Steeped in history and rich with architectural grandeur, 14 Sentinel Ct presents a rare opportunity to own an iconic estate with exceptional investment value. The approximately 4,200 sq ft property is comprised of a Victorian triplex plus a newly constructed one-bedroom cottage. All are situated on a stunning 15,000 sq ft lot, ideally positioned on the west side of San Rafael between San Rafael's and San Anselmo's vibrant downtowns. The Victorian triplex has retained timeless period details, while being extensively upgraded to bring the residence into the present. The triplex features a 2,020 square foot, three-bedroom, two-story owner's residence with grand 12 ft ceilings, oversized bay windows, refinished hardwood floors, five chandeliers, a renovated kitchen with marble countertops, a spa-like bath with heated floors and a glass walk-in shower, and in-unit laundry, complemented by a large sun deck and an enchanting garden below. The lower-level boasts an over 1,000 sq ft one bedroom with upgraded kitchen and bath, walk-in closet, abundant storage, dedicated laundry, and a large fenced-in patio with an enchanting elephant fountain. The third unit, also on the lower level, is a charming studio with a full bath and kitchen with gas stove. Completing the property is the custom one-bedroom cottage, built in 2021. The cottage has fir floors, a full kitchen with gas stove, high ceilings and overhead skylights, and in-unit laundry. Attached to the cottage is a storage room for the owner's use. 14 Sentinel Court has a high walkability score and offers easy access to major transportation corridors and bike routes for a dream commute. Whether you're envisioning a premier investment property or flexible live-rent hybrid, you simply won't find this opportunity elsewhere. It's more than just a home... it's a Marin legacy in the making.