Saratoga Homes with Guest House for Sale

4 Beds ⋅ 4 Baths ⋅ ML82049498 MLS

Welcome to 14486 Leland Circle, with award winning Saratoga schools, nestled behind private gates in the heart of Saratoga, this exceptional Mediterranean villa blends timeless elegance with resort style living. A grand arrival welcomes you with manicured landscaping, a beautiful fountain and iron accented double entry doors. Inside, refined finishes include marble accents, exceptional woodwork, custom carved doors and thoughtfully designed living spaces. The impressive foyer is flanked by a formal dining room and library overlooking the lush front grounds. At the heart of the home, the gourmet chef's kitchen features Thermador appliances and opens seamlessly to the great room, both enjoying views of the patios, gardens and sparkling pool. The luxurious primary suite offers a private retreat with a fireplace and spa inspired bath featuring dual vanities, a soaking tub and oversized shower. A butler's pantry and adjacent laundry room provide added convenience and functionality. Designed for effortless indoor outdoor living, the lower level flows naturally to multiple entertaining spaces surrounding the pool. Ideally located near Highways 9, 85 and Quito/Lawrence Expressway and West Valley Farmers' Market, this is a rare opportunity to own an exceptional Saratoga estate.

14486 Leland CIR, Saratoga

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

Sold listing courtesy of Yu Chieh Lee from NTERO

$18,998,000

8 Beds ⋅ 10 Baths ⋅ ML82049337 MLS

Privately gated and custom built by Conrado Home Builders, this internationally inspired contemporary estate is a masterwork of craftsmanship, scale, and luxury. Designed by Louie Leu Architect, the residence was conceived for intimate living and exceptional entertaining and has been featured in prestigious design publications. Brought to fruition with no expense spared, the home blends gallery-like interiors with sweeping bay views from nearly every room. Framed by sculptural landscaping, limestone terraces, and expansive lawns, the estate offers exceptional privacy while embodying the essence of refined California living. The chefs kitchen, grand family room, and tranquil primary suite are all oriented toward breathtaking vistas, seamlessly connecting the interiors to the surrounding landscape. An elevator services all three levels of the home, providing effortless access throughout. Resort-caliber amenities include an infinity-edge pool overlooking the bay, a movie theater, temperature-controlled wine cellar, two private offices, and a detached guest house with panoramic views. A rare offering where world-class design, extraordinary amenities, and a spectacular natural setting converge, this estate is one of Silicon Valley's premier lifestyle properties.

22525 Rolling Hills RD, Saratoga

Listed by David Welton, 408-234-1826 from Compass
(If provided) CoList: from

$9,000,000

4 Beds ⋅ 3 Baths ⋅ ML82043660 MLS

Set within the prestigious Glen Una enclave of Saratoga, 19941 Sunset Drive presents an extraordinarily rare & visionary offering on approximately 2.4 pristine, predominantly flat acres an exceptional canvas destined for one of Silicon Valleys most iconic legacy estates or a potential subdivision into two remarkable 1.2-acre parcels of equal distinction. Currently improved w/ a charming Spanish-style residence slated for redevelopment, 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 heritage oaks and a captivating redwood grove, the setting evokes a serene, park-like sanctuary while capturing sweeping valley and city-light vistas. The expansive grounds offer extraordinary flexibility to create a gated compound of unparalleled luxury, with ample space for a grand main residence, guest houses, pool and spa pavilions, subterranean or discreetly tucked garages, tennis or pickleball courts, bocce, and curated gardens that blend natural beauty with refined landscaping. Surrounded by majestic valley oak and redwood trees, the site offers city light views and mountain panoramas for architectural brilliance.

