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139 Holmes Avenue

Darien, Connecticut 06820

PENDING$1,650,000
Beds
3
Baths
2 | 1
SqFt
2,184
Acres
0.28
Year Built
1910
Matt Caiola

Matt Caiola

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MCMATT CAIOLALUXURY PROPERTIES
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2-Car Garage1 Fireplace

About This Home

Picture yourself in a welcoming, walkable community where neighbors become friends, evening strolls are part of everyday life, and parks, shops, and local amenities are just a short distance away. This meticulously maintained Colonial blends timeless charm with modern updates, offering a home that's as inviting as the neighborhood surrounding it. Set on a beautifully landscaped property with a sweeping lawn, this home has been beautifully renovated with stylish finishes throughout. The sun-filled main level features an eat-in kitchen, formal dining room, cozy living room with a fireplace, an office and a comfortable family room with French doors leading to a sunny deck. Upstairs along with a spa-inspired bath are 3 bedrooms including a primary bedroom with vaulted ceilings and a generous walk-in closet. The finished lower level offers a full bathroom/laundry room and versatile space for a home gym, playroom, or recreation room. If you're looking for entertaining space, the spacious deck provides room for bbq's, dining, and lounging with friends while overlooking the spacious, level and professionally landscaped and fenced lawn. Complete with a home generator and a two-car garage, this exceptional home delivers the perfect balance of historic character, modern comfort, and everyday convenience in a friendly, vibrant neighborhood you'll love coming home to.

Key Facts

City/Town
Darien
Neighborhood
N/A
Property / Style
Single Family · Colonial
Year Built
1910
Days on Market
20 days
Beds
3
Baths
2 full · 1 half
Living Area
2,184 sq ft
Lot Size
0.28 acres
Garage / Parking
2 garage · 5 total
Property Taxes
$13,601 / Annually

Market Snapshot

The Darien Market

Single Family · trailing 12 months

Median Days on Market

54

24 active listings

Median $ / Sq Ft

$707

24 active listings

Sale-to-List Ratio

106.3%

212 sales

How this home compares

List Price

$1.65M

vs $3.85M median

57.1% below median

Price / Sq Ft

$755

vs $707 median

6.8% above median

Days on Market

20 days

vs 54 days median

34 days fresher than median

Based on 24 active and 212 closed sales (trailing 12 mo) of single family in Darien. Source: SmartMLS · As of July 28, 2026.

Location

139 Holmes Avenue, Darien, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$10,096

per month

  • Principal & Interest$8,413
  • Property Taxes$1,133
  • Insurance$550
  • 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
1910
New Construction
No/Resale
Living Area
2,184 sq ft
Below Grade
372 sq ft

Schools

Elementary
Holmes
High
Darien

Interior

Heating
Hot Air
Heat Fuel
Oil
Cooling
Central Air
Fireplaces
1
Laundry
Lower Level
Appliances
Gas RangeMicrowaveRefrigeratorDishwasherWasherElectric Dryer
Basement
FullPartially FinishedLiveable Space
In-Law Apartment
No
Interior Features
Cable - Available

Exterior & Lot

Lot Size
0.28 acres
Zoning
R15
Garage / Parking
2 garage spaces5 total parking spacesDetached GarageDrivewayPrivate
Waterfront Details
Beach Rights
Water Source
Public Water Connected
Sewer
Public Sewer Connected
Construction
ClapboardVertical Siding
Color
Taupe
Roof
Asphalt Shingle
Foundation
Stone
Exterior Features
Deck
Lot Description
Corner LotLevel LotProfessionally Landscaped

Listing & Financials

Property Taxes
$13,601 / Annually
Days on Market
20
MLS #
24189449
MLS Status
Under Contract

Similar Properties

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

Listed By

Serena Richards

(203) 273-2073

Brown Harris Stevens

(203) 655-1418

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

The IDX display contains information sourced from SmartMLS, Inc. as of 7/28/2026. 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 7/28/2026 at 2:20 AM UTC.