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Best Value · Waukesha

Affordable Insurance Agents in Waukesha, WI

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As of May 2026, RatingsNearMe ranks 20 insurance agents in Waukesha, WI by verified customer ratings and review volume. The highest-rated is Philleo Agency Insurance with a 4.9-star rating from 1,220 verified reviews. Also in the top tier: B & J Insurance Agency, Inc. and Steinfeld Ins. Agency, LLC dba Cream City Insurance. The average rating across all listed insurance agents in Waukesha is 4.7 stars from 230 reviews per business on average.

Insurance in Waukesha: agents are typically paid by commission (5–15% of premium) — no cost to you to compare quotes.

Rankings updated May 17, 2026 · Scored by ratings (35%), review volume (30%), sentiment (20%), completeness (10%), availability (5%) · Not paid placement.

Local Market Snapshot

Businesses listed

4.7★

Avg rating

230

Avg reviews

May 17, 2026

Last updated

Top Rated Insurance Agents

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Philleo Agency Insurance

4.9(1,220 reviews)

12555 W Burleigh Rd, Brookfield, WI 53005, USA

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B & J Insurance Agency, Inc.

4.7(100 reviews)

2525 N 124th St Suite 225, Brookfield, WI 53005, USA

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Steinfeld Ins. Agency, LLC dba Cream City Insurance

4.9(176 reviews)

10125 W North Ave #2426, Wauwatosa, WI 53226, USA

Insurance Agents Rankings in Waukesha, WI

#	Business	Rating	Reviews	Price
#1	Philleo Agency Insurance12555 W Burleigh Rd, Brookfield, WI 53005, USA	4.9★	1,220	Free quotes
#2	B & J Insurance Agency, Inc.2525 N 124th St Suite 225, Brookfield, WI 53005, USA	4.7★	100	Free quotes
#3	Steinfeld Ins. Agency, LLC dba Cream City Insurance10125 W North Ave #2426, Wauwatosa, WI 53226, USA	4.9★	176	Free quotes
#4	The Insurance Office8831 W Greenfield Ave, Milwaukee, WI 53214, USA	4.6★	101	Free quotes
#5	Schwade Insurance Agency Inc8131 W Capitol Dr, Milwaukee, WI 53222, USA	4.6★	33	Free quotes
#6	Laura Ashley - State Farm Insurance Agent7212 W Center St, Milwaukee, WI 53210, USA	4.9★	210	Free quotes
#7	Nova Insurance LLC4615 W National Ave, Milwaukee, WI 53214, USA	4.5★	21	Free quotes
#8	Latus Insurance5232 W Oklahoma Ave Ste 215, Milwaukee, WI 53219, USA	4.0★	42	Free quotes
#9	1201 Insurance Services, Inc.2430 S 28th St, Milwaukee, WI 53215, USA	5.0★	17	Free quotes
#10	Freeway Insurance821 S César E. Chávez Dr Suite A, Milwaukee, WI 53204, USA	4.7★	359	Free quotes

Ranked by verified ratings & review volume · Data from Google Business listings · Updated May 2026

All Insurance Agents in Waukesha

The Insurance Office

4.6· 101 reviews

8831 W Greenfield Ave, Milwaukee, WI 53214, USA

Schwade Insurance Agency Inc

4.6· 33 reviews

8131 W Capitol Dr, Milwaukee, WI 53222, USA

Laura Ashley - State Farm Insurance Agent

4.9· 210 reviews

7212 W Center St, Milwaukee, WI 53210, USA

Nova Insurance LLC

4.5· 21 reviews

4615 W National Ave, Milwaukee, WI 53214, USA

Latus Insurance

4.0· 42 reviews

5232 W Oklahoma Ave Ste 215, Milwaukee, WI 53219, USA

1201 Insurance Services, Inc.

5.0· 17 reviews

2430 S 28th St, Milwaukee, WI 53215, USA

Freeway Insurance

4.7· 359 reviews

821 S César E. Chávez Dr Suite A, Milwaukee, WI 53204, USA

American One Insurance Agency, LLC

4.9· 26 reviews

3920 S 27th St Suite D, Milwaukee, WI 53221, USA

Santiago Insurance Agency LLC

4.4· 43 reviews

828 W Historic Mitchell St, Milwaukee, WI 53204, USA

Cheap Car Insurance Milwaukee

4.4· 7 reviews

N Water St, Milwaukee, WI 53202, USA

Robertson Ryan Insurance

4.9· 188 reviews

330 E Kilbourn Ave #850, Milwaukee, WI 53202, USA

Daniel Monahan Insurance: Transition Health Benefits

5.0· 271 reviews

790 N Milwaukee St, Milwaukee, WI 53202, USA

APECS Insurance Agency

5.0· 370 reviews

3950 N Holton St Ste 210, Milwaukee, WI 53212, USA

Insurance Center of Milwaukee

4.9· 65 reviews

3662 S Howell Ave, Milwaukee, WI 53207, USA

Andrew J. McCabe: Allstate Insurance

4.7· 527 reviews

3575 N Oakland Ave, Milwaukee, WI 53211, USA

Gramoll & Associates Inc American Family Insurance

5.0· 806 reviews

4484 N Oakland Ave, Shorewood, WI 53211, USA

Luepke Insurance Agency

4.8· 25 reviews

1223 E Howard Ave, Milwaukee, WI 53207, USA

Data from Google Business listings

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Frequently Asked Questions — Insurance Agents in Waukesha

What is the difference between a captive and independent insurance agent in Waukesha?

Captive agents (State Farm, Allstate, Farmers) represent one company and can only quote that carrier's products. Independent agents work with multiple carriers — they shop your policy across companies to find the best rate and coverage for your situation. For most consumers, an independent agent offers more flexibility. Captive agents may have deeper expertise in their specific carrier's products and claims process.

How do I verify an insurance agent's license in WI?

Search the WI Department of Insurance's online license lookup — Google "WI Department of Insurance license lookup" for the direct link. You can verify current license status, license type, and any disciplinary actions. Every agent selling insurance in WI must be licensed with the state.

How much does working with a local insurance agent in Waukesha cost?

In most cases, nothing directly. Insurance agents earn commissions paid by the insurance company — typically 5–15% of your annual premium for property/casualty coverage, 40–100% of first-year premium for life insurance. Fee-based agents charge separately and disclose it upfront. Always ask how your agent is compensated so you understand any potential incentives.

Should I buy insurance online or through a local agent in Waukesha?

Online works for simple auto or renters policies if you understand what you're buying. A local agent in Waukesha adds real value for homeowners insurance, life insurance, commercial policies, or any situation with complexity — rental properties, high-value items, home-based businesses, or coverage gaps. They also advocate for you during a claim, which online portals don't.

How are the insurance agents on this page ranked?

Rankings use a transparent algorithm: star rating (35%), review volume (30%), customer sentiment (20%), profile completeness (10%), and availability (5%). Featured Partner listings have paid for enhanced visibility but must still earn their position through real customer reviews — sponsored listings are clearly labeled.

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How Rankings Work on This Page

Every insurance agents on RatingsNearMe is scored transparently: star rating (35%), review volume (30%), customer sentiment (20%), profile completeness (10%), and availability (5%). Businesses labeled exclusive or premium are Featured Partners — they have paid for enhanced visibility but must still rank through real customer reviews. We cap sponsored boosts so bad businesses can never buy the top spot.

Editorial notice: Ratings are based on publicly available data from Google Business listings. Consumers should independently verify licensing, insurance, and credentials before hiring any service provider. Last updated: May 17, 2026.