19941 Sunset DR, Saratoga

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

Sold listing courtesy of Chandani Group from COMPS

$11,100,000

8 Beds ⋅ 7 Baths ⋅ ML82039525 MLS

Nestled on over one pristine flat acre, this extraordinary Saratoga modern estate offers unparalleled luxury in the heart of Silicon Valley. Masterfully completed in 2023, the bespoke 6,824-square-foot residence unfolds across two elegant levels. This unique estate features eight magnificent bedroom suites, eight designer bathrooms, & one powder room, all set amid lush new landscaping & majestic vintage oak trees. The architectural masterpiece boasts soaring 25-foot ceilings in the great room adjacent to an exquisite living room & formal dining area that flows seamlessly into a state-of-the-art, open-concept kitchen. At 800 SQFT detached guest house, w/ its own living room & kitchen, & the 2 bedroom/2 bathroom suites overlooks the resort-style pool, spa, & meticulously curated gardens. Refinements include a cutting-edge home theater, sophisticated bar, adaptable spaces for a home gym or formal library/office, an outdoor chefs kitchen w/ BBQ, covered lounging areas, a welcoming fire pit, & multiple balconies w/ captivating vistas. Every detail from premium materials to flawless finishes reflects uncompromising quality & masterful craftsmanship, creating a serene, one-of-a-kind sanctuary of sophisticated modern elegance in one of Saratogas most prestigious neighborhoods.

14920 Sobey RD, Saratoga

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

Sold listing courtesy of Joseph Karakas from KWLGE

$17,000,000

6 Beds ⋅ 11 Baths ⋅ ML82033300 MLS

An extraordinary opportunity to reside on approximately four acres of impeccably manicured, level grounds in one of Saratogas most exclusive enclaves, set against the serene backdrop of the Saratoga Mountains* Tucked away in remarkable privacy, this distinguished property enjoys sweeping vistas of neighboring estates valued between $10 to $20 million, as well as surrounding vineyards, rolling hills, and heritage wineries*This bespoke residence, completed in 2022, spans 10,415 SQFT across three luxurious levels, seamlessly connected by an elevator & grand staircases*Featuring six magnificent bedroom suites, seven designer bathrooms, & four elegant powder rooms, the estate is gracefully sited on 4.19 private manicured acres*Expansive primary suite is a sanctuary of comfort & elegance* Detached guest house w/ its own living room and bathroom*An exquisite living room, grand great room, & a formal dining room all flow effortlessly into the open-concept, state-of-the-art kitchen*Resort like bar, home gym, library, golf simulator room, outdoor chefs kitchen, & 9 fireplaces/firepits*A true modern architectural masterpiece set within one of the most prestigious Silicon Valley neighborhoods*Every aspect of the construction reflects an uncompromising commitment to quality & craftsmanship*

20078 Goetting CT, Saratoga

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

Sold listing courtesy of Wen Guo from KWPEN

$2,700,000

3 Beds ⋅ 2 Baths ⋅ ML82032876 MLS

Mid-Century Modern home + a separate cottage in prime downtown Saratoga w/Saratoga Schools. Nestled in a quiet Cul-De-Sac yet steps to wonderful restaurants, coffee shops & more. Remodeled & impeccably maintained, this Wonderful Home offers open concept living & seamless indoor-outdoor entertaining. Multiple areas for entertaining: the Chef's gourmet kitchen, formal dining room, warm & inviting living room, separate family room & stunning lush scenic outdoors. Gourmet Chef's kitchen features a brand new high-end Wolfe range/oven, Fisher & Paykel refrigerator, Bosch dishwasher, & sleek granite slab counters. The primary features a large walk-in closet & remodeled bathroom w/granite slab counter & designer tile shower w/edgeless glass. The remodeled hall bath features tile flooring, granite counter & a shower/tub combo. The guest cottage is perfect for visitors, an office & includes a full bath. Added features: Private location w/no home in view; gleaming wood floors, smooth coat drywall texturing, abundant dual pane windows w/soaring sunshine w/scenic views, interior laundry, tankless water heater, upscale hardscape w/pavers & stunning stonework, room to play on turf lawns & bonus extra storage space. The ideal oasis w/walking trails nearby, yet close to major employers.

20808 Pamela WAY, Saratoga

Listed by Heidi Herz, 408-205-9625 from Golden Gate Sotheby's International Realty
(If provided) CoList: from

Sold listing courtesy of Sunmeet Anand from WDB

$4,488,000

4 Beds ⋅ 3 Baths ⋅ ML82012200 MLS

Charming 2,990+/- sf Carmel-style cottage offers extraordinary privacy and a serene setting in one of the most desirable Saratoga neighborhoods. The home is situated on a gated acre of lush, beautifully maintained grounds with mature trees, colorful gardens, lighted brick walking paths and a darling 507+/- sf guest house. The generous rooms, hardwood floors, warm colors and natural light create a welcoming and cozy ambience. Relax by the pool and enjoy the multiple patio areas ideal for entertaining or quiet enjoyment throughout the day. Whether you're hosting or seeking peaceful solitude, this property provides a unique blend of indoor-outdoor living and timeless appeal, and is just minutes from fine and casual dining, shopping, wineries, lively community events, parks and hiking trails in both Saratoga and Los Gatos. Also conveniently close to local amenities including businesses, health and wellness facilities, and major freeways. Distinguished Saratoga schools.

