Vintage homes for sale & real estate in South Side, MO

321 homes

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ABOUT THIS HOME
Vintage Home for sale in South Side, MO:
Discover the perfect blend of timeless bungalow character and modern upgrades in this stunning 4-bedroom, 2-bathroom Waldo residence. A welcoming interior features original hardwood floors and a cozy fireplace, perfectly complemented by a stylish barn door that adds a touch of rustic-modern flair. The heart of the home is the beautiful kitchen, offering a sleek and functional space for the home chef. While the interior shines, the exterior is a true private retreat, boasting landscaping and an expansive outdoor living setup. Enjoy quiet mornings under your gazebo, host large gatherings on the oversized deck, or unwind by the custom fire pit with built-in concrete seating. Despite these impr

$459,900

4 beds2 baths1,856 sq ft

7135 Jefferson St, Kansas City, MO 64114

6,970 sq ft lot • 2 garage spots • Built 1926

NEW 9 HRS AGO

ABOUT THIS HOME
Vintage Home for sale in South Side, MO:
Ideally located just approximately 10 minutes from downtown Kansas City and the stadiums, this truly one-of-a-kind property offers a rare combination of accessibility, privacy, and versatility. Fully gated with electronic gate access, the estate provides an added layer of security and exclusivity while remaining close to the heart of the city. Set on expansive acreage, it is an exceptional fit for large or multi-generational families, as well as those seeking a turn-key event, retreat, or short-term rental property. The home has been thoughtfully designed with multiple oversized gathering areas, expansive living spaces, and a layout that comfortably accommodates large groups. The property c

$1,500,000

5 beds7 baths6,000 sq ft

6540 James A Reed Rd, Kansas City, MO 64133

Expansive acreage • Hot tub • Sauna

COMING SOON

ABOUT THIS HOME
Vintage Home for sale in South Side, MO:
WOW, all the important/big ticket items are NEW! New Roof & Gutters, New HVAC, fresh new interior paint & the entire house has been re-wired. (details in the supplements). Come see this beautiful bungalow that's just off Ward Parkway. Terrific hardwood floors, eat-in kitchen, private drive & garage, fenced in backyard & screened in porch off the living room with large bonus room on the second floor. Nothing to do but move in & enjoy.

$340,000

3 beds1 bath1,671 sq ft

1005 W 77 Ter, Kansas City, MO 64114

6,277 sq ft lot • Garage • Built 1932

NEW 23 HRS AGO

ABOUT THIS HOME
Vintage Home for sale in South Side, MO:
Slam-dunk investment opportunity!! This home has been completely remodeled: New roof, HVAC, Water heater, floors, plumbing, electrical, windows, paint, appliances, hardware and fixtures. AND it's already rented with a great tenant until July 2027, ABOVE the 1% rule! Rent is at $1675/month with a potential TAP of $200/month (awaiting paperwork/confirmation). Enjoy a plug-and-play rental.

$160,000

3 beds2 baths1,280 sq ft

5822 Agnes Ave, Kansas City, MO 64130

New floors • New plumbing • Completely remodeled

ABOUT THIS HOME
Vintage Home for sale in South Side, MO:
Ring in the New Year in a Home That Feels Just Right!. .. Welcome in the New Year with a fresh start in this inviting ranch-style home situated on a desirable corner lot. Offering 3 bedrooms and 1.5 bathrooms, this home features comfortable one-level living with the convenience of main-floor laundry. The unfinished basement provides excellent potential for future living space, storage, or customization to fit your goals for the year ahead. A one-car garage adds everyday practicality, while the functional layout and natural light create a warm, welcoming atmosphere. This home presents an excellent opportunity to begin the next chapter with comfort, simplicity, and room to grow.

