27 Chipeway Rd, Middlefield, CT 06455
OFF MARKET

27 Chipeway Rd
Middlefield, CT 06455

  • 2 Beds
  • 2 Baths
  • 1,887 sqft

$385,500

Trulia Estimate
as of Jul 7, 2026
Est. Refi. Payment $2,616/mo*
Refinance Your Home

$385,500

Trulia Estimate
as of Jul 7, 2026
Est. Refi. Payment $2,616/mo*
Refinance Your Home
2 Beds
2 Baths
1,887 sqft

Local Information

  • Map ViewExplore the area around 27 Chipeway Rd.
  • Schools1 Preschool School3 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

This single-family home is located at 27 Chipeway Rd, Middlefield, CT. 27 Chipeway Rd is in Middlefield, CT and in ZIP code 06455. This property has 2 bedrooms, 2 bathrooms and approximately 1,887 sqft of floor space. This property has a lot size of 9583 sqft and was built in 1941.
27 Chipeway Rd, Middlefield, CT 06455 is a 2 bedroom, 2 bathroom, 1,887 sqft single-family home built in 1941. It is currently off market. The Trulia Estimate is $385,500, with a rent estimate of $3,116/month.

Home Highlights

Parking
No Info
Outdoor
Deck
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago

Home Details for 27 Chipeway Rd

Interior Features

Heating & Cooling
Heating: Other, OilAir ConditioningHeating Fuel: Other
Levels, Entrance, & Accessibility
Stories: 1
Interior Details
AtticNumber of Rooms: 5

Exterior Features

Exterior Home Features
Roof: AsphaltDeckExterior: Wood

Property Information

Year Built
Year Built: 1941
Property Type / Style
Property Type: Single Family HomeArchitecture: Conventional

Community

Units in Building: 1

Lot Information

Lot Area: 9583 sqft

Market trends in Middlefield

Last updated May 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
5
1MoM
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Property Tax and Assessment

Year2025
Tax$5,492
Assessment$184,300
Home facts updated by county records

Comparable Sales for 27 Chipeway Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
51 Lake Shore Drive, Middlefield, CT
0.21
Single-Family Home
$324,000
09/19/25
2
1
1,258
86 Lake Shore Drive, Middlefield, CT
0.15
Single-Family Home
$1,002,500
07/10/25
3
3
2,055
10 Massasoit Road, Middlefield, CT
0.28
Single-Family Home
$285,000
10/10/25
2
1
672
110 Lake Shore Drive, Middlefield, CT
0.17
Single-Family Home
$421,000
11/06/25
3
1
624
198 Lake Shore Dr, Middlefield, CT
0.19
Single-Family Home
$420,000
11/03/25
2
1
700
14 Mattabeseck Road, Middlefield, CT
0.22
Single-Family Home
$289,900
01/23/26
1
1
780
87 Lake Shore Drive, Middlefield, CT
0.12
Single-Family Home
$307,000
09/27/25
2
1
760
22 Lake Shore Drive, Middlefield, CT
0.34
Single-Family Home
$960,000
08/22/25
4
3.5
3,536
239 Baileyville Road, Middlefield, CT
0.56
Single-Family Home
$310,000
09/18/25
2
1.5
610
6 Lakeview Place, Middlefield, CT
0.49
Single-Family Home
$291,500
05/01/26
2
1
756

Nearby homes

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Assigned Schools

These are the assigned schools for 27 Chipeway Rd.
View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Middlefield

At least 15 Trulia users voted on each feature.

  • 100 % Say there's holiday spirit

  • 100 % Say car is needed

  • 93 % Say yards are well-kept

  • 90 % Say it's dog friendly

  • 84 % Say parking is easy

  • 83 % Say people would walk alone at night

  • 81 % Say there's wildlife

  • 76 % Say kids play outside

  • 75 % Say it's quiet

  • 63 % Say neighbors are friendly

  • 58 % Say they plan to stay for at least 5 years

  • 50 % Say there are community events

  • 39 % Say it's walkable to restaurants

  • 19 % Say streets are well-lit

  • 12 % Say it's walkable to grocery stores

Sourced by Trulia users. Learn more about our methodology.
  • Christina
    "Great area to walk dogs and meet other dogs. We have a dog park as well and lots of walking and hiking trails "
    0
    Flag
  • Kelican8621
    "Lived here for 7-8 years. Elementary through high school years actually. Great place to grow up and raise a family. The park in the center of town is well maintained and continually is adding additional activities for the community "
    1
    Flag
  • Mazie123b
    "Middlefield is a great town. Everyone is very friendly and neighborly and it is overall a safe place to live. "
    1
    Flag
  • Beannbeann
    "Great neighborhood. Every one is friendly. Nice area to take walks. No car traffic. And only a few miles from shopping. "
    1
    Flag
  • Beannbeann
    "Great area to walk your dog around and there’s a dog park within two miles from this area by the lake"
    0
    Flag
  • Beannbeann
    "Great small town to raise children. Close to shopping and highways but far enough away that you feel your living in the country. "
    0
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  • Beannbeann
    "I’ve lived in this neighborhood for 18 years now and it’s great. Friendly neighbors. Houses are close enough to walk from house to house but most properties are at least a half acre or more. Great area for kids to grow up in. "
    0
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  • Mazie B.
    "People are constantly walking their dogs around the neighborhood. There are no sidewalks, but there are plenty of nice, quiet, open streets. "
    0
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  • Debi W.
    "Lived here almost all my life - love small-town living! You can always count on your neighbors to be there for you. Quiet and tranquil - but close to big cities!"
    3
    Flag
  • Lisareed2018
    "My family has lived in this town for more than 100 years. I love this little town. Good schools, great homeownership ratio, nice homes with good sized yards, skiing, recreation, nestled in the country, but close enough to cities, too! "
    0
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Apartments for Rent

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Homes for sale near 27 Chipeway Rd

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Off Market Homes Near 27 Chipeway Rd

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