Refine Search
Map
Sort by
$5,788,000
6 Beds ⋅ 6 Baths ⋅ ML82060034 MLS ⋅ Bel-Aire Luxury Estates BLDG.
Beyond the private gates, a remarkable world awaits. Set on 3.64 ultra-private acresthe largest homesite in Silver Creek Valleythis 6 bedroom, 5.5 bath, 4,827± SF Versailles Plan, plus an office/gym, pairs extraordinary scale with understated luxury. A vine-woven stone facade, soaring ceilings, stone floors, sweeping spiral staircase, muted palette, natural light, surround sound, high-end appliances and refined finishes set the tone. Gracious living and dining spaces overlook a peaceful fountain courtyard, while the posh owners suite with retreat and study captures sunrise views. 4 private suites, 2 additional bedrooms with Jack-and-Jill bath and ground-level in-law quarters offer versatility. A private theater/view lounge features 180° views, projection cinema, wet bar and full bath. Outside, a 50+ yard turf lawn, sport court, golf simulator/batting cage, grand pavilion, outdoor kitchen, fireside lounges, organic garden, fruit trees, cottage and potential vineyard create a hosts paradise for gatherings and grand-scale events. Extensive paved parking welcomes guests with ease, while evening lighting transforms the grounds after sunset. Owned solar and EV charging complete the estate, minutes from top Evergreen schools, dining, shops, library and farmers market. Welcome home.

2365 Glen Creek CT, San Jose

Listed by Ofelia Ventura, 408-218-1405 from KW Silicon City
(If provided) CoList: from

$1,588,000
3 Beds ⋅ 2 Baths ⋅ ML82058737 MLS
Light-filled open floor plan features wide-plank flooring, smooth-finish walls, custom architectural archways, designer lighting, and premium finishes throughout. The spacious living room showcases a sleek linear fireplace, custom built-ins, and integrated LED lighting, while the stylish beverage bar with wine fridge and illuminated shelving adds an elevated touch for entertaining. The professionally redesigned backyard offers new concrete, premium turf, and a cozy lounge area for effortless indoor/outdoor living. Fresh front landscaping, modern garage door, and additional exterior upgrades enhance curb appeal. Ideally located near Piedmont Hills High School, BART, VTA Light Rail, parks, shopping, dining, and major Silicon Valley employers. A truly turnkey home

1408 Stone Creek DR, San Jose

Listed by Awne Elrabadi, 408-688-4928 from DEAL Real Estate Services
(If provided) CoList: Thomas Feng from Real Brokerage Technologies
$5,498,000
4 Beds ⋅ 5 Baths ⋅ ML82055519 MLS
Welcome to 21100 Saratoga Hills Rd, a wonderfully tranquil and peaceful enclave near downtown. This close-knit community offers a peaceful retreat with breathtaking views, privacy, and an unmatched sense of place. Designed for entertaining, the property features multiple indoor and outdoor entertaining spaces, a sparkling pool with dramatic waterslide, a screened in vegetable and flower garden with raised planters and water system, and a separate 1-bedroom, 1-bath ADU complete with a full kitchen and large separate bedroom. The 4,396± SF main residence offers 4 bedrooms and 3 full bathrooms and 2 half bathrooms, highlighted by soaring vaulted, exposed beam ceilings, walls of windows framing spectacular vistas, and two spacious separate living areas. The expansive primary suite, on the main level is a true retreat with fireplace, private view deck, separate office, 2 walk-in closets, and ensuite bath with soaking tub and separate shower. Downstairs are three bedrooms, one ensuite, plus an additional full and half bathroom. A rare opportunity to enjoy the serenity of Saratoga without sacrificing a convenient location to downtown. Close to award winning Saratoga Schools and commuter routes.

21100 Saratoga Hills RD, Saratoga

Listed by Nevis and Ardizzone, 408-891-8149 from Compass
(If provided) CoList: from

$380,000
ML82058784 MLS
Build Your Dream Home in Beautiful Morgan Hill! A fantastic opportunity to create your dream home in an exceptional Morgan Hill location! Enjoy breathtaking views and the peaceful feel of the countryside while remaining conveniently close to town and all that Morgan Hill has to offer. Ideally situated near the scenic wine trail, this property offers the perfect blend of privacy, natural beauty, and accessibility. If you've been searching for the opportunity to build your forever home, this is a project worth exploring. Bring your vision and make this incredible property your own. The location, views, and possibilities are truly exceptional!

