Almost 48 acres of prime real estate located on Madison Hilltop. Lots of potential uses. Land is currently being farmed. Call today!!
Investment Opportunity! High-visibility commercial property located on busy Clifty Drive in Madison, Indiana, offering exceptional exposure and strong potential for a variety of business ventures. Currently operating as an auto repair facility, the property features a spacious garage/workshop area, showroom, office with waiting room, two restrooms, and a large paved parking lot. The entire building is hard wired for internet. The flexible floor plan and prime location make this an excellent opportunity for investors, owner-users, automotive businesses, retail operations, service providers, warehouse/distribution, or future redevelopment. Positioned in a high-traffic commercial corridor with established surrounding businesses, this property offers the visibility and functionality needed for long-term success.
Unit K2: 336 sq ft of efficient space at just $475/month. Secure building with convenient location. Perfect small-office. Contact us for availability.
For Lease: Unit D in Village Square located on Madison's hilltop in a high traffic area. This versatile space features a welcoming waiting area, private offices, meeting rooms, bathroom and a kitchenette. Rent is $1250/month, with tenant responsible for all utilities except water and sewer. Don't miss this opportunity to establish your business in a prime location with excellent visibility.
This property sits in a high-traffic location surrounded by the daily rhythm of the community, locals running errands, commuters passing through, and loyal customers supporting neighborhood businesses. With excellent visibility and easy access, it’s the perfect setting for a shop, office, café, or service business looking to become a local staple. Whether you’re starting fresh or expanding, this location puts you right where business happens every day. This property includes a 40' by 40' finished poll building with a 10' by 40' porch.
Located in the heart of downtown Madison on Main Street, this versatile three-story building offers 2,745 sq ft and endless possibilities. The main floor is currently operating as a t-shirt shop, but the space could easily accommodate a variety of retail, office, or service-based businesses. The upper floors provide excellent rental or residential potential. The second floor offers additional usable space, while the third floor is unfinished and ready for a buyer to customize to fit their needs. With the option to live and work in the same building or generate additional rental income, this property presents a unique investment opportunity. Situated on Main Street in Madison IN with high foot and vehicle traffic, you’ll be just steps away from popular restaurants, shops, wineries, and local attractions. A prime location with incredible potential in one of southern Indiana’s most charming historic downtowns.
Value-Add Investment Opportunity in Madison, Indiana! This mobile home park features 8 total rental spots along with an additional single-family home and garage located on the property, providing multiple income streams. Property is being sold strictly as-is and priced to reflect its current condition. Exterior components, mechanical systems, and interior finishes will all require attention and a substantial capital improvement budget should be anticipated prior to stabilization. Significant deferred maintenance is present throughout the property. Cash buyers with construction resources and value-add experience strongly preferred. Conveniently located near local amenities, employment centers, and major routes, this property is well-positioned in a market with consistent affordable housing demand. Value-add opportunities include rental increases, infill optimization, and property-wide improvements. A rare chance to acquire a distressed multi-unit income property at a price that reflects the work ahead and strong long-term upside for the right investor.
Prime commercial opportunity on high-traffic Clifty Drive! This versatile 6,750 sq. ft. building sits on 1.04 acres and offers endless possibilities for retail, office space, service-based businesses, and more. Previously operated as a dog boarding and grooming facility, the layout provides expansive interior space adaptable to a variety of uses. The property features a large fenced and paved outdoor area with a carport, ample on-site parking, and excellent visibility. Additional income potential comes from a detached rear building that is currently rented. Equipped with three gas furnaces and three 200-amp breaker boxes, the property is well-suited for multi-use operations. This is a rare opportunity in a highly desirable commercial corridor.
Step into a property where possibility meets tradition. This family-owned hardware store, set on approximately 14.21 acres with an impressive +/-350 feet of road frontage, offers a unique chance to carry forward a long-standing business or reimagine the space for your own vision. Designed for versatility, the property seamlessly supports retail, warehouse, and lumber storage operations — all in one strategic location. At the heart of the property stands a 13,063 sq. ft. primary building, thoughtfully configured for efficiency and growth: 54% retail finish w/a large open showroom -31% warehouse space for inventory, equipment, or expansion -3% mezzanine for elevated storage -12% finished apartment, perfect for an owner-operator or on-site manager. The on-site apartment transforms this commercial property into a live-work dream. Dual entry points from inside the building and from the exterior make it ideal. Climate control is handled by a mini-split A/C system and pellet stove heat, keeping utility costs efficient. Beyond the main building, the property includes two expansive lumber storage structures: 10,560 sq ft. warehouse for large-scale storage & 10,285 sq ft. warehouse plus 480 sq ft. open-sided lean-to for easy-access materials. Operational features include 200-amp electrical service, two forced-air HVAC units, an individual office, employee break room, and two restrooms, ensuring the property is ready for business on day one. Remaining inventory included in the sale.