15745 Peach Hill RD, Saratoga

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

Sold listing courtesy of Chad Rabello from COMPS

$5,200,000

5 Beds ⋅ 3 Baths ⋅ ML82003146 MLS

Exceptional opportunity to own a nearly flat, north facing, sunny, ~1-acre lot in a prime Saratoga location, on the market for the first time in over 50 years. This desirable, nearly rectangular parcel boasts a south-facing backyard with excellent exposure, perfect for building a new estate home or potentially subdividing in a neighborhood of elegant estates. Walking distance to West Valley College, Redwood Middle School, Saratoga Village, the library, and farmers market, and a quick bike ride to Saratoga High School. The property features an open floor plan in a beautiful setting, plus a separate updated guesthouse, located in the heart of Saratoga only 4 minutes from the Village, offering the ideal blend of convenience and tranquility. Saratoga schools.

19516 Douglass LN, Saratoga

Listed by Bill Gorman, 408-872-3555 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Ranga Mannar from PAMN

$5,550,000

5 Beds ⋅ 5 Baths ⋅ ML82001767 MLS

Experience unparalleled luxury and privacy in this breathtaking 2013-built single-story ranch estate offering 5,420 sq ft of living space on nearly an acre situated ENTIRELY outside of CAL FIRE's designated High or Very High Fire Hazard Severity Zones which is an increasingly rare and valuable distinction especially when it comes to insurance coverage in today's market. This turnkey masterpiece features 5 bedrooms including 2 primary suites, and 5 elegantly designed bathrooms. The gourmet kitchen is a culinary dream showcasing rich cherry cabinetry, gleaming granite countertops, premium stainless steel appliances, a 48" Viking range, and a 48" Sub-Zero refrigerator. Entertain in style with a state-of-the-art home theater and a temp-controlled wine cellar. Expansive private backyard oasis with a solar-heated pool and spa, a charming gazebo equipped with an outdoor kitchen and fireplace, and a separate ADU with its own private gated entrance, yard, kitchen, and full bath perfect for guests, extended family or rental income. With the top-rated Saratoga schools, amenities which also include FIBER internet (rare for this area) and being just minutes from premier shopping, this home offers the ultimate in California luxury living. A true slice of paradise in an incredible neighborhood!

12979 Foothill LN, Saratoga

Listed by Adam Green, 408-857-4861 from KW Bay Area Estates Saratoga
(If provided) CoList: from

Sold listing courtesy of Tao Long from LONGT

$9,850,000

6 Beds ⋅ 7 Baths ⋅ ML81999621 MLS

Experience the pinnacle of luxury and craftsmanship in this custom-designed estate, spanning appx 7,064 sq. ft. and masterfully created by renowned architect Chris Spaulding. Built by esteemed builders Dave Flick & Dave Morey, this exceptional residence is set on a sprawling 1.42-acre lot in a prime location.The main house features five spacious bedrooms, five and a half bathrooms, plus a dedicated office, all designed with impeccable attention to detail. A separate guest cottage offers one bedroom, one bathroom, a full kitchen, and a cozy fireplace, perfect for visitors or extended stays.Designed for both style and function, the chefs kitchen is equipped with imported Brazilian granite countertops, a six-burner Wolf range with griddle and hand-forged stainless steel hood, two Thermador dishwashers, a Sub-Zero refrigerator, an oversized prep sink, a wine refrigerator, a warming drawer, and a butlers pantry.Luxury continues throughout with walnut flooring, a designer architectural lighting system, and high-end finishes. Outdoor amenities include a heated pool, putting green, and a covered patio with a fireplace, creating the perfect setting for relaxation and entertainment. This stunning estate property is perfectly located between downtown Los Gatos & downtown Saratoga.

