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Old 05-17-2016, 02:57 PM
 
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Hello,

I am looking to move to Litchfield County and am planning on starting a family there. I am a fan of all things historical and charming, which is what sparked my interest in this area.

Can anyone recommend any towns in this county that are small, charming and historical? I'd also like a good school district.

Likewise, are there any towns that I should stay away from?


Thank you in advance!

Mary
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Old 05-17-2016, 03:17 PM
 
Location: Connecticut
503 posts, read 398,340 times
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Quote:
Originally Posted by miss.mary View Post
Hello,

I am looking to move to Litchfield County and am planning on starting a family there. I am a fan of all things historical and charming, which is what sparked my interest in this area.

Can anyone recommend any towns in this county that are small, charming and historical?
I want to say all of them are nice except for Torrington and Winchester/Winsted. The town of Litchfield itself is particularly charming.
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Old 05-17-2016, 05:59 PM
 
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Litchfield, then New Milford, then Washington, and then Kent/Sharon/Norfolk.
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Old 05-17-2016, 06:09 PM
 
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The more ideal smaller towns with ample amenities for families are Litchfield and Woodbury. Litchfield's schools are generally higher ranked, but Woodbury (which shares a district with neighboring Bethlehem) has solid performance as well. Each town has solid rec programs, great early childhood options, and good libraries.

Avoid Torrington and Winsted. I would also skip Canaan - too remote - and know that if you live in a town like Sharon, Cornwall, Washington, or Kent, you will be pretty far off the beaten path (15-20 min to do more than the most basic of food shopping, for example)

Visit Thomaston and Watertown along with New Milford to see whether they fit your expectations. They are all larger former mill/factory towns. Of those three, NM probably has the better schools
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Old 05-17-2016, 07:21 PM
 
Location: Fairfield County CT
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I used to drag my husband up to Woodbury to go antiquing. I have not seen a lot of Litchfield County to compare it to but Woodbury is a lovely little town. We used to stop and eat pie at a noted eatery but I can't remember the name right now. I am not sure how historical Woodbury is but to me it seemed to be a very charming New England town. Something you might see in a movie set.
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Old 05-17-2016, 07:38 PM
 
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Budget and the home/land you expect also fit into the picture. The real estate can range widely. A nice sizable charming (but modern upkeep) historical home with land in Washington or Roxbury will likely be over $1 million while you can get a small cottage in Bantam or Morris for a third of that.

As stated, I would avoid Torrington/Canaan/Winsted, though they can be dirt cheap. Poor schools, unsavory people and major drug issues.

Kent/Sharon/Cornwall are quite remote but nice and sort of the middle of the price range. Woodbury/Litchfield are closest to I-84 and Rt 8 respectively, and closer to significant shopping. Washington/Roxbury/Bridgewater are the most expensive and have the best school system in the county (Region 12). Harwinton is an affordable rural town but since it shares a school district with Burlington which is in Hartford County, a lot of people don't really consider it part of Litchfield County.

New Milford, Watertown, and Thomaston are in the low-mid range in terms of price, desirability and schools but better than Torrington and Winsted.

Towns besides those are even more remote (Salisbury, Norfolk..)..
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Old 05-17-2016, 08:00 PM
 
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This is a fairly typical older/period historic-esque home in Woodbury.
177 Minortown Rd, Woodbury, CT 06798 | MLS #W10109408 | Zillow

Zillow shows about a half dozen on the market right now in the 300-450K range. Most are near the town center, this particular one is a bit out of town, closer to Watertown.
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Old 05-17-2016, 08:41 PM
 
Location: Fairfield County CT
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Quote:
Originally Posted by hvexpatinct View Post
This is a fairly typical older/period historic-esque home in Woodbury.
177 Minortown Rd, Woodbury, CT 06798 | MLS #W10109408 | Zillow

Zillow shows about a half dozen on the market right now in the 300-450K range. Most are near the town center, this particular one is a bit out of town, closer to Watertown.


That's a CT charmer. That's what I'm talking about. If you painted the door a light Williamsburg blue and added window boxes in the same color it doesn't get any better. And it has the white picket fence too.
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Old 05-18-2016, 08:58 AM
 
Location: Weston, CT
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I am partial to the town of Norfolk. Beautiul, some culture with Yale School of Music, lots of history
Good luck
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Old 05-18-2016, 09:31 AM
 
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Originally Posted by FairfieldCountyPal View Post
I am partial to the town of Norfolk. Beautiul, some culture with Yale School of Music, lots of history
Good luck
Also the Farmers Market though it's tough Litchfields farmer market or Norfolk. Plus Norfolk has the Infinity Music Hall.
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