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

49 homes

Sort:

Recommended

ABOUT THIS HOME
Vintage Home for sale in Jackson County, IN:
This +/-1.88 acre property in Jackson County, Indiana, is Tract 2 and part of a larger +/-28.94 acre listing that can be purchased as a whole or split by tracts. This tract carries the home site and outbuildings, and pairs naturally with Tract 3 for a buyer who wants the house along with pasture ground, or it can be purchased on its own. The property fronts approximately 458 feet on State Road 135, giving easy access up and down the highway. There are two driveways serving the property. Water, electric, and fiber optic are metered at the house, which sits on a septic system and is heated with an electric furnace. The home is approximately 2,132 square feet with three bedrooms and one bathro

$105,000

3 beds1 bath2,132 sq ft

1.88 acre lot • Built 1948 • Listed 2 days

4227 N State Road 135, Freetown, IN 47235

NEW 1 DAY AGO

ABOUT THIS HOME
Vintage Home for sale in Jackson County, IN:
Discover an inviting single-family residence, ready for you to move in, located at 203 E 13th St, Seymour, IN. This charming 848-square-foot home offers a unique opportunity for streamlined living. The heart of this home is its open-plan kitchen, seamlessly flowing into the living room. Designed for effortless entertaining and daily life, the kitchen features a functional island, making it a natural gathering spot. With one comfortable bedroom and a single full bathroom, this 1.0-story property is perfectly proportioned. A welcoming porch extends the living space outdoors, providing a pleasant area for relaxation. The generous 6900-square-foot lot offers ample outdoor potential for variety

$137,900

1 bed1 bath848 sq ft

Open-plan kitchen • Generous lot • Functional island

203 E 13th Sts, Seymour, IN 47274

ABOUT THIS HOME
Vintage Home for sale in Jackson County, IN:
Charming and AFFORDABLE home located at 303 Park Avenue in Crothersville! This 2-bedroom, 1-bath property offers spacious rooms and a comfortable layout that would make an excellent starter home or a great option for those looking to downsize. The home features a covered/enclosed front porch, perfect for relaxing, as well as a back deck for enjoying outdoor space. A full unfinished basement provides additional storage or potential for future use. The property also includes a storage shed for added convenience. Don't miss this opportunity to own a well-maintained home at an attractive price point.

$149,900

2 beds1 bath1,800 sq ft

Storage shed • Back deck • 8,773 sq ft lot

303 N Park Ave, Crothersville, IN 47229

ABOUT THIS HOME
Vintage Home for sale in Jackson County, IN:
Bring your vision and make this 3-bedroom, 1.5 bath home your own! This home has so much to offer, including a formal dining room, full basement, and a screened-in front porch that is perfect for enjoying your morning coffee or relaxing at the end of the day. Outside, you'll enjoy the fully fenced backyard, offering plenty of space for pets, play, or entertaining. The 27x18 garage with electric provides extra room for parking, storage, hobbies, or a workshop. With a little TLC and some updates, this home has the potential to truly shine. Whether you're looking for a place to make your own or a property with room to add value, you won't want to miss the opportunity to see everything this hom

$189,900

3 beds1.5 baths3,200 sq ft

Formal dining room • Full basement • 27x18 garage

507 Homestead Ave, Seymour, IN 47274

ABOUT THIS HOME
Vintage Home for sale in Jackson County, IN:
Charming 1850s Character Home in the Heart of Seymour Step back in time while enjoying modern comforts in this beautifully maintained 3-bedroom, 2-bathroom home built in 1850. Full of historic charm and thoughtful updates, this property offers 1,719 square feet of finished living space on a spacious 0.16-acre lot. Inside, gleaming hardwood floors and original wood trim showcase the home's character, especially on the second floor where the staircase leads to two generously sized bedrooms. The main level offers convenient one-level living options with a bedroom and full bath, plus an eat-in kitchen with a dining combo layout perfect for everyday meals. Cozy up next to one of two fireplaces,

