Date
Details
Price
Change
Source
3/26/2026
Listed
$975,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
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Property Description
Located just moments from the shoreline, 509 Chesapeake Ave presents a rare opportunity to secure a 4-bedroom, 2-bath single-family home in one of Annapolis's most desirable waterfront-adjacent areas. Whether you're an investor searching for your next project or a homeowner ready to create your dream coastal retreat, this property offers incredible potential. The home features a spacious layout with four bedrooms and two full baths, providing a solid foundation for renovation and value-add improvements. With the right vision, this property could be transformed into a stunning primary residence, vacation home, or resale opportunity. Positioned just steps from the water, enjoy the lifestyle perks of boating, dining, and all that Annapolis waterfront living has to offer. The location alone makes this a standout opportunity-properties this close to the water with this much upside are hard to find. Ideal for buyers looking to renovate, customize, and build equity in a prime location. Bring your contractor, your vision, and unlock the full potential of this Annapolis gem.
Full Property Details
Full Property Details for 509 Chesapeake Ave
General
- Price: $975,000
- Taxes: $11,466 (2025)
- Status: Active
- Type: Single Family
- Source: BrightMLSMidAtlantic
- MLS ID: MDAA2140184
- Updated: 3/26/2026
- Added to Site: 1 day(s) ago
Rooms
Bathrooms
- Total Bathrooms: 2
- Full Bathrooms: 2
- Upper Floor Baths: 2
- Upper - Full Baths: 2
Bedrooms
- Total Bedrooms: 4
- Bedrooms Upper: 4
Parking
- Parking Type: On Street
Location
- Municipality: Annapolis
- County: ANNE ARUNDEL
- Subdivision: BROOKLYN
- Driving Directions: GPS
- City Limits: Yes
School Information
- School District: Anne Arundel County Public Schools
Heating & Cooling
- Cooling Type: None
- Heating Type: None
- Water Heater: Natural Gas
Utilities
- Sewer: Public Sewer
- Water: Public
Structural Information
- Architectural Style: Traditional
- Structure Type: Detached
- Construction: Metal Siding
- Foundation: Slab
- Roof: Shingle, Composite
- Stories Description: Upper 1
- Square Feet: 2,360
- Sq. Ft. Source: Assessor
- Living Area: 1,800 Sq. Ft.
- Finished Above Grnd: 1,800 Sq. Ft.
- Year Built: 1920
- Year Built Source: Assessor
Lot Features
- Lot Size (Acres): 0.24
- Lot Size (Sq. Ft.): 10,330
- Lot Size Source: Assessor
- Zoning: R
Financial Considerations
- Price Per Sq. Ft.: $541.67
- Assessment Year: 2026
- City/TownTax: $5,905
- City/TownTax Freq: Annually
- County Tax: $5,561
- County Tax Freq: Annually
- Tax w/Assessment: $857,400
- Tax Amount: $11,466
- Tax Year: 2025
- Tax Total Finished Sq. Ft.: 1800
Disclosures and Reports
- Ownership: Fee Simple
- Lot Number: 15
Listed by LPT Realty, LLC, Kayla Marie Ziegenhein
We Value Your Privacy
We Value Your Privacy
We Value Your Privacy
Listing agent
— 509 Chesapeake Ave —
Kayla Marie Ziegenhein
LPT Realty, LLC
Listing Office Email: mdbrokers@lptrealty.com
NMLS#: 1598647Get Pre-Approved Today
Schools
Schools serving 509 Chesapeake Ave
School District:Anne Arundel County Public Schools
| Name | Grades | Distance |
|---|---|---|
Eastport Elementary School 420 Fifth Street, Annapolis, MD 21403 | PK-5 | 0 mi |
Annapolis Middle School 1399 Forest Drive, Annapolis, MD 21403 | 6-8 | 1.7 mi |
Annapolis High School 2700 Riva Road, Annapolis, MD 21401 | 9-12 | 4.5 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 509 Chesapeake Ave
Tax History
Tax History for 509 Chesapeake Ave
Year
Property Taxes
Change
Tax Assessment
Change
2025
$8,356
14%
$800,200
8%
2023
$7,331
—
$743,000
8%
2023
$7,331
-21%
$685,800
3%
2022
$9,337
9%
$662,667
4%
2018
$8,574
260%
$639,533
4%
2021
$2,382
1%
$616,400
—
2020
$2,349
1%
$616,400
—
2019
$2,326
-10%
$616,400
-9%
2018
$2,585
-57%
$680,200
7%
2017
$6,043
226%
$633,467
8%
2016
$1,855
25%
$586,733
9%
2015
$1,482
1%
$540,000
—
2014
$1,464
—
$540,000
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 509 Chesapeake Ave
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- Single Family
- Active
- Updated 11 days ago
- 4Beds
- 3Total Baths
- 3,078Sq. Ft.
- Single Family
- Active
- Updated 11 days ago
- 4Beds
- 3Total Baths
- 3,650Sq. Ft.
Listed by Your Chesapeake Connection (410) 212-3383
- Single Family
- Active
- Updated 8 days ago
- 5Beds
- 3Total Baths
- 2,330Sq. Ft.
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- Single Family
- Active
- Updated 14 hours ago
- 4Beds
- 3Total Baths
- 2,728Sq. Ft.
- Single Family
- Active
- Updated 3 days ago
- 3Beds
- 3Total Baths
- 2,904Sq. Ft.
- Single Family
- Active
- Updated 15 hours ago
- 5Beds
- 3Total Baths
- 2,225Sq. Ft.
- Single Family
- Active
- Updated 10 hours ago
- 4Beds
- 5Total Baths
- 5,899Sq. Ft.
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- Condo
- Active
- Updated 19 hours ago
- 2Beds
- 1Total Bath
- 831Sq. Ft.
- Single Family
- Active
- Updated 3 days ago
- 5Beds
- 4Total Baths
- 3,610Sq. Ft.
- Single Family
- Active
- Updated 2 days ago
- 4Beds
- 3Total Baths
- 2,364Sq. Ft.
- Single Family
- Active
- Updated 12 hours ago
- 3Beds
- 2Total Baths
- 1,804Sq. Ft.
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- Single Family
- Closed
- Updated 7 days ago
- 3Beds
- 4Total Baths
- 2,677Sq. Ft.
- Townhouse
- Closed
- 3Beds
- 3Total Baths
- 2,940Sq. Ft.
Listed by Kevin Cooke
Sold by TTR Sotheby's International Realty, Amber Krause
Sold by TTR Sotheby's International Realty, Amber Krause
509 Chesapeake Avenue, Annapolis, MD 21403 (MLS# MDAA2140184) is a Single Family property with 4 bedrooms and 2 full bathrooms. 509 Chesapeake Avenue is currently listed for $975,000 and was received on March 26, 2026. Want to learn more about 509 Chesapeake Avenue? Do you have questions about finding other Single Family real estate for sale in Annapolis? You can browse all Annapolis real estate or contact a Coldwell Banker agent to request more information.