Accepting backups

$600,000

227 East Main Street, Middletown, CT 06457

9beds

3,180sqft

$4,481/mo

Get pre-qualified

Multi Family

Built in 1991

-- sqft lot

$-- Zestimate^®

$189/sqft

$-- HOA

What's special

Abundant natural lightBasement storageRear drivewayAmple off-street parkingEat-in kitchenSpacious unit

Exceptional Mixed Use 3-Unit Investment Opportunity in Middletown! Well-maintained three-unit property offering the feel of townhouse-style living with the income potential of a multifamily investment. Each spacious unit features 3 bedrooms, 1 full bath, 1 half bath, an eat-in kitchen, abundant natural light, basement storage, and washer/dryer hookups. A standout feature is the private under-building garage for each unit with direct access, plus ample off-street parking and a rear driveway. Separate utilities provide added convenience for ownership and management. Ideally located near downtown Middletown, Wesleyan University, Middlesex Health, shopping, dining, parks, and major commuter routes. An excellent opportunity for an investor or owner-occupant looking to generate rental income while building equity. Property being Sold As Is. Agent/Owner related.

11 days
529
53

Likely to sell faster than

Facts & features

Interior

Bedrooms & bathrooms

Bedrooms: 9
Bathrooms: 6
Full bathrooms: 3
1/2 bathrooms: 3

Heating

Baseboard, Electric

Cooling

Window Unit(s)

Appliances

Included: Water Heater
Laundry: In Unit, In Basement

Features

Basement: Partial
Attic: None
Has fireplace: No

Interior area

Total structure area: 3,180
Total interior livable area: 3,180 sqft
Finished area above ground: 3,180

Property

Parking

Total spaces: 6
Parking features: Attached, Paved, Off Street, Driveway
Attached garage spaces: 3
Has uncovered spaces: Yes

Lot

Size: 7,405 Square Feet
Features: Level

Details

Parcel number: 1009154
Zoning: MXI

Construction

Type & style

Home type: MultiFamily
Architectural style: Units are Side-by-Side
Property subtype: Multi Family
Attached to another structure: Yes

Materials

Vinyl Siding
Foundation: Concrete Perimeter
Roof: Shingle

Condition

New construction: No
Year built: 1991

Utilities & green energy

Sewer: Public Sewer
Water: Public

Community & HOA

Community

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

HOA

Has HOA: No

Location

Region: Middletown

Financial & listing details

Price per square foot: $189/sqft
Tax assessed value: $280,570
Annual tax amount: $10,833
Date on market: 9/24/2026

Estimated market value

Not available

Estimated sales range

Not available

Price history

Date	Event	Price
9/24/2026	Listed for sale	$600,000-7.7%$189/sqft
Source: Smart MLS #24209312 Report a problem
9/23/2026	Listing removed	$649,900$204/sqft
Source: Smart MLS #24199960 Report a problem
8/17/2026	Price change	$649,900-13.3%$204/sqft
Source: Smart MLS #24199960 Report a problem
6/25/2026	Price change	$749,900-6.3%$236/sqft
Source: Smart MLS #24171799 Report a problem
5/31/2026	Price change	$799,900-5.9%$252/sqft
Source: Smart MLS #24171799 Report a problem
5/1/2026	Listed for sale	$850,000+400%$267/sqft
Source: Smart MLS #24171799 Report a problem
6/19/1992	Sold	$170,000$53/sqft
Source: Public Record Report a problem

Public tax history

Year	Property taxes	Tax assessment
2025	$10,384 +4.5%	$280,570
2024	$9,935 +5.4%	$280,570
2023	$9,430 +35.3%	$280,570 +66.1%
2022	$6,970 +0.4%	$168,950
2021	$6,939 +0.2%	$168,950
2020	$6,927 -0.5%	$168,950
2019	$6,961 +3.6%	$168,950
2018	$6,721 +6.5%	$168,950 +3.6%
2017	$6,309 +4.3%	$163,110
2015	$6,046 +0.1%	$163,110
2014	$6,040 +17.2%	$163,110 -0.8%
2013	$5,153 +2.6%	$164,370
2012	$5,021 +3%	$164,370
2011	$4,877 -0.7%	$164,370
2010	$4,911 +3.5%	$164,370
2009	$4,747 +13.3%	$164,370
2008	$4,191 -2%	$164,370 +39.1%
2007	$4,276	$118,200
2006	$4,276 +8.4%	$118,200
2005	$3,946 +5.6%	$118,200
2004	$3,737 +3.2%	$118,200
2003	$3,622	$118,200