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Find the perfect real estate agent in Southold, NY
We analyze top real estate agents in Southold and across the country to find you the most proven local agents, for free.
Compare the top real estate agents in Southold
Agent Pronto analyzes transaction data, specialties, client reviews, and more to find the best agent for you. Updated for June 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.
- Tell us what you need.
- Answer a few quick questions about your real estate needs so we can begin our search.
- Match with the perfect agent.
- Our personalized matching system will connect you with a top-rated real estate agent with the local expertise and experience you need.
- Meet your agent.
- Review the details of your top agent recommendations and speak with them to learn exactly how they can make your real estate journey a success.
- Buy and sell with confidence.
- While real estate decisions are among the most important financial and personal decisions we make, you can rest easy knowing that you have a proven real estate professional on your side.
Home buyers and sellers love Agent Pronto.
Here’s what some of the 400,000+ home buyers and sellers have had to say about our service.
“Joanne was a pleasure to work with. We will continue with the sale of my apartment too, and we even became friends! ”
“Colette is responsive, efficient and an absolute pleasure to work with. Robert (my fiancé) and I were first time co-op buyers and Colette walked us through the process seamlessly. Thank you for connecting us with Colette. We appreciate it.”
“Lenny was the best from our 1st meeting! ”
“Kay answered all our question and was always there when we needed her. She always made herself available. Thank you! ”
“Great communication - will recommend for top customer service! ”
“I was selling my mom's house and didn't live in the area. I picked the right agent, Alice Regan. She was fabulous!! Very easy to talk to. Explaining everything!! Returned all calls and emails. She is a very busy agent BUT made me feel like it was just me she was working for. Highly recommend her!”
“Hermi was polite, responsive, knowledgable, kind, respectful, and he sold the property quickly. He discussed all concerns with me openly and remained in frequent contact.”
“Very fast, excellent customer service! Connected me with a really great realtor who was constantly communicating with us regarding every step in the process of selling our house. Very impressed with the service and would highly recommend.”
“Timothy Ho worked hard to sell my co-op. In these hard times, he succeeded. He is so easy to speak with and his associate Jeanette was awesome also. They were always willing to oblige. I forgot my key and they met me at my coop to let me in! I couldn't say enough wonderful, positive thoughts on Tim and Jeanette.”
“I wasn't having luck with realtors at the time, so I decided to give AgentPronto.com a try. They ended up matching me with an amazing agent, that I so happened to have went to high school with. It was a great experience and without Agent Pronto, I wouldn't have found Jason Maddison & Alex Colin, and I would not be in my dream home!”
Southold real estate Market Report.
Information and statistics on the latest trends in the Southold real estate market, updated for June 2025. *
The typical home value in Southold is projected to be $640,500 for the month of May. April’s finalized data reported the typical value of a home in the city to be $710,000—down 28.93% over the previous 12 months. For comparison, county-level data pegged home values at $653,000 in Suffolk County for the most recent reporting period. That number is expected to float around $662,000 in May.
Southold had 11 new listings and 9 listings that went under contract in April, increasing the area’s total available inventory to 39—up 2.63% from the previous month. Inventory is projected to have further increased in May.
Of those 39 active listings, 17.95% reduced their price in the month of April. The median listing price for homes in Southold grew 4.29% from March to April, bringing the current median listing price to $875,000. Based on projected data for May, listing prices may continue to grow.
The number of days that homes have been on the market prior to going under contract fell year-over-year. In April 2025, the median time for a listed property to go pending was 240 days, compared to 392 days in April 2024. In recent months the median number of days from listed to pending appears to be decreasing. That trend is predicted to have carried through to this May.
Market gauge is calculated based on the the number of active listings divided by home sales over the most recently available reporting period.
Learn more about what Southold has to offer.
Southold offers residents a charming coastal sanctuary with picturesque views, a vibrant local community, and rich historical charm that make everyday living truly special.
Southold invites residents and newcomers alike to experience the perfect blend of coastal simplicity and vibrant local culture. Framed by the sparkling waters of Long Island Sound on one side and Peconic Bay on the other, Southold is renowned for its miles of scenic shoreline, lush vineyards, and family-run farms. Here, you can spend weekends exploring the historic Southold Historical Museum, stroll the serene walking trails at Custer Institute & Observatory, or sample award-winning vintages at Bedell Cellars.
Education is thoughtfully woven into the fabric of this community, with the Southold Union Free School District providing a nurturing environment and celebrated academic programs for local families. Arts and culture take center stage with events at the Castello di Borghese Vineyard & Winery and performances nearby at the Greenport carousel and waterfront, offering year-round entertainment and creative experiences.
Nature lovers gravitate toward the preserved open spaces at Horton Point Lighthouse & Nautical Museum, where panoramic views and maritime history merge. Meanwhile, locally sourced cuisine is always on the menu at beloved establishments like The North Fork Table & Inn, which celebrates the region’s farms and fisheries.
With the neighborly spirit found throughout Southold and easy accessibility to Riverhead and the scenic hamlets that dot Suffolk County, it’s a place where people put down roots and enjoy life’s simple pleasures. Whether you’re seeking a place to settle or preparing to start a new chapter elsewhere, Agent Pronto connects buyers and sellers with top real estate agents to ensure your move in Southold is seamless.
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!
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 Southold 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 Southold. 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!
Resources for buyers and sellers.
Tips and market insights to make your Southold real estate journey a success.
Frequently Asked Questions
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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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Choosing a real estate agent to help you buy or sell property is one of the most important decisions you’ll make in your lifetime. You want to make sure your agent is an expert in your area, has a proven record helping people buy and sell similar homes to yours, and is well regarded by their previous clients. Let us know a few details about the property you are selling or the kind of home you want to buy, and Agent Pronto will match you with trusted real estate agents that have the experience you need. And before you interview an agent, check out our top five questions to ask a buyer’s agent and listing agent.
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We consider performance metrics, close rates, specialties, and client reviews to qualify the best full-time agents. We then take the information you provide about the home you are selling or the kind of home you want to buy, and analyze the top local agents with the right experience for your specific needs. For more than a decade, we've helped hundreds of thousands of home buyers and sellers find the right agent. Get started now and find the perfect real estate agent.
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No. Agent Pronto is a free service for home buyers and sellers and you are under no obligation to work with our recommended agents.
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