Refine Search
Sort by
$150,000
Rare 1.41-Acre Urban Oasis in Old Town Greenwood! An absolute unicorn of a property has hit the Greenwood market! Vacant land in this historic footprint is incredibly rare, and finding a parcel of this size is a once-in-a-lifetime opportunity. Boasting a total of 1.41 acres, this expansive property offers a perfect blend of cleared utility and private, wooded tranquility-all within easy walking distance of the absolute best that Old Town Greenwood has to offer. The front is fully secured by a 6-foot chain link fence with an access gate. Lined entirely by stunning mature trees, this section provides excellent privacy from the street and serves as a perfect gateway to the rest of the acreage. The rear portion of the property is a dense, scenic wooded retreat. It's your own private state-park experience right in your backyard. You simply cannot beat this location. Leave your car at home and take a short walk to: Greenwood Amphitheater & Craig Park (for summer concerts and community events), Old City Park & Northeast Park, Greenwood Community Center, and Old Town Greenwood Shops & Dining. Whether you are looking to build a custom dream home with unparalleled acreage in the heart of the city, or exploring a rare infill development opportunity, this parcel is a blank canvas waiting for your vision. Properties like this do not wait around-secure your piece of Old Town Greenwood today!

200 Academy Street, Greenwood

Listing courtesy of O'Brien Team Realty.

$2,490,000
Prime 7.69-acre commercial parcel with IC (Commercial) zoning located in a rapidly growing corridor in Greenwood. Positioned just east of Exit 99 off Interstate 65, this property offers excellent visibility, accessibility, and strong traffic counts. Zoning allows for a wide variety of commercial uses including hotel/motel, retail plaza, car wash, office or medical office space, banking, restaurant, and more. Surrounded by established and expanding commercial developments, including nearby logistics and truck stop operations, providing strong business synergy and growth potential. Utilities are Onsite. Ideal opportunity for investors, developers, or owner-users seeking a high-demand location. Don't miss this exceptional development opportunity in a high-growth area. NOTE: Will not be approved for Truck Yard.

1761 E Main Street, Greenwood

Listing courtesy of Blue Flag Realty Inc.

$3,000,000
An amazing and UNIQUE opportunity to own close to 400 (374.42) acres of beautiful wilderness! This expansive property includes 6 connected parcels of land with versatile utility. The landscape is rich with natural features, rolling hills, including a creek/stream and several winding miles of walking paths that make exploring the massive acreage scenic and enjoyable. The land offers a mix of prime logging and hunting grounds, plus approximately 4-6 tillable acres. Some parcels are currently enrolled in the Forest Reserve Program for conservation benefits. Included with the sale are a Saw Mill and Loader, as well as a motor home situated on a flat clearing-ideal for staying on-site while working or enjoying the land. A historic single-family structure (approx. 450 sq. ft.) from 1870 remains on the 1-acre portion (not livable), adding a touch of history to this private retreat. Perfect for anyone seeking absolute privacy and a place to truly work the land. All the above features but only 30 mins from historic Madison, and 90 mins from Indianapolis, Cincinnati, and Louisville. This has been in Seller's family for many many years. Owners prefer not to split.

11265 Arnold Miller Road, Canaan

Listing courtesy of CHOATE REALTY & Consulting.

Information Deemed Reliable But Not Guaranteed. © 2026 MIBOR Broker Listing Cooperative