1. Agent Pronto
  2. New York
  3. Head of the Harbor

Find the perfect real estate agent in Head of the Harbor, NY

We analyze top real estate agents in Head of the Harbor and across the country to find you the most proven local agents, for free.

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Head of the Harbor, NY real estate

Compare the top 25 real estate agents in Head of the Harbor

Agent Pronto analyzes transaction data, specialties, client reviews, and more to find the best agent for you. Updated for May 2025. *

* Sales data is calculated based on transaction information available to Agent Pronto at the time of publishing and may not accurately reflect all transactions for a given agent.

The easiest way to find the best real estate agent.

Sell your home fast and for top dollar or find your dream home at the best possible price. Use our free service to find top agents you can trust.

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Head of the Harbor real estate Market Report.

Information and statistics on the latest trends in the Head of the Harbor real estate market, updated for May 2025. *

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Learn more about what Head of the Harbor has to offer.

Head of the Harbor offers its residents a charming coastal community characterized by scenic parks, picturesque waterfront views, and a welcoming, close-knit atmosphere that fosters a high quality of life.

Head of the Harbor offers a refreshing blend of tranquility, natural beauty, and historic allure, appealing to those seeking a unique, elevated lifestyle in a secluded setting. Framed by the gentle curves of the Nissequogue River and overlooking Stony Brook Harbor, this picturesque village provides a rare sense of privacy and connection to the outdoors. Residents enjoy sweeping vistas across preserved woodlands and sprawling private properties, while winding scenic roads hint at the area’s storied past influenced by the region's early New England settlers.

Families in Head of the Harbor benefit from access to the highly-regarded Three Village Central School District, known for its strong academics and vibrant arts and athletic programs. The nearby Stony Brook University contributes cultural and educational opportunities just minutes away in Stony Brook. Local attractions such as the Avalon Park & Preserve, the Long Island Museum, and the charming Stony Brook Village Center offer activities for all ages, from peaceful nature trails to lively community events. Head of the Harbor's proximity to Smithtown and the rest of Suffolk County means dining, shopping, and additional recreational opportunities are always close at hand.

Sophisticated yet relaxed, the community is renowned for its architectural character—grand homes and historic estates mingle with modern residences, reflecting a commitment to maintaining Head of the Harbor's rarefied charm. Parks and natural spaces such as Cordwood Landing County Park invite residents to enjoy serene waterfront walks, while marinas and country clubs enrich weekend pursuits.

Whether you're planning to buy or sell, Agent Pronto can connect you with experienced real estate professionals who understand the distinct appeal and nuances of Head of the Harbor. This service ensures your transition into or out of the community is as smooth and rewarding as life here itself.

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Within a few minutes, I was paired up with an awesome agent who really knew the local area and helped me find a great condo in a super tight market. It was daunting to think about how to find the right agent. Agent Pronto got me the right agent, pronto!

Sarah W.

Take the guesswork out of finding an agent.

With over 2 million real estate agents across the U.S., it’s not easy deciding who to trust when buying or selling a home.

We’ve analyzed performance metrics, close rates, specialties, and client reviews of the top real estate agents in Head of the Harbor to qualify the best agents for your specific needs.

We know that choosing the right real estate agent can be a stressful task. With Agent Pronto, it doesn’t have to be.

Data analysis with a human touch.

Agent Pronto works through troves of local and national housing data, client reviews, and agent performance metrics to find the top agents in Head of the Harbor. But we don’t stop there.

Our Agent Specialists will take into account any special requests you have when searching for your real estate agent recommendation.

Need a great agent who speaks fluent Spanish and is a luxury condo expert in your neighborhood? No problem!


Frequently Asked Questions

There are more than 2 million real estate agents across the U.S., and you want to be sure the one you partner with is an experienced and trustworthy professional with strong local expertise. Working with a proven agent will help you sell your home faster and for more money, and help you find your dream home at the best possible price.


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