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$7,750,000
Happy Canyon Retreat offers the rare opportunity to remake an extraordinary legacy estate into your vision. Across 136± acres in the esteemed Happy Canyon AVA, the property already possesses an exceptional sense of place and an extraordinary breadth of resources: expansive open land, mature California Heritage Oaks and Sycamores, dramatic mountain backdrops, a private lake, substantial water resources (3 wells w/ potential of 300gpm), live stream bed, multiple residences, and extensive ranch infrastructure. Part of a historic cattle ranch rich in Valley history, it has 3 distinct residences totallng over 13,000 +- square feet allowing for a generational living opportunity. At the center of it all, a 7,700±-square-foot manor overlooks the lake, with ancient oaks and rolling lawns visible from almost every room. Its architecture has an old world aesthetic with the refined sensibility of an East Coast estate. The residence remains unfinished, leaving its final expression to its next owner. Open patio areas and a modest lap pool are thoughtfully integrated into the space. In addition, a renovated 4200+- square foot farmhouse, including 6 bedrooms and 6 baths, sits across the lake and features sun lit rooms from walls of glass, soaring ceilings and a comfortable country vibe. The possibilities extend across the acreage. At the forefront of the property is a level +- 20 acres that would lend itself to a regulation polo field or premium vineyard with well above average water resources to support either. The land, water, residences, and existing improvements could support an equestrian estate , working cattle ranch or a private family retreat. The final concept can be designed entirely around the way you want to live. Additional improvements include a 1400 +- square foot manager's residence plus a 40' x 96' working barn supporting ranch operations and storage needs. A professionally designed motocross track has been created at the back of the property and provides high entertainment value for the enthusiast. Riding trails and grazing pastures are established for cattle and horses with unimpeded views of the San Rafael Wilderness. Only 12 minutes from downtown Santa Ynez, this retreat offers ultimate privacy yet easy access to all valley amenities.

7735 Happy Canyon Road, Santa Ynez

Listing courtesy of Sotheby's International Realty.

$1,270,000
3 Beds ⋅ 2 Baths
Seller is offering a 10k credit towards buyer's closing costs with acceptable offer. Welcome to 3500 Lindero St, a beautifully updated single-family home located on a desirable corner lot in the charming town of Santa Ynez, CA. This 1,681-square-foot property perfectly blends modern updates with timeless details, offering you an inviting and move-in-ready space to call home. Featuring 2 spacious bedrooms, office room/flex space, and 2 tastefully renovated bathrooms, this home boasts enhanced comfort and functionality throughout. The primary suite is a serene retreat with a walk-in closet and an en-suite bathroom complete with a soaking tub, double vanity, and natural light from a windowed bathroom. The thoughtfully renovated kitchen shines with modern finishes while seamlessly flowing into the living areas, making it ideal for both daily living and entertaining.Enjoy a cozy evening by the fireplace or step outside to the patio to relax outdoors. The combination of warm wood accents throughout the home adds a sense of warmth and style, while dual-pane windows bring in ample natural light and energy efficiency. Additional highlights include a newer forced air heating and air conditioning unit for year-round comfort, and an attached garage with multiple 220 volt outlets for convenience. Several storage sheds and RV parking provide added space to keep things organized and the video security system adds peace of mind. In addition, the irrigation system is perfectly timed to maintain all landscaping, including numerous fruit trees, rose bushes, grape vines and all vegetation. With its southern exposure and prime corner lot location, this gem offers a wonderful setting for indoor-outdoor living. Don't miss your chance to own this beautifully updated home; schedule your private tour today!

3500 Lindero Street, Santa Ynez

Listing courtesy of Compass.

$2,195,000
4 Beds ⋅ 3 Baths ⋅ Woodstock Ranch BLDG.
What a very special Woodstock Area offering in the scenic Santa Ynez Valley. This custom ranch home has never been on the market before, was built and created into a recreational retreat home lovingly maintained for over 40 years. Featuring 3 bedrooms plus office, 3 baths, a great room open floor plan living area with raised kitchen bar, big fireplace, solid core doors, soaring beam ceilings and clerestory windows, formal dining that opens to breathtaking views & expansive entertainment deck. The east facing perspective is ideal for views & climate. The property also boasts a tennis court with viewing area, a barn/tack/garage with bed & bath, two great corrals with large shelters & two large turnouts. There is an exercise arena and miles of riding trails in the area.