Prime Retail Opportunity: 3,800 Sq. Ft. Commercial Building in High-Traffic Location! This spacious and versatile layout can be tailored to your specific needs. Available to rent the building in full, as 4 separate units, or somewhere in between. Large windows in the bottom units allow for maximum exposure as they face the center of Main Street in a very high foot-traffic area. The surrounding neighborhood is brimming with businesses, restaurants, and entertainment options. This creates a vibrant community atmosphere that draws in shoppers and encourages longer visits, benefiting all establishments in the vicinity. See it while you can!
Well-established gas station and mini mart on 1 acre +/-. 2 new gas pumps with 24 hr. credit card reader. All equipment to remain with property: freezers, pizza oven & equipment, tables, chairs, prep stations, cash register, shed, all working accessories, and much more. Turn-key opportunity. Will include $10,000 worth of inventory. Remaining inventory will be bought at cost. Call today!!!
Discover this Italianate two-part in a commercial block, constructed circa 1870, brimming with potential for various business ventures or investment opportunities! **Property Highlights:** - **Spacious First Floor:** Enjoy approximately 3,140 square feet of versatile space, perfect for retail or office use. - **Flexible Second Floor:** Currently utilized for storage, this level can easily be transformed to suit your needs, whether it be additional office space or even more retail opportunities. - **Third Floor Comfort:** A welcoming apartment provides both convenience and potential rental income, making this property a smart investment. Don’t miss out on the chance to own this property! Contact us today for more information or to schedule a viewing.
Great opportunity to own a commercial brick building on a busy corner of Historic downtown Madison which was recognized as "Best Small Town in the Midwest". Two-story live-work space with inviting wrought iron corner entry to commercial/specialty district downstairs area and private staircase entrance to upstairs living. Upstairs and downstairs units have been remodeled. Appliances included in upstairs apartment which also includes washer and dryer. Endless possibilities for the two-story part of the building whether as a retail, professional office, or two additional apartments. Two one-bedroom apartments located on the first floor with appliances included. Units on month to month with the new owner's ability to adjust or use the space to their professional needs. Located within walking distance to all the amenities downtown Madison has to offer including the beautiful Ohio River walk.
Well-established gas station and mini mart on 1 acre +/-. 2 new gas pumps with 24 hr. credit card reader. All equipment to remain with property: freezers, pizza oven & equipment, tables, chairs, prep stations, cash register, shed, all working accessories, and much more. Turn-key opportunity. Call today!!!
Brittany’s Brick Oven Pizza, “B-Bop’s”, is a THRIVING pizza parlor, in a community that demands more! As a highly recognized champion of brick oven pizza, achieving #8 of pizza restaurants in the Midwest, B-Bop’s strives to produce top-quality meals in an upbeat atmosphere and with a staff-family committed to its patrons. The business offers a 3-way liquor license, family recipes that are of great acclaim, and a central location that meets the community for dine-in or carryout business. The untapped potential is what an entrepreneur or chef would like to know of. This business could be as busy, for more days open per week, and offer delivery, Door Dash, and other services. This family business has been established with full heart over the last 5 years, but in order to expand and meet demands needs an energetic next owner!
Here is your chance to have your business located in Historic Downtown Madison. This building has a great location being one block from Main Street and two blocks from the river walk. Whether you own a restaurant or retail shop, this space is ready for you to transform to fit your needs. If you prefer more space, you can purchase the 301 West Street building as well for a combined price of $995,000. Don't miss this opportunity to have your business be the hot spot for tourists during festivals and activities that Historic Downtown Madison hosts throughout the year.
Well established gas station and mini mart on over 2.5 acres. Property also has a 24 x 40 pole barn with new roof and 2 automatic garage doors. 2 new gas pumps installed recently with 24 hour credit card reader. 2 acres that could be developed to any liking. All equipment to remain with property. Call today for your private showing.
