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21 Chesapeake Landing

Annapolis, MD 21403

Name: Open House: 1pm-3pm
Start: 2025-06-29T13:00:00
End: 2025-06-29T15:00:00
Location: 21 Chesapeake Landing

4 beds
4 baths
2,232 sqft
$844 per sqft
1979 build

Welcome to 21 Chesapeake Landing, the epitome of Eastport’s waterfront lifestyle. Nestled at the tip of the Eastport Peninsula in a premier gated community, this exceptional four-level townhome with amazing water views offers luxury living in one of Annapolis’s most sought-after enclaves. This lovingly-maintained home has been thoughtfully designed with meticulous, craftsman-level upgrades. The result is a seamless blend of elegance, comfort, and timeless design. At the heart of the home is a spectacular chef’s kitchen: A generous center island invites casual gatherings, while warm-toned custom cabinetry, complete with artful display nooks, add depth and functionality. Sleek stainless-steel appliances pair beautifully with the honed-granite countertops, to provide ample prep space for the most discerning gourmet. A private deck just off the kitchen is perfectly positioned for effortless outdoor grilling. The open-concept layout is both flexible and inviting. Island seating flows naturally into the adjacent dining area, which overlooks the living room and captures water views beyond. Rich, gleaming hardwood floors span the main, bedroom, and loft levels, adding warmth and sophistication throughout. On the ground level, beautifully finished neutral tile flooring provides a clean and durable foundation for everyday living. The living room is a true retreat, enhanced by 9-foot ceilings and a gas fireplace that adds instant ambiance with the flip of a switch. Expansive sliding glass doors open onto a newly expanded deck; an ideal setting for savoring water views, or simply relaxing with evening libations. It’s also a front-row seat for the 4th of July, New Year’s Eve fireworks displays and the annual Blue Angels Airshow; a spectacular bonus that makes this home truly unique. Upstairs, the graciously sized owner’s suite welcomes you with dramatic vaulted ceilings and abundant natural light. Glass doors provide yet another opportunity to connect with the view. The recently renovated spa-inspired ensuite bath is a sanctuary in itself, featuring a glass-enclosed shower and soaking tub that doubles as a steam room complete with folding chairs to relax and reap the therapeutic benefits a sauna provides. Dual vanities, high-end fixtures, and generous storage, all finished in calming, modern tones complete the experience. Two additional bedrooms offer versatility and comfort; ideal for guests, family, or as a dedicated art studio, home gym, or private home office. The ground-level living space adds even more flexibility. Outfitted with a full bath and a custom kitchenette—including a refrigerator, sink, microwave, and built-in storage. This area can be completely closed off from the rest of the home, making it a perfect in-law suite or private guest quarters. Additional amenities include a one-car garage, an extra driveway parking space, a large paver patio, and the freedom to lock, leave, and travel with peace of mind. Outside your front door, the Eastport lifestyle unfolds. Take a leisurely stroll to local waterfront restaurants, pubs, and boutique shops. Catch a water taxi to historic downtown Annapolis, or launch your kayak or paddleboard from nearby Horn Point Beach Park. Eastport offers the charm of a coastal village with the energy of a thriving maritime hub, just across Spa Creek from the U.S. Naval Academy and all the culture, history, and amenities of downtown Annapolis. As a resident of Chesapeake Landing, you also have the option to join, for a fee, the private Annapolis Maryland Yacht Club, located within the gates of the community, featuring a pool, marina, and clubhouse. 21 Chesapeake Landing is more than a home, it’s a lifestyle. This is a rare opportunity to experience the best of Annapolis in a setting that’s both refined and relaxed. Don’t miss this opportunity to make it yours!

Listing courtesy of BRIGHT / Long & Foster Real Estate, Inc.

Last checked: Checking… • Last updated Jun 26, 2025 •

MLS# MDAA2117644 —

The Building

Year Built:

1979
Year Built Source:

Assessor
Roof:

Architectural Shingle
New Construction:

No
Construction Materials:

Frame
Building Name:

Chesapeake Landing Condo
Building Levels:

4
Structure Type:

End of Row/Townhouse
Architectural Style:

Coastal, Contemporary
Historic:

No
Levels:

4
Main Entrance:

Northeast
Security Features:

Security Gate, Smoke Detector
Window Features:

Casement
Accessibility Features:

None
Foundation Details:

Slab
Basement:

No
Building Winterized:

No
Total SqFt Source:

Assessor
Total Below Grade SqFt Source:

Assessor
Above Grade Finished Area Units:

Square Feet
Above Grade Finished SqFt:

2232
Above Grade Finished SqFt Source:

Assessor
Below Grade Finished Area Units:

Square Feet
Below Grade Unfinished Area Units:

Square Feet
Below Grade Finished SqFt Source:

Assessor
Below Grade Unfinished SqFt Source:

Assessor
Tax Total Finished SqFt:

2232

Interior

Interior Features:

Bathroom - Soaking Tub, Bathroom - Stall Shower, Bathroom - Walk-In Shower, Breakfast Area, Built-Ins, Ceiling Fan(s), Combination Kitchen/Dining, Dining Area, Floor Plan - Open, Kitchen - Eat-In, Kitchen - Island, Primary Bedroom - Bay Front, Recessed Lighting, Skylight(s), Upgraded Countertops, Wood Floors, Entry Level Bedroom, Kitchen - Table Space, Kitchenette, Primary Bath(s), Sauna, Stove - Wood, Window Treatments
Flooring Type:

