Winchester First Awards Nearly $200,000 in Grants to Downtown Buildings and Business Owners

November 22nd, 2023

Winchester First is excited to share a recap of the 2023 Downtown Development Investment Fund (DDIF) Grants. The grant cycle runs from January 1st to September 30th, awarded almost $200,000, representing a significant investment of one million dollars downtown.

These grants are a testament to the importance of downtown and its ability to attract investment. The grant cycle has awarded funds to various projects to enhance the downtown experience for residents and visitors alike. Through private donors and contributions from the City of Winchester and Clark County Community Foundation, the DDIF Grant was created in 2018, with the first grants awarded in 2019.  Winchester First would like to highlight several projects that received DDIF grant funding this year.

39 S Main St was one of the first grants awarded this cycle, receiving two renovation grants. This grant helped fund the restoration of the upper-story residential space and modernize the first-floor retail area to meet the needs of a new business. This building now houses our beloved Cheesecake & Company, the recipient of the 2023 Downtown Business of the Year.

One unique grant offered is the New Business Stipend grant, which assists new businesses with rent or utilities for a year. One of the six recipients is Highspeed Collectable, which aims to reach a new audience downtown by selling and buying unique collectibles and a place for people to gather. The owners of Highspeed Collectables wanted to ensure a spot in Winchester that was unlike anything they ever had growing up. All ages are welcome here, whether you are a seasoned collector or just starting. 

In addition to these two projects, countless others have also received funding. These include the Retail Kickstarter Grant for “I Heart Winchester” T-shirts from Engine House Pizza Pub, which aims to promote their business and raise funds for several non-profits. Facade grants for a new awning at 24 N Main and new windows at 55 S Main and 27 E Broadway are other buildings that received funding. Seven Roof Stabilization grants were awarded this cycle, ensuring the safety and preservation of our historic buildings are maintained. 

Walking through our historic downtown, it is evident that a massive amount of work has occurred since the DDIF grant was first created. Winchester First hopes to continue supporting downtown buildings and business owners through the DDIF grant for many years. These grants will help create a vibrant and dynamic downtown accessible to everyone. We are excited to see the positive impact that these projects will have on the community and look forward to the continued growth and development of downtown.

Thank you for your continued support of downtown. If you or your organization would like to contribute to the Downtown Development Investment Fund, please contact Winchester First Director Cameron Correll at