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ActiveCommercial Sale

1500 Old Route 66

Litchfield, IL 62056

$650,000.00
16.00 acres

About this property

OWN A PIECE OF AMERICAN HISTORY! THE LAST ROUTE 66 DRIVE-IN THEATER IN ILLINOIS! An extraordinary, once-in-a-lifetime opportunity to own the legendary SKYVIEW Drive-In Theatre—the LAST continuously operating drive-in theater along iconic Route 66 in Illinois and the last of 4 operating on Route 66 across America! Spanning 16+ acres with highway exposure in thriving Litchfield, this powerhouse commercial property offers unlimited revenue streams 365 days a year. Accommodating 500+ vehicles, this turnkey complex is fully optimized for movies under the stars, large-scale car shows, weekend flea markets, jeep meets and festivals, and of course live entertainment venues. Modern upgrades abound, including updated commercial kitchen and concession facilities. Drive In has radio broadcasting sound system, massive screen, prominent lighted signboards, POS system, app capabilities for food delivery right to your car so you don't miss the flick, and spacious, updated restroom facilities designed for high-capacity crowds are situated wonderful on the premises. Drive In has allowed RVs to enter, stay overnight, and guests are seen daily stopping in from around the world to visit and take pictures! Income & Future Potential: A smaller separate portion of the 16.2 acres is currently leased out, generating immediate passive income from Day 1, with substantial open space left for expansion or development! Plus, as a recognized Route 66 historic treasure, the property qualifies at times for various heritage and tourism grants. This property has served as about the halfway point between Springfield and St Louis, with St Louis being under an hour away. This Route 66, turnkey entertainment venue is primed for the next visionaries, movie buffs, or commercial developers with its generous room for footprint expansion, additional leasing opportunities, and historic Route 66 grant funding opportunities. Don’t let this piece of Americana pass you by—schedule your private tour today! Call your favorite Broker Today!!! See You At The Movies!!!

Property details

Property & listing

Property type
Commercial Sale
Property subtype
Business
Stories
1
County
Montgomery
MLS number
26066943
Days on market
1
On market
Oct 17, 2026

Interior & comfort

Cooling
Dual
Laundry Features
Main Level
Accessibility Features
Adaptable Bathroom Walls

Exterior, lot & parking

Lot area (sq ft)
696,960
Lot size
16.00 acres
Construction Materials
Block, Other
Fencing
Privacy
Water Source
Public

Taxes & association

Annual taxes
$4,033.00
Tax year
2025

Location

1500 Old Route 66, Litchfield, IL 62056

Open map and directions →

LET'S TALK ABOUT YOUR NEXT PLACE

Ask about this property

Gerry Davidson
Prestige Realty Group

618-779-9000

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Listing provided by Prestige Realty Group · MLS 26066943. Last updated Oct 18, 2026.

* The Estimated Payment is offered as a tool for your convenience and is not an offer of credit. Actual mortgage rates and fees vary depending on your lender. Please check with your local lender for accurate mortgage rate information.

Note: Broker may not have reviewed or approved listing. All information that is provided by the listing agent/broker is deemed reliable but it is not guaranteed and should always be independently verified.

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1500 Old Route 66, Litchfield, IL 62056
Featured Broker
Kelli Angleton
Market Pro Realty, Inc
Phone: 618-974-1937
Office: 618-251-9121
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