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

8 Bailey Ave
Darien, CT 06820

Downtown
  • 4 Beds
  • 2 Baths
  • 2,934 sqft

$1,929,400

Trulia Estimate
as of Aug 22, 2026
Est. Refi. Payment $12,660/mo*
Refinance Your Home

$1,929,400

Trulia Estimate
as of Aug 22, 2026
Est. Refi. Payment $12,660/mo*
Refinance Your Home
4 Beds
2 Baths
2,934 sqft

Home Value

Trulia Estimate
$1.93M
Since last month
Increased$6K (+0.3%)
Since last year
Increased$184K (+10.5%)
Since last sale
Increased$1M (+186.3%)
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 +53% in the last 10 years
MonthEstimated value
2026
August 2026$1.93M
July 2026$1.92M
June 2026$1.94M
May 2026$1.91M
April 2026$1.85M
March 2026$1.84M
February 2026$1.77M
January 2026$1.75M
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
2 Robin Hood Ln, Darien, CT
0.26
Single-Family Home
$1,400,000
09/17/25
4
3
1,568
71 West Avenue, Darien, CT
0.04
Single-Family Home
$2,350,000
09/30/25
5
4.5
3,780
128 West Avenue, Darien, CT
0.34
Single-Family Home
$1,125,000
01/08/26
3
3
1,636
45 Hecker Avenue, Darien, CT
0.62
Single-Family Home
$1,050,000
12/23/25
5
2
2,844
3 Rocaton Road, Darien, CT
0.19
Single-Family Home
$2,950,000
08/03/26
4
3.5
3,354
3 Andrews Drive, Darien, CT
0.44
Single-Family Home
$1,675,000
09/17/25
4
3
2,724
64 Old Kings Highway South, Darien, CT
0.37
Single-Family Home
$1,135,000
10/08/25
5
3.5
3,327
25 Lakeside Avenue, Darien, CT
0.21
Single-Family Home
$1,700,000
06/17/26
2
1.5
1,292
109 West Avenue, Darien, CT
0.23
Single-Family Home
$2,050,000
09/05/25
5
4.5
3,591
33 Fairview Avenue, Darien, CT
0.51
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
0.04
$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
4 Old Stone Road, Darien, CT 06820
0.12
$1,632,100
3
2
1,550
Off Market
86 West Avenue, Darien, CT 06820
0.16
$2,163,600
5
3.5
3,266
Off Market
107 Leroy Avenue, Darien, CT 06820
0.18
$2,253,600
3
2.5
2,856
Off Market
33 Hale Lane #33, Darien, CT 06820
0.20
$805,100
1
1.5
900
Off Market
28 Rocaton Road, Darien, CT 06820
0.17
$4,020,600
5
4
4,490
Off Market
3 Hale Lane #3, Darien, CT 06820
0.22
$848,200
1
1.5
900
Off Market
7 Hale Lane #7, Darien, CT 06820
0.22
$1,301,900
2
2.5
1,460
Off Market
3 Rocaton Road, Darien, CT 06820
0.19
$2,950,000
4
3.5
3,354
Recently Sold
25 Lakeside Avenue, Darien, CT 06820
0.21
$1,700,000
2
1.5
1,292
Recently Sold
13 Hale Lane #13, Darien, CT 06820
0.23
$783,800
1
1.5
900
Off Market

Local Information

  • Map ViewExplore the area around 8 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
1907
Living Area
2,934 sqft
Price/Sqft
$658
Parking
Garage

About this House

This single-family home is located at 8 Bailey Ave, Darien, CT. 8 Bailey Ave is in the Downtown neighborhood in Darien, CT and in ZIP code 06820. This property has 4 bedrooms, 2 bathrooms and approximately 2,934 sqft of floor space. This property has a lot size of 10454 sqft and was built in 1907.
8 Bailey Ave, Darien, CT 06820 is a 4 bedroom, 2 bathroom, 2,934 sqft single-family home in Downtown, built in 1907. It last sold for $674,000 on May 14, 2007. It is currently off market. The Trulia Estimate is $1,929,400, with a rent estimate of $4,872/month.

Home Details for 8 Bailey Ave

Interior Features

Interior Details
BasementAtticNumber of Rooms: 12Types of Rooms: Dining Room, Family Room, Laundry Room, Office, PantryCeiling Fan
Heating & Cooling
Heating: Baseboard, OilAir ConditioningCooling System: CentralHeating Fuel: Baseboard
Levels, Entrance, & Accessibility
Stories: 2Floors: Tile, Carpet, Hardwood
Appliances & Utilities
Cable ReadyDishwasherDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: VinylLawnPatio
Parking & Garage
GarageParking Spaces: 2Parking: Garage Detached

Property Information

Year Built
Year Built: 1907Year Updated: 2014
Property Type / Style
Property Type: Single Family HomeArchitecture: Old Style

Community

Units in Building: 1

Lot Information

Lot Area: 10454 sqft

Price and Tax history

DateEventPrice
May 14, 2007
Source: Smart MLS #98319823
Sold
$674,000
Oct 20, 2003
Source: Smart MLS #98174108
Sold
$460,000

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 8 Bailey Ave

  • What is 8 Bailey Ave estimated to be worth?
    Trulia's estimated value for 8 Bailey Ave in Darien, CT is $1,929,400.
  • What is the price history for 8 Bailey Ave?
    8 Bailey Ave in Darien, CT last sold for $674,000 in May 2007.
  • 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 8 Bailey Ave have air conditioning?
    Yes, 8 Bailey Ave in Darien, CT has air conditioning.
  • Does 8 Bailey Ave have laundry facilities?
    Yes, 8 Bailey Ave in Darien, CT has in-unit laundry.

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Apartments for Rent

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Off Market Homes Near 8 Bailey Ave

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