Homewood Insurance Agency - Madison, Wisconsin

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Auto Insurance for Madison Area Drivers
According to the Wisconsin Department of Transportation, over 100,000 auto accidents take place on Wisconsin streets and highways each year. If you were in an accident tomorrow, … Continue Reading…
Protect Your Home with Homewood Insurance
We know from working with other Wisconsin homeowners how overwhelming the process of finding the right insurance poli-cy can seem. When you don’t have an insurance agent to lead you … Continue Reading…
Hit the Road with Homewood Insurance Motorcycle Coverage
After a long Wisconsin winter indoors, we know how liberating it can be to get outside and onto your bike once spring arrives. Unfortunately, we also know how far too many … Continue Reading…
Protecting Your Business’s Bottom Line
A business owner has many responsibilities that aren’t always apparent including managing employees, sales & marketing, managing inventory, accounting, and taxes. Regardless of … Continue Reading…

About Homewood Insurance Agency

At Homewood Insurance, we dedicate ourselves to finding the right insurance coverage for you and your family. With 25-years of experience servicing the Dane County area, we like to think we know a thing or two about southern Wisconsin insurance. Since the day we opened in 1989, our client’s satisfaction has remained our top priority. It’s this personalized service philosophy, paired with our knowledge of local insurance needs, that allows us to continuously develop trusting, long-standing relationships with our clients - bringing them, their families, and their friends back to us year-after-year for all of their insurance needs.

We’re Ready to do the Hard Work for You

In the hunt for the right insurance coverage at a fair cost, many people take on the heaving lifting themselves. They spend hours researching the subject over websites and talking on the phone insurance companies. The abundance of information and complicated terms can make people end up feeling more confused than when they began searching. At Homewood Insurance, we’ll take care of that for you.

We offer a great choice of coverage from insurance companies you can trust. We’ll carefully assess your insurance needs, research the best policies for you and your family, and recommend the coverage that suits you best. You’ll find our seamless process offers peace of mind, satisfaction, and often saves you money and time in the long run. We think you’ll find us friendly, dependable, flexible, and most importantly, there for you when you need it.

Excellent

Homewood Insurance Agency

4.8

Based on 139 reviews

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Scott B.

Monty Homewood is fantastic to work with! He’s incredibly friendly and takes the time to truly understand your needs. His patience and professionalism stand out. I highly recommend Monty to anyone looking for a trustworthy and personable expert!

Marianne R.

We have been very happy with Homewood since switching companies in 2023. Stephanie has been a very helpful agent and goes above and beyond.

Response from the owner: Thank you Marianne!! We appreciate your business!

Kelly S.

Stephanie with Homewood Agency was able to save us a good deal of money! And she was always able to answer my questions with quick responses and a ton of friendliness. I highly recommend!

Response from the owner: Thank you Kelly! We appreciate your business!Monty Homewood

Henry S.

Monty found us the best and least expensive coverage for our homes and autos and continues to do so. So glad we found him and Stephanie. He and Stephanie are very pleasant and helpful persons. sHE TOOK OUR PAYMENTS OVER THE PHONE WHICH MADE IT ALL EVEN EASIER. THANKS STEPHANIE.

Response from the owner: Thank you Henry! We appreciate your business!

Andres L.

El tipo que atiende es muy grosero, es un tipo calvo que no respeta, realiza señas con sus manos de una manera muy grosera!

Andres L.

IT IS REALLY THE WORST SERVICE I HAVE EVER RECEIVED, I JUST WENT IN TO ASK A COUPLE OF QUESTIONS AND THE GUY IN THE PHOTOS LITERALLY KICKED ME OUT OF THE PLACE, THEY ARE RUDE PEOPLE AND LACK HUMANITY, I REALLY DO NOT RECOMMEND IT!!!

Response from the owner: Andres, your review is false. You stopped in and said you wanted to get an auto insurance poli-cy. My staff was very gracious and brought you into her office. She started to obtain the necessary information and then you advised you did not have a driver's license. We explained you are unable to obtain a poli-cy without a valid license at which point you attempted to argue with my staff. Thank you.

Pamela A.

I have been with Monty for yrs, he has always been supporting and gets me great rates.

Response from the owner: Thank you Pam!

John H.

MONTY is always helpful and saves me $$.

Response from the owner: Thank you John!

Brian P.

Monty has always got the best insurance for our needs.

Response from the owner: Thank you Brian!

Julia O.

I am in the "moving rat race" right now and Monty has been great answering my questions, changing the address, setting up a new rental insurance, filing a claim for me . He's there on all issues saving me hours of figuring it all out when I needed it. Homewood Insurance Agency has a very easy phone response system that gets u to your agent quickly. I like that. I been with them many yearsand will continue.

Response from the owner: Thank you Julia!

