# 399 W Main Street, Greenwood, IN 46142 > **TL;DR:** 3bd/2ba single family, $479,000 ($179/sqft), built 1946, 2,674 sqft. > Fireplace, A/C, 1-car garage. Est. $2,562/mo. Listed 86 days. ## Property at a Glance | Attribute | Value | |-----------|-------| | Price | $479,000 | | Price/sqft | $179 | | Bedrooms | 3 | | Bathrooms | 2 full | | Square Feet | 2,674 | | Year Built | 1946 | | Lot Size | 23,958 sqft (0.55 acres) | | Stories | 2 | | Garage | 1-car | | Property Type | Single Family (Single Family Residence) | | Status | Active | | Days on Market | 86 | ## Estimated Monthly Costs | Category | Amount | |----------|--------| | Principal & Interest (20% down, 30-year at 6.5%) | $2,422 | | Estimated Insurance | $140 | | **Total** | **$2,562** | ## Key Amenities - Fireplace - A/C - 1-car garage ## Property Highlights - Built in 1946 - 0.55 acre lot - 2 stories - Fireplace ## Description ### Agent Description Historic 1946 Character Home - Currently Zoned/Used as Commercial Office Please note: This property is currently operating as a professional office space. While it offers wonderful potential for residential use, buyers should be aware it is being sold in its current commercial condition and configuration - some rooms are currently set up as offices rather than traditional living spaces. Buyers interested in residential use should verify zoning, permitted use, and any conversion requirements with the appropriate local authorities before purchasing. With that in mind - what a home this could be. Built in 1946, this property is full of timeless character, from the original hardwood floors that run throughout the main level to the inviting living room warmed by a classic fireplace, currently used as a waiting area but easy to picture as a true living room once again. The main level also includes a formal dining room, a bright sunroom, and a full kitchen complete with an eat-in breakfast nook - the kind of cozy, functional space that makes a house feel like home. Two rooms currently used as private offices on the main level offer flexibility as bedrooms, a home office, or a den, and a full bathroom rounds out this level. Upstairs, an additional room currently used as a private office, plus a spacious loft area, offer even more flexibility - envision an additional bedroom, a playroom, or a home office of your own. A second full bathroom is located on this level as well. Outside, the property offers 5 designated parking spaces with room for more - a rare and valuable feature - plus a generous 26' x 35' unfinished basement/garage with an overhead door and rear entry, ideal for storage, a workshop, or future finished space. This is a special opportunity for a buyer who can see the residential charm underneath the current commercial use, and who's ready to do the work of bringing that vision to life. ## Location - **Address:** 399 W Main Street, Greenwood, IN 46142 - **County:** Johnson - **Neighborhood:** No Subdivision - **Coordinates:** 39.613439, -86.112296 - **Google Maps:** https://www.google.com/maps?q=39.613439,-86.112296 ## Listing Agent - **Name:** Craig Deboor - **Brokerage:** REAL BROKER, LLC - **Broker Phone:** (317) 614-5445 - **Listing URL:** [View original listing](https://www.realtor.com/realestateandhomes-detail/399-W-Main-St_Greenwood_IN_46142_M98338-82790?f=listhub&s=MIBORIN&m=22116569&c=propsimple) ## Photos ![399 W Main Street - Photo 1](http://lh.rdcpix.com/c0bc9fa9b193ae2afdb829b8d9c93c90l-f4225389842r.jpg) ![399 W Main Street - Photo 2](http://lh.rdcpix.com/c0bc9fa9b193ae2afdb829b8d9c93c90l-f1066759214r.jpg) ![399 W Main Street - Photo 