Best Insurance Agents in Brookline, Massachusetts

    Areas served: Brookline, MA and surrounding Norfolk County communities

    21 local businessesRanked by Lantern Score — a measure of reputation and business quality. We don't accept payment for placement.
    Updated April 17, 2026

    Brookline's insurance market serves a diverse community of homeowners, renters, and business owners across neighborhoods from Coolidge Corner to Brookline Village. Local independent agents typically offer access to multiple carriers for home, auto, business, and life insurance, while captive agents represent single companies like State Farm or Allstate. The town's high property values and proximity to Boston create specific insurance considerations for homeowners and condo owners. This directory includes licensed agents serving Brookline residents and businesses, with details on their specializations, carrier relationships, and service models.

    Show businesses best for:
    86
    Lantern
    Score
    Franklin, MA · 22 mi from Brookline
    Serves Massachusetts, with primary office in Franklin
    ★★★★★5.0(573 Google reviews)

    Berry Insurance is an independent insurance agency based in Franklin, MA, serving Massachusetts individuals, families, and businesses for over a century. They offer personalized coverage across homeowners, auto, life, and commercial insurance by shopping multiple carriers to find the best fit for each client's specific needs. Known for their relationship-driven approach, dedicated account managers, and 24/7 support via phone, text, email, video chat, and emergency claims line—they prioritize education and transparent quoting to ensure clients understand exactly what they're paying for.

    Best for: Comparing OptionsHomeownersBusiness OwnersLife Insurance Planning
    Ideal clients: Massachusetts families and business owners seeking personalized insurance, those frustrated with impersonal big agencies, small business owners, and anyone wanting a trusted local agent they can reach anytime
    What sets them apart
    • As an independent agency, Berry Insurance shops among multiple reputable insurance companies to find the best coverage and rates for each client, rather than pushing one company's products.
    • Clients work with a dedicated account manager who handles all questions and claims—no call centers or automated systems. The team-based approach ensures continuity even when your primary agent is unavailable.
    • Operating for over 100 years, Berry Insurance offers round-the-clock emergency claims support and education-driven quoting to help clients understand their policies and avoid costly coverage gaps.
    Independent Insurance AgencyPersonalized CoverageLocal Massachusetts Agency24/7 SupportBusiness & Family Insurance
    Phone(508) 528-5200
    Berry Insurance
    Updated 4/17/26Learn More →
    86
    Lantern
    Score
    Boston, MA · 5 mi from Brookline
    Serves Greater Boston area, MA and surrounding regions
    ★★★★★5.0(343 Google reviews)

    Bender Hatch Insurance is a fourth-generation independent insurance agency serving the greater Boston area with personalized coverage solutions. They specialize in auto, home, condo, business, life, and umbrella insurance, with dedicated representatives who customize policies to each client's unique situation. Known for top-quality service and community involvement, Bender Hatch operates two convenient offices in Boston and Charlestown.

    Best for: Comparing OptionsHomeownersBusiness OwnersLife Insurance Planning
    Ideal clients: Families and business owners seeking personalized insurance guidance, homeowners in the Boston area, entrepreneurs needing comprehensive business coverage
    What sets them apart
    • Established family business with deep roots in the Boston community and a long track record of personalized, dedicated customer care.
    • Each client works with a dedicated representative available to answer questions and help forecast future insurance needs.
    • Offers a full suite of personal and business insurance products including auto, home, condo, life, business, and umbrella policies.
    Independent Insurance AgentAuto & Home InsuranceBusiness InsurancePersonal CoverageBoston-Based
    Phone(617) 367-4900
    Bender Hatch Insurance
    Updated 4/17/26Learn More →
    84
    Lantern
    Score
    Watertown, MA · 4 mi from Brookline
    Serves Massachusetts statewide with 15 office locations
    ★★★★★4.9(804 Google reviews)

    A-Affordable Insurance Agency has been serving Massachusetts residents since 1984 with comprehensive, affordable insurance solutions including auto, home, business, motorcycle, and specialty coverage. Operating from 15 convenient locations across the state, they specialize in helping drivers with cancelled policies, non-standard records, and high-risk situations get coverage quickly—often while you wait for license plates. Their bilingual team (English, Spanish, Portuguese) works for clients, not insurance companies, offering flexible financing and bundled discounts tailored to individual needs.

