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515 Webster ST, Palo Alto
$5,998,000
3 Beds ⋅ 5 Baths ⋅ ML82066218 MLS
Beautiful and luxurious high-end condominium flat includes 3 bedrooms, 3.5 baths plus a detached board room/office/gym with additional half bath and private exclusive backyard with patio and lush landscaping. Enter your private walkway and elevator anteroom on the main floor and head up to your flat via secure elevator. Elevator opens directly into foyer of your property. The stunning great room has 10' ceilings and walls of glass that fold open to the west. High-end chefs kitchen is the pinnacle of luxury with custom cabinetry & Thermador appliances. Also enjoy the multiple generous balconies. Primary suite with spa-like bath and two other bedrooms with en-suite bathrooms allows for generous living weather for a family or a work from home tycoon. Spacious, exclusive and private gated backyard with detached board room/office/gym and powder room. Oversized, 2 car garage with EV charging. 2 Parcels off University Ave in the heart of vibrant, sought after downtown Palo Alto. This is the one with everything you want.

515 Webster ST, Palo Alto

Listed by Brendan Callahan, 650-387-2535 from Compass
(If provided) CoList: from

14750 Sobey RD, Saratoga
$5,998,000
5 Beds ⋅ 5 Baths ⋅ ML82050024 MLS
Welcome Home to 14750 Sobey Road in Saratoga! Located in the Center of One of the Most Exclusive Streets & Sought-After Locations in All of Saratoga! Expansive 5 Bed, 4.5 Bath Home Offers 4,864 SF on 1.02 Flat Acres w/ Resort-Style Grounds, Pool, Spa, Tennis Court & Indoor Squash / Racquet Ball / 1/2 Basketball Court! Large 3 Car Garage w/ Workshop! Featuring a Grand Semi-Circular Driveway, Mature Trees & Lush Landscaping. Thoughtful Floor Plan Features Formal Living & Dining Rooms, Multiple Living Areas, and a Kitchen w/ Skylight that Opens to the Family Room and Overlooks the Back Garden for Everyday Living & Entertaining. Primary Suite Features a Large, Beautiful Covered Balcony Overlooking the Back Garden, Pool & Tennis Court w/ Direct Access to the Grounds. Multiple Outdoor Living Areas Include Covered Patios, Brick Walkways, Rose Gardens, Expansive Lawn, Poolside Lounge Areas & a Pergola Seating Area w/ Fire Pit. A Truly Private Estate w/ Space to Entertain, Relax, Play & Enjoy the Saratoga Lifestyle. Serene Setting Surrounded by Mature Trees Yet Convenient to Downtown Saratoga, Los Gatos, Shopping, Dining, Parks, Trails & Hwy 85. A One-of-a-Kind Opportunity!

14750 Sobey RD, Saratoga

Listed by Andy Tse, 408-807-8808 from Intero Real Estate Services
(If provided) CoList: from

22700 Old Santa Cruz HWY, Los Gatos
$5,995,000
5 Beds ⋅ 7 Baths ⋅ ML82033361 MLS
Legendary Chateau Liberte' is a landmark property at the Summit of Old Santa Cruz Highway, presiding over seventy-two pristine acres of towering Redwood forests. Main residence is restored with milled Redwood from the property. The income producing multiple rental dwellings include two cottages, a magical treehouse, and a secluded Cavco cedar cabin home. There is a large swimming pool, ponds, creeks, waterfalls with an underground prolific Artesian fed cistern supplying water to all the houses, pool, and ponds. Multiple fruit and nut trees with ten acres or arable land for vineyards of Pinot Noir and Chardonnay grapes. There is incredible horse property potential with manicured trails encompassing all 72 acres. The Williamson Act encompasses all parcels.Two RV sites with full utility hook-ups. 5,240 feet of security fencing with a security gate. Six-tenths of a mile private paved driveway. Your own private world awaits with rolling meadows, Koi and Turtles in the 360,000 gallon pond with it's own idyllic dock. Top Los Gatos Schools. APN# 558-04-045, 16 acres, SCC Cert. of Compliance included, 3 parcels total. Helicopter landing area. Only eight miles to the charming Los Gatos village. Majestic property. Lifetime opportunity for the next steward of the legendary Chateau Liberte'.

22700 Old Santa Cruz HWY, Los Gatos

Listed by George Rabe, 408-234-8238 from Intero Real Estate Services
(If provided) CoList: from

280 Yerba Buena PL, Los Altos
$5,990,000
5 Beds ⋅ 5 Baths ⋅ ML82065465 MLS
Welcome to this brand-new, beautifully designed modern home tucked away on a quiet cul-de-sac in desirable Los Altos! Offering approximately 2,159 sq. ft. in the main residence plus a 600 sq. ft. attached ADU, this exceptional property combines contemporary style, energy efficiency, and versatile living. The light-filled main home features soaring high ceilings, an open-concept living and dining area, and a stunning kitchen with island, perfect for everyday living and entertaining. An elegant electric fireplace creates a warm focal point, while sleek glass railings add a touch of modern sophistication to the staircase. Beautiful sliding glass doors seamlessly connect indoor and outdoor living, opening to a low-maintenance backyard with artificial turfideal for relaxing and entertaining. Energy-efficient features include owned solar panels and a heat pump system for heating and air conditioning. The attached ADU offers a private living area, kitchen, bedroom, and bathroom, ideal for extended family, guests, or potential rental income. Conveniently located near parks, shopping, dining, and major Silicon Valley commute routes. A rare opportunity to enjoy stylish new construction with flexible living options in a peaceful Los Altos setting!

280 Yerba Buena PL, Los Altos

Listed by Axis Elite Team, 415-734-8513 from Aspire Homes
(If provided) CoList: Lisa Gao from Aspire Homes
217 Mistletoe RD, 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 RD, Los Gatos

Listed by Elena Johal, 408-836-6369 from Tenacity Real Estate
(If provided) CoList: from

15060 Montebello RD, 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 RD, Cupertino

Listed by Nevis and Ardizzone, 408-781-0779 from Compass
(If provided) CoList: from

11008 Sycamore DR, Cupertino
$5,800,000
4 Beds ⋅ 4 Baths ⋅ ML82064156 MLS
Welcome to your private sanctuary in Oak Valley. This exceptional single-level estate features 4 bedrooms and 3.5 bathrooms, meticulously designed to balance everyday comfort with sophisticated entertaining. Step inside to an atmosphere of immediate calm, where formal living and dining spaces showcase breathtaking views of the neighboring Rancho San Antonio Preserve. The open chef's kitchen serves as the hub of the home, seamlessly flowing into a broad dining area and cozy great room. A smart split-bedroom layout positions the luxurious primary suite, complete with a jetted tub, stall shower and walk-in closet, alongside two additional bedrooms on one side of the residence. On the opposing wing, a private bedroom suitably serves as a quiet home office or guest quarters. French doors lead to an expansive terrace and rolling backyard, creating a seamless indoor-outdoor lifestyle that feels worlds away, yet remains minutes from everything you need.

11008 Sycamore DR, Cupertino

Listed by KT Ames, 650-995-6534 from Compass
(If provided) CoList: RICH Bassin from Compass
17085 17087 Summit WAY, Los Gatos
$5,790,000
4 Beds ⋅ 6 Baths ⋅ ML82061840 MLS
Extensively remodeled with full town permits, this exceptional 4-suite and 2- half bathroom residence, complete with a basement (i.e. about 927 sq ft), offers approximately 4,787 sq ft on a private, serene lot exceeding 23,000 sq ft - within the coveted Los Gatos High School boundaries. The open-concept kitchen dazzles with brand-new custom cabinetry, Thermador appliances, a gas range, and quartz countertops flowing into an expansive island. Spacious living, family, and dining rooms make everyday living and entertaining effortless. Every detail has been elevated: new Marvin windows throughout the bedrooms, dimmable recessed lighting, Emtek hardware, new engineered flooring, and fully remodeled bathrooms with Kohler fixtures. Heat-pump A/C, an electric water heater, and new electric fireplaces add comfort and warmth. A refinished historic-style entry door welcomes you home. The newly landscaped, permitted grounds create a private outdoor retreat, while the detached, permitted 1BR/1BA ADU with approximately 425 sq ft offers flexible space for guests or extended family. Minutes to Vasona Lake, Los Gatos Creek Trail, top schools, and Highways 85/17 a rare blend of permitted renovation, quality, and space in one of Los Gatos's finest neighborhoods.

