Spectacular Water View Home nestled at the tip of Eastport Peninsula between Spa Creek, Back Creek and the Severn River in the premiere gated community of Chesapeake Landing, with onsite Yacht Club and pool memberships available. 21 Chesapeake Landing embodies the epitome of Eastport’s waterfront lifestyle. The Maritime Republic of Eastport is a vibrant waterfront community deeply rooted in both sailboat racing and pleasure boating traditions. Residents treasure the walkable lifestyle, with more than 50 restaurants, pubs, boutique shops, and historic City Dock and Downtown Annapolis just steps away. This immaculately-maintained home has been thoughtfully designed with meticulous, high-level upgrades, resulting in a seamless blend of elegance, comfort, and timeless design. A private in-law, guest suite or entertainment room on the ground level adds to the homes versatility. On the main level, expansive sliding glass doors open onto one of three decks; 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. The daily parade of sail and power boats, regattas, navy vessels and pirate ships is a spectacular bonus that makes this home truly unique. At the heart of the home is a spectacular chef’s kitchen: An oversized center island invites casual gatherings, while 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. 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. Upstairs, wake up to enjoys water views of Annapolis Harbor and the Severn River. The graciously sized owner’s suite welcomes you with dramatic vaulted ceilings and abundant natural light. 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 for relaxation and the therapeutic benefits of a sauna. 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. Featuring its’ own paver patio and private entrance, a full bath and a custom kitchenette—including a refrigerator, sink, microwave, built-in storage and neutral tile flooring. This area can be completely closed off from the rest of the home, making it a perfect in-law suite, private guest quarters or family entertainment area. 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! Don't Miss The Opportunity to Make This Your Home!
For sale
Price cut: $55K (7/22)
$1,695,000
21 Chesapeake Lndg, Annapolis, MD 21403
4beds
2,232sqft
Est.:
Townhouse
Built in 1979
-- sqft lot
$1,655,900 Zestimate®
$759/sqft
$223/mo HOA
What's special
Gas fireplaceGlass-enclosed showerCustom cabinetryPaver patioPrivate deckSteam room
- 38 days
- on Zillow |
- 1,703 |
- 33 |
Zillow last checked: 7 hours ago
Listing updated: July 31, 2025 at 04:01am
Listed by:
Stephanie Snyder 410-972-9727,
Long & Foster Real Estate, Inc. 410-260-2800
Source: Bright MLS,MLS#: MDAA2117644

Travel times
Tour with a buyer's agent
Tour with a buyer's agent
Open house
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 4
- Full bathrooms: 3
- 1/2 bathrooms: 1
- Main level bathrooms: 1
Basement
- Area: 0
Heating
- Heat Pump, Electric, Propane
Cooling
- Central Air, Ductless, Electric
Appliances
- Included: Microwave, Built-In Range, Dishwasher, Disposal, Extra Refrigerator/Freezer, Ice Maker, Self Cleaning Oven, Oven/Range - Electric, Stainless Steel Appliance(s), Washer/Dryer Stacked, Double Oven, Range Hood, Water Heater
- Laundry: Upper Level
Features
- Soaking Tub, Bathroom - Stall Shower, Bathroom - Walk-In Shower, Breakfast Area, Built-in Features, Ceiling Fan(s), Combination Kitchen/Dining, Dining Area, Open Floorplan, Eat-in Kitchen, Kitchen Island, Primary Bedroom - Bay Front, Recessed Lighting, Upgraded Countertops, Entry Level Bedroom, Kitchen - Table Space, Kitchenette, Primary Bath(s), Sauna
- Flooring: Hardwood, Ceramic Tile, Wood
- Windows: Casement, Skylight(s), Window Treatments
- Has basement: No
- Number of fireplaces: 1
- Fireplace features: Double Sided, Gas/Propane, Wood Burning Stove
Interior area
- Total structure area: 2,232
- Total interior livable area: 2,232 sqft
- Finished area above ground: 2,232
- Finished area below ground: 0
Video & virtual tour
Property
Parking
- Total spaces: 2
- Parking features: Garage Faces Front, Garage Door Opener, Inside Entrance, Attached, Driveway
- Attached garage spaces: 1
- Uncovered spaces: 1
Accessibility
- Accessibility features: None
Features
- Levels: Four
- Stories: 4
- Pool features: Community
- Has view: Yes
- View description: Limited, Marina, River
- Has water view: Yes
- Water view: Marina,River
- Waterfront features: River
- Body of water: Severn River
Details
- Additional structures: Above Grade, Below Grade
- Parcel number: 020610890019910
- Zoning: R
- Special conditions: Standard
Construction
Type & style
- Home type: Townhouse
- Architectural style: Coastal,Contemporary
- Property subtype: Townhouse
Materials
- Frame
- Foundation: Slab
- Roof: Architectural Shingle
Condition
- Excellent
- New construction: No
- Year built: 1979
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
- Utilities for property: Cable Connected, Propane
Community & HOA
Community
- Features: Pool
- Security: Security Gate, Smoke Detector(s)
- Subdivision: Chesapeake Landing
HOA
- Has HOA: No
- Amenities included: Gated, Marina/Marina Club
- Services included: Common Area Maintenance, Maintenance Grounds, Management, Reserve Funds, Road Maintenance, Security, Snow Removal
- HOA name: Chesapeake Landing
- Condo and coop fee: $669 quarterly
Location
- Region: Annapolis
- Municipality: Annapolis
Financial & listing details
- Price per square foot: $759/sqft
- Tax assessed value: $1,000,500
- Annual tax amount: $12,565
- Date on market: 6/26/2025
- Listing agreement: Exclusive Right To Sell
- Ownership: Condominium
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