19 Bailey Ave, Darien, CT 06820
OFF MARKET

19 Bailey Ave
Darien, CT 06820

Downtown
  • 4 Beds
  • 3.5 Baths
  • 2,906 sqft

$1,773,100

Trulia Estimate
as of May 30, 2026
Est. Refi. Payment $11,417/mo*
Refinance Your Home

$1,773,100

Trulia Estimate
as of May 30, 2026
Est. Refi. Payment $11,417/mo*
Refinance Your Home
4 Beds
3.5 Baths
2,906 sqft

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

This open, spacious 1996 built Colonial boasts 3000 SF, 4 BRs, 3.5 BAs, LR, FR w/fireplace, DR, playroom/exercise room, office and 2 car garage! Situated on a quiet family friendly street a short walk to Darien town center and train station for an easy commute. 4 floors of living space w/9 ft ceilings on the first floor. Back sliders open to a patio and large flat grassy yard. Generator, sprinkler system, freshly painted first floor. Low Darien Taxes, low maintenance living, and Great Darien schools. Enjoy a spacious home, quiet street, and convenience all in one. *Exterior front has been re-touched to show a different paint color.*
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources.

Home Highlights

Parking
Garage
Outdoor
Deck
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
No Info

Home Details for 19 Bailey Ave

Interior Features

Heating & Cooling
Heating: Forced Air, OtherAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2Floors: Other
Interior Details
Number of Rooms: 9Types of Rooms: Recreation Room
Appliances & Utilities
DishwasherRefrigerator
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: OtherDeckExterior: Other
Parking & Garage
GarageParking Spaces: 2Parking: Garage Detached

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 History for 19 Bailey Ave

DatePriceEventSource
06/21/2018$922,171Sold
Smart MLS #170043780
05/27/2018$975,000PendingAgent Provided
05/08/2018$975,000PendingToActiveAgent Provided
04/06/2018$975,000PendingAgent Provided
03/09/2018$975,000PriceChange
Agent Provided
10/10/2017$999,000PriceChange
Agent Provided
09/19/2017$1,049,000PriceChange
Agent Provided
08/10/2017$1,124,000PriceChange
Agent Provided
07/07/2017$1,135,000PriceChange
Agent Provided
05/24/2017$1,159,000PriceChange
Agent Provided
05/04/2017$1,199,000Listed For SaleAgent Provided
10/18/1996$399,000Sold
N/A
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Property Tax and Assessment

Year2025
Tax$13,825
Assessment$893,060
Home facts updated by county records

Comparable Sales for 19 Bailey Ave

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
71 West Avenue, Darien, CT
0.08
Single-Family Home
$2,350,000
09/30/25
5
4.5
3,780
128 West Avenue, Darien, CT
0.27
Single-Family Home
$1,125,000
01/08/26
3
3
1,636
4 Old Stone Road, Darien, CT
0.12
Single-Family Home
$1,534,500
08/20/25
3
2
1,550
2 Robin Hood Ln, Darien, CT
0.33
Single-Family Home
$1,400,000
09/17/25
4
3
1,568
109 West Avenue, Darien, CT
0.16
Single-Family Home
$2,050,000
09/05/25
5
4.5
3,591
64 Old Kings Highway South, Darien, CT
0.39
Single-Family Home
$1,135,000
10/08/25
5
3.5
3,327
45 Hecker Avenue, Darien, CT
0.56
Single-Family Home
$1,050,000
12/23/25
5
2
2,844
3 Andrews Drive, Darien, CT
0.46
Single-Family Home
$1,675,000
09/17/25
4
3
2,724
11 Cedar Gate Road, Darien, CT
0.57
Single-Family Home
$1,800,000
08/21/25
4
3
3,023
22 Cherry Street, Darien, CT
0.70
Single-Family Home
$1,950,000
06/02/25
4
3
2,692

Nearby homes

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Assigned Schools

These are the assigned schools for 19 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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Off Market Homes Near 19 Bailey Ave

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Homes for rent near 19 Bailey Ave

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19 Bailey Ave, Darien, CT 06820 is a 4 bedroom, 4 bathroom, 2,906 sqft single-family home built in 1996. 19 Bailey Ave is located in Downtown, Darien. This property is not currently available for sale. 19 Bailey Ave was last sold on Jun 21, 2018 for $922,171. The current Trulia Estimate for 19 Bailey Ave is $1,773,100.