17085 17087 Summit WAY, Los Gatos

Listed by Alex Li, 650-861-1858 from BQ Realty
(If provided) CoList: from

15723 Oak Knoll DR, Los Gatos
$5,664,000
4 Beds ⋅ 4 Baths ⋅ ML82057718 MLS
Nestled in the prestigious Daves Avenue neighborhood, this exceptional Los Gatos residence (4bed + office) offers timeless elegance, privacy, and an unparalleled lifestyle. The stately interior features crown molding, colonial baseboards, architectural columns, and a welcoming foyer. The formal living room showcases a bay window with custom cabinetry, while the spacious dining room is ideal for entertaining. A private office opens to a scenic balcony with tranquil hillside views. The vaulted family room features a fireplace and flows seamlessly to the gourmet kitchen with premium appliances, preparation island, dining area, and beautiful views. A temperature-controlled walk-in wine cellar adds a distinctive touch. Upstairs, the private bedroom level includes a luxurious primary suite with fireplace, spa-inspired bath, oversized jetted soaking tub, statement chandelier, and custom closets/ island. Two additional bedrooms offer private decks, including an ensuite retreat, while a fourth bedroom shares a Jack-and-Jill bathroom. An expansive deck overlooks nearly an acre of private grounds, offering exceptional potential for a pool, custom landscaping, and outdoor entertaining. A rare opportunity to create your dream estate in one of Los Gatos most coveted neighborhoods!

15723 Oak Knoll DR, Los Gatos

Listed by Denise Carr, 408-839-6323 from Compass
(If provided) CoList: from

546 Oxford AVE, Palo Alto
$5,600,000
5 Beds ⋅ ML82062479 MLS
Completed as new construction in 2025, this distinctive Palo Alto property presents a rare opportunity to own a modern, income-producing compound just moments from Stanford University and the vibrant California Avenue corridor. Fully leased to Stanford-affiliated tenants through June 15, 2027, the property generates approximately $22,000 per month ($264,000 in contracted annual rent)$16,000 from the main residence and $6,000 from the detached ADU. The approximately 2,608 sq. ft. main residence features 3 bedrooms, 2.5 baths, soaring ceilings, abundant natural light, white oak floors, a gourmet kitchen, loft office, and inviting indoor-outdoor living. The approximately 819 sq. ft. detached ADU offers 2 bedrooms, 1 bath, and its own private outdoor space. Location further enhances the property's rental appeal, with exceptional walkability to restaurants, cafés, the farmers market, shopping, banking, and everyday conveniences. Its proximity to Stanford University provides access to a strong and established tenant base, supporting sustained rental demand. A compelling combination of new construction, immediate income, flexible living arrangements, and an exceptional Stanford-area location.

546 Oxford AVE, Palo Alto

Listed by Jenny Wan-Mernyk, 650-278-1249 from Alliance Bay Realty
(If provided) CoList: from

15550 Glen Una DR, Los Gatos
$5,500,000
5 Beds ⋅ 3 Baths ⋅ ML82065795 MLS
Set within the prestigious Glen Una enclave of Saratoga, 15500 Glen Una presents an extraordinarily rare & visionary opportunity on approximately .56 of a flat pristine acre. This is truly an exceptional living or building opportunity for one of Silicon Valley's most iconic legendary estates. Possible potential for a subdivision into two remarkable parcels of equal distinction. Currently enhanced w/ a charming Victorian residence, or this crown jewel property invites the most discerning buyer to create a world-class architectural masterpiece tailored to an uncompromising lifestyle, where scale, privacy, and design excellence converge. Surrounded by majestic oak trees, this setting evokes a serene, park-like sanctuary with capturing luxury estate views of the nearby neighbors. The expansive grounds offer extraordinary flexibility to create a gated compound with ample space for a grand main residence, guest house, pool and spa pavilions, discreetly tucked garages, and curated gardens that blend natural beauty with refined landscaping. Surrounded by majestic valley oak trees, the site offers panoramic mountain views for architectural brilliance. The range of possibilities on this estate is limitless. Build a luxury masterpiece on this legacy estate or completely remodel this estate.

15550 Glen Una DR, Los Gatos

Listed by Joe Piazza, 408-410-5020 from Coldwell Banker Realty
(If provided) CoList: from

10200 N Stelling, Cupertino
$5,500,000
6 Beds ⋅ 5 Baths ⋅ ML82058541 MLS
PRE-SALE OPPORTUNITY! Discover this brand-new, two-story contemporary residence in a prime Cupertino location. Thoughtfully designed for modern living, the home showcases striking architecture, an open-concept kitchen, dining, and living area, an expansive center island, abundant natural light, and seamless indoor-outdoor living. An attached two-car garage and semicircular driveway provide added convenience and curb appeal. Ideally located just minutes from major technology campuses, shopping, dining, and outdoor recreation, the property is also served by award-winning Cupertino schoolsamong the most sought-after in the Bay Area. Estimated completion: First Quarter 2027.

