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$1,800,000

Opportunity is knocking on this charming turquoise door! In the heart of downtown Los Olivos, you will find this rare C-2 zoning, 3 Bedroom/1 Bath residence located at 2365 Hollister St. Open the front gate of the white picket fence and stroll amongst the fragrant rose garden and front porch swing to the sweetest home that has been loved and cared for, for several years. There is a private back porch complete with floral garden, tool shed, and back-alley entrance to the 2-car garage. This prime location and endless possibilities is just moments from all that the township of Los Olivos has to offer, including a strong community atmosphere. Experience the best tasting rooms, boutiques, award winning restaurants, which has put Los Olivos as one of the top destinations on the central coast.

3 Beds ⋅ 1 Baths

Opportunity is knocking on this charming turquoise door! In the heart of downtown Los Olivos, you will find this rare C-2 zoning, 3 Bedroom/1 Bath residence located at 2365 Hollister St. Open the front gate of the white picket fence and stroll amongst the fragrant rose garden and front porch swing to the sweetest home that has been loved and cared for, for several years. There is a private back porch complete with floral garden, tool shed, and back-alley entrance to the 2-car garage. This prime location and endless possibilities is just moments from all that the township of Los Olivos has to offer, including a strong community atmosphere. Experience the best tasting rooms, boutiques, award winning restaurants, which has put Los Olivos as one of the top destinations on the central coast.

2365 Hollister Street, Los Olivos

Listing courtesy of Santa Ynez Valley Real Estate.

$8,490,000

Discover the epitome of luxury living in this stunning Tuscan-style estate, where elegance meets comfort. As you drive down the picturesque olive tree-lined driveway, two beautiful homes come into view, with the main residence spanning over 5,700 sq ft. This exquisite home features four spacious bedrooms and three and a half bathrooms, complemented by a large gourmet kitchen. butler's kitchen and pantry ideal for culinary enthusiasts. The expansive great room is perfect for entertaining, boasting a stylish bar and wine closet, along with oversized windows that frame breathtaking panoramic views of the eastern valley and mountains. The luxurious master suite offers a spa-like experience, complete with an infrared sauna, a steam shower, and private toilet rooms for ultimate convenience. The secondary bedrooms offer a comfortable and usable layout which includes an ensuite bedroom, plus a whimsical jack-and-jill bathroom connecting two of the bedrooms, featuring a tub with a ceiling faucet that adds a touch of charm. An elegant office space, adorned with rich wood paneling and ample storage, overlooks the front yard, providing a serene work environment. Comfort is prioritized throughout the home, with radiant floor heating and forced air units for summer air conditioning. Above the four car garage, a charming 1200+- sq ft apartment awaits, offering three bedrooms and two baths, perfect for guests or potential rental income. The property is a true paradise, featuring a 30+ tree organically farmed orchard spread around the property with a variety of fruits, including avocados, plums, and apples, oranges, lemons, grapefruit, pomegranate, peaches, nectarines, walnuts, and figs ensuring a year-round harvest of something eat, gift, or share. Step into the impressive backyard, where you can enjoy stunning views while playing on the full regulation bocce court or tending to the large vegetable garden, complete with a quaint picket fence and four raised planter beds for easy gardening. The backyard also boasts two patio areas: one with a built-in fire pit and another shaded BBQ area with its own bathroom, making it an entertainer's dream. The immaculate four-car garage includes ample storage, a gym with an internet-connected TV, and an EV charging station. A separate matching shed to the house provides additional space for gardening tools and storage needs - just feet away from the garden. Sustainability is a key feature of this estate, with its own well for water, a toggle switch for city water, and over 50 owned solar panels to meet your electric needs. The property is designed to minimize EMF exposure, featuring wrapped wiring and no smart meters or appliances. For added safety, an exterior emergency sprinkler system surrounds the two homes, complemented by a fire hydrant at the front gate. Encompassing approximately five acres, the estate is fully fenced with coyote rollers on top - for peace of mind, while a crescent-shaped hillside ensures the privacy and security that you desire along with shelter from the wind. This Tuscan-style home is not just a residence; it's a sanctuary waiting for you to call it your own.

