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Sell in Massachusetts, Buy in Florida: One Broker for Both

Answers from broker owners Ryan and Megan Winslow

Reviewed and updated October 3, 2026 by Ryan and Megan Winslow, Winslow Homes

Can I sell my Massachusetts home and buy in Florida at the same time?

Yes. Line up financing first, list the Massachusetts home, and set the Florida closing after the Massachusetts closing. Ryan and Megan Winslow are licensed brokers in both states.

What does Massachusetts require from sellers?

Massachusetts sellers need a smoke and carbon monoxide certificate from the local fire department, a Title 5 septic inspection for homes on septic, and a lead paint disclosure for homes built before 1978.

What should I budget for in Florida?

Plan for homeowners and flood insurance, association dues where they apply, and property taxes before homestead applies in your first year.

Written by Ryan and Megan Winslow, broker/owner of Winslow Homes. REALTOR® since 2009, 3,000+ homes sold, broker in FL, MA, CT and RI, U.S. Army retired. About Ryan and Megan.

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Updated 2026-09-28. General information, not legal, tax or insurance advice.

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