39 E Main St, Portland, CT 06480
Property image
Property image
OFF MARKET

$377,100

Trulia Estimate
  • Studio
  • 2,025 sqft (on 0.26 acres)

39 E Main St, Portland, CT 06480

Est. Refi. Payment $2,615/mo*
Refinance Your Home
Currently Off Market - Sold Dec 3, 2024 for $300,000

Home Value

Trulia Estimate
$377K
Since last month
Increased$23K (+6.4%)
Since last year
Increased$67K (+21.7%)
Since last sale
Increased$77K (+25.7%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +89% in the last 10 years
MonthEstimated value
2026
August 2026$377K
August 2026$372K
July 2026$354K
June 2026$341K
May 2026$323K
April 2026$327K
March 2026$329K
February 2026$324K
January 2026$319K
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
319 Main Street, Portland, CT
0.16
Multi-Family Home
$415,000
11/10/25
5
2
2,673
6 Russell Avenue, Portland, CT
0.31
Multi-Family Home
$400,000
11/14/25
4
2
1,980
25 Church Street, Portland, CT
0.33
Multi-Family Home
$301,000
10/14/25
5
3.5
2,792
20 Middlesex Avenue Extension, Portland, CT
0.45
Multi-Family Home
$410,000
10/09/25
7
3
2,292
5 Quarry Lane, Portland, CT
0.56
Multi-Family Home
$380,000
09/05/25
7
2
2,691
286 Marlborough Street, Portland, CT
0.55
Multi-Family Home
$499,000
07/28/26
2
2.5
4,205
56-58 Green Street, Middletown, CT
1.17
Multi-Family Home
$317,777
03/19/26
5
2
2,232
118 Grove Street, Middletown, CT
1.26
Multi-Family Home
$290,000
08/12/26
3
2
1,926
85 Eastern Dr, Middletown, CT
1.28
Multi-Family Home
$405,000
07/09/26
5
3
2,040
23 Portland Street, Middletown, CT
1.10
Multi-Family Home
$320,000
10/06/25
6
3
2,622

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
11 Spruce Terrace, Portland, CT 06480
0.08
$356,600
4
3
1,526
Off Market
18 Highland Avenue, Portland, CT 06480
0.11
$445,000
4
1.5
2,028
Off Market
20 Waverly Avenue, Portland, CT 06480
0.10
$436,500
4
2
2,218
Off Market
1 Foley Road, Portland, CT 06480
0.11
$340,000
2
1
936
Recently Sold
10 Fairview Street, Portland, CT 06480
0.12
$382,400
3
2.5
1,556
Off Market
16 Waverly Avenue, Portland, CT 06480
0.12
$440,800
4
2
1,584
Off Market
29 Waverly Avenue, Portland, CT 06480
0.12
$311,800
2
1
1,092
Off Market
25 Waverly Avenue, Portland, CT 06480
0.12
$345,600
3
2
1,264
Off Market
42 Fairview Street, Portland, CT 06480
0.14
$333,500
3
1.5
1,307
Off Market
33 Waverly Avenue, Portland, CT 06480
0.13
$450,100
3
2.5
1,754
Off Market
73 East Main Street, Portland, CT 06480
0.16
$373,100
3
1
1,560
Off Market
6 Foley Road, Portland, CT 06480
0.15
$332,000
4
1
1,128
Off Market

Local Information

  • Map ViewExplore the area around 39 E Main St.
  • Schools1 Preschool School3 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Multi-Family
Year Built
1889
Lot Size
0.26 acres
Living Area
2,025 sqft
Price/Sqft
$186
Parking
Garage

About this House

Fantastic 2 family on beautiful East Main Street in Portland. Situated right across from the Town Hall, this 2 family is fully rented and in excellent condition! Each unit is 1/2 bed, 1 bath with hardwood floors, high ceilings and custom woodwork. Awesome front porch, detached 3 car garage. Walking distance to shopping, library etc. Great for investor or owner occupant!
39 E Main St, Portland, CT 06480 is a studio, 2,025 sqft multi-family built in 1889. It last sold for $300,000 on Dec 3, 2024. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $377,100, with a rent estimate of $2,442/month.

