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

108 homes

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ABOUT THIS HOME
Vintage Home for sale in Monroe County, IN:
Location! Location! Build your dream home or renovate the current 3BR 1BA home just minutes from Hardin Ridge Campground and Boat Ramp. This unique property offers 4.5 partially wooded acres and a 30X30 detached garage. Current home is in need of significant repairs, has low ceilings, and standing water in the basement from a water main leak. No electric meter, lp tank, or connected plumbing on site; therefore, no utilities will be on for inspections. Well on site but has not been used for many years. Utilities are North Lawrence Water, Bloomfield REMC and LP gas company of your choice. Contains 2 parcels. Being sold "AS-IS. " Cash, construction loan, or possibly conventional fina

$170,000

3 beds1 bath952 sq ft

9720 S Chapel Hill Rd Rd, Heltonville, IN 47436

2 parcels • Recreational acreage • Well on site

ABOUT THIS HOME
Vintage Home for sale in Monroe County, IN:
Spacious 7-bedroom, 5-bath home in a prime student rental location. Currently leased at $7,300/month through July 2026, with rent increasing to $8,030/month from August 2026–July 2027. This property benefits from strong pre-leasing demand and delivers stable cash flow with long-term upside. Must be purchased with 424 E Cottage Grove and 609 N Dunn.

$1,115,000

7 beds5 baths2,824 sq ft

422 E Cottage Grove Ave, Bloomington, IN 47408

6,534 sq ft lot • 3 parking spots • Built 1899

ABOUT THIS HOME
Vintage Home for sale in Monroe County, IN:
Located less than a two minute drive to Moores Creek on Lake Monroe this 16.5 acre retreat offers endless possibilities! This property would be the perfect weekend getaway for your family and friends, or a great short term vacation rental! There are also wonderful building spots on the property to build your dream home! The existing 2 bedroom, 1 bath cabin as well as the efficiency apartment above the 20x24 detached garage both feature hardwood floors and built-in shelving/cabinets. Both are in need of TLC but have been recently occupied. Unlimited recreational opportunities in an ideal location to not only enjoy the lake, it is also an easy drive into town to take in all that Bloomington o

$379,900

2 beds2 baths1,296 sq ft

6829 S Shields Ridge Rd, Bloomington, IN 47401

16.5 acre retreat • Built-in shelving • Hardwood floors

ABOUT THIS HOME
Vintage Home for sale in Monroe County, IN:
Move-in ready, three bedroom home with three full baths and an apartment with 1BR/1BA situated on two acres. Laminate flooring, concrete countertops, and fresh paint throughout. Kitchen appliances and washer/dryer are included. The 650sf apartment has a separate entrance that could generate income or serve generational needs of owner-occupants. Covered front porch with fresh paint, back deck overlooking rolling land, and large driveway.

$350,000

4 beds4 baths2,272 sq ft

7680 S Fairfax Rd, Bloomington, IN 47401

Laminate flooring • Kitchen appliances • Move in ready

ABOUT THIS HOME
Vintage Home for sale in Monroe County, IN:
Close to Indiana University, College Mall, a bike path, the bus stop, and everything else Bloomington has to offer! Located in the quaint tucked away neighborhood of Green Acres. 4 bedrooms 2 baths. This ranch over walkout basement is waiting for your personal touch to make it your own. Large flat yard with a deck for back yard tailgates with friends or just relaxing and taking it all in. Be a part of unique neighborhood in the center of it all!

