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Find Health Insurance Agents Near You in Westport, CT

Browse health insurance agents serving Westport, Connecticut. Updated 2026-07-14.

The top-rated health insurance agent in Westport, Connecticut is Jeff Boley, Independent Insurance Agent, HealthMarkets Insurance Agency, rated 5.0 stars across 108 reviews. Other highly rated options include Cross Private Client Insurance, Smith Brothers Insurance, Dalila Namy - State Farm Insurance Agent. This directory lists 15 health insurance agents serving Westport.

Showing 15 health insurance agents in Westport, CTListings are displayed in no particular order and are not ranked. Order does not constitute a recommendation or endorsement.

Comparison

Top 10 listings
#NameAddressPhone
1Jeff Boley, Independent Insurance Agent, HealthMarkets Insurance Agency69 Kings Hwy N(203) 247-3312
2Cross Private Client Insurance1 Turkey Hill Rd S(203) 655-6974
3Smith Brothers Insurance1720 Post Rd E Suite 222(203) 655-9766
4Dalila Namy - State Farm Insurance Agent793 Post Rd E Ste A101(203) 429-0031
5Howard & Gay Insurance979 Post Rd E(203) 340-9540
6Medicare Benefits Hotline154 Main St(203) 590-7546
7Dominick Valente: Allstate Insurance8 Church St S(203) 226-1182
8Promax Insurance Agency300 Post Rd E(475) 275-1238
9AssuredPartners Northeast formally Sachs Walsh Ins728 Post Rd E(203) 227-7787
10fortify insurance group24 Punch Bowl Dr(203) 226-4077
JB
69 Kings Hwy N
Jeff Boley, Independent Insurance Agent, HealthMarkets Insurance Agency
Health Insurance Agent · Westport, CT

Jeff Boley, Independent Insurance Agent, HealthMarkets Insurance Agency serves the Westport, Connecticut area, offering guidance on individual and family health coverage. The firm focuses on explaining plan options that fit varying budgets and healthcare needs. As a local health insurance agent, it assists clients with understanding policy details during open enrollment periods. It handles plan comparisons and enrollment for major medical plans and Medicare supplement policies in this area.

CP
1 Turkey Hill Rd S
Cross Private Client Insurance
Health Insurance Agent · Westport, CT

Cross Private Client Insurance provides a full range of health insurance agency services, including plan selection guidance and annual enrollment support for individuals and families in Westport, Connecticut. It also offers ongoing account management to help clients adjust coverage as their medical needs change throughout the policy year. The agency maintains a focus on local carrier networks and prescription drug plan comparisons. Its clients include single-family homes, apartment residents, local retail businesses, and restaurants.

SB
1720 Post Rd E Suite 222
Smith Brothers Insurance
Health Insurance Agent · Westport, CT

Smith Brothers Insurance serves homeowners, businesses, and individuals in Westport, Connecticut, seeking health insurance coverage. The agency helps clients navigate plan options, including individual and family policies, as well as group health benefits for local employers. It provides guidance on Open Enrollment periods and special enrollment qualifying events. The agency also works with Medicare-eligible residents to review supplement and advantage plan choices. Its service area extends to neighboring communities throughout Fairfield County and the surrounding greater Bridgeport metro region.

DN
793 Post Rd E Ste A101
Dalila Namy - State Farm Insurance Agent
Health Insurance Agent · Westport, CT

Homeowners, renters, and small business owners in the Westport, CT area turn to Dalila Namy - State Farm Insurance Agent for personal health insurance protection. The agency helps clients navigate individual coverage plans, short-term health options, and supplemental policies to safeguard their well-being. Guidance is provided on plan selection to ensure suitable coverage for medical needs and budgets. This agent also assists families and professionals in nearby communities like Fairfield and the surrounding Fairfield County metro region.

HG
979 Post Rd E
Howard & Gay Insurance
Health Insurance Agent · Westport, CT

Howard & Gay Insurance serves Westport, Connecticut, along with surrounding Fairfield County communities. It handles health insurance policies, including individual plans, family coverage, and group benefits for local small businesses. The agency assists clients in selecting suitable medical plans for their budgets and ongoing healthcare needs. To accomplish this, it reviews each customer’s current coverage and medical usage to recommend practical policy options tailored to their specific situation.

MB
154 Main St
Medicare Benefits Hotline
Health Insurance Agent · Westport, CT

In Westport, Connecticut, Medicare Benefits Hotline distinguishes between assisting with one-time plan enrollment during annual periods and providing recurring support for ongoing coverage changes. As a health insurance agent, the company helps clients navigate Medicare options, including comparing Part D prescription drug plans and supplement policies. Appointments are arranged on a scheduled basis to align with enrollment windows and individual needs, while additional consultations are available as needed for plan adjustments or life changes.

