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$8,498,000
5 Beds 6 Baths ML82036889 MLS
Welcome to an exquisite Mediterranean estate nestled in the foothills of Los Gatos at 16840 Cypress Way. Located at the bottom of Cypress Way, this gated property offers privacy and dramatic views with easy access to the vibrant downtown. This luxurious residence boasts breathtaking vistas of the valley, offering a stunning 5,844sf of refined living space. Designed for both elegance and comfort, the home features 5 sumptuous bedrooms, each with private ensuite bath, including a convenient main level suite for multi-generational living. The expansive main level is thoughtfully arranged, encompassing a formal living room, spacious office, kitchen/great room, and a formal dining room that opens onto a voluminous covered patio. Perfect for entertainment, this outdoor space overlooks the verdant gardens and enchanting water features. The property spans over 2.03 acres. This gated sanctuary is complemented by a 800sf estate entertainment retreat, jacuzzi pavilion, and sunning terrace, inviting you to indulge in the serene surroundings. Enter through a custom gated entry onto an expansive car park, accented by a central fountain. Award winning Los Gatos Schools! Seller to provide $200,000 credit to buyer for any cosmetic modifications. Furnishings to be included in the sale.

16840 Cypress Way, Los Gatos

Listing courtesy of from Compass. 408-827-3100

$12,800,000
2 Beds 4 Baths ML82039836 MLS
Discover an exceptional opportunity to create a dream home or reimagine the existing Neoclassical residence on one of central Woodsides most desirable streets. Spanning just over 3.4 acres, this expansive property showcases rare Bay views. There is an existing planning study for guidance in future opportunities. Positioned at the end of a private lane, the setting reflects the essence of Woodside country living, with lush perimeter trees and vast open land that offer a serene and private natural environment. The gated property includes an existing one-level home, a pool, and an original tennis court. Just one mile from Woodside Town Center and acclaimed Woodside Elementary School, and only minutes to Stanford University, Sand Hill Road venture capital firms, and the heart of Silicon Valley, this location offers both seclusion and convenience.

309 Olive Hill Lane, Woodside

Listing courtesy of from Compass. 650-888-0860

$475,000
5 Beds 2 Baths 41124319 MLS
2,680 Sq Ft Home with In-Law Quarters & Extra Parcel Near Trinity Lake. Spacious and versatile 2,680 sq ft home built in 1991, located just minutes from Trinity Lake. The main level features 3 bedrooms and 1 beautifully updated bath with quartz countertops, tile flooring, garden tub and a large tiled shower. The remodeled kitchen offers brand-new quartz countertops, a large island with vegetable sink, new appliances, new luxury vinyl laminate flooring, A open floor plan concept that opens to a bright living area with wood stove, new mini-splits and great views. A slider leads to a wrap-around screened-in porch for ideal indoor-outdoor living. Downstairs includes a fully equipped in-law unit with living room, full kitchen, 2 bedrooms, and a newly designed tiled shower bathroom, with new luxury vinyl laminate flooring in the downstairs as well, perfect for extended family or rental potential. Additional highlights include an attached 2-car garage, separate laundry room, detached art studio, and a second parcel featuring an extra-large boat house for boats, quads, and all your recreational toys. Lake living with space, flexibility, and storage-don't miss this opportunity!

410 Lake Forest Dr., Trinity Center

Listing courtesy of Shannon Aikins from Big Valley Properties. 530-524-2479

$19,995,000
5 Beds 8 Baths ML82034121 MLS
Perched on a gated one-acre parcel near The Lodge at Pebble Beach, this exceptional ocean-view estate offers a lifestyle defined by coastal beauty, privacy, and proximity to world-class amenities. Sweeping vistas span Point Lobos, Stillwater Cove, Carmel Bay, Carmel Beach, and Pebble Beach Golf Links, with dynamic white-water views and waves crashing along the shoreline visible from most rooms, each offering its own distinct perspective of the coastline and surrounding landscape. The apx 8,087 sq ft residence features a main level with soaring open-beam ceilings, stone floors, multiple fireplaces, and an expansive open-concept design ideal for both relaxed coastal living and elegant entertaining. A gourmet kitchen with custom cabinetry, dual refrigerators, dedicated freezer, and butler's pantry supports effortless hosting. The ocean-view primary suite offers a spa-like bath and tranquil retreat. The lower level includes a family room with wine bar and cellar, theater, fitness room, and four guest suites. Elevator access, two garages accommodating four cars, lush landscaped grounds, and close proximity to beaches, golf, dining, and Carmel-by-the-Sea complete this rare Pebble Beach offering.

1519 Riata Road, Pebble Beach

Listing courtesy of from KW Coastal Estates. 831-313-2289

$49,680,000
5 Beds 8 Baths ML82027150 MLS
Villa Anahid Just completed---architectural masterpiece showcasing 3 above-ground levels ---5 bedrooms, 6 full baths & 2 half-baths, plus a separate 2-bedroom, 2.5-bath ADU w/kitchen and laundry. A sculptural floating staircase spans all 3 levels plus there is an elevator. Dramatic living spaces include an entry level lounge with fireplace, refreshment center, wine cellar display wall, living plant wall, and theater with seating for 9. Second level main living/dining area has motorized retractable glass walls and an onyx-clad fireplace wall. Two exceptional kitchens, one for a personal chef and each with Miele appliances. This level also has a family room open to the kitchen, bedroom suite & fitness center with steam room and large sauna. Top floor primary suite w/tremendous private terrace, three additional suites, spacious lounge, & access to the ADU. Incredible outdoor amenities include a 56-foot pool w/sheer descent waterfall, oversized spa, barbecue center & programmable waterfalls. Smart features throughout plus solar power with 4 Tesla Powerwalls and 5 EV charging outlets. Excellent Las Lomitas schools. This home is close to Stanford University, venture capital centers, SF tech companies & 2 international airports.

