44 Bailey St, Trumbull, CT 06611
OFF MARKET

44 Bailey St
Trumbull, CT 06611

  • 3 Beds
  • 2 Baths
  • 1,318 sqft (on 0.29 acres)

$584,300

Trulia Estimate
as of May 15, 2026
Est. Refi. Payment $3,797/mo*
Refinance Your Home

$584,300

Trulia Estimate
as of May 15, 2026
Est. Refi. Payment $3,797/mo*
Refinance Your Home
3 Beds
2 Baths
1,318 sqft
(on 0.29 acres)

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

This is your opportunity to own in ideal Trumbull location! Ranch set on .29 acre at end of cul-de-sac offers one level living, and features 3 generous sized bedrooms, 2 full baths, hardwood flooring, central air, central vac, open and bright living room with expansive sun filled window and fireplace combined with dining area and access to deck overlooking private back yard for your outdoor enjoyment. Walkout basement with laundry perfect for your home workshop or future playroom with access to oversized 2 car garage and back yard. Home is serviced with city water and sewer (no assessment) and is generator ready. See Agent remarks.
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources.

Home Highlights

Parking
Garage
Outdoor
Patio, Deck
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
No Info

Home Details for 44 Bailey St

Interior Features

Interior Details
BasementNumber of Rooms: 5
Heating & Cooling
Heating: Other, OilAir ConditioningHeating Fuel: Other
Levels, Entrance, & Accessibility
Stories: 1
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltDeckExterior: WoodPatio
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 1959
Property Type / Style
Property Type: Single Family HomeArchitecture: Ranch / Rambler

Community

Units in Building: 1

Lot Information

Lot Area: 0.29 acres

Price History for 44 Bailey St

DatePriceEventSource
11/09/2017$264,000Sold
Smart MLS #170012464
09/07/2017$264,000Listed For SaleAgent Provided
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Property Tax and Assessment

Year2025
Tax$8,725
Assessment$236,320
Home facts updated by county records

Comparable Sales for 44 Bailey St

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
36 Craig Lane, Trumbull, CT
0.09
Single-Family Home
$566,000
01/30/26
3
1
1,526
34 Leonard Place, Trumbull, CT
0.23
Single-Family Home
$527,500
10/17/25
3
1
1,286
8 Bailey Street, Trumbull, CT
0.18
Single-Family Home
$650,000
09/05/25
4
3
2,143
10 Gibson Avenue, Trumbull, CT
0.28
Single-Family Home
$675,000
07/31/25
3
2
2,524
11 Whalley Road, Trumbull, CT
0.23
Single-Family Home
$600,000
05/08/26
3
2
1,479
11 Arden Road, Trumbull, CT
0.39
Single-Family Home
$685,000
09/17/25
3
2
1,658
115 Deerfield Drive, Trumbull, CT
0.36
Single-Family Home
$659,000
06/27/25
3
2
2,168
15 Elberta Avenue, Trumbull, CT
0.66
Single-Family Home
$540,000
06/06/25
3
2
1,329
91 Lounsbury Road, Trumbull, CT
0.32
Single-Family Home
$705,500
10/03/25
3
1.5
1,814
4 Woodridge Circle, Trumbull, CT
0.48
Single-Family Home
$676,000
05/06/26
3
1.5
2,255

Assigned Schools

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

What Locals Say about Trumbull

At least 234 Trulia users voted on each feature.

