Vintage homes for sale & real estate in Madison, IN

56 homes

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NEW 15 HRS AGO

ABOUT THIS HOME
Vintage Home for sale in Madison, IN:
Last owned by the proverbial "Little Old Lady, " this three-bedroom, two full bath, ranch-style home is neat as a pin inside and out. Located in a quiet, tree-lined neighborhood. Is a must-see for any family looking for an inviting home. Imagine enjoying warm evenings on the covered front porch, barbecues on the back deck, or just staying cozy on a winter evening. Close to everything! Within walking distance to Madison Consolidated's junior high and high school campuses, across the street from the North Madison United Methodist Church, near Clifty Drive shopping and restaurants, and only minutes from Historic Downtown Madison. Eat-in kitchen includes a disposal, microwave, st

$279,000

3 beds2 baths1,416 sq ft

542 W Seventh St, Madison, IN 47250

Covered front porch • Utility room • Back deck

ABOUT THIS HOME
Vintage Home for sale in Madison, IN:
5.5 acres. The property features a pond as well as a 2+ car detached garage, pole barn, and other outbuildings. This one could be your next project or potentially subdivide and build. The house & buildings are being sold as is. The possibilities are endless for this property. The property has water & electricity. Condition of the septic is unknown. Conveniently located between Versailles and Madison on Hwy 421.

$169,900

3 beds1 bath840 sq ft

7852 N Us 421, Madison, IN 47250

Water • Pond • Pole barn

ABOUT THIS HOME
Vintage Home for sale in Madison, IN:
Priced at $89,900, this 2-bedroom, 1-bath home at 1640 Washington Ave. , Madison, IN, is ready for your vision! Situated on a nice, level lot, it features a covered front porch, central heating and air, and public utilities. The home needs TLC and updates, offering potential for investors, renovators, or buyers looking to make it their own. Bring your ideas and explore the possibilities!

$89,900

2 beds1 bath896 sq ft

1640 Washington Ave, Madison, IN 47250

Covered front porch • Level lot • Public utilities

ABOUT THIS HOME
Vintage Home for sale in Madison, IN:
Two doors down from a crosswalk that leads to the new Connector Trail to Clifty Falls State park, and within walking distance to Madison's downtown festivals and our gorgeous River-Walk! This beautiful home has many recent updates including NEW roof, NEW 6" gutters, NEW A/C, NEW hardboard siding, NEW sewer line from street to the house, all NEW plumbing & sewer lines inside the home, NEW water softener, NEW screened in porch. Updated kitchen with granite countertop and newer SS appliances, and new RO water system. Tall ceilings w custom ceiling tiles throughout most of the living space. Newer Window World vinyl windows throughout that come with transferable warranty. Primary BR

$429,900

3 beds2.5 baths1,387 sq ft

1215 W Main St, Madison, IN 47250

Screened in porch • Huge walk-in closet • 2 tiered deck

FLOOR PLAN

ABOUT THIS HOME
Vintage Home for sale in Madison, IN:
Buyers, Investors or Renovators Bring your vision to this fixer-upper opportunity offering peaceful rural living while remaining a short distance from Madison’s hilltop and all the connivence of shopping and dining or drive down the hill to enjoy Madison’s historic downtown Main Street. This home has character and plenty of potential. Inside, you'll find built-in bookshelves, a bonus room with a fireplace/wood-stove insert, and the opportunity to open the space up and create one large living area that flows into the family room. Hardwood floors are believed to be underneath the carpet in the bedrooms, offering another opportunity to restore and enhance the home’s original

