Vintage homes for sale & real estate in Jefferson County, IN

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NEW 13 HRS AGO

ABOUT THIS HOME
Vintage Home for sale in Jefferson County, IN:
Stunning, fully remodeled 3 bedroom, 1.5 bath home that offers the perfect blend of modern upgrades and functional living! Every inch of this 1 story gem was completely stripped down to the studs and beautifully renovated in 2017.Step inside to a bright, energy efficient interior featuring thermopane windows outfitted with included blinds and curtains. The spacious kitchen is a chef's delight, boasting two separate pantries for unparalleled storage. Additional interior highlights include a water softener for premium water quality. The exterior features match the impressive interior. Enjoy a fully fenced in backyard perfect for pets, play, or entertaining. Storage and project space abound wi

$289,900

3 beds1.5 baths1,374 sq ft

3115 N SR 7, Madison, IN 47250

Fully remodeled • Water softener • Thermopane windows

EXP Realty LLC

ABOUT THIS HOME
Vintage Home for sale in Jefferson County, IN:
Opportunity awaits on Walnut Street! This property offers several potential paths for an investor, renovator, or owner-occupant. Possibilities include creating two income-producing units, renovating the property into one spacious 3-bedroom, 2-bath home, or adding a garage on the large lot with convenient rear-alley access. Walnut Street continues to see meaningful investment and revitalization, making this an appealing opportunity to get in while there is still room for growth. Come take a look today! Cash or conventional financing only. Property is being sold as-is. Any proposed use, construction, renovation, or redevelopment is subject to all applicable city, zoning, and other governme

$65,000

3 beds2 baths1,746 sq ft

924 Walnut St, Madison, IN 47250

Rear-alley access • Large lot • Spacious home

ABOUT THIS HOME
Vintage Home for sale in Jefferson County, IN:
Welcome to this beautifully updated 4-bedroom, 2-full-bath, two-story home located on 2nd Street in the heart of historic downtown Madison! Situated outside the floodplain, this home offers an ideal combination of historic downtown charm and modern updates. The interior features spacious bedrooms and high ceilings on both the first and second floors, creating an open and inviting feel throughout. Major improvements include brand-new electrical and HVAC systems, updated plumbing, new appliances, cabinetry, countertops, and flooring, making this home move-in ready. Step outside onto the second-story deck and enjoy partial views of the Ohio River. The property also features a large contiguous

$319,000

4 beds2 baths1,858 sq ft

1020 W 2nd St, Madison, IN 47250

Updated electrical • New flooring • New appliances

ABOUT THIS HOME
Vintage Home for sale in Jefferson County, IN:
Historic Downtown Madison AirBNB opportunity! Step into charm and character of this beautiful historic home located in the heart of downtown Madison, Indiana. Currently operating as a successful, active AirBNB, this 3-bedroom, 2-bath home offers an excellent opportunity for investors or buyers looking for turn-key property with income potential. Original hardwood floors throughout add warmth and timeless character, while multiple fireplaces showcase the home's historic appeal. The spacious primary bedroom is conveniently located on the main floor. Enjoy the best of downtown Madison with shops, restaurants, riverfront attractions, and historic sites just moments away. A wonderful blend of hi

$369,900

3 beds2 baths1,394 sq ft

513 E Main St, Madison, IN 47250

Income potential • Multiple fireplaces • Turn-key property

ABOUT THIS HOME
Vintage Home for sale in Jefferson County, IN:
Step into a world of comfort and elegance with this stunning property that perfectly blends modern amenities with timeless design. This home is more than just a place to live: it's a lifestyle waiting for you to experience. This Bedford Stone and Vinyl home is situated just west of Hanover, Indiana. This location has easy access to Jefferson, Scott, Jennings, Jackson, and Clark Counties. With 3 bedrooms and 2 1/2 bathrooms, there's ample space for family living and entertaining guests. The property includes 4.28 acres with a partially fenced backyard, a large deck, space for pets and children to play, and a creek at the back of the property. Equipped with a new geothermal unit and heat pump

