Skip to content

399 W Main Street

Greenwood, IN 46142

ActiveListed Jul 29, 2026 · 3 days on market

Key facts

Living area
2,087 sqft
Lot
0.55 acres
Year built
1946
Type
Commercial Sale · Mixed Use
MLS #
22117040
County
Johnson
Total building area
2,087 sqft

About this home

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.

Description provided by the listing brokerage.

Exterior

Parking and garage
AssignedAsphaltGarage Faces Rear

Systems

Heating
Forced AirNatural Gas
Cooling
Central Air
Utilities
See Remarks

Lot and HOA

Zoning
C-3

Schools

Middle school
Greenwood Middle School
High school
Greenwood Community High Sch
School district
Greenwood Community Sch Corp

Taxes

Estimated annual tax
$4,814 / yearTwice the semi-annual installment the listing reports.
Tax year
2025

Estimate your monthly payment

$2,983per month, estimated
Principal and interest $2,415Property tax $401Insurance $168
20% · $95,800
6.47%
Loan type
Loan term

Estimates only. This calculator does not give a quote. Defaults reflect Marion County / Indianapolis averages: property tax from this home's actual county bill, homeowners insurance at 0.42% annually. Conventional: PMI runs 0.55% of the loan annually when your down payment is below 20%, and drops automatically at 22% equity. Your real number depends on credit, taxes assessed for the parcel, escrow, condo insurance, and HOA. Rates as of May 2026 and subject to change.

Talk to a lender we trust
Talk to Roots

Want us to run the numbers with you?

Book a consultation and a Roots agent will help you pressure-test the payment, repairs, resale, and rent.

Listed at$479,000
Talk to Roots

Ready to plant roots in Indianapolis?

Book a consultation and a Roots agent will help you turn the next move into a real plan.