    Best for: HomeownersBusiness OwnersSaving Money
    Ideal clients: High-risk drivers, cancelled/non-renewed policy holders, young drivers, business owners, multilingual Spanish and Portuguese speakers
    What sets them apart
    • Since 1984, A-Affordable has helped drivers who've had policies cancelled, non-renewed, or face high premiums due to driving records or payment history.
    • Open early and late across Massachusetts, with the ability to get you plates while you wait and process quote requests immediately.
    • Offers low monthly payments and financing options to make insurance accessible, with rates starting as low as $34.22/month.
    Affordable Auto InsuranceHigh-Risk CoverageQuick ServiceMultiple LocationsBilingual Support
    Phone(617) 924-4242
    A-Affordable Insurance Agency, Inc.
    Updated 4/17/26Learn More →
    84
    Lantern
    Score
    Newton, MA · 2 mi from Brookline
    Serves Newton, MA and throughout the United States
    ★★★★★4.9(472 Google reviews)

    Smoller Insurance Agency is a family-owned insurance brokerage founded in 1953 and now run by second and third-generation owners Mark and Billy Smoller. They offer comprehensive personal and commercial insurance including auto, home, boat, pet, flood, motorcycle, classic car, mobile home, recreational, specialty, umbrella, and workers compensation coverage. Known for their personalized, hands-on service approach and ability to find competitive rates across multiple carriers, they serve clients throughout the country while maintaining deep roots in the Newton, MA community.

    Best for: Comparing OptionsHomeownersBusiness Owners
    Ideal clients: Long-term clients seeking personalized service, business owners needing commercial coverage, customers with specialty insurance needs, families wanting multi-policy bundling
    What sets them apart
    • Founded in 1953 by Seymour Smoller and now operated by his son Mark and grandson Billy, the agency maintains a personal, family-style approach to client service that extends across the country.
    • As an independent broker, Smoller Insurance compares rates across multiple carriers to find clients the best coverage and pricing, rather than being limited to a single company's products.
    • Beyond standard auto and home insurance, they specialize in hard-to-place coverage including boat/watercraft, pet, classic car, flood, and commercial insurance for business owners.
    Independent Insurance BrokerFamily-Owned Since 1953Multi-State CoveragePersonal & Commercial
    Phone(617) 965-1830
    Smoller Insurance Agency
    Updated 4/17/26Learn More →
    84
    Lantern
    Score
    Boston, MA · 5 mi from Brookline
    Serves Boston and greater Massachusetts
    ★★★★★4.9(428 Google reviews)

    Ironside Insurance Group is an independent insurance agency based in downtown Boston, founded in 2012, offering comprehensive business and personal insurance solutions. They specialize in homeowners, auto, renters, condo, flood, and cyber insurance, as well as customized business coverage for trades and professional services. Known for quick response times, transparent explanations of coverage options, and strong client relationships, Ironside has become one of Boston's largest independent agencies.

    Best for: Comparing OptionsHomeownersBusiness OwnersSaving Money
    Ideal clients: Business owners needing comprehensive coverage, homeowners seeking personalized insurance advice, bundlers looking for home and auto discounts, investment property owners
    What sets them apart
    • As an independent agent, Ironside shops multiple leading insurance carriers to find the best rates and coverage for your specific needs, rather than pushing a single company's products.
    • Annually recognized since 2021 for rapid growth and business excellence, demonstrating consistent success and client trust.
    • Headquartered in downtown Boston's financial district with deep community investment and understanding of local property and business risks.
    Independent AgentBusiness InsuranceHome & AutoBoston-BasedQuick Service
    Phone(617) 227-2400
    Ironside Insurance Group, LLC
    Updated 4/17/26Learn More →
    84
    Lantern
    Score
    Cambridge, MA · 4 mi from Brookline
    Serves Massachusetts, with primary office in Cambridge and three additional locations
    ★★★★★4.9(341 Google reviews)