4215 Woodstock Road, Santa Ynez

Listing courtesy of Berkshire Hathaway HomeServices California Properties.

$5,695,000
4 Beds ⋅ 5 Baths ⋅ Santa Ynez Estates BLDG.
Perched on prestigious Baseline Bluff, this reimagined 5-acre estate showcases panoramic views of Happy Canyon & the Santa Ynez Mountains. Completed in 2026 and curated by Toomey Interiors, the property blends timeless architecture with heritage-inspired design. The main residence features 4 bedrooms, an office, & 3.5 baths, + a detached 1 bed 1 bath guest house w/a full kitchen. Interiors include custom millwork, panel-ready Sub-Zero appliances, White Oak floors, & marble and limestone baths. Modern amenities include dual-zone HVAC, a SpringWell whole-house water treatment system w/ UV purification, Ubiquiti Wi-Fi network & extensive infrastructure upgrades. Resort-style grounds offer a refinished pool, mature olive trees, lavender, roses, fruit trees & a charming chicken coop... ...creating an exceptional Santa Ynez Valley lifestyle! More Info at http://www.5501baseline.com/mls

5501 Baseline Avenue, Santa Ynez

Listing courtesy of Berkshire Hathaway HomeServices California Properties.

$3,995,000
4 Beds ⋅ 6 Baths ⋅ Meadowlark Ranch BLDG.
A rare offering in Santa Barbara County, this newly constructed Spanish-style villa was principally completed at the end of 2025. Approached via a commanding 1,000-foot paved driveway, the estate sits on 5+ flat, fully usable acres in an idyllic vineyard setting, boasting unobstructed, 360-degree panoramic views of manicured vines and the majestic Santa Ynez Mountains. The main residence spans approximately 3,450sf of thoughtfully designed, step-free living space. An open-concept floor plan features 10ft ceilings throughout, culminating in a dramatic great room with soaring 12ft ceilings. Seamless indoor-outdoor living is achieved via an additional 1,100sf of deep verandas, including a spectacular rear veranda anchored by an outdoor fireplace-perfect for twilight entertaining. The main home offers a dedicated office, a high-capacity laundry room with two sets of washers and dryers, and exceptionally spacious bedrooms, each designed with private ensuites and walk-in closet. Detached from the main residence is a substantial 1,350-square-foot garage building. This versatile structure features a dedicated fitness gym and 500ft independent studio apartment, complete with a full kitchen and full bathroom--ideal for guests. With acres of flat, usable land ready for a custom pool, equestrian facilities, or further agricultural use, this turn-key legacy estate represents the pinnacle of contemporary California living.

175 White Oak Road, Santa Ynez

Listing courtesy of Susan Cervantes, Broker.

$2,495,000
2 Beds ⋅ 4 Baths
Set on approximately five mostly level acres in Santa Ynez, 2380 N. Refugio Road presents a compelling opportunity to update or reimagine a multi-structure estate in a desirable rural setting. The property includes a primary residence, a detached guest residence, a separate studio, and a hybrid building featuring an outdoor dining area, enclosed storage space, and workshop. The main house offers comfortable living with 2 bedrooms, 2.5 baths, and multiple exterior patios with mountain and vineyard views across open acreage. The guest residence has been taken down to the studs, creating a blank canvas for renovation or redesign. The detached studio provides flexibility for creative and recreational space, or potential square footage as an addition to the guest residence. The largely flat and usable acreage offers room for landscaping enhancements, expanded outdoor living areas with room for a pool and spa, equestrian potential, or agricultural pursuits. The setting balances privacy with convenient access to Los Olivos, Ballard, Santa Ynez, and the greater Valley amenities. This offering is well suited for a buyer prepared to undertake improvements and capitalize on the long-term upside of a thoughtfully renovated multi-residence property. Architectural plans, reports, and supporting documentation are available for review. Property is being sold in its present condition. An exceptional opportunity for investors, contractors, or end users seeking a value-add project in Santa Ynez.

