Don't miss this Mid Century Modern designed to blur the lines of indoor/outdoor living!

Welcome to 55 Legend Road, a captivating Mid-Century Modern retreat nestled in the heart of San Anselmo’s treasured Sleepy Hollow community, ready to capture your heart in ways you have only dreamed of. This impressive 4 bedroom, 2 bath home sits on an exquisitely landscaped property that rivals a wedding destination. Every element of this dramatic yet inviting residence is designed to blur the lines between indoor and outdoor living. Expansive Fleetwood sliders and walls of glass invite natural light into every room and frame captivating views of the enchanting grounds. The formal living room features vaulted wood ceilings, a floor-to-ceiling fireplace, and a striking feature wall, creating the perfect backdrop for both quiet evenings and grand entertaining. The beautifully renovated kitchen includes a spacious dining area that opens to a private outdoor nook, complete with a hot tub for soaking under the stars. The cozy family room offers a warm, versatile space that flows to both sides of the glorious property, ideal for movie nights or casual gatherings. Retreat to the primary suite, where you can step out onto a private patio and savor your morning coffee amidst the glorious landscaping in full bloom. Located just minutes from San Domenico and Hidden Valley schools, and surrounded by hiking trails, this home feels like a world away while still offering close-in access on one of the most sought-after streets. In a beloved community known for its community spirit, 55 Legend Road offers a lifestyle rooted in peace, beauty, and belonging. Take a deep breath—you have made it home.

• 4 Bedrooms | 2 Bathrooms | 1959 Year Built

• ~2,494 SqFt Home | ~.45 Acre Lot

• Dramatic Mid-Century Modern architecture with Fleetwood sliding doors and expansive windows throughout to bring the outdoors in from virtually every room—all on a desirable single-level floor plan for easy living! 

• Set on a stunning level lot with exquisite landscaping, this property bursts with colorful blooms, including roses, camellias, hydrangeas, and more. Multiple outdoor areas invite you to dine, relax, garden, and play in a magical and private, picturesque setting.

• The updated kitchen features:

  • Kitchen Aid stainless steel appliances

  • Dacor gas cooktop on the custom-built maple island

  • Wine fridge

  • Built-in microwave

  • Quartzite countertops

  • Plentiful cabinetry plus additional pantry storage

  • Breakfast bar for additional counter seating 

  • Dining area with access to the backyard

• Grand entry with double front doors sets the tone for what’s ahead

• Gorgeous hardwood floors throughout the home

• Expansive living room with vaulted, wood ceilings, wood walls, a gorgeous wood-burning fireplace feature wall, and custom-built-ins—perfect for both relaxing and entertaining.

• The inviting family room is great for at-home movie nights and also flows out to both sides of the glorious property.

• The primary bedroom boasts vaulted ceilings, a private en suite bath, and three generous closets. Enjoy morning coffee on the private patio.

• There are 3 additional bedrooms, plenty of room for family, guests, or home office needs.  

• The updated second bathroom features a shower over the tub and a custom vanity.

• The LG washer & dryer and custom storage cabinets with laundry bin are centrally located in the house.

• Relax and unwind in the private hot tub, offering the perfect retreat for year-round enjoyment and relaxation.

• Abundant storage throughout the house, plus an additional outdoor storage shed for all your gardening needs

• 2-car attached garage + parking for an additional 6 or more cars in the welcoming driveway

• Close to the beloved Sleepy Hollow Community Center, which offers a pool, year-round activities and events, and serves as the hub of this tight-knit community.

• San Domenico Private School and Hidden Valley Elementary Schools are nearby, plus this home is located in the award-winning Ross Valley School District.

• Excellent location in the heart of Sleepy Hollow with plentiful hiking and biking trails nearby.