15488 El Camino Grande, Saratoga

Listed by C.T. Harris, 408-375-9265 from Christie's International Real Estate Sereno
(If provided) CoList: from

Sold listing courtesy of Ranga Mannar from PAMN

$9,500,000

6 Beds ⋅ 8 Baths ⋅ ML81998042 MLS

Welcome to 16233 Cuvilly Way, a Tuscan style villa located on a quiet court minutes from downtown Saratoga. This custom home built in 2008 by Maggetti Construction was originally a model home and features all of the builders top caliber construction details. Exquisite primary suite retreat, 4 ensuite bedrooms and a convenient powder bathroom on the main living level of the home make this home highly functional while being stunning. The open concept floor plan centers around the gourmet chefs kitchen with an adjacent dining area and large great room. The kitchen boasts top of the line stainless steel appliances, custom alder wood cabinetry and granite countertops. The backyard is a relaxing oasis with pool, spa, outdoor kitchen and bocce ball court. There is a separate guest house with a kitchen, full bathroom and full laundry closet. There is a convenient access gate to Bohlman Road which leads to downtown Saratoga for a nice stroll of about 10 minutes for fine dining. Convenient access to 9, 85 and Saratoga Sunnyvale Road. Award winning Saratoga Schools. Dont miss this rare opportunity.

16233 Cuvilly WAY, Saratoga

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

Sold listing courtesy of Andy Tse from NTERO

$3,200,000

5 Beds ⋅ 3 Baths ⋅ ML81984402 MLS

Its All Here.... including Refinished hardwood flooring, Upgraded kitchens & baths, New interior & exterior painting, Dual pane windows with decorator coverings & views of lush landscaping, Contemporary slate fireplace, Supersize storage room, Cottage with 2 big bedrooms, Beautiful mix of new & mature draught tolerant landscaping, Cool pool with solar panels on roof (owned), spacious patio with an Apollo louvered roof pergola, & artificial turf under a shade tree with garden lighting that shows off in the evening! Walk to school & shopping, Short commute to tech jobs. Property consists of main residence with 4Br + Study & 2Ba & cottage with 2Br, 1Ba. Listed square footage includes both structures.

12858 Lantana AVE, Saratoga

Listed by David Call, 408-313-3311 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Andy Gan from NTERO

$6,000,000

6 Beds ⋅ 6 Baths ⋅ ML81961136 MLS

The charm of Carmel in Silicon Valley on a sought-after quiet coveted cul-de-sac in Montalvo surrounded by beautiful estates, fabulous chef's kitchen with high end appliances, expansive island, pantry, breakfast room with city light east foothill views opening to a vast family room embracing a lovely private park-like backyard. Primary suite with spa-like bath, sitting area, balcony & three adjacent family bedrooms. Main level suite. Expansive grounds with exquisite landscaping, pool/spa, cabana, with bathroom, charming guest cottage with full bathroom and kitchen (adds 400sf to the total living space). Grand entranceway, gated, easy access to Montalvo trails and the Village, excellent Saratoga schools.

20645 Montalvo Heights DR, Saratoga

Listed by Bill Gorman, 408-872-3555 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Susie V Kubota from CBR

$3,580,000

4 Beds ⋅ 3 Baths ⋅ ML81961267 MLS

Welcome Home to 14615 Quito Road, an Amazing Opportunity to Enjoy Your Own Private Sanctuary Just Minutes to both Downtowns Saratoga and Los Gatos with a Diiverse Mix of Shops and Restaurants. A Gated Entry Invites you into the Beautiful Nature with Majestic Oak trees and Park- Like Setting. This Gorgeous Property is Situated on an Acre Lot with Limitless Possibilities and has an Open Floor plan, High Ceilings with all Living Areas Beautifully Laid out to Capture the Stunning Views and Outdoor Spaces. Formal Living, Formal Dining, a Separate Family Room and an Open Kitchen Make this an Ideal Layout to Entertain Friends and Family. All Bedrooms Have Access to Outdoor Deck/Patios Perfect for Relaxation and to Soak in the Calming Views. Guest Cottage with a Sitting area, Kitchenette, Bedroom, Bathroom, a Private Balcony and its own Dedicated Laundry Area. Exercise Room with Mirrored Walls and Recessed Lighst. Premium Location w/Easy Access to Commuter Routes, Hakone Gardens & Numerous Parks & Trails. Distinguished Schools. This Home Effortlessly Blends Nature, Elegance,Comfort and it is s MUST SEE!

