Best Real Estate Agents in Annapolis, MD

24 firms listed · 21 in Annapolis · 14 open 24/7 · 21 open weekends · 23 rated 4.5+

Data verified October 21, 2026

Caprika Realty

Caprika Realty

(50)
  • Responsive
  • Chelsea
  • Questions
“We were out of the country for most of the process and they did an outstanding job keeping us informed of decisions we had to make and deadlines we had to meet.”
Licensed
Emergency Services
In Business Since 2019
1004 Bridgewood Ln, Annapolis, MD
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Scott Schuetter

Scott Schuetter

(49)
  • Patient
  • Market
  • Questions
“He walked us through the entire process and went above and beyond to help us decide what updates to make before listing and to get everything completed quickly.”
Emergency Services
In Business Since 2006
1997 Annapolis Exchange #100, Annapolis, MD
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The Gerdes Team w/ Real Broker

The Gerdes Team w/ Real Broker

(49)
  • Passion
  • Questions
  • Market
“He has always treated everyone with the utmost respect and will always go above and beyond to serve your every expectations be it a first time home buyer or seller.”
Emergency Services
In Business Since 2017
257 West St, Annapolis, MD
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Rosso Commercial Real Estate Services

Rosso Commercial Real Estate Services

(38)
  • Decision
  • Market
  • Lease
“The bottom-line is they are incredibly professional and personable but bigger than those things, they do what they say they are going to do, and they do it exceptionally well.”
Coupons & Offers
In Business Since 2016
1 Annapolis St Suite 101, Annapolis, MD
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Greater Annapolis Realty

Greater Annapolis Realty

(44)
  • Communication
  • Realtor
  • Patient
“Joe was our advocate, our eyes, our ears, and was always willing and available for our phone calls, our questions, and everything that a homebuyer would need to buy a home.”
Emergency Services
In Business Since 2017
1125 West St #310, Annapolis, MD
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The PCS Home Team With Sarah Garza

The PCS Home Team With Sarah Garza

(44)
  • Buyers
  • Market
  • Inspection
“Years later, when it was time to sell the house, she was equally knowledgeable and professional in helping us prepare the home, get it on the market and sell it for well over ask.”
5+ Years Experience
339 Buschs Frontage Rd #206, Annapolis, MD
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Listed for buyers and sellers in and around Annapolis, MD, these 24 firms are real estate agents. What each one says about its coverage, its specialties and the side of a deal it takes comes from its own website, alongside ratings and quotes from public reviews.

Area overview: Annapolis, MD

Of the 24 firms we list here, 21 are in Annapolis itself and 3 come from Severna Park (2, 8 mi) and Glenn Dale (1, 16 mi). The firms on this page are rated from 4.0 to 5.0 across 1,557 reviews; 9 have 50 or more reviews and 23 are rated 4.5 or higher. When customers rate these firms on specific qualities, they most often praise professionalism (97%), responsiveness (89%) and quality (72%). The topics that come up most in reviews of the firms on this page are "knowledge", "price" and "communication". 14 are open around the clock; 20 are open on Saturdays and 20 on Sundays. 3 show a license on their websites. Domain records put 11 websites of the firms on this page at ten or more years old; the oldest dates from 2002. 14 offer emergency call-outs; 1 offers financing or payment plans; 1 gives free estimates; 1 is family- or locally-owned and 1 lists coupons or special offers. We have a website on file for all 24 of the firms on this page; 14 publish a contact page; 13 list a public email and 6 take bookings online. We count these figures across the firms on this page; distances are straight-line, and hours and prices change, so confirm the details with the firm before you book.

Which agents listed for Annapolis work on Saturdays or Sundays?

Weekend hours appear on 21 of the 24 listings here, which matters in this trade because Saturday and Sunday are when buyers view. Ask whether the weekend cover is the agent you signed with or a duty person taking messages. Open houses are usually run on the weekend too.

Jennifer Gregorski (Schultz)

Jennifer Gregorski (Schultz)

(41)
  • Hand
  • Market
  • Questions
“She expertly negotiated on our behalf through some tough situations, and she always had our best interests at heart even when it would've been easier for her not to.”
Emergency Services
In Business Since 2021
1910 Towne Centre Blvd Suite 250, Annapolis, MD
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Innovative Properties

Innovative Properties

(33)
  • Tenants
  • Team
  • Price
“Once we found our dream house she guided us through the process and hooked us up with great vendors to the work done we needed to "make the house our own".”
Transparent Fees & Pricing
Family Business
In Business Since 2009
435 Fourth St, Annapolis, MD
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Stahley Thompson Homes Monument Sotheby's International Realty

Stahley Thompson Homes Monument Sotheby's International Realty

(49)
  • Responsive
  • Market
  • Knowledge
“It was extremely genuine that Ashley was so relatable to our current experiences and when she listened and guided us with all of her knowledge we felt like we were finally getting off this emotional roller coaster.”
In Business Since 2017
209 Main St, Annapolis, MD
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Chesapeake Home Team