4 Beds ⋅ 3 Baths

Discover the epitome of luxury living in this stunning Tuscan-style estate, where elegance meets comfort. As you drive down the picturesque olive tree-lined driveway, two beautiful homes come into view, with the main residence spanning over 5,700 sq ft. This exquisite home features four spacious bedrooms and three and a half bathrooms, complemented by a large gourmet kitchen. butler's kitchen and pantry ideal for culinary enthusiasts. The expansive great room is perfect for entertaining, boasting a stylish bar and wine closet, along with oversized windows that frame breathtaking panoramic views of the eastern valley and mountains. The luxurious master suite offers a spa-like experience, complete with an infrared sauna, a steam shower, and private toilet rooms for ultimate convenience. The secondary bedrooms offer a comfortable and usable layout which includes an ensuite bedroom, plus a whimsical jack-and-jill bathroom connecting two of the bedrooms, featuring a tub with a ceiling faucet that adds a touch of charm. An elegant office space, adorned with rich wood paneling and ample storage, overlooks the front yard, providing a serene work environment. Comfort is prioritized throughout the home, with radiant floor heating and forced air units for summer air conditioning. Above the four car garage, a charming 1200+- sq ft apartment awaits, offering three bedrooms and two baths, perfect for guests or potential rental income. The property is a true paradise, featuring a 30+ tree organically farmed orchard spread around the property with a variety of fruits, including avocados, plums, and apples, oranges, lemons, grapefruit, pomegranate, peaches, nectarines, walnuts, and figs ensuring a year-round harvest of something eat, gift, or share. Step into the impressive backyard, where you can enjoy stunning views while playing on the full regulation bocce court or tending to the large vegetable garden, complete with a quaint picket fence and four raised planter beds for easy gardening. The backyard also boasts two patio areas: one with a built-in fire pit and another shaded BBQ area with its own bathroom, making it an entertainer's dream. The immaculate four-car garage includes ample storage, a gym with an internet-connected TV, and an EV charging station. A separate matching shed to the house provides additional space for gardening tools and storage needs - just feet away from the garden. Sustainability is a key feature of this estate, with its own well for water, a toggle switch for city water, and over 50 owned solar panels to meet your electric needs. The property is designed to minimize EMF exposure, featuring wrapped wiring and no smart meters or appliances. For added safety, an exterior emergency sprinkler system surrounds the two homes, complemented by a fire hydrant at the front gate. Encompassing approximately five acres, the estate is fully fenced with coyote rollers on top - for peace of mind, while a crescent-shaped hillside ensures the privacy and security that you desire along with shelter from the wind. This Tuscan-style home is not just a residence; it's a sanctuary waiting for you to call it your own.

2553 Santa Barbara Avenue, Los Olivos

Listing courtesy of Santa Ynez Valley Real Estate.

$2,395,000

Discover a truly one-of-a-kind opportunity in the heart of Los Olivos. Set on 2.3 acres along the picturesque Alamo Pintado Creek, this former working dairy features seven charming, vintage structures, including a main residence and two classic barns ready to be reimagined into something extraordinary. Just two blocks from the iconic Los Olivos flagpole, the property offers unbeatable access to acclaimed restaurants, boutique shopping and the renowned tasting rooms that showcase the best of the Santa Ynez Valley wine country. While the existing buildings require significant restoration, the potential here is exceptional. With vision and creativity, 2380 Hollister could be transformed into a standout estate or showcase property in one of California's most desirable rural communities.

2380 Hollister Street, Los Olivos

Listing courtesy of Sotheby's International Realty.

$2,195,000

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 3 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.

3 Beds ⋅ 2 Baths

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 3 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

Listing courtesy of Berkshire Hathaway HomeServices California Properties.

$1,995,000

Updated modern ranch home in the highly desirable village of Los Olivos. Enjoy walking to town for world-class dining, wine tasting and shops. The centerpiece of the home is a large updated kitchen that opens to a spacious great room perfect for entertaining family and friends. Guests enjoy a separate wing with three bedrooms and full bath. The primary suite, privately located, boasts a luxurious bath, dual walk-in closets and direct access to the colorful back yard and spa. The expansive flagstone and slate patio is perfect for outdoor dining and relaxation and opens to a low maintenance artificial lawn with mature drought tolerant gardens. The nearly half-acre lot includes pens for large animals or 4-H projects and a 30 ft by 40 ft garage with 1/2 bath for car and RV parking currently income producing. The garage will accomodate 4 cars or a large RV and 2 cars. THE PERMIT FOR AN ADU IS READY TO BE ISSUED UPON PAYMENT OF PERMIT AND SCHOOL FEES. PLANS ARE AVAILABLE TO BE VIEWED WITH AN ACCEPTABLE OFFER.