Home Details for 39 E Main St

Interior Features

Heating & Cooling
Heating: Baseboard, OilAir ConditioningHeating Fuel: Baseboard
Levels, Entrance, & Accessibility
Stories: 2
Interior Details
Number of Rooms: 10

Exterior Features

Exterior Home Features
Roof: AsphaltDeckExterior: VinylPatio
Parking & Garage
GarageParking Spaces: 3Parking: Garage Detached

Property Information

Year Built
Year Built: 1889
Property Type / Style
Property Type: Multi Family

Community

Units in Building: 2

Lot Information

Lot Area: 0.26 acres

Price and Tax history

DateEventPrice
Dec 3, 2024
Source: N/A
Sold
$300,000
Apr 30, 2020
Source: Smart MLS #170275437
Sold
$220,000
Mar 4, 2020
Source: Agent Provided
Pending
$224,900
Feb 29, 2020
Source: Agent Provided
Listed For Sale
$224,900

Market trends in Portland

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
16
4MoM

Around this home

What Locals Say about Portland

At least 45 Trulia users voted on each feature.

  • 88 % Say car is needed

  • 87 % Say it's dog friendly

  • 86 % Say parking is easy

  • 81 % Say yards are well-kept

  • 79 % Say there's holiday spirit

  • 76 % Say people would walk alone at night

  • 73 % Say there's wildlife

  • 71 % Say it's quiet

  • 64 % Say neighbors are friendly

  • 64 % Say kids play outside

  • 51 % Say streets are well-lit

  • 49 % Say they plan to stay for at least 5 years

  • 45 % Say there are sidewalks

  • 42 % Say it's walkable to restaurants

  • 34 % Say there are community events

  • 24 % Say it's walkable to grocery stores

Sourced by Trulia users. Learn more about our methodology.
  • Adiflorio422
    "we love the small town feel, this town is great. we love portland and its close proximity to central CT"
    0
    Flag
  • Bbachinaminuet
    "Quiet town just over the river from Middletown and restaurants music etc. great small town charm and friendly people. "
    0
    Flag
  • Amanda A.
    "The downtown/Main Street area has very flat streets and many new sidewalks to walk. Side streets are very nice and quiet neighborhoods to walk down. "
    0
    Flag
  • Jeremy H.
    "Schools are good and kids have the freedom to run around. It’s a good little town to raise to raise a family and you’re central located. "
    0
    Flag
  • Jeremy H.
    "Portland is a very nice town and the people are nice. Lots of things to do over the bridge in Middletown "
    0
    Flag
  • Jeremy H.
    "It’s nice and small town and good school and stuff and more stuff and stuff blah blah blah blah blah "
    0
    Flag
  • ESmit
    "Commute is tolerable in the mornings, evenings can be horrible. Rte-2 and Rte-9 both can use an update."
    0
    Flag
  • Mclareas
    "Ive lived in the neighborhood for a little over two years. Nice quaint little town. But also very conveniently located across the river from Middletown if you’re bored of the small town feel and need a night out. "
    0
    Flag
  • ESmit
    "I’ve lived here for 3yrs and I enjoy the quit and peacefulness off the neighborhood/town. The community is friendly, I enjoy the local farm stands,farm orchards, and community events. Great place to settle down in!"
    1
    Flag
  • Trulia User
    "Community feeling, easy access to either 91, route 9, Route 66, route 16, and route 2. Nice rural area with full foliage. Wildlife at your doorstep and peaceful surrounding"
    0
    Flag
  • Mary A.
    "Our local library is a very active place with programs for children and adults. Our high school has a strong music program with several performances each year."
    1
    Flag
  • Jackie J.
    "The school system is very small and limited. The middle school and high school are combined. They have an agricultural/gardening program and have a green house at the school which seems kind of cool. Personally didn’t have that a my highschool in colchester, ct"
    1
    Flag
  • Jackie J.
    "In my neighborhood, Most homes in my neighborhood have decent sized yards and it has been a dog-friendly environment in regards to your neighbors."
    0
    Flag
  • Carlton L. O. J.
    "I live on Route 17 about two and a half miles away from Glastonbury with quite a few Farmers Market stands"
    0
    Flag
  • Jim
    "nice town, schools leave a bit to be desired."
    0
    Flag
  • Bryan J.
    "Close to everything, Safe/Family Friendly, Scenic and Private"
    0
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 39 E Main St

  • What is 39 E Main St estimated to be worth?
    Trulia's estimated value for 39 E Main St in Portland, CT is $377,100.
  • What is the price history for 39 E Main St?
    39 E Main St in Portland, CT last sold for $300,000 in December 2024.
  • Is Portland a buyer's or seller's market?
    Portland is currently a seller's market, based on recent for-sale activity.
  • What do residents say about Portland?
    Residents describe Portland, CT as dog-friendly, easy to park in, and well-kept. Most residents say you need a car. See recently sold homes in Portland, CT.

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