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

129 homes

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ABOUT THIS HOME
Vintage Home for sale in Monroe County, IN:
This property has a lot of history, and so much potential! Once a School House now a home that features a 2 bedroom, one bath, kitchen with eat in, comes equipped with Refrigerator, gas range/oven, microwave, washer (that is new) dryer, and freezer in the garage. Hardwood floors, good size living room, ceiling fans, large bedroom upstairs with many possibilities, smaller bedroom on main. Some updates include new hot water heater, Brand new roof on house, and both garages, new gutters on all structures, new down spouts, and new garage overhead doors with garage door opener on front garage. Furnace is 3-4 years old, some paint has been done. Lots of beautiful trees, flowering trees, bushes, p

$199,900

2 beds1 bath1,536 sq ft

8817 W Gardner Rd, Bloomington, IN 47403

5.8 acres of ground • 4 car garage • Kitchen with eat in

ABOUT THIS HOME
Vintage Home for sale in Monroe County, IN:
Don't miss this delightful 2-bedroom, 1-bath bungalow in Bloomington's popular Prospect Hill neighborhood! Offering 1,092 sq. ft. of comfortable living space, this home is filled with character, featuring beautiful hardwood floors and a bright, open living area that feels spacious and welcoming. The real standout is the large, fully fenced backyard! There's plenty of room for pets to play, gardening, backyard games, or hosting friends and family. Step out onto the deck for morning coffee, weekend cookouts, or relaxing evenings outdoors. Situated in the Greater Prospect Hill Historic District, you'll be just minutes from downtown Bloomington and Indiana University, with local parks, restaura

$270,000

2 beds1 bath1,092 sq ft

308 S Davisson St, Bloomington, IN 47403

Open living area • 8,276 sq ft lot • Built 1925

ABOUT THIS HOME
Vintage Home for sale in Monroe County, IN:
Add this rental property to your investment portfolio! Conveniently located just blocks from campus and downtown Bloomington, this 5 bedroom, 3 full bath home has a solid rental history! Tenants pay for all utilities. Off Street parking is available in the back.

$594,000

5 beds3 baths2,492 sq ft

412 S Lincoln St, Bloomington, IN 47401

Off street parking • Solid rental history • 7,841 sq ft lot

ABOUT THIS HOME
Vintage Home for sale in Monroe County, IN:
Wow! This desirable duplex at the corner of Eagleson and Atwater is a spectacular home and in beautiful condition in one of Bloomington‘s best locations. Wake up and be on campus in this two-story duplex with The upper unit with five bedrooms and 2 1/2 baths. The lower level three bedrooms, one bath. Beautiful hardwoods, great kitchen, shiny condition! Great Indiana University, location, near shops, restaurants, the bookstore, and campus activities.

$725,000

8 beds3.5 baths3,240 sq ft

403 S Eagleson Ave, Bloomington, IN 47401

Great kitchen • Two-story duplex • Hardwoods

3D WALKTHROUGH

ABOUT THIS HOME
Vintage Home for sale in Monroe County, IN:
Perfect investment opportunity includes both 122 and 124 N Clark Street, near the IU campus and all the east side amenities! This package includes two 768 square foot homes with two bedrooms and one bathroom in each home on one lot. These homes are located within minutes of the famous Mother Bears Pizza, the IU Auditorium, Memorial Stadium and Assembly Hall. This unique property offers an opportunity for a straight investment or to purchase for your student with the opportunity to rent the rest of the space to offset your expense. Current owner had central air installed in 2024. Off street parking and street parking is available for $50/month through the city of Bloomington per seller. Th

