20 Bailey St, Trumbull, CT 06611
OFF MARKET

20 Bailey St
Trumbull, CT 06611

  • 3 Beds
  • 2 Baths
  • 1,832 sqft (on 0.30 acres)

$729,200

Trulia Estimate
as of Aug 15, 2026
Est. Refi. Payment $4,855/mo*
Refinance Your Home

$729,200

Trulia Estimate
as of Aug 15, 2026
Est. Refi. Payment $4,855/mo*
Refinance Your Home
3 Beds
2 Baths
1,832 sqft
(on 0.30 acres)

Home Value

Trulia Estimate
$729K
Since last month
Decreased$11K (-1.5%)
Since last year
Increased$29K (+4.1%)
Since last sale
Increased$313K (+75.5%)
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 +105% in the last 10 years
MonthEstimated value
2026
August 2026$728K
July 2026$731K
June 2026$740K
May 2026$734K
April 2026$718K
March 2026$714K
February 2026$688K
January 2026$684K
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
26 Craig Lane, Trumbull, CT
0.08
Single-Family Home
$605,000
06/15/26
3
1.5
1,395
8 Bailey Street, Trumbull, CT
0.05
Single-Family Home
$650,000
09/05/25
4
3
2,143
36 Craig Lane, Trumbull, CT
0.10
Single-Family Home
$566,000
01/30/26
3
1
1,526
56 Craig Lane, Trumbull, CT
0.20
Single-Family Home
$483,000
08/13/26
4
2
1,582
34 Leonard Place, Trumbull, CT
0.10
Single-Family Home
$527,500
10/17/25
3
1
1,286
5 Arrowhead Road, Trumbull, CT
0.11
Single-Family Home
$815,000
06/30/26
4
2.5
2,230
4 Woodridge Circle, Trumbull, CT
0.37
Single-Family Home
$676,000
05/06/26
3
1.5
2,255
22 Country Lane, Trumbull, CT
0.08
Single-Family Home
$530,000
06/25/26
2
1
1,212
91 Lounsbury Road, Trumbull, CT
0.32
Single-Family Home
$705,500
10/03/25
3
1.5
1,814
101 Grove St, Trumbull, CT
0.49
Single-Family Home
$595,000
05/04/26
3
1.5
2,249

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
21 Bailey Street, Trumbull, CT 06611
0.04
$569,500
3
2
1,555
Off Market
29 Bailey Street, Trumbull, CT 06611
0.07
$682,000
5
3.5
2,956
Off Market
22 Country Lane, Trumbull, CT 06611
0.08
$530,000
2
1
1,212
Recently Sold
8 Bailey Street, Trumbull, CT 06611
0.05
$690,800
4
3
2,143
Off Market
26 Craig Lane, Trumbull, CT 06611
0.08
$605,000
3
1.5
1,395
Recently Sold
36 Craig Lane, Trumbull, CT 06611
0.10
$566,000
3
1
1,526
Recently Sold
35 Leonard Place, Trumbull, CT 06611
0.08
$559,500
4
1
1,387
Off Market
15 Arrowhead Road, Trumbull, CT 06611
0.09
$667,900
4
2
1,862
Off Market
34 Leonard Place, Trumbull, CT 06611
0.10
$527,500
3
1
1,286
Recently Sold
5 Arrowhead Road, Trumbull, CT 06611
0.11
$815,000
4
2.5
2,230
Recently Sold
57 Craig Lane, Trumbull, CT 06611
0.18
$628,200
3
2
1,392
Off Market
56 Craig Lane, Trumbull, CT 06611
0.20
$483,000
4
2
1,582
Recently Sold

Local Information

  • Map ViewExplore the area around 20 Bailey St.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1953
Lot Size
0.3 acres
Living Area
1,832 sqft
Price/Sqft
$398
Parking
Garage

About this House

Fabulous opportunity to live in Trumbull in a house which is completely move-in ready. Beautifully maintained both inside and out, you can be in this home before the holidays! Situated on a level, professionally landscaped lot, this home is minutes to everything: all amenities, shopping, highways and train stations. Hardwood flooring throughout home. Formal living room offers a large picture window and wood burning fireplace. The Eat-In-Kitchen is spacious with ample cabinetry, breakfast counter and stainless steel appliances, flowing naturally into the Dining Area. The Kitchen skylight and two Family Room Skylights allow for abundant natural sunlight. Two well appointed bedrooms plus the Master Bedroom, which boasts a walk-in closet and full bath. The large Family Room is ideal for entertaining with convenient access to the (Trex) deck, by way of sliders or to the two-car attached garage. The lower level offers a finished area, offering approximately 366 additional square feet. Possible recreation room/play room. Key updates of this home are: Newer Roof (2017), Newer Windows, Zoned Heat (3 zones) and Central Air (1 zone). Private and level back yard offers endless opportunities. Outside storage shed. Just move in!
20 Bailey St, Trumbull, CT 06611 is a 3 bedroom, 2 bathroom, 1,832 sqft single-family home built in 1953. It last sold for $415,000 on Oct 31, 2018. It is currently off market. The Trulia Estimate is $729,200, with a rent estimate of $4,041/month.

Home Details for 20 Bailey St

Interior Features

Interior Details
BasementNumber of Rooms: 6
Heating & Cooling
Heating: Other, OtherAir ConditioningHeating Fuel: Other
Levels, Entrance, & Accessibility
Stories: 1Floors: Hardwood
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: OtherDeckExterior: Other
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 1953
Property Type / Style
Property Type: Single Family HomeArchitecture: Ranch / Rambler

Community

Units in Building: 1

Lot Information

Lot Area: 0.30 acres

Price and Tax history

DateEventPrice
Oct 31, 2018
Source: Smart MLS #170121453
Sold
$415,000
Sep 16, 2018
Source: Agent Provided
Pending
$419,000
Sep 5, 2018
Source: Agent Provided
Listed For Sale
$419,000
May 29, 2013
Source: Smart MLS #99018665
Sold
$350,000
Mar 6, 2013
Source: Agent Provided
Listed For Sale
$349,900

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
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Around this home

What Locals Say about Trumbull

At least 235 Trulia users voted on each feature.

  • 91 % 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

  • 32 % Say there are community events

  • 29 % Say it's walkable to restaurants

  • 28 % Say it's walkable to grocery stores

Sourced by Trulia users. Learn more about our methodology.
  • Trulia User
    "Excellent schools, kid friendly town, swimming pools, plenty of parks and trails, quiet and clean area. "
    0
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  • 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
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  • 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
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  • 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
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  • 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
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  • 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
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  • 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
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  • 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
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  • 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
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  • 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
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  • 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
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  • 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
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  • 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
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Apartments for Rent

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Homes for sale near 20 Bailey St

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Off Market Homes Near 20 Bailey St

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Frequently asked questions about 20 Bailey St

  • What is 20 Bailey St estimated to be worth?
    Trulia's estimated value for 20 Bailey St in Trumbull, CT is $729,200.
  • What is the price history for 20 Bailey St?
    20 Bailey St in Trumbull, CT last sold for $415,000 in October 2018.
  • 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.
  • How big is the lot at 20 Bailey St?
    The lot at 20 Bailey St in Trumbull, CT is about 0.30 acres (13,068 sq ft).
  • Does 20 Bailey St have a garage?
    Yes, 20 Bailey St in Trumbull, CT has a garage.