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174 Leroy Avenue

Darien, Connecticut 06820

PENDING$4,299,000
Beds
5
Baths
4 | 1
SqFt
5,506
Acres
1.69
Year Built
1934
Matt Caiola

Matt Caiola

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MCMATT CAIOLALUXURY PROPERTIES
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About This Home

Beautifully renovated in 2019, this exceptional 5-bedroom home offers a seamless open floor plan, generous living spaces, & the rare combination of privacy & convenience. Perched atop a knoll & set back from the street, the property enjoys a peaceful setting while remaining just minutes from downtown train, restaurants & shopping. Designed for both everyday living & effortless entertaining, the sun-drenched interior features spacious, beautifully proportioned rooms throughout. The chef's kitchen opens to the family room & flows through French doors to an inviting outdoor terrace, creating the perfect indoor/outdoor lifestyle. A formal DR w butler's pantry is ideal for hosting, while the elegant LR showcases a stunning marble fireplace. A charming sunroom provides a cozy retreat for relaxing/reading. The luxurious primary suite features a striking lacquered vaulted ceiling & spa-inspired bath w double vanities, soaking tub & shower. 4 Addl BRs are served by 3 beautifully renovated baths, while a private tucked-away office offers ideal work-from-home space. Set on a 1.69-acre property, the grounds have been thoughtfully reimagined by a landscape architect & include multiple terraces, fairy trails & secluded fire pit. Expansive sunny flat lawns provide ample room for play, pets, & outdoor enjoyment, all within a fenced setting rarely found so close to town. A truly special offering that combines modern updates, exceptional outdoor spaces & a coveted walk to town/train location

Key Facts

City/Town
Darien
Neighborhood
N/A
Property / Style
Single Family · Colonial
Year Built
1934
Days on Market
41 days
Beds
5
Baths
4 full · 1 half
Living Area
5,506 sq ft
Lot Size
1.69 acres
Garage / Parking
2 garage
Property Taxes
$31,896 / Annually

Market Snapshot

The Darien Market

Single Family · trailing 12 months

Median Days on Market

51

25 active listings

Median $ / Sq Ft

$733

25 active listings

Sale-to-List Ratio

106.3%

211 sales

How this home compares

List Price

$4.30M

vs $3.80M median

13.1% above median

Price / Sq Ft

$781

vs $733 median

6.5% above median

Days on Market

41 days

vs 51 days median

10 days fresher than median

Based on 25 active and 211 closed sales (trailing 12 mo) of single family in Darien. Source: SmartMLS · As of July 27, 2026.

Location

174 Leroy Avenue, Darien, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$26,010

per month

  • Principal & Interest$21,919
  • Property Taxes$2,658
  • Insurance$1,433
  • HOA$0

Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.

Location

City/Town
Darien
Neighborhood
N/A
County
Fairfield

Residence

Property Type
Single Family
Style
Colonial
Year Built
1934
New Construction
No/Resale
Living Area
5,506 sq ft
Below Grade
464 sq ft

Schools

Elementary
Royle
High
Darien

Interior

Heating
Hot Air
Heat Fuel
OilPropane
Cooling
Central Air
Fireplaces
2
Laundry
Lower LevelUpper Level
Laundry Location
2 Laundry Locations 2nd floor and LL
Appliances
Gas RangeMicrowaveRange HoodSubzeroDishwasherWasherDryerWine Chiller
Basement
FullFull With Walk-Out
In-Law Apartment
No
Interior Features
Auto Garage Door OpenerOpen Floor Plan

Exterior & Lot

Lot Size
1.69 acres
Zoning
R-1
Garage / Parking
2 garage spacesAttached Garage
Waterfront Details
Beach Rights
Water Source
Public Water Connected
Sewer
Public Sewer Connected
Flood Zone
No
Construction
Shake
Color
White
Roof
Wood Shingle
Foundation
Concrete
Exterior Features
TerraceStone WallUnderground SprinklerPatio
Lot Description
DryClearedProfessionally Landscaped

Listing & Financials

Property Taxes
$31,896 / Annually
Days on Market
41
MLS #
24182478
MLS Status
Under Contract

Similar Properties

Homes with a close match in area, property type, and price.

Listed By

Casey Lange

(203) 249-0900

Compass Connecticut, LLC

(203) 423-3100

This information is believed to be accurate, but without warranty.

The IDX display contains information sourced from SmartMLS, Inc. as of 7/27/2026. This information is provided for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing or leasing. Data is deemed reliable but is not guaranteed accurate by the MLS, the listing broker, the listing agent, or Matt Caiola. Buyers and tenants should independently verify all information that matters to their decision.

Map locations may be approximate. Any offer of compensation, if applicable, is made only to participants of the MLS where the listing is filed. ©2026 Smart MLS, Inc. All rights reserved.

Data last updated on 7/27/2026 at 1:20 PM UTC.