01, The Team
Team Cappiello is a mother-son partnership at Sotheby's International Realty. Dana brings twenty years of relationships and a sharp instinct for value across the Peninsula and Coastside. Derek brings a contemporary eye, for marketing, for design, for the buyer who is moving from a city he understands first-hand.
Most of their clients come from another client. That isn't a slogan; it's how the practice has stayed deliberately small. They keep the circle close, the work careful, and the conversations honest, whether the property is a four-acre estate in Woodside, two hundred acres in the redwoods, or your very first home.
Top-producing agent specializing in luxury homes, equestrian properties, and country estates across the Peninsula and West Marin, with over 20 years of experience.
Over 20 years in the Bay Area with more than $100 million in real estate sales, known for a deep referral network and a calm, trustworthy presence.
02, Services
No funnels and no scripted "process." Just the things we've learned matter when a property, or a piece of land, is the largest decision of someone's year.
Off-market access, careful diligence, and a steady hand from the first walk-through to the closing table. You'll always know what a property is worth, and what it isn't.
Sotheby's global reach, editorial marketing, and a launch calibrated for the right buyer rather than the loudest one. Quiet, considered, decisive.
A genuine specialty. Acreage, water, easements, zoning, equestrian infrastructure, the questions most agents don't think to ask, and the answers that decide a deal.
From Half Moon Bay to the ranches of West Marin and Petaluma. Properties that take patience to find and a clear eye to value properly.
03, Featured Properties
Half Moon Bay, CA 94019
Set on 8.5 private acres in coveted Half Moon Bay, a beautifully remodeled contemporary ranch pairing refined indoor-outdoor living with exceptional equestrian amenities, minutes from town, a world apart in feel.
Pescadero, CA 94060
One of the most extraordinary private coastal assemblages to come to market in decades, approximately 161 acres of entirely ocean-facing land in Pescadero with rolling pasture, panoramic Pacific views, one existing residence, and rare potential for two additional homes.
Petaluma, CA 94952
A meticulously remodeled farmhouse retreat on 1.78 acres just moments from the heart of Petaluma, pairing rustic elegance with modern luxury, multiple outbuildings, and the kind of flexible country living that is increasingly hard to find close to town.
Scotts Valley, CA 95066
An extraordinary 230-acre redwood retreat in Scotts Valley, diverse terrain, mature redwoods, an installed well, and a position inside the prestigious Scotts Valley School District. A rare canvas for a private sanctuary, hospitality concept, or legacy estate.
04, Sold
A quick look at the kind of legacy properties Team Cappiello has already brought across the finish line.
Woodside, CA 94062
Woodside, CA 94062
Sonoma, CA 95476
Redwood City, CA 94062
Emerald Hills, CA 94062
Woodside, CA 94062
Woodside, CA 94062
Sonoma, CA 95476
Redwood City, CA 94062
Emerald Hills, CA 94062
Woodside, CA 94062
Woodside, CA 94062
Sonoma, CA 95476
Redwood City, CA 94062
Emerald Hills, CA 94062
Woodside, CA 94062
Woodside, CA 94062
Sonoma, CA 95476
Redwood City, CA 94062
Emerald Hills, CA 94062
Woodside, CA 94062
Woodside, CA 94062
Sonoma, CA 95476
Redwood City, CA 94062
Emerald Hills, CA 94062
Woodside, CA 94062
Woodside, CA 94062
Sonoma, CA 95476
Redwood City, CA 94062
Emerald Hills, CA 94062
Woodside, CA 94062
Woodside, CA 94062
Sonoma, CA 95476
Redwood City, CA 94062
Emerald Hills, CA 94062
Woodside, CA 94062
Woodside, CA 94062
Sonoma, CA 95476
Redwood City, CA 94062
Emerald Hills, CA 94062
Woodside, CA 94062
Woodside, CA 94062
Sonoma, CA 95476
Redwood City, CA 94062
Emerald Hills, CA 94062
Woodside, CA 94062
Woodside, CA 94062
Sonoma, CA 95476
Redwood City, CA 94062
Emerald Hills, CA 94062
Woodside, CA 94062
Woodside, CA 94062
Sonoma, CA 95476
Redwood City, CA 94062
Emerald Hills, CA 94062
Woodside, CA 94062
Woodside, CA 94062
Sonoma, CA 95476
Redwood City, CA 94062
Emerald Hills, CA 94062
04, Trust
A handful of clients, shared with their permission. The rest you'll have to take on faith, or ask a neighbor.
Dana and Derek Cappiello are the best realty team I have ever met. Dana's depth of knowledge, experience and connections within the real estate market combined with Derek's delightful personality and willingness to follow his Mama's lead makes them a team beyond compare. Dana has helped me sell and buy multiple properties and it has always been a joyful and positive experience.
Dana is SUCH a pleasure to work with. She went above and beyond to understand our needs, and she was vital to our complex escrow process. Our purchase went through more than 6 months ago, and she STILL helps us with everything from attorney recommendations to land use ideas. I cannot recommend her enough.
We had an incredible experience with Dana and Derek Cappiello as first-time home buyers. Their patience, expertise, and genuine support made the process smooth and as stress-free as it could be. They were incredibly responsive and proactive, provided valuable advice, and never pressured us into making decisions.
Dana was great on several levels. She sold our house 5 days after it hit MLS, and before it was officially taking bids at asking price, for 10% over asking price with multiple offers. Dana removes a lot of the stress associated with selling a home, and gets a price that makes both the seller and the buyer happy.
Dana and Derek Cappiello are the best realty team I have ever met. Dana's depth of knowledge, experience and connections within the real estate market combined with Derek's delightful personality and willingness to follow his Mama's lead makes them a team beyond compare. Dana has helped me sell and buy multiple properties and it has always been a joyful and positive experience.
Dana is SUCH a pleasure to work with. She went above and beyond to understand our needs, and she was vital to our complex escrow process. Our purchase went through more than 6 months ago, and she STILL helps us with everything from attorney recommendations to land use ideas. I cannot recommend her enough.
We had an incredible experience with Dana and Derek Cappiello as first-time home buyers. Their patience, expertise, and genuine support made the process smooth and as stress-free as it could be. They were incredibly responsive and proactive, provided valuable advice, and never pressured us into making decisions.
Dana was great on several levels. She sold our house 5 days after it hit MLS, and before it was officially taking bids at asking price, for 10% over asking price with multiple offers. Dana removes a lot of the stress associated with selling a home, and gets a price that makes both the seller and the buyer happy.
05, Regions
Specializing in Northern California, from the Peninsula and Coastside up through West Marin and Petaluma. Local knowledge isn't a tagline. It's the difference between a property that pencils out and one that quietly costs you for a decade. We know the well tables, the school zones, the back roads, and the contractors who actually show up. For ranches and larger acreage, we work with developments suited to food production or long-term preservation. Ask us anything.
07, A quieter way
A first call is no pressure and no pitch. Tell us what you're thinking, buying, selling, or just curious about value, and we'll be straight with you about whether now is the right moment.
08, Contact