252 E Main St, Middletown, CT 06457
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Property image
OFF MARKET

252 E Main St
Middletown, CT 06457

  • 2 Beds
  • 1 Bath
  • 840 sqft

$270,000

Trulia Estimate
as of Aug 16, 2026
Est. Refi. Payment $1,893/mo*
Refinance Your Home

$270,000

Trulia Estimate
as of Aug 16, 2026
Est. Refi. Payment $1,893/mo*
Refinance Your Home
2 Beds
1 Bath
840 sqft

Home Value

Trulia Estimate
$270K
Since last month
Decreased$62K (-18.6%)
Since last year
Increased$30K (+12.7%)
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 +114% in the last 10 years
MonthEstimated value
2026
August 2026$271K
July 2026$260K
June 2026$332K
May 2026$297K
April 2026$307K
March 2026$290K
February 2026$254K
January 2026$328K
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
2 Wall St, Middletown, CT
0.12
Multi-Family Home
$335,000
09/02/25
3
2
2,526
31 Burr Avenue, Middletown, CT
0.47
Multi-Family Home
$315,000
07/31/26
2
2
1,470
515 East Main Street, Middletown, CT
0.49
Multi-Family Home
$226,000
07/31/26
2
2
1,463
102 Main St Extension, Middletown, CT
0.34
Multi-Family Home
$405,000
12/18/25
4
2
1,518
20 Maple Street, Middletown, CT
0.33
Multi-Family Home
$185,000
07/16/26
4
2
1,730
5 Maple Place, Middletown, CT
0.30
Multi-Family Home
$245,000
10/03/25
5
2
2,116
121 Saybrook Road, Middletown, CT
0.29
Multi-Family Home
$385,000
07/07/26
5
2
2,243
40 Maple Place, Middletown, CT
0.25
Multi-Family Home
$300,000
01/14/26
7
2
2,346
203 East Main Street, Middletown, CT
0.10
Multi-Family Home
$470,000
11/07/25
9
4
1,885
100 Saybrook Road, Middletown, CT
0.24
Multi-Family Home
$440,000
08/19/25
5
4
2,136

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
227 East Main Street, Middletown, CT 06457
0.05
$749,900
9
4.5
3,180
For Sale
204-206 East Main Street, Middletown, CT 06457
0.09
$240,500
3
2
1,578
Off Market
203 East Main Street, Middletown, CT 06457
0.10
$470,000
9
4
1,885
Recently Sold
15 Wall Street, Middletown, CT 06457
0.07
$205,000
4
2
2,054
Recently Sold
35 Wall Street, Middletown, CT 06457
0.09
$398,600
3
2.5
1,329
Off Market
10 Silver Street, Middletown, CT 06457
0.12
$270,000
4
1.5
1,415
Recently Sold
5 Wall Street, Middletown, CT 06457
0.10
$268,000
2
1.5
1,010
Recently Sold
21 Saybrook Road, Middletown, CT 06457
0.13
$316,000
Studio
-
2,795
Off Market
4 Ridge Road, Portland, CT 06480
0.17
$537,200
3
2.5
2,250
Off Market
23 Silver Street, Middletown, CT 06457
0.17
$496,800
5
2
2,262
Off Market
205 Main Street Extension, Middletown, CT 06457
0.19
$277,200
2
2
1,264
Off Market
13 West Silver, Middletown, CT 06457
0.20
$299,900
Studio
2
1,404
Off Market

Local Information

  • Map ViewExplore the area around 252 E Main St.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Multi-Family
Year Built
1872
Living Area
840 sqft
Price/Sqft
$321

About this House

Fantastic apartment on the second floor. Must have excellent credit and good references. All new carpeting and fresh paint. Plenty of closet space and walk up attic for extra storage. Laundry hook ups are in the unit however Owner will not be responsible to repair/replace washer or dryer if it becomes necessary. Covered deck in back to enjoy. Location is within walking distance to area shopping. Clean and fresh! Excellent credit and references will be required. Last few photos are from the unit the way it looks today! The cabinets have been redone and there is a new tile backsplash and new sink.
252 E Main St, Middletown, CT 06457 is a 2 bedroom, 1 bathroom, 840 sqft multi-family built in 1872. More recently, it was listed as a rental in September 2020 with an asking price of $1,200 per month. That rental listing was removed on October 5, 2020. It is currently off market. The Trulia Estimate is $270,000, with a rent estimate of $1,680/month.