    Garrity Insurance Agency is a full-service independent insurance brokerage serving Massachusetts with comprehensive personal and commercial coverage options. Based in Cambridge with four office locations, they partner with over 15 leading insurance carriers to provide competitive quotes and customized policies for both individuals and businesses. Their expertise spans personal lines (auto, home, life, boat, condo) and specialized commercial coverage (contractors, restaurants, cannabis, medical spas, startups, and more), with a customer-service-first approach and online tools for quotes, payments, and certificate requests.

    Best for: Comparing OptionsHomeownersBusiness OwnersSaving MoneyLife Insurance Planning
    Ideal clients: Small business owners, contractors, self-employed professionals, homeowners seeking bundled coverage, individuals with unique insurance needs
    What sets them apart
    • Partners with over 15 leading insurance providers to offer multiple quotes and coverage options, allowing clients to compare price and protection levels.
    • Provides niche business insurance beyond standard policies, including cannabis operations, clinical trials, medical spas, contractors, and food service businesses.
    • Multiple Massachusetts locations including Cambridge, plus Joe Greene, MR Shaw, D'Attilio, and Willard Martin offices for convenient local service.
    Independent Insurance AgentPersonal & Business CoverageFree QuotesMultiple Carriers
    Phone(617) 354-4640
    Relation Insurance - Garrity Group
    Updated 4/17/26Learn More →
    84
    Lantern
    Score
    Newton, MA · 4 mi from Brookline
    Serves Greater Boston area including Massachusetts, Connecticut, New Hampshire, and Rhode Island
    ★★★★★4.9(326 Google reviews)

    Kovalev Insurance Agency is a full-service independent insurance broker with over 20 years of experience serving the Greater Boston area. They offer comprehensive personal insurance (home, auto, life, umbrella, condo, renters) and commercial coverage (business liability, workers compensation, cyber, commercial property, contractors insurance) across Massachusetts, Connecticut, New Hampshire, and Rhode Island. As an independent agent representing multiple carriers, they provide personalized consultation and competitively priced coverage tailored to each client's needs rather than pushing a single company's products.

    Best for: Comparing OptionsHomeownersBusiness OwnersSaving MoneyLife Insurance Planning
    Ideal clients: Homeowners and renters seeking personalized auto and home insurance, small business owners needing commercial liability or workers compensation, independent contractors, restaurant and construction businesses
    What sets them apart
    • As an independent agency, Kovalev represents client interests rather than any single insurance company, providing access to multiple carriers and customized coverage options not available through direct writers or online providers.
    • Offers extensive coverage including niche areas like cannabis insurance, restaurant insurance, truckers/transportation, and construction—in addition to standard home, auto, and life policies.
    • Known for asking questions and solving problems rather than simply selling, with same-day response time and claims support.
    Independent Insurance BrokerPersonal & Commercial CoverageGreater BostonFree QuotesMulti-State Coverage
    Phone(617) 562-6060
    Kovalev Insurance Agency, Inc
    Updated 4/17/26Learn More →
    84
    Lantern
    Score
    Waltham, MA · 8 mi from Brookline
    Serves Waltham, Massachusetts and greater Boston area
    ★★★★★4.9(272 Google reviews)

    Stanton Insurance Agency Inc is an independent insurance agency serving the greater Boston area with comprehensive coverage options including auto, home, life, and business insurance. Located in Waltham, they work with multiple carriers to provide personalized quotes and bundling options tailored to each client's needs. Their experienced team focuses on finding the right coverage at competitive rates for individuals and businesses.

