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Welcome to Cape Windsor Community Association Community Site

The Cape Windsor Board of Directors welcomes you to our community website.

Cape Windsor is an established private waterfront community consisting of 250 properties, located on Big Assawoman Bay adjoining the Southerly most border of the States of Delaware and Maryland. The community adjoins and is accessed via DE State Route #54 and is just 1.5 miles from the Atlantic Ocean and 2 miles from Ocean City Maryland.

This community which was developed 40+ years ago by the Tate family and Great Eastern Development Corporation started out as a mobile home park and has been rezoned R1 consists of mobile/modular homes as well as 2 and 3 story homes developed in conjunction with the zoning change. The amenities offered to the residents include community maintained private pool, private boat ramp, small beach area for fishing, crabbing or just enjoying an afternoon of fun with family. Each residential property is privately owned, and the majority have bulk headed lots on large 90’ lagoons which lead out to Big Assawoman Bay which is just perfect for a day of sailing, cruising, fishing, tubing or just enjoying the bay.

Reminder – 2026 Annual Assessment

Cape Windsor’s 2026 Annual Assessment

As announced at the Annual Meeting held on July 28, 2025, the Board confirms the amount of the 2026 Annual Assessments.

Each year during the Annual Meeting, we review the importance of strengthening our reserve fund. According to the 2014 Long-Term Study, the Association should contribute $108,800 annually to adequately prepare for upcoming major capital projects, such as road replacement.

While the Board considered the maximum allowed 15% increase, we also recognized the financial challenges faced by homeowners, including higher property taxes and other rising costs. After discussion, the Board voted to approve a 10% increase for 2026.

You will receive separate communication in mid-November with payment instructions for our new bank.

Please note that with the bank transition at the end of 2025, the payment due date is February 1, 2026

Toys for Tots Donation Night!

Toys for Tots Donation Night!
Hosted by the Roxana Volunteer Fire Company

Santa and Mrs. Claus are coming to Cape Windsor!

Join us Wednesday, December 10th, as they arrive between 6:45–7:00 PM to help collect donations for local children. Meet at the boat ramp on Lincoln Dr.

Please consider bringing a new, unwrapped toy or a financial contribution to help make Christmas magical for families in need. Let’s show once again why Cape Windsor is such a Great Place to Live—a community that cares and gives back.

Fenwick Island
December 30, 2025, 3:36 am
Clear sky
Clear sky
30°F
Apparent: 17°F
Pressure: 1010 mb
Humidity: 40%
Winds: 4 mph W
Windgusts: 11 mph
UV-Index: 0
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December 30, 2025
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max. UV index: 2.75
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December 31, 2025
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max. UV index: 2.7
Forecast
January 1, 2026
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max. UV index: 2.8
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January 2, 2026
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Precip.: 0in / 1% / Rain
Windgusts: 4 mph
max. UV index: 2.3
 

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