56 High St, Middlefield, CT 06455
OFF MARKET

56 High St
Middlefield, CT 06455

  • 3 Beds
  • 2 Baths
  • 2,286 sqft (on 0.30 acres)

$521,300

Trulia Estimate
as of May 31, 2026
Est. Refi. Payment $3,500/mo*
Refinance Your Home

$521,300

Trulia Estimate
as of May 31, 2026
Est. Refi. Payment $3,500/mo*
Refinance Your Home
3 Beds
2 Baths
2,286 sqft
(on 0.30 acres)

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

Nestled in Middlefield walking distance to local restaurants, ski area, golf course, this charming home has a wonderful open floor making it a perfect home for every season. Lovingly landscaped and maintained it offers a peaceful setting. The residence has been updated throughout and additions added over the years adding to its size and functionality. You will love the large master bedroom suite with fireplace and small private balcony deck. The sunken family room with fireplace creates a great spot for entertaining and it is located just off the large kitchen ideal for holidays and large gatherings. Refinished hardwood floors are throughout, a formal dining room, large first floor office and 2 additional bedrooms are upstairs. Top if off w central air, hydro air, and an outside patio and deck area that just begs for a dinner party. The vintage barn has storage space for all your lawn and garden equipment and upstairs is a great bonus, a heated and air conditioned "Man Cave"! This great location is easy commuting to Hartford or New Haven in just 30 min. With a location of 56 High Street you can even walk your child to their first day of school. Septic system upgrade in process will be completed prior to closing. Will meet current code.
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources.

Home Highlights

Parking
No Info
Outdoor
Deck
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
No Info

Home Details for 56 High St

Interior Features

Heating & Cooling
Heating: Forced Air, OilAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2
Interior Details
Number of Rooms: 8

Exterior Features

Exterior Home Features
Roof: AsphaltDeckExterior: Wood
Parking & Garage
Parking Spaces: 2

Property Information

Year Built
Year Built: 1865
Property Type / Style
Property Type: Single Family HomeArchitecture: Old Style

Community

Units in Building: 1

Lot Information

Lot Area: 0.30 acres

Price History for 56 High St

DatePriceEventSource
03/29/2018$318,000Sold
Smart MLS #G10238231
02/13/2018$288,000PendingToActiveAgent Provided
02/01/2018$288,000PendingAgent Provided
01/31/2018$288,000PendingToActiveAgent Provided
01/25/2018$288,000PendingAgent Provided
12/07/2017$288,000PriceChange
Agent Provided
10/31/2017$298,000PriceChange
Agent Provided
10/10/2017$308,900PriceChange
Agent Provided
07/22/2017$318,900Listed For SaleAgent Provided
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Property Tax and Assessment

Year2025
Tax$6,371
Assessment$213,800
Home facts updated by county records

Comparable Sales for 56 High St

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
30 Dwight Road, Middlefield, CT
0.39
Single-Family Home
$409,500
09/03/25
3
1.5
1,960
38 High Street, Middlefield, CT
0.09
Single-Family Home
$375,000
07/25/25
3
2
2,576
45 Dwight Road, Middlefield, CT
0.30
Single-Family Home
$475,000
04/27/26
3
1.5
1,554
17 Esther Drive, Middlefield, CT
0.41
Single-Family Home
$465,528
04/30/26
3
2.5
2,152
6 Lakeview Place, Middlefield, CT
0.19
Single-Family Home
$291,500
05/01/26
2
1
756
32 Powder Hill Road, Middlefield, CT
0.23
Single-Family Home
$550,000
08/28/25
3
2.5
2,812
239 Baileyville Road, Middlefield, CT
0.38
Single-Family Home
$310,000
09/18/25
2
1.5
610
51 Lake Shore Drive, Middlefield, CT
0.56
Single-Family Home
$324,000
09/19/25
2
1
1,258
110 Lake Shore Drive, Middlefield, CT
0.55
Single-Family Home
$421,000
11/06/25
3
1
624
15 Seneca Road, Middlefield, CT
0.69
Single-Family Home
$331,000
06/26/25
2
1
883

Nearby homes

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Assigned Schools

These are the assigned schools for 56 High St.
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
    Flag
  • 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
    Flag

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Apartments for Rent

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Homes for sale near 56 High St

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Off Market Homes Near 56 High St

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Homes for rent near 56 High St

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56 High St, Middlefield, CT 06455 is a 3 bedroom, 2 bathroom, 2,286 sqft single-family home built in 1865. This property is not currently available for sale. 56 High St was last sold on Mar 29, 2018 for $318,000. The current Trulia Estimate for 56 High St is $521,300.