$349,900

3 beds2.5 baths3,508 sq ft

6692 W State Road 56, Hanover, IN 47243

Large deck • New geothermal unit • Heat pump

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

$275,000

3 beds2 baths1,428 sq ft

132 Mouser St, Madison, IN 47250

Property at 2238 Crescent St, Madison, IN 47250, 2 beds, 1 bath

$160,000

2 beds1 bath875 sq ft

2238 Crescent St, Madison, IN 47250

Property at 300 Plum St, Madison, IN 47250, 4 beds, 3.5 baths

$575,000

4 beds3.5 baths3,134 sq ft

300 Plum St, Madison, IN 47250

Property at 3002 S Hanover Saluda Rd, Hanover, IN 47243, 3 beds, 2 baths

$329,900

3 beds2 baths1,890 sq ft

3002 S Hanover Saluda Rd, Hanover, IN 47243

Property at 234 Hargan Dr, Madison, IN 47250, 3 beds, 1.5 baths

$239,900

3 beds1.5 baths1,842 sq ft

234 Hargan Dr, Madison, IN 47250

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

$170,000

2 beds1 bath880 sq ft

3343 E Sr 56, Madison, IN 47250

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

$485,000

5 beds3.5 baths3,252 sq ft

308 E Third St, 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 335 Ross St, Madison, IN 47250, 3 beds, 2 baths

$349,900

3 beds2 baths1,984 sq ft

335 Ross St, Madison, IN 47250

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

$319,000

3 beds1.5 baths1,800 sq ft

4306 E 925 N, Madison, IN 47250

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

$579,900

4 beds3 baths3,244 sq ft

507 W Main St, 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 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 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 6112 S State Road 62, Lexington, IN 47138, 1 bed, 1 bath

$37,000

1 bed1 bath624 sq ft

6112 S State Road 62, Lexington, IN 47138

Property at 119 Madison Ave, Hanover, IN 47243, 3 beds, 2.5 baths

$399,900

3 beds2.5 baths1,994 sq ft

119 Madison Ave, Hanover, IN 47243

Property at 712 E Main St, Madison, IN 47250, 2 beds, 1.5 baths

$334,500

2 beds1.5 baths1,990 sq ft

712 E Main St, Madison, IN 47250

EXP Realty LLC

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 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 8273 E State Road 56, Madison, IN 47250, 4 beds, 2 baths

$275,000

4 beds2 baths2,708 sq ft

8273 E State Road 56, Madison, IN 47250

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 8298 W Chicken Run Rd, Madison, IN 47250, 3 beds, 2.5 baths

$474,900

3 beds2.5 baths2,009 sq ft

8298 W Chicken Run Rd, Madison, IN 47250

Property at 423 Mill St, Madison, IN 47250, 3 beds, 2 baths

$265,000

3 beds2 baths1,264 sq ft

423 Mill St, Madison, IN 47250

Property at 316 W Main St, Madison, IN 47250, 1 bed, 1 bath

$350,000

1 bed1 bath6,337 sq ft

316 W Main St, Madison, IN 47250

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

$244,900

1 bed1 bath1,736 sq ft

1057 W Main 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 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 422 St Michaels Ave, Madison, IN 47250, 4 beds, 3.5 baths

$464,500

4 beds3.5 baths2,544 sq ft

422 St Michaels Ave, 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 904 E Second St, Madison, IN 47250, 2 beds, 1 bath

$160,000

2 beds1 bath1,296 sq ft

904 E Second St, Madison, IN 47250

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 115 Walnut St, Madison, IN 47250, 3 beds, 2 baths

$264,900

3 beds2 baths1,668 sq ft

115 Walnut St, Madison, IN 47250

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

$234,900

2 beds2 baths1,514 sq ft

931 W Main St, Madison, IN 47250

Property at 106 W 1st St, Hanover, IN 47243, 3 beds, 1 bath

$169,900

3 beds1 bath1,000 sq ft

106 W 1st St, Hanover, IN 47243

EXP Realty LLC

Property at 1041 W Main St, Madison, IN 47250, 2 beds, 1 bath

$189,900

2 beds1 bath630 sq ft

1041 W Main St, Madison, IN 47250

Property at 128 West St, Madison, IN 47250, 3 beds, 2 baths

$389,900

3 beds2 baths1,127 sq ft

128 West St, Madison, IN 47250

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Based on information submitted to the MLS GRID as of Wed Sep 02 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 Jefferson County

There are currently 55 vintage homes for sale in Jefferson County at a median listing price of $295K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Jefferson County stay on the market for 72 days. This map is refreshed with the newest listings in Jefferson County every 15 minutes.

In the past month, 26 homes have been sold in Jefferson County. In addition to houses in Jefferson County, there were also 2 condos, 1 townhouse, and 1 multi-family unit for sale in Jefferson County last month. Find your dream home in Jefferson County 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 Jefferson County are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Jefferson County. If you're looking to sell your home in the Jefferson County area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Jefferson County with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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