Top Picks · Annapolis

Best Insurance Agents in Annapolis, MD

Rated and reviewed by real customers. Compare prices, read reviews, and call the top pros near you — for free.

As of July 2026, RatingsNearMe ranks 20 insurance agents in Annapolis, MD by the RNM Score — a 0–100 rating built from Google ratings, review volume, sentiment, and profile completeness. The top-ranked is Mathes Insurance Advisors, Inc. with a 4.9-star rating from 428 Google reviews and an RNM Score of 87/100. Also in the top tier: Debbie Hart - State Farm Insurance Agent and JSR Insurance. The average rating across all listed insurance agents in Annapolis is 4.8 stars from 107 reviews per business on average.

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

Rankings updated July 4, 2026 · RNM Score = ratings (35%), review volume (30%), sentiment (20%), completeness (10%), availability (5%) · Not paid placement.

Best Overall

Nationwide Insurance: John G Rogers And Associates Inc.

This agency is top-ranked due to its strong reputation, comprehensive insurance offerings, and established presence in Annapolis.

Most Reviewed

Dovie Metzger - State Farm Insurance Agent

A high number of reviews indicates broad customer experience and trust, helping consumers gauge service reliability.

When choosing an insurance agent in Annapolis, compare coverage options and customer service reviews to ensure the agent meets your specific needs. Consider visiting local offices to discuss policies in person.

Filter:

Local Market Snapshot

20

Businesses listed

4.8★

Avg rating

107

Avg reviews

Jul 4, 2026

Last updated

Top Rated Insurance Agents

4.9(428 reviews)

Trusted by hundreds of local clients, this Annapolis agent holds a stellar 4.9-star rating.

2525 Riva Rd Suite 105, Annapolis, MD 21401, USA
5.0(251 reviews)

Rated 5.0 stars from over 250 Google reviews, consistently earning top marks locally.

49 Old Solomons Island Rd Ste 203, Annapolis, MD 21401, USA
5.0(251 reviews)

Trusted by hundreds of Annapolis clients with a perfect 5.0-star rating.

793 Fairview Ave, Annapolis, MD 21403, USA

Insurance Agents Rankings in Annapolis, MD

#BusinessRatingReviews
#1Mathes Insurance Advisors, Inc.2525 Riva Rd Suite 105, Annapolis, MD 21401, USA4.9428
#2Debbie Hart - State Farm Insurance Agent49 Old Solomons Island Rd Ste 203, Annapolis, MD 21401, USA5.0251
#3JSR Insurance793 Fairview Ave, Annapolis, MD 21403, USA5.0251
#4Dovie Metzger - State Farm Insurance Agent1410 Forest Dr #23, Annapolis, MD 21403, USA4.994
#5Nationwide Insurance: John G Rogers And Associates Inc.888 Bestgate Rd Suite 104, Annapolis, MD 21401, USA4.867
#6Jack Martin Insurance Advisors111 Forbes St, Annapolis, MD 21401, USA4.331
#7Bay Area Insurance1 Annapolis St STE 100, Annapolis, MD 21401, USA4.753
#8Ramsey's Insurance, Inc2049 West St Suite 202, Annapolis, MD 21401, USA4.141
#9CNR Insurance Inc166 West St, Annapolis, MD 21401, USA5.0203
#10Sylvia Hopkins - GEICO Insurance Agent102 Old Solomons Island Rd Suite 301, Annapolis, MD 21401, USA4.4196

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

All Insurance Agents in Annapolis

4
4.9· 94 reviews

Top-rated Annapolis insurance agent with a 4.9-star average from 94 Google reviews.

1410 Forest Dr #23, Annapolis, MD 21403, USA

5
4.8· 67 reviews

4.8-star rating from 67 reviews reflects consistently excellent local service.

888 Bestgate Rd Suite 104, Annapolis, MD 21401, USA

6
4.3· 31 reviews

Trusted Annapolis insurance agent with a solid 4.3-star rating from 31 Google reviews.

111 Forbes St, Annapolis, MD 21401, USA

7
4.7· 53 reviews

Praised by clients, this Annapolis insurance agent holds a strong 4.7-star rating from 53 reviews.

1 Annapolis St STE 100, Annapolis, MD 21401, USA

8
4.1· 41 reviews

Trusted Annapolis insurance agent with 4.1 stars from 41 customer reviews.

2049 West St Suite 202, Annapolis, MD 21401, USA

9
5.0· 203 reviews

Top-rated Annapolis insurance agent with a perfect 5.0★ score from over 200 reviews.

