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

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.
REAL ESTATE AND PROPERTY MANAGEMENT IN ANNAPOLIS, MD
Maryland's Capital City and One of Our Most Active Markets
Annapolis, Maryland is the state capital and one of the most distinctive cities on the East Coast. Home to the United States Naval Academy, a thriving historic downtown, and miles of waterfront living, Annapolis offers a lifestyle that blends culture, community, and coastal charm in Anne Arundel County. The city's diverse neighborhoods range from the cobblestone streets of Eastport to the tree lined avenues of West Annapolis, with the 21401 and 21403 zip codes covering everything from condos near the harbor to spacious family homes just blocks from the water. Few places in Maryland can match the energy and character that Annapolis brings to everyday life.
Accurate Realty serves Annapolis property owners, buyers, sellers, and investors with services built for this unique market. Our property management team understands the seasonal rhythms of the Annapolis rental market, from Naval Academy events to summer tourism surges, and prices accordingly to maximize returns. For buyers and sellers, our team navigates the complexities of waterfront transactions, historic home inspections, and competitive bidding with local expertise you can trust. Our investment consulting services help investors identify premium rental opportunities in Annapolis where strong tourism, government employment, and military demand drive consistent returns.
Annapolis stands out in Anne Arundel County for its combination of government employment, military presence, and a tourism economy that keeps the local market active year round. Cultural attractions like the Maryland State House, City Dock, and the Annapolis Maritime Museum draw visitors and new residents alike. Property values in Annapolis, Maryland have shown strong long term appreciation, making the city one of the most reliable real estate markets in the region for both homeowners and investors.
1,000+
Families Helped
30+
Years in Business
70+
Properties Managed
A+
BBB Since 2011
Explore our Annapolis services or call (410) 518-6084.
REAL ESTATE AND PROPERTY MANAGEMENT IN ANNAPOLIS, MD
Maryland's Capital City and One of Our Most Active Markets
Annapolis, Maryland is the state capital and one of the most distinctive cities on the East Coast. Home to the United States Naval Academy, a thriving historic downtown, and miles of waterfront living, Annapolis offers a lifestyle that blends culture, community, and coastal charm in Anne Arundel County. The city's diverse neighborhoods range from the cobblestone streets of Eastport to the tree lined avenues of West Annapolis, with the 21401 and 21403 zip codes covering everything from condos near the harbor to spacious family homes just blocks from the water. Few places in Maryland can match the energy and character that Annapolis brings to everyday life.
Accurate Realty serves Annapolis property owners, buyers, sellers, and investors with services built for this unique market. Our property management team understands the seasonal rhythms of the Annapolis rental market, from Naval Academy events to summer tourism surges, and prices accordingly to maximize returns. For buyers and sellers, our team navigates the complexities of waterfront transactions, historic home inspections, and competitive bidding with local expertise you can trust. Our investment consulting services help investors identify premium rental opportunities in Annapolis where strong tourism, government employment, and military demand drive consistent returns.
Annapolis stands out in Anne Arundel County for its combination of government employment, military presence, and a tourism economy that keeps the local market active year round. Cultural attractions like the Maryland State House, City Dock, and the Annapolis Maritime Museum draw visitors and new residents alike. Property values in Annapolis, Maryland have shown strong long term appreciation, making the city one of the most reliable real estate markets in the region for both homeowners and investors.
1,000+
Families Helped
30+
Years in Business
70+
Properties Managed
A+
BBB Since 2011
Explore our Annapolis services or call (410) 518-6084.
REAL ESTATE AND PROPERTY MANAGEMENT IN ANNAPOLIS, MD
Maryland's Capital City and One of Our Most Active Markets
Annapolis, Maryland is the state capital and one of the most distinctive cities on the East Coast. Home to the United States Naval Academy, a thriving historic downtown, and miles of waterfront living, Annapolis offers a lifestyle that blends culture, community, and coastal charm in Anne Arundel County. The city's diverse neighborhoods range from the cobblestone streets of Eastport to the tree lined avenues of West Annapolis, with the 21401 and 21403 zip codes covering everything from condos near the harbor to spacious family homes just blocks from the water. Few places in Maryland can match the energy and character that Annapolis brings to everyday life.
Accurate Realty serves Annapolis property owners, buyers, sellers, and investors with services built for this unique market. Our property management team understands the seasonal rhythms of the Annapolis rental market, from Naval Academy events to summer tourism surges, and prices accordingly to maximize returns. For buyers and sellers, our team navigates the complexities of waterfront transactions, historic home inspections, and competitive bidding with local expertise you can trust. Our investment consulting services help investors identify premium rental opportunities in Annapolis where strong tourism, government employment, and military demand drive consistent returns.