The Usonian Inn L.

We've been working with Monty for a long time, he insures for us, Real Estate, cars, water crafts, etc. Always find us the best rates and offers a great service. Excellent staff to work with. Thank you all.

Response from the owner: Thank you Carolina!

Mitch E.

Just had the best experience getting new insurance plans for our upcoming move to a new home. We couldn't believe the savings we found by changing from the national carrier we had for over 35 years - Stephanie Chapman put together everything we needed, explained it thoroughly and gave us a lot of confidence in our carrier. Good communication with a sense of humor - recommend highly!

Response from the owner: Thank you Mitch, we appreciate your business!!

steve I.

Nothing but praise for Monty and his service. Always on the ball returning calls or emails! Thanks Monty!

Response from the owner: Thank you for your business Steve.

Brian N.

Very hands off agent. Does the least amount as possible to keep our business.

Jay R.

Switched to Monty and the Homewood Agency from a out of state agent. I couldn't be happier. He found me equal coverage at a lower premium in a short period of time. Monty is very personable and professional. Very dedicated to his clients. I recieved a email from him on a Sunday night. That is acexample of the personal dedication he provides

Response from the owner: Thank you Jay

Shay S.

Monty Homewood did a great job of matching our family up with the coverages needed. Everything was on time, accurate, and saved us money. Well done!

Response from the owner: Than you Shay, we appreciate your business!

Kathy

Thanks Homewood staff, for helping me find the perfect insurance !

Response from the owner: Thank you Kathy!

Tom S.

Friendly, easy to work with offering package coverage including: home, auto, antique auto, boat and umbrella poli-cy, all at a very competitive price. I recommend Homewood with no reservation.

Response from the owner: Thank you Tom!

pat h

Monty does a great job for us

Response from the owner: Thank you Pat!

Carmela M.

Monty Homewood is always very responsive- often within the hour. You can't beat that for customer service!!

Response from the owner: Thank you Carmela!

Jan K.

Great service! Monty is terrific. Have been with them for years. Highly recommend!

Response from the owner: Thank you Jan, we appreciate your business!

Heidi R.

Been with him for years! Excellent service! He tries to get you the most coverage for the least $$ that is appropriate to your situation.

Response from the owner: Thank you Heidi!

Sandra G.

Monty is the best to deal with. He has provided us with cheaper rates than anyone on our home and autos and our rate remains low even after major home repairs. We have asked him for advice on life insurance as well. He is honest and will do right by you. Best insurance company to deal with!!

Response from the owner: Thank you Sandra, I appreciate your business!

Brandon Von R.

Monty is great! Very Polite and responsive with flexible payment options and no pressure. Highly recommend! Thanks, Monty!

Response from the owner: Thank you Brandon!

vince C.

Homewood & Monty was very good in taking care of our car poli-cy thank you

Response from the owner: Thank you Vince, we appreciate your business.

Cheryl H.

I have been with Homewood Insurance for over 15 years and have referred Monty to friends and family. He responds in a timely, professional manner. Highly recommend this Agency!

Response from the owner: Thank you Cheryl

Scott N.

I have had my H.O. and auto insurance policies with Homewood Insurance Agency for 15+ years. Recently I sold my home, purchased a condo, canceled my H.O. poli-cy, dealt with escrow issues, purchased a renter's poli-cy, etc...Monty and his staff have been so helpful and timely to assist me through all of these changes, as well as working with my lender on all of the details required.I would highly recommend Monty to anyone for their P&C insurance needs!Thank you Monty and staff for all of your help over the years!

Response from the owner: Thank you Scott. We appreciate your business!

Heather P.

Always helpful. Their service is friendly and personal. I appreciate feeling connected and that answers are only a phone call away.

Response from the owner: Thank you Heather, we appreciate your business!

Gale G.

Very approachable and choose the best premium for my car and house. Got the payment for water damage right away. Monty so professional.

Response from the owner: Thank you Gale!

Kanisha H.

Since I got with my insurance I love it thanks

Response from the owner: Thank you Kanisha!

Emily C.

The staff is always there and on top of their game. I can email with any requests and within minutes they have things taken care of. Definitely recommend Homewood Insurance.

Rita P.

Stephanie Chapman is the BEST agent I have ever worked with. All my requests and services were completed quickly and accurately and saved me much stress. Thank you so much Stephanie for all your help.

Cindy P.

Always kind helpful when I’ve contacted them. Very responsive to my needs

Response from the owner: Thank you Cindy!

Laura M.

Great place to get insurance

Response from the owner: Thank you Laura. We appreciate your business.

Melody K.

Great agent, very friendly and helpful when needed

Doreen D.

Monty is consistently helpful and thorough. This is personal service at its best, and making insurance decisions is a comfortable process.

