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Cheshire Companies
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About us

The Cheshire Companies

 Cheshire Companies is family owned and operated company with diversified services in the areas of Real Estate, Construction, Development, and Commercial Leasing. As specialists in North Florida's unique real estate market, the principals of Cheshire Companies have worked for nearly 40 years to create many of the landmark projects in the local community.


Cheshire Companies represents a collection of affiliated companies, including : 13th & Commerce, LLC., Alachua Ventures, LLC., Cheshire Construction & Development, Inc., Commercial Sites, LLC., Gainesville North Commercial Park, LLC., Gainesville North Technology Park, Gainesville Self Store Units 2, INC., GVLE Holdings, LLC.,  KAD Holdings, LLC., Red Button LLC.,  Rumble GVLE LLC., Signature Equity Group, Inc., Southern Equity Investments, Inc.



Locally Owned & Operated Serving the Greater Gainesville Area Since 1978.

Larry Cheshire

Larry Cheshire

Larry Cheshire

Education: BS Marketing Florida Atlantic University.


Florida Certified General Contractor
Florida Real Estate Broker
35 Years Experience in Build to Suite & Negotiated Contract Construction
Developed/Constructed over 2,000 Single & Multi-Family units
Provided Development, Site Acquisition, & Construction Management Services
Identified, Lo

Education: BS Marketing Florida Atlantic University.


Florida Certified General Contractor
Florida Real Estate Broker
35 Years Experience in Build to Suite & Negotiated Contract Construction
Developed/Constructed over 2,000 Single & Multi-Family units
Provided Development, Site Acquisition, & Construction Management Services
Identified, Located, & Negotiated for and represented both buyer's and seller's for site acquisition on a consulting basis.
Developed, Construction, Owned & Managed multiple property types: Retail, Commercial Industrial, Institutional, & Residential.


Primary Experience: Commercial, Industrial, Warehouse and Single and Multi-Family Residential Construction and Development. 

Kyle Cheshire

Larry Cheshire

Larry Cheshire

Education: University of Florida ME Rinker School of Building Construction Cum Laude
Florida State Certified Building Contractor
Florida Real Estate Sales Associate
U.S Green Building Council LEED® Accredited Professional
President: Cheshire Construction & Development, Inc.
Vice-President: Southern Equity Investments, Inc.
Owner/Managing 

Education: University of Florida ME Rinker School of Building Construction Cum Laude
Florida State Certified Building Contractor
Florida Real Estate Sales Associate
U.S Green Building Council LEED® Accredited Professional
President: Cheshire Construction & Development, Inc.
Vice-President: Southern Equity Investments, Inc.
Owner/Managing Member: KDC Properties & Development, LLC.
Primary Experience: Commercial Construction Design/Build, Property Management, Real Estate Investment & Sales. 

Dean Cheshire

Larry Cheshire

Dean Cheshire

Education: University of Florida College of Liberal Arts & Sciences, Cum Laude (2005) and University of Florida Hough Graduate School of Business, M.B.A. (2009)
Owner/Managing Member: DRC Properties, LLC
Vice-President: Southern Equity Investments, Inc.
Partner: Cheshire Companies
Licensed Florida Real Estate Agent
Primary Experience: Com

Education: University of Florida College of Liberal Arts & Sciences, Cum Laude (2005) and University of Florida Hough Graduate School of Business, M.B.A. (2009)
Owner/Managing Member: DRC Properties, LLC
Vice-President: Southern Equity Investments, Inc.
Partner: Cheshire Companies
Licensed Florida Real Estate Agent
Primary Experience: Commercial leasing, real estate investment & acquisition analysis. 

Call our offices today:

352.375.2121

to arrange a free consultation with our friendly and knowledgeable staff! 

Our offices are located at 

1325 NW 53rd Ave Suite E. Gainesville, FL 32609


Copyright © 2026 Cheshire Companies - All Rights Reserved.

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