Be Our Guest – 5 Properties with a Guest Home or Two

We cannot believe how quickly this year is moving! Fall is already here and before you know it, we will be hitting the holiday season, which likely means extensive travel and an overabundance of guests. So for those whose current residence cannot adequately accommodate large gatherings, we have curated a list of 5 gorgeous properties that offer a guest home for moments when friends and family stay overnight. Contact us if you would like to preview them in person. We would be honored to assist you. Happy hosting!

18702 Bear Creek Road, Los Gatos, CA 95033

Listed by Compass at $3,459,000

18702 Bear Creek Road Guest Home

Privacy abounds in this gorgeous Mediterranean estate that is surrounded by 1,200 acres of open space and walking trails. Inside, homeowners have plenty of room to spread out with 3,650 square feet of living space while guests are sure to appreciate the detached casita with kitchenette and full bath.

68 Broadway, Los Gatos CA 95030

Listed by Compass at $5,888,888

68 Broadway Guest Home

Own a piece of Los Gatos history with the Les Moineaux estate. Over 3,548 square feet of living space, this authentic French Normandy-style residence also features a 1,180 square foot guest home. With 2 bedrooms, 2 full bathrooms, living and dining room combination, updated kitchen, mudroom with laundry hookups, and a basement, it is ideal for company planning an overnight stay or two.

22100 Mt Eden Road, Saratoga, CA 95070

Listed by Compass at $18,000,000

22100 Mt Eden Road Caretakers House

22100 Mt Eden Road Guest Cottage

Situated on 20+ scenic acres in the Saratoga foothills, this unique Tuscany-inspired estate boasts over 7,504 square foot main house with 4 bedrooms, 5 full bathrooms, 1 partial bath. There is also a 512 square foot caretakers house, 1,653 square foot groomsman cottage with 2 bedrooms, 2 full and 1 partial bath, kitchen and garage. If that is not enough space for visitors, there is also a 976 square foot guest cottage with a bedroom, bathroom and kitchen.

16125 Greenwood Lane, Monte Sereno, CA 95030

Listed by Compass at $17,500,000

16125 Greenwood Lane Guest Home

Nestled in prestigious Monte Sereno, this private estate offers unparalleled quality and tranquility with its orchard, rose gardens, pond and maze. In addition to the remain house and fully-appointed apartment, there is also a two-bedroom guest home that family and friends are sure to appreciate during overnight stays.

1575 Santa Maria Avenue, San Jose, CA 95125

Listed by Compass at $1,498,000

1575 Santa Maria Avenue Guest Home

Located in a prime neighborhood, this stunning Spanish-style home offers great curb appeal, expansive living spaces and a beautiful backyard. During the holidays, guests will enjoy the privacy afforded by the separate 300 square foot cottage on the spacious lot.

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WHO IS THE DAWN THOMAS TEAM OF SILICON VALLEY AND BEYOND?

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