$180,000

3 beds3 baths2,738 sq ft

Original wood trim • Historic charm • 1850s character home

417 E 4th St, Seymour, IN 47274

Property at 100 N Bethany Rd, Crothersville, IN 47229, 3 beds, 2.5 baths

$165,000

3 beds2.5 baths1,394 sq ft

100 N Bethany Rd, Crothersville, IN 47229

Property at 720 Euclid Ave, Seymour, IN 47274, 3 beds, 2 baths

$168,000

3 beds2 baths1,252 sq ft

720 Euclid Ave, Seymour, IN 47274

Property at 2248 S Wells St, Vallonia, IN 47281, 3 beds, 2 baths

$209,900

3 beds2 baths2,618 sq ft

2248 S Wells St, Vallonia, IN 47281

Property at 10099 N County Road 800 W, Norman, IN 47264, 4 beds, 2 baths

$600,000

4 beds2 baths2,824 sq ft

10099 N County Road 800 W, Norman, IN 47264

Property at 3032 S State Road 235, Medora, IN 47260, 2 beds, 1 bath

$180,000

2 beds1 bath986 sq ft

3032 S State Road 235, Medora, IN 47260

Property at 842 S Lynn St, Seymour, IN 47274, 4 beds, 1.5 baths

$200,000

4 beds1.5 baths2,726 sq ft

842 S Lynn St, Seymour, IN 47274

Property at 3018 W County Road 390 N, Brownstown, IN 47220, 3 beds, 1 bath

$409,500

3 beds1 bath1,513 sq ft

3018 W County Road 390 N, Brownstown, IN 47220

Property at 734 W 5th St, Seymour, IN 47274, 4 beds, 3 baths

$275,000

4 beds3 baths3,324 sq ft

734 W 5th St, Seymour, IN 47274

Property at 501 N Jackson St, Crothersville, IN 47229, 2 beds, 2 baths

$165,000

2 beds2 baths1,464 sq ft

501 N Jackson St, Crothersville, IN 47229

Property at 10557 N Us Highway 31, Seymour, IN 47274, 3 beds, 2 baths

$290,000

3 beds2 baths3,794 sq ft

10557 N Us Highway 31, Seymour, IN 47274

Property at 502 E 16th St, Seymour, IN 47274, 3 beds, 1.5 baths

$280,000

3 beds1.5 baths2,331 sq ft

502 E 16th St, Seymour, IN 47274

Property at 305 S Vine St, Seymour, IN 47274, 3 beds, 1 bath

$149,900

3 beds1 bath1,328 sq ft

305 S Vine St, Seymour, IN 47274

Property at 619 N Ewing St, Seymour, IN 47274, 4 beds, 4 baths

$80,000

4 beds4 baths2,976 sq ft

619 N Ewing St, Seymour, IN 47274

Property at 528 W 5th St, Seymour, IN 47274, 3 beds, 1 bath

$174,000

3 beds1 bath1,264 sq ft

528 W 5th St, Seymour, IN 47274

Property at 3708 N County Road 250 Rd W, Brownstown, IN 47220, 2 beds, 1.5 baths

$199,000

2 beds1.5 baths1,988 sq ft

3708 N County Road 250 Rd W, Brownstown, IN 47220

Property at 209 Schepman, Seymour, IN 47274, 2 beds, 1 bath

$139,900

2 beds1 bath990 sq ft

209 Schepman, Seymour, IN 47274

Property at 501 S Chestnut, Seymour, IN 47274, 2 beds, 2 baths

$175,000

2 beds2 baths1,432 sq ft

501 S Chestnut, Seymour, IN 47274

Property at 300 W Howard St, Crothersville, IN 47229, 2 beds, 1 bath

$134,999

2 beds1 bath1,520 sq ft

300 W Howard St, Crothersville, IN 47229

Property at 1109 N Cr 600 W, Medora, IN 47260, 3 beds, 2 baths

$158,649

3 beds2 baths1,600 sq ft

1109 N Cr 600 W, Medora, IN 47260

Property at 10932 E County Road 1025 N, Seymour, IN 47274, 3 beds, 2 baths

$325,000

3 beds2 baths2,436 sq ft

10932 E County Road 1025 N, Seymour, IN 47274

Property at 730 W 6th St, Seymour, IN 47274, 3 beds, 3 baths

$486,000

3 beds3 baths4,482 sq ft

730 W 6th St, Seymour, IN 47274

Property at 511 Seymour Rd, Crothersville, IN 47229, 2 beds, 1 bath

$45,000

2 beds1 bath1,096 sq ft

511 Seymour Rd, Crothersville, IN 47229

Property at 530 Homestead Ave, Seymour, IN 47274, 4 beds, 1 bath

$184,900

4 beds1 bath2,713 sq ft

530 Homestead Ave, Seymour, IN 47274

Property at 824 W 5th St, Seymour, IN 47274, 3 beds, 2 baths

$249,900

3 beds2 baths4,320 sq ft

824 W 5th St, Seymour, IN 47274

Property at 718 S Walnut St, Seymour, IN 47274, 4 beds, 2.5 baths

$220,000

4 beds2.5 baths4,844 sq ft

718 S Walnut St, Seymour, IN 47274

Property at 107 W Freeman Ave, Seymour, IN 47274, 3 beds, 1 bath

$185,000

3 beds1 bath1,542 sq ft

107 W Freeman Ave, Seymour, IN 47274

Property at 450 Kessler Blvd, Seymour, IN 47274, 2 beds, 1 bath

$142,000

2 beds1 bath1,550 sq ft

450 Kessler Blvd, Seymour, IN 47274

Property at 508 S Poplar, Brownstown, IN 47220, 4 beds, 1 bath

$145,000

4 beds1 bath2,496 sq ft

508 S Poplar, Brownstown, IN 47220