Annapolis stands out in Anne Arundel County for its combination of government employment, military presence, and a tourism economy that keeps the local market active year round. Cultural attractions like the Maryland State House, City Dock, and the Annapolis Maritime Museum draw visitors and new residents alike. Property values in Annapolis, Maryland have shown strong long term appreciation, making the city one of the most reliable real estate markets in the region for both homeowners and investors.
1,000+
Families Helped
30+
Years in Business
70+
Properties Managed
A+
BBB Since 2011
Explore our Annapolis services or call (410) 518-6084.
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
FREQUENTLY ASKED QUESTIONS
Questions About Living and Investing in Annapolis, MD
Is Annapolis MD a good place to live?
Annapolis is one of the most desirable cities in Maryland and consistently ranks among the best places to live in the state. As the state capital, it offers a vibrant waterfront downtown, the U.S. Naval Academy, diverse neighborhoods ranging from historic rowhomes to suburban communities, and strong employment driven by state government, military, and tourism. The combination of culture, water access, and walkability attracts buyers and renters across multiple demographics year round.
What are the best neighborhoods in Annapolis MD?
Annapolis has a wide range of neighborhoods, each with its own character. Downtown and Eastport offer walkability and waterfront dining. West Annapolis provides a quiet residential feel minutes from the city center. Bay Ridge and Hillsmere Shores attract families with larger lots and water access. Admiral Heights offers mid century homes at more moderate price points. Riva, Edgewater, and Crownsville provide suburban options with easier commuter access. We help clients find the right fit based on their priorities and budget.
What is the average rent in Annapolis MD?
Rental rates in Annapolis are among the highest in Anne Arundel County. Three bedroom homes typically rent from $2,500 to $3,500 depending on neighborhood and proximity to the water, with downtown and waterfront properties commanding premium rates. The Naval Academy, state government, and tourism economy create year round demand that keeps vacancy rates low. We provide free rental analyses using actual comparable data from the 21401 and 21403 zip codes.
What is the average home price in Annapolis MD?
Annapolis home prices vary widely based on location and water access. Homes in the downtown historic area and along Spa Creek or Back Creek often start above $600,000, while neighborhoods like Hillsmere Shores and Admiral Heights offer more moderate price points in the $400,000 to $550,000 range. Waterfront properties with deep water access can reach well into the millions. We provide detailed market analysis for any Annapolis neighborhood you are considering.
Is Annapolis MD a good area for rental property investment?
Annapolis is one of the strongest rental investment markets in Maryland. The Naval Academy, state government, waterfront tourism, and a vibrant downtown economy create year round demand across multiple tenant demographics. Property values have shown consistent long term appreciation, and rental rates are among the highest in the county. The main consideration for investors is that purchase prices are also higher, so thorough cash flow analysis is essential before buying.
Do you need flood insurance for a home in Annapolis MD?
Many Annapolis properties fall within FEMA designated flood zones, especially those near the Severn River, Spa Creek, Back Creek, and the Chesapeake Bay shoreline. If your property is in a flood zone and you have a federally backed mortgage, flood insurance is required. Even properties outside mandatory zones may benefit from coverage given their proximity to tidal water. We help buyers and investors identify flood zone status early in the process so there are no surprises affecting your purchase or rental income projections.
FREQUENTLY ASKED QUESTIONS
Questions About Living and Investing in Annapolis, MD
Is Annapolis MD a good place to live?
Annapolis is one of the most desirable cities in Maryland and consistently ranks among the best places to live in the state. As the state capital, it offers a vibrant waterfront downtown, the U.S. Naval Academy, diverse neighborhoods ranging from historic rowhomes to suburban communities, and strong employment driven by state government, military, and tourism. The combination of culture, water access, and walkability attracts buyers and renters across multiple demographics year round.
What are the best neighborhoods in Annapolis MD?
Annapolis has a wide range of neighborhoods, each with its own character. Downtown and Eastport offer walkability and waterfront dining. West Annapolis provides a quiet residential feel minutes from the city center. Bay Ridge and Hillsmere Shores attract families with larger lots and water access. Admiral Heights offers mid century homes at more moderate price points. Riva, Edgewater, and Crownsville provide suburban options with easier commuter access. We help clients find the right fit based on their priorities and budget.
What is the average rent in Annapolis MD?
