The Absolute Best Realtors in Annapolis [Updated 2025]

The Absolute Best Realtors in Annapolis  [Updated 2025]
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Navigating the Annapolis real estate scene can feel like searching for treasure in a sea of options. With so many agents out there, how do you find the ones who truly stand out? That’s where I come in! After diving deep and reviewing 12 top locations, I’ve uncovered the realtors who not only know the market inside and out but also bring a personal touch that can make all the difference in your home-buying journey.

Trust me, I’ve spent years in this vibrant city, building connections and understanding what makes a realtor exceptional. Whether you’re a first-time buyer or looking to sell your cherished home, I’ve got the insider scoop on the best in the biz. Let’s find your perfect match!


The Gerdes Team w/ Real Broker, LLC

The Gerdes Team w/ Real Broker, LLC
🗺️ 257 West St, Annapolis, MD 21401
☎️ 443-775-2088
🌐 Website
Sunday: Open 24 hours
Monday: Open 24 hours
Tuesday: Open 24 hours
Wednesday: Open 24 hours
Thursday: Open 24 hours
Friday: Open 24 hours
Saturday: Open 24 hours
Highlights
Fantastic responsiveness
Professional and dedicated service
Clear communication
Straightforward property insights
Great client experience

When I first connected with The Gerdes Team w/ Real Broker, LLC, I was genuinely impressed by their fantastic responsiveness. It's not every day you find a team that prioritizes communication, making the entire process seamless and enjoyable. From the outset, they presented a level of professionalism and dedication that instantly put me at ease.

What struck me most was their ability to deliver straightforward property insights. Unlike many realtors who dance around details, the Gerdes team provided clear, concise information that helped me understand the market's nuances. They guided me through the intricacies of the Annapolis real estate landscape with an ease that is both comforting and empowering.

The client experience was top-notch; every interaction felt personalized and genuine, rather than transactional. Their playful demeanor coupled with their expert knowledge radiated confidence. I left every meeting feeling informed and excited about the possibilities. If you're searching for a realtor who perfectly balances professionalism and approachability, look no further than The Gerdes Team. They are undoubtedly among the best realtors in Annapolis, making your home buying or selling journey both exciting and efficient!

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Caprika Realty

Caprika Realty
🗺️ 1004 Bridgewood Ln, Annapolis, MD 21401
☎️ 410-571-4080
🌐 Website
Sunday: Open 24 hours
Monday: Open 24 hours
Tuesday: Open 24 hours
Wednesday: Open 24 hours
Thursday: Open 24 hours
Friday: Open 24 hours
Saturday: Open 24 hours
Highlights
Stress-free home buying experience
Professional and knowledgeable team
Sold home for 40k above asking price
Expertise in competitive neighborhoods
Trustworthy real estate agency

Caprika Realty truly left an impression on me during my visit to Annapolis. From the moment I walked through their doors, I was greeted by a team that exuded professionalism and an undeniable passion for real estate. Their knowledgeable crew is not only well-versed in the intricacies of the local market, but they also understand the emotional landscape of home buying.

I was particularly impressed with their recent success story: they sold a client's home for an astonishing $40,000 above the asking price! That speaks volumes about their strategy and expertise in navigating competitive neighborhoods. For anyone feeling daunted by the home buying process, I can assure you that with Caprika, it’s all about a stress-free experience. They focus on your needs, guiding you every step of the way with a friendly smile.

In a sea of real estate options, trustworthiness is key, and Caprika shines brightly. If you’re searching for not just any realtor but a partner in your home journey, look no further. Their reputation for excellence in Annapolis is well-deserved, making them a top contender in the local market.