Hardwood, Ceramic Tile
Fireplace:

Yes
Fireplaces:

1
Fireplace Features:

Double Sided, Gas/Propane
Living Area SqFt Source:

Assessor

Room Dimensions

Total SqFt:

2232
Living Area SqFt:

2,232 Sqft

Financial & Terms

Sale Type:

Standard
Possession:

31-60 Days CD, Negotiable
Lease Considered:

No

Location

Directions:

Put 1 Chesapeake Lndg into GPS to be directed to the Main Gate and the end of Chesapeake Avenue. Upon Entering the Community, drive straight and make a left, home is directly in front on left-hand side. Gate Code will be supplied in showing instructions.
Latitude:

38.97317000
Longitude:

-76.47767000

The Property

Property Type:

Residential
Property Condition:

Excellent
Zoning:

R
View:

Limited, Marina, River
In City Limits:

Yes
Other Structures:

Above Grade, Below Grade
Waterview:

Yes
Waterfront:

No
Water Oriented:

Yes
Water Access:

Yes
Water Body Name:

Severn River
Water Body Type:

River
Navigable Water:

Yes
Tidal Water:

No
Land Use Code:

E
Ground Rent Exists:

No

Listing Agent

Contact info:

Taxes

Tax ID Number:

020610890019910
Tax Year:

2024
Tax Annual Amount:

$12,565
Tax Assessed Value:

$1,000,500
Year Assessed:

2025
County Tax:

6112.00
City/Town Tax:

6453.00
Total Taxes Payment Frequency:

Annually

Beds

Bedrooms:

4
Upper Level Bedrooms:

3
Upper Level 1 Bedrooms:

2
Lower Level Bedrooms:

1
Lower Level Bedrooms:

1
Bedrooms Upper Level:

1

Baths

Total Baths:

4
Full Baths:

3
Half Baths:

1
Main Level Baths:

1.00
Main Level Half Baths:

1
Upper Level Full Baths:

2
Lower Level Full Baths:

1
Upper Level Total Baths:

2
Upper Level Total Baths:

2.00
All Lower Levels Total Baths:

1
Lower Level Total Baths:

1.00
Upper Level Full Baths:

2
Lower Level Full Baths:

1

The Listing

Virtual Tour

Heating & Cooling

Cooling Type:

Central A/C, Ductless/Mini-Split
Central Air:

Yes
Cooling Fuel:

Electric
Heating:

Yes
Heating Type:

Heat Pump(s)
Heating Fuel:

Electric, Propane - Leased

Utilities

Utilities:

Cable TV, Propane
Sewer/Septic:

Public Sewer
Hot Water:

60+ Gallon Tank
Water Source:

Public

Appliances

Appliances:

Built-In Microwave, Built-In Range, Dishwasher, Disposal, Extra Refrigerator/Freezer, Icemaker, Oven - Self Cleaning, Oven/Range - Electric, Stainless Steel Appliances, Washer/Dryer Stacked, Oven - Double, Range Hood
Laundry Type:

Upper Floor

Schools

Elementary School:

Eastport
Middle School:

Annapolis
High School:

ANNAPOLIS
School District Name:

Anne Arundel County Public Schools
School District Source:

Listing Agent

The Community

Subdivision Name:

Chesapeake Landing
Senior Community:

No
Pool:

Yes - Community
Community Pool Features:

Concrete, Fenced, In Ground, Other
HOA:

No
Condo/Coop Association:

Yes
HOA/Condo/Coop Amenities:

Gated Community, Marina/Marina Club
Condo/Coop Fee:

$669
Condo/Coop Fee Frequency:

Quarterly
HOA/Condo/Coop Fee:

Common Area Maintenance, Lawn Maintenance, Management, Reserve Funds, Road Maintenance, Security Gate, Snow Removal
Condo/Coop Name:

Chesapeake Landing

Parking

Total Garage and Parking Spaces:

2
Garage:

Yes
Garage Features:

Garage - Front Entry, Garage Door Opener, Inside Access
Garage Spaces:

1.00
Type of Parking:

Attached Garage, Driveway
# of Attached Garage Spaces:

1
Driveway - # of Spaces:

1

Extra Units

Vacation Rental:

No

Monthly cost estimate

Asking price

$1,885,000

Expense	Monthly cost
Mortgage	$10,093
Taxes	$1,047
Insurance	$518
HOA fees	$223
Utilities	$218 See report
Total	$12,099/mo.^*
	^*This is an estimate

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Sale history

Date	Event	Source	Price	% Change
6/25/25 Jun 25, 2025	Listed / Active	BRIGHT	$1,885,000

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This condo located in Annapolis, MD 21403 is currently for sale for $1,885,000. 21 Chesapeake Landing is a 2,232 square foot condo with 4 beds and 4 baths. This condo is in the attendance area of Annapolis High School, Eastport Elementary School, and Annapolis Middle School.

Listing Courtesy of: BRIGHT and Long & Foster Real Estate, Inc..

The information included in this listing is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The information on each listing is furnished by the owner and deemed reliable to the best of his/her knowledge, but should be verified by the purchaser. BRIGHT MLS and Estately assume no responsibility for typographical errors, misprints or misinformation. This property is offered without respect to any protected classes in accordance with the law. Some real estate firms do not participate in IDX and their listings do not appear on this website. Some properties listed with participating firms do not appear on this website at the request of the seller.