Prime retail location in the heart of historic Madison, the town that was just named by USA Today as Best Small Town in the Midwest! Large display windows, spacious open layout with bathroom and kitchenette on the main floor. Second floor has additional, separate entrance and offers what could be owner occupied living space with its large great room and 1.5 baths. Don’t miss this great opportunity to be part of this wonderful community. Property also available for possible lease. Square footage is approximate.
*Prime Commercial Space for Sale on Clifty Drive* Are you ready for your next business adventure? This high-traffic location on Clifty Drive is the perfect spot for your new venture. Property Highlights: • Income Potential: Currently leased on a month-to-month basis, providing immediate income opportunities while you plan your business move. • Ideal Location: Situated in a bustling area with significant vehicle traffic, ensuring maximum visibility for your business. • Sturdy Roof: Equipped with a durable rubber membrane roof with shingled sides, providing robust protection against the elements. • Climate Control: The building is equipped with heating and air conditioning, ensuring a comfortable environment year-round. Don't miss this opportunity to establish your business in a prime location. Contact us today to schedule a viewing and take the first step towards your new business adventure!
Rare opportunity to own a commercial space in historic downtown Madison Indiana. Ranked as one of the best small towns in the Midwest by USA today. This property was formally a feed mill. It was totally rehabbed in into a music Hall brewery distillery and residence in 2018/2019. This listing is for the real estate only. No furniture, fixtures, equipment or inventory included. Consisting of approximately 17,986 square feet, this multi-use building could be used as a event center, restaurant, multi-family housing or let your imagination be your guide. The third floor has been converted to a fantastic loft style apartment. With this listing you can also purchase the adjacent building at 307 West Street that has approximately 4,000 ft with this building for a combined price of $995,000. The brewery, distillery and music equipment is still in place. The complete package with furniture fixtures equipment inventory and all business related items can be purchased for $1, 295,000.
Grand historic brick federal style home that is currently operating as a Bed & Breakfast in the town that USA Today just named the #1 Small Town in the Midwest! This 5 bedroom, 5 1/2 bath property is located in the heart of the historic district in Madison, Indiana on the Ohio River between Louisville KY and Cincinnati OH. The Crawford-Whitehead-Ross House was built in 1833 and is on the National Register of Historic Places. The interior of the home boasts many architectural details including a grand staircase, 10 foot double entrance doors, 12 foot ceilings on the main level and 10' ceilings on the 2nd level, large Italian marble fireplaces, restored original hardwood pine floors, double parlor with pocket doors, 8 fireplaces, several original plaster ceiling medallions, most of the original doors, woodwork and windows, and front and back staircases. The exterior of the home features lovely landscaping and the most beautiful wrap around side porches that can be found in Madison! There is off street parking with the potential for a garage. Conveniently located to restaurants & specialty boutique shops. You will be impressed with all this home and our picturesque community have to offer.
Formerly a Medical Office, this space is ready to use or remodel for specific use. Main waiting room (30' x 12.6"), 2 restrooms, office and lab (11' x 12 6") room, 3 patient rooms, Nurses Station, kitchenette/break area, storage and additional office space (12' x 21'). Plenty of parking and visible signage options. Convenient Location between Hanover and Madison.
10.7 acre commercial site adjacent to Wal-Mart at the intersection of SR 62 and US 421 in the city of Madison. Utilities available.
Your opportunity to have a first level retail space in downtown Historic Madison. East Main Lofts offers luxury short term rentals on the second and third floors. With over 3400sqft of space on main street with a commercial kitchen in the back of the space and the option to rent out a garage in the rear of the building as well.
Albert Wright Page, License RB14038157, Xome Inc., License RC51300094, [email protected], 844-400-XOME (9663), 4471 North Billman Estates, Shelbyville, IN 46176

Information is provided exclusively for consumers personal, non - commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Copyright 2026, Southern Indiana Realtors Association. All rights reserved.
Albert Wright Page, License RB14038157, Xome Inc., License RC51300094, [email protected], 844-400-XOME (9663), 4471 North Billman Estates, Shelbyville, IN 46176

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Madison is located in Indiana. Madison, Indiana has a population of 12,227. Madison is more family-centric than the surrounding county with 32.11% of the households containing married families with children. The county average for households married with children is 29.92%.
The median household income in Madison, Indiana is $47,392. The median household income for the surrounding county is $53,784 compared to the national median of $69,021. The median age of people living in Madison is 43.9 years.
The average high temperature in July is 85.8 degrees, with an average low temperature in January of 21.6 degrees. The average rainfall is approximately 47.4 inches per year, with 12.3 inches of snow per year.