Is Middletown, CT dog-friendly?

As of early 2026, 84% of users say it's dog friendly

Is a car needed in Middletown, CT?

As of early 2026, 82% of users say car is needed

Is parking easy in Middletown, CT?

As of early 2026, 74% of users say parking is easy

Does Middletown, CT show holiday spirit?

As of early 2026, 73% of users say there's holiday spirit

Does Middletown, CT have sidewalks?

As of early 2026, 71% of users say there are sidewalks

Are yards well-kept in Middletown, CT?

As of early 2026, 62% of users say yards are well-kept

Would people walk alone at night in Middletown, CT?

As of early 2026, 62% of users say people would walk alone at night

Are the streets well-lit in Middletown, CT?

As of early 2026, 61% of users say streets are well-lit

Do kids play outside in Middletown, CT?

As of early 2026, 61% of users say kids play outside

Is Middletown, CT quiet?

As of early 2026, 55% of users say it's quiet

Is Middletown, CT walkable to restaurants?

As of early 2026, 52% of users say it's walkable to restaurants

Is there wildlife in Middletown, CT?

As of early 2026, 49% of users say there's wildlife

Are neighbors friendly in Middletown, CT?

As of early 2026, 48% of users say neighbors are friendly

Do residents of Middletown, CT plan to stay at least 5 years?

As of early 2026, 42% of users say they plan to stay for at least 5 years

Is Middletown, CT walkable to grocery stores?

As of early 2026, 38% of users say it's walkable to grocery stores

Are there community events in Middletown, CT?

As of early 2026, 23% of users say there are community events

FOR SALE

227 East Main Street
Middletown, CT 06457

9 Beds
4.5 Baths
3,180 sqft

$850,000

Est. Mortgage $5,643/mo*

Get Pre-Qualified

$850,000

Est. Mortgage $5,643/mo*

Get Pre-Qualified

9 Beds

4.5 Baths

3,180 sqft

Local Information

-- mins to

Commute Destination

Description

Turnkey mixed use investment opportunity at 227 East Main Street! This well-maintained three-family property features townhouse-style units, offering enhanced privacy and a highly desirable layout for tenants. With strong rental income potential and separate utilities, this is an ideal opportunity for investors or owner-occupants alike. Each unit spans multiple levels and offers 3 bedrooms with 1 full bath, and 1 half bath along with a spacious living room and eat-in kitchen. The townhouse-style design provides a single-family feel within a multi-family setting-an attractive feature that helps drive tenant demand. The property showcases classic charm with hardwood floors, generous natural light, and functional layouts throughout. A standout feature of this property is that each unit includes its own under-house garage, providing direct access and added convenience-a rare and highly sought-after amenity for tenants in this area. The property also includes additional basement space for storage and laundry hookups. Conveniently located near downtown Middletown with easy access to shopping, dining, parks, and major commuter routes. Close proximity to Wesleyan University and Middlesex Hospital on bus line. Agent owner related.

Home Highlights

Parking

3 Car Garage

Outdoor

No Info

A/C

Heating & Cooling

HOA

None

Price/Sqft

$267

Listed

5 days ago

Home Details for 227 East Main Street

Interior Features
Interior Details Basement: Partial,Garage Access,ConcreteNumber of Rooms: 15
Beds & Baths Number of Bedrooms: 9Number of Bathrooms: 6Number of Bathrooms (full): 3Number of Bathrooms (half): 3
Dimensions and Layout Living Area: 3180 Square Feet
Appliances & Utilities Appliances: Electric Water Heater, Water HeaterLaundry: In Unit,In Basement
Heating & Cooling Heating: Baseboard,ElectricHas CoolingAir Conditioning: Window Unit(s)Has HeatingHeating Fuel: Baseboard
Fireplace & Spa No Fireplace