$409,900

4 beds2 baths1,536 sq ft

122 N Clark St, Bloomington, IN 47408

East side amenities • Two homes • Near iu campus

Property at 7669 N John Young Rd, Unionville, IN 47468, 2 beds, 1 bath

$725,000

2 beds1 bath1,116 sq ft

7669 N John Young Rd, Unionville, IN 47468

Property at 721 S Pleasant Ridge Rd, Bloomington, IN 47401, 4 beds, 2.5 baths

$575,000

4 beds2.5 baths2,710 sq ft

721 S Pleasant Ridge Rd, Bloomington, IN 47401

Property at 522 S Mitchell St, Bloomington, IN 47401, 5 beds, 2 baths

$579,000

5 beds2 baths2,780 sq ft

522 S Mitchell St, Bloomington, IN 47401

Property at 526 S Mitchell St, Bloomington, IN 47401, 3 beds, 2 baths

$579,000

3 beds2 baths1,824 sq ft

526 S Mitchell St, Bloomington, IN 47401

Property at 202 E Hillside Dr, Bloomington, IN 47401, 2 beds, 1 bath

$217,800

2 beds1 bath912 sq ft

202 E Hillside Dr, Bloomington, IN 47401

Property at 1001 S Rogers St, Bloomington, IN 47403, 2 beds, 1 bath

$259,900

2 beds1 bath1,008 sq ft

1001 S Rogers St, Bloomington, IN 47403

Property at 516 S Mitchell St, Bloomington, IN 47401, 7 beds, 3 baths

$579,000

7 beds3 baths2,704 sq ft

516 S Mitchell St, Bloomington, IN 47401

Property at 501 S Highland Ave, Bloomington, IN 47401, 8 beds, 3 baths

$725,000

8 beds3 baths2,321 sq ft

501 S Highland Ave, Bloomington, IN 47401

Property at 621 W Oak St, Ellettsville, IN 47429, 3 beds, 2 baths

$280,000

3 beds2 baths1,942 sq ft

621 W Oak St, Ellettsville, IN 47429

Property at 7272 W Brighton Rd, Gosport, IN 47433, 3 beds, 1 bath

$280,000

3 beds1 bath1,344 sq ft

7272 W Brighton Rd, Gosport, IN 47433

Property at 519 W 4th St, Bloomington, IN 47404, 4 beds, 2 baths

$475,000

4 beds2 baths2,080 sq ft

519 W 4th St, Bloomington, IN 47404

Property at 4540 S Old State Road 37, Bloomington, IN 47401, 3 beds, 1 bath

$249,900

3 beds1 bath1,004 sq ft

4540 S Old State Road 37, Bloomington, IN 47401

Property at 150 W Wayside Dr, Bloomington, IN 47403, 4 beds, 3 baths

$399,900

4 beds3 baths3,010 sq ft

150 W Wayside Dr, Bloomington, IN 47403

Property at 816 S Anna Lee Ln, Bloomington, IN 47403, 2 beds, 2 baths

$420,000

2 beds2 baths1,754 sq ft

816 S Anna Lee Ln, Bloomington, IN 47403

Property at 800 S Rogers St, Bloomington, IN 47403, 3 beds, 1 bath

$375,000

3 beds1 bath1,450 sq ft

800 S Rogers St, Bloomington, IN 47403

Property at 105 E 1st St, Bloomington, IN 47401, 2 beds, 2 baths

$249,900

2 beds2 baths1,329 sq ft

105 E 1st St, Bloomington, IN 47401

Property at 1121 W Grant St, Ellettsville, IN 47429, 4 beds, 4 baths

$307,000

4 beds4 baths2,080 sq ft

1121 W Grant St, Ellettsville, IN 47429

Property at 425 E Dodds St, Bloomington, IN 47401, 3 beds, 2 baths

$379,700

3 beds2 baths1,370 sq ft

425 E Dodds St, Bloomington, IN 47401

Property at 800 W 4th St, Bloomington, IN 47404, 2 beds, 2 baths

$397,500

2 beds2 baths1,024 sq ft

800 W 4th St, Bloomington, IN 47404

Property at 2401 S Rogers St, Bloomington, IN 47403, 2 beds, 2 baths

$149,900

2 beds2 baths758 sq ft

