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

The data indicates a high-intensity environment in Southampton, MA. Inventory is at 0 months, meaning a fast-paced market where inventory is limited. Inventory is critically low, meaning well-priced homes move rapidly often with multiple offers.

Currently, $770,000 represents the median entry point in Southampton, MA. Over the past half-year, home values in Southampton have moved upward by approximately 21% based on regional transaction data.

Sellers hold significant leverage in Southampton, MA, with a Sale Price to List Price Ratio of 99.9%. On average, properties in Southampton are transitioning from active to sold status in 41 days.

Based on closed transaction data, Kylene CanonSmith ranks at the top of our Southampton leaderboard — with 4 completed transactions on record earning an algorithm performance score of 59. 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.

Southampton, MA maintains a distinct profile within the broader Hampshire region. Median home values are currently 54% higher than the regional average, reflecting the unique demand and inventory dynamics of Southampton.

If you're selling a Mid-Market Detached Home in Southampton, MA, the data points to Kylene CanonSmith as a standout choice. Their listings in this segment have consistently closed faster than the local average while achieving above-average sale-to-list ratios — a rare combination that directly benefits sellers on both time and final price.

Our transaction-level analysis puts Megan Conner at the top for Entry Level Detached Home listings in Southampton, MA. Megan Conner's Entry Level Detached Home transactions in Southampton, MA move more quickly from listing to close than what's typical for this segment, reducing the exposure and uncertainty sellers often face.

If you're hunting for a Entry Level Detached Home in Southampton, MA, Harriet Paine's track record speaks for itself. Buying effectively in this segment means knowing when and how hard to push. Their track record here shows they regularly outperform the local sale-to-list benchmark — in the buyer's favor.

Among agents actively helping buyers in the High-End Detached Home space, Steven Laplante stands out in Southampton, MA. 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.

Theresa Ryan has a strong showing as a buyer's agent in Southampton's Mid-Market Detached Home market. Across their deals in the Mid-Market Detached Home category, Theresa Ryan has consistently achieved better-than-average terms relative to asking price in Southampton, MA. That kind of negotiating edge compounds over a transaction.

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

In the Mid-Market Multi-Family (2-4 Unit) category, few agents in Southampton, MA can match the track record of Melissa Lemanski. They've built a consistent track record in the Mid-Market Multi-Family (2-4 Unit) category specifically — not just broad volume, but demonstrated results in this exact niche in Southampton, MA.

Elizabeth Helliwell has helped buyers close on Mid-Market Multi-Family (2-4 Unit) properties in Southampton, MA — and the data shows it. Our algorithm surfaces Elizabeth Helliwell based on actual closed buyer deals in the Mid-Market Multi-Family (2-4 Unit) market. That's the kind of specific, verifiable track record buyers should look for in an agent.