3](http://lh.rdcpix.com/c0bc9fa9b193ae2afdb829b8d9c93c90l-f2530542858r.jpg) ![399 W Main Street - Photo 4](http://lh.rdcpix.com/c0bc9fa9b193ae2afdb829b8d9c93c90l-f1931529051r.jpg) ![399 W Main Street - Photo 5](http://lh.rdcpix.com/c0bc9fa9b193ae2afdb829b8d9c93c90l-f2988444027r.jpg) ![399 W Main Street - Photo 6](http://lh.rdcpix.com/c0bc9fa9b193ae2afdb829b8d9c93c90l-f2913360110r.jpg) ![399 W Main Street - Photo 7](http://lh.rdcpix.com/c0bc9fa9b193ae2afdb829b8d9c93c90l-f18437890r.jpg) ![399 W Main Street - Photo 8](http://lh.rdcpix.com/c0bc9fa9b193ae2afdb829b8d9c93c90l-f611253319r.jpg) ![399 W Main Street - Photo 9](http://lh.rdcpix.com/c0bc9fa9b193ae2afdb829b8d9c93c90l-f71553083r.jpg) ![399 W Main Street - Photo 10](http://lh.rdcpix.com/c0bc9fa9b193ae2afdb829b8d9c93c90l-f1120134399r.jpg) ![399 W Main Street - Photo 11](http://lh.rdcpix.com/c0bc9fa9b193ae2afdb829b8d9c93c90l-f1530008598r.jpg) ![399 W Main Street - Photo 12](http://lh.rdcpix.com/c0bc9fa9b193ae2afdb829b8d9c93c90l-f3196522558r.jpg) ![399 W Main Street - Photo 13](http://lh.rdcpix.com/c0bc9fa9b193ae2afdb829b8d9c93c90l-f2316925056r.jpg) ![399 W Main Street - Photo 14](http://lh.rdcpix.com/c0bc9fa9b193ae2afdb829b8d9c93c90l-f2195650080r.jpg) ![399 W Main Street - Photo 15](http://lh.rdcpix.com/c0bc9fa9b193ae2afdb829b8d9c93c90l-f2583804789r.jpg) ![399 W Main Street - Photo 16](http://lh.rdcpix.com/c0bc9fa9b193ae2afdb829b8d9c93c90l-f1570611644r.jpg) ![399 W Main Street - Photo 17](http://lh.rdcpix.com/c0bc9fa9b193ae2afdb829b8d9c93c90l-f381978546r.jpg) ![399 W Main Street - Photo 18](http://lh.rdcpix.com/c0bc9fa9b193ae2afdb829b8d9c93c90l-f1195726807r.jpg) ![399 W Main Street - Photo 19](http://lh.rdcpix.com/c0bc9fa9b193ae2afdb829b8d9c93c90l-f3819170846r.jpg) ![399 W Main Street - Photo 20](http://lh.rdcpix.com/c0bc9fa9b193ae2afdb829b8d9c93c90l-f882868198r.jpg) ![399 W Main Street - Photo 21](http://lh.rdcpix.com/c0bc9fa9b193ae2afdb829b8d9c93c90l-f953240797r.jpg) ![399 W Main Street - Photo 22](http://lh.rdcpix.com/c0bc9fa9b193ae2afdb829b8d9c93c90l-f3236329096r.jpg) ![399 W Main Street - Photo 23](http://lh.rdcpix.com/c0bc9fa9b193ae2afdb829b8d9c93c90l-f694660854r.jpg) ![399 W Main Street - Photo 24](http://lh.rdcpix.com/c0bc9fa9b193ae2afdb829b8d9c93c90l-f3537325827r.jpg) ![399 W Main Street - Photo 25](http://lh.rdcpix.com/c0bc9fa9b193ae2afdb829b8d9c93c90l-f1549894458r.jpg) ![399 W Main Street - Photo 26](http://lh.rdcpix.com/c0bc9fa9b193ae2afdb829b8d9c93c90l-f124198411r.jpg) ![399 W Main Street - Photo 27](http://lh.rdcpix.com/c0bc9fa9b193ae2afdb829b8d9c93c90l-f2023855768r.jpg) ![399 W Main Street - Photo 28](http://lh.rdcpix.com/c0bc9fa9b193ae2afdb829b8d9c93c90l-f863170289r.jpg) ![399 W Main Street - Photo 29](http://lh.rdcpix.com/c0bc9fa9b193ae2afdb829b8d9c93c90l-f943230848r.jpg) ![399 W Main Street - Photo 30](http://lh.rdcpix.com/c0bc9fa9b193ae2afdb829b8d9c93c90l-f4193887287r.jpg) ![399 W Main Street - Photo 31](http://lh.rdcpix.com/c0bc9fa9b193ae2afdb829b8d9c93c90l-f1986432859r.jpg) ![399 W Main Street - Photo 32](http://lh.rdcpix.com/c0bc9fa9b193ae2afdb829b8d9c93c90l-f1005912590r.jpg) ![399 W Main Street - Photo 33](http://lh.rdcpix.com/c0bc9fa9b193ae2afdb829b8d9c93c90l-f3422587578r.jpg) ![399 W Main Street - Photo 34](http://lh.rdcpix.com/c0bc9fa9b193ae2afdb829b8d9c93c90l-f3412747261r.jpg) ![399 W Main Street - Photo 35](http://lh.rdcpix.com/c0bc9fa9b193ae2afdb829b8d9c93c90l-f2608921833r.jpg) ![399 W Main Street - Photo 36](http://lh.rdcpix.com/c0bc9fa9b193ae2afdb829b8d9c93c90l-f2784464660r.jpg) ![399 W Main Street - Photo 37](http://lh.rdcpix.com/c0bc9fa9b193ae2afdb829b8d9c93c90l-f1582034450r.jpg) ![399 W Main Street - Photo 