This included updating the kitchen and bathrooms, improving the landscaping, and finishing the basement to maximize rental potential.

This way you get the more durable finish on the doors, so they don't chip as easy but you save money by not replacing all boxes too.Counters: granite comes in all shapes and sizes.  

(optional)Kitchen Remodel (2020): Updated countertops, cabinets, and installed new stainless steel appliances.Bathroom Renovation (2019): Added new tiles, modern fixtures, and a glass shower enclosure in the master bathroom.Finished Basement (2018): Added 600 sq. ft. of finished space, including a family room and home office.New Roof (2021): Replaced the entire roof with new shingles and added improved insulation.Landscaping (2022): Redesigned front and backyard with new plants, sod, and an outdoor seating area.Energy-Efficient Windows (2020): Installed energy-saving windows throughout the home.

You know whether people like to live to the east or west side of town, or want a walkable neighborhood more than a car-focused living experience, or more house or nice finishes, then you will probably be fine in any of those markets.  

You can build in sound proofing, but honestly I'd go with 2-3 floors for each so you don't have the tenant downstairs complaining about the one upstairs walking around at night.For costs-it could be more or less than new retail-depends on finishes of each. 

April-May and Late Oct to Mid December. 

Hey @Jeff Ryan - While I can not speak to your exact situation, I can speak to the thousands of homes I have walked here in Chicago, where majority of the homes were built in the late 1800s/early 1900s.I would say that 7/10 of the older homes I look at have some sort of settlement in the foundation, which causes the cracks and sloped floors you are mentioned you are seeing in your property. 

Hi @Reid H McKee and @Andrew Wright, Sorry this is quite a bit late. 

Also about to finish my first flip, it’s under contract. 

Sorry to be a little late to the party, but I am not clear on what exactly you want to do.Do you want to separate the first floor from the basement and then use the basement for a crash pad for when you visit?