Exterior Features
Exterior Home Features Roof: Asphalt GableExterior: SidewalkFoundation: Concrete PerimeterNo Private Pool
Parking & Garage Number of Garage Spaces: 3Number of Covered Spaces: 3No CarportHas a GarageHas an Attached GarageHas Open ParkingParking Spaces: 6Parking: Attached,Paved,Off Street,Driveway
Frontage Not on Waterfront
Water & Sewer Sewer: Public Sewer
Finished Area Finished Area (above surface): 3180 Square Feet

Days on Market
Days on Market: 5

Property Information
Year Built Year Built: 1991
Property Type / Style Property Type: Residential IncomeProperty Subtype: Multi FamilyArchitecture: 3sides - Units Are Side-by-Side
Building Construction Materials: Vinyl SidingNot a New ConstructionAttached To Another StructureDoes Not Include Home Warranty
Property Information Parcel Number: 1009154

Price & Status
Price List Price: $850,000Price Per Sqft: $267
Status Change & Dates Possession Timing: Immediately

Active Status
MLS Status: Active

Location
Direction & Address City: Middletown
School Information Elementary School: Per Board of EdJr High / Middle School: Per Board of EdHigh School: Per Board of Ed

Agent Information
Listing Agent Listing ID: 24171799

Building
Building Area Building Area: 3180 Square Feet

Community
Community Features: Medical Facilities, Park, Near Public Transport, Shopping/Mall

HOA
No HOA

Lot Information
Lot Area: 7405.2 sqft

Miscellaneous
BasementMls Number: 24171799Attic: NoneAttribution Contact: (860) 538-4448Above Grade Unfinished Area: 3180

Additional Information
Medical FacilitiesParkNear Public TransportShopping/Mall

Last check for updates: about 13 hours ago

Listing courtesy of Tanya Reyes, (860) 538-4448

William Raveis Real Estate, (860) 538-4448

Source: Smart MLS, MLS#24171799

Also Listed on Smart MLS.

Price History for 227 East Main Street

Date	Price	Event	Source
05/01/2026	$850,000	Listed For Sale	Smart MLS #24171799

06/19/1992	$170,000	Sold	N/A
Recording Date 06/19/1992 County Transfer Tax N/A Total Transfer Tax N/A

