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$2,275,000 Just Listed

  • For Sale
  • Active
  • Single Family
  • 4 Beds
  • 5 Full Baths
  • 4,230 Sq. Ft.
  • Updated 3 days ago
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122 Chesapeake Avenue, Annapolis, MDVideo Tour of 122 Chesapeake Avenue, Annapolis, MD.
Introducing 122 Chesapeake Avenue, a beautifully constructed Eastport residence offering refined coastal living with elevated design throughout. Built in 2014, this luxury Craftsman showcases a seamless blend of clean architectural lines, modern functionality, and high-end finishes across all three levels. The main level is designed for effortless living and entertaining, featuring an open layout with rich hardwood flooring, detailed millwork, coffered ceilings, and a gas fireplace framed by custom built-ins. The kitchen serves as the centerpiece of the home with a substantial island, professional-grade gas range, walk-in pantry, and a well-appointed butler's pantry complete with a wet bar and beverage cooler. Indoor and outdoor living connect seamlessly with access to a spacious screened porch, patio, and fully fenced yard. A flexible main-level office with an adjacent full bath offers the option for a guest suite or fifth bedroom. Upstairs, the primary suite is both bright and inviting, featuring vaulted ceilings, a gas fireplace, dual walk-in closets, and a spa-inspired bath with a freestanding soaking tub and double vanity. Two additional bedrooms each include private en-suite baths, along with a conveniently located upper-level laundry room. The finished lower level, renovated in 2024, provides a generous secondary living area with a gas fireplace, an additional bedroom and full bath, a separate flex room, and multiple storage areas. Complete with professionally landscaped grounds, hardscaping, a built-in outdoor grill, and private driveway parking, this home is ideally positioned near Eastport's waterfront, marinas, and just minutes to downtown Annapolis. A turnkey offering combining thoughtful design, comfort, and location.

Full Property Details for 122 Chesapeake Ave

General

  • Price: $2,275,000
  • Taxes: $21,113 (2025)
  • Status: Active
  • Type: Single Family
  • Source: BrightMLSMidAtlantic
  • MLS ID: MDAA2142050
  • Updated: 4/24/2026
  • Added to Site: 3 day(s) ago

Interior

  • Rooms/Areas: Dining Room, Primary Bedroom, Kitchen, Family Room, Bedroom 1, Office, Storage Room, Bathroom 1, Bathroom 2, Bonus Room, Primary Bathroom, Full Bath
  • Interior Features: Built-Ins, Crown Moldings, Dining Area, Family Room Off Kitchen, Floor Plan - Open, Kitchen - Eat-In, Kitchen - Gourmet, Kitchen - Island, Primary Bath(s), Pantry, Recessed Lighting, Walk-in Closet(s), Wet/Dry Bar, Window Treatments, Wood Floors, Ceiling Fan(s), Combination Kitchen/Living
  • Fireplace: Yes
  • Number of Fireplaces: 3
  • Fireplace(s): Gas/Propane, Mantel(s)
  • Appliances: Built-In Microwave, Dishwasher, Disposal, Dryer, Oven/Range - Gas, Range Hood, Refrigerator, Stainless Steel Appliances, Washer, Exhaust Fan
  • Flooring: Hardwood

Rooms

Bathrooms

  • Total Bathrooms: 5
  • Full Bathrooms: 5
  • Upper Floor Baths: 3
  • Upper - Full Baths: 3
  • Main Floor Baths: 1
  • Main - Full Baths: 1
  • Lower Floor Baths: 1
  • Lower - Full Baths: 1

Bedrooms

  • Total Bedrooms: 4
  • Bedrooms Upper: 3
  • Bedrooms Lower: 1

Other Rooms

  • Laundry: Upper Floor

Exterior

  • Exterior Features: Exterior Lighting, Sidewalks
  • Porch/Patio/Deck: Porch(es), Enclosed, Patio(s), Screened

Parking

  • Total Spaces: 3
  • Parking Type: Driveway, On Street

Location

  • Municipality: Annapolis
  • County: ANNE ARUNDEL
  • Subdivision: EASTPORT
  • Driving Directions: 450 South to Naval Academy, left on King George St., right on Randal St., 2nd exit on Compromise St., left on Chesapeake Ave., and the home is on your left.
  • City Limits: Yes

