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Improved Mixed-Use Land for Sale in Greensburg, Indiana

3321 N Old US Highway 421, Greensburg, IN 47240

$1,927,000
15 acres
Active
ago
Est $10,192/mo

Nestled on the highest point between Cincinnati and Indianapolis, Highpoint Estate blends the grace of 19th-century architecture with the comfort and flexibility of modern event spaces. Once the home of State Senator Joseph Pleak, the property has been lovingly restored and expanded to welcome gatherings of every size -- from intimate celebrations to grand weddings of 500 guests.

The newly expanded Main Event Hall (2024) is the heart of the estate, offering seating for up to 299 guests indoors, with seamless tenting options to welcome even larger parties beneath the open sky. A wrap-around porch invites guests to linger with a glass in hand, while the fully stocked bar and catering kitchen keep the celebration effortless. Modern amenities, including a 3-way liquor license with off-premise permit and a recent roof (2019), ensure the venue is ready for today's events and tomorrow's memories.

Just steps away, the Mill Barn provides a rustic-yet-refined setting for gatherings of up to 80 guests. Boasting a new roof in 2025, its two stories offer flexible event layouts, while the 60-person back terrance opens to sweeping orchard views and a charming gazebo stage. Fireplaces glow on cooler nights, a covered patio stretches the length of the building, and restrooms on each floor make it as comfortable as it is charming.

At the estate's center stands the historic Pleak House, now known as Highpoint. This 5,006 sq. ft. residence blends its original character -- hardwood floors, ornate trim, and nine fireplaces -- with modern comfort, including updated heat pumps and air conditioning (2020). With four bedrooms and three baths, it serves beautifully as a bridal retreat, family lodging, or a distinguished overnight stay for special guests.

Just beyond the venues are 1,400 apple trees, an original 1858 smokehouse, and the kind of views that make every photo a keepsake. A 76' x 36' workshop with walk-in cooler, 24' x 24' decor barn, greenhouse, and parking for up to 450 guests ensure that Highpoint Estate is as practical as it is picturesque.

Whether hosting grand weddings, intimate celebrations, or corporate retreats, Highpoint Estate offers unmatched versatility, beauty, and history. This is more than a venue -- it's a destination where memories are made.

For more information or a private showing, contact Listing Agent, Torry Miller, at 812.614.2620.

5,006
Sq feet
4
Beds
3
Full baths

Location

Street address
3321 N Old US Highway 421
Elevation
947 feet
Coordinates
39.3846, -85.5479

Property details

Acreage
15 acres
Posted

Property taxes

2024
$9,000

Resources

Listing history

DateEventPriceChangeSource
Feb 7, 2026New listing$1,927,000Listing agent
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This 15-acre property is located at 3321 N Old US Highway 421 in Greensburg, IN 47240. The property is available for sale for $1,927,000. It has a 5,006 sq ft 4 bedroom, 3 bath house.

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