14065 Prom DR, Morgan Hill

Listed by Kraig Constantino, 408-219-9122 from Intero Real Estate Services
(If provided) CoList: Lynette Crum from Intero Real Estate Services
$824,999
2 Beds ⋅ 3 Baths ⋅ ML82056322 MLS ⋅ Terrance Hills - Community First BLDG.
Welcome to Terrance Hills, an elevated community offering a variety of amenities and located just below the magnificent Mt.Hamilton foothills. It features 2 1/2 baths, bedroom en-suites and 2 car garage. First- floor entry welcomes you with abundant natural light that flows throughout the home. The main level includes a small foyer, powder room, spacious comfortable family/living room area perfect for gatherings and entertainment. The dining area, breakfast nook and kitchen over looks the patio. The kitchen boasting new appliances. Step out onto the patio to enjoy natures natural surroundings, A healthy mature lemon tree, newly planted herbs and flowers. On cool, cozy days and nights enjoy the warmth of the gas-burning fireplace. Upstairs, an overhead skylight welcomes you boasting two bedroom en-suites and overlooks the valley and surrounded by nature. Enjoy a game of tennis or basketball before heading to one of two pools and jucuzzi for relaxation. Appreciate the convenient access to Highways 101 and 680, as well as the diverse shopping options. Closeby is Evergreen Village Square hosting Wednesdays and Sundays farmers market, local restaurants, summer concerts on the green, select classes including Tai Chi, Pilates, specialty shops and more. Rare Opportunity awaits!

3684 Rocky Creek CT, San Jose

Listed by Francine Terrell, 408-202-5875 from Francine Terrell, Broker
(If provided) CoList: from

$3,688,000
6 Beds ⋅ 6 Baths ⋅ ML82059089 MLS ⋅ Silver Creek Valley Country Club BLDG.
Showcasing breathtaking panoramic hillside, sunset views, this exceptional estate is situated on an oversized lot within the prestigious gated community of SCVCC. The largest Capilano Collection floor plan, this expansive residence offers space, privacy, & versatility for multi-generational living. A grand entry welcomes soaring ceilings, abundant natural light, formal living & dining rooms, an executive office, private guest suite, & 2 full baths on the main level. The chef's kitchen features a granite island, premium stainless-steel appliances, 5-burner Dacor cooktop, Travertine backsplash & extensive cabinetry, open seamlessly to the spacious family room. Upstairs, the luxurious primary suite offers sweeping views, a private balcony, sitting area, & spa-inspired bath. Oversized secondary bedrooms, a junior suite & versatile media lounge provide exceptional flexibility. The resort-style backyard backs to protected open space w/no side or rear neighbors & features a sparkling pool, built-in outdoor BBQ, mature fruit trees, expansive patios, & stunning sunset views. Additional highlights include hardwood floors, owned Tesla solar w/Powerwall backup, EV charging, water softener, & a 3-car garage. Conveniently located near top-rated schools, parks, & country club amenities.

6039 La Spezia PL, San Jose

Listed by Thao Dang & Brian Ng, 408-972-1367 from Block Change Real Estate
(If provided) CoList: Luan Bui from Block Change Real Estate
$28,900,000
6 Beds ⋅ 8 Baths ⋅ ML82059045 MLS
Welcome to 21888 and 21886 Blue Oaks Place, an extraordinary custom estate built/designed by PPG. Perched on a private, sun-filled knoll, this serene retreat offers remarkable privacy and tranquility, close-in (5 minutes from 280), yet free from highway noise. Designed in a timeless California Refined Living style, the property spans approximately 9373 sq ft (including garages, main house and ADU), across 2 separate but adjacent parcels totaling approximately 8.16 acres. The main residence features 6 beds/6.5 baths, with flexibility for a 7th ensuite bedroom, or live in quarters, and area for a potential media/bonus room. The 3 car garage adds convenience & functionality to the main house, while a separate studio/ADU and 2 car garage is located on the adjacent property. Flooded with natural light throughout the day, the home enjoys sweeping views of the Western hills. One of the property's most compelling features is its potential to become a true family compound. With a total allowable MFA of 7,595 and MDA of 11,430 at the 21886 parcel, there is an opportunity to build a substantial second residence, adjacent to the existing ADU and two-car garage. There is also expansion potential remaining at 21888 if desired. Los Altos Schools: Gardner Bullis, Egan, and Los Altos High School

21888 Blue Oaks PL, Los Altos Hills

Listed by Marc Roos, 650-207-0226 from Christie's International Real Estate Sereno
(If provided) CoList: Eric Reitmeir from Christie's International Real Estate Sereno
$1,799,000
2 Beds ⋅ 2 Baths ⋅ ML82056341 MLS
Absolutely darling cottage minutes up Overlook Road and a short walk to downtown Los Gatos. Enjoy direct access to Aquinas Trailhead at the end of the road with miles of trails for walking and riding. This lovingly updated home features a remodeled kitchen with cherry cabinets, granite counters, stainless steel appliances, double oven, microwave and dishwasher. There are two renewed bathrooms with stone and tile surfaces, high ceilings, double pane windows and french door, newer retaining walls and refreshed landscaping including lemon, lime, plum, peach, and passion fruit trees. Hickory hardwood floors throughout. Two spacious bedrooms with built-in closet organizers offer beautiful and far reaching views. Recent upgrades include a new heating and air-conditioning system, new ducts, and fresh interior and exterior paint. Entertain on the large viewing deck or relax in the expansive backyard with mature landscaping & enclosed pergola and Trex decking& landscape lighting. A large two car garage with storage, plus extra parking provide convenience for guests. Served by award winning Los Gatos schools, Daves Ave Elementary, Raymond J Fisher Middle & Los Gatos High School. This charming home offers incredible sweeping views of the valley, mountain and city lights visible for miles