10200 N Stelling, Cupertino

Listed by Tracy Hsu, 408-464-5030 from U16818 Financial Services
(If provided) CoList: from

19544 Sky Oaks WAY, Los Gatos
$5,500,000
4 Beds ⋅ 3 Baths ⋅ ML82056978 MLS
Exceptional Platinum Triangle Location off Glen Una Dr central to Saratoga & Los Gatos! County address means rare opportunity to expand the existing charming Mid Century modern house or build your dream estate! Invest in South Bay's finest neighborhood! Flat usable land, majestic trees, peaceful mountain vistas & end of cul-de-sac location make this a very desirable place to live. Quiet and exceptionally private!! Clean lines, floor-to ceiling windows and doors create an inviting living space drenched in natural light, allowing for harmonious indoor and outdoor living. In contrast, the wood paneling brings a natural warmth and texture. Home embraces the architectural idea of simplicity and integration with nature. in ground pool and spa ready for entertaining. Seasonal creek provides uncommon ambiance. Detached 1bd, 1ba ADU offers exceptional flexibility w/ kitchen, laundry & private deck. Perfect for guests, au pair, or a rental. This wonderful property is just minutes from the vibrant downtown areas of both Saratoga & Los Gatos offering fine and casual dining, boutique shopping, wineries, lively community events, parks & hiking trails. Also conveniently close to local amenities including businesses, health & wellness facilities, & major freeways. Distinguished Saratoga schools.

19544 Sky Oaks WAY, Los Gatos

Listed by Nevis and Ardizzone, 408-827-3100 from Compass
(If provided) CoList: from

730 Morningside RD, Los Altos
$5,498,000
4 Beds ⋅ 4 Baths ⋅ ML82065382 MLS ⋅ Morningside BLDG.
Rare privacy in exclusive Morningside Circle! Tucked into a gated enclave of just 10 homes, this expansive residence enjoys one of the community's most coveted settings, surrounded by lush greenery near Adobe Creek and just over half a mile from Los Altos Village. Offering approximately 4,008 sq. ft., the distinctive two-level floor plan features 4 bedrooms and 4 full baths. Soaring wood-paneled ceilings, skylights, and oversized windows fill the home with natural light. A dramatic living and dining room opens to a spacious deck, while the kitchen features a center island, new Sub-Zero refrigerator, and adjoining breakfast area. The main-level primary suite offers a fireplace, sitting area, walk-in closet, and marble bath. Downstairs, three additional bedrooms, including two en suite, open directly to the rear deck. Three decks and an exclusive-use garden surrounded by mature landscaping create a remarkably private retreat. Exceptional storage, an attached three-car garage, and a community pool just steps away complete this rare offering in sought-after North Los Altos just a stroll away from Los Altos Village and access to top Los Altos Schools.

730 Morningside RD, Los Altos

Listed by Yvette Stout, 650-208-4510 from The Agency
(If provided) CoList: from

2375 Old Calaveras RD, Milpitas
$5,498,000
2 Beds ⋅ 2 Baths ⋅ ML82049197 MLS
Set on approximately 10 rare acres of mostly flat to gently rolling terrain, this exceptional Milpitas property offers a unique opportunity to create a private custom estate with breathtaking 360-degree views of the Bay, city lights, and surrounding foothills. An existing ~1,339 sq ft residence (buyer to verify) features 2 bedrooms and 2 bathrooms, providing immediate livability or potential for ADU conversion while you design and build your dream home. The property includes a detached 2-car garage, expansive workshop, covered RV/boat parking, large parking area, mobile home, and a cabana building with an indoor fire pit/BBQ for flexible living and entertaining. The grounds are suited for outdoor recreation, including hiking, horseback riding, ATVs, and dirt biking, offering a rare blend of usable land and natural beauty. Utilities include AT&T fiber, PG&E electricity, a deep private well, natural spring, propane, and septic system. Enjoy unmatched privacy in a nature-filled setting just minutes from downtown Milpitas, shopping, dining, major freeways, and Silicon Valleys leading tech campuses. With potential for expansion, customization, or possible subdivision (buyer to investigate), this is a rare offering with endless possibilities. A must-see property with incredible views.