  • 92 % Say car is needed

  • 86 % Say parking is easy

  • 85 % Say it's dog friendly

  • 82 % Say yards are well-kept

  • 77 % Say there's holiday spirit

  • 72 % Say there's wildlife

  • 66 % Say kids play outside

  • 66 % Say it's quiet

  • 65 % Say people would walk alone at night

  • 63 % Say they plan to stay for at least 5 years

  • 54 % Say neighbors are friendly

  • 37 % Say streets are well-lit

  • 33 % Say there are sidewalks

  • 31 % Say there are community events

  • 29 % Say it's walkable to restaurants

  • 28 % Say it's walkable to grocery stores

Learn more about our methodology.
  • Emily.stumph
    "The parks are great but there is no safe way to bike between them, you need a car to enjoy Trumbull’s nature "
    0
    Flag
  • Mjconstructionpro
    "Yes I do see people walking with their dogs, I love my neighbors. People are so nice… Trumbull is the town for me "
    0
    Flag
  • E Rocco
    "not bad. trumbull is nice and close to the merit. i grew up here and wouldn’t change a thing! its a safe and friendly town"
    0
    Flag
  • Xgv8mhqqpg
    "My commute is short with easy access to highway systems. Very little traffic lights and I am only limited by stop signs. Cars are on the road are friendly. "
    0
    Flag
  • Trulia User
    "The area is quiet and family oriented. Neighbors look out for neighbors to keep the peace and order. Nice park with playground area and sports events next to a nice library "
    0
    Flag
  • RMV
    "There are many young families and parks all over town. I live around the corner from the entrance of a walking trail that leads into a park that’s great for a hike or recreation. There are not many restaurants on my side of town except a wine bar, but Starbucks and Dunkin Donuts are walking distance."
    11
    Flag
  • Nicole D.
    "dog friendly area. plenty of state parks and trails for the dogs. just watch out for wildlife with the smaller dogs."
    1
    Flag
  • Jnapoli2521
    "I live in Trumbull Town Commons and some dog owners do not pick up after their dog despite the signs "
    2
    Flag
  • Msvindland
    "Town movies, town pools and block parties. They have a wonderful walking trail that my dog and I use frequently and a wonderful dog park. They have the Trumbull mall which is very well maintained and the movie theater that has security"
    5
    Flag
  • Rebeccalore
    "There are a lot of dogs in the neighborhood and they are well cared for. There is also a good dog park near by. "
    1
    Flag
  • Ashley U.
    "My neighborhood is almost perfect. The only problem is that everything is spaced out. The mall is in one direction, the movie theater in another and the small shops and such are all about. It’s quite boring here if you ask me. "
    9
    Flag
  • KMM
    "I’ve grown up/lived here for 25 years. Amazing town to grow up in! School system is great too. People are friendly and it feels like home."
    2
    Flag
  • Bruce S.
    "We have lived here for more than 50 years. I would never want to move. Beautiful year round, near nice beaches, excellent schools, safe neighborhoods and reasonably affordable. "
    6
    Flag
  • Heather Uva
    "Trumbull is very blue collar down to earth people.. we are friendly, nonjudgemental, who work hard, and love our children. It is a pleasure to live here. Trumbull is close to major highway also for quick ride to the major cities around her."
    2
    Flag
  • Olgui L.
    "Great school system. Very safe town. I have lived here for 42 years, have never had any bad experiences. "
    2
    Flag
  • KB
    "It’s a great residential neighborhood, however there aren’t a ton of options for restaurants in the city itself, however it is really close to surrounding towns with plenty of life."
    0
    Flag
  • Mike s.
    "You can get a fair amount of property that you can expand upon. Even though it’s a double yellow I feel safe when my little ones are playing. "
    1
    Flag
  • Adeliofpimenta
    "I love living here because of the neiborhoods are very nice , and quiet my kids can save ride a bike , and enjoy the weather outside with the beautiful parks around ! "
    0
    Flag
  • Mike s.
    "The school system is trumbull is amazing. Both of our boys are thriving thanks to TECEC. There are also some private school options which we have taken advantage of and have not been disappointed. "
    0
    Flag
  • Lsosa2007
    "This neighborhood is unique because of all the nice people that make it a neighborhood. All the fun things that happen in my neighborhood bring us together."
    1
    Flag
  • Tobiascarling
    "I’ve lived here for eight years and cherish the warm, friendly neighborhood. People are constantly out walking or running, kids playing, and neighbors are chatty."
    0
    Flag
  • Loveeherrr
    "It’s a gated community, everyone is friendly . There’s a gym, pool area, cookout area, guest lounge. You need a key to get in and there’s security that do hourly walks through the neighborhood to keep an eye for anything "
    0
    Flag
  • Tobiascarling
    "We have a very friendly neighborhood, full of families and empty nesters. I love being close to the Merritt, playgrounds, the Trumbull mall, and the grocery store."
    0
    Flag

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44 Bailey St, Trumbull, CT 06611 is a 3 bedroom, 2 bathroom, 1,318 sqft single-family home built in 1959. This property is not currently available for sale. 44 Bailey St was last sold on Nov 9, 2017 for $264,000. The current Trulia Estimate for 44 Bailey St is $584,300.