16900 Sheldon RD, Los Gatos

Listed by William Lister, 408-892-9300 from Coldwell Banker Realty
(If provided) CoList: from

$2,325,000
4 Beds ⋅ 3 Baths ⋅ BE41144474 MLS
Welcome to the exclusive elegantly designed and liberally spaced home built by Blackwell Brothers in the Evergreen Valley Estates neighborhood in the East Foothills of San Jose. This East facing rare offering showered by invigorating morning sunlight and rejuvenating energy in the living room provides stunning sun-bathed early morning views of the foothills and valley from all the bedrooms. Nestled in a serene enclave far away from the dust and din and yet provides rapid access to major Bay Area freeways 85, 101, 280, and 680. Reap the long-term value of your home that boasts of an elite school district with Chaboya Middle School (10/10), Evergreen Valley High (8/10), and the Evergreen Valley College within a walking distance. Pamper your rich taste and ambition of working in the 'corner office' by turning the North-East corner bedroom into a home office with a view. Balance your smart- earned day by taking sunset strolls to the close by observatory, wind down in the Evergreen Valley College sports park, or at the wild geese pond, or climb the small hillock of Montgomery to view the lights of downtown San Jose. This charming move-in ready beauty offers a large low maintenance backyard to relax, seek, and be with your inner peace or celebrate and share your milestone successes wit

5333 Creek Est, San Jose

Listed by Sam Sharma, (510) 358-0504 from Compass
(If provided) CoList: PK Sharma from Compass
$1,349,000
4 Beds ⋅ 2 Baths ⋅ ML82058347 MLS
Perched in the scenic San Jose foothills, 4787 Allegro Lane captures beautiful valley and mountain views stretching nearly 180 degrees, creating an impressive backdrop for everyday living. This versatile 4-bedroom, 2-bathroom home offers a flexible floor plan, generous living spaces, and effortless indoor-outdoor flow. Step inside to a bright and spacious living room where a large picture window frames the surrounding mountain views. Recessed lighting and updated laminate flooring give the home a clean, refreshed feel. The living area flows naturally into the dining space and kitchen, making the heart of the home ideal for both daily life and entertaining. The kitchen features ample counter space and updated appliances. A separate family room offers another inviting place to gather, complete with a wood-burning fireplace and sliding glass door opening to the covered backyard patio. The spacious primary bedroom features an en-suite bath and direct access to the backyard. The permitted garage conversion provides valuable additional living space, whether used for multi-generational living, a home office, or guests. Outside, enjoy the covered patio w/ ceiling fan, deck and patio areas, raised garden beds + planters, and plenty of room to gather with family and friends.

4787 Allegro LN, San Jose

Listed by Jordan Mott, 408-966-0846 from Intero Real Estate Services
(If provided) CoList: from

$465,000
ML82058045 MLS
Exceptional opportunity to own a very large, completely private and cleared main pad in a beautiful setting with ocean and valley views. The property features an additional medium-sized flat cleared pad with its own access road. 2 Stone Pillar gates with locks for additional security and privacy. Enjoy a combination of undeveloped ridgelines, usable flat areas, and multiple potential use areas throughout the property. Additional improvements include a recently cleared space suitable for a water tank and easy water delivery. The main pad and access roads were recently cleared and restored, making the property easily accessible and ready for your vision. The main pad is set well back from the road and cannot be seen from the main road, providing exceptional seclusion. Nobody has an easement to cross this property. You cannot see the pads from the main road. It is completely private. A third large flat area borders the neighboring property and offers additional usable space. The property also includes many beautiful mature trees of various species, creating a peaceful and natural setting. Always check with the county for any potential legal uses of the property.

36000 Mt Madonna RD, Morgan Hill

Listed by Brian Beck, 408-927-9782 from Brian R Beck, Broker
(If provided) CoList: from

$1,799,000
5 Beds ⋅ 5 Baths ⋅ ML82056032 MLS
Breathtaking Silicon Valley Views! Perched above the San Jose Country Club, this stunning home offers panoramic views of Silicon Valley and is nestled in a serene neighborhood near Alum Rock Park. Enjoy the perfect blend of privacy and convenience, with easy access to nature and city amenities. This unique home features two additional units, each with ensuite bathrooms and private entrances. Perfect for short or long-term rental income, multi-generational living or private guest suites. With ample parking and a prime location, it's a great opportunity!