2375 Old Calaveras RD, Milpitas

Listed by John Chung, 650-269-7538 from Keller Williams Palo Alto
(If provided) CoList: from

148 Kingsley AVE, Palo Alto
$5,495,000
7 Beds ⋅ 8 Baths ⋅ ML82062610 MLS
Imagine the possibilities! Such a special fairytale jewel box home on one of Palo Alto's most coveted streets Kingsley in old Palo Alto. Freshened up with gorgeous new colorful landscaping, fresh new turf in front and back yards, new paint in the main home, come see this enchanting estate that is walking distance to all that makes Palo Alto special. Walk or bike to Stanford, town and country shopping plaza, Elizabeth gamble garden etc. Featuring three separate structures, the entire home was lovingly designed and built by the current owner for his family. Gorgeous oak floors and warm inviting rooms, included a marble tile sunroom offer special places for friends and family to gather. The back cottage and detached garage/office space provide ample living area for visiting friends or extended family. You can't miss this special home!

148 Kingsley AVE, Palo Alto

Listed by Adriana Trenev, 650-383-5697 from Arbor Real Estate
(If provided) CoList: from

11583 Upland WAY, Cupertino
$5,488,000
5 Beds ⋅ 5 Baths ⋅ ML82062273 MLS
Freshly painted, this elegant neoclassical residence is located in Cupertinos desirable Monta Vista neighborhood. Built in 2001, it offers approx. 3,852 sq. ft. with 5 bedrooms and 4.5 bathrooms. Set on an approximately 10,000 sq. ft. lot, the property offers a rare combination of indoor space, outdoor privacy, flexible living, and long-term value in an established Cupertino neighborhood. High ceilings and natural light create an impressive welcome. The thoughtful floor plan features formal living and dining rooms, a spacious family room, and a main-level bedroom with a full bath ideal for guests or a home office. The kitchen offers granite countertops, abundant cabinetry, a center island, gas cooktop, built-in appliances, warming drawer, and wine refrigerator. Upstairs, the expansive primary suite is joined by three bedrooms and a convenient laundry room. Dual sliding doors open to a landscaped backyard with foothill views, a koi pond, waterfall, and inviting entertaining areas. Highlights include hardwood and stone flooring, two fireplaces, central A/C, prewired audio/video, a security system, and an attached 3-car garage. Near parks, shopping, dining, commute routes, Blue Hills Elementary, John F. Kennedy Middle, and Monta Vista High.

11583 Upland WAY, Cupertino

Listed by Cindy Wang, 650-618-9666 from BQ Realty
(If provided) CoList: Bill Qin from BQ Realty
20882 Cherryland DR, Cupertino
$5,450,000
7 Beds ⋅ 6 Baths ⋅ ML82063267 MLS ⋅ Meridian at McClellan BLDG.
Seller is offering a 3-2-1 rate buydown! Enjoy reduced payments in the early years: 3.5% in Year 1, 4.5% in Year 2, and 5.5% in Year 3, with the rate settling at 6.5% from Year 4 onward. Rates and terms subject to lender approval and buyer qualification. 2026 BRAND NEW CONSTRUCTION! Welcome to Meridian at McClellan by AL HOMES, six single-family residences in the heart of Cupertino. The main house approximately 2,970 sq ft, featuring 4 spacious bedrooms, each with its own ensuite bathroom, plus a main-level office and an upstairs playroom. An attached approximately 600 sq ft ADU with a private entrance provides 2 additional bedrooms, 1 bathroom, and flexible living arrangements for guests or extended family. Set on a 7,535 sq ft lot. Inside, an open-concept floor plan, soaring ceilings, and elevated designer-selected finishes create a bright, sophisticated living environment. This home is packed with forward-thinking upgrades, including Mitsubishi multi-zone climate control, a solar panel system with battery storage, 4 pairs of built-in media speakers, and pre-wiring for security cameras. Ideally located just minutes from major technology campuses, premier shopping and dining, and outdoor recreation. Award-winning Cupertino schools. Ask about current builder incentives!

20882 Cherryland DR, Cupertino

Listed by AL Homes, 415-734-8513 from Al Homes Sales Office
(If provided) CoList: Axis Elite Team from Aspire Homes
26699 Altamont RD, Los Altos Hills
$5,400,000
ML82062669 MLS
Exceptional opportunity in a prime Los Altos Hills location to bring a remarkable contemporary estate to life on an expansive, flat 21,865 SF lot with beautiful views. Offered at $5.4M, including the land and existing design and planning work completed as of close of escrow. Construction of the proposed residence is not included in the purchase price. The proposed project has received conditional Planning approval and is progressing toward building permit submittal. Plans envision an impressive 5,488 SF, 6-bedroom, 7.5-bath residence, featuring 2,570 SF on the main level, a 2,918 SF finished basement, and a 442 SF 2-car garage. Floor plans, architectural renderings, interior designs, and proposed square footage are conceptual only and subject to change. Buyer may also choose to purchase the completed residence under a separate land purchase/construction arrangement. Buyer to independently verify lot size, approval status, development potential, and applicable building requirements. For accurate navigation, enter 27000 Almaden Ct, Los Altos Hills, CA 94022 for address.

