66 Portland Ave

Redding, CT 06896

$549,000
Price
4
Beds
1,964 Sq. Ft.
$280 / Sq. Ft.
1,964
Sq. Ft.
$280
per Sq. Ft.
Under Contract
Under Contract
Welcoming front porch and attractive front yard
Extensive side yard
Back of the house with entry deck and heated porch
Extensive backyard with room for a barn and or a garage
Entry Mudroom at back of house
Comfortable main level Living room with doorway to Bedroom
Good size Primary Bedroom on main level
Another view of the Primary Bedroom
Kitchen is convenient to the Living room
Main level eat-in Kitchen with door to large front porch with water view
Spacious main level Kitchen
Main level 2nd Bedroom or Office with access to the full Bathroom
Main level Bath also has a tub
Another view of the Kitchen
Sunny Living Room upstairs with newer laminate flooring
Another view of the upstairs Living Room
Upstairs remodeled Kitchen with quartz counters & tile floor
View of the door to the spacious walk up Attic and small eating area in Kitchen
Upstairs Hall to the 2 Bedrooms
Bedroom One with ceiling fan and newer laminate flooring
Another view of Bedroom One
Upstairs Bedroom Two with-wall-to wall carpet
Bedroom Two looking into the hall
Take another look

Description

Ideal for an investor, home is zoned as a 2-family. However, this home has been used for so many years with the upstairs unit used by family members. The upstairs unit consists of 918 sq ft of 4 rooms, 2 bedrooms plus a tub bath and has as a remodeled kitchen, newer windows and newer floors. The main level has 1046 sq ft and enjoys an open front porch with a view of the Gilbert & Bennett Pond plus a heated back porch/mudroom. The living room, main-level bedroom and eat-in kitchen are all of good...Ideal for an investor, home is zoned as a 2-family. However, this home has been used for so many years with the upstairs unit used by family members. The upstairs unit consists of 918 sq ft of 4 rooms, 2 bedrooms plus a tub bath and has as a remodeled kitchen, newer windows and newer floors. The main level has 1046 sq ft and enjoys an open front porch with a view of the Gilbert & Bennett Pond plus a heated back porch/mudroom. The living room, main-level bedroom and eat-in kitchen are all of good size. The second bedroom/office has access to the full tub bath. There is ample room in the large back yard for a big garage or barn. Home is also perfect for a CONTRACTOR/HANDYMAN OR FIRST TIME OWNER who can live on either level & rent the other level for income. Convenient short walk to Metro North Train Station and Georgetown Shops and Restaurants. Note: HOME IS BEING SOLD "AS IS". Agents please read addendum re scheduling showings!

Property Details for 66 Portland Avenue

Basement Description
Partial, Unfinished, Interior Access, Dirt Floor, Partial With Hatchway, Concrete Floor
Direct Waterfront
No
Expected Active Date
09-19-2025
Garages Number
0
Neighborhood
Georgetown
Style
Units on different Floors
Garage Parking Info
None, Off Street Parking, Driveway, Unpaved
Swimming Pool
No
LISTING UPDATED: 10/15/2025 02:13 PM

Property Details for 66 Portland Avenue

StatusUnder Contract
MLS #24125533
Days on Market25
Taxes$8,484 / year
HOA Fees-
Condo/Co-op Fees-
Compass TypeMulti Family
MLS TypeMulti-Family / 2 Family
Year Built1900
Lot Size0.50 AC / 21,780 SF
CountyFairfield County

Location

Listing Courtesy of Coldwell Banker Realty, Marilyn Sloper
Add your commute

Building Information for 66 Portland Avenue

Stories-Residences2Year Built1900Building Size-Lot Size0.50 AC / 21,780 SF

Payment Calculator

$3,420 per month

30 year fixed, 6.28% Interest

Principal and Interest

$2,713

Property Taxes

$707

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Property Information for 66 Portland Avenue

