Vintage homes for sale & real estate in South Side Indianapolis, IN

321 homes

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OPEN SUN, 2PM TO 4PM

ABOUT THIS HOME
Vintage Home for sale in South Side Indianapolis, IN:
Nestled at 3780 E Pleasant Run Parkway North DR, Indianapolis, IN, this charming single-family residence awaits its new owners. Built in 1955, this home offers a blend of classic charm and modern potential, set on a generous 14,767 square foot lot. Ready for your personal touch, this property is more than just a house; it's a canvas for your future. Step inside to discover a cozy living area spanning 1026 square feet, thoughtfully designed to maximize space and comfort. The three bedrooms provide ample accommodation for family and guests, each room offering a tranquil retreat. Natural light floods through the windows, creating a warm and inviting atmosphere throughout. The heart of this hom

$150,000

3 beds1 bath1,026 sq ft

3780 E Pleasant Run Parkway North Dr, Indianapolis, IN 46201

Functional kitchen • Generous lot • Cozy living area

ABOUT THIS HOME
Vintage Home for sale in South Side Indianapolis, IN:
Move in Before the New Year!!! 3 Bedrm w/ 1 1/2 Baths Completely Updated! Gas Furnace/Central Air/Roof-All 5 yrs old! Gas Water Heater-8 Yrs Old! Newer Windows! Newer Floor Coverings! Newer Light Fixtures & Ceiling Fans! Painted Woodwork! Newer Kitchen & Baths! Lg Covered Porch Welcomes your Guests to Your New Home in Beech Grove which has EZ walking to Main Street area! Beautiful Parks! Floor Plan offers Bedroom, Half Bath & Family w/ Separate Side Entry Door! Huge 20x12 Covered Patio w/ small storage area Plus Lg Mini-Barn & Fully Fenced Backyard w/ Firepit for Outdoor Enjoyment!!

$215,000

3 beds1.5 baths1,620 sq ft

1995 Britton Dr, Beech Grove, IN 46107

Gas furnace • Newer kitchen • Lg covered porch

OPEN SUN, 2PM TO 4PM

ABOUT THIS HOME
Vintage Home for sale in South Side Indianapolis, IN:
Located in the vibrant Bates-Hendricks neighborhood just south of downtown Indianapolis, this stunning craftsman masterfully blends timeless character with modern sophistication. This "Stately House on Sanders" was beautifully reimagined by Two Chicks & a Hammer for the Season 4 premiere of HGTV's Good Bones! Originally built in 1904, this 4-bedroom, 3.5-bath has over 3,000 square feet of living space. Showcasing breathtaking original woodwork and soaring 10-foot ceilings, this home has thoughtful updates throughout. The kitchen features stainless steel appliances, a spacious center island, custom tile backsplash, and floor-to-ceiling cabinetry. Perfectly located just minute

$559,000

4 beds3.5 baths3,566 sq ft

609 Sanders St, Indianapolis, IN 46203

10-foot ceilings • Original woodwork • Stunning craftsman

ABOUT THIS HOME
Vintage Home for sale in South Side Indianapolis, IN:
2018 Prospect St, this attractive property presents a unique opportunity to own a piece of architectural history. Built in 1910, this triplex has been lovingly maintained and has had a complete renovation and update, including all new electrical, plumbing and mechanicals. Units 1 and 2 are mirror images of each other. The living rooms are a bright and airy space, enhanced by the soaring vaulted ceiling, which creates an atmosphere of grandeur and openness. The kitchen features shaker cabinets and a backsplash, creating a stylish and functional eat-in area. There is also a laundry area, complete with a washer and dryer at the end of this space. Both bedrooms and one full bathroom are upstair

$500,000

2 beds5 baths3,180 sq ft

2018 Prospect St, Indianapolis, IN 46203

Laundry area • Shaker cabinets • Fenced backyard

ABOUT THIS HOME
Vintage Home for sale in South Side Indianapolis, IN:
Step inside this welcoming ranch-style brick home in the Twin Aire neighborhood and see the potential waiting for you. With its comfortable layout and bright, open feel, this home offers a great start for anyone looking to make a place their own. The location is convenient to Downtown, Fountain Square, the East side and Irvington. This single-level home features a large fenced back yard for kids or pets. Inside, you'll find 2 bedrooms and 1 bathroom with all appliances included. A solid opportunity in a well-loved neighborhood. The city of Indianapolis has made a substantial, five hundred million dollar investment into this area. The home had previously been used as a mid-term rental. All f

$149,000

2 beds1 bath912 sq ft

2526 English Ave, Indianapolis, IN 46201

6,360 sq ft lot • Garage • Built 1950

Property at 1138 Harlan St, Indianapolis, IN 46203, 3 beds, 1 bath

$144,000

3 beds1 bath1,934 sq ft

1138 Harlan St, Indianapolis, IN 46203

Property at 712 Terrace Ave, Indianapolis, IN 46203, 2 beds, 2 baths

$320,000

2 beds2 baths2,370 sq ft

712 Terrace Ave, Indianapolis, IN 46203

Property at 1617 Fletcher Ave, Indianapolis, IN 46203, 3 beds, 2 baths

$255,000

3 beds2 baths1,512 sq ft

1617 Fletcher Ave, Indianapolis, IN 46203

Property at 409 Harlan St, Indianapolis, IN 46201, 2 beds, 1 bath

$205,000

2 beds1 bath1,428 sq ft

409 Harlan St, Indianapolis, IN 46201

Property at 1416 Comer Ave, Indianapolis, IN 46203, 4 beds, 2 baths

$210,000

4 beds2 baths1,080 sq ft

1416 Comer Ave, Indianapolis, IN 46203

Property at 29 E Palmer St, Indianapolis, IN 46225, 5 beds, 3.5 baths

$369,000

5 beds3.5 baths2,520 sq ft

29 E Palmer St, Indianapolis, IN 46225

Property at 115 S Bancroft St, Indianapolis, IN 46201, 3 beds, 2.5 baths

$198,000

3 beds2.5 baths1,793 sq ft

115 S Bancroft St, Indianapolis, IN 46201

Property at 227 S 12th Ave, Beech Grove, IN 46107, 3 beds, 1 bath

$240,000

3 beds1 bath2,751 sq ft

227 S 12th Ave, Beech Grove, IN 46107

Property at 1529 Martin St, Indianapolis, IN 46227, 4 beds, 1 bath

$194,000

4 beds1 bath1,465 sq ft

1529 Martin St, Indianapolis, IN 46227

Property at 1606 English Ave, Indianapolis, IN 46201, 3 beds, 2 baths

$350,000

3 beds2 baths1,925 sq ft

1606 English Ave, Indianapolis, IN 46201

Property at 1240 W Sumner Ave, Indianapolis, IN 46217, 4 beds, 1 bath

$224,900

4 beds1 bath2,486 sq ft

1240 W Sumner Ave, Indianapolis, IN 46217

Property at 1701 Southern Ave, Beech Grove, IN 46107, 4 beds, 2 baths

$224,900

4 beds2 baths1,430 sq ft

1701 Southern Ave, Beech Grove, IN 46107

Property at 1212 S Keystone Ave, Indianapolis, IN 46203, 3 beds, 2.5 baths

$245,000

3 beds2.5 baths2,123 sq ft

1212 S Keystone Ave, Indianapolis, IN 46203

Property at 331 W Southern Ave, Indianapolis, IN 46225, 3 beds, 2.5 baths

$249,900

3 beds2.5 baths2,212 sq ft

331 W Southern Ave, Indianapolis, IN 46225

Property at 1902 S Delaware St, Indianapolis, IN 46225, 5 beds, 3 baths

$160,000

5 beds3 baths2,224 sq ft

1902 S Delaware St, Indianapolis, IN 46225

Property at 1830 Orleans St, Indianapolis, IN 46203, 4 beds, 2.5 baths

$225,900

4 beds2.5 baths2,314 sq ft

1830 Orleans St, Indianapolis, IN 46203

Property at 608 Lincoln St, Indianapolis, IN 46203, 4 beds, 1 bath

$173,000

4 beds1 bath2,446 sq ft

608 Lincoln St, Indianapolis, IN 46203

Property at 4219 Mathews Ave, Indianapolis, IN 46227, 3 beds, 1.5 baths

$124,900

3 beds1.5 baths1,469 sq ft

4219 Mathews Ave, Indianapolis, IN 46227

Property at 525 E Markwood Ave, Indianapolis, IN 46227, 2 beds, 1.5 baths

$293,200

2 beds1.5 baths2,872 sq ft

525 E Markwood Ave, Indianapolis, IN 46227

Property at 844 E Berwyn St, Indianapolis, IN 46203, 2 beds, 1 bath

$145,000

2 beds1 bath1,663 sq ft

844 E Berwyn St, Indianapolis, IN 46203

Property at 1452 Lexington Ave, Indianapolis, IN 46203, 3 beds, 2 baths

$314,900

3 beds2 baths1,808 sq ft

1452 Lexington Ave, Indianapolis, IN 46203

Property at 1218 Union St, Indianapolis, IN 46225, 7 beds, 6 baths

$191,900

7 beds6 baths3,722 sq ft

1218 Union St, Indianapolis, IN 46225

Property at 349 E Morris St, Indianapolis, IN 46225, 3 beds, 1 bath