16125 Yona Vista AVE, San Jose

Listed by Mark DeTar, 408-482-1727 from Compass
(If provided) CoList: from

$4,888,888
5 Beds ⋅ 6 Baths ⋅ ML82057475 MLS
Completed in 2025/2026 -- An Entertainers Dream with Unobstructed Views of Silicon Valley and Beyond. Perched on a quiet private cul-de-sac, this newly constructed Willow Glen masterpiece rests on a generous 30,875 Sq. ft. lot, offering privacy, comfort, and breathtaking views of SV, SJ Skyline, and surrounding mountains. Stunning open-concept layout, where soaring ceilings and abundant natural light create an airy, inviting atmosphere. Designed for modern living, this home features 5 spacious bedrooms, 5.5 lux baths, and a grand primary suite with walk-in closets and sweeping city views. The main-level bedroom with an en-suite bath provides exceptional flexibilityperfect for multi-generational living, hosting guests, or a home office. Additionally, a three-car garage, Wine display, premium finishes, and modern amenities. The living and family rooms flow seamlessly into the chefs kitchen and to the expansive backyardideal for indoor-outdoor entertaining. A large deck offers the perfect setting for gatherings, quiet relaxation, or enjoying sunsets. Ideally located near major freeways and top SV destinationsValley Fair, Santana Row, DT Willow Glen, Campbell, Los Gatos, PayPal Park, SAP Center, Levis Stadium, and SJC Airportthis home offers unparalleled luxury and convenience.

2661 Carol DR, San Jose

Listed by Josh Chavez, 650-294-8476 from Rainmaker Real Estate
(If provided) CoList: from

$2,775,000
6 Beds ⋅ 4 Baths ⋅ ML82056774 MLS
Stunning view estate in Morgan Hill with a spacious in-law quarters and real privacy! This solar powered custom designed home offers a spacious 6-bedroom, 4-bathroom with 4,357 square feet of living space on a 48,621 sq ft lot within the Morgan Hill Unified elementary school district. The chefs kitchen features granite countertops, double ovens, an electric cooktop, dishwasher, garbage disposal, exhaust fan, and a built-in BBQ grill, making it well-equipped for cooking and entertaining. Flooring throughout includes tile, carpet, wood, and other materials, providing variety and comfort. Enjoy multiple wood-burning fireplaces in the family room, living room, and other areas that add warmth to the space. The home includes a separate family room and formal dining room, along with central forced air heating and multi-zone central AC. Laundry is conveniently located with washer and dryer hookups. Additional amenities include walk-in closets, built-in vacuum, skylight, and a security gate, with a three-car garage completing the property. The guest house can be used as strong rental income. Rarely do estates of this caliber hit the market.

16955 Uvas RD, Morgan Hill

Listed by Yasir Aladdin, 408-569-3676 from Compass
(If provided) CoList: from

$3,450,000
4 Beds ⋅ 3 Baths ⋅ ML82056430 MLS
For the first time in 40 years, this remarkable 2 level family estate is opening its doors to a new chapter. Built in 1955 and held by the same family ever since 1986, this is more than just a home it is a rare opportunity to acquire a residence of incredible character sitting on three quarters of an acre. The expansive upper-level floor plan of 2,984 sq ft is thoughtfully designed for both grand entertaining and intimate daily life, featuring 3 generous bedrooms along with 2 full baths offering a grand opened space. Every room is bathed in natural light, creating a seamless connection between the interior and the breathtaking views and grounds outside. The lower level of 1,164 sq ft offering a full unit with 1 bedroom and 1 bath small full kitchen, living room, large laundry room. The property also has a 12,000+ sq ft of orchard with a variety of fruit trees. Around the house is stunning curated gardens that create an oasis along with a swimming pool that faces into the San Jose Valley, "A view beyond belief", with the city lights across the valley. This once-in-a-generation opportunity to acquire this remarkable estate and steward its beautiful legacy into a new era. Seller to exercise a 1031 exchange. Drive-in entrance is on Canon Vista. Go to YouTube, with address, See Video.

11081 Enchanto Vista DR, San Jose

Listed by Rich Occhipinti, 650-333-9066 from R J Properties
(If provided) CoList: from

$2,888,000
3 Beds ⋅ 3 Baths ⋅ ML82056381 MLS ⋅ San Jose County Club BLDG.
MAGICAL SHANGRI-LA LIVING OPPORTUNITY,. Set behind a grand stone-gated driveway on an expansive private estate lot, this exceptional residence offers breathtaking panoramic views and a resort-inspired lifestyle. Thoughtfully designed to maximize both privacy and scenery, the home captures sweeping vistas of the city skyline and golf course from one side, while overlooking a stunning courtyard pool oasis from the other. At the heart of the home, an impressive open-concept living area seamlessly connects to the chef's kitchen, creating an ideal space for everyday living and entertaining. Walls of glass frame spectacular views in every direction, flooding the interior with natural light and blurring the lines between indoor and outdoor living. The private courtyard serves as a true retreat, centered around a sparkling pool and surrounded by elegant gathering spaces. An expansive outdoor entertainment area features a fully equipped kitchen, making it effortless to host everything from intimate dinners to large-scale celebrations. Walking distance to the San Jose Country Club and Historic Alum Rock Park with Miles of Nature Trails. See floor plan option for adding more bedrooms and possible bath. SELLER WILLING TO NEGOTIATE SELLING ALL HOUSE FURNISHINGS IF DESIRED BY BUYER.

