Kissimmee Entertainment District Old Town Sold

Todd and Radha Rambilas acquired the 18-acre Kissimmee destination for $24.5 million in September 2026.

Updated on Oct. 21, 2026 in Openings & Closings

Ornate mid-century jukebox-inspired entrance archway of an empty entertainment district under bright Florida sun.
Todd and Radha Rambilas acquired the 18-acre Old Town entertainment district in Kissimmee, Florida, for $24.5 million in September 2026. AI Illustration. Upload story photo >

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Todd and Radha Rambilas purchased the 18-acre Old Town entertainment district in Kissimmee for $24.5 million in September 2026. The new ownership intends to enhance the property with diverse cultural event programming.

Why it matters

The acquisition aims to build stronger community connections and preserve the site's historical charm while introducing new visitor experiences. The transition marks a new chapter for the local landmark following a period of development under previous ownership.

The 132,000-square-foot Old Town site underwent $20 million in previous improvements, including the addition of an 86-foot-tall Ferris wheel. Wound 'N Around, an original tenant, has expanded from 775 square feet to 2,500 square feet.

The players

Todd Rambilas

He is the new owner of the Old Town entertainment district in Kissimmee.

Radha Rambilas

She is the new co-owner of the Old Town entertainment district in Kissimmee.

The Travel Corp

This organization previously owned and managed the Old Town property from 2014 until 2026.

The details

The new owners plan to introduce a calendar of annual happenings featuring celebrations inspired by Diwali, Holi and Caribbean traditions. These additions will join established attractions like the Faux Paws Dog Shop and the site's signature jukebox-themed entrance.

Timeline

  1. December 1986: Wound 'N Around store opened.

  2. 2014: The Travel Corp purchased the property.

  3. 2020: New shops and restaurants were added.

  4. 2024: Faux Paws Dog Shop opened.

  5. September 2026: Todd and Radha Rambilas purchased Old Town.

Market Landscape

The ownership transition marks a shift toward specialized cultural programming following the 2020 expansion of the Old Town center. This move positions the venue to differentiate its local market share by moving beyond traditional retail and amusement offerings.

Visitors can anticipate the introduction of new cultural events and celebrations in the coming seasons. The transition seeks to maintain established retail tenants while broadening the types of community programming available on site.

The takeaway

The ownership change signals a long-term commitment to evolving the entertainment district into a more culturally inclusive space. Local patrons should watch for upcoming announcements regarding the rollout of the planned Diwali and Holi events.

Further reading

Find more updates regarding Kissimmee Openings & Closings on our dedicated page.

Source note: This article includes information reported by Orlando Sentinel.

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Do you generally trust that new owners will improve the quality of local entertainment attractions?