Property at 624 N Pine St, Seymour, IN 47274, 5 beds, 3 baths

$249,900

5 beds3 baths2,256 sq ft

624 N Pine St, Seymour, IN 47274

Property at 519 W 4th St, Seymour, IN 47274, 3 beds, 1 bath

$149,000

3 beds1 bath2,753 sq ft

519 W 4th St, Seymour, IN 47274

Property at 6 & 22 W Main St, Medora, IN 47260, 4 beds, 5 baths

$350,000

4 beds5 baths6,765 sq ft

6 & 22 W Main St, Medora, IN 47260

Property at 711 W Jackson St, Seymour, IN 47274, 2 beds, 1.5 baths

$145,900

2 beds1.5 baths876 sq ft

711 W Jackson St, Seymour, IN 47274

Property at 204 E Bard St, Crothersville, IN 47229, 2 beds, 1 bath

$99,900

2 beds1 bath896 sq ft

204 E Bard St, Crothersville, IN 47229

Property at 6894 S Cr 1100 W, Medora, IN 47260, 2 beds, 1 bath

$106,399

2 beds1 bath1,276 sq ft

6894 S Cr 1100 W, Medora, IN 47260

Property at 920 N Ewing St, Seymour, IN 47274, 3 beds, 1 bath

$189,900

3 beds1 bath2,708 sq ft

920 N Ewing St, Seymour, IN 47274

Property at 744 S Obrien St, Seymour, IN 47274, 2 beds, 1 bath

$234,900

2 beds1 bath2,794 sq ft

744 S Obrien St, Seymour, IN 47274

Viewing page 1 of 2

Based on information submitted to the MLS GRID as of Sun Sep 13 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 Jackson County

There are currently 49 vintage homes for sale in Jackson County at a median listing price of $265K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Jackson County stay on the market for 67 days. This map is refreshed with the newest listings in Jackson County every 15 minutes.

In the past month, 49 homes have been sold in Jackson County. In addition to houses in Jackson County, there was also 1 condo, 1 townhouse, and 4 multi-family units for sale in Jackson County last month. Find your dream home in Jackson 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 Jackson County are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Jackson County. If you're looking to sell your home in the Jackson County area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Jackson County with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

More real estate resources for Jackson County, IN

Nearby Counties

Cities

Nearby Counties with Vintage Homes

Nearby Cities with Vintage Homes

More to explore in Jackson County, IN

How to buy a house in Jackson County, IN

How much house can I afford?

How to buy a house in 10 steps

First-time homebuyer's guide

See more home buying guides

Popular Markets in Indiana

Download the Redfin App on the Apple App Store

Download the Redfin App from the Google Play Store

Join us

Become an Agent

Get referrals

Careers

Find homes faster

About us

Find us

Subsidiaries

Affiliated Business

Countries

United States

Canada

Updated September 2025: By searching, you agree to the Terms of Use, and Privacy Policy.

Do not sell or share my personal information.

REDFIN and all REDFIN variants, WALK SCORE, and the R logos, are trademarks of Redfin Corporation, registered or pending in the USPTO.

California DRE #01521930

Redfin is licensed to do business in New York as Redfin Real Estate. NY Standard Operating Procedures

New Mexico Real Estate Licenses

TREC: Info About Brokerage Services, Consumer Protection Notice

All mortgage lending products and information are provided by Rocket Mortgage, LLC | NMLS #3030; www.NMLSConsumerAccess.org. Licensed in 50 states. This site is not authorized by the New York State Department of Financial Services for mortgage solicitation or loan applications activities related to properties located in the State of New York.

Redfin Corporation is an affiliated business of Rocket Limited Partnership. Each company, and their subsidiaries, are separate legal entities operated and managed through its own management and governance structures.

If you are using a screen reader, or having trouble reading this website, please call Redfin Customer Support for help at 1-844-759-7732.

REDFIN IS COMMITTED TO AND ABIDES BY THE FAIR HOUSING ACT AND EQUAL OPPORTUNITY ACT. READ REDFIN'S FAIR HOUSING POLICY AND THE NEW YORK STATE FAIR HOUSING NOTICE.