    Best for: Comparing OptionsHomeownersBusiness OwnersSaving MoneyLife Insurance Planning
    Ideal clients: Homeowners seeking bundled coverage, small business owners, individuals comparing auto and home insurance rates
    What sets them apart
    • Works with multiple insurance carriers to provide clients with competitive options and personalized quotes rather than being limited to a single company.
    • Helps clients save money by identifying available bundling discounts across auto, home, life, and business policies.
    • Established local agency with direct phone and in-person service for personalized insurance guidance and claims support.
    Auto InsuranceHomeowners InsuranceBusiness InsuranceIndependent Agency
    Phone(781) 893-3200
    Stanton Insurance Agency Inc
    Updated 4/17/26Learn More →
    83
    Lantern
    Score
    Braintree, MA · 9 mi from Brookline
    Serves Braintree, MA and Greater Boston Area
    ★★★★★4.9(140 Google reviews)

    J Williams Insurance Agency is a trusted independent insurance provider serving the greater Boston area for over 30 years. They specialize in comprehensive personal insurance including auto, home, condo, renters, life, and disability coverage, as well as business insurance tailored to industries like restaurants, real estate, landscaping, and manufacturing. As a Trusted Choice Agent and member of the Strategic Insurance Agent Alliance, they offer personalized service, competitive pricing, and customized solutions backed by strong carrier relationships.

    Best for: Comparing OptionsHomeownersBusiness OwnersLife Insurance Planning
    Ideal clients: Families and individuals seeking personalized auto and home insurance, small business owners in food service and real estate, commercial clients requiring industry-specific coverage solutions
    What sets them apart
    • Long-established agency with deep community roots and proven expertise in both personal and commercial insurance.
    • Offers specialized insurance solutions for restaurants, food & beverage, real estate, landscaping, and other niche industries with unique coverage needs.
    • Member of the Strategic Insurance Agent Alliance and Satellite Agency Network, ensuring access to diverse carriers and innovative coverage options.
    Independent AgentPersonal InsuranceBusiness InsuranceAuto & HomeLocal Expert
    Phone(781) 848-9192
    J Williams Insurance Agency, Inc
    Updated 4/17/26Learn More →
    83
    Lantern
    Score
    Boston, MA · 5 mi from Brookline
    Serves Boston, MA and surrounding areas
    ★★★★★4.9(79 Google reviews)

    Beacon Hill Insurance Agency is an independent insurance agency serving the Boston area with comprehensive coverage options including auto, home, life, and business insurance. Their experienced team works with multiple carriers to provide personalized quotes and bundled policy discounts tailored to each client's needs. They focus on understanding their clients' unique situations to deliver competitive rates and reliable coverage.

    Best for: Comparing OptionsHomeownersBusiness OwnersSaving MoneyLife Insurance Planning
    Ideal clients: Boston-area residents seeking auto and home insurance, families looking for bundled policies, business owners needing commercial coverage
    What sets them apart
    • As an independent agent, Beacon Hill works with numerous insurance carriers to compare rates and find the best coverage options for each client.
    • Their team takes time to understand individual needs and circumstances to recommend appropriate coverage and bundling opportunities.
    Auto InsuranceHomeowners InsuranceIndependent AgentBoston
    Phone(800) 568-4091
    Beacon Hill Insurance Agency
    Updated 4/17/26Learn More →
    83
    Lantern
    Score
    Brighton, MA · 2 mi from Brookline
    Serves Brighton, Boston, and greater Massachusetts
    ★★★★★5.0(35 Google reviews)

    Pella Insurance Agency is an independent insurance agency in Brighton, MA specializing in auto, home, and business insurance. Led by President Paula Papadimitriou, the agency has served the local community for over 30 years and offers personalized service to help clients find the best coverage at competitive rates. They work with multiple carriers to provide flexible options for first-time car owners, homeowners, and growing businesses.

    Best for: Comparing OptionsHomeownersBusiness OwnersSaving Money
    Ideal clients: First-time car and homeowners insurance buyers, small business owners, Brighton residents, those seeking personalized service and competitive rates
    What sets them apart
    • Established in Brighton for over three decades, Pella Insurance understands the specific insurance needs of local residents and businesses in the area.
    • As an independent agent, Pella works with multiple insurance carriers to find flexible coverage options and competitive rates tailored to each client's needs.
    • Offers comprehensive auto, home, and business insurance solutions under one roof, simplifying the insurance process for individuals and business owners.
    Independent AgentAuto InsuranceHome InsuranceBusiness InsuranceBrighton
    Phone(617) 787-0617
    Pella Insurance Agency, Inc
    Updated 4/17/26Learn More →
    82
    Lantern
    Score
    Dorchester, MA · 5 mi from Brookline
    Serves Boston, MA and surrounding areas
    ★★★★★4.9(60 Google reviews)

    Weeks & Devonish Insurance is a locally owned Boston-area insurance agency with over 30 years of experience serving the community. They provide comprehensive coverage including auto, homeowners, life and health, business, and commercial auto insurance, with partnerships across a dozen insurance carriers to find the right policy for each client. Available 24/7 with licensed agents, they specialize in non-standard drivers, offer free quotes, and provide flexible payment options including EFT discounts and paid-in-full discounts.

    Best for: Comparing OptionsHomeownersBusiness OwnersSaving MoneyLife Insurance Planning
    Ideal clients: Drivers with non-standard histories, business owners needing commercial coverage, families seeking comprehensive homeowners and life insurance, international and foreign-licensed drivers
    What sets them apart
    • Round-the-clock service ensures customers can access support or make changes to their policies anytime, not just during standard business hours.
    • Relationships with over a dozen insurance companies allow them to find competitive rates and specialized coverage for non-standard drivers and unique situations.
    • Fully licensed agents bring decades of expertise and deep community roots to personalized insurance consultation.
    Auto InsuranceHomeowners InsuranceBusiness Insurance24/7 ServiceFree Quotes
    Phone(617) 282-5889
    Weeks & Devonish Insurance
    Updated 4/17/26Learn More →
    82
    Lantern
    Score
    Boston, MA · 5 mi from Brookline
    Serves All of Massachusetts, with primary presence in Boston and Dorchester
    ★★★★★4.8(640 Google reviews)

    Vargas & Vargas Insurance Inc. is an independent insurance agency based in Dorchester serving all of Massachusetts since 1980. They specialize in auto, home, renters, condo, life, pet, and commercial insurance, offering personalized one-on-one guidance from licensed agents rather than cookie-cutter online quotes. As an independent agent, they work with multiple regional and national carriers to provide competitive quotes and bundled coverage options, with bilingual service available and ongoing support including annual policy reviews and claims assistance.

    Best for: Comparing OptionsHomeownersBusiness OwnersSaving MoneyLife Insurance Planning
    Ideal clients: Massachusetts families seeking personalized insurance guidance, small business owners needing comprehensive coverage, homebuyers wanting expert advice, bilingual customers preferring local service
    What sets them apart
    • Over 40 years of experience serving Massachusetts families and businesses as an independent agency, meaning they work for clients, not insurance companies, with access to multiple carriers.
    • Licensed agents provide one-on-one guidance, annual policy reviews, and claims support, with bilingual service available and deep knowledge of Massachusetts-specific insurance needs across cities, suburbs, and coastal communities.
    • Offers auto, home, renters, condo, life, pet, and commercial insurance with bundling discounts and competitive quotes from leading regional and national carriers.
    Independent Insurance AgentAuto & Home InsuranceMassachusetts CoveragePersonalized ServiceBusiness Insurance
    Phone(617) 298-0655
    Vargas & Vargas Insurance Inc.
    Updated 4/17/26Learn More →
    82
    Lantern
    Score
    Medford, MA · 7 mi from Brookline
    Serves Medford, MA and surrounding communities
    ★★★★★4.8(226 Google reviews)

    Risman Insurance Agency is an independent insurance broker serving the Medford area and surrounding communities since 1987. They specialize in auto, home, life, and business insurance, offering personalized coverage solutions and competitive quotes from multiple carriers. As an independent agency, they work with clients to find the right coverage at the right price, rather than pushing a single company's products.