$159,900

3 beds1.5 baths1,250 sq ft

4516 E 112th Ter, Kansas City, MO 64137

One car garage • Unfinished basement • Main floor laundry

Property at 11123 Grand Ave, Kansas City, MO 64114, 3 beds, 3 baths

$289,000

3 beds3 baths2,500 sq ft

11123 Grand Ave, Kansas City, MO 64114

Property at 7404 Walnut St, Kansas City, MO 64114, 3 beds, 2 baths

$375,000

3 beds2 baths1,514 sq ft

7404 Walnut St, Kansas City, MO 64114

Property at 6139 S Benton Ave, Kansas City, MO 64130, 4 beds, 2 baths

$75,000

4 beds2 baths1,379 sq ft

6139 S Benton Ave, Kansas City, MO 64130

Property at 8242 Belleview Ave, Kansas City, MO 64114, 3 beds, 2 baths

$275,000

3 beds2 baths1,300 sq ft

8242 Belleview Ave, Kansas City, MO 64114

Property at 4824 Agnes Ave, Kansas City, MO 64130, 3 beds, 1.5 baths

$82,000

3 beds1.5 baths792 sq ft

4824 Agnes Ave, Kansas City, MO 64130

Property at 10 E Pocahontas Ln, Kansas City, MO 64114, 3 beds, 1 bath

$214,950

3 beds1 bath1,240 sq ft

10 E Pocahontas Ln, Kansas City, MO 64114

Property at 3823 E 71st St, Kansas City, MO 64132, 4 beds, 2 baths

$165,000

4 beds2 baths1,466 sq ft

3823 E 71st St, Kansas City, MO 64132

4 beds3 baths2,208 sq ft

3203 E 107th Ter, Kansas City, MO 64137

Property at 6821 Bales Ave, Kansas City, MO 64132, 3 beds, 2 baths

$165,000

3 beds2 baths1,430 sq ft

6821 Bales Ave, Kansas City, MO 64132

Property at 7304 E 109th Ter, Kansas City, MO 64134, 3 beds, 2 baths

$240,000

3 beds2 baths1,922 sq ft

7304 E 109th Ter, Kansas City, MO 64134

Property at 9107 Charlotte St, Kansas City, MO 64131, 2 beds, 1 bath

$120,000

2 beds1 bath780 sq ft

9107 Charlotte St, Kansas City, MO 64131

Property at 6207 E 150th Ter, Grandview, MO 64030, 2 beds, 1 bath

$152,000

2 beds1 bath925 sq ft

6207 E 150th Ter, Grandview, MO 64030

Property at 7945 Madison Ave, Kansas City, MO 64114, 3 beds, 2 baths

$365,000

3 beds2 baths1,341 sq ft

7945 Madison Ave, Kansas City, MO 64114

Property at 14724 Bellaire Ave, Grandview, MO 64030, 3 beds, 2 baths

$150,000

3 beds2 baths1,483 sq ft

14724 Bellaire Ave, Grandview, MO 64030

Property at 8310 Pico St, Kansas City, MO 64114, 3 beds, 2 baths

$270,000

3 beds2 baths1,546 sq ft

8310 Pico St, Kansas City, MO 64114

Property at 5433 Tracy Ave, Kansas City, MO 64110, 3 beds, 2 baths

$325,000

3 beds2 baths1,415 sq ft

5433 Tracy Ave, Kansas City, MO 64110

Property at 5110 Bellefontaine Ave, Kansas City, MO 64130, 3 beds, 1 bath

$150,000

3 beds1 bath836 sq ft

5110 Bellefontaine Ave, Kansas City, MO 64130

$325,000

4 beds2.5 baths2,383 sq ft

8701 Ward Pkwy, Kansas City, MO 64114

Property at 1212 W 72nd St, Kansas City, MO 64114, 3 beds, 2.5 baths

$530,000

3 beds2.5 baths2,532 sq ft

1212 W 72nd St, Kansas City, MO 64114

Property at 2309 E 77th St, Kansas City, MO 64132, 3 beds, 2 baths

$269,200

3 beds2 baths2,295 sq ft

2309 E 77th St, Kansas City, MO 64132

Property at 7414 Jarboe St, Kansas City, MO 64114, 4 beds, 3 baths

$599,950

4 beds3 baths2,435 sq ft

7414 Jarboe St, Kansas City, MO 64114

Property at 7210 Hullwood Ave, Kansas City, MO 64133, 3 beds, 2 baths

$169,900

3 beds2 baths1,380 sq ft

7210 Hullwood Ave, Kansas City, MO 64133