Home Details for 252 E Main St

Interior Features

Heating & Cooling
Heating: OtherHeating Fuel: Other
Interior Details
Number of Rooms: 4
Appliances & Utilities
DryerRefrigeratorWasher

Property Information

Year Built
Year Built: 1872
Property Type / Style
Property Type: Multi Family

Exterior Features

Parking & Garage
Parking: Off Street

Price and Tax history

DateEventPrice
Oct 5, 2020
Source: Agent Provided
ListingRemoved
$1,300
Sep 10, 2020
Source: Agent Provided
PriceChange
$1,300
Price increased by 8%
Sep 9, 2020
Source: Agent Provided
Listed For Rent
$1,200
Sep 25, 2019
Source: Agent Provided
ListingRemoved
$1,100
Sep 8, 2019
Source: Agent Provided
Listed For Rent
$1,100

Market trends in Middletown

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$329K
$35.67KMoM
Sale-to-List Price
103.7%
0.4%MoM
Price per sq ft
$241
$5MoM
Available listings
78
14MoM
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Around this home

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 Middletown

At least 387 Trulia users voted on each feature.

  • 84 % Say it's dog friendly

  • 82 % Say car is needed

  • 74 % Say parking is easy

  • 73 % Say there's holiday spirit

  • 71 % Say there are sidewalks

  • 62 % Say yards are well-kept

  • 62 % Say people would walk alone at night

  • 61 % Say streets are well-lit

  • 61 % Say kids play outside

  • 55 % Say it's quiet

  • 52 % Say it's walkable to restaurants

  • 49 % Say there's wildlife

  • 48 % Say neighbors are friendly

  • 42 % Say they plan to stay for at least 5 years

  • 38 % Say it's walkable to grocery stores

  • 23 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Clutterbuck1835
    "The Leasing Office is very friendly and extremely helpful. From the application process through movein and beyond, they have answered my many, many questions patiently and with a smile. And my neighbors? After living here for one day, I made four friends and two four-legged ones. Lastly, the location couldn't be better. Everything is on Washington Street or in close proximity. Yes, I think I'm going to be very happy here!"
    0
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  • Amy Gallina
    "I commute three days per week to Hartford and it's about a 25 minute drive both ways"
    0
    Flag
  • Travis Thomas
    "The people are very very nice. I am very comfortable here . Not afraid to leave the front door open or the slider to the deck"
    1
    Flag
  • James.sargeant30
    "My friend lives there she loves it very much good place to live with family everyone works and goes to school"
    0
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  • Julia Taylor
    "very easy to get to and from work when living in middletown! I work in Cheshire. Just hop onto 691 and in 15 min you’re there. "
    0
    Flag
  • Calm Teacher
    "Good schools for the most part and safe neighborhoods. Students don’t have to wear uniforms. The town has a lot of nice parks. "
    0
    Flag
  • Life Withsymph
    "You get to see the dogs being walked and you can pet them and talk to the owners build bonds , you will be able to see all different types of dogs and mixes "
    0
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  • Phyloren
    "Watch your children it is not safe. The schools have fights every day. The learning atmosphere is is awful. "
    0
    Flag
  • Kelly Capone
    "I haven’t lived here long and I’m not exactly sure what community events make my neighborhood special. "
    2
    Flag
  • Dlc.marie0816
    "I moved out here in June and I definitely love it.. feels like a nice place for my family, specially my kids"
    0
    Flag
  • Trulia User
    "There are dog parks everywhere, and plenty of places to walk uour dog. Even if you are in an apartment "
    3
    Flag
  • Michael W. W.
    "Wadsworth mansion has many trails. They have several public events in the summer time. There are two other state parks very close that are easily accessible by foot or car. Main Street has many restaurants that offer dine-in, carry out and delivery."
    12
    Flag
  • Joseph V.
    "Middletown is a town that has enjoyable events such as the weekly farmers market the the fall festival and during Christmas time they put up the huge Christmas trees "
    3
    Flag
  • Marquis W. G.
    "My neighborhood is surrounded by semi luxury condos and townhouses full of hard working families. Very family oriented and very peaceful. I love it here!"
    3
    Flag
  • Ishmaila L.
    "Dog owners will like the space made to them to run around and exercise. There are also doggy bags available to help pick up dog waste."
    2
    Flag
  • Marquis W. G.
    "I just moved here recently and I love the community and neighbors. The property is very clean and the neighborhood feels very family oriented "
    0
    Flag
  • Francheska M.
    "Neighbors are very friendly with a really good community sense. Conveniently close to stores and park. "
    0
    Flag
  • Shelby W.
    "The commute downtown on public transportation has changed and not as Easy. Driving downtown is 5-7 minutes. Walking is a half hour. "
    0
    Flag
  • ISA M.
    "School system is awesome in Middletown Ct. You can walk around at night time and still feel safe! I like it that much!"
    0
    Flag
  • Sekernan
    "I drive about 7 or 8 miles to work. Traffic depends on day and time of day. Never too bad. Takes 11-15 minutes to get there. I am able to walk to some stores and laundromats in the area, sidewalks make this safe"
    0
    Flag
