Full ring 2/5 NL home game.

Lots of crazy action at this table.
Hero: BB $1400 Playing very tight.
BTN: $1500 Drunk maniac, playing every pot. In for several thousand at this point.

OTTH
One limper and folds around to V: raise $35
Hero: AhAd 3! to $100
Folds to V: call

Pot $200
Flop: 3d 4d 5s

Hero: bet $100
V: raise to $300
Hero: call

V has taken this line earlier in a 3! pre-flop pot against another player with T9o, flopped a straight, and raised the flop. I don't think he'd raise here light. I'm thinking at this point that he may have two pair+, or combo draw.

Pot $800
Turn: Jh

Hero: check
V: bet 250
Hero: call

I feel like I'm behind here a lot, but seems too nitty to fold.

Pot $1300
River: Kd

I now have the nut flush blocker, with $750 behind. Hero?

your 3b pre is WAY too small considering you are 280bb eff with V.......it’s too small even if you were 100bb eff

I’d normally 3b pre to $160 when 280bb eff but against a drunk guy playing every pot I’d make it $175. If he calls then the pot will be $350 on the flop and you will have an SPR of 3.5. With that SPR I’m most likely stacking off against a drunk guy.

I do agree as well the preflop 3-Bet size is too small. I'd go somewhere in the range of $110 - $125.

I would be more aggressive with my 3b pre like others have recommended. You're OOP and there's still a V between you and the V who opened.

As played, c/c or c/f depending on odds and equity. I don't think you have enough fold equity to jam profitably here.