    Best for: Comparing OptionsHomeownersBusiness OwnersSaving MoneyLife Insurance Planning
    Ideal clients: Homeowners seeking bundled coverage, small business owners, individuals comparing auto and home insurance rates, families looking for life insurance options
    What sets them apart
    • Works with multiple insurance companies rather than being tied to one carrier, allowing them to compare options and find the best rates and coverage for each client's specific needs.
    • Established local agency with decades of experience serving Medford and neighboring communities, providing personalized service and long-term relationships.
    • Offers auto, home, life, and business insurance under one roof, making it convenient for clients to consolidate policies and potentially qualify for bundling discounts.
    Independent AgentAuto InsuranceHome InsuranceBusiness InsuranceLocal Broker
    Phone(781) 396-2116
    Websiterisman.com
    Risman Insurance Agency
    Updated 4/17/26Learn More →
    82
    Lantern
    Score
    Quincy, MA · 6 mi from Brookline
    Serves Quincy, MA and surrounding areas
    ★★★★★4.8(182 Google reviews)

    Chan Insurance Agency, Inc. is an independent insurance agency in Quincy serving Massachusetts residents and businesses with comprehensive insurance solutions. They offer auto, home, life, and commercial insurance coverage, helping clients find the right policies to protect what matters most. As an independent agent, they work with multiple carriers to provide personalized service and competitive rates tailored to each client's needs.

    Best for: HomeownersBusiness OwnersLife Insurance Planning
    Ideal clients: Auto insurance shoppers, homeowners seeking coverage, small business owners, individuals needing life insurance
    What sets them apart
    • Works with multiple insurance carriers to find the best rates and coverage options for each client, rather than being limited to a single company's offerings.
    • Established agency in Quincy with direct phone support and in-person service for policy questions, claims, and updates.
    Independent Insurance AgentAuto InsuranceHome InsuranceLife InsuranceBusiness Insurance
    Phone(617) 451-6733
    Chan Insurance Agency, Inc.
    Updated 4/17/26Learn More →
    82
    Lantern
    Score
    Belmont, MA · 4 mi from Brookline
    Serves Belmont, MA and surrounding Boston metro area
    ★★★★★4.9(42 Google reviews)

    Waverley Insurance Agency is an independent insurance brokerage serving the Boston area with personalized coverage solutions for auto, home, life, and business insurance. Founded and operated by local insurance professionals, they leverage relationships with multiple carriers to find competitive rates and customized policies tailored to each client's unique needs. Their consultative approach and commitment to responsive customer service make them a trusted partner for individuals and small business owners seeking comprehensive protection.

    Best for: Comparing OptionsHomeownersBusiness OwnersSaving MoneyLife Insurance Planning
    Ideal clients: Homeowners seeking bundle discounts, Small business owners needing comprehensive coverage, Auto insurance shoppers comparing rates, Individuals wanting personalized policy advice
    What sets them apart
    • Works with multiple insurance carriers to compare rates and find the best coverage options for each client, rather than being limited to one company's products.
    • Takes time to understand each client's specific situation and provides tailored insurance solutions rather than one-size-fits-all recommendations.
    • Based in Belmont with deep roots in the Boston area, offering knowledge of regional risks and community-focused customer service.
    Independent InsuranceAuto InsuranceHome InsuranceBusiness InsuranceLocal Agent
    Phone(617) 484-5216
    Waverley Insurance Agency
    Updated 4/17/26Learn More →
    81
    Lantern
    Score
    Dorchester, MA · 3 mi from Brookline
    Serves Dorchester, Boston, and throughout Massachusetts including Mattapan, Milton, Springfield, Worcester, Cambridge
    ★★★★★4.8(98 Google reviews)

    Warren Insurance Agency Inc. is an independent insurance agency in Dorchester with 40 years of experience helping individuals and businesses protect what matters most. They specialize in home, auto, business, and life insurance, and also offer notary services, constable service, and fax services. Beyond insurance, they provide startup business support including SBA information, PPP loans, and community development services to help entrepreneurs launch and grow their businesses.