11230 Chula Vista AVE, San Jose

Listed by Gary Morgan, 408-504-3017 from Realty One Group Infinity
(If provided) CoList: from

$1,390,000
EB41143458 MLS
Ready build flat lot, roads n build permit, exclusive estate. Approved permits/complete utilities/infrastructure/approved septic and everything present including a driveway to the flat building site(from county road) and construction storage onsite. One of a kind lot in the Calero lake estate(Almaden) 360 clear views, huge county park backyard. All permits paid and plans stamped for construction. Pictures show sample villa home at another lot built with same approved plans/design All terms flexible. PGE upgraded safety in April. Build your dream home with county approved villa design(5 bedroom/5b, 4800 sq ft), expand later adding more area/ADUs/pools/courts/winery in your backyard etc. Unlimited options. All plans/CAD files included for easy edits/modifications if needed and seller will support the building process. Even ADU plans included. Possible to subdivide in future with CA SB9 lot split for exponential growth. Developed over 40 years ago with wide road/infra/approved lot.

22649 Country View CT, San Jose

Listed by Jonathan Minerick, (888) 400-2513 from HOMECOIN.COM
(If provided) CoList: from

$5,288,000
4 Beds ⋅ 5 Baths ⋅ ML82054191 MLS ⋅ Silver Creek Valley Country Club BLDG.
Welcome to an extraordinary custom-built estate in the prestigious Silver Creek Valley Country Club. This stunning single-story* residence offers 4,908 square feet of luxurious living space on an oversized, nearly half-acre flat lot with breathtaking views and exceptional privacy. Perfectly positioned within the community, the unique setting provides a rare sense of seclusion, with neighboring homes barely visible from the property. Designed for both elegant entertaining and comfortable everyday living, this home showcases spacious living areas, quality craftsmanship, and an impressive indoor-outdoor lifestyle.  Rare opportunity to own a custom single-story home in Silver Creek Valley. Silver Creek Valley Country Club offers a variety of membership opportunities, including golf, tennis, fitness, swimming, dining, and social activities, allowing residents to enjoy the lifestyle that best fits their needs. Properties of this caliber, size, and location rarely become available. The views, privacy, and overall experience of this remarkable home simply cannot be captured in wordsit must be seen in person to be fully appreciated.

5600 Country Club PKWY, San Jose

Listed by Ali Naimi, 408-475-2254 from Redfin
(If provided) CoList: from

$1,749,000
4 Beds ⋅ 3 Baths ⋅ ML82055966 MLS
The Good Life! True California ranch-style oasis tucked away on a private cul-de-sac on an oversized level lot. Situated in the Jackson Oaks community, offering four spacious bedrooms, each with scenic views, two primary suites on opposite wings of the home. Fresh landscaping, colorful low-maintenance gardens, meandering walkways, and a large front porch create inviting curb appeal. Double doors open to a formal entry, elegant lighting, and a sunken living room overlooking the grounds. The dining room features valley, western hill, and sunset views, plus an adjacent, central wet bar. The open kitchen and family room showcase vaulted beam ceilings, a wood-burning fireplace with floor-to-ceiling stonework, stainless steel appliances, stylish tile finishes, abundant natural light, and sliding glass doors to the backyard. Designed for entertaining, the level yard includes a recently refinished free-form pool and plenty of space for outdoor activities. Additional highlights include three full baths, walk-in closets, skylights, recessed lighting, central A/C, indoor laundry, water purification system, oversized two-car garage with storage, extra parking for oversized vehicles or a boat, and craftsman touches throughout. Community pool and clubhouse access complete the offering.

3120 Oak Leaf CT, Morgan Hill

Listed by Mike Bohnert, 650-504-2378 from Coldwell Banker Realty
(If provided) CoList: from