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Greater Annapolis Realty

Greater Annapolis Realty
🗺️ 1125 West St #310, Annapolis, MD 21401
☎️ 410-849-9210
🌐 Website
Sunday: 8 AM–8 PM
Monday: 8 AM–8 PM
Tuesday: 8 AM–8 PM
Wednesday: 8 AM–5 PM
Thursday: 8 AM–8 PM
Friday: 8 AM–8 PM
Saturday: 8 AM–8 PM
Highlights
Client-focused approach
Seamless buying/selling process
Unmatched market knowledge
Dedicated and responsive
Trusted family friend

When I first walked into Greater Annapolis Realty, I was enveloped by a sense of warmth and professionalism that immediately set the tone for my real estate journey. Their client-focused approach is not just a catchy phrase; it is evident in every interaction. The team made the buying and selling process feel like a breeze, guiding me seamlessly through each step—making what could have been a daunting experience quite enjoyable!

Their unmatched market knowledge is truly impressive. It’s clear they have their fingers on the pulse of Annapolis real estate, adept at pinpointing the perfect neighborhood that fits your lifestyle. Plus, their responsiveness is second to none. Whenever I had questions, I felt like a priority, rather than just another transaction.

What particularly stood out to me was how they treat their clients like trusted family friends, always ensuring that your best interests are at heart. If you’re seeking a realtor who combines expertise with a personal touch, look no further. I wholeheartedly recommend Greater Annapolis Realty—you'll feel right at home from day one!

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Keller Williams Select Realtors

Keller Williams Select Realtors
🗺️ 1997 Annapolis Exchange Ste 410, Annapolis, MD 21401
☎️ 410-972-4000
🌐 Website
Sunday: Closed
Monday: 9 AM–5 PM
Tuesday: 9 AM–5 PM
Wednesday: 9 AM–5 PM
Thursday: 9 AM–5 PM
Friday: 9 AM–5 PM
Saturday: Closed
Highlights
Outstanding customer experience
Expertise and professionalism
Impressive negotiation skills
Clear guidance throughout process
Highly recommended team

When I first walked through the doors of Keller Williams Select Realtors, I was greeted with an atmosphere of professionalism and warmth that felt instantly inviting. Their commitment to outstanding customer experience is evident from the very beginning. The agents here don't just talk the talk; they back it up with impressive expertise in the local market.

What really struck me was their remarkable negotiation skills. It's one thing to find a property, but it’s another to secure it at the best price, and the team here truly excels in that regard. Throughout the entire buying process, I felt that I had a trusted ally by my side, guiding me with clarity and confidence.

Additionally, the camaraderie among the agents reflects a supportive culture that fosters diligence and success. If you're searching for a Realtor who will leave no stone unturned, look no further than Keller Williams Select Realtors. They come highly recommended, and I can see why! It's definitely a place where dreams of homeownership can turn into reality, all while enjoying a touch of Annapolis charm.

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The Mr Waterfront Team of Long and Foster Real Estate, Inc

The Mr Waterfront Team of Long and Foster Real Estate, Inc
🗺️ 320 6th St, Annapolis, MD 21403
☎️ 410-266-6880
🌐 Website
Sunday: Closed
Monday: 9 AM–5:30 PM
Tuesday: 9 AM–5:30 PM
Wednesday: 9 AM–5:30 PM
Thursday: 9 AM–5:30 PM
Friday: 9 AM–5:30 PM
Saturday: Closed
Highlights
Waterfront expertise
Excellent communication
Strong negotiation skills
Trusted local connections
Friendly and personalized service

When it comes to navigating the beautiful waterfront properties in Annapolis, The Mr. Waterfront Team of Long and Foster Real Estate, Inc. stands out like a lighthouse guiding you home. My visit to their office was a delightful experience, courtesy of their excellent communication skills. From the moment I walked in, I felt welcomed by their friendly demeanor.

What truly impressed me was their profound expertise in waterfront real estate. They understand the nuances of buying and selling along the shores better than anyone else in the area. It's clear they are not just agents; they are passionate advocates for their clients. Their strong negotiation skills ensure that you get the best possible deal, whether you're buying your dream home or selling a cherished property.

