Outstanding Mixed-Use Investment Opportunity at 227 East Main Street, Middletown, CT Now offered at a newly reduced price, 227 East Main Street presents an exceptional opportunity for investors or owner-occupants seeking strong income potential and long-term value. This well-maintained mixed-use property features three spacious townhouse-style residential units, each offering 3 bedrooms, 1 full bath, 1 half bath, bright living spaces, and eat-in kitchens-highly desirable layouts that help attract and retain tenants. A standout feature is that each unit includes its own private under-house garage with direct access, creating the convenience and feel of a single-family home. The property also offers ample off-street parking and a driveway behind the building, providing easy access and added convenience for residents and guests. Separate utilities, hardwood floors, abundant natural light, and additional basement storage further enhance the property's appeal and ease of management. Ideally located near downtown Middletown, shopping, dining, parks, major commuter routes, Wesleyan University, and Middlesex Health, this property benefits from strong rental demand and excellent accessibility. With its price improvement, desirable townhouse-style units, private garages, ample parking, and proven income-producing potential, 227 East Main Street is a compelling investment opportunity in the heart of Middletown. Agent owner related.
For sale
Price cut: $50K (6/25)
$749,900
227 East Main Street, Middletown, CT 06457
9beds
3,180sqft
Multi Family
Built in 1991
-- sqft lot
$-- Zestimate®
$236/sqft
$-- HOA
What's special
Abundant natural lightBright living spacesAmple off-street parkingDesirable townhouse-style unitsEat-in kitchensAdditional basement storageHardwood floors
- 61 days |
- 440 |
- 20 |
Zillow last checked:
Listing updated:
Listed by:
Tanya Reyes (860)538-4448,
William Raveis Real Estate 860-344-1658
Source: Smart MLS,MLS#: 24171799
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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: Electric Water Heater, Water Heater
- Laundry: In Unit, In Basement
Features
- Basement: Partial,Garage Access,Concrete
- 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
Features
- Exterior features: Sidewalk
Lot
- Size: 7,405 Square Feet
Details
- Parcel number: 1009154
- Zoning: MXI
Construction
Type & style
- Home type: MultiFamily
- Architectural style: 3sides - Units Are Side-by-Side
- Property subtype: Multi Family
- Attached to another structure: Yes
Materials
- Vinyl Siding
- Foundation: Concrete Perimeter
- Roof: Asphalt,Gable
Condition
- New construction: No
- Year built: 1991
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
Community & HOA
Community
- Features: Medical Facilities, Park, Near Public Transport, Shopping/Mall
HOA
- Has HOA: No
Location
- Region: Middletown
Financial & listing details
- Price per square foot: $236/sqft
- Tax assessed value: $280,570
- Annual tax amount: $10,384
- Date on market: 5/1/2026
Estimated market value
Not available
Estimated sales range
Not available
Not available
Price history
| Date | Event | Price |
|---|---|---|
| 6/25/2026 | Price change | $749,900-6.3%$236/sqft |
Source: | ||
| 5/31/2026 | Price change | $799,900-5.9%$252/sqft |
Source: | ||
| 5/1/2026 | Listed for sale | $850,000+400%$267/sqft |
Source: | ||
| 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 | $118,200 |
Find assessor info on the county website
Monthly payment
Est. payment$--/mo
Payment breakdown
Explore the cost of this home by adjusting the details. Changes won't be saved.All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
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Climate risks
Neighborhood: 06457
Nearby schools
GreatSchools rating
- 5/10Farm Hill SchoolGrades: PK-5Distance: 0.8 mi
- 4/10Beman Middle SchoolGrades: 7-8Distance: 0.8 mi
- 4/10Middletown High SchoolGrades: 9-12Distance: 2.8 mi
A local agent can set up tours, give advice and negotiate with sellers.
- Connecticut
- Middlesex County
- Middletown
- 06457
- 227 East Main Street






