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

505 E Main St
Middletown, CT 06457

  • 3 Beds
  • 2 Baths
  • 1,263 sqft (on 0.26 acres)

$366,500

Trulia Estimate
as of Aug 22, 2026

$366,500

Trulia Estimate
as of Aug 22, 2026
  • 3 Beds
  • 2 Baths
  • 1,263 sqft (on 0.26 acres)

Home Highlights

Property Type
Multi-Family
Year Built
1900
Lot Size
0.26 acres
Living Area
1,263 sqft
Price/Sqft
$290
Parking
2 Parking Spaces

Local Information

  • Map ViewExplore the area around 505 E Main St.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

Unit 2 - Beautifully remodeled two-level, second-floor rental offering water views, a private entrance, and a private outdoor sitting area on the side of the home. The first level features an updated eat-in kitchen, two spacious bedrooms, and a full bathroom with a washer and dryer for added convenience. The second level is dedicated to a private primary suite complete with a full bathroom, providing added privacy and comfort. Enjoy year-round comfort with central air conditioning and a thoughtfully renovated interior and exterior. The remodeled kitchen includes a refrigerator, microwave, dishwasher, and electric stove/oven. Move-in ready and filled with modern updates throughout, this unique rental combines style, functionality, and scenic water views in a desirable setting.
505 E Main St, Middletown, CT 06457 is a 3 bedroom, 2 bathroom, 1,263 sqft multi-family built in 1900. It last sold for $1,800 on Dec 29, 2022 (10% below the $2,000 asking price). More recently, it was listed as a rental in June 2026 with an asking price of $2,000 per month. That rental listing was removed on June 26, 2026. It is currently off market. The Trulia Estimate is $366,500, with a rent estimate of $2,104/month.

Home Details for 505 E Main St

Interior Features

Heating & Cooling
Heating: Forced AirAir ConditioningCooling System: Central AirHeating Fuel: Forced Air
Appliances & Utilities
DishwasherDryerMicrowaveRefrigeratorWasher

Property Information

Year Built
Year Built: 1900
Property Type / Style
Property Type: Multi Family

Rental Terms, Policies & Fees

Lease Term: Contact For Details

Exterior Features

Parking & Garage
Parking Spaces: 2Parking: On Street Other

Lot Information

Lot Area: 0.00 Acres

Comparable Sales for 505 E Main St

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
515 East Main Street, Middletown, CT
0.03
Multi-Family Home
$226,000
07/31/26
2
2
1,463 sqft
56 Bidwell Terrace, Middletown, CT
0.20
Multi-Family Home
$230,000
01/06/26
4
2
2,156 sqft
121 Saybrook Road, Middletown, CT
0.28
Multi-Family Home
$385,000
07/07/26
5
2
2,243 sqft
2 Wall St, Middletown, CT
0.36
Multi-Family Home
$335,000
09/02/25
3
2
2,526 sqft
20 Cooley Avenue, Middletown, CT
0.72
Multi-Family Home
$352,500
08/21/26
4
2
1,728 sqft
20 Maple Street, Middletown, CT
0.79
Multi-Family Home
$185,000
07/16/26
4
2
1,730 sqft
102 Main St Extension, Middletown, CT
0.77
Multi-Family Home
$405,000
12/18/25
4
2
1,518 sqft
73 Durant Street, Middletown, CT
0.55
Multi-Family Home
$366,500
12/29/25
6
2
2,417 sqft
1 Jefferson Avenue, Middletown, CT
0.40
Multi-Family Home
$500,000
03/18/26
5
3
3,546 sqft
31 Burr Avenue, Middletown, CT
0.77
Multi-Family Home
$315,000
07/31/26
2
2
1,470 sqft

Nearby homes

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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
    Flag
  • 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
    Flag
  • 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
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  • 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

LGBTQ Local Legal Protections

Price and Tax history

DateEventPrice
Jun 26, 2026
Source: Zillow Rentals
ListingRemoved
$2,000
Jun 14, 2026
Source: Zillow Rentals
Listed For Rent
$2,000
Dec 29, 2022
Source: BHHS NE Properties sold #170540963_06457
Sold
$1,800
Dec 29, 2022
Source: Zillow Rentals
ListingRemoved
Dec 16, 2022
Source: Zillow Rentals
Listed For Rent
$1,800

Frequently asked questions about 505 E Main St

  • What is 505 E Main St estimated to be worth?
    Trulia's estimated value for 505 E Main St in Middletown, CT is $366,500.
  • What is the price history for 505 E Main St?
    505 E Main St in Middletown, CT last sold for $1,800 in December 2022.
  • 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.
  • Does 505 E Main St have air conditioning?
    Yes, 505 E Main St in Middletown, CT has air conditioning.
  • Does 505 E Main St have laundry facilities?
    Yes, 505 E Main St in Middletown, CT has in-unit laundry.

Homes for rent near 505 E Main St

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Affordability

TIP:Try to keep your rent within a third of your gross household income. Learn why in our Renter's Guide.
For this property
PER YEAR
is the suggested income
Win over prospective landlords with your smart budgeting. As a good rule of thumb, ideally you would have at least three times your monthly rent in combined household income.
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