Winchester Hospitality sells Orlando Red Roof Inn for $5.65M

Acquisitions / Sold

by Gregg Wallis January 2, 2026

DSH Hotel Advisors arranged the sale of the 74-room Red Roof Inn Orlando South – Florida Mall for $5.65 million. DSH represented the seller, Winchester Hospitality LLC, and the buyer, JANM Hospitality LLC.

DSH held the exclusive listing with the seller, generating more than 150 signed confidentiality agreements from qualified buyers and receiving multiple offers from buyers nationwide.

“The sale of the Red Roof Inn Orlando South represented a unique buying opportunity in the Orlando market, drawing interest from investors nationwide and internationally,” said Dennis S. Hopper, managing principal, DSH Hotel Advisors. “Our controlled, competitive process produced multiple offers and ultimately identified the California-based buyer who secured the deal. This deal adds to our robust list of successfully brokered hotel transactions throughout the Orlando MSA.”

Randy B. Taylor, SVP, investments, DSH Hotel Advisors, added, “We were able to align closely with the seller’s objectives while identifying a strong, cash-flowing asset for a West Coast–based investor. Central Florida continues to generate exceptional interest due to its dense concentration of demand drivers, and we believe the buyer is well positioned for long-term success at this location.”

The 74-room, two-story hotel is located off high-traffic Orange Blossom Trail, one mile from the Florida Mall with access to I-4 and SR-528. The property is positioned to benefit from strong and diverse demand drivers, including Orlando’s major theme parks and Universal’s newly opened $1 billion Epic Universe.

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