleepy Hollow Swim & Tennis Club within walking distance and Sleepy Hollow Elementary nearby. Downtown Orinda’s shopping and dining, BART, freeway access, and the iconic Orinda Theatre are all just minutes away. Beautifully remodeled, move-in ready, and surrounded by nature—an exceptional opportunity to call one of Orinda’s most desirable neighborhoods home.

16 Sunnyside Ct, Orinda

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

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: