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307 Olive Hill Lane, Woodside
$29,995,000
8 Beds ⋅ 7 Baths ⋅ ML82065658 MLS
This exceptional property spans more than 3 acres with sweeping western hill views and 9,880 square feet of total living space. The main home was completely rebuilt in 2000, and in 2025, an entirely new guest house and entertainment complex was added to the estate. The classically styled main residence features nearly every room opening to the views and includes a state-of-the-art theater and temperature-controlled wine cellar. The newly completed guest house showcases authentic European detail with roof tiles handmade in Provence and Genoise eaves, complemented with modern construction and smart home technology. A new saltwater pool and spa, nearly 60 feet in length, is surrounded by an expansive terrace with sound system, outdoor kitchen, pizza oven, and easy catering access. The south-facing grounds are equally impressive, with a 310-vine Cabernet vineyard, heritage olive trees and oaks, a parterre rose garden, bountiful orchard, and raised vegetable beds. Reflecting timeless European elegance and exceptional craftsmanship, the estate is remarkably private, with far-reaching views enhancing the entire setting and all midway between Silicon Valley and San Francisco.

307 Olive Hill Lane, Woodside

3980 Bonny Doon Road, Santa Cruz
$3,995,000
ML82062955 MLS
Spanning 55 acres of highly usable land across two parcels, this property offers endless opportunities for viticulture, equestrian pursuits, or a private retreat. The award-winning 20-acre Pinot Noir vineyard with 4 distinct clones provides the option to continue farming, lease the land, or build your own winery. Equestrian amenities include a 6-stall barn with a wash area, tack room and bathroom, 4 paddocks, a pasture, and a 25,000 SqFt sport arena with all-weather footing. A private astronomical observatory allows for stargazing and imaging opportunities under Bonny Doon's famously clear skies. The property also includes a 2,400sf shop with an auto lift and solar with battery storage, a private well, and an impressive 25,000 gallons of water storage. Ideally situated near Santa Cruz, the property offers effortless access to beaches, hiking and biking trails, and a thriving coastal community. Permitted for a caretaker's unit (1,024 square foot garage with 640 square foot dwelling unit above) or a larger 5,000 sf horse barn.

3980 Bonny Doon Road, Santa Cruz

21449 Toll Gate Road, Saratoga
$9,850,000
7 Beds ⋅ 8 Baths ⋅ ML82058621 MLS
Welcome to 21449 Toll Gate Road perched above Saratoga in the prestigious gated enclave of Quail Ridge with acclaimed Saratoga schools, this extraordinary residence offers an enchanting fusion of European grandeur and refined California living. Encompassing approximately 7,100 sq. ft. on 3.34 acres with seven bedrooms, seven full bathrooms and a convenient powder bathroom. The home is richly appointed with Honduran mahogany paneling, dramatic architectural details and sweeping vistas spanning the Bay Area and Santa Cruz Mountains. Designed for both intimate living and lavish entertaining, the estate opens to expansive outdoor gathering spaces framed by manicured grounds, more than 1,000 grapevines and a striking 50 foot swimming pool. Terraces invite memorable celebrations against a breathtaking natural backdrop, from golden hour gatherings to elegant evenings beneath the stars. The guesthouse provides gracious accommodations, while the impressive motor court and four car garage elevate both arrival and convenience. Moments from historic downtown Saratoga, scenic recreation, this singular hilltop estate presents a rare opportunity to experience timeless sophistication, privacy and resort inspired living in one of Silicon Valleys most coveted settings with unmatched distinction.

21449 Toll Gate Road, Saratoga

28320 Loma Prieta Way, Los Gatos
$2,400,000
3 Beds ⋅ 4 Baths ⋅ ML82046269 MLS
Have you been dreaming of creating a retreat, an equestrian dream, a winery, a wedding venue, dirt bike haven or maybe a mountain bike haven? Rare Los Gatos Mountain Estate with Panoramic Ocean Views! Nearly 128 acres in the coveted Los Gatos school district with breathtaking views stretching from Monterey to Santa Cruz. Zoned Special Use. Approx 20 usable acres immediately surround the home, offering exceptional space for equestrian, agricultural, recreation or estate uses. The property also features approx 4 1/2 acres of pinot grape vines ready for revitalization. The spacious 3 bedroom, 2 Full bath and 2 half bath home features generously sized rooms throughout, with recent improvements including updated lighting, new flooring, interior/exterior paint and a New Roof. Home offers zoned central forced heat and AC and 2 wood burning fireplaces. A large backup generator provides added peace of mind. Attached sunroom and art room offer additional flexible living space beyond the stated square footage. The property also features 2 seasonal ponds, 2 detached garages and a 2-car attached garage. This is a truly unique opportunity to create your dream escape. Art room contains 1/2 bath and may make a good ADU conversion. Close to Loma Prieta Winery, Summit Store and Los Gatos Schools.

28320 Loma Prieta Way, Los Gatos

217 Mistletoe Road, Los Gatos
$5,987,000
4 Beds ⋅ 5 Baths ⋅ ML82061957 MLS
A rare opportunity to own an exceptional Estate designed by award-winning architect Mark English. Distinctive, truly one of a kind, this home offers a refreshing departure from conventional architecture. Enjoy remarkable luxury & privacy without driving into the hills. Minutes from top schools, downtowns Los Gatos/ Saratoga, it offers convenience with a retreat-like setting. Gated private driveway creates feeling of a hidden jewel. Home's Euro-style with soaring ceilings, floor-to-ceiling glass framing magnificent oak trees, tranquil gardens. Set on 2.4 acres, near 4,700 sq ft living space & a 700+ sq ft in-law suite with kitchenette, luxurious bath. Designed for entertaining, the open floor plan features European cabinetry, hardwood floors, a chef's kitchen, honed granite, premium SS appliances, custom lighting, spectacular in-the-round dining space, 2 offices, library, media room, wine cellar, walk-in closet, grand primary bath, bedrooms with an upper-level lounge for reading, games, sleepovers, mudroom dedicated media control room. Enjoy a high-end kitchen, BBQ, bar, hot tub, living and dining areas, fireside lounge, sports court, additional parking, creekside setting, hillside with mature vineyard grapes. Modern luxury, exceptional privacy, architectural distinction.

217 Mistletoe Road, Los Gatos

15 Naranja Way, Portola Valley
$6,750,000
4 Beds ⋅ 3 Baths ⋅ ML82058982 MLS
Located in the highly desirable Westridge neighborhood, this impressive 2.62+/- acre property offers views, room for expansion, a vineyard, a separate ADU, and a freshly updated home with 4 bedrooms and 3 remodeled baths. The kitchen has new appliances and flows into a family living space. The large dining area sets the stage for entertaining. The Primary Suite has a tall, beamed ceiling, 3 closets and a deck that overlooks the property and Windy Hill views. Additional bedrooms enjoy a private wing that centers around a flexible space. This space is served by a separate entrance for flexibility. A lower level is a blank slate. It has a workshop, lots of storage, 2 rooms with sliding glass doors, a large well-lit space thats ideal as a game room or exercise center and a full bath. Potential for a wine cellar. The ADU is 1 bed, 1 bath and has an open living/dining/kitchenette space, as well as a private deck and entrance. There is a small upper pasture and a large area at the front of the property that could be used for horses, a pool, or possibly a tennis court. Central Portola Valley location, convenient to shopping, Alpine Hills Tennis and Swim Club, The Alpine Inn, excellent PV schools and easy commute routes.

15 Naranja Way, Portola Valley

4180 Glenwood Drive, Scotts Valley
$1,999,000
4 Beds ⋅ 3 Baths ⋅ ML82055567 MLS
Old-Soul Charm, Open Skies & Endless Possibilities. Step back in time at this never-before-on-the-market vintage charmer tucked away on 13.7 idyllic rolling acres. This unique country property offers privacy, sunshine, sweeping views, and plenty of room to create your own vision. The single-level home features a walkout basement and a large attic space, offering endless potential for storage, hobbies, or future possibilities. Filled with character and just the right touch of nostalgia, this home has a few stories of its own to tell. The property features an old vineyard, rustic barn, old arena, pool, and an abundance of land. SU zoning allows for a variety of potential uses, including horse facilities, a mini farm, and vineyard possibilities. Enjoy private views, abundant sunshine, wide-open skies, and spectacular star-filled nights. Hike your own property, watch for wildlife, and soak in the natural beauty and privacy of this extraordinary setting. A truly special property for someone with vision and imagination. Conveniently located between Scotts Valley and Los Gatos, with an easy commute to Silicon Valley. Bring your dreams. Bring your vision. Bring this one-of-a-kind property back to life.

4180 Glenwood Drive, Scotts Valley

211 Smith Road, Watsonville
$3,750,000
4 Beds ⋅ 3 Baths ⋅ ML82057317 MLS
A private estate setting just minutes from downtown Watsonville. The Hackamack Ranch has been in the family for over 70 years and is now ready for a new owner and new memories. 51 plus acres with two single level homes that can be remodeled into a family compound or the place holders while you design your estate over looking your own 5 acres of spring fed ponds, 8 acre Olive Grove and 5 acres of mature varietal grapes. Not to be missed are the views of the Pajaro Valley and coastal sunsets. The ranch is adjacent to the Spring Hill Golf course and shares over 1,500 feet of frontage. The options are boundless. Hike your acreage. Float or fish on one of your private ponds. Take a stroll down the hill to the golf course and enjoy a around of golf or lunch with friends. The family is the third generation to call the Hackamack Ranch home and have watched it evolve over the years. From cattle to horses and the building of the 2 ponds, each covering over 2.5 acres and used to irrigate the olive grove and grapes vines. The property has evolved into one of the most unique opportunities available. Bring your good hiking shoes and take a stroll into the ranches past and your future.

211 Smith Road, Watsonville

50 Magnifico Vita Lane, Watsonville
$1,895,000
4 Beds ⋅ 3 Baths ⋅ ML82057113 MLS
Perched on a private ridgetop with sweeping vineyard, valley & mountain views, this distinctive Bavarian-style custom home & separate ADU offers a peaceful Corralitos retreat where privacy, natural beauty & timeless character come together. Expansive view decks create a wonderful indoor-outdoor lifestyle perfect for entertaining, dining under the stars, morning coffee or simply relaxing & taking in the scenery. Inside, open-beam ceilings, hardwood floors, wrought-iron railings & fireplaces in living & family rooms create a warm, inviting atmosphere. The spacious kitchen features a large pantry, while the primary suite captures beautiful valley views & offers a private balcony & remodeled bath w/granite finishes & designer copper sink. A ground-floor bedroom & full bath provide flexibility for guests or extended family & also include a convenient indoor laundry room. Additional bonus spaces currently serve as an office & gym. The 500+/- sq. ft. permitted, remodeled ADU has its own private entrance. A separate 900+/- sq. ft. barn/workshop offers fantastic space for hobbies, projects & storage. Neighboring picturesque Ferrari Ranch Wines & close to Corralitos Market, shopping & Hwy 1. A rare opportunity to enjoy privacy, inspiring views & the relaxed beauty of Corralitos living.

50 Magnifico Vita Lane, Watsonville

1295 Lions Peak Lane, San Martin
$4,498,000
4 Beds ⋅ 6 Baths ⋅ ML82053344 MLS
Tucked away on a private lane and surrounded by vineyards, come discover the award-winning luxury community of Cordevalle Vineyard Estates. You'll find yourself just steps from the exclusive Cordevalle Golf, Tennis and Spa resort, and just minutes to charming downtown Morgan Hill. One of only three homes sited on the world-class championship golf course, this incredible property was designed, built and finished by some of the very best in the business. Each of the four large bedroom suites are ensuite with their own private baths - one of which is located downstairs. Enjoy nearly 3500 square feet of covered outdoor loggia space making entertaining a dream in any season. The detached stone casita is a haven for overnight guests, home office, or gym - the options are simply endless. No detail has been overlooked, and the location is prime. Some places impress you. This one stays with you. Come for a tour. Stay for a Lifetime.

1295 Lions Peak Lane, San Martin

15060 Montebello Road, Cupertino
$5,850,000
3 Beds ⋅ 3 Baths ⋅ ML82055779 MLS
A truly extraordinary Vintner Estate spanning 3.6 acres overlooking Silicon Valley, offers sweeping panoramic San Francisco Bay Area views and an unparalleled blend of luxury and privacy, with a separate residence, event venue, and winery buildings totaling 6,500 sf. The charming 1,968 sf residence (built 1998) with 3 bedrooms, 2 baths, features open living space, high ceilings, hardwood floors, chef's kitchen w/premium appliances and quartz counters, luxurious primary suite, versatile bonus room, and an expansive deck. Designed for grand scale entertaining, the separate 2,598 sf timber-frame event venue (2008) offers dramatic wood beam ceilings, walls of glass, indoor/outdoor fireplace, wet bar, loft, office, full bath, audio system, and stunning observatory with a premium Planewave 12.5" telescope. The 1,937 sf operational winery (2008) includes 4 fermentation tanks, bottling room, wine cellar, and climate-controlled storage. An approximately half an acre of mature estate vines including Cabernet Sauvignon, Cabernet Franc, and Merlot, rounds out the property creating a truly distinctive lifestyle offering. Additional highlights include owned 24kW solar generating ~35,000 kWh annually, garages for 4 cars, EV charging, manicured gardens, pool, hot tub, and ample parking.

15060 Montebello Road, Cupertino

1195 Partrick Road, Napa
$5,498,000
6 Beds ⋅ 6 Baths ⋅ ML82054962 MLS
Steeped in Napa Valley history, this remarkable legacy estate presents a rare opportunity to own nearly 12 private acres in coveted Browns Valley, moments from downtown Napa. Once the crown jewel of a historic family landholding cherished for more than a century, the property has been masterfully reimagined into an exceptional private compound where timeless beauty and modern luxury exist in harmony. Surrounded by seasonal creek frontage, soaring redwoods, and complete privacy, the estate commands one of Napa Valley's most coveted natural settings. The beautifully renovated 4-bed, 3-bath main residence (approx. 3,062 SF) and newly constructed 2-bed, 2.5-bath "guest house" (approx. 1,465 SF), connected by an elegant breezeway, showcase refined contemporary design, bespoke finishes, warm natural materials, and expansive walls of glass framing the landscape. Once a celebrated prune orchard, the property's fertile soils have been identified as suitable for premium wine grape cultivation, offering the opportunity for a boutique vineyard or private wine label. Whether envisioned as an extraordinary family compound, a private Napa Valley retreat, or a legacy estate for generations to come, this is a rare offering where history, luxury, privacy, and wine country beauty converge.

1195 Partrick Road, Napa

3065 Pacheco Pass Highway, Gilroy
$2,388,000
ML82054370 MLS
Exceptional opportunity to own approximately 31.5 acres of versatile agricultural land featuring a well-maintained commercial/agricultural compound. Approximately 26 acres are currently leased for row crop production. Improvement include an approximately 6,000 sq. ft. building, consisting of approximately 2,000 sq. ft. of newly remodeled office space and 4,000 sq. ft. warehouse, two restrooms, and 400-amp electrical service, making it ideal for agricultural operations, equipment storage, distribution, or a variety of permitted uses. Also included a newly remodeled mobile home of approximately 1,440 sq. ft., and an additional 460 sq. ft. storage building. Property has two agricultural wells and one domestic well (One agricultural well and the domestic well are currently in used; condition of the second agricultural well is unknown). The entire property is fully fenced with an automatic entry gate and 2nd access gate. Offering a rare combination of productive farmland, income potential, residential accommodations, office space, warehouse facilities, and valuable infrastructure, this exceptional property is well suited for agricultural businesses, contractors, owner-users, or investors seeking a versatile rural investment.

3065 Pacheco Pass Highway, Gilroy

359 Canham Road, Scotts Valley
$2,350,000
3 Beds ⋅ 2 Baths ⋅ ML82052071 MLS
Welcome to Blue House Ranch, a magical 12-acre gated estate in one of Scotts Valleys most desirable locations, just minutes from town, award-winning schools, and Hwy 17. Set amid rolling hills, majestic oaks, & a producing Merlot vineyard, this exceptional retreat offers remarkable versatility as a family compound, multi-generational estate, hobby farm, or income-producing property. At its heart is a beautifully remodeled 1,875-SqFt main residence, featuring 3-beds, 2-full baths, & a stunning chef's kitchen (Wolf range/Sub Zero) designed for gathering & entertaining. It is complemented by a legal 1,000 SF cottage/ADU & 2 guest yurts, that provide unique accommodations for visitors, creative pursuits, or additional income opportunities. Sustainable features include a producing vineyard supported by a new 25,000-gallon rainwater catchment system, extensive gardens, more than 40 fruit trees, and owned solar. Meandering paths, outdoor gathering spaces, and a hot tub overlooking the vineyard complete this truly one-of-a-kind setting. Rarely does a property combine such natural beauty, character, and versatility. Blue House Ranch is more than a home, it is a private sanctuary, a place to gather, and a legacy estate where memories are created and cherished for generations to come.

359 Canham Road, Scotts Valley

3065 Pacheco Pass Highway, Gilroy
$2,388,000
ML82053719 MLS
Exceptional opportunity to own approximately 31.5 acres of versatile agricultural land featuring a well-maintained commercial/agricultural compound. Approximately 26 acres are currently leased for row crop production. Improvement include an approximately 6,000 sq. ft. building, consisting of approximately 2,000 sq. ft. of newly remodeled office space and 4,000 sq. ft. warehouse, two restrooms, and 400-amp electrical service, making it ideal for agricultural operations, equipment storage, distribution, or a variety of permitted uses. Also included a newly remodeled mobile home of approximately 1,440 sq. ft., and an additional 460 sq. ft. storage building. Property has two agricultural wells and one domestic well (One agricultural well and the domestic well are currently in used; condition of the second agricultural well is unknown). The entire property is fully fenced with an automatic entry gate and 2nd access gate. Offering a rare combination of productive farmland, income potential, residential accommodations, office space, warehouse facilities, and valuable infrastructure, this exceptional property is well suited for agricultural businesses, contractors, owner-users, or investors seeking a versatile rural investment.

3065 Pacheco Pass Highway, Gilroy

68277 Jolon Road, Bradley
$1,575,000
2 Beds ⋅ 3 Baths ⋅ ML82053356 MLS
149.5 Acre Ranch in the beautiful Lockwood Valley, Monterey County just 30 minutes from Paso Robles & Wine Country, 1 hours to the Monterey Peninsula & 2 hours to San Francisco! San Antonio Lake & Nacimiento Lake are close by! The best of 2 worlds awaits you with a lovely home, A 40-acre vineyard (ING Estates Vineyard) under contract with a vineyard manager & 100 + acres of pasture ground that could be suitable for many uses. The home shows a country flare with second story living that includes two bedrooms, 2 baths and spectacular views from every window! The first level boasts two office spaces, living area, half bath & garage. No shortage of space to entertain, play & spread your wings. There is an assumable loan with American Ag Credit at 4.95% fixed, lender says check it out!

68277 Jolon Road, Bradley

11775 Watsonville Road, Gilroy
$10,000,000
ML82049564 MLS
An extraordinary opportunity to own a vineyard estate in the prestigious Santa Clara Valley AVA. Spanning 72 acres w/ approx. 18 acres of vineyards, this exceptional property offers a seamless blend of wine production, refined lifestyle, and long-term investment potential. Possible custom homesite, allowing for a private estate with vineyard and mountain views (buyer to verify with county). Planted with Sauvignon Blanc, Syrah, and Cabernet Sauvignon, the vineyards thrive in a coveted microclimate defined by cooling coastal fog and warm days. At the heart of the estate lies a fully operational ~10,000 square foot winery. A beautifully designed tasting room overlooks both the vineyards and barrel storage, creating an inviting, elevated guest experience, while the production facility is thoughtfully equipped to support seamless, on-site winemaking. Beyond its operational excellence, the estate unfolds as a destination. Lush, curated grounds stretch along the scenic Uvas River, complemented by a picturesque olive grove reimagined as a private event setting for weddings, gatherings of all kinds, and curated experiences. Just minutes from Highway 101 and w/i 35 mins of Silicon Valley, this is a rare offering where vineyard living, luxury, and opportunity meet.

11775 Watsonville Road, Gilroy

3000 San Juan Canyon Road, San Juan Bautista
$2,375,000
5 Beds ⋅ 6 Baths ⋅ ML82049058 MLS
Completely reimagined and expanded to approximately 5,247 sq ft, 3000 San Juan Canyon Rd is a refined luxury estate set against the breathtaking backdrop of San Juan Canyon. The home has been transformed with the addition of a second story and a full interior remodel, resulting in a residence that blends scale, sophistication, and exceptional design. High-end finishes, thoughtfully curated materials, and beautifully proportioned living spaces create a polished yet comfortable atmosphere throughout. Natural light, seamless flow, and expansive windows frame sweeping views of the surrounding hills and open landscape, bringing the beauty of the setting into the home. Designed for both everyday living and elevated entertaining, the residence offers a rare sense of privacy, presence, and connection to its environment. This is a remarkable opportunity to own a substantially upgraded estate in one of San Juan Bautistas most scenic and desirable settings.

3000 San Juan Canyon Road, San Juan Bautista

3970 Leavesley Road, Gilroy
$10,500,000
7 Beds ⋅ 7 Baths ⋅ ML82048883 MLS
Centrally located between Silicon Valley and Carmel, three minutes from the freeway, Shangri-La-Dee-Da is a private estate surrounded by open land, rolling hills, and private ponds. Horse enthusiasts must see! Spanning 58+ acres, the property is a PREMIER EQUESTRIAN ESTATE, private family compound, and destination venue. The land includes two year-round ponds, two existing wells, solar-powered vineyard irrigation, organic non-pesticide grounds, approx 35 fruit trees, and internet service with two Starlink towers. The main residence approx 4,222 sq ft with 4 bed/3 bath, plus an additional 1,180 sq ft finished basement (unpermitted square footage). A 2,300 sq ft 3 bed/3 bath guest house, providing accommodations for extended family, guests, caretakers, or event use. Equestrian amenities include two arenas (one covered), two barns, 10 stalls, a round pen, and an 85' Euro-walker. A large covered steel arena (86 x 200) supports year-round riding, clinics, and events. The vineyard spans 14 acres across three varietals with a separate service entrance, and a wine cellar complements the land. The property offers successful Airbnb use, weddings, private events, retreats, and wine production. Extensive infrastructure, drainage, and natural wind and fire protection allow for year-round use.

3970 Leavesley Road, Gilroy

24854 Skyland Road, Los Gatos
$1,895,000
3 Beds ⋅ 2 Baths ⋅ ML82037619 MLS
OPEN SUN 10/25 from 1-3pm! Ocean Views clear to Monterey from this quiet location nestled in nature! Stunning views every day! Served by top schools & just minutes from downtown Los Gatos and Santa Cruz beaches. This home boasts 1,900 square feet with gleaming hardwood floors; an updated kitchen with quartz counters, breakfast area and bar seating at the center island plus a beautiful view! 3 bedrooms + an office (with a lot); a family room & sunny dining room. You'll love working from home! 2 car garage with storage AND a huge 24 x 48 detached garage/workshop with full bathroom, air compressor, oversized door & pull-through capabilities. The awesome property is 5.69 acres w/over 3 acres fully fenced w/gated entry. Versatility in the land! A small private wine/table grape vineyard + orchard with several varieties of fruit trees including: apple, pear, peach, fig, persimmon, lemon plum, orange & pomegranate. Separate garden space. 10,000 gallons of water storage; an adorable tree house; ample outdoor space for entertaining & plenty of parking! Located in an award winning school district and an easy commute to Santa Cruz or the Silicon Valley this property has it all. Horses are certainly possible!

24854 Skyland Road, Los Gatos

1450 Lakeview Court, San Martin
$3,595,000
6 Beds ⋅ 6 Baths ⋅ ML82029605 MLS
A rarely available waterfront vineyard estate set within a private gated enclave adjacent to Cordevalle Golf Resort - offering a level of privacy, scale, and natural beauty that is increasingly impossible to replicate. Graceful wraparound porches frame sweeping lawns, vineyards, and serene water views. A detached Guest Cottage with full bath and kitchenette provides ideal accommodations for extended stays, office, gym, or multigenerational living. Tucked alongside Cordevalle's 1,700-acre sanctuary, this exceptional property enjoys rare proximity to one of the regions most celebrated destinations - CordeValle Golf and Tennis Resort, named by Conde Nast Traveler as one of Northern California's top resorts. This setting offers the best of both worlds: quiet seclusion with effortless access to a refined lifestyle. Come for your private tour, stay for a lifetime.