Summary
Property and Location
  • Acres Source: Public Records
  • Directions: Rt 107 to Portland Ave to #66. See sign
  • Elementary School: Redding
  • High School: Joel Barlow
  • Latitude: 41.262789
  • Longitude: -73.431292
  • Middle Jr High School: John Read
  • Neighborhood Amenities: Public Transportation, Shopping/Mall
  • State: Connecticut
Parking
  • Parking Total Spaces: 6
HOA and Fees
  • Home Owner's Assocation: No
  • Tax Year: July 2025-June 2026
  • Property Tax: $8,484
Interior and Exterior Features
Exterior Features
  • Exterior Features: Shed
  • Waterfront Description: View
Interior Features
  • Attic Description: Unfinished, Storage Space, Floored, Walk-up
  • Cooling System: Ceiling Fans
  • Heat Type: Hot Water
  • Attic YN: Yes
  • Fireplaces Total: 0
  • Laundry Room Info: Hook-Up In Unit 1
  • Laundry Room Location: Basement
  • Rooms Total: 8
Property
Property and Assessments
  • Color: white
  • Construction Description: Frame
  • Driveway Type: Private, Unpaved
  • Exterior Siding: Aluminum
  • Foundation Type: Concrete
  • Fuel Tank Location: In Basement
  • New Construction Type: No/Resale
  • Roof: Metal
  • Year Built: 1900
  • Year Built Source: Public Records
  • Bank Owned Property: No
  • Living Area SQFT Per Public Records: 1964
Lot Information
  • Lot Description: Lightly Wooded, Level Lot, Water View
  • Parcel Number: 268569
  • Sq Ft Est Heated Above Grade: 1964.0
  • Sq Ft Total: 1964.0
  • Zoning: R-1/2
Utilities
  • Energy Features: Storm Windows, Thermopane Windows
  • Heat Fuel Type: Oil
  • Hot Water Description: Electric, 50 Gallon Tank, Upright Tank
  • Sewage System: Septic
  • Water Source: Private Well
Multi Family
Income and Expenses
  • Occupied By: Owner
  • Total Number of Units: 2
  • Total Rooms Multi Family: 8
Unit 1
  • Unit Appliances: Oven/Range,Microwave,Refrigerator
  • Unit Average Sq Ft: 918
  • Unit Entry Order: 2
  • Unit Full Baths: 1
  • Unit Modified Date: 09-25-2025
  • Unit Num Bedrms: 2
  • Unit Num Rooms: 4
  • Unit Occupied By: Vacant
Unit 2
  • Unit Appliances: Electric Range,Refrigerator
  • Unit Average Sq Ft: 1046
  • Unit Entry Order: 1
  • Unit Full Baths: 1
  • Unit Modified Date: 09-25-2025
  • Unit Num Bedrms: 2
  • Unit Num Rooms: 4
  • Unit Occupied By: Owner

Property History for 66 Portland Avenue

DateEvent & SourcePriceAppreciation
Dec 28, 1995

Closed (Public Record)

Public Record #91143828

$203,000—
DateEvent & SourcePrice
12/28/1995

Closed (Public Record)

Public Record #91143828

$203,000

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 66 Portland Avenue

Taxable ValueLand$147,900Additions$139,300Total$287,200
Tax Record2024$8,484 ($707 / month)
Home Facts
Baths2Total Finished SqFt1,964 SqFtAbove Grade Finished SqFt1,964 SqFtStories2Lot Size21,780 SqFtStyleDuplexYear Built1900ZoningR-1/2CountyFAIRFIELDAPNREDD M:46 L:29

Schools near 66 Portland Avenue

This home is within Redding School District.
Rating
School
Type
Grades
Distance
Redding Elementary School
Public - PK to 4
John Read Middle School
Public - 5 to 8
Joel Barlow High School
Public - 9 to 12
Rating
School
Distance
Redding Elementary School
PublicPK to 4

John Read Middle School
Public5 to 8

Joel Barlow High School
Public9 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass makes no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of Coldwell Banker Realty, Marilyn Sloper

Based on information from one of the following Multiple Listing Services: Darien MLS, Smart MLS and Greenwich Multiple Listing Service. Information being provided is for the visitor’s personal, noncommercial use and may not be used for any purpose other than to identify prospective properties visitor may be interested in purchasing. The data contained herein is copyrighted by Darien MLS, Smart MLS and Greenwich Multiple Listing Service is protected by all applicable copyright laws. Any dissemination of this information is in violation of copyright laws and is strictly prohibited. Property information referenced on this web site comes from the Internet Data Exchange (IDX) program of the MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. For the avoidance of doubt, the accuracy of all information, regardless of source, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals.