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

$1,872,400

Trulia Estimate
  • 6 Beds
  • 3.5 Baths
  • 2,616 sqft

23 Bailey Ave, Darien, CT 06820

Downtown
Est. Refi. Payment $12,279/mo*
Refinance Your Home
Currently Off Market - Sold Jan 5, 2021 for $1,100,000

Home Value

Trulia Estimate
$1.87M
Since last month
Decreased$15K (-0.8%)
Since last year
Increased$135K (+7.8%)
Since last sale
Increased$759K (+69%)
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 +66% in the last 10 years
MonthEstimated value
2026
August 2026$1.86M
July 2026$1.87M
June 2026$1.89M
May 2026$1.85M
April 2026$1.83M
March 2026$1.82M
February 2026$1.75M
January 2026$1.74M
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
0.09
Single-Family Home
$2,350,000
09/30/25
5
4.5
3,780
128 West Avenue, Darien, CT
0.25
Single-Family Home
$1,125,000
01/08/26
3
3
1,636
109 West Avenue, Darien, CT
0.14
Single-Family Home
$2,050,000
09/05/25
5
4.5
3,591
2 Robin Hood Ln, Darien, CT
0.34
Single-Family Home
$1,400,000
09/17/25
4
3
1,568
45 Hecker Avenue, Darien, CT
0.55
Single-Family Home
$1,050,000
12/23/25
5
2
2,844
64 Old Kings Highway South, Darien, CT
0.41
Single-Family Home
$1,135,000
10/08/25
5
3.5
3,327
3 Rocaton Road, Darien, CT
0.25
Single-Family Home
$2,950,000
08/03/26
4
3.5
3,354
3 Andrews Drive, Darien, CT
0.47
Single-Family Home
$1,675,000
09/17/25
4
3
2,724
21 Fairfield Avenue, Darien, CT
0.66
Single-Family Home
$2,446,000
06/24/26
4
3.5
3,147
25 Lakeside Avenue, Darien, CT
0.29
Single-Family Home
$1,700,000
06/17/26
2
1.5
1,292

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
0.09
$2,526,100
5
4.5
3,780
Off Market
74 West Avenue, Darien, CT 06820
0.11
$2,954,500
4
4
5,456
Off Market
86 West Avenue, Darien, CT 06820
0.11
$2,166,000
5
3.5
3,266
Off Market
4 Old Stone Road, Darien, CT 06820
0.14
$1,652,500
3
2
1,550
Off Market
6 Stony Brook Road, Darien, CT 06820
0.15
$2,739,700
4
3.5
3,221
Off Market
109 West Avenue, Darien, CT 06820
0.14
$2,206,400
5
4.5
3,591
Off Market
39 Hale Lane #39, Darien, CT 06820
0.16
$780,300
1
1.5
900
Off Market
51 Hale Lane #51, Darien, CT 06820
0.16
$625,000
1
1.5
900
Recently Sold
43 Hale Lane #43, Darien, CT 06820
0.16
$1,384,300
2
2.5
1,800
Off Market
28 Rocaton Road, Darien, CT 06820
0.18
$3,944,700
5
4
4,490
Off Market
33 Hale Lane #33, Darien, CT 06820
0.16
$814,700
1
1.5
900
Off Market
10 Stony Brook Rd, Darien, CT 06820
0.18
$5,660,000
6
7.5
8,680
Recently Sold

Local Information

  • Map ViewExplore the area around 23 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
1996
Living Area
2,616 sqft
Price/Sqft
$716
Parking
Garage

About this House

Enjoy all the conveniences that in town living offers. No extra car needed here..close proximity to Darien train station, shops, restaurants and park.
A great value for a spacious six bedroom Colonial with finished lower level that features a recreation room and home gym. No shortage of rooms for multiple home offices and distant learning. Open kitchen family room with fireplace and sliders to rear terrace and flat back yard. Two car detached garage with additional storage.
23 Bailey Ave, Darien, CT 06820 is a 6 bedroom, 4 bathroom, 2,616 sqft single-family home in Downtown, built in 1996. It last sold for $1,100,000 on Jan 5, 2021. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $1,872,400, with a rent estimate of $7,361/month.

Home Details for 23 Bailey Ave

Interior Features

Levels, Entrance, & Accessibility
Stories: 2Floors: Other
Interior Details
Number of Rooms: 11Types of Rooms: Recreation Room
Heating & Cooling
Air Conditioning
Fireplace & Spa
Fireplace

Exterior Features

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

Property Information

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

Community

Units in Building: 1

Lot Information

Lot Area: 9147 sqft

Price and Tax history

DateEventPrice
Jan 5, 2021
Source: Smart MLS #170334663
Sold
$1,100,000
Nov 18, 2020
Source: Agent Provided
Pending
$1,145,000
Oct 21, 2020
Source: Agent Provided
PriceChange
$1,145,000
Price decreased by 3%
Sep 21, 2020
Source: Agent Provided
Listed For Sale
$1,175,000
Apr 1, 1997
Source: N/A
Sold
$437,000

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 23 Bailey Ave

  • What is 23 Bailey Ave estimated to be worth?
    Trulia's estimated value for 23 Bailey Ave in Darien, CT is $1,872,400.
  • What is the price history for 23 Bailey Ave?
    23 Bailey Ave in Darien, CT last sold for $1,100,000 in January 2021.
  • 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.
  • How big is the lot at 23 Bailey Ave?
    The lot at 23 Bailey Ave in Darien, CT is about 0.21 acres (9,148 sq ft).
  • Does 23 Bailey Ave have a garage?
    Yes, 23 Bailey Ave in Darien, CT has a garage.

Explore by feature - Pet Friendly

7 pet-friendly rentals in Darien, CT

Explore by feature - Garage

14 rentals with a garage in Darien, CT

Explore by feature - Air Conditioning

17 rentals with air conditioning in Darien, CT

Explore by feature - Pool

8 rentals with a pool in Darien, CT

Explore by feature - Washer/dryer

20 rentals with a washer/dryer in Darien, CT

Apartments for Rent

Skip to last item
Skip to first item

Off Market Homes Near 23 Bailey Ave

Skip to last item
Skip to first item

Homes for sale near 23 Bailey Ave

Skip to last item
Skip to first item
Skip to last item
  • Results are loading
Skip to first item