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23 CHESAPEAKE LNDG, ANNAPOLIS, MD, 21403
$1,525,000
- 3 beds
- 3 full baths
- 1 half baths
- 2,232 sq. ft
23 CHESAPEAKE LNDG, ANNAPOLIS, MD, 21403
$1,525,000
Coming Soon
- Beds 3
- Baths 3.5
- Sq. ft 2,232
Spectacular water-view home nestled at the tip of the Eastport Peninsula in coveted Chesapeake Landing, a premier gated community. Set within the vibrant Maritime Republic of Eastport, deeply rooted in sailboat racing and pleasure-boating traditions. 23 Chesapeake Landing offers an exceptional blend of comfort, convenience and the Annapolis waterfront lifestyle. Residents treasure the neighborhood's walkability, with an array of restaurants, pubs, boutiques, historic City Dock and Downtown Annapolis just steps from your door! Take a water taxi across Spa Creek to downtown or lauch a kyak or paddleboard from nearby Horn Point Park. Well maintained and freshly painted, this thoughtfully designed end-unit townhome, providing an abundance of natural light is equally suited to relaxed everyday living and effortless entertaining. The kitchen features sleek stainless-steel appliances, granite countertops, custom cabinetry and abundant storage. A casual dining area encourages relaxed gatherings, while the adjoining deck is perfectly positioned for outdoor grilling. Overlooking the living room and the water views beyond, the separate dining room provides an elegant setting for more formal occasions. The inviting living room is enhanced with taller ceilings, hardwood flooring and a wood-burning fireplace that adds warmth and ambience during the cooler months. Expansive sliding glass doors, fitted with plantation shutters, open to one of three newly rebuilt and expanded decks providing an ideal setting for savoring the water views or relaxing with your favorite beverage. This remarkable vantage point also provides front-row views of Fourth of July and New Year's Eve fireworks, the annual Blue Angels Airshow and the ever-changing parade of sailboats, powerboats, regattas, naval vessels and the occasional pirate ship. The generously sized owner's suite welcomes you with dramatic vaulted ceilings, abundant natural light, an en-suite bath and a private deck for even more water viewing pleasure. A second bedroom, full bath and laundry area complete the bedroom level. The loft level offers tremendous flexibility and may be adapted as additional bedroom space, a home office, art studio, fitness room or whatever best complements your lifestyle. The ground floor level, warmed by a second fireplace and enhanced by updated luxury vinyl plank flooring provides additional comfortable living space with exceptional flexibility, including its own private entrance. A full bath provides the perfect setup as an additional guest suite. French doors open to a private patio overlooking the beautifully landscaped grounds. Designed for easy lock-and-leave living, this home allows you to travel with peace of mind. The Annapolis Maryland Capital Yacht Club owns and manages the marina, pool and clubhouse. For the boating enthusiast, marina slips available for lease provide easy access to the Chesapeake Bay and its many waterfront destinations including use of the pool and clubhouse. Just outside your door, The Maritime Republic of Eastport combines the charm of a coastal village with the energy of a thriving maritime community - all just across Spa Creek from the U. S. Naval Academy and the culture, history and amenities of downtown Annapolis. Don't miss an opportunity to make this exceptional Eastport residence your home!
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Year Built:
1979
Days on Market:
3
Listing ID:
MDAA2155110
Bathrooms:
3 full , 1 half
List Date:
August 28, 2026
Property Type:
Condominium
Architecture Style:
Coastal, Contemporary
Subdivision:
CHESAPEAKE LANDING
County:
ANNE ARUNDEL
Appliances:
Built-In Microwave, Dishwasher, Disposal, Dryer, Exhaust Fan, Microwave, Oven - Self Cleaning, Oven/Range - Electric, Refrigerator, Stainless Steel Appliances, Washer, Water Heater
Total Taxes:
$14,072
Courtesy of Long & Foster Real Estate, Inc.
This content was last updated on September 01, 2026 11:06
Schools
| Name | Type | Level | Grades | Address | |
|---|---|---|---|---|---|
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Address: Enrollment |
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Annapolis High School |
Public | High | 9-12 | 2700 Riva Rd, Annapolis, MD 21401 | |
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District: Anne Arundel County Public Schools Grade Span: 9 - 12 Admission: Public Address: 2700 Riva Rd, Annapolis, MD 21401 Phone: 410-266-5240 Website: http://www.annapolishigh.org/ Teachers: 140 Students: 2075 Ratio: 15:1 Students/Teacher Gender: 47% Male / 52% Female Lunch: 51% Free / 11% Reduced Student/Teacher ratioEnrollment |
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Annapolis Middle School |
Public | Middle | 6-8 | 1399 Forest Dr, Annapolis, MD 21403 | |
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District: Anne Arundel County Public Schools Grade Span: 6 - 8 Admission: Public Address: 1399 Forest Dr, Annapolis, MD 21403 Phone: 410-267-8658 Teachers: 74 Students: 790 Ratio: 11:1 Students/Teacher Gender: 48% Male / 52% Female Lunch: 72% Free / 13% Reduced Student/Teacher ratioEnrollment |
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Eastport Elementary School |
Public | Primary | PK-5 | 420 Fifth St, Annapolis, MD 21403 | |
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District: Anne Arundel County Public Schools Grade Span: PK - 5 Admission: Public Address: 420 Fifth St, Annapolis, MD 21403 Phone: 410-222-1605 Teachers: 27 Students: 283 Ratio: 10:1 Students/Teacher Gender: 60% Male / 40% Female Lunch: 77% Free / 12% Reduced Student/Teacher ratioEnrollment |