$1,799,000
4 Beds ⋅ 3 Baths ⋅ ML82055874 MLS ⋅ De Anza Oaks BLDG.
Lives Like a Single-Family Home in Cupertino's Prestigious De Anza Oaks! Exceptional 4 BD / 2.5 BA | 1,936 SF premium end unit residence with only one shared wall, a rare oversized backyard, & Silicon Valley views, a combination rarely found in the community. PUD ownership within a secure gated community. Light-filled interiors showcase wide-plank flooring, fresh designer paint, a dramatic skylight, & contemporary finishes. Remodeled gourmet kitchen with quartz countertops, stainless appliances, pantry, & seamless flow to expansive living & dining areas. Luxurious primary retreat offers a remodeled en suite bath with double sink vanity & LED mirror. Huge 4th bedroom with walk in closet offers flexibility as a bonus room, family room, or guest suite. Features include dual-pane windows, central heating, & three upgraded bathrooms. Remodeled 2-car garage with finished walls, epoxy floors, & oversized driveway. Extraordinary backyard offers expansive outdoor living, built-in bench seating, & sweeping Silicon Valley views. LOW HOA $440/month includes clubhouse, pools, park, playground, & scenic trails. Top Cupertino schools: Stevens Creek Elementary, Kennedy Middle & Monta Vista High. Near Whole Foods, Trader Joe's & Apple. Welcome Home!

22963 Longdown RD, Cupertino

Listed by Mary Clark, 408-309-8985 from Intero Real Estate Services
(If provided) CoList: from

$5,850,000
4 Beds ⋅ 3 Baths ⋅ ML82055779 MLS
Vintner Estate w/ state of the art tasting room/entertainment center, wine making & barrel room + residence or corporate retreat. Sweeping views of Silicon Valley. Residence features high ceilings, hardwood floors, sizable living & dining & chef's kitchen w/ premium appliances, quartz countertops & ample cabinetry. Designed for grand-scale entertaining, & separate from main residence is a beautifully custom-built, timber frame event venue w/ soaring open beam ceilings over spacious great room, walls of glass overlooking San Francisco Bay Area! Multi-purpose venue features dual indoor/outdoor fireplace, wet bar, private office, integrated audio, full bath & stunning observatory! Winery features 4 fermentation tanks, dedicated bottling room, wine cellar & storage. Continue vineyard operations or adapt for uses such as car collections, artist studio or world class home-gym, endless possibilities. Solar w/ 24 kilowatts, 2 - 2-car garages, level 2 240 volt EV charging & ample on-site parking. Grounds include expansive outdoor entertainment, pool & hot tub. Observatory w/Planewave CDK 12.5" telescope, Paramount ME mount, & support pier for deep space astrophotography of distant galaxies and nebula. Vineyard is 550 plants on 1/2 acre w/ 435 Cabernet Sauvignon, 75 Cab Franc & 40 Merlot.

15060 Montebello RD, Cupertino

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

$1,500,000
3 Beds ⋅ 3 Baths ⋅ ML82055608 MLS
Just 20 minutes from downtown Los Gatos, this beautifully renovated mountain retreat offers the perfect balance of privacy, modern comfort, and natural beauty. Located on a paved road with easy year-round access, the property feels worlds away while remaining close to Silicon Valley. Enjoy high-speed internet, owned solar, EV charging, backup generator, and a strong-producing private well that provides abundant water year-round. An added benefit is the fire station located directly below the property, providing nearby emergency response and additional peace of mind. The thoughtfully renovated home features timeless finishes, inviting living spaces, and expansive windows that capture sweeping ocean views and fill the home with natural light. Outside, enjoy your own private sanctuary with a private hiking trail, raised garden beds, and peaceful surroundings. Relax on the deck while taking in breathtaking sunsets or entertain family and friends in complete privacy. A separate downstairs apartment offers flexibility for multigenerational living, guests, a home office, or rental income. Move-in ready and combining privacy, self-sufficiency, spectacular views, and modern amenities, 1095 Wilderfield Road offers an exceptional mountain lifestyle just minutes from downtown Los Gatos.

1095 Wilderfield, Los Gatos

Listed by David Derousseau, 831-246-6564 from Epique Realty
(If provided) CoList: from

$1,625,000
5 Beds ⋅ 4 Baths ⋅ ML82054759 MLS ⋅ Eagle Ridge BLDG.
Stunning valley views await you in this Cardona model situated in the golf course community of Eagle Ridge. This home features timeless Spanish Revival architecture, beginning with a wrought iron gate entry leading to an inviting private courtyard. A charming guest casita, with its own exterior entrance & full bath, is connected to the main home by a dramatic loggia finished in Saltillo tile & accented with Mexican inlays. Inside, a grand entry with soaring ceilings & an elegant staircase creates an unforgettable first impression. A striking 2-sided fireplace, framed by graceful archways, connects the formal living room to a spacious library/office. The gourmet kitchen--featuring rich dark walnut cabinetry, decorator tile countertops, & stainless-steel appliances--flows effortlessly into the adjacent family room. Here, a distinctive Spanish-style corner fireplace creates an inviting space for gathering. Custom built-ins in both the family room and library add warmth, character, and functionality. Tile flooring extends throughout the main living areas, complemented by upgraded carpeting in select spaces. Outdoors, a sparkling lap pool sets the stage for relaxation, while breathtaking valley and mountain views can be enjoyed from the backyard and the private primary suite balcony.