4 Beds ⋅ 4 Baths

Updated modern ranch home in the highly desirable village of Los Olivos. Enjoy walking to town for world-class dining, wine tasting and shops. The centerpiece of the home is a large updated kitchen that opens to a spacious great room perfect for entertaining family and friends. Guests enjoy a separate wing with three bedrooms and full bath. The primary suite, privately located, boasts a luxurious bath, dual walk-in closets and direct access to the colorful back yard and spa. The expansive flagstone and slate patio is perfect for outdoor dining and relaxation and opens to a low maintenance artificial lawn with mature drought tolerant gardens. The nearly half-acre lot includes pens for large animals or 4-H projects and a 30 ft by 40 ft garage with 1/2 bath for car and RV parking currently income producing. The garage will accomodate 4 cars or a large RV and 2 cars. THE PERMIT FOR AN ADU IS READY TO BE ISSUED UPON PAYMENT OF PERMIT AND SCHOOL FEES. PLANS ARE AVAILABLE TO BE VIEWED WITH AN ACCEPTABLE OFFER.

2204 Alamo Pintado Road, Los Olivos

Listing courtesy of Sotheby's International Realty.

$9,950,000

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.

3 Beds ⋅ 6 Baths

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

Listing courtesy of Berkshire Hathaway HomeServices California Properties.

$2,595,000

Three separate legal lots totaling 3.49± acres create a rare opportunity in the heart of Los Olivos, a town celebrated for its wine tasting, gourmet dining, and renowned hospitality. The premier upper parcel of approximately 1.49± acres features an impeccably maintained 1,900± sqft residence built in 1967 with four bedrooms and two bathrooms, newer windows, and a double-sided fireplace that connects the living room and family room. The family room opens to a back porch that is perfectly positioned to capture mountain views and is surrounded by usable land for future possibilities. Two additional parcels, each about one acre, extend the property's potential, with the lower parcel featuring an orchard along Grand Avenue. Located in the desirable Los Olivos School District, this property offers both the convenience of a downtown address and the tranquility of a rural setting.

4 Beds ⋅ 2 Baths

Three separate legal lots totaling 3.49± acres create a rare opportunity in the heart of Los Olivos, a town celebrated for its wine tasting, gourmet dining, and renowned hospitality. The premier upper parcel of approximately 1.49± acres features an impeccably maintained 1,900± sqft residence built in 1967 with four bedrooms and two bathrooms, newer windows, and a double-sided fireplace that connects the living room and family room. The family room opens to a back porch that is perfectly positioned to capture mountain views and is surrounded by usable land for future possibilities. Two additional parcels, each about one acre, extend the property's potential, with the lower parcel featuring an orchard along Grand Avenue. Located in the desirable Los Olivos School District, this property offers both the convenience of a downtown address and the tranquility of a rural setting.

2465 Grand Avenue, Los Olivos

Listing courtesy of Berkshire Hathaway HomeServices California Properties.

$4,900,000

The Los Olivos Post Office Building is a landmark property in Los Olivos and Santa Ynez Valley and is just a stone's throw away from the iconic Los Olivos Flagpole. This is your chance to own one of the most recognizable properties in Santa Barbara County. Constructed in 1984, the building was originally built around the original post office established in 1959. Subject to the current lease agreements with the United States Postal Service (USPS) and the upstairs office tenant.

2880 Grand Avenue, Los Olivos

Listing courtesy of Sotheby's International Realty.