1450 Lakeview Court, San Martin

5090 La Honda Road, San Gregorio
$2,698,000
2 Beds ⋅ 1 Baths ⋅ ML82031668 MLS
San Gregorio Creekside Farm. Nestled just 5 miles from the Pacific Ocean, 43 private acres of peaceful California countryside, just 35 minutes from Stanford University. The total living area on the property includes 3 bedrooms and 2 1/2 bathrooms. The charming 2 bedroom, 1 bath main home features hardwood floors, a cozy wood-burning fireplace, and built-in bookshelves. The full basement includes laundry hookups and plenty of potential for expansion or a wine cellar. The open-concept kitchen and dining area offer a welcoming place to gather, and the main bedroom opens to a private deck. Studio ADU unit with full bathroom, charming kitchen, private deck and orchard views. 30 X 40 ft detached garage/shop with half bath and space for 6 cars, additional carport space, 2 ponds, San Gregorio Creek access with 44,700 GPD adjudicated water creek rights and domestic well. Picnic area, vineyard, chicken coop, animal barn, covered equipment storage, irrigated pastures. Hiking/OHV trails. The property is currently in the Williamson Act. San Gregorio Creekside Farm is more than a property. Its a place to breathe, dream, and live close to the land.

5090 La Honda Road, San Gregorio

6915 Redwood Retreat Road, Gilroy
$2,880,000
7 Beds ⋅ 5 Baths ⋅ ML82030939 MLS
A great multi use property west of Gilroy in the bucolic Redwood Retreat wonderland. An estate with two homes on 14+acres. FIRST HOME: Approximately 4000 SF with 5 bd 3 ba, or configure for office, den, Au Pair or multi-gen living. Separate family, living, dining and spacious eat in kitchen. Delightful SS kitchen with new double oven, compactor, and dishwasher. Large bedrooms, 3 with walk-in closets and built in storage. Laminate plank flooring and refreshed paint. SECOND HOME: Approximately 1900 SF, 2 bd 2 ba, SS Kitchen Aid appliances. Remodeled baths. Hardwood floors and refreshed paint. GARAGE: Attached is a four-door garage with capacity for 8 cars with workbench and storage. Enjoy the views of the outside hills, Gunite POOL, wildlife from the expansive windows, or appreciate them from the multitude of patios and decks. Outside are EQUESTRIAN delights. 16 stall breezeway barn with tack room, turnouts, new hot water heater, wash area, and laundry. Numerous pastures, a professional 100x240 arena, and stand-alone hay barn. Do not miss the Cabernet vineyard, chicken coop, gazebo with fire pit, seasonal pond and outbuildings. Should power go off the entire property is serviced by auto start GENERAC generators. Leased solar. Homes are private, yet not isolated.

6915 Redwood Retreat Road, Gilroy

2092 Oakley Road, Oakley
$6,900,000
ML82013892 MLS
83 UNIT TMAP APPROVED PROJECT! This planned neighborhood will feature outward-facing architecture that creates an inviting and engaging streetscape. Garage doors will be hidden from Oakley Road, ensuring a clean and uninterrupted visual experience. Homes will offer unique private backyards and side yards, providing residents with personal outdoor retreats. Abundant guest parking will be thoughtfully and evenly distributed throughout the site for ease and accessibility. The development will be surrounded by lush perimeter landscaping, enhancing both privacy and curb appeal. Residents will enjoy direct access and connection to pedestrian paseos, with front porches opening to these walkable paths, fostering a sense of community and neighborly interaction. At the entry to the neighborhood, an open space park will serve as a welcoming green gateway, with articulated side elevations of homes adding architectural interest and character. Open space will be visible from the entry, creating an immediate sense of openness and tranquility. The community will showcase a variety of architectural styles and materials, resulting in a visually rich and harmonious environment that blends thoughtful design with livable charm.