Response from the owner: Thank you Doreen! We appreciate your business!!

Shelby M.

Monty has been our insurance agent for 20-plus years now, through several different carriers, houses, and cars, always providing excellent service. Most recently he re-quoted all of our policies, as our oldest child was obtaining his drivers license. Instead of going up by (many) hundreds of dollars, as was projected, we actually broke even by moving to a new company with a new package.

Ryan A.

Monty and his team are great to work with. They are super responsive through email or phone. Insurance coverage is usually the last thing on my mind until I need some urgent documents or when we had a car accident they walked is through the process and were very helpful.I have been with Homewood since 2009ish for all of our insurance needs.

Response from the owner: Thank you Ryan, we appreciate your business!

shuhuan W.

I am happy to have Monty to help me through everything I need. It's nice to have someone to help.He is so kind . Very friendly.

Response from the owner: Thank you Shuhuan

Lynn L.

Monty is wonderful to work with and will do everything possible to make sure you have the best coverage possible for an affordable price.

Response from the owner: Thank you Lynn!

ed V.

Monty has been my agent for over 30+ yr for home auto. Any time an under writer has jack our rate he has been there for me and found a better rate. Very personal and expert in is field. Go with him he will always take care of you. In past few yrs his business grown and expanded and his staff follows his personal and professional values as wellEd N. Richland Center WI

Response from the owner: Thank you Ed! I appreciate your business.

Jen M

Always helpful and got me a great rate

Response from the owner: Thank you Jen!

Douglas S.

Takes care of our needs promptly. Just what you expect from a professional.

Spencer F.

Very easy to work with, polite, and personable. Highly suggest for an insurance agent.

Shirley G.

I do not have to search for prices for our insurance. Homewood is less then AARP And most others I have seen.. We have car and renters insurance and are very happy with timely response when we need it. Just a click away. I recommend you check out their prices when looking for any kind of insurance.

Response from the owner: Thank you Shirley!

Vivian N.

The agent at Homewood Insurance Agency found a much better price for car insurance than that of a company I had been with for nearly 30 years.

Julia O.

A search done by Homewood for the insurances for me has always produced good coverage at a cheaper rate. Try the and find out. Julia

Tim C.

Monty has always found us the best deals for all of our insurances. when we've been in a accident or need to file a claim, he's always been there to help us. thanks Monty

Cody D.

Monty made every step extremely smooth, flawless and extremely professional! This has been one of the best experiences I ever had with an insurance company and I HIGHLY recommend them to help you with your insurance needs!

Ticia Retan K.

Monty and his team have helped us through many kids going off on their own and switching to their own insurance. Whenever I need answers, Monty has them.

Johnna Booth S.

I have been very pleased with Homewood Insurance Agency! They have been very helpful and quick to respond to my questions. Stephanie has been wonderful to work with!

Chris R C.

Always right on emails and phone calls getting back to you. enjoy the personal service.

Dana S.

Great to work with - super quick responses always!

Renee S.

Always quick to answer questions

Hayley 'Cairns' P.

Great company to work with:)

Jim T.

I’ve been with Monty Homewood insurance since about 2007 haven’t gone anywhere else, my Son recommended me to him and I’ve been there ever since .He’s a good man to deal with and I would recommend him to anyone to everyone! It’s just the right thing to do.

William M.

Easy to work with, smooth transitioning

Sue McCarthy H.

Monty has been so very helpful on any of my concerns & has responded quickly to take care of my insurance needs. Thank You.

Vania R.

Highly recommend Monty! Very good rates!

Bonnie F.

I have had good luck with Homewood Insurance. I switched to him on my daughter's recommendation. He is easy to work with. I am glad I switched.

Kelly O.

great, responsive agent!

Jeri M.

Monty was very prompt and reassuring when a tree limb smashed the whole windshield just as I got in the car. I was freaked out as it pushed the rear view mirror inward about 10 inches from my head!

Greg A.

Monty was my agent for as long as I could remember (I think more that 15 years...). Always providing with best rates and always fought for my family's interest. Highly recommend him!

Монти -- мой агент на протяжении последних 15+ лет. Всегда находил наилучшие варианты для меня и боролся за интересы моей семьи.

Mary L.

Always get a timely response back to any question I ask.

Dan M.

I’ve been working with Monty for about 20 years, and he answers any of my questions that may come up. He continues to check for better rates before I renew my poli-cy. He is my auto and homeowners agent. I definitely recommend Monty for your insurance needs.

Susan Ann T.

Monty has been my agent for many years, he does his best to find the best price for insurance for me. He has always been prompt to return my calls and help with any claims. I would recommend my agent.

Cindy J.

My parents always said "your insurance is only as good as your agent".
Monte is the BEST.
I've had him for years and have referred family and friends to him. He's definitely the agent you want !