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

327 homes

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ABOUT THIS HOME
Vintage Home for sale in South Side, MO:
Welcome to 5630 Woodland Avenue, a completely remodeled bungalow that’s bursting with charm and thoughtful updates from top to bottom! Step inside and you’ll instantly fall in love with the gorgeous hardwood floors, fresh design, and a layout that feels both cozy and open. The kitchen is a true showstopper, featuring sleek quartz counters, a stylish tile backsplash, new cabinetry and even a pot filler for the family chef! The bathrooms have been tastefully reimagined with modern finishes that feel fresh yet timeless. Upstairs, discover your own private retreat, an airy and serene space ideal for relaxing after a long day. Outside, the large detached 2-car garage is a huge bonus,

$259,000

3 beds2 baths1,500 sq ft

5630 Woodland Ave, Kansas City, MO 64110

6,534 sq ft lot • 2 garage spots • Built 1902

ABOUT THIS HOME
Vintage Home for sale in South Side, MO:
Don't miss this exciting opportunity! Whether you are a first-time homebuyer or a sharp investor, this two-bedroom, one-bath, one-car garage is a must-see. Hardwood flooring, a relaxing screened front porch for added privacy, and a fenced front yard all add to the charisma of this one-of-a-kind home. Reach out today to schedule a showing!

$115,000

2 beds1 bath956 sq ft

5132 Olive St, Kansas City, MO 64130

Hardwood flooring • Screened front porch • Fenced front yard

ABOUT THIS HOME
Vintage Home for sale in South Side, MO:
QUICK POSSESSION AVAILABLE! Completely remodeled in 2023, this 3-bedroom, 2-bath home combines modern design with comfortable living. The open layout features hardwood floors, a custom fireplace, and a beautiful kitchen with new cabinets, upgraded appliances, and a wet bar with a wine cooler, beverage fridge, and extra storage. The remodeled sunroom offers a bright, inviting space for entertaining or relaxing. Outside, a large textured concrete patio with bistro lights and a privacy fence sets the scene for evenings spent with friends or quiet mornings with coffee. The unfinished basement adds potential for expansion and value-add in the future. Protected by a newly installed security syste

$344,900

3 beds2 baths1,303 sq ft

8117 Summit St, Kansas City, MO 64114

8,151 sq ft lot • Garage • Built 1955

ABOUT THIS HOME
Vintage Home for sale in South Side, MO:
This 3-bedroom, 3-bathroom home in Kansas City is a fantastic opportunity for a buyer looking to personalize their space. With some cosmetic updates, you can quickly add value while customizing the home to your style. Enjoy the convenience of easy highway access via 87th Street and I-435. Schedule your showing today!

$156,000

3 beds3 baths1,220 sq ft

7800 E 91st St, Kansas City, MO 64138

Easy highway access • 0.24 acre lot • Garage

ABOUT THIS HOME
Vintage Home for sale in South Side, MO:
SWEAT EQUITY! Roll up your sleeves with this 4 bed 2 bath property in Kansas City MO! With a huge master bedroom that accesses the upper deck, a 1 car garage, and huge fully fenced yard, you can easily expand your equity in this charming neighborhood! Don’t wait - schedule your showing today!

