Five Gems in the Santa Ynez Valley

Imagine having a wine country home of your own, whether it’s a retreat blocks from downtown Los Olivos, an equestrian compound, a hacienda with Cabernet Franc vineyard, or one of the most prestigious estates in all of California.

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Just three blocks from downtown Los Olivos, with vineyards on one side and world-class food on the other, 2485 Park Street is a fully remodeled wine country retreat with SYV-meets-Provence charm on a half-acre lot. Lush lawns; olive, citrus, and pepper trees; a chicken coop, and raised garden beds create a private garden setting, while the outdoor dining area with pizza oven and Santa Maria–style BBQ is perfect for entertaining. Inside the home, wood floors create a seamless flow, and the kitchen features stainless steel appliances, a cozy dining area, bar seating, and ample storage. The 1,380-square-foot home has three bedrooms and one and a half bathrooms, and the detached garage, currently used as a gym, could be reimagined as an office, studio, or pool house. In addition, there are approved and permitted drawings from architectural firm PLACE, with interior plans from MN Studio Interiors, to create a family compound with pool cabana.
Offered at $2,350,000. For more information, contact Laura Drammer (805-448-7500, [email protected]) of Berkshire Hathaway. DRE# 01209580.

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Seven Oaks Ranch is an enchanting 103-acre country estate in prestigious Happy Canyon, Santa Ynez. This idyllic estate is crowned by a magnificent residence inspired by classic English manors. Originally completed in 2022 and recently reimagined by famed designer Jane Hallworth, the interiors exude a refined elegance that honors the estate’s heritage yet with a contemporary edge. The breathtaking zero-edge pool overlooks manicured lawns against a backdrop of oak-studded mountains and the nearby pool house features an exercise room, a spacious four-car garage, and a potting room. An enchanting allée of sycamore trees leads to the stables, bordered by a kitchen garden on one side and a Rosa Rugosa hedge on the other. The stables are an architectural marvel dressed in pine wood interiors and featuring four stalls, a tack room, and a unique turret designed as manager’s quarters.
Offered at $15,500,000. For more information, contact Riskin Partners (805-565-8600, [email protected]) or Carey Kendall (805-689-6262, [email protected]) of Village Properties. DRE# 01954177 and 00753349.

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The crown jewel of the Santa Ynez Valley, and arguably one of the most prestigious estates in all of California, The Westerly Estate is perfectly cradled in the premier Happy Canyon, the area’s most lauded viticultural region. Commanding 200 acres with expansive vistas of dramatic mountain ranges, the sophisticated 20,000-square-foot Tuscan Villa designed by Michael S. Smith is as gracious as it is grand, offering unparalleled quality and perfection at every turn. This is the epitome of wine country luxury, with scaled spaces opening to the natural surroundings, including a private lake, gardens, pool, equestrian facilities, lighted tennis courts, and 80 acres of established vineyards. The property offers the utmost privacy in a serene setting minutes from world-class restaurants and wineries.
Offered at $52,500,000. For more information, contact Carey Kendall (805-689-6262, [email protected]) or Riskin Partners (805-565-8600, [email protected]) of Village Properties. DRE# 00753349 and 01954177.

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Set amid sweeping Coastal Mountain vistas and framed by majestic oaks, the timeless ranch-style estate at 3184 Baseline Avenue offers a rare blend of character, tranquility, and natural beauty. The main residence exudes classic charm, with an open, sun-drenched floor plan designed for comfort, connection and elevated everyday living. Outdoors, the property feels like a private sanctuary—park-like grounds with wildlife and curated amenities including a bocce court, fire pit, and expansive entertaining deck. Equestrian and lifestyle enthusiasts will appreciate the two-stall barn, thoughtfully outfitted with a home gym and tack room. The permitted second residence—a beautifully crafted ADU built with straw bale construction—offers a sophisticated one-bedroom retreat with its own detached garage. The estate enjoys both seclusion and convenience, just moments from the dining and boutiques of Los Olivos and Santa Ynez, and it’s exceptionally well-suited for compound living, multi-generational lifestyles, or a private resort-style retreat.
Offered at $2,795,000. For more information, contact the Brady Group (805-331-3053, [email protected]) of Sotheby’s International Realty. DRE# 01219166.

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5445 Baseline Avenue is a magnificent, 5,300-square-foot Spanish hacienda on over six acres in the heart of the Santa Ynez Valley, offering sweeping mountain views and surrounded by prestigious horse farms and the acclaimed vineyards of Happy Canyon. Inside, the residence unfolds with an open floor plan designed for entertaining. High beam wood ceilings soar above a family room with sunken bar and a cozy game room. The kitchen flows into outdoor spaces, where a wood-fired pizza oven and BBQ invite alfresco dining under the stars. All four spacious bedrooms feature an en-suite bath, while the primary suite has dual bathrooms and walk-in closets. A separate fifth bedroom guest suite with a full bathroom, fireplace, and kitchenette offers comfort and seclusion for visitors. The estate continues to impress outside, with a tennis court, pool, fire pit, and a boutique Cabernet Franc vineyard, producing handcrafted wines in collaboration with a respected local vintner.
Offered at $6,795,000. For more information, contact the Brady Group (805-331-3053, [email protected]) of Sotheby’s International Realty. DRE# 01219166.

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