
399 Main Street, Greenwood
399 Main Street, Greenwood, IN 46142
$479,000
Property Details
Bedrooms
Bathrooms
N/A
Sq Ft
1946
Year Built
Additional Information
Home Features
Description
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.
Location
Loading property map near viewport
399 Main Street, Greenwood, IN 46142
Inquire About This Property
Photo Gallery
Listing provided courtesy of Craig Deboor at Real Broker, LLC
Contact: craig@deboorgroup.com
Listings courtesy of MIBOR Broker Listing Cooperative as distributed by MLS GRID
Based on information submitted to the MLS GRID as of July 31, 2026 at 6:32 PM UTC. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.
© 2026 MLS GRID. REALTOR® is a registered collective membership mark which may be used only by real estate professionals who are members of the NATIONAL ASSOCIATION OF REALTORS® and subscribe to its strict Code of Ethics.