26699 Altamont RD, Los Altos Hills

Listed by Axis Elite Team, 415-734-8513 from Aspire Homes
(If provided) CoList: from

23666 Black Oak WAY, Cupertino
$5,400,000
5 Beds ⋅ 5 Baths ⋅ ML82057115 MLS
Built by the OBrien Group, 23666 Black Oak Way blends timeless character with thoughtful updates. Offering approximately 3,786 square feet of living space, this beautifully maintained two-story home features five bedrooms and four-and-one-half bathrooms on an expansive 12,206-square-foot lot. It enjoys a premier cul-de-sac setting and backs to the Rancho San Antonio Open Space Preserve. Subtle Craftsman influences complement a well-designed floor plan with formal living and dining rooms, a spacious kitchen and family room combination, and a recreation/media room ideal for enjoyment. Fresh interior paint, updated lighting, and refreshed finishes create a bright and welcoming atmosphere. Outside, renewed landscaping provides a peaceful retreat featuring a stone pathway, lush new lawn, an updated pond and waterfall, and fresh front-yard plantings. Served by highly regarded Cupertino schools and moments from Rancho San Antonio County Park with miles of scenic hiking trails, this beautiful estate offers serenity, space, and an exceptional connection to nature. Dont miss the opportunity to make it yours!

23666 Black Oak WAY, Cupertino

Listed by Eric Quach, 408-658-8138 from KW Silicon City
(If provided) CoList: from

Monterey RD, Gilroy
$5,399,999
ML82064458 MLS
Executive Summary 6881 Monterey Road is a prime 30,737-square-foot flex showroom and high-bay warehouse on the Monterey Road retail corridor. This expansive commercial building is ideally configured for both retail and warehouse operations. The front 14,000 square feet was previously used for retail sales and features a customer-facing layout with excellent visibility. The rear 16,000 square feet offers 22- to 24-foot clear heights and was previously utilized for racked warehousing, making it well-suited for logistics, distribution, or storage-intensive businesses. Additional features include abundant natural light from skylights and 600-amp, 3-phase power. This flexible configuration can accommodate a wide range of commercial uses in a prime location in Gilroy. A wide variety of potential uses are permitted, including, but not limited to, a gym, furniture store, automotive dealership or service facility, watercraft, ATV, or motorcycle sales and service, RV sales, general retail, office, medical, showroom, grocery store, sports facility, event center, and more.

Monterey RD, Gilroy

Listed by Christian Renz, 408-846-1031 from Renz & Renz
(If provided) CoList: from

730 Greenview PL, Los Altos
$5,299,000
4 Beds ⋅ 4 Baths ⋅ ML82064685 MLS
Nestled on a quiet street in the Los Altos Country Club neighborhood, this home showcases timeless design and modern elegance throughout. The four bedrooms and 3.5 bathrooms spread across approx. 2,765 sq. ft. of thoughtfully designed living space, and on an expansive 18,260 sq. ft. lot. The impressive open floor plan seamlessly connects the living room, dining area, and a chefs kitchen perfect for both everyday living and entertaining. The kitchen is equipped with premium GE Café appliances and dual islands. The home is enhanced by new hardwood flooring, soaring ceilings, and an abundance of natural light streaming through large windows that frame views of the stunning backyard. The downstairs bonus area with private entrance offers a perfect rental opportunity if desired. Designed for the quintessential California indoor-outdoor lifestyle, the backyard is a private retreat. Enjoy the multi-level deck, pool, host gatherings, unwind by the fire pit, sip wine in the gazebo, or practice your short game on the putting green. Ideally located just minutes from Rancho Shopping Center and downtown Los Altos, convenient access to dining, parks, and highly regarded Los Altos schools. Close proximity to Highways 280 and 85, and major tech campuses.