Similar Homes You May Like

Skip to last item

2.32 ACRES
$699,900
6 bd
3 ba
3,152 sqft
226 West High Street,
East Hampton, CT 06424
Countryside Realty
NEW
OPEN SAT, 12-3PM
0.26 ACRES
$569,900
8 bd
4 ba
3,888 sqft
30 Stoneycrest Drive,
Meriden, CT 06450
Carbutti & Co., Realtors
$479,900
6 bd
3.5 ba
2,174 sqft
43-45 North Pearl Street,
Meriden, CT 06450
Century 21 AllPoints Realty
$425,000
7 bd
3 ba
3,008 sqft
102 Franklin Street,
Meriden, CT 06450
Serhant Connecticut, LLC
0.27 ACRES
$425,000
9 bd
3 ba
3,144 sqft
223 Broad Street,
Meriden, CT 06450
Coldwell Banker Realty
$439,900
10 bd
4 ba
3,485 sqft
49 Prospect Street,
Meriden, CT 06451
Reddy Realty, LLC
$475,000
8 bd
2 ba
2,102 sqft
151 View Street,
Meriden, CT 06450
Beycome of Connecticut
$475,000
12 bd
3 ba
2,990 sqft
56 North First Street,
Meriden, CT 06451
Beycome of Connecticut
0.26 ACRES
$475,000
7 bd
3 ba
2,910 sqft
490 South Street,
New Britain, CT 06051
eXp Realty
$641,111
6 bd
3 ba
2,156 sqft
19-21 Mill Street,
Wethersfield, CT 06109
Century 21 AllPoints Realty
$555,000
7 bd
3 ba
3,828 sqft
179 Kelsey Street,
New Britain, CT 06051
eXp Realty
NEW - 1 DAY AGO
$599,900
6 bd
3 ba
3,588 sqft
79 Belden Street,
New Britain, CT 06051
Golden Rule Realty
$445,000
7 bd
3 ba
2,259 sqft
15 Jubilee Street,
New Britain, CT 06051
Premier Re Group LLC
$489,000
6 bd
3 ba
3,420 sqft
20 Carlson Street,
New Britain, CT 06051
Cosmopolitan Homes Realty, LLC
$525,000
9 bd
3 ba
3,405 sqft
811 East Street,
New Britain, CT 06051
Premier Properties of CT
0.25 ACRES
$599,000
6 bd
4.5 ba
2,910 sqft
40 Ten Acre Road,
New Britain, CT 06052
Berkshire Hathaway NE Prop.
0.94 ACRES
$895,000
6 bd
4.5 ba
2,841 sqft
Address Not Disclosed,
Southington, CT 06489
Vylla Home (CT) LLC
$579,000
9 bd
3.5 ba
3,528 sqft
198 Oak Street,
New Britain, CT 06051
Singh Realty
0.47 ACRES
$1,090,000
7 bd
6 ba
2,942 sqft
23 Main Street,
East Haddam, CT 06423
Sunset Creek Realty, LLC
NEW - 1 DAY AGO
$585,000
6 bd
2 ba
2,828 sqft
193-195 Wolcott Hill Road,
Wethersfield, CT 06109
Eagle Eye Realty PLLC
0.74 ACRES
$699,999
7 bd
4.5 ba
2,728 sqft
383 Osgood Avenue,
New Britain, CT 06053
Century 21 Bay-Mar Realty
$459,900
6 bd
2 ba
2,172 sqft
86 Bristol Street,
Southington, CT 06489
Consolidated Realty Services
NEW - 52 MIN AGO
FOR SALE BY OWNER
$460,000
6 bd
1 ba
3,324 sqft
22 Bushnell St,
Hartford, CT 06114
NEW - 9 HRS AGO
$459,925
9 bd
3 ba
3,324 sqft
22-24 Bushnell Street,
Hartford, CT 06114
Five Stars Realty
$469,900
6 bd
4 ba
4,018 sqft
268-270 Franklin Avenue,
Hartford, CT 06114
Century 21 AllPoints Realty
$434,000
9 bd
3 ba
2,960 sqft
71 Franklin Avenue,
Hartford, CT 06114
Marino Realty LLC
FOR SALE BY OWNER
$450,000
6 bd
3 ba
3,882 sqft
108-110 Bonner St,
Hartford, CT 06106
0.75 ACRES
$569,900
6 bd
4 ba
2,888 sqft
14 Hansen Farm Road,
North Haven, CT 06473
Platinum Associates
0.44 ACRES
$610,000
7 bd
4 ba
4,139 sqft
34 Sisson Avenue,
Hartford, CT 06106
Venture Real Estate, Inc.
$499,900
7 bd
3 ba
3,589 sqft
60-62 Hazel Street,
Hartford, CT 06106
LPT Realty
0.92 ACRES
$599,000
6 bd
2 ba
2,728 sqft
375 Sea Hill Road,
North Branford, CT 06471
Coldwell Banker Realty
1.79 ACRES
$525,000
7 bd
3 ba
2,895 sqft
305 Redstone Hill Road,
Bristol, CT 06010
Todd & Company Realtors
$499,900
7 bd
3 ba
2,488 sqft
260-262 Burnside Avenue,
East Hartford, CT 06108
eXp Realty
$674,900
6 bd
7 ba
4,514 sqft
187 Whitney Street,
Hartford, CT 06105
William Pitt Sotheby's Int'l
$449,999
6 bd
3 ba
2,980 sqft
11 Bidwell Avenue,
East Hartford, CT 06108
A Vo Real Estate
$519,000
9 bd
3 ba
3,483 sqft
362 Sigourney Street,
Hartford, CT 06112
eRealty Advisors, Inc.
$485,000
9 bd
3 ba
3,978 sqft
62-64 Edgewood Street,
Hartford, CT 06112
eXp Realty
$449,900
10 bd
4 ba
3,073 sqft
34 Adams Street,
Hartford, CT 06112
Five Stars Realty
$525,000
9 bd
3 ba
3,861 sqft
140 Enfield Street,
Hartford, CT 06112
eRealty Advisors, Inc.
0.55 ACRES
$589,000
6 bd
3 ba
4,608 sqft
14 Steele Avenue,
Wolcott, CT 06716
Lamacchia Realty
See more homes for sale in
Middletown
Take a look

