About Winslow Homes
Licensed in four states, serving buyers, sellers, and investors with integrity and results.
Reviewed and updated October 3, 2026 by Ryan and Megan Winslow, Winslow Homes
Winslow Homes exists to simplify real estate transactions. We guide buyers to properties they'll love, help sellers achieve maximum value, and provide investment counsel to clients building wealth. Ryan and Megan are also Mortgage Bankers with The Federal Savings Bank, so your home and your loan move together.
We operate with transparency, honesty, and expertise. Your success is our success.

Meet the people behind Winslow Homes
Broker Owner & Mortgage Banker
Ryan C. Winslow and Megan Winslow are the broker owners of Winslow Homes, partners for 19 years. He has been a REALTORĀ® since 2009 and has sold more than 3,000 homes. He holds real estate broker licenses in Florida, Massachusetts, Connecticut, and Rhode Island, and an NMLS mortgage loan originator credential (NMLS ID 2426605).
Ryan grew up in Worcester County, Massachusetts. He served as a U.S. Air Force firefighter after 9/11, then moved to the U.S. Army as a heavy construction equipment operator, and retired from military service in 2009.
In Massachusetts, Ryan built Winslow Homes into a large brokerage. He ran a major New England foreclosure and distressed-listing operation, closed luxury sales above $10 million, and won Best of Central Massachusetts many years in a row. Today he works from New Smyrna Beach, Florida, and still serves clients in Massachusetts, Connecticut, and Rhode Island. He is also a real estate coach and a published author through Winslow Homes Publishing, with 192 real estate guides on Amazon.
Expertise: Residential and luxury sales, waterfront homes, distressed and foreclosure sales, investment properties, mortgage pre-approval
Markets: New Smyrna Beach, Daytona Beach, Ponce Inlet, Ormond Beach, Port Orange, Edgewater, and Central Florida in FL. Worcester and Worcester County in MA. Statewide in CT and RI.
Broker Owner & Mortgage Banker
Megan Winslow is a broker owner of Winslow Homes and a real estate broker licensed in Florida, Massachusetts, Connecticut and Rhode Island (Florida BK3539180, Massachusetts 9581312). She co-lists every Winslow Homes property with Ryan, represents buyers and sellers, and works each mortgage file with him as a Mortgage Banker with The Federal Savings Bank. Ryan and Megan have built their careers together for 19 years, starting in Massachusetts.
Focus: Listings, buyer and seller representation, mortgage files, client communication
Credential: Real estate broker in FL, MA, CT and RI. NMLS ID 2692933
Verified career facts
Homes sold
REALTORĀ® since
Homes sold
Broker licensed: FL, MA, CT, RI
Luxury sales closed
Retired veteran

Fully licensed and compliant
Licensed in Florida, Massachusetts, Connecticut, Rhode Island
Ryan and Megan Winslow, Mortgage Bankers with The Federal Savings Bank. NMLS 2426605 and 2692933. All 50 states.
Bound by NAR Code of Ethics, state regulations, and federal lending standards.
Real Estate: [email protected]
Mortgage Lending: 386-690-5858 or www.winslowloan.com
What drives us
We operate with honesty. Full disclosure, fair pricing, no hidden fees. Your trust is earned through transparent dealings.
We focus on outcomes. Sellers get top dollar. Buyers get homes they love. Investors build wealth. That's our standard.
Years of experience across multiple states, market conditions, and transaction types. Your knowledge edge.
Direct communication. Call Ryan and Megan. Ask questions. No automated responses. Straightforward guidance when you need it.

Licensed in four states
Full service: Buy, sell, invest
Residential & investment
Full-service brokerage
Residential sales & lending
As Mortgage Bankers with The Federal Savings Bank, Ryan and Megan lend in all 50 states. Wherever you buy, we can help finance it.