Packed with character and smart updates, this charming 2-bedroom, 1-bath Colonial offers a fantastic opportunity for first-time buyers, investors, or anyone seeking a manageable and affordable home in a central location. Built in 1900 and offering 871 square feet of well-used space, this home proves that good things really do come in small packages. Inside, you'll find a comfortable and functional layout with a bright living area, spacious bedrooms, and a welcoming kitchen with vintage flair. Recent updates include a newer furnace and hot water heater (2020-2021), so you can enjoy peace of mind and efficient living right from the start. The fully fenced yard is surprisingly spacious, offering room to garden, play, or relax outdoors. There's even room for a swing set, patio, or a furry friend to roam. Off-street parking and a walk-out basement add to the home's practical perks. Whether you're looking to break into homeownership or add a reliable rental to your portfolio, 21 Portland St offers charm, updates, and affordability-all in one neat little package.
Sold for $185,000
$185,000
21 Portland Street, Middletown, CT 06457
2beds
791sqft
Single Family Residence
Built in 1900
3,484 Square Feet Lot
$200,300 Zestimate®
$234/sqft
$1,682 Estimated rent
Home value
$200,300
$184,000 - $218,000
$1,682/mo
Zestimate® history
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List your homeWhat's special
Fully fenced yardSpacious bedroomsComfortable and functional layout
Zillow last checked:
Listing updated:
Listed by:
Team Rio of Executive Real Estate,
Amy P. Rio 860-916-6048,
Executive Real Estate Inc. 860-633-8800
Bought with:
Tobias J. Rinaldi, RES.0805702
Luxe Realty LLC
Source: Smart MLS,MLS#: 24088802
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 2
- Bathrooms: 1
- Full bathrooms: 1
Primary bedroom
- Level: Upper
Bedroom
- Level: Upper
Dining room
- Level: Main
Living room
- Level: Main
Heating
- Hot Water, Natural Gas
Cooling
- Window Unit(s)
Appliances
- Included: Oven/Range, Refrigerator, Washer, Dryer, Electric Water Heater, Water Heater
Features
- Basement: Full,Unfinished
- Attic: Access Via Hatch
- Has fireplace: No
Interior area
- Total structure area: 791
- Total interior livable area: 791 sqft
- Finished area above ground: 791
Property
Parking
- Parking features: None
Lot
- Size: 3,484 Square Feet
- Features: Level
Details
- Parcel number: 1015909
- Zoning: MXI
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Colonial
- Property subtype: Single Family Residence
Materials
- Vinyl Siding
- Foundation: Concrete Perimeter
- Roof: Asphalt
Condition
- New construction: No
- Year built: 1900
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
Community & HOA
HOA
- Has HOA: No
Location
- Region: Middletown
Financial & listing details
- Price per square foot: $234/sqft
- Tax assessed value: $112,280
- Annual tax amount: $4,132
- Date on market: 4/16/2025
Price history
| Date | Event | Price |
|---|---|---|
| 8/29/2025 | Sold | $185,000$234/sqft |
Source:  Smart MLS #24088802 Report a problem | ||
| 6/7/2025 | Pending sale | $185,000$234/sqft |
Source: Smart MLS #24088802 Report a problem | ||
| 5/17/2025 | Price change | $185,000-5.1%$234/sqft |
Source: Smart MLS #24088802 Report a problem | ||
| 4/16/2025 | Price change | $194,900+116.6%$246/sqft |
Source: Smart MLS #24088802 Report a problem | ||
| 3/31/2017 | Listed for sale | $90,000-4.8%$114/sqft |
Source: RE/MAX Precision Realty #G10207583 Report a problem | ||
| 10/12/2016 | Listing removed | $94,500$119/sqft |
Source: RE/MAX Precision Realty #G10120313 Report a problem | ||
| 7/2/2016 | Price change | $94,500-4.5%$119/sqft |
Source: RE/MAX Precision Realty #G10120313 Report a problem | ||
| 5/3/2016 | Price change | $99,000-5.7%$125/sqft |
Source: RE/MAX Precision Realty #G10120313 Report a problem | ||
| 3/29/2016 | Listed for sale | $105,000+65.4%$133/sqft |
Source: RE/MAX Precision Realty #G10120313 Report a problem | ||
| 9/27/2007 | Sold | $63,500-33.2%$80/sqft |
Source: Smart MLS #G451168 Report a problem | ||
| 7/12/2006 | Sold | $95,000+50.8%$120/sqft |
Source: Smart MLS #G409584 Report a problem | ||
| 12/15/2004 | Sold | $63,000+103.2%$80/sqft |
Source: Public Record Report a problem | ||
| 1/17/1990 | Sold | $31,000-48.3%$39/sqft |
Source: Public Record Report a problem | ||
| 11/4/1987 | Sold | $60,000$76/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $4,368 +5.7% | $112,280 |
| 2024 | $4,132 +4.8% | $112,280 |
| 2023 | $3,941 +89.1% | $112,280 +137% |
| 2022 | $2,084 | $47,370 |
| 2021 | $2,084 -0.5% | $47,370 |
| 2020 | $2,094 -0.4% | $47,370 |
| 2019 | $2,103 +1.6% | $47,370 |
| 2018 | $2,070 -22.6% | $47,370 -25% |
| 2017 | $2,676 +7% | $63,120 |
| 2015 | $2,500 -1% | $63,120 |
| 2014 | $2,525 +19% | $63,120 +0.5% |
| 2013 | $2,122 +3.4% | $62,780 |
| 2012 | $2,053 +3.5% | $62,780 |
| 2011 | $1,984 -0.9% | $62,780 |
| 2010 | $2,003 +4.6% | $62,780 |
| 2009 | $1,915 +19.6% | $62,780 |
| 2008 | $1,601 +19% | $62,780 +78.3% |
| 2007 | $1,345 +1.3% | $35,220 |
| 2006 | $1,328 +5.6% | $35,220 |
| 2005 | $1,257 +6.3% | $35,220 |
| 2004 | $1,183 +2.4% | $35,220 |
| 2003 | $1,155 +1% | $35,220 -14.9% |
| 1995 | $1,143 | $41,400 |
Find assessor info on the county website
Neighborhood: 06457
Nearby homes
- $299,0005 bd2 ba1.7k sqft19 Portland St, Middletown, CT 06457For Sale
- $320,0006 bd3 ba2.6k sqft23 Portland St, Middletown, CT 06457Sold
- $--2 bd1 ba-- sqft23 Portland St #2, Middletown, CT 06457Off Market
- $1,7503 bd1 ba-- sqft23 Portland St APT 3, Middletown, CT 06457For Rent
- $215,0008 bd2 ba2.5k sqft25 Portland St, Middletown, CT 06457Sold
- $2,0003 bd1 ba-- sqft25 Portland St UNIT 1, Middletown, CT 06457For Rent
- $2,3004 bd1 ba-- sqft25 Portland St #2, Middletown, CT 06457For Rent
- $--2 bd1 ba630 sqft15 Portland St #2F-R, Middletown, CT 06457Off Market
Nearby schools
GreatSchools rating
- 5/10Macdonough SchoolGrades: K-5Distance: 0.2 mi
- 4/10Beman Middle SchoolGrades: 7-8Distance: 1.9 mi
- 4/10Middletown High SchoolGrades: 9-12Distance: 1.6 mi
Schools provided by the listing agent
- High: Middletown
Source: Smart MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
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- Connecticut
- Middlesex County
- Middletown
- 06457
- 21 Portland Street
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