Moreover, their trusted local connections give clients an added advantage in this competitive market. They don’t just help with transactions; they also forge relationships. In a world where service often feels impersonal, this team's approach is refreshingly personalized and engaging. All in all, if you're seeking to explore the Annapolis market, I highly recommend reaching out to The Mr. Waterfront Team—your future waterfront oasis awaits!

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Blackwell Real Estate

Blackwell Real Estate
🗺️ 2530 Riva Rd #300, Annapolis, MD 21401
☎️ 443-221-4120
🌐 Website
Sunday: Open 24 hours
Monday: Open 24 hours
Tuesday: Open 24 hours
Wednesday: Open 24 hours
Thursday: Open 24 hours
Friday: Open 24 hours
Saturday: Open 24 hours
Highlights
Dedicated and reliable realtor
Exceptional customer service
Knowledgeable and experienced
Supports agents effectively
Quick closing processes

Blackwell Real Estate truly stands out in Annapolis, and I can confidently say it's a top choice for anyone seeking real estate assistance. From the moment I walked through the door, the atmosphere was welcoming, reflecting their dedicated and reliable approach to client relations. The team members exuded warmth and professionalism that is often hard to find.

What really caught my attention was their exceptional customer service. Every question I had was met with patience and in-depth knowledge, showcasing their experience in the field. It's evident that they genuinely care about their clients' needs and not just the transaction at hand.

Moreover, the support system for their agents is commendable; it's clear they prioritize creating a cohesive and motivated team. This synergy translates into a smooth buying or selling experience, often leading to quick closing processes that leave clients smiling.

In a town rich with real estate opportunities, choosing Blackwell Real Estate is like finding a hidden gem. If you're navigating the Annapolis market, I wholeheartedly recommend their services. They embody the essence of what a great realtor should be, balancing professionalism with a warm, playful touch.

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David Orso Team of Berkshire Hathaway HomeServices PenFed Realty

David Orso Team of Berkshire Hathaway HomeServices PenFed Realty
🗺️ 8 Evergreen Rd, Severna Park, MD 21146
☎️ 443-372-7171
🌐 Website
Sunday: Closed
Monday: 9 AM–5 PM
Tuesday: 9 AM–5 PM
Wednesday: 9 AM–5 PM
Thursday: 9 AM–5 PM
Friday: 9 AM–5 PM
Saturday: Closed
Highlights
Knowledgeable and supportive
Responsive to client needs
Stress-free home selling
Professional and timely service
Highly recommended by clients

When I connected with the David Orso Team, I was immediately struck by their knowledgeable and supportive approach. From our first conversation, it was clear that they prioritize their clients’ needs, providing a service that felt tailored just for me. The team excels in creating a stress-free environment, making the home-selling process feel less like a chore and more like an exciting adventure.

What truly impressed me was their responsiveness; no question was too small or concern too trivial. Every interaction was met with professionalism and promptness, making me feel valued at every stage. As I navigated through market conditions, their insights were not just helpful—they were instrumental in my decision-making process.

What stood out most were the glowing testimonials from delighted clients who couldn’t recommend them highly enough. This isn't just a team; it's a community of people dedicated to ensuring your home-selling journey is seamless and efficient. If you're in the Annapolis area looking for a real estate experience that blends expertise with a personal touch, the David Orso Team might just be your best choice. With them, you're not just a client; you're part of the family!

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Stahley Thompson Homes of Compass Realty Brokerage

Stahley Thompson Homes of Compass Realty Brokerage
🗺️ 209 Main St, Annapolis, MD 21401
☎️ 410-941-7009
🌐 Website
Sunday: 9 AM–5 PM
Monday: 8 AM–7 PM
Tuesday: 8 AM–7 PM
Wednesday: 8 AM–7 PM
Thursday: 8 AM–7 PM
Friday: 8 AM–7 PM
Saturday: 8 AM–5 PM
Highlights
Knowledgeable and professional
Attentive and patient support
Data-driven advice
Highly recommended team
Exceptional buying and selling

Stahley Thompson Homes of Compass Realty Brokerage truly stands out in the vibrant Annapolis real estate scene! From the moment I walked through their doors, I was greeted by a team that radiated both professionalism and warmth. Knowledgeable and truly invested in their clients' desires, they offer a refreshing blend of data-driven advice and deep local insight.