14615 Quito RD, Saratoga

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

Sold listing courtesy of Andy Tse from NTERO

$4,008,000

5 Beds ⋅ 4 Baths ⋅ ML81955367 MLS

Stunning, Completely Custom Victorian in Downtown Saratoga! The elegant main home was built from the ground up in 2006. It offers 3 bedrooms, 2.5 baths, plus office and enclosed sunroom. One-of-a-kind features include: mahogany flooring, wainscoting, chair rails, multi-tiered moldings, tall ceilings, and so much more. The 2 bedroom, 1 bath guest house (the original home on the property) is perfect for family or friends. Located on a quiet, tree-lined, street in one of the most sought-after, family-friendly neighborhoods of Saratoga. Home is just around the corner from top-rated Saratoga Elementary, just blocks to all the world-class dining, entertainment and wineries that the Historic Village is known for. Just minutes to Montalvo, Hakone Gardens and The Mountain Winery. This is a not-to-be-missed opportunity!

20665 Lomita AVE, Saratoga

Listed by Rebecca Jepsen, 408-357-3990 from Golden Gate Sotheby's International Realty
(If provided) CoList: from

Sold listing courtesy of Christine Wang from GNVR

$8,260,000

5 Beds ⋅ 7 Baths ⋅ ML81957038 MLS

Step into refined luxury in this Mediterranean-style estate, seamlessly combining elegance and functionality. Inside, discover expert woodwork, marble accents, and custom-carved doors for a touch of sophistication in every space. The main floor effortlessly unfolds with a grand foyer, a comfortable wood-paneled living room, and a well-appointed gourmet kitchen. From the family room, take in jaw-dropping views of the infinity pool and the tranquil nearby lake. Retreat to the primary suite and pamper yourself by the fireplace and marble-clad bathroom. The lower level opens to multiple versatile spaces, including a great room, theater, study, gym, and wine cellar. Outside, a meticulously-landscaped yard features a multi-tiered fountain, lush succulents, pool, spa, cabana and peaceful water features create a tranquil oasis, and inviting spaces for gatherings. This South Bay gem is the embodiment of refined living. Schedule a private tour to experience the grandeur of this extraordinary residence.

14486 Leland CIR, Saratoga

Listed by Hadi Ghafouri, 408-406-0006 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Hadi Ghafouri from CBR

$5,600,000

5 Beds ⋅ 4 Baths ⋅ ML81942060 MLS

Beyond words! Must see! Extraordinary chic Carmel style ranch home in Saratoga's most premier neighborhood, on well over nearly flat acre of usable land. Entertainers' dream setting with soaring trees, orchards, ample space, and privacy, make this the most livable sanctuary. Stunning views of the lush Saratoga and Monte Sereno mountainside and surrounded by multi million dollar estates, offers endless possibilities for the next legacy of this unique home. Within close proximity to award winning Saratoga Schools, Downtown Saratoga & Los Gatos, and all one could possibly desire on the west side of Silicon Valley. Idyllic pool side setting makes one want to sit and stay a while and just relax. The Main House is 2815 SF and the Guest House 770 SF. Build your dreams here, add on to existing, or add an ADU. Ideal setting for a combined living experience. We are excited for you to experience this sensational home. --

15200 Via Colina, Saratoga

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

Sold listing courtesy of Freda Wang from APR

$3,944,000

3 Beds ⋅ 3 Baths ⋅ ML81931777 MLS

Impeccable home in premier downtown Saratoga neighborhood. High quality construction featuring a timeless, flexible floor plan with modern amenities and finishes including custom built-ins, woodwork and cabinetry. Living room includes surround sound and media equipment. A luxurious master suite opens up to a stunning backyard oasis featuring an opulent pool and stunning gardens with flagstone patios and walkways. Total combined living area of 3,991 SF incl. main living area includes 3 Bedrooms, 2 and 1/2 Baths plus a separate office (or 4th bedroom) totaling 2,395 SF. An additional 1,308 SF finished basement with high ceilings and ability to plumb for bathroom, add additional bedroom, wine cellar, media room, etc. Also, not to be missed, is a 288 SF cottage with full bath and kitchenette. Detached 2-car garage and long driveway for off-street parking. Downtown Saratoga location offers quick access to parks, dining, boutiques, and close proximity to highly acclaimed Saratoga schools.

20281 Orchard RD, Saratoga

Listed by Cole and Riese, 408-219-3416 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Cynthia Sanchez-Singh from REEX

View All Saratoga CA Home Listings - With Guest House