Commanding an incomparable 2.5+ acre knolltop, this estate is located within Hillsborough’s legendary 2-acre corridor, amidst many eight-figure properties.1440 San Raymundo composes its own tapestry of modern design, Zen privacy, and flourishing nature.

The home was custom built in 1953 as a brilliant reflection of its environment. Ascending beyond gates to the hilltop setting, the Mid Century Modern architectural pedigree is immediately apparent. Living spaces are designed in wings revolving around a central courtyard. Outdoor function and joie de vivre shine with the vignette destinations of a placid koi pond, terraced gardens, trickling waterfalls, and a pool and lawn setting fit for family and friends. Elsewhere on the grounds, graveled walkways lead to an open grassy meadow, which becomes your pristine vista from the living room and master retreat. Utmost privacy and a relationship with surrounding topography are hallmarks of the setting.

Aesthetically, the interior design is informed by its modern roots while delivering exciting entertaining venues. The current owners undertook a brilliant renovation that preserves the integrity while maximizing interior flow and luxury. Glass-lined gallery hallways and window-wrapped gathering spaces blur the line between indoors and outdoors. The dramatic living room is a centerpiece unto itself: nearly 11 ft. ceilings are matched by full height windows that frame majestic tree views. Glass doors access a wraparound deck that surveys the grounds and meadow. Beyond the gallery hallway, the west wing of this one-level floorplan comprises three expertly remodeled bedroom suites. The first bedroom suite, with its leafy view and earth-tone renovated spa bath, makes the perfect guest or family respite. Aglow in crisp whites, the second suite across the hall features corner windows overlooking the garden waterfall feature. This suite is ideally sized as a shared kids’ room or tranquil hobby room. The bedroom wing culminates at the end of the hall where a resort-caliber master retreat awaits! Here, the space is as serene as it is copious. A corner fireplace is a romantic accent to a seating area, while full height walls of glass again infuse the room with vistas of greenbelt, meadow, and sky. A cool grey designer palette enriches this modern escape. An immense master wardrobe transitions to the remodeled spa bathroom.  Here, the bathroom space extends out to a private deck for morning coffee or yoga.

Defining the east wing of the floorplan, the enormous kitchen/family great room integrates a fireplace, walls of windows, huge center island, cozy breakfast nook, and flat-screen media wall. This daily living hub also provides direct pool access and transitions to a smartly designed two-station home office. With its own bathroom and private entry, the nearby fourth bedroom suite makes the perfect poolside in-law, au pair, or guest lodging.

All great homes leave their mark not in just how they appear, but in how they become the canvas for a lifestyle. The moment you discover this union of home and site, you will marvel at its depth: at once fully able to be “the life of the party” for the most grand scale events, and yet still draw you in with its serene and meditative ambiance….an inspired plateau touched by nature.

At a Glance:

• 4 bedrooms and 4.5 bathrooms, plus custom office, on this single-level floorplan
• Approx. 4,705 sq. ft. of living per paid vendor Floorplan Visuals
• Lot is approx. 2.53 acres per county record
• Located within Hillsborough’s prestigious 2-acre corridor, the original subdivision of the Carolands Chateau comprising many of the Town’s ultimate private estates
• Two separate garages, each with 2-car side-by-side parking, plus copious off-street gated parking on large motor court
• Touched by nature…incomparable 2.53 acre setting is ultra private with the feeling of your own secluded parkland amidst the trees, gardens and usable land.
• Significant remodeling and landscaping by current owner including renovated bathrooms, kitchen, deluxe office, updated lighting, Central air conditioning, designer color palette, and much more.