6560 Eagle Ridge CT, Gilroy

Listed by Michael Lombardo, 408-892-6716 from Compass
(If provided) CoList: Matthew Lombardo from Compass
$1,688,000
4 Beds ⋅ 3 Baths ⋅ ML82054082 MLS
Located in San Martin, this gorgeous and peaceful light and bright open floor plan, 4-bed, 2 1/2-bath home offers 2,112 sf of living space on a spacious lot of approximately 2.7 acres. Relaxing patio great for morning coffee over looking the beautiful pool with incredible serene mountains and valley views. The kitchen is equipped with a 5-burner gas cooktop, double oven, dishwasher, garbage disposal, and recessed lighting complementing the dining area. High vaulted ceilings and a floor to ceiling stone facade wood-burning fireplace adds warmth and character in the family room. Flooring throughout including hardwood, laminate, and tile. Beautiful and inviting living room. Convenient inside laundry located next to the garage along with a ½ bath. Central forced air heating and central AC provide year-round comfort. 2-car garage. There is also an 800sf 2bed/1bath ADU (permits unknown). Morgan Hill Unified school district

14160 Lesley LN, San Martin

Listed by Terry Jarrouche, 408-209-9878 from Success Realty Inc
(If provided) CoList: from

$19,995,000
7 Beds ⋅ 8 Baths ⋅ ML82054633 MLS
RARE OFFERING OF SPECTACULAR ACREAGE & CUSTOM LUXURY | Set amidst rolling foothills, this extremely private estate adjoins undevelopable regional open space, harmonizing the beauty and serenity of nature with prized centrality to Bay Area destinations. The compound is ingeniously configured to afford grand-scale entertaining alongside casual enjoyment, ideal for autonomous, multigenerational living. Spread across 8+ acres, the gated grounds are crowned with a stately main residence brimming with custom touches, elegant spaces, and premium craftsmanship. Additional structures include a 2-bedroom guesthouse, indoor-outdoor pool pavilion, and versatile clubhouse with media theater and fitness center. The truly one-of-a-kind outdoor retreat offers an oversized spa, fire features, and dual ozone pools linked by an underwater passage. Highlights include a 260-panel solar array, garage parking for 10 cars, and 50-meter subterranean gun/archery range. This premier location is also near tech centers, downtown attractions, and exemplary schools such as Gardner Bullis Elementary, Egan Junior, and Los Altos High.

25355 La Loma DR, Los Altos Hills

Listed by Stefan Walker, 408-209-6100 from KW Bay Area Estates
(If provided) CoList: from

$1,535,000
ML82054423 MLS
Find tranquility and convenience on this beautiful, build-ready 20+/- acre lot in the foothills of East San Jose, which includes over $400,000 in recent improvements. The property offers rolling hills, gorgeous views of downtown San Jose, and a seasonal creek winding through the lower part of the land. This turn-key site is fully entitled and ready for you to build the estate of your dreams. Approved plans (PLN22-217, Building Site Approval, Design Review-Tier I & Grading Approval) ready for a striking 4,722 sq. ft. modern two-story residence with 5 bedrooms and 3.5 baths, designed by ODS Architecture, plus a 979 sq. ft. detached 3-car garage, a 980 sq. ft. detached workshop, a 466 sq. ft. detached ADU, and a pool surrounded by 14,000 sq. ft. of professionally designed landscaping. The plans showcase an open-concept living, dining, and kitchen layout, a primary suite with a private balcony, home gym, office, game room, courtyard garden, and multiple patios for indoor-outdoor living, all sited to capture the property's sweeping views. This is a fantastic opportunity to enjoy living in a prestigious, estate community, surrounded by elegant homes. The site also includes a 15 GPM well, ready to support your future home.

15475 Clayton RD, San Jose

Listed by Danielle Davenport, 408-888-7794 from KW Bay Area Estates
(If provided) CoList: from

$658,000
ML82054364 MLS
Rare opportunity to own approximately 40 scenic acres in one of South Santa Clara Countys most desirable rural settings at an exceptional value. Surrounded by vineyards, ranches, and custom homes, this beautiful property offers privacy, rolling terrain, and panoramic valley views. Improvements include a private well, water tank, electricity on site, storage shed, and several hundred mature olive trees. The current list price reflects the propertys existing access and is priced primarily as agricultural/recreational land, making it an outstanding opportunity for investors, outdoor enthusiasts, or those seeking a long-term land investment. Enjoy hiking, nature, wildlife, olive cultivation, or simply owning a spectacular piece of California countryside. Conveniently located with easy access to Morgan Hill, Gilroy, and the Bay Area, this is an affordable chance to own a large acreage parcel in a highly desirable location.

