53 Woolsley Ave, Trumbull, CT 06611
OFF MARKET

$628,500

Trulia Estimate
  • 3 Beds
  • 2 Baths
  • 2,012 sqft (on 0.32 acres)

53 Woolsley Ave, Trumbull, CT 06611

Trumbull Center
Est. Refi. Payment $4,171/mo*
Refinance Your Home
Currently Off Market - Sold Aug 13, 2020 for $385,000

Home Value

Trulia Estimate
$629K
Since last month
Decreased$6K (-0.9%)
Since last year
Increased$27K (+4.5%)
Since last sale
Increased$245K (+63.7%)
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 +79% in the last 10 years
MonthEstimated value
2026
August 2026$630K
July 2026$636K
June 2026$641K
May 2026$645K
April 2026$637K
March 2026$634K
February 2026$612K
January 2026$605K
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
56 Craig Lane, Trumbull, CT
0.15
Single-Family Home
$483,000
08/13/26
4
2
1,582
26 Craig Lane, Trumbull, CT
0.27
Single-Family Home
$605,000
06/15/26
3
1.5
1,395
11 Whalley Road, Trumbull, CT
0.09
Single-Family Home
$600,000
05/08/26
3
2
1,479
91 Lounsbury Road, Trumbull, CT
0.24
Single-Family Home
$705,500
10/03/25
3
1.5
1,814
30 Windy Ridge, Trumbull, CT
0.25
Single-Family Home
$831,000
03/23/26
3
2.5
2,259
11 Arden Road, Trumbull, CT
0.33
Single-Family Home
$685,000
09/17/25
3
2
1,658
36 Craig Lane, Trumbull, CT
0.23
Single-Family Home
$566,000
01/30/26
3
1
1,526
877 White Plains Road, Trumbull, CT
0.48
Single-Family Home
$445,000
04/24/26
3
2
2,250
12 Sunnycrest Road, Trumbull, CT
0.33
Single-Family Home
$629,500
10/22/25
3
2
1,960
8 Bailey Street, Trumbull, CT
0.37
Single-Family Home
$650,000
09/05/25
4
3
2,143

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
465 Whalley Avenue #N, New Haven, CT 06511
0.06
$182,200
1
1
875
Off Market
11 Whalley Road, Trumbull, CT 06611
0.09
$600,000
3
2
1,479
Recently Sold
12 Thorburn Avenue, Trumbull, CT 06611
0.13
$659,400
3
1.5
1,441
Off Market
87 Arden Road, Trumbull, CT 06611
0.15
$727,000
3
3
1,567
Off Market
56 Craig Lane, Trumbull, CT 06611
0.15
$483,000
4
2
1,582
Recently Sold
88 Woolsley Avenue, Trumbull, CT 06611
0.14
$688,500
3
1.5
1,414
Off Market
60 Craig Lane, Trumbull, CT 06611
0.16
$574,900
3
1
1,283
Off Market
34 Glenwood Drive, Trumbull, CT 06611
0.15
$705,600
4
2
3,408
Off Market
103 Arden Road, Trumbull, CT 06611
0.17
$784,500
3
2
1,450
Off Market
57 Craig Lane, Trumbull, CT 06611
0.19
$627,900
3
2
1,392
Off Market
25 Thorburn Avenue, Trumbull, CT 06611
0.21
$654,900
2
1.5
2,394
Off Market
70 Suzanne Circle, Trumbull, CT 06611
0.20
$636,400
3
1.5
1,932
Off Market

Local Information

  • Map ViewExplore the area around 53 Woolsley Ave.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1956
Lot Size
0.32 acres
Living Area
2,012 sqft
Price/Sqft
$312
Parking
Garage

About this House

Perfectly set on a corner lot within a sought after Trumbull neighborhood, 53 Woolsley Avenue is a tremendous opportunity! A sprawling 7+ room ranch with over 2,000 SF on the main level. Setting this home apart from the rest is the floor plan (included within the property photographs). Three good sized bedrooms inclusive of 20 x 18 master bedroom suite featuring a cathedral ceiling, ensuite and access to the back deck -compare! Work from home? No problem, great home office option set away from the main living space. Just minutes away from the Merritt Parkway and other commuter roads, this is one of the most convenient locations in townclose proximity to shopping, restaurants & town amenities. Vinyl siding, two front doors & a peaked roofline over the main entrance add to the character and curb appeal of this home. Looking for an extra room on the main level, the 25 x 13 family room is the perfect space. Offering a private entrance, tons of natural light a very versatile space. City water, city sewer & central air. Whether you are entertaining inside or out, going for a neighborhood walk, or looking to save a few minutes on the morning commute you will love living at 53 Woolsley Avenue, Welcome Home!
53 Woolsley Ave, Trumbull, CT 06611 is a 3 bedroom, 2 bathroom, 2,012 sqft single-family home in Trumbull Center, built in 1956. It last sold for $385,000 on Aug 13, 2020. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $628,500, with a rent estimate of $3,792/month.

Home Details for 53 Woolsley Ave

Interior Features

Interior Details
BasementNumber of Rooms: 7
Heating & Cooling
Heating: Baseboard, OilAir ConditioningCooling System: CentralHeating Fuel: Baseboard
Levels, Entrance, & Accessibility
Stories: 1
Appliances & Utilities
DishwasherRefrigerator
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltDeckExterior: Vinyl
Parking & Garage
GarageParking Space: 1Parking: Garage Attached

Property Information

Year Built
Year Built: 1956
Property Type / Style
Property Type: Single Family HomeArchitecture: Ranch / Rambler

Community

Units in Building: 1

Lot Information

Lot Area: 0.32 acres

Price and Tax history

DateEventPrice
Aug 13, 2020
Source: Smart MLS #170310006
Sold
$385,000
Jul 3, 2020
Source: Agent Provided
Pending
$390,000
Jun 26, 2020
Source: Agent Provided
Listed For Sale
$390,000
Apr 26, 2013
Source: Smart MLS #98541451
Sold
$345,000
Dec 3, 2012
Source: N/A
Sold
$345,000

Market trends in Trumbull

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$665K
$11.67KMoM
Sale-to-List Price
103.7%
Price per sq ft
$320
$12MoM
Available listings
83
5MoM

Around this home

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

  • 75 % Say people would walk alone at night

  • 67 % Say kids play outside

  • 67 % Say car is needed

  • 60 % Say neighbors are friendly

  • 60 % Say there are community events

  • 50 % Say streets are well-lit

  • 50 % Say it's walkable to grocery stores

  • 40 % Say there are sidewalks

  • 33 % Say it's walkable to restaurants

Sourced by Trulia users. Learn more about our methodology.

LGBTQ Local Legal Protections

Frequently asked questions about 53 Woolsley Ave

  • What is 53 Woolsley Ave estimated to be worth?
    Trulia's estimated value for 53 Woolsley Ave in Trumbull, CT is $628,500.
  • What is the price history for 53 Woolsley Ave?
    53 Woolsley Ave in Trumbull, CT last sold for $385,000 in August 2020.
  • Is Trumbull a buyer's or seller's market?
    Trumbull is currently a seller's market, based on recent for-sale activity.
  • What's the median sale price in Trumbull?
    The median sale price in Trumbull is $665K. That is up $11.67K from the prior month.
  • Does 53 Woolsley Ave have air conditioning?
    Yes, 53 Woolsley Ave in Trumbull, CT has air conditioning.
  • How big is the lot at 53 Woolsley Ave?
    The lot at 53 Woolsley Ave in Trumbull, CT is about 0.32 acres (13,939 sq ft).

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Apartments for Rent

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