Westchester · Fairfield · Metro New York · Since 1932

Big-Broker Expertise.
Boutique-Level
Partnership.

Wesfair Agency delivers the knowledge and market access of a large brokerage — with the integrity, honesty, and personal care that only a boutique firm can offer.

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90+
Years of Service
3
Counties Served
100%
Independent
Why Wesfair

Built on a Foundation
of Earned Trust

Serving the Region Since 1932

Over nine decades of trusted service to Westchester, Fairfield, and Metro New York — a track record built one client relationship at a time.

Truly Independent

We are beholden to no single carrier. Our only obligation is to find the right coverage for you, from the broadest possible marketplace.

Boutique Care, No Compromises

You will never feel like a policy number here. Our team provides the attentive, personalized service that large brokerages simply cannot replicate.

Specialists in Complex Risk

From high-net-worth private clients to commercial enterprises, we are built for situations that require more than off-the-shelf answers.

What We Offer

Coverage
for Every
Dimension
of Your Life

Whether you're protecting a growing family, a treasured estate, or a thriving enterprise — we design programs around your specific world.

Explore Your Options

Personal Insurance

Comprehensive personal coverage tailored to your life — home, auto, umbrella, and beyond — structured to close gaps and eliminate surprises.

Private Client Program

Custom solutions for discerning families with high-value homes, seasonal properties, fine art, jewelry, and collector or antique automobiles.

Commercial Insurance

Full-spectrum business insurance programs for companies and institutions, built around a deep understanding of your specific risk environment.

Financial Planning

Guidance that extends beyond insurance — helping clients make informed decisions to protect and grow their financial futures.

Risk Assessment & Consulting

We help you see the full picture of your exposure so coverage decisions are strategic, not reactive.

Policy Review & Advocacy

Ongoing partnership means we revisit your coverage as your life or business evolves, and stand in your corner when claims arise.

Wesfair Agency professionals
1932
Founded
Our Story

A Partnership
Built to Last Generations

Since 1932, Wesfair Agency has built its reputation on a simple belief: every client deserves the expertise of a sophisticated brokerage and the personal care of a trusted partner. For generations, families and businesses across Westchester County, Fairfield County, and Metro New York have relied on us to guide their most important protection decisions.

We are a premier independent insurance agency — which means we answer to our clients, not to any single carrier. Our independence gives us access to a broad marketplace, and our boutique structure means you will always work with experienced professionals who know your name, your situation, and your goals.

At Wesfair, our team brings deep knowledge across personal, commercial, and financial planning disciplines. Whether you're protecting a growing business, a treasured estate, or the irreplaceable things that define your family's life, we provide counsel that is honest, thorough, and built to last.

Meet Our Team 914-238-3734
What Sets Us Apart

The Wesfair
Difference

Independent. Unbiased. On Your Side.

As an independent agency, we work for you — not any single carrier. That means broader market access and recommendations driven solely by your best interests.

Boutique Service, Large-Firm Reach

You get the professionalism and market leverage of a major brokerage, paired with the honesty and hands-on attention that defines a true boutique partnership.

Private Client Expertise

From high-value residences and seasonal retreats to fine art, jewelry, and custom autos — we design solutions as unique as your family's lifestyle.

Commercial Risk Intelligence

We help businesses and institutions understand their risk environment and build insurance programs that protect operations, people, and long-term growth.

Dedicated Team, Every Step

Every member of our team brings the knowledge, experience, and personal attention required to guide you from first consultation through every renewal.

Rooted in the Region

Serving Westchester County, Fairfield County, and the Metro New York area — we know the communities, the risks, and the relationships that matter here.

94
Years Serving Clients
3
Counties Covered
100%
Independent Agency
6
Coverage Disciplines
How We Work

The Path to
Complete Protection

01

Introduce Yourself

Reach out by phone, email, or in person at our Chappaqua office. We start with a real conversation — no scripts, no pressure.

02

Understand Your World

We take time to learn your assets, risks, goals, and gaps. This discovery phase is what makes our recommendations precise rather than generic.

03

Design a Custom Program

Leveraging our independent market access, we structure a program tailored specifically to your personal or commercial needs.

04

Present and Refine

We walk you through every option clearly, explain trade-offs honestly, and adjust until the solution truly fits.

05

Partner for the Long Term

Our relationship doesn't end at binding. We review, advocate, and evolve your coverage as your life or business changes.

Common Questions

Answers Worth
Knowing

We serve clients throughout Westchester County, Fairfield County, and the greater Metro New York area. Our office is located in Chappaqua, NY, and we work with both local families and regional businesses.

A captive agent represents one insurance company. As an independent agency, we work with multiple carriers — which means we find the right fit for your needs rather than fitting you into a single product lineup.

Yes. We serve both private clients and commercial accounts, including businesses and institutions. Each segment receives the same depth of analysis and personal service.

Our Private Client program is designed for families with complex insurance needs — high-value primary or seasonal residences, fine art, jewelry, custom and antique automobiles, and other significant assets that require tailored, specialty coverage.

Yes. One of our core commitments is continuity of care. You will have a dedicated team member who knows your account and is with you through every renewal, change, and claim.

Absolutely. A policy review is one of the most valuable things we offer. We frequently identify gaps, redundancies, or better-suited alternatives that clients didn't know existed.

Yes. Beyond insurance, we guide clients in financial planning decisions — helping you build a holistic picture of protection and long-term financial well-being.

Get Started Today

Your Most Important
Protection Decisions
Deserve an Expert Partner

Call us, email us, or stop by our Chappaqua office. We start with a real conversation — no scripts, no pressure.

Call 914-238-3734 contact@wesfair.com
Address
480 Bedford Road, Suite 4201
PO Box 320
Chappaqua, NY 10514
Get Directions
Phone
914-238-3734
Email
contact@wesfair.com
Office Hours
Monday – Friday
9:00 AM – 5:00 PM
Closed Weekends & Holidays