996 Headwater Rd, ANNAPOLIS, MD

$1,099,500

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4

Beds

Baths

2,288

Square feet

0.41

Acres

About 996 Headwater Rd

Annapolis Waterfront home located right off the South River with easy access to the Chesapeake Bay. This recently updated home offers the perfect blend of luxury, comfort, and waterfront living. Inside, you’re welcomed by refinished hardwood floors and abundant natural light. The updated kitchen features new GE stainless steel appliances and opens to a cozy living room with a wood-burning fireplace and direct access to the deck; ideal for dining under the stars overlooking the peaceful backyard and creek. A main-level laundry/mudroom with side entrance and ramp adds everyday convenience.The primary suite is a true retreat, featuring a waterfront-facing design with a private balcony and updated en-suite bath. Three additional bedrooms with new carpet offer flexibility for guests, a home office, or growing needs. The fully finished walkout lower level provides a private in-law suite with its own entrance, full kitchen, large updated bath, and laundry hookup; perfect for extended stays or entertaining. Outside, enjoy 50 feet of waterfront with a private dock, kayak rack, and a spacious .41-acre lot offering plenty of room to relax, garden, or play. Ideally located with easy access to Historic Annapolis and Naval Academy, BWI, and DC, this home offers the best of peaceful waterfront living in Annapolis and everyday convenience.

Features of 996 Headwater Rd

MLS® # MDAA2143898
Price $1,099,500
Bedrooms 4
Bathrooms 3.50
Full Baths 3
Half Baths 1
Square Footage 2,288
Acres 0.41
Year Built 1986
Type Residential
Sub-Type Detached
Style Traditional, Transitional
Status Active

Community Information

Address 996 Headwater Rd
Subdivision KITTY CREEK
City ANNAPOLIS
County ANNE ARUNDEL-MD
State MD
Zip Code 21403

Amenities

Amenities Bathroom - Tub Shower, Bathroom - Walk-In Shower, Ceiling Fan(s), Primary Bedroom - Bay Front, Primary Bath(s), Recessed Lighting, Skylight(s), Upgraded Countertops, Wood Floors, Washer/Dryer Hookups Only
View Creek/Stream
Is Waterfront Yes
Waterfront Creek/Stream

Interior

Appliances Built-In Range, Built-In Microwave, Dishwasher, Refrigerator, Extra Refrigerator/Freezer, Washer/Dryer Hookups Only
Heating Heat Pump(s)
Cooling Central A/C
Has Basement Yes
Basement English, Walkout Level, Rear Entrance
Fireplace Yes
# of Fireplaces 1
Fireplaces Insert, Mantel(s)
Stories 2

Exterior

Exterior HardiPlank Type
Exterior Features Picket
Windows Double Hung, Replacement
Roof Asphalt
Construction HardiPlank Type
Foundation Concrete Perimeter

School Information

District ANNE ARUNDEL COUNTY PUBLIC SCHOOLS

Additional Information

Date Listed May 9th, 2026
Days on Market 75
Zoning R2
Foreclosure No
Short Sale No
RE / Bank Owned No

Listing Details

OfficeEngel & Volkers Annapolis

Listing Map

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