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Compare Landlord Insurance Agents in Pittsfield, MA

Compare landlord insurance agents in Pittsfield. Review contact information and insurance categorys before you decide.

16 agents listed
Updated May 2026
Pittsfield, MA
Important: Listings are compiled from publicly available sources and have not been independently verified by BeforeInsuranceUSA.com. We do not endorse any agent or guarantee outcomes. Verify licensing and disciplinary status with the Department of Insurance of Massachusetts before hiring.
Showing 16 landlord insurance agents in Pittsfield, MA Listings are displayed in no particular order and are not ranked by BeforeInsuranceUSA. Order does not constitute a recommendation or endorsement of any agent.
AAA Pittsfield
660 Merrill Rd, Pittsfield, MA 01201
(413) 445-5635 branches.northeast.aaa.com
Pearson Wallace Insurance, LLC
222 South St, Pittsfield, MA 01201
(413) 464-9390 pearsonwallace.com
Greylock Insurance Agency
5 Cheshire Rd Suite 26, Pittsfield, MA 01201
(413) 443-5943 greylockinsurance.com
MountainOne Insurance
111 Silver Lake Blvd, Pittsfield, MA 01201
(413) 442-9241 mountainone.com
Shire City Insurance
446 South St #1, Pittsfield, MA 01201
(413) 443-9359
Wheeler & Taylor Insurance
402 East St, Pittsfield, MA 01201
(413) 448-8224 wheelertaylor.com
Massachusetts Registered Agent LLC
82 Wendell Ave STE 100, Pittsfield, MA 01201
(508) 475-6002 massachusettsregisteredagent.com
Berkshire Insurance Group
43 East St, Pittsfield, MA 01201
(866) 636-0244 berkshirebank.com
National Financial Network
700 South St, Pittsfield, MA 01201
(800) 819-2468 agencies.guardianlife.com
Greylock Insurance Agency
150 West St, Pittsfield, MA 01201
(413) 236-4840 greylockinsurance.com
MountainOne Insurance
101 South St, Pittsfield, MA 01201
(413) 445-5648 mountainone.com
Berkshire Fairfield Insurance Agency, LLC
128 South St, Pittsfield, MA 01201
(413) 443-0077 berkshirefairfieldinsurance.com
Taillefer Insurance
446 South St, Pittsfield, MA 01201
(413) 445-5616
Berkshire Insurance Group Inc
Allendale Shopping Center, 39 Cheshire Rd, Pittsfield, MA 01201
(413) 447-3510
Arsenault Insurance Adjusters
172 First St, Pittsfield, MA 01201
(413) 499-2121
Nationwide Insurance: Berkshire Insurance Group Inc.
166 East St, Pittsfield, MA 01201
(413) 447-7376

What Does a Landlord Insurance Agent in Pittsfield Cost?

The cost of landlord insurance in Massachusetts typically ranges from 15 to 30 percent more than standard homeowners insurance. For a single-family rental in Pittsfield you might pay between 800 and 1500 dollars per year. Premiums depend on property age location coverage limits and deductible. This is general information and not insurance advice.

* Cost estimates are general ranges based on publicly available data and compiled using automated research tools. Actual fees vary by agent and case complexity. This is not insurance advice — consult directly with an agent for fee specifics.

Frequently Asked Questions

What does landlord insurance cover in Massachusetts?
Landlord insurance typically covers property damage liability and loss of rental income. In Massachusetts policies often exclude flood damage which requires separate coverage through the National Flood Insurance Program.
Is landlord insurance required by Massachusetts law?
Massachusetts state law does not require landlord insurance. However most mortgage lenders require a landlord policy and it is strongly recommended to protect against liability claims and property damage.