$380,000

4 beds2 baths1,952 sq ft

2612 E 7th St, Bloomington, IN 47408

Unique neighborhood • Large flat yard • Bus stop

Property at 515 W Allen St, Bloomington, IN 47403, 2 beds, 1 bath

$246,500

2 beds1 bath872 sq ft

515 W Allen St, Bloomington, IN 47403

Property at 825 W 1st St, Bloomington, IN 47403, 1 bed, 1 bath

$150,000

1 bed1 bath608 sq ft

825 W 1st St, Bloomington, IN 47403

Property at 750 S Walnut St, Bloomington, IN 47401, 3 beds, 2 baths

$299,000

3 beds2 baths1,340 sq ft

750 S Walnut St, Bloomington, IN 47401

Property at 508-510 W San Juan Dr, Bloomington, IN 47403, 6 beds, 2 baths

$325,000

6 beds2 baths2,208 sq ft

508-510 W San Juan Dr, Bloomington, IN 47403

Property at 5888 N Shuffle Creek Rd, Unionville, IN 47468, 2 beds, 1 bath

$244,900

2 beds1 bath2,125 sq ft

5888 N Shuffle Creek Rd, Unionville, IN 47468

Property at 509 N Washington St, Bloomington, IN 47408, 6 beds, 6 baths

$1,500,000

6 beds6 baths2,627 sq ft

509 N Washington St, Bloomington, IN 47408

Property at 2409 S Rogers St, Bloomington, IN 47403, 2 beds, 1 bath

$245,000

2 beds1 bath960 sq ft

2409 S Rogers St, Bloomington, IN 47403

Property at 7530 S Strain Ridge Rd, Bloomington, IN 47401, 2 beds, 1 bath

$335,000

2 beds1 bath1,250 sq ft

7530 S Strain Ridge Rd, Bloomington, IN 47401

Property at 215 N Pine St, Bloomington, IN 47404, 1 bed, 1 bath

$150,500

1 bed1 bath868 sq ft

215 N Pine St, Bloomington, IN 47404

Property at 1113 E Wylie St, Bloomington, IN 47401, 4 beds, 2.5 baths

$614,900

4 beds2.5 baths1,948 sq ft

1113 E Wylie St, Bloomington, IN 47401

Property at 925 W 2nd St, Bloomington, IN 47403, 3 beds, 1 bath

$265,000

3 beds1 bath1,024 sq ft

925 W 2nd St, Bloomington, IN 47403

Property at 921 W Gourley Pike, Bloomington, IN 47404, 2 beds, 1 bath

$249,900

2 beds1 bath1,134 sq ft

921 W Gourley Pike, Bloomington, IN 47404

Property at 339 S Fairview St, Bloomington, IN 47403, 5 beds, 4.5 baths

$495,000

5 beds4.5 baths2,485 sq ft

339 S Fairview St, Bloomington, IN 47403

Property at 504 S Eastside Dr, Bloomington, IN 47401, 3 beds, 1 bath

$339,000

3 beds1 bath1,200 sq ft

504 S Eastside Dr, Bloomington, IN 47401

Property at 3561 E Stipp Rd, Bloomington, IN 47401, 5 beds, 2.5 baths

$699,900

5 beds2.5 baths3,085 sq ft

3561 E Stipp Rd, Bloomington, IN 47401

Property at 1209 S Lincoln St, Bloomington, IN 47401, 3 beds, 2.5 baths

$395,000

3 beds2.5 baths1,684 sq ft

1209 S Lincoln St, Bloomington, IN 47401

Property at 1131 W 6th St, Bloomington, IN 47404, 2 beds, 1 bath

$319,900

2 beds1 bath1,863 sq ft

1131 W 6th St, Bloomington, IN 47404

Property at 1605 E University St, Bloomington, IN 47401, 2 beds, 1 bath

$325,000

2 beds1 bath768 sq ft

1605 E University St, Bloomington, IN 47401

Property at 7425 S Harmony Rd, Bloomington, IN 47403, 3 beds, 4.5 baths

$435,000

3 beds4.5 baths3,260 sq ft

7425 S Harmony Rd, Bloomington, IN 47403

Property at 613 S Walnut St, Bloomington, IN 47401, 4 beds, 1 bath

$219,900

4 beds1 bath1,627 sq ft

613 S Walnut St, Bloomington, IN 47401

Property at 421 S Clifton Ave, Bloomington, IN 47401, 3 beds, 2 baths

$439,500

3 beds2 baths1,303 sq ft

421 S Clifton Ave, Bloomington, IN 47401

