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Mountaincrest – Cheshire, CT

Mountaincrest is a picturesque neighborhood within the city of Cheshire, Connecticut. Cheshire is a wonderful community for homebuyers and has twice made Money magazine’s “100 Best Places to Live” as recently as 2011. Located in New Haven County, and close in proximity to New Haven, Cheshire is a quaint little town bursting with history and charm.

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Mountaincrest Drive is located in the southwestern part of Cheshire, off of Bethany Mountain Road, bordering Brooksvale Recreation Park not far from Route 10.


Parents with school-aged children should note Cheshire is known for outstanding educational institutions. The area boasts several great schools, both public and private. A quick search on reveals most of the local schools rank either 8 or 9 out of 10!

Connecticut is home to many highly ranked colleges known worldwide for excellence such as Wesleyan, Trinity, and of course Yale to name a few. There are too many to list in detail here, but if you live here you can rest assured it’s a brilliant place to go to college.


Getting Around

Transportation in and around Mountaincrest/Cheshire is mainly by car, however there are a couple public transit routes available:

J line/Whitney Ave:

This bus serviced by CT Transit connects Cheshire with surrounding towns with stops in: East Rock, Prospect Hill, Hamden, and Waterbury. This line also connects travelers to the 24-hr express to Hartford as well as other local city routes at the various stops.

Points of Interest and Historic Places

First Congregational Church of Cheshire:

Built in 1827, this Congregationalist church is a source of pride & is the official symbol of the town of Cheshire. Check out their annual Strawberry Festival, which has been held every summer for some time! Last year marked their 75th year. In addition, if you’re an artist or crafter then this is a good place to exhibit your work locally.

Barker Character, Comic and Cartoon Museum:

A fun place to bring kids, or take a walk down memory lane since this museum houses a large collection of toys and other nostalgia, including: lunch boxes, Pez dispensers, TV and movie memorabilia. However, don’t let the price tags fool you—while items are marked with their present value nothing in the museum is for sale.

Farmington Canal State Park Trail:

Dating back to the 1800s, the rail trail runs along the canal and is great for recreational hiking or biking. The 80-mile trail runs for 80 miles beginning in downtown New Haven all the way into Massachusetts closely paralleling Route 10.

Hitchcock-Phillips House:

Dating back to Cheshire’s early history, this lovely home is worth a visit. Built in 1785, this home is an example of Georgian. Hosting a party and need a venue? This charming abode is a lovely place to host a meeting or other event.

Marion Historic District:

Homes in Cheshire are also listed on the National Register of Historic Places in the Marion Historic District.

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