$109,900

4 beds2 baths1,000 sq ft

5401 Norton Ave, Kansas City, MO 64130

8,160 sq ft lot • 2 garage spots • Built 1953

Property at 5019 Agnes Ave, Kansas City, MO 64130, 3 beds, 1.5 baths

$165,000

3 beds1.5 baths1,359 sq ft

5019 Agnes Ave, Kansas City, MO 64130

Property at 8016 E 75th St, Kansas City, MO 64138, 3 beds, 2 baths

$250,000

3 beds2 baths1,984 sq ft

8016 E 75th St, Kansas City, MO 64138

Property at 7634 Charlotte St, Kansas City, MO 64131, 3 beds, 3 baths

$300,000

3 beds3 baths2,200 sq ft

7634 Charlotte St, Kansas City, MO 64131

Property at 13808 Norby Rd, Grandview, MO 64030, 4 beds, 1.5 baths

$270,000

4 beds1.5 baths1,884 sq ft

13808 Norby Rd, Grandview, MO 64030

Property at 3870 E 61 St, Kansas City, MO 64130, 2 beds, 1 bath

$110,000

2 beds1 bath816 sq ft

3870 E 61 St, Kansas City, MO 64130

Property at 38 W 74th Ter, Kansas City, MO 64114, 3 beds, 1.5 baths

$230,000

3 beds1.5 baths1,236 sq ft

38 W 74th Ter, Kansas City, MO 64114

Property at 3822 E 68th Ter, Kansas City, MO 64132, 2 beds, 1 bath

$139,000

2 beds1 bath799 sq ft

3822 E 68th Ter, Kansas City, MO 64132

Property at 5100 Garfield Ave, Kansas City, MO 64130, 4 beds, 2 baths

$319,900

4 beds2 baths2,400 sq ft

5100 Garfield Ave, Kansas City, MO 64130

Property at 2304 E 75th St, Kansas City, MO 64132, 2 beds, 1 bath

$84,900

2 beds1 bath832 sq ft

2304 E 75th St, Kansas City, MO 64132

Property at 13516 12th St, Grandview, MO 64030, 3 beds, 1.5 baths

$155,000

3 beds1.5 baths925 sq ft

13516 12th St, Grandview, MO 64030

Property at 712 W 91st St, Kansas City, MO 64114, 4 beds, 3 baths

$339,000

4 beds3 baths1,932 sq ft

712 W 91st St, Kansas City, MO 64114

Property at 5230 E 51st St, Kansas City, MO 64130, 2 beds, 1 bath

$90,000

2 beds1 bath908 sq ft

5230 E 51st St, Kansas City, MO 64130

Property at 5025 Lydia Ave, Kansas City, MO 64110, 5 beds, 3 baths

$459,999

5 beds3 baths3,012 sq ft

5025 Lydia Ave, Kansas City, MO 64110

Property at 7426 Indiana Ave, Kansas City, MO 64132, 3 beds, 1 bath

$115,000

3 beds1 bath874 sq ft

7426 Indiana Ave, Kansas City, MO 64132

Property at 7138 Sycamore Ave, Kansas City, MO 64133, 2 beds, 1.5 baths

$195,000

2 beds1.5 baths1,326 sq ft

7138 Sycamore Ave, Kansas City, MO 64133

Property at 5604 Paseo Blvd, Kansas City, MO 64110, 4 beds, 1.5 baths

$175,000

4 beds1.5 baths1,728 sq ft

5604 Paseo Blvd, Kansas City, MO 64110

Property at 5442 Brooklyn Ave, Kansas City, MO 64130, 3 beds, 2 baths

$225,000

3 beds2 baths1,268 sq ft

5442 Brooklyn Ave, Kansas City, MO 64130

Property at 13407 Bennington Ave, Grandview, MO 64030, 4 beds, 2 baths

$310,000

4 beds2 baths2,267 sq ft

13407 Bennington Ave, Grandview, MO 64030

Property at 4200 E 58th St, Kansas City, MO 64130, 3 beds, 2 baths

$160,000

3 beds2 baths616 sq ft

4200 E 58th St, Kansas City, MO 64130

Property at 5400 Olive St, Kansas City, MO 64130, 3 beds, 1.5 baths

$94,900

3 beds1.5 baths1,465 sq ft

5400 Olive St, Kansas City, MO 64130

Property at 7015 College Ave, Kansas City, MO 64132, 2 beds, 1 bath

$115,000

2 beds1 bath832 sq ft

7015 College Ave, Kansas City, MO 64132

Property at 801 E 95th St, Kansas City, MO 64131, 8 beds, 5 baths

$209,999

8 beds5 baths3,592 sq ft

801 E 95th St, Kansas City, MO 64131

Property at 10301 Richmond Ave, Kansas City, MO 64134, 4 beds, 3 baths

$135,000

4 beds3 baths2,336 sq ft

10301 Richmond Ave, Kansas City, MO 64134

Property at Undisclosed address, Kansas City, MO 64131, 3 beds, 1.5 baths

$220,000

3 beds1.5 baths1,334 sq ft

Undisclosed address, Kansas City, MO 64131

Property at 400 E 91st St, Kansas City, MO 64131, 3 beds, 2 baths

$290,000

3 beds2 baths1,570 sq ft

400 E 91st St, Kansas City, MO 64131

Property at 7325 Walrond Ave, Kansas City, MO 64132, 2 beds, 1 bath

$120,000

2 beds1 bath700 sq ft

7325 Walrond Ave, Kansas City, MO 64132

Property at 2321 E Meyer Blvd, Kansas City, MO 64132, 3 beds, 2 baths

$250,000

3 beds2 baths1,527 sq ft

2321 E Meyer Blvd, Kansas City, MO 64132

Property at 7516 Olive St, Kansas City, MO 64132, 4 beds, 2 baths

$225,000

4 beds2 baths2,304 sq ft

7516 Olive St, Kansas City, MO 64132

Property at 5043 Michigan Ave, Kansas City, MO 64130, 3 beds, 2 baths

$222,000

3 beds2 baths951 sq ft

5043 Michigan Ave, Kansas City, MO 64130

Property at 6136 & 6134 Brooklyn Ave, Kansas City, MO 64110, 4 beds, 3 baths

$250,000

4 beds3 baths2,800 sq ft

6136 & 6134 Brooklyn Ave, Kansas City, MO 64110

Property at 12418 3rd St, Grandview, MO 64040, 3 beds, 1 bath

$200,000

3 beds1 bath1,156 sq ft

12418 3rd St, Grandview, MO 64040

Property at 8304 Mercier St, Kansas City, MO 64114, 3 beds, 2 baths

$300,000

3 beds2 baths1,298 sq ft

8304 Mercier St, Kansas City, MO 64114

Property at 9815 James A Reed Rd, Kansas City, MO 64134, 4 beds, 2 baths

$165,000

4 beds2 baths1,200 sq ft

9815 James A Reed Rd, Kansas City, MO 64134

Property at 8706 Kentucky Ave, Raytown, MO 64138, 3 beds, 2 baths

$252,900

3 beds2 baths1,778 sq ft

8706 Kentucky Ave, Raytown, MO 64138

Property at 11700 Troost Ave Ave, Kansas City, MO 64131, 3 beds, 1.5 baths

$220,000

3 beds1.5 baths936 sq ft

11700 Troost Ave Ave, Kansas City, MO 64131

Property at 8511 E 110th Ter, Kansas City, MO 64134, 4 beds, 2 baths

$134,900

4 beds2 baths1,119 sq ft

8511 E 110th Ter, Kansas City, MO 64134

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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 South Side

There are currently 327 vintage homes for sale in South Side at a median listing price of $215K. 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 46 days and receive 1 offers. Popular neighborhoods include Bal Harbor Ocean Front, Shawnee Mission, Armour Hills, Lake Lees Summit, and Waldo. This map is refreshed with the newest listings in South Side every 15 minutes.

In the past month, 231 homes have been sold in South Side. In addition to houses in South Side, there were also 14 condos, 60 townhouses, and 33 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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