Introducing a rare, iconic 4BR, 3.5BA 1937 redwood Craftsman Chalet, anecdotally attributed to SB architect Carleton Winslow. True Craftsman style defined by rich wood interiors/floors, handcrafted built-ins, picture windows, & overhanging eaves forming a classic wrap-around porch. Captivating oak-studded corner lot (+/-0.88 acre) w/enviable mt-views, terraced grounds & great upside potential for transformation. A flexible 3-level floor plan features a loft-style primary suite, 2 main level BR's, a 1st floor suite w/separate entrance, decks, 3-car garage. Formal LR offers a carved mahogany fireplace surround. Formal DR accented by leaded glass cabinetry & stained glass window. Located in beloved neighborhood near The Mission, SB Tennis Club, & Gibraltar Road. Roosevelt Elem School Distric Introducing this rare, iconic 1937 redwood Craftsman Chalet, anecdotally attributed to renowned Santa Barbara architect Carleton Winslow. True Craftsman style carries throughout the 4-BR, 3.5-BA home with rich wood interiors, handcrafted built-ins, wide trim moldings, large picture windows, and leaded-glass accents.

From various vantage points on property, views of the Santa Ynez mountains add to the allure of this captivating corner lot on approximately 0.88 oak-studded, terraced acres. The location is in a desirable neighborhood on the mountain side of the Riviera, mere minutes from the Mission, The Santa Barbara Tennis Club, and downtown.

Entry stairs from the driveway lead to the 2nd-floor main entrance, where overhanging eaves with carved details frame a wrap-around porch and a generous sun-drenched deck atop the 3-car garage.

Step into the stately formal living room with a carved mahogany fireplace as its centerpiece. A French door provides access to the wrap-around deck facing Gibraltar Peak. Adjacent is the elegant formal dining room, where built-ins with leaded-glass offer a perfect showcase for precious heirlooms or cherished dish collections. An original stained glass window artfully graces the space.

The large, galley-style cottage kitchen continues the home's historic charm; T&G cabinetry with hand-hammered hardware provides ample storage. Two pantries allow for even more organization, while the adjacent breakfast room offers the perfect spot for casual dining. A powder room and a conveniently located laundry room is off the kitchen; two doors offer easy access to the side and back yards.

On the main floor, two bedrooms share a Jack-and-Jill bathroom with a soaking tub. One with a door to a side patio, the other bedroom with custom shelving could double as a home office/library, catering to moments of quiet reflection or focused work.

The home's crowning jewel is the expansive 3rd floor loft-style primary suite. This versatile space, outfitted in solid knotty pine, includes a sunny bedroom, a separate sitting area, and spacious bathroom with a jetted spa tub set in a unique raised wood surround. A handcrafted stained glass window over the tub and the large walk-in closet with custom-built shelving echoes the home's fine craftsmanship. Whether envisioned as a luxurious primary suite, a playful family room, or a fully functioning office, this sanctuary provides the perfect blend of seclusion, comfort, and function.

For those seeking extra privacy, a ground-floor suite offers further autonomy with a private entrance and a full bathroom with a step-in shower. Completing the ground floor is a three-car garage and a studio with a workbench and shelving.

With its rich history, views, and welcoming ambiance, this property is a rare find in Santa Barbara, embodying timeless beauty and authentic Craftsman design with endless upside potential. In the Roosevelt School District, offered for the first time in five decades, this enchanting home awaits the next generation to dream big and create cherished memories.