You need to take a better exterior picture. The sun is behind the house making it look very dark.

Waht style do you plan for the interior. I am huge believer in the fact the inside does not need to mimic the outside of a home . Looks awesome inside BTW As for curb appeal yes we need pics in the daytime from much futher back

Try uploading your new photo again.

What a great house! The evening pic of the exterior looks warm and inviting, it's just beautiful!

A daytime pic will help you get good advice on the landscaping.

I'd replace the clapboard siding on the top front gable and replace with tudor style trims to compliment the other gable.

For the living/dining room, I’d be careful not to make everything new and contemporary after restoring the floors. A 1923 Tudor already has so much character that I’d build on it rather than compete with it.

I’d keep the larger furniture relatively restrained and bring in character through a few strong pieces — a traditional or Murano-style chandelier, a substantial framed mirror, porcelain or ceramic pieces, and perhaps one or two objects with a real sense of history. That mix can make the room feel collected over time rather than decorated all at once.

I recently put together a video about five luxury pieces that have survived centuries of changing design trends. Several of them — especially the Venetian-style mirror and Murano-style chandelier — could work beautifully as inspiration for a Tudor interior without turning the room into a period set:
https://youtu.be/PoZYuVMbVXQ

For the dining room, I’d begin with the table placement before choosing the rug, chairs, or lighting. Center the table on the room’s main axis, preserve comfortable circulation around it, and align the overhead fixture with the table rather than automatically with the room—especially if the best furniture layout is slightly off-center.

A warm, visually calm solid-wood table could relate naturally to the refinished floors and the home’s architectural woodwork without making the interior feel like a literal Tudor reproduction. Then add contrast through lighter upholstered chairs, a generously scaled rug, and simpler lighting so the room feels collected rather than overly themed.

Which of the two pictured interiors will be the dining room? That will determine the most useful table orientation and scale.

Was the siding on the large gable added some time after the house was built? That doesn't look appropriate on a Tudor style home. Will suggest you find out what is under that. It may be half-timbering. If so, I would remove the siding altogether and let the half-timbering (if it exists) shine.