School Information

  • School District: Anne Arundel County Public Schools

Community

  • Pets Allowed: Yes
  • Pets: No Pet Restrictions

Heating & Cooling

  • Cooling Type: Other
  • Cooling Fuel: Electric
  • Heating Type: Heat Pump(s)
  • Heating Fuel: Electric
  • Water Heater: Electric

Utilities

  • Sewer: Public Sewer
  • Water: Public

Structural Information

  • Architectural Style: Craftsman
  • Structure Type: Detached
  • Construction: HardiPlank Type
  • Basement: Yes
  • Basement Desc.: Fully Finished, Interior Access, Full, Heated
  • Foundation: Concrete Perimeter
  • Walls/Ceilings: 9'+ Ceilings, Dry Wall, Tray Ceilings
  • Doors: Sliding Glass, French
  • Stories Description: Lower 1, Main, Upper 1
  • Square Feet: 4,230
  • Sq. Ft. Source: Assessor
  • Living Area: 3,820 Sq. Ft.
  • Finished Above Grnd: 2,820 Sq. Ft.
  • Finished Below Grnd: 1,000 Sq. Ft.
  • Year Built: 2014
  • Year Built Source: Estimated
  • Property Condition: Excellent

Unit Information

Unit 1

  • Bathrooms-Lower: 1
  • Bedrooms-Lower: 1

Additional Structures

  • Other Structures: Shed

Lot Features

  • Property View: Street
  • Lot Size (Acres): 0.12
  • Lot Size (Sq. Ft.): 5,350
  • Lot Size Source: Assessor
  • Zoning: RESIDENTIAL
  • Fencing (Description): Fully, Rear, Wood

Financial Considerations

  • Price Per Sq. Ft.: $806.74
  • Assessment Year: 2026
  • City/TownTax: $10,873
  • City/TownTax Freq: Annually
  • County Tax: $10,240
  • County Tax Freq: Annually
  • Tax w/Assessment: $1,662,300
  • Tax Amount: $21,113
  • Tax Year: 2025
  • Tax Total Finished Sq. Ft.: 3820

Disclosures and Reports

  • Ownership: Fee Simple

Listed by Engel & Volkers Annapolis, Travis O Gray and Engel & Volkers Annapolis, Courtney Swisher

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Listing agents

— 122 Chesapeake Ave —

  • Travis O Gray

    Engel & Volkers Annapolis

  • Courtney Swisher

    Engel & Volkers Annapolis

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 122 Chesapeake Ave

School District:Anne Arundel County Public Schools
NameGradesDistance
Eastport Elementary School
420 Fifth Street, Annapolis, MD 21403
PK-50.3 mi
Annapolis Middle School
1399 Forest Drive, Annapolis, MD 21403
6-82 mi
Annapolis High School
2700 Riva Road, Annapolis, MD 21401
9-124.7 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 122 Chesapeake Ave Get Price Alerts and Save Property

Date
Details
Price
Change
Source
4/24/2026
Listed
$2,275,000
63.64%
MLS
10/08/2020
Sold
$1,390,244
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 122 Chesapeake Ave

Year
Property Taxes
Change
Tax Assessment
Change
2025
$17,914
14%
$1,473,400
15%
2023
$15,733
—
$1,284,500
17%
2023
$15,733
4%
$1,095,600
2%
2022
$15,193
5%
$1,078,267
2%
2018
$14,516
-1%
$1,060,933
2%
2021
$14,715
—
$1,043,600
—
2020
$14,725
1%
$1,043,600
—
2019
$14,516
4%
$1,043,600
-3%
2018
$13,899
4%
$1,079,100
5%
2017
$13,417
156%
$1,025,000
157%
2016
$5,235
11%
$398,733
12%
2015
$4,722
7%
$356,400
-18%
2014
$4,409
—
$437,100
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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*These costs are estimates, and the interest rates assume exceptional credit standing.

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NMLS#: 1598647

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Listed by Engel & Volkers Annapolis, Travis O Gray and Engel & Volkers Annapolis, Courtney Swisher

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122 Chesapeake Avenue, Annapolis, MD 21403 (MLS# MDAA2142050) is a Single Family property with 4 bedrooms and 5 full bathrooms. 122 Chesapeake Avenue is currently listed for $2,275,000 and was received on April 24, 2026. Want to learn more about 122 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.

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