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996 Headwater Rd, Annapolis, MD 21403
996 Headwater Rd, Annapolis, MD 21403
996 Headwater Rd, Annapolis, MD 21403
996 Headwater Rd, Annapolis, MD 21403
996 Headwater Rd, Annapolis, MD 21403
996 Headwater Rd, Annapolis, MD 21403
996 Headwater Rd, Annapolis, MD 21403

996 Headwater Rd Annapolis, MD 21403

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$1,049,000

ACTIVE
Beds
4
Baths
4
Sqft
2,288
Acres
0.41
Year
1986
Days on Site
108 Days
Property Type
Residential
Sub Type
Per Square Foot
$458
Date Listed
May 9, 2026

Description of 996 Headwater Rd, Annapolis, MD 21403

Listing details for 996 Headwater Rd, Annapolis, MD 21403 : PRICE IMPROVEMENT! Experience the best of Annapolis waterfront living with this beautifully updated home, complete with a private dock just off the South River and only minutes to the Chesapeake Bay. Bring your fishing rods, crab nets, kayaks, and boat; this is the waterfront lifestyle you've been waiting for. Inside, refinished hardwood floors and abundant natural light create a warm, inviting atmosphere. The updated kitchen features new GE stainless steel appliances and opens seamlessly to the cozy living room with a wood-burning fireplace and direct access to the spacious deck; perfect for outdoor dining while overlooking the tranquil backyard. A convenient main-level laundry/mudroom with a side entrance and ramp adds everyday functionality. The waterfront primary suite is a true retreat, offering a private balcony and an updated en-suite bath. Three additional bedrooms with brand-new carpet provide plenty of space for family, guests, or a home office. The fully finished walkout lower level offers exceptional flexibility with its own private entrance, full kitchen, spacious updated bathroom, and laundry hookup—ideal as an in-law suite, guest quarters, or entertaining space. Outside, enjoy 50 feet of waterfront, a private dock, kayak rack, and a generous 0.41-acre lot with room to relax, garden, or entertain. Conveniently located just minutes from Historic Annapolis, the U.S. Naval Academy, BWI Airport, and Washington, D.C., this home combines peaceful waterfront living with unbeatable accessibility. Don't miss this incredible opportunity to own your own piece of Annapolis waterfront at an improved price!
Listing Updated : 08-05-2026 at 6:01 PM EDT
Listing Provided By : Amanda Joelle Greenfield, 4109912633, [email protected], Engel & Volkers Annapolis
Source :

Bright MLS, MLS#: MDAA2143898

For more information on this listing contact us at (202) 441-2348

Property History

DateEventPrice
8/5/2026
Price Change
$1,049,000 -4.6%
$458/sqft
Source:Bright MLS #MDAA2143898
6/11/2026
Price Change
$1,099,500 -2.3%
$481/sqft
Source:Bright MLS #MDAA2143898
6/3/2026
Price Change
$1,125,000 -2.2%
$492/sqft
Source:Bright MLS #MDAA2143898
5/9/2026
Listed for sale
$1,150,000
$503/sqft
Source:Bright MLS #MDAA2143898
Home Worth Check

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For more information on this listing contact us at (202) 441-2348