Property at 8307 Holmes Rd, Kansas City, MO 64131, 3 beds, 2 baths

$214,950

3 beds2 baths1,586 sq ft

8307 Holmes Rd, Kansas City, MO 64131

Property at 4215 E 61st St, Kansas City, MO 64130, 4 beds, 2.5 baths

$265,000

4 beds2.5 baths2,184 sq ft

4215 E 61st St, Kansas City, MO 64130

Property at 927 W 78th St, Kansas City, MO 64114, 4 beds, 2 baths

$345,000

4 beds2 baths1,612 sq ft

927 W 78th St, Kansas City, MO 64114

Property at 5409 Paseo Blvd, Kansas City, MO 64110, 8 beds, 4 baths

$265,000

8 beds4 baths— sq ft

5409 Paseo Blvd, Kansas City, MO 64110

Property at 7726 Summit St, Kansas City, MO 64114, 3 beds, 2 baths

$252,000

3 beds2 baths1,344 sq ft

7726 Summit St, Kansas City, MO 64114

Property at 8512 Belleview Ave, Kansas City, MO 64114, 3 beds, 2.5 baths

$425,000

3 beds2.5 baths1,622 sq ft

8512 Belleview Ave, Kansas City, MO 64114

Property at 5437 Brooklyn Ave, Kansas City, MO 64130, 3 beds, 1 bath

$65,000

3 beds1 bath1,268 sq ft

5437 Brooklyn Ave, Kansas City, MO 64130

Property at 1200 W 86th St, Kansas City, MO 64114, 2 beds, 2 baths

$315,000

2 beds2 baths1,611 sq ft

1200 W 86th St, Kansas City, MO 64114

Property at 2129 E 77th Ter, Kansas City, MO 64132, 4 beds, 1 bath

$90,000

4 beds1 bath1,404 sq ft

2129 E 77th Ter, Kansas City, MO 64132

Property at 1004 W 96th St, Kansas City, MO 64114, 3 beds, 2.5 baths

$375,000

3 beds2.5 baths2,650 sq ft

1004 W 96th St, Kansas City, MO 64114

Property at 600 W 101st Ter, Kansas City, MO 64114, 3 beds, 2 baths

$319,900

3 beds2 baths1,512 sq ft

600 W 101st Ter, Kansas City, MO 64114

Property at 3401 E 58th Ter, Kansas City, MO 64130, 2 beds, 2 baths

$129,900

2 beds2 baths1,536 sq ft

3401 E 58th Ter, Kansas City, MO 64130

Property at 8409 Mercier St, Kansas City, MO 64114, 3 beds, 1.5 baths

$335,000

3 beds1.5 baths1,396 sq ft

8409 Mercier St, Kansas City, MO 64114

Property at 5430 Oakley Ave, Kansas City, MO 64130, 1 bed, 1 bath

$165,000

1 bed1 bath958 sq ft

5430 Oakley Ave, Kansas City, MO 64130

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Based on information submitted to the MLS GRID as of Tue Dec 23 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

There are currently 321 vintage homes for sale in South Side at a median listing price of $219K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in South Side stay on the market for 57 days and receive 1 offers. Popular neighborhoods include Bal Harbor Ocean Front, Martin City, Shawnee Mission, Lake Lees Summit, and Waldo. This map is refreshed with the newest listings in South Side every 15 minutes.

In the past month, 156 homes have been sold in South Side. In addition to houses in South Side, there were also 13 condos, 56 townhouses, and 28 multi-family units for sale in South Side last month. Find your dream home in South Side 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 are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in South Side. If you're looking to sell your home in the South Side area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in South Side with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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