44 Woolsley Ave, Trumbull, CT 06611
OFF MARKET

44 Woolsley Ave
Trumbull, CT 06611

Trumbull Center
  • 3 Beds
  • 2 Baths
  • 1,526 sqft (on 0.38 acres)

$667,500

Trulia Estimate
as of Jul 21, 2026
Est. Refi. Payment $4,387/mo*
Refinance Your Home

$667,500

Trulia Estimate
as of Jul 21, 2026
Est. Refi. Payment $4,387/mo*
Refinance Your Home
3 Beds
2 Baths
1,526 sqft
(on 0.38 acres)

Local Information

  • Map ViewExplore the area around 44 Woolsley Ave.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

This multi-family home is located at 44 Woolsley Ave, Trumbull, CT. 44 Woolsley Ave is in the Trumbull Center neighborhood in Trumbull, CT and in ZIP code 06611. This property has 3 bedrooms, 2 bathrooms and approximately 1,526 sqft of floor space. This property has a lot size of 0.38 acres and was built in 1951.
44 Woolsley Ave, Trumbull, CT 06611 is a 3 bedroom, 2 bathroom, 1,526 sqft multi-family in Trumbull Center, built in 1951. It last sold for $530,000 on Nov 14, 2022. It is currently off market. The Trulia Estimate is $667,500, with a rent estimate of $3,014/month.

Home Highlights

Parking
Garage
Outdoor
No Info
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago

Home Details for 44 Woolsley Ave

Interior Features

Interior Details
BasementNumber of Rooms: 9
Heating & Cooling
Heating: OilAir ConditioningHeating Fuel: Oil
Levels, Entrance, & Accessibility
Stories: 2
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: Wood
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 1951
Property Type / Style
Property Type: Multi FamilyArchitecture: Colonial

Community

Units in Building: 2

Lot Information

Lot Area: 0.38 acres

Price History for 44 Woolsley Ave

DatePriceEventSource
11/14/2022$530,000Sold
Smart MLS #170518709
09/22/2022$499,999ContingentSmart MLS #170518709
08/25/2022$499,999Listed For SaleSmart MLS #170518709
09/26/2006$481,000Sold
Smart MLS #98283684
05/06/2004$399,900Sold
Smart MLS #98189959

Market trends in Trumbull

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$653K
Sale-to-List Price
103.8%
Price per sq ft
$309
Available listings
88
14MoM
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Property Tax and Assessment

Year2025
Tax$8,808
Assessment$238,560
Home facts updated by county records

Comparable Sales for 44 Woolsley Ave

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
129 Trumbull Avenue, Bridgeport, CT
1.54
Multi-Family Home
$570,000
10/15/25
6
2
2,464
93-95 Oxford Street, Bridgeport, CT
1.53
Multi-Family Home
$675,000
04/09/26
4
3
2,754
147 Trumbull Avenue, Bridgeport, CT
1.53
Multi-Family Home
$420,000
07/01/26
6
2
2,464
153 Overland Avenue, Bridgeport, CT
1.76
Multi-Family Home
$650,000
02/11/26
4
2
2,301
74 Charron Street, Bridgeport, CT
1.64
Multi-Family Home
$610,000
10/23/25
6
3
3,248
295 Bartlett Street, Bridgeport, CT
2.03
Multi-Family Home
$625,000
10/21/25
4
2
2,508
26 Victory Street, Bridgeport, CT
1.69
Multi-Family Home
$640,000
06/16/26
6
3
3,534
593 Wayne Street, Bridgeport, CT
2.41
Multi-Family Home
$405,000
06/22/26
4
2
1,812
354 Beechmont Avenue, Bridgeport, CT
2.08
Multi-Family Home
$700,000
12/24/25
7
3
2,786
197-199 Dupont Place, Bridgeport, CT
2.62
Multi-Family Home
$450,000
01/12/26
4
2
1,952

Nearby homes

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Assigned Schools

These are the assigned schools for 44 Woolsley Ave.
View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

Neighborhood Overview

Trumbull Center
See Local Highlights
Neighborhood stats provided by third party data sources.

What Locals Say about Trumbull Center

At least 2 Trulia users voted on each feature.

  • 100 % Say there's wildlife

  • 100 % Say it's dog friendly

  • 100 % Say they plan to stay for at least 5 years

  • 100 % Say there's holiday spirit

  • 100 % Say yards are well-kept

  • 100 % Say parking is easy

  • 75 % Say it's quiet

  • 67 % Say kids play outside

  • 67 % Say people would walk alone at night

  • 67 % Say car is needed

  • 60 % Say neighbors are friendly

  • 50 % Say there are sidewalks

  • 50 % Say streets are well-lit

  • 50 % Say it's walkable to grocery stores

  • 50 % Say there are community events

  • 33 % Say it's walkable to restaurants

Sourced by Trulia users. Learn more about our methodology.

LGBTQ Local Legal Protections

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Homes for sale near 44 Woolsley Ave

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Off Market Homes Near 44 Woolsley Ave

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