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Ad #7697934
MLS #MDAA2143898
Listing photo

Annapolis Waterfront home located right off the South River with

996 Headwater Rd, Annapolis, MD 21403
$1,099,500
4Beds
4Baths
2,288Sqft
--Acres

About this property

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.

Property Features

4 Beds
4 Baths
2,288 Sqft
Built in 1986
0.000 Acres
Beachview
Asphalt Roof
Has Fireplace
Electric (Heating), Fireplace(s), Fireplace Insert
Anne Arundel County
KITTY CREEK Community

Additional Photos

Additional listing photo 1
Additional listing photo 2
Additional listing photo 3
Additional listing photo 4

Contact Information

Amanda Joelle Greenfield

Engel & Völkers Annapolis

443-292-6767

Location

Map
Listing Agent: Amanda Joelle Greenfield 443-292-6767
Broker: Engel & Völkers Annapolis 443-292-6767 Listing Site
Copyright © 2026 Engel & Völkers. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.
BeachHouse.com
Printed Aug 12, 2026

Photo Gallery

Annapolis Waterfront home located right off the South River with - photo 1
Annapolis Waterfront home located right off the South River with - photo 2
Annapolis Waterfront home located right off the South River with - photo 3
Annapolis Waterfront home located right off the South River with - photo 4
Annapolis Waterfront home located right off the South River with - photo 5
Annapolis Waterfront home located right off the South River with - photo 6
Annapolis Waterfront home located right off the South River with - photo 7
Annapolis Waterfront home located right off the South River with - photo 8
Annapolis Waterfront home located right off the South River with - photo 9
Annapolis Waterfront home located right off the South River with - photo 10
Annapolis Waterfront home located right off the South River with - photo 11
Annapolis Waterfront home located right off the South River with - photo 12
Annapolis Waterfront home located right off the South River with - photo 13
Annapolis Waterfront home located right off the South River with - photo 14
Annapolis Waterfront home located right off the South River with - photo 15
Annapolis Waterfront home located right off the South River with - photo 16
Annapolis Waterfront home located right off the South River with - photo 17
Annapolis Waterfront home located right off the South River with - photo 18
Annapolis Waterfront home located right off the South River with - photo 19
Annapolis Waterfront home located right off the South River with - photo 20
Annapolis Waterfront home located right off the South River with - photo 21
Annapolis Waterfront home located right off the South River with - photo 22
Annapolis Waterfront home located right off the South River with - photo 23
Annapolis Waterfront home located right off the South River with - photo 24
Annapolis Waterfront home located right off the South River with - photo 25
Annapolis Waterfront home located right off the South River with - photo 26
Annapolis Waterfront home located right off the South River with - photo 27
Annapolis Waterfront home located right off the South River with - photo 28
Annapolis Waterfront home located right off the South River with - photo 29
Annapolis Waterfront home located right off the South River with - photo 30
Annapolis Waterfront home located right off the South River with - photo 31
Annapolis Waterfront home located right off the South River with - photo 32
Annapolis Waterfront home located right off the South River with - photo 33
Annapolis Waterfront home located right off the South River with - photo 34
Annapolis Waterfront home located right off the South River with - photo 35
Annapolis Waterfront home located right off the South River with - photo 36
Annapolis Waterfront home located right off the South River with - photo 37
Annapolis Waterfront home located right off the South River with - photo 38
Annapolis Waterfront home located right off the South River with - photo 39
Annapolis Waterfront home located right off the South River with - photo 40
Annapolis Waterfront home located right off the South River with - photo 41
Annapolis Waterfront home located right off the South River with - photo 42
Annapolis Waterfront home located right off the South River with - photo 43
Annapolis Waterfront home located right off the South River with - photo 44
Annapolis Waterfront home located right off the South River with - photo 45
Annapolis Waterfront home located right off the South River with - photo 46
Annapolis Waterfront home located right off the South River with - photo 47
Annapolis Waterfront home located right off the South River with - photo 48
Annapolis Waterfront home located right off the South River with - photo 49
Annapolis Waterfront home located right off the South River with - photo 50

$1,099,500

4
Beds
4
Baths
2,288
Sqft

996 Headwater Rd, Annapolis, MD 21403

By contacting this agent you agree to these Terms and Conditions.
Home Maryland Annapolis
Annapolis Waterfront home located right off the South River with - photo 1
Annapolis Waterfront home located right off the South River with - photo 2
Annapolis Waterfront home located right off the South River with - photo 3
Annapolis Waterfront home located right off the South River with - photo 4
Annapolis Waterfront home located right off the South River with - photo 5
MLS# MDAA2143898
Home For Sale

Annapolis Waterfront home located right off the South River with

$1,099,500

996 Headwater Rd, Annapolis, MD 21403

4
Beds
4
Baths
2,288
Sqft
--
Acres
$1,099,500
996 Headwater Rd, Annapolis, MD 21403
4 Beds
4 Baths
2,288 Sqft
-- Acres
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.
94 days
on BeachHouse.com
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views
0
saves

Property Details

HOME DETAILS

4 Beds
4 Baths
2,288 Sqft
Built in 1986
0.000 Acres

BEACH & VIEW

Beachview

EXTERIOR

Asphalt Roof

INTERIOR

Has Fireplace
Electric (Heating), Fireplace(s), Fireplace Insert

FINANCIAL & COMMUNITY

Anne Arundel County
KITTY CREEK Community
See More Details

Location

Map
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Ad Statistics

Ad Number
7697934
Viewed
98 times
Listing Status
Active
Added
May 09, 2026
Last Refreshed
Jul 03, 2026 06:17:28 PM

Listing Information

Data Source
Engel & Völkers
Source Property ID
MDAA2143898
Listing Agent: Amanda Joelle Greenfield 443-292-6767
Broker: Engel & Völkers Annapolis 443-292-6767 Listing Site
Copyright © 2026 Engel & Völkers. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.

Request Information

By proceeding, you authorize Dream Home Network Inc., its service providers (including real estate professionals such as Brokers, Listing Agents, Buyers Agents, and local referral partners), its affiliates, and other real estate professionals that may not be associated with Dream Home Network, to contact you using the contact details you provided, via email, phone call, and text (SMS), including using automated dialing technology and prerecorded and artificial voice, for marketing or advertising purposes, including contacting you about your inquiry and other home-related matters. You understand that your consent to the foregoing is not a condition of any purchase. Message and data rates may apply. This consent applies even if you are on a corporate, state or national Do Not Call list. Dream Home Network Inc. may share information about your recent and future site activity with its affiliates and service providers (including real estate professionals such as Brokers, Listing Agents, Buyers Agents, and local referral partners) to help them better understand what you are looking for in a property. To opt-out at any time you can reply "STOP" or contact Dream Home Network Inc. at csv@dreamhomenetwork.com.

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Dream Home Network Inc.

is committed to ensuring digital accessibility and property listings for individuals with disabilities. All information provided is deemed reliable but is not guaranteed and should be independently verified. We are continuously working to improve the accessibility of our web experience for everyone, and we welcome feedback and accommodation requests. If you wish to report an issue or seek an accommodation, please let us know.

Dream Home Network Inc. Sells leads to DHN Realty Inc. who holds real estate brokerage licenses in Alabama. Listing agents will be sent notification copy of leads on their listings where Dream Home Network Inc. is provided listings via our Feed Provider as required.

© 1997 - 2026 BeachHouse.com
Part of Dream Home Network, Inc.
Last updated on 2026.08.11
Terms & Policy