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As you may have already read elsewhere on our site, Homewood Agency has been a fixture in the greater Madison area for a while. While we are located in Sun Prairie, Wisconsin, our agency serves individuals, families, and businesses throughout all of Wisconsin as well.

Address

1262 W Main St
Sun Prairie, WI 53590

Phone

Phone: 608-837-3611

Email

General Inquiry: monty@homewoodagency.com

Hours

Monday – Friday: 8:30 – 5:00
Saturday and Sunday – Closed

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Excellent

Homewood Insurance Agency

Based on 116 reviews

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Matthew G.

Monty is incredibly professional, fast and saved me quite a bit of money on my insurance. Highly recommended

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

Amy C.

I have been using Homewood Insurance Agency for over a decade and they have always pointed me in the right direction for home/car/life insurance. I highly recommend them!

Response from the owner:Thank you Amy!! Your business is appreciated!

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 policy. 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 policy 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 policy, 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 policy 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. policy, dealt with escrow issues, purchased a renter's policy, 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

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 well
Ed N. Richland Center WI

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