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Open: Thu 4pm-6pm
For saleErrorPrice cut: $50.5K (8/5)
$1,049,000
4beds
2,288sqft

996 Headwater Rd, Annapolis, MD 21403

4beds
2,288sqft
Single family residence
Built in 1986
0.41 Acres
Open parking
$458 price/sqft
$19/mo HOA

What's special

Refinished hardwood floorsBeautifully updated homeUpdated en-suite bathAbundant natural lightKayak rack

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 ...

89 days
|
3,251
|
135
|
Source: Bright MLS,MLS#: MDAA2143898MLS Logo
Travel times

Family Room

Kitchen

Primary Bedroom

Zillow last checked:

Listing updated:

Listed by:

Amanda Greenfield 410-991-2633,

Engel & Volkers Annapolis (443) 292-6767,

Co-Listing Agent: Deborah A Greenfield 410-353-1605,

Engel & Volkers Annapolis

Source: Bright MLS,MLS#: MDAA2143898MLS Logo

Facts & features

Interior

Bedrooms & bathrooms
  • Bedrooms: 4
  • Bathrooms: 4
  • Full bathrooms: 3
  • 1/2 bathrooms: 1
  • Main level bathrooms: 1
Basement
  • Area: 588
Heating
  • Heat Pump, Electric
Cooling
  • Central Air, Electric
Appliances
  • Included: Built-In Range, Microwave, Dishwasher, Refrigerator, Extra Refrigerator/Freezer, Electric Water Heater
  • Laundry: Hookup, Main Level, Lower Level, Washer/Dryer Hookups Only
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
  • Flooring: Hardwood, Carpet, Tile/Brick, Wood
  • Doors: French Doors, Sliding Glass
  • Windows: Double Hung, Replacement, Skylight(s)
  • Basement: English,Walk-Out Access,Rear Entrance
  • Number of fireplaces: 1
  • Fireplace features: Insert, Mantel(s)
Interior area
  • Total structure area: 2,288
  • Total interior livable area: 2,288 sqft
  • Finished area above ground: 1,700
  • Finished area below ground: 588
Video & virtual tour

Property

Parking
  • Parking features: Driveway
  • Has uncovered spaces: Yes
Accessibility
  • Accessibility features: Accessible Approach with Ramp
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
  • Waterfront features: Private Dock Site, Creek/Stream
  • Frontage length: Water Frontage Ft: 50
Lot
  • Size: 0.41 Acres
Details
  • Additional structures: Above Grade, Below Grade
  • Parcel number: 020245090027513
  • Zoning: R2
  • Zoning description: waterfront
  • Special conditions: Standard

Construction

Type & style
  • Home type: SingleFamily
  • Architectural style: Traditional,Transitional
  • Property subtype: Single Family Residence
Materials
  • HardiPlank Type
  • Foundation: Concrete Perimeter
  • Roof: Asphalt
Condition
  • Excellent
  • New construction: No
  • Year built: 1986

Utilities & green energy

  • Sewer: Public Sewer
  • Water: Well

Community & HOA

Community
  • Subdivision: Kitty Creek
HOA
  • Has HOA: Yes
  • HOA fee: $230 annually
  • HOA name: KITTY CREEK ASSOCIATION INC
Location
  • Region: Annapolis

Financial & listing details

  • Price per square foot: $458/sqft
  • Tax assessed value: $751,300
  • Annual tax amount: $8,067
  • Date on market: 5/9/2026
  • Listing agreement: Exclusive Right To Sell
  • Listing terms: Cash,Conventional,FHA,VA Loan
  • Ownership: Fee Simple