$148,000

3 beds1 bath1,200 sq ft

5184 N Us 421, Madison, IN 47250

Spacious yard • Bonus room • Built-in bookshelves

Property at 111 E Fourth, Madison, IN 47250

$199,999

Studio— baths— sq ft

111 E Fourth, Madison, IN 47250

Property at 235 E Schafer Ln, Madison, IN 47250, 4 beds, 2 baths

$280,000

4 beds2 baths2,074 sq ft

235 E Schafer Ln, Madison, IN 47250

Property at 738 Michigan Rd, Madison, IN 47250, 3 beds, 2 baths

$299,900

3 beds2 baths2,080 sq ft

738 Michigan Rd, Madison, IN 47250

Property at 613 Walnut St, Madison, IN 47250, 4 beds, 3.5 baths

$325,000

4 beds3.5 baths2,024 sq ft

613 Walnut St, Madison, IN 47250

Property at 2315 Allen St, Madison, IN 47250, 3 beds, 1 bath

$239,000

3 beds1 bath1,056 sq ft

2315 Allen St, Madison, IN 47250

Property at 709 Montclair St, Madison, IN 47250, 3 beds, 2 baths

$269,900

3 beds2 baths1,352 sq ft

709 Montclair St, Madison, IN 47250

Property at 5702 N 450 W, Madison, IN 47250, 3 beds, 2 baths

$975,000

3 beds2 baths1,595 sq ft

5702 N 450 W, Madison, IN 47250

Property at 723 W Third St, Madison, IN 47250, 3 beds, 2 baths

$269,000

3 beds2 baths1,350 sq ft

723 W Third St, Madison, IN 47250

Property at 725 W Third St, Madison, IN 47250, 3 beds, 2 baths

$269,000

3 beds2 baths1,350 sq ft

725 W Third St, Madison, IN 47250

Property at 520 Seventh St, Madison, IN 47250, 4 beds, 2 baths

$227,900

4 beds2 baths1,632 sq ft

520 Seventh St, Madison, IN 47250

Property at 2334 E Telegraph Hill Rd, Madison, IN 47250, 3 beds, 2 baths

$699,000

3 beds2 baths2,904 sq ft

2334 E Telegraph Hill Rd, Madison, IN 47250

Property at 3343 E Sr 56, Madison, IN 47250, 2 beds, 1 bath

$159,900

2 beds1 bath880 sq ft

3343 E Sr 56, Madison, IN 47250

Property at 520 Mulberry St, Madison, IN 47250, 3 beds, 3.5 baths

$349,900

3 beds3.5 baths2,054 sq ft

520 Mulberry St, Madison, IN 47250

Property at 1924 Locust St, Madison, IN 47250, 3 beds, 1 bath

$129,900

3 beds1 bath1,040 sq ft

1924 Locust St, Madison, IN 47250

EXP Realty LLC

Property at 308 E Third St, Madison, IN 47250, 5 beds, 3.5 baths

$465,000

5 beds3.5 baths3,252 sq ft

308 E Third St, Madison, IN 47250

Property at 132 Mouser St, Madison, IN 47250, 3 beds, 2 baths

$265,000

3 beds2 baths1,428 sq ft

132 Mouser St, Madison, IN 47250

Property at 513 E Main St, Madison, IN 47250, 3 beds, 2 baths

$369,900

3 beds2 baths1,394 sq ft

513 E Main St, Madison, IN 47250

Property at 507 W Main St, Madison, IN 47250, 4 beds, 3 baths

$564,900

4 beds3 baths3,244 sq ft

507 W Main St, Madison, IN 47250

Property at 1020 W 2nd St, Madison, IN 47250, 4 beds, 2 baths

$319,000

4 beds2 baths1,858 sq ft

1020 W 2nd St, Madison, IN 47250

Property at 4306 E 925 N, Madison, IN 47250, 3 beds, 1.5 baths

$299,999

3 beds1.5 baths1,800 sq ft

4306 E 925 N, Madison, IN 47250

Property at 609 Walnut St, Madison, IN 47250, 3 beds, 1.5 baths

$242,900

3 beds1.5 baths1,728 sq ft

609 Walnut St, Madison, IN 47250

Property at 335 Ross St, Madison, IN 47250, 3 beds, 2 baths

$339,900

3 beds2 baths1,984 sq ft

335 Ross St, Madison, IN 47250

Property at 931 W Main St, Madison, IN 47250, 2 beds, 2 baths

$219,900

2 beds2 baths1,514 sq ft

931 W Main St, Madison, IN 47250

Property at 3115 N SR 7, Madison, IN 47250, 3 beds, 1.5 baths

$289,900

3 beds1.5 baths1,374 sq ft

3115 N SR 7, Madison, IN 47250

EXP Realty LLC

Property at 1057 W Main St, Madison, IN 47250, 1 bed, 1 bath

$239,900

1 bed1 bath1,736 sq ft

1057 W Main St, Madison, IN 47250

Property at 2287 County Road 375 W, Madison, IN 47250, 3 beds, 2 baths

$329,900

3 beds2 baths1,352 sq ft

2287 County Road 375 W, Madison, IN 47250

Property at 605 Walnut St, Madison, IN 47250, 2 beds, 1.5 baths

$244,998

2 beds1.5 baths1,512 sq ft

605 Walnut St, Madison, IN 47250

Property at 512 E Main St #1, Madison, IN 47250, 1 bed, 1 bath

$199,900

1 bed1 bath1,040 sq ft

512 E Main St #1, Madison, IN 47250

Property at 2904 N Rykers Ridge Rd, Madison, IN 47250, 4 beds, 2 baths

$1,100,000

4 beds2 baths3,876 sq ft

2904 N Rykers Ridge Rd, Madison, IN 47250

Property at 604 Mulberry St, Madison, IN 47250, 2 beds, 2.5 baths

$465,000

2 beds2.5 baths2,004 sq ft

604 Mulberry St, Madison, IN 47250

EXP Realty LLC

Property at 507 E Main St, Madison, IN 47250, 3 beds, 1.5 baths

$379,000

3 beds1.5 baths2,164 sq ft

507 E Main St, Madison, IN 47250

Property at 313-315 Mulberry St, Madison, IN 47250, 12 beds, 3 baths

$515,000

12 beds3 baths4,960 sq ft

313-315 Mulberry St, Madison, IN 47250

Property at 2945 N Greenbrier Rd, Madison, IN 47250, 1 bed, 1 bath

$459,000

1 bed1 bath1,233 sq ft

2945 N Greenbrier Rd, Madison, IN 47250

Trueblood Real Estate

Property at 322 E 2nd St, Madison, IN 47250, 3 beds, 2.5 baths

$387,900

3 beds2.5 baths2,462 sq ft

322 E 2nd St, Madison, IN 47250

Property at 612B W Second St #4, Madison, IN 47250, 2 beds, 2.5 baths

$324,900

2 beds2.5 baths1,991 sq ft

612B W Second St #4, Madison, IN 47250

Property at 118 Ferry St, Madison, IN 47250, 3 beds, 3 baths

$479,900

3 beds3 baths1,494 sq ft

118 Ferry St, Madison, IN 47250

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Based on information submitted to the MLS GRID as of Wed Oct 14 2026. 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.

Vintage Homes for Sale in Madison

There are currently 56 vintage homes for sale in Madison at a median listing price of $287K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Madison stay on the market for 77 days. This map is refreshed with the newest listings in Madison every 15 minutes.

In the past month, 12 homes have been sold in Madison. In addition to houses in Madison, there were also 2 condos, 1 townhouse, and 1 multi-family unit for sale in Madison last month. Find your dream home in Madison using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in Madison are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Madison. Our Madison real estate stats and trends will give you more information about home buying and selling trends in Madison. If you're looking to sell your home in the Madison area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Madison with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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