Finding your Perfect Home
in wine country

  • 4125 Big Ranch Road Napa

    $6,250,000

    -SOLD -

  • 9 Palisades Place Calistoga

    $5,200,000

    - SOLD -

  • 1330 WHITEHALL LANE, ST HELENA

    $5,000,000
    - SOLD -

  • 2880 Foothill BLVD Calistoga

    $3,995,000

    - SOLD -

  • 18775 Deer park drive, SONOMA

    $4,175,000
    - SOLD -

  • 7774 Silverado Trail Napa

    $9,050,000

    -SOLD / BUYER’S AGENT -

  • 3761 silverado TRAIL north, Calistoga

    $5,250,000

    - SOLD -

  • 2 LAWLEY LANE CALISTOGA

    $4,500,000

    -SOLD -

  • 280 POPE STREET, ST HELENA

    $4,677,000

    -SOLD -

  • 1225 Allyn Ave St Helena

    $4,150,000

    -SOLD -

  • 2051 Curry Lane Napa

    $9,100,000

    -SOLD / BUYER’S AGENT-

  • 1103 Larkmead Lane Calistoga

    $3,000,000

    -SOLD -

Current Listings


Current Listings


THE BEST JOURNEY TAKES YOU HOME

Take this journey with US and find your perfect home
in wine country.


Communities

 

JOSH DEMPSEY

NAPA VALLEY’S LEADING
REAL ESTATE AGENT

With over 20 years of experience in real estate sales, marketing, development and customer service, Josh is consistently recognized as a top performer, closing over $650MM in sales to date. In February 2021, Josh was appointed Regional Director for Vanguard Properties in Napa Valley, Josh worked closely with Vanguard ownership to open the company’s 16th office in Northern California, located in the heart of St Helena. Over the past decade, Josh has consistently ranked among the top producers in wine country and in 2022 he closed over $110,000,000 in sales. Leading with authenticity, humility and hard work have been integral to his success. 

Articles and News


Articles and News


WORDS FROM OUR CLIENTS

 

“Not only was Josh one of the best Realtors we have ever used, but he has become a good friend as well! His perception of our needs and tastes were dead-on. Combined with his knowledge of the market and his network, we were looking at properties that met our needs within days. He never wasted our time, works 24/7, is always reachable, and is a great negotiator.

He’s the real deal.”


— Fred H. - St Helena, CA

 

“We met Josh through Calistoga Ranch where we are owners, allowing us 6 weeks per year in the Napa Valley. He knew we were considering a move from Virginia and were trying to determine where we should land full time. We had discussed several options. Finding us at the pool at the Ranch one day, Josh sat down and we began a discussion of our dreams, needs, desires, passions… the following day, we were looking at houses in Napa Valley. Within a week. Josh showed us the house that became our home. He is intuitive, articulate, and really listens. He ‘gets’ people and fulfills dreams! But above all else, we like Josh. Thanks to Josh, we are living OUR dream.”


— Brenda H. - St. Helena, CA

 

“It is with great pleasure that we would like to share our positive experience working with Josh Dempsey as our real estate agent. He has a wealth of knowledge and contacts, which he brought to our purchases to make them seamless and stress free. He has the right combination of common sense and enthusiasm for the deal to make the entire process enjoyable. He is competent, humble and has the highest levels of integrity to make sure your best interests are served.”


— Al & Brenda K.W. - Toronto, Canada; Calistoga; Paris, France