108 School St, Middlefield, CT 06455
Property image
Property image
OFF MARKET

$466,000

Trulia Estimate
  • 3 Beds
  • 1.5 Baths
  • 1,774 sqft (on 1.63 acres)

108 School St, Middlefield, CT 06455

Est. Refi. Payment $3,231/mo*
Refinance Your Home
Currently Off Market - Sold Nov 19, 2021 for $320,000

Home Value

Trulia Estimate
$466K
Since last month
Decreased$4K (-0.9%)
Since last year
Increased$23K (+5.2%)
Since last sale
Increased$147K (+45.9%)
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 +73% in the last 10 years
MonthEstimated value
2026
August 2026$467K
August 2026$467K
July 2026$471K
June 2026$477K
May 2026$476K
April 2026$462K
March 2026$458K
February 2026$436K
January 2026$438K
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
169 Cedar Street, Rockfall, CT
0.59
Single-Family Home
$333,000
08/28/26
2
1
1,591
53 Maryland Dr, Middlefield, CT
0.55
Single-Family Home
$437,150
02/05/26
4
3
2,231
161 Peters Lane, Rockfall, CT
0.83
Single-Family Home
$401,000
10/10/25
2
2
1,208
53 Cedar Street, Rockfall, CT
1.01
Single-Family Home
$551,000
06/30/26
3
2
1,792
29 Jackson Hill Road, Middlefield, CT
0.39
Single-Family Home
$775,000
09/04/26
4
4
4,718
2 Ballfall Road, Rockfall, CT
1.08
Single-Family Home
$252,500
09/10/26
3
1.5
1,440
6 Sunrise Ridge, Rockfall, CT
1.10
Single-Family Home
$425,000
09/10/26
3
2
1,951
8 Higby Rd, Middlefield, CT
0.66
Single-Family Home
$1,500,000
01/16/26
3
2
1,416
25 Aresco Drive, Rockfall, CT
1.12
Single-Family Home
$440,000
09/26/25
3
2
1,483
341 Main Street, Rockfall, CT
1.31
Single-Family Home
$500,000
06/12/26
3
3
1,838

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
65 Jackson Hill Road, Middlefield, CT 06455
0.32
$562,300
4
3
2,291
Off Market
2 Oxford Drive, Middlefield, CT 06455
0.38
$386,500
3
1
1,576
Off Market
29 Jackson Hill Road, Middlefield, CT 06455
0.39
$775,000
4
4
4,718
Recently Sold
27 Maryland Drive, Middlefield, CT 06455
0.49
$340,400
4
1
1,384
Off Market
24 Valleyview Drive, Middlefield, CT 06455
0.52
$334,100
2
1
1,040
Off Market
12 Valley Heights Drive, Middlefield, CT 06455
0.56
$423,600
3
2
2,228
Off Market
56 Woodland Heights, Rockfall, CT 06481
0.54
$454,000
3
2.5
1,588
Off Market
169 Cedar Street, Rockfall, CT 06481
0.59
$333,000
2
1
1,591
Recently Sold
52 Woodland Heights, Rockfall, CT 06481
0.57
$454,200
3
1.5
2,052
Off Market
43 Woodland Heights, Rockfall, CT 06481
0.59
$429,400
3
1.5
1,544
Off Market
44 Woodland Heights, Rockfall, CT 06481
0.60
$396,100
3
2
1,332
Off Market
10 Crestview Drive #10, Middlefield, CT 06455
0.61
$638,600
3
2.5
3,280
Off Market

Local Information

  • Map ViewExplore the area around 108 School St.
  • Schools1 Preschool School3 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1956
1.63 acre lot
1,774 sqft
$263/sqft
Garage

About this House

Take a look at this picture-perfect oversized Cape, beautifully situated on a private 1.63 acre level lot at the end of a cul-de-sac. Offering spacious main floor living with hardwood floors and 1774 square feet, including a large dining room, a huge front to back living room with built-ins and fireplace offering exclusive access to a covered porch, and a large eat-in kitchen with sunroom annex featuring a bay window. There are 3 large bedrooms on the second floor, all with custom built-ins for added storage. There's much to love here with lots of updates including Central A/C (2009), new septic system (2006), all new windows, vinyl siding, and architectural shingle roof (2003), ample storage, rear stepped deck. Take advantage of this convenient location delivering easy access to downtown Middletown, shopping, restaurants, commuting, and more! Some interior updating will transform this into your forever home. Note: Wall-to-wall carpeting has just been removed throughout to reveal original solid oak flooring. Floors will need sanding to remove remaining carpet underlayment and restore luster!
108 School St, Middlefield, CT 06455 is a 3 bedroom, 2 bathroom, 1,774 sqft single-family home built in 1956. It last sold for $320,000 on Nov 19, 2021. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $466,000, with a rent estimate of $2,930/month.

Home Details for 108 School St

Interior Features

Heating & Cooling
Heating: Baseboard, OilAir ConditioningCooling System: CentralHeating Fuel: Baseboard
Levels, Entrance, & Accessibility
Stories: 2
Interior Details
Number of Rooms: 7
Appliances & Utilities
DishwasherDryerRefrigeratorWasher

Exterior Features

Exterior Home Features
Roof: AsphaltDeckExterior: Other
Parking & Garage
GarageParking Spaces: 2Parking: Garage Detached

Property Information

Year Built
Year Built: 1956
Property Type / Style
Property Type: Single Family HomeArchitecture: Cape Cod

Community

Units in Building: 1

Lot Information

Lot Area: 1.63 acres

Price and Tax history

DateEventPrice
Nov 19, 2021
Source: Smart MLS #170443409
Sold
$320,000
Oct 18, 2021
Source: William Raveis Real Estate, Mortgage & Insurance #170443409
Pending
$299,000
Oct 18, 2021
Source: Smart MLS #170443409
PendingToActive
$299,000
Oct 17, 2021
Source: Smart MLS #170443409
Contingent
$299,000
Oct 14, 2021
Source: Smart MLS #170443409
Listed For Sale
$299,000

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 108 School St

  • What is 108 School St estimated to be worth?
    Trulia's estimated value for 108 School St in Middlefield, CT is $466,000.
  • What is the price history for 108 School St?
    108 School St in Middlefield, CT last sold for $320,000 in November 2021.
  • 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 108 School St have air conditioning?
    Yes, 108 School St in Middlefield, CT has air conditioning.
  • Does 108 School St have laundry facilities?
    Yes, 108 School St in Middlefield, CT has in-unit laundry.

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