2380 N Refugio Road, Santa Ynez

Listing courtesy of Sotheby's International Realty.

$7,999,000
6 Beds ⋅ 6 Baths
Privately gated and approached by a long, winding country road, this commanding hilltop estate is set within the prestigious enclave of Rancho Ynecita, encompassing approximately 19.5 acres with sweeping, unobstructed panoramic views across the Santa Ynez Valley and surrounding mountains. The residence is primarily single-level in living, thoughtfully organized around a tranquil central courtyard that serves as the architectural heart of the home. Five French doors—three from the living room and two from interior hallways—open to the courtyard, allowing the soothing sound of the fountain water feature to resonate throughout the interiors and establishing a refined indoor-outdoor dialogue. Recently and extensively remodeled, the home seamlessly blends timeless Spanish character.

2975 Calle Bonita, Santa Ynez

Listing courtesy of Coldwell Banker Realty.

$6,495,000
5 Beds ⋅ 6 Baths
Welcome to 5445 Baseline Avenue, a magnificent Spanish Hacienda nestled on over six acres in the heart of the Santa Ynez Valley—where luxury, craftsmanship, and tranquility converge. This 5,300-square-foot estate is a masterclass in refined California living, offering sweeping panoramic views of the Los Padres and Coastal Mountain ranges that frame every sunset in dramatic beauty. Surrounded by prestigious horse farms and acclaimed vineyards of renowned Happy Canyon, the property is a sanctuary of elegance and privacy. Inside, the residence unfolds with an open floor plan designed for grand entertaining. High beam wood ceilings soar above a sunlit family room with a sunken bar and a cozy game room perfect for intimate gatherings. The gourmet kitchen flows effortlessly into outdoor spaces, where a built-in wood-fired pizza oven and BBQ invite alfresco dining under the stars. Each of the four spacious bedrooms features its own luxurious en-suite bath, while the primary suite is a private retreat with his-and-hers bathrooms and dual walk-in closets. A separate fifth bedroom with a full bathroom, cozy fireplace and kitchenette with amenities offers comfort and seclusion for visitors. Outdoors, the estate continues to impress with a private tennis court, a shimmering pool, and a fire pit that invites starlit conversations. A boutique vineyard of Cabernet Franc vines graces the grounds, producing handcrafted wines in collaboration with a respected local vintner. Mature landscaping and meticulously manicured gardens enhance the natural beauty of the expansive acreage, creating an atmosphere of timeless sophistication. This is not just a homeit's a destination. A place where every detail has been curated for those who appreciate beauty, craftsmanship, and the art of living well.

5445 Baseline Avenue, Santa Ynez

Listing courtesy of Sotheby's International Realty.

$1,150,000
2 Beds ⋅ 1 Baths
Unique Los Alamos Opportunity. Looking for land with character & vintage charm in Los Alamos? This rare offering includes three adjacent legal parcels (APNs 101-141-002, 101-100-052, 101-141-003) totaling 1.38± acres, all zoned C-3. Together, they create a versatile corner property with older structures & multiple possibilities. The property features an authentic older farmhouse and a workshop barn space, along with a third open parcel, perfect for future development or expansion. The land is fenced, backs to a vineyard with stunning views, & benefits from flexible C-3 zoning that allows for a wide range of commercial uses. Currently, the property is rented as a contractor's storage yard, offering income potential while you design your special project. Whether you envision a small commercial development or even a small in-town farm for animals and crops, this property offers some fun possibilities in a rural location. Located in the popular town of Los Alamos, you're just minutes to Los Olivos, the Santa Ynez Valley wine country, Santa Maria, & the beaches of Santa Barbara's coast. A rare chance to own three parcels in one of the Central Coast's most sought-after communities. Easy to show. Don't miss this opportunity!

165 Leslie Street, Los Alamos

Listing courtesy of Berkshire Hathaway HomeServices California Properties.

$27,000,000
4 Beds ⋅ 5 Baths ⋅ Santa Barbara Thorou BLDG.
Welcome to Travelers' Farm - a rare and remarkable 116-acre estate in the prestigious Happy Canyon AVA, where world-class vineyards converge with equestrian tradition and timeless design in one unforgettable setting. At the heart of the property sits a gracious approx. 6900 SF main residence, blending classic proportions with refined finishes: French oak floors, Calcutta Gold marble, a custom ordered La Cornue Chateau French Oven, custom cabinetry throughout, a gorgeous walk-in pantry, and spacious kitchen with an unmatched view of the Santa Ynez Mountains. A richly paneled office or study makes working from home easy and a well-appointed wine cellar awaits the wine enthusiast. Thoughtful extras like a dedicated gym and four-car garage enhance day-to-day living. Surrounding the home For equestrian enthusiasts, the property delivers on every front. From the impressive, gated entry, a drive passes through lush, irrigated pastures to high-level training and boarding facilities. These include a professional eight-stall barn with an office, employee lounge, one full bath, two half baths, kitchenette, wash racks, and tack rooms. Additional features include two equipment barns, a 300 by 150 foot working arena with roping setup, covered round pen, hot walker, and expansive trailer parking. The charming manager's house has been fully renovated and offers a comfortable living area and kitchen plus four bedrooms, two and half baths, two-car garage and private setting near the equestrian center. For those dreaming of vines, approximately 40 plantable acres lie within one of California's most prestigious wine-growing regions known for its red and white Bordeaux varietals. Whether you envision creating a boutique label or simply enjoying the potential of the land, the opportunity is both rare and compelling. Located in the scenic Santa Ynez Valley, just a short drive from Los Olivos and Santa Barbara Airport, Traveler's Farm offers the perfect balance of seclusion and accessibility. Surrounded by vineyards, ranches, and picturesque towns known for their fine dining and charm, this is a place to breathe deeply, live fully, and plant roots for generations to come.

1430 Count Fleet Street, Santa Ynez

Listing courtesy of Sotheby's International Realty.

$4,995,000
5 Beds ⋅ 6 Baths ⋅ Woodstock BLDG.
A masterpiece of contemporary architectural elegance, this stunning estate is set atop one of the highest promontories in Woodstock Ranch. 20+/- oak-studded acres with panoramic 360 views of the Santa Ynez valley and San Rafael Mountain range. Designed to harmonize with its natural surroundings, this 5000+ square foot residence features 5 private ensuite bedrooms, each capturing breathtaking views, and five and a half baths. At the heart of the home, a magnificent open living space boasts soaring beamed ceilings, seamless walls of glass, and effortless indoor-outdoor flow. The flagstone patio, cantilevered pool and spa and dining terrace provide stunning spaces for entertaining, while expansive lawn and tennis/pickleball court that sits atop a scenic hillside knoll offer spectacular settings for recreation and exercise. The lush, secluded, gated grounds set this estate apart. The mature oaks, thoughtfully designed landscaping, tranquil ponds and meandering waterfalls create a serene retreat that enhances the homes natural beauty. A rare opportunity to own a true sanctuary in one of the Santa Ynez Valley's most sought-after communities. This Woodstock Ranch estate blends timeless sophistication, privacy, and natural beauty to create an unparalleled lifestyle. Seller Financing Available.

3710 Woodstock Road, Santa Ynez

Listing courtesy of Sotheby's International Realty.

$52,500,000
8 Beds ⋅ 14 Baths
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 20k± sq ft Tuscan Villa designed by Michael S. Smith is gracious, grand, and offers unparalleled quality and perfection at every turn. The epitome of luxury living in wine country, with scaled spaces opening to the home's natural surroundings, including a private lake, gardens, pool, equestrian facilities, lighted tennis courts, 80± acres of established vineyards. The property offers the utmost privacy in a serene setting minutes away to world-class restaurants and wineries

1620 Westerly Road, Santa Ynez

Listing courtesy of Village Properties.