Jamie O'Keefe

Jamie O'Keefe

Luxury Real Estate Broker

Jamie has worked in real estate since 2005, specializing in waterfront and island properties. He earned a BA in Communications and had a successful 10-year career in journalism and public relations before entering the real estate profession. He loves meeting new clients and is as comfortable handling the sale of oceanfront estates as he is helping buyers navigate today's competitive market and find the perfect property. Recent notable transactions include the sale of the iconic Keeper's [...]

Jamie has worked in real estate since 2005, specializing in waterfront and island properties. He earned a BA in Communications and had a successful 10-year career in journalism and public relations before entering the real estate profession. He loves meeting new clients and is as comfortable handling the sale of oceanfront estates as he is helping buyers navigate today's competitive market and find the perfect property. Recent notable transactions include the sale of the iconic Keeper's House on Isle au Haut and the magnificent Breakwater estate in Bar Harbor. Jamie's listings have been featured in editorial pieces in The New York Times, Boston Magazine, Soundings Magazine, Yankee and The Week.

Jamie moved from Connecticut to coastal Maine in 2003 and feels fortunate to live and work in one of the most beautiful places on Earth. He serves on the Board of the Society for the Prevention of Cruelty to Animals of Hancock County and co-chairs the organization's benefit Wine & Whiskers gala, held each summer on Mount Desert Island. Jamie previously served on the family selection committee of Habitat for Humanity and as president of the Hancock-Washington Board of Realtors. In his spare time, Jamie enjoys running, snowboarding, surfing, and working on his vintage Porsche 911.

Office Location

Specifications

  • Languages:
  • Specialties: LandVest | Christie's International Real Estate
  • Service Area: Blue Hill Peninsula, Down East, Islands, Mount Desert

Jamie's Testimonials

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LandVest's Blog Posts

2025 New England Luxury Real Estate Report04.20.26

2025 New England Luxury Real Estate Report
The New England Luxury Real Estate Report is an annual review of select high-end markets in Maine, Massachusetts, New Hampshire, Rhode Island, Vermont, and the Adirondacks. Commentary and insights are provided by Luxury Real Estate Advisor [...]

The Risk of Waiting to Sell: The Next Five Years in Today's Market02.19.26

The Risk of Waiting to Sell: The Next Five Years in Today's Market
The economy feels unsettled. Unemployment is negatively impacting white collar jobs. Consumer sentiment is down. The Federal Reserve is holding rates flat, with no clear timeline for cuts. Costs remain high, and uncertainty is a constant in conversation.

LandVest | Christie's International Real Estate Surpasses $1 Billion in Annual Sales01.15.26

LandVest | Christie's International Real Estate Surpasses $1 Billion in Annual Sales
LandVest | Christie’s International Real Estate closed more than $1 billion in residential sales in 2025. The result reflects a year of disciplined growth across New England, with an average sale price of $2.5 Million

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