Jay Boyle

Jay Boyle

Principal - Broker

John "Jay" Boyle has over 30 years of experience in residential real estate. Prior to Landvest, Jay owned Fieldstone Properties. He has set benchmarks for high-end sales in several MetroWest communities. Jay is known for his dedication to his clients and exceptional marketing skill. Jay's work has focused on communities including Dedham, Dover, Medfield, Millis, Milton, Needham, Sherborn, Wellesley, and Westwood. Whether selling or buying a multi-million dollar estate, a suburban or town [...]

John "Jay" Boyle has over 30 years of experience in residential real estate. Prior to Landvest, Jay owned Fieldstone Properties. He has set benchmarks for high-end sales in several MetroWest communities. Jay is known for his dedication to his clients and exceptional marketing skill. Jay's work has focused on communities including Dedham, Dover, Medfield, Millis, Milton, Needham, Sherborn, Wellesley, and Westwood. Whether selling or buying a multi-million dollar estate, a suburban or town home, or a builder/developer looking for a marketing partner who understands the processes -- from initial planning to the final sale -- Jay's over $150 million in real estate sales speaks to his expertise.


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  • Specialties: LandVest | Christie's International Real Estate
  • Service Area: Boston, Boston Metro

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LandVest's Blog Posts

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Some properties are purchased for a moment in time. Others are held for generations.  Across New England and the Adirondacks, family compounds have long represented a distinct kind of ownership — properties designed not simply as homes, but as places to return to year after year. With [...]

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  LandVest is helping shape a growing market at the intersection of investment performance and environmental stewardship with the recent sale of a large-scale mitigation bank portfolio—an asset class gaining traction among institutional and private investors alike. The Appalachia Mitigation Bank Portfolio, brokered on behalf of Ecosystem [...]

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 [...]

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