Chesapeake Home Team

(24)
  • Market
  • House
  • Questions
“With this important information we put a bid in for the house in Chartridge, Severna Park, she submitted a competitive bid and the sellers took our offer (and for under asking price).”
Emergency Services
Transparent Fees & Pricing
In Business Since 2022
1997 Annapolis Exchange #101, Annapolis, MD
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Romeo Santos & the Romeo Santos Group

Romeo Santos & the Romeo Santos Group

(32)
  • Transaction
  • Team
  • Selling
“Not only did he get us to the finish line but he continues to answer any and all questions and connects us with people in his network for the needs of our home.”
MLS# 38065544
Emergency Services
Offers Financing Options
In Business Since 2023
1997 Annapolis Exchange Suite 410, Annapolis, MD
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Attorneys Advantage Realty

Attorneys Advantage Realty

(47)
  • Market
  • Knowledge
  • Rental
“We explored the “big firms with slick commercials” and needless to say, through four (4) property acquisition actions, there is no one better than Ravi & AAR to have on your side!”
Transparent Fees & Pricing
In Business Since 2012
Glenn Dale, MD · 16 mi from Annapolis
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The Jen Holden Group

The Jen Holden Group

(24)
  • Negotiation
  • Knowledge
  • Market
“I wished I had some other condos to sell and since I don't have any at this time, the next best thing is to recommend Jen, in the strongest possible terms, to you all for her outstanding services.”
Licensed
Emergency Services
In Business Since 2022
2077 Somerville Rd Suite 200, Annapolis, MD
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Jacobs Group

Jacobs Group

(50)
  • Call
  • Team
  • Questions
“Long and Foster Property Management as well as Shannon made a nightmare - selling a home remotely (from what I've heard from my friends) - into one of the easiest aspects of my life.”
In Business Since 2017
Severna Park, MD · 8 mi from Annapolis
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Violet Haag

Violet Haag

(22)
  • Market
  • House
  • Knowledge
“She just sold another one of my investment properties, and she did so at the top of the tipping point of the market, and she got me $15,000 more then asking.”
Emergency Services
In Business Since 2023
77 Main St, Annapolis, MD
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Abena Appiah-Nuamah -Compass Realty

Abena Appiah-Nuamah -Compass Realty

(22)
  • Stars
  • Selling
  • Buyer
“We are now two weeks post-closing and Abena is still in contact with me ensuring that everything is going smoothly as she understands how overwhelming this part of the process can be.”
Emergency Services
In Business Since 2023
172 West St, Annapolis, MD
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Cathy Gazzo

Cathy Gazzo

(22)
  • Accessible
  • House
  • Buyer
“As we all navigated the new COVID landscape, Cathy was constantly in touch regarding new requirements for showings and on-line strategies for both marketing and open houses.”
Emergency Services
In Business Since 2009
1082 Broadview Dr, Annapolis, MD
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Brandon Golueke

Brandon Golueke

(37)
  • Area
  • Questions
  • Home
“He is extremely knowledgeable about the South Baltimore neighborhoods and the real estate process from start to finish and was always eager and available to show me homes.”
Emergency Services
In Business Since 2022
Severna Park, MD · 8 mi from Annapolis
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Buying Annapolis With Cummings & Co. Realtors

Buying Annapolis With Cummings & Co. Realtors

(21)
  • Questions
  • Sale
  • Knowledge
“Being that this was my first purchase I didn't really know what to expect, but Christian explained everything so clearly and was so supporting to any questions or help that i needed.”
Emergency Services
In Business Since 2014
623 Puritan Ct, Annapolis, MD
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Rachel Gontkovic

Rachel Gontkovic

(39)
  • Team
  • Home
  • Questions
“When we knew we were going to put out house on the market Rachel came and did a walkthrough with us to identify strengths of the property, and places where we should consider improvements.”
In Business Since 2002
145 Main St, Annapolis, MD
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The Murray Home Team

The Murray Home Team

(19)
  • Communication
  • Buyers
  • Market
“Melissa and Mike Murray were extremely helpful throughout the whole process and put us at ease from the very first meeting we had with them in their office in Annapolis, MD.”
Emergency Services
In Business Since 2006
1 Park Pl #12, Annapolis, MD
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Diane & Crew

Diane & Crew

(25)
  • Market
  • Selling
  • Knowledge
“After that was said and done, another thing I appreciated was how she hired a incredibly thorough inspector to make sure we had the house fully examined and that we were comfortable moving forward.”
Free Initial Consultation
In Business Since 2016
175 Admiral Cochrane Dr #112A, Annapolis, MD
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Michelle Triolo

Michelle Triolo

(28)
  • Systems
  • Knowledge
  • Realtor
“With Michelle, you can be confident in her thoroughness, attention to detail, and her ability to navigate and deliver on very complex time constraints, which has been crucial in this housing market.”
In Business Since 2010
145 Main St, Annapolis, MD
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Taylor Properties

Taylor Properties

(38)
  • Commission
  • Team
  • Home
“Being in real estate sales and particularly in this current covid climate, I was so impressed with the way the folks at Taylor Properties kept in touch by their up to the minute communications regarding safety, etc.”
In Business Since 2007
175 Admiral Cochrane Dr suite 111-112, Annapolis, MD
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Why these companies made our list

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