66 Eastern Dr, Middletown, CT 06457
OFF MARKET

66 Eastern Dr
Middletown, CT 06457

  • 3 Beds
  • 2 Baths
  • 1,228 sqft

$289,200

Trulia Estimate
as of Aug 20, 2026
Est. Refi. Payment $2,014/mo*
Refinance Your Home

$289,200

Trulia Estimate
as of Aug 20, 2026
Est. Refi. Payment $2,014/mo*
Refinance Your Home
3 Beds
2 Baths
1,228 sqft

Home Value

Trulia Estimate
$289K
Since last month
Decreased$2K (-0.5%)
Since last year
Increased$22K (+8.1%)
Since last sale
Increased$24K (+9.2%)
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 +109% in the last 10 years
MonthEstimated value
2026
August 2026$288K
July 2026$290K
June 2026$283K
May 2026$280K
April 2026$284K
March 2026$286K
February 2026$281K
January 2026$277K
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
58 Frissell Terrace, Middletown, CT
0.45
Single-Family Home
$355,500
09/26/25
3
2
1,320
37 Dobson Circle, Middletown, CT
0.68
Single-Family Home
$302,111
03/16/26
3
2
1,335
10 Silver Street, Middletown, CT
0.57
Single-Family Home
$270,000
02/09/26
4
1.5
1,415
23 Tuccitto Road, Portland, CT
0.58
Single-Family Home
$253,000
11/06/25
3
1
1,062
8 Macdonough Place, Middletown, CT
0.66
Single-Family Home
$384,000
05/08/26
3
1.5
1,740
47 Ridge Road, Middletown, CT
0.86
Single-Family Home
$252,399
10/23/25
3
1.5
1,376
30 Denison Road, Middletown, CT
0.63
Single-Family Home
$415,000
12/16/25
4
2
1,600
37 Front Street, Middletown, CT
0.82
Single-Family Home
$305,000
12/12/25
3
1.5
1,384
43 Silver Street, Middletown, CT
0.36
Single-Family Home
$370,000
12/12/25
3
3
1,654
47 Silver Street, Middletown, CT
0.36
Single-Family Home
$400,000
02/04/26
4
2
1,995

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
21 Eastern Drive, Middletown, CT 06457
0.09
$220,375
5
2
1,284
Recently Sold
171 Eastern Drive, Middletown, CT 06457
0.20
$375,600
3
1.5
1,624
Off Market
6 Omo Street, Middletown, CT 06457
0.26
$380,000
6
3
2,304
Recently Sold
73 Silver Street, Middletown, CT 06457
0.30
$345,600
4
2
1,322
Off Market
8 Silver Drive, Middletown, CT 06457
0.31
$432,000
Studio
-
3,564
Off Market
7 Allison Street, Middletown, CT 06457
0.31
$300,400
3
2
1,196
Off Market
49 Silver Street, Middletown, CT 06457
0.36
$298,000
3
2
1,562
Off Market
43 Silver Street, Middletown, CT 06457
0.36
$370,000
3
3
1,654
Recently Sold
47 Silver Street, Middletown, CT 06457
0.36
$400,000
4
2
1,995
Recently Sold
14 Walnut Street, Middletown, CT 06457
0.38
$370,800
4
2
2,292
Off Market
12 Walnut Street, Middletown, CT 06457
0.39
$292,300
3
2
1,391
Off Market
21 Walnut Street, Middletown, CT 06457
0.39
$358,200
3
1.5
1,170
Off Market

Local Information

  • Map ViewExplore the area around 66 Eastern Dr.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1900
Living Area
1,228 sqft
Price/Sqft
$236

About this House

This single-family home is located at 66 Eastern Dr, Middletown, CT. 66 Eastern Dr is in Middletown, CT and in ZIP code 06457. This property has 3 bedrooms, 2 bathrooms and approximately 1,228 sqft of floor space. This property has a lot size of 7405 sqft and was built in 1900.
66 Eastern Dr, Middletown, CT 06457 is a 3 bedroom, 2 bathroom, 1,228 sqft single-family home built in 1900. It last sold for $264,000 on Apr 28, 2025. It is currently off market. The Trulia Estimate is $289,200, with a rent estimate of $2,566/month.

Home Details for 66 Eastern Dr

Interior Features

Interior Details
BasementAtticNumber of Rooms: 7
Heating & Cooling
Heating: Forced Air, OilHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: OtherPatio

Property Information

Year Built
Year Built: 1900
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 7405 sqft

Price and Tax history

DateEventPrice
Apr 28, 2025
Source: N/A
Sold
$264,000
Apr 18, 2007
Source: N/A
Sold
$60,000

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

Around this home

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
    Flag
  • 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
    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
    Flag
  • Alnoor R.
    "Decent schools,safe, plenty of kid friendly space. Property taxes are high in CT. Job marked is tepid at best"
    0
    Flag
  • Brian
    "great central location in CT, close to downtown and highways. quiet neighborhood, but properties very close together"
    0
    Flag
  • 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
    Flag
  • 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

Frequently asked questions about 66 Eastern Dr

  • What is 66 Eastern Dr estimated to be worth?
    Trulia's estimated value for 66 Eastern Dr in Middletown, CT is $289,200.
  • What is the price history for 66 Eastern Dr?
    66 Eastern Dr in Middletown, CT last sold for $264,000 in April 2025.
  • 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.
  • How big is the lot at 66 Eastern Dr?
    The lot at 66 Eastern Dr in Middletown, CT is about 0.17 acres (7,405 sq ft).

Explore by feature - Pet Friendly

54 pet-friendly rentals in Middletown, CT

Explore by feature - Garage

10 rentals with a garage in Middletown, CT

Explore by feature - Air Conditioning

45 rentals with air conditioning in Middletown, CT

Explore by feature - Pool

17 rentals with a pool in Middletown, CT

Explore by feature - Washer/dryer

61 rentals with a washer/dryer in Middletown, CT

Explore by feature - Outdoor Space

6 rentals with an outdoor space in Middletown, CT

Apartments for Rent

Skip to last item
Skip to first item

Off Market Homes Near 66 Eastern Dr

Skip to last item
Skip to first item

Homes for sale near 66 Eastern Dr

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