Price history

DateEventPrice
8/5/2026Price change$1,049,000-4.6%$458/sqft
Source: Bright MLS #MDAA2143898 Report a problem
6/11/2026Price change$1,099,500-2.3%$481/sqft
Source: Bright MLS #MDAA2143898 Report a problem
6/3/2026Price change$1,125,000-2.2%$492/sqft
Source: Bright MLS #MDAA2143898 Report a problem
5/9/2026Listed for sale$1,150,000+109.5%$503/sqft
Source: Bright MLS #MDAA2143898 Report a problem
1/9/2017Sold$549,000$240/sqft
Source: Public Record Report a problem
10/21/2016Sold$549,000$240/sqft
Source: Agent Provided Report a problem
9/10/2016Pending sale$549,000$240/sqft
Source: Long & Foster Real Estate, Inc. #AA9683246 Report a problem
9/2/2016Price change$549,000-4.5%$240/sqft
Source: Long & Foster Real Estate, Inc. #AA9683246 Report a problem
8/17/2016Price change$575,000-4.2%$251/sqft
Source: Long & Foster Real Estate, Inc. #AA9683246 Report a problem
6/28/2016Price change$599,900-4%$262/sqft
Source: Long & Foster Real Estate, Inc. #AA9683246 Report a problem
6/10/2016Listed for sale$625,000-8%$273/sqft
Source: Long & Foster Real Estate, Inc. #AA9683246 Report a problem
7/11/2014Listing removed$3,100$1/sqft
Source: Long & Foster Real Estate, Inc. #AA8367863 Report a problem
7/10/2014Listed for rent$3,100$1/sqft
Source: Long & Foster Real Estate, Inc. #AA8367863 Report a problem
7/9/2014Listing removed$679,000$297/sqft
Source: Long & Foster Real Estate #AA8261159 Report a problem
6/15/2014Price change$679,000-3%$297/sqft
Source: Long & Foster Real Estate #AA8261159 Report a problem
4/25/2014Price change$699,900-2.7%$306/sqft
Source: Long & Foster Real Estate #AA8261159 Report a problem
4/12/2014Price change$719,000-0.7%$314/sqft
Source: Long & Foster Real Estate #AA8261159 Report a problem
3/5/2014Price change$724,000-0.7%$316/sqft
Source: Long & Foster Real Estate #AA8261159 Report a problem
2/22/2014Price change$729,000-1.4%$319/sqft
Source: Long & Foster Real Estate #AA8261159 Report a problem
1/29/2014Listed for sale$739,000+165.8%$323/sqft
Source: Long & Foster Real Estate #AA8261159 Report a problem
6/27/2001Sold$278,000$122/sqft
Source: Public Record Report a problem

Public tax history

YearProperty taxesTax assessment
2025$8,166 +14.4%$701,667 +7.6%
2024$7,140 +8.5%$652,033 +8.2%
2023$6,578 +4.5%$602,400
2022$6,295 $602,400
2021$6,295 -1.3%$602,400 -1.2%
2020$6,377 +4.9%$609,700
2019$6,078 +8.7%$609,700 +10.6%
2018$5,590 +5%$551,300 +5.6%
2017$5,322 $522,100 +0.6%
2016-- $519,200 +0.6%
2015-- $516,300 +0.6%
2014-- $513,400
2013-- $513,400
2012-- $513,400 -15.4%
2011-- $606,640 +1.9%
2010-- $595,550 +1.9%
2009-- $584,460 +1.9%
2008-- $573,370 +23.8%
2007-- $463,270 +31.2%
2006-- $353,170 +45.3%
2005-- $243,070 +4.9%
2004-- $231,742 +5.1%
2003-- $220,416 +5.4%
2002-- $209,090 +6.4%
2001-- $196,466

Find assessor info on the county website

Monthly payment

Est. payment
$5,986/mo
Principal & interest
$5224
Property taxes
$743
HOA Fees
$19
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Estimated market value

Not available

Estimated sales range

Not available

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Climate risks

Explore flood, wildfire, and other predictive climate risk information for this property on First Street®️.

Neighborhood: 21403

Nearby schools

Hillsmere Elementary School
Grades PK-5 • 0.3 miles
9/10
GreatSchools® Rating
Test Score Rating
8/10
Student Progress Rating
10/10
Annapolis Middle School
Grades 6-8 • 2.1 miles
4/10
GreatSchools® Rating
Test Score Rating
3/10
Student Progress Rating
5/10
Annapolis High School
Grades 9-12 • 5.1 miles
5/10
GreatSchools® Rating
College Readiness Rating
5/10

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  • Thu, Aug 6

    4:00 PM - 6:00 PM

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