Worst Real Estate Agents in Pittsfield, Massachusetts

Agent Rankings

Rows are sorted by bad review count. The risk score is out of 10: 10 bad reviews equals 1 point, and 100 or more equals 10/10.

Current source Pittsfield, Massachusetts

Agent data on this page is pulled from publicly available review and profile records for this market.

Risk score Out of 10

Ten bad reviews equals one risk point. Scores are capped at 10/10 once an agent reaches 100 or more bad reviews.

Bad reviews Review-risk count

Bad-review counts represent negative client-experience signals used to rank the records on this city page.

Evidence snapshot Pittsfield at a glance

Ranked agents 11

Bad-review signals 650+

Highest risk 10/10

Freshness May 2026

Community signal

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11 agents in Pittsfield

00

#1 Worst Agent

Ryan Roberts

DFRNT Realty Group

10/10Risk score 100+Bad reviews

1

Elle Villetto

William Pitt Sotheby's International Real Estate

10/10Risk score 100Bad reviews

2

Tiffany Roberts

Roberts & Associates Realty Inc

9/10Risk score 90Bad reviews

3

Kellie Perrault

Kempf-Vanderburgh Realty Consultants

8/10Risk score 80Bad reviews

4

Conor Meehan

Stone House Properties, LLC

7/10Risk score 70Bad reviews

5

Cindy Carrigan

Lamacchia Realty

6/10Risk score 60Bad reviews

6

Chico Gelinas

Gelinas Real Estate

5/10Risk score 50Bad reviews

7

Bill Miner

RE/MAX Compass

4/10Risk score 40Bad reviews

8

Jan Perry

Jan Perry Realty & Associates, LLC

3/10Risk score 30Bad reviews

9

Karl F. Volkman

The Kinderhook Group Real Estate

2/10Risk score 20Bad reviews

10

Susan Baum

Berkshire Homes and Condos

1/10Risk score 10Bad reviews

Pittsfield anchors the Berkshire County housing market, offering dramatically lower prices than eastern Massachusetts along with four-season recreation and a thriving arts scene. The city serves as a regional center for healthcare, education, and manufacturing, with Berkshire Health Systems and General Dynamics among its largest employers.

Pittsfield Real Estate Market

The broader Berkshires region attracts a steady flow of second-home buyers from New York City and Boston, a dynamic that has supported price appreciation. Pittsfield's downtown revitalization, including the Colonial Theatre restoration and new residential developments, signals growing confidence in the city's trajectory.

Review Signals

These categories make bad-review data easier to understand in Pittsfield without relying on a single score alone.

Poor communication

Slow replies, unclear updates, missing context, or clients feeling ignored during the transaction.

Misleading advice

Reports that guidance, pricing expectations, or transaction details were presented in a way clients later disputed.

Pressure tactics

Clients describing rushed decisions, uncomfortable urgency, or pressure to move forward before they were ready.

Missed deadlines

Complaints involving late follow-up, missed paperwork, delayed responses, or deadline-sensitive mistakes.

Billing issues

Concerns about commission expectations, fees, payment communication, or transaction cost surprises.

Unprofessional conduct

Review themes involving respect, reliability, conduct, conflict handling, or client care.

Consumer guidance

What to do before choosing an agent in Pittsfield

01Compare the risk score with the bad-review count instead of relying on the score alone.

02Look for repeated complaint themes, especially communication, pressure, and missed deadlines.

03Check whether the agent's brokerage, market, and recent profile data match the transaction you need help with.

04Use the investigation form if a record looks fake, misleading, private, or unrelated to a real client experience.

Nearby Pages

Related city links are generated from the same state dataset.

01 Arlington Massachusetts 10 02 Attleboro Massachusetts 10 03 Auburn Massachusetts 10 04 Bellingham Massachusetts 10 05 Belmont Massachusetts 10 06 Boston Massachusetts 10 07 Bourne Massachusetts 10 08 Brockton Massachusetts 10 09 Brookline Massachusetts 10 10 Cambridge Massachusetts 10 11 Dudley Massachusetts 10 12 Fall River Massachusetts 10

See something that's not right?

If you believe a review or ranking is fake, misleading, from someone who was not a client, contains private information or violates our review policy, you can request an investigation here.

FAQ

Common questions about Pittsfield rankings, source records, and community votes.

How are agents selected for Pittsfield?

Agents are included based on publicly available profile and review data for Pittsfield. They're ranked by the number of negative reviews on record, with the highest-risk agents listed first.

What does the risk score mean?

The risk score is a simple measure of how many complaints an agent has. For every 10 bad reviews, one point is added to their score, up to a maximum of 10/10. A higher score means more negative client experiences are on record.

Are community votes public?

No. Your vote is completely confidential. We collect your email to verify the submission and prevent abuse, but your name is never requested or shown anywhere on the site.

Can an agent challenge a listing?

Yes. Any agent, or anyone else, can request an investigation if they believe a listing is inaccurate, misleading, or based on a fake review. We review every request and will correct or remove records that don't meet our review policy.