$4,375,000

Tucked away on 20+/- acres of rolling hills in the enchanting Santa Ynez Valley, 2852 Tapadero is more than a home--it's an experience. This peaceful, private estate offers a lifestyle immersed in natural beauty, comfort, and creative inspiration. From the moment you arrive, you're welcomed by panoramic views of world-renowned vineyards, rolling hills, and endless skies that stretch from brilliant sunrises to awe-inspiring starlit nights. The centerpiece of this estate is a tastefully renovated 3-bedroom, 2.5-bath residence, thoughtfully designed to showcase the breathtaking vistas from every room--including the bathrooms and laundry. The open-concept living and dining spaces flow effortlessly into the chef's kitchen, while a cozy stone fireplace anchors the spacious living room. A hidden "secret bookshelf" door opens to a versatile library/music/entertainment room, perfect for quiet reflection or lively gatherings. Step outside and you'll discover expansive outdoor living spaces ideal for entertaining or unwinding. Shaded porches, pergolas, and a charming oyster-shell bocce court surrounded by a fragrant kitchen-herb garden, provide the perfect setting for casual evenings with friends. An impressive private orchard with more than 90 fruiting trees invites you to savor each season's harvest. For those with an equestrian heart, the estate includes a beautiful private barn with indoor/outdoor entertaining areas, three horse stalls, and scenic paddocks that lead directly to over 10 acres of fenced pastureland. The professional-grade equestrian arena (approx. 220' x 85'), with its sweeping mountain and vineyard views, is among the finest in Santa Barbara County. Wander through the manicured gardens and orchard to reach a secluded meditation/yoga/writing studio, perched with vistas over Los Olivos and framed by mountains. Whether you're a nature lover, writer, artist, birdwatcher, or snowbird seeking serenity, this sanctuary is designed to spark creativity and peace. The estate also features a 2017-built 2-car garage designed in harmony with a 3-car carport. Every structure and space on the estate has been meticulously renovated and remodeled as of 2025 to blend timeless charm with modern comfort. The Ultimate Location While completely private, the property is just five scenic minutes from the heart of Los Olivos, a charming town brimming with tasting rooms, fine dining, and eclectic shopping. Enjoy a memorable evening at The Inn at Mattei's Tavern, (an Auberge resort) beloved since the 1880s. The vibrant communities of Santa Ynez, Los Alamos, and Solvang are also nearby, each offering their own flavor of history, culture, and small-town magic. Santa Barbara's beaches, theaters, boutiques, and airport are a beautiful 45-minute drive through the coastal mountains. Whether you're dreaming of a peaceful retreat, a vineyard escape, an equestrian haven, or simply a home where every view stirs the soul 2852 Tapadero is that rare place where luxury, nature, and inspiration converge.

3 Beds ⋅ 3 Baths

Tucked away on 20+/- acres of rolling hills in the enchanting Santa Ynez Valley, 2852 Tapadero is more than a home--it's an experience. This peaceful, private estate offers a lifestyle immersed in natural beauty, comfort, and creative inspiration. From the moment you arrive, you're welcomed by panoramic views of world-renowned vineyards, rolling hills, and endless skies that stretch from brilliant sunrises to awe-inspiring starlit nights. The centerpiece of this estate is a tastefully renovated 3-bedroom, 2.5-bath residence, thoughtfully designed to showcase the breathtaking vistas from every room--including the bathrooms and laundry. The open-concept living and dining spaces flow effortlessly into the chef's kitchen, while a cozy stone fireplace anchors the spacious living room. A hidden "secret bookshelf" door opens to a versatile library/music/entertainment room, perfect for quiet reflection or lively gatherings. Step outside and you'll discover expansive outdoor living spaces ideal for entertaining or unwinding. Shaded porches, pergolas, and a charming oyster-shell bocce court surrounded by a fragrant kitchen-herb garden, provide the perfect setting for casual evenings with friends. An impressive private orchard with more than 90 fruiting trees invites you to savor each season's harvest. For those with an equestrian heart, the estate includes a beautiful private barn with indoor/outdoor entertaining areas, three horse stalls, and scenic paddocks that lead directly to over 10 acres of fenced pastureland. The professional-grade equestrian arena (approx. 220' x 85'), with its sweeping mountain and vineyard views, is among the finest in Santa Barbara County. Wander through the manicured gardens and orchard to reach a secluded meditation/yoga/writing studio, perched with vistas over Los Olivos and framed by mountains. Whether you're a nature lover, writer, artist, birdwatcher, or snowbird seeking serenity, this sanctuary is designed to spark creativity and peace. The estate also features a 2017-built 2-car garage designed in harmony with a 3-car carport. Every structure and space on the estate has been meticulously renovated and remodeled as of 2025 to blend timeless charm with modern comfort. The Ultimate Location While completely private, the property is just five scenic minutes from the heart of Los Olivos, a charming town brimming with tasting rooms, fine dining, and eclectic shopping. Enjoy a memorable evening at The Inn at Mattei's Tavern, (an Auberge resort) beloved since the 1880s. The vibrant communities of Santa Ynez, Los Alamos, and Solvang are also nearby, each offering their own flavor of history, culture, and small-town magic. Santa Barbara's beaches, theaters, boutiques, and airport are a beautiful 45-minute drive through the coastal mountains. Whether you're dreaming of a peaceful retreat, a vineyard escape, an equestrian haven, or simply a home where every view stirs the soul 2852 Tapadero is that rare place where luxury, nature, and inspiration converge.

2852 Tapadero Road, Los Olivos

Listing courtesy of Village Properties.