Best Real Estate Agents in Chatham, MA• Updated Sep 2026

The data indicates a active environment in Chatham, MA. Inventory is at 3.8 months, meaning a balanced environment with steady turnover. Inventory is balanced but lean, requiring buyers to be decisive.

Currently, $1,388,000 represents the median entry point in Chatham, MA. Over the past half-year, home values in Chatham have moved downward by approximately 23% based on regional transaction data.

Buyers have room for negotiation in Chatham, MA, with a Sale Price to List Price Ratio of 94.8%. On average, properties in Chatham are transitioning from active to sold status in 53 days.

Based on closed transaction data, Lori Jurkowski ranks at the top of our Chatham leaderboard — with 2 completed transactions on record earning an algorithm performance score of 31. Agent Algo's rankings are built entirely from real deal outcomes — not reviews or paid placements — so this reflects actual results in the local market.

Chatham, MA maintains a distinct profile within the broader Barnstable region. Median home values are currently 13% higher than the regional average, reflecting the unique demand and inventory dynamics of Chatham.

Buyers targeting Mid-Market Detached Home homes in Chatham, MA may want to work with Chris Rhinesmith. Their buyer closings in this segment show a sale-to-list ratio that's more favorable than the local average — a signal of effective negotiation that keeps final purchase prices competitive for buyers.

Our transaction-level analysis puts Lori Jurkowski at the top for High-End Detached Home listings in Chatham, MA. Lori Jurkowski has consistently held closer to asking price than the typical High-End Detached Home agent in Chatham, MA. For sellers prioritizing their final number, that's the metric that matters most.

Among agents with recent closings in the Ultra-Luxury Detached Home space, Doug Grattan has the strongest performance metrics in Chatham, MA. Speed and price retention together are the hardest combination to find in a single agent. Their track record in the Ultra-Luxury Detached Home category in Chatham, MA reflects both.

Among agents actively helping buyers in the Entry Level Condo/Co-op space, Shane Masaschi stands out in Chatham, MA. Their buyer transactions in the Entry Level Condo/Co-op category in Chatham, MA reflect genuine niche experience — a meaningful advantage over agents working this segment only occasionally.

When looking specifically at Entry Level Detached Home transactions, James Schulze consistently surfaces as a top performer in Chatham, MA. James Schulze has consistently held closer to asking price than the typical Entry Level Detached Home agent in Chatham, MA. For sellers prioritizing their final number, that's the metric that matters most.

Sellers of Entry Level Condo/Co-op homes in Chatham, MA have found a reliable partner in Lori Jurkowski, based on closed deal data. Real estate is hyper-local. Lori Jurkowski's repeated activity in Chatham's Entry Level Condo/Co-op niche demonstrates the kind of specific, proven familiarity that matters when the stakes are high.

Navigating Chatham's Ultra-Luxury Detached Home market as a buyer? Paul Grover is among the most effective agents in this niche. Their buyer transactions in this segment close faster than the local norm and at sale-to-list ratios that are more favorable than typical — meaning they move quickly and negotiate effectively for the buyers they represent.

Karen Niski Ready has helped buyers close on Mid-Market Condo/Co-op properties in Chatham, MA — and the data shows it. Our algorithm surfaces Karen Niski Ready based on actual closed buyer deals in the Mid-Market Condo/Co-op market. That's the kind of specific, verifiable track record buyers should look for in an agent.