Skip to first item

New Listings near 227 East Main Street

Skip to last item

OPEN SAT, 11-1PM
1.39 ACRES
$465,000
3 bd
2 ba
2,176 sqft
408 Maromas Road,
Middletown, CT 06457
Lamacchia Realty
NEW
COMING SOON 5/15
0.48 ACRES
$515,000
3 bd
2.5 ba
3,369 sqft
68 Pleasant View Drive,
Middletown, CT 06457
Berkshire Hathaway NE Prop.
NEW
COMING SOON 5/15
1.04 ACRES
$914,900
4 bd
3.5 ba
4,393 sqft
12 Copper Beech Drive,
Middletown, CT 06457
Berkshire Hathaway NE Prop.
0.45 ACRES
$429,900
4 bd
2 ba
1,963 sqft
63 Millbrook Road,
Middletown, CT 06457
Tier 1 Real Estate
0.43 ACRES
$675,000
4 bd
3 ba
3,136 sqft
564 Ridgewood Road,
Middletown, CT 06457
Real Broker CT, LLC
OPEN SAT, 11-1PM
5.01 ACRES
$775,000
4 bd
3 ba
3,355 sqft
30 Cherry Ridge Road,
Middlefield, CT 06455
Eagle Eye Realty PLLC
0.36 ACRES
$699,900
4 bd
3 ba
3,582 sqft
4 Harrison Drive,
Cromwell, CT 06416
Coldwell Banker Realty
OPEN SAT, 11-1PM
0.46 ACRES
$479,900
3 bd
2 ba
2,030 sqft
25 Pleasant View Drive,
Middletown, CT 06457
Coldwell Banker Realty
FORECLOSURE
1.31 ACRES
$435,000
5 bd
2 ba
2,540 sqft
62R Silver Street,
Middletown, CT 06457
Coldwell Banker Calabro
0.72 ACRES
$449,000
3 bd
2 ba
2,088 sqft
75 Azalea Drive,
Middletown, CT 06457
William Raveis Real Estate
OPEN SAT, 11:30-2PM
FOR SALE BY OWNER
0.46 ACRES
$450,000
4 bd
2 ba
2,018 sqft
3 Burr St,
Portland, CT 06480
1 ACRE
$845,000
4 bd
1.5 ba
2,070 sqft
110 Freeman Road,
Middletown, CT 06457
Berkshire Hathaway NE Prop.
1.2 ACRES
$539,900
4 bd
3.5 ba
4,390 sqft
57 Summer Street,
Portland, CT 06480
Carl Guild & Associates
8.5 ACRES
$899,000
6 bd
3.5 ba
5,599 sqft
44 Chamberlain Hill Road,
Middletown, CT 06457
Berkshire Hathaway NE Prop.
See more homes for sale in
Middletown
Take a look

