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122 CHESAPEAKE AVENUE, ANNAPOLIS, MD, 21403

$2,275,000

4 beds
5 full baths
3,820 sq. ft

122 CHESAPEAKE AVENUE, ANNAPOLIS, MD, 21403
$2,275,000 Open House Coming Soon

Beds 4
Baths 5
Sq. ft 3,820

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Open House Coming Soon

Open House: 04/24 3:30pm to 5:30pm, 04/25 8:00am to 10:00am

Professional photos and video coming soon! 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.

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Open Houses

Date	Start Time	End Time	Type	Url
04/24	3:30 pm	5:30 pm	N/A	N/A
04/25	8:00 am	10:00 am	N/A	N/A

Property Features

Year Built:
2014

Days on Market:
1

Listing ID:
MDAA2142050

Bathrooms:
5 full

List Date:
April 22, 2026

Property Type:
Single Family Residential

Architecture Style:
Craftsman

Subdivision:
EASTPORT

County:
ANNE ARUNDEL

Appliances:

Total Taxes:
$21,113

Courtesy of Engel & Volkers Annapolis

This content was last updated on April 23, 2026 13:22

Name	Type	Level	Grades	Address

Address: Enrollment
Annapolis High School	Public	High	9-12	2700 Riva Rd, Annapolis, MD 21401
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 ratio Enrollment
Annapolis Middle School	Public	Middle	6-8	1399 Forest Dr, Annapolis, MD 21403
District: Anne Arundel County Public Schools Grade Span: 6 - 8 Admission: Public Address: 1399 Forest Dr, Annapolis, MD 21403 Phone: 410-267-8658 Website: http://www.aacps.org/aacps/anms/index.asp/ Teachers: 74 Students: 790 Ratio: 11:1 Students/Teacher Gender: 48% Male / 52% Female Lunch: 72% Free / 13% Reduced Student/Teacher ratio Enrollment
Eastport Elementary School	Public	Primary	PK-5	420 Fifth St, Annapolis, MD 21403
District: Anne Arundel County Public Schools Grade Span: PK - 5 Admission: Public Address: 420 Fifth St, Annapolis, MD 21403 Phone: 410-222-1605 Website: http://eastportelementaryschoolmd.com/ Teachers: 27 Students: 283 Ratio: 10:1 Students/Teacher Gender: 60% Male / 40% Female Lunch: 77% Free / 12% Reduced Student/Teacher ratio Enrollment

Name	Type	Level	Grades	Address
Book of Life Academy	Private	Elementary	PK-5	913 Cedar Park Rd, Annapolis, MD 21401
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 ratio Enrollment
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 ratio Enrollment
Key School	Private	Combined Elementary/Secondary	PK-12	534 Hillsmere Dr, Annapolis, MD 21403
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 ratio Enrollment
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 Website: http://www.montessoriinternational.org/ Teachers: 10 Students: 75 Ratio: 8:1 Students/Teacher Gender: 47% Male / 53% Female Student/Teacher ratio Enrollment
Naval Academy Primary School	Private	Elementary	PK-5	74 Greenbury Point Rd, Annapolis, MD 21402
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 ratio Enrollment
Pathways School--Anne Arundel	Private	Secondary	7-12	1819 Bay Ridge Ave Ste 340, Annapolis, MD 21403
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 ratio Enrollment
St Annes School of Annapolis	Private	Elementary	PK-8	3112 Arundel on the Bay Rd, Annapolis, MD 21403
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 ratio Enrollment
St Margaret's Day School	Private	Elementary	PK-KG	1605 Pleasant Plains Rd, Annapolis, MD 21409
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 ratio Enrollment
St Martins Lutheran Church School	Private	Elementary	PK-8	1120 Spa Rd, Annapolis, MD 21403
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 ratio Enrollment
St Marys High School	Private	Secondary	9-12	113 Duke of Gloucester St, Annapolis, MD 21401
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 ratio Enrollment
The Harbour School at Annapolis	Private	Combined Elementary/Secondary	1-12	1277 Green Holly Dr, Annapolis, MD 21409
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 ratio Enrollment
Weems Creek Nursery School & Kindergarten	Private	Combined Elementary/Secondary	PK-PK	238 Kirkley Rd, Annapolis, MD 21401
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 ratio Enrollment

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122 CHESAPEAKE AVENUE, ANNAPOLIS, MD, 21403

$2,275,000