I'm not sure if you are still looking, but just came across your post...
Winthrop is a hidden seaside community often overlooked by many. It's a town that faces West, so your views are of the entire Boston skyline and sunsets. The nice thing is it's only 5 milies from downtown Boston. A commuter ferry is also going to be established which will go right into Rowes Wharf.
Your price point can afford you direct waterfront, whether home or condo.
Check out www.AtlantisMarina.net The Residences at the Atlantis Marina
This is a luxury brand new condo community on direct waterfront and a new marina. If you are into boating, you can purchase a condo with a slip. All condos face the water with private balconies, and views are amazing. High end luxury finishes throughout. Your pricepoint can afford you one of our deluxe units. Also, every unit comes with 2 deeded parking spaces...and we have a heated underground garage! (Something you'll appreciate come winter in New England!)
It's a thought...I'm also well versed in Swampscott, Marblehead, Nahant...all Northshore communities reasonably close to Boston.
Feel free to email or call with any questions and/or if you wish to check out The Residences at the Atlantis Marina.... 617-990-2209
Wishing you all the best...