460 Main St, Middlefield, CT 06455
Property image
Property image
OFF MARKET

$566,500

Trulia Estimate
  • 4 Beds
  • 3 Baths
  • 3,345 sqft (on 0.53 acres)

460 Main St, Middlefield, CT 06455

Est. Refi. Payment $3,896/mo*
Refinance Your Home
Currently Off Market - Sold May 25, 2022 for $445,000

Home Value

Trulia Estimate
$567K
Since last month
Decreased$3K (-0.5%)
Since last year
Increased$16K (+2.9%)
Since last sale
Increased$121K (+27.2%)
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 +103% in the last 10 years
MonthEstimated value
2026
August 2026$566K
August 2026$566K
July 2026$569K
June 2026$576K
May 2026$574K
April 2026$563K
March 2026$561K
February 2026$538K
January 2026$540K
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
168 Hendley Street, Middletown, CT
2.74
Multi-Family Home
$402,500
07/17/26
4
2
1,494
27 Barbara Road, Middletown, CT
3.37
Multi-Family Home
$332,500
04/29/26
5
2
2,052
18 Bretton Rd, Middletown, CT
3.75
Multi-Family Home
$490,000
11/21/25
5
4
2,312
1 Jefferson Avenue, Middletown, CT
3.92
Multi-Family Home
$500,000
03/18/26
5
3
3,546
324 Washington Street, Middletown, CT
4.06
Multi-Family Home
$582,000
07/13/26
6
3
2,636
126 Highland Avenue, Middletown, CT
3.62
Multi-Family Home
$265,000
11/18/25
2
2
1,863
73 Durant Street, Middletown, CT
3.87
Multi-Family Home
$366,500
12/29/25
6
2
2,417
43-45 North Pearl Street, Meriden, CT
3.95
Multi-Family Home
$420,000
07/29/26
6
3.5
2,174
80 Home Ave, Middletown, CT
3.88
Multi-Family Home
$595,000
12/16/25
11
3
3,020
93 South Main Street, Middletown, CT
4.20
Multi-Family Home
$450,000
10/10/25
6
3
3,222

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
6 Bittersweet Ridge #A, Middlefield, CT 06455
0.25
$187,600
1
1
1,154
Off Market
6 Bittersweet Ridge #B, Middlefield, CT 06455
0.25
$199,900
1
1
746
Recently Sold
93 Ross Farms Road, Rockfall, CT 06481
0.25
$606,900
4
2.5
2,252
Off Market
10 Bittersweet Ridge #10, Middlefield, CT 06455
0.27
$306,800
2
1.5
1,726
Off Market
12 Bittersweet Ridge #12, Middlefield, CT 06455
0.29
$320,000
2
2
960
Recently Sold
51 Mack Road, Middlefield, CT 06455
0.28
$470,300
4
2
1,946
Off Market
52 High Meadow Lane, Middlefield, CT 06455
0.37
$770,300
4
2.5
4,456
Off Market
385 Jackson Hill Road, Middlefield, CT 06455
0.35
$414,700
3
2
1,337
Off Market
20 Mack Road, Middlefield, CT 06455
0.40
$539,500
4
3.5
2,776
Off Market
Baileyville Road, Middlefield, CT 06455
0.44
$399,000
-
-
-
For Sale
31 Toad Ridge Road, Middlefield, CT 06455
0.43
$444,200
3
2.5
2,296
Off Market
551 Main Street, Middlefield, CT 06455
0.47
$469,900
4
1.5
2,418
Off Market

Local Information

  • Map ViewExplore the area around 460 Main St.
  • Schools1 Preschool School3 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Multi-Family
Built in 1880
0.53 acre lot
3,345 sqft
$169/sqft

About this House

This beautiful colonial on .53 acres features a backyard pool area entertainment center that is a staycation paradise. This nicely situated home is adorned by lovely side yard flower gardens and to its most easterly border, dedicated open space. The amazing 40 ft. length inground pool, equipped with a custom-built cabana and a wrap around board walk-like deck is large enough to entertain the entire neighborhood, family and friends. The upper or lower level of this home also lends it self as an au pair convenience, in-law arrangement or separate quarters for guest. The lower level features hardwood flooring through out and an open concept. The kitchen area that over looks the pool and backyard is spacious and equipped with a center island & plenty of counter space. Both the living room and dinning room can be viewed from the kitchen. There are two bedrooms on the first level, one of them is 25 X 24 and can be easily be imagined into a studio, work out area, or theater room. This room features a full bath a separate sink area & also leads out to its own backyard deck. The upper level consist of two large bedrooms, living room, a wonderful culinary center and its own stackable washer and dryer. Within minutes of this iconic main street address are 4 Golf Courses, 54 Holes in all, Powder Ridge Ski area, Wadsworth Falls & Lyman Orchards. 460 Main is simply a great place to be. Also a great opportunity for an income investment or simply enjoy the entire space as your own.
460 Main St, Middlefield, CT 06455 is a 4 bedroom, 3 bathroom, 3,345 sqft multi-family built in 1880. It last sold for $445,000 on May 25, 2022. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $566,500, with a rent estimate of $2,101/month.

Home Details for 460 Main St

Interior Features

Heating & Cooling
Heating: Forced Air, OilHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2
Interior Details
AtticNumber of Rooms: 9

Exterior Features

Exterior Home Features
Roof: AsphaltDeckExterior: Other
Pool
Pool
Parking & Garage
Parking: Off Street

Property Information

Year Built
Year Built: 1880
Property Type / Style
Property Type: Multi FamilyArchitecture: Colonial

Community

Units in Building: 2

Lot Information

Lot Area: 0.53 acres

Price and Tax history

DateEventPrice
May 25, 2022
Source: Smart MLS #170430148
Sold
$445,000
May 24, 2022
Source: Smart MLS #170430148
Contingent
$459,000
Apr 17, 2022
Source: William Raveis Real Estate, Mortgage & Insurance #170430148
Pending
$459,000
Aug 18, 2021
Source: Smart MLS #170430148
Listed For Sale
$459,000

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 460 Main St

  • What is 460 Main St estimated to be worth?
    Trulia's estimated value for 460 Main St in Middlefield, CT is $566,500.
  • What is the price history for 460 Main St?
    460 Main St in Middlefield, CT last sold for $445,000 in May 2022.
  • 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 460 Main St have a pool?
    Yes, 460 Main St in Middlefield, CT has a pool.
  • Does 460 Main St have parking?
    Yes, 460 Main St in Middlefield, CT has on-site parking.

Apartments for Rent

Skip to last item
Skip to first item

Off Market Homes Near 460 Main St

Skip to last item
Skip to first item

Homes for sale near 460 Main St

Skip to last item
Skip to first item
Skip to last item
  • Results are loading
Skip to first item