Our Annapolis, MD Real Estate Services
Buy, Sell, Rent Homes
Buy, sell, or rent a home in Annapolis with confidence. Our local expertise makes your move smooth and stress-free.
Learn More
Property Management
Trusted property management in Annapolis, MD. Maximize rental income, protect your property, and ensure full compliance.
Learn More
Investment Consulting
Build wealth through real estate investing in Maryland. We help identify high-return properties and grow your portfolio.
Learn More
Our Annapolis, MD Real Estate Services
Buy, Sell, Rent Homes
Buy, sell, or rent a home in Annapolis with confidence. Our local expertise makes your move smooth and stress-free.
Learn More
Property Management
Trusted property management in Annapolis, MD. Maximize rental income, protect your property, and ensure full compliance.
Learn More
Investment Consulting
Build wealth through real estate investing in Maryland. We help identify high-return properties and grow your portfolio.
Learn More
Our Annapolis, MD Real Estate Services
Buy, Sell, Rent Homes
Buy, sell, or rent a home in Annapolis with confidence. Our local expertise makes your move smooth and stress-free.
Learn More
Property Management
Trusted property management in Annapolis, MD. Maximize rental income, protect your property, and ensure full compliance.
Learn More
Investment Consulting
Build wealth through real estate investing in Maryland. We help identify high-return properties and grow your portfolio.
Learn More
Tenant Screening
30+ Years of Local Expertise
A+ Rated BBB
Accredited Business
Quick Home Repair Services
Tenant Screening
30+ Years of Local Expertise
A+ Rated BBB
Accredited Business
Quick Home Repair Services
Tenant Screening
30+ Years of Local Expertise
A+ Rated BBB
Accredited Business
Quick Home Repair Services
Historic Charm & Coastal Living in Annapolis, MD
Historic Charm & Coastal Living in Annapolis, MD
Historic Charm & Coastal Living in Annapolis, MD
Annapolis is the kind of place people fall in love with quickly. Between the waterfront views, historic neighborhoods, and walkable downtown filled with shops, restaurants, and marinas, it offers a lifestyle you don’t get in many Maryland cities. Home to the U.S. Naval Academy and some of the area’s most established neighborhoods, Annapolis blends character, community, and coastal living in a way that feels both vibrant and comfortable. From classic row homes near the harbor to quiet residential streets just minutes away, there’s a wide range of housing options for every stage of life. With Accurate Realty’s local knowledge, finding the right home here becomes far less stressful and far more rewarding.
What Maryland Property Owners Say
"They go over and beyond what you would expect from a company, they work with YOUR schedule, and make sure it’s the easiest, most enjoyable process, as purchasing a forever home, or investment property should me."
Jessi Alexandra Heck
First Time Home Buyer
"I have always relied on Accurate Realty and Management when purchasing and renting out my homes. The agent I work with is professional and knowledgeable. They have made everything easy for me. I trust theIr expertise and wouldn’t feel comfortable using anyone else. Super responsive!"
Chuck Bowers
Property Owner
"From the first contact to the settlement date a few short months later the team at Accurate Realty made it happen! Herb was a pleasure to work with and was available at all hours... Thanks again to Herb and the team for helping make my dreams of home ownership come true!!"
Kevin Brennan
Home Buyer
"I have been a client of Accurate Reality & Management for more than 25 years... They are excellent at what they do! Herb has sold properties and I have profited from their knowledge of the real estate market. I can highly recommend Herb and his team for your real estate needs."
KKen Fookes
Property Investor
"I used Accurate Realty & Management LLC to purchase my first residence and I have had only pleasant experiences with them. No doubt i will reach out to them when I move again... I have even recommended this Company to my friends and family, who have since also used their services."
TTim Kucharski
First Time Home Buyer
"Great experience. Phil’s knowledge and help was refreshing. I’ll be using him for every real estate need from here on out."
Justin Wingate
Proptery Owner
"I can highly recommend Accurate Realty and Management LLC to anyone seeking to lease a property, either as a tenant or owner or to clients looking to purchase a property. You will be in good hands with Herb and the Accurate team."
GGeorge Maloney
Property Tenant and Owner
"Herb Chisholm went out of his way to show my wife and I houses that were an hour away it took several months but we did find a house that was in our price range that was in good condition and the location that we wanted."
Brian Brennan
Home Buyer
"We've had the pleasure of working with Accurate Realty & Management over the past year, selling two houses and buying our new dream home. They are thorough, detailed, and always put our best interests first! They are fantastic! We highly recommend!"
KKerry Hammel
Home Seller
"Accurate has been amazing. Made my moving process so much easier. Any questions I had along the way, Phil was super responsive and gave me guidance. Highly recommend."
Katie Holmes
Home Buyer
"We just sold my parents home, Herb was there to assist with all the details and property issues... Herb handled the settlement himself, so that mom did not have to go. We had no issues and settlement went very smoothly. We were very happy with the service."
MMary Wroten
Home Sale Family Member
"Accurate Realty has been an awesome resource to myself, my family and my friends. Phil is always on top of things, finding new properties/opportunities and looking out for my interests. I couldn't recommend a better local management company and realtor."
PPaul Massari
Property Investor
What Maryland Property Owners Say
"They go over and beyond what you would expect from a company, they work with YOUR schedule, and make sure it’s the easiest, most enjoyable process, as purchasing a forever home, or investment property should me."
