Vintage homes for sale & real estate in Bloomington, IN

106 homes

Sort:

Recommended

ABOUT THIS HOME
Vintage Home for sale in Bloomington, 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 Bloomington, 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

ABOUT THIS HOME
Vintage Home for sale in Bloomington, IN:
If you've been looking for a renovated two bedroom bungalow with a great backyard and off-street parking, look no further! This McDoel Gardens cutie has been lovingly refurbished and used as an Airbnb for short term rentals. With this premium location a buyer could use this as an owner-occupied home, a long-term rental, or an Airbnb. Located only one mile from downtown restaurants, bars, and shopping and 1.7 miles from IU's Sample Gates, this property is hard to beat! The sellers are offering this property fully furnished and equipped with everything needed for a turnkey move-in! Walk to Hopscotch Coffee and Cardinal Spirits for a taste of some local favorites and enjoy the B-Line trail for

$246,500

2 beds1 bath872 sq ft

515 W Allen St, Bloomington, IN 47403

Premium location • Full basement • Renovated bungalow

ABOUT THIS HOME
Vintage Home for sale in Bloomington, IN:
Welcome to your slice of country living! This charming and rustic farmhouse sits on 5.89 picturesque acres featuring a partially wooded lot, a peaceful creek running through the property, and an old barn with solid bones—perfect for storage, a garage, or a creative workshop. The home exudes character throughout and offers modern comfort with a newer HVAC system and water heater, both replaced in 2019. Washer and dryer are included in the sale for added convenience. Enjoy the serenity of rural life while staying close to it all—just 10 minutes from Lake Monroe and less than 20 minutes to Indiana University’s campus. This property is full of potential and ready for your pers

$335,000

2 beds1 bath1,250 sq ft

7530 S Strain Ridge Rd, Bloomington, IN 47401

Close to lake monroe • Partially wooded lot • Peaceful creek

ABOUT THIS HOME
Vintage Home for sale in Bloomington, IN:
Incredible Airbnb income property with a solid rental history! This home has been completely remodeled and is near the vibrant downtown! This would make a great investment or an owner-occupied home. Recent updates include New Roof, New Siding, New Doors and Windows, New Kitchen, New Flooring, Tiled Showers and the list goes on! This is one you have to see to appreciate all the work that has been done to make this home shine! Plenty of off-street parking is another great feature!

$299,000

3 beds2 baths1,340 sq ft

750 S Walnut St, Bloomington, IN 47401

New siding • New doors • Completely remodeled

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 1600 E 2nd St, Bloomington, IN 47401, 4 beds, 2 baths

$425,000

4 beds2 baths1,585 sq ft

1600 E 2nd St, Bloomington, IN 47401

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 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 7680 S Fairfax Rd, Bloomington, IN 47401, 4 beds, 4 baths

$350,000

4 beds4 baths2,272 sq ft

7680 S Fairfax Rd, Bloomington, IN 47401

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 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 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 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 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 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 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 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 1420 E Maxwell Ln, Bloomington, IN 47401, 3 beds, 2 baths

$525,000

3 beds2 baths1,976 sq ft

1420 E Maxwell Ln, 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 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 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 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 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 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 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 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 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 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 815 S Rose Ave, Bloomington, IN 47401, 5 beds, 2 baths

$440,000

5 beds2 baths2,845 sq ft

815 S Rose Ave, Bloomington, IN 47401

Property at 1101 S Rogers St, Bloomington, IN 47403, 5 beds, 4 baths

$420,000

5 beds4 baths2,276 sq ft

1101 S Rogers St, Bloomington, IN 47403

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 420 N Kimble Dr, Bloomington, IN 47404, 2 beds, 1 bath

$199,900

2 beds1 bath1,050 sq ft

420 N Kimble Dr, Bloomington, IN 47404

Property at 405 W Hillside Dr, Bloomington, IN 47403, 2 beds, 1 bath

$189,900

2 beds1 bath739 sq ft

405 W Hillside Dr, Bloomington, IN 47403

Viewing page 2 of 3

Based on information submitted to the MLS GRID as of Sun Nov 30 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 Bloomington

There are currently 106 vintage homes for sale in Bloomington at a median listing price of $350K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Bloomington stay on the market for 91 days. Popular neighborhoods include High Point, Mc Doel Gardens, Bryan Park, Renwick, and Eastside. This map is refreshed with the newest listings in Bloomington every 15 minutes.

In the past month, 47 homes have been sold in Bloomington. In addition to houses in Bloomington, there were also 88 condos, 1 townhouse, and 16 multi-family units for sale in Bloomington last month. Bloomington is a minimally walkable city in Monroe County with a Walk Score of 43. Bloomington is home to approximately 79,905 people and 48,956 jobs. Find your dream home in Bloomington 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 Bloomington are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Bloomington. Our Bloomington real estate stats and trends will give you more information about home buying and selling trends in Bloomington. If you're looking to sell your home in the Bloomington area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Bloomington 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 Bloomington, IN

Nearby Cities

Zip Codes

Neighborhoods

Nearby Cities with Vintage Homes

Nearby Neighborhoods with Vintage Homes

More to explore in Bloomington, IN

How to buy a house in Bloomington, 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

Why Redfin?

Community Impact

Diversity & Inclusion

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.