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Josh Dempsey

@jdnapavalley

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Napa Regional Director @vanguardproperties
Finding your perfect home in Wine Country.
Residential • Land • Vineyard • Winery
DRE# 01297595
POSTS STORIES REELS TAGGED
What if home felt a little more like checking into your favorite resort? At 306 Vine Row Court, ownership within @stanlyranchauberge brings with it access to the members-only Stanly Ranch Club and the world of Auberge Resorts Collection. And that’s before we even get to the home itself. Offered at $8,995,000. DM us to discover more. Listed by @jongrauman @jdnapavalley
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4189 Silverado Trail. | Price: $4,795,000. A modern farmhouse in Calistoga, redone top to bottom and ready to move in. Reclaimed beams, plaster walls, wide plank oak floors. Two guest suites for everyone who comes to stay. Outside is where it really lives. A pool and spa, pickleball, an outdoor kitchen and fireplace, and your own Cabernet vines right up against Duckhorn’s Three Palms. Family memories, are meant to be shared here… 4189Silverado.com #Calistoga #NapaValley
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Last week I went to a magical place on my now, annual trip to @kswaveco I managed to win the “wave of the day” t-shirt (thanks designer and GOAT 🐐 @kellyslater for loaning me one of his 11! world 🌎 surfing 🏄 trophies 🏆. I will be embarrassed to wear the t-shirt around @doctor.masi who had a wave 🌊 with two deep barrels and looks and surfs like a GOD as well as being an incredible doctor (can’t have everything). Wonderful friends and hospitality on a glassy wave in Lemore California far from any ocean. Thanks @jdnapavalley @jasonpdriscoll @henselwestwines @galengiff #surf #surfing #waves
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Not just a home. A setting. A place for slow mornings, long lunches, midnight swims, and stories that get better with age. Thoughtfully designed, quietly dramatic, and perfectly at home among the vines. . . . . . #StHelenaCA #NapaValleyLiving #NapaValleyHomes #WineCountryLiving #NapaValleyArchitecture #CaliforniaArchitecture #LuxuryArchitecture #ResidentialArchitecture #ArchitecturalFilm #ArchitecturalVideography #DesignStorytelling #CinematicSpaces #QuietLuxury #TimelessDesign #ModernCraftsmanship
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4189 Silverado Trail. The kind of home your kids grow up in and never forget. Modern farmhouse in Calistoga, redone top to bottom in 2025. Reclaimed beams, plaster walls, antique French doors, wide plank oak floors. Warm and textured, the moment you walk in. But it’s the outside that makes it a family home. A pickleball court. Horseshoes. A saltwater pool and spa. An outdoor kitchen and fireplace for the long dinners. Olive trees, gardens, and your own Cabernet vines, right up against Duckhorn’s Three Palms Vineyard. Two guest suites for everyone who comes to stay. Room to play, room to gather, room to just be together. This is where the memories get made. 4189Silverado.com
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United 🇺🇸 🥹 Grateful
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Modern farmhouse elegance in the heart of Calistoga. Join us May 30th from 12–2 PM for an exclusive look at 4189 Silverado Trail. A beautifully reimagined Napa Valley family home, with vineyard views, a guest cottage, pool & spa, and effortless indoor-outdoor living. Come experience it in person!
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🍷 PRICED AT: $4,950,000 From vineyard views and resort-style outdoor spaces to the stunning guest house and timeless design, 4189 Silverado Trail feels like your own boutique resort in the heart of Calistoga. 🌴 This is the kind of property you never want to leave. Listed By: @erinlail | @jdnapavalley #NapaValley #Calistoga #LuxuryRealEstate #WineCountryLiving #NapaHomes
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I’ll tell you the detail that got me. This house sits right next to Three Palms Vineyard. If you know Napa wine, you just sat up a little straighter. That’s the Duckhorn vineyard, one of the most famous pieces of dirt in the entire valley. This property doesn’t just look at it. It lives beside it, with 665 of its own Cabernet and Petite Sirah vines out the back. But here’s what surprised me walking through. It’s brand new inside - a full 2025 redesign by Kirsten Bennett and yet it feels like it’s been loved for a hundred years. Reclaimed beams. Hand-polished plaster. Antique French doors that came from somewhere with a story. Wide white oak floors, limestone, brass that’s already starting to glow. The kind of warmth you can’t fake and can’t rush. Then you step outside and it turns into a whole life. Saltwater pool and spa. An outdoor kitchen and fireplace for the long dinners. A pickleball court. Horseshoes. Olive trees, mature gardens, two guest suites for everyone who ving to want to stay, and a wine cellar for what you’ll make from those vines out back. This is the rare one that’s equal parts elegant and fun. You could host forty people here on a Saturday and still wake up Sunday to total quiet with a coffee and that vineyard view. Modern elegance, farmhouse soul, and one of the best vineyard addresses in Calistoga. - 4189 Silverado Trail • Calistoga $4,950,000 4 BD • 5 BA • 4,826+ sq ft • 1.38+ acres Guest cottage • pool & spa pickleball court 665 vines • adjacent to Duckhorn’s Three Palms Vineyard Complete 2025 redesign by Kirsten Bennett Interiors Tour at 4189silverado.com or DM “SILVERADO” Listed by: @erinlail | @jdnapavalley #Calistoga #NapaValleyRealEstate #napa #ThreePalms #WineCountryLiving
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It’s the quieter moments that linger here. Soft light, open doors, and the feeling of nowhere else to be. Welcome to 306 Vine Row Court. DM for more details. #napa #napavalley #auberge
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Discover The Residence at Four Seasons Napa Valley. 📍21 Lawley Lane, Calistoga, CA is Nestled in the heart of Napa Valley, where sunlit vineyards meet dramatic mountain vistas, the Private Residences offer luxurious accommodations and is in close proximity to famed wineries and activities. 💰$7,500,000 Step inside to discover: • Set on a private and expansive .47 acre east-facing parcel, one of the largest and most private homesites • A dramatic vaulted great room anchors the home and opens directly to outdoor entertaining spaces and the only private heated saltwater pool within the community. • The layout includes four spacious ensuite bedroom wings, offering comfort and separation for both owners and guests. • The gourmet chef’s kitchen is designed for both everyday living and entertaining. • Ownership includes full access to Four Seasons resort amenities including Michelin-recognized dining, spa and wellness facilities, fitness center, vineyard experiences, concierge services, and the signature hospitality that defines the Four Seasons brand. • With just 20 private residences in the entire Four Seasons Napa Valley residential enclave, it is also one of the smallest Four Seasons residential offerings in the world. For more information about this home or any of our up-and-coming listings please connect with Garrett Weston or Josh Dempsey by calling 714-425-6904 @garrett_weston @jdnapavalley @fsnapavalley
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