2092 Oakley Road, Oakley

500 El Caminito Road, Carmel Valley
$7,950,000
7 Beds ⋅ 8 Baths ⋅ ML82012167 MLS
Weathertop Ranch is an Idyllic Countryside Retreat in Carmel Valley. Discover a haven of tranquility, set across 224 acres of pristine Carmel Valley landscape. This estate ranch offers a seamless blend of natural beauty and elegance, with breathtaking views spanning from Pebble Beach, to Pt Lobos, Carmel Bay, the Santa Lucia Preserve, the entire length of Carmel Valley to Cachagua, with more views to the Salinas Valley and back to the curve of Monterey Bay to Santa Cruz. The heart of this property is a 2,700 sq ft post adobe main residence, showcasing classic architecture with modern touches. Expansive windows capture stunning vistas, perfect for relaxation or entertaining. The ranch promises a vibrant lifestyle, suitable for cattle ranching, horseback riding, or vineyard cultivation. Guests will find comfort in the additional lodgings: a 1,224 sq ft bunkhouse, an 800 sq ft guest house, and a 720 sq ft Barn Cottage. Enjoy practical amenities with two wells, and public water access. The property's proximity to Carmel Valley Village, just two mile away, and 13 miles from Carmel-by-the-Sea ensures both privacy and convenience. Whether for private reflection, vineyard enjoyment, or social engagement, Weathertop Ranch presents an unparalleled Californian countryside opportunity.

500 El Caminito Road, Carmel Valley

2235 Liberata Drive, Morgan Hill
$899,999
ML82010638 MLS
Dream Home Canvas with Panoramic Vistas in Morgan Hill Discover an unparalleled opportunity to build your custom dream home on this exquisite lot at 2235 Liberata Drive, perfectly poised to capture breathtaking panoramic views of the charming Morgan Hill landscape. Nestled in a highly sought-after area, this property offers more than just land; it offers a lifestyle, allowing you to wake to the gentle embrace of the morning sun illuminating the rolling hills and unwind each evening with spectacular sunsets painting the sky over this vibrant South Santa Clara Valley community. You'll enjoy expansive, unobstructed vistas of Morgan Hill, from its picturesque vineyards to the majestic surrounding hills, all while benefiting from a prime location with convenient access to award-winning wineries, a vibrant downtown with diverse culinary experiences and boutique shops, and abundant outdoor recreation including hiking, biking, and lakes. Morgan Hill is celebrated for its balanced market, strong community spirit, and a desirable blend of small-town charm with big-city conveniences, making this a rare chance to secure a truly remarkable piece of Morgan Hill's finest real estate and build the home you've always envisioned.

2235 Liberata Drive, Morgan Hill

43515 Carmel Valley Road, Greenfield
$875,000
ML81880568 MLS
If you have ever wanted to own some beautiful acreage in California now is your opportunity. This gorgeous land has plenty of flat meadows to raise cattle, horses and build your dream home. There is plenty of acreage and good soil to plant a large vineyard. There is a private well on the property with built-in infrastructure to supply all three parcels. This beautiful acreage is a combination of three APN #'s which are being sold together. APN#'S are 419-081-059-000 54.51 acres, 419-081-054-000 46.844 acres and 419-081-021-000 41.631 acres. There is a darling one room cabin on the property with a great screened in porch. A great spot to live in while you build your home or just live in the cabin and enjoy your land. The mountain views are beautiful and the amount of flat meadow space creates many possibilities. Own your own 143 acre ranch just an hour from the beaches of Carmel by the Sea and everything the Monterey Peninsula has to offer.

43515 Carmel Valley Road, Greenfield

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All measurements and all calculations of area (i.e., Sq Ft and Acreage) are approximate. Broker has represented to MetroList that Broker has a valid listing signed by seller authorizing placement in the MLS. Above information is provided by Seller and/or other sources and has not been verified by Broker. Copyright 2026 MetroList Services, Inc. The data relating to real estate for sale on this web site comes in part from the Broker Reciprocity Program of MetroList® MLS. All information has been provided by seller/other sources and has not been verified by broker. All interested persons should independently verify the accuracy of all information. Last updated .

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