Jessi Alexandra Heck
First Time Home Buyer
"I have always relied on Accurate Realty and Management when purchasing and renting out my homes. The agent I work with is professional and knowledgeable. They have made everything easy for me. I trust theIr expertise and wouldn’t feel comfortable using anyone else. Super responsive!"
Chuck Bowers
Property Owner
"From the first contact to the settlement date a few short months later the team at Accurate Realty made it happen! Herb was a pleasure to work with and was available at all hours... Thanks again to Herb and the team for helping make my dreams of home ownership come true!!"
Kevin Brennan
Home Buyer
"I have been a client of Accurate Reality & Management for more than 25 years... They are excellent at what they do! Herb has sold properties and I have profited from their knowledge of the real estate market. I can highly recommend Herb and his team for your real estate needs."
KKen Fookes
Property Investor
"I used Accurate Realty & Management LLC to purchase my first residence and I have had only pleasant experiences with them. No doubt i will reach out to them when I move again... I have even recommended this Company to my friends and family, who have since also used their services."
TTim Kucharski
First Time Home Buyer
"Great experience. Phil’s knowledge and help was refreshing. I’ll be using him for every real estate need from here on out."
Justin Wingate
Proptery Owner
"I can highly recommend Accurate Realty and Management LLC to anyone seeking to lease a property, either as a tenant or owner or to clients looking to purchase a property. You will be in good hands with Herb and the Accurate team."
GGeorge Maloney
Property Tenant and Owner
"Herb Chisholm went out of his way to show my wife and I houses that were an hour away it took several months but we did find a house that was in our price range that was in good condition and the location that we wanted."
Brian Brennan
Home Buyer
"We've had the pleasure of working with Accurate Realty & Management over the past year, selling two houses and buying our new dream home. They are thorough, detailed, and always put our best interests first! They are fantastic! We highly recommend!"
KKerry Hammel
Home Seller
"Accurate has been amazing. Made my moving process so much easier. Any questions I had along the way, Phil was super responsive and gave me guidance. Highly recommend."
Katie Holmes
Home Buyer
"We just sold my parents home, Herb was there to assist with all the details and property issues... Herb handled the settlement himself, so that mom did not have to go. We had no issues and settlement went very smoothly. We were very happy with the service."
MMary Wroten
Home Sale Family Member
"Accurate Realty has been an awesome resource to myself, my family and my friends. Phil is always on top of things, finding new properties/opportunities and looking out for my interests. I couldn't recommend a better local management company and realtor."
PPaul Massari
Property Investor
What Maryland Property Owners Say
"They go over and beyond what you would expect from a company, they work with YOUR schedule, and make sure it’s the easiest, most enjoyable process, as purchasing a forever home, or investment property should me."
Jessi Alexandra Heck
First Time Home Buyer
"I have always relied on Accurate Realty and Management when purchasing and renting out my homes. The agent I work with is professional and knowledgeable. They have made everything easy for me. I trust theIr expertise and wouldn’t feel comfortable using anyone else. Super responsive!"
Chuck Bowers
Property Owner
"From the first contact to the settlement date a few short months later the team at Accurate Realty made it happen! Herb was a pleasure to work with and was available at all hours... Thanks again to Herb and the team for helping make my dreams of home ownership come true!!"
Kevin Brennan
Home Buyer
"I have been a client of Accurate Reality & Management for more than 25 years... They are excellent at what they do! Herb has sold properties and I have profited from their knowledge of the real estate market. I can highly recommend Herb and his team for your real estate needs."
KKen Fookes
Property Investor
"I used Accurate Realty & Management LLC to purchase my first residence and I have had only pleasant experiences with them. No doubt i will reach out to them when I move again... I have even recommended this Company to my friends and family, who have since also used their services."
TTim Kucharski
First Time Home Buyer
"Great experience. Phil’s knowledge and help was refreshing. I’ll be using him for every real estate need from here on out."
Justin Wingate
Proptery Owner
"I can highly recommend Accurate Realty and Management LLC to anyone seeking to lease a property, either as a tenant or owner or to clients looking to purchase a property. You will be in good hands with Herb and the Accurate team."
GGeorge Maloney
Property Tenant and Owner
"Herb Chisholm went out of his way to show my wife and I houses that were an hour away it took several months but we did find a house that was in our price range that was in good condition and the location that we wanted."
Brian Brennan
Home Buyer
"We've had the pleasure of working with Accurate Realty & Management over the past year, selling two houses and buying our new dream home. They are thorough, detailed, and always put our best interests first! They are fantastic! We highly recommend!"
KKerry Hammel
Home Seller
"Accurate has been amazing. Made my moving process so much easier. Any questions I had along the way, Phil was super responsive and gave me guidance. Highly recommend."
Katie Holmes
Home Buyer
"We just sold my parents home, Herb was there to assist with all the details and property issues... Herb handled the settlement himself, so that mom did not have to go. We had no issues and settlement went very smoothly. We were very happy with the service."
MMary Wroten
Home Sale Family Member
"Accurate Realty has been an awesome resource to myself, my family and my friends. Phil is always on top of things, finding new properties/opportunities and looking out for my interests. I couldn't recommend a better local management company and realtor."
PPaul Massari
Property Investor