166 West St, Annapolis, MD 21401, USA

10
4.4· 196 reviews

Trusted Annapolis insurance agent with a solid 4.4★ rating from nearly 200 reviews.

102 Old Solomons Island Rd Suite 301, Annapolis, MD 21401, USA

11
5.0· 138 reviews

Trusted by hundreds of customers with a flawless 5.0-star rating in Annapolis.

1125 West St Suite 200, Office 244, Annapolis, MD 21401, USA

12
5.0· 91 reviews

Trusted by 91 clients with a perfect 5.0-star rating in Annapolis.

133 Defense Hwy #214, Annapolis, MD 21401, USA

13
4.9· 89 reviews

Proudly holds a 4.9-star rating from dozens of local customer reviews.

914 Forest Dr #201, Annapolis, MD 21403, USA

14
4.7· 60 reviews

4.7 stars from 60 Google reviews, reflecting strong local customer satisfaction.

1831 Forest Dr # A, Annapolis, MD 21401, USA

15
5.0· 61 reviews

5.0 stars from 61 reviews; trusted Annapolis insurance agent.

175 Admiral Cochrane Dr # 200, Annapolis, MD 21401, USA

16
4.7· 31 reviews

Trusted Annapolis insurance agent with a strong 4.7-star rating from dozens of reviews.

108 Old Solomons Island Rd Bldg 2, Annapolis, MD 21401, USA

17
4.8· 29 reviews

Rated 4.8 stars from 29 reviews, this Annapolis insurance agent is highly trusted by locals.

2498 Riva Rd, Annapolis, MD 21401, USA

18
5.0· 14 reviews

Rated 5.0 stars from 14 Google reviews by local clients in Annapolis.

1997 Annapolis Exchange Suite 410, Annapolis, MD 21401, USA

19
5.0· 1 reviews

Earns a perfect 5.0-star rating from its small number of Google reviews.

170 Jennifer Rd Suite 205, Annapolis, MD 21401, USA

20
4.9· 17 reviews

Trusted Annapolis insurance agent with a 4.9-star rating from dozens of local reviews.

1125 West St Suite 222, Annapolis, MD 21401, USA

Data from Google Business listings
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Insurance Agents in Annapolis, MD — Compared

#BusinessRNM ScoreRatingReviews
1Mathes Insurance Advisors, Inc.87/1004.9 ★428
2Debbie Hart - State Farm Insurance Agent88/1005.0 ★251
3JSR Insurance88/1005.0 ★251
4Dovie Metzger - State Farm Insurance Agent81/1004.9 ★94
5Nationwide Insurance: John G Rogers And Associates Inc.78/1004.8 ★67
6Jack Martin Insurance Advisors65/1004.3 ★31
7Bay Area Insurance75/1004.7 ★53
8Ramsey's Insurance, Inc63/1004.1 ★41
9CNR Insurance Inc87/1005.0 ★203
10Sylvia Hopkins - GEICO Insurance Agent77/1004.4 ★196

Ranked by RatingsNearMe Score · ratings (35%), review volume (30%), sentiment (20%), completeness (10%), availability (5%) · July 2026

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Frequently Asked Questions — Insurance Agents in Annapolis

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

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 MD?

Search the MD Department of Insurance's online license lookup — Google "MD 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 MD must be licensed with the state.

How much does working with a local insurance agent in Annapolis 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 Annapolis?

Online works for simple auto or renters policies if you understand what you're buying. A local agent in Annapolis 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: July 4, 2026.

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About This Insurance Agents Directory — Annapolis, MD

This page lists and ranks 20 insurance agents serving Annapolis, MD as of July 2026. The average verified rating across all listings is 4.8 stars, with an average of 107 customer reviews per business. The top-ranked insurance agents in Annapolis by our algorithm is Mathes Insurance Advisors, Inc. (4.9 stars, 428 reviews). Insurance in Annapolis: agents are typically paid by commission (5–15% of premium) — no cost to you to compare quotes.

RatingsNearMe uses a transparent, data-driven ranking algorithm that weighs star rating (35%), review volume (30%), customer sentiment analysis (20%), profile completeness (10%), and availability signals (5%). Rankings are not for sale — Featured Partner businesses pay for enhanced visibility but must earn their position through real customer reviews. Data sourced from Google Business listings and updated regularly.

How to choose a insurance agents in Annapolis: Look for businesses with 4.5+ stars, 50+ reviews, proper licensing and insurance, and transparent pricing. Get at least 3 quotes for any project over $500. Verify credentials with the MD licensing board before hiring.

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