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996 Headwater Rd, Annapolis, MD, 21403

4beds
4baths
2,288sqft
$1,099,500
$481price/sqft
$7,195/moest. monthly cost
$287,800/yrincome needed

About This Home

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.

Getting Around

15
WalkingCar-Dependent
0
TransitNo Nearby Transit
31
BikeSomewhat Bikeable

Schools

9/10
4/10
Annapolis Middle SchoolGrades 6-82.1 mi
5/10
Annapolis High SchoolGrades 9-125.1 mi

Construction

Condition

  • Property condition: Excellent
  • Year built: 1986

Materials

  • Foundation: Concrete Perimeter
  • Roof: Asphalt
  • Construction materials: HardiPlank Type

Type & Style

  • Home type: SingleFamily
  • Architectural style: Traditional,Transitional
  • Property subType: Single Family Residence

Interior

Appliances

  • Appliances included: Built-In Range,Microwave,Dishwasher,Refrigerator,Extra Refrigerator/Freezer,Electric Water Heater
  • Laundry features: Hookup,Main Level,Lower Level,Washer/Dryer Hookups Only

Basement

  • Area: 588

Basement

  • Has basement: Yes
  • Basement: English,Walk-Out Access,Rear Entrance

Bedrooms & Bathrooms

  • Bedrooms: 4
  • Bathrooms: 4
  • Full bathrooms: 3
  • 1/2 bathrooms: 1
  • Main level bathrooms: 1

Features

  • 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,Upgraded Countertops
  • Door features: French Doors,Sliding Glass
  • Window features: Double Hung,Replacement,Skylight(s)
  • Flooring: Hardwood,Carpet,Tile/Brick,Wood
  • Number of fireplaces: 1
  • Fireplace features: Insert,Mantel(s)
  • Fireplace: Yes
  • Finished area below ground: 588
  • Finished area above ground: 1,700

Heating & Cooling

  • Heating features: Heat Pump,Electric
  • Cooling features: Central Air,Electric

Interior Area

  • Total structure area: 2,288
  • Total interior livable area: 2,288 sqft

Property

Accessibility

  • Accessibility features: Accessible Approach with Ramp

Details

  • Parcel number: 020245090027513
  • Zoning: R2
  • Zoning description: waterfront
  • Special condition: Standard

Features

  • Levels: Two
  • Stories: 2
  • Pool features: None
  • Fencing: Picket
  • Has view: Yes
  • View description: Creek/Stream
  • Has water view: Yes
  • Water view: Creek/Stream
  • On waterfront: Yes
  • Waterfront features: Private Dock Site,Creek/Stream
  • Frontage length: Water Frontage Ft: 50

Lot

  • Lot size: 0.41 Acres

Parking

  • Parking features: Driveway
  • Has uncovered spaces: Yes

Climate Risk is Financial Risk

Every home has a financial story beyond the listing price. Below, you’ll see the climate risks that could affect this property — and in Bills & Affordability, how those risks may influence repairs, insurance, utilities, and long-term value.

Biggest Threats for This Home

  • Coastal Flooding
    Coastal FloodingRelatively High
  • Winter Weather
    Winter WeatherRelatively High
  • Heat Wave
    Heat WaveModerate
  • Lightning
    LightningModerate
  • Strong Wind
    Strong WindModerate
  • Tsunami
    TsunamiInsufficient Data

How This Home’s Risks Compare

Coastal Flooding
Winter Weather
Heat Wave
Lightning
Strong Wind
Tsunami

FEMA Declared Disasters Across Maryland Counties

Winter Storm

Understanding the Costs

Financial advisors generally recommend spending no more than 30% of your gross household income on housing costs. In practice, many households stretch to 35% or beyond — especially in high-cost markets.

Estimated Costs Today

MonthlyAnnual
Mortgage $5,559$66,708
Home Insurance *$261$3,132
Property Taxes $1,084$13,008
Electricity $291$3,498
Total$7,195$86,340
*Does not include cost of any FAIR Plan premiums

Income You'd Need if You Spent...

35% on housing$246,685/yr
40% on housing$215,850/yr
45% on housing$191,866/yr

Maryland FAIR Plan Programs

Maryland Joint Insurance Association

Covered
WildfireWildfire
HailHail
WindWind
Visit Website →
Current Policies
Residential: 678Commercial: 44
Total Premiums$854,000
Total Exposure$326.56M

How Costs Could Change Over Time

Climate risk is quickly impacting all of the major home ownership costs. Adjust the growth rates and percentage of income spent on housing below to see how your housing costs could change over the next 10 years — and what income you'd need to keep up.

Insurance Growth Rate5-year average: 9.3%
9.3%
0%30.0%
Electricity Growth Rate10-year average: 8.1%
8.1%
0%15.0%
Property Taxes Growth Rate2-year average: 0.1%
0.1%
0%15.0%
Income Spent on Housing
30%
30%45%

Comparing Against the Market

Price Per Sq Ft

$481This listing

vs Other Active Listings

Avg $/sqft

ZIP 21403$325
Anne Arundel County$250

vs Homes Sold Last Month

Median $/sqft

ZIP 21403$339
Anne Arundel County$262

Current Market Trends

Median Price Per Square Foot

The median price per square foot of homes sold in this area each month. Compare this to this listing's price per square foot to gauge whether the home is priced in line with recent sales.

Historicals for This Listing

Zestimate History ($/sqft)

No zestimate history available

Price History

DateEventPrice
2026-05-09Listed for sale$1,150,000
2017-01-09Sold$549,000
2016-10-21Sold$549,000
2016-09-10Pending sale$549,000
2016-09-02Price change$549,000
2016-08-17Price change$575,000
2016-06-28Price change$599,900
2016-06-10Listed for sale$625,000
2014-07-11Listing removed$3,100
2014-07-10Listed for rent$3,100
2014-07-09Listing removed$679,000
2014-06-15Price change$679,000
2014-04-25Price change$699,900
2014-04-12Price change$719,000
2014-03-05Price change$724,000
2014-02-22Price change$729,000
2014-01-29Listed for sale$739,000
2001-06-27Sold$278,000

For Sale by Agent

AgentAmanda Greenfield, Engel & Volkers Annapolis, Co-Listing Agent: Deborah A Greenfield, Engel & Volkers Annapolis
BrokerageEngel & Volkers Annapolis

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