Jamie Crowley

Jamie Crowley

Project Manager

Jamie has a high level of knowledge about Cape Cod's coastal real estate markets. He has represented distinctive properties from the National Seashore to Woods Hole, and he specializes in complex waterfront properties. His lifetime of experience and contacts on the Cape are extensive resources for both buyers and sellers. He is a skilled negotiator with keen competitive instincts trained through investment sales and trading and from his ownership of restaurants on the Cape and in [...]

Jamie has a high level of knowledge about Cape Cod's coastal real estate markets. He has represented distinctive properties from the National Seashore to Woods Hole, and he specializes in complex waterfront properties. His lifetime of experience and contacts on the Cape are extensive resources for both buyers and sellers. He is a skilled negotiator with keen competitive instincts trained through investment sales and trading and from his ownership of restaurants on the Cape and in Boston.

Activities: A regular participant in the Martha's Vineyard Fishing Derby, Jamie can often be found in his classic Boston Whaler chasing False Albacore and Bonito from Cuttyhunk to Nantucket. He played varsity football and baseball at Harvard, was an outfielder in the Cape Cod Baseball League, and had a sip of coffee in the professional Frontier League. While his golf swing is not as smooth as his casting or baseball swing, it is slowly coming around. He has been active in coaching high school and local youth sports and now resides in Woods Hole, MA.

Education: Dexter School, Boston College High School, BA Harvard University 1995

Office Location

Specifications

  • Languages:
  • Specialties: LandVest | Christie's International Real Estate
  • Service Area: Boston, Cape Cod & Islands

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LandVest's Blog Posts

2025 New England Luxury Real Estate Report04.20.2026

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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 Market02.19.2026

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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 Sales01.15.2026

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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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