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996 Headwater Road, Annapolis, MD 21403

$1,150,000
  • 996 Headwater Road, Annapolis, MD 21403 Main Photo

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BEDS4 BATHS3 full 1 partial SQUARE FEET2,288 MLS#MDAA2143898
STATUSACTIVE PROPERTY TYPEResidential - Single Family SUBDIVISIONKITTY CREEK SCHOOLANNE ARUNDEL COUNTY PUBLIC SCHOOLS

Property Description

Waterfront home nestled in the serene enclave of Kitty Creek; 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 slip, kayak rack, and a spacious .41-acre lot offering plenty of room to relax, garden, or play. Ideally located with easy access to Annapolis, BWI, and DC, this home offers the best of peaceful waterfront living in Annapolis and everyday convenience.

996 Headwater Road | MLS# MDAA2143898

This single family home located at 996 Headwater Road, Annapolis, MD 21403 is currently listed for sale with an asking price of $1,150,000. This property was built in 1986 and has 4 bedrooms and 3 full and 1 partial baths with 2288 sq. ft. Headwater Road is located in the KITTY CREEK subdivision within the ANNE ARUNDEL COUNTY PUBLIC SCHOOLS school district. Search KITTY CREEK real estate on www.yermangainesteam.com today.

Upcoming Open Houses

Open House Sunday May 17th, 11:00am - 1:00pm

Property Features

Property Type: Residential - Single Family
Basement: Yes
Basement: English, Walkout Level, Rear Entrance
Cooling: Central A/C
Fireplaces: 1
Fuel Type: Electric
Heating: Heat Pump(s)
Home Style: Traditional, Transitional
Lot Size: 0.41 Acres
Roof Type: Asphalt
Stories: 2.0
Taxes: $8,067
Year Built: 1986

Feature Descriptions

Accessibility: Ramp - Main Level
Additional Structures: Above Grade, Below Grade
Appliances: Built-In Range, Built-In Microwave, Dishwasher, Refrigerator, Extra Refrigerator/Freezer, Washer/Dryer Hookups Only
Exterior: HardiPlank Type
Fencing: Picket
Fireplace: Insert, Mantel(s)
Flooring: Hardwood, Carpet, Tile/Brick
HOA Fee: $230.00/Annually
Interior: 2nd Kitchen, Bathroom - Tub Shower, Bathroom - Walk-In Shower, Breakfast Area, Ceiling Fan(s), Combination Kitchen/Living, Family Room Off Kitchen, Primary Bedroom - Bay Front, Primary Bath(s), Recessed Lighting, Skylight(s), Upgraded Countertops, Wood Floors
Location: Creek/Stream
Lot Dimensions: 0.41 Acre(S)
Sewer: Public Sewer
Special View Info: Creek/Stream
SQFT Above Finished: 1700
SQFT Below Finished: 588
SQFT Total Finished: 2288
Structure Type: Detached
Water: Well
Waterfront: Private Dock Site
Windows: Double Hung, Replacement

Local Schools

School District: ANNE ARUNDEL COUNTY PUBLIC SCHOOLS

Listed By / Shown By

Listed By

Agency Name: Engel & Volkers Annapolis
Agency Phone: 4432926767

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Estimated Payment

$ 3,567.07 per month $2,559.40 Principal & Interest $672.25 Property Tax $335.42 Homeowner's Insurance

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Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided 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. Information on this site was last updated 05/16/2026. The listing information on this page last changed on 05/16/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Sat 05/16/2026 5:51:13 PM EST) or Bright MLS (last updated Sat 05/16/2026 8:07:10 AM EST). Real estate listings held by brokerage firms other than Berkshire Hathaway HomeServices Homesale Realty may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.
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Agent License Information: 
Licensed in Maryland
The Gaines Group
Brandon Gaines, Jeffrey Gaines, Colin Gaines 

1425 Clarkview Road, Suite 700, Baltimore, MD 21209
410-583-0400

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