[Stylo]

Originally Posted by SteveM85

Agree, those early to mid-century homes are wonderful when well kept.

The area I’m referring to is 18th century, 19th century, and turn of century homes.

[SteveM85]

Originally Posted by Stylo

The area I’m referring to is 18th century, 19th century, and turn of century homes.

Early century, turn of the century, semantics, kind of the same idea.
The timbers used for construction in those days were of the highest quality.

[Vandy-bound]

New Haven vs Mansfield

Stonington vs Fairfield

Milford vs West Hartford

Old Saybrook vs Westport

[dazzleman]

Originally Posted by Stylo

Haha, of course.

That's too bad.... It would have been funny to hear stories about your (hypothetical) Milford court appearance...

[Danny K]

Hey Guys,

So referring to the Fairfield vs Stonington fixture, I was wondering which town would you say is more upscale overall? I haven't spent that much time in Stonington but enough time to realize that there are some very upscale areas within the town.

From growing up in Fairfield, I know that Southport is definitely the most upscale area there, followed by the Greenfield Hill area all the way up north towards the Hemlock Reservoir. There are some quite rich areas around the western part of the town along where the Merritt Pkwy crosses in from Westport. But then as you get further east towards the Fairfield University Area, and Tunix Hills, it is quite a bit more affordable and full of middle class residents. The Jennings Beach area is sort of upper middle-class with a few rich areas, but I believe the main reason that it is a little more upscale then some of the other areas is because it is right on the coast.

From what I know about Stonington, there are three areas that are very upscale: Mason's Island and the surrounding areas that lead to it, Lord's Point, and the Stonington Borough, but as far as I know the rest of Stonington is pretty affordable especially once you get a little more inland and away from the coastal areas.

Both towns I know have some very upscale areas and a few areas that are more affordable, but which town would you say is the overall more upscale? Many of you probably have more experience with that and real estate than I do.

Gosh though, they are both amazing towns, and I'm bummed that one of them has to go out this round.

[ProudFairfielder]

Originally Posted by Danny K

Hey Guys,

So referring to the Fairfield vs Stonington fixture, I was wondering which town would you say is more upscale overall? I haven't spent that much time in Stonington but enough time to realize that there are some very upscale areas within the town.

From growing up in Fairfield, I know that Southport is definitely the most upscale area there, followed by the Greenfield Hill area all the way up north towards the Hemlock Reservoir. There are some quite rich areas around the western part of the town along where the Merritt Pkwy crosses in from Westport. But then as you get further east towards the Fairfield University Area, and Tunix Hills, it is quite a bit more affordable and full of middle class residents. The Jennings Beach area is sort of upper middle-class with a few rich areas, but I believe the main reason that it is a little more upscale then some of the other areas is because it is right on the coast.

From what I know about Stonington, there are three areas that are very upscale: Mason's Island and the surrounding areas that lead to it, Lord's Point, and the Stonington Borough, but as far as I know the rest of Stonington is pretty affordable especially once you get a little more inland and away from the coastal areas.

Both towns I know have some very upscale areas and a few areas that are more affordable, but which town would you say is the overall more upscale? Many of you probably have more experience with that and real estate than I do.

Gosh though, they are both amazing towns, and I'm bummed that one of them has to go out this round.

I won't comment on Stonington but I will add on to your post about Fairfield. The beach area is very interesting in that it's the one part of town whose eastern portion is wealthier. I think this has to do with the fact that the coast is closer to downtown by Jennings (such that the waterfront homes have better proximity to downtown).

But I seriously think the Pine Creek area is so slept on. There's nothing like it in Fairfield County and most likely not west of New Haven (I'd have to drive around Milford more to know).
Drive down Old Dam Road and get teleported back to Southern Maine / Essex County MA

[BPt111]

New Haven vs Mansfield

Stonington vs Fairfield

Milford vs West Hartford

Old Saybrook vs Westport

[SteveM85]

Originally Posted by ProudFairfielder

But I seriously think the Pine Creek area is so slept on. There's nothing like it in Fairfield County and most likely not west of New Haven (I'd have to drive around Milford more to know).
Drive down Old Dam Road and get teleported back to Southern Maine / Essex County MA

I looked at a couple of houses down there (not the cheap ugly one on huge stilts). Its very nice though I didn't get transported anywhere. Its just one road that loops around. It does have an off the beaten pathness to it. Tokeneke in Darien and an areas in Norwalk Split Creek, Bell Island, Wilson Point are along the same lines a bit. Greenwich's Bell Haven as well. There's Compo Cove in Westport. Saugatuck Shores.
I just can't get enough of the CT coast Proud, so much so that I'm in escrow on it as we speak. Love it, I've done my due diligence.

[HariR]

New Haven vs Mansfield

Stonington vs Fairfield

Milford vs West Hartford

Old Saybrook vs Westport

[ProudFairfielder]

Originally Posted by SteveM85

I looked at a couple of houses down there (not the cheap ugly one on huge stilts). Its very nice though I didn't get transported anywhere. Its just one road that loops around. It does have an off the beaten pathness to it. Tokeneke in Darien and an areas in Norwalk Split Creek, Bell Island, Wilson Point are along the same lines a bit. Greenwich's Bell Haven as well. There's Compo Cove in Westport. Saugatuck Shores.
I just can't get enough of the CT coast Proud, so much so that I'm in escrow on it as we speak. Love it, I've done my due diligence.

Really? Some of them even have lobster pots outside and I'd consider that a vibe. I know you're more into architecture and I'm more into nature, so this may have slipped by you, but the road has multiple links to the largest salt marsh trail network in the whole state and an absolutely magical grey birch forest. But of course I completely agree with the "off the beaten path" vibe, which I think is the only spot in Fairfield south of 95 with that vibe