10900 Watsonville RD, Gilroy

Listed by Jenny Huang, 408-203-1128 from Coldwell Banker Realty
(If provided) CoList: from

$949,000
2 Beds ⋅ 2 Baths ⋅ ML82054151 MLS ⋅ Communications Hill BLDG.
Experience elevated living in this beautifully designed townhouse-style condominium nestled in the highly desirable Communications Hill community. Enjoy breathtaking valley views, soaring ceilings, oversized windows, and an abundance of natural light that fills the thoughtfully designed floor plan. All primary living spaces are conveniently located on one level, creating an ideal blend of comfort and functionality. The spacious living room opens to a private balcony, providing the perfect setting to relax and enjoy the surrounding scenery. The well-appointed kitchen is designed for everyday living and entertaining, featuring granite countertops, a large center island with seating, extensive cabinetry, a gas range, and a walk-in pantry. A second private balcony just off the kitchen is perfect for grilling or outdoor dining. The spacious primary suite offers a walk-in closet and an updated ensuite bathroom with dual vanities, while the secondary bedroom provides flexibility for guests or a home office. Additional highlights include an attached two-car garage, tankless water heater, water softener, and indoor laundry. Enjoy nearby parks, scenic trails, and easy access to commute routes, shopping, dining, and major Silicon Valley employers. It's time to call Communications Hill HOME!

3077 Valley Of Hearts Delight PL 6, San Jose

Listed by Jordan Mott, 408-966-0846 from Intero Real Estate Services
(If provided) CoList: Sujay Singh from Intero Real Estate Services
$1,988,888
4 Beds ⋅ 3 Baths ⋅ ML82053966 MLS ⋅ Holiday Lake Estates BLDG.
Perched in the coveted Holiday Lake Estates of Morgan Hill, this exclusive gated Tuscan-inspired estate commands sweeping panoramic views of the Diablo Range & Coyote Creek canyon, offering an unparalleled hillside sanctuary of elegance & tranquility on nearly one acre. This custom 3,689 SQFT estate, beautifully remodeled, showcases soaring vaulted ceilings, imported Italian travertine floors throughout, exquisite custom crown molding, & new interior designer paint. A magnificent Swarovski crystal chandelier illuminates the grand staircase, setting a tone of refined opulence upon entry. The gourmet chefs kitchen is a masterpiece, featuring a Carrara marble island, premium stainless steel appliances, & a stunning custom backsplash, seamlessly opening to expansive entertaining areas ideal for effortless gatherings. The primary retreat impresses w/ dramatic 15-foot ceilings, a cozy fireplace, intimate sitting area, generous walk-in closet, and a spa-inspired bath boasting onyx counters, a luxurious Jacuzzi tub, and invigorating rain shower. Additional highlights include multiple fireplaces for ambiance, a private guest suite with full bath, & an extraordinary 1,000-square-foot custom wine cellar/storage. Light-filled interiors with expansive windows frame the breathtaking vistas.

17864 Holiday DR, Morgan Hill

Listed by Nicholas Piazza, 408-458-6658 from Coldwell Banker Realty
(If provided) CoList: Joe Piazza from Coldwell Banker Realty
$1,399,000
3 Beds ⋅ 3 Baths ⋅ ML82053710 MLS ⋅ Redwood Estates BLDG.
Wonderfully updated and comfortable REDWOOD ESTATES private home. Quality upgrades, fine craftsmanship, high functionality are highlights of this tastefully updated sunlit abode. Spectacular sunrises on sprawling decks with panoramic views of the lush and inspiring Sierra Azul. Huge usable lot welcomes creativity for vast gardening, pets, pool, ADU? or a variety of uses. The updates to this home include EV charger, on demand h20, back up whole house gen, high capacity AC, designer - paints, trim, lighting, switches, outlets, hardware, doors, Calif. closets, hardwoods, custom front door and trim pkg, hardwood floors, dbl pane windows, marble counters, deep sink, elec. blinds, designer hardware, copper gutters, downspouts and ext. lighting, built ins, murphy bed, Kitchen Aid appliance suite. Vaulted ceilings & skylight, large hearth and mantle, great floor plan offers fine livability. Neighborhood pool, pavilion, park, pizza place, playing field and convenience store provide a community hub adjacent to a large SCC Fire Station. World Class Los Gatos public schools, easy access freeway corridors and proximus to silicon valleys biggest tech campuses, SJC, SFO and downtown's Los Gatos finest entertainment, dining and shopping. You wont find this kind of living for this kind of price.

21546 Alma CT, Los Gatos

Listed by Drew Reid, 408-515-1362 from Coldwell Banker Realty
(If provided) CoList: from

board logoThe data relating to real estate for sale on this display comes in part from the Internet Data Exchange program of the MLSListingsTM MLS system. Real estate listings held by brokerage firms other than Bailey Properties are marked with the Internet Data Exchange and detailed information about them includes the names of the listing brokers and listing agents.
Based on information from MLSListings MLS as of . All data, including all measurements and calculations of area, is obtained from various sources and has not been, and will not be, verified by broker or MLS. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.


Copyright 2026 MLSListings Inc. All rights reserved