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Find Landlord Insurance Agents Near You in Winchester, MA

Browse landlord insurance agents serving Winchester, Massachusetts. Updated 2026-07-14.

The top-rated landlord insurance agent in Winchester, Massachusetts is Kim Covino & Co., rated 5.0 stars across 47 reviews. Other highly rated options include Scotti Insurance Agency, Saltmarsh Insurance Agency, John A Pierce Insurance Inc. This directory lists 11 landlord insurance agents serving Winchester.

Showing 11 landlord insurance agents in Winchester, MAListings are displayed in no particular order and are not ranked. Order does not constitute a recommendation or endorsement.

Comparison

Top 10 listings
#NameAddressPhone
1Kim Covino & Co.41 Thompson St(781) 249-3854
2Scotti Insurance Agency19 Mt Vernon St(781) 729-9200
3Saltmarsh Insurance Agency751 Main St(781) 729-4615
4John A Pierce Insurance Inc934 Main St(781) 729-8770
5W Allan Wilde & Son Insurance Agency, Inc.887 Main St #1911(781) 729-1400
6Horace Mann Insurance Co895 Main St(781) 368-9029
7Furey Insurance28 Church St #8(781) 721-5758
8Barry & McHugh Insurance Inc10 Skillings Rd(781) 729-6600
9BARRY FREEMAN895 Main St(781) 368-9029
10Jay M Finn Insurance10 Skillings Rd(781) 729-5724
KC
41 Thompson St
Kim Covino & Co.
Landlord Insurance Agent · Winchester, MA

Kim Covino & Co. serves the Winchester, Massachusetts, area as a landlord insurance agent. The company helps property owners secure specialized policies that protect rental dwellings and rental income. Coverage options address liability concerns, property damage from tenants or weather, and loss of rent during repairs. Agents also advise on meeting local leasing requirements and policy compliance for single-family or multi-unit rentals. The firm handles policy reviews for existing landlords and new policy setup for investors acquiring rental properties in this region.

SI
19 Mt Vernon St
Scotti Insurance Agency
Landlord Insurance Agent · Winchester, MA

Scotti Insurance Agency in Winchester, MA offers a range of services tailored to landlords, including coverage for property damage, liability protection, and loss of rental income. It provides ongoing support to help property owners manage risk and maintain adequate insurance plans. The agency reviews policies to align with changing rental needs and local regulations. It services single-family homes, multi-unit apartments, retail spaces, and restaurants.

SI
751 Main St
Saltmarsh Insurance Agency
Landlord Insurance Agent · Winchester, MA

Saltmarsh Insurance Agency in Winchester serves landlords and property managers who need coverage for rental homes and multi-unit buildings. The agency helps clients protect their investments with policies that address property damage, liability, and loss of rental income. The team works closely with each customer to create insurance plans that match specific rental property needs. Saltmarsh Insurance Agency also supports landlords handling properties in neighboring Arlington and other parts of the greater Boston area.

JP
934 Main St
John A Pierce Insurance Inc
Landlord Insurance Agent · Winchester, MA

As a locally focused agency, John A Pierce Insurance Inc serves Winchester, MA, and the surrounding communities with landlord insurance policies. It handles coverage needs for residential rental properties, including protection against property damage and liability claims. The agency helps property owners understand the specific risks associated with renting out homes and apartments in this area. For a typical job, it reviews each client’s property portfolio to recommend appropriate limits and endorsements tailored to the individual property’s rental situation.

WA
887 Main St #1911
W Allan Wilde & Son Insurance Agency, Inc.
Landlord Insurance Agent · Winchester, MA

For one-time coverage single properties or recurring schedules for multiple buildings, W Allan Wilde & Son Insurance Agency, Inc. in Winchester, MA provides policies tailored for residential and commercial rental dwellings. Coverage for property damage, liability, lost rental income, and flood or earthquake endorsements is available through standard local markets. Business interruption and umbrella protection may also be reviewed. Service is available on either a one-time policy setup or a scheduled renewal basis, with additional as-need consultations for policy adjustments.

