22 Bailey Ave, Darien, CT 06820
Property image
Property image
OFF MARKET

22 Bailey Ave
Darien, CT 06820

Downtown
  • 4 Beds
  • 3.5 Baths
  • 3,078 sqft

$1,896,700

Trulia Estimate
as of Aug 24, 2026
Est. Refi. Payment $12,447/mo*
Refinance Your Home

$1,896,700

Trulia Estimate
as of Aug 24, 2026
Est. Refi. Payment $12,447/mo*
Refinance Your Home
4 Beds
3.5 Baths
3,078 sqft

Home Value

Trulia Estimate
$1.9M
Since last month
Increased$16K (+0.8%)
Since last year
Increased$195K (+11.5%)
Since last sale
Increased$1M (+203%)
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 +170% in the last 10 years
MonthEstimated value
2026
August 2026$1.89M
July 2026$1.88M
June 2026$1.91M
May 2026$1.87M
April 2026$1.81M
March 2026$1.81M
February 2026$1.73M
January 2026$1.68M
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
71 West Avenue, Darien, CT
0.06
Single-Family Home
$2,350,000
09/30/25
5
4.5
3,780
3 Rocaton Road, Darien, CT
0.21
Single-Family Home
$2,950,000
08/03/26
4
3.5
3,354
128 West Avenue, Darien, CT
0.27
Single-Family Home
$1,125,000
01/08/26
3
3
1,636
2 Robin Hood Ln, Darien, CT
0.31
Single-Family Home
$1,400,000
09/17/25
4
3
1,568
109 West Avenue, Darien, CT
0.15
Single-Family Home
$2,050,000
09/05/25
5
4.5
3,591
64 Old Kings Highway South, Darien, CT
0.42
Single-Family Home
$1,135,000
10/08/25
5
3.5
3,327
3 Andrews Drive, Darien, CT
0.49
Single-Family Home
$1,675,000
09/17/25
4
3
2,724
45 Hecker Avenue, Darien, CT
0.59
Single-Family Home
$1,050,000
12/23/25
5
2
2,844
21 Fairfield Avenue, Darien, CT
0.69
Single-Family Home
$2,446,000
06/24/26
4
3.5
3,147
33 Fairview Avenue, Darien, CT
0.57
Single-Family Home
$3,300,000
06/12/26
4
2.5
3,102

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
71 West Avenue, Darien, CT 06820
0.06
$2,492,500
5
4.5
3,780
Off Market
74 West Avenue, Darien, CT 06820
0.07
$2,937,300
4
4
5,456
Off Market
86 West Avenue, Darien, CT 06820
0.09
$2,163,600
5
3.5
3,266
Off Market
4 Old Stone Road, Darien, CT 06820
0.16
$1,632,100
3
2
1,550
Off Market
6 Stony Brook Road, Darien, CT 06820
0.13
$2,727,300
4
3.5
3,221
Off Market
109 West Avenue, Darien, CT 06820
0.15
$2,178,800
5
4.5
3,591
Off Market
39 Hale Lane #39, Darien, CT 06820
0.19
$787,800
1
1.5
900
Off Market
51 Hale Lane #51, Darien, CT 06820
0.19
$625,000
1
1.5
900
Recently Sold
43 Hale Lane #43, Darien, CT 06820
0.19
$1,384,300
2
2.5
1,800
Off Market
28 Rocaton Road, Darien, CT 06820
0.14
$4,020,600
5
4
4,490
Off Market
33 Hale Lane #33, Darien, CT 06820
0.19
$805,100
1
1.5
900
Off Market
10 Stony Brook Rd, Darien, CT 06820
0.16
$5,660,000
6
7.5
8,680
Recently Sold

Local Information

  • Map ViewExplore the area around 22 Bailey Ave.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1916
Living Area
3,078 sqft
Price/Sqft
$616

About this House

BAILEY AVE View full listing information on Halstead.com CHARMING FARMHOUSE WITH FRONT PORCH, LEVEL PRIVATE YARD. Newly renovated, updates throughout. WONDERFUL IN TOWN LOCATION CLOSE TO TRAIN.
22 Bailey Ave, Darien, CT 06820 is a 4 bedroom, 4 bathroom, 3,078 sqft single-family home in Downtown, built in 1916. It last sold for $625,000 on Dec 27, 2011. It is currently off market. The Trulia Estimate is $1,896,700, with a rent estimate of $6,853/month.

Home Details for 22 Bailey Ave

Interior Features

Interior Details
BasementAtticNumber of Rooms: 8Types of Rooms: Dining Room, Family Room, Sun Room
Heating & Cooling
Heating: Forced Air, OilAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2Floors: Hardwood
Appliances & Utilities
DishwasherDisposalDryerRefrigeratorWasher
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltDeckExterior: VinylLawnPatio
Parking & Garage
Parking: Off Street

Property Information

Year Built
Year Built: 1916Year Updated: 2022
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 10454 sqft

Price and Tax history

DateEventPrice
Dec 27, 2011
Source: Smart MLS #98503676
Sold
$625,000
Jun 17, 2011
Source: Agent Provided
Listed For Sale
$799,000
Jun 1, 1994
Source: N/A
Sold
$293,500

Market trends in Darien

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$2.98M
$246KMoM
Sale-to-List Price
108.9%
3.3%MoM
Price per sq ft
$800
$12MoM
Available listings
36
18MoM

Around this home

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

Frequently asked questions about 22 Bailey Ave

  • What is 22 Bailey Ave estimated to be worth?
    Trulia's estimated value for 22 Bailey Ave in Darien, CT is $1,896,700.
  • What is the price history for 22 Bailey Ave?
    22 Bailey Ave in Darien, CT last sold for $625,000 in December 2011.
  • Is Darien a buyer's or seller's market?
    Darien is currently a seller's market, based on recent for-sale activity.
  • What's the median sale price in Darien?
    The median sale price in Darien is $2.98M. That is up $246K from the prior month.
  • Does 22 Bailey Ave have air conditioning?
    Yes, 22 Bailey Ave in Darien, CT has air conditioning.
  • Does 22 Bailey Ave have laundry facilities?
    Yes, 22 Bailey Ave in Darien, CT has in-unit laundry.

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Apartments for Rent

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Off Market Homes Near 22 Bailey Ave

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