DV
8 Church St S
Dominick Valente: Allstate Insurance
Health Insurance Agent · Westport, CT

As a health insurance agent in Westport, CT, Dominick Valente: Allstate Insurance provides specialty services in individual and family health plans, helping clients navigate plan selection and enrollment. The agency’s general service work includes explaining policy details, comparing coverage options, and assisting with claims questions to ensure local residents understand their benefits. During open enrollment seasons, it also helps clients identify potential gaps in coverage and adjust plans to meet changing healthcare needs.

PI
300 Post Rd E
Promax Insurance Agency
Health Insurance Agent · Westport, CT

As fall approaches residents of Westport, Connecticut consider their annual health insurance coverage options. Promax Insurance Agency provides guidance through these decisions for individual and family plans in the area. The company assists clients with comparing plans available under the Affordable Care Act marketplace. Explaining the differences between deductibles, copayments, and network options is a core part of their consultations. An initial assessment of the client’s current coverage and healthcare needs begins every relationship with a free review of their existing policy numbers.

AN
728 Post Rd E
AssuredPartners Northeast formally Sachs Walsh Ins
Health Insurance Agent · Westport, CT

AssuredPartners Northeast, formally Sachs Walsh Ins, serves the Westport, Connecticut area as a health insurance agent. The company assists individuals and groups in navigating available medical coverage plans and policy options. Its services include reviewing plan benefits, explaining enrollment procedures, and helping clients understand their choices during open enrollment periods. The agency works with various commercial sectors, including offices, warehouses, and food service establishments, to address their distinct health insurance requirements.

FI
24 Punch Bowl Dr
fortify insurance group
Health Insurance Agent · Westport, CT

Fortify Insurance Group serves residents of Westport and the surrounding Connecticut area, helping individuals secure health plans that fit their specific needs. The agency also assists local businesses with group commercial coverage options designed for diverse workforces. Their team focuses on explaining plan details clearly so clients can make informed decisions for themselves and their employees. Ongoing support is available between regular enrollment visits to address any changes in circumstances or to answer questions about existing policies.

BQ
180 Post Rd E #204
Benson/Quinlan Insurance Agency, Inc
Health Insurance Agent · Westport, CT
(203) 227-8448
bensonquinlan.com
WI
27 Guyer Rd
Westport Insurance Group
Health Insurance Agent · Westport, CT
(203) 266-1354
insurewestport.com
EM
191 Post Rd W
Emerald Medicare - Fairfield, CT
Health Insurance Agent · Westport, CT
(203) 403-6670
emeraldmedicare.com
SC
1720 Post Rd E
SterlingRisk of Connecticut
Health Insurance Agent · Westport, CT
(203) 349-8472
sterlingrisk.com
CI
21 Bridge Square
Cambridge Insurance Advisors
Health Insurance Agent · Westport, CT
(212) 695-7495
camlife.com/contact/morristown-nj-insurance

What Does a a Health Insurance Agent in Westport Cost?

Health insurance agents in Connecticut typically do not charge you directly for their services. They are paid commissions by the insurance companies whose plans they sell. These commissions are built into the plan premium and do not increase your cost. For ACA plans premiums in Westport vary widely based on age income and plan tier with bronze plans averaging 400 to 600 per month for a 40 year old and gold plans ranging from 600 to 900 per month. This is general information not insurance advice.

About health insurance agents in Westport

Health insurance agents in Westport Connecticut help individuals families and small businesses find coverage that meets their needs and budget. Connecticut law requires all health insurance plans sold in the state to cover essential health benefits as defined by the Affordable Care Act. An agent can explain plan options including HMOs PPOs and high deductible plans available through Access Health CT the state exchange.

Frequently Asked Questions

What should I look for in a health insurance agent in Westport?

Look for an agent licensed by the Connecticut Insurance Department with experience in individual family and small group plans. A good agent will ask about your medical needs budget and preferred doctors before showing you plan options.

Can a health insurance agent help me with Medicare plans in Westport?

Yes many agents in Westport are certified to sell Medicare Advantage Medicare Supplement and Part D prescription drug plans. They can compare plans available in Fairfield County and help you enroll during the Annual Enrollment Period or a Special Enrollment Period.

What is the open enrollment period for health insurance in Connecticut?

For ACA plans through Access Health CT open enrollment typically runs from November 1 to January 15 each year. Outside this period you may qualify for a Special Enrollment Period if you have a qualifying life event like marriage birth of a child or loss of other coverage.

Health Insurance Agents in Other Connecticut Cities

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