Our Community

The Board of Directors of The Villages at Sleepy Hollow Homeowner’s Association, Inc. (HOA) welcomes you to the community’s website. The information contained on the website is meant for both those seeking general information about The Villages at Sleepy Hollow as well as providing community residents with access to community specific information.

The Villages at Sleepy Hollow is situated on the west side of the City of Salisbury, Maryland, which has an estimated population of 26,000 residents. The city was incorporated in 1854 and is the largest city on the Eastern Shore of Maryland. Situated in the heart of the mid-Atlantic region both Wicomico County , which is considered the “Crossroads of Delmarva”, and the City of Salisbury are convenient to shopping and the area’s beaches and Chesapeake Bay recreation destinations. The second largest port and the second largest airport in the State are located in Wicomico County.

The 70.8 acres that make up The Villages at Sleepy Hollow community was purchased by the developers in August 2001. The ground breaking for construction of 193 residential units made up of both single family and duplex homes occurred in October 2003. The classic book, The Legend of Sleepy Hollow, was used as a source for both the name of the community and the names of the streets within the community. A clock tower circle serves as the focal point for this thriving residential community, a portion of which is designated as a 55+ adult living area. Being located within the city limits means the community enjoys access to both city utilities and services in addition to those services provided by the HOA.

 Homeowner's Association Dues
Annual 2024 Homeowner's Association Assessments due 31-January-2024:
  • Age-Restricted Area             $   965
  • Non-Age Restricted Area      $   341.11

Community Information | Notices



To allow residents time to prepare for their individual yard/garage sales, we are publishing the 2024 Community-wide Yard Sale dates as follows:


Scheduled Date

Rain Date



May 4

May 11



October 5

October 12



* Curbside Recycling – The City of Salisbury *

The City of Salisbury has resumed curbside recycling pick-up during the once a week trash collection -- Tuesday mornings.  Recyclable materials that qualify for pickup include paper, cardboard, aluminium/tin/bi-metal cans, and glass bottles and jars.  The Sanitation Division asks that all paper is tied together or placed in a paper bag for collection.  Please be sure to wash out glass bottles and metal cans before placing them out for collection.

Place receptacles on the curb before 6:00 AM to ensure orderly and timely pickup of materials.  For public safety, recycling and trash receptacles must be removed by 11:00 PM the same day.

Any questions regarding this service should be directed to the City’s Field Operations Department at 410-548-3177.
~ Posted 14-April, 2021

* Neighborhood Courtesy Requests *

As good homeowners, we strive for that perfect neighborhood.  In doing so, we need to remember to pick up trash in our yards.  

     Pet owners are required to not allow their dogs to run at large, which means off the premises of the owner, and not under control by leash or cord. Remember to properly dispose of dog waste to keep the community clean.




Lawn Mowing

Due to rain events, the lawns in the common areas and Age-Restricted Areas of The Villages at Sleepy Hollow will not be mowed by our lawn contractor, Delmarva Lawn Care. However, lawn personnel will be on property today cleaning any debris because of last evening’s heavy winds. Weather permitting, the grass will be cut on Tuesday, April 16th. This situation will continue to be monitored. Should conditions change, a new message will be posted.

 ~Posted 12-April, 2024

Schedule for Irrigating Lawns - 2024 


The testing and repairs of the community’s irrigation system have been completed. The system is set to run on Sunday, Tuesday and Friday evenings beginning Friday, May 3, 2024. Watering zones will initiate around 10 PM and continue their cycles into the following morning.

As in past seasons, the system schedule (run day) is subject to change without notice based on prevailing weather conditions. Any known changes will be updated on Sleepy Hollow’s website (www.sleepyhollowmd.com) and the social network, NextDoor (https://nextdoor.com). 

Refer to the Lawn and Irrigation Guidelines on how to report issues.

 ~Posted 2-May, 2024


Keep Checking In!

Ther are no events on the calendar at this time.  


Neighborhood Watch 

August, 2016

Residents of the Sleepy Hollow neighborhood had new Neighborhood Watch signs installed and celebrated the occasion with the Mayor and police officers. 

Suspicious Activity – Updated 11-October, 2018


A resident on Tappan Lane has reported to the police that someone has been ringing the doorbell late at night, but when the resident goes to the door no one is there.  Just a note of caution and to advise you to report similar activities to the Salisbury Police Department (SPD) at 410-548-3165.


When you call to report suspicious activity, you aid not only the Police Department, but you make your neighborhood a safer place in which to live and work. A suspicious activity is an occurrence that is out of place in your neighborhood.


UPDATE: The SPD will be on patrol in the area. They suggest that you do not answer the door if you are not expecting someone and that you immediately notify the police.


Follow these steps when reporting a crime to the police:

·       Remain calm

·       Call 9-1-1

·       Identify yourself (name, address, and phone) and give your location

·       Describe what is happening or what you saw happen

·       If there is a suspect or vehicle, be able to provide the police dispatcher with a detailed description and the direction of travel

·       Be patient


Contact The HOA Board:

Email:           sleepyhollowmd@outlook.com
By Phone:     410-430-9544
Mailing Address:

         The Villages at Sleepy Hollow HOA, Inc.
         P.O. Box 5004
         Salisbury, MD 21802

Current HOA Board of Directors:

      [Open], President
      [Open], Vice President
      Wendy Bailey, Treasurer
      Karon Dennis, Secretary
      Sue Revelle, At Large
      Cathy Jennings, Non-Age Restricted 
      William Jackson, Non-Age Restricted
      Joyce Lewis, At Large 


Reporting Lawn or Irrigation System Problems/Concerns:

By Email -- Select One Of The Following:
Age Restricted Area Of Community
Non Age Restricted Area Of Community