New York • 4 Top Realtors • 2026 Rankings

Best Real Estate Agents in Southold, New York

104
Transactions
$148M
Volume
4
Top Agents
Compass
Top Brokerage

Southold, a picturesque North Fork village on the eastern end of Long Island, has emerged as a coveted destination for those seeking waterfront living, vineyard retreats, and a vibrant community atmosphere. Our directory features the region's top-performing individual agents and brokerages, including market leader Compass, who collectively closed 104 transactions totaling $148 million in sales volume, expertly navigating this competitive coastal market.

The AI Copilot for Homebuyers and Real Estate Agents

Turn complex real estate documents into clear decisions. IonDocs powers disclosure review and offer strategy so buyers get clarity and agents save hours.

Southold Real Estate Agents Ranked by Sales Volume

Finding the right agent is just the beginning.

Diane Mollica

Real Estate Agent

Compass

$16.33M
15 transactions
Individuals by Volume

Gerald Cibulski

Real Estate Agent

CENTURY 21 Albertson Realty

$14.70M
16 transactions
Individuals by Volume

Lisa Gillooly

Real Estate Agent

Compass

$13.06M
6 transactions
Individuals by Volume

The Elkin Team

Real Estate Agent

Compass

$103.60M
67 transactions
Small Teams by Volume

Frequently Asked Questions

Who are the best real estate agents in Southold, New York?

The best real estate agents in Southold include Diane Mollica of Compass (15 transactions), Gerald Cibulski of CENTURY 21 Albertson Realty (16 transactions), Lisa Gillooly of Compass (6 transactions), among others. Our directory tracks 4 top-performing agents ranked by verified sales volume and transaction history.

How do I find a good realtor near me in Southold?

To find a top realtor in Southold, compare their sales volume, transaction history, and client reviews. Our directory tracks 4 agents in Southold—filter by specialty, review verified contact info, and reach out directly. Look for agents who specialize in your specific needs, whether buying, selling, or investing.

How can IonDocs help real estate agents in Southold?

IonDocs analyzes property disclosure packages for homes in Southold, New York in 60 seconds—work that typically takes agents 4–6 hours. Our AI catches costly surprises like pending HOA special assessments, permit issues, and structural discrepancies so Southold agents can close more deals and spend less time on paperwork.

What are property disclosure packages and why do they matter?

Property disclosure packages are documents that sellers must provide to buyers in New York, revealing the property's condition, history, and any known issues. These packages often contain critical information about structural problems, pest damage, HOA finances, and legal issues. Missing a single detail can cost buyers tens of thousands of dollars—or kill a deal entirely.

Buying in Southold?

Know exactly what you're buying. AI finds the $15K surprises hidden in 200-page disclosures.

Agent in Southold?

Review disclosures in 60 seconds. Close deals faster. Join top New York agents on IonDocs.

Searching for realtors in other New York cities?

Compare Top Agents in 218 New York Cities →