Erin Lail
A fifth-generation Napa Valley family member who reports more than $1 billion in career sales (RealTrends Verified) across St. Helena, Calistoga, Rutherford and Napa.
Licensed agents who list and sell homes, vineyard estates and wine country properties across Napa Valley, from the city of Napa up-valley to Yountville, St. Helena and Calistoga. Filter by brokerage, experience, or review count.
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Josh Dempsey is currently marketing one of Napa Valley's most significant active listings: 1979 Sulphur Springs Road in St. Helena, a five-bedroom, 4,478-square-foot vineyard estate offered at $11,995,000. His current book also includes 306 Vine Row Court in Napa at $8,995,000, 21 Lawley Lane in Calistoga at $6,900,000 and 1237 Bella Oaks Lane in Rutherford at $5,950,000. His average sale price runs near $4 million, in a county where the median single-family home sold for about $918,000 in September 2026 (C.A.R.).
Josh has more than 20 years in real estate sales, marketing and development and has closed more than $870 million in career sales, including more than $165 million over the past two years. He was the top-producing agent in Napa County in 2022 and has ranked among the valley's top five producers two years in a row, per Realist. In February 2021 he was named Regional Director for Vanguard Properties and opened the firm's St. Helena office on Railroad Avenue, its 16th in Northern California.
Napa Valley deals rarely look like suburban ones. Much of the valley floor sits in the Agricultural Preserve, where parcels carry a 40-acre minimum and residential use is secondary to agriculture, and buyers routinely underwrite wells, septic systems, planted acreage, winery use permits and wildfire insurance. Josh's background is in exactly that territory: he was Director of Real Estate at Calistoga Ranch, exclusive listing agent for Four Seasons Resort and Residences Napa Valley, and has worked the sales of Stanly Ranch, an Auberge Resorts Collection property, and Montage Healdsburg. He serves second-home owners, relocating buyers and full-time residents from Napa to Calistoga, along with Sonoma and Healdsburg.
A fifth-generation Napa Valley family member who reports more than $1 billion in career sales (RealTrends Verified) across St. Helena, Calistoga, Rutherford and Napa.
Hillary Ryan has worked in real estate since 1997, first in San Francisco and Marin, and has been named a Top 100 sales associate within Sotheby's International Realty.
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More than $870 million in career sales, the 2022 top-producing agent in Napa County (Realist), and the former exclusive listing agent for Four Seasons Resort and Residences Napa Valley.
Reports 460+ properties sold across Calistoga, St. Helena, Oakville, Rutherford, Yountville and Napa, with a focus on estates, land, vineyards and wineries.
A four-decade Napa Valley agent whose family team carries one of the larger review counts in the county.
Co-leads the Pujals Team with Susan Pujals; the firm reports more than 300 five-star reviews and a Best of Zillow designation.
A 35-year Napa Valley resident from a three-generation real estate family, reporting $625M+ in career sales across 450+ transactions.
Named Napa's Finest Realtor for 2023 by the Napa Valley Register and a Gold winner in Best of Napa County 2025.
Named Best 2025 Real Estate Team of Napa County, Elizabeth Olcott's team works across 11 Northern California counties and handles a large share of inherited-home and trust sales.
A referral-driven Napa team whose sold history includes a $19,500,000 Oak Knoll AVA vineyard and a $12,000,000 Wolf Knoll estate.
A boutique downtown Napa team named Favorite Real Estate Company by Napa Valley Register readers in 2023 and 2024, with an agent trained in viticulture and enology.
A Napa native with a wine industry background; her team reports 51 closed sales totaling $44.2M over five years, mostly in the city of Napa.
Reports 200+ transactions worth about $615M since 2017, after 11 years in hospitality sales with Marriott.
A two-agent team that RealTrends credits with $16.6M across 16 transaction sides in 2025.
RealTrends lists $13.2M in recent volume across 11.5 sides, with an average sale near $1.14M.
Reports 40+ sales in the past 12 months, with most of his work in the city of Napa and downtown.
The go-to agent for Napa Yacht Club and private-dock homes along the Napa River, reporting $815M+ in career volume.
A Santa Rosa broker covering Napa, Sonoma and Marin whose vineyard and winery work centers on Napa and Sonoma counties.
Serves Napa, American Canyon and Yountville along with Solano County, with 66 transactions on record per HomeLight.
A Napa Valley resident since 1991 who works alongside her son Casey and is a member of Coldwell Banker's International Diamond Society.
Looking for a specific town? See the St. Helena Realtors, Calistoga Realtors and Sonoma Realtors directories.