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About Winslow Homes - Real Estate Brokerage

About Winslow Homes

At Winslow Homes, we are more than just a real estate agency—we are a team of dedicated professionals committed to helping clients navigate the complex world of real estate. With offices across multiple states, our team brings a wealth of experience, knowledge, and passion to every transaction. Whether you’re buying or selling a home, our agents are here to provide personalized service, ensuring that every step of the process is handled with the utmost care and expertise.

Founded on a foundation of integrity, trust, and service, Winslow Homes is proud to have built a reputation for delivering exceptional results. Our agents are driven by a shared mission to provide outstanding customer experiences, offering unparalleled support to buyers, sellers, and investors alike. We specialize in residential properties, working with clients across a wide range of needs, from first-time homebuyers to seasoned investors.

With a deep understanding of local markets, coupled with years of experience and a forward-thinking approach, our team is equipped to handle even the most complex real estate transactions. We believe in creating long-lasting relationships built on honesty and transparency, making us the preferred choice for clients who want more than just a transaction—they want a trusted partner.

At Winslow Homes, we pride ourselves on being a full-service brokerage with a team that always puts clients first. We look forward to helping you with all your real estate needs, whether you’re buying, selling, or investing.

Latest Blog Posts

First-Time Home Buyer Tips for 2026: What You Need to Know

First-Time Home Buyer Tips for 2026: What You Need to KnowBuying your first home is exciting, but it can also feel overwhelming. In 2026, the housing market offers unique opportunities...

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How to Get Pre-Approved for a Mortgage Before You Start House Hunting

How to Get Pre-Approved for a Mortgage Before You Start House HuntingGetting pre-approved is the smartest first step any buyer can take. It tells sellers you are serious and gives you a...

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10 Questions Every Home Buyer Should Ask Their Real Estate Agent

10 Questions Every Home Buyer Should Ask Their Real Estate AgentChoosing the right real estate agent can make or break your home buying experience. Here are the essential questions to...

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Understanding Closing Costs: What Buyers Pay at the Closing Table

Understanding Closing Costs: What Buyers Pay at the Closing TableMany first-time buyers are surprised by closing costs. These fees typically range from 2% to 5% of the purchase price and...

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Areas We Cover

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About Your Team at Winslow Homes

Winslow Homes stands apart through its commitment to excellence, cutting-edge marketing strategies, and deep local market knowledge across the states we serve. Our brokerage specializes in a range of real estate services, including: Residential Sales – Helping buyers find their dream homes and sellers achieve top dollar for their properties. Luxury & Coastal Properties – Expertise in high-end, waterfront, and vacation homes in desirable locations.Investment & Income Properties – Assisting investors in identifying profitable opportunities. New Construction & Development – Partnering with builders and developers to bring new projects to market. Relocation Services – Providing a seamless experience for clients moving to or from the areas we serve.

Winslow Homes

Winslow Homes is an independent real estate brokerage licensed in Massachusetts, Florida, Connecticut, and Rhode Island, dedicated to providing expert guidance, innovative marketing, and seamless transactions for buyers, sellers, and investors. With a reputation built on honesty, integrity, trust, and service (H.I.T.S.), Winslow Homes offers personalized, client-centered solutions that make real estate transactions smooth and successful.

At Winslow Homes, we believe in building lasting relationships with our clients, ensuring every transaction is guided by transparency, communication, and expert negotiation.

Winslow Homes was founded by Megan and Ryan Winslow, a husband-and-wife team who transformed their passion for real estate into a thriving brokerage. Their journey began in 2009, when they applied their entrepreneurial mindset, housing market expertise, and dedication to client success to real estate transactions in Central Massachusetts, and eventually Central and Coastal Florida. As a Massachusetts native and son of a real estate broker, Ryan Winslow pursued real estate at the conclusion of his military career, following an Honorable Discharge from the U.S. Army. Together, Megan and Ryan became a dynamic duo in the industry, providing expert representation and growing a loyal client base.

By 2016, they had expanded their reach across Massachusetts, Florida, Rhode Island, and Connecticut, earning recognition as one of the “Best of Central MA” and solidifying their reputation as trusted real estate professionals. Their success led to the creation of Winslow Homes LLC, a brokerage built on client-first service, market expertise, and a commitment to achieving real estate goals at the highest level.

Today, Winslow Homes continues to thrive as a full-service brokerage, offering a modern, results-driven approach while maintaining a personal touch in every transaction. Megan and Ryan reside in New Smyrna Beach, FL, with their three children-Jaikob, Jaelynn, and Julianna-leading a brokerage that reflects their values, experience, and dedication to helping clients succeed in real estate.

Whether you’re buying, selling, or investing, Winslow Homes is your trusted partner in real estate

Our Offices

Winslow Homes is a fully licensed real estate brokerage serving Massachusetts, Florida, Connecticut, and Rhode Island. With extensive market knowledge and a commitment to exceptional service, our team is equipped to help buyers, sellers, and investors navigate real estate transactions across these states. 

FLORIDA

New Smyrna Beach, FL 32168

Contact: (386) 690-5858

MASSACHUSETTS

Worcester, MA 01606

Contact: (386) 690-5858

CT & RI

Contact: (386) 690-5858

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