    Best for: Comparing OptionsHomeownersBusiness OwnersLife Insurance Planning
    Ideal clients: Small business owners, entrepreneurs launching startups, families seeking comprehensive insurance coverage, individuals in the Boston area seeking personalized insurance guidance
    What sets them apart
    • Deep expertise across insurance, taxes, and investments combined with 40+ years serving the community.
    • Beyond insurance, they offer SBA information, PPP loans, and community development services to help new businesses succeed.
    • Clients can call, text, or reach carriers directly anytime, with prompt callback service.
    Insurance AgencyIndependent AgentBusiness SupportLife InsuranceAuto & Home
    Phone(617) 265-1414
    Warren Insurance Agency Inc.
    Updated 4/17/26Learn More →
    81
    Lantern
    Score
    Boston, MA · 4 mi from Brookline
    Serves Boston, Massachusetts and all 50 states
    ★★★★★5.0(104 Google reviews)

    Click Insurance is an independent agency serving Massachusetts and all 50 states, offering comprehensive personal and business insurance solutions including auto, home, business owners policies, workers' compensation, general liability, cyber liability, and specialized coverage for contractors, restaurants, manufacturers, and other industries. Their experienced team focuses on connecting clients with top-rated carriers through strategic partnerships to provide customized coverage that aligns with individual and business needs.

    Best for: Comparing OptionsHomeownersBusiness OwnersLife Insurance Planning
    Ideal clients: Small to mid-size business owners, high net worth individuals, contractors and specialized trades, entrepreneurs seeking multi-line coverage
    What sets them apart
    • Click Insurance partners with top-rated carriers to give clients access to a wide range of coverage options and pricing, rather than being limited to a single insurer.
    • They offer specialized insurance solutions for contractors, manufacturers, restaurants, nightclubs, and retail businesses, tailored to each industry's unique risk factors.
    • Beyond auto and home, Click Insurance provides business coverage including workers' compensation, cyber liability, employment practices liability, directors and officers protection, and commercial umbrella policies.
    Independent AgentBusiness InsurancePersonal InsuranceMulti-State CoverageFree Quotes
    Phone(617) 580-3499
    Click Insurance
    Updated 4/17/26Learn More →
    80
    Lantern
    Score
    Boston, MA · 2 mi from Brookline
    Serves Boston, MA and surrounding areas
    ★★★★★4.7(101 Google reviews)

    Point Insurance is an independent insurance agency in Boston offering comprehensive coverage across auto, home, life, and business insurance. Their licensed agents work with multiple carriers to find personalized quotes and policies tailored to each client's needs. They focus on building long-term relationships and helping customers understand their coverage options to maximize savings through bundling and discounts.

    Best for: Comparing OptionsHomeownersBusiness OwnersSaving MoneyLife Insurance Planning
    Ideal clients: Homeowners, Auto insurance shoppers, Small business owners, Families seeking bundled coverage
    What sets them apart
    • Works with multiple insurance carriers to find competitive rates and options rather than representing a single company.
    • Offers auto, home, life, and business insurance under one roof, enabling bundling discounts and simplified policy management.
    • Located on Commonwealth Ave in Boston with direct phone support for personalized service and claims assistance.
    Auto InsuranceHome InsuranceIndependent AgentBoston
    Phone(617) 783-1160
    Point Insurance - Boston
    Updated 4/17/26Learn More →
    79
    Lantern
    Score
    Boston, MA · 2 mi from Brookline
    Serves Boston, Allston, Lowell, and surrounding Massachusetts areas
    ★★★★★4.8(25 Google reviews)

    Best Choice Insurance Agency is a Boston-based independent insurance agency with 20 years of experience helping individuals and businesses protect themselves through comprehensive coverage options. They specialize in home insurance, auto insurance, and business insurance, offering flexible terms, competitive discounts for regular customers, and personalized service from a knowledgeable team. The agency also provides same-day registry and plate services for their customers.

