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

$1,968,300

Trulia Estimate
  • 5 Beds
  • 3.5 Baths
  • 3,052 sqft

25 Bailey Ave, Darien, CT 06820

Downtown
Est. Refi. Payment $12,987/mo*
Refinance Your Home
Currently Off Market - Sold Aug 8, 2016 for $1,125,000

Home Value

Trulia Estimate
$1.97M
Since last month
Decreased$11K (-0.5%)
Since last year
Increased$133K (+7.3%)
Since last sale
Increased$841K (+74.8%)
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 +76% in the last 10 years
MonthEstimated value
2026
August 2026$1.97M
July 2026$1.98M
June 2026$2M
May 2026$1.97M
April 2026$1.95M
March 2026$1.93M
February 2026$1.86M
January 2026$1.86M
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
0.07
Single-Family Home
$2,350,000
09/30/25
5
4.5
3,780
109 West Avenue, Darien, CT
0.17
Single-Family Home
$2,050,000
09/05/25
5
4.5
3,591
128 West Avenue, Darien, CT
0.28
Single-Family Home
$1,125,000
01/08/26
3
3
1,636
64 Old Kings Highway South, Darien, CT
0.39
Single-Family Home
$1,135,000
10/08/25
5
3.5
3,327
3 Rocaton Road, Darien, CT
0.23
Single-Family Home
$2,950,000
08/03/26
4
3.5
3,354
2 Robin Hood Ln, Darien, CT
0.31
Single-Family Home
$1,400,000
09/17/25
4
3
1,568
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
0.46
Single-Family Home
$1,675,000
09/17/25
4
3
2,724
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
0.07
$2,526,100
5
4.5
3,780
Off Market
74 West Avenue, Darien, CT 06820
0.09
$2,937,800
4
4
5,456
Off Market
86 West Avenue, Darien, CT 06820
0.12
$2,152,200
5
3.5
3,266
Off Market
4 Old Stone Road, Darien, CT 06820
0.13
$1,652,500
3
2
1,550
Off Market
6 Stony Brook Road, Darien, CT 06820
0.16
$2,721,700
4
3.5
3,221
Off Market
109 West Avenue, Darien, CT 06820
0.17
$2,206,400
5
4.5
3,591
Off Market
39 Hale Lane #39, Darien, CT 06820
0.17
$783,900
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
$3,979,100
5
4
4,490
Off Market
33 Hale Lane #33, Darien, CT 06820
0.17
$814,700
1
1.5
900
Off Market
10 Stony Brook Rd, Darien, CT 06820
0.19
$5,660,000
6
7.5
8,680
Recently Sold

Local Information

  • Map ViewExplore the area around 25 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
3,052 sqft
Price/Sqft
$645
Parking
Garage

About this House

BETTER-THAN-NEW '96 5 BR/3.5 BA IN-TOWN COLONIAL WALK TO TRAIN, TILLEY POND PARK, TOWN. FINISHED 4 FLRS, NEW KITCHEN OPENS TO DR, FR. FORMAL LR. LUXURY MASTER SUITE, 2 ADDL BRS SHARE HALL BA ON 2ND. ON 3RD FLR, 2 ADDL BRS SHARE HALL BA. FINISHED LL REC ROOM WITH NEW COMPOSITE FLOORS. 2 CAR DETACHED GARAGE WITH WALK-UP STORAGE. NEW DRIVEWAY W/ BELGIUM BLOCK FRONT APRON AND ETCHING PLUS BLUESTONE BACK PATIO AND FRONT WALKWAY. WALK TO EVERYTHING DARIEN HAS TO OFFER.
25 Bailey Ave, Darien, CT 06820 is a 5 bedroom, 4 bathroom, 3,052 sqft single-family home in Downtown, built in 1996. It last sold for $1,125,000 on Aug 8, 2016. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $1,968,300, with a rent estimate of $7,542/month.

Home Details for 25 Bailey Ave

Interior Features

Interior Details
BasementAtticNumber of Rooms: 11Types of Rooms: Walk In Closet, Dining Room, Family Room, Master Bath, Mud Room, Office, Recreation RoomCeiling Fan
Heating & Cooling
Heating: Forced Air, OilAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 3Floors: Hardwood
Appliances & Utilities
Cable ReadyDishwasherDisposalDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
FireplaceJetted Bath Tub
Windows, Doors, Floors & Walls
Double Paned Windows
Security
Security System

Exterior Features

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

Property Information

Year Built
Year Built: 1996Year Updated: 2008
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
Aug 8, 2016
Source: Smart MLS #99141453
Sold
$1,125,000
Dec 19, 2012
Source: Smart MLS #98538162
Sold
$915,000
Oct 14, 2012
Source: Agent Provided
PriceChange
$1,025,000
Price decreased by 2%
May 7, 2012
Source: Agent Provided
Listed For Sale
$1,050,000
Sep 26, 2007
Source: Smart MLS #98321397
Sold
$1,025,000

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 25 Bailey Ave

  • What is 25 Bailey Ave estimated to be worth?
    Trulia's estimated value for 25 Bailey Ave in Darien, CT is $1,968,300.
  • What is the price history for 25 Bailey Ave?
    25 Bailey Ave in Darien, CT last sold for $1,125,000 in August 2016.
  • 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 25 Bailey Ave have air conditioning?
    Yes, 25 Bailey Ave in Darien, CT has air conditioning.
  • Does 25 Bailey Ave have laundry facilities?
    Yes, 25 Bailey Ave in Darien, CT has in-unit laundry.

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Apartments for Rent

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Off Market Homes Near 25 Bailey Ave

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