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 2023 Homeowner's Association Assessments due 31-January-2023:
  • Age-Restricted Area              $1,076
  • Non-Age Restricted Area       $   387

Community Information | Notices


Community Yard Sales - 2023

To allow residents time to prepare for their individual yard/garage sales, we are publishing the 2023 Community-wide Yard Sale dates as follows:


Scheduled Date

Rain Date



May 6


May 13



October 7

October 14



* 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 Request *

As good homeowners, we strive for that perfect neighborhood.  In doing so, we need to remember to pick up trash in our yards. Specifically, the Wicomico Weekly is delivered on the hard shoulder of driveways. To prevent this paper from being scattered in your neighbor’s yard or down the street, please pick up at your earliest convenience. If you do not want to receive the paper, call the Wicomico Weekly office at 410-845-4620 and request to be removed from their delivery list. Thank you for being a good neighbor.



BULLETIN Lawn Care Schedule Update

         Effective 14-November 2022                     
Leaf Removal Delayed -- Fall Clean-Up Schedule
The leaf removal scheduled for today has been postponed until tomorrow, Tuesday , November 15th.  Fall bush trimming in the common areas and front yards of the age restricted areas will be done this week and with a continuance of our regular schedule on Friday.
~~Posted 14-November 2022 

BULLETIN Irrigation Schedule Update

         Effective 20-October 2022                  

Winterizing Irrigation System 

The irrigation system will remain in service for the 2022 season for the next two weeks. The system will be restarted in early spring of 2023 in accordance with the Lawn and Irrigation Maintenance Schedule.
~~Posted 20-October 2022
BULLETIN Irrigation Schedule Update
         Effective 15-September 2022             

Rainfall is free irrigation. There are many ways to suspend irrigation during the rain, but the more significant concern is what to do so we don't overwater. To minimize that issue, the following action will be in effect.

Irrigation.  The irrigation system run schedule will be reduced from four (4) days to three (3) days. The system has been reset to run on Sunday, Tuesday, and Friday evenings. The runtime for each watering zone commences in the evening on the scheduled day through the early morning hours of the next day.

We will continue to use the rain forecast to determine when to stop watering to take advantage of the rain for the grasses in the community.

~~Posted 15-September 2022

Schedule for Irrigating Lawns - 2022 


Delmarva Lawn Care completed their testing of the community’s irrigation system. The system is set to run on Monday and Friday evenings beginning Friday, April 21, 2022.  Watering zones will initiate around 10PM and continue their cycles through 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 21-April, 2022

December, 2022 - January, 2023

Celebrating the Season

The holiday season is here! And, with it, comes a time for celebrating with family, friends, and neighbors. The Social Committee has no plans for any special HOA holiday events. When planning your holiday events, do so with care and consideration. That way, everyone can have a good time while staying safe.  Happy Holidays to All!


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 


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