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| Name | Type | Level | Grades | Address | |
|---|---|---|---|---|---|
Book of Life Academy |
Private | Elementary | PK-5 | 913 Cedar Park Rd, Annapolis, MD 21401 | |
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Grade Span: PK - 5 Admission: Private Address: 913 Cedar Park Rd, Annapolis, MD 21401 Phone: 410-263-2600 Website: http://www.bookoflifeacademy.com/ Teachers: 10 Students: 58 Ratio: 6:1 Students/Teacher Gender: 47% Male / 53% Female Student/Teacher ratioEnrollment |
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Chesapeake Montessori School |
Private | Elementary | PK-8 | 30 Old Mill Bottom Rd N, Annapolis, MD 21409 | |
|
Grade Span: PK - 8 Admission: Private Address: 30 Old Mill Bottom Rd N, Annapolis, MD 21409 Phone: 410-757-4740 Teachers: 8 Students: 78 Ratio: 10:1 Students/Teacher Gender: 37% Male / 63% Female Student/Teacher ratioEnrollment |
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Key School |
Private | Combined Elementary/Secondary | PK-12 | 534 Hillsmere Dr, Annapolis, MD 21403 | |
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Grade Span: PK - 12 Admission: Private Address: 534 Hillsmere Dr, Annapolis, MD 21403 Phone: 443-321-7833 Website: http://www.keyschool.org Teachers: 64 Students: 598 Ratio: 9:1 Students/Teacher Gender: 53% Male / 47% Female Student/Teacher ratioEnrollment |
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Montessori International Childrens House |
Private | Elementary | PK-6 | 1641 Winchester Rd, Annapolis, MD 21409 | |
|
Grade Span: PK - 6 Admission: Private Address: 1641 Winchester Rd, Annapolis, MD 21409 Phone: 410-757-7789 Teachers: 10 Students: 75 Ratio: 8:1 Students/Teacher Gender: 47% Male / 53% Female Student/Teacher ratioEnrollment |
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Naval Academy Primary School |
Private | Elementary | PK-5 | 74 Greenbury Point Rd, Annapolis, MD 21402 | |
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Grade Span: PK - 5 Admission: Private Address: 74 Greenbury Point Rd, Annapolis, MD 21402 Phone: 410-757-3090 Website: http://www.napschool.com/ Teachers: 24 Students: 195 Ratio: 8:1 Students/Teacher Gender: 51% Male / 49% Female Student/Teacher ratioEnrollment |
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Pathways School--Anne Arundel |
Private | Secondary | 7-12 | 1819 Bay Ridge Ave Ste 340, Annapolis, MD 21403 | |
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Grade Span: 7 - 12 Admission: Private Address: 1819 Bay Ridge Ave Ste 340, Annapolis, MD 21403 Phone: 301-649-0778 Teachers: 4 Students: 30 Ratio: 7:1 Students/Teacher Gender: 53% Male / 47% Female Student/Teacher ratioEnrollment |
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St Annes School of Annapolis |
Private | Elementary | PK-8 | 3112 Arundel on the Bay Rd, Annapolis, MD 21403 | |
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Grade Span: PK - 8 Admission: Private Address: 3112 Arundel on the Bay Rd, Annapolis, MD 21403 Phone: 410-263-8650 Website: http://st.annesschool.org/ Teachers: 20 Students: 234 Ratio: 12:1 Students/Teacher Gender: 66% Male / 34% Female Student/Teacher ratioEnrollment |
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St Margaret's Day School |
Private | Elementary | PK-KG | 1605 Pleasant Plains Rd, Annapolis, MD 21409 | |
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Grade Span: PK - KG Admission: Private Address: 1605 Pleasant Plains Rd, Annapolis, MD 21409 Phone: 410-757-2333 Website: http://www.st-margarets.org/ Teachers: 2 Students: 33 Ratio: 17:1 Students/Teacher Gender: 48% Male / 52% Female Student/Teacher ratioEnrollment |
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St Martins Lutheran Church School |
Private | Elementary | PK-8 | 1120 Spa Rd, Annapolis, MD 21403 | |
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Grade Span: PK - 8 Admission: Private Address: 1120 Spa Rd, Annapolis, MD 21403 Phone: 410-269-1955 Teachers: 16 Students: 118 Ratio: 7:1 Students/Teacher Gender: 55% Male / 45% Female Student/Teacher ratioEnrollment |
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St Marys High School |
Private | Secondary | 9-12 | 113 Duke of Gloucester St, Annapolis, MD 21401 | |
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Grade Span: 9 - 12 Admission: Private Address: 113 Duke of Gloucester St, Annapolis, MD 21401 Phone: 410-263-3294 Website: http://www.stmarysannapolis.org/ Teachers: 34 Students: 496 Ratio: 15:1 Students/Teacher Gender: 54% Male / 46% Female Student/Teacher ratioEnrollment |
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The Harbour School at Annapolis |
Private | Combined Elementary/Secondary | 1-12 | 1277 Green Holly Dr, Annapolis, MD 21409 | |
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Grade Span: 1 - 12 Admission: Private Address: 1277 Green Holly Dr, Annapolis, MD 21409 Phone: 410-974-4248 Website: http://harbourschool.org Teachers: 26 Students: 184 Ratio: 7:1 Students/Teacher Gender: 57% Male / 43% Female Student/Teacher ratioEnrollment |
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Weems Creek Nursery School & Kindergarten |
Private | Combined Elementary/Secondary | PK-PK | 238 Kirkley Rd, Annapolis, MD 21401 | |
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Grade Span: PK - PK Admission: Private Address: 238 Kirkley Rd, Annapolis, MD 21401 Phone: 410-266-5522 Teachers: 1 Students: 16 Ratio: 16:1 Students/Teacher Gender: 44% Male / 56% Female Student/Teacher ratioEnrollment |
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