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(317) 513-8929 hc@hilarycasstevens.com
  • Hilary Casstevens
    501 Pennsylvania Parkway Suite 195
    Indianapolis, IN 46280
    (317) 513-8929
    hc@hilarycasstevens.com
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Home / Greenwood / 399 W Main Street
399 W Main Street Greenwood, IN 46142 399 W Main Street Greenwood, IN 46142 399 W Main Street Greenwood, IN 46142 399 W Main Street Greenwood, IN 46142 399 W Main Street Greenwood, IN 46142 399 W Main Street Greenwood, IN 46142 399 W Main Street Greenwood, IN 46142 399 W Main Street Greenwood, IN 46142 399 W Main Street Greenwood, IN 46142 399 W Main Street Greenwood, IN 46142 399 W Main Street Greenwood, IN 46142 399 W Main Street Greenwood, IN 46142 399 W Main Street Greenwood, IN 46142 399 W Main Street Greenwood, IN 46142 399 W Main Street Greenwood, IN 46142 399 W Main Street Greenwood, IN 46142 399 W Main Street Greenwood, IN 46142 399 W Main Street Greenwood, IN 46142 399 W Main Street Greenwood, IN 46142 399 W Main Street Greenwood, IN 46142 399 W Main Street Greenwood, IN 46142 399 W Main Street Greenwood, IN 46142 399 W Main Street Greenwood, IN 46142 399 W Main Street Greenwood, IN 46142 399 W Main Street Greenwood, IN 46142 399 W Main Street Greenwood, IN 46142 399 W Main Street Greenwood, IN 46142 399 W Main Street Greenwood, IN 46142 399 W Main Street Greenwood, IN 46142 399 W Main Street Greenwood, IN 46142 399 W Main Street Greenwood, IN 46142 399 W Main Street Greenwood, IN 46142 399 W Main Street Greenwood, IN 46142 399 W Main Street Greenwood, IN 46142 399 W Main Street Greenwood, IN 46142 399 W Main Street Greenwood, IN 46142 399 W Main Street Greenwood, IN 46142 399 W Main Street Greenwood, IN 46142 399 W Main Street Greenwood, IN 46142 399 W Main Street Greenwood, IN 46142 399 W Main Street Greenwood, IN 46142 399 W Main Street Greenwood, IN 46142 399 W Main Street Greenwood, IN 46142 399 W Main Street Greenwood, IN 46142 399 W Main Street Greenwood, IN 46142 399 W Main Street Greenwood, IN 46142 399 W Main Street Greenwood, IN 46142 399 W Main Street Greenwood, IN 46142 View All Photos

$479,000

| Active

399 W Main Street

Greenwood, IN 46142

2,087
Square Feet
0.55
Acres
32
Days on Market
MBR22117040
MLS#
Commercial
Zone
Contact
Listing OfficeReal Broker, LLC

Charming Historic Office Space - Prime Commercial Opportunity. Step into a piece of history with this beautifully preserved 1946 property, offering timeless charm combined with flexible commercial functionality. Currently operating as professional office space, this property also offers residential-use potential, making it a rare and versatile find. Original hardwood floors flow throughout the main level, setting the tone for the character and craftsmanship found in every room. The main floor features two private offices, ideal for meeting with clients or focused work, along with a welcoming living room/waiting area anchored by a classic fireplace - perfect for greeting guests or clients in comfort. A formal dining room and sun-drenched sunroom add further versatility for meetings, breakrooms, or private workspace. The full kitchen includes an eat-in breakfast nook, a wonderful amenity for staff lunches or client hospitality, and a full bathroom completes the main level. Upstairs, you'll find an additional private office plus a spacious loft area with room for yet another workspace - ideal for a growing team or additional departments - along with a second full bathroom for added convenience. Outside, the property offers 5 designated parking spaces with room for more, ensuring easy access for staff and clients alike. A generous 26' x 35' unfinished basement/garage with an overhead door and rear entry provides excellent storage, workshop, or additional utility space. Blending historic character with modern-day functionality, this property is a standout opportunity for a business seeking a distinctive home base full of warmth and personality.

Property Details
Cooling
Central Air
Heating
Forced Air, Natural Gas
Cooling Features
Central Air
Stories
2
Acres
0.55
Square Feet
2087.0
Parking Features
Assigned, Asphalt, Garage Faces Rear
Parking Type
Assigned, Asphalt, Garage Faces Rear
Property Type
Purchase
Year Built
1946
Utility Features
See Remarks
School District
Greenwood Community Sch Corp
Middle School
Greenwood Middle School
High School
Greenwood Community High Sch
County
Johnson
Region
Greenwood
Zoning
C-3
Original List Price
$479,000
Days on Market (Cumulative)
32
MLS #
22117040
Property Subtype
Mixed Use
Parcel Number
410232031022000026
MLS #
22117040
Date Listed
July 29, 2026
Address
399 W Main Street
Location
Legal

IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed.

Provided By
Listed by Craig Deboor (#MBR33481)
Listing Office: Real Broker, LLC (#MBRRLBR01)

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