$159,000

3 beds1 bath1,100 sq ft

349 E Morris St, Indianapolis, IN 46225

(708) 560-1282

Property at 1462 S Illinois St, Indianapolis, IN 46225, 3 beds, 2 baths

$110,000

3 beds2 baths1,056 sq ft

1462 S Illinois St, Indianapolis, IN 46225

Property at 1425 S East St, Indianapolis, IN 46225, 3 beds, 2.5 baths

$299,000

3 beds2.5 baths2,157 sq ft

1425 S East St, Indianapolis, IN 46225

Property at 1321 Hoyt Ave, Indianapolis, IN 46203, 5 beds, 3.5 baths

$549,900

5 beds3.5 baths3,303 sq ft

1321 Hoyt Ave, Indianapolis, IN 46203

Property at 866 Fletcher Ave, Indianapolis, IN 46203, 5 beds, 2 baths

$499,000

5 beds2 baths3,292 sq ft

866 Fletcher Ave, Indianapolis, IN 46203

Property at 5231 E Cheryl Ln, Indianapolis, IN 46203, 3 beds, 2 baths

$219,900

3 beds2 baths2,100 sq ft

5231 E Cheryl Ln, Indianapolis, IN 46203

Property at 976 E Pleasant Run Parkway North Dr, Indianapolis, IN 46203, 2 beds, 1.5 baths

$260,000

2 beds1.5 baths2,737 sq ft

976 E Pleasant Run Parkway North Dr, Indianapolis, IN 46203

Property at 2233 Saint Paul St, Indianapolis, IN 46203, 3 beds, 1 bath

$170,000

3 beds1 bath864 sq ft

2233 Saint Paul St, Indianapolis, IN 46203

Property at 215 Trowbridge St, Indianapolis, IN 46201, 1 bed, 1 bath

$63,500

1 bed1 bath1,071 sq ft

215 Trowbridge St, Indianapolis, IN 46201

Property at 2329 Saint Paul St, Indianapolis, IN 46203, 2 beds, 1 bath

$128,000

2 beds1 bath672 sq ft

2329 Saint Paul St, Indianapolis, IN 46203

Property at 66 E Regent St, Indianapolis, IN 46225, 3 beds, 1 bath

$115,000

3 beds1 bath2,055 sq ft

66 E Regent St, Indianapolis, IN 46225

Property at 1621 Union St, Indianapolis, IN 46225, 4 beds, 1 bath

$110,000

4 beds1 bath3,393 sq ft

1621 Union St, Indianapolis, IN 46225

Property at 1419 Wright St, Indianapolis, IN 46203, 4 beds, 3.5 baths

$469,000

4 beds3.5 baths4,056 sq ft

1419 Wright St, Indianapolis, IN 46203

Property at 1537 Barth Ave, Indianapolis, IN 46203, 3 beds, 6 baths

$585,000

3 beds6 baths3,300 sq ft

1537 Barth Ave, Indianapolis, IN 46203

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Based on information submitted to the MLS GRID as of Sun Dec 07 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 South Side Indianapolis

There are currently 321 vintage homes for sale in South Side Indianapolis at a median listing price of $220K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in South Side Indianapolis stay on the market for 66 days and receive 1 offers. Popular neighborhoods include Lanikai Beach, Downtown Indianapolis, Fountain Square, Bates-Hendricks, and Irvington. This map is refreshed with the newest listings in South Side Indianapolis every 15 minutes.

In the past month, 111 homes have been sold in South Side Indianapolis. In addition to houses in South Side Indianapolis, there were also 6 condos, 12 townhouses, and 41 multi-family units for sale in South Side Indianapolis last month. Find your dream home in South Side Indianapolis 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 South Side Indianapolis are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in South Side Indianapolis. If you're looking to sell your home in the South Side Indianapolis area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in South Side Indianapolis with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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