21 Bailey Ave, Darien, CT 06820
OFF MARKET

21 Bailey Ave
Darien, CT 06820

Downtown
  • 4 Beds
  • 3 Baths
  • 2,116 sqft

$1,619,900

Trulia Estimate
as of May 28, 2026
Est. Refi. Payment $10,437/mo*
Refinance Your Home

$1,619,900

Trulia Estimate
as of May 28, 2026
Est. Refi. Payment $10,437/mo*
Refinance Your Home
4 Beds
3 Baths
2,116 sqft

Local Information

Map showing home location
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-- mins to
Commute Destination

Description

This single-family home is located at 21 Bailey Ave, Darien, CT. 21 Bailey Ave is in the Downtown neighborhood in Darien, CT and in ZIP code 06820. This property has 4 bedrooms, 3 bathrooms and approximately 2,116 sqft of floor space. This property has a lot size of 9147 sqft and was built in 1996.
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
Deck
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
No Info

Home Details for 21 Bailey Ave

Interior Features

Heating & Cooling
Heating: OilAir ConditioningHeating Fuel: Oil
Levels, Entrance, & Accessibility
Stories: 2
Interior Details
Number of Rooms: 8
Fireplace & Spa
Fireplace

Property Information

Year Built
Year Built: 1996
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Exterior Features

Exterior Home Features
DeckExterior: Wood
Parking & Garage
GarageParking: Garage Attached

Community

Units in Building: 1

Lot Information

Lot Area: 9147 sqft

Price History for 21 Bailey Ave

DatePriceEventSource
06/13/2000$565,000Sold
N/A
06/16/1997$422,000Sold
N/A
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Property Tax and Assessment

Year2025
Tax$13,670
Assessment$883,050
Home facts updated by county records

Comparable Sales for 21 Bailey Ave

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
128 West Avenue, Darien, CT
0.30
Single-Family Home
$1,125,000
01/08/26
3
3
1,636
4 Old Stone Road, Darien, CT
0.11
Single-Family Home
$1,534,500
08/20/25
3
2
1,550
2 Robin Hood Ln, Darien, CT
0.30
Single-Family Home
$1,400,000
09/17/25
4
3
1,568
71 West Avenue, Darien, CT
0.06
Single-Family Home
$2,350,000
09/30/25
5
4.5
3,780
3 Andrews Drive, Darien, CT
0.45
Single-Family Home
$1,675,000
09/17/25
4
3
2,724
45 Hecker Avenue, Darien, CT
0.58
Single-Family Home
$1,050,000
12/23/25
5
2
2,844
109 West Avenue, Darien, CT
0.19
Single-Family Home
$2,050,000
09/05/25
5
4.5
3,591
8 Rebel Lane, Darien, CT
0.54
Single-Family Home
$1,450,000
07/14/25
3
2
1,693
64 Old Kings Highway South, Darien, CT
0.37
Single-Family Home
$1,135,000
10/08/25
5
3.5
3,327
10 Fairfield Avenue, Darien, CT
0.69
Single-Family Home
$1,900,000
06/30/25
3
2.5
2,265

Nearby homes

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Assigned Schools

These are the assigned schools for 21 Bailey 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

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

What Locals Say about Downtown

At least 1 Trulia users voted on each feature.

  • 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 it's quiet

  • 100 % Say there's wildlife

  • 100 % Say it's walkable to restaurants

  • 100 % Say car is needed

  • 100 % Say neighbors are friendly

Sourced by Trulia users. Learn more about our methodology.

LGBTQ Local Legal Protections

Apartments for Rent

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Homes for sale near 21 Bailey Ave

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Off Market Homes Near 21 Bailey Ave

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Homes for rent near 21 Bailey Ave

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21 Bailey Ave, Darien, CT 06820 is a 4 bedroom, 3 bathroom, 2,116 sqft single-family home built in 1996. 21 Bailey Ave is located in Downtown, Darien. This property is not currently available for sale. 21 Bailey Ave was last sold on Jun 13, 2000 for $565,000. The current Trulia Estimate for 21 Bailey Ave is $1,619,900.