56 High St, Middlefield, CT 06455
Property image
Property image
OFF MARKET

$511,800

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

56 High St, Middlefield, CT 06455

Est. Refi. Payment $3,500/mo*
Refinance Your Home
Currently Off Market - Sold Mar 29, 2018 for $318,000

Home Value

Trulia Estimate
$512K
Since last month
Decreased$6K (-1.2%)
Since last year
Increased$21K (+4.3%)
Since last sale
Increased$193K (+60.7%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +80% in the last 10 years
MonthEstimated value
2026
August 2026$511K
July 2026$517K
June 2026$527K
May 2026$523K
April 2026$505K
March 2026$498K
February 2026$473K
January 2026$473K
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
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
45 Dwight Road, Middlefield, CT
0.30
Single-Family Home
$475,000
04/27/26
3
1.5
1,554
11 Burt Dr, Middlefield, CT
0.41
Single-Family Home
$248,000
07/30/26
4
2.5
1,900
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
239 Baileyville Road, Middlefield, CT
0.38
Single-Family Home
$310,000
09/18/25
2
1.5
610
121 Powder Hill Road, Middlefield, CT
0.62
Single-Family Home
$246,000
05/27/26
3
1.5
1,642
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
10 Massasoit Road, Middlefield, CT
0.64
Single-Family Home
$285,000
10/10/25
2
1
672

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
53 High Street, Middlefield, CT 06455
0.03
$369,100
2
1
1,080
Off Market
38 High Street, Middlefield, CT 06455
0.09
$403,700
3
2
2,576
Off Market
157 Baileyville Road, Middlefield, CT 06455
0.13
$699,900
4
4
1,871
For Sale
161 Baileyville Road, Middlefield, CT 06455
0.15
$326,900
2
1
869
Off Market
4 Lakeview Pl Extension, Middlefield, CT 06455
0.17
$337,600
2
1
850
Off Market
1 Lakeview Pl Extension, Middlefield, CT 06455
0.18
$480,500
4
2
1,329
Off Market
31 High Street & Baileyville Road Lot 4, Middlefield, CT 06455
0.16
$522,400
3
2.5
2,063
Off Market
31 High Street & Baileyville Road Lot 1, Middlefield, CT 06455
0.16
$640,500
4
2.5
2,614
Off Market
4 Lakeview #4, Middlefield, CT 06455
0.21
$621,200
2
2.5
2,453
Off Market
6 Lakeview Place, Middlefield, CT 06455
0.19
$291,500
2
1
756
Recently Sold
32 Powder Hill Road, Middlefield, CT 06455
0.23
$589,400
3
2.5
2,812
Off Market
19 High Street, Middlefield, CT 06455
0.17
$749,000
2
1.5
4,073
For Sale

Local Information

  • Map ViewExplore the area around 56 High St.
  • Schools1 Preschool School3 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1865
Lot Size
0.3 acres
Living Area
2,286 sqft
Price/Sqft
$224

About this House

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.
56 High St, Middlefield, CT 06455 is a 3 bedroom, 2 bathroom, 2,286 sqft single-family home built in 1865. It last sold for $318,000 on Mar 29, 2018. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $511,800, with a rent estimate of $2,859/month.

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 and Tax history

DateEventPrice
Mar 29, 2018
Source: Smart MLS #G10238231
Sold
$318,000
Feb 13, 2018
Source: Agent Provided
PendingToActive
$288,000
Feb 1, 2018
Source: Agent Provided
Pending
$288,000
Jan 31, 2018
Source: Agent Provided
PendingToActive
$288,000
Jan 25, 2018
Source: Agent Provided
Pending
$288,000

Market trends in Middlefield

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
9
4MoM

Around this home

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
    Flag
  • 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
    Flag
  • 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

LGBTQ Local Legal Protections

Frequently asked questions about 56 High St

  • What is 56 High St estimated to be worth?
    Trulia's estimated value for 56 High St in Middlefield, CT is $511,800.
  • What is the price history for 56 High St?
    56 High St in Middlefield, CT last sold for $318,000 in March 2018.
  • Is Middlefield a buyer's or seller's market?
    Middlefield is currently a seller's market, based on recent for-sale activity.
  • What do residents say about Middlefield?
    Residents describe Middlefield, CT as well-kept, dog-friendly, and easy to park in. Most residents say you need a car. See recently sold homes in Middlefield, CT.
  • Does 56 High St have air conditioning?
    Yes, 56 High St in Middlefield, CT has air conditioning.
  • How big is the lot at 56 High St?
    The lot at 56 High St in Middlefield, CT is about 0.30 acres (13,068 sq ft).

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