Lakeside Development Project

04/29/2026

Nine Mile Pond, lying quietly along Boston Road in Wilbraham, is far older than the town itself. Its story begins at the end of the last Ice Age, roughly 12,000 to 15,000 years ago, when massive continental glaciers still covered New England. As the climate warmed, the ice did not retreat evenly. Gr...

04/09/2026

Buried in the garage at Lakeside Inn… we found this 🦞

$8.95 lobster dinners.
A different time… a different era.

You can almost picture the summers here, families gathered on the patio, kids down by the shoreline, simple nights that turned into lifelong memories.

This place has history. Real history.
And we’re just getting started bringing it back to life.

Stay tuned…

02/10/2026

With our Winter Gala happening this Saturday, we are feeling incredibly grateful and honestly blown away by the outpouring of support from our community. Ticket sales have been amazing, our sponsors have shown up in such a meaningful way, and we are counting down the days to what is sure to be a truly special evening.

This event wouldn’t be possible without the generosity and belief of so many — and we’d like to give a heartfelt shout-out to our Legacy Sponsors Lakeside Development Project, whose continued commitment helps make everything we do possible. Your support goes far beyond one night. It creates opportunities, strengthens our mission, and helps us continue making an impact where it matters most.

To everyone attending, sponsoring, donating, and cheering us on: thank you for believing in this work and for being part of something so meaningful. We cannot wait to celebrate together this Saturday.

02/05/2026

Lakeside Inn Progress Update

Big progress happening behind the scenes at the Lakeside Inn.
When you’re restoring a historic building, the demo matters just as much as the build and it has to be done the right way.

Huge thanks to Scags Enterprise LLC Demo Specialist for executing a clean, controlled demolition, uncovering the bones of this building so we can rebuild it properly, safely, and with respect for its history.

This is what real progress looks like.
On to the next phase. 💪🏗️

01/22/2026

Turning back the clock at Lakeside Inn 🕰️

As featured in BusinessWest, this historic Wilbraham landmark is officially on its way back. The entire basement has been fully gutted and demolition has now moved up to the first floor entry level, a major milestone in the transformation of Lakeside on Nine Mile Pond.

Huge thank you to Scags Enterprise LLC Demo Specialist and their crew for their professionalism and a great job throughout this phase of the project.

Honoring the past. Rebuilding for the future.

Full story via BusinessWest 👇
https://businesswest.com/blog/group-looks-to-turn-back-clock-at-wilbrahams-lakeside/

Landmark Decision Joe Sullivan says he and business partner John Sullivan (no relation) were “looking to hedge our bets and diversify.” It was the height of the pandemic; the restaurant […]

01/17/2026

A quiet winter moment at Lakeside Inn.
More to come. ❄️

01/14/2026

A historic waterfront.
A modern vision.
A partnership built to last.

Lakeside Development is proud to work alongside Lock and Key Realty and community leaders to restore a historic property in Wilbraham with long-term impact in mind.

This project is about stewardship, thoughtful investment, and doing things the right way for Western Massachusetts.

Special thanks to Greg Cormier and Tony Colapietro for capturing this moment.

This is only the beginning.
Great things are coming.

01/12/2026

We’re proud to support the Wilbraham Hampden Academic Trust and their upcoming Casino Royale Winter Gala at The Starting Gate at Great Horse. An incredible evening celebrating education, community, and opportunity for local students.

We’re honored for Lakeside Inn to be part of such a meaningful night. ♠️♥️

🎟️ Tickets available now: https://www.eventbrite.com/e/what-winter-gala-tickets-1900702685899?aff=oddtdtcreator&fbclid=IwZnRzaAPN7SxjbGNrA2yG42V4dG4DYWVtAjExAAEeULIIqVYad5zMtOu6qJrbDsTrMcSKecndVaJ9ZjFZeho1PbGtCjLf8qfgSu8_aem_dtvtZfdpY2GV-Wu5tiFbTg&brid=hF8Kmc0gtGGNLFpWB9LY5w

01/09/2026

We’re excited to share that Lakeside Inn is featured in this week’s Wilbraham-Hampden Times as we officially announce our partnership and vision for the redevelopment of this historic property.

This marks an exciting new chapter for a place with deep roots and lasting character. With thoughtful planning, preservation, and purpose at the center of our approach, we’re energized about what’s ahead and proud to be investing in something that means so much to the community.

We’re also proud to support the Wilbraham-Hampden Academic Trust and help spread the word about their upcoming Winter Gala on February 14. WHAT continues to do incredible work supporting local students, educators, and educational opportunities throughout Hampden and Wilbraham, and we’re honored to be part of that mission.

If you’re able to attend or support, we encourage you to learn more here:

https://www.eventbrite.com/e/what-winter-gala-tickets-1900702685899?aff=oddtdtcreator&fbclid=IwZnRzaAPN7SxjbGNrA2yG42V4dG4DYWVtAjExAAEeULIIqVYad5zMtOu6qJrbDsTrMcSKecndVaJ9ZjFZeho1PbGtCjLf8qfgSu8_aem_dtvtZfdpY2GV-Wu5tiFbTg&brid=hF8Kmc0gtGGNLFpWB9LY5w

Thank you for being part of this journey with us. We’re just getting started, and we can’t wait to share more as things take shape.

12/30/2025

Joseph Sullivan is a real estate developer, entrepreneur, and community-focused leader with deep roots in Springfield’s East Forest Park neighborhood. He attended Holy Cross School and later Cathedral High School (Pope Francis Preparatory School), where faith, family values, and community involvement helped shape his work ethic and lifelong commitment to service.

Joe and John Sullivan are longtime friends and business partners who grew up together in East Forest Park and have built hospitality and real estate ventures side by side through years of shared responsibility and trust. Though they share a last name, they are not related by blood. Their partnership is rooted in decades of friendship and a shared commitment to strengthening the communities that shaped them.

A proud U.S. Army Veteran with nearly ten years of service in the Massachusetts National Guard — The Nation's First, Joe served as a member of the Joint Military Command in Bosnia as part of Stabilization Force 10 (SFOR 10)—an experience that reinforced his values of discipline, teamwork, and mission-driven leadership.

Joe is the son of Jerry and Betty Sullivan and the brother of Diane Sullivan and GySgt Thomas J. Sullivan, a United States Marine, who was killed in the 2015 attack in Chattanooga, Tennessee. As Thomas’s brother, Joe and his family are proud members of a Gold Star family—an experience that has deeply influenced Joe’s leadership, community involvement, and ongoing commitment to supporting military families.

In honor of his brother’s sacrifice, Joe helped establish the GySgt Thomas J. Sullivan Memorial Fund, with proceeds benefiting Pope Francis Preparatory School in Springfield and supporting local Marines out of Westover Air Reserve Base.

Joe resides in Hampden, Massachusetts with his wife, Holly Sullivan, and their children, Connor, Chloe, and Callulah. Holly, soon to be attorney, is actively involved in nonprofit and community-based work focused on service, giving back, and supporting family-centered causes. Chloe was a standout lacrosse player at Minnechaug Regional High School and is entering the nursing program at Our Lady of the Elms College in January. Callulah currently attends Wilbraham Middle School and is involved in competitive cheerleading with North Star Athletics in East Longmeadow, Massachusetts. Connor is a licensed home improvement contractor who has recently begun building custom cabinetry, embracing the value of hands-on skilled trades.