Middlebury Homeowners Association is the HOA that governs the private community of Middlebury.

The Middlebury Community is situated in Anne Arundel County, located in Pasadena, Maryland. 

Middlebury community is a cul-de-sac comprised of 44 colonial style single family homes. 

Middlebury is quaint and quiet, you are more likely to hear chirping of birds as opposed to the hustle and bustle of daily life.

Management Company Transition – Tidewater Property Management

Tidewater Property Management officially began managing the Middlebury HOA on February 1, 2026.

A welcome letter has been sent to homeowners with instructions on how to set up your Tidewater homeowner account. 

If you have not yet completed your account setup, please refer to that communication for step-by-step guidance.

January 2026 Assessment Payment

Homeowners are responsible for submitting their January 2026 assessment payment. 

Payment options are available on the Payments tab of this website, including:

A link to the online payment portal

Instructions for mailing a payment by check, if that is your preference is also available.

Property Management Contact Information

Contact details for our dedicated Tidewater property manager can be found on the Contact tab of this website.
 

Please note that email is the preferred method of communication, as it allows for faster response times and proper documentation of requests.

This FAQ section will continue to be updated as additional information becomes available.

Middlebury Homeowners Association Community Landscaping

Who provides landscaping services for the community?

The Middlebury Homeowners Association contracts with a professional landscaping company

 Lead Lawncare 

to maintain all common areas within the community.

What services are included?

The landscaping contract generally includes:

Mowing and maintenance of common areas

Seasonal clean-ups

Mulch installation

Routine pruning and trimming of common-area trees and shrubs

Weed control and fertilization in common areas

What areas are maintained by the landscaper?

The landscaping company services Middlebury Community HOA-owned common areas only. 

Landscaping within individual homeowner lots is the responsibility of the homeowner unless otherwise specified in the governing documents.

How do I report a landscaping issue?

If you notice an issue in a common area (missed mowing, damaged plants, debris, etc.) 

Please report it to the Middlebury Homeowners Association Board of Directors using the contact information below.

MiddleburyAssociation@gmail.com

Residents should not contact the landscaping company directly.

Important note:

Landscaping schedules may be adjusted due to weather conditions, seasonal needs, or unforeseen circumstances.

January 28, 2026 | Weather – Winter Storm Update & Snow Removal Information 

Middlebury HOA does not perform public road snow removal or trash service; these are provided by Anne Arundel County. 

The HOA provides this information to help residents find authoritative county schedules, maps, and emergency resources during inclement weather or county/state emergencies.

Waste Management Services – Trash & Recycling During Weather Events

Snow Removal Overview – Snow Removal & Winter Services

Anne Arundel County Inclement Weather & Emergency Preparedness

In accordance with federal law, individuals elected or appointed to the Middlebury Homeowners Association Board of Directors are required to comply with the 

Corporate Transparency Act (CTA). This includes submitting certain personal identifying information to the U.S. Department of the Treasury’s Financial Crimes Enforcement Network (FinCEN).

This requirement applies to nonprofit and homeowners associations and is necessary for the Association to remain compliant with federal reporting obligations and to file required tax and regulatory documents each year.

Information submitted under the CTA is not public, is securely maintained by the federal government, and is used solely for compliance and anti-fraud purposes.

Corporate Transparency Act (CTA) – FAQ

What is the Corporate Transparency Act (CTA)?

The Corporate Transparency Act is a federal law that requires certain organizations, including homeowners associations, to report identifying information for individuals who exercise substantial control over the organization. For Middlebury HOA, this includes members of the Board of Directors.

The purpose of the law is to prevent fraud and ensure transparency in financial and tax reporting.

What information is required?

Board members will be required to provide the following information to the U.S. Department of the Treasury (FinCEN):

Full legal nameDate of birth Residential address. One form of government-issued identification (driver’s license or passport).
An image or scan of the identification document.

This information is submitted directly to the federal government, not publicly disclosed.

How often does this need to be completed?

Initial filing: Once, upon election or appointment to the Board

Updates required:  If your legal name changes.  If your residential address changes. If your identification document changes or expires.

Updates must be submitted within the federally required timeframe.

Who has access to this information?

CTA information is: Not public, Not posted on the HOA website, Not shared with homeowners.

It is stored securely by the U.S. Department of the Treasury and may only be accessed by authorized government agencies for lawful purposes.

Why is Middlebury HOA requiring this?

Federal law requires this reporting for the Association to: Remain compliant with regulatory requirements.  Maintain good standing.  File annual tax and financial documents.

Does this apply to homeowners or volunteers?

No. This requirement applies only to individuals serving as Board Directors or officers who exercise decision-making authority on behalf of the Association.