349 Walsh Road, Atherton

Listing courtesy of from Compass. 650-888-0860

$1,449,000
3 Beds 3 Baths ML82032455 MLS
Impressive Aldercroft Heights view property, only 10 minutes/6 miles from downtown Los Gatos! Featuring a spacious living room with beamed ceiling, woodburning fireplace, and multiple picture windows framing stunning mountain views... flooding the home with natural light. Gleaming hardwood floors throughout the open concept, upper-level living areas. Formal dining area with vaulted ceiling, bay window. Beautiful kitchen features granite countertops & stainless appliances, vaulted ceiling with skylights. Separate family room/den, or study, with slider to brick patio. Potential 4th bedroom - includes built-in closet and ensuite full bath. Gorgeous primary suite with hardwood flooring, double sliders open to expansive front deck with mountain views. Oversize jetted tub, stall shower and double vanity. Two further bedrooms on lower level, & 3rd full bath. Large recessed laundry area with sink, offers potential for 2nd kitchen. Wine cellar! 3 levels of spacious decking for entertaining or basking in the sun. Enjoy panoramic mountain views from every part of the property! Large walk-in basement, tons of storage areas. 1 car garage and ample driveway parking. Incredible value for a large 1990 quality-built home in the coveted Los Gatos school district - just a few minutes from LGHS!

21386 Sunnyside Road, Los Gatos

Listing courtesy of Rebecca Smith from Christie's International Real Estate Sereno. 408-507-7165

$2,250,000
4 Beds 3 Baths ML82029019 MLS
Located in Central Pebble Beach and surrounded by multi-million dollar properties, this 4 bedroom, 3 bath home with a contemporary mid-century vibe is perched on an expansive .70 acre lot overlooking the 17 Mile and boasts incredible easement protected ocean and Point Lobos views. The spacious 2330sf residence has been upgraded by the current owners and is an entertainer's dream. The main level offers tranquil forest views, an open floor plan, hardwood floors, living room, dining area, three bedrooms, two bathrooms and a chef's kitchen with stainless appliances. The second story features a private bedroom suite and a family room with impressive ocean views that is the perfect space for relaxing and unwinding. Outside is a sunny fenced patio area for outdoor living and entertaining and the large lot provides privacy and lots of space for a main residence expansion and the addition of an ADU or guest house. Embrace the Pebble Beach lifestyle in this remarkable home located in a golfer's paradise and just a short drive from the Lodge at Pebble Beach and the Pebble Beach Golf Links. With only two owners treasuring this home over the years, it provides an incredible opportunity and value for its new owners as a primary residence, or a second home, or as a proven income property.

4021 Sunridge Road, Pebble Beach

Listing courtesy of Jim Lowell from The Agency. 831-902-0777

$1,599,000
4 Beds 4 Baths ML82019042 MLS
Sprawling 3,206 sf., one story home on 2.5 acres, bordering the Santa Cruz and Scotts Valley areas. Close to all of your favorite Santa Cruz places. A great commuter location to UCSC and the San Jose area. Four bedrooms and a bonus room currently used as a 5th bedroom, four full baths, Large living room with wet bar and room to entertain, fireplace and a sitting area. There is a great room with another fireplace open to the dining area and kitchen, a sliding glass door opens from the dining area to the outdoor patio to enjoy your outdoor gatherings. the large primary bedroom has sliding glass door leading to an outdoor sitting area. The primary bathroom is handicap accessible. Huge laundry room and pantry. Circular driveway, with carport parking for 4-6 cars, many storage cabinets. detached separate one car garage. Uncovered parking on the property for many more cars, RV and/or boat. Car collectors dream! lots of room for workshop trucks as well. Great large home that accommodates many people, or an investment property for renters, UCSC students.

1239 La Madrona Drive, Santa Cruz

Listing courtesy of Holly Ma from David Lyng Real Estate. 831-345-4278

$250,000
ML81989228 MLS
Lot 2 Phase 1. This is the best priced lot in North Monterey County. Don't miss the opportunity to build your dream home in the hills of North Monterey County. Purchase this lot now in the Cathrein Ranch in the prestigious gated community of Hidden Canyon Ranch which is less than 1 hour from Silicon Valley. Enjoy stunning views in a private community. 2500 sf minimum. Close to horse back riding, golfing, tennis, hiking, ocean/beach, fishing, sailing, and more. Blanchette Equestrian Horse Training facility is closely located in the neighboring HCR community. This facility may be available for boarding & training opportunities for you and your horse(s). Contact Blanchette Equestrian for more information. As well, enjoy the neighboring Club at Crazy Horse Ranch for Golfing, Dining, & other fun social activities. Contact the club for membership opportunities & pricing. This development is also close to amenities and HWY 101.

9010 Hidden Canyon Road, Salinas

Listing courtesy of Sara Phelps from Sotheby's International Realty. 831-455-5032

$499,000
2 Beds 2 Baths ML81974592 MLS
This off-grid, two-bedroom, two-bath home is located at the end of a private road, offering utmost privacy. Situated on five acres of unadulterated prime California land, it is ideal for those who crave the peace and quiet that only the mountains can provide. A cheery blue exterior adorns the home's exterior, while the inside features manufactured wood floors and tile throughout. Just 30 minutes to the heart of Los Gatos and, on the other side of the mountain, 30 minutes to Soquel. A semi-blank slate ready for its new owners to put their unique spin on this quaint mountain home. This is your opportunity to finish creating the off-grid home of your dreams - dont miss out!

520 Laguna Creek, Los Gatos

Listing courtesy of Jamie Manley from Room Real Estate. 831-287-9031

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