Property at 2511 S Rockport Rd, Bloomington, IN 47403, 2 beds, 1 bath

$235,000

2 beds1 bath1,396 sq ft

2511 S Rockport Rd, Bloomington, IN 47403

Property at 7544 S Fairfax Rd, Bloomington, IN 47401, 3 beds, 1 bath

$315,000

3 beds1 bath1,404 sq ft

7544 S Fairfax Rd, Bloomington, IN 47401

Property at 1224 W 6th St, Bloomington, IN 47404, 3 beds, 1 bath

$327,777

3 beds1 bath1,235 sq ft

1224 W 6th St, Bloomington, IN 47404

Property at 614 E Audubon Dr, Bloomington, IN 47408, 3 beds, 1 bath

$245,000

3 beds1 bath1,376 sq ft

614 E Audubon Dr, Bloomington, IN 47408

Property at 130 S Johnson Ave, Bloomington, IN 47404, 3 beds, 2 baths

$299,900

3 beds2 baths2,080 sq ft

130 S Johnson Ave, Bloomington, IN 47404

Property at 1008 S Greenwood Ave, Bloomington, IN 47401, 4 beds, 4 baths

$539,000

4 beds4 baths2,900 sq ft

1008 S Greenwood Ave, Bloomington, IN 47401

Property at 1005 E Maxwell Ln, Bloomington, IN 47401, 2 beds, 1 bath

$314,900

2 beds1 bath816 sq ft

1005 E Maxwell Ln, Bloomington, IN 47401

Property at 411 S Pleasant Ridge Rd, Bloomington, IN 47401, 3 beds, 3 baths

$568,900

3 beds3 baths2,451 sq ft

411 S Pleasant Ridge Rd, Bloomington, IN 47401

Property at 709 W 13th St, Bloomington, IN 47404, 3 beds, 1 bath

$289,900

3 beds1 bath996 sq ft

709 W 13th St, Bloomington, IN 47404

Property at 1209 S Madison St, Bloomington, IN 47403, 2 beds, 1 bath

$245,000

2 beds1 bath868 sq ft

1209 S Madison St, Bloomington, IN 47403

Property at 308 S Madison St, Bloomington, IN 47403, 5 beds, 3 baths

$499,000

5 beds3 baths1,266 sq ft

308 S Madison St, Bloomington, IN 47403

Property at 4638 E State Road 45, Bloomington, IN 47408, 0.5 baths

$775,000

— beds0.5 baths4,302 sq ft

4638 E State Road 45, Bloomington, IN 47408

Property at 4833 W Arlington Rd, Bloomington, IN 47404, 2 beds, 1 bath

$1,700,000

2 beds1 bath2,018 sq ft

4833 W Arlington Rd, Bloomington, IN 47404

Property at 905 S Eastside Dr, Bloomington, IN 47401, 3 beds, 1 bath

$300,000

3 beds1 bath1,040 sq ft

905 S Eastside Dr, Bloomington, IN 47401

Property at 220 N Adams St, Bloomington, IN 47404, 3 beds, 1 bath

$124,900

3 beds1 bath1,376 sq ft

220 N Adams St, Bloomington, IN 47404

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Based on information submitted to the MLS GRID as of Tue Dec 02 2025. 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 Monroe County

There are currently 108 vintage homes for sale in Monroe County at a median listing price of $360K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Monroe County stay on the market for 81 days. This map is refreshed with the newest listings in Monroe County every 15 minutes.

In the past month, 123 homes have been sold in Monroe County. In addition to houses in Monroe County, there were also 136 condos, 1 townhouse, and 20 multi-family units for sale in Monroe County last month. Find your dream home in Monroe 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 Monroe County are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Monroe County. If you're looking to sell your home in the Monroe County area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Monroe 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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