Rental rates in Annapolis are among the highest in Anne Arundel County. Three bedroom homes typically rent from $2,500 to $3,500 depending on neighborhood and proximity to the water, with downtown and waterfront properties commanding premium rates. The Naval Academy, state government, and tourism economy create year round demand that keeps vacancy rates low. We provide free rental analyses using actual comparable data from the 21401 and 21403 zip codes.
What is the average home price in Annapolis MD?
Annapolis home prices vary widely based on location and water access. Homes in the downtown historic area and along Spa Creek or Back Creek often start above $600,000, while neighborhoods like Hillsmere Shores and Admiral Heights offer more moderate price points in the $400,000 to $550,000 range. Waterfront properties with deep water access can reach well into the millions. We provide detailed market analysis for any Annapolis neighborhood you are considering.
Is Annapolis MD a good area for rental property investment?
Annapolis is one of the strongest rental investment markets in Maryland. The Naval Academy, state government, waterfront tourism, and a vibrant downtown economy create year round demand across multiple tenant demographics. Property values have shown consistent long term appreciation, and rental rates are among the highest in the county. The main consideration for investors is that purchase prices are also higher, so thorough cash flow analysis is essential before buying.
Do you need flood insurance for a home in Annapolis MD?
Many Annapolis properties fall within FEMA designated flood zones, especially those near the Severn River, Spa Creek, Back Creek, and the Chesapeake Bay shoreline. If your property is in a flood zone and you have a federally backed mortgage, flood insurance is required. Even properties outside mandatory zones may benefit from coverage given their proximity to tidal water. We help buyers and investors identify flood zone status early in the process so there are no surprises affecting your purchase or rental income projections.
FREQUENTLY ASKED QUESTIONS
Questions About Living and Investing in Annapolis, MD
Is Annapolis MD a good place to live?
Annapolis is one of the most desirable cities in Maryland and consistently ranks among the best places to live in the state. As the state capital, it offers a vibrant waterfront downtown, the U.S. Naval Academy, diverse neighborhoods ranging from historic rowhomes to suburban communities, and strong employment driven by state government, military, and tourism. The combination of culture, water access, and walkability attracts buyers and renters across multiple demographics year round.
What are the best neighborhoods in Annapolis MD?
Annapolis has a wide range of neighborhoods, each with its own character. Downtown and Eastport offer walkability and waterfront dining. West Annapolis provides a quiet residential feel minutes from the city center. Bay Ridge and Hillsmere Shores attract families with larger lots and water access. Admiral Heights offers mid century homes at more moderate price points. Riva, Edgewater, and Crownsville provide suburban options with easier commuter access. We help clients find the right fit based on their priorities and budget.
What is the average rent in Annapolis MD?
Rental rates in Annapolis are among the highest in Anne Arundel County. Three bedroom homes typically rent from $2,500 to $3,500 depending on neighborhood and proximity to the water, with downtown and waterfront properties commanding premium rates. The Naval Academy, state government, and tourism economy create year round demand that keeps vacancy rates low. We provide free rental analyses using actual comparable data from the 21401 and 21403 zip codes.
What is the average home price in Annapolis MD?
Annapolis home prices vary widely based on location and water access. Homes in the downtown historic area and along Spa Creek or Back Creek often start above $600,000, while neighborhoods like Hillsmere Shores and Admiral Heights offer more moderate price points in the $400,000 to $550,000 range. Waterfront properties with deep water access can reach well into the millions. We provide detailed market analysis for any Annapolis neighborhood you are considering.
Is Annapolis MD a good area for rental property investment?
Annapolis is one of the strongest rental investment markets in Maryland. The Naval Academy, state government, waterfront tourism, and a vibrant downtown economy create year round demand across multiple tenant demographics. Property values have shown consistent long term appreciation, and rental rates are among the highest in the county. The main consideration for investors is that purchase prices are also higher, so thorough cash flow analysis is essential before buying.
Do you need flood insurance for a home in Annapolis MD?
Many Annapolis properties fall within FEMA designated flood zones, especially those near the Severn River, Spa Creek, Back Creek, and the Chesapeake Bay shoreline. If your property is in a flood zone and you have a federally backed mortgage, flood insurance is required. Even properties outside mandatory zones may benefit from coverage given their proximity to tidal water. We help buyers and investors identify flood zone status early in the process so there are no surprises affecting your purchase or rental income projections.
OUR SERVICES IN ANNAPOLIS
Accurate Realty provides three core services in Annapolis, MD. Select the service that matches your needs.