  • Richard D.
    "The is a walking/biking trail and a dog park. Nice clean areas safe for walking and locations for waste disposal."
    0
    Flag
  • Christina Y.
    "The schools are awesome for elementary and high school and college.The food here in the restaurants are good too."
    2
    Flag
  • Chelsea C.
    "it’s good but I drive there’s never much traffic which is good and easy to get to work and drive kids to school"
    1
    Flag
  • Michelle E. B.
    "my neighborhood has access to transportation, stores, schools, hospital and is close to downtown. "
    1
    Flag
  • Trevor N.
    "We live near wadsworth mansion so they often have public concerts, vendors, ect. Snow school is right down the road as well. "
    1
    Flag
  • Marisa
    "i think it’s a great place to own a dog .. i have a chocolate lab myself and their are tons of sidewalks and a bike trail as well. everyone’s pretty friendly & clean up after their dogs as well"
    0
    Flag
  • Frankie T.
    "Lots of pups here in Middletown and even some dog-friendly restaurant patios! Our dog loves the walkable North End."
    1
    Flag
  • Molinaronijhana
    "We have bike shows, Christmas carriage rides and a huge tree for Christmas, trick or treating on main st and a wonderful YMCA "
    1
    Flag
  • Shellycato19
    "A lot of dogs living in the area. Not a lot of places to really run, but nice places to take a long and peaceful walk. Unfortunately a lot of owners don’t clean up after their dogs, but it’s starting g to get a little better. Overall a decent place to have pups. "
    1
    Flag
  • Shewarrens
    "It’s a beautiful place to live , It’s a very nice place to grow your kids there’s of restaurant and park and transportation if you don’t drive"
    2
    Flag
  • Asweetrdrm
    "It's a good place to live, low crime rate. Neighbors are friendly. Plenty of kids and close to schools"
    1
    Flag
  • Kurt.r.wentzell
    "There’s not a lot of traffic on my street. A lot of the neighbors have dogs and you always see people walking their dogs on leashes. There’s also a park just down the street."
    1
    Flag
  • Qcockrell
    "more activities for the kids to keep them busy and there need to be more job opportunities for the ones that are looking for a job"
    1
    Flag
  • Lisa C.
    "the neighborhood is a private road with only 1 way in/out. everyone knows everyone. no crime all neighbors have lived here since 1950s and passed houses down through generations. the elementary school is in walking distance safe neighborhood where children could play in the road and not have to worry about traffic"
    2
    Flag
  • Wolver1068.jb
    "We have a great town to raise children in and is rated one of top towns in the United States for raising children. Lots of his Tory in town and the surrounding areas. Great place to have a family vacation!"
    0
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  • Alnoor R.
    "Decent schools,safe, plenty of kid friendly space. Property taxes are high in CT. Job marked is tepid at best"
    0
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  • Brian
    "great central location in CT, close to downtown and highways. quiet neighborhood, but properties very close together"
    0
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  • Kathy
    "Best restaurant and nightlife scene in the area. outstanding, unique restaurants and small businesses. Plenty of daytime family events on Main street like car shows, bike shows, Christmas tree lighting. Vibrant, diverse community in a college town with a lot of great history that is still celebrated."
    0
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  • Mhasbro13
    "I’ve lived in this community for 4 years. I love the amenities offered to us. My neighbors are very friendly. Most everyone will say hello when they see you, even if they don’t know you. Great place to liven."
    0
    Flag
  • Leonardo V.
    "It is a very safe place to live..also shopping is close. The neighbors are friendly and very courteous.."
    0
    Flag

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Apartments for Rent

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Explore by feature - Pet Friendly

54 pet-friendly rentals in Middletown, CT

Explore by feature - Garage

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Explore by feature - Pool

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Explore by feature - Outdoor Space

7 rentals with an outdoor space in Middletown, CT

Homes for sale near 252 E Main St

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Off Market Homes Near 252 E Main St

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Frequently asked questions about 252 E Main St

  • What is 252 E Main St estimated to be worth?
    Trulia's estimated value for 252 E Main St in Middletown, CT is $270,000.
  • Is Middletown a buyer's or seller's market?
    Middletown is currently a seller's market, based on recent for-sale activity.
  • What's the median sale price in Middletown?
    The median sale price in Middletown is $329K. That is up $35.67K from the prior month.
  • What do residents say about Middletown?
    Residents describe Middletown, CT as dog-friendly, easy to park in, and pedestrian-friendly. See recently sold homes in Middletown, CT.
  • Does 252 E Main St have laundry facilities?
    Yes, 252 E Main St in Middletown, CT has in-unit laundry.
  • Does 252 E Main St have parking?
    Yes, 252 E Main St in Middletown, CT has on-site parking.