730 Greenview PL, Los Altos

Listed by Suzanne O'Brien, 650-996-9898 from The Agency
(If provided) CoList: from

17815 Daves AVE, Monte Sereno
$5,288,000
5 Beds ⋅ 5 Baths ⋅ ML82065632 MLS
Elegant Mediterranean in desirable Monte Sereno! 4,400 sf, 5 beds and 4.5 baths - 2 Ensuite on the main floor and 1 ensuite in finished basement. 11,600 sf lot set off main road for exceptional privacy. Open floor plan, generous rooms, high ceilings, hardwood floors, and large windows and doors. Combines impeccable quality and craftsmanship with high end amenities. Perfect yard for entertaining or quiet enjoyment. Close to distinguished LG schools and downtown Los Gatos. Boutique shops, casual and fine dining, parks, hiking trails and lively events. Also conveniently close to local amenities including businesses, health & wellness facilities, & major freeways. Stylish living room w/fireplace and French doors to inviting porch. Elegant dining is seamlessly connected to the Gourmet kitchen featuring Thermador appliances, ample counters and cabinets, high ceiling, skylight, island w/sink, breakfast bar. Kitchen opens to the family room and breakfast nook accented by a cozy fireplace. Primary suite with a high ceiling, wood floors and French doors opening to the patio. The luxurious bathroom features a jetted tub, stone-topped vanity, two sinks, oversized shower w/bench. Finished basement features a huge multi-use area, spacious bar with dishwasher, beverage fridge and wine fridge.

17815 Daves AVE, Monte Sereno

Listed by Nevis and Ardizzone, 408-827-3100 from Compass
(If provided) CoList: from

590 Stoney CT, Gilroy
$5,250,000
ML82064711 MLS
Well maintained units in Gilroy. Great cap rate! Hundreds of thousands of $$ worth of improvements/repairs will make this a lasting investment*36 parking spaces along with street parking adds to the tenants needs*19 of which are covered in Carport*All units are 2 bedroom 1 bath*Most have been nicely remodeled throughout*Please note that units have their own hot water heater which lowers expenses for owner*SB 721 has been completed for decking requirements*Near to the Gilroy outlets, Costco and Walmart and less than one mile from the Cal Train Gilroy Station* Sound wall has been expanded at great expense*Has been professionally managed and rents have been raised*Over 16,600 sq ft of units on app .95 acre lot*This is ideal for your buyer or for an exchange!!Please do not disturb tenants*See Cap Rate!!

590 Stoney CT, Gilroy

Listed by Tom Antonopoulos, 408-391-9546 from Real Property Investments
(If provided) CoList: from

239 Easy ST, Mountain View
$5,250,000
ML82059940 MLS ⋅ El Markay Apartments BLDG.
$330K recent price adjustment // 5.54% current cap rate. Mostly turn-key investment. Potential seller financing options available!! Turnkey income property in the heart of Silicon Valley. EV ready covered parking with charging ports already in place. Professionally designed landscaping. Strong renter demand in a highly desirable location. 239 Easy Street is a 14-unit multifamily investment opportunity in Mountain View, California. The property features an attractive garden-style setting surrounded by professionally designed, drought-resistant landscaping, creating a private and institutional-quality living environment. The units feature dual-pane windows and private balconies, with more than half of the units having received updates to kitchens, bathrooms, and flooring. The remaining units retain more of their original finishes, providing an opportunity for future improvements as units turn. The property also offers a private on-site laundry facility, individual EV charging stations, and dedicated storage within each covered parking space. Parking is abundant for a property of this size, with nine reserved surface spaces and fourteen covered carports.

239 Easy ST, Mountain View

Listed by Jimmy Castellanos, 408-483-5040 from Marcus & Millichap
(If provided) CoList: from

15 Loma Alta AVE, Los Gatos
$5,199,000
5 Beds ⋅ 5 Baths ⋅ ML82065769 MLS
Newly constructed contemporary farmhouse designed and built by Babak Homayouni of Utopia Design Build, within walking distance of downtown Los Gatos and Los Gatos High School. On an approx. 5,500 SF corner lot, the home offers approx. 3,190 SF across three levels: a 2,620 SF main residence plus a 570 SF attached ADU, with 5 bedrooms and 5 full baths overall. Expansive windows frame mountain views and fill the interiors with natural light. Vaulted ceilings, glass-railed balconies, wood look accents and smooth stucco create distinctive architectural character. Luxury features include Miele kitchen appliances, Brizo fixtures, custom vanities with Blum hardware, porcelain slabs and an automatic washlet in the primary bath, plus a steam shower in another bath. Every bathroom receives natural light. Fleetwood sliding doors and two pocket-door openings connect to professionally designed landscaping. Four-zone HVAC, insulated floors and bathroom walls, solid-core doors, fitted closets and installed mudroom laundry add comfort and convenience. The attached ADU provides flexibility for guests or extended family.

