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

15 Bailey Ave
Darien, CT 06820

Downtown
  • 2 Beds
  • 1.5 Baths
  • 1,198 sqft

$1,005,500

Trulia Estimate
as of Jul 21, 2026
Est. Refi. Payment $6,570/mo*
Refinance Your Home

$1,005,500

Trulia Estimate
as of Jul 21, 2026
Est. Refi. Payment $6,570/mo*
Refinance Your Home
2 Beds
1.5 Baths
1,198 sqft

Local Information

  • Map ViewExplore the area around 15 Bailey Ave.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

This is it! A renovated in-town rental that perfectly blends comfort, convenience, and modern living. Ideally situated just steps from vibrant shops, popular restaurants, and easy transportation options, this home offers an easy lifestyle in a prime location. Enjoy the ease of single-floor living with a thoughtfully updated interior made up of two bedrooms and one and half baths with plenty of storage. All new appliances as part of the updates. Step outside to your own private, fenced-in yard-perfect for relaxing, entertaining, or enjoying a bit of outdoor space in the heart of town. Whether you're commuting, dining out, or simply enjoying the neighborhood, this home puts everything you need right at your doorstep. An opportunity to enjoy updated living with privacy and convenience all in one. Tenant responsible for all utilities, credit check, two months security deposit. No smoking. 2026-04-14
15 Bailey Ave, Darien, CT 06820 is a 2 bedroom, 2 bathroom, 1,198 sqft single-family home in Downtown, built in 1952. It last sold for $425,000 on Jan 15, 2004 (9,344% above the $4,500 asking price). More recently, it was listed as a rental in April 2026 with an asking price of $4,500 per month. That rental listing was removed on April 18, 2026. It is currently off market. The Trulia Estimate is $1,005,500, with a rent estimate of $4,264/month.

Home Highlights

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

Home Details for 15 Bailey Ave

Interior Features

Heating & Cooling
Heating: FireplaceAir ConditioningCooling System: Central AirHeating Fuel: Fireplace
Appliances & Utilities
DishwasherDryerRefrigeratorWasher
Fireplace & Spa
Fireplace

Property Information

Year Built
Year Built: 1952
Property Type / Style
Property Type: Single Family Home

Rental Terms, Policies & Fees

Lease Term: Contact For Details

Lot Information

Lot Area: 0.00 Acres

Price History for 15 Bailey Ave

DatePriceEventSource
04/18/2026$4,500ListingRemovedZillow Rentals
04/14/2026$4,500Listed For RentZillow Rentals
06/07/2023ListingRemovedZillow Rentals
05/23/2023$4,100Listed For RentZillow Rentals
07/04/2022ListingRemovedHoulihan Lawrence Inc
05/13/2022$4,100Listed For RentHoulihan Lawrence Inc #170483375
06/16/2020$3,800ListingRemovedAgent Provided
06/10/2020$3,800Listed For RentAgent Provided
01/15/2004$425,000Sold
Smart MLS #98179256

Market trends in Darien

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$2.73M
Sale-to-List Price
105.6%
Price per sq ft
$787
Available listings
54
11MoM
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Property Tax and Assessment

Year2025
Tax$8,191
Assessment$529,130
Home facts updated by county records

Comparable Sales for 15 Bailey Ave

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
4 Old Stone Road, Darien, CT
0.11
Single-Family Home
$1,534,500
08/20/25
3
2
1,550
25 Lakeside Avenue, Darien, CT
0.26
Single-Family Home
$1,700,000
06/17/26
2
1.5
1,292
128 West Avenue, Darien, CT
0.29
Single-Family Home
$1,125,000
01/08/26
3
3
1,636
7 Chestnut Street, Darien, CT
0.71
Single-Family Home
$855,000
11/21/25
2
1
1,056
2 Robin Hood Ln, Darien, CT
0.31
Single-Family Home
$1,400,000
09/17/25
4
3
1,568
86 Hecker Avenue, Darien, CT
0.72
Single-Family Home
$825,000
08/27/25
3
2
1,418
16 Fairfield Avenue, Darien, CT
0.68
Single-Family Home
$1,500,000
05/29/26
3
2
1,390
12 Wistar Court, Darien, CT
0.90
Single-Family Home
$630,000
07/28/25
2
1
684
71 West Avenue, Darien, CT
0.07
Single-Family Home
$2,350,000
09/30/25
5
4.5
3,780
45 Hecker Avenue, Darien, CT
0.57
Single-Family Home
$1,050,000
12/23/25
5
2
2,844

Nearby homes

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Assigned Schools

These are the assigned schools for 15 Bailey Ave.
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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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Explore by feature - Pet Friendly

6 pet-friendly rentals in Darien, CT

Explore by feature - Garage

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Explore by feature - Air Conditioning

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Explore by feature - Pool

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Explore by feature - Washer/dryer

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Explore by feature - Outdoor Space

6 rentals with an outdoor space in Darien, CT

Homes for sale near 15 Bailey Ave

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Off Market Homes Near 15 Bailey Ave

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