21 Bailey Street, Trumbull, CT 06611
OFF MARKET

21 Bailey Street
Trumbull, CT 06611

  • 3 Beds
  • 2 Baths
  • 1,555 sqft (on 0.29 acres)

$573,700

Trulia Estimate
as of Jul 23, 2026
Est. Refi. Payment $2,983/mo*
Refinance Your Home

$573,700

Trulia Estimate
as of Jul 23, 2026
Est. Refi. Payment $2,983/mo*
Refinance Your Home
3 Beds
2 Baths
1,555 sqft
(on 0.29 acres)

Local Information

  • Map ViewExplore the area around 21 Bailey Street.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1947
Lot Size
0.29 acres
Living Area
1,555 sqft
Price/Sqft
$369
Parking
Open Parking

Description

Discover the charm of this lovely Cape! Can you imagine yourself living in this 3 bedroom, 2 full bathroom home? The kitchen boasts stainless steel appliances, ensuring a delightful culinary experience. The first level features one of the bathrooms, and a versatile bedroom that could potentially serve as a guest room or office. Upstairs, the primary bedroom has been cleverly partitioned into two smaller bedrooms with a temporary wall, presenting the opportunity to leave it split, or return it back to its original large space. You will be delighted to enjoy the ambiance of the large sunroom year round, and step outside onto the back deck overlooking the backyard. Set on a level lot, this property is low-maintenance and perfect for outdoor activities. Some minor cosmetic updates will bring this home to tip-top shape. Located in a friendly neighborhood on a cul-de-sac street, this gem in Trumbull is an opportunity not to be missed!
21 Bailey Street, Trumbull, CT 06611 is a 3 bedroom, 2 bathroom, 1,555 sqft single-family home built in 1947. It last sold for $412,000 on Sep 7, 2023 (3% above the $399,000 asking price). It is currently off market. The Trulia Estimate is $573,700, with a rent estimate of $3,745/month.

Home Details for 21 Bailey Street

Interior Features

Interior Details
Basement: Partially FinishedNumber of Rooms: 6Types of Rooms: Sun Room
Beds & Baths
Number of Bedrooms: 3Number of Bathrooms: 2Number of Bathrooms (full): 2
Dimensions and Layout
Living Area: 1555 Square Feet
Appliances & Utilities
Appliances: Oven/Range, Microwave, Refrigerator, Dishwasher, Electric Water HeaterDishwasherMicrowaveRefrigerator
Heating & Cooling
Heating: Radiator,OilHas CoolingAir Conditioning: Ceiling Fan(s),Window Unit(s)Has HeatingHeating Fuel: Radiator
Fireplace & Spa
Number of Fireplaces: 1Has a Fireplace
Security
Security: Security System

Exterior Features

Exterior Home Features
Roof: AsphaltPatio / Porch: DeckFoundation: Concrete PerimeterNo Private Pool
Parking & Garage
No CarportNo GarageNo Attached GarageHas Open ParkingParking: Driveway,Paved,Private
Frontage
Not on Waterfront
Water & Sewer
Sewer: Public Sewer
Finished Area
Finished Area (above surface): 1555 Square Feet

Property Information

Year Built
Year Built: 1947
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Cape Cod
Building
Construction Materials: Shingle Siding, Vinyl Siding, StuccoNot a New ConstructionDoes Not Include Home Warranty
Property Information
Parcel Number: 395388

Price & Status

Price
List Price: $399,000
Status Change & Dates
Off Market Date: Wed Aug 02 2023Possession Timing: Asap

Active Status

MLS Status: Closed

Location

Direction & Address
City: TrumbullCommunity: Trumbull Center
School Information
Elementary School: Per Board of EdHigh School: Per Board of Ed

Building

Building Area
Building Area: 1555 Square Feet

HOA

No HOA

Lot Information

Lot Area: 0.29 acres

Miscellaneous

BasementMls Number: 170586826Attic: Pull Down StairsAbove Grade Unfinished Area: 1555
Last check for updates: about 18 hours ago
Listed by Maya Brown, (860) 709-2353
Marino Realty LLC, (860) 966-2414
Bought with: Herb White, (646) 240-5558, William Pitt Sotheby's Int'l, (203) 968-1500
Source: Smart MLS, MLS#170586826

Price History for 21 Bailey Street

DatePriceEventSource
09/07/2023$412,000Sold
Smart MLS #170586826
07/28/2023$399,000Listed For SaleSmart MLS #170586826
11/21/2016$259,000Sold
Smart MLS #99151788
09/21/2006$360,000Sold
Smart MLS #98291705
06/14/2002$311,000Sold
N/A
01/02/1989$208,577Sold
N/A
05/22/1987$197,500Sold
N/A

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$9,681
Assessment$262,220
Home facts updated by county records

Comparable Sales for 21 Bailey Street

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
26 Craig Lane, Trumbull, CT
0.11
Single-Family Home
$605,000
06/15/26
3
1.5
1,395
22 Country Lane, Trumbull, CT
0.04
Single-Family Home
$530,000
06/25/26
2
1
1,212
36 Craig Lane, Trumbull, CT
0.12
Single-Family Home
$566,000
01/30/26
3
1
1,526
8 Bailey Street, Trumbull, CT
0.07
Single-Family Home
$650,000
09/05/25
4
3
2,143
34 Leonard Place, Trumbull, CT
0.12
Single-Family Home
$527,500
10/17/25
3
1
1,286
4 Woodridge Circle, Trumbull, CT
0.36
Single-Family Home
$676,000
05/06/26
3
1.5
2,255
10 Gibson Avenue, Trumbull, CT
0.27
Single-Family Home
$675,000
07/31/25
3
2
2,524
5 Arrowhead Road, Trumbull, CT
0.15
Single-Family Home
$815,000
06/30/26
4
2.5
2,230
91 Lounsbury Road, Trumbull, CT
0.36
Single-Family Home
$705,500
10/03/25
3
1.5
1,814

Nearby homes

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Assigned Schools

These are the assigned schools for 21 Bailey Street.
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.

What Locals Say about Trumbull

At least 234 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

  • 31 % 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
    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
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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
    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
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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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Homes for sale near 21 Bailey Street

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Off Market Homes Near 21 Bailey Street

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IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed.