14 Bailey Ave, Darien, CT 06820
OFF MARKET

14 Bailey Ave
Darien, CT 06820

Downtown
  • 3 Beds
  • 2 Baths
  • 2,237 sqft

$1,365,500

Trulia Estimate
as of Jul 7, 2026
Est. Refi. Payment $8,838/mo*
Refinance Your Home

$1,365,500

Trulia Estimate
as of Jul 7, 2026
Est. Refi. Payment $8,838/mo*
Refinance Your Home
3 Beds
2 Baths
2,237 sqft

Local Information

  • Map ViewExplore the area around 14 Bailey Ave.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

This single-family home is located at 14 Bailey Ave, Darien, CT. 14 Bailey Ave is in the Downtown neighborhood in Darien, CT and in ZIP code 06820. This property has 3 bedrooms, 2 bathrooms and approximately 2,237 sqft of floor space. This property has a lot size of 10454 sqft and was built in 1885.
14 Bailey Ave, Darien, CT 06820 is a 3 bedroom, 2 bathroom, 2,237 sqft single-family home in Downtown, built in 1885. It last sold for $71,000 on May 1, 1978. It is currently off market. The Trulia Estimate is $1,365,500, with a rent estimate of $5,699/month.

Home Highlights

Parking
Garage
Outdoor
No Info
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago

Home Details for 14 Bailey Ave

Interior Features

Heating & Cooling
Heating: Other, OilAir ConditioningHeating Fuel: Other
Levels, Entrance, & Accessibility
Stories: 2
Interior Details
Number of Rooms: 6
Fireplace & Spa
Fireplace

Property Information

Year Built
Year Built: 1885Year Updated: 2003
Property Type / Style
Property Type: Single Family HomeArchitecture: Old Style

Exterior Features

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

Community

Units in Building: 1

Lot Information

Lot Area: 10454 sqft

Price History for 14 Bailey Ave

DatePriceEventSource
05/01/1978$71,000Sold
N/A

Market trends in Darien

Last updated May 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
64
1MoM
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Property Tax and Assessment

Year2025
Tax$11,038
Assessment$713,020
Home facts updated by county records

Comparable Sales for 14 Bailey Ave

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
4 Old Stone Road, Darien, CT
0.14
Single-Family Home
$1,534,500
08/20/25
3
2
1,550
128 West Avenue, Darien, CT
0.30
Single-Family Home
$1,125,000
01/08/26
3
3
1,636
2 Robin Hood Ln, Darien, CT
0.28
Single-Family Home
$1,400,000
09/17/25
4
3
1,568
8 Rebel Lane, Darien, CT
0.55
Single-Family Home
$1,450,000
07/14/25
3
2
1,693
71 West Avenue, Darien, CT
0.03
Single-Family Home
$2,350,000
09/30/25
5
4.5
3,780
25 Lakeside Avenue, Darien, CT
0.23
Single-Family Home
$1,700,000
06/17/26
2
1.5
1,292
16 Fairfield Avenue, Darien, CT
0.70
Single-Family Home
$1,500,000
05/29/26
3
2
1,390
45 Hecker Avenue, Darien, CT
0.60
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
223 Middlesex Road, Darien, CT
0.83
Single-Family Home
$1,540,000
03/16/26
3
1.5
1,840

Nearby homes

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Assigned Schools

These are the assigned schools for 14 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 14 Bailey Ave

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Off Market Homes Near 14 Bailey Ave

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