    Best for: Comparing OptionsHomeownersBusiness OwnersSaving Money
    Ideal clients: Homeowners, vehicle owners, small business owners, families seeking bundled coverage discounts
    What sets them apart
    • The agency has built deep expertise and refined their practices over two decades, allowing them to understand client needs and provide tailored solutions.
    • Customers can access home, auto, and business insurance in one place, with bundling discounts available for multiple policies.
    • They offer convenient on-site registry services and same-day plate processing exclusively for their customers, adding extra value beyond insurance.
    Home InsuranceAuto InsuranceBusiness InsuranceIndependent Agent20+ Years Experience
    Phone(617) 782-8800
    Best Choice Insurance Agency
    Updated 4/17/26Learn More →
    77
    Lantern
    Score
    Cambridge, MA · 5 mi from Brookline
    Serves Cambridge, MA and greater Boston area
    ★★★★★4.9(33 Google reviews)

    Econosurance is an independent insurance agency in Cambridge offering comprehensive coverage including auto, home, life, and business insurance. They work with multiple carriers to find competitive rates and personalized policies for individuals and businesses throughout the greater Boston area.

    Best for: HomeownersBusiness OwnersLife Insurance Planning
    Ideal clients: Homeowners seeking bundled coverage, Small business owners, Self-employed professionals, Individuals comparing insurance rates
    What sets them apart
    • Works with multiple insurance carriers to compare rates and find the best coverage options tailored to your specific needs.
    • Offers auto, home, life, and business insurance, allowing you to bundle policies with one agency for convenience and potential discounts.
    • Cambridge-based agency with deep knowledge of local insurance needs and Massachusetts-specific coverage requirements.
    Auto InsuranceHome InsuranceBusiness InsuranceIndependent Agent
    Phone(617) 864-2444
    econosurance
    Updated 4/17/26Learn More →

    Frequently Asked Questions

    Who is the top-ranked insurance agent in the Brookline area?

    Berry Insurance is the top-ranked insurance agency in the Brookline area with a Lantern Score of 85.67/100 and 5-star ratings across 573 reviews. They're an independent agency based in Franklin, MA serving Massachusetts families and businesses for over a century, and are particularly well-suited for families and business owners seeking personalized insurance from a trusted local agent.

    Which insurance agents specialize in high-risk drivers and policy cancellations?

    A-Affordable Insurance Agency, Inc. (Lantern Score: 84.00/100, 4.9★) specializes in serving high-risk drivers, customers with cancelled or non-renewed policies, and young drivers. They've been serving Massachusetts residents since 1984 and also offer multilingual support in Spanish and Portuguese.

    What are the best options for small business owners in Brookline?

    Several top-ranked agencies specialize in business coverage: Bender Hatch Insurance (Lantern Score: 85.52/100) and Smoller Insurance Agency (Lantern Score: 83.89/100) both excel at serving business owners with comprehensive commercial coverage. For construction and restaurant businesses specifically, Kovalev Insurance Agency (Lantern Score: 83.78/100) is an excellent choice.

    Which insurance agencies are best for bundled home and auto coverage?

    Ironside Insurance Group (Lantern Score: 83.87/100, 4.9★) and Stanton Insurance Agency Inc (Lantern Score: 83.71/100, 4.9★) both specialize in bundling home and auto insurance for discounts. Additionally, Waverley Insurance Agency (Lantern Score: 81.54/100, 4.9★) is specifically recommended for homeowners seeking bundle discounts.

    Are there insurance agents in Brookline open on weekends?

    None of the 21 insurance agencies serving the Brookline area report weekend hours. All agencies operate on standard weekday business hours, so you'll need to contact them during regular business days to discuss your insurance needs.

    Which agencies are best for first-time homebuyers and car insurance buyers?

    Pella Insurance Agency (Lantern Score: 82.62/100, 5★) in Brighton specifically serves first-time car and homeowners insurance buyers, while Vargas & Vargas Insurance Inc. (Lantern Score: 82.22/100, 4.8★) is excellent for homebuyers wanting expert guidance on comprehensive coverage options.

    This directory of insurance agents local businesses serving Brookline, MA is maintained by Lantern. Rankings are determined by the Lantern Score — not advertising or payment for placement. Learn how it works. Last updated April 17, 2026. To claim or update a listing, contact us.