Winston-Salem, North Carolina
Your local Highstreet Insurance & Financial Services agents in Winston-Salem, providing expert advice to individuals, families, businesses and institutions throughout the Piedmont Triad.
Highstreet Insurance & Financial Services Office Information
108 Cambridge Plaza Drive
Winston-Salem, NC 27104
9am - 4:30pm
Sat & Sun
Closed
Your local Highstreet agents in Winston-Salem
As your local Highstreet agents in Winston-Salem, we’re devoted to helping families and businesses like yours protect what’s most important.
We have built our reputation as friends and neighbors who educate people, rather than just sell policies. Founded as Peak Insurance Group, as part of Highstreet Insurance & Financial Services we now have access to national expertise and a broad range of insurance and financial planning options. And it’s all backed with our local relationships, understanding and insights.
Manage your account
For billing, claims, payments and policy changes, please log in to your client portal.
Local understanding. National expertise.
As part of Highstreet Insurance & Financial Services, we offer comprehensive personal and business insurance and more, in addition to local expertise in Winston-Salem.
High Value Homes
The Piedmont Triad has a growing concentration of high-value properties, from established historic neighborhoods to luxury developments across the region. We provide homeowners with access to coverage that reflects what they've built — not a standard policy that leaves gaps when it matters most.
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Manufacturing and Construction
The Piedmont Triad has deep roots in the manufacturing and construction sectors. Our local Highstreet agents help these businesses find customized commercial coverage to keep them growing safely and profitably.
Employee Benefits
From established local businesses to the advanced technology hub, our employee benefits experts help employers in Winston-Salem stay competitive by helping them build the right healthcare plans and other coverage for their teams.
Healthcare and Life Sciences
We’re constantly evolving our insurance offerings to serve the unique needs of the growing healthcare, life sciences cluster in our “City of Arts & Innovation.
Advanced Manufacturing
We’re here to support Winston-Salem’s advanced manufacturing sector with customized solutions including employee benefits, commercial property, liability, workers’ compensation and more.
What people in Winston-Salem say about Highstreet.
From the first email to the last, all my needs were met and the best possible policy sourced for me.
Chuddy U.
Google reviews
Alyssa Kendrick made my first-time homebuyer's insurance experience a breeze.
Jordan C.
Google reviews
If you want someone you can trust to really look out for you—smart, caring, and always having your back—Van at Highstreet is who to call.
Christopher S.
Google reviews
Van at Highstreet Insurance is super knowledgeable and makes the whole insurance process really easy to understand.
Andrew T.
Google reviews
Jay is always so attentive and available when I need him. He is also just a great person to do business with!
Jim M.
Google reviews
Helping build resilient communities in Winston-Salem and The Triad.
Ronald McDonald House Charities® of the Piedmont Triad
We help Ronald McDonald House provide essential services that remove barriers, strengthen families, and promote healing when children in Winston-Salem and our region need urgent hospital care.
Watauga County Back 2 School Festival
We support the Back 2 School Festival’s “Pack the Bus” Campaign, providing school supplies and other items needed for local students in need, so they can also succeed.
American Heart Association North Carolina
We are proud to support efforts to improve the wellbeing of North Carolinians through greater access to care, healthy food access and education, so they can live longer and healthier lives.
Frequently asked questions about our insurance coverage.
If you have given permission to drive your vehicle they are usually covered by your personal auto insurance. But a claim may affect your premiums. Learn more
Damage from a fallen tree or branches is usually covered, as long as the tree was healthy and well-maintained. Learn more
In North Carolina, as in most states, if you have one or more employees you are required to carry workers’ compensation coverage. Learn more
With a teenager on your personal auto insurance you will likely pay more because they’re considered a higher-risk driver. Learn more
Your dependent child's belongings at college are usually covered by your homeowners or renters insurance policy if they are a full time student. Learn more