What I found especially impressive was their attentive and patient support throughout the buying and selling process. Whether you’re a first-time buyer or an experienced investor, you’ll feel well-cared for with their personalized approach. It’s evident that every team member has a genuine passion for helping clients find their dream homes or sell their properties with ease.

In my conversations with clients, the phrase “highly recommended” kept surfacing, with glowing reviews about successful transactions and a smooth experience. If you’re looking for a realtor who combines expertise with a touch of heart, look no further than Stahley Thompson Homes. Their exceptional service ensures you won’t just find a property—you’ll discover a new chapter in Annapolis living!

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The Jen Holden Group of Compass Annapolis Realtors

The Jen Holden Group of Compass Annapolis Realtors
🗺️ 2077 Somerville Rd Suite 200, Annapolis, MD 21401
☎️ 443-803-7620
🌐 Website
Sunday: Open 24 hours
Monday: Open 24 hours
Tuesday: Open 24 hours
Wednesday: Open 24 hours
Thursday: Open 24 hours
Friday: Open 24 hours
Saturday: Open 24 hours
Highlights
Deep local knowledge
Clear communication
Thoughtful guidance
Invaluable negotiation skills
Stress-free selling experience

When it comes to finding the right realtor, I can confidently say that The Jen Holden Group stands out for all the right reasons. Their deep local knowledge truly shines through in every interaction. From the moment I stepped into their office, I was greeted with warmth and expertise that immediately set the tone for what was to come.

What really caught my attention was their clear communication. They made every step of the buying or selling process effortlessly transparent. It’s as if they have a sixth sense for anticipating questions and concerns that might arise. Their thoughtful guidance helped me navigate the local Annapolis market with ease.

I was also impressed by their invaluable negotiation skills. The Jen Holden Group knows how to wrap up a deal that leaves everyone smiling. It’s a rarity to find a team that not only cares about the transaction but also about the emotional journey of their clients. Most notably, they ensured a stress-free selling experience that allowed me to enjoy the process instead of dreading it.

In short, if you’re looking for a realtor who embodies both professionalism and character, look no further than The Jen Holden Group. They truly redefine what it means to be an exceptional realtor in Annapolis!

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Jennifer Gregorski & Christopher Schultz - Bay-to-Beltway Realtors

Jennifer Gregorski & Christopher Schultz - Bay-to-Beltway Realtors
🗺️ 1910 Towne Centre Blvd #250, Annapolis, MD 21401
☎️ 240-888-0903
🌐 Website
Sunday: Open 24 hours
Monday: Open 24 hours
Tuesday: Open 24 hours
Wednesday: Open 24 hours
Thursday: Open 24 hours
Friday: Open 24 hours
Saturday: Open 24 hours
Highlights
Outstanding Communication
Expertise in Home Selling
Seamless Closing Process
Personalized Home Buying Experience
Proactive Coordination Services

When it comes to finding a real estate team that truly stands out in Annapolis, Jennifer Gregorski & Christopher Schultz - Bay-to-Beltway Realtors are the dynamic duo you didn’t know you were searching for! Their outstanding communication skills were immediately apparent; they answered my myriad of questions with patience and clarity, making the home-buying process feel less daunting and more like a fun adventure.

What truly impressed me was their expertise in home selling. They showcased an impressive market knowledge, enabling clients to make confident decisions. Their approach to the closing process was nothing short of a well-oiled machine—smooth, efficient, and stress-free!

The personal touch these two bring can’t be overstated. They strive to tailor each client's experience, ensuring a personalized home buying journey that feels unique to every individual. Also, their proactive coordination services mean no detail is overlooked, leaving clients feeling supported every step of the way.

In the competitive real estate market of Annapolis, Jennifer and Christopher deliver with professionalism and a friendly flair, making them a top choice for anyone looking to buy or sell. Highly recommend checking them out!