2401 S Rogers St, Bloomington, IN 47403

Property at 325 S Fairview St, Bloomington, IN 47403, 2 beds, 2 baths

$275,000

2 beds2 baths1,086 sq ft

325 S Fairview St, Bloomington, IN 47403

Property at 4013 E Boltinghouse Rd, Bloomington, IN 47408, 3 beds, 1 bath

$259,900

3 beds1 bath1,428 sq ft

4013 E Boltinghouse Rd, Bloomington, IN 47408

Property at 300 S Reisner Rd Rd, Bloomington, IN 47401, 2 beds, 2 baths

$499,900

2 beds2 baths2,229 sq ft

300 S Reisner Rd Rd, Bloomington, IN 47401

Property at 532 S Pleasant Ridge Rd, Bloomington, IN 47401, 5 beds, 5.5 baths

$939,949

5 beds5.5 baths5,146 sq ft

532 S Pleasant Ridge Rd, Bloomington, IN 47401

Property at 1513 1/2 S Huntington Dr, Bloomington, IN 47401, 2 beds, 1 bath

$135,000

2 beds1 bath800 sq ft

1513 1/2 S Huntington Dr, Bloomington, IN 47401

Property at 3710 S Leonard Springs Rd, Bloomington, IN 47403, 5 beds, 2.5 baths

$369,000

5 beds2.5 baths2,746 sq ft

3710 S Leonard Springs Rd, Bloomington, IN 47403

Property at 1026 S Greenwood Ave, Bloomington, IN 47401, 3 beds, 2 baths

$685,000

3 beds2 baths1,802 sq ft

1026 S Greenwood Ave, Bloomington, IN 47401

Property at 402 E 1st St, Bloomington, IN 47401, 5 beds, 3 baths

$689,900

5 beds3 baths2,455 sq ft

402 E 1st St, Bloomington, IN 47401

Property at 1113 S Washington St, Bloomington, IN 47401, 3 beds, 2 baths

$249,900

3 beds2 baths1,596 sq ft

1113 S Washington St, Bloomington, IN 47401

Property at 526 S Woodlawn Ave Unit 1 & 2, Bloomington, IN 47401, 4 beds, 3 baths

$550,000

4 beds3 baths2,384 sq ft

526 S Woodlawn Ave Unit 1 & 2, Bloomington, IN 47401

Property at 3399 S Bunger Rd, Bloomington, IN 47403, 2 beds, 1 bath

$1,200,000

2 beds1 bath1,542 sq ft

3399 S Bunger Rd, Bloomington, IN 47403

Property at 1910 W Arlington Rd, Bloomington, IN 47404, 3 beds, 2 baths

$199,900

3 beds2 baths1,406 sq ft

1910 W Arlington Rd, Bloomington, IN 47404

Property at 8146 Market, Stinesville, IN 47464, 1 bed, 1 bath

$97,500

1 bed1 bath667 sq ft

8146 Market, Stinesville, IN 47464

Property at 508 W Graham Dr, Bloomington, IN 47403, 2 beds, 2 baths

$246,900

2 beds2 baths2,091 sq ft

508 W Graham Dr, Bloomington, IN 47403

Property at 654 W Ladd Ave, Bloomington, IN 47403, 3 beds, 1 bath

$275,000

3 beds1 bath1,200 sq ft

654 W Ladd Ave, Bloomington, IN 47403

Property at 719 W 11th St, Bloomington, IN 47404, 3 beds, 1 bath

$299,900

3 beds1 bath1,872 sq ft

719 W 11th St, Bloomington, IN 47404

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Based on information submitted to the MLS GRID as of Fri Sep 18 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 Monroe County

There are currently 129 vintage homes for sale in Monroe County at a median listing price of $359K. 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, 111 homes have been sold in Monroe County. In addition to houses in Monroe County, there were also 179 condos, 1 townhouse, and 40 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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