15 Loma Alta AVE, Los Gatos

Listed by Mina Homayouni, 650-660-4299 from Coldwell Banker Realty
(If provided) CoList: Don Perry from Coldwell Banker Realty
3343 Alpine RD, Portola Valley
$4,999,000
6 Beds ⋅ 6 Baths ⋅ ML81981087 MLS
Build your dream home on this approx. 4.2-acre undeveloped country parcel situated adjacent to Portola Valley on Santa Clara County land just up from the Ladera Shopping Center shops and restaurants. The lot is surrounded by open space, Stanford lands and the gently flowing Los Trancos Creek and is in the Palo Alto Unified School District.

3343 Alpine RD, Portola Valley

Listed by David Cauchi, 415-203-5726 from Compass
(If provided) CoList: from

3343 Alpine RD, Portola Valley
$4,999,000
ML81973676 MLS
Build your dream home on this approx. 4.2-acre undeveloped country parcel situated adjacent to Portola Valley on Santa Clara County land just up from the Ladera Shopping Center shops and restaurants. The lot is surrounded by open space, Stanford lands and the gently flowing Los Trancos Creek and is in the Palo Alto Unified School District.

3343 Alpine RD, Portola Valley

Listed by David Cauchi, 415-203-5726 from Compass
(If provided) CoList: from

1541 Awalt CT, Los Altos
$4,998,000
4 Beds ⋅ 3 Baths ⋅ ML82065839 MLS
Beautifully remodeled single-level Los Altos home tucked away on a quiet cul-de-sac, just steps from Oak Elementary, on an expansive ~10,900 sq. ft. lot. Filled with natural light, this 4-bedroom, 2.5-bath home features wide-plank engineered hardwood floors, updated lighting, and an open, thoughtfully redesigned floor plan. The stunning kitchen boasts custom cabinetry, travertine stone countertops, a generous island, and a chef's range with striking stone backsplash. The kitchen flows into a spacious family room with backyard access and a dining area highlighted by a designer chandelier. A separate living room showcases vaulted ceilings and beautiful exposed wood beams. The primary suite offers a walk-in closet and remodeled bath with dual vanities and step-in shower. A remodeled hall bath and convenient powder room complete the home. Enjoy indoor-outdoor living in the spacious backyard with a patio for dining and lounging, lush lawn for play, and decomposed granite sitting area ideal for a fire pit. Walk to Oak Elementary (LASD) and Mountain View High; zoned for Blach Middle (LASD). Minutes to downtown Los Altos, parks, and major tech employers including Google, Meta, Apple, NVIDIA, and OpenAI. A rare move-in-ready Los Altos gem!

1541 Awalt CT, Los Altos

Listed by Andy Meunier, 408-306-4841 from Coldwell Banker Realty
(If provided) CoList: Ben Meunier from Coldwell Banker Realty
698 Benvenue AVE, Los Altos
$4,998,000
4 Beds ⋅ 3 Baths ⋅ ML82064596 MLS
Nestled on a peaceful cul-de-sac just moments from downtown Los Altos, this beautifully remodeled single-story ranch home offers the perfect blend of luxury, comfort, and timeless charm. Situated on an expansive lot with impressive street frontage, the property showcases exceptional curb appeal, lush landscaping, and a spacious backyard ideal for entertaining and enjoying the California lifestyle. Freshly painted inside and out, the home offers a crisp, refreshed feel, creating a like-new living experience for its lucky new owners. Beautifully refinished hardwood floors and abundant natural light complement the inviting living spaces. The expansive family room features soaring cathedral ceilings, a cozy fireplace, built-in shelving, and seamless outdoor access. The chef's kitchen is a culinary dream, featuring premium high-end appliances, including a professional-grade Wolf range, a skylight, and a charming dining area. The primary suite offers a peaceful retreat with sliding glass doors opening to the rear patio. Yard features an outdoor kitchen with built in BBQ. Ideally located near top-rated schools, beautiful parks, shopping, dining, and vibrant Los Altos Village, this exceptional property presents a rare opportunity in one of Silicon Valley's most desirable neighborhoods.

698 Benvenue AVE, Los Altos

Listed by Gummow Brothers, 408-616-9146 from Christie's International Real Estate Sereno
(If provided) CoList: Brandon Gummow from Christie's International Real Estate Sereno

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