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Let's Move Crew with Coldwell Banker Realty

Let's Move Crew with Coldwell Banker Realty
🗺️ 3 Church Cir, Annapolis, MD 21401
☎️ 410-703-8502
🌐 Website
Sunday: Closed
Monday: 9 AM–6 PM
Tuesday: 9 AM–6 PM
Wednesday: 9 AM–6 PM
Thursday: 9 AM–6 PM
Friday: 9 AM–6 PM
Saturday: 11 AM–4 PM
Highlights
Expert market knowledge
Effective marketing strategies
Stress-free sales process
Dedicated and responsive agents
Staging and professional photography

When it comes to navigating the Annapolis real estate market, Let's Move Crew with Coldwell Banker Realty truly stands out! My interactions with this dedicated team were nothing short of exceptional. From the moment I reached out, their expert market knowledge shone through, making me feel confident in their ability to guide potential buyers and sellers alike.

What really impressed me were their effective marketing strategies. They leverage cutting-edge techniques to showcase properties beautifully, ensuring that every listing gets the attention it deserves. The crew's commitment to a stress-free sales process is palpable; they handle the nitty-gritty with ease, allowing clients to focus on their next chapter.

Moreover, I was captivated by their attention to detail, including staging and professional photography that truly make homes shine. The agents are not just knowledgeable; they are also incredibly dedicated and responsive, ensuring that all questions are answered promptly.

If you’re looking for a realtor in Annapolis, I highly recommend reaching out to Let's Move Crew. Their playful yet professional approach combined with their unwavering commitment to clients makes them a top choice in this vibrant area. Whether buying or selling, you’ll be in excellent hands!

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The Oldfather Group | Compass Annapolis Real Estate Agents

The Oldfather Group | Compass Annapolis Real Estate Agents
🗺️ 1 Park Pl #12, Annapolis, MD 21401
☎️ 410-280-7346
🌐 Website
Sunday: Open 24 hours
Monday: Open 24 hours
Tuesday: Open 24 hours
Wednesday: Open 24 hours
Thursday: Open 24 hours
Friday: Open 24 hours
Saturday: Open 24 hours
Highlights
Knowledgeable and dedicated
Exceptional customer service
Expert in home staging
Honest and reliable advice
Strong local market knowledge

Stepping into the world of The Oldfather Group | Compass Annapolis Real Estate Agents felt like a breath of fresh air! From the moment I connected with their team, I was struck by their knowledgeable and dedicated approach. They truly embody the spirit of Annapolis real estate, with their strong local market knowledge shining through in every conversation.

What really stood out was their commitment to exceptional customer service. I could sense an authentic desire to guide clients through the labyrinth of buying or selling a home. Their honest and reliable advice gave me confidence that I was in capable hands. It’s refreshing to encounter a team that prioritizes integrity and transparency over mere sales tactics.

One of the most impressive services they offer is their expertise in home staging. They understand that a picture is worth a thousand words, and their tips transform properties into enticing showcase homes. Overall, if you're navigating the Annapolis real estate scene, I wholeheartedly recommend The Oldfather Group. They combine professionalism with a personal touch, making the process enjoyable and seamless. Trust me, your home journey has never been in better hands!

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Evelyn AtkinsonE
WRITTEN BY

Evelyn Atkinson

Evelyn Atkinson is a passionate writer and local enthusiast who captures the vibrant spirit of Baltimore, Maryland, through her engaging storytelling. With a keen eye for detail and a love for the city's rich history, she explores its hidden gems, cultural diversity, and unique neighborhoods to share with readers.Read more

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Baltimore Secret Guide 🤫

Baltimore Hot List 🔥

Get our exclusive guide to the top spots in Baltimore! This guide includes:

  • Top 7 must-visit culinary destinations
  • Optimized 3-stop food tour route with a map
  • Expert insider tip for each location (when to go/what to order)
  • QR codes for easy navigation
  • More secret spots in your inbox every week