HM
895 Main St
Horace Mann Insurance Co
Landlord Insurance Agent · Winchester, MA

Horace Mann Insurance Co of Winchester provides specialized coverage for residential rental properties, including policies for single-family homes and multi-unit dwellings. Its services extend to general landlord insurance, protecting property owners from liability, property damage, and income loss due to tenant issues. Operating in the Boston area, it addresses the specific needs of local landlords navigating strict Massachusetts rental regulations. As winter approaches, it helps property managers secure policies that cover damage from frozen pipes and snow-related roof collapse.

FI
28 Church St #8
Furey Insurance
Landlord Insurance Agent · Winchester, MA

Furey Insurance, based in Winchester, specializes in customizing coverage for residential and commercial rental properties. It provides policies that help protect landlords from liability claims, property damage, and unexpected vacancy losses. The agency works closely with property owners to ensure each policy addresses the specific risks of their rental units. A key seasonal concern it helps landlords address is the increased potential for water damage from frozen pipes and ice dams during the harsh New England winter months.

BM
10 Skillings Rd
Barry & McHugh Insurance Inc
Landlord Insurance Agent · Winchester, MA

Barry & McHugh Insurance Inc in Winchester, MA, helps property owners manage risk through standard landlord insurance policies. Their work typically includes coverage for rental dwellings and liability protection. They can also add specialty endorsements for specific property concerns common in the area, such as protection against water damage or loss of rental income. Commercial sectors they can serve include offices, warehouses, and food service establishments, each requiring different risk assessments and tailored policy options.

BF
895 Main St
BARRY FREEMAN
Landlord Insurance Agent · Winchester, MA

As autumn approaches in Winchester, landlords often prepare for potential water damage from heavy rains and falling leaves. BARRY FREEMAN addresses these concerns by structuring landlord insurance policies that cover property damage and liability. With rental properties requiring specific coverage beyond standard homeowners insurance, this agent reviews each building’s unique risks and local regulations. Services include advising on key issues such as tenant injury protection and loss of rental income. The process begins with a thorough inspection of the property and an assessment of current insurance gaps.

JM
10 Skillings Rd
Jay M Finn Insurance
Landlord Insurance Agent · Winchester, MA

Based in Winchester, MA, Jay M Finn Insurance provides residential landlord insurance for rental property owners in the area. For clients with investment portfolios that include storefronts or office spaces, commercial coverage is also available to protect those assets. The agency’s services extend to additional communities within the surrounding region. After securing an initial policy, the team follows up with clients between regular visits to review changing needs and adjust existing coverage accordingly.

DI
10 Skillings Rd
Ducey Insurance Agency
Landlord Insurance Agent · Winchester, MA
(781) 235-6795

What Does a a Landlord Insurance Agent in Winchester Cost?

The cost of landlord insurance in Massachusetts typically ranges from 15 to 30 percent more than a standard homeowners policy. For a single family rental in Winchester you might pay between 800 and 1,500 dollars per year. Factors like property age, location, and coverage limits affect the premium. This is general information and not insurance advice.

About landlord insurance agents in Winchester

Landlord insurance agents in Winchester Massachusetts help property owners protect their rental investments. Massachusetts law does not require landlord insurance but mortgage lenders often mandate it. A local agent can explain coverage options like property damage and liability protection.

Frequently Asked Questions

What does landlord insurance cover in Massachusetts?

Landlord insurance typically covers the building structure, liability for injuries on the property, and loss of rental income. It does not cover tenant personal belongings. Massachusetts law requires landlords to maintain safe premises which liability coverage can address.

Do I need landlord insurance if I have a homeowners policy in Winchester?

Yes, a standard homeowners policy usually does not cover rental properties. If you rent out a home in Winchester you need a separate landlord policy. Massachusetts insurers may deny claims if you use a property as a rental without proper coverage.

How do I choose a landlord insurance agent in Massachusetts?

Look for an agent licensed in Massachusetts who has experience with rental properties. Ask about coverage for water damage and liability claims. Massachusetts has a three year statute of limitations for property damage lawsuits so adequate limits are important.

Landlord Insurance Agents in Other Massachusetts Cities

Listings are compiled from publicly available information. Inclusion does not constitute endorsement. Verify each landlord insurance agent's credentials and current standing with your state Department of Insurance.