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575 Main Street

Portland, Connecticut 06480

PENDING$499,000

Reduced from $525,000

Beds
4
Baths
1 | 1
SqFt
2,049
Acres
0.56
Year Built
1921
Matt Caiola

Matt Caiola

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2-Car Garage1 FireplacePrice Reduced

About This Home

Welcome to a beautifully updated 4-bedroom, 1.5-bath colonial in the heart of Portland, featuring a new roof and chimney, remodeled kitchen and full bath, newer vinyl replacement windows, updated electrical, new water heater, extended and replaced driveway, updated masonry, and numerous thoughtful modern upgrades throughout. This home offers is move-in ready with timeless character and charm. Inside, the recently remodeled kitchen features updated finishes, a new range hood with exterior venting, and abundant natural light throughout the main living spaces. Unique custom details crafted from reclaimed wood sourced directly from the home add warmth and character, including built-in bookshelves, radiator covers, a custom TV stand, and a built-in bench. The upstairs full bathroom has been fully remodeled, while the lower-level bath features updated flooring. Additional improvements include a new washer and dryer, smart locks, an independent Hydroviv water and ice filter for the fridge, fiber internet, and a basement dehumidifier for added comfort. Exterior updates include new front and back stairs, front walkway, patio, and retaining wall. The yard has also been professionally maintained. Ideally situated near downtown Portland, South Glastonbury, Brownstone Exploration Park, the Connecticut River, local restaurants, shopping, Middletown, and Route 9, this home offers a wonderful blend of updates, character, and convenient access to surrounding destinations!

Key Facts

City/Town
Portland
Neighborhood
N/A
Property / Style
Single Family · Colonial
Year Built
1921
Days on Market
75 days
Beds
4
Baths
1 full · 1 half
Living Area
2,049 sq ft
Lot Size
0.56 acres
Garage / Parking
2 garage
Property Taxes
$5,347 / Annually

Market Snapshot

The Portland Market

Single Family · trailing 12 months

Median Days on Market

17

7 active listings

Median $ / Sq Ft

$304

7 active listings

Sale-to-List Ratio

101.2%

70 sales

How this home compares

List Price

$499,000

vs $420,000 median

18.8% above median

Price / Sq Ft

$244

vs $304 median

19.7% below median

Days on Market

75 days

vs 17 days median

58 days longer than median

Based on 7 active and 70 closed sales (trailing 12 mo) of single family in Portland. Source: SmartMLS · As of July 28, 2026.

Location

575 Main Street, Portland, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$3,156

per month

  • Principal & Interest$2,544
  • Property Taxes$446
  • Insurance$166
  • HOA$0

Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.

Location

City/Town
Portland
Neighborhood
N/A
County
Middlesex

Residence

Property Type
Single Family
Style
Colonial
Year Built
1921
New Construction
No/Resale
Living Area
2,049 sq ft

Schools

Elementary
Per Board of Ed
High
Portland

Interior

Heating
Hot WaterRadiator
Heat Fuel
Oil
Cooling
Window Unit
Fireplaces
1
Laundry
Upper Level
Appliances
Electric RangeRange HoodRefrigeratorDishwasherWasherElectric Dryer
Basement
FullUnfinishedStorageInterior AccessConcrete FloorFull With Hatchway
In-Law Apartment
No

Exterior & Lot

Lot Size
0.56 acres
Zoning
R10
Garage / Parking
2 garage spacesDetached Garage
Waterfront Details
Not Applicable
Water Source
Public Water Connected
Sewer
Public Sewer Connected
Construction
Vinyl Siding
Roof
Asphalt ShingleGable
Foundation
Concrete
Exterior Features
Porch-ScreenedPorchLightingPatio
Lot Description
Fence - PartialFence - Chain LinkLightly WoodedDry

Listing & Financials

Property Taxes
$5,347 / Annually
Days on Market
75
MLS #
24173238
MLS Status
Under Contract - Continue to Show

Similar Properties

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Listed By

Wynne Lord

(860) 833-3896

Coldwell Banker Realty

(860) 231-2600

This information is believed to be accurate, but without warranty.

The IDX display contains information sourced from SmartMLS, Inc. as of 7/28/2026. This information is provided for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing or leasing. Data is deemed reliable but is not guaranteed accurate by the MLS, the listing broker, the listing agent, or Matt Caiola. Buyers and tenants should independently verify all information that matters to their decision.

Map locations may be approximate. Any offer of compensation, if applicable, is made only to participants of the MLS where the listing is filed. ©2026 Smart MLS, Inc. All rights reserved.

Data last updated on 7/28/2026 at 6:55 AM UTC.