3321 N Old Us Highway 421, Greensburg, IN 47240
Local realty services provided by:Schuler Bauer Real Estate ERA Powered
3321 N Old Us Highway 421,Greensburg, IN 47240
$1,927,000
- 4 Beds
- 3 Baths
- 5,096 sq. ft.
- Single family
- Pending
Listed by: torry miller
Office: mossy oak properties
MLS#:22088594
Source:IN_MIBOR
Price summary
- Price:$1,927,000
- Price per sq. ft.:$326.28
About this home
Perched on the highest point between Cincinnati and Indianapolis, Highpoint Estate blends timeless 19th-century architecture with the flexibility of modern event spaces. Once home to State Senator Joseph Pleak, the estate has been thoughtfully restored and expanded to host everything from intimate gatherings to grand weddings of up to 500 guests. The expanded Main Event Hall (2024) anchors the property, seating up to 299 guests indoors with seamless tenting options for larger celebrations. A wrap-around porch, fully stocked bar, catering kitchen, 3-way liquor license with off-premise permit, and recent roof (2019) make hosting effortless and turnkey. Just steps away, the Mill Barn offers a rustic yet refined setting for up to 80 guests. With a new roof in 2025, two flexible levels, fireplaces, restrooms on each floor, and a covered patio spanning the length of the building, it's both charming and comfortable. The 60-person rear terrace overlooks the orchard and gazebo stage, creating a perfect backdrop for ceremonies and receptions alike. At the heart of the estate sits the historic Pleak House, now known as Highpoint. This 5,006 sq. ft. residence features four bedrooms, three baths, nine fireplaces, original hardwood floors, ornate trim, and updated HVAC (2020), making it ideal for bridal suites, family lodging, or distinguished guest accommodations. Surrounded by 1,400 apple trees, an original 1858 smokehouse, and sweeping views, the property also includes a 76' x 36' workshop with walk-in cooler, decor barn, greenhouse, and parking for up to 450 guests. More than a venue, Highpoint Estate is a destination where history, beauty, and unforgettable memories meet. Private Remarks...
Contact an agent
Home facts
- Year built:1856
- Listing ID #:22088594
- Added:60 day(s) ago
- Updated:May 13, 2026 at 07:23 AM
Rooms and interior
- Bedrooms:4
- Total bathrooms:3
- Full bathrooms:2
- Half bathrooms:1
- Flooring:Hardwood Floors
- Dining Description:Formal Dining Room
- Kitchen Description:Dishwasher, Electric Cooktop, Refrigerator
- Basement:Yes
- Basement Description:Basement, Cellar
- Living area:5,096 sq. ft.
Heating and cooling
- Cooling:Central Electric
- Heating:Forced Air, Heat Pump
- Central air:Yes
Structure and exterior
- Year built:1856
- Building area:5,096 sq. ft.
- Lot area:14.6 Acres
- Lot Features:Mature Trees, Not In Subdivision, Wooded
- Construction Materials:Block, Brick
- Foundation Description:Concrete Perimeter
Utilities
- Water:Public Water
Finances and disclosures
- Price:$1,927,000
- Price per sq. ft.:$326.28
Features and amenities
- Appliances:Refrigerator
Parking
- Garage:Yes
- Garage spaces:2
New listings near 3321 N Old Us Highway 421
- New
$219,900Active2 beds 2 baths2,400 sq. ft.206 W 2nd Street N, Greensburg, IN 47240
MLS# 22101187Listed by: EXODUS REALTY
$214,900Pending2 beds 2 baths1,352 sq. ft.815 W Sheridan Street, Greensburg, IN 47240
MLS# 22100903Listed by: MAXIMUM RESULTS REAL ESTATE- New
$270,000Active3 beds 2 baths1,456 sq. ft.947 E Pueblo Trail, Greensburg, IN 47240
MLS# 22099366Listed by: CARPENTER, REALTORS - New
$225,000Active4 beds 2 baths1,260 sq. ft.1101 N Park Street, Greensburg, IN 47240
MLS# 22100806Listed by: NEST AND KEY REALTY - New
$299,000Active3 beds 2 baths2,164 sq. ft.811 E Fleetwood Drive, Greensburg, IN 47240
MLS# 22099909Listed by: EXODUS REALTY - New
$445,000Active5 beds 2 baths5,094 sq. ft.424 E Washington Street, Greensburg, IN 47240
MLS# 22100087Listed by: KELLER WILLIAMS INDY METRO S
$215,000Pending3 beds 2 baths1,036 sq. ft.2014 N Macy Lane, Greensburg, IN 47240
MLS# 22100314Listed by: LINCOLN REALTY, INC.- New
$192,000Active-- beds -- baths714 E North Street, Greensburg, IN 47240
MLS# 22099785Listed by: LINCOLN REALTY, INC. - New
$199,900Active3 beds 1 baths1,148 sq. ft.114 W Hendricks Street, Greensburg, IN 47240
MLS# 22100202Listed by: RE/MAX TOWER - New
$220,000Active3 beds 2 baths1,768 sq. ft.1522 N Cayuse Trail, Greensburg, IN 47240
MLS# 22099962Listed by: NEST AND KEY REALTY