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

29 Bailey Ave
Darien, CT 06820

Downtown
  • 3 Beds
  • 3 Baths
  • 2,116 sqft (on 9,583.20 acres)

$1,754,800

Trulia Estimate
as of Aug 24, 2026
Est. Refi. Payment $11,521/mo*
Refinance Your Home

$1,754,800

Trulia Estimate
as of Aug 24, 2026
Est. Refi. Payment $11,521/mo*
Refinance Your Home
3 Beds
3 Baths
2,116 sqft
(on 9,583.20 acres)

Home Value

Trulia Estimate
$1.75M
Since last month
Increased$26K (+1.5%)
Since last year
Increased$145K (+9%)
Since last sale
Increased$846K (+93%)
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 +62% in the last 10 years
MonthEstimated value
2026
August 2026$1.76M
July 2026$1.73M
June 2026$1.77M
May 2026$1.74M
April 2026$1.72M
March 2026$1.66M
February 2026$1.65M
January 2026$1.64M
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
128 West Avenue, Darien, CT
0.26
Single-Family Home
$1,125,000
01/08/26
3
3
1,636
2 Robin Hood Ln, Darien, CT
0.32
Single-Family Home
$1,400,000
09/17/25
4
3
1,568
71 West Avenue, Darien, CT
0.08
Single-Family Home
$2,350,000
09/30/25
5
4.5
3,780
25 Lakeside Avenue, Darien, CT
0.27
Single-Family Home
$1,700,000
06/17/26
2
1.5
1,292
3 Rocaton Road, Darien, CT
0.23
Single-Family Home
$2,950,000
08/03/26
4
3.5
3,354
109 West Avenue, Darien, CT
0.15
Single-Family Home
$2,050,000
09/05/25
5
4.5
3,591
45 Hecker Avenue, Darien, CT
0.57
Single-Family Home
$1,050,000
12/23/25
5
2
2,844
3 Andrews Drive, Darien, CT
0.47
Single-Family Home
$1,675,000
09/17/25
4
3
2,724
16 Fairfield Avenue, Darien, CT
0.65
Single-Family Home
$1,500,000
05/29/26
3
2
1,390
86 Hecker Avenue, Darien, CT
0.71
Single-Family Home
$825,000
08/27/25
3
2
1,418

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
0.08
$2,492,500
5
4.5
3,780
Off Market
74 West Avenue, Darien, CT 06820
0.09
$2,937,300
4
4
5,456
Off Market
86 West Avenue, Darien, CT 06820
0.11
$2,163,600
5
3.5
3,266
Off Market
4 Old Stone Road, Darien, CT 06820
0.14
$1,632,100
3
2
1,550
Off Market
6 Stony Brook Road, Darien, CT 06820
0.15
$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
0.17
$787,800
1
1.5
900
Off Market
51 Hale Lane #51, Darien, CT 06820
0.17
$625,000
1
1.5
900
Recently Sold
43 Hale Lane #43, Darien, CT 06820
0.17
$1,384,300
2
2.5
1,800
Off Market
28 Rocaton Road, Darien, CT 06820
0.17
$4,020,600
5
4
4,490
Off Market
33 Hale Lane #33, Darien, CT 06820
0.17
$805,100
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 29 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
1997
Lot Size
9,583.2 acres
Living Area
2,116 sqft
Price/Sqft
$829
Parking
Garage

About this House

PRISTINE CONDITION, CONVENIENTLY SITUATED WITHIN SHORT WALKING DISTANCE TO DOWNTOWN, TRAIN STATION AND TILLEY POND PARK. ADDITIONAL BONUS OF HIGH CEILINGS,SCREENED-IN PORCH AND WALK-OUT LOWER LEVEL. OPTION TO FINISH ATTIC. OPEN SPACE BEYOND BACK YARD.
29 Bailey Ave, Darien, CT 06820 is a 3 bedroom, 3 bathroom, 2,116 sqft single-family home in Downtown, built in 1997. It last sold for $910,000 on Dec 1, 2010. It is currently off market. The Trulia Estimate is $1,754,800, with a rent estimate of $6,244/month.

Home Details for 29 Bailey Ave

Interior Features

Heating & Cooling
Heating: OilAir ConditioningHeating Fuel: Oil
Levels, Entrance, & Accessibility
Stories: 2
Interior Details
Number of Rooms: 7
Appliances & Utilities
Cable ReadyDishwasherDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
Fireplace

Property Information

Year Built
Year Built: 1997
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Exterior Features

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

Community

Units in Building: 1

Lot Information

Lot Area: 9583.20 acres

Price and Tax history

DateEventPrice
Dec 1, 2010
Source: Smart MLS #98480568
Sold
$910,000
Nov 7, 2010
Source: Agent Provided
Pending
$899,000
Oct 22, 2010
Source: Agent Provided
PriceChange
$899,000
Price increased by 99,900%
Oct 17, 2010
Source: Agent Provided
Listed For Sale
$899
Jun 28, 2004
Source: Smart MLS #98191437
Sold
$899,000

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 29 Bailey Ave

  • What is 29 Bailey Ave estimated to be worth?
    Trulia's estimated value for 29 Bailey Ave in Darien, CT is $1,754,800.
  • What is the price history for 29 Bailey Ave?
    29 Bailey Ave in Darien, CT last sold for $910,000 in December 2010.
  • 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 29 Bailey Ave have laundry facilities?
    Yes, 29 Bailey Ave in Darien, CT has in-unit laundry.
  • How big is the lot at 29 Bailey Ave?
    The lot at 29 Bailey Ave in Darien, CT is about 0.22 acres (9,583 sq ft).

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Apartments for Rent

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Off Market Homes Near 29 Bailey Ave

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