Best Real Estate Agents in Chilmark, MA• Updated
Looking for the best real estate agent in Chilmark, MA? This page ranks the top realtors in Chilmark by actual transaction data — not reviews or paid ads. Whether you want to find a top listing agent in Chilmark, MA or buy a home in Chilmark, our 2026 rankings use verified sales records, days on market, and price retention to surface the highest-performing agents.
Market Pulse: Opportunity 📈
The Chilmark, MA real estate market is currently a Buyer's Market. Homes are retaining 97% of their value (Sale Price to List Price Ratio). With 6 active listings and 2 closed sales this month, inventory remains at 18 months of supply. Trends over the last half-year show median values moving down by 43%, while Average Days on Market has increased by 14%. Listings in Chilmark are moving 25 days faster than the Dukes average.
Top Listing & Buyer's Agents in Chilmark, MA
Detached Homes
Entry Level Detached Home Market Trends Median Price Market Trend The Entry Level Detached Home tier commands a price of $2.8M. Days On Market Avg. Market Trend Lower is better Detached Home homes in the Entry Level range average 78 days on market. Sale Price to List Price Ratio Market Trend Higher is better Lower is better Sellers of Entry Level Detached Home assets receive 94% of list price.
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Mid-Market Detached Home Market Trends Median Price Market Trend The Mid-Market Detached Home tier commands a price of $3.7M. Days On Market Avg. Market Trend Lower is better Detached Home homes in the Mid-Market range average 97 days on market. Sale Price to List Price Ratio Market Trend Higher is better Lower is better Sellers of Mid-Market Detached Home assets receive 93% of list price.
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Ultra-Luxury Detached Home Market Trends Median Price Market Trend The Ultra-Luxury Detached Home tier commands a price of $10.5M. Days On Market Avg. Market Trend Lower is better Detached Home homes in the Ultra-Luxury range average 3 days on market. Sale Price to List Price Ratio Market Trend Higher is better Lower is better Sellers of Ultra-Luxury Detached Home assets receive 91% of list price.
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Chilmark Real Estate Market Trends September 2026
Inventory Breakdown by Segment
| Property Type | Entry Level | High-End | Mid-Market | Ultra-Luxury | Total |
|---|---|---|---|---|---|
| Detached Home | 2 | 2 | 1 | 1 | 6 |
Market Insights & FAQ
How is the real estate market in Chilmark, MA performing right now?
The data indicates a stable environment in Chilmark, MA. Inventory is at 18 months, meaning a balanced environment with steady turnover. Inventory levels provide a healthy range of options for prospective buyers.
What are the current pricing trends for Chilmark, MA real estate?
Currently, $4,025,000 represents the median entry point in Chilmark, MA. Over the past half-year, home values in Chilmark have moved downward by approximately 43% based on regional transaction data.
Are sellers in Chilmark, MA getting their full asking price?
Buyers have room for negotiation in Chilmark, MA, with a Sale Price to List Price Ratio of 96.7%. On average, properties in Chilmark are transitioning from active to sold status in 64 days.
Who is the best agent to sell my home in Chilmark?
Based on closed transaction data, Mark Jenkins ranks at the top of our Chilmark leaderboard earning an algorithm performance score of -49. 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.
How does the Chilmark, MA market compare to Dukes trends?
Chilmark, MA maintains a distinct profile within the broader Dukes region. Median home values are currently 81% higher than the regional average, reflecting the unique demand and inventory dynamics of Chilmark.
Which agent is best for buying a Ultra-Luxury Detached Home in Chilmark, MA?
Buyers targeting Ultra-Luxury Detached Home homes in Chilmark, MA may want to work with Bonnie Pierce. Their buyer transactions in the Ultra-Luxury Detached Home category in Chilmark, MA reflect genuine niche experience — a meaningful advantage over agents working this segment only occasionally.
Which agent is best for buying a Entry Level Detached Home in Chilmark, MA?
Our data flags Patti Salem as a top buyer's advocate for Entry Level Detached Home properties in Chilmark, MA. Patti Salem's deals in the Entry Level Detached Home category in Chilmark, MA tend to move from offer to close more quickly than the local norm. In a competitive market, that urgency is often what secures the property.
Who is a top listing agent for High-End Detached Home homes in Chilmark, MA?
Among agents with recent closings in the High-End Detached Home space, Mark Jenkins has the strongest performance metrics in Chilmark, MA. Speed and price retention together are the hardest combination to find in a single agent. Their track record in the High-End Detached Home category in Chilmark, MA reflects both.
Which agent is best for buying a High-End Detached Home in Chilmark, MA?
Among agents actively helping buyers in the High-End Detached Home space, Bonnie Pierce stands out in Chilmark, MA. Their buyer transactions in this niche close faster than the segment average — a real advantage in a market where hesitation often means losing the deal.
Who is a top listing agent for Entry Level Detached Home homes in Chilmark, MA?
When looking specifically at Entry Level Detached Home transactions, Bonnie Pierce consistently surfaces as a top performer in Chilmark, MA. The data points to a dual edge here: shorter time on market than is typical for this segment, and sale prices that hold closer to — or above — the asking price compared to local norms.
Who is a top listing agent for Ultra-Luxury Detached Home homes in Chilmark, MA?
Sellers of Ultra-Luxury Detached Home homes in Chilmark, MA have found a reliable partner in Mark Jenkins, based on closed deal data. Real estate is hyper-local. Mark Jenkins's repeated activity in Chilmark's Ultra-Luxury Detached Home niche demonstrates the kind of specific, proven familiarity that matters when the stakes are high.