Skip to first item

Property Tax and Assessment

Year	2025
Tax	$10,384
Assessment	$280,570

Home facts updated by county records

Comparable Sales for 227 East Main Street

Address	Distance	Property Type	Sold Price	Sold Date	Bed	Bath	Sqft
203 East Main Street, Middletown, CT	0.05	Multi-Family Home	$470,000	11/07/25	9	4	1,885
71 East Main Street, Middletown, CT	0.30	Multi-Family Home	$210,000	11/26/25	6	3	3,110
40 Maple Place, Middletown, CT	0.22	Multi-Family Home	$300,000	01/14/26	7	2	2,346
23 Silver Street, Middletown, CT	0.16	Multi-Family Home	$455,000	06/09/25	5	2	2,262
85 Chestnut Street, Middletown, CT	0.19	Multi-Family Home	$375,000	05/16/25	6	2	2,636
93 South Main Street, Middletown, CT	0.53	Multi-Family Home	$450,000	10/10/25	6	3	3,222
14 Walnut Street, Middletown, CT	0.26	Multi-Family Home	$217,740	06/13/25	4	2	2,292
6 Omo Street, Middletown, CT	0.42	Multi-Family Home	$380,000	05/01/26	6	3	2,304
27 Loveland Street, Middletown, CT	0.55	Multi-Family Home	$365,000	06/03/25	8	2	3,101
100 Saybrook Road, Middletown, CT	0.29	Multi-Family Home	$440,000	08/19/25	5	4	2,136

Assigned Schools

These are the assigned schools for 227 East Main Street.

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 386 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

Learn more about our methodology.

Travis Thomas
Resident
3mo ago
"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"
0
Flag
James.sargeant30
Visitor
9mo ago
"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
Resident
1y ago
"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
Resident
1y ago
"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
Resident
1y ago
"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
Resident
1y ago
"Watch your children it is not safe. The schools have fights every day. The learning atmosphere is is awful. "
0
Flag
Kelly Capone
Resident
2y ago
"I haven’t lived here long and I’m not exactly sure what community events make my neighborhood special. "
2
Flag
Dlc.marie0816
Resident
2y ago
"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
Resident
3y ago
"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.
Resident
5y ago
"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.
Resident
5y ago
"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.
Resident
5y ago
"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.
Resident
5y ago
"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.
Resident
5y ago
"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.
Resident
5y ago
"Neighbors are very friendly with a really good community sense. Conveniently close to stores and park. "
0
Flag
Shelby W.
Resident
5y ago
"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.
Resident
5y ago
"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
Resident
5y ago
"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.
Resident
5y ago
"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.
Resident
5y ago
"The schools are awesome for elementary and high school and college.The food here in the restaurants are good too."
2
Flag
Chelsea C.
Resident
5y ago
"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.
Resident
6y ago
"my neighborhood has access to transportation, stores, schools, hospital and is close to downtown. "
1
Flag
Marisa
Resident
6y ago
"commute is pretty good, surrounded by plenty of stores and easy access to many restaurants and everything one could need"
0
Flag
Trevor N.
Resident
6y ago
"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
Resident
6y ago
"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.
Resident
6y ago
"Lots of pups here in Middletown and even some dog-friendly restaurant patios! Our dog loves the walkable North End."
1
Flag
Molinaronijhana
Resident
6y ago
"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
Resident
6y ago
"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
Prev. Resident
6y ago
"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
Resident
6y ago
"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
Resident
6y ago
"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
Resident
6y ago
"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.
Resident
6y ago
"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
Resident
6y ago
"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.
Visitor
6y ago
"Decent schools,safe, plenty of kid friendly space. Property taxes are high in CT. Job marked is tepid at best"
0
Flag
Jagalpure.prafull
Resident
6y ago
"Nice city and nebourhood. Good parks nearby. very well connected to major highways. Boston and New York are nearest best cities to explore. "
0
Flag
Brian
Resident
7y ago
"great central location in CT, close to downtown and highways. quiet neighborhood, but properties very close together"
0
Flag
Kathy
Resident
7y ago
"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
Resident
7y ago
"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.
Resident
7y ago
"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

Additional Cost

Tanya Reyes, William Raveis Real Estate, (860) 538-4448

Agent Phone: (860) 538-4448

IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed.

227 East Main Street, Middletown, CT 06457 is a 9 bedroom, 6 bathroom, 3,180 sqft multi-family built in 1991. This property is currently available for sale and was listed by Smart MLS on May 1, 2026. The MLS # for this home is MLS# 24171799.

227 East Main Street
Middletown, CT 06457

$850,000

$850,000

Local Information