38](http://lh.rdcpix.com/c0bc9fa9b193ae2afdb829b8d9c93c90l-f1896631337r.jpg) ![399 W Main Street - Photo 39](http://lh.rdcpix.com/c0bc9fa9b193ae2afdb829b8d9c93c90l-f2140138121r.jpg) ![399 W Main Street - Photo 40](http://lh.rdcpix.com/c0bc9fa9b193ae2afdb829b8d9c93c90l-f23682326r.jpg) ![399 W Main Street - Photo 41](http://lh.rdcpix.com/c0bc9fa9b193ae2afdb829b8d9c93c90l-f2593753883r.jpg) ![399 W Main Street - Photo 42](http://lh.rdcpix.com/c0bc9fa9b193ae2afdb829b8d9c93c90l-f3293849641r.jpg) ![399 W Main Street - Photo 43](http://lh.rdcpix.com/c0bc9fa9b193ae2afdb829b8d9c93c90l-f3011453104r.jpg) ![399 W Main Street - Photo 44](http://lh.rdcpix.com/c0bc9fa9b193ae2afdb829b8d9c93c90l-f2056216797r.jpg) ![399 W Main Street - Photo 45](http://lh.rdcpix.com/c0bc9fa9b193ae2afdb829b8d9c93c90l-f81516732r.jpg) ![399 W Main Street - Photo 46](http://lh.rdcpix.com/c0bc9fa9b193ae2afdb829b8d9c93c90l-f4259065827r.jpg) ![399 W Main Street - Photo 47](http://lh.rdcpix.com/c0bc9fa9b193ae2afdb829b8d9c93c90l-f4156352815r.jpg) ![399 W Main Street - Photo 48](http://lh.rdcpix.com/c0bc9fa9b193ae2afdb829b8d9c93c90l-f411021140r.jpg) --- **MLS#:** 22116569 | **Updated:** 2026-10-29 **Source:** listhub *Copyright © 2026 Broker Listing Cooperative®. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.* [View on PropertySimple](https://staging.propertysimple.ai/listing/399-w-main-street-greenwood-in-46142-cfe58e4d5b60491689b92d5d935db217) --- ## Structured Data ```json { "@context": "https://schema.org", "@type": "RealEstateListing", "@id": "https://staging.propertysimple.ai/listing/399-w-main-street-greenwood-in-46142-cfe58e4d5b60491689b92d5d935db217#listing", "url": "https://staging.propertysimple.ai/listing/399-w-main-street-greenwood-in-46142-cfe58e4d5b60491689b92d5d935db217", "name": "399 W Main Street, Greenwood, IN 46142", "description": "Historic 1946 Character Home - Currently Zoned/Used as Commercial Office Please note: This property is currently operating as a professional office space. While it offers wonderful potential for residential use, buyers should be aware it is being sold in its current commercial condition and configuration - some rooms are currently set up as offices rather than traditional living spaces. Buyers interested in residential use should verify zoning, permitted use, and any conversion requirements with the appropriate local authorities before purchasing. With that in mind - what a home this could be. Built in 1946, this property is full of timeless character, from the original hardwood floors that run throughout the main level to the inviting living room warmed by a classic fireplace, currently used as a waiting area but easy to picture as a true living room once again. The main level also includes a formal dining room, a bright sunroom, and a full kitchen complete with an eat-in breakfast nook - the kind of cozy, functional space that makes a house feel like home. Two rooms currently used as private offices on the main level offer flexibility as bedrooms, a home office, or a den, and a full bathroom rounds out this level. Upstairs, an additional room currently used as a private office, plus a spacious loft area, offer even more flexibility - envision an additional bedroom, a playroom, or a home office of your own. A second full bathroom is located on this level as well. Outside, the property offers 5 designated parking spaces with room for more - a rare and valuable feature - plus a generous 26' x 35' unfinished basement/garage with an overhead door and rear entry, ideal for storage, a workshop, or future finished space. 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