Los Olivos Homes with Pool

Welcome to Los Olivos, a charming gem nestled in the heart of Santa Barbara County, California. Known for its picturesque landscapes, rolling vineyards, and a rich history, this quaint town is the perfect blend of rustic charm and modern amenities. With a population of just over 1,000 residents, Los Olivos offers a tight-knit community feel while being surrounded by the stunning beauty of California's wine country.

One of the most enticing features of Los Olivos is the availability of homes with pools. Imagine basking in the warm California sun, sipping a glass of local wine, and taking a refreshing dip in your own private oasis. Homes with pools not only provide a perfect retreat for relaxation but also serve as an ideal setting for entertaining friends and family. Whether you prefer a serene lap pool surrounded by lush landscaping or a spacious area for summer barbecues, Los Olivos has a variety of options to suit your lifestyle.

In addition to its beautiful homes, Los Olivos boasts a vibrant arts scene, charming boutiques, and delightful eateries that showcase the region's culinary talent. Explore the local art galleries, visit the nearby vineyards, or take a leisurely stroll through the town's historic streets. With its idyllic setting and welcoming community, Los Olivos is more than just a place to live; it's a lifestyle choice that promises tranquility and beauty at every turn.

Discover the allure of Los Olivos today and find your dream home with a pool, where every day feels like a vacation!

Newest Los Olivos Homes with Pool

$2,195,000

3 Beds ⋅ 2 Baths ⋅ V1-35521 MLS ⋅ Active Status

Fully remodeled wine country retreat with SYV-meets-Provence inspired charm, beautifully appointed on an oversized 0.52+/-acre lot with stunning landscaping and thoughtfully designed outdoor living spaces. Lush lawns, mature pepper trees, olives, citrus, lavender & grasses, a chicken coop, and raised garden beds create a private garden setting, while the dedicated outdoor dining area with a pizza oven and oak pit Santa Maria-style BBQ is perfect for entertaining and enjoying the al fresco wine country lifestyle.A gated stone path entry leads to the front door and sets the tone for this simple, clean and elegant space. Wood floors throughout the main living areas of the home create a seamless flow and expansive feel in the cottage, and the well-designed cook's kitchen features ample storage, stainless steel appliances, a cozy dining area, and bar seating. Carrera marble accents tie the home together and are featured in the kitchen, laundry, and bathrooms. The 1,380 SqFt home features three bedrooms, 1.5 bathrooms, it is intimate & timeless, and the perfect Santa Ynez Valley full-time residence or weekend escape.The detached garage structure currently features a gym and could be reimagined as office space, a studio, or a pool house. In addition, the current owners have fully approved and permitted, ready-to-build drawings from bespoke architectural firm PLACE, with interior design plans from Santa Barbara-based MN Studio Interiors, to create a family compound with pool cabana. Just three blocks from downtown Los Olivos, with vineyard walks on one side and world class wine and food on the other, in the heart of wine country. Come enjoy what feels like a European holiday, just two hours north of Los Angeles.

2485 Park Street, Los Olivos

$5,000,000

9 Beds ⋅ 9 Baths ⋅ SC25279682 MLS ⋅ Active Status

Imagine arriving at your own private, storybook estate in the heart of Santa Ynez wine country. Los Olivos, renowned for its thoroughbred racehorse ranches and private acreage estates, is also a nationally known wine destination, popularized by the 2004 Sideways movie. The area’s proximity to Southern California positions it as a chosen respite for SoCal residents seeking solace, away from the LA hustle. With a history of famed residents including Michael Jackson, movie producers and actors, and billionaires, the Santa Ynez Valley provides a peaceful space where stars and creatives come to disappear from the crowds. Welcome to Clairmont Farms! Once home to David Cassidy, this legacy property combines classic 1930s architecture with Hollywood heritage and sweeping lavender fields. The 8+ acre estate accommodates 3 separate homes, plus a barn. The main house was built and designed by a 1930s silent film actress who wanted her own paradise in the valley. Planned for entertaining, the main home living room features a twenty-foot wall of window, highlighting the Hollywood style pool and oversized patio in the backyard. Hospitality-minded touches include a serving room that directly services the patio area, a large Butler’s pantry, and a wine cellar. By design, the windows and door placements emphasize natural light and cross-breeze, while each en suite bedroom has its own bathroom. Preserving its historic charm through features like original doors, hand-carved door frames, classic moldings, and restored hardwood floors, the main residence is also ready for contemporary enhancements. Beyond the main house and tucked away for privacy, the original 1920s farmhouse provides another 3BD living area for extended family, guests, or its current use as a short-term rental space. The third house on the property, the carriage house, adds yet another living, creative, or rental space. Once used by David Cassidy as his recording studio, this space could also be used as a business operation center or an artist’s studio. Currently a working lavender farm, with the guest houses being rented short term, Clairmont Farms is a one-mile walk, bike ride, or drive from downtown Los Olivos. Whether you’re looking to create a country retreat, a boutique farm, an equestrian estate, or a gathering place, there’s room here to explore your own vision. Clairmont Farms is more than a home; it is a legacy estate—a place to live, create, grow, host, and‌‌‌‌‌‌‌‌‌‌‌‌‌ enjoy!

2480 Roblar Avenue, Los Olivos

$9,950,000

3 Beds ⋅ 5 Baths ⋅ V1-33194 MLS ⋅ Active Status

New offering of 3 parcels (APN 133-151-070, APN 133-151-069, APN 133-151-068) totaling just under 179+/- acres. Rancho Arroyo Perdido | Evergreen Arabians. Ideal for the equestrian enthusiast, vineyard developer, or anyone seeking a large-scale agricultural opportunity, this extraordinary estate in the heart of The Santa Ynez Valley Wine Country offers limitless potential, on 3 legal separate parcels.With over 75+/- acres of usable farmland, the property is well-suited for polo fields, vineyards, organic farming, or orchards--whatever your vision may be. At the center of the estate is a stunning 5,000+/- sq ft main residence blending refined country living with expansive views and luxurious amenities, including a private pool and spa. Additional residences include a charming casita, original 1940s farmhouse, ranch manager's home, and employee apartments, providing ample space for multi-generational living, guests, or staff. For equestrian pursuits, the ranch is equipped with world-class facilities including a 24,000+/- sq ft covered arena, stallion and mare barns, foaling barn with vet suite, breeding building with lab, multiple barns, round pen, presentation arena, horse pool, and hot walker. Dozens of stalls,turnouts, pastures, tack rooms, wash racks, hay storage, and workshop space round out the infrastructure. Private wells and a modern agricultural irrigation system support both residential and farming operations, including active oat, alfalfa, and grass hay fields. Gently rolling acreage, sandstone walls, ponds, glass atrium Greenhouse and a small personal orchard complete the picturesque setting.Whether you're an equestrian professional or a collector of legacy properties, this compound is a once-